I am a secret panty wearer . I've always had a thing for satin and silky
things. After twenty six years, I still love to watch may wife put on her
sexy under things. On occasion, I'll wear my wife's panties to bed and have
sex in them. If she goes down on me and finds her panties on me, she'll
ask me why I am wearing them. Not in an upset voice, but one that is
unsure of my desire for her. She doesn't understand my fascination of
women's lingerie. I've tried explaining how the silky, soft snug feel on
my cock keeps me excited longer and harder. I secretly keep a couple boxes
of my panties, tap pants, bras, slips, nylons, dildos and baby oil in my
basement office.

My lust for sexy underwear started in my early teens. I would find a
pair of my mother's used nylon panties in the bathroom hamper. I would rub
them over my stiff cock until my warm cum shot over them.

I have three brothers, and we all are interested in girls. We would
check out skin magazines when we could find them. I also I would look at
Sunday newspaper ads of women's bras, panties and girdles. I would cut
them out and hide them in my bedroom closet. Since, each of my brothers
and I had our own rooms, it was the safest place. When I felt horny, I
would pull them out and imagine I was dress in those shinny, silky things
and jack-off.

This love of lingerie was always with me. Especially when I went in a
department store, I would pass thru the women's department as if I was
searching for my mother. But I was really in there to walk among the satin
and nylon under things, touching and rubbing them between my fingers as I
past the displays.

This love of lingerie got me my first sexual experience. Also, I should
mention first bi experience, at age 15.

As I lay asleep one night, I felt something press against my mouth. Half
awake and confused, I could feel a rubbery object slip across my lips. I
heard my brother Rob whispered "I know you're awake, keep quiet", as he
pushed his cock past my lips. Rob is a year older and very much interested
in girls. I, on the other hand, liked girls but was too shy to approach
them. I knew being shy did not mean that I was gay. But with Rob's six
inch cock sliding between my lips, I laid there thinking I was dreaming,
accepting his assault on my mouth. I should have struggled against him,
but I didn't. We are about the same build and size I could have stopped
this. The only thing I could think of was that Rob was horny and used me
while he imagined I was his girlfriend giving him head.

Rob whispered that he knew I would like his cock because he found a pair
of panties I had cummed on laying in the bathroom earlier that day. I had
left the bathroom in a hurry when he began to bang on the door wanting to
used it. I either forgot to put them back in the hamper or dropped them
and did not notice.

Here I laid, wakened by a stiff cock forcing its way to the back of my
throat. Rob worked his hard smooth cock in and out slowly as he moaned
softly. I could not believe this was happening. I did not think of boys
sexually, I liked girls.

I laid quietly while Rob slid past my lips again and again. I was still
not fully awake but I felt my cock start to stir. I wanted to touch it but
I did not want to move and have Rob know I was totally conscious. My teen
cock was growing under the sheets but in the darkened room Rob had not
notice.

As he fucked my face I did something that I had no control over. I began
to lift my tongue up under Rob's silky rod and let it rub his cock as he
pumped away. His cock had a taste of musk and sweat. I began to lightly
grip his dick with my lips. I could not believe I was actually
cooperating. My first taste of cock and it wasn't unpleasant

Rob began to quicken his in and out motion and moaned louder . He pulled
out of my mouth, I felt him jerking him cock beside my head. I could
barely see thru the slits of my eyes as He let out an "ahhh" and shot his
load in to some of my clothes piled by my bed. I felt disappointed, he
used me then when I wanted more, it was gone.

Rob wiped and left without saying another word. I laid in the dark
trying to figure out what had just happened. I was confused and excited.

During the next few days, I avoided Rob as best as I could. We did not
talk. I was ashamed and could not look him in the eyes.

The following weekend, our parents went away and took our younger brother
with them. Both older brothers Phil and Rob went out Saturday night,
leaving me home alone. Phil usually is out until about two o'clock. As I
sat and watched TV, I heard someone come in the back door about nine
o'clock. It was Rob, he was home early. He went to the bathroom, I was
kind of nervous.

A few minutes later he came out, walked into the living room. He looked
at me with a lusty stare and said "Come with me". He walked out towards
our parents room. I got up, my knees shaking, and followed like a puppy.

As I stepped into the room, Rob had our mom's lingerie drawer open,
searching thru it. He pulled out a pair of panties, a bra and a half slip.
He turned and tossed them at me. As I caught them, he said "put them on".
I was completely surprised at this command, but didn't protest. As I
fondled these silky things I did want to put them on. It looked like my
lingerie fantasy was going to come true, I but did not know what else Rob
had in mind.

I began to take off my clothes. As I did, I started to get hard and knew
I would soon not be able to hide it from Rob. I turned away from Rob as he
opened his zipper, taking off his pants then his shirt.

After all my clothes laid on the floor, I reached for the panties on the
bed. As I fumbled with them, I could see our reflection in the vanity
mirror in front of me. Rob naked with a grin on his face, staring at me
from behind. I bent over, held the panties low to step into them. I put
one foot thru then as I lifted my other foot I began to sway off balance
from my nervousness. I caught myself and put the second foot thru. As I
started to pull the panties up my legs, I felt Rob's hands from the sides
grab the waistband and help me pull them up to my stiff cock. He took one
hand, reached around, push my cock up and back against my tummy. We pulled
the panties the rest of the way to my hips. Rob let go of my dick as the
nylon material slid over forming a small tent. I almost shot my load on
his hand. For the first time someone else had touched my cock. My knees
were getting weaker.

Next I picked up the satin and lace bra, held it to me face and inhaled.
It had a sweet, sexy smell. I slipped my arms thru the straps and reached
for the hooks. I knew how it worked, but it was hard. As I fumbled to
stretch the ends, Rob took them from my hands and hooked them together. I
was getting as excited as on Christmas morning from the sensations. Rob
reached around and began to stuff the cups with nylons to form breasts. I
leaned back slightly for better access. I could smell Rob as he put his
arms around me to fill each cup, brushing each nipple as he pushed inside.
I was in heaven from the attention he was giving me.

After the cups were full, I looked into the mirror and saw myself for the
first time in women's lingerie. I loved the look and feel and knew I would
be doing this again.

I was brought back to the moment when from behind, I heard Rob say "step
in". He was bent forward holding the slip waistband open. I stepped one
leg back in, then the other. My legs were made of rubber now. Whether Rob
knew of my desire for sexy lingerie or not, I was willing to do anything he
asked me to do now.

After the slip was pulled on to my waist, Rob had me turn around so he
could see my sissy look. He smiled with a knowing nod, stepped over to the
bed and sat on the edge. He motioned me to move in front of him. With my
head tilted down I was staring at his throbbing cock sticking up between
his legs. He said "kneel down". I knelt down almost before he finished.
I knew what would come next.

I put my hands on he's legs, and spread them wide, and leaned my mouth
towards his bobbing cock. I could see clear drips of precum at the hole
seeping out. I opened my lips, stuck out my tongue and flicked the top of
his cock head. I could taste his juices at the tip of his soft head. I
wanted more so I made an "o" with my lips, moved lower and felt the head
press into my mouth. I pushed down, the head passed thru and slid along my
tongue. I leaned down until my nose was buried in his pubs. Rob let out a
low moan, leaned back on the bed, stretched out his arms as he enjoyed my
warm mouth and tongue.

I slid back up on his shaft until I hit the underside of his mushroom
head, stopped then slid back down. I was lost in the sensations of the
nylon and lace caressing on my body, and worshipping Rob's stiff cock with
my lips and tongue. I felt like a girl, and I couldn't get enough.

As I bobbed up and down I could hear Rob grunt and moan louder and start
to buck his hips off the bed. I sensed he was close to spraying his cum
down my throat, and I wanted him to.

But Rob quickly sat up and told me to slow down, he didn't want to shoot
yet. I didn't want to stop, so I kept sucking and bobbing. Rob put a hand
on my head, held me down as he composed himself. After a few seconds, as I
licked his still wiggling cock in my mouth, he caught his breath.

Rob told me to lay down on the bed. I did not have to be told twice. I
hopped on the bed laying on my back. I began to smooth out the slip, I
loved the touch of my silky covered legs. Rob turned and leaned forward on
his elbows with his face above my cock. He stared down at the tent my
stiff cock made under the slip and panties. He lowered his head until I
could feel his hot breath thru the layers on my penis. Rob opened his
mouth and moved down on to my aching cock. This was another first, my dick
receiving a pair of hot lips. I was ready to faint. Rob teasingly rubbed
his mouth over the tip of my twitching cock. My eyes were closed and was
taking in all the oral sensations of Rob's lips and tongue.

Rob stopped his tender attention as I felt him shift around and straddle
my legs. He squatted down with his bare ass on my legs, just below the hem
of the slip. Rob reached under my knees, pulled and pushed my legs back,
so that they are bent up. As he did this , the slip slid down my legs and
bunched up on top of my standing cock. He opened my knees and pushed them
wide. Then moved up between my legs, where he was staring down at my
pantied covered ass. He slid the slip up above the panty's elastic top.
He reached into the waistband and wrapped his fingers around my throbbing
cock. Rob slid and rubbed my cock and balls. I was softly moaning and
waving my legs from the anticipation. With his other hand, he pulled the
waist of the panties down, exposing my cock and balls. He tucked the band
under my ball sack, it felt very sexy. He had complete access to me, and I
was horny and waiting. He took my penis and sucked me deep in his warm,
wet mouth. Sucking and licking me like a lollipop, it didn't take long for
me to feel my cum begin to boil in my balls. I was bucking and moaning,
expecting my release soon when Rob slowed, then stopped his bobbing mouth
on my aching dick. I was ready to scream.

Rob leaned back and told me to roll on my tummy. I was ready for
anything. I quickly flipped over. He placed his hands on my waist and
told me to raise my ass up, with my knees tucked under. As I brought my
ass up, Rob flipped the hanging slip over my pantied ass and on to my back.
Here I was wearing soft, silky girly underwear, with my ass in the air like
a slut. I could not wait for the next step in to my sexual future. Rob
pushed his belly up against my ass, sliding his cock under me. His cock
head rubbing under my hanging balls and twitching cock. The panties
waistband still stretched behind my balls allowing him full access. He
moved back and forth, at times pulling out, laid his cock between my nylon
covered ass cheeks and slid it against my asshole. I felt like a sissy
girl from head to toe, completely at Rob's command.

Then Rob stopped, backed off the bed and returned with a jar of cold
cream form our mothers vanity. He pulled down my panties, letting them
slid to my knees. I now felt completely exposed and horny. He scooped
some cream, I clinched my asshole tight expecting the cold lub. But
instead, he softly kissed each cheek and lightly blew on to my puckered
hole as his mouth passed over.

As with this whole affair, Rob said little. But he did warned me, "this
is going to be cool", as he placed his fingers on my tight hole. I jerked
a bit, then relaxed. He rubbed my asspussy with small circles, then put a
finger tip to the hole. His slick finger began to push in, one knuckle
then another. It hurt some, but I didn't want him to stop. His finger went
all the way in, he stopped, then withdrew until the tip was at my rose bud.
Moving back in and out a few more times, it felt a little better. Rob
pulled out and added a second finger. Forcing their way thru my slick,
tight entrance, it began to hurt again. He stopped a moment as I whimpered
into the pillows I had buried my face in. His fingers wiggled their way in
to my bowels, as I adjusted to their invasion. He worked them in and out
until I was loose. Then he added a third, until my asshole allowed little
resistance. He worked them in and out faster and faster until I began to
push back to meet his actions. He reamed me until I could take no more. I
wished for him to put his cock in my ass. He did not have to be told, he
planned to fuck me, whether I cooperated or not. He was ready too. Rob
stop and pulled his fingers out, scooped more cream, coated the tip of his
cock and moved it to my well stretched asshole. Placing one hand on my
hip, and the other hand guiding his hard cock in to my pussy. I thought
with all the fingers inside I was ready. But as the rubbery head slowly
pushed past my puckered hole, I felt a different sensation. It filled my
ass as it slid in, I wanted him to stop, it was hurting. Rob pushed until
he was in all the way. I cried and leaned forward feeling like I could not
take anymore. Rob held my hips to keep himself in. He stayed still for a
moment as he let out a groan. I could feel his pubs tickle my cheeks as he
wiggled his ass around a bit.

My asspussy held his shaft tight as I adjusted to his hard meat invasion.
I now felt comfortable with him in, so I slid forward feeling his cock slip
until it was almost out. Stopped, then slid back on his pole. I was in
command now, I thought, but Rob took over. Sensing I was OK, He started a
rocking motion, back out then in. My asshole no longer attempting to stop
him, I opened up and enjoyed his sliding and teasing action. He began to
squeeze my hip tighter and pickup the speed of his attack. I was trying to
keep up with him, but he started to bang away to fast. He was lost in his
lust, slamming deep in me, then out harder and faster. It felt like he had
a piston in my ass. Rob was pulling me back as he pushed forward, I was
bouncing off his thighs. My balls were smacking against his balls. I
cried as I rode the waves of the senses I was experiencing. I did not want
him to stop, but I wanted the final sensation of Rob shooting his cum deep
in to me. I wanted it all.

I felt Rob reach under me, grab my throbbing cock and pump me as he
fucked me. That's all it took for me to cry out, muffled by the pillows,
and release my hot sticky cum on to his hand and the slip that hung below.
Shot after shot blasted out from my cock, I was lost in the joy of it all.
I would never feel these feels again, my first fuck in lingerie. As my
sack emptied it's load, I could feel Rob tense up, slam hard in to me and
let out a loud groan. He stopped, buried in my ass and splashed his hot
liquid seed against my walls. It felt like gallons from the number of
shots he let loose. He fingers dug into my hips as he spent the last drops
of his juice. He slid slowly as if he was going to pull out, but stopped
then back in again. He eased himself back and forth milking the last bit
of cum as my pussy gripped his shaft, squeezing it dry. He stopped moving
and he leaned on to my backside forcing us both down. I lay there with my
ass tilted upward with him still inside. We laid still catching our
breath.

Rob pulled out and rolled off on to his back, I was disappointed. But
then felt his warm cum run out my pussyhole. I needed to go to the
bathroom quickly. I got up, pulled the panties up and headed out the room.
Realized my legs were shaky, grabbed the door jamb and swayed into the
bathroom. I sat on the toilet trying to figure all my thoughts out. Was I
gay? Why I did I enjoy something that's not natural? I was confused and
excited but I liked what had happened.

Still wearing the lingerie, I entered the bedroom thinking I would lay
down with Rob, relax and see what comes next. But Rob was up and getting
dressed. He said nothing until he was ready to leave. As he walked towards
the door he told me to "clean mom's things and put them back in the drawer
before they get back and straighten the bed". He left, went in the
bathroom then left the house again.

I figured this was a one time experience. Over the next few days I
didn't see much of Rob. We were never in the same room alone. I guess we
were avoiding each other.

About a month later, our parents and brother left to visit family over
the weekend. I hung around the house Friday night intentionally. About
ten o'clock Rob came in the front door. My heart started to pound with
excitement as he came in to the room. He looked at me and said "lets go",
turned and headed in to mom's bedroom. My heart went to my throat as I got
up to follow. My knees were weak as I approached the room. I heard a
drawer being slid open and knew what was coming. I could not wait to see
what I would be wearing tonight.

My love of lingerie during my early teen years was directly responsible
for my first sexual experiences. But the sex was not with a girl, but with
my brother Rob.

I loved the look of a girl's ass in a pair of skin tight jeans. The
sight of long legs with the ass cheeks peeking out from the edge of a pair
of short cut-offs made my teen dick hard. I did love girls, just that I
was too shy to approach them. After my first sissy ass fucking, dressed in
mom's panties and bra, I wanted to do it again. I was always thinking of
sex, so sex with Rob would be my release.

About a month passed since our first dress-up sex. I wasn't sure if
there would be a repeat. The coming weekend, my parents were going away
with my younger brother. My older brothers, Phil and Rob, went out Friday
night. I stayed at home to see what might happen.

Nervously I sat watching tv, waiting to see if Rob would want to fuck my
sissy ass again. I loved it when I was dressed up in sexy underthings.
Being treated like a girl was what I wanted.

At around eight-thirty I heard someone come in the front door. Rob
walked in, looked around the living room, saw me alone, then went to his
room. Minutes later he was back out, going room to room checking to see
who else might be home. After he was satisfied that we were alone, he
entered the room and said to me "lets go". As if I had no control, I
hurried up off the chair and followed him in to our parent's room.

Rob pulled out my mom's lingerie drawer, and started to search through
her silky undies. Rob picked up the same things I wore the first time. I
moved beside him and said, "no, I wore that the last time. I'll do what
ever you want, if I feel sexy. So let me pick the things I want. If I'm
happy, I'll make sure your happy". I wanted something sexier this time.
Rob looked at me with a slight grin, and dropped the panties and slip. As
I nudged over to the middle of the drawer, he stepped back and sat down on
the bed.

I began to run my hands through the piles of nylon, satin and lace,
wishing they were mine. As I pulled items out, I would hold them to my
waist to see if they might fit. My mother was shorter then I, but had wide
hips and large breasts. I did not have a girly body but I could wear most
of mom's things. It was the perfect age for me to be sissy dressing in an
otherwise all male house. I had no sisters to raid their panty drawers.

I then found a pink bra I liked, and a pair of matching satin panties.
As I searched for something more, from behind me Rob said "strip down". I
told him I wasn't finished yet. He said "you can look after you take your
clothes off. I smiled and put the things down. As I took off my shirt, I
could see Rob behind me getting undressed in the mirror on the dresser. He
was out of his pants and underwear in a flash. I dropped my pants and as I
was stepping out of the legs, Rob was grabbing my jockeys and pulling them
down. He then reached and squeezed one of my ass cheeks, with his thumb in
my pussy crack. My cock was standing straight out, in the mirror I could
see Rob stroking his sixteen year old rod. He was horny and so was I. Rob
stepped up behind me, pressing his warm naked body against my backside.
His cock was bobbing at my butt crack, smearing precum on my cheeks. Rob's
hands on my waist pulling me in to him. He then reached around me and
wrapped his hand on my girly cock. I could have shot my gooey load all
over mom's open drawer. His middle finger slid to my cock head and he
began to finger my cock hole. Rubbing drops of ooz over its head, I was
weakening. But I wanted to be dressed in mom's silky things before we
started. I pushed him away from me and told him to go sit down, so I could
finish my selection. Rob sat back down, and with a demanding voice said
"hurry up, we don't have all night". He was right, we could not lose track
of the time. Phil would be out for a few more hours, but we could not have
him surprise us by coming in earlier. After a few seconds more I grabbed a
garter belt and white nylons to complete the set.

