Justins Descent Part 1
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Just Like Pretty Woman free porn video
Just like Pretty Woman
You know looking back I suppose that a part of me had always secretly
wanted my life to turn out the way it did. I mean I had always enjoyed
dressing up in my sisters or Aunts clothes, applying my make-up,
acquired sometimes illegally, from the pharmacists, in a rather ham-
fisted and amateurish fashion. Padding my bra out with sponges stuffed
into stockings, to give me the appearance of a beautiful pair of
breasts.
As I got older, I started to realise that there was an unspoken aspect
to my actions, and they were beginning to materialise as desires. I lost
my virginity to the girl next door, we had both just turned sixteen and
it was one of those easy to forget experiences. I was confused and
embarrassed, while she ended up crying, but all the while I was checking
out her body, not in a lustful manner, just out of jealousy. I also, to
me, seemed to spend a disproportionate amount of time touching her
clothing, checking labels and feeling the material against my skin.
Fortunately she didn't notice and afterwards, it was as if it had never
happened.
My second sexual experience was with her brother. He had spied me
through my window, dressing up as a girl and had sneaked into our house
through the backdoor. I hadn't realised until he walked into my room and
confronted me, whilst in my bra, knickers, hold-ups and a little tartan
mini-skirt (I still love wearing those). He was rampant; I could see his
erection bulging before him. Apparently he had been just about to have a
wank over some pictures on the web, when he'd spotted me. It was rough
and uncompromising, with little finesse. He simply pushed me back onto
the bed, before turning me over and pulling down my knickers. He applied
some Vaseline to my little pink bud, before pulling my hips back towards
his cock. Without any foreplay he simply thrust himself deep into my
male pussy, clamping his hand firmly over my mouth to dampen my screams.
Because no matter who you are or how much you've pleasured yourself in
private, your first true fuck is painful, although after what seems like
ages the pain begins to blur into pleasure, which is how I like to
remember that afternoon.
That wasn't the only time he fucked me, it became a regular thing every
Sunday afternoon, he even started buying me clothes and presents and
treating me like his 'bit on the side'. Once he even took me out in his
car, albeit about an hour away from where we both lived. But I remember,
we sat on a rug on a hillside and spent a whole evening together, me
letting him pleasure himself all over and inside me. Sucking his cock
until it exploded deep in my mouth and riding him like a cowgirl. That
was the first time I had experienced sex al fresco and it was fantastic.
I always look back on those times with fondness; I often wonder how I
would have turned out if I my experience with his sister had been as
thrilling as my experience with her brother. I had obviously decided
that I no longer wanted to be a boy and had saved up enough money to
start the process to change.
Telling my parents was really difficult; my mother thought that it was
her fault that she had been too overly familiar with me, too spoiling.
She thought that all I needed was a good woman to put me straight. My
father, well he blamed my mother as well. Said none of his family had
ever been a 'pooftah!' and that it must all be my mother's fault, from
her side of the family. I didn't stay around for much longer after that,
I'd made some contacts through the web, and I decided to simply leave
rather than stay with them. As far as I know my parents are OK, my
mother occasionally sends letters, whenever my dad is away, letting me
know how things are. She still though calls me by my birth name, it's
like I'm playing a part in a play and that all this isn't real to her.
There's nothing I can do to change her view of things, but I know that
she will always love me, just not who I have become. But I haven't seen
either of them since that night and to be honest I really don't know
what I would say to them now anyway.
I ended up working at a volunteer centre, helping those within the LGBT
community, find jobs and helping them to deal with difficult issues,
which tends to concern the Neanderthals who still inhabit the 21st
century.
My foray into the Escort business though, well that is a different
matter altogether and one that I wasn't really considering as a
lifestyle choice.
I had agreed to catch up with a friend, Amy, fellow TS who was in town
for one evening and because I knew that we were going to be out late,
I'd decided to book into the same hotel as Amy. We'd spent the afternoon
shopping and being 'ladies that lunch' before heading back to the hotel
to get changed. Amy is 5'6", just shorter than me, has brown hair and
the prettiest little gamine face that you could ever wish for - I am
quite jealous of the way she looks, I'd die for her cheekbones! We still
meet up and every time I see her, my heart skips a beat and a smile
comes to my face automatically, and I often wonder about the two of us.
I had agreed to meet her in the bar, just after 7.30, and we would then
pop out to the little Italian round the corner for something to eat.
While I stood at the bar, I was approached by a businessman, Rupert, who
asked to buy me a drink. We chatted, and even though the conversation
was pleasant enough, I didn't want it to go too far - although from what
I remember about his groin he wanted it to go further all right. Just
then Amy arrived, followed by a man, who was a colleague of Rupert's,
Marco. They asked the both of us to join them for a glass of wine and
some conversation, to which we both agreed.
