Date: Sat, 13 Aug 2011 09:56:09 -0400
From: Sam Sheppard <samsheppard2011@gmail.com>
Subject: Memories of Sixteen 16

Disclaimer: This story is true and happened just as it's written.  Some
literary license has been taken when it comes to what people said, but the
events are real.  The names have been changed for obvious reasons. If you
are under 18 years old or offended by gay sex then please leave this site
immediately.


Memories of Sixteen 16


My life had become a fucking mess.  Stevie was gone and even though I was
getting by OK now, whenever I'd think about him the pain would stab me
right through the heart and I'd almost cry.  The swim season was over, we
were in the early part of spring and there was finally light at the end of
the tunnel as far as school was concerned.  Shawn and I spent a lot of time
together, talking and yes, fooling around.  I still loved doing things with
him, but it just seemed that the lustre had gone; the sensations were still
there as strong as before, but the emotion wasn't.  Shawn was incredibly
patient and supportive.  He'd had a few jerk off sessions with one of the
other guys in our class and tried to arrange for the three of us to get
together, but it never materialized.

It was late spring, around 60 degrees outside and almost all of the snow
had melted, so and Shawn and I were walking home.  As we did, we happened
to walk by our old junior high and bumped into Lane and a friend.  I hadn't
seen Lane in several months and he'd changed.  Where he'd been a little boy
of twelve that last time I'd seen him, he was now this tall, skinny
thirteen year old kid with short red hair and long, thin arms and legs.  As
we all walked home together, I noticed that his voice had started to change
and would break without warning, which I found really cute, but drove him
nuts.  Lane introduced his friend, Ricky, who was twelve and seemed small
for his age.  He stood about 4'6" and looked like he'd be lucky if he
weighed 90 pounds.  He was a little cutie though, with a slightly tanned
complexion, longer blonde hair and grey-blue eyes, he looked like he'd
stepped straight out of a commercial for Sweden.  And he had a permasmile
with amazingly white teeth.  (This kid eventually went on to become a very
successful model) I kept glancing at him as we walked home and I think
Shawn noticed, because he moved to Lane's side and began monopolizing Lane,
leaving me to talk to Ricky (Shawn was always a great wingman).  By the
time we got home, I learned that Ricky lived in the building across the
street, right next to Shawn's, was turning thirteen in August, had skipped
grade 5 and was considered to be gifted.  "You're gifted, alright,kid," I
thought, "You've got looks and brains."

He was going to Lane's place for a while since his folks weren't home, so
we said goodbye in the elevator and Shawn and I went upstairs to bang our
heads against our homework.  While we worked on our math, Shawn mentioned
Ricky and how I seemed to have taken an interest in him.  I argued that he
was way too young now and even though he was probably one of the cutest
kids I'd seen, I wasn't ready to get into any kind of relationship.

"What kind of relationship?" Shawn said, "Get into his pants, get out and
call it a day.  You need it."

I laughed and suggested we concentrate on math, which we did and when we'd
finally finished, my mother got home and said she was going to make dinner.
Of course, she asked Shawn if he wanted to stay, (like he'd refuse).  My
dad got home and after watching a little TV we had dinner and watched some
of the Leafs' game.  As usual they were losing and Shawn and I gave up and
left.  I wanted to head to the store on the corner, so Shawn and I walked
over, grabbed a Coke and chips and walked back to his building, where he
went upstairs and I went home.

A couple of days later, we were walking home and bumped into Lane walking
home by himself.  He joined us and I asked where Ricky was.  He'd had a
doctor's appointment that afternoon and hadn't come back to school, so Lane
was going to get together with him later.  As we got to Shawn's building,
he said bye and went home, so Lane and I headed to our building.

"Sam, can I ask you something?" Lane asked.

"Sure you can.  What's up, doc?"

He chuckled and said, "Ricky was asking me some questions yesterday that I
didn't know how to answer.  You know about sex stuff and I was wondering if
you could explain them to me so I can tell him."

"Sure.  What kind of stuff?"

