Date: Sat, 8 Jan 2011 22:35:46 +0000
From: yoric horatio <yoric27@hotmail.com>
Subject: Not My First Time

Technically speaking, that title is wrong. This is not an account of when I
lost my virginity to another man but it's the tale of the first time I had
real sex with someone of the same sex as me.

If I am going to be brutally honest, my first gay experience happened at
boarding school when I was no more than 9 or 10. A friend (a couple of
years older than I was) and I would secrete ourselves in the toilets in the
changing rooms when nobody was around and we would fondle and suck each
other. We never got round to full sex as neither of us really wanted to. I
wasn't even capable of ejaculation at that age and it really it meant
nothing to me.

Since that time I grew up, I became sexually aware, I lost my virginity to
a girl the same age as I at the age of 15 and I was fascinated by anal
sex. I would spend ages with a dildo in my butt even while I was going out
with the first love of my life and we would have sex whenever we could. But
this never stopped me from sticking a dildo inside me.

Fast forward 3 or so years to after I had moved out of home and into the
local YMCA. I got friendly with a known gay guy called Johann. We were in
my room at the YM talking and the conversation got around to gay sex, I
confessed that I had always fantasised about it and wanted to know what it
really felt like to have a cock inside me, fucking me, cumming in
me. Needless to say he agreed to show me the "ins and outs" so to
speak.

I lay down on the bed face down and he took up position behind me. Please
bear in mind that I had been practicing with a dildo for about 3 years so I
was no stranger to having something in my arse, I knew how to make things
fit, I knew the techniques to make it easier and I knew that I shouldn't
have done it without lube but I was too horny to stop.

He spat on my arse in an effort to make things slightly easier. After
lubricating his cock I felt him push it inside which hurt a little but that
was down to a lack of lube more than anything else.

His 7 inch cock was firmly embedded in my ass as he started his thrusting
into me. This wasn't exactly what I was expecting but it was what I
wanted. I was enjoying it as my cock was being forced onto the bed but I
knew I wouldn't cum like this.

After about 10 minutes I felt his cock spasm as he pumped his seed into me
and he collapsed on top of me.

Up until now I had no concept of either top or bottom as I fancied myself
as both. This was when I learned the crucial difference as when I tried to
fuck him I couldn't insert my cock into his ass because he was so tight.

We gave up that idea and he went our separate ways after he fucked me again
and deposited another load of cum to join the first.

I was left feeling vaguely disappointed not having fucked him in return,
however I was enjoying the feeling of his double load of cum trickle out of
my ass. I scooped some up on my fingers, rubbed it over my cock and jerked
off until I came.

As I said at the beginning however, this story is not about that encounter
but the encounter that I regard as the first true man on man sex I had.

I was 30, married to a wonderful woman whom I still love dearly; the only
problem is her sex drive which I'm afraid to say is considerably less than
mine. The good news is that she knew it was less than mine and did allow me
to play away from home when I felt like it as long as I abided by a few
simple rules.

The arrangement worked for both of us, I got to have sex, she got to have
first dibs and if she didn't want to, fair enough.

She had gone away for a few days to a friend's house in another county and
I was home alone and free to play. I'd had a profile on a popular gay
dating website for quite some time but never met anyone from it; I suppose
I was still getting over my nerves.

That evening I started talking to a guy who was regular and wanted to know
if I could come over for some fun. It took an hour of persuading but I
finally relented and arranged to meet him at his place. I took a quick
shower, checked myself over in the mirror to see if there were any outside
hints of madness and left.

10 minutes later I pulled up outside his house, knocked and was let in. He
would have been in his late 30's, quite tall and slightly attractive. He
offered me a drink and we sat and chatted. We spoke about my experience and
he was a little disgusted at the way I was treated. He put down my
reticence to my past experience.

We chatted for hours and it was by mutual agreement that we wouldn't head
upstairs for this `fun' we had planned, mostly because of my
nervousness. I left at gone 2AM having spent a good 4 hours there and not
once had I even unzipped my fly. We did however agree that I would come
over the next day a little earlier and see where we went from there.

I was very unsure all through the day if I could go ahead with the plan but
sure enough I turned up at 8 o'clock having showered again with a semi
hard-on.