I had put on my black lace dress that came just above the knees, and was
backless and figure hugging, which even if I do say so myself made me
look really good. Both of the guys complemented us on how beautiful we
looked, and although I'm sure that there was some substance in the
conversation most of it centred on the two of them flattering us and
chatting us up, which I know was working for Amy and for myself. It was
therefore natural; when they asked us to join them for dinner that we
should agree and so it was that we ended up, all four of us at the hotel
restaurant, spending a pleasant evening together. I ended up, somehow,
next to Rupert, who from the size of his groin was in a state of some
discomfort. I had noticed on the way to the restaurant, and then when
walking to the table that he had started to let his hand linger on the
small of my back, gentle motions of his fingers, touching and caressing
my skin. At first I wasn't sure if I was reading the situation right,
but after his hand had 'accidentally' brushed my thigh I knew that I had
the situation pegged right - the same realisation had dawned on Amy as
well about Marco's intentions.
To me it was the culmination of a wonderful day with my friend. We'd
been shopping, bought some new clothes and toys, and were now spending
the rest of the evening in the company of two attractive men, who were
intent on flirting with us until the end of the evening. Neither of us
had any clue as to how the evening would turn out in the end, but we
were happy to let proceedings take their course.
It was during dessert that something happened that I had been dreading
and yet I knew was inevitable. Rupert had placed his hand on my thigh
all the way through the latter half of the evening and simply left it
there, touching and squeezing my nylon enwrapped flesh at every
opportunity. It was though just at the moment that my Tiramisu arrived
that he slipped his hand further up my leg and it was at this moment
that my subconscious kicked in because in response I simply opened my
legs up, ever so slowly, to allow him access to the confluence of my
lust and desire. Because his dessert hadn't arrived, I took a spoon of
mine and offered it to his lips, allowing the creamy texture of the
Tiramisu to linger on his lips, while all the time this was happening
his fingers were reaching the point of no return. It was just at the
moment that his mouth closed over the spoon that his eyes widened
slightly and I could feel his eager fingers stroking the outline of my
throbbing erection, before they stopped.
Unbeknown to me, at almost the same time as Rupert was making his
discovery Marco had also discovered Amy's little secret, although all
told it's not so little.
Both Amy and I looked at each other and realised that the situation had
slightly altered somewhat and so we excused ourselves to the ladies
room. We found a cubicle that was free and both got in to talk through
the situation. It was clear to both of us that we each liked our
respective businessmen, while they had both expressed appreciation and
admiration of both of us. Neither of us though were sure how their
recent discovery of who and what we were would alter their feelings
towards us, so we decided to go back out and deal with it face-on.
When we got back out we were shocked and embarrassed to find that the
guys were no longer at the table and that the bill had been settled
already. A sense of unease and I have to say from my point of view,
disappointment, settled on both of us. We picked up our purses and left
the restaurant intending to go back to our rooms, or maybe even have a
drink in commiserations before going back to our rooms and our
vibrators. As we turned around we saw the guys walking towards us. They
apologised for leaving abruptly, but they felt that it was best if we
took this someplace else, the restaurant was too public for what they
were thinking. Amy and I exchanged some hopeful glances and smiled.
Marco took Amy away with him by the arm, while Rupert asked if I had a
room where we could continue the evening.
In the lift going up to my room, he stood behind me, all musk and heat
pouring from his body, his tall and hard frame pressing against me. He
ran one of his fingers down my back, teasing the flesh, before slipping
his hand inside my dress as it kissed my bottom, so that his firm hand
cupped my cheeks. He whispered into my ear about how he loved
transsexuals, preferred them to real women. His brandy infused breath
melted my flesh as it oozed over my neck and into my ear. He leant in
and kissed the nape of my neck as the lift stopped at my floor.
As we walked down the corridor it was as much as I could do to stop
myself from turning around and sucking him off there and then, every
inch of my body yearned for his prick, desired, and almost demanded it
to pleasure me. At the door to the room, he simply lifted the hem of my
dress and pressed his erection into my bottom; I knew that both of us
were straining at the leash and that foreplay would not be on the menu
tonight!
As the door swung shut, he pulled me into his arms, and then he placed
his hand on the back of my head and pulled me towards him. Our lips
crashed together, his tongue thrusting firmly into my mouth, his hands
running up and down my spine, sending shivers of lustful expectation
coursing through my body. Like my very first experience with a boy,
there was no romance in this experience it was pure unadulterated lust
and sexual desire. Somehow we stumbled along the wall towards the bed,
all the while divesting each other of our clothes, although all said he
had more on than I did. He pushed me back down onto the bed, sitting
before him with my beautiful post-op breasts and my 7" erection
throbbing to the beat of my heart, framed by the fish-net hold-ups that
I was wearing, I surveyed the man before me, all 6' of horny bastard.
His throbbing erection pointing straight towards me, its firm 8"
complimented by its circumcised head and trimmed pubic hair.
He didn't have a six-pack, but it was well defined and firm, like those
statues of Greek gods in the British Museum. I leant in towards his
groin, gently licked his mushroom cap, running the tip of my tongue
slowly along his aroused slit, tasting his flesh as I went. I cupped his
testicles, gently squeezed them in my fingers, my crimson nails digging
into the pliant flesh. I ran my mouth down his shaft, tasting his lust
as I worked my way down, before working my way back up towards the tip.
