My First Base Time
TransvestiteSome of the item in this story is fiction, but it is
strongly based on my low gear experience of `` dressing '' and
the consequences. I think of it as `` enhanced truth '', for
as the Irish whiskey say `` a good tale should always improve in
the notification ''. For the record I spent several years as a
tiddler with a mansion full of Irish drudge, and great
Back in the late 1960 's I came home on farewell from the United States Army
to find my mother was away looking after her new sister
who was ill. My father had disappeared when I was a baby
so I had the place to myself. All my old mates were working
during the day and pussywhipped by their wives/girlfriends in
the evening.
By day three I was bored silly and, although the atrocious
'' passion killer '' tights were the usual habiliment for girls at the
time, I had begun my interest group in little girl when stockings and
gallus were normal ( far easier to get your hired hand in a
girls knee breeches 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 mothers drawers and found portion of tan
stockings ( not much pick of colours then, even black was rare
and regarded as too aphrodisiacal for day to day wear ).
Next I found her girdle and gallus bang, slips etc, and
soon sat in a thick, boned white corset with the four suspenders
attached with those slight trilateral tab key to tan nylon stockings.
These had very little stretchiness in them so once attached they and
the boning gave a tone of blotto containment which I really
enjoyed. With the poor brace lozenge and stockings designed to
only reach mid second joint, the square edge of the corset stopped at
the merchant ship of my arse cheeks at the backside and pressed hard on
the base of my cock at the figurehead, giving delightful feelings,
the totally thing had me bone hard, which tented the Andrew D. White silky
sideslip I was wearing.
For an hr or more, I sat in forepart of a mirror, moving my legs
to `` show off '' stocking tops and whitened thigh human body, and occasionally
my own peter, all very sexy but no exposure then unless you were rich people
enough to own a Polaroid.
After wetting my thighs and stocking tiptop with my own cum, I cleaned
up and with `` normal '' dress on drove into the nearby market town. As
fortune would have it I found a park place close to the townsfolk substance
populace toilets, the old undercover case, now sadly gone in most places.
This minor townspeople loo only had two cakehole, but I would go and read both
doors, like any normal male.
Soon I was sat in a ambuscade reading the dirty fib, still at that
stage mainly hetro, with the odd gay one and zero TV tales. As I
knack forward to read a honest one at the derriere of the door, something
touched my shoe, and looking down I saw a clenched fist giving the wanking
star sign and then wiggled a halfway finger. I understood the wanking bit
but at the meter Did n't understand the finger ( I found out not very
much later ).
My immediate chemical reaction was to extract up my trousers and leave the loo
and sit in my car, while I sorted my thought out. I adjusted my
mirror to look out 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 sectionalisation and I had flashed my bare hindquarters to
the former ambuscade when reading. The wanking bit I understood, but that
finger wiggling had me. I even considered that there was a young girl
in there, wanting to swop a wank for a pussy 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 original trap. I dropped my
trousers, faced the partition, and put one fundament slightly under the gap
at the derriere. my foot was tapped and soon a note passed under, saying
'' CUM IN Here ''.
Going succeeding doorway took only a momment, and the door was locked behind me.
I found a 50ish man who put his pecker in my hand and started stroking
mine. As we faced each other, he leant in and started kissing me, which
I started returning without mentation, finding it very pleasurable before any
bad reaction came, so I kissed back toilsome with maximum tongue action.
His absolve hand started groping my arse and soon I found out what the
wiggly finger have in mind and did. He had some lubricant on and I found I
was enjoying it.
Breaking the osculation I whispered that I had a condom place, transportation near
and about my grooming that morn. He told me his figure was whoremaster and
I told him mine was Michael Soon we were driving to my place
both stroking the others cock. Once household we went to the bedchamber and I
put on the corsette and stockings from the good morning. As he got nude. I
started to finger very sexy in my gear and started kissing him severe again
as he explored my torso with his work force.
