Date: Sat, 12 Nov 2011 15:27:14 +0000
From: WS Dream Factory <ws-dream-factory@hotmail.co.uk>
Subject: Me, Tom, a timeshare, A midnight fondle and other stories

This is all fact, so is not the most erotic thing ever, but I wanted to
share, so please enjoy! It is about me and a friend from my youth and my
attraction to him, and all our encounters of a sexual kind. It gets better
at the end, but please read the whole thing!

by WS

So I have been pining after this one guy on and off for about the last four
or five years, and he's not the best looking guy, down right repulsive at
the best of times, but he just really gets me going, despite the
off-putting amount of body hair.

From the day I heard about him getting naked in front of other people, it
was my fantasy to see his dick, which I was told was pretty big. He is one
of my best friends, and all of my other friends had seen it at one time or
another, because even at sleepovers and stuff, he was prone to just let it
hang out, and he wasn't afraid to get it out in public. And yet, I still
hadn't seen it when it seemed like the rest of the world had.

So many times I have seen him bulging out of his boxer shorts, quite often
in the changing room. He always wears tighter boxers, which hug his
package, so I could tell it was pretty big. I had only ever had two really
judgemental looks at it in determining erect size, once when I stayed over
at his and we slept next to each other, and in the morning, he must of had
morning wood (something which he denies he ever gets) and he was leaning on
his front, but I could see a clear dick-shaped bulge running down his leg.
The other time also came when standing at his house, and it was pretty
brief. He got up and was standing there in a tight pair of red boxer
shorts, clearly with morning wood which was tucked up and to the side. I'm
not sure if he noticed me looking, but he had his pyjama bottoms on over
his boxers pretty quick

My first glimpse came about a year and a half ago, his mother and her
boyfriend own part of a time share, and he invited myself and another one
of our friends up on the long weekend he was staying there. At the time
share, there are lots of facilities, including a swimming pool and sauna,
and little was I to know I'd be wanking over that weekend for a long time
to follow. On the first day there, we went swimming, the pool was small,
but we were the only ones in, so we decided to all to a length of the pool
naked. We all did it, and it was risky too seeing as just as I had finished
my lap, we noticed two other people had joined us in the pool, so I quickly
pulled my shorts on when I finished. Seeing as our nakedness was masked by
the water the whole time, I didn't really see anything, but not for lack of
trying.

Afterwards, we came out and sat in the sauna for a bit, still with our
shorts on and then went to get changed. The changing rooms were communal,
except for a few curtained off bits, and I was determined I should see his
penis, but alas, the opportunity never revealed itself as he dove into one
of the cubicles to change.

Back at the house, we were playing Fifa on his PS2, in the room where we
were spending the night, and as luck would have it, we were playing to see
who would get to use the two beds, and which one of us would be sleeping on
the floor. I don't remember if we got bored, or how it came about, but the
guy whose dick I wanted to see said that whoever didn't come for a naked
run was to sleep on the floor. I was pretty shocked, and thought he must
have been joking, but he started taking layers off. Me and my other friend
started following suit, and with genitals in hand, he opened the window,
wearing nothing but his shoes and jumped out. My other friend was next to
follow, and I remember my boxers dropping to the floor, then climbing up on
the window sill. It wasn't too far down, but I needed both hands for
balance, and so launched myself, dick flying everywhere, to meet them on
the ground, and I quickly covered my area. We walked for a bit, I kept
trying to look at their shlongs, but it was too dark, and they were mainly
covered. We ran for a bit, and let go of covering our packages, but I was
behind, so I couldn't see anything, but to be honest, it was probably the
greatest thing I'd ever felt. We reached a tree, had a team piss, still
nothing in view, and then we decided last one back to the house had to
sleep on the floor, so we all bolted. It was pretty far, and it is a pretty
open place, loads of houses round about, but it was late enough that nobody
would see us. We reached the house again, unseen, but realised how high up
the window was, and we began to panic a little. One of us found a chair,
and so we used it, though wobbly to get back in. I managed to end up the
last in, but this worked to my advantage. Though I needed my other friends
to help me back in, my dick fully on show, I saw it. He was in the process
of pulling up his boxers, but there it was. It was majestic. There are no
other words, other than it was the greatest thing I'd ever seen. It wasn't
erect or anything, quite soft really, but it was there, and I'd seen it,
and this was a triumph. The other two probably good a good stare at my
package, which thankfully wasn't hard, probably due to the cold
temperatures outside (it was February). I pulled on my boxers, and me and
the guy I'm hot for (I'll call him Tom to save time) Me and Tom went to the
kitchen, wearing only boxers and a T-Shirt and got some food. I began to
get hard, not totally, but there was evidently a bit of a tent going on,
which I think Tom saw, and I think he laughed a little. I just want to say
now, before going any further, that I think Tom is a little hot for
me. I've seen him stare at my package a few times, but I'll get to that in
a bit. He wasn't hard at this point which I knew by looking at his boxers

Anyway, I wanked twice that over that one glimpse I had, and could barely
sleep knowing he was just there, it was so hot.