I picked up all my pink things and put them on the bed between us. I
pulled the satin bra out from the pile, held it up to my nose and inhaled
the smells. Then reached out my arms and to put it on. I sled my arms
through the straps loops, grabbed the clasps and pulled them to hook them.
As I did Rob reached over and tickled my balls as I struggled with the
bra. I wiggled away telling him to wait. We both couldn't wait but I
wanted to be dressed up.

After hooking the bra, next came the garter belt. Rob looked at it and
said, "Why do you need that?" I told him to relax, that he would like the
finished look when I was done. I hurried and hooked it to my waist. I was
really starting to feel sexy with the clasps dangling down my thighs and
ass. Next I sat down and took a nylon in my hands with the thumbs inside.
I'd seen women in the movies do it this way. I gathered it up until the
heels were at my thumbs. Bent over and slowly stretched it up my leg,
careful not to rip it. After it was attached at the clasps, I then worked
the other on and fastened it. I could feel my cock throbbing from the
building excitement. My first garter and nylons what a slut I was. As I
stood up to put on my panties, I felt the sexy tug of the nylons on the
garter straps. The feeling was heavenly, I felt like a slut now. Rob told
me to turn around. He wasn't completely in to the dressing up part, but he
knew I would cooperate easier if I got to dress up. He just wanted to get
to the sex.

Last came the pink satin panties with lace trim. I bent down and held
them out to step into them when Rob asked, "why didn't you put them on
before the nylons are hooked up?" I said that with them on the outside I
could take them off without the nylons getting in the way. He nodded his
approve. I pulled the panties up over my stiff sissy cock. They didn't
fit well with my cock poking out from inside. I wanted a more girly look,
so pulled my cock out of a leg hole and began to rub along the shaft. Rob
asked what was I doing, I told him I didn't want my cock to show. Still
standing, I continued to pump away. Rob slid closer and cupped his hand
and reached out just beyond my cock. I started to pump harder and faster,
totally loving the feel of my sexy things. I roamed my free hand over my
satin covered ass and fingered the garter straps. My point of release was
approaching. I moaned softly, closed my eyes and tilted my head back. I
shot load after load from my sissy cock, until my balls were empty. I was
spent and sat down on the bed. Still shaking with tiny spasms all over my
body. With my head back, my eyes still closed, I felt something wet hit my
lips. I opened my eyes quickly to see Rob's hand above my mouth dripping
my own cum on to my lips. I kept my mouth closed until the gooey warm cum
ran down to the corners of my mouth. Rob said, "open up". I opened my
mouth and let the sticky juice hit my tongue. It was bland and salty, but
not offensive. Rob dripped most of the jizzum in to my waiting mouth.
When no more drops fell, Rob told me to lick his hand clean. I slurped and
licked until it was all gone. I used my finger to wipe the goo off my
lips. Stuck the finger in my mouth and licked it all. I did enjoy that.
Men have no idea how sexy cum makes you feel. It's warm, sticky and your
willing to do anything after you've ate cum.

I wanted to do what ever Rob told me to do now. I stood up and pushed my
shriveled girly cock back into my panties, tucking it down between my legs.
Now I looked like a girl, and I felt like one. To finish the illusion, I
stuffed Kleenex tissues into the bra cups. Mom probably wandered what
happened to all her tissues.

While I filled my cups, Rob slid on the bed, laid on his back. His cock
standing up waiting for some attention. I did not need Rob to tell me what
he wanted me to do. I got on the bed on my hands and knees and straddled
over his legs, with my lips above his bobbing cock head. Rob's hands back
behind his head, he watched me as I opened my mouth and stuck out my tongue
just above his cock. I stayed like that for a few moments as saliva mixed
with my cum started to run down my tongue and drop on to the tip of his
cock head. His cock twitched when the first drops hit. More of the warm,
sticky goo dripped down, running off the head and down the shaft. The
fluids reached his balls and puddled between his thighs. Rob's cock was
sparkling from the light shining off the saliva cum mix. I lowered my
mouth until my tongue was just touching the hole on its head. I flicked it
a couple times and licked up some of the salty concoction. Rob moaned,
"suck it", but I wasn't going to hurry this.

I moved off of Rob and turned my satin ass around on the bed until my
cock was above his face. I told him that I would take care of him if he
gave my ass and cock some attention. Rob reached up and began to rub my
smooth pantied covered cheeks. I held up my end, so to speak, and lowered
my mouth down over his shiny purple head. As Rob's cock slid over my
tongue, all the way in, my nose bumped into his smooth wet sack. (We were
both past puberty, but pretty much hairless around our balls.) I could
have drowned in the puddle of drool juice around his balls. My lips gripped
his shaft as I lifted my head up and off. I leaned forward and down to
lick the mess between his legs.

Meanwhile, Rob was rubbing small circles, with his fingers over my
pantied sissy ass and occasionally would slip his hand between the garter
straps and my bare thighs. Rob would trace along the elastic leg band with
his fingertips, slip one inside, pull and lightly snap it against my
cheeks. It was very sexy.

I cleaned up the puddle around his sack, and went back to sliding my face
down and up his tasty rod. I would bob a few times, release it. Then rub
my lips, nose and cheeks along its length. I could not get enough, I loved
the slippery, silky feel of it as I nuzzled and kissed it all over. I
rubbed my lips over its rubbery head, planting soft kisses at the base and
balls. I was in love with his pink and purple cock. It was the only thing
that mattered to me. I loved it and had to worship it. I moaned with
satisfaction as I buried my face in his pubs. I was lost in the lust.

I was concentrating on Rob's cock so deeply, that I did not feel him
pulling the leg band over to release my growing sissy cock. Before I had
realized it, Rob was darting his tongue up around its head. I now began to
moan from the sensations of both cocks being loved. I needed my cock
sucked and I had to have Rob's in my mouth. I kept going up and down and
around Rob's twitching cock. My tongue started to ache, but I didn't want
to stop. Rob was teasing me, by licking and nibbling at my cock head. He
scraped his teeth over its spongy helmet head, he was driving me crazy. I
would push my hips down forcing my sissy cock passed his lips, then raise
back up. We would do that over and over again. This went on for a while,
who knows how long. It was good that I had jerked off earlier, I could now
last longer before my next release. I want it to last as long as possible.

As we wiggled and moaned, I felt Rob finger the skin behind my ball sack
and trace a line to my pussy hole. He fingered the puckered edges, causing
me to moan softy into his sack. He then removed his hand. I could feel
him moving under me. Moments later his finger retuned to my pussy, this
time covered with a cool gel. Rob must have put a jar on the night table
earlier for easy reach. He diddled at the tight opening, then press his
finger slowly through. It threw off my bobbing rhythm on his cock. I
stopped and held Rob's shaft in my mouth, rubbing it with my tongue as he
worked his finger deeper in me. I wiggled my acceptance of his invasion of
my pussy. It was tight but I wanted more. He pushed in as I pushed back.
The pressure was uncomfortable but worth it. When he was all the way in he
held it there a few seconds. Then pulled out to the entrance. As he
pulled back I leaned forward. I reached back and pulled my panties to the
side to allow him easier access. He put a second greasy finger to my butt
hole. I pushed back against them. He knew I was ready for more. As the
two fingers slid past my "o" muscle, I leaned farther forward trying to
adjust to the pressure. But the pain passed quickly, I was starting to
relax now. I again leaned back as Rob buried them deep, and then ticked my
innerds. He knew I was loving it. He pulled out again and added a third
then a fourth finger. When the last finger started in I slumped forward,
my face between his legs. My ass was still up in the air as Rob worked my
poor pussy hole, stretching and lubing it. He started to finger fuck me.
When he pushed in, I pushed my hips back. He would pull out, I would moved
forward, careful not to have his fingers leave my pussy completely.

This went on for some time until I moaned out that I could not take any
more. I crawled forward until Rob's fingers could not stay in. Rob sat
up, I move to the side so he could get out from under me. I rolled on to
my back to catch my breath, my head at the foot of the bed. Rob got off
the bed and told me to spin around with my head on the pillows. I was weak
but I wanted to go on. I got turned around, laying on my back, eyes
closed, and my breathing starting to slow. I could hear Rob at the night
table. He picked up the jar of gel and got back on the bed. As I opened
my eyes I saw Rob coating his throbbing cock with gel. I scooped some gel
and reached for his cock. My fingers rubbed a thick coating of goo over
its fat head. I teased his cock rubbing and pulling it. I was at a point
that nothing could stop me from getting my sissy ass filled by that cock.

As he rubbed the gel around, I stopped and began to turn over on to my
hands and knees. Rob stopped me by saying "Don't, I'm going to take you
like a girl, on your back". That sounded nice, I would just lay there
while he did all the pushing and pulling. I reached to take my panties
off, working them over the garter straps, down my nylon covered legs. I
got one leg out, but Rob didn't wait for the second. As my legs were off
the bed, he grabbed them and pushed them straight up. The panties hanging
on my ankle, like a slut flag. Rob moved forward between my silky legs,
Placing a calf at each shoulder, leaned forward so that his weight would
keep them in place. Rob then slowly slid his hands from my ankles to the
nylons tops just above my balls, fingered the garter straps then slid up
again. He planted small kisses along my thighs. I loved the attention but
I wanted a hard cock inside.

He said " I'm glad you thought of the panties over the garters, they
don't slow things down". I nodded and smiled. As he caressed my legs, his
hard cock was bouncing up and down on my ball sack. Gel was smearing all
over us, his thighs, my thighs, sack and ass cheeks. I reached for his
balls and rolled them between my fingers. They were heavy and full. I
wanted their juice inside of me. I guess Rob did also. He stopped kissing
and teasing my legs, inched forward. Bending my legs up over my chest, my
ass rolled up in the air. The stuffed satin bra was tickling my chin. His
cock head was resting at my pussy opening. I wanted Rob to push it in, but
I was having trouble breathing. I told Rob that I needed air. He stop
moving and let my legs drop to his sides. He told me to, "give me a couple
pillows and lift you ass up". I tossed them to him, he tucked them under
my hips. Rob scooped some gel, rubbed it into my pussy hole, then raised
my legs and leaned forward. His cock was aligned with my waiting hole and
I was ready.

Rob took hold of his shaft and began to push in. None of my complaining
was going to stop him now. I felt the head force its way past my tight
grip. It had been a few minutes since his fingers were in so I was a
little tense. I wanted that fat cock in now. Rob leaned in to me, sliding
his cock head all the way in. I let out a soft "ooooooh". Rob moaned in
satisfaction. My pussy was clamped on to his pole. I could feel his cock
bobbing inside as he held still. As it twitched around, I was afraid he
was going to shot his load, so I did not s move, waiting for his spasms to
pass. Rob fought back his urges to release, and began to pull back out.
He pulled until the head caught at my "o" muscle. I wouldn't let it get
out. He then pushed in. It felt like it was getting fatter and longer.
Rob's eyes were closed as he tilted his head back. I would open and close
my eyes depending on Rob's grunts and growls. He moved only his hips
slowly back and forth bumping my innerds with his cock head. Rob would
push in, stop then slightly rotate his hips to make the head wiggle around
in me. I could not have been happier, I was a sissy girl getting fucked
and loving it.

Rob began to work his cock, slow and steady, enjoying the feel. As he
sawed in and out, my muscle massaged his shaft. Rob reached down and
pulled on my sissy cock. I lifted my head and looked down. I could see
his hand wrapped around my cock, framed by the garter straps and nylons. I
smiled inside thinking that this was so great.

After stroking my cock a few more times, he let go and began to
concentrate on his cock in my pussy. I did not mind, I needed my ass
pounded more then my cock played with. Rob began to pickup the pace,
slamming my ass hole harder and faster. He's forceful banging pushed my
head into the headboard. I didn't care at this point. I wanted him to
pounding away. Rob was oblivious to everything. He only cared about
finishing fucking me. I was his sissy fucking toy, that was fine with me.
Rob now was slamming my soar pussy with all he had. His hips were slapping
hard into the cheeks of my ass, I could hear the smacking sounds. I was
pushed farther in the headboard as he fucked me like a man possessed. Rob
was moving in and out like a machine.

I was near the end, unable to take much more of the emotions and
sensations I was receiving. I felt a pulse at my pussy hole as his cock
sank deep into my pussy. His cum was starting to boil out of his balls.
He pulled out once more then hard in and stopped. Rob groaned loud and
deep, rotated his hips, grinding into my cheeks, forcing his twitching cock
as far inside as it could possibly reach. My ass pussy locked on to his
shaft, I felt more pulsating passed through my clinched opening. Rob's cum
blasted into my innerds, shot after shot passed my pussy hole. I could
feel each shot of hot jizzum hit inside. I grabbed the bedspread and
stuffed it into my mouth to muffle my moans of pleasure. I stiffened my
back and my toes went straight up in the air. It was like a fire hose was
opened up inside of me. I was alert to all of my senses. Rob moved little
except I knew he was tossing his head back and forth, moaning between each
shot he released out. My eyes were closed tight as I wished it would last
a little longer.

But of course it didn't. Rob's few remaining jets of cum were spent long
before I would have liked them to stop. I wiggled my ass to see if he had
anything left. He slid out part way then drove back in, milking the last
drops in his vein. Rob slumped pushing my knees almost to my fake boobs.
My panties daggling above me face. He took a few deep breaths and
whispered, "damn, that was good". That was a compliment to me. He lifted
his hips to slowly pull out then back in a few times as his cock shrank
some. I was hoping he was going to try and get hard again. I grabbed his
hips to hold him in. But he then pulled out completely. My pussy made a
sound like gas. Rob made a face at me then said, "thanks a lot, I'm still
back here". I told him it wasn't gas. He fucked me so hard that air must
have built up inside. I giggled a bit at his accusing look.

Rob rolled to one side as I lowered my legs. I was kinda stiff from
being that position for so long. My cock had shrank also. I had no need
to shoot my load right now. I could do that later myself. My soar,
puckered pussy hole began to ooze Rob's gooey cream down the crack of my
butt. I tried to get up before some hit the spread. I was to slow, I was
leaving a messy puddle. Rob tossed me a towel that he had just wiped with.
I shoved it between my legs to catch the rest. I hopped out of bed,
heading for the bathroom. My joints were tight as I shuffled along.

I returned from the bathroom, Rob was gathering his clothes and jar of
gel. I stood in the doorway as he headed out. He looked at me and said, "
I'm not gay, I just need to get laid once in a while. Since you seem to
enjoy it when your dressed in mom's under things, I see no harm in, OK". I
smiled and nodded.

As he did the first time we had sex, he said "clean up the mess and don't
miss anything if you want to do this again". Rob walked past me, heading
to the bathroom. As he went by he slapped my bare ass hard. I yelled out
from the sting and surprise. I dragged myself to the bed and sat down to
gather my strength. I noticed it was almost eleven o'clock. We had been
at it for over two hours. How time flies when your getting you ass royally
fucked.

It had been a few weeks since Rob and I had our second affair. I was
almost sixteen, Rob was a year older. Having sex with your brother is
sometimes not as convenient as it may sound. Having to wait until everyone
else was safely out of the house was not easy. I would have dressed in
girly undies and fuck every night if possible. It was rough waiting weeks
or months for it to be safe.

Finally our parents were going out with another couple for the evening.
That would keep them out of the house until one or two o'clock. My younger
brother was having a sleepover at a friend's house. Phil, our oldest
brother was at college. This gave us a few hours if Rob got home early.

Rob was out of the house before the parents left. But before he left, he
caught me coming out my room and told me "be in mom's room after they
leave". My heart jumped to my throat.

I didn't love Rob as in boy/girl love, but I did love the way I felt
dressed in satin and lace getting cum pumped into my sissy ass. It could
have been anyone banging me as long as I was wrapped in sexy underthings.

Around seven thirty my parents went out. I immediately rushed to my
mom's dresser. Opened the top drawer and ran my hands among her things.
After a few moments lost in my fantasy, I realized when I was hamper
diving, I came across some of mom's things that weren't in this drawer. I
closed the top drawer and reached down to open the lower drawer.

There they were, mom's special lingerie. Instead of fairly plain white
and pale pink, these undies were sexy. Here were deep blues, bright pinks,
reds and lavenders. I almost fainted. I had hit the jackpot. I thought
that I could never be able to pick from all these sexy bras, panties and
garters. I had to make a decision soon. I wanted to be dressed when Rob
came home. Which should not be long.

After changing my mind a couple times, I decided on a lavender set. Bra,
bikini panties, garter belt all of smooth, shiny satin. I also found a
pair of sheer black stockings to finish the outfit. While making my
selection, I thought how, I wanted my own slutty lingerie someday.

Running back to my bedroom, I couldn't wait to put these on. I threw
everything on my bed and closed the door. Rob's room and mine were the
farthest rooms from our parent's. This would give us a few extra seconds
of valuable time to arrange ourselves if they came home early. Rob was
expecting me to be in mom's room, where he fucked me twice before, while I
was dressed in some of mom's undies. I was going to surprise him by being
in his room dressed and waiting.

I began to get undressed, my hands trembling as I took off my pants and
underwear. I then realized I hadn't brought any tissues to form my boobs.
Naked, I ran back to mom's dresser and grabbed a hand full of kleenxes. I
was now more even more excited after running nude through the house. I sat
down on my bed to calm down.

In a few moments I was better. I stood up and held the bra up to my
face. Pulling it to my nose and nuzzled the soft satin cups. It had a
sweet sexy fragrance from mom's perfumes. I was so jealous of the silky
things that girls could wear.

I put the bra on and stuffed it to look as close to breasts as possible.
Next the garter belt, with its six straps. The belt, I used before had two
straps per stocking, this had three. This was getting complicated, but
would be more fun to hook the nylons, I though. I hooked the belt behind
my back, being sure I had the straps even on either side. As I started to
put on the nylons I began to get a little nervous. The though of tearing
or putting a run in them was a little scary. I pulled up the first
stocking, attached the three straps. I loved the feel as the top of the
stocking reached my thigh. That bare thigh between the nylon and the belt
is so sexy. I hoped the second stocking went on as easy, and It did.
After the claps were on I stood up to the feel of the nylons tugging on the
belt, I loved that feeling. My sissy bum was being teased by the garter
straps as they brushed against my cheeks. I began to rub my stiff sissy
cock and balls.

Last was the pair of bikini panties. As I stepped into the leg openings
I knew the tiny front would not hold my balls and sissy cock completely. I
had a small cock, even for a teenager, but the bikini was not much more
then two small triangles with a string holding it together. The panties
waistband pushed my clit against my tummy as I pulled them on to my hips,
my cock head peeking out over the top. I wanted to see how I looked
dressed. I stepped in front of the mirror and liked what I saw. I admired
the color and shiny look, as I ran my hands over my hips. I turned
sideways, pushed my butt back, and did a forty's type pinup pose. I though
that one of these times I'll see if I can fit into some of mom's high
heels. I turned with my back to the mirror, bent over a little more and
looked over my shoulder. I was staring at a sexy girly ass, shimmering
with the satin lavender material form fitting my cheeks. I wiggled my
sissy ass wishing it that was receiving some attention.

