Date: Mon, 25 Feb 2013 16:46:50 -0800
From: Aiden Jones <aidenj@hush.com>
Subject: Canadian skaterboy gets his first fucking

Let me rewind a few years...
I had been working for the US government for several years, in a far
off land, you'll probably recall the adventures that my government
involved us in due to perceived "weapons of mass destruction" and
"terrorism threats". In any event, I would return home on holiday, and
often chose to return to Canada. I have family there, and as a result
of my, shall we say adventures, have become less than pleased with my
governments choices. So Canada was the best choice for me to relax.
Now it goes without saying that while I'm in my thirties, my
preference is for teenage boys. I'm well muscled and in shape, with a
nice eight inch cock, so I haven't found it too hard to attract the
boys who know what they want.
On one particular holiday, I had returned to house sit for some
friends, who were out of town on a holiday of their own, they would be
gone for a month, and I had the house to myself.  Being bored and
horny, as was often the case, I made my way downtown to the "gay
district" to see the sights.
I stopped at a local coffee shop with outdoor seating and wireless
access, to increase my chances of finding something to do.  As I sat
cruising the random social sites on my phone, I noticed a couple of
guys skating near by, well more than noticed, more likely staring like
an idiot. What can I say I have a thing for skaters too, and one in
particular caught my eye.
He was about 5'7, 120 lbs, tan, and that perfect skater-twink fit,
with a perky little ass peaking out of his sagging jeans. I was
probably sitting there with my mouth open, and realized it when they
headed my direction, so I abruptly went back to surfing my phone. They
skated by and went into the coffee shop for drinks.  They sat inside
at the table right behind me, just on the other side of the large
glass window. I did my best to ignore them, though would steal the
occasional glance when I could. I surfed away on my phone, chatting
now and again with the occasional guy.
About 15 minutes went by, when I noticed them come back out of the
coffee shop. The group of them paused for a minute, chatting amongst
themselves, then parted ways. The guy I had been, quite honestly
staring at, skated over  toward me and sat down on his board on the
edge of the sidewalk, apparently waiting for something. He sat there
drinking the rest of his iced coffee and listening to his iPod.
All I could do was stare, and pretty much right at his ass, looking
away every time he would look around. I would learn later he was 16,
and apparently just that. No wonder he had such a nice little ass.
All of a sudden the boy got up, and walked right over to me, and asked
if I knew when the next bus would be by.  I explained that I wasn't
from around there so I didn't know.  Now of course I don't think
Americans have an accent, but something gave it away and it led to the
start of a conversation.  He sat down after a minute and we started
chatting. Of course he looked younger, and I do like younger guys, but
we were simply chatting. Over the course of the next hour or so, I
discovered that he was in his last year of school, that he was part of
the "cadets", which apparently is a "pre-military", reservist
organization. We actually hit it off quite well and had a lot of
things in common. As I said, we had been chatting for an hour or so,
when I noticed another bus go by. This was probably the 4th bus to go
by, which brought me out of the conversation, and I asked if he had
missed his bus, he looked at his iPod, and seeing the time just said,
"shit". He was supposed to be home and wasn't going to make it in time
having apparently missed 2 busses while we were chatting.
He fumbled around in his pocket for a minute and then looked at me and
asked if he could pay for my gas to give him a ride home. I told him
that he didn't have to pay for gas, that I would just take him where
he needed to go, after all my afternoon hadn't been going anywhere and
I had really enjoyed talking with him. We got into my car and he
started giving me directions to his house. On the way, he got a little
quiet and was fidgeting around in his backpack.  I piped up and
promised that I wasn't a serial killer, which made him laugh, but he
kept staring at the floor.
After a minute or so, he asked if he could ask me a question, and made
me promise not to get mad, and he would get out of the car if I wanted
him to.  I assured him that I wouldn't get mad, and I would drive him
all the way home. He paused again, then asked, "do you like guys?"
Which was immediately followed by, "I'm sorry, I didn't mean that, I
wasn't saying you are gay or anything...".
Just for clarification, I have never been "accused" of being gay when
out in public. Just my appearance, years of military service,
attitude, manner, voice... all of those things tend to add up to
straight.
