Date: Tue, 16 Jun 2009 17:34:19 +0200
From: oh-boy@playful.com
Subject: Thanksgiving Surprise

Hi folks, here's a new story for you, finally.

As always I'd love to hear what the story did for you or any other comments
you may have. Send them to oh-boy@playful.com.

Enjoy!

Oliver
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Thanksgiving Surprise

The day before Thanksgiving and my family gone to Mexico. Just great. But
hey, it's my first year of college and I was the one who was so insistent
on living my own life, being independent and all that other bullshit. So my
parents, finally rid of me, took the chance and went off on vacation. And
so I accepted Paul's offer to join him and his family for the holiday
weekend. Paul is my roommate, 18 like me.

We only met at the beginning of the term but we got along real well right
from the start. Of course, me being the lucky guy I am, he is really cute
and also really straight.  Oh well. I told him that I'm gay the first time
we got drunk together. He laughed and said, "Well Nate, I guess at least
we're not gonna be fighting over chicks." And that was that.

Of course it drove me wild when I heard him jack off over in his bed at
night, but then I'd just do the same and we'd both laugh about it and that
was enough for the time being. Until he met Laura and spent more nights in
her room than in ours. And I was still alone. But hey, I was willing to
wait for the right one to come along. There were enough cute guys around
campus, after all. And if I'd get laid a few times before I found someone
for a more permanent arrangement, that would be just OK with me. Not that
that happened too often.

Anyway, Thanksgiving rolled around and we went off to his parent's little
place by the sea, the three of us, Paul, Laura and me. Paul had told us
that the house was nothing special, basically not much more than a
cabin. Three bedrooms only. One for his parents, one for himself and Laura,
and one which I would have to share with his little brother.

"You'll understand that I can't have Toby in with Laura and me, right?" He
grinned at me.

I grinned back. "Sure, no problem." And I didn't think it would be. I
expected Paul's brother to be a little kid, a nuisance maybe, but nothing
more. I'd put up with him for a few nights, at least I wouldn't be alone
for the holiday.

So we arrived at the "cabin". Of course it was about twice the size of the
house I grew up in, huge kitchen/family room with patio, an individual
bathroom for each bedroom, you get the picture. And Paul's parents were
nice enough, made Laura and me feel very welcome.

While we were standing on the patio saying our hellos the screen door
banged open and something wearing tan colored shorts and a red t-shirt
dashed out and tackled Paul. Paul stumbled back a few steps, grabbed his
attacker around the waist and tried to lift him off his feet. After a
second he laughed, dropped his arms and said, "OK Toby, I give up.  You got
too heavy for me. Come on and meet my friends."

Toby also laughed and straightened up. And he was not quite as little as I
had assumed.  He was a couple inches shorter than me, tanned and blond with
clean skin and an open, friendly face. I guessed him to be about
fourteen. Still a kid but not what I had expected when Paul talked of his
"baby" brother.

We were introduced and Paul's mom said, "Toby, why don't you take Nate up
to your room and show him where everything is." So I followed Toby up the
stairs and into one of the bedrooms. There were two beds, a dresser, a
couple of chairs covered with all kinds of Toby's clothes, a walk-in closet
and a door opening onto a bathroom with a shower.

I put down my bag and Toby said, "So you're stuck with me, hm?" His voice
was that typical teen-age in-between, not completely changed but definitely
on the way there. He grinned at me and said, "Guess Paulie wants to have
some privacy with Laura, hm?" His grin got a bit wider. "No girl for you,
is there?" Then he laughed a little, turned around and left the room.

I found myself staring after him, wondering what that was about. And
staring at Toby's tanned legs, visible below his shorts. After a second I
thought, stop it, he's just a kid, he didn't mean anything and also I can't
go looking at him like that. I unpacked my stuff and went back downstairs,
too.

We had a nice afternoon, dinner afterwards, spent some time on the beach
and finally went up to our rooms. When I came out of the bathroom Toby was
on his bed, lying on the covers wearing only his boxers. When I saw him, I
stopped short, taking in the view.  This kid was actually pretty well
built, beginning to show all the right muscle definitions in all the right
places, baby sixpack included. Nice bulge too. Toby saw me look and grinned
up at me. I cleared my throat, once again thinking, stop it right now. I
walked over to my bed with Toby watching me, still with that grin on his
face.

As I got under my sheet, Toby ran his hand over his belly and stopped just
before he reached that bulge in his boxers. Then he said, "Well, good night
then," and reached up with his other hand to turn off the light.