I was ready for Rob now. I grabbed my robe and headed for his room. The
robe was in case our parents came home early and we had to get decent
quickly. I felt like a slut, slowly strutting down the hall dressed in
mom's satin lingerie. Instead of going directly to Rob's room, I walked
throughout the house, loving the stocking and garter straps caressing my
legs. The soft satin panties sliding over my bum, the bra lightly hugging
my chest, it was very sexy.

I finally got to Rob's room. It was kind of a mess. He had clothes
lying all around. I had to clean off his bed to sit down. My anticipation
was building. I leaned back on his bed and stretched out. With my feet on
the floor and hips on the edge I started to caress my cock. It was still
poking out from its satin wrap. I didn't want it stiff all night. I
reached in to Rob's drawer next to the bed and found the gel we used the
last time. I put a small amount on my fingers, and with the other hand
pulled my cock through a leg hole. Rubbing the gel all over my cock sure
felt good. I worked my hands along its stubby length. My fingers wrapped
lightly as they glided over my gel covered cock. I closed my eyes, laid
back and rubbed as my jizzum began to boil up for its release. I laid
there, exposed to anyone who might come in. That though brought me to the
point when I couldn't hold back any longer. I hoping Rob would walk in
before my load shot, but it was to late. My hot cream blasted out in a
long stream on to the bed. The following shots were less forceful and
landed on my hips and fingers. After milking the last drops out I stopped
to enjoy the afterglow as sticky goo ran off my hip, down the side of my
butt cheek.

I needed to get cleaned up, Rob could be home any minute. I found a
towel by the bed. Rob probably beat-off in it, that was fine with me. I
wiped the cum from the bedcover. With my sticky fingers, I scooped the
jizzum off my hip and cheek, brought it to my mouth and lick it clean. A
last wipe of my cock head with the towel, I didn't want my panties stained
yet. I still hadn't figured out how I was going to wash them out and get
them back in mom's drawer. I knew I probably would not have enough time
tonight. I laid the towel at the end of the bed for easy clean up later.
Tucked my sissy cock back into the panties, laid down and waited.

I rolled onto my stomach so that the first thing Rob would see as he
walks through the door was my shinny satin covered ass. About ten minutes
later I heard someone come through the front door. After a couple doors
open and closed, I heard Rob's voice call out "where are you?". I yelled
out "back here". His footsteps got closer. I could hear Rob open my
bedroom door then he said "where?". I called out "in your room". He
slammed the door closed and headed to his room. As he came up the hall he
said "you're suppose to be in mom's room". He continued with "we only have
an hour or so" as he walked through the door. When he saw me dressed and
in my slutty pose he closed the door while saying "great, we'll have a
little more time now". My dressing earlier helped add a few valuable
minutes to our evening. He walked to the side of the bed and sat down.
Rob sat near my hips, looking down at my bum and legs. He reached out and
touched my stocking covered leg. His fingers were down between my thighs,
just below the tops of the nylon. Rob's hand slowly slid down my leg to
the back of my knee. Then slowly he ran his hand back up until it touched
my bare thigh at the garter strap. He asked me where I got the outfit. I
told him "in mom's lower drawer. She has a whole drawer full of sexy stuff
like this". I asked him if I surprised him being dressed. He said "I knew
something was up you were back here. But, that I didn't expect you to be
dressed and ready to go". Rob slipped his hand up to the edge of my bum,
then up on my cheek. He lightly patted the buttery soft satin wrapping my
bum. His fingers slid under the elastic band and massaged my bum. Rob's
thumb worked its way down my butt crack until it was brushed against my
puckered hole. When its tip pressed at my opening, I wiggled. He leaned
over and lowered his face to my butt, lightly planting kisses on each
cheek.

I told him that he should get out of his clothes. He mumbled his
agreement as he stopped and got up. I rolled on to my back, one leg bent
back up trying to look sexy. I must have looked pretty good to him,
because his eyes never left my body.

As soon as Rob was naked, he stepped over to the bed near my head. His
six inch cock standing straight out. I reached up and took hold of his
shaft to pull it closer. I raised my head up to kiss the under side of his
shaft and sack. I began to nibble his cock like an ear of corn. His balls
caressing my cheek, I moaned as I worked my lips to the head and swallowed
it in my warm waiting mouth. He jerked a bit then leaned forward, stuffing
his cock head down my throat. When his cock was fucking my ass pussy it
felt like it was ten inches long, but in my mouth it was just the right
size. I drove my nose into his pub hairs. If Rob's cock had been another
inch, it would have gagged me. As I moaned my pleasure, I thought that I
was getting pretty good at cocksucking. My head was tilted at an angle, I
was raised up on my elbow. Rob put one hand on my cheek and another on my
head, then pulled as his cock sank deeper. Then pulled his hips back so
his shaft slid along my tongue. I held on to the head, not letting it get
away. My tongue swirled around its tip. Rob was willing to face fuck me
as we were, but my position was not comfortable. As I held his cock in my
mouth, I moved around so that I laid across his bed. As I lowered my head,
Rob had to kneel down. I hung my head over the beds edge, my nose against
his balls. Rob held my face in his hands and started his probing of my
throat. He had a straight shot in. Rob's sack was slapping the bridge of
my nose. He sped up his pace, until all I could do was lay there and take
it. I reached out and grabbed his ass cheeks and held on. If I hadn't
propped my feet on the wall beside his bed, I would have been pushed half
way across it. Rob's cock almost popped out a couple times as he pulled
back.

Rob was grunting like a bull in heat. His pumping increased as he neared
his release. By the way Rob was fucking my mouth, I thought if he shoots
now, I'm going to have to work fast to get him hard again to ream my ass
tonight, because that’s what I wanted.

Suddenly Rob stop, buried deep in my mouth and held there. He seemed to
be fighting the urge to release his full sack of cum into my stomach. He
must have decided my ass was more inviting. I laid quietly, fighting the
urge to my wiggle my tongue around his plump head. Rob's breathing slowed
and his cock shrank slightly. He said "do you want it like this or in you
ass, right now I don't care".

I let go of his butt and pulled my mouth off of his cock, it bobbed in
front of my face. I swung around, put my knees on the floor and laid on my
stomach, face down on the bed. My ass was presented to him for his answer.
Rob reached on to my hips, carefully slipped the bikinis over the garter
straps and down to my knees. I lifted a leg to remove it off. Once it
cleared my foot and off, Rob moved in between my feet and spread my legs
apart. My ass pussy, sissy cock and ball sack were exposed to his desires.
I felt completely open to him. Rob complimented me by saying "from my
view, it as good as a girls, if it wasn't for what's hanging between your
legs. The garter and stockings framing my ass must have been an appealing
sight to him.

I could feel Rob's face near my ass cheeks. His warm breath softly
ticking the fine hairs on my bum. Rob stuck his tongue into my pussy crack
at the base of my cheeks. My butt tightened up then relaxed, not knowing
what he had in mind. He slid his hot tongue up along my crease to the
small of my back. Then worked his way back down, planting soft sweet
kisses on my cheeks as he went. My girly cock was trapped against the bed,
I was unable to reach it to rub. As Rob leaned back from tonguing my bum,
He reached between my thighs and fingered my stiff clit and sack. He seem
to be solving my problem. His fingers run down and up along underside of
my clit cock. Then he began to finger my sack.

Rob's attention was great but we needed to get to the most important
action. That was reaming my ass pussy. I told Rob that we better get at
it if we wanted to finish with time to spare. He agreed and reached for
the jar of gel. I heard him grease himself and then he started to smear
the lube around my tight pussy. I told him to put a lot of gel at my bum
hole and not to spend a lot of time working it in. I buried my face in a
pillow, knowing when he pushed in, it would hurt, but time did not allow
for anymore playing around.

Rob poked his finger through a couple times, then smeared more gel at my
entrance. On his knees, he crawled until his cock head was against my
opening, his thighs against my stockings. I felt him pushed in, I prepared
for the pain. He grabbed my hips and leaned forward. The head of his cock
slipped off to the side, unable to keep aligned because of the slick gel,
and my tight hole. Rob place a hand between us, held his shaft to keep
himself straight. He pushed in again, this time forcing my pussy open. My
hole started to give, as the head pushed through. I moaned into a pillow
from the sharp pain. As the head passed inside, my rose bud clamped around
his shaft. Feeling inch after inch slid in, I was ready to cry. Rob did
his best, taking it slow, to minimize my discomfort. I needed to get my
hole loosened to accept him. With a deep breath I impaled myself back on
his cock. His head was now buried deep inside. I arched my back from the
stabbing pain that run through my pussy. With my cheeks against his
thighs, we held motionless for a few moments as I adjusted to his expanding
shaft. I thought to myself that the next time I'll loosen myself up if
necessary. I needed to fined something that would fit my pussy, but that I
could keep in my room without anyone suspecting anything.

Rob brought me back to reality when he asked "are you ok?". I nodded my
head yes. He pulled back until he was almost out. Rob let go of my hips
and grabbed hold of the garter straps, using them to pull himself against
my ass pussy, and forcing his cock deep inside my bum. I was beginning to
enjoy myself now. He started his in and out rhythm, picking up the pace a
little more each time. As Rob slammed harder, my butt cheeks quivered, as
his thighs slapped against me. He was using my ass like a spring. He
pulled hard forward sliding into me, his hips smacking against my bum then
bounced back pulling his shaft outward. My insides were jarred each time
he pull in. Rob's speed quickened as his force increased. My ass pussy
was being hit so hard that I thought I was going to split open. His ball
sack was slamming into mine. My balls were tender from being slapped, it
felt like someone was using them as a punching bag. I was afraid Rob would
tear the straps off the garter belt. But at that point I didn't plan on
stopping him. I needed Rob to finish fucking me. I wanted and needed his
hot cum coating my walls.

Rob was on the verge of granting my wish. As he plowed into me, I told
him to fuck harder, if that was possible. He tried. Rob pulled out to the
edge of my hole, pulled me back. Pushed in to me as we both slammed into
the bed. It felt like he was now trying to punish me for asking for more.
I wanted him to keep fucking, but my body was taking a beating. He pounded
into me as the first jets of cum blasted inside. Rob's cock pulsed with
his warm juice as it splashed my insides, I could feel each shot hit. This
is what made it all worthwhile, getting filled with warm gooey cum. Rob
slammed in again and stopped moving, his cock twitched uncontrollably
inside my pussy as he continued to shoot loads of jizzum into my bum. It
seemed like he would cum all night. I thought how long it had been between
each fuck, and wanted them to last longer then they did.

As Rob's shots of cum began to hit with less force, he began to work his
cock out and in, squeezing each drops out. Rob milked the last drops of
goo from his shrinking dick. He kept moving out and in but his member was
loosing it stiffness. I was ready to stop finally. I had enough for
tonight. I was sure that we would do this again. By Rob's grunts and moan
and the force of his fucking my ass, he seemed to be satisfied with me.

Rob reached for the towel as he pulled himself out. I wiggled my ass in
satisfaction to him as he leaned back on his heels. Rob began to clean
himself, then he said "that was the best yet". I smiled and moaned into
the bedcovers my agreement. Rob's gooey cum began to leak out of my pussy
hole and dribbled down my leg. I felt Rob press the towel against my bum
hole and dapped up some of the mess. I reached around and grabbed it from
him to clean myself. Rob tenderly patted my ass cheek and moved away. I
was afraid to move my legs. I knew my joints were going to be sore from
having my ass bent over the edge of the bed for so long.

Rob said "better clean up. You only have an hour or so, I'm going back
out for awhile". I knew I had to get moving, but I could stay in that
position all night. My bare ass was poised to be fucked again. As I wipe
my bum, I wondered what it would be like getting gang banged. I thought
that some day I may find out.

I stopped day dreaming and got back to the present. I finally began to
lift myself off Rob's bed. My hips and knees were sore as I gingerly began
to stand up. I had been bent over for a half hour. As I straightened up I
looked down to my semi-hard sissy cock. But to my horror I noticed that
the stockings were torn at the knees. They were ruined on the carpet as
Rob fucked me. Rob was still in the room and saw the nylons. I began to
panic, but Rob told me "just go get a new pair before she notices them
gone". He reached into his pants pocket and handed me two dollars to help
replace the stockings. He then gave me five more dollars and said "buy
some panties for yourself". Rob left to clean up and went out.

I sat down on the bed with the towel under my tender bum to catch the
remaining dribbles. I tried to figure out how I was going to buy a new
pair of stockings and some panties for me. Rob would have to drive me to a
department store out of town so I wouldn't run into anyone I knew. I was
kind of young to be buying women's things. I needed an excuse. If asked,
I'll say that I'm being hazed to get on a team. That my teammates were
forcing me to buy women's lingerie. That should work, If not I'll just
tell the saleslady that they're for me. Why should I care what some woman
I don't know thinks. Maybe I'll buy myself some things too, while I'm at
the store. I'll have my own lingerie to wear.

As I sat on Rob's bed in mom's bra, garter and torn stockings, and her
bikini panties looped around my ankle, I came back to reality. What a
sight I was. I reached down, lifted my foot and removed the panties. I
needed to get moving and clean myself up. I knew I didn't have enough time
to clean mom's things and get them back in her drawer. So I would put the
bra and garter back, clean the panties by hand and replace them when I had
a chance. I could hang them in my closet until they dried.

I slowly walked back to my room and closed the door. Laid the bikinis
on the bed. I began to take the bra off, forgetting the kleenxes were
still in the cups. They spilled out on to the floor. I inspected it for
stains then tossed it on to the bed. Next I unhooked the stockings and
left them on the floor, they were ruined. Last was the garter belt, the
dangling straps were tickling my thighs as I had a little trouble getting
the hooks undone. After looking it over, I laid it next to the bra.
Feeling slutty, I slipped the panties back on and headed back to my mom's
dresser to replace the belt and bra. The feel of the satin caressing me,
as I pranced around, was making me hard again. When I got back to my room
I figured I better take them off or I'll be beating off again. I sat down.
I wanted to get a shower, or maybe a nice warm bath to soak my sore bum. I
also needed to wash out the panties. I figured I would do both at the same
time. I'll take a bath and hand wash the panties.

I needed to get going it was getting late and I wanted to be done before
my parents got home. Rob had the easy part, walk in get his cock sucked,
pound my bum, then leave. No cleanup, no fuss. But for everything I had
to go through to have our affairs it was worth it for me. Being dressed in
sexy lingerie was the main reason I accepted having my bum hole stretched
wide open by a hard cock. But I was beginning to enjoy the ass fucking
part almost as much. If Rob was willing, I planned to continue with our
affairs.

The Friday after our latest affair, I asked my brother Rob to drive me to
the mall. I needed to buy stockings to replace the pair we ruined last
weekend that belonged to our mother. Rob brought along a friend, Mike. It
was probably better that someone else came with us. It could be awkward,
not knowing what to talk about to a brother who's been fucking me. While
dress in lingerie, I'm willing to do just about anything. When we're
fucking, we don't talk a lot. Afterwards Rob usually leaves right away. I
guess we're both not sure that what we're doing is right.

I sat in the back seat while they talked upfront. They discussed which
girls in school they would like to fuck. Who had the nicest legs, ass and
tits. I liked girls too, but I was busy planning on what I might buy for
myself today.

When we arrived at the mall, they took-off together. But before they
left, Rob told me to be at the car in an hour and a half. I headed
straight for Penneys. I knew from previous trips through there they had
prettier lingerie than Sears. Also, mom shopped at Penneys, so I hoped to
find her replacement stockings there.

As I walked into the ladies foundation department, my stomach started to
flutter. I was finally going to buy my own sexy girly things. There were
so many displays to look at. I needed to keep focused on what I wanted to
buy. Not to wonder around looking at all the other lovely things.

I first wanted to get the stockings for mom, then I could spend the
remaining time on myself. After looking at the different stocking
displays, I choose a pair that seemed to match the torn stocking I had
brought with me, in my pocket. The size length would have to be a guess.
I wasn't sure, but since my mother was about six inches shorter than me, I
would get her mediums. I also bought myself a pair of black, like mom's,
and a pair of white stocking. I got mine in size tall.

Now I could browse around for my other things. Next, I wanted some
panties. I had checked mom's panties to see what size she wore. Hers were
size seven, I would buy size eight. They would be less snug I figured,
that way my sissy cock could slid around in them. It would feel much more
sexier. My budget was limited, so I would have to find some bargains. I
found a bin with a sign that read "4 for $6.00". There were all styles and
colors. I picked through the piles of panties and found some I though were
cute. A few women walked by slowly. I could feel them staring at me as I
searched through the piles of satin, nylon and lace. But I didn't look at
them,



I wasn't going to let my nervousness stop me from get my things. I was
going to buy my lingerie, no matter who was looking.

Next I walked over to the teddies. They were cute, but I would have to
unsnap the crouch for access to my bum. I decided to buy a teddy at a
later date, after I bought all my necessities. I found the girdle and
garter section. I liked garter belts. Garters are so sexy. Plus with the
girdle, I would have to take it off to have my pussy pounded. The whole
point of dressing for sex was that I could wear lingerie while being
fucked. There were only a few styles and colors, but I managed to find a
belt that was a close match to a pair of panties I had picked. They were
pink with white lace.

I figured I still had enough money for some other things. I wasn't
buying the best stuff, more like the bargain items. I would get better
things as I saved up. I headed to the bras. As I searched through the
displays, a saleslady came over to me and asked if she could help. I was
nervous and told her that I was fine then thanked her. She started to walk
away when I decided I needed to get her opinion on sizes. I asked her if
she could help me size a bra. I had not checked mom's bras for the size
she wore before I left. The saleslady asked for whom it was for so that
she might have an idea what the shape might be. She had a pleasant smile
and a calming voice. Her nametag read Debby. I was going to tell her that
I was be hazed by teammates to dress in girls undies. But I went with the
truth. I told her that it was for me. She smiled and without hesitation
said that a 38C would probably fit me. I think she knew they were for me
before I said so. Debby started to show me different bras. I told her I
want to match the pink panties and garter. She walked to another display
and pulled out an almost perfect match out. I told her that was the one I
would take.

Debby asked if there was anything else. After I did a quick addition of
the things I had picked, I figured I had about fifteen dollars left over.
I asked her if she had any tap pant and camisole sets. She led me to the
back wall where she showed me a nice selection. I quickly found a set in
pink, a bit brighter then my other pinks, but that was ok. Debby suggested
an extra large size. I was set now. I had everything I wanted. I told
Debby I was done for now.