"Well, can we, like, go up to your place and I'll tell ya?" he asked.

"Yeah, I guess so." I said, "No one's home for a couple of hours, so you
can ask me anything."

"Cool, thanks."

We got up to my place and went into the den and sat down.  I asked Lane to
tell me the questions that Ricky had been asking.  He looked kind of
embarrassed and said, "Well, I saw him in the showers, and his cock looks
different.  It has this extra skin over the end and he calls it a
foreskin."  I told him that was right, that everyone has it when they're
born, but in the Jewish faith it's cut off when the baby's 10 days old and
many other people have it done to their sons for health reasons.

"Well, I was wondering if it feels different when you jack off with a
foreskin." Lane asked shyly.

"Well, all I can tell you is guys that I know that have one say it's
easier, because you don't need lube, you can slide the skin over the head
instead."

"Oh, OK.  And I, I mean he, was wondering what it felt like to suck a guy
with a foreskin."

"Lane, it sounds like there's something more going on here than you're
telling me," I suggested.  "Are you and Ricky fooling around?"

He looked down at the floor and nodded.  I laughed.

"Welcome to the club.  Don't worry about it.  Every guy fools around with
another guy at some point. That's how we learn about our bodies, our
sexuality and what makes us feel good."  I explained.  "So you and Ricky
are experimenting.  So what?  How far have you two gone?"

"Well, we've jacked off together, but that's it.  I wanna do more, `cause I
remember how great it felt with you and I wanna see if it feels like that
with Ricky." he said.  "But Ricky's afraid we'll get caught and get in
trouble.  His mom's home all the time and my mom's work hours are kind of
weird, so I never know when she'll be home."

I nodded my head, and said, "So you need some place to go where no one'll
bug you."  I thought about it for a minute and then said, "Look, I have a
couple of ideas.  First, I still have the key to the pool shed.  If you
want, I'll let you guys in there for a while.  The other idea is that you
can come up here right after school and fool around here. The only thing is
you'll need to be gone by the time my mom gets home, but that should give
you around an hour and a half."

Lane jumped up and gave me a hug and a quick kiss on the lips.
Unfortunately, all this talk had gotten me started and the feel of Lane's
lips on mine had me hard in a second.  Since Lane was pressed right up
against me, I knew he could feel my hard on, and he surprised me by
reaching down and rubbing my hard cock through my jeans.  I looked at him
with surprise and he smiled.

"Do you wanna?" he asked.

"Do I wanna?" I thought, "Holy shit, yes, I wanna."  In answer, I reached
down and put my hand on his cock and was surprised to feel that it was hard
and felt much larger than it had in the summer.  Lane stood up and undid
his jeans and let them drop to the floor, standing there in his
tightie-whiteys with his hard, not so little, dick tenting them out.  I
reached out and took hold of the waist band of his shorts and pulled them
down, allowing his boner to spring upward.  Lane had definitely grown, in
more than height.  His hard penis looked to be around 5 to 5.5 inches long
and had gotten bigger around as well.  He had a nice triangular bush of
curly red-gold pubic hair over the top of his cock and was starting to grow
some hair on his balls.  His legs had a nice sprinkling of red-gold hair on
the calves and they were more muscular than I'd thought they'd be.  It was
very obvious that this young man was in the middle of puberty.  I wrapped
my hand around his hard shaft and began stroking him.

We went into my bedroom and I laid Lane back on my bed and went back to
stroking his penis.  As I did, I leaned over and gave him a kiss on the
lips.  I then kissed my way down his adorable thirteen year old body,
stopping to lick and nip at his nipples.  I continued to kiss my way down
to his soft curly bush and nuzzled his hairs and the base of his cock with
my lips and nose and then moved down to his balls, taking each one in my
mouth and sucking on each.  I licked back up the underside of his cock to
the tip of the head and kissed it, slowly opening my mouth and taking more
and more into my mouth, sliding down the shaft until I had his entire dick
in my mouth.  Lane was sighing and quietly moaning as I did this and his
moans were music to my starved ears.

