Date: Tue, 14 Dec 2021 14:35:28 -0800
From: puppybooze@gmail.com
Subject: My High School Journal Entry #8

The names in this story are real... but locations and last names are left
out for obvious reasons. The things that occur in this/these stories are
100% true to the last detail and I wouldn't have it any other way. I hope
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New Years Eve

Seth and I haven't had a lot of time to get together over the past few
days things have been pretty busy. I've been able to refrain from
masturbating as hard as that was with Mike being so close at work. I even
sucked him off in the bathroom again but managed to keep my hands off
myself.

I have the next few days off and I'm going to spend New Years Eve and Day
over at Donny's.

He said a couple of the guys wouldn't be able to make it from our last
group encounter but the most important ones would still be there.

I've been wearing the same pair of underwear for 4 days now but make the
decision to wear a nice clean pair for the next couple days since I was
going to be intimate with the guys tonight.

The last time I was here it was Donny who made me suck his dick... so
this time its my turn. He's laying on the couch when I get there.  I
haven't seen him since Christmas Day. Sticking to our regular routine, I
climb up on his chest and pull my dick out without saying a word. I was
so hard.... its been days since my last orgasm and I'm already leaking
badly.  Donny just smiles, looking up at me as I wipe my dick across his
lips. I tap it on his mouth with the head of my cock and tell him to open
up. I warn him that it's been a few days and I would probably flood him
with cum. He slowly slides his lips around the head and down my shaft
moving his tongue along the bottom of my cock. I start to pump myself
into his mouth every once in awhile coming all the way out to slap it on
his face then back in as deep as he will let me.

Then I start talking dirty to him.

"Yeah! Suck my fucking cock. I've been waiting days, saving it up for
you. I know you want my load! You love my fucking cum don't you?"

He's got his eyes closed and just humming on my dick. It's vibrating my
ball's and bringing me closer to climax.

"Hold on, hold your head still. I'm gonna fuck your mouth, but first suck
my balls." I tell him as I sit up on his face. He takes my balls into his
mouth, both at the same time and moves his tongue around them massaging
them nicely. I slap my dick again a few times across the bridge of his
nose and cause a string of my precum to stretch from his nose to his lips
"Open up!. Come on, let me fuck that sweet mouth of yours. Were almost
there. Come on bud... I want to watch you swallow my babies. You know you
love my cum."

"Yeah.. give it to me buddy. Yours is the only cum I'll swallow. I love
the way you taste." He says as I slide back into his throat.

This time there's no prolonging the inevitable, and by now I don't want
to hold back. I slide my hands through his hair and behind his head and
slowly lift him up so that his mouth is a little more lined up with my
dick as I start thrusting faster and faster.

I throw my head back and release a monstrous load. I quickly look down at
his face to catch his throat gulping my seed down. I felt like I was
cumming for a couple minutes as my cock kept flexing uncontrollably.

"Are you two done yet?" I hear from behind me. It's Brian, and he looks
so hot standing there with his dick in hand dripping with cum.

"I'm still cumming..." I say and won't pull out until he takes every
drop. Finally my dick slips from his lips and I'm spent. "You weren't
supposed to see that" I say with a little chuckle.

"It was fucking hot" He says. "I wish I had shown up 5 minutes earlier."

"Oh don't worry.. there's alot more to come." says Donny.

Kenny, Brandon,  Van and Jonathan finally show up and with Brian, Donny
and myself the party begins.

The last time, we used the porn to ease our way into this but this time
we all know what's going to happen and we're all sitting around the pool
waiting for someone to make the first move. We're drinking some beers and
just chatting when Donny and Brian get up and go inside.

Brian already admitted to me that he was having some dreams that he says
involve me and Donny so I know what they're going in to do. I have to
admit that I felt a little jealous but didn't know if it's was because
Donny didn't ask me to join them or if because Brian wasn't more into me
rather then Donny. I needed to let that go but I liked to be the center
of attention and didn't handel rejection well. Not that.. that is what
was happening here but unfortunately I can be a bit petty. So now my goal
was to avoid both of them at all cost.

Van, Kenny and Brandon we off talking in one corner of the pool which
left Jonathan and me just hanging out. This wasn't weird cause like I
said.. we were good friends and neighbors.

