Class Reunion
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The Reunion free porn video
The Reunion
By Ricky
My parents were hippies, people with their own ideas of how
to raise a child. I like to think they did a good job, but
their attempt to shelter me from sexist attitudes had some
unintended consequences. We didn't live in a commune or
anything but my companions were children of like minded
parents and they saw nothing wrong with a boy or two at a
tea party. I felt comfortable playing with either a truck
or a doll and played dress up with enthusiasm. I have to
admit, however, that by the time puberty hit I was usually
the only boy at these gatherings. They became fewer and
fewer with time and took on a furtive flavor. My
girlfriends took pleasure in dressing me up, but it was our
secret. Even as a young teenager I got a kick out of
dressing me in their clothes.
By the time I reached high school my friend Jill was the
only other participant in these parties, the rest having
abandoned them for more exciting pastimes. Whenever Jill's
parents were gone for a while she would invite me over and
we would play dress up. I could fit into her older sister's
clothes and we had a great time dressing each other up. I
prize the memory of lazy afternoons, sitting together on
her couch or lying in her bed, necking and talking in our
dresses. The dressing soon became a ritual that pulled us
inevitably toward sex. The first time I helped her put in a
bra and I held her cupcake tits was one of the most
memorable experiences of my life. I had an instant erection
when she placed a pair of frilly panties on me, but I was
scared to try anything with her. After many of these chaste
sessions we finally got the nerve to love each other.
I had swiped a rubber from my dad's bureau drawer and was
ready to put it to use. I was nervous as hell, but once we
got dressed up we went into the kitchen for a snack. When
we returned to the bedroom I took the rubber from my pants
pocket, laying on the chair, and showed it to her. She
smiled and lifted her dress to remove her panties, then lay
on the bed. I removed my own frilly underwear and joined
her.
Neither one of us really knew what we were doing, but I
placed my hand between her legs and worked my way upward.
She gave a gasp as my fingers touched her warm and curly
crotch. Her hair was softer than anything I had felt
before, I loved running my hands over it's slippery
surface. Tentatively I burrowed a finger through her curls,
which were very damp, almost sticky. I felt her hand caress
mine and guide it to the place she wanted. With her help I
began to press on the inviting flesh above her clit,
following her lead as she made little circles. As I
massaged her crotch eventually my middle finger slid
through her hair and slipped between her waiting lips. She
was dripping wet and my finger slid smoothly into her and
began to play with her pussy lips.
I had no trouble telling if I was pleasing her, because she
happily directed me, higher, to the right, harder, faster,
slower. By now she had let go of my hand and I was on my
own, sliding my fingers over her slippery slash, inserting
my fingers as far as I could into her love tunnel and
pumping them in and out. I soon learned her clit was the
most sensitive spot, and my roving fingers at last brought
her to orgasm with a cry.
When she came I frantically tore open the rubber and
quickly figured how it went on my very hard prick. I
crawled toward her open legs, lifting my skirt to allow my
boner to protrude and slowly she guided me into her. This
was incredible; jacking off was nothing like this! With
each thrust I could feel the silky dress slipping over my
ass, tickling my cheeks with it's caress. It didn't take
long for me to come; after all I was so damned horny I
couldn't stop myself. My arms got weak as I pumped the
rubber full of my spunk, my crotch grinding against hers to
keep my prick within her wanton body as long as possible. I
recovered slowly, and look down to see Jill's face beaming
with joy. She raised a finger and traced the outline of my
bra, sending little thrills of electricity coursing through
my body. It was a lovely way to learn about sex, the
incredible feel of her sister's clothes on my body and my
now shrunken penis still within her until we could stand it
no longer.
For the next couple of years we learned all about each
other's bodies, it got even better when she got herself on
the pill so we didn't have to use a rubber. When she had
her period I still played with her clit, she really got
excited when I pulled the string on her tampon while I
licked her pussy. She learned to bring me to thundering
orgasms with her hands and lips. We held no secrets from
each other, voicing our needs and directing each other to
finding the most pleasure we could. I soon learned that
sucking her nipples was a real turn on and we usually made
love naked, but sometimes we would both get dressed up in
our finest and I would thrill to the feel of a bra around
me while we screwed. You cannot believe how sexy it is to
lay on the bed with her sister's clothes on my body while
she rode my pole, my filled bra bouncing on my chest like a
riveter's tattoo. Our last night before left for school she
gave me a bra and panty set for my own, and made me promise
to wear it on the plane until I got to my new dorm. I did
and hid it deep in one of my drawers.
I'm not sure how we drifted apart, after all six years is a
long time when you're 2000 miles apart. I heard she had
married and felt a little sadness. I hoped her husband was
going to make her happy, but by then we hadn't seen each
other in years.