And then it didn't take more than five minutes before I heard those
tell-tale rhythmic sounds coming from Toby's bed that I usually only heard
his brother make, accompanied be a little moan from time to time and
finally a longer groan and a sigh, and then the quiet regular breathing of
a sleeping boy. I couldn't believe my ears, couldn't believe that this kid
would beat off with a stranger in the room. But of course I also popped
wood like crazy. But there was no way I was going to do anything about that
in this situation. I just lay there, not moving and trying to get my
breathing under control. It almost took superhuman self control but I
finally managed to fall asleep.

I woke up when I heard the door of the shower partition bang shut the next
morning.  The bathroom door was open, Toby in the shower. I was almost
certain that he was looking at me through the clear glass of the partition
when I opened my eyes, and he was definitely grinning again. I didn't want
to but I just couldn't help watching him. I mean, hey, when do you get to
see an extremely cute boy naked, lathering up his tanned body, seemingly
satisfied to have you watch?

And he sure did give me a show, running his hands up and down his body,
turning this way and that in the streaming water. Once again I told myself,
stop it, he's just a baby. And when Toby actually started washing his dick
and balls and when said dick very obviously started to grow with every
squeeze of his soapy hands, I jumped up out of my bed and closed the
bathroom door. It was all I could do to keep myself from tearing off my
boxers and jacking off right then and there.

After a few minutes Toby came out of the bathroom with a towel around his
waist, pretending to be serious although I could still see his usual grin
in his eyes. "Hey, sorry for leaving the door open. I'm just not used to
having someone here. Hope you didn't see anything that you found
offensive."

I had to suppress a cough and said, "No, don't worry, everything's just
fine."

Toby grinned again and said, "Well, I'd sure hope so." Then he went over to
a pile of clean clothes on one of the chairs, dropping his towel on the way
and showing me his bubble but.

At that moment I practically jumped into the bathroom, closing the door
behind me and pushing the lock. I ripped off my boxers and got into the
shower. As I turned on the water I saw a streak of white gooey stuff
running down the glass of the shower partition. It took me a second but as
soon as I realized that I was looking at Toby's cum which he had left there
for me to find, purely be accident, of course, I finally grabbed my own
throbbing dick and started jacking. I had just enough self control to last
about two minutes. Then, as I thought about Toby standing here only a few
minutes earlier, doing what I was doing, my jizz joined his on the glass,
string after string of it, finally giving me the release I needed.

When I calmed down a little I washed myself and sprayed our joint cum off
the glass.  As I was showering I started thinking and I came to the
conclusion that there was no denying it, Toby ways definitely coming on to
me. So what did that mean? Did he know about me being gay? Had Paul told
him? And what was I going to do? I mean, I obviously found him exciting, my
body was clearly telling me that. But man, he was fourteen, my roommate's
baby brother. Where did that leave me? I was thoroughly confused.

We spent Thanksgiving day just as you would expect, including turkey and
football, and I felt great, almost as if I was actually a part of this
family. All the time, however, whenever I looked at Toby or caught him
looking at me, giving me his grin, I felt a slight twitching in my crotch
and at the same time may conscience started piping up again. I didn't know
what to do. Once I almost asked Paul if he had told Toby about me. But then
I thought, no that's just too dangerous, I wouldn't even want him to start
thinking about Toby and me in that context.

Late at night I went up to Toby's and my bedroom. I realized that Toby must
have gone up a bit earlier because he was nowhere to be seen. When I opened
the door, Toby was on his bed in his boxers again, only this time his right
hand was inside those boxers, massaging a very obvious hard-on. There was
already a little wet spot showing on the boxers.

I stopped in the doorway, almost ready to back out, but that nearly naked
kid grinning at me and working away in that tent in his shorts was just too
much. I still thought, ok, he's just jacking off like any good boy will, no
harm in getting an eye full if he wants to show off. So I walked in and
closed the door. And I have to admit I blushed a little.

And then, as soon as the door was closed and locked, Toby lifted his hips
off the mattress, slipped down his boxers and kicked them off. I couldn't
help but stare at his gorgeous cock, sticking up from his fist, precum
already dribbling down from his dark red dick head over his hand into his
little blond bush of pubes. I sat down hard on my bed.

Toby grinned and said, "Hey, why don't you give me a hand here?"

I swallowed. "Toby, come on, you're only..."

He interrupted me. "Hey, I saw the look on your face. You know you want
it. And you gotta be blind if you don't see that I want it. And if you
don't tell, I certainly won't.  Where's the harm?"

My dick was ready to burst the seams of my boxers. I took a deep breath,
one last time trying to think my way out of this. But I couldn't, not when
I looked at Toby, naked and ready, looking back at me with so much
expectation and - yes - lust in his eyes.