"Let's go chill by the fire" I say. There were blankets and pillows layed
out around the fire so it was warm and comfortable. I wasn't even hard
and to be honest wasn't really in the mood for anything. We look over to
the pool and can see Van sitting on the edge getting worked by both Kenny
and Brandon and I have to admit it was pretty hot to watch. Maybe I'll
just be the observer tonight I thought to myself, but Jonathan had other
plans.

Jonathan is a small guy, 5.5.. 5.6 he honestly looks like a 8th or 9th
grader. Blond hair and the pubes to match. Blue eyes.. small penis but
that's ok. We've always known it was only a matter of time before we
hooked up. We've felt eachothers hard dicks and would have gone the
distance then but there were other people around us as we played under
the covers.

"What am I thinking" I ask myself. Instead of feeling sorry for myself...
here's this cute little boy next to me and I'm going to destroy that
little tight ass.

So I say to him. "Tell me something Jonathan, tell me what you want..
what is your fantasy?"

He just looks at me, then says quietly, "I've always wanted you to fuck
me"

That's all it took for me to hear. I placed my hand on his chest and
pushed him back onto the blankets. Our lips softly touch. I give him a
series of tender pecks and then part his lips with my tongue. Oh... he
tasted good and now I'm hard as fuck!  We make out for sometime just
exploring each others mouths, tenderly and that's not usually how I do
this, but tonight I want that intimacy. I roll over on top of him and
lock my fingers with his, kissing his neck and whisper into his ear.

"I want you so fucking bad. I have been waiting for this day for so long.
I'm going to do things to you tonight that you will never in your life
forget" and I start to nibble on his ear.

"Ahhhh.... I can't believe we are finally doing this. I've wanted this
too for so long"

I lock my hands around his wrists and hold them down above his head. I
start to lick on his pits... he's almost hairless and so smooth. I love
the smell of boys, they all have a specific scent and Jonathan's was sexy
as hell. It just pulls you in, wanting more and more. I'm sniffing and
just licking every bit of his essence that I can from those incredible
pits of his. His body starts to squirm under me. I hold his wrists down a
bit harder letting him know that I'm in control here and he will have to
go with it. I move to his little nipples and they're hard and pointy. I
realize that he is a bit ticklish so I tell him that his safe phrase is
Happy New Year. Just say that phrase and I'll stop. I'm looking down into
his face as I tell him this. Our dicks are humping eachothers, slick with
precum. He just nods his head at the safe word and I dive back in. I
start to work my way down to his bellybutton and lick around there. I
start to suck on his abdomen leaving a number of hickies. I hit a spot
just off to the side of his bellybutton that made his body coil and he
tried to pull his arms from my lock on his wrists. I decide that's where
I'm going to concentrate for the time being. I start to lightly run my
tongue over the area, his body starts to relax a bit so I begin to attack
again. Immediately he coils again his body shaking and squirming under my
grasp. His moans are loud, loud enough that it causes the guys to look
over at what we were doing. Now I move from sitting on him to between his
legs still attached at the wrists. I begin to lick his balls finally
releasing his arms and spreading his legs. The smells are even sweeter
here. I move a little lower so I'm at that spot between his ass and balls
and the smell is driving me crazy. I start to stroke my dick lubing
myself with my precum. I lift his legs up even more and hold him by the
back of his knees and hungrily eat his ass. I'm licking and sucking,
fucking and kissing on this little boy ass. Absolutely amazing, I had to
have have it! I had to get my dick in him deep. I need to fill him up
with my cum, I need to own this ass!

I spit on his hole and rubbed it in penetrating with my finger tip,
alternating my tongue.

I spit in my hand and mixed with my juices I line myself up. "Remember..
you can stop this at any point" I tell him as I slide the head in.

"Oh my god... wait, hold on a bit."

"Ok, just let it sit there for a minute." I say.

"How far is it in?"

"Just the tip"

"Are you sure?"

"Yeah, it's just the tip. Let it sit the for a bit." But instinctively I
was ever so slowly sliding in further and further. He was so tight,
unbelievably squeezing my dick like never before. I was flooded with lust
and desire. I started to push in again and bottomed out...

