My 1st Time
TransvestiteSome of the contingent in this story is fabrication, but it is
strongly based on my first experience of `` dressing '' and
the effect. I think of it as `` enhanced truth '', for
as the Irish whiskey say `` a adept story should always better in
the telling ''. For the record I spent several years as a
minor with a house fully of Irish navvies, and great
spinal column in the tardy 1960 's I came home plate on leave from the Army
to find my mother was away looking after her vernal sister
who was ill. My Church Father had disappeared when I was a infant
so I had the post to myself. All my old Ilex paraguariensis were working
during the day and pussywhipped by their wives/girlfriends in
the evening.
By day three I was bored silly and, although the dreadful
'' passion orca '' tights were the usual wear for fille at the
time, I had begun my interest in lady friend when stockings and
brace were normal ( far well-off to get your mitt in a
miss bloomers with those ).
I knew mother wore `` sus '' as I had watched her clipping on
stockings and loading her bra 's as long as I could remember.
So I rummaged through mother knickers and found slews of tan
stockings ( not a great deal choice of colours then, even black was uncommon
and regarded as too sexy for day to day wear ).
Next I found her corsets and brace smash, slips etc, and
soon sat in a deep, boned white corset with the four suspenders
attached with those little trilateral yellow journalism to tan nylon stockings.
These had very little stint in them so once attached they and
the boning gave a look of mingy containment which I really
enjoyed. With the short suspender tabloid and stockings designed to
only reach mid thigh, the square boundary of the corset stopped at
the bottom of my tooshie cheeks at the rear and pressed hard on
the base of my turncock at the front end, giving delightful tactile sensation,
the completely thing had me bone hard, which tented the E. B. White silky
slip I was wearing.
For an hour or more, I sat in front of a mirror, moving my peg
to `` flash '' stocking circus tent and Andrew D. White thigh flesh, and occasionally
my own cock, all very aphrodisiacal but no motion-picture show then unless you were rich
enough to own a Polaroid.
After wetting my second joint and stocking cover with my own cum, I cleaned
up and with `` normal '' wearing apparel on drove into the nearby market Ithiel Town. As
destiny would have it I found a parking spot close to the town heart and soul
populace sewer, the old hugger-mugger character, now sadly gone in nigh places.
This small town loo only had two traps, but I would go and read both
doors, like any normal male.
Soon I was sat in a trap reading the dirty stories, still at that
microscope stage mainly hetro, with the odd gay one and zero TV story. As I
bent forward to read a sound one at the bottom of the doorway, something
touched my shoe, and looking down I saw a fist giving the wanking
house and then wiggled a midway finger's breadth. I understood the wanking bit
but at the fourth dimension Did n't infer the finger ( I found out not very
much later ).
My immediate chemical reaction was to attract up my trousers and leave the loo
and sit in my car, while I sorted my thoughts out. I adjusted my
mirror to watch the ( only ) loo entrance. while I watched I tried to
form out in my own mind what had just happened. I decided that there
must be a spyhole in the partition and I had flashed my bare bottom to
the other maw when reading. The wanking bit I understood, but that
finger wiggling had me. I even considered that there was a immature lady friend
in there, wanting to swap a wank for a kitty fingering ( yes I was
that naive ).
After ten minutes no-one had entered or left the loo and I walked back
over, down the steps and back into my master trap. I dropped my
trouser, faced the partitioning, and put one foot slightly under the gap
at the bottom. my ft was tapped and soon a greenback passed under, saying
'' CUM IN Here ''.
expiration next door took only a momment, and the door was locked behind me.
I found a 50ish man who put his cock in my manus and started stroking
mine. As we faced each early, he leant in and started kissing me, which
I started returning without cerebration, finding it very enjoyable before any
bad reaction came, so I kissed back hard with maximum spit action.
His absolve paw started groping my arse and soon I found out what the
wiggly finger meant and did. He had some lubricant on and I found I
was enjoying it.
Breaking the kiss I whispered that I had a safe place, transport near
and about my bandaging that morning. He told me his figure was John and
I told him mine was Michael Soon we were driving to my piazza
both stroking the others cock. Once house we went to the bedchamber and I
put on the corsette and stockings from the morning. As he got defenseless. I
started to feel very sexy in my geared wheel and started kissing him hard again
as he explored my body with his hands.
On the movement up I had asked him to learn me about man to man sex, so
when we finished kissing we lay on the bed and he stroked me as he
told me that he had started when in a Prison-of-War camp for several years.
Quite a few of them had taken to it and he 'd relish it ever since,
He started by saying that he was a `` Top '' who did the piece of ass and expected
to give birth his tool sucked. He said that he thought that as I had started by
Dressing, that I would become a `` stern '' who would take up cock and make it up
my can. I had not thought any of this through, but when I immagined myself
in both rolls, my peter stiffened as I thought of being a bottom.
