Date: Sat, 1 Aug 2009 05:38:37 +1200
From: Hugh Corbett <intuit4fun@hotmail.com>
Subject: Boy to Man

This story is based on real events. The author reserves the copyright of
this story.

Boy to Man

My first sexual experiences began when I was eleven. I was pretty naive
back then, and very excited by everything sexual. At the same time that I
was feeling up girls for the first few times, I got involved with a group
of older boys at school who were experimenting with sex with one another.
My cock was then very big for someone my age, and was too big for any of
the girls I was playing with, but it made me popular with the older group
of boys. At first it was fairly standard stuff, such as group masturbation,
but then it turned to oral, and I was the one that they wanted to suck, as
although I was the youngest I had the biggest cock.

One day, after being part of the ever-changing group for a little more than
a year, two of the oldest of the boys, Tim and Stuart, who would have been
fourteen or fifteen years old, got me to go into the bush behind the school
with them. It turned out that they had been doing anal with one another,
and wanted me to join them. I followed them to a small clearing in the bush
that I hadn't been to previously. The bush was dark, with little light
filtering through the dense cover overhead, until we got to a small
clearing where the light filtering through the trees dappled the leaf
litter on the ground. There, hidden under a mass of dead tree fern fronds,
they had concealed an old ammunition box, containing some sacks, a jar of
Vaseline and some rolls of toilet paper. It was very exciting for me. After
spreading the sacks on the ground we all undressed and I watched as they
took turns at kneeling to finger one another and rub Vaseline into their
holes. Then I was invited to mount Tim as he knelt. I got behind him and
Stuart spread Vaseline on my cock and guided it to Tim's pursed anus. I
pushed forward, but his rubbery flesh rebuffed me. I was afraid to push
harder in case I hurt him, but responded when he gruffly told me to shove
harder. I did, and his hole suddenly began to spread and my cock started to
slip inside him. The clamp of his hole on my shaft, like a tight elastic
ring, was incredibly exciting. At Stuart's urging I began to work my cock
deeper into Tim until I was all the way in, and then as instructed I began
to work my cock back and forth, slowly at first and then faster. I imagine
that it was only my frequent and regular oral sex and masturbation that
enabled me to control my excitement and enjoy several minutes of steady
anal action with Tim before I came. He felt me spurting in him, and told me
to withdraw and fuck Stuart. I mounted Stuart with growing confidence,
quickly working my cock into him and fucking as Tim knelt beside us and
watched closely. I was very excited and aroused, and was still erect after
I had cum in Stuart, and Tim wanted me to have another go with him, and so
I did both of them again. Stuart tried to get into me while I was up Tim,
but couldn't manage it, for which I was not sorry, as his fingering of my
bobbing hole was rough and painful. However I sucked both in turn once I
had fucked them a second time, which seemed to satisfy them.

I met with Tim and Stuart several more times, and although both were keen
to fuck me I was able to discourage them. However they introduced me to all
male threesomes, with one of them giving oral while taking another cock
anally at the same time. Several months after I first got together with Tim
and Stuart I fucked my first girl. Julie was a little older than me, was a
little plain and wore glasses, but had full and sensuous lips, and a full
figure her school uniform failed to conceal. I took her virginity in her
single bed at her home, after introducing her to oral sex and tasting my
first wet cunt. From that day I was hooked on sex with girls, only going
back to my male friends when I was horny and unable to get any pussy.

It wasn't until I was 15 that I got done for the first time. A guy in his
late forties or early fifties started chatting to me in the menswear shop
where I was working in the school holidays, and offered me a lift home
after work. He was tall, ruggedly handsome and well dressed, and I guessed
that he hadn't offered me a ride without a reason. I imagined that he might
want to play with my cock, and perhaps even suck me, but I had no idea of
his true intentions. On the way home he asked me about my sexual
experiences. As I related some of them I began to get hard. Seeing the
bulge in my pants he asked me to take my cock out and show it to him, and
when I did he fondled my cock with his left hand as he drove up into the
hills, until he turned the car off the road and up a track that ran behind
a water reservoir. When he had parked the car he played with my cock for
several minutes before he bent over and sucked me off. When I had finished
spurting he opened the car door and spat out my spunk, and then took out
his cock and ordered me to suck him. I had never seen one as big before; it
was much bigger than mine, thick and covered with veins, with a huge knob,
and a mass of wiry black hair that grew part way up his shaft. As I closed
my lips over his big knob I found that it was hot and tasted strong. Once I
got his gristly meat right in my mouth he grabbed the back of my head and
forced his cock into my throat. I nearly choked but quickly began
responding to his demands to suck him. He made me push my tongue into the
slit at his tip, lick his big hairy balls and squeeze them with my hands as
I sucked him. When he finally came, it was in buckets. The first gouts of
spunk caught me in the back of the throat, making me gag. I quickly pulled
back and most of the rest of it went on my face, splashing onto my cheeks
in thick, ropy strands. He made me wipe it off and lick the sticky clumps
of strong, seaweed-tasting gruel from my fingers and swallow it.