I took him out of my mouth and said, "Wow, you've grown, kiddo."  He smiled
and I went back to my oral ministrations.  I started that old familiar
rhythm and used my hand to stroke the base of his cock as I sucked on the
upper part.

"Oh man, that's soooo goooood," he sighed.  "Oh yeah, oh wow, oh yeah,
oohhh yeaaahhh," he intoned over and over as I slowly slid his cock in and
out of my mouth.  I concentrated on tightening my lips as the slid over the
corona of his penis and he began bucking his hips upward.  "Oh yeah, Sam,
suck me, oh yeah."

I took hold of his cum-filled balls and gently kneaded them as I sucked him
and then gently slid my finger along his perineum.  Lane's ass tightened as
I did this and his hips began thrusting harder.  I looked up at his face
and his eyes were shut.  His stomach was contracting as his hips were
forcing his cock deeper into my mouth.  And as I sped up, Lane slammed his
hips up into my mouth, his ass cheeks clenched, he let out a loud growl,
his balls drew up, his cock started throbbing and he started shooting his
young teenage cum into my mouth and throat.  "OOOHHH FFFUUUCCKKK SAM,
unnggh, unnggh, unnggh, unnggh, unnggh, unnggh, ohhhfuuucckkk, oh shit,
ohhh, ohhhh, ohhh fuck Sam, ohh shit, ohh wow," he was moaning as I
swallowed every shot of his sweet, salty cum.  "This kid has definitely
grown up," I thought to myself as I relished every drop of his semen and
every twitch of his body and his cock.  I took his cock out of my mouth,
licked and kissed the tip and moved up the bed to hold Lane.  After a few
minutes, he reached down to begin stroking my cock, but I had to stop him
since it was getting late and my parents would be coming home soon.  Lane
got dressed, gave me a hug and left.  Just in time too.  He couldn't have
been gone for five minutes when my mom opened the door.

It was a couple of days later that Lane came upstairs after school and
asked if he and Ricky could use the shed the next day.  I said of course
they could and that I'd meet them in back of the apartment at around 4:00
and let them in.  I told Lane that I'd have to stay, so that no one saw
that the shed was unlocked and bothered them.  He said he didn't mind and
was sure Ricky would agree, so we agreed to meet at 4.  The next day, I
arrived a little early and Lane and Ricky showed up right on time.  I went
into the pool area and unlocked the shed.  I made it seem like I was doing
some work on the pool filter and that Lane and Ricky had shown up to help,
in case someone was watching.  I locked the gate and we all went into the
shed.  Once we were in, I closed the door and turned on the light.  Ricky
and Lane stood there, not sure of what to do next, so I suggested that they
undo their pants and start jacking each other.  Lane looked at Ricky and
reached over to undo his jeans.  Ricky hesitated a bit, but then undid
Lane's pants.  That seemed to break the ice, and both boys unzipped the
other's fly and pulled down the other kid's jeans to their knees.  I stood
there watching as these two young teens pulled down their underwear and
revealed their bare dicks.  Ricky's cock was about 4 inches hard, had a
foreskin that partially covered the head of his cock, leaving part of the
head and his slit visible, and was about the size of my thumb in girth.  He
had a few sparse golden hairs at the base of his cock and his balls were
about the size of large marbles.  In short, he was a perfect specimen of a
twelve year old boy just starting into puberty.

Lane and Ricky reached over to each other and hesitantly grasped the other
boy's cock and began stroking it.  Ricky's eyes were wide as Lane jacked
him.

"You've never done this, have you?" I asked Ricky, after a few minutes.  He
shook his head no.

"You like how it feels?" I asked.  He nodded his head yes.

"You like how Lane's cock feels in your hand," I asked.  He hesitated for a
second and then nodded his head yes again.

"Ya wanna try sucking?" asked Lane.  Ricky hesitated again and then nodded
his head yes.