"Is it all the way in? It hurts" he says.

"Yeah it's in.. just let it sit there"

I start to slowly pull out till just the head was in and then back to
balls deep. He's moaning again, loudly. "Oh my god... I fucking love your
ass.... your so fucking tight! I'm so in love with your fucking tight
hole! I want in this forever..." I start pumping hard, and he's finally
loosening up just a little.

"That feels so good! Ahhhh.... fuck me babe. Fuck me harder! It feels so
fucking good."

Babe%!$#$%? Did he just call me babe? Fuck it.. we'll deal with that
later.  Right now I just want to empty myself in this tight hole.

"Ohh.. I'm going to fucking cum in your ass... are you ok with that?" I
ask looking deep into his eyes.

"Do it!... do it... cum in me!  Ohh my goddd...  do it!"

I empty my balls deep into his fucking sweet ass... he's still squeezing
my dick.. he's so tight. I lean over and tenderly kiss him again.

I can't believe I finally got the chance to fuck him and it was even
better then I imagined it would be.

I was still inside Jonathan's ass. I didn't want to pull out, and I'm
still hard as a rock... so I start sliding in and out again only this
time we are joined by Van, Kenny and Brandon.

Van gets behind me and starts rubbing his cock on my ass. Then whispers
in my ear.

"So you wanna fuck my boyfriend.. that means I get to fuck you!"

I had no idea that they were that involved and started to tell him but he
puts his hand over mouth and tells me to keep fucking him.

"He's wanted your dick for years now. Maybe he will finally shut up about
it. But I'm still going to fuck you, hard!. I'm going to cum so deep in
your ass your going to be able to taste it. To tell you the truth, we
both have wanted to fuck you.. well you fuck him while I fuck you."

He reaches over and grabs Jonathan by his hair and lifts his head up.
"Tell him... tell him how much you want him. Tell him you want his cum in
you again."

Jonathan has a crazed look in his eyes as he tells me to fuck him hard.
"I've wanted you since the 8th grade."

"Tell him everything." Van says.

I sneak out at night and watch you through your window. I watch you just
sitting in your room, sometimes even when your sleeping and if I'm lucky
I watch you masturbating."

I kinda laugh to myself. Years ago I pulled the screen off my widow so
that I could sneak out or sneak someone in. My bedroom is accessible from
the front yard just to the side off the house. The area is covered with
trees and bushes so someone there at the window would be concealed from
view but have a good view into my private oasis.  I wasn't freaked out
about it, in fact I thought it was hot because I've done the same thing
to Van. Although I won't admit it... not today at least. Jonathan's
admission has me on fire now. I pull out and flip him over... doggie. I
get back in and wasted no time getting back to fucking. He's well lubed
from my first load and it feels so good from this position. Van lines up
his big dick, for a half Asian he's got a damn nice dick. Bigger then
mine for sure. He slides in and I Fucking love having him in me. I pause
pumping Jonathan until Van can fully enter me. Once I'm sure he's in I
start thrusting again. Jonathan in front of me and Van behind with me
bouncing off the two of them. I feel like I'm literally in heaven.

"Now, your part of us." Van says. "You are ours, whenever we want you...
you belong to us! Got it?"

  "Fuck yeah. I'm yours, and you are mine!" I slap Jonathan's ass.

Van starts fucking beating my ass. I have to stop for a minute and just
let him do me. It was amazing. He came so hard I could actually feel it
firing through his dick and into my ass. And that's when I resumed
pumping Jonathan. I was so close by this point that it only took a minute
to reach climax myself. Dumping another sweet, juicy cum load deep into
Jonathan's ass. We all three collapsed on eachother in a sweaty pile of
teen boy and just held eachother for awhile.

We started early this time so the sun was barely going down. We jumped
back into the pool to rinse off and were having a few beers. Back to a
normal guys hanging out party. Van said that he and Jonathan would not be
able to stay the night this time because there was a party going on at
his house and their parents were expecting them to be there. About an
hour later Donny and Brian came out to join us. I tried not to make eye
contact and was pretty successful at it. Soon it was down to the 5 of us.
Donny, Kenny,  Brandon,  Brian and me.