I had to pause for a minute, which was likely killing him, and
responded with a question, which I know is bad form, "why would you
think that?"  He explained that since I was from out of town, I
probably didn't know that the coffee shop was in the "gay district",
and he had seen my phone through the window and though he saw pictures
of guys on it.  Before he could start into another round of excuses, I
simply said, "yes I like guys" and asked "what about you?" To which he
replied, "I think so".
This started a whole new conversation, while we weaved through town
toward his house. He explained that he just didn't find girls
attractive "in that way", and that he was always "sneaking" looks at
guys, but had never done anything with a guy.
Yeah, my heart just about stopped. Here I am driving through town with
an incredibly hot guy in the car, who likes guys, and apparently likes
guys like me, as most of his examples were coaches or his instructors
at cadets. Listening to him tell me that he has never been with a guy,
but really wants to try it, was making me the horniest guy on the
planet.
My conscience kicked in though, damn conscience, and I spent the next
few minutes reassuring him that all the things he was feeling were
perfectly normal. He may or may not be gay, he might just be curious
and either way was fine, no one could tell him who he was but him. He
seemed satisfied with that idea, and suddenly yelled to turn right. I
managed to make the turn, and headed down a side road.
He asked me to stop in front of a park, explaining that he probably
shouldn't show up late, in front of his house, getting out of a
strangers car. He started getting out of the car and paused for a
moment, turned around and shyly asked if he could text me while I was
in town.  I said sure, and gave him my number, which he typed into his
phone.
He looked at me for a moment, said thanks, and then said "sorry". I
didn't understand the last part, until he leaned forward and kissed
me. Not a friendly little peck of a kiss, but a soft, passionate,
lingering kiss on the lips. He stopped, turned, dropped his board to
the ground outside the car and skated away.
I arrived back at the house, having driven through town in a daze,
wondering about this incredible guy I had met that afternoon. I
honestly didn't expect him to text, and I wasn't going to push it
since he didn't sound to sure of himself. Night had fallen and I was
getting ready to go out on the town, there where a few guys that were
headed to a club downtown and had invited me along.
It was about 10 PM when the first text arrived. A cute, simple and
shy, "hey :)"
Which led into a long  digital conversation. Needless to say, I blew
the evening off in favor of simply lying on the couch and texting with
this hot and apparently horny guy. He really came out of his shell
over text. Asking a hundred questions about me, guys in general, sex,
what I liked, what he thought he would like, what he wanted to try,
his fantasies.
Turns out he was quite the horny and somewhat "freaky" 16 year old,
for never having done anything. He had me hard and stroking, as he
texted his fantasies, which of course led to the exchange of a few
pictures, to which I can only say... oh my god. A toned teen chest, a
hard teen cock about six inches, and a nearly smooth, tight little ass
that I couldn't wait to taste.
His teasing pictures sent me over the edge, stroking to his fantasies,
and mine apparently provided the same release for him. I only wish I'd
been there to see his teen load of boycum.
We texted back and forth for a bit longer before he got tired and we
said good night.
The next morning, while I was making coffee, he texted a simple "good
morning :P". We chatted for a bit when He asked if I wanted to get
coffee, at the same coffee shop we had met at the day before. I tried
not to sound too excited in my reply and agreed to meet him there
later in the morning.
I probably arrived earlier than necessary, but I figured I could kill
time sipping a latte, enjoying the summer morning.  He skated up about
30 minutes later, and we went inside to get him a coffee. Drinks in
hand we wandered around the local shops for a while getting to know
each other a little better. He had gotten over his shyness, continuing
from where we had left off the night before, as he asked more
questions and eluded to more fantasies all covered by a veil of
innuendo as we were wandering public streets. We ended up back at the
coffee shop and my car.
He suggested we head over to the skate park where he was supposed to
meet some friends for a minute and then we could find something else
to do. I didn't really have a problem with that idea, honestly he was
gorgeous, but I've never been one to turn down more eye candy. As we
pulled into the parking lot and came to a stop, out of the blue, he
reached over and squeezed my cock, making a cute "mmmm" sound. He
smirked, and got out of the car. I was instantly hard, and had to make
some adjustments prior to getting out. This boy wanted it bad.
