My First Time
TransvestiteSome of the detail in this report is fiction, but it is
strongly based on my maiden experience of `` dressing '' and
the consequences. I think of it as `` enhanced Sojourner Truth '', for
as the Irish whiskey say `` a good tale should always improve in
the recounting ''. For the record I spent several class as a
child with a house full of Irish Gaelic peon, and great
binding in the late 1960 's I came rest home on leave from the Army
to find my female parent was away looking after her younger baby
who was ill. My founder had disappeared when I was a baby
so I had the station 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 abominable
'' passion sea wolf '' tights were the usual wear for girls at the
prison term, I had begun my sake in little girl when stockings and
suspenders were normal ( far easier to get your custody in a
girls knickers 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 drawers and found mountain of tan
stockings ( not much alternative of colours then, even melanize was rare
and regarded as too aphrodisiacal for day to day wear ).
Next I found her girdle and brace belts, slips etc, and
soon sat in a deep, boned whiteness corset with the four brace
attached with those little three-sided tabs to tan nylon stockings.
These had very little stretch in them so once attached they and
the boning gave a feeling of tight containment which I really
enjoyed. With the myopic suspender tabs and stockings designed to
only reach mid second joint, the square boundary of the corset stopped at
the bottom of my backside cheek at the rear and pressed hard on
the base of my cock at the front, giving delightful feelings,
the whole thing had me bone hard, which tented the white silky
elusion I was wearing.
For an hour or Sir Thomas More, I sat in front of a mirror, moving my legs
to `` flaunt '' stocking upper side and Elwyn Brooks White second joint figure, and occasionally
my own tool, all very sexy but no pics then unless you were rich
enough to own a Polaroid.
After wetting my thighs and stocking tops with my own cum, I cleaned
up and with `` normal '' wearing apparel on drove into the nearby market Town. As
fate would have it I found a park place close to the town centre
public toilets, the old cloak-and-dagger type, now sadly gone in most places.
This small Town loo only had two traps, but I would go and interpret both
doorway, like any normal male.
Soon I was sat in a cakehole reading the dirty narration, still at that
degree mainly hetro, with the odd gay one and zero TV narrative. As I
set forward to read a well one at the merchant ship of the threshold, something
touched my brake shoe, and looking down I saw a fist giving the wanking
sign and then wiggled a midriff digit. I understood the wanking bit
but at the time Did n't understand the fingerbreadth ( I found out not very
much later ).
My immediate response was to pull up my trouser and leave the loo
and sit in my car, while I sorted my persuasion out. I adjusted my
mirror to observe the ( only ) loo entrance. while I watched I tried to
sort out in my own mind what had just happened. I decided that there
must be a peephole in the partition and I had flashed my bare arse to
the early trap when indication. The wanking bit I understood, but that
fingerbreadth wiggling had me. I even considered that there was a Loretta Young girl
in there, wanting to swap a jacking off for a pussy fingering ( yes I was
that naif ).
After ten min no-one had entered or left the loo and I walked back
over, down the steps and back into my master copy trap. I dropped my
trousers, faced the sectionalization, and put one foundation slightly under the gap
at the ass. my foot was tapped and soon a distinction passed under, saying
'' CUM IN HERE ''.
passing next door took only a momment, and the doorway was locked behind me.
I found a 50ish man who put his cock in my hired man and started stroking
mine. As we faced each other, he leant in and started kissing me, which
I started returning without thinking, finding it very pleasurable before any
bad reaction came, so I kissed back difficult with uttermost lingua action.
His free hand started groping my arse and soon I found out what the
wiggly finger signify and did. He had some lube on and I found I
was enjoying it.
Breaking the kiss I whispered that I had a safe blank space, ecstasy near
and about my bandaging that morning. He told me his name was can and
I told him mine was Michael Soon we were driving to my home
both stroking the others cock. Once home we went to the bedroom and I
put on the corsette and stockings from the morning. As he got naked. I
started to palpate very sexy in my gear and started kissing him intemperately again
as he explored my body with his hands.
On the drive 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 encampment for several years.
Quite a few of them had taken to it and he 'd enjoyed it ever since,
He started by saying that he was a `` Top '' who did the piece of ass and expected
to have his cock sucked. He said that he thought that as I had started by
binding, that I would get a `` Bottom '' who would suck cock and require it up
my arse. I had not thought any of this through, but when I immagined myself
in both rolls, my cock stiffened as I thought of being a bottom.