The next day, We went swimming again, no naked swimming, but still we had
to get changed and stuff, though I saw nothing then either. The real
excitement came when we went back in the sauna. This time, we went in only
our towels, after casually discarding our swimming shorts in the changing
room. Tom saw my dick, but I missed seeing his in the change to towels.
The three of us (I'll just call the other guy Dan to save time) Me Tom and
Dan sat in the sauna, only in towels, and they were pretty loose, at least
mine and Dan's were. Anyone passing would probably have seen our dicks
through the glass, as we were sitting higher up. Tom then suggested we do
it without towels, and I was really hard by this point, so got a little
worried. We took our towels off, careful to cover our respective dicks, I
needed two hands to keep down my raging boner. I glanced to my left to see
if I could see anything, and saw that Dan had an ungodly amount of pubic
hair. Tom, I knew, had little hands, so I thought I could use this to my
advantage in seeing his thing again, but I was out of luck.

We decided to put our towels back, a tricky operation during which my dick
went on show for a brief moment. At one point, Tom really needed to piss,
Dan and suggested hi doing it on the hot coals, which he almost did, but he
decided to go and do it in the adjacent communal showers. He whipped of his
towel, dick in hands, and went out for a piss. I almost joined him, but
stopped myself lest Dan would suspect. He returned, and put his towel back
on. Eventually, we agreed we'd been in the sauna long enough, my boner had
gone down a bit, by this point.  Upon getting out, Tom suggested we shower,
to "ex-foliate" and before I knew it, he had flung off his towel and gone
into the showers. Dan and quickly followed, I could feel my boner rising
again. There were three shower heads, Tom took the middle hot one, the one
on its left was taken by Dan, another hot one, but the one on the right of
Tom was cold, and I was stuck with it. We washed, dicks covered awkwardly
be hands, but then Tom's hands dropped to get some soap out, and there it
hung. It was much bigger than the night before, as though he had a
semi-hard-on. I stopped and stared, my dick positively throbbing in my
hands, and I let them drop too, my erection on full show. Dan had let go
too, his dick was long, not too thick, but still not bad looking as he
greased it up. My eyes caught his and we laughed awkwardly. Tom was soaping
up, but it was hard to make out much more. We got out of the showers, my
dick fully erect, but now covered by my hands. There was an awkward
reaching for towels, I got mine last and we each pulled them on. When I was
wrapping mine round, we were in the open area of the changing room, and Tom
already had his on. I had to let my penis go to get the towel on, and I saw
Tom looking right at it! I took a little longer to cover it up than I would
of, then passed him a comment saying not to stare or something like that,
and we got changed.

I went home later that day, and didn't see his dick again for another year,
on our return to the time share, but a lot happened that year. That year
was the year Tom lost his virginity, a year he and I saw a lot of each
other. There were a few occasions I can think of note to our sexual
relationship (though there isn't actually one, [that he knows of]) One
being him staying at my house. We were watching Good Luck Chuck, waiting
for the sex scene montage, but he fell asleep. I watched it, a little
turned on. I woke him and suggested a naked run. He wasn't going for it and
we just went up to my room.  After five minutes, the lights were out, ad I
tried one more time to convince him into going on a naked run. He wasn't
keen, but I told him I was going, and so I went back downstairs stripped
off, and went out the big window in my lounge, and went out through my
garden and into the road. It was three in the morning, so I made it quite
far before I decided to turn back as it was too risky in case people saw
me. I came back in, still fully naked, and came upstairs, carrying my
clothes. It was dark, and he was asleep, or so I thought until he murmured
something asking if I was naked. I confirmed, and got into the bed, he was
sleeping on the mattress on the floor. The next morning, I saw him with
morning wood in his boxers, but said nothing.