I walked over to where he was, chatting with his friends. He
introduced me as his American cousin, who was visiting for awhile. It
struck me that he had put some thought into his story, and was
actually quite convincing, so I played right along. They decided to
skate for a few minutes, after all we were at a skate park, while I
concentrated on not concentrating on him. I figured cousins didn't
spend their time staring at each others asses.
I have always been amazed at skaters, probably because I can not
skate. I have done many things, jumped from planes, snowboarding,
college soccer, mountain climbing you name it, but for some reason a
piece of plywood with wheels defeats me.  So I simply took in the
sights as they circled around the park, with flips, grinds, ollies and
the like. Conveniently, this led to "getting hot", which led to taking
off shirts.
For those that say skating isn't a sport, I challenge them to look at
the sly, writhing, muscular bodies of shirtless skaters. Again, trying
not to stare, but oh so hard... literally!
After thirty minutes or so, he was done skating and headed over to me
ready to go. We got back into the car and he suggested we go to a park
where we could relax. We drove through  town chatting as he gave
directions to the park. We arrived at a quiet, neighborhood park and
got out of the car. We continued chatting as he led the way around,
first to the swings, and then the monkey bars where he challenged me
to pull ups, and then over to the trees where there was a little rope
bridge across a stream. We wandered out onto the little bridge,
surrounded by trees on all sides, when he stopped, turned, and once
again kissed me, but this time he didn't stop, he didn't skate off.
He stood there, his lips on mine, pulling me close. I kissed him back,
softly, passionately, pulling him closer to me, lifting him up on to
his toes, exploring his mouth with mine. I slid my hands down to his
perfectly round little ass and squeezed getting him to take in a deep
breath and giggle a little. I lifted him up and he wrapped his legs
around me, not missing a beat, not breaking what I imagine was the
longest kiss of his life. He leaned away with a wry little smile on
his face and whispered, "I don't have to be home tonight." Damn this
kid needed some cock!
I refrained from throwing him over my shoulder and running back to the
car, and simply suggested that we could go back to my place, to which
he gave the cutest little smile and nod. We kissed again before I put
him down, adjusted my aching cock, and headed back to the car. He was
such a fucking tease on the way to the house, nonchalantly reaching
over and tracing up my leg and around my cock through my jeans with
his finger. Then doing the same to himself, I could see the outline of
his cock straining against his jeans as he traced around it. I'm sure
I looked drunk swerving in the lane as I looked back and forth between
his teen dick and the road.
We arrived at the house and probably sprinted to the door to get
inside. The door had barely closed when I picked him up again and
resumed kissing him, again exploring his mouth with mine. We fell
against the wall as I tried to kick my shoes off, not wanting to let
go of him or break our kiss. That made him laugh, which made me laugh
as we stumbled into the living room and landed on the couch. We spent
the next few minutes kissing and exploring our bodies through
straining jeans and T-shirts.
The T-shirts were the first to go, as we briefly interrupted to pull
them over each others heads, have I said, "oh my god". What a perfect
body!
Smooth, tan skin. Slight, ripples of muscle across his chest and arms.
The cutest little six-pack, with those incredible "V" lines dipping
under the waist band of his boxer briefs that hugged his hips above
his sagging jeans that were concealing the bulge of a rock hard cock.
Damn!
He stopped, leaned back a little, and got shy again. With a little
smile, he looked down at my crotch, traced my cock with his finger and
quietly asked "can I?"  I smiled back, holding in the "umm duh", and
told him he could do what ever he wanted. He reached down and slowly
unbuttoned my jeans, sliding them off my hips a little, he pulled down
the waist band of my Calvin Kleins, letting my cock spring free. The
cutest little "whoa" escaped as he stared at it. Now I don't have one
of those monster porn cocks, but I'd say I'm above average, and this
was the first cock he'd seen outside porn or showers at the pool.
He reached down and traced my cock with his finger, driving me crazy,
then took it in his hand and started stroking as he moved back to
kissing me. We continued to kiss for a minute as he stroked my cock,
trying different rhythms, and grips. Everything being so new to him
was even more of a turn on. He stopped again, thank god I didn't want
to cum too soon, and looked at my cock, then at me.
Before he could say anything, I repeated "anything you want".
