Date: Wed, 14 May 2014 22:15:52 +1000
From: Colin Barnard <crkbarnard@gmail.com>
Subject: Enjoying Myself Part 12

After throwing the door wide open with Adrian, I became increasingly
comfortable with him and getting down and dirty but we hadn't crossed the
anal line. It just hadn't occurred to me really I suppose. That was until
around a 9-12 mths later, maybe. At the time I was 15 and I'd attempted it
with Tim which hadn't been that successful.

This particular weekend, within a couple of weeks, I think, from the Tim
anal incident, I wanted to try again. I would have to get Adrian to take
part. Ade came around my house whilst my Mum and Dad were out. Perfect. We
headed up to my bedroom, played on my ZX Spectrum for a while then then I
got the wank mags out to kick things off.

It didn't take us long before we were hard and Ade started to grope his
dick through his jeans. I had thought about how to ask the question and
played it over in my head. In the end I plumped for the same approach as
with Tim - I would just blurt it out.

"Hey Ade. I was thinking we could up the stakes a bit." He looked at me
slightly puzzled "What do you mean Charlie?" I paused and tried to gather
composure as I was petrified - far more so than with Tim. "What if we went
the whole hog?" I proffered. "Are you asking me to give you a blow job
again?" he enquired in a way that seemed to indicate polite rejection.
"Erm, I was thinking we could maybe try going further?...." There, the
words were out. Well not THE words but I felt I'd made it clear what I
meant. I regretted saying it immediately and tried to make it more
palatable "but if we tried it and we don't like it then I can just give you
a blow job" I added hastily. He looked somewhat shocked as it dawned on him
what I meant and that look turned to dismissal as he said "No way. I'm not
into that Charlie."

I'd gotten this far and didn't want to take no for an answer and pleaded
with him that it was just experimenting and that we should try it as it
might be awful or amazing but we'd never know unless we tried it. I could
see he was starting to come around so I kept up the pleading and then said
"Promise you'll stop if it hurts." And so he agreed. I had kind of imagined
that I would be the 'taker' and he the 'giver' but who was I to change his
mind again? Maybe he'd have said yes more readily had I made that bit
clearer. Anyway, I was keen to get down to business.

I'd already planned this so had hidden some Vaseline under the bed. He
asked what he needed to do and I explained, having only recently become an
'expert' on the subject from Tim. I instructed him as Tim had me and asked
him to get on all fours, on the bed. It was a warmish day and he totally
stripped off and assumed the doggy position on the bed. I followed suit by
taking all my clothes off. I was so nervous but so excited but I didn't
want to ruin it like with Tim. I figured that as I was nowhere near as
thick as Tim that it would be easier and wouldn't hurt him as much as Tim
had hurt me. There was no foreplay, no wanking, sucking or rubbing. This
was a new thing to be over and done with - to put a notch on the bedpost so
to speak, albeit a very exciting one.