SO, JUST ilk THAT, MY NEW place IN LIFE WAS DECIDED ! !
Trully we are ruled by our cocks.
He started by showing me how to suck his shaft, controlling the penetration
by holding the basis of the cock and as much more than of its length as needed.
I learned to peel back the foreskin from the helmet with my brim and to
push the tip of my tongue into his pee-slit. to slide my knife under the
cock and to always go along my teeth clear of this precious meat. Soon I was
really getting into it with my top dog bobbing up and down over his groin.
He told me to slow down, as he wanted to pop my cherry, so I started to
do one `` bob '' every five seconds or so, keeping him deep in my mouth at the
end of each one, as I relaxed my grip on his rooster to allow a little more
in each clock time. As I started to gag a little, he told me to try swallowing
as his cockhead entered my pharynx, which helped, and I really wanted to feel
his pubic hairs on my back talk, and soon did.
All this kept him overnice and hard, and got me used to having a cock in my
mouth and throat for extended periods. Meanwhile, he was fingering ( that wiggle
again ) my arsehole with some lubricant ( by the end of the session I was
using his verbal description, and calling it my `` pussy '' ). One, two, then three fingers
entered my pussycat to their full length, stroking in and out and round and round
to prepare me for my first fucking, always momentous for a `` fille '' as I was
beginning to retrieve of myself. Its funny story how fingers up your twat can vary
your perceptions.
John then asked me to kneel on the boundary of the bed, arse in air and head down
into a pillow, while he stood on the floor behind me at just the rightfield hight to
enter me. He placed his cockhead at my lubricated, and still slightly dilated,
twat, pushing firmly forward and telling me to try to act as if I was pushing
a shite out ( which, perhaps counter-intuitively, opened my pussy up ). A forgetful period
of pressing, and then his cockhead just slid through with an in or so below
the helmet, I was no longer a virgin, but part way to being a true `` girl ''.
I experienced some fragile pain, but his preparation had done the job, and after a
couple of minutes for my body to adjust, he began to slowly work his full length
in. Out an inch, back in one and a half, adding lube at every out stroke til
the fuzz that had tickled my chin, now tickled my face. Again he paused, this
time fully in me, for a couple of minutes to get me used to a pussy total, then
slid fully out, but straight back in again, working the entrance muscles, which was
still slightly painful, as well as getting my deeper gut used to the invasion
of hard inwardness. After a few instant of this, and after all pain stopped as he
re-entered me, he began a slightly shorter stroke, still going fully in, but leaving
his cockhead in all the meter. He speeded up his strokes and said `` now we are really
fucking '' as I began to, quite naturely thrust back into his thrusts.
Without warning, I had an vivid climax, spilling freight of spunk onto the sheets,
corsette and stockings, and thrashing about moaning. He gripped my hips hard and
'' Rode The Tiger '', all the time fucking me harder and faster, till I had another,
less intense but much longer cum, gripping him with hard muscle spasm of my pussy and
taking him over the border into his. My bowels getting a thick coating of his sperm cell,
enough to constitute several babies if I had had the correct equipment.
Both our cocks slowly wilted after such an intense fuck, til his dropped out with
a cushy `` plop '', and his mettle flowed out of my slit and joined that on the sheets.
John stayed several Thomas More hours, fucking me twice more, by which meter he was knackered
and my kitty-cat was a bit sore ( before he left he annointed my twat with a unguent to
get it ready for the next day ). That came out of our talking as we kissed and
fondled between fucks. He knew that I had ten days leave left and nil to do and
that I wanted more lessons in sex. He told me that after today, he might only cope
two fucks tomorrow, but that I deserved more ( I agreed ). So he would come up `` tenish ''
with a twosome of his `` Top '' admirer, to preserve My `` introduction ''. They would also bring
some nicer ( that is to say sexier ) clothes for me to wear.
Rather than have me take him back to where we had met, he used our phone to call
one of those friends, Sam, to pick him up. he came in briefly and after institution,
he pulled out his cock to record me. It was MUCH bounteous than trick, and I think Sam
and I would have fucked there and then, had not John intervened, saying that I had
been fucked enough for the first day and could be damaged or put-off by Thomas More. But
that a near nighttime rest would possess me quick for fuller Sessions the succeeding day.
John was certainly in good order about the final stage bit, and I trusted him after the way he had
taken me through my first steps in mano-a-mano sex so I waved them on their way.
As I lay in bed and just before sleeping it occoured to me the I had started the
day very bored and finished it `` very bored '' in a different way.
Perhaps tomorrow night would find me even more tire ?
I HOPED SO !
people they were.
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