The days of my childhood were long past and I had a shiny
new Masters degree in hand when I returned to my hometown
and a new job. Despite the credentials I was still as poor
as a student and furnished my new apartment with items from
the many garage sales that bloomed on every street. I also
furnished my closet. Six years of sharing a room at college
had been a trying time. I still liked to dress up, even if
I wasn't invited to a tea party, and I spent as much time
searching out dresses and shoes as I did furniture. The
only problems were guessing at sizes and the funny looks
when a man bought a bra and panty set. Still, I would never
see them again and came to enjoy the curious looks I got.
One Saturday I had been wandering about suburbia, pausing
at sale after sale but not having much luck. It was getting
late and the garage doors were closing when I struck the
mother load. Someone had superb taste in clothes and was
just my size. There were ball gowns and skirted business
suits and everything in between. Not only dresses but wigs
and underwear and shoes and jewelry. I lamented the money
spent at other sales, but soon had a pile of clothing that
I took to the table in the front of the garage. As I set it
down I did a double take, for the woman at the table was
Jill. Her face beamed when she realized who I was and we
were hugging and dancing around like fools, knocking
various items off tables in our joyous reunion.
The clothes forgotten we filled each other in on our last
few years. The important thing (from my point of view) was
she was no longer married and had no steady companion. At
last we noticed it was dark and Jill shut the garage door
and invited me into the house. Damn she looked good. Jill
is a big woman, powerful and lithe and sexy as hell. I
followed her movements about the kitchen with awe, drooling
as she reached high in the cupboard and outlined her
magnificent breasts under the tight blouse she wore. When
she bent to the lower cupboards I feasted on her ass as she
wiggled it before me. We continued talking about old times
and old friends over dinner until there was little more to
say. As the silence stretched she grinned and asked who I
was buying the clothes for. I laughed and told her for me,
of course.
Her grin widened and she just said, "I thought so. Would
you like to try them on?"
Hell, yes, or I wouldn't be writing this letter. We turned
the garage light on and she offered to help as she ran her
fingers over my shirt loosing the buttons with practiced
ease. From one of the piles she handed me a flowered bra,
giggling as she slipped it over my arms. Her warm fingers
did the catch at the back and then caressed my chest
through the silky fabric, playing with my nipples. She
filled the cups with something heavy and soft from the
tables and then her hands slid down and unhitched my belt.
Without hesitation I skinned off pants and underwear and
reached for a matching set of panties. I had a little
trouble fitting them on because Jill's hand was in the way,
playing with my prick. I'm not sure whether I wanted her to
let go or not, but she tucked my manhood into the panties
and we collaborated on my outfit for the tea party, just
like in childhood. Well not precisely like childhood
because I intended to remove my panties and get into hers
before the night was through.
I had hadn't had help dressing up since those tea party
days, it was great fun. Jill wanted to see me in this dress
and I wanted to try on that skirt. We were both changing
clothes almost at random, just to enjoy the sensuous feel
of the fabric and the delightful view of our bodies. I must
admit I helped her fit new bras on with a great deal of
detailed attention, her breasts were larger than I
remembered, quivering in my hands as I smoothed the fabric
into place. She returned the favor by placing myriad little
kisses along the back strap of my bra, her tits swinging
warm against my back as her mouth moved over me.
We finally had our fill of dress up and returned to the
house. We were of one mind as she led me to the bedroom. As
she reached the door she slipped her skirt and panties,
which drifted to the floor as she walked to the bed. In one
lithe motion she lay down, spreading her lovely thighs
apart and giving me an unspoken invitation.
I hesitated a moment with my hand at the buttons of my
blouse, but she said, "Leave them on - I know you really
want to. Just get over here and eat me!
I know you macho types aren't going to believe this but you
haven't lived until you have knelt before a willing woman
dressed in her clothes as you tongue her snatch. My mouth
covered her crotch, my tongue flew over her clit and down
her slit as our love juices mingled and flowed from her
body. Almost from the start her low moans filled the room,
rising and falling in time with my licking. I could feel
the tension of my bra as moved over her; relished the hem
of the skirt I wore as it brushed my ankles while I sucked
her gushing hole.
As her cries rose in pitch I inserted a finger deep into
her snatch and wiggled it around. She was so juicy I just
had to slip another in and began to finger fuck her in
rhythm to her breathing, which was coming short and fast.
My thumb slid over her love button as my fingers penetrated
her, she was wiggling and moaning as I played with her and
my cock was testing the limits of the panties I wore. I was
sure she was on the edge of a tremendous orgasm; her cries
were almost continuous, rising in pitch as I buried my
fingers deep within her and ran my thumb over her clit.