I positioned myself behind Ade and dug my fingers into the Vaseline jar and
greased up my hard tool. I wiped my hands on a towel I'd brought along for
the purpose and was ready. I slowly parted those pale buns with my hands
and saw it - his beautiful and virgin pink hole. He had very little hair
around it, in contrast to Tim and it looked so neat. I pushed my dick down,
leaned forward and the tip of my cock met his little, puckered entrance. He
turned around slightly and reminded me "If I say stop, I want you to stop,
alright?" I nodded in agreement. I then pushed very slightly. It met a lot
of resistance and I didn't dare push harder for fear of breaking my
promise. "What's the matter Charlie? Won't it go in?" he asked tentatively
with a satisfied sense of self-defeat and seemingly ready to give up. "Er,
no - I am just adjusting myself" I retorted. I tried again and nothing. It
was too tight and I knew at that moment it was likely to end in failure,
just as it had when Tim tried to screw me.
Instead of persisting or giving up, I switched tactics. I plunged my middle
finger into the Vaseline again and slowly and successfully inserted a
finger. Adrian didn't react so I asked him "Is that okay, Ade?" He mumbled
agreement and so with one arm reaching around him and the other attending
to his rear I stroked him back to full hardness. I then chanced my luck and
stuck another finger in and he seemed to react okay. I loved the warm,
moist feel of him on my fingers and the vulnerability of him in this
situation. I was really excited now and so desperately wanted to fuck him
or suck him. I worried that he still wasn't going to be able to take my
dick still so I suggested he lie on his back so I could at least blow him
and he did. Legs spread wide, I continued to finger him, gently rubbing his
prostate and stroking his cock, running my tongue up and down the back of
his cock where he had that bundle of bobbly nerve ends that used to
intrigue me. He didn't say anything but his cock bounced at my oral
attention and I could tell he was enjoying it. Things seemed to be going
well so I tempted another finger. The third one was harder to get in down
to the knuckles and he winced at one point "Fucking hell, Charlie, how many
fingers have you got in me - it feels like your whole hand." I assured him
it was only three and continued to massage his butt hole, lubricating every
last square centimetre. I wanted him to be ready. "Okay, let's try now" I
said confidently.
I hadn't tried missionary position with a guy before but figured it must be
okay and, in any case, it all felt so mechanical and impersonal from behind
and I was loving this. And Adrian didn't seem to be *not* enjoying it,
unlike Tim that time. I wiped my hands again on the towel and noticed that
some goo had got on the quilt cover so I placed the towel under him. As he
lifted his butt I could see his greasy hole so suggested we bunch the towel
up so as to provide better access. With care and a certain amount of
adjustment I managed to place my dick, once again, at his entrance. I
pushed forward and the head met the slimy hole. With trepidation I thrust a
little to push at it. It went further and seemed to meet a ridge. Looking
at Ade's face he looked a mixture of scared and surprised. I pushed again
and a very small "Owwww" came from him. I immediately pulled back a little
to relieve the pressure. I started to stroke him again, determined that he
wouldn't go limp like Tim had. Once back to full hardness, I tried again.
This time there was resistance but it was steady and I wasn't meeting a
ridge. I decided to keep going. And it slowly, but surely kept going in
getting, if anything, slightly easier. Concern and surprise on his face
turned to relief as he realised it was in and he'd survived. I'd done it. I
didn't move for a few seconds but just played with my thumb around the back
of his cock. I leaned forward and went to kiss him. He didn't try and meet
my lips but didn't stop me either. I pulled my dick back a little and
remember asking him if he was alright, quite a few times and he assured me
he was. I was so happy.
I slowly pulled my hips back and then forwards. I almost feinted from the
exquisite feeling - a sort of head rush. I started to pick up a bit of
pace. Ade seemed to be fine and I wanked him with my right hand and played
with his right nipple with my left. I went to lean forward again to kiss
him but he told me just to wank him. I could feel myself getting close and
had to slow down. This was one of those times where he wasn't pre-cumming
properly and I could feel his dick getting dry so I managed to contort
myself, still in him, placing the tip of his cock in my mouth. I rather
clumsily tried to fuck and suck him but it wasn't probably great for either
of us so I resumed my previous position. In and out I slid, sometimes
quickly, sometimes slowing down to stop myself from blowing my load too
quickly. As I fucked and stroked him I was in heaven. His hand came up to
push mine off his dick and he took over. In his usual style he cupped his
balls with his left hand and stroked himself with his right as I steadily
plunged in and out of his moist, soft hole. I could feel his warmth and
tightness around my dick and I eventually realised that if I did light
shallow thrusts I would almost cum but by keeping in deeper I could delay
the inevitable. But inevitable it was: "Oh shit Ade, I'm going to cum!" I
exclaimed. "Fuck, fuck, I'm cumming" I continued. I felt it surge inside me
and then it happened: It welled up inside my dick and then out of it as I
literally pumped every last millilitre of my hot fluid into him. As my pace
slowed my dick felt incredibly sensitive and I pulled out of him and
offered him the towel to clean up. I pulled the towel from under him and
wiped my hands and greasy, softening penis on it. There was a smell of shit
in the room and the stark reality of what we'd done became suddenly very
clear. I lay along side Ade and went to wank him but I could see he was
going soft and he wasn't interested, pushing my hand away. "I need to go to
the bathroom" he said in a slightly gruff voice and he streaked out of my
bedroom, clutching his clothes.

About 10 minutes later he reappeared, dressed and started to put his shoes
back on and declared "I need to head home. I promised my Dad I'd help him
lay some slabs." I asked him if he was okay and he said he was but I wasn't
convinced. And off he went. I didn't even have time to see him out of the
front door, he exited that quickly. The following day I called around his
house but his Mum said he was out. On Monday at school, I tried to catch up
with him but we were never alone and he didn't seem to want to chat with
me. That went on nearly all week until eventually I accused him of avoiding
me and he shouted at me saying we weren't joined at the hip etc. That
weekend I went around his house and eventually he let me in and we sat in
his bedroom. I knew he didn't want to discuss what we'd done but I forced
the subject. He said that I'd pressured him into it, that he didn't enjoy
it and thought that we shouldn't have done it. He said it made him feel
dirty and it would never happen again. I backed off and apologised.

Over the next few weeks he came around my house a few times but not as
many. I cajoled him into a few wank sessions but he was becoming very
reluctant just like James had before him. Then one day, out of the blue he
came around my house and we sat in the living room - no-one else around. I
asked him if he wanted to go to the shed to smoke or upstairs for (well I
didn't have to explain what that was going to entail). He said no and I
could tell he wanted to say something. It was then that he tried a couple
of times to say something but it wasn't making sense. He said that he
didn't want to be my friend any more. I was stunned. I knew that the anal
sex thing had affected him badly but thought we'd moved on. He said that he
thought that what we did together was 'wrong' and that it was better if we
spent sometime apart and that he was sorry it had come to this but he
thought he'd tried to be clear he didn't want us to do this type of thing
anymore etc but I kept hassling him for more.

I was somewhat speechless. I hadn't even thought I had badgered him into
this stuff. I was just a horny teen who wanted to get my rocks off. What's
more with Ade I recognise now that he was probably my first love - I was
still young enough that it wasn't a strong love but I had fallen for him.
It was true he was a bit of a pushover but he was like that with everyone
at school, not just when he was with me.
Looking back, I think that time I fucked him made him feel genuinely dirty
in every way. The fact that I came inside him, the fact that my dick was
covered in his crap, literally, and the sense of violation probably made
him feel he'd stopped being manly and probably made him question his own
sexuality. Up until then, it was just hormones leading him to play along.
And it's true - when he came around my house I assumed he was up for sex.
Wasn't that why he was there? Unlike most of my other sex buddies, when I
saw him a few times at pubs etc when I was in my 20s, he was always very
friendly and didn't seem to bear a grudge so I think it is water under the
bridge thankfully.

So that was Adrian. The next person I will write about is Leo. Stay tuned...



Please consider donating to Nifty as it can only continue to provide
access to stories with your support:
http://donate.nifty.org/donate.html