So I finally saw that he had got me, there really was no way I would back
out now. I got up and kneeled next to Toby's bed. I looked up and down his
beautiful body while his eyes never left mine, his grin finally replaced by
a look of anticipation and maybe a little last-second anxiety. I reached
over with my left hand, and as Toby took his own hand off his dick I gently
wrapped mine around his hot and slightly pulsing shaft. It was so hard, and
slippery from his precum which he was oozing in great amount.

Toby threw his head back and groaned. I put my right hand on his belly,
feeling his muscles and his hard breathing. I put a little more pressure on
his dick and started slowly running my fist up and down on it. Toby groaned
louder, writhing on the bed. For a second I had the urge to lean over and
slip my lips over that gorgeous cock. But I checked myself, thinking that
that might be a little more than Toby had bargained for.  Instead I
continued stroking this boy's tool the way he seemed to like it, judging by
his barely suppressed groans.

After going like this for a few moments I stopped, waiting for a
reaction. Toby panted heavily and opened his eyes, looking at me. I smiled
at him and gripped his dick again with my other hand. My left hand went
around his balls, squeezing just a little bit while my right hand picked up
the stroking rhythm again. Toby made another sound deep in his throat and
closed his eyes again.

After a few more strokes I felt his balls contract. Toby made a deep
guttural sound and then he started shooting. He came in long, deep spasms,
string after string of sweet smelling stuff shooting from his dick, almost
as if in slow motion, each spasm coming from deep inside him, cum
splattering all over his belly and his chest. The stuff shot up so high I
could hardly believe it, splashing down all over the place, on my hands and
the bed and some even hitting the wall above his head.

I stopped my stroking, just holding his dick as it jumped in my hand, my
thumb massaging that super sensitive spot just below his dick head. Toby's
orgasm seemed to last forever before he finally calmed down slowly, his
breathing returning to a more normal level. As I squeezed the last drops of
his cum from his dick, Toby opened his eyes and looked at me. "Oh holy shit
man, that was incredible. I thought I was dying from pleasure or
something."

I grinned back at him. Seeing him like that, all spent and satisfied and
covered in cum made me feel all warm and happy. "Hey, you worked hard
enough to make me do this but I have to admit, I really enjoyed it too."

Toby made to get up and said "So do you want me to..."

I interrupted him. "No, don't worry, I'll take care of it myself." Giving
him this kind of pleasure was one thing, but the thought of using him for
my own pleasure still didn't seem quite right to me.

He looked at me and yawned. "You sure?"

"Yeah, I'm sure."

"OK, I guess. I'm pretty wiped out all of a sudden anyway. But I can watch,
right?"

I grinned at him and thought, hell, why not. So I finally took off my
clothes, actually feeling a little shy when I pulled down my boxers and
released my own boner from its confines. Sounds stupid, I know, but in my
mind Toby still wasn't a partner to me, more still like a kid I was
humoring. Although the way he was lying there, still naked with his cum
drying on his body and looking at me with hungry eyes, he definitely didn't
look like a little kid.

So I lay back on my bed naked and finally started stroking my own dick. I
kept looking at Toby and he kept staring at my dick until, after a couple
of minutes, the sight of the naked boy on the other bed and the smell of
his cum finally did the trick and made me also cum long and hard. I didn't
even think about where my jizz would end up, just let it go wherever it
wanted until my body looked almost like Toby's, covered with white
splotches.

By the time I was done Toby could hardly keep his eyes open. He grinned at
me once more and then rolled up on his bed, still covered in his drying
cum. He was asleep in a second. I thought about cleaning myself up but I
thought, what the heck, he seems to be comfortable enough the way he is so
I might as well stay the same way. I lay back and closed my eyes, smiling
at the memory of this evening, still a little incredulous that it had
really happened. I fell asleep feeling very content.

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Hope you enjoyed, and please, as always, tell me what you think. Thank you!


My other stories are:

<your nifty link>/nifty/gay/young-friends/thanks-for-tellin/

<your nifty link>/nifty/gay/young-friends/miracle-pond/

<your nifty link>/nifty/gay/young-friends/when-lenny-broke-his-leg

<your nifty link>/nifty/gay/incest/distant-cousins/

<your nifty link>/nifty/gay/young-friends/finally-alive/

<your nifty link>/nifty/gay/sf-fantasy/squirtshow-on-ees15


Send me a few lines to oh-boy@playful.com if you enjoyed the story (and
yourself while reading) so I know it was worth the effort.