Lying face down on the bed between her legs, feeling the
weight in my bra cups pressing into my chest I slid a
finger from my other hand up her asshole, hoping to bring
her over the edge. I was certainly not going to leave this
wonderful woman unsatisfied.
I kept trying until she grabbed my head and pulled me up.
"Fuck me! I want you in me now!"
My skirt had worked its way around my ankles and was easy
to remove. I pulled aside the thong of my panties and let
my erection swing free, then drove it into her thoroughly
lubricated pussy. I loved the feel of fucking her, my rigid
prick surrounded by her warmth; her body shivering at each
stroke of my manhood filled her. The filling in the bra I
wore bounced beneath me as I drove myself into her body and
I reveled in the motion of her own breasts. They snapped up
and down as I drove myself into her, flowing like waves on
the shore, then rebounding to meet my next thrust. Her
hands gripped my ass, stretching the fabric of my panties
as she pulled me deeper into her.
The entire bed was quaking; we were in perfect harmony as I
propelled my prick into her receptive love tunnel. By this
time we were both making a great deal of noise and I
shouted as I felt that wonderful old feeling begin to rise
in my loins. With a few more strokes I exploded deep within
her, my body taught and straining to hold my manhood deep
within her pussy. I felt each pulse of semen gather, I
could feel each jet of my ejaculation as it traveled down
my inflexible rod with exquisite slowness to burst forth
into her vagina. Four, five six times I felt myself tense
and relax as I distended dick pumped into her body.
I guess I'm just a dumb male for all my upbringing and
current clothing. Maybe I've been reading this magazine too
long, or making a false comparison to my one other lover
who had very vocal and easily recognizable orgasms.
We lay there for quite a while without words until at last
she murmured into my ear, "You're amazing! I've never had
so many orgasms in my life, they just wouldn't stop!"
Huh? It was news to me, but I simply nibbled her ear and
thanked her.
I slept with her curled comfortably in my arms, wearing one
of her nightgowns. I awoke to the sensation of her luscious
mouth caressing my member. The tip of her tongue slowly
slid along the length of my prick as I roused from sleep.
Her fingers brushed my balls ever so lightly as she worked
her way up and down the underside of my prick, pausing to
nibble at the hole in the tip. It was a lovely way to wake
up, warm and gentle and soothing. As I began to respond and
grow in her mouth she looked up at me with a smile in her
eyes, then deep throated me until I could feel my entire
length surrounded by her loving mouth. The bed began to
shake again as she bobbed her head up and down on my
manhood. With each stroke my body bounced upward to meet
her hungry lips, which surrounded my pole and followed it
down to the bottom of the arc. For a moment my peter stood
stiff and alone as she arose, but Jill quickly settled
herself above me and impaled herself on my tool.
It was the ride of my life, I did nothing except lay there
in my nightgown and let her do as she pleased. I said she
was a big woman, very athletic and her luscious thighs
propelled her up and down my prick with seemingly
effortless ease. Her large tits were flying above me,
bouncing off each other and springing seductively as she
rode me like a horse. She played, holding herself just
above the tip of my prick for a few seconds, then slowly
working down so I could feel the ring of fire surrounding
my penis as she once again engulfed me.
While she bounced above she was saying "God, you get me
hot! I want to fuck you forever!" over and over, like she
was chanting a mantra.
Well, nothing lasts forever, but sometimes it almost seems
like it. After a long and delirious time I erupted in her
as she kept her body around my rod. Her already well-
lubricated cunt began to slide ever more freely over my
manhood as I expelled my first stream of semen.
As she felt me explode she screamed, "Come in me! Oh, Oh,
fill me up!"
I loudly agreed, though I don't remember the words I used.
I couldn't help but comply; my pulsing prick wouldn't have
stopped for anything as I came in her. Her juices and mine
dripped down my crotch in a waterfall as she slowed her
ride. As I felt my satiated stick begin to deflate within
her Jill began to rock gently back and forth, keeping me
just barely within her love tunnel until I came out with a
small pop.
When we could see again the clock said 10 AM, an hour past
the time she had intended to reopen the garage sale. We
quickly showered (one at a time, she needed a bigger
shower). I used her razor on my sparse beard and legs. I
came out of the bathroom I found no sign of my own clothes.
On the bed was a flamboyant blouse and skirt set, along
with bra, panties, stockings and garters. I was just about
to put them on when she came in with one of the wigs from
the garage. By the time she was done with wig and makeup I
couldn't believe what was happening. The mirror showed a
rather plain and blocky woman, but the reflection looked
like a woman.
Placing her hands on my shoulders she looked up and down
and solemnly pronounced, "You'll do."
