Date: Sat, 08 Sep 2001 23:02:14
From: Davy Jones <swimmer_wa@hotmail.com>
Subject: Sweet Roommate: Part 1

"Okay, let's talk about that."

In the darkness of our dorm room, lit only by such light as filtered
through the blinds from the quad outside, I climbed out of my own bed and
sat down on my roommate Bob's bed.  We'd both turned in maybe half an hour
before, but had kept talking instead of sleeping.

"Okay."

He sat up under the covers, throwing his legs over the side of the bed, and
I scooted next to him, casually draping an arm over his shoulders.  This
was as forward as I had ever dared be with him, so I was kind of nervous,
even though I was absolutely convinced he was gay too.  He didn't seem to
mind, anyway, and it felt good being up against each other there.

I'd had my eye on him ever since freshman orientation two weeks earlier.
He was tall, thin, and blond - something I've always been partial too - but
he also had a beautiful smile, and he smiled almost all the time.  (I
learned later that someone once told him that people like you better if you
smile, and I think he overdid it a bit.)

"By the way, I think you should lose the pajamas."

He'd been surprised to learn that I slept only in my underwear, much as I'd
be surprised to learn that at 17 he still slept in PJ's like a little kid

"You mean right now?"  He giggled a little bit.

"Well, won't they get in the way?"

The thing that most convinced me that this boy was gay was a combination of
the way he spoke and some of his mannerisms that struck me as effeminate.
The fact that I, a champion high school swimmer, exhibited nothing like
that behavior didn't affect my confidence that this was a good guide to
homosexuality.  In fact, only one of the boys I'd fooled around with in
High School had really been anything like Bob, so I was really on thin ice
here.

"Um."  Pause.  "You mean you want to do it together?  Here?"  Another
nervous giggle.

For an answer, I started undoing his pajama top from the bottom with my
free hand.  He didn't stop me, but I felt him tremble a little bit.  After
a few buttons, I slipped my hand under and rubbed his smooth tummy.  He
rewarded me with a surprised little moan of pleasure.

After orientation, I had struck up a conversation with Bob, and, learning
his temporary housing assignment, I'd arranged to spend quite a bit of time
with him.  We had a number of academic interests in common, and could talk
endlessly.  We explored the campus together over several afternoons, and
talked a lot on those expeditions.

"We shouldn't do this," he said softly, but he made no effort to move away
from me.  I slid my other hand down from his shoulder to his waist, feeling
his skin under my palm, holding him close to me.  "But I have to admit it
does feel really good."

You wouldn't have expected an athlete from a Tennessee prep school to hook
up with a nerd from the Southern California public schools, but there was
definitely something about him that really attracted me, and he seemed
pleased by the attention.  When we applied for permanent room assignments,
we signed up as roommates.

"Yeah, it does, doesn't it?"  I guided his hand to my own stomach.  He
rubbed it hesitantly.  I continued unbuttoning his top.

We'd talked quite a bit about sex, but very little about girls, except to
confirm that neither of us had been with one.  Mostly, we'd discussed
masturbation, and we'd mentioned homosexuality, but only in joking fashion.
Our first night in the room together, we'd got onto the jerking off topic
again, and he'd asked me if I ever did it in bed at night.  That was when I
got up the courage to walk over and join him in bed.

"This is giving me an erection," he whispered with some surprise.

"Me too."  I pulled on his pajama top, and he lifted his arms and let me
take it off him.  "Have a look," I dropped my shorts and kicked them away,
exposing my hard on.

"Wow!  That's a lot bigger than mine."  I guided his hand to it.  He
hesitated a bit, but then grasped it.  (Bliss!)  "This is like iron!"

I slid my own hand down into his PJ bottom and under his shorts, and
gripped his own erection.  I heard him inhale sharply as I touched it.  He
was right - not all that big - but I didn't mind.  Not at all.

"Lift up so I can get these off you."  He complied, and I pulled his PJ
bottom and underwear down to his ankles.  Then I put my hand between his
legs and fondled his balls a bit before exploring his cock some more and
finally gently stroking it.  He had been just holding my cock, not doing
anything with it, but now he got the hint and started stroking me too.

I had wanted this so long, and I was so tense and excited that he couldn't
have stroked me more than 5 times before I knew I was going to cum, and
although I held back as long as I could, by his 10th stroke or so, I was
shooting on my stomach and chest as high as my nipples.  He was a good
trooper, and didn't stop stroking until I wordlessly removed his hand with
mine.

From his breathing, I could tell he was getting close too - maybe watching
me shoot had helped - and soon enough he squirted more modestly on himself
and dribbled down onto my fist.