He slid back off of me, kneeling on the floor in front of me. He was
so cute as he leaned forward and licked the head of my cock. He
paused, then licked up the shaft and back around the head, driving me
crazy. He stopped, licked the precum off his lips, smiled and let a
"mmmmm" escape.
I can only suppose that hours and hours of porn had paid off, as this
teen boy leaned forward and covered my cock with his mouth, forcing it
in as far as it would go, gagging a little, he started sliding up and
down, while swirling his tongue around the shaft and head. All I could
think was, "wow", he was damn near a professional little cocksucker!
Sliding his hand under my waistband, he started rolling my balls in
his hand as he slid up and down my cock with those perfectly soft lips
and expert tongue. He was getting me close and I had to stop him, I
wanted to save my load for later.
I pulled him up to me and kissed him, tasting my own precum on his
tongue. I held him back a little, looked at him and said, "my turn".
Spinning him around, and laying him on the couch, I slid up the couch,
holding myself over him as if those thousands of push ups were for
this exact moment. I leaned down and lightly kissed his neck, tracing
down his chest with my lips, until I found a perky little nipple, and
nibbled gently producing a deep sigh as he arched toward me, I moved
across to the other nipple, tracing around it with my tongue, which
made him shudder.
Back to the middle, I traced down his cute little six-pack, flicking
my tongue, kissing each little ripple, until I reached his waist band.
He reached out, grabbed my head and  pulled my chin up to look at him,
he whispered "I should shower after the skate park". I simply smiled
back, and plunged my head into his crotch, taking in a deep,
purposeful breath. I looked back at him and whispered "don't worry
about it". That's one of those things for me. I like guys to be clean,
who doesn't, but theres something about the smell of fresh sweat,
right after the gym, or something, that just brings out the scent of
passion.
I went right back to where I left off, unbuttoning his jeans, then
sliding down the zipper, with my teeth -- hey you have to have some
flair.
Sliding is jeans down over his hips and off his thighs, tossing them
on to the floor. Since I was down by his legs I decided to work my way
back up, brushing my lips and flicking my tongue along the inside of
his legs as I slid back to his waiting cock. I wrapped my lips around
the shaft of his nearly six-inch cock through his boxer briefs and
slide up and down slowly blowing hot breath out around his cock and
balls. As he squirmed a bit, I reached up hooking his waist band and
slid them off, revealing a beautiful, uncut, rock hard cock.
I love to play with uncut cocks. I love to tongue fuck the opening,
flicking across the head, then slide my tongue in-between the head and
foreskin and circle around his head. By the moaning and him arching
his back to meet me, he loved it too. He wasn't huge, but really the
right size for me to fit all of him down my throat, and slide back up
to the tip flick around the tip with my tongue and slid back down to
his balls. He was moaning and bucking with me trying to match my
rhythm and face fuck me. I pushed all the way down and held still. I
didn't want him to cum yet either, and I figured he wouldn't have the
control.
I looked up at him as he slowly opened his eyes. I swear he read my
mind when he asked sluttily, "Will you fuck me?"
I slid my mouth off his cock and slid off the couch, reaching down I
lifted his ass off the couch as he wrapped his arms around my neck and
pulled him up. We kissed as he wrapped his legs around my waist and I
carried him to the bedroom. I laid him down on the edge of the bed. He
sat up and finished stripping off my jeans and CK's, alternating
stroking my cock and rolling my balls in his fingers as he went.
I pushed him back to the bed and pushed his legs up to his chest,
exposing a tight, smooth little puckered hole. Irresistible! I dove my
head down between his perfect, round little ass cheeks and attacked
his boyhole with my tongue. Flicking around the edges in one
direction, then back the other direction, slowly forcing my tongue
into the middle of his hole, then back to flicking around the edges,
back to pushing inside him, all the while deeply breathing in that
sweet musky sent. Squirming around on the bed, gripping the sheets, he
starts forcing his hole back at me as I tongue fuck him.
He reached down and pulls my head up, almost begging, "fuck me".
I slide him further up on the bed, and reach to the night stand
grabbing lube and a condom. As I slowly spread the lube across his
twitching hole, alternating sliding a finger inside, I can see him
bite down on his lip as he quietly moans.