Both Brian and Donny were tring to get me alone to talk but I wasn't
having it. I just wanted to party and Kenny, Brandon and I were having a
good time. We were getting pretty buzzed by this point. it's 11:45 pm and
Donny brings out two bottles of Champagne. I had moved past my bitterness
although I still didn't want to go off and talk about it, and they seemed
to back off to.. so we were all just having a good time. We popped the
Champagne and waited for the final countdown.

3... 2.. 1.... Happy New Year!

We took turns drinking right from the bottles, passing them around till
they were both empty.  We continued drinking and were all very
intoxicated by the time we decided to call it a night.

I was laying on the couch when Donny came into the house. I pretended to
be asleep, I just knew he was going to try and get me to go to the room
with him and whoever else (probably Brian). That is exactly what he did,
he tried his hardest to wake me up but I just bared down, dead weight and
wouldn't budge. He sat on the couch next to me and was just about to say
something when the others came in, then chose not to say anything. He
grabbed a couple of blankets and covered me up and off they went. All of
them. I thought to myself, well I fucked that up! Now I'm all alone,, and
started to eventually drift off to sleep.

Suddenly I felt the couch start to move a bit. I cracked my eye and only
saw a form slide in behind me. He wrapped his arm around my waist and
snuggled in tight. I was quickly getting a stiffy. Who ever it was just
silently ran his hand over my body, it felt amazing as I laid there
pretending to be asleep. Soon I felt another stiff cock in that couch and
it was poking at my thigh.

Fuck.. I felt so comfortable wrapped up in the arms of whoever is behind
me. I contemplated just rolling over and letting him know that I was
definitely awake and enjoying what he was doing but the thought of being
molested in my sleep, or him thinking that... was hot and I wanted to see
where this was going.

His hand continued to explore my skin ever so tenderly and he finally
makes it to my crotch, cupping my balls in his hand. I let out a small
sigh and he freezes. I do a small shift that allows him a little better
access and start a steady, heavy stream of breathing indicating that I'm
back to a heavy sleep.

"His mouth is open... put it in!"

I heard. There was a second person in the room and I didn't know until
now. The blanket is removed from our bodies and there I am, we are, naked
and hard. The hand from behind me wraps around my stiff cock and slowly
starts to stroke me... oh my god this is so hot! I scream in my head. I
myself have been on the other side of this scenario, playing with a drunk
straight boy and its so intensely arousing. The fear of being caught
mixed with the passion of not.. brings the experience to a new level and
now I'm playing to that fantasy. I'm going to give them, whoever they are
the enjoyment they are looking for.

Suddenly I feel the head of the other boys dick touch my lips. It's wet
with pre jizz and tastes so much better that I don't know who's it is. I
was going to crack my eye to see if I could make out who it was but
decided that the anonymity of it made this better.

Slowly he slid the head in and moved it side to side over my tongue. Now
I can really taste him. Sweet boy juice right from the source, driving me
wild with passion it was hard to continue the part of the helpless drunk
boy passed put on the couch. I was on fire inside and wanted more...
needed more. This time I let out a low and long moan and both of them
stopped just waiting for any sign of me being awake.

"He's out! He's not waking up" the boy with his dick in my mouth says.
"Here's your chance.. stick it in him!"

I know it's not Donny's dick in my mouth. I've had that one so many
times I could pick it out of a lineup. This one was sweeter. It had a
very distinct flavor, like it's owner feasted on a pineapples for days
before allowing me this pleasure. He was sliding further into my waiting
mouth. Not to deep but enough to call it a face fucking. I hear the one
behind me spit into his hand and my stomach begins to tingle.

Yes... he going to fuck me.. he's going to fuck this boy passed out in
from of him.. fuck yeah.

My mind was having a full on conversation in my head.

Fuck me good and slow! Get in there deep. I want you to cum in my ass....

I feel his hand spread open my ass cheeks and his hard dick searching for
the hole. His finger feels around a bit and finally finds my entrance. He
places himself at my opening and slowly slips the head in. I hear him
spit in his hand again and I feel him rubbing it on the exposed shaft of
his partially inserted penis.

The cock in my mouth starts to move a bit faster and all I can taste is a
mouthful of boy nectar. "God who's is this" I think to myself. " He's got
the sweetest juice I have ever tasted"

By this point there's a slow but steady fucking happening from behind me.
I feel so used and it's a great turn on.