Debby took my things and we headed to the register. After paying, I
thanked her for her help. Debby said that she would be glad to help me if
I came back. I told her that I would look for her next time. After
leaving the store, I began to check out some of the ladies clothing stores
window displays as I walked through the mall. I had about twenty minutes
before I was to be at the car.

I needed to hit the men's room before I left, so I headed in. As I
entered I noticed that it was empty. I went to the stall against the wall
and locked the


door. I dropped my pants and underwear and sat down. During a long pee, I
reached into my bag and pulled out the pink panties. I thought that if I
was quick and quiet I could put them on now and wear them during the ride
home. Then I got crazy and pulled out the garter and black stockings. I
would try to get into them all. After pulling my jeans and underwear off
and hanging them on the door hook, I yanked off my socks. Then someone
came in to pee. I quietly slipped my shoes on and waited until he
finished. He zipped, did a quick hand wash and left. I took my shoes off
again and began to work the nylons on. I got each up to my knees then put
my socks and shoes back on. From out side the stall it would look like I
was wearing shorts. Next I stood up to attach the garter belt, then each
of the stockings. My hands were shaking from the thrill of dressing in
sissy things while in a men's room at the mall. I wiggled my bum feeling
the straps tickle me as I pulled my stockings up. With my tall size
stockings, the straps didn't seem to be pulling as hard as with mom's
shorter stockings, but they still felt very sexy. I was about to pull on
my panties when I heard someone come in and close the door two stalls down.
He dropped his pants and let out a grunt, and splashed into the bowl. He
started to rustle a newspaper, which allowed me to continue. I quickly
pulled up my panties, tucked my stiff girly cock in then took off my shoes
again and slowly put on my pants, careful not to snag my new panties when I
zipped up. I stepped into my shoes once more then put my jockeys into the
bag and flushed.

I opened the door and went to the sink to wash. In the mirror I checked
to see if everything I had on underneath looked ok. Satisfied that nothing
was showing, I grabbed my bag and started for the car.

As I walked I could feel the nylons and panties caress me under my jeans.
This was the first time that I wore undies under my male clothes. The
garter straps brushing against my thighs felt great. I took my time
walking out to the car.

Rob and Mike were in the car waiting. I got in the back seat. After
closing the door, Rob looked in the rearview mirror and asked "did you get
what you were looking for?" I smiled at the mirror and said I did and
more. I could see his eyes brighten.

It was dusk as we drove back home. Mike asked Rob to drop him off at his
house. When we got to Mike's, he and Rob discussed plans for later that
night before Mike got out. I moved to the front seat after Mike left. As
we drove away, Rob asked me to show him what I had bought.

First I showed Rob mom's replacement nylons. He nodded his approval.
Next I pulled the remaining three pairs of panties and dangled them near
his face. He was trying to look at them while driving. He said "they look
cute". I


put them back in the bag as he asked what else I had in there. I told him
that he couldn't see them. When I put my things on in the men's room, I
had no plans for Rob to see me tonight. When I put them on, it was for my
thrills only. But I started to think that I'll tease him by showing him
what I was wearing. He'll be horny thinking of the things I was dressed in
until we "get together" again. "Getting together" meant him fucking me
while I am dressed in lingerie.

I told him that he'll just have to wait for another time. Rob kept
asking, like a kid who couldn't wait for his birthday present. I knew he
would. After a couple more "show me" demands from Rob, I grabbed my belt
buckle and undid it. Unsnapped my jeans and pulled the zipped down. Rob
was having a hard time watching the road. His head was on a swivel trying
to watch what I was doing. He swerved a couple times so I told him to
watch the road and I'll tell him when to look over to see. Rob turned
looking straight forward as I lifted my hips to slid my jeans down. Once
my pants were at my ankles, I told Rob he could look. In the low light of
the evening he could barely see my things, so he turned on the overhead
light. He saw everything now. His eyes lit up, as he said "verrry nice".
Rob reached for my stocking covered thigh. I told him to keep his eyes on
the road, that I didn't want to be found in my sissy undies if he wrecked.
Rob drove with his left hand on the wheel and his right hand on me. I
scooted over on the bench seat, to get nearer to him for both our
conveniences. Rob caressed my thigh at the stocking top. He stuck his
fingers between my legs and tickled me.

My sissy cock was stirring under my fresh new panties. It started to
form a tent as I reached to turn the light off. Rob moved his hand up to
my sissy cock and stroked it. I tilted my head back and enjoyed his touch.

Rob teased me for a while, until I decided to return the favor. This was
going farther then I could have planned. I reached toward his zipper and
pulled it down so I could get a hand in. Rob told me to undo his belt and
jean button. After getting the belt and pants open, Rob lifted his hips
off the seat. I tried to get his jeans and underwear down but we came to
an intersection. Rob had to sit to use the brake pedal. After we got
through, I slid his pants down to his thighs. I stroked his warm hard cock
as he drove on. Our arms were crossed as each of our hands groped the
others cock and balls. Mine covered with my pink panties, his naked to the
world.

I wasn't paying attention to where we were going, but it seemed to be
taking longer then usual to get back home. I looked out the window and saw
fields. We were not going home I though. We were going out of town. I
asked Rob where we were going. He said that he knew a place where he takes
girls parking. I got excited knowing what Rob had in mind.

I kept playing with his cock as we pulled into a dirt road. We drove a
short

distance before Rob turned off the headlights. We slowly drove up next to
a group of trees just off the road. Rob told me to get out. I had to get
my pants and underwear off before I could step out. I put my shoes back on
and got out. We quietly closed the doors and Rob walked to the front of
the car. He was holding his jeans up with one hand. I was standing
outside in my panties and stockings with the feel of a cool breeze passing
through my legs. I was getting a chill from the evening air and my
excitement. Walking towards Rob, he let go of his pants. They dropped to
his ankles leaving his hard cock bobbing in the early evening moonlight. I
leaned down and gave its head a kiss and a lick. Rob put a hand on the
back of my head, forcing me to take more of his length. I didn't need to
be forced I was willing to suck him. He then grabbed my shoulders and
tried to push me down on to my knees. I resisted that, I wasn't going to
ruin these nylons too. I pulled off his cock and told him that I wouldn't
kneel in the dirt in my stockings. Rob kicked off his jeans, hopped on the
fender of his car and spread his legs open.

I walked up to Rob, put a hand on each thigh and pushed my nylon covered
cock up against his balls. I stood on my toes as my sissy cock slid under
his balls and up along his shaft. We kept our faces back away from each
other. We've never kissed on the mouth and we had no urge to do so. Ours
was strictly a sexual thing, not emotional.

A few more up and down rubs with my slick panty covered cock head and I
was ready for more. I pulled back with my hands still on his legs, bent
down, and kissed Rob's sack. I flicked my tongue over his cock head,
licking the precum off its hole. My warm saliva in the cool air formed
wisps of fine steam rising from its head. I began to finger his ball sack
but noticed that it wasn't soft and bouncy as in the past. It had
tightened from the evening air. I then completely swallowed Rob's stiff
pole to his pubs. I worked my mouth down his shaft like I was hungry for
cock, and I was. Here I was, standing outside in my stockings and panties,
leaning on to a car, sucking a hard cock. I was horny as hell. In the
dark of the night, I felt like a girl on her first date. I knew now what
it was like for a girl to be parking with a guy and have her face buried in
his crotch. I was more willing to go all the way than most girls would.
Unlike girls, I had no fears of getting pregnant. I was expecting to go
all the way now. I would have been crushed if we didn't fuck tonight. As
I bobbed on Rob's shaft I thought how quickly my plans for tonight had
changed. I was planning to go back home, wearing my panties and watch tv.
But now I was going to get my bum filled with gooey cum.

After what seemed to me to be a short period of time, Rob said to stop.
He grabbed my head to keep me from going down on his pole. I tried to
continue but Rob slid off the car. I kept my mouth locked on his cock, but
had to let it go. As I stood up straight I saw Rob, naked from the waist
down,

walk to the back of the car and opened the trunk. I couldn't see what he
was doing until he closed the lid and headed toward me. He had a blanket
in his hand. No doubt he had fucked girls on it when he brought them out
here. I waited to see where he would spread it out. I figured he would
lay it under a tree.

Instead of laying it on the ground, Rob laid it on the car fender and
hood. After smoothing it out he told me to lean over on to the blanket.
The fender was flat, perfect for being bent over on. I stepped to the car
with a smile knowing I was going to enjoy this. I was still wearing my
male shirt, but everything from the waist down was female. As I leaned
down on to the hood, it was still warm from the engine inside. I teasingly
grabbed Rob's cock as he stood beside my hips. I released it as I laid
flat on my tummy waiting for his next move.

My nylon covered bum was sticking out waiting for Rob's attention. He
stepped behind me and placed his hands on my hips. He leaned into me
poking his cock into the crack of my pantied ass. He told me to spread my
legs wider apart. I adjusted my feet, allowing him easier access to my
butt. He stepped closer, his cock head up against my ball sack. His hands
began to rub and caress my cheeks, sending shivers up my spine. Goose
bumps rise up on my thighs and bum. Rob ran his hands down and around the
front of my hips, between my bare thighs, down to the tops of my stockings.
Rob kept his cock tucked up under my ass, against my balls. I was in
heaven. He leaned back to allow his cock to spring up and press between my
cheeks. He worked his shaft over my nylon covered hole. Teasing my pussy
by poking its head into my entrance. When I couldn't take anymore, Rob
patted my cheek, stepped back and walked to the driver's door. He leaned
in through the window, fumbled for something, than came back over to my
wanting ass. I turned my head, watching what he was doing. I saw a tube
of some kind of gel in his hand.

Rob hooked a finger on to a leg band of my panties and pulled to one side
exposing my rose bud to him. I could feel the cool of the evening air rush
over my pussy hole. I felt tighter then ever now. Rob reached under to
free my balls and cock. My girly cock was forced up against the blanketed
fender. My whole four and a half inches was trapped against the car. I
had little chance of impressing the girls with my sissy cock. Maybe my
future was with the boys I thought. I reached one hand back to my bum and
took the silky material from Rob's hand. I pulled as far as the panties
would stretch. I knew he would need both hands for what was coming.

Letting go of my panties, Rob opened the tube of gel. Squeezed some into
his hand, then place the tube beside my hips. He rubbed his hands together
spreading and warning the gel. Instead of smearing my ass hole with the


gel, he reached between my legs. Rob wrapped my cock with his slick
fingers, rubbing up and down its stubby length. I had to catch my breath.
I had not expected him to do that. I loved what he was doing but I wanted
my ass packed. I wiggled my hips and told him that I was fine. It was
nice of him to give my cock attention, but what I really wanted was for him
to fill my asshole now.

The juice in my balls were boiling up but I could take care of that later
myself. I wanted to get to the fucking. The building anticipation was
driving me crazy. Rob stopped his fingering of my cock and balls then
squeezed more gel in his hand. Warming the gel in his hand again, he
placed his gooey covered palm against my hole, wiping most of the gel into
my pussy entrance. His left hand moved to the small of my back. He
grabbed the garter belt and waistband of my panties together. Rob pulled
on them like the reins of a horse, using them to control me, to keep me
from moving away. He should have had no concerns for that, I was anxious
for him to start fucking me.

The first finger of his right hand began to probe around my butt crack,
trying to find my rose bud in the dark. When he located my hole, he
wiggled the tip in an inch or so. I waited for the pain to hit. With so
much lube, it wasn't too bad. Being the fourth time that Rob had invaded
my tender pussy with his fingers, I was relaxing easier. I knew what to
expect. His opening of my pussy was becoming familiar. I did need to be
stretched to accept his six inches of boy bone. With more pressure, his
finger slipped through with little resistance. He held it in a few seconds
then pulled out. With his left hand holding me steady, he added a second
finger to my opening. Both gooey digits slid in with no pain. I was
feeling pretty good at this point. I thought his last two fingers should
present me with little trouble. Rob added the third finger at my opening.
Instead of him pushing them forward, I pushed back sinking them deep
inside. This time a twinge of pain ran through my hole. It quickly passed
and I ground my pussy into his hand. I slid forward on the hood as Rob
worked his fingers in and out until I was quite loose. Rob placed all four
fingers in my pussy, I swallowed them with ease. Rob asked if I was ok. I
let out a low moan of "ummm hummm" into my free hand that my face was
resting on. I wiggled my bum letting Rob know that I was fine. Rob
twisted his hand around in my pussy. I could feel him tickling my innards.
I squirmed my ass in satisfaction. I wanted his male meat in me. I told
him that I was ready. He pulled his fingers out and patted my bum
tenderly. I felt a brush of cool air at my entrance when his hand was
removed, sending a shiver up my back.

I could hear Rob greasing his cock in preparation for reaming my ass.
He smeared more gel at my hole. Rob's left hand was still holding onto my
sissy undies. His grip was firm but not forceful. I was still holding my

panties off to the side, at least until his cock entered my pussy.

Rob wiped his gooey right hand on my panties, then placed his cock head
against my slick pussy hole. Holding his boy bone steady until his head
would pass through. His hips snug up against my bum cheeks. His thighs
wedged inside mine. Rob was ready and so was I. He rotated his hips
forward pressing the tip into my hole. It slipped off to one side because
of the slick gel and my pussy tightening a bit. I groaned my
disappointment. His free hand aligned his head and held it straight while
he pushed again. He met little resistance as his head popped into my
opening. I had no pain so I slid back while the head tunneled inward. Rob
pulled me farther back with his left hand. He was deep inside, his balls
touching mine. I let go of my panties, bringing that hand also up under my
mouth. I let out a soft throaty moan as I ground my cheeks against Rob's
hips. I wanted to get every inch deep inside. The fullness I felt from
Rob's cock almost caused me to pass out.

Rob slid me forward on the hood, as his head popped out. It bobbed
around at my entrance. Teasing me, taunting me. I was ready to cry. I
decided I wasn't going to let him torture me, so I pushed back impaling
myself on his cock. I caught him by surprise, he didn't expect it and
didn't have time to stop me. I told him "quit screwing around and start
fucking me or I'll get in the car". He knew I didn't plan to stop now.
Right then, Rob could do what ever he wanted, but I would be ticked if he
didn't start poking me.

Rob leaned into me, I slid across the fender again. He placed his free
hand on my bare hip and held me tight. It felt like he was deeper then
ever before. It was probably the perfect ass fucking position, allowing
the deepest penetration. Either that or his cock grew a little longer.
For whatever the reason, I was enjoying our best fuck yet.

Now Rob was going to take control. Holding me at my hip and by my
undies, he pulled three quarters of his length out then back in. He
started a smooth slow steady sawing motion in and out of my pussy ass. I
lad there submissively like a girl, just loving the sensations. His warm
smooth shaft gliding on the gel, bumping his mushroom head against my
walls. I slid a little from the blanket sliding over Rob's freshly waxed
car hood, but he didn't let me move much. He was controlling us both. Rob
pumped me like I was a sex toy. He didn't care if I wanted it fast or
slow, he was doing what felt good to him. After a few minutes of his
steady motion, he began a slight increase in his speed. My pussy hole was
growing warm from the friction of Rob's cock. His force was also
increasing with his speed. He held me while he bucked in and out. Not
moving except at his waist. His hips barely left


my thighs. He seemed like he could go all night, but I couldn't. I want
him to start ramming me hard and fast. I wanted him to shoot his load now.

His hips rotated around, the head of his cock tapping my innards. I
stood on my toes, trying to make the feelings even greater. Rob slid in
and held still, he moved his feet backward slightly. This gave him better
leverage into my ass. He pulled partway out then in a little harder. Rob
picked up his fucking speed times two. I knew we were getting close now.
He began to pound me for his own pleasure. He didn't care what I wanted.
I was just along for the ride now. My pussy was loosely holding on to his
shaft. He was opening me up wider as his force increased. He began to
push and pull me to meet his motions. I was being yanked around like a
doll.

Rob's pace quickened to the point that I couldn't keep up with him. He
held me firm and slammed my pussy like a dog on a bitch. He was banging me
harder than at any time before. As he fucked me with little mercy, I hoped
for this to end. I wanted his cum now. But Rob didn't care what I wanted.
He fucked me harder and faster. His cock swelled as he grunted and
groaned. I held my breath and waited for his shots to start. He felt like
he was going to explode, and he did. Rob let lose some powerful jets of
cum into my love canal. He kept slamming me as his cock shot blasts of his
warm juice in my hungry ass. My pussy sucked out his goo as fast as he
could shoot it. We were both now moving back and forth, milking as much
cum as we could get out of his balls.

As Rob's squirts of cum weaken in force. He kept fucking as if he wanted
more. I had enough, but it seemed like Rob want a second go at me. His
cock wasn't shrinking much, staying hard, he got back into a steady rhythm
as if he hadn't shot a load yet. I began to get into it again. I guess I
got my second wind. We were trying to adjust our motions to get in sinc
with each other. After a couple tries, we got going again. This time Rob
was letting me do more of the action. I was sliding across the hood,
pushing my ass to meet Rob's boner. His shaft slid with ease through the
mix of gel and his thick cum. We just couldn't get enough of this tonight.
His cock felt like it belonged inside of me.

As we pounded into each other, we heard a rustling noise behind us. We
stopped and held quiet for a second or two, waiting to hear more noises.
That ruined the moment. Rob said he was pulling out and I was ok with
that. We may have had a second shot at him cumming if it hadn't been for
the noise. I guess we were both a little more nervous about being out
there now that Rob got his first load off. The noises may have been around
us earlier, but we heard nothing as we fucked like animals. Since Rob got
off once we would call it a night.


Rob pulled his semi hard cock out letting my panties slid back across my
leaking pussy. He grabbed the elastic band and pulled it across snug,
covering both cheeks. Rob's warm goo ran down to my sack and dripped into
my panty crotch. As he wiped his cock off with the end of the blanket he
told me "get in the car, we're leaving". I told him I would leak in my
jeans and on the seat. He tossed me the blanket and said I could set on
it, but we were leaving now. He said he had to meet Mike in a little while
and wanted to get cleaned up. He pulled on his underwear and pants as I
walked around the car. The idea of sitting in cum all the way home was not
appealing to me. I loved cum, but not in my jeans. Rob got in and helped
me lay out the blanket on the seat. I sat down and reached for my pants.
Rob started up the car and began to back out. My door was still open. I
told him to stop so I could get dressed. He told me to put them on while
we headed home. I closed the door and started to remove my shoes. Now I
knew how some girls felt after they put out on a date. "Wam bam, thank you
mam"

As I sat in my cum soaked panties and jeans riding home, I said nothing
to Rob. He said nothing. He reached over and turned on the radio. It's
always awkward when we finished our affairs. Not knowing what to say. I
didn't want to sound like a fag, trying to find out what Rob was feeling.
I guess I was fine with us fucking then going our separate ways. I didn't
want a relationship with Rob, but I couldn't even start a simple
conversation with him. So I sat quietly figuring out how I was going to
get to my room with the stain in my jeans.