Lane moved Ricky back so he was against the wall and pulled his jeans and
underwear all the way to Ricky's ankles, the knelt in front of Ricky, whose
eyes had gotten even wider at the prospect of getting his first blow job.
Lane took hold of Ricky's hard dick and licked the tip, causing Ricky to
let out a loud gasp and pull back.  Lane licked it again and this time
Ricky didn't move, so he put the head in his mouth and started sliding his
lips down the shaft.  Ricky's eyes watched every move that Lane made and as
Lane hit bottom, Ricky's eyes closed and a look of complete bliss washed
over his face.  Lane looked over at me and smiled around Ricky's cock and
began bobbing his head.  The sight was amazing.  I was watching my thirteen
year old friend sucking the cock of his absolutely gorgeous, naked, twelve
year old friend.  I was so hard it hurt, but I wasn't going to get
involved, even though everything in me was screaming to jump in.

Lane was sliding his lips back and forth on Ricky's cute little penis and
as he did, Ricky began to rise up onto his toes, and his hips began
thrusting back and forth.  He was moaning and his eyes were closed tightly.
He had a grimace on his face and it was getting red.

"Lane, stop," Ricky panted, but Lane ignored him.  "Lane, STOP, I'm gonna
shoot.  Stop, man, I'm gonna shoot, STOP!" but again Lane kept on sucking
and with a cry, Ricky grabbed Lane's head, held it still and his hips shot
forward, making his cock disappear into Lane's mouth.  He started to
tremble and began grunting as his orgasm overtook him.  I don't know how
much he shot, but Lane was easily able to swallow it and he let Ricky's
cock slip out of his mouth when he'd settled down.

Ricky stood there, saying over and over, "Holy shit. Holy shit."

Lane said, "I told you it felt amazing. See what I mean?"  Ricky had just
enough energy to nod his head and reply, "Oh yeah, man. I never thought it
would be so good."

Lane, dropped his jeans and underwear, leaned back against the wall and
said, "OK.  My turn."

Ricky hesitated and looked at me as if to say, "What do I do?"

"Just kneel down, grab his cock and put it in your mouth," I said.  "Oh
yeah.  Watch your teeth.  Cover your teeth with your lips. And relax, it
actually feels great for the guy doing the sucking as well."

Ricky knelt down and took hold of Lane's cock, leaned in, opened his mouth
and stuck Lane's whole cock head in his mouth.  He then tried to slide all
the way down Lane's dick, only to gag part of the way and take his mouth
off Lane's cock.

"Go slow and get used to having it in your mouth," I advised and Ricky went
back and did it again, only slower.  He got most of Lane's dick into his
mouth and started to bob his head back and forth, occasionally gagging when
he went too far.  He soon got into the rhythm and as he became more used to
it, began to seem like he was enjoying it.  Lane certainly was enjoying it.
I was watching his face and he looked so contented, his eyes were closed,
his mouth was open a little and he was beginning to pant gently.  He put
his hands on Ricky's head and started directing Ricky's movements and tempo
and in no time he was getting close to his orgasm.  He warned Ricky to pull
off because he was going to cum, so Ricky took his mouth off Lane's cock
and finished him off with his hand, Lane's cum shooting all over Ricky's
chest and neck.  Ricky looked so sexy, naked, with Lane's cum splattered on
his chest and neck.  I grabbed a spare towel I kept in the shed and gave it
to Ricky so he could clean himself off.  After the boys thanked me and Lane
gave me a hug, we all left the shed and the boys went home.  I went
straight upstairs and into the shower and jerked myself off to an orgasm
that left me weak kneed, imagining myself in a threesome with the two boys.
Lane and Ricky used the shed a few more times and I was able to watch and
occasionally touch, but I never participated in their activities, but had
some great memories of their jack off and suck sessions, that I used to
masturbate to many, many times.  Ricky became much more comfortable sucking
Lane and started swallowing Lane's cum.  Watching Ricky's cheeks puff out
as Lane came in his mouth and he tried to swallow all of it was such a turn
on, especially if some of Lane's cum escaped from the corner of Ricky's
mouth that I had to clean it off his lips and swallow it myself.  Lane and
I never got together again, but I'll always have the memories of the
previous summer and that spring.  Shawn and I stayed best friends, but our
interest in fooling around with each other faded and Shawn began seriously
dating one of the girls at school, who he eventually married.