Our next three encounters happened involving a shower. The first time, I
was at his house, and a big group of us were going camping for his
birthday, along the coast. Before we went, me him and Dan were at his for
his birthday barbecue, and Tom said he needed a shower, and asked if I
wanted to come and have one with him. Naturally, I jumped at the
chance,thinking one of my fantasies was about to come true. we went up to
the shower, and stripped down to our boxers, and then he said we should
wash our hair, and we took it in turns to wash each others hair. I couldn't
take my eyes of his bulge, though it wasn't overly bulging, and felt my
self get a bit hard.  Neither of u got full nude, and the experience was
over pretty quickly

The next time time, we were at a New Years party, and we both stayed over.
in the morning, Tom went for a shower, but he couldn't work it, and asked
me for some help.  At this point, there was a lot of people I barely know
around, the kind who would spread rumours without second thought, so I said
no. I kind of regret that now, but it was probably for the best.  After, we
went back to our houses, but he was locked out, so we both headed down to
mine, my parents were out at the time. He sat downstairs and watched trashy
TV, whilst I had a shower, leaving the bathroom door unlocked. I put my
pyjamas on, and came back down. We watched TV for a bit, until he got a
text from his mum saying they would be home in five minutes. As he went to
leave, I told him he should stay and we could have a naked day, but he
declined. I told him I was anyway, and I gave him the keys to get out. I
stripped down to by boxers there and then, and as he opened the door I got
starkers. My dick was hard and fully out and he turned, saw it and laughed.
I called after him, but he didn't come back, but I think he enjoyed the
sight.

The next time I remember was the same sort of situation with him being
locked out, and we came back to mine. We were in my room, and I said I was
going for a shower, taking off my clothes in the room, whilst he stared at
the computer screen. I came back from my shower, only in a towel, closed
the door because my parents were in and he turned around. I stayed in my
towel for a bit, brushing my teeth, then announced that I was getting
changed, so he wouldn't turn around. At the point when I dropped my towel,
he turned, and saw my dick, blaming me for him seeing it, but in his
turning around, I knew he wanted to see it.

Nothing happened for a while after that, but then one night, just as I was
drifting off, my phone was off, me not realizing it was on loud. IT was
Tom, saying he was locked out, and wondered if he could come in and stay
the night. The mattress on the floor was covered in junk, so we got into my
bed together. I told him I had been sleeping naked before he came (A lie)
and that his turning up wasn't going to change that. I pulled my clothes
off, covered by my duvet, and we tried to get to sleep. I was too excited
to sleep, and naturally had a massive boner. He looked asleep, and at one
point went to the toilet, fully exposed, and I think he saw. He was asleep
(or so it seemed) when I returned, and so I slept, or at least tried to
sleep, with my cock fully exposed for him to see. During the night I kept
edging a little closer, pretending it was sleep movement, and I'm pretty
sure he was awake, because he sort of mentioned it the next morning. I must
have slept at one point, and got a bit cold during, because I woke up with
my covers on me. He was still asleep, and I contemplated putting my boxer
shorts back on. I had a hard on, but I wasn't so adventurous in the morning
as I had been the night before, which I so regret now. I wish he could have
seen my dick in daylight. He woke not long after me, and suddenly
remembered I had been naked, and asked if I still was. I said yes, and then
he decided to get up. We had a really bizarre moment just then, because in
getting up, he sort of straddled me over my covers, and awkwardly laughed
about him having seen my erection during the night, calling me six inches,
saying it was a compliment. He sat there for a good minute or two. This was
the closest our erect cocks had ever come to each other, I knew he was
erect because when he got off me, he had clear morning wood, and stood with
it eye level to my lying down. He watched me stare at it, smiling
triumphantly, like he had confirmed his dick was bigger than mine. He
pulled on his jeans which were just at the side of the bed, so I took the
opportunity to find my boxers. I pulled the covers off me, revealing my
erection, which he looked at. I sat up, hunched a little as if to hide it,
though I wasn't. I reached to where I knew my boxers were, and stood up,
pulling them on. I went to the toilet, erection evident through my boxers,
and still there when I returned, but I pulled on some trousers to try and
mask it.

The next encounter, I actually saw his dick. Well, sort of. We were back at
the time share, and after a swim and sauna in our towels, we were about to
go into the showers. Tom, Dan and I stood there a little awkward, not
wanting to be the first one to get naked, but I decided to take the plunge,
flinging off my towel, dick uncovered, and into the shower, facing the
wall. Dan took the one next to me, Tom next to him, both of them covered
there dicks. I turned to face forward and closed my eyes, enjoying the
moment. I saw them both looking, but I didn't mind because I only had a
semi, if that. I turned around again and soaped up my dick, as did the
other two. I inadvertently saw Dan's, and it was definitely thicker than
the last time. I then tried to see Tom's, but all I saw was him whacking it
up and down, like you do when your trying to get a quick boner, and it was
so fast, I couldn't really make anything out from it other than t was
pretty long. I have been wanking over this for months. We went out of the
shower, without me seeing anything more, but I stood naked and hard, with a
towel in my hand. Dan was already in a cubicle, and Tom had just wrapped
his towel around him. I tried to whip him, "trying" to cover my dick,
hoping that he would drop his towel, or whip me back.  Neither happened,
but I tried again, when we were in the cubicles, and this time he did whip
back. I tried to grab the towel, so he would have to let me see his cock if
he wanted it back. but I missed it. In the cubicle, I was really really
hard, and so wanked off, producing an unholy amount of spunk, into my wet
pair of swimming shorts, which was pretty hard to hide from the others
seeing that they were full of cum. I succeeded and went home that day.