"Okay, stop."  I let him go, then grabbed his PJ top from the bed.

"I know just the thing to use this for."  I wiped my cum off my torso with
it, then cleaned my hand and handed it to him.  He seemed rather subdued as
he cleaned himself up and then threw the garment in the floor.  I put an
arm around him, but he pulled away and tried pull up his bottoms and shorts
from his ankles.  "Hold on a minute," I said.  He froze.

I straddled him on the bed, my knees on either side of where he sat bare
chested, feet on the floor, bottoms and shorts still around his ankles.
"Are you okay?"  Again, he tried to push me away, but only weakly, and I
pulled him to me, pressing his head into my shoulder, wrapping my arms
around him. After a moment, he quit resisting and let me hold him.

I held him for a little while, stroked his hair softly with one hand,
kissed him on the head and felt him stiffen in my arms for an instant.

"Lie back on your bed."  I pressed him back onto his pillow, and he lifted
he feet off the floor and straightened out in the bed.  I pulled his
clothes from around his ankles and tossed them into the floor, then lowered
myself onto him, my crotch onto his, my face right above his.  I looked
into his eyes, but he was trying to look away.

"Kiss me, Bob."  He looked back at me, his eyes opening in surprise, and
then I saw just a hint of his trademark grin, and he lifted up and kissed
me, quickly, on the lips.  I leaned closer to him, and kissed him myself,
chastely the first time, lifting back up and smiling down at him again, and
more vigorously the second time, slipping my tongue between his lips.  He
made a small surprised noise as my tongue entered his mouth, but he didn't
try to stop me, and after I'd explored his mouth for a bit, I felt him
hesitantly try to slip his tongue to me.  As we lay there swapping tongues,
I grew hard again, and felt him doing the same.

"Ready for round two?"  I pulled up and beamed down at him.

"Yeah, I guess so."  He whispered softly.  "What do you want me to do?"

"Will you suck me for a little bit?"  I climbed up on my knees and slid
forward until my dick was just above his mouth.  He stared at it the way I
imagine a mouse looks at a snake.

"I dunno."  A pause.  "Will you cum in my mouth?"

"Not this time.  I just want to feel your mouth on it."

"Will you suck me too?"

"Absolutely."  I leaned forward, touching the tip of my cock to his lips,
which parted and let me slide it in.  "Try to purse your lips over your
teeth, okay?"  He complied.  "Yeah, that's good."

From this angle, there really wasn't much we could do.  He had no leverage
at that angle, so I took a few strokes, me fucking his mouth rather than
him really sucking me, but it was obvious I hadn't thought this through,
although I really loved watching my shaft going in and out of his mouth.
After a bit, I pulled my dick out of his mouth and I heard him sigh deeply,
as though with relief at being done with a difficult task.

"Thanks, man.  That was nice."  I worked my way back down and kissed him
again.  He was a bit more enthusiastic this time, and we kissed for a bit
before I slid further down to where I was kneeling between his legs, with
his cock in my hand.

"Okay, your turn now," I smiled at him and started licking his little dick,
then sucking on it.  No problem swallowing him all the way to the balls;
even fully hard he just tickled the back of my throat.  Then I let one
finger slide down his balls to his crack and just touch his hole.

"Oh wow!"

"Do you like this?"  I stopped sucking but kept lightly stroking his hole.

"Yeah, that feels very nice."

"Mind if I play with it a little more?"

"Okay."

I got out of bed, padded over to the sink, took a small jar of Vaseline
from the cabinet, and climbed back in bed.  I put some lube on a finger and
start to gently rub his anus.  He signed again, folded his hands behind his
head and smiled at me.  (God, I loved that smile!)

I fingered him for a while, slow and easy.  I sucked him some too, but he
warned me he was close, so I stopped.  By then I'd opened him up for one
finger and started on two.

"Is this going to hurt?"  He seemed almost casual when he asked this, as
though we'd somehow already both agreed completely on what we were going to
do and there was no need for further discussion.

"I'll be very slow and gentle.  How does it feel so far?"

"Feels real nice."

"Good."

Once I could slip two fingers into him, I lubed up my cock, which was now
very, very hard.  I was pleased to see that he was also very hard.  I
pressed the head of it against his hole and asked him how it felt.

"Nice.  Real nice."  I pressed a bit harder.  "Mmmm.  Even better."  From
my high school experiences (which included being a bottom) I knew that
there could be too much of a good thing, so I very cautiously increased the
pressure until I felt myself starting to enter him, then I let off just a
bit so I was right at the limit, pushing as hard as possible without
entering him.