I'd decided that I needed a job that paid more than what I'd made as the
lifeguard at our pool, so I joined the Reserves and became a part time
soldier.  During my summer orientation and training I met and became
friends with one of the other guys.  Brian was seventeen, well built, not
overly muscular but well defined, with short dark brown hair (crew cut,
like all of us), green eyes, a small nose and cute, well shaped mouth.
Since I had a car and drove home every day, and Brian lived on my way home,
I offered to drive him and pick him up in the mornings.  We became close
friends over the summer and when training finished, we both decided to stay
on in the Reserves.  The regiment had training on Wednesday nights and
every second weekend.

We were driving home one night in September, after training, and somehow we
got on the topic of sex (I don't remember how it came up) and we started
joking about gays.  Of course, being in the military in those days, gays
were a constant butt of jokes.  So I made sure that my being gay was VERY
carefully hidden.  We started talking about blow jobs and how they felt and
the conversation sort of steered itself to us talking about whether there
was a difference between being blown by a chick or by a guy.  We kidded
about the guy knowing what it felt like and what felt good, where the chick
had no clue what being blown felt like and wouldn't know what worked best
(bet you can see where this led).  We stopped for a while and the silence
was deafening.  I looked over at Brian and very carefully asked if he'd be
interested in testing our theory and held my breath, waiting for the
explosion.  I heard him say very quietly "Yeah, I would."  You could have
knocked me over with a feather.  I was back in the same place I'd been on
my first date with Sandy, my heart pounding, the blood rushing in my ears,
my chest tight.

"You said yes, right?" I asked just to make sure.

"Yeah, I did." Brian answered.

"OK," I stammered, "Where are we gonna go?  My folks are home and so are
yours."

Brian had no clue, and then "BING", it dawned on me.  We could go to the
same park where I'd fucked Sandy.  It was perfect, so I suggested it to
Brian, who readily agreed.  It took us about 20 minutes to get there and I
was expecting him to call it off before we got there, but we arrived, found
a really deserted spot, parked the car and turned the engine off.  We sat
there, staring at each other, waiting for the other guy to make the first
move, until I reached over and put my hand on Brian's crotch.  His cock was
rock hard.  I started to rub it on the outside of his pants and could feel
the heat radiating from it.  Brian quickly put his hand right on my hard
dick and started stroking it.

"Why don't we get these things out of the way," I suggested and we both
undid our belts and pants and pulled them and our shorts down to our knees.
This was the first time I'd seen Brian's cock.  It was hard as steel,
uncircumcised and about the same length as mine, 7 inches.  He had a full,
dark brown, triangular bush that extended from above his cock down and
around to his balls, which were about the size of large walnuts.  His pubic
hair was springy, but not course and I came to really enjoy just running my
fingers through it.  I took hold of his cock and began slowly jacking him,
watching as his foreskin slid up and down over the head of his penis.  I
skinned it down below the corona and his large mushroom shaped head was
exposed.  I leaned over and slid the head into my mouth, and felt the
spongy texture of it on my tongue.  Sliding my lips farther down Brian's
cock I felt the head hit the back of my mouth and I settled there and began
bobbing my head.  I could hear Brian moaning quietly as I took his penis
deep into my mouth.  I swirled my tongue around his cock and wrapped my
hand around his shaft and slid my lips and hand together up and down his
cock.  Brian started thrusting his hips and moaning.

"Fuck that's nice, Sam.  Oh man, I didn't think it'd be so good.  Oh fuck,
yeah, suck me.  Oh man."

I was really enjoying myself and the feel of his hard, silky, seventeen
year old penis in my mouth was making me hornier and hornier.  I started
increasing my speed as I slid my lips along Brian's shaft and reached down
and played with his large balls, gently squeezing them and rolling them in
my hand.  Brian put his hands on the back of my head and started moaning
louder.  I could feel his balls draw up tighter and his cock head get
firmer.