As we pulled into the driveway I thought I would jack-off later, maybe
before I put my sissy things away in my closet. I would wash out the pair
of panties I was fucked in tonight after the parents went to bed.

When Rob stopped the car he told me "wash the blanket and put it in my
bed room". I sat gathering up my things as he got out. He stopped, turned
around before closing the door, leaned his head in and said "it was nice
tonight. Don't get weird about it. If you're ok with it, we'll keep doing
it until we're ready to move on. Its not like we'll be doing this our
whole lives. Its just for the sex". I smiled weakly and nodded.

As I pull out my boxes of lingerie to begin to dress-up while my wife is
out, I am reminded of how I used to do the same thing when I was teenager.
I hide my boxes of sissy things from my wife in my basement office now.
Years ago I hid my boxes from my parents and brothers in my closet. Back
then I had to work at not getting caught. Now I can wear panties each day
under my pants. And when the wife is safely out of the house for a few
hours, I get dressed in all my sexy things and play with my dildos. As a
teenager, sleeping in my panties or dressing for my brother Rob, were the
only times I could live out my fantasy.

I can't say its better now, but I feel safer, not scared of being found
out. My wife knows my love of silky sexy things. But doesn't know how
deep it runs. She's used a dildo a couple times on my ass. But she
doesn't know about me at age sixteen, dressing in sissy undies and having
Rob fuck me like a girl.

I still remember the second time I went shopping for my sissy things at
age sixteen. My collection doubled in size after buying some panties, a
bra and a garter belt at the local Montgomery Ward store. I was less
concerned about people seeing me buy my things. But this time I was
shopping in town and had to be careful that people I knew didn't see me in
the ladies department. I planned that this Saturday was to be special as I
walked to the store. I was in and out in ten minutes. I had scouted out
the ladies lingerie section the night before, so that I could get in when
the store opened, picked out my things and get out before the store got
busy. It was nine-thirty and I had the day to plan on how I could secretly
wear my new undies.

I had picked out a couple pairs of cute panties, I selected a bra and
matching panties set, and a garter belt that was a close match. I love
garter belts. A garter's straps, the stockings, and the bare thigh
between, gets me so horny. To me a garter is the sexiest piece of lingerie
I owned.

When I got back in my room, I kept the bra and panty set in the bag and
put everything else in my boxes. I would have to find another box. These
boxes were just about full.

I thought maybe I could go to the park later with Rob. He plays pickup
basketball with guys he meets at the courts. I was getting bold. I thought
that I might try to lay out in the sun in my sissy panties and bra. For a
mid June day it was a little cool, but sunny. I figured that there would
be fewer people at the park because of the lower temperature. I hoped to
have most of the park to myself. I would wear my panties under my cut-off
jeans and carry the bra in a beach bag. When I found a safe, secluded
spot, I would take off my cut-offs and slip my bra on. My hair was
shoulder length, so from a distance I would look like a girl. Only if
someone came close, could they tell the difference. I planned to be at a
place where no one could get close without me noticing them coming. My bra
and panties were deep blue but plain. They could pass as a bikini set from
a distance.

I killed some time around the house, waiting until about twelve-thirty to
get my things together. I put on my panties under my shorts then stuffed
every else and the bag. Now I needed to catch Rob and ask for a ride. I
figured I better find Rob to let him know I was going to ride with him.
His wasn't in his room. I walked to the kitchen looking for some snacks to
take with me. I had my bag and a blanket. Mom was in the kitchen cooking.
She asked me what I was planning to do. I told her I was going to go with
Rob to the park. She said Rob left a couple minutes ago. I ran out the
back door. Rob was backing out of the driveway. I hollered for him. He
stopped and asked me what I needed. I told him I wanted a ride to the park
with him. He sat for a few seconds then said "get in." I ran around and
hopped in the front seat, placing the bag between my legs.

I said "thanks for taking me". He said "you're not planning to lay in
the sun today, are you?" I said I was. After pulling out of the driveway,
Rob said "you're crazy, it too cold." I told him that's the idea. I
reached down into the bag and pulled out my bra. Rob smiled and asked what
I needed the bra for. I told him my plan. Then I unsnapped my cut-offs
and opened my zipper, exposing my blue panties. He shook his head and told
me that I'll probably get caught. I said that I would be ok. I told him
that I'd plan to be on the hillside so I can keep an eye on most of the
park. With the tree line behind me, I would duck into the brush if someone
headed my way. I would be far off the walking and running trails. He said
"alright, if that's what you want to do. I'll tell you, I told you so,
after you get found out." Rob then said "if you don't get caught, maybe we
can get together after I'm done at the courts." I said "we'll see, maybe I
can be talked into it."

I left my cut-offs open until we were reached the park. I wanted to
tease Rob a little more before we went our separate ways. As we got out,
Rob said he would come looking for me, if I wasn't at the car after he was
done. I gave him the general area to where he might find me. I wouldn't
be sure of my exact location until I checked the park out. The courts were
a short walk from the parking lot, behind some trees. No one saw us
arriving, so no one knew we were together. I could hear guys at the courts
grab-ass behind me as I headed away. The hollering from the courts faded
as I got to the foot of the hillside. There were only a few people in the
park. Even though it was cool, the sun was shinning bright. I thought
there would be more people then this. But that was fine with me. Walking
up the hill to a spot that gave me a good view to most of the park. I
opened the blanket and spread it out about ten feet from the bushes. I sat
down keeping an eye on the open field below for anyone heading my way. I
pulled out my towel, tanning lotion, a radio, a sci-fi book and my bra. I
turned on the radio, relaxing trying to build up my nerves to put the bra
on.

After ten minutes I picked up the bra and walked into the bushes, behind
a tree. I took off my shirt and put my arms through the straps. This bra
had a clasp in the front, easier to get into. I slipped the shirt back on
without buttoning it. A check for anyone near by and walked back to my
blanket. With as little movement as I could, I unsnapped my cut-offs and
worked them down off my hips. I slowly kicked them off my legs and settled
down for the afternoon. I spread some tanning oil on my legs, arms and
stomach. I laid back, took off my shirt. Pulling my drink and some snacks
from the beach bag, I folded the bag and used it as a pillow. My head was
raised enough so I had a clear view of the park.

I thought to myself "I did it. I was laying in public in my panties and
bra" although I was far from anyone to see. I felt naughty and scared. I
was exposed to the world. I had to relax, my sissy cock was starting to
grow in my panties. I turned on the radio and opened the book. The sun
was warm, but a breeze cooled my bare skin. I unhooked the bra, so I
wouldn't get tan lines on my chest. A guy with tan lines would be in big
trouble.

I read for a while, every so often peeking over the top of the book to be
sure the coast was clear. No one had come within a hundred feet of my
spot. About an hour or so of laying, I put the book down, slid out of the
bra straps and rolled on to my stomach. I tucked the bra up next to me.
On my elbows, I tried to oil my back. I laid reading for a little longer.
Laying the book down, I put my head down on the bag. Feeling comfortable
that no one would bother me, I closed my eyes for a minute. I drifted off
into a nap.

The next thing I knew I heard voices talking about a fag in panties,
laying out. In a half awake, confused state, I knew they were talking
about me. I sensed they were near by. I felt the cool of a shadow cover
my back. My eyes were still closed, hoping they would leave me alone and
move on. They didn't. The one guy said "should we wake the fag." The
other guy said " yea, maybe we can get him to suck us off. I'll bet he has
a warm wet mouth." I knew the second voice, it was Rob. I was pissed, he
brought a friend along knowing I would probably be in my undies. I figured
he planned to catch me in my panties and embarrass me. I smiled into the
bag knowing he would tease me later.

We planned on him getting some ass after he was done, but I hadn't
counted on anyone else. Was his friend going to stick around and expect
some of my ass too? I was nervous, but at least Rob was with me. It could
have been worse. It could be a couple guys I didn't know. I trusted that
Rob would keep things under control. They stood on either side of me, at
the edge of the blanket. I figured that way they wouldn't let me get up
and run away. I knew I would have to go along with what ever Rob had in
mind.

My eyes were still shut. Rob, in a teasing voice said "Hey sissy boy,
want some company. I raised my head, turned and looked up at him and asked
"why are you guys bothering me?" then winked. Rob's friend couldn't see my
face. Rob said "from down below, your ass looks like a girls ass, good
enough to fuck. And from up here it still looks like a girl's. We figured
that you might want to suck cock." I acted like I wasn't intimidated,
saying "well you might be wrong too." The guy behind me, who I later found
out that his name was James, said "you're not denying you like to suck
cock." I hesitated for a few seconds, still looking up at Rob. Rob smiled
down, nodding his head. James said "you're not denying it, so you do like
cock, right?" I said "I don't like cock, I love cock." James let out an
"alright."

Rob letting on we didn't know each other, said " this sissy sure has some
nice fat lips. Perfect for wrapping around our cocks." I tuned over and
sat up with only my panties on. James said "this cock sucker has a
hard-on." My sissy cock was getting stiff from what I hoped was going to
happen. I told James that since he saw my cock, I wanted to see his.
James said "Jesus, this guy is a real fag." I looked at him and said "if
you want me to suck you or fuck my ass, don't call me fag or queer. You
can call me, sissy, pussy or girly." He said "ok sissy, what ever you say.
I'll do anything to get laid." James started to yank down his shorts, when
I said "not here stud, in the bushes". Rob quickly agreed saying "we can't
do him here. Lets find a secluded place in the woods. James reluctantly
agreed. I began to get up and collect my things. I moved around, bending
over, being sure that they got a good look at my pantied covered ass. Rob
saw the bra laying on the blanket before I got to it and picked it up. He
said "if you don't mind, put this on." I dropped everything I had in my
hands and took the bra from him. I smiled at him saying "I don't mind at
all" and slipped it on. The two picked up all my stuff and put them in the
bag. Rob grabbed the blanket and James took the bag. Like a lady, they
carried everything as I walked ahead of them. James said behind me "I
can't wait to fuck that ass. I never fucked a guy before." Rob said "yea,
he looks nice and tight. It's probably just like a girl, except a little
smellier". I smiled but said nothing as we passed into the cooler air of
the shadows of the trees.

Once we got about a hundred feet into the woods, Rob said that this was
far enough. He said to look for a clear area. We each scan a part of the
woods until Rob said "over there". All I saw was a rock by some trees, Rob
and James started for the spot. I followed them as Rob said that the rock
and trees could hide us if someone came by. When they reached the rock,
Rob kicked some stones aside then spread out the blanket. As soon as Rob
laid it out, I stepped over on it and kneeled down. Each of the guys stood
on either side of me. After finding a comfortable position, I reached out
and grabbed the waistband of each of their shorts. I pulled them closer in
front of me. I began to yank down their shorts with their help. They
dropped to the ground. I kept my eyes affixed to their crotches. Looking
at their stiff cocks poking inside their underwear, I said "you guys look
like you're ready for some fun". I slid a hand between their legs, grabbed
their jockeys from under their sacks and pulled down. It took little
effort to get them off of their hips, they slid with ease over their asses
but got hung up a second or two at their erect cocks. I had to yank a bit
on them to get them over down over their boy boners. Once their cocks were
exposed, they bobbed up and down in front of my face. The jockeys fell
onto the shorts. They kicked their clothes off their feet. I now was eye
to eye to eye with two lovely cocks. A drop of clear juice had formed at
the hole of each head. From my view I was the luckiest of us three. Two
guys naked from the waist down, waiting for me to service them. My heart
pounded from my excitement.

Reaching out for each pole, my fingers wrapped around and pulled them
towards my face. James said in a demanding voice "start sucking". I said
"don't rush it. I'll make sure you enjoy yourself". James snapped back
"just as long as I get to fuck your ass". I told him "relax you'll get my
pussy". I leaned forward pulling each cock to my opened lips, flicked my
tongue at the heads, licking the salty precum off. I could smell their
sweaty musk. It wasn't a pleasant aroma, but I could deal with it. I
sucked the heads in to my mouth, sliding them in together, to about half of
their lengths. James' cock was about an inch longer than Rob's six inch
boner, but about the same diameter. After stretching my mouth as far as I
could, I swirled my tongue around their shafts and heads. James said
"Christ, you're a fucking slut". I moaned an "ummm hummm" into their
cocks.

I wanted them both in but it wasn't working out as well as I had hoped
for. I pulled off of them. Holding on to James' shaft, I turned and
swallowed Rob's cock in one quick move. Rob let out a moan as his head
sunk into my warm wet mouth. I worked my hand along James rod as I slid my
mouth on Rob's. James' cock was up against my cheek, as if waiting for Rob
to slip out so he could slid in taking his place. James was really
impatient. It was a good thing he had a nice cock, I thought. Rob began
to lightly fuck my face. I looked up at Rob and winked at him. He didn't
react, knowing James was watching us. I took my free hand and placed it on
Rob's ass cheek, pulling him in as deep as I could. I sucked him for a
couple minutes, than released his cock. I knew I would get to suck him
later.

Turning to take James in, my mouth was filled before I was ready. He
pushed me slightly off balance from his rush to get inside my mouth. I
kept my hand on Rob's ass, which helped me regain my position. My fingers
were between his cheeks, in his crack. Rob wasn't into having his ass
fucked, but he liked for me to tickle and tease his bum a bit. James' cock
was deep in my mouth, his head at the entrance to my throat. I had to
adjust to his length. If he was any longer, I would have chocked. Instead
of me sucking him, James fucked my mouth. His balls slapping my chin as he
pulled me onto his length. He asked me "how's that taste, sissy?" I
moaned an " ummmm". He said "man Rob, this guy is a slut. My girl won't
suck me deep. She'll just suck my head". I brought my free hand up to
James' sack. I fondled and rolled his balls around in my finger. James
said "that's it baby, I almost ready to shoot".

Off to my side Rob said "hey sissy, get up". I wasn't sure if I heard
him right. I moaned into James' cock "what". Rob repeated it "get up".
James asked "why does she have to get up?" That was the first time I had
been call a she. Rob said "you'll see. Anyway, I thought you wanted to
fuck her ass?" James said "I do". Rob told James to move me around to the
rock. I kept my lips locked on his shaft, licking its head as I awkwardly
got into a crouching position. James led me, shuffling off of the blanket.
I grabbed James' ass so he wouldn't get away. He was firm and smooth.
Thinking, he must do a lot of sports. Later, Rob told me that James was a
quarterback for his high school football team. I thought, how neat that a
stud football player had done me. Rob picked up the blanket and tossed it
over the rock as James and I stood by. Rob told James to walk to the other
side with me over the rock. I was going to be bent over this rock. As I
leaned forward and adjusted myself, my arms were still holding on to James'
ass. My butt was sticking out, hoping for some attention. I had to get
comfortable, knowing I would be worked from both sides of the rock. I
thought this was a somewhat familiar position. Thinking back to the last
time Rob fucked me, I was bent over his car fender.

It was getting a little cooler. It seemed to be late afternoon now. The
light was fading. This wasn't my first choice for a place to fuck, but we
were going to finish up here. I was bent over the "fucking rock", as I
later came to call it, sucking a stud's hard cock. Rob reached into my
bag, pulling out my tanning oil. He patted my ass like he always did as he
stepped behind me. Pulled the leg band of my panties across my crack,
exposing my ass hole to the cool air. My rose bud tighten from the shock.
As James began to work in and out of my mouth again, I heard Rob snap the
cap of the oil tube open. James sank his cock until his pubs hit my nose.
He wanted to get his moneys worth, since his girl wouldn't accommodate him.
Meanwhile, Rob stuck his cock into my butt crack and dry humped me. James,
concerned that Rob was going to have first shot at my pussy, asked Rob
"what are you doing." Rob said "nothing yet. I'm going to oil her up
first. James said "I don't want sloppy seconds." Rob told him "fine, I'll
go last. Do you want to loosen her up?" James said "hell no." Rob told
him he would get me ready for him. James said "I'll just shove it in." I
moaned a "oh no you won't." James said "what are you going to do about
it." Rob broke in "I'll do it. Just give me a minute. We don't have to
hurt her." I was definitely glad I did this stunt with Rob around.

I could hear Rob squeeze some oil out. I hoped he would warm it in his
hands a bit, and he did. I then felt his familiar touch as his palm coated
with oil pressed against my hole. His hand did a couple small circular
motions over my pussy. I wiggled my bum slightly as a thanks for oiling me
up. Rob then place a finger to my opening and pushed in slowly. Knowing
we didn't have a lot of time he had to skip a few steps in stretching me.
The pain burned as he buried his finger inside. He worked in and out a
couple times then added a second. The burning feeling was fading. A few
ins and outs then more oil on my bum. A third finger opened me up, I was
ready for the last one. Once all four fingers were sliding through, I
leaned back to met him as best as I could. I felt loose enough to try
James. I wiggled again to signal I was ok. James meanwhile asked Rob how
he was doing. Rob told him "she'll suck you in her ass like she does with
her mouth." Rob pulled his hand away and wiped with my beach towel. He
stepped back and said "she oiled, opened, and waiting. If you don't get
back here, I'll fuck her." James didn't need to be told twice. He pulled
out of my mouth and hurried to my rear. His cock slapped me in the face as
he dashed away. Rob had barely enough time to move away. James said
"shit, does she look tight." Rob walked around the other side of the rock
and stepped to my face. I said "bring that piece of meat here. I want one
at each end." I looked up a Rob smiling. He returned the smile. He then
feed me his cock. James wasn't looking at anything but my sissy ass. He
took the oil and started to coat his cock. I reached around with one hand
and rubbed his shaft as he put more on, my other hand was tight on Rob's
bum. When James was good and slippery I pulled him to my hole.

James moved my panties away and put his cock to my hole. Grabbing my
hips tight, he pushed his head through. The rest of his cock slid past
easily. James and I both let out a low moan. Mine was muffled my Rob's
cock. James said "Christ, this fag is fucking tight." Rob, knew I was
hurt by being called fag. He told James to "quit calling her fag." James
said "sorry man, I'm so fucking horny I can't control myself. This pussy
is so fucking tight. It's almost better then a real pussy." James slammed
me hard from the start. Pulling out fast then rammed his cock deep in. He
had no style. He just wanted to fuck my ass and shoot his load, nothing
more. He was probably like most of teenagers. James said to Rob "I might
ruin her for you. After I'm done, she won't be happy with anyone but me.
Isn't that right sissy?" I moaned in agreement.

