Date: Tue, 18 Jan 2011 18:03:50 +0000
From: yoric <yoric27@hotmail.com>
Subject: transitions Part 4 of 10

This is a story written over a period of time (when I had time that is)
consisting of 10 parts. I regard it as highly erotic and covers one persons
journey through 5 years of their life. If you are not into transgenderism
then I suggest that this story is not for you. It is not all about sex, sex
and more sex (granted there is a LOT of sex) but you may need tissues for
other reasons too. A large part of this story concerns the feelings, the
highs as well as the lows of the subject.

If you are offended by acts of a sexual nature, then you may find you are
on the wrong site entirely. If you are too young to be reading this in your
country/region, I will tell your mommy.

If you want to comment please feel free to email me at the address listed
above, if you want to flame please feel free to drop a very large rock onto
your head.

Al persons named and featured in this story are fictional and bear no
resemblance to anyone living, dead or not yet born.

Part 4 – The Virginity

Tonight is a Friday night and I know the routine. Marie told me that she
was bringing a new man to the flat and something different would happen, I
wasn't to be told what but that I was to be totally clean and on my best
behaviour.

8 o'clock came and my mistress wafted in through the door with a handsome
black man in tow. It never ceases to amaze me how I now look at men in a
sexual way, but at the same point I can't ever remember the point in time
when they started to look sexually appealing to me. He had a good figure
and well tailored clothes that hinted at a muscular frame, chiselled good
looks and the deepest brown eyes I had ever seen, I knew I was going to
enjoy pleasuring this man. I also knew from the appreciative looks I was
getting, he was certainly going to enjoy me.

I was ordered to serve a light supper so off to the kitchen I trotted in my
black teddy and matching thong, my hips swinging because of the heels I now
habitually wore at home. I kept myself shaved from top to toe so that I
would not spoil my hold up stockings and I admit, I did make a pretty
picture from the back.

Dinner was served and eaten (I had already eaten previously in order to
serve them better) and a bottle of wine was in the process of being
demolished by this handsome man and my mistress. "Michael, it is time for
the main course, please see to it that our guest is ready for this
evening's festivities" I knew what that meant and I was immediately in
front of his crotch opening his flies and releasing a nice 9 inch cock. My
mouth immediately went into action licking and teasing the glans before
plunging my mouth over his exposed manhood. I kept this up for 5 minutes
licking and sucking before Marie dragged me away and led us to the
bedroom. I was told to undress the man which I did, exposing a masterful
hairless chest, dark brown nipples and a very well defined six pack. I took
some time lingering with my tongue on his nipples before sliding his
trousers and boxer shorts down his legs and giving him another very short
mouth action on his raging cock.

I was told to come to the bed as Marie wanted to be prepared but I was
unwilling to let go of this wonderful meat from my mouth, not that I needed
have worried as it turned out. I was ordered onto my knees in front of
Marie's willing snatch and I went to town, licking and slurping her pussy,
next thing I knew this beautiful cock was back in my vision and I was
alternating between sucking cock and slurping pussy. Marie turned onto all
fours to allow this lovely cock access to her waiting and soaking pussy
which needed no second bidding. He slammed full force into her and buried
his meat into her up to the hilt in 1 hit and then started riding my
mistress like a man possessed, all the while she was bucking back at
him. After 5 minutes of this furious pace he changed his angle and started
fucking her ass, something I knew would have her cumming in a very short
time especially with the amount of pussy and clit fingering that was going
on.

I could tell from the grunting and moaning that both of them were
approaching their climax when he suddenly turned her over onto her back,
lifted her legs into the air and started once again on her pussy, hammering
into her hard and tweaking and sucking her nipples until she went wild,
bucking and thrashing, forcing her pussy up onto this wonderful cock. I
could see him cumming into her, his cock pulsing as he deposited his seed
deep into her cunt.

They finally managed to come down from whatever cloud they were inhabiting
and he rolled off, a veritable torrent of cum poured from her battered hole
and down into the crack of her ass as they lay there panting and glistening
with sweat. My own panties were damp with my addition to the smells that
were abound in the bedroom when a hand gesture from my mistress ordered me
to clean up our guest. "make sure he is clean now, I want him ready to go
again shortly"

I really needed no other excuse to experience that cock again, soft as it
was it was still covered with a mixture of his and her juices, a heady
cocktail at the best of time made even better by my attraction to this god
of a man. Slowly I started to lick and savour the smells and tastes of this
wonderful meat and in short order I was rewarded by the stiffening of his
manhood, now my intensity surged and I licked and sucked his man meat like
a lollipop, willing it to rise further and return to its former glory.

"you certainly like that cock don't you my little slut?" purred my
mistress, I could only grunt an affirmative as his cock was getting just
long enough to reach into my throat, my favourite position. "that's good,
because that cock shortly is going to take your virginity and you are going
to know exactly what it feels like to have a load of cum dumped into your
arse". My mind reeled and I paused in my sucking, however the words had
another effect on the cock in my mouth which jerked, helped by the hand on
the back of my neck pushing my head further onto it.