"Oooohhh, Oooohhh, Oooohhh, Oooohhh yeaaaah, Oooohhh yeaaaah, Oooohhh
yeaaaah, Ooohh fuuuuckkk, oohh fuuuck Sam, Oooohhh yeaaaah, Oooohhh
yeaaaah, Oh Sam, I'm gonna cum, oh fuck , gonna cum, ooohh ffuuccck, oohh
fuuccck , OHHFUUCCKK, Unghhh, Unghhh, Unghhh, Unghhh," and with that, his
cum blasted into my mouth, shot after shot after shot.  It was thick and
had the usual salty taste, but there was also a different taste, kind of
sweet, but not sweet.  I couldn't place it, but I wasn't really trying, I
was too busy enjoying the feel of my friend cumming in my mouth for the
first time and his excitement as he did.  I sat up after licking any
leftover cum of his cock and smiled.

"So, were we right?  Do guys know how to give better blowjobs than chicks?"
I asked with a smile.

"I think they do, but you need to have a chance to test the theory," Brian
replied as he reached over and grabbed my dick and started jacking me.  I
leaned back in my seat and Brian leaned over and took my cock in his hot
mouth.  I could feel his tongue slide around my shaft and the silky-smooth
texture of the inside of his cheeks as his soft lips slid up and down my
penis.  My cock responded by getting harder and the sensations increased.
Brian began kneading my balls at the same time and the feelings became so
intense that I could feel myself getting close.  He continued to suck my
cock and lick the underside of the shaft as he played with my nuts and I
let him know that I was getting pretty close to cumming.  When I did, Brian
increased the pace of his sucking as well as the suction he was applying as
he did.  That pushed me right over the edge and, with a cry, I started
cumming and cumming.  I shot 4 or 5 blasts into Brian's mouth and he
swallowed every drop.  When he sat up he looked at me and asked, "Well,
what do you think?"

"No doubt about it, guys give better head than chick by far," I agreed and
we laughed.

Once we got dressed and reorganized, I drove Brian home.  The coming
weekend was scheduled to be a training weekend, which would mean that we
had to be at the armoury at 6 pm on Friday and wouldn't be home until
around 11 and would have to be back at 8 am and wouldn't be finished until
at least 7 pm on both Saturday and Sunday.  I suggested that he tell his
folks that he was going to stay over at my place on Friday and Saturday
since it would be more convenient for us to get as much sleep as we could
(as if we were gonna sleep).  His parents agreed and we made plans for me
to pick him up on Friday night.

Friday came and I picked Brian up on my way down to training.  Everything
went as usual and we finished at 10:30, so we hopped in my car and drove to
my place.  We had a quick dinner, said goodnight to my parents and headed
into my bedroom.  We decided to take a shower before bed, so I gave Brian a
towel and he stripped, wrapped it around his waist and went to the bathroom
for his shower.  While he did, I got undressed and wrapped a towel around
me and sat on the bed, idly playing with my dick.  I have to say that up
until this time, I'd never seen Brian completely naked and he was one hot
boy.  He had a well built, completely smooth chest with well defined pecs,
a nice flat, strong stomach, a spectacular, tight ass with cheeks that fit
my hands perfectly and strong, well defined thighs and calves with just a
little hair on them.  By the time he got out, I was fairly stiff and had to
check to make sure my folks wouldn't see the tent in the towel as I went to
the bathroom.  The coast was clear and I ducked in, had a quick shower and
dried off.  When I returned to the bedroom, Brian was under the covers, so
I closed and locked the door, dropped my towel, turned off the light and
climbed into bed.  I was pleasantly surprised to find that Brian, like me,
slept naked.  We moved in close to each other and both reached out, taking
each other's cock in our hands and gently stroking the other.  We would
have loved to have had time to blow and possibly fuck each other, but we
had to be up in less than 6 hours and had a full day ahead, so we decided
that just holding and feeling each other would be enough for tonight.
After all, tomorrow was another day.