James did have a great cock. Its length was just right for my pussy.
His cock felt nice as he sawed in and out of my pussy. When he pulled back
it was like my insides were being sucked out. I tried to slide back to
meet his action, while keeping my mouth busy on Rob. I kept Rob hard but I
didn't want to have him shoot yet. I wanted both of these guys to shoot
their loads in my ass. I could suck Rob off almost any night if I wanted
to. Having his room next to mine was convenient for both of us. James'
pace increased as he pulled himself into me. I was getting jarred across
the rock. It was a good thing that rock was fairly smooth. I could have
had a hip crushed from the fucking force of James. I knew at the least, I
would have a few burses after this one.

I tried to keep Rob in the action too. As my face was jerked around from
James' fucking, Rob's cock head slipped out a couple times. But each time
I sucked him back in. James asked me "how's the ride bitch? Is this the
best fuck you've had?" I pulled off of Rob's cock, looking up at him,
winked and said to James "I've had harder." I egged him on knowing he
would try to fuck me even harder. I knew this would probably be the only
time I would have him fucking me. His strange meat had a nice feel to it.
I wanted the best possible pounding from his cock that I could get before
he walked away. James said "so you want harder. I'll give you harder."
He began to pull me across the rock, leaving Rob's cock twitching in the
air. I was being pushed and pulled by James so hard that I had to put my
hands on the rock, lifting my body up to save my skin. Even with the
blanket under me, James' forceful fucking was scraping me across the rock.
I started to moan low and long, while James warmed my pussy hole with his
speed. His motion was now shorter but faster. There was no way he could
slip out of me. My ass had to be pink from his thighs slapping against me.
I think he was not just fucking me now but trying to punish me. I had been
cool before James started fucking me, but I'd warmed up nicely. I was
impressed with his staying power. We'd been at it for quite a while now.
I figured that he would have shot his load by this time. I was ready.

As James worked on my pussy with all the strength that he had left, I
sensed he was getting close to exploding. His smooth hard motion was
starting to become jerky. His low moans and groans were turning into
grunts like a bull in heat. My legs were tiring from the shear wear of
James' attack on my ass. I wanted him to finish. I had had enough for
now.

James had enough too. He rammed into me, letting his first blasts of
jizzum hit my innards. More jets followed as he kept fucking me in his
herky-jerky motion. He whispered "fucking bitch, I'll fill your fucking
ass full." I looked up and Rob looked down at me over the rock. I smiled a
satisfying smile, he grinned back. Poor Rob, he stood there, his cock was
semi-hard, waiting for my attention, while watching me get royally fucked.

I was relieved as James pumped his loads into me. I knew he would be
spent after he was done with me. He stopped his fucking motion but his
cock kept moving around inside, like a loose fire hose spraying out of
control. He held me so tight that his grip was hurting me. I said
nothing. I lowed my face onto the blanket as I moaned an "ummmm." I
wanted James to empty the last drops from his balls before he pulled out.
I wiggled my ass trying to keep him interested in moving in my pussy. He
released one hand from my hip and placed it on my back, helping to steady
himself, while he slowly slid out and in, draining his sack. James said to
me "Damn bitch, that was great." He was panting like he had run a race. I
thought, how cool, I wore an athlete out. I muttered a "yes it was great."

James rotated his hips into my ass a couple times, squeezing his last
drops of boy juice, then without warning pulled out. I let out an other
"ummm", while straighten my legs. James grabbed the towel, wiping himself
off, as his goo began to leak through my pussy hole. He stepped away from
my ass, and stood of to my side. I could feel his warm juices creep slowly
down the inside of my thigh. I was too sore to care about cleaning up.
James told Rob "man, she's so fucking tight, you''ll love it." Rob said "I
hope so"

James finished cleaning himself and pulled on his underwear and shorts.
Rob meanwhile was still standing in front of me. I figured somebody should
start doing something to me. I was regaining my energy. I wanted to be
fucked again. After James had his clothes back on, he said "Rob, I got'a
go. It's getting late." As he started to walk away, James said "hey
sissy, maybe we'll get together again." I said softly "I hope so." I
looked at Rob, he shook his head, as if he couldn't believe I said that.

Once James was to the edge of the trees, Rob asked if I was ok. I said
"I'm fine. I guess you want your sloppy seconds." He said "I sure do." I
slid towards his drooping cock, and pulled it to my puffy lips. I licked
its head, as it began to come back to life. It was cold from hanging out
in the cool air while I was being fucked. I started to slid along the
shaft, trying to warm it up. Once it regained it normal erect length, I
asked him if he was ready to fuck me. He said "yea."

I let him walk around behind me, turning my head to watch and patted his
ass. I told Rob "I hope you can match your buddy's action." I giggled
into my arms that were crossed under my chin, on the rock. I asked him "why
did you bring a friend with you?" He said "since you seem to want more
when I'm finished with you, I figured a second guy might satisfy you." He
began to coat his cock with the oil. I said "thanks for thinking of me,
you're ok." Rob said nothing as he placed the head of his cock at my gooey
pussy hole. In one move, he buried his cock into my pussy. I said "umm
that's nice." James cum still running down my thigh, I got the feeling Rob
liked his cock deep in someone else's juices. He grabbed hold of my now
tender hips and slid almost out, then in again. Starting a slow easy
motion. I was as loose as I had ever been. He met no resistance from my
sissy ass hole. I leaned back as he pushed forward. I could feel my
panties stuck to my ass cheek with James cum.

As he worked his cock in my pussy, Rob asked me if James was good? I
said "not good, just he fucked hard". Rob said "so you like it hard?" I
said "no, not just hard. I like your way, hard but good." It was
difficult trying to carry on a conversation while he was fucking me. He
said "thanks" then started to pound my ass harder. I smiled as his speed
picked up.

He was sawing into me at a nice steady pace. Then Rob stopped and pulled
out. He told me "grab the blanket and put it on the ground." Stunned but
horny I threw it down and spread it out half-ass. Rob told me "lay on your
back, I'll finish on top." I quickly laid down, sliding the beach bag
under my hips. Rob just about jumped on me. His cock stopped at my hole,
than was sucked in by my pussy. We both wanted this bad. James was new
and strange stuff, but I was comfortable with Rob. I knew what to expect.
Rob delivered. We fucked like a couple for the first time. He leaned into
me plowing my rear, and I reached up and held on to his sides under his
shirt. His face hanging above my face, low between my legs. His face
moved closer with each of his pokes into me. I knew he was ready to fill
me. He tighten up, I reached for his face, pulled him down to me and
kissed him on the mouth. That did it, he blasted inside of me like never
before. I held his mouth to mine as he shot load after load. We grunted
into each other's mouth as he worked his cock in and out. His juices
pumped into my canal with full force. I let go of his face as he raised up
a bit. Rob rocked on his knees, his cock slid through the soup of cum in
my pussy, shooting his goo in a slow steady rhythm. As the force of his
cumming lessened, I rolled my hips so that my ass moved forward and back,
milking him while he held still.

We began to come down from our mutual stimulation. We were panting like
race horses. I closed my eyes, with Rob still inside, wiggled my bum and
moaned in satisfaction. He continued to rock into me, catching his breath.
I said "that was very good." He grunted his agreement. I think we were
both surprised by the amount of cum he had shot and his force, and my kiss.
I was a concerned that Rob would be pissed about my kiss. I figured he
wanted to kiss, since he was right above me, but didn't want to be the one
to initiate it. He leaned back, still buried to his pubs in my ass, and
said "the kiss was nice, but I don't plan on kissing all the time." I
said, "fine, I didn't plan it. It just happened."

Rob leaned back on his toes, pushing off of my legs, that he held up in
the air, with his hands at the back of each knee. Coxing his cock from my
cum filled pussy, his head dropping into my butt crack. Cum quickly
followed, pouring out and down my ass to my panty waistband. I lifted my
hips a little to remove the beach bag so it wouldn't get gooed up from the
dribbling cum. I tried to lower my legs but he held them high. My head
raised up, I said "let me get cleaned up." Rob said "just wait, I want to
see how much we pumped into you." I laid my head down on the ground and
said with a chuckle "we don't have that much time. I'll be leaking cum for
a week. Let me go."

With one hand, he reached for the towel and began to wipe himself. His
other kept me in place as he watched my ass release most of their juice
into my panties and on the blanket. Rob asked "how much can you hold?" I
answered with a smile "I don't know, but if you bring more guys next time,
we can find out." Rob smiled and removed his hand from my leg. I laid
with my feet on the ground, knees up as Rob took the towel and dabbed my
tender bum hole.

Rob let me finish wiping up as he got to his feet and began to put on his
underwear and shorts. I rolled onto my side holding the towel at my bum.
I started to get up, trying not to have the towel lose contact with my
pussy. Once on my wobbly legs I leaned on the "fucking rock", resting on
the towel. Rob handed me my cut-offs and shirt, then stuffed everything
else into the bag. My bum felt like it had taken on a horse. I had little
energy as I watched Rob picked up and shake the blanket then folded it.

As I mustered enough strength to began to pull on my shorts, I asked Rob
"does that guy go to our school?" Rob said "no he lives at the other end
of the county." While I finished dressing, Rob filled me in on James. He
said "if you want him to fuck you again, be ready when I come next
Saturday. I said "I think I'll pass for a few weeks." I asked Rob if he
knew we were brothers. Rob said "hell no. That would be bad for both of
us." I wanted to know if James said anything when they started up the hill
towards me when I was lying out. Rob said that James first thought that I
was a girl lying out topless. I smiled as Rob told me "James still wasn't
sure until you lifted your head up. Your ass and hips do look like a girls
in those panties." I said "That's what I wanted everyone to think." Then I
asked him "am I gay?" He said "nah, we're just experimenting. After you
get laid by a girl a couple times you'll be fine. You do like girls, don't
you?" I quickly said "yes. I would love to fuck a girl, but I'm too shy."
Rob reassured me saying "you'll get laid sooner or later and you'll love
it." I nodded my head saying "I hope so. I would like to fuck a girl, not
just be fucked." Then jokingly asked him "you mean, I'm not a good lay?"
He laughed saying "you're just as good, but messier." I shot back "but I
can't get pregnant." Rob agreed saying "yea, that's a plus."

As we gathered my things, we headed out of the woods. Into the evening
light, we walked quietly back to the car. On the ride home Rob and I began
to talk like we use to before we started our sexual affairs. I think we
were both finally accepting our dual relationship. We now were more
relaxed around each other. Not ashamed of what we were doing with each
other.

I've had a thing for vans since my teens. Even in my forties and now
into my early fifties, I've own a van. I fucked my wife in a van the night
we met during a van club party. This fondness for vans started back in the
late sixties. Back then a teenager with a van was cool. My brother Rob
bought a used van to drive while at college. He figured that it would be
good to take his belongings to and from school and help get him laid. It
did help him get laid even before he got to college. We fucked in the van
while at a drive-in theater.

Getting dressed in lingerie and having my brother fucked my ass was just
heavenly, I did wished the opportunities were more frequent. During a late
night trip to Rob's room to chew on his a boy bone, the idea came to me to
use his van for an affair. After I had swallowed his warm gooey load, Rob
said that he needed to fuck someone. His girl would be away for a month
with her family on vacation. I took the hint.

I said "if you want to go parking, I up for it."

Rob said the last time he girlfriend went to their parking spot, other
people had found the place. A couple cars drove past them as they made out
along the dirt road. He didn't feel comfortable going there any longer,
especially with me.

I thought a few seconds and blurted out "how about a drive-in in the
van?" I thought what a better place to make out at. Besides, anyone who
saw us would think that I was a girl from a distant with my shoulder length
hair.

Rob laid quiet for a moment then said "that's not a bad idea. We could
go to one out of town. Chances are no one we know will be there."

Being it was mid-week we planned to wait until the weekend to go. On
Thursday evening Rob found a Clint Eastwood movie "A fist full of dollars"
in the newspaper, that was showing at a drive-in about fifteen miles away.
We agreed that it would work

Saturday finally came. I was horny as hell. Before I left for work in
the morning, Rob told me to be ready when he got back from his job at the
local department store, around seven. After getting back from work at
six-thirty, I took a shower, than headed to my room to dress. I dug out my
boxes of sissy things, and selected the items I would be wearing. I was
going to wear my lavender outfit. A bra, garter belt, black stockings and
panties. I also picked a pair of white satin panties for Rob. He didn't
know it yet, but I planned for him to be wearing panties tonight also.
Before I began to dress, I checked to see where my parents and younger
brother were. I didn't need anyone walking in on me as I putting on my
girly undies.

First came the bra. I reached thru the arm straps and hooked the bra
behind. I quickly put my male shirt on over it. Next I stretched the
garter belt around my waist and attached the two hooks. I was getting
pretty good at hooking stuff behind me now, then the panties. I stepped
into the leg holes and slid them up over my sissy hard-on. I pulled the
stocking claps thru the leg openings. Sitting down on the bed, I carefully
worked the stockings on up to my knees. I stood up and stepped into my
jeans. If anyone came in, I could yank the jeans up and cover my undies.
Gently pulling the tops of the stocking up my thighs, I connected each to
the straps. There was that tug of the stockings that made me feel so sexy
that I wanted to prance around wearing only them. I love garter belts and
stockings the most. The way they frame my cock, balls and ass it's so
sexy. I

I reached for a pair of socks to put on to cover the nylons that would
show above my shoes. Suddenly my door opened. I panicked, dropping the
socks and started to pull up my pants. With the jeans half way up my legs,
Rob poked his head in the door.

Rob said "Good, I was hoping I would catch you getting dressed."

I said, "You bastard, I thought you were mom or dad. You scared the
shit out of me."

He laughed and said, "Sorry, I wanted to make sure you had on your
lingerie tonight. I asked him if he approved. Rob said, "It's perfect.
See you in the van in about a half hour."

Rob had little to be concerned about. Wearing women's lingerie was my
true motivation for letting him pound my bum. If I were not wearing my
panties, garter belt and stochings, I don't think I would have been as
willing a partner.

After Rob left, I finished dressing, filled my bra cups with white
nylons, then stuffed Rob's panties in my pocket. I headed to his room to
catch him before he took a shower. As I stepped into Rob's room, he was
gathering his clothes. I closed the door. He asked me what I needed. I
pulled out the panties and tossed them to him.

He caught them then asked, "What are they for?"

I told him "wear them tonight."

He said " What? Hell no. I'm not the one who's into girls underwear."

I said, "If you don't, we may as well not go, because we're not fucking
unless you're wearing them."

"What the hell is this about?" Rob demanded.

I said "Just please put them on this once."

This was the first time that I had put any conditions to Rob of our
affairs. Rob sensing I really wanted this and the fearing not getting laid
tonight, he thought for a few seconds then said, "Alright, you bitch. I'll
wear them this once. You've blackmailed me in to it. But I'm not doing
this again. And don't try any weird shit tonight, like trying to fuck me."

I smiled saying, "Thanks, I hadn't thought of that. That's a good idea.
We both would be virgins at that." He gave me a stare of discuss as I
turned and left his room. Little did Rob know, that's exactly what I was
planning to do.

While Rob showered and dressed, I grabbed some pillows, blankets and a
towel then went out to put them in the van. I figured some cushioning on
the floor of his van would be needed. He had laid some carpeting on the
floor but it would still be hard on the knees and ass without more padding.
Rob also had two large beanbags in the back. With only the two captains
chairs up front, he had them for whoever else needed a seat. After I
stretched out the blankets and tossed the pillows around, I got in the
passenger seat and waited.

About ten minutes later Rob came out of the house with a blanket and a
couple pillows in his arms. I chuckled as he opened the side door and saw
what I had already done in the van.

He tossed his things in saying, "Looks soft enough to fuck on."

I said "If you're dressed for it."

Rob snapped back "Don't worry, I'm wearing them." Then he went around
and climbed in the driver seat.

I looked straight ahead and said "Don't they feel great against your
cock?"

He said, "I'm as hard as a lead pipe. You'll pay for this. I'll fuck
you raw tonight." I snickered as he backed out the driveway.

I tried not to sound like a fag as we tossed sexual insults and jabs
back and forth during our ride to the drive-in. I was so excited I
couldn't wait to get stripped down to my panties. As we got close, Rob
said that we would wait until the movie had played a couple minutes. The
sun would still be setting when as the previews played and the movie began.
When Rob pulled up to the ticket booth to pay, I slouched down a bit. I
avoided looking at the guy selling tickets. After paying, Rob drove along
the back row and parked at the far end. Before he placed the speaker in
the window, Rob asked if I would get something from the snack bar.

I said, "If anyone sees me, they'll know that there's two guys in the
van."

We were trying to avoid that, because when the windows fog up later,
people would figure out what was going on. He agreed that I would stay in
the van and he would go.

When Rob got back with the popcorn and drinks, he said he saw a couple
cute girls at the snack bar. They were wearing halter tops and hot pants.
I asked him why he didn't ask them back to the van.

He said, "I was, but if they didn't put out, we would both be going home
hornier than we already are. Besides I know I'm going to get some, so why
take a chance and lose that opportunity."

I smiled a shitty smile and said, "That's true."

A few minutes later they began showing the previews and advertisements.
The sky behind the screen was pink as the sunlight disappeared. I was so
horny from the anticipation that I reached over to Rob's crotch before it
was completely dark. I made small circles over his hard cock pressing
against his zipper. He then reached and fondled me through my shorts. I
stopped teasing him and undid my jean button. Then Rob helped pull the
zipper down. I was relieved to finally have my cock freed of its confines.
My little sissy cock was poking up just past my opened pants. Rob slipped
his hand in and stroked my lavender wrapped shaft. I lift my hips up and
pushed the jeans down over my thighs to my knees. I kicked off my shoes
and leaned forward to push the jeans off my feet. Rob was forced to remove
his hand while I worked my pants off. Now I was sitting in my garter belt,
stockings and panties feeling very naughty.

As he reached again for my little dickie, I told him, "Take off your
cut-offs." I wanted to see that he did put on the panties.

He asked with a grin, " Don't believe me?"

I said, "Drop 'em."


Rob undid his belt and snap. I pulled on the zipper as he spread his
shorts open. With his zipper open, my fingers slithered in. I let out an
"aaaaah" when I touched his satin wrapped shaft. I slip my fingertips up
to its head and teased it until Rob rose up and took his shorts off. Rob
nervously looked around the van to see if anyone was near by.

I said, "Relax, no one cares what we're doing."

We sat back in our panties and watched the movie begin. Our arms crossed
as we caressed each other's boy bone thru the satin material. Rob said
that he was still not comfortable. He felt exposed.

I said, "Well, go to the back and sit."

Rob nodded a yes, turned the captains chair around, slide out and onto
his knees. My hand didn't leave his crotch until he crawled away.

The windows at the side and rear doors were covered with curtains. Rob
had put them up after getting the van. There was soft light that shown
through the curtains. It was just enough to see as we moved around. Rob
moved the bag so he could see the screen then sat in it. I turned my chair
to face him. Stretching out my legs, I placed a foot on either side of
Rob's hard boner. I could rub his shaft with my stocking covered feet. I
teased him with my toes for a few minutes until I couldn't stand it any
longer. I slid out of my chair and crawled towards him.