I followed her to the garage, picking up some coffee and
bagels on the way. I guess I hadn't really thought this
through. When she flung the garage door open and carried
out the sign I suddenly realized there would be people in
here looking at me. She must have read my expression
perfectly; as she came back from the curb she smiled and
welcomed me to the world of a woman in public.
"Don't just stand there, help me get this stuff out on the
driveway."
So I made my public debut. I was lucky, the first bargain
hunter didn't drop by for a half hour or so, by that time I
was more composed. I didn't trust my voice so I just sat
there and watched. He didn't glance at me twice, I made it
through undetected. Things were pretty slow before noon, so
Jill mischievously pulled her chair around to face mine and
lifted my skirt. My back was to the street, making me very
nervous about who might come up, but her soft hands traced
curlicues over my thighs and stockings while no one from
the street could see what we were doing. Having so recently
drained myself I just settled back and appreciated her
gentle hands. I was really getting into it when I heard
footsteps and my skirt fell over my knees as she withdrew
her hand.
I watched her greet our guest and then things picked up.
Soon there were a dozen people moving about the garage,
inspecting and asking questions.
I successfully avoided speaking until Jill pointed some
woman to the clothes I has so admired and loudly said,
"Jane back there will help you, won't you Jane?"
I was going to have to get her back for this, but couldn't
think of something I could do in public that wouldn't get
me arrested.
I must have pulled it off; when I spoke she gave me a funny
look but didn't run screaming through the neighborhood
proclaiming the presence of a man in a dress. The worst
part was learning not to scratch my face and mess up the
makeup. How do real women do that? Pretty soon it became a
game to see which of the garage sale fanatics noticed
something different about me. I almost blew my cover when a
guy spent some time going through the dresses, they could
have fit him but I kept my mouth shut.
Whenever it slowed down we played with each other. Much as
I loved wearing panties they were soon on the kitchen
floor. While Jill stood facing the street I sat behind her
and played with her pussy under her skirt. She tormented me
tracing her fingers over my back, following the bra line.
Hiding behind the rack of dresses I cupped her wonderful
boobs and played with them until her nipples stood out
clearly. When someone new came up the drive I gave her
nipples an extra flick before moving into view. She put no
little effort into getting me aroused and spoiling my
feminine identity but our acrobatic lovemaking had left me
waiting for a recharge. I also thought of ice cubes and
pliers and such just to make her work harder. By the time
we closed the door at 4 PM we were two of the most sexually
stimulated people on the planet.
I knew what was coming when we entered the kitchen. She
spun me around and sat me on a chair. By now I had a
telltale bulge under my skirt and she knew I was ready. Her
panties hit the floor as we walked across the floor. I
lifted my skirt and slid my prick out of my panties. She
tore off her skirt and sat upon my pecker in one swift
motion. With my ass hanging on the edge of the chair we
screwed with gusto. I pressed my pecker as deep as I could
get, she gyrated and threw her hips up and down. As she
rocked forward her tits pressed into my stuffed bra. The
garters on my stockings were practically snapping as I
thrust into her.
Sometimes we got too acrobatic and I came out of her, but
her hand grasped my member and guided it back into her
honey pot. I was getting the feeling I was about to come
but I didn't want to end this quite yet. With one movement
I arose with her still impaled on my pecker. I lowered her
to the chair and slid out of her, then knelt before her and
buried my face in her delicious cunt. Her snatch was
dripping and I plied my tongue from asshole to clit in
long, wide strokes. I thrust my fingers into her gash,
pumping them in time to my flashing tongue as I licked her
clit. Jill was squirming on the chair, her ass moving like
a piston as I ate her dripping snatch. With a scream she
came out of the chair and landed on her hands and knees
with her delectable ass high in the air.
I'm no fool; I tore off my skirt and drove myself into her
waiting hole. I was on fire, driving my hardened tool in
and out of her snatch, slapping my thighs into her ass with
each stroke. I was greatly aware of the bra around my chest
because with each thrust the heavy filling bounced, rubbing
against my nipples with exquisite sensuality. It was hard
to believe I had been so drained earlier because there I
was holding her skirt up as I fucked her harder than I had
ever been able to do before. It seemed like hours as I
pounded my prick into her until at last I came. I tried to
keep pumping in and out as orgasm overcame me but it was
too much. I buried myself in her warmth and braced myself
on her ass to pulse and spurt my love fluid into her.
After a time we made it to the bed, cursing that the dawn
of Monday would come far too soon. I reluctantly returned
to my strangely lonely apartment, still wearing her bra and
panties under my regular clothes. Needless to say we are
getting together next weekend. After all, there are lots of
other clothes for me to try on yet.
Bree
- 19.02.2022
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