And what a day it turned out to be.  We got up at 6, got dressed, had
breakfast and were out of the door by 6:30. Training was a long, hard day
of mock exercises in house clearing while under fire, mixed in with some
hand to hand combat.  By the time we were done, it was close to 8 and Brian
and I were beat.  We got in the car, headed back to my place and found my
folks had gone out for the evening, so we jumped in the shower together,
got cleaned up and had a quick jerk off session.  After we dried off, we
grabbed some food in the fridge and devoured it.  Then it was time for bed.
We lay down on the bed and I took Brian's cock in my hand and began
stroking him.  As I did, I leaned over and slid his semi-hard shaft into my
mouth and began using my lips and tongue to get him hard.

"Wait a second," Brian said. "Swing around so I can suck you too."

I moved so we were in the classic sixty-nine on our sides.  I took Brian's
cock in my mouth and he slid his lips over mine and we began blowing each
other.  I reached over Brian's hip and took hold of his fantastic ass,
using it to pull his cock deeper into my mouth.  As we sucked each other, I
slid my hand into Brian's crevice and put my middle finger against his
pucker and wiggled it.  Brian's ass cheeks tightened and his hips pushed
forward.  After we'd sucked each other for a while, I stopped and asked
Brian to roll onto his stomach.  When he did, I spread his legs and got
between them and began kissing and licking his tight ass.  I spread his
cheeks and began kissing my way into his crack and slid my tongue onto his
hole, causing Brian to moan.  I licked his ass and slowly slid my finger
against his hole.

"Oh god, Sam, that feels fantastic," he said.  "Put it in me, please."

I pushed and wormed my finger against his hole and the tip slid in.  Brian
gasped and I held it still and waited for his hole to relax.  Once it had,
I increased the pressure and it slid in right to the second knuckle, but
Brian cried out in pain so I stopped immediately.

"Are you alright?" I asked.  "I can take it out."

"Don't you fucking dare," he said through gritted teeth.  "I want it in me.
Just wait a minute and let me get used to it."

After a minute or so, Brian said it was OK to go ahead, so I started finger
fucking his tight hole.  My finger slid as far in as it could go and I
started finger fucking him.

"Ooohh yyeeaah, Sammm, keep doin' that." Brian moaned.  As I fucked him
with my finger, I occasionally bumped against his small knot, which sent
Brian through the roof.

"Sam," he started, "I want you to fuck me."

"You sure?" I asked.

"Oh yeah, man, I'm sure."  he slurred, so I ran into the bathroom and
retrieved the Vaseline.  I smeared some over his hole and then on my cock
and had Brian roll onto his back.  I lifted his legs, putting his calves on
my shoulders, and spreading them to give me better access to his ass.  I
put the tip of my cock at his entrance and applied some pressure, feeling
Brian's hole start to give way.  The tip of my cock entered the tight space
and I stopped, so both of us could get used to it.  I pushed more into him
and the head snapped past his sphincter.

"OOOWWWWW, OH SHIT, stop, stop, wait, just...just wait a minute." he cried,
so I held where I was.

"Brian, we don't have to do this," I said to him, but he insisted we go on,
so after waiting again, I began making small in and out motions of my cock,
trying to get his ass used to having my dick in it.  After a little bit, I
could feel the tightness relax a little and I was able to get my cock
deeper into his ass, until I was completely buried in him, with my balls
mashed up against his ass.  I stayed there for a minute, this time letting
both of us get used to it.  His ass was a hot, gripping tube that wrapped
around my throbbing cock and I knew that if I moved right now, I'd blow my
load before either of us got a chance to enjoy ourselves.

Slowly, I began to inch back out, his chute gripping my dick tightly, until
just the head was left in him, and then just as slowly I slid my way in.
Brian was moaning, with pleasure now instead of pain.  I kept up this slow
fuck of my seventeen year old buddy for a couple of strokes, but just
couldn't wait any longer.  I started fucking Brian harder and faster, still
using full strokes and we were both moaning as the feelings became more
intense.  I started jerking Brian at the same time as I was fucking his ass
and his 7 inch cock was hard as granite in no time.  I couldn't help myself
at this point, and I sped up and started ramming my dick into Brian's hot,
moist hole and fucking him for all I was worth.