Rob said, "I don't like the front window not being covered. I feel
exposed."

I grabbed a blanket and looked for a place to hang it from. I didn't
find any place to attached it so I threw it over the chair backs. It
covered the lower part of the windows from view. I looked back to Rob and
asked him if that was ok.

He said, "That's better."

I crawled to the back and sat between Rob's legs facing him. As I lifted
up his legs to my shoulders, he asked me what was I trying to do. I told
him to relax and enjoy himself. I crawled on my knees until my sissy cock
was laying down against his stiff shaft. Two layers of satin separated our
cocks. I leaned against his legs and began to dry hump his dick. Our
cocks twitched and squirmed as mine glided smoothly along his. I worked my
head into his sack and the sensitive spot behind, just in front of his bum
hole. Rob moaned as I poked and rubbed until I was ready to shoot my load.

Rob pushed me away with his legs saying, "That's enough, or I'll blow
any second. Then neither of us will get what we came for."

I reluctantly agree then backed up and crawled to the other bag. I
pulled the other beanbag over beside Rob. Took off my shirt, exposing my
bra. I was now ready for our night at the movies. I helped Rob take off
his shirt and he settled back. The bag cradled Rob's backside, his legs
bent up slightly. I reached between them and rubbed his cock and balls
thru the satin. Rob let out a low "ummm" as he rolled his head back. I
leaned over, my mouth above his tummy. Then I began licking the top edge of
his panties. As I blew my warm breath down over his cock head, Rob reached
behind his bag and brought out a bottle. He twisted off the cap and told
me to hold out my hands. It was perfume.

Rob said, "This will make you smell like a girl."

I wasn't insulted. I thought it was a great idea. What a better way to
feel more feminine? I cupped my hands as Rob poured a generous amount out.
Most of it I caught, but some leaked onto my thigh. After he stopped, with
my hands held together, I drizzled some onto my tummy. It ran down to my
garter belt and pooled in my belly button. I cupped the remaining perfume
in one hand and dabbed my other hand in. With my damp fingers, I reached
behind to my bum and rubbed across my cheeks under the panties. The last
small amount remaining was rubbed between my palms. I patted my hands onto
the front of Rob's panties. The stale van air was now filled with the
sweet smell of a woman. I felt so sexy that I buried my face into his
crotch. I kissed and nibbled on Rob's shaft like a nympho. After a few
minutes rubbing my face along Rob's length, I reached in to his panties and
pulled his cock out. I devoured him in one quick motion. I was moaning
from the pleasure I felt with Rob's lovely hard cock in my mouth. Rob
tapped my waist to indicate for me to swing my hips around towards him. I
did a pivot while still holding his boy bone between my lips. Now I was at
a slight angle with my head down, buried between his arched legs. My ass
was near his shoulders. Rob reached between my legs and up to my sissy
cock. As his fingertips tickling my balls, my girly cock twitched inside
their satin wrap.

During most of our affairs, Rob was willing the lick me while I sucked
on his pole. Not quite a sixty-nine, but close. So I hoped he would do
some oral teasing tonight. I raised my leg up over his head and straddled
his face. Rob slid my panty crotch to one side, releasing my four and a
half cockett and sack.

I wanted to suck the salty cum from his balls. I was so horny I didn't
want anything to stop me. But Rob did.

He told me "slow down, we've got plenty of time."

I mumbled "Not long enough."

I would've loved to swallow a load now, then take a load in my ass
pussy. But the movie wasn't going to last that long. I figured I better
ease up before he shot his one load of the night. I wanted my bum filled
more then my stomach. I began to lick his head and balls as I caught my
breath. Rob flicked his tongue around my cock teasingly.

Rob shifted in the bag reaching beside it. Pulling out his jar of gel
and opened it. Once his fingers were coated he smeared my rose bud and
began to poke inside. I rested my face against his rod as I waited for the
burning to pass. His first finger entered easily so he added the second.
I loved him diddling at my pussy hole. I was going to do it to him. I
knew he said, not to try anything weird, but I wanted to see what he would
do or say. I dipped my hand in the gel, then over to his bum. I carefully
exposed his entrance while he was distracted with stretching me open. I
gently placed a gooey finger at his hole. With light pressure, pushed the
tip in.

He buck and asked, "What the fuck are you doing."

I said, "Lay there, shout up and relax. Just keep doing what you were
doing."

I wanted to do this whether he liked it or not. I think he was curious
about how it felt but didn't want to sound like a fag asking for it. So I
eased my finger in an inch at a time. When I felt resistance, I would stop
then wait a few seconds. His hips moved about and he grunted a bit but
didn't protest again. I asked him how he was doing.

Thru his panting, he said, "It takes getting use to."

Rob had laid back with his two fingers still in my pussy, concentrating
on my finger at his virgin hole.

When I got the first one in completely, I said, "If you don't keep
stretching me, I'll have you ready first."

He snapped out of his trance and pushed the third finger in with little
finesse. I was pushed forward from his force. I slipped my finger out and
added another. He was taking it better then I had expected. A couple
grunts, but he didn't resist. Rob had all four fingers inside me before I
had started on my third. I needed to get him to take at least three
fingers to accommodate my girly cockett. So as my third finger disappeared
in his bum, I now had to somehow get him to allow me to fuck him. I wasn't
sure if he was going to go along with that. Holding my hand in his bum, I
gave his cock some attention. Kissing and licking along its length, trying
to get him in the mood to accept my next move.

Without warning, I rolled off to one side. As I twisted away, Rob kept
his fingers in me. I Crawled away from his hand, still with mine in his
ass hole.

He asked, "Are you ready?"

I said, "Yes, roll over."

Rob said, "What do you mean, me roll over?"

I said, "I want to fuck your ass."

He protested, but I told him, "Come on, I'll be gentle, besides you'll
probably like it once you've try it." Like I said, I think he was willing,
but he didn't want to give in too easily. After some more half-hearted
complaining, Rob got up.

As he started to turn over in the bag, he said, "Just this one time and
don't breath a word to anyone."

I said, "Oh yea, like I'm going to go around telling people that I
screwed my brother. We're in this together, so to speak."

I told him to shape the bag so he could drape himself over it. As he
leaned over the edge, I wiped some gel all over my cock. I couldn't wait
to fuck him. I crawled up behind his bum and stretched his panties to one
side. He wanted to take them off but I talked him into keeping them on. I
caressed his satiny cheeks as my nob touched his puckered hole. I had a
glob of gel at the tip to help grease the way in as I pushed. I asked him
if he was ready. Rob let out a mumbled, yes. Placing one hand on his
satin covered hip, I took a deep breath. I put the other hand on my shaft
to keep it straight, then leaned into him.

I was shaking from the anticipation, my first fuck. I almost
hyperventilated. As I pressed into his warm slick bum, I tried to calm
down. I felt him resist as the head pushed thru. I held still allowing
him to adjust. I wasn't big at all. It wouldn't hurt too much as I
slipped thru. Rob slid forward across the beanbag as I pushed in again.
His "O" muscle at the entrance was tight around my shaft. I was about to
ask him if I should continue.

Before I could, he whispered, "Keep going, I'm ok."

I pushed my hips forward, burying my sissy cock to its base. My
stockings were rubbing against his cheeks. I couldn't believe it, my dick
was completely inside. My cock twitched as I held tight onto his hips.
Rob let out a gasp. He was taking it better than I could have hoped.

Rob whispered, "Get started before I change my mind."

I figured I was now in control and wanted to drive him crazy like he did
to me. But I just couldn't wait any longer. I pulled out, than slid back
in. I could tell that I wasn't going to last very long. I was so excited
about finally fucking, that my senses were over loading. I rotated my hips
in and out a couple times then felt my boy juice boiling up in my sack. I
wanted this to last a few more strokes, so I stopped and fought the urge to
release my load. I was able to hold it off, but not for long. I told Rob
to get ready, I was going to shoot soon.

He mumbled, "Fuck me! Just fucking shoot. I can't take anymore."

I took that as he was ready too. I had to be careful not to pull back
too far or I would pop out, that would have driven us both nuts. I started
to slide in and out quicker. My pace was at three quarter speed. It was a
wonderful feeling. My cock was on fire. My leg and stomach muscles burned
from this new type of workout. I wanted to fuck all night. But sooner
then I had hoped, I lost control. My hot cum shot up from my balls, thru
my cock, splashing into Rob's bum. It was a very sexy feeling, to blow my
load inside of someone. To shoot deep into a warm wet place. Rob would
suck me but never kept me in his mouth to cum. It was always out in the
open when I released. This was like nothing I had felt before. I
continued to bounce my thighs off his cheeks a few more times. Milking out
as much of my juice as I could. Rob laid groaning and sweating.

I slumped over on to his back. Spent from the new experience. I hadn't
ever done that much work while being fucked. At that point, I wasn't sure
which I liked better. Fucking someone and doing all the work, or being
fucked and let someone else wear themselves out.

He laid still as I planted soft kisses on his neck and shoulders.
Sensing a gay moment, he said for me to get off. My dickie had slipped out
before I moved. I rose up and pulled back. My cockett shrank like a
turtle into its shell. I rose up and moved back away from Rob's leaking
bum. Grabbing a towel, I wiped off the goo that ran down the crack of his
ass. I mopped Rob's tender hole until he rolled over and took the towel
from me.

As he cleaned himself, he said, "Grease up, cause you're going to pay for
that."

I asked him, "How'd it feel."

He snapped back, "Ok, but I feel like I have to crap."

I chuckled a bit then scooped some gel in my hand. First I smeared gel
on Rob's still hard cock. It seemed strange to me that he was hard. I
usually lost my stiffness when I was being fucked. He must have been
really horny I thought to stay hard thru that. Either that or he enjoyed
being screwed in the ass. When he was good and slick I stuck the remaining
gel in my bum hole. I was a little tight but it would be ok.

I wiped off my hand and crawled onto the bag. When I was about to lean
on it like Rob had done, he said to lay on my back. I sat down, squirming
my bum around to get into a good fucking position. Rob, on his knees,
moved in between my legs and raised them up. With one hand, he reached for
my panties to pull them off.

I asked him, "What are you doing?"

He said, "Take them off. I don't want them to get in the way."

I did as he said and slipped them down off my hips. Rob had left his
panties on though. As I worked mine up one leg and over my foot, he rolled
me back into the bag, pushing against my extended stocking legs. My legs
were up on his shoulders. Rob couldn't wait for me to take the panties off
completely. Here I was again with my panties, hooked on one foot swaying
in the air. Rob's cock head bobbed around my hole. It smeared gel all
over my balls and ass cheeks. My bum was at the perfect height off the
floor. He didn't have to lean over to slip in. He pushed forward, his cock
head poked past my sphincter muscle and sank deep inside. I grunted and
sighed as his shaft filled me. Rob stated to saw in and out at a steady
rhythm. My eyes were closed. I laid back enjoying the cock that was
pounding my pussy. While semiconscious, and being thoroughly fucked, I
thought how I would sleep well afterwards. He picked up his speed,
slamming into my ass pussy. I moaned and whimpered like a girl. I loved
to be pounded in my ass. The taboo of two guys having sex was a rush. I
would love to fuck a girl, but I knew I also would want to be fucked too.

Rob's strokes were starting to become irregular. He was getting close
to releasing his load of goo. I suddenly rolled sideways off the bag. Rob
was completely surprised by my move. His hands still held my caves, but
his cock was out of my pussy.

He mumbled, "What the fuck are you doing now?"

As I twisted on to my knees, I crawled back on the bag. I said, "I want
to finish doggie style.

Rob said nothing as he re-entered my ass. His head would reach farther
inside in this position. I hugged the bag as Rob rammed me hard and fast.
It would only be a short time before he released his milky cum. I was
biting the bag to keep from squealing like a sissy. I was ready for him to
fill me.

I pushed back as Rob tensed up. I felt the first blasts of his juice
splash inside. I held my ass up to accept all of his hot cream. He was
trying to keep fucking but the shots of cum threw off his rhythm. I pushed
into him a couple times until I had had enough. After what seemed like
minutes, Rob's pulses of cum became weaker and less often. Then they
stopped. Rob let out a groan then I felt him shivered while still buried
inside me. I smiled to myself thinking of how good it was for me too.

Rob, realizing that the credits were playing on the screen, pulled out
and leaned back on his heels. We could hear cars begin to leave the
drive-in. I lowered my sore bum and reached for a towel. Rob started to
clean himself off. He quickly wiped than began to pull on his cut-offs.
After he put on his shirt, He yanked down the blanket and got in the
drivers chair. He started the engine and put the speaker back.

Rob turned back to me and said, "You can dress while I drive to the
restroom. I gott'a go."

I finished cleaning and pulled my panties back on as he pulled up to the
building. Rob hopped out and slammed the door shut. I laid in the beanbag
with my eyes closed, trying to regain my strength. A few moments later I
heard voices. A couple guys sounded near by.

One guy said in not quite a whisper, "Man, look in the van. There's I
chick half naked."

The second guy said, "No way."

The first guy said, "Come see for yourself."

I knew they were at the front window. I laid still but slowly opened my
eyes to slits to see who they were. I was nervous and excited at the same
time. Silhouettes of two heads were at the front of the van.

The first guy said, "Looks like she's been royally fucked. She's lying
in her underwear."

I slowly rolled onto my stomach to give them a view of my ass. I spread
my legs open striking a sexy pose.

I heard, "Holy shit, look at that ass. I might just climb in and fuck
it myself."

The other guy said, "Not before me."

Seconds later I heard Rob say, "Hey, Jim, Mike how'ya doing."

Jim said, "Rob is this your van?"

He said, "Yea, why?"

Mike said, "Looks like you got lucky tonight."

Rob laughed and said, "More then once."

Both guys let out groans and laughed. I was giggling as I listed to
their reaction.

After a little BS and more bragging, Rob said, "Sorry guys, I gott'a get
her home. See you guys later."

They said their goodbyes and Rob got in. I asked him, "Were you nervous
when you saw the guys outside looking in?"

He said, "Yes, but I also thought you might be giving them a show."

I smiled then sat up and put on my shirt. As he drove out of the
drive-in lot and we headed home, I got in front seat and finished dressing.
We said little most of the way home. Rob turned the radio on to break the
quiet. I was spent and he had to be also. We left the van as it was, a
mess, and went in the house. Without saying a word headed for our rooms.

That was our only trip to the drive-in. We had one more affair before
Rob left for college. I'll write about it soon.

On the all too few occasions that my wife is out of the house over
night, I pull out the dildos, mine and hers. I'll dress in my sexy
lingerie and play with my ass. She has on a couple occasions, fucked me
with her strap-on dildo or we each take an end of her double-headed dildo
and bump asses. These have been the only times my sissy ass has received
any attention other than from myself since we married over twenty-five
years ago. I do love my wife and our sex is great, but I also miss the
feel of a hard cock spreading my ass hole wide open. During the rare trips
out of town for business, I take a bag full of lingerie and latex cocks to
keep me company in the motel room. Since none of my dildos has a suction
grip, I have to duct tape them to a table or chair leg when I back up onto
or sit down on them.

The first time I fucked myself was at age sixteen with a miniature
baseball bat. It was late in the summer. Rob was getting ready to head
off to his first year of college. He was leaving the next week, so I was
going to let him fuck me once more before he left as my going away present.
The weekend was our last opportunity. Our parents and youngest brother
were going to be gone visiting family, Saturday into Sunday. Phil was
already back at college. We had Saturday night to have our affair. I
would later find that it was to be our last time together.

I went into Rob's room Saturday afternoon. He was getting dress to go
out for awhile. I walked up behind him as he was pulling up his jeans. I
reached around and gently pressed his cock while it was inside his jockeys,
back so he could snap and zip-up. He asked me if I was "up for anything
tonight." I told him I was, and to be back early. Rob said that he would
be in around ten. I told him I would be waiting. He asked what I planned
to be wearing.

I said "you'll find out when you get home."

I walked out into the kitchen, where mom was sitting, sipping a cup of
coffee. I asked her when they were leaving. She said in about an hour, at
five o'clock. Mom asked what I was planning to do tonight. I told her I
was going to be working from five to nine, then stay home the rest of the
night. I worked at a local grocery store after school and on weekends.
That's where I made my money to buy my sissy undies. She asked if I knew
what Rob had planned. I smiled inside knowing that he would likely be
fucking my ass later, but told her that I thought Rob was going to be back
early. Mom said for us not to get into any trouble. I assured her that we
would be good.

I said goodbye and went to my room to get ready for work. I decided to
wear a pair of red panties on for a thrill. This would be the first time
that I would wear panties under my clothes at work. I figured that the
only way anyone would know I had them on was if I split my pants. I would
find out later that someone at work did know I was wearing panties. But
that's another story.

After an uneventful evening at work, we closed and cleaned up. We were
out of the store in record time. I just about ran the three blocks home so
I would have as much time as possible to prepare for Rob. It was about
nine-twenty when I got home.

After a shower, no time for a bubble bath, I dried then dusted myself
with some of mom's body powder. I knew I would smell nice with the powder.
As I dusted myself I thought how tough could it be to paint my nails. I
wanted to be as girly as possible tonight. Naked, I went into mom's room
and pick a bright pink nail polish from her vanity. With a towel around my
neck and the bottle of nail polish in my hand, I headed to my room to do my
nails. I had never tried to paint my nail before, so I knew it wouldn't be
easy. I placed my left hand on my thigh as I sat on my bed. I tried hard
to be neat, but I had a few mistakes. After finishing, I dropped the
bottle on the floor, then blew on my fingertips to help dry them.

I now had about fifteen minutes before Rob was to be back. Gathering up
the things that I was going to wear, I walked naked to Rob's room. As
usual his room was a mess. I dropped my lingerie on a corner of the bed,
the only clear spot. Next I turned on his radio for some rock music, and
his table lamp. Placing a towel over the shade to soften the light. I
began to pick up most of his clothes that were scattered throughout his
room, and piled them in a corner. Smoothing out the bedcover and prepared
to dress.

I picked up the garter belt, placed it at my waist then hooked it behind
me. Sitting on the edge of the bed, I rolled my white stocking in my
fingers, checking to see if the polish was leaving any marks. They were
fine. After slipping both nylons on, I stood up to attach them to the
claps. This was always my favorite part of dressing. The tug of the
stockings on the garter straps was always a big turn-on. The straps
brushed teasingly against my thighs and bum. What a great sensation it
was. I picked up the pink satin camisole and slipped my arms through the
spaghetti string straps. It was the first time that I had worn it since
buying a month ago. I thought it felt a little snug, but it looked fine in
the mirror. The last piece of my outfit was my tap pants. I stepped into
them and pulled them up my stocking covered legs. I loved the look of my
painted nails sliding my pants up to my hard sissy cock. My boy boner
bobbed in anticipation. I tucked my girly cock back so I could pull the
waistband up over it. With a piece of pink ribbon, I pulled my hair
together and tied it back. Looking into the mirror, I saw a feminized me
looking back. I did a few sexy poses, bending and sticking my bum out
while I waited for Rob. I was horny as hell.

