Date: Tue, 27 May 2014 08:34:31 +1000
From: Colin Barnard <crkbarnard@gmail.com>
Subject: Enjoying Myself Part 21

By now Dean and I were living in each other's pockets and he switched
between being available for timed sex games when he was awake and falling
asleep. Each time would end up with me wanking/fingering/rimming/sucking
him off.

It amused me that I never put his clothes back on or zipped him up but when
I went to the bathroom to clean up after our sessions that he was fully
dressed again and pretending to wake up by the time I had returned. All
very weird and you probably think I am making this up - I am not. As I
mentioned, when awake he would frequently allow me X minutes of 'free play'
where I could do whatever I wanted (excluding kissing) and that inevitably
meant I rimmed him or fingered him. On one occasion, I'd straddled him and
went to sit on his fat dick. He made it clear that this was out of bounds.
I'd put off even attempting getting his cock inside me because it was so
big but at some point I thought I should try it. Dean's refusal just made
me want it more.

So on this occasion we were at a friend's party. We were all drinking,
underage but at this venue as long as you looked 16 or over they didn't
seem to care. My Dad dropped Dean and I off but said he'd be back at 10
because he was working early the next day. Once Dean started drinking (his
first time I think) he got chatting to the hottest girl in our year. She
was flirting like crazy and it wound me up. Why was she hitting on Dean? It
was that evening that made me reappraise him physically. He'd always been a
bit geeky and wore slightly unfashionable clothes. But I could now see, in
my defensive anger, that he was actually quite hot. In fact he was the
hottest guy in our year if you were thinking about classic factors: height,
build, proportions, face including eyes and smile. He had just grown into
this humble, sexy guy and had no idea he was hot. This girl clearly
realised the undiscovered gem and I was livid that he seemed to be
responding to her efforts. As if by divine intervention my Dad turned up to
take us back home. I was very tipsy but Dean was smashed. We reached his
house and he went to open the car door threw up, getting most of his mess
down his coat. My Dad drove the extra 200 metres home and said Dean could
stay and our place and told me to clean him up whilst he cleaned the car
up. There was no way my Dad was going to deliver him back to his parents as
Dean's Dad would have gone berserk. It was pretty usual for Dean to stay at
mine so it was no biggy.