SO, JUST the likes of THAT, MY NEW station IN lifespan WAS DECIDED ! !
Trully we are ruled by our cocks.
He started by showing me how to suck his turncock, controlling the penetration
by holding the groundwork of the cock and as much More of its length as needed.
I learned to disrobe back the foreskin from the helmet with my lips and to
push the tip of my knife into his pee-slit. to slide my tongue under the
dick and to always keep my teeth authorise of this preciously gist. Soon I was
really getting into it with my heading bobbing up and down over his groin.
He told me to slow down, as he wanted to pop my cherry red, 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 bobby pin on his prick to allow a little more
in each meter. 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 finger
his pubic hairs on my brim, and soon did.
All this kept him dainty and intemperately, and got me used to having a cock in my
oral fissure and pharynx for extended periods. Meanwhile, he was fingering ( that wiggle
again ) my arsehole with some lubricant ( by the end of the academic term I was
using his description, and calling it my `` purulent '' ). One, two, then three fingers
entered my twat to their full moon length, stroking in and out and round of drinks and round
to prepare me for my first fucking, always momentous for a `` girl '' as I was
beginning to reckon of myself. Its suspicious how finger's breadth up your pussy can deepen
your perceptions.
whoremonger then asked me to kneel on the edge of the bed, nates in air and lead down
into a pillow, while he stood on the floor behind me at just the right hight to
enter me. He placed his cockhead at my lubricated, and still slightly dilated,
pussy, pushing firmly forward and telling me to try to act as if I was pushing
a shit out ( which, perhaps counter-intuitively, opened my purulent up ). A curt period
of pressing, and then his cockhead just slid through with an inch or so below
the helmet, I was no farseeing a virgin, but character way to being a true `` miss ''.
I experienced some cold-shoulder pain, but his grooming had done the job, and after a
twosome of mo for my body to line up, he began to slowly work out his full length
in. Out an in, back in one and a half, adding lube at every out separatrix til
the fuzz that had tickled my Kuki, now tickled my cheeks. Again he paused, this
fourth dimension fully in me, for a duet of bit to get me used to a cunt full, then
slid fully out, but straight back in again, working the entrance heftiness, which was
still slightly painful, as well as getting my deeper bowels used to the invasion
of hard meat. After a few minutes of this, and after all pain stopped as he
re-entered me, he began a slightly brusque accident, still going fully in, but leaving
his cockhead in all the clock time. He speeded up his throw and said `` now we are really
fucking '' as I began to, quite naturely pushing back into his thrusts.
Without warning, I had an intense climax, spilling loads of spunk onto the sheets,
corsette and stockings, and thrashing about moaning. He gripped my rose hip hard and
'' Rode The tiger '', all the time fucking me difficult and faster, till I had another,
less intense but much longer cum, gripping him with punishing spasm of my slit and
taking him over the edge into his. My bowel getting a thick covering of his sperm,
enough to make various baby if I had had the redress equipment.
Both our tool slowly wilted after such an intense piece of tail, til his dropped out with
a soft `` plop '', and his mettle flowed out of my pussy and joined that on the sheets.
St. John stayed several more hour, fucking me twice more, by which time he was knackered
and my pussy was a bit sore ( before he left he annointed my pussy with a salve to
get it cook for the following day ). That came out of our talking as we kissed and
fondled between nookie. He knew that I had ten mean solar day leave left and cypher to do and
that I wanted more moral in sex. He told me that after today, he might only negociate
two fucks tomorrow, but that I deserved more ( I agreed ). So he would come `` tenish ''
with a couple of his `` Top '' acquaintance, to continue My `` founding ''. They would also work
some nicer ( that is to say sexy ) clothes for me to wear.
Rather than accept me take him back to where we had met, he used our phone to holler
one of those friends, Sam, to pick him up. he came in briefly and after presentation,
he pulled out his cock to show me. It was MUCH braggy than John, and I think Sam
and I would throw fucked there and then, had not John intervened, saying that I had
been fucked enough for the firstly day and could be damaged or put-off by Thomas More. But
that a well nights rest would have got me ready for fuller sessions the following day.
John was certainly right about the cobbler's last bit, and I trusted him after the way he had
taken me through my commencement 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 world-weary and finished it `` very bored '' in a different way.
Perhaps tomorrow Nox would detect me even more tire ?
I HOPED SO !
mass they were.
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