"Oh fuck, Bri, you're so fucking tight," I growled. "So hot and tight.  Oh
fuck, I'm gonna cum soon. Oh fuck, Bri. Oh fuck."

The sensations were getting out of hand and watching Brian's face as I
fucked and jerked him just added to the excitement.  In seconds, I was
right at the edge and with a cry, I started unloading every ounce of my cum
into his hole.  I blasted 4 or 5 full loads and then a bunch of smaller
ones into Brian.

"Oh fuck, Sam.  I can feel you cummin' in me.  I can feel your hot cum in
my ass.  Oh fuck, that's wild." And then as he reached his orgasm and
started blasting his cum onto both of us, "Oh Sam, Oh fuck, oh fuck, I'm
cummin'.  Oh yeah. Oh, OH, OH, OH, OH, Oh fuck, Oh fuck, Ohhh fuuuccckk,
ohhhh fuuuuuuuck, Sam, sooo gooood, oh yeahh."  I kept stroking his spewing
cock as his cum ran down over his cock and my hand and into his pubic hair.
I slowly pulled my cock out of his ass and watched as some of my cum slid
out of his hole, and went into the bathroom for some warm, wet washcloths
to clean ourselves up with.  Once we'd done that, we dumped the cloths on
the floor, pulled the covers up and curled up in each other's arms, kissing
and letting our tongues dance in each other's mouth until we finally fell
asleep.

It was brutal when the alarm went off at 6 the next morning.  I woke up and
Brian and I were still curled up together in the same position we'd fallen
asleep.  Hauling my ass out of bed to take care of my standard morning
necessities was not a fun thing, and poor Brian, well, hauling his battered
ass out had to have been even worse.  Since both parents were fast asleep,
we both jumped into the shower together and got cleaned up.  I washed
Brian's back and made sure to clean his ass for him.  His pucker was red
and looked sore, so I was very tender as I cleaned it.  When he turned
around, though, his cock was at full mast and looked ready to go, so I
quickly took hold and began jerking him off, using some soap for a
lubricant.  Of course, this got me going and Brian took hold of my dick and
soon we were blasting our cum on each other and the shower wall, so we
stood under the shower a little longer than expected and then jumped out
and dried off.  Wrapping towels around our waists, I opened the door to go
to my bedroom and there was my father, standing in the hallway. I just
about shit myself.  He didn't say anything as Brian and I crossed to my
bedroom, but when we'd gotten dressed I went into the kitchen and said good
morning.

He looked at me and asked, "You guys shower together?"

"Aaarrgghh, busted," I thought.  I had to think fast so I said, "Yeah, we
had to. We slept in and we're running late and we both needed a shower.
We're not even gonna have time for breakfast today.  Gotta go.  See ya
dad."  He nodded his head and said, "OK, see you tonight."  He knew.  I
know he knew.  And he knew that I knew that he knew but he wasn't going to
say any more about it.  FUCK.  FUCK, FUCK, FUCK.  Brian and I left for the
armoury.  We spent the day doing what we usually did during training and
when it was over I drove Brian home.  When I got home, no one said anything
about the morning and it seemed nothing had changed.  No one's ever said
anything about it since, either.

Brian and I spent the next two years fooling around with each other
whenever we had an opportunity and stayed good friends, but we lost touch
when I went away for college and then moved to the other side of Ontario
for my first job.  I have no idea what he's doing or where he is, but I
hope he's happy and well.  I had a few more encounters with guys over the
next few years.  I helped one young guy celebrate his 19th birthday when I
was 26 and we had a couple of good weeks together after that.  I met a cute
21 year old soccer player who I spent the better part of a year with when I
was 28 and then I met my future ex-wife, got married, eventually had kids
and the rest is all history.

I hope you've enjoyed this recounting of my late teens.  Thanks for reading
it and for all your great comments.  I wish you all joy and happiness.

Sam