He answered the door in tracksuit bottoms, a T shirt and slippers. I could
see that he too was sporting something in his trousers as they tented
considerably. We sat together on the same couch (previously we sat apart)
he with his legs spread apart a bit and me with mine straight out. We
chatted for a while and all the time I was conscious of the hard on in his
trousers just inches away from my hand. He put his hand on my thigh and I
suddenly realised in horror that my hard on was now completely gone.

When I have an erection, it measures 8 inches long and apparently is nice
and thick. When I don't however you can almost fit it into a thimble it's
that small. I didn't want him to think I was challenged in that department
but my rising panic didn't help matters so to take his mind of it (at least
that's what I told myself) I placed my hand directly on his hard cock and
started stroking. He felt big, very solid and it was quite strange looking
back at it, sat on this couch stroking a stranger's cock through his
trousers and wondering what to do next.

That decision at least was taken out of my hands. After stroking his cock
for a few minutes he hoisted his arse into the air and pulled his trousers
down and his long cock popped out. It was about 9 inches in length but
thinner than mine. I knew it was longer than the largest dildo I had
experimented with but I was willing to give it a try. I continued to stroke
it for a while, feeling the velvet texture of his skin as I repeatedly
pulled his foreskin back and forth over the knob.

He asked if I wanted to go upstairs and after a moment's hesitation I
agreed. On entering the bedroom I gawped at the bed, it was a huge double
with a brass head and foot board and looked large enough to have an entire
orgy on let alone just the 2 of us. We both undressed, even though I still
had a distressing lack of hard on and I crawled onto the bed to join him.
Not knowing what to do I resumed my stroking of his cock, running my
fingers down to cradle his ball sack. I felt his hand on the back of my
head bidding me to suck him. It wasn't as bad as I thought it would be
there was just the sensation of warmth and size. I must have been doing
something right however because he started moaning and moving his cock in
my mouth. There was no chance that I was going to be able to take all of
his cock as I wouldn't perfect my deep throating technique until much later
in life.

As I was lying there sucking this cock he reached around and started
playing with my ass trying to insert a finger into my hole. At this point I
was still quite tight but I knew the techniques required to take his finger
and cock if I had sufficient lubrication. He seemed to either read my mind
or he figured it out for himself as I soon felt the cool dampness of a
plentiful supply of lube being spread all around my puckered entrance.

After that his finger slipped into me almost easily and I was glad I had
cleaned myself out before coming. Soon I was writhing and pushing back onto
him as he entered me with a second, the whole situation was turning me on
like mad.

After a few more minutes of sucking and fingering I knew I had to sit on
his cock so I pulled my ass off his fingers and positioned myself over his
hard on. He asked me if I was ready to take him and I mumbled that if I
didn't do it now I probably wouldn't do it ever. Saying that I started to
lower myself onto him slowly, feeling my hole stretch open to accommodate
his hard cock and when the head had entered me I slowly sank onto his cock
until I felt it hit the back of my ass and I knew there was more to come.

I started riding his member clumsily and was generally making a complete
hash of things but he was apparently enjoying himself as he started to push
up into me. I could feel more and more of his cock entering me but all the
time knowing that I still hadn't managed to take all of it yet.

This carried on for maybe 10 minutes until he sat up, gently pushed me onto
my back and climbed on top of me, my legs bent and spread as he nestled
between them. Now he started pushing into me with slightly more earnest and
I felt him bottom out inside me, occasionally causing me to wince in pain
as his cock hit the back of my rectum forcing it to lengthen.

He did notice my pain so he tried to keep it shallow and settled into a
nice fucking rhythm. Slowly but surely more and more of his cock was
sliding into my arse and I was loving every millimetre of it. I was
surprised to realise that I could now feel his balls against my arse as
they swung and slapped me, the pushing of his crotch was forcing me up the
bed and I just lay there and took it. He told me to spread my ass cheeks
apart which I did on one of his out strokes and when he came back in it was
deeper than he had ever been before. His moans were echoed by mine as he
started hammering my ass, his voice going hoarse and just at the point of
his climax he withdrew and sprayed his cum all over my hole and balls.

He fell sideways to recover and I couldn't help touching myself, feeling
his gism coat me and sliding 2 fingers straight inside me. I had never felt
so open before and my ass was feeling extremely used but I was all too
ready for more. As he was lying on his side I noticed that he cock did get
softer, but not that much. It was still at least 8 inches in length and
lost none of his girth. By now mine was rock hard and standing as proud as
it had ever done so I contented myself with playing with my dick with one
hand whilst finger fucking my man pussy with the other.