So I got Dean back to my room and plopped him on the bed. I took off his
clothes and bundled them into the washing machine. Dean just sort of lay
there giggling and smiling and apologising for spewing in the car and for
pissing me off earlier although he didn't know what he'd done. I got a face
cloth and wiped his face feeling pretty hacked off with him.
As I looked at his pathetic drunk, apologetic face with its watery smile I
remember thinking how beautiful he looked and my annoyance at his earlier
flirting with this girl dissolved. I got undressed and turned off the
lights and did something for the first time - I went and hopped into his
bed. He made a couple of surprised noises as I snuck in alongside him but
he didn't push me out. I lay there on my left side for a while, me assuming
the position of little spoon to his big spoon. After a few minutes he
placed his right arm lazily over me and was breathing his beery, vomity
breath in my ear but it didn't matter. His much larger frame made me feel
safe and I honestly didn't care if he spewed again - this new feeling of
sharing his bed was worth any potential price. After a few minutes I felt
something by my bum. I reached my hand back and felt his hard dick poking
against me. Was he asleep for real, asleep for not real or awake and ready
for action? I couldn't tell.
"Dean. Are you awake?"
Nothing.
"Dean, if you are awake then just take your arm off me."
Still nothing.
"Dean, are you up for a blow job?"
Silence.
I thought he probably was asleep and so didn't do anything for a few
minutes but then I felt that big piece of meat buck a little against my
arse cheeks.
"Dean, I know you're awake. Just say something"
Still no word from him. Okay, I figured, he was fake asleep and happy to
get a blow job. But I had an idea. I would just pull his dick down a little
lower, pull my cheeks apart so it would rest at my hole. As I went to move
it, I noticed it was slimy from precum and so it slid very easily between
my cheeks. As I placed it against my hole it bucked again. Over the next
few minutes I tried a variety of techniques to see if I could push it
inside me but without success. I then pushed him onto his back. I started
to blow him and, as usual, he was oozing precum and I was lapping it up and
deepthroating him so his thick shaft became really wet from a mixture of my
saliva and his precum. I thought I was ready to try again so straddled him.
Having learned from Leo, I was sort of kneeling over his cock and lowered
myself down. It wouldn't go in and I could feel the pain as I tried to push
the head into my inexperienced arse. I heard Dean breathing quite shallowly
so I totally knew he was awake.
I grabbed his hand and placed it over my cock and closed his fingers around
my shaft. He gave it an almost imperceptible squeeze. I was now sure he was
awake and that made me harder. I was determined not to give up, so spat on
my fingers and poured a ton more saliva on his cock. I could feel it
dribbling now on to his balls and legs but I didn't care. I poked my middle
finger up my butt and moved it around a little and was relieved to confirm
I was pretty clean down there. I then put my hand under me and guided his
dick back to my puckered hole. I sat down a little and was determined to
get this thing in.
The resistance was strong but eventually it suddenly slid past my tight
ring. I stopped to let myself adjust to its girth, panting somewhat from
the exertion. It was killing me but my determination to do this overcame
very high levels of pain. When I looked down, in the darkness of the room I
saw the very small amount of light that came from the alarm clock, catch
Dean's eyes. He was awake. Good.
I breathed out and tried to relax and slid more and more of his thick shaft
into my butt. About 2/3 of the way down, I felt his dick touch something
very deep inside me and it created a dull pain so I backed off a touch,
worried I would damage something inside me. He tightened his grip a little
on my stiff dick. I was happy that he seemed to be responding well to my
efforts and he continued to very subtly squeeze and let go of my dick
repeatedly (it seems so comical now that he thought he was kidding me about
being asleep). I knew I had to take a little more control so I raised
myself up, letting his shaft pull out of me up to the knob then lowered
myself again down to about 2/3 of the way. I did this a few times until I
realised that if I leaned forward I could go further down. Soon I was sat
down on him fully and I could feel that large sack splayed out below my
cheeks acting as a sort of hairy cushion. I removed his hand from my dick
and started to stroke myself. I was in total heaven. This huge weapon that
was practically splitting me apart was also filling me up and massaging me.
I so desperately wanted him to screw me and cum inside me. But how could I
get him to? I'd have to force him awake and I didn't want to ruin the fun
and risk a situation so I just decided to stroke myself to near orgasm, hop
off and then wank him to his. So that's what I aimed to do. I bounced up
and down on him for a while but I placed his hand back on my cock and
wanked myself with my hand over his. As I neared orgasm, I pulled off him
completely but instead of waiting so I could wank him then finishing myself
off, as that fat shaft slid out of me and that engorged helmet ran past my
sphincter, I just came into his hand. It went absolutely everywhere and I
knew he wouldn't have liked his hand getting covered in my cum but he had
no choice unless he was going to 'suddenly wake up'.
As I came I sat back down on him, travelling all 22cm back down to the
base. As my last few shots fired out, I just sat there, weak and not
knowing what to do. After a few moments I pulled off him completely. He
was, of course, still as hard as ever but I thought I'd should finish him
off - it was only fair. I grabbed some tissues to wipe his dick down and
threw them on the floor. I then proceeded to deepthroat him, which he
always loved, to a huge orgasm. He may have been drunk but clearly this
episode had fired him up and he emptied 5 or 6 huge pulses of salty fluid
into my stomach. He was trying not to breath loudly as if to keep up the
pretence of being asleep but I could tell his was struggling as he
occasionally gasped to take in more air.