After a few minutes, I pause to grab the condom, he opens his eyes and
looks at me with a ravenous gaze, whispers "no", looking at the
condom, and reaches up pushing me back as he climbs up and continues
to push me onto my back. Oh fuck yes little boy, I'll take you bare!
He slides up across my body, slowly humping me, cock to cock he leans
down and kisses me, reaching for the back of my throat with his
tongue. He backs away with that ravenous look, and slides the rest of
his body up, squatting, hovering his tight little ass over my cock.
He grins, and slowly lowers himself on to my cock. God damn, he is
tight.
Even after loosening him up by rimming him and fingering him, he is so
fucking tight. Squatting down, I can see him pushing down, trying to
force my cock into his virgin boypussy.
I can almost hear the pop, and I can certainly feel it as the head of
my cock pops into his ass and takes his cherry. I can see the shock in
his face and reach up under his arms holding him up whispering,
"slowly".
As his face relaxes, I can feel him loosen up and slowly take more and
more of my cock inside. As he lowers himself all the way down to the
base of my cock, a big grin spreads across his face, and a guttural
"mmmmm, fuck me", escapes his lips. This kid was born to bottom!
I cup his ass with my hands, helping support his body, and slowly
start to fuck him, a little at a time, a little more, finally the full
length from base to tip. He grabs my hands and moves them away from
his ass and starts bouncing up and down on my cock like a pogo stick,
holding on to the headboard, he looks like he is a bull rider, with a
grin from ear to ear, as his cock bounces up and down, alternating
from slapping my stomach to slapping his. His teen boycunt, a virgin
fuckchute just a few moments earlier, is now being forcefully
stretched open by my eight inch mancock, and the kid loves it.
I can see the precum leaking out of his cock as he rides for the first
fuck of his life. He reaches for his cock and starts to stroke, but
I've got another plan, anyone can jack off, I want my new bitchboy to
cum with out touching his cock.
I reach up and pull him to me as I sit up, distracting him with a long
kiss, as I roll forward pushing him onto his back, sliding all the way
back out of him. Back in control, I push his knees up to his chest and
pull his hands up to hold them there, his ass perfectly exposed gaping
and winking at me. A little more lube to my cock, I tease his hole
with the head of my cock, as he is almost chanting "fuck me fuck me
fuck me". No problem kid.
Pushing forward, I feel my cock pop past his boyhole, damn still so
tight!
I want to be slow, but he is begging for more, and I am on the edge of
exploding feeling his red hot, tight boycunt wrapped around my cock. I
rock his hips back and start fucking the little gayboy like there is
no tomorrow.
Fast and short strokes, long and slow strokes, pushing all the way in
until my balls slap agains his ass.
Thats when I see the look, there's the spot, right there, every time I
go right there, his eyes roll back, pupils dilate, and he pulls in a
short breath followed by a moan. Yep thats the spot. Every bottomboy
like him has it.
I reach around and hold his ass up off the bed, just the right angle,
all the way in, back out, all the way in, a little harder. I love that
glazed look, I love the view of my cock sliding in and out of his
tight little sixteen year old boyass.
And there it is. His hole clamps down so tight on my cock, for a
second I think he might break it, but he relaxes again as he explodes
across his chest, and face, and the bed, shooting load after load.
He's drenched and glazed, shimmering with the boyseed I've fucked out
of him.
The sight is too much for me, as I push my cock all the way into him I
explode deep into his teenage ass, it feels like I could be shooting
from his boypussy to the back of his throat there's so much pent up
force and sperm.
This actually wasn't my plan -- one of his fantasies is a facial --
but there'll be time for that. In that moment I rode the orgasm and
this hot little boy as I emptied my balls of mancum. We both hear the
sudden, obscene squelching of his semen-slick boychute, being stuffed
by the cock of a man twice his age.
He lets go of his legs and relaxes, stretching out on the bed, with a
sleepy little smile on his face. I lie on top of him for a second, and
then roll to the side, bringing him with me, rolling him on top of me.
He looks up and smiles, then rest his head back on my chest. I can
feel his cock still twitching, his cum sandwiched between us, and my
cock still buried in his as as we start to doze off.
That wasn't my only time with him, but it was the one I always think
back to -- as, I'm sure, does he.