"come, it is time you took care of me" I moved across the bed, still on all
fours and placed my mouth over my mistresses pussy, licking up all the
juices my tongue could find, across her perfect and recently fucked ass and
then into her pussy to recover what I could. The man had moved behind me
and hooked the crotch of my panties to one side, I felt him drip saliva
right onto my asshole and work it around with his finger. Now up to this
point I had taken 2 of my mistresses fingers in my ass in her training of
prostate massage so I was no stranger to having my ass probed, but I knew
full well that this cock would be something else entirely. His probing of
my ass felt good nonetheless and I soon forgot my trepidations and went
back to my job of licking and sucking Marie's pussy and ass, occasionally
probing her stretched anus with my tongue for that extra something.

So intent was I on pleasuring my mistress that I was unaware that the
fingers had been withdrawn, it was only when I felt something blunt being
pressed against my hole did I realise I was about to get fucked for the
first time. The pressure ramped up and I felt my asshole begin to stretch
wider and wider, he would draw back a fraction of an inch and then resume
his inexorable progress inside me. I felt as though I was being stretched
to the limit and the pain was almost unendurable and sweet at the same time
when all of a sudden pop, my ass closed around his head. A shot of intense
searing pain shot through me making my jump but mistress had been waiting
for this. Her hands closed around the back of my head and pulled my face
harder into her crotch, jamming my extended tongue deep into her waiting
cunt.

He held still for a minute and withdrew slowly, I felt my ass closing once
again before he pushed a second time and in popped the head again, another
shot of pain but less than the first. I felt like begging for him to stop
but my love for my mistress and the feelings of wanting to please her
overwhelmed me so I gritted my teeth and bore him. His second push managed
to work his cock deeper inside me than I thought it was possible, in
reality it was only his head and maybe an inch of his thick cock inside
when he started to pump, every stroke going deeper and deeper with his
strokes getting longer and longer. I was soon amazed to feel his tight ball
sack in contact with mine and I realised he was all the way inside me, the
pain had long since abated now there was just pure pleasure. I felt his
hand reach around to my unbelievably hard straining cock which was leaking
fluids at an incredible rate, he scooped up some and on his next trip out
of my ass, spread some onto my strained and stretched hole. He was actually
using my cum for lubricant.

This soon had me pushing back against him, forcing my ass onto his shaft,
willing him to fuck me harder. I realised that this is what all this had
been building up to, I was now totally subservient to my mistress and
whoever she thought fit to fuck me, to ram their cock down my throat, to
force their pussy or tits into my mouth, I was their sex slave and they
could do anything they wanted to me.

His rhythm picked up and his cock slammed into my willing arse time after
time, occasionally re-lubing my arse with copious amounts of my own cum or
his spit to stop my hole from drying out, just when I thought he couldn't
fuck me any harder, he did. I was so lost in my own pleasure I totally
forgot to lick the pussy that was in front of my eyes, but my mistress
sensing that I was somewhat overwhelmed took care of her own pleasure and
allowed me to experience my first fuck without let or hindrance. This
thought only made me love her all the more, just as I loved this anonymous
black cock that was currently ploughing my arse ready for his seed. And
when it did come, I knew I had been planted. His thrusting grew frantic,
great grunts came from his mouth and I felt his cock swell in my ass,
stretching it further as he shot volumes of cum deep into my willing
pussy. Feeling his cum splash my insides sent me totally over the edge and
I filled my knickers with everything I had left.

His thrusting stopped with only the occasional twitch as he collapsed on
top of me, his cock still buried in my pussy and still pulsing the
occasional dreg of cum into me. It was a miracle I didn't fall on top of
Marie but she had the presence of mind to see what was going to happen and
moved out of the way first. After a few minutes he withdrew his member from
my hole and I felt my first trail of cum trickle out of my used and abused
hole, over my ball sack and mingle with my own juices in my totally ruined
knickers.

I had never felt so utterly satisfied in my entire life. I loved the
feeling of his sperm in my ass warming me from the inside, my hole slowly
closing and stopping the flow of fluid from my insides. This was now my
cum, this was now my purpose in life, I was here for this reason, to serve
cock, to take cum and to feel like a woman. That realisation shocked me at
first, but I knew then that I truly wanted to be a woman. No, I truly WAS a
woman but it took an injection of sperm to make me realise that. The
memories of first putting on women's clothes and feeling how natural they
felt, sensing the wiggle of my hips when I wore heels and the feeling of
sexiness when dolled up to the nines all made perfect sense to me now.

The rest of the night was something of a blur, I was fucked again and again
in varying positions, my mistress and I would share the cock for the rest
of the night until we all collapsed into an untidy heap on the bed. I lost
count of how many times the cock exploded inside me, of how many cock
full's of thick creamy spunk ended up inside my pussy but I do remember
waking in the morning, feeling extremely sore on mistresses's bed and
strangely alone. I was revelling in the feeling of an abused but satisfied
man pussy when I heard my mistress bidding farewell to our anonymous guest
and the door closing behind him.