Rather than go back to my bed, I pulled him onto his side and put his arm
back around me and into a very deep and satisfied sleep. We must have slept
for 10 hours or so because the next morning I heard my Mum head off in the
car and she always headed out at about 10am and I think it was midnight
when we got to sleep. I woke first but I had my arm around him, acting as
the big spoon. I didn't want to move it so just lay there thinking about
the night before. Eventually he woke up and said "Charlie, did you sleep in
my bed all night?" I told him that I did. "Oh, okay" I think is all that he
said before then telling me he didn't remember anything from the previous
night. I wasn't an experienced drinker then and assumed he was telling the
truth as I'd heard about people forgetting stuff. Of course later on I
realised he was covering up for allowing the previous night's activities to
happen. We got dressed and had breakfast, me feeling slightly despondent
about him not remembering anything but happy he hadn't freaked out about us
sharing a bed together. When I look back now, there was so much unsaid
about what we did and it seems odd that he didn't make a fuss of me
sleeping with him but that was how it all was.

>From then until not long before we went to Uni, he regularly slept around
my house and anal sex was allowed within the 15 minute 'free play'
sessions. He'd never do me from behind - basically I was always on top and
the most he'd do was fuck me from beneath. I guess it allowed him to think
it was me making all the moves that way - ultimately he wasn't choosing to
screw me. I didn't care back then. I was happy to get that outsized teenage
tool inside me and loved it when it hit my kidneys or when it was draining
all that delicious boy cream inside of me. I always struggled to hold off
from cumming quickly if he was inside me - it just excited me so much and I
loved looking down at his face as he lost himself in the moment.

About 2 months before we went to Uni and he'd picked a different
institution to go to in a different city, I was starting to realise that
this would be the end. One day when we were walking the dogs he asked me if
I'd ever have been his friend if it wasn't for the sex (well he wouldn't
have used that word but just an allusion to it). In any case it took my by
complete surprise and I recall him being wound up when he asked me - he'd
clearly thought of how he would ask the question way in advance.
I said of course I would have been his friend. He then said, okay I no
longer want to do stuff with you. Will you be my friend? I thought it was a
hypothetical question so said yes. That evening he came around my house but
left and didn't sleep over. I begged him to stay and he refused. I must
have piled on the pressure because he said "remember you said you'd still
be my friend, even if we don't 'do anything'?" I promised him that if he
stayed over I wouldn't hassle him for stuff and he let up and agreed. That
evening I tried everything but he didn't want to have sex. I was so
frustrated. In the end, I am ashamed to say, that I waited until he
definitely was asleep and went over to his bed and just slid my hand under
the quilt and just held that limp, fat dick in my hand whilst I tossed
myself off with the other. This situation was repeated a couple of times
but the fourth time when I thought he was asleep he was hard. I stroked him
to a climax and then finished myself off. As soon as he came (and I always
timed myself to match him) he turned on the light and said "I can't trust
you Charlie - you know that I told you no!" A row ensued. I asked why he'd
let me toss him to orgasm when he didn't want me to. He said it was because
he wanted to prove that I wouldn't stop etc. and I blurted out that I had
just held him before. He then went mad and said I'd broken his trust etc.
He started to get dressed and leave and I started to cry and begged him to
stay. On seeing how emotional I was he just hugged me and said "Charlie,
I'll be gone in a few weeks. What are you going to do then? We won't see
each other any more. I'm worried about you" That's when it really hit me.
He'd chosen the other Uni not because he thought it was better but because
he wanted to get away from me and leave behind the 3+ year life of sex with
me. Over the next few weeks things were odd between us and we argued and
bickered. I look back now and realise I was horrid to him. I was in love
with him and didn't admit it to myself because I couldn't admit it to him
or accept that I was gay. I was trapped and felt like I'd never meet
another person like him. He did finally screw me from behind the day before
we went off to Uni and it was amazing. He was in a good mood and said
something like "this is the last time we ever do this" or something. I
forget because the incident was so tinged with sadness even though it was
the final act I'd been waiting for. He slept over that night and I snuck in
beside him and he put his arm around me that night. I managed to keep my
composure until he left in the morning and I stayed in my bedroom and cried
for hours, hugging my dog. She was the only living thing I feel that I
could share my secret with....

The next is the last my story of Enjoying Myself as a teen. If you're
looking for lots of salacious sex, you'll be somewhat (but not totally)
disappointed but I wanted to close off this chapter of my life because
you've been kind enough to follow me all the way to this point.



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