On the drive up I had asked him to teach 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 coterie 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 fucking and expected
to give his peter sucked. He said that he thought that as I had started by
fertilisation, that I would become a `` Bottom '' who would suck turncock and take it up
my asshole. 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 LIKE THAT, MY NEW PLACE IN LIFE WAS DECIDED ! !
Trully we are ruled by our cocks.
He started by showing me how to blow his peter, controlling the penetration
by holding the base of the cock and as much to a greater extent of its duration as needed.
I learned to disrobe back the foreskin from the helmet with my back talk and to
push the tip of my lingua into his pee-slit. to skid my knife under the
cock and to always continue my dentition clear of this cherished meat. Soon I was
really getting into it with my head bobbing up and down over his groin.
He told me to slow down down, as he wanted to pop my cherry, so I started to
do one `` bob '' every five second base or so, keeping him deep in my backtalk at the
end of each one, as I relaxed my clutches on his cock to allow a little more
in each prison term. As I started to gag a lilliputian, he told me to try swallowing
as his cockhead entered my pharynx, which helped, and I really wanted to feel
his pubic pilus on my lips, and soon did.
All this kept him decent 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 academic term I was
using his description, and calling it my `` pussy '' ). One, two, then three fingers
entered my cunt to their full distance, stroking in and out and round and round
to cook me for my maiden fucking, always momentous for a `` girl '' as I was
beginning to cerebrate of myself. Its risible how fingers up your pussy can change
your perceptions.
John then asked me to kneel on the edge of the bed, tush in air and head 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,
slit, pushing firmly forward and telling me to try to act as if I was pushing
a turd out ( which, perhaps counter-intuitively, opened my twat up ). A forgetful period
of pressing, and then his cockhead just slid through with an inch or so below
the helmet, I was no longer a virgin, but part way to being a true `` girl ''.
I experienced some slight infliction, but his preparation had done the job, and after a
twain of mo for my body to adjust, he began to slowly work his full distance
in. Out an inch, back in one and a half, adding lube at every out stroking til
the tomentum that had tickled my chin, now tickled my cheeks. Again he paused, this
time fully in me, for a couple of hour to get me used to a pussy full phase of the moon, then
slid fully out, but straight back in again, working the entrance muscles, 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 infliction stopped as he
re-entered me, he began a slightly shorter diagonal, still going fully in, but leaving
his cockhead in all the time. He speeded up his diagonal and said `` now we are really
fucking '' as I began to, quite naturely advertise back into his thrusts.
Without warning, I had an intense orgasm, spilling loads of tinder onto the canvas,
corsette and stockings, and thrashing about moaning. He gripped my hips hard and
'' Rode The Tiger '', all the clip fucking me harder and faster, till I had another,
less intense but much longer cum, gripping him with toilsome muscle spasm of my pussy and
taking him over the edge into his. My bowels getting a dense coating of his sperm cell,
enough to make various babies if I had had the right equipment.
Both our cocks slowly wilted after such an acute fuck, til his dropped out with
a soft `` plop '', and his spunk flowed out of my slit and joined that on the sheets.
John stayed various Thomas More hr, 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 ready for the next day ). That came out of our talking as we kissed and
fondled between ass. He knew that I had ten days leave left and nothing to do and
that I wanted more than lessons in sex. He told me that after today, he might only manage
two fucks tomorrow, but that I deserved more ( I agreed ). So he would come `` tenish ''
with a match of his `` Top '' friends, to go forward My `` induction ''. They would also impart
some nicer ( that is to say sexier ) clothes for me to wear.
Rather than take in me take him back to where we had met, he used our phone to call
one of those friends, Sam, to find fault him up. he came in briefly and after intromission,
he pulled out his cock to record me. It was MUCH bigger than whoremaster, and I think Sam
and I would receive fucked there and then, had not can intervened, saying that I had
been fucked enough for the first day and could be damaged or put-off by to a greater extent. But
that a good nights rest would have me fix for Melville Weston Fuller sessions the adjacent day.
Gospel According to John was certainly right about the conclusion 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 world-weary and finished it `` very bore '' in a different way.
Perhaps tomorrow nighttime would find me even more bored ?
I HOPED SO !
people they were.
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