Then he told me get in the back of the car and take my pants off and kneel
on the edge of the seat with my hips towards the open door. He told me
reach back and pull my buttocks apart. As I knelt with my face pressed
against the vinyl of the back seat, he crouched behind me and licked my
hole, forcing his tongue in deep.  Then he stood and spat on his fingers to
lubricate his cock, before he dug his fingers hard into my buttocks,
spreading my hole wide with his thumbs and attempted to enter me. It hurt
terribly as he began to mount me, and I tried to cringe away, but he
grabbed my hips and pulled me back onto him. I could feel tears start in my
eyes as he forced his big blunt knob into me, and then gradually worked his
cock deep inside me, inch after thick inch. I thought he was going to split
me as he pushed his knob inside, but of course he didn't. With a series of
short, sharp thrusts he forced his cock all the way into me until his hairy
belly pressed against my buttocks, and then he began to ride me. Because he
hadn't used a lubricant, once he was fucking me, my hole stung with a
burning friction as he rode me. He continued to ride me for what seemed
like hours, his big cock sawing back and forth in my burning, aching hole,
his strong hands holding me by my hips and pulling me back onto his cock
each time he thrust into me, before he finally came up me, holding me
tightly against him and screwing his cock around deep inside me as it
jerked and pulsed and spurted into me. I expected him to pull out, but
instead he began thrusting once more, and continued to ride me until he had
cum in me a second time. When he had finished spurting and pulled out, he
made me turn around and clean him off with my mouth. He was still hard, his
cock slimy with spunk and streaked with dark matter. It tasted really
disgusting, but I was too scared to refuse, and took his foul tasting cock
into my mouth, using my tongue on him as he demanded. He made me keep
sucking him, his hips pumping and his hands in my hair, holding me in place
until he came in my mouth once more. Again, he made me swallow his strong
tasting spunk, not pulling away until I had milked his cock with my hand
and licked every last dribble from his tip.

When he released me I slumped back against the seat, watching as he
dressed. My abused hole ached and throbbed, feeling wet and wide open,
while my pummelled buttocks felt hot and bruised. He ordered me to get
dressed, and I got back into the front of the car. As he drove me home he
remarked that it was a shame that he had been short of time and in a hurry,
and I wondered how long my ordeal would have lasted had he had more time
available. His spunk must have been leaking from me, for I could feel the
crotch of my underpants growing increasingly damp between my thighs.

When he dropped me off near my home, he told me that if I told anyone what
he had done to me, he would say that I had been hanging around public
toilets and had offered to have sex with him.

The funny thing was, that although it hurt and it wasn't a pleasant
experience, afterwards I used to get hard thinking about it, and would
often think of it when I masturbated, and even today I can still get hard
recalling the incident. Another thing about which I wonder, even today, was
that in the midst of my ordeal and despite my discomfort, I became aware
that my cock had spontaneously grown achingly erect, and was slapping
against my belly in time with his thrusts into me.

In the weeks immediately prior to this experience I had come close to
agreeing to let Tim and Stuart have sex with me, as I had been curious
about how it felt for a girl to take my cock as I fucked her, which in turn
had made me toy with the idea of experiencing a cock inside me. However,
following this experience I lost interest in having sex with other guys,
and it was some years before I let anyone near my bum again. It wasn't
until I was in my late twenties that I began going with men again,
initially only in threesomes with married couples and then one-on-one.
However I always took a dominant role, until in my early thirties when I
was with a married couple, and the husband got into me as I was mounted on
his wife. It was very different to my first time. It hurt a little as he
first went into me, but because he used plenty of lubricant and fingered me
first, I quickly relaxed, and once he got going I began enjoying it.
Although I had already cum once, I came so hard while he was up me that I
flooded the condom so that my spunk leaked out. His wife was both very sexy
and very horny and loved us both doing her together, and watching her
husband and me sucking and fucking one another between bouts of doing
her. However being ridden was a rare exception to me taking the dominant
role, which I prefer to do, and while I enjoy the sensation of a cock in my
mouth, having one pumping in my arse is a sensation I can take or leave.

The author welcomes comments on this story. Comments to:
intuit4fun@hotmail.com