I pushed my mouth firmly down his shaft, letting it tease my mouth
wider, before I pressed my lips firmly against the shaft. All the while
my tongue had continued to tease his erection, urging him onwards
towards his climax. He grabbed my hair by the back of my head and forced
me further onto his phallus, pushing his tip towards the edge of my
throat until I thought that I would gag on his flesh. Back and forth,
back and forth, back and forth, our tableau enacted in the fashion that
both of us had wanted all evening, my throat relaxing as my body warmed
to the motions, to the feelings that were burgeoning deep within my
flesh. And so it was that I was completely unprepared for his
ejaculation, for the stream of hot salty spunk that shot forth deep into
my throat, struggling I managed to swallow every single drop of his seed
as it shot between us.
In ecstasy, I fell back onto the bed, my hands going straight to my
breasts to cup them in warmth and arousal, revelling in the sensations
as the warm seed slipped down my throat into my willing belly. I writhed
on the bed, sensations coursing through my body, oblivious to Rupert and
his own arousal until I felt his hands sliding up my thighs to lift my
buttocks from the duvet, to pull my eager and willing body towards him
by my hips, before he pushed my legs back towards my head, thrusting my
beautiful rose bud high up in the air so as to provide swift access to
my pleasure. His fingers slipped into my boy's vagina, lubricating his
passage, two and then three widening it, making it ready for his tool,
so big and firm. As he pressed the tip of his erection against my
portal, I felt my body begin to relax, to entice his phallus into my
willing body. Inch by inch he thrust himself into my body, ripples of
orgasmic pleasure preceding his tool deep into my body, electrifying
every nerve end until I felt that I would explode. Grabbing me by the
hips, he pulled me full onto his prick, touching places inside me that
screamed in pain and yet morphed into feelings of pleasure.
With my stocking clad legs pressed firm up against his chest, he thrust
rhythmically deeper and deeper into every crevice of my willing body, my
own throbbing erection tense and nervous for any single touch. Like a
hair trigger, I knew that it wouldn't take much for my own prick to
ejaculate its hot seed across my body in a rainbow of passion. To the
edge of my bud he withdrew, before thrusting hard and fast back deep
within my body, again he played me; again he pushed back against my
body. I could feel his tension underneath the surface, his arousal
barely contained by his mind. His animal instincts were barely in check,
before he simply abandoned himself to his lusts, his desires and simply
fucked me, thrusting in and out of my vagina, without any care for
subtlety, romance or sensitivity to my needs. The base nature of his
actions was etched across his face; I watched as his mouth opened in
ululating ecstasy as his flesh released its hot seed deep within my
body. The base of his erection throbbed in heat as he ejaculated hot and
hard into my vagina. I felt the warmth as it suffused throughout my
flesh, as it shot hard and firm within me. Not once did he let go of my
hips, pulled firm against his groin the tears coursed down my face as
the agony of our copulation swiftly turned into orgasmic pleasure.
All it took for the d?nouement, the final act was a simple drop of
sweat, falling from his brow, to touch my heightened flesh of my own
expectant erection, to send me over the edge and cause my own
ejaculation to shoot forth, arcing from my body, to splash hot and sweet
across my breasts, some even fell against my lipstick, at which in
instinct I simply ran my tongue over my coral lips and supped my own
seed.
To me it seemed like the time spent together was hours, and I was sure
that if I had chosen to look out of the window, that I would have seen
the sunrise. But instead it was only an hour that we spent together,
spending all of the time pleasuring ourselves, through my flesh and my
willingness. He sat on my waist, masturbating across my breasts,
ejaculating direct into my face, filling every sense with the smell,
taste and sensation of his spunk. We took a shower together, and turning
me round he thrust himself deep within me, using my male cunt to fuck
me, to fill me and to pleasure his own needs.
The sensation of the hot water hitting my naked flesh, while all the
time, his ball sack slapped against my cheeks, his thrusting cock,
rooting around inside my male pussy, seeking out nooks and crevices that
he had not found before. Every motion, every thrust, every touch of his
flesh was a torment for me; not in pain but in pleasure, because my
nerves were on fire, every action was a pleasure to me, enhanced by the
water as it coursed all across my body. At the end of the hour I lay,
satiated on the bed, a towel underneath me, my breasts heaving in
exertion, my own prick, resting loose against my stockings. As such I
wasn't really paying attention when he threw the money on the bed, when
he began to dress, and when he thanked me for the evening.
I still hadn't taken all of it in, when he asked if he could hire me for
an evening next month. It was only slowly that I realised that he had
mistaken me for an escort and that he intended to pay me for the
evening's pleasure. I was just about to put him right, when I realised
that he had given me ?250 for a couple of hours, of what for me had been
ecstatic pleasure. Given that he had paid for my dinner and that he
wanted to meet next month, and was talking about presents, suddenly any
morals, any concerns that I might have harboured, vanished. He kissed
me, we exchanged mobile numbers, before he left through the door,
leaving me alone with a Cheshire cat smile on my face, as I fell back
onto the bed revelling in the sensations coursing through my body and
the sheer wickedness of my actions, my thoughts and the decision.
And so that is how I became an escort, albeit to Rupert, but sometimes
to others.
Marisol
- 31.12.2021
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