It was about five after ten when I heard the back door open, then closed
and locked. I stepped to the bed, pulled back the cover and sheet and
jumped in. Pulling the covers over me, I smoothed out the spread and
pulled my arm under, Rob popped his head in the door. He saw me laying in
bed and smiled.

He said "great, I'll take a shower and be back for my present."

As Rob walked to the bathroom, he sang a verse of a Led Zeppelin song "
way-down-in-side--woman-you-need-me." He sang it loud enough so that I
could hear him. If I had known he was going to shower, I would have waited
and showered with him. I would have soaped him up all over. I was ready
to get undressed and join him, but decided not to. I could entertain
myself while I waited.

I couldn't wait to have something up my bum. I reached my hand down to
caress my satin covered cheek. While rubbing my bum, I noticed a miniature
wooded baseball bat on Rob's dresser. A souvenir from a Pirate game we had
gone to. It looked to be about the same diameter as Rob's hard cock. I
had one just like it in my room, but his was black. I hadn't thought of it
as a sex toy before, but I was now. I figured, "wonder if it would fit in
my pussy hole." I could loosen up before Rob got back. I got out of bed,
grabbed Rob's jar of gel and picked up the bat. I took off my tap pants,
greased up the fat end of the bat and my hole. I leaned down, reached back
and tried to work it into my tight bum hole. It was tough trying to get it
started in. I needed something to rest the other end against. I moved to
Rob's weight bench that was at the end of the bed. Trying again, the bat
still moved around too much. I picked up two twenty pound weights and
stacked them on the bench. Putting the skinny end of the bat in the holes,
I could now begin to work the fat end in my pussy. I knew I had to move
quickly if I wanted to be in bed when Rob got back. I took a deep breath
and pushed down on the slick bat. My bum hole gave way and the bat began
to slid inside. I got it in an inch of two, then the burn hit. I was bent
over while leaning back on the bat. I had to stop for the pain to pass.
The bat felt bigger then Rob. It did not have any give, like Rob's rubbery
cock does. I thought, "this was the first time I had a real woody in my
ass." I pushed down some more forcing a couple more inches in. I wiggled
my bum around, the bat was gripped tightly by my muscles. I reached back
around and grabbed it as it came out of the weights. Pulling and pushing
it a couple times, I loved the fullness. A few more pumps and I felt loose
enough. I was running out of time. Pulling the bat out, I tossed it onto
the piles of clothes. I would clean it later. After a quick wipe of my
bum with the towel, I pulled my tap pants on and jumped back in bed.

I relaxed a bit, then heard the bathroom door close. Rob was heading
back, singing his song again. I checked the room to be sure that
everything was in place. Rob opened the door and walked in naked. His
six-inch cock was as hard as the bat that had just fucked me. He had a
towel around his neck, which he laid on the bed.

Rob said "I want my present now."

I asked him to turn the radio down lower. After he turned away, I
flipped the covers up over my body, exposing my pink satin outfit. As he
turned back around, I said "here it is." Rob stood looking down at me
smiling.

He said, "that's what I was hoping for."

I told him, "there's more once you unwrap it."

I reached out and grabbed his boner and pulled him to the bed. Rob got
in bed and laid down on his side facing me. His hand reached out and slid
along my satin cover hip and bum. Rob ran his hand down below the leg of
my tap pants onto my bear thigh and tops of my stocking. The sexy feel of
my body when I dressed in my sissy lingerie, drove Rob crazy. He caressed
me. His hand slid along my satin wrapped body. I laid my head on the
pillow and closed my eyes for a minute. I loved the attention Rob was
giving me, but this was his night. I wanted to pleasure him tonight.

I grabbed the covers and sheet and pulled them up over us. Ducking my
head down under the covers, I slid down the bed until my face was at his
waist. With a hand on his hip, I pushed him onto his back. As I did I
sucked his cock into my mouth. I adjusted my position as he rolled back.
With my mouth locked on his pole, I twisted around with my bum towards
Rob's head. I straddled my arms over his hips. My face hung over his
balls. My nose poking his sack as I lowered my lips along his shaft. I
would, after a few bobs, nuzzle his cock against my cheek and nose. Tuck
my nose between his sack and thighs. I loved to rub my face in his crotch,
especially after he had showered. Rob smelled fresh and clean. I lapped
along his shaft. Teasing him by flicking my tongue at the underside of its
head. Then licked the drops of pre-cum from its tip. The tip of my tongue
wiggling into his cock hole. I nibbled on his rubbery head. Lightly
scrapping my teeth across its spongy flange. Then I got carried away and
began to nip at his helmet head.

Rob lightly slapped my head through the covers and said "Christ, take it
easy, you're gon'a draw blood." I mumbled an "ok" as my mouth slid down on
to his cock.

I went back to sucking Rob's tasty cock. Dressed in my outfit, bobbing
under the covers, I felt like a real slut. I did a slow, easy motion on
his shaft. As I swallowed his boy bone, Rob placed a hand on my bum. He
began to make small circles over my satiny cheek. I wiggled my bum
slightly, showing my approval. He continued his caressing, slipping his
hand down between my legs, along my stocking, to my knee. When he brought
his hand back up along the inside of my bear thigh, they tugged on the
garter strap. His fingers slid in the leg opening up to my balls. He
diddled my sack. Rubbing and tweaking my bag and balls.

I stop my attention of Rob's cock and lowered my face into his crotch.
My focus was now on what Rob's fingers were doing. After a few seconds of
nuzzling his sack, I resumed my mouth fucking. I was as horny as I had
ever been. I gobbled his boner like a starving man eating a hot dog. He
would lift his hips off the bed at times, trying to force more of his cock
down my throat. I sped up, then slowed down my sucking, building his
anticipation. Rob's hand moved from my sack to my sissy cock. His fingers
wrapped around it, sliding along its stubby length. Rob wasn't into guys,
but he knew what felt good. He tried to give me some pleasure.

We each continued to service the other. Rob, slowly jacking me off,
while I stuffed his cock into my hungry mouth. Rob's hand then moved away
from my aching sissy cock. His body was shifting around, twisting onto his
side. I could hear him reaching for the jar of gel. I figured he was
going to finger my bum hole. Once he had a hand full he laid flat again.
Rob's hand slid back under the covers. I waited for his fingers to start
poking at my hole. Instead, his gooey finger wrapped back around my boy
clit. It was cool but nice. His fingers lightly slid over my cock. It
wouldn't take much for me to blow my load. I was working his cock faster
with my mouth. His point of release was also approaching. I wanted his
first shots of the night to be in my mouth. I hadn't expected him to pump
me to climax. But now I wanted us both to explode at the same time. Rob's
jacking on my cock had me at the edge. I sucked him faster and deeper, his
moaning began to grow lower and more often. His stroking of my clit was
getting irregular. I knew we would both be shooting soon. My tongue
rubbed his cock head, coxing his warm sticky cum out of his sack and down
my throat. My juice started to boil. My sissy balls began to pump out my
sticky cream. Goo shot onto his fingers and hand. Meanwhile his cock
erupted inside my mouth. Jets of thick, salty cum filled my cheeks full.
I let out a low "ummmm" while swallowing as much as I could. Some oozed
out the ends of my mouth. I would clean the drips up later. My blasts of
boy juice coated his hand and the crotch of my taps. That was ok, I
planned to take them off once Rob finished feeding me his seed soup. As we
both emptied our balls, our tempo slowed a bit. He kept stroking my clit,
draining the last of my juices out. I tightened my lip grip on his shaft,
sucking out as much of his cum as I could.

We were both drained and satisfied. But I wanted Rob to stay hard for a
second round. I kept my mouth on his semi-hard cock. Using a soft grip, I
slowly slid along his length, moaning as I bobbed up and down. Rob had
released his hand from my sticky cock. He wiped his hand clean, while I
reached back with one hand to work my pants off. I got the pants partly
off my hips. Rob brought his hand back under the sheets to my ass.
Sensing my intention and difficulty doing it, he took hold of the waistband
and helped pull them down to my knees. While still wet from cum, Rob
carefully slid the pants along each leg as I lifted up to get them off.
Once they cleared my legs, Rob tossed them onto the floor. I felt naked
even under the covers. Rob used the towel to tenderly wipe my cock and
sack clean.

With Rob's cock still in my mouth, we laid still for a few minutes,
enjoying the afterglow. But now I wanted to get fucked. I started to work
on getting his cock stiff again. I slowly bobbed my head on his shaft.
Rob thought we were done.

He asked me "aren't we finished yet?"

I mumbled "no" into his cock head. "That's only half of you gift", I
said with half of his cock still in my mouth. I continued to pump his
shaft with my lips. My one hand lightly rolled his sack in my fingers.

Rob said "I'm up for what ever you have in mind." I told him to "grease
up my pussy." He reached for more gel, than began to smear it over my rose
bud.

Rob poked a finger in, expecting some resistance. But it slid through
with no trouble. It felt like my pussy sucked it in. He added a second
finger, then a third. As each was added and slid in with ease, Rob worked
them deeper. After the fourth went in, he started to hand fuck me.
Pounding in my pussy, he forced my body forward, but my lips stayed tight
around his cock. I was pushed from behind as his fingers drove in. Then
leaned back as he pulled out. I was being sodomized by his whole hand.

Rob asked "you're pretty loose. Do you think I can get my fist in?"

I lifted off his cock and told him "Go ahead and try. If it starts to
hurt, you'll have to stop. Besides it might be too loose for you after."

Rob said "that's true. I think you're ready."

I was ready. I kissed his cock head as I moved away. I threw the
covers up off of us. The cooler air was refreshing. Under the covers it
was quite warm, but I hadn't noticed how warm until now. Reaching up
across Rob, placing a hand on his chest to steady myself. My soft sissy
cock, rubbed against his cheek. He turned his face and stuck his tongue
out, teasingly licked my head. I intentionally took my time scooping some
gel up, giving Rob time to lap me more. After a few seconds of Rob's
tonguing, I moved towards his cock. With my hand full of gel, I stroked
his boy bone. I coated his shaft and head, making it slick and shiny.
Then pumped him a few times, until he was nice and stiff. The sounds he
was making told me he was ready. Shifting myself down beside his hip, I
let go of his cock as I wiped excess gel on my bum hole. With my back to
him, raised a leg up and over. I straddled his hips, my pussy just above
his slick head. I reached between my thighs and held his pole steady.
Slowly lowering my bum down until its greasy entrance touched his tip. Not
wanting to wait any longer, I sank down on his cock. My pussy swallowed
him like my mouth had done earlier. My cheeks were pressing down hard into
his hips. It felt like it belonged inside. I placed both hands on his
knees, leaning forward. In this position I could rock back and forth on
his shaft. Doing a slow steady ride. Rob placed his hands on my hips, his
fingers tucked into my garter belt. I rose up an inch or two then back
down. I stopped moving, holding his cock prisoner. His cock head twitched
inside, as I threw my head back, letting out a groan.

I was content to sit like this all night, but Rob tried to buck up into
me. Lifting his hips off the bed, along with me. I got the message. I
began to bounce on his pole. My cheeks left his hips, as I raised up, then
dropped back down. It felt lovely. I rode him for a few minutes, keeping
up a steady motion. Rob pulled down on my belt as if to impale me on him
deeper.

My legs were cramping up from being tucked under my ass during all this.
I suddenly raised up off Rob's shaft. He was pissed.

He said "what the hell are you doing."

I told him about my legs. I said "I need to straighten my leg out. I
thought, if I can extend them I would be fine."

I told Rob to swing his legs around drape them over the side of the bed,
placing his feet on the floor. I moved off to his side, he muttered and
moved as I suggested. Once he was in place I stepped onto the floor,
spread my legs then backup past his knees, on over his thighs. Lowering my
bum a bit, until I felt his twitching cock at my crack. I slid up until
the head aligned with my pussy. I sank down onto him with no effort. I
was so loose I think I could take his fist now.

I was sitting on Rob with my stocking covered legs rubbing against his
thighs. I quickly started to ride his shaft up and down. Rob was laying
flat and again reached for my belt. He tucked his finger in so that his
hands could keep up with me. Bouncing off his thighs, it felt like I had
springs in my ass. A squeal slipped out of my throat, surprising me. It
sounded like a girl. That was the first time for that.

As I pounded down on Rob's cock, I noticed his hips and ass were sliding
off the edge of the bed. This wasn't working as well as I had hoped. I
stopped fucking him.

"What's wrong now?" he demanded. By the tone in his voice, he was
getting frustrated.

I said "your sliding off the bed. We need something under your ass."

I saw his weight bench. Leaning over, I grabbed for the leg, wanting to
keep him inside if I could. Stretching until he was about to pop out, I
got a finger around the leg and pulled. It didn't move much, but enough to
get a couple more fingers on it. The two twenty pound weights were still
on it, which made moving it harder. Once my hand was on the leg, I tilted
the bench until the weights slid off.

Rob raise his head up and asked "can you make anymore noise?"

I said "just get ready to be fucked to death ."

Still with Rob part-way in, I slid the bench over to us. I told him to
spread his legs and lift his hips up. With both hands, I worked it under
him until it was against the bed. As much as I tried, Rob's cock popped
out. We both let out a groan. But we would be back to fucking in
seconds. The height of the bench to the bed was pretty close. I asked him
how it felt. He said "fine, lets go."

Knowing this would be our last affair for a while, I wanted this one to
be special. I again backup to his swollen cock, as it pointed straight up.
The head wedged between my bum cheeks, I raised up, sliding it along my
crack. When the tip touched my pussy hole, I stopped and held still. I
wanted to tease him. Pay back for the times he teased me. But Rob would
have none of it. Sensing my wanting to draw the action out, he lifted his
hips, ramming his cock half way inside. He held himself up until I drop my
pussy down, swallowing it completely. When he laid back onto the bed, I
rode him down. We both groaned our satisfaction. I leaned forward, with
my hands on his knees again. Rocking on his hips, this time I knew nothing
would stop us. I rolled forward and back, my cheeks never leaving his
thighs. Rob laid quietly except for a moan every so often as I rolled
back, driving his boy bone deep up inside. At times, with him buried to
the root, I would stop and set motionless, my head back, eyes closed,
enjoying the sexy feel of his twitching shaft. My pussy encircled it
lightly at the base like my lips did while milking his sack dry.

Once I had my fill of silent, soft fucking, I was ready for the loud,
hard fucking. Without warning, I rose up until his head was nearly out,
than dropped hard down. If he didn't know then, Rob knew soon that I was
ready to finish him off. I quickly rose up and down, repeating my motion
again and again. I was letting gravity do some of the work, shoving his
head as far up as possible. I got into a rhythm, raising up and dropping
down. Rob didn't move a muscle, except his lovely cock. I took my hands
off his knee and placed them to my thighs. I caressed my stockings wrapped
legs Lost in my sissy lust. The sex was great, but without the lingerie, I
probably would not have been as interested in sex. The first time when Rob
stuffed his cock in my mouth, while I was asleep, was a complete surprise.
But when I got to dress in satin and lace, I would do just about anything.
I may have resisted Rob's second advance if he hadn't dressed me in mom's
panties and slip. But as I fucked myself on Rob's six-inch college cock, I
was loving it all.

I bounced on Rob for what seemed like an hour. My cheeks making a
slapping sound, like my ass was being paddled. I was ready to drain his
sack of every drop of his warm juice. I could hear squishy sounds coming
from my bum. My speed increased until the bed and bench were creaking
wildly. I was afraid the bench might not hold up. It twisted and racked
with each of my down motions. Rob was grunting like an animal on the edge.
He was getting close to releasing into me, and that's just what I wanted.

Rob grabbed my garter belt, pulling me down and held me there. He
tensed up, lifted his hips and exploded into my pussy. He cum geyser shot
a warm stream up inside. He bucked up a couple times trying to force his
goo even deeper. The feel was heavenly. I did a slow rock back and forth,
milking Rob's pole with my pussy. He kept pumping but his jets were
lessening and becoming weaker. His second time of the night didn't have
the intensity as the first. But I was completely satisfied now. I let out
a soft low groan as I accepted his last pulses of cum pudding. My skin was
damp, from the workout we had just gone through. My cheeks were stuck to
Rob's tummy by the sweat and our juices.

Rob released the waist of my garter belt, his arms dropping to his
sides. His cock went semi-soft inside. I leaned forward letting him slip
out from my well fucked pussy ass. My stretched open pussy hole began to
leak thick ooze onto Rob's sack. Lifting a leg up over Rob, I slowly stood
up. My legs were weak, sore and shaky, but I was happy. Cum ran in a slow
stream down the back of my thigh, into the top of my stocking. As I
reached for a towel, I turned to face Rob for the first time. His cock and
balls were a gooey mess. He had a puddle of cum in his pubs. As he
shrank, I lifted and wiped his parts, being sure to do a good job cleaning.
I also was hoping my attention of him would maybe get him hard again. I
would have been willing to go at it again after a short rest.

After he was cleaned, he said that he was wasted and ready for bed. I
moved his legs so that I could slid the bench way. Once it was moved, Rob
raised his legs and swung them on the bed. He rolled onto his side, his
bum sticking out at me. I stepped to the side of the bed, patted his bear
butt then pulled the covers up over him.

He was asleep before I finished picking up. I found my gooey taps,
stepped into them and pulled them on. I felt like a well-fucked slut now.
I was tired but I needed to take a long, warm bath. I turned off Rob's
light and walked out. Rob got his gift and so did I.

When Rob came home during his first semester break, he told me, he had
decided that he wasn't going to chance getting caught screwing me.
Besides, his attention was completely on girls.

Even my late night blow-jobs were over. I use to sneak into his room
while he slept. Wearing a pair of panties under my robe, as carefully as
possible, slide the covers until I could nuzzle my nose into his crotch or
bum crack, which ever was accessible to me. He would just laid softly
moaning and raising his hip as I swallowed him until he fed me his milky
juice.

He said what we did was experimenting. He was now over that kind of sex
and we were not doing any of that again. I was a little hurt and
disappointed but was ok with his decision. Besides I was getting better at
fucking myself with things I found around the house.

Interesting story.

That's a big fat story took me time to read it... completly was pretty big..ya know

very.. interesting..

dang that was like.. long! lol

omg. not sure how long it took me. but two nights later. and done and wow great story. true story or fiction?