And then came the Empty. My parents were away for the weekend, and I was
staying at home for one night before going to see my brother. I would have
gone through to my brothers the same day as they had left, but my friend's
Dad was having a Blues night, which I was keen to go to.  Naturally, having
an empty house, I invited the three (including Dan) back to mine for beers
and fun. Later on, Tom and some others came down, must have been around
midnight, and we had a bit of a wild night. For some reason, the eight of
us (minus the guy who passed out on the landing) slept in my room. Four of
us in my bed, three on the floor and one on my sofa. I was in the bed, but
it is not big enough for four, and so we spooned. We had to negotiate who
would be spooning how, and by some miracle, I ended up against the wall,
spooning Tom. He was pretty wrecked, and had fallen asleep pretty fast. I
had a boner at thought of sleeping in this way with him, and I positioned
myself so as that it was poking into his covered ass.  Then I had a
thought. He was wearing a thin cotton pair of pyjama bottoms a t-shirt and
nothing else. Carefully, I crept my hand onto his waist, as "innocent sleep
movement". My hand progressed from his waist to his thigh, and finally up
to his crotch. I couldn't believe what I was doing!  For so long, I had
wanted to touch him, wank him, suck him and fuck him, and I was getting my
shot. I started rubbing his soft cock through the pyjamas, my other hand on
my own dick. It soon transpired that he was too deep in sleep to notice,
and then I just went for it. With one hand, I lifted the waistband of his
pyjamas, and slipped my other into the warmth of his crotch. I started with
his balls, which were surprisingly quite small in comparison to mine. His
sack was pretty much radiating heat, and it felt so good to touch, I
couldn't even feel any hair on it! Then my hand moved to his dick. It was
soft, and bigger than mine was when flaccid. I started rubbing it a little,
hoping it would soon get hard, but the results were minimal, it only
growing about an inch or so.  Then i tried to pull back the foreskin over
the head (I have a tight foreskin and so it is rarely able to do so) The
head was easily the most amazing thing I have ever touched. It was so
fleshy, and soft, and felt like a dry tongue, my hands not running over it
smoothly. I kept my hand on his dick, fondling him for about ten minutes,
with pretty minimal results in growth. And then he gave little jolt. I
almost panicked, but decided to keep my hand, rested on his dick.  He
stirred a little, moving a little more onto his side, away from me, and
quickly I slipped my hand out. I waited a few minutes before I could tell
he was asleep again, and slipped my hand back under his pyjamas. It was
hard. It was big, hard, and the most beautiful thing I've ever touched. It
felt so good in my hand, and I could tell it was far bigger than my
5-and-a-half-inches, I would say at least 8". I slipped the foreskin down
again, and felt the head in my hand. I wanted him, I wanted him so bad. I
began to wank him off, with as little as movement as possible, so as not to
disturb the others. It proved difficult, so I placed one hand, fondling his
balls, trying to work my way to his ass-hole, with the other, I rubbed the
tip with my thumb, a technique I have used many time to make myself
cum. His cock got harder, but my attempt to find his anus was flawed by the
awkwardness of the angle, so I went back to fondling his balls. It was the
best moment of my life, his dick was almost pulsating, he was about to cum!
And then he woke up with a start. I got my hands out of there quick enough
for him not to notice, but I knew I couldn't try it again. He mumbled
something, and got out of the bed, and left the room. A minute later, I got
up, and went downstairs to get a drink. I saw the downstairs bathroom light
was on, and I knew it was Tom in there.  I got my water, and went through
to my lounge, and lay on my sofa with the lights on, and the door ajar,
hoping that on his return upstairs, he would look in. I almost got my dick
out and had a wank, so that he would walk in, and I so wish that I had, but
sadly, I chickened out.  He did come in, my dick was hard, but covered, and
he still had a semi. He laughed, then went away, and I regretted not being
naked, who knows, he might have joined me for a wank if I'd put some porn
on. The only thing of note the next morning, was my seeing his flaccid
package through his pyjamas, poking out a little, because it is so big.

And so, that was that, and they are all the encounters I can remember