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New Year's Eve [tv, teen, mast]
All stories on this web site are purely FICTIONAL. The people depicted within these stories only exist in someone's IMAGINATION. Any resemblence between anyone depicted in these stories and any real person, living or dead, is an incredible COINCIDENCE too bizarre to be believed. If you think that you or someone you know is depicted in one of these stories it's only because you're a twisted perverted little fucker who sees conspiracies and plots where none exist. You probably suspect that your own MOTHER had sex with ALIENS and COWS and stuff. Well, she didn't. It's all in your head. Now take your tranquilizers and RELAX.
With New Year's approaching, I thought it would be fun to share this story of
how I spent New Year's Eve one year. It's been updated and some of the
details are slightly changed, but other than that it is a true story,
intended for a mature audience only. Please tell me how you like it by postin
g to alt.sex.stories.d. Enjoy and happy 1995!
NEW YEAR'S EVE
by John Anais
"Now, Brian, are you sure you'll be all right by yourself?" my mother called
down to me from the second floor of our suburban home. "Sure, Mom, I've been
alone a lot in the evenings since you took this job, why should tonight be
any different?" I said as I took another swig of Dr. Pepper and flipped the
channel on the TV again.
"Oh, sweetheart, I'm sorry," my mother said, walking down the stairs dressed
for her New Year's Eve date. She looked great, as always, and was dressed
beautifully in a short black evening dress, sheer black stockings, and black
satin high-heeled pumps. She had a nice figure for a woman pushing forty,
and there were always plenty of men in her life since she became the public
relations director at the large printing company which printed so many of our
school textbooks. Tonight, she would be attending a big party downtown and
spending the night at the hotel that it was being held at, so I would be by
myself all night. "I understand how lonely you must be, but you're still too
young to go to a party by yourself, and you'd be bored silly at this one."
"Believe me, Mom, I'll be OK. I'm actually kind of looking forward to it," I
said. I wasn't about to tell her why; actually, I had been looking forward
to this evening for several weeks, ever since she told me she would be out.
See, ever since my father walked out when I was in seventh grade, I have
been dressing in her clothes. It started out fairly simply, hooking a bra on
over a T shirt just for laughs, but gradually it had progressed to putting
her underwear onto my naked body, then to putting on stockings and high
heeled shoes, and in the last year I had actually begun to wear her dresses
and makeup when she wasn't at home. I called myself Melissa when I was
dressed up like this, and gradually Melissa became like a second person
occupying my body. It was as if she was living beneath my flesh. Tonight, I
would see in the new year as Melissa.
"Are you sure, honey? I feel so badly," she said, looking at me with her
beautiful cat-like green eyes. I had inherited the same eyes, and with a
little mascara, eye shadow and eyeliner would, I was sure, be just as
beautiful. "Mom, really, I'll be fine. Go have a good time with Henry."
She smiled and kissed me gently on the cheek, then quickly rubbed her
lipstick off of it. "You're such a sweetheart, Brian. I'll give you a call
at New Year's."
"That's OK, Mom. I'm feeling kind of tired, actually. I may be asleep by
then." She looked at me with that odd look she had, the one that said she
didn't really believe me, then smiled and said "OK, honey, I love you. Happy
New Year." She hugged me tightly, then took her coat out of the closet,
fumbled through her purse for the keys to her Mercedes, and said, "now, I'll
be at the Waverly downtown, and if anything goes wrong, you know the number
of the Smythes across the street." "Sure, Mom...." I said, anxious to be
alone. She walked to the door and swung it open, blew me a kiss and swung
the door shut behind her.
As the door closed, I trotted up the stairs, pausing on the landing to watch
as she pulled her car out of the driveway, reversed direction and headed down
the street. I waited until her car had made the turn at the end of our block
before running the rest of the way up the stairs to my room.
I ran the bath water and took off my clothes, my insides churning with a
mixture of nerves and excitement. My little cock was beginning to stiffen as
I got into the bathtub and soaked in the warm water. I washed myself
carefully, then took Mom's pink razor off of the edge of the tub. I pulled
my right leg out of the tub and soaped it up good, then slowly pulled the
sharp edge of the razor down the full length of my leg, ending just short of
my crotch. I continued in this manner, stopping when my hand trembled a
little too much and I feared that I would nick myself, until I had shaved all
of the hair off of that leg. I repeated the process with my left leg, then
proceeded to my armpits. I wasn't a particularly hairy boy, but I wanted
nothing but total femininity this evening. Getting out of the tub, I went to
the mirror and shaved what little hair I had on my face. I toweled myself
off and walked into my mother's boudoir.
I was aware that her drapes were opened and that the neighbors would be able
to see in, so first I closed the drapes, then went to her dresser. I opened
her top drawer and inhaled deeply, enjoying the scent of potpourri and
Shalimar as I searched through for the perfect underwear. I found a pink bra
with matching high-waisted panties and a pink lace petticoat which had found
their way to the back of her drawer; she had obviously not worn them in a
while, so they would be perfect. I slipped my arms through the straps of the
bra and reached behind me to fasten it, stretching it across my hairless
boy's chest, then pulling it down to where it belonged. I slipped the
panties up my legs and over my stiff cock, flattening it against my belly. I
opened the next drawer and searched in vain for a pair of sheer black hose,
settling instead for a pair of sheer beige. No matter, I thought, and sat on
the edge of the bed, smoothing them onto my legs and pulling the panty up and
over the pink panties. I stood up and stepped into the petticoat and pulled
it up. I then reached into her hosiery drawer and filled the cups of my bra
with nylons, enough to be full but not overstuffed.
