Newsgroups: alt.sex.stories
From: an105831@anon.penet.fi (The Archivist)
Date: Mon, 27 Mar 1995 21:29:55 UTC
Subject: TG ARCHIVES: "Confessions"

			     Confessions
			    author unknown
			     Chapter One

	Over the past five years, I have developed both from a boy to
a man, as well as a boy to an aspiring woman. It all began, as do most
stories like this, at puberty.

	When I was about twelve, I began to have fantasies about sex,
as most boys do. However, my fantasies tended to be more kinky than I
imagined most would be. My first real sexual experience came one
night, while writing out my fantasies. I had been so turned on that I
came in my pants, not knowing exactly what had happened! After that,
things began to develop quickly.

	I remember sneaking around my room late at night and
collecting all kinds of belts and rope, and then tying myself up in
different positions. I would then wriggle about until I came. I
figured that this was not really ordinary behavior, but I enjoyed it
very much. My first experience with women's clothing came soon after
those first nights of self-bondage.

	I imagine that my mother had much to do with my clothes
fetishes. Being rather young-looking and having very good tastes, she
wore very sexy clothes. The first things I ever "borrowed" from her
were some studded belts. The fact that they were worn by women added
to my sense of vulnerability when I used them. I had often by now had
many fantasies of being dominated by women dressed in extremely
sexually-oriented outfits. I imagine these fantasies, coupled with the
availability of sexy clothes led me to my "borrowing" from the closet.
My first garment worn was, beside the belts, a pair of black leather
pants.

	Although they were large on me, the feel and smell of leather
really turned my on. They looked, felt and smelled sensual and erotic;
they also fitted right into my fantasies. In the house where I lived
(it was extremely large) no one ever used the basement. I moved my
computer downstairs into an unused bedroom and spent many long hours
there fantasizing and experimenting.

	>From the items my mother would never wear, I amassed a
permanent collection of some panties, pantyhose, belts, and shoes. I
remember my first pair; they were purple three inch heels with an open
toe and ankle straps. During times when I could not borrow my favorite
pants, I would use some of my own clothing to make semi-kinky outfits.
One I wore often consisted of tight black shorts worn over pantyhose
and heels with several belts wrapped around my waist.

	If I was not parading around in this or other outfits, I was
tying myself up while wearing the high heels. I had growing fears
about my kinky tendencies, but persisted because I so enjoyed them.

			     Chapter Two

	The next part of my development came a few years later. I had
gone away to school and my family had moved to another house. My
mother was at the time working in the city and my brother was
attending school nearby. When I came home for vacations, I would have
plenty of time to myself in the house. I had all the time in the world
to dress up, with my brother in school and my father at work.

	When everyone had left in the morning, I would go to the
closet and pick out clothes to try on. I would then bring them into
the bathroom and hang them on the shower rod. With each outfit, I
would parade around the house, especially in front of the mirrored
wall in my parents' bedroom.

	I had access to every kind of clothing a TV could use to fire
up his imagination. There were leather pants and skirts, silk skirts
and blouses, dresses, lingerie, high heels and every accessory
imaginable. I remember one period where I would wear only one outfit
for the whole day; it was one of my favorites.

	Black pantyhose came first, under sexy black panties with
matching bra. Then came the leather miniskirt and a tight black silk
blouse. Over this went a tight black leather jacket. On my feet were
black three inch heels. To complete the look were gold chain belts
along with other spiked belts, a pearl necklace and black leather
fingerless gloves which let my shiny red nails show.

	Soon after I had discovered this favorite outfit, I discovered
the want for anal penetration. I can't remember exactly how this came
about, but I do remember one experience that I will always remember
because it made me feel even more like a woman than anything else I
had ever felt.

	One day I cut off the end of a broomstick, taped it up for
thickness, and covered it up with a condom- presto! my first dildo! I
wore my favorite outfit without panties and I had carefully cut a hole
into the seat of the pantyhose.

	For the first half hour, I worked my new toy in and out little
by little until I was comfortable with its size. Then, for about an
hour, I feverishly slid it in and out of my hole, pretending to be
someone's sexy, slutty slave being fucked like she deserved. When I
came, I screamed out loud and shook for minutes afterward. I had
figured out just what made me really hot.

			    Chapter Three

	A few years ago, my parents separated, and my mother moved
into the city permanently. I had already turned eighteen. While on
vacation, I was left only the few items she left behind to play with.
She had left many items of underclothes, and I would wear several
layers of them and satisfy myself anally. During these sessions, I
grew to love the silky feeling of these garments. Many times, I would
insert my dildo, put on all those silky layers, bind my legs together,
gag myself and then handcuff my arms. I loved this sensation of being
filled, dressed, bound and gagged.

	When I would visit her in the city, she had to work all day
long during which time I was again able to fully dress up in her
delightful clothes. Of course I kept it up whenever I could, but the
culmination of my dressing and the fulfillment of one of my wildest
fantasies was soon to become real.

	About five months ago, she had to go to Los Angeles on
business. I was to babysit the apartment and her little dog. Ten whole
days by myself, with more clothes than I ever dreamed of! On the first
day, I got up the courage to actually go into a lingerie store and buy
something for myself. I bought a white lacy waist cincher, a pair of
black seamed stockings and a pair of plain white stockings with a lace
band at the top.

	I spent most of the entire time dressed. I tried on many
different outfits, always wearing the waist cincher with the
stockings. For just around the house, I would wear just the lingerie,
sometimes with a simple skirt or pair of pants.

	When I got horny, I wore the kinkiest, slutty combinations I
could dream up.

	One night I wore the cincher with the black seamed stockings,
and shiny black high heels. Over this I wore a very short red mini
that let the garters show. I wore a matching black bra underneath a
leather jacket. I really overdid the accessories, adding many belts
and jewelry to the outfit. I spent hours tying myself up and playing
with my dildo.

	When the week came to and end I was sad because of all the fun
I had was ending. On the other hand, I knew that I would always keep
this up...

				 Fin