By this time he had noticed that I was up and eager for more so was he and
he turned onto his side. I flipped over so my back was facing him and
lifted my leg for him to gain access to my hole again. I couldn't believe
that his cock was hard enough again to fuck me after such a short period of
time but he positioned himself behind me, held his cock to my hole and
pushed it inside all the way to the hilt in one fluid movement. Again my
education was continued as his cock ravaged my hole.

I pushed back onto him in time with his thrusts, pushing my ass out to
him. This time there was no problem with depth as he frequently went from
only the tip in me to fully encasing himself in my flesh time after time
after time. At some point he rolled me over so that I was face down on the
bed, my ass being pummelled and my cock mashed into the sheets. Again I
pulled my ass cheeks apart so he could get deeper which he
appreciated. Since he had already cum once I wasn't expecting him to do it
again (I cum once but it's generally huge when I do) so when he picked me
up onto my knees, told me to hold onto the footboard and hang on I did just
that.

The hammering I had received before now paled into insignificance compared
to the onslaught my ass took, I was holding onto the brass for grim death
and shoving my ass back against him, his cock would slip out of me
completely only to be slammed back in a fraction of a second later, never
missing its mark and always ending up right inside my pussy. I have never
cum from anal sex before or since but that was the closest I ever got. I
kept telling him to "cum in my ass, I wanted to feel his cum in me,
breed me, I want it" over and over until I felt his cock swell within
me, I heard him grunt and his cock slam back into me only to stay there as
he dumped his seed into my hole.

I felt him jerk over and over as his cock emptied itself into me. We both
collapsed onto the bed spent him empty and me full. At this point I still
hadn't cum but my cock was limper than previously probably from all the
action my ass was getting, and it was sore but it felt so wonderful. I
could feel his cum trickle out of me as his dick started to shrink until it
was too small to be held by my hole and the extra lube from his balls only
exacerbated the situation.

After we had calmed down I mentioned that I needed to cum and I'd really
like to do it with him in my ass, something that he was only too happy to
oblige me with.

Once he was hard enough again I lay on my back and lifted my legs, he lay
on his side with his cock back to my pussy and simply eased it inside me. I
was already playing with my cock so I reached down with my other hand and
felt my ass where his manhood was planted. I could feel my ass grip him as
he pulled out as well as it cave in as he slid back inside me. I started
pushing back at him, pumping my cock and squeezing my ass around his tool
and we were soon going at it again like demented rabbits. I found that if I
lifted my ass a fraction as he pushed inside me his cock would rub over my
prostate gland causing electric shocks to course through my body. All this,
his cock in me, my prostate and my hand wanking myself off had me to the
brink or orgasm when I recognised the tell tale signs of his approaching
point of no return too.

I tried to hold off but it was too late. I arched my back high at just the
right point for his cock to hit my G spot right on the button and it was
all over. I shot my cum high into the air for it to land onto my chest,
great gobs of my cream gushed from me and I furiously wanked myself
off. The net thing I knew was him clamouring to get deeper, my ass had
clamped down onto his cock with my cumming that it had set him off too and
he was slamming my ass whilst holding me tight in the throes of cumming as
he shot the second load of cum my arse had in it that evening.

When we were both fit enough to move I looked over at the clock. The time
was past midnight and I estimated that we had been fucking for about 3
hours at least. My ass was dripping cum, my chest was covered and both of
us were soaked in sweat.

We showered together, he tenderly washed my ass and I washed his cock. We
both dried ourselves and I announced that I had to go. He originally wanted
me to stay the night but I couldn't as there was no-one to look after the
animals as my wife was not there to do it in my absence.

We parted on the doorstep and promised to keep in touch. As I got into the
car I knew then I was no longer a virgin and I could still feel his cum
inside me.

That is how I had sex for the first time, sex is something more than a
quick fumble and a shoot, its more than one person getting pleasure by
dumping cum in someone else's ass ... sex is about 2 people giving each
other pleasure, it's a mutual thing, it's a beautiful thing and it's
something you look back on and say "Yes I'd do that again!"

As I said at the beginning, this is a true story recollected to the best of
my knowledge. I have deliberately not given my name, nor the names or
places of any participants for very good reasons.

I have published another story on here before and I will do so again soon
so if you want to read more, please feel free to email yoric27@hotmail.com

p.s. needless to say, this work is licensed to me