"So my little cock slut, I see you are awake. How is my little whore this
morning?"

I tried to sit up but my sore arse stopped me in my tracks. "Just you wait
there for a minute" she said, a look of concern shooting across her
face. She went around the bed to her nightstand and brought out a tub of
cream, "I hadn't expected you to go at it quite so hard last night, I can
only imagine what your poor little pussy must feel like this morning". With
that she rolled me partly onto my side and spread my legs so she could gain
access to my aching cunt. Dipping her hand into the tub of cream she spread
my arse cheeks apart and inspected the damage.

"It's looks very sore, but its closed up again nicely, no tears or bleeding
and apart from the redness you would never know you weren't a virgin
anymore." she applied the cream to my tender hole which made me jump as it
was quite cold but soothing at the same time. She gently inserted a finger
into me which made me jump and wince but the pain was only momentary as the
cream did its beautiful work. Finishing her first aid she turned me onto
her back "So tell me, what did you think of last night's activities?"

I told her how much I enjoyed it, how pleasurable it was to feel the object
of so much passion and finally told her of the realisation I had come to
after that first fuck. She just looked at me, I could see tears welling up
in her eyes and I thought I had upset her or displeased her in some way,
then the most beautiful smile broke across her face and I could see they
were tears of joy and not sadness.

"I have been hoping you would come to that realisation for about 3 months
now, you see unlike Kate who has cross-dressing tendencies, I saw you as a
full transgendered person who couldn't see the wood for the trees, there
you were going through a succession of female partners never once realising
that it was you all the time who wanted to be loved, wanted to be fucked
and you who wanted to feel what a woman can only feel which is the pure
ecstasy of a man making love to you and planting his precious seed where he
wants it most."

With that she hugged me fiercely and we both wept. "OK" she said eventually
after we had both wiped our tears "this is going to take some planning but
we should also see about getting you a new wardrobe."

After a brief search on the internet we found a TG friendly clothes shop
and made our way there. The sun seemed so bright, the day so light and I
wondered how much this had to do with my mood. It felt as though a great
weight had been lifted from my shoulders as we browsed through the dresses
and skirts, blouses and finally into the back of the shop where all the
lingerie was. The attendant was a pretty looking thing, darling figure and
perfect breasts that stuck out, she introduced herself as Rebecca and was
full of hints and tips. I would never have dreamed that she too was a full
TS, having been through surgery 3 years before and living with her partner
happily for over 2 years.

The pile of clothes mounting on her arm looked far too much and I wondered
how I was ever going to pay for all these, I mentioned my fears to Marie
who just smiled coyly and told me all would become clear soon. After a bit
more browsing, she sent Rebecca off to see about some shoes and then drew
me aside. "When I called you my little whore this morning, I wasn't
joking. That man who came around last night was no ordinary man, he was
what we call a 'punter'. That little episode you gave him last night earned
you £2500, it was going to be put aside and I was going to reveal to you
that you were essentially being pimped out as a very expensive call sub
once we had finally figured out exactly which direction you were going to
go on, well now we have."

I was stunned, I was actually a whore, I was someone who sold my body to
the highest bidder purely for sex. I was to be used as a fuck hole time and
time again and it appalled me, then intrigued me then turned into full
blown lust as I realised that not only could I get as much sex as I wanted,
as much cock as I wanted but I'd be paid to do it ... I'd have done it for
free and £2500 was a hell of a lot of money. "Let's go shopping" said I

Another 18 months has passed ...

Marie was good to her word, she found a private doctor that specialised in
transgender treatments, he was ultra professional and referred me to a
psychiatrist, private again, who helped me with my case. I was apparently a
clear cut case of transgenderism realisation of which has only surfaced
recently through developments in my personal life and the meeting of a kind
enough spirit that allowed my true feelings to blossom. I decided at this
point that I was not going to let him in on the secret of exactly HOW I
came about this revelation, the less said the better. All in all, that took
about 6 months of repeated psychiatric evaluations and was rubber stamped
by a second psychiatrist. Finally my treatment could begin ...

The actual drug therapy was remarkably simple, all this constant sex in a
subservient role seemed to have the effect of dampening my ability to
produce testosterone and my doses of estrogen had to be dropped twice
because of over development. While all this was going smoothly however,
work was not.

My budding femininity was starting to show and it was getting increasingly
difficult to hide the fact. Being the male dominated society it is, Marie
and I decided it would be better if I stopped work until my change was
sufficiently advanced for me to pass as female with absolutely no questions
asked. I was however tasked with practicing my lifestyle change, makeup
techniques, how to walk in 6 inch heels, fashion tips and the like.

And then 3 months later my mother died...

Dont forget to read the next installment: Part 5 - The Family