From here I stepped up to her makeup dresser. I sat at the bench and crossed
my legs, as I had seen her do many times, and searched through her collection
of cosmetics. As she and I shared the same complexion and coloring, I knew
that whatever I chose would be perfect. I started with makeup base,
smoothing it over my face and down nearly to my bra, then brushed her
mahogany blush over my cheeks, making my cheekbones appear high and feminine.
I was beginning to get excited as I chose a deep brown eye pencil and
outlined my green eyes with it, shaping them as I had seen Mom's. Next came
warm brown eye shadow, heavy on the lids, light under my eyebrows. It was
here that I had some difficulty getting it even, but with a little effort I
was able to get both eyes right. By the time I had applied mascara to my
lashes, I knew that I was beautiful. My eyes are even prettier than my
mother's, I told myself with a certain amount of pride as I pulled out a
bright red lipstick and put on a heavy coat. I used a lip pencil to make my
lips more full and sensuous, and filled in the gaps with more lipstick. Then
I fluffed up my hair, which had been cut just a couple of days before and was
not being very cooperative. I finally decided to slick it back with a little
styling gel, and was quite pleased with the result, especially after clipping
on a pair of crystal earrings which dangled down from my ears nearly to my
shoulders.
Now it was time to dress myself for the occasion. I walked over to her
closet and found the bright red satin party dress which I had picked for the
occasion. I knew that although Mom and I were about the same size, that I
was a couple of inches taller than she, all in my legs, so that it would be a
bit short on me. I took it off the hanger and pulled the zipper down, then
stepped in. It took some doing, but I was able to pull the zipper all the
way up behind me. I straightened it out and adjusted my petticoat
underneath. The dress was quite short on me, the hem landing just below my
crotch, exposing quite a bit of leg. I knew then that the red satin pumps
with 3 inch heels and bows on the vamps, which I had intended to wear,
wouldn't be as sexy as I had thought, so I reached up to the top shelf of her
closet and pulled down the black shoebox which I knew contained the perfect
complement to this outfit: the bright red calfskin pumps with the ankle
straps, open toes, and 5 inch heels. Mom always wore them when she was up to
something with one of her gentleman friends. Whenever I saw her leave on a
date with them on, there was a good chance that later in the evening I would
be able to watch surreptitiously from the stairs as she sucked her lover's
cock. I sat on the bed and slipped them on over my feet. They felt kind of
funny on my feet, but they fit pretty well, and when I fastened the straps
around my ankles I knew that they were made for this evening.
I stood up and carefully walked over to the full length triple mirror and
stood for a long time admiring myself, turning from side to side. I was not
just a beautiful girl; I was a work of art. I looked at the clock on my mothe
r's nightstand and saw that it was ten thirty. It had taken me almost four
hours to turn myself into Melissa, and I had loved every minute of it.
I went to the TV room and turned on Dick Clark's "New Year's Rockin' Eve,"
but I wasn't really interested in watching it, so I went to the living room
and turned on the stereo. I found some hot salsa music and began to dance to
it, slowly at first, getting used to being on tiptoe, but gradually finding
my balance on the shoes and dancing more and more fervently, grinding my hips
to the rhythmic music. My cock was weeping from within four layers of
clothing; it was held too tightly to touch, which was just how I liked it:
Melissa was teasing Brian's cock, and both of them were enjoying it
immensely. I stood in front of the mirrored wall in our living room and
danced for myself, admiring my long, silky, shapely, nylon-sheathed legs on
their sexy red pedestals, admiring my sexy figure with my perfectly shaped,
not-too-big breasts and narrow waist. I imagined myself at the party with my
mother's boyfriend, dancing with him, grinding against him....
I glanced at the clock on the mantel and noticed that it was ten minutes to
twelve. There was a special surprise I had for myself; I had been thinking
of it since three days before. I went to the kitchen and found a wineglass
in the cabinet, as well as my mother's pack of Benson and Hedges menthol
cigarettes. I opened the refrigerator and took out a bottle of white
zinfandel, and poured myself a full glass of it.
Carrying all of these things into the TV room, I watched as Dick Clark stood
in Times Square. I lit one of the cigarettes and puffed on it as I raised my
skirt and petticoat and pulled the panties and pantyhose down from around my
cock. It looked big and hard now, and I lay on my side on the couch in front
of the TV. I took the wine glass full of zinfandel in my free hand and began
to stroke my cock slowly, puffing on the cigarette. They were beginning to
count down the last minute of the old year and I began to rub more earnestly,
sucking harder on the cigarette. They had begun the countdown, and I could
feel my orgasm rise. I held the glass under the head of my cock and sucked
hard on the cigarette. The smoke burned the inside of my mouth as I heard
"Happy New Year!" on the TV, and suddenly I shot a huge load of my cum into
the wine. This was followed by an even stronger blast that splashed the wine
all over my hand, then a couple of shorter and less powerful spurts.
I let go of my cock and pulled the cigarette from my mouth, dropping it into
the ashtray as I exhaled the smoke. I raised the glass of cum-filled wine to
my lips, said "Happy New Year, Melissa," and swallowed wine and semen
together in one gulp. It was delicious, and I vowed to spend the next New
Year's, when I was sixteen, the same way, only with someone else to fill my
mouth with cum.
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