"Oh yeah, oh that's SO nice" he whispered.

"Try to relax now.  Pretend you're having a bowel movement in reverse."
Okay, not the sexiest line - and not original either - but I felt myself
slowly sliding into him without increasing pressure, and it felt really,
really good on my dick.

Then suddenly I heard him hiss with pain, and I stopped pushing and slid
back a fraction.

"You okay?"

"That hurt!"

"Sorry.  It's hard to do it perfectly - especially the first time.  Do you
want to stop?"

"No.  Maybe it's okay."  He sighed deeply once, then smiled weakly at me.

"You sure?"  He just nodded.

I resumed pushing, slowly and gently - it was so hard to take it slow
though!  I was exultant as I finally felt the flange on the head of my dick
slide into him.

"Okay, the head is in, so it should be easier from here."

"Uh huh."  He sounded dubious.

"You still okay?"

"Yeah."

I kept going very slowly as I felt the flange on my cock slide up his anal
canal, loving the wonderful way it gripped me so tightly.  When I felt it
slide out into his rectum, I slide the rest of dick up there more
confidently.  I heard him yelp just a little as the last bit slid in and I
felt myself hit bottom inside him.

"Pull your knees up onto my shoulders."  He did.  "That better?"  He
nodded.  I leaned forward and kissed him on the mouth.  He lay very
passively and didn't try to tongue me back this time, but he did suck on my
tongue.

"How you doing?  Comfortable?"

"Yeah."  A bit breathlessly.

"Good" I found his cock with my hand, and stroked him until he was erect
again.  Then I put my mouth back on his and began pumping his ass.  Slowly
at first, I picked up speed as I felt him loosen up more.  With my tongue
in his mouth, he couldn't tell me how he was feeling, but his arms around
me holding me close to him told me all I really needed to know.

Since I'd already cum once, I pumped him for a while before I felt myself
getting close, using a nice, long easy stroke - not too deep, and not
risking popping out of him on the upstroke.  Once I reached the point of no
return, however, I started fucking him really hard and deep, and suddenly
he pulled his mouth away from mine, pushed up on my shoulders, and panted
"I'm cumming!"

By this point I was already shooting my load into him, and I lifted up
enough to watch in amazement as he shot on his stomach without my having
touched him.

I pulled myself out of him, still not quite believing this, and kissed him
softly on the lips.

"That was really great, Bob.  That was your first time, wasn't it?"

Then I saw the tears in his eyes.

"Hey, hey.  It's okay.  Did I hurt you?"

He just shook his head then let out one choked sob.

I lay down beside him and rolled him over onto my shoulder, holding him
close to me.

"Go ahead and cry.  I've got you."

And with that, the dam burst, and he sobbed openly on my shoulder,
clutching me tightly.  I lay there hoping no one walked by in the hall and
heard him - especially when I remembered we hadn't locked the door.  We
also hadn't cleaned up, and I felt his cum running down my side and
dripping onto the bed.  I just held him tight.

After a bit, he quieted down, sniffled a bit, then took a long, ragged
breath and let it out.  I gave him a reassuring squeeze, and he settled
down against me.

"Better?"

"Some."  I heard him sniffle a little.

"I love you Bob."  I felt him stiffen in my arms.  "Really.  I mean it."

"I'm a fag.  You fucked me like a girl."  He choked on the words again,
"and I WANTED it."  He started to cry again, quietly this time, but I
noticed that he pulled himself into me for comfort, rather than trying to
pull away.  I stroked his hair absently.

"I know."  He started a bit at that.  "I'm a fag too.  I don't like girls
at all.  I've even been fucked too - how do you think I knew what to do for
you?  It would have hurt a lot if I'd tried to just stick this thing in
you, you know."

That provoked a short laugh - a laugh through his tears - and he sat up and
looked in my eyes at though to see if I was lying to him, but I just smiled
up at him.  He grinned again, lay back down on my shoulder, and sighed
contentedly.

"Will I get to fuck you too?"

"Sure, if you want to.  Not tonight, though."  We both giggled at that.

"What if I don't want to?  What if I always want to be your . . . to do
like we did tonight?"

"Then I'll love you just as much," and we hugged each other close.

We talked some more and drifted off to sleep in each others arms.

In all the months to come, we became very practiced at lovemaking - various
kind of lovemaking, although he did always take the bottom role with me -
but I never again managed to make him cum just from fucking him.  As though
the magic of that first time was something very special, never to be
repeated.

--Swimmer