" Fuck yeah! His ass is so sweet dude... you have to try it. I'm so close
to Cumming then it will be all lubed up for you."

WAIT!  Who are these guys. Now I'm confused. None of the guys would be
talking like this. I've been with the other 4 and this is a conversation
that just wouldn't happen. Now I have to crack my eye open to see if I
can make out who this is. It's dark and I can see shapes through the
small opening of my eyes but still have no idea who this is.

He says "Hurry up dude I'm going to cum soon"

"Just do it..  you always bust a couple times before you go soft."

"I don't wanna wake him up with a mouth full of cum" he whispers.

"Shot some of it on his face and I'll lick it up!"

Hmmph... is the next thing I hear as a powerful blast slams the back of
my mouth. I quickly swallow waiting for more but he pulled out and
splatters my cheek with 3 more shots of warm cum. That taste is
definitely not one that I have had before. So sweet and spicy at the same
time. I'm so on fire and just want to expose myself  for being awake but
I resist doing so.

"Ahhh... I'm cumming" Says the other from behind me. "He's so fucking
tight. Dude the best ass ever! I want to fuck him again"

"Fuck you.. its my turn. You wouldn't even have had the chance if it
wasn't for me."

"Dude, he's your brother's best friend not yours"

Oh my god! It's Donny's little brother, Ian and his sidekick Josh. The
two of them are inseparable. Two of the cutest 13 year olds around. How
did I get so lucky. Now I have to play this out.

"Move... let me in." Ian says

He wasted no time at all slipping his hard dick into my ass.

"Dude, take it easy.. your going to wake him up."

"He's so out of it, he would have already woke up if he was going to. I'm
going to fuck the shit out of him." He says. "Oh my god he is tight and
it's so fucking warm."

I clenched my ass muscles making sure to give him a tight fit. He starts
fucking me nice and steady.

"Oh man... I've been wanting to do this ever since I spied on him and my
brother. It's better then I thought it would be. Fucking a older dude is
so hot!"

"He's so hard" Josh says, stroking my dick.

It's still to dark for me to see anything and I'm still playing the part
of passed out. Ian is going to town on my ass and then I feel lips around
the head of my dick. I moan loudly and they both stop for a moment but
quickly went back to work.

"Oh my godddd... I'm cumming." Ian whispers but never stops pumping..
he's powering threw the orgasm.

Man this kids a stud! I say to myself. He just kept on fucking. You can
hear the slurping sounds of my sloppy hole now that it has another 13
year olds nut dripping from it. For a couple more minutes he just kept
punishing my hole it was incredible.  I so needed to cum. Josh was
licking around my head and it had me on edge but not enough to push me
over.

"I'm cummmin again!" This time he pushed as deep as he could go and just
held it there twitching, jumping around in my hole.

"Dude.. move out of the way. I'm going to try something." Josh says.

I don't know what kind of surprise I have coming but it's hard to beat
what I have already received. Ian climbed out from behind me and Josh
rolled me over onto my back. My steel rod pointing straight up and
jerking in the cool January air. Before I know it I can feel Josh
maneuvering my slicked up dick to meet his tiny hole. He spits in his
hand and lubes me up, sliding my sensitive dick head into his tight
adolescent butt. I know this just isn't going to last long. Once I was
fully inserted into this hot, tight 13 year old I could feel my orgasm
building in my balls. Josh had his head back adjusting to the intrusion
when I started ever so slightly fucking up into his tight little hole. He
jerks his head back and looks me straight in my face. I open one eye..
the one visible to him only and smile. The look on his face got more
intense knowing I was awake and wanted more then anything to be in this
kids ass. He starts bouncing on my rod so hard that now it's Ian telling
him to take it easy. Seconds later I erupted and so did he.. all over my
chest... this kid can cum! He Laid down on my chest with my hard cock
still embedded in his tiny hole and kissed me. I react to his tongue with
mine and there's no mistaking that I'm awake.

Ian says. "Dude... that was so hot! Owning my brothers best friend. He
won't remember a thing in the morning. Let's go, we gotta get back to
your place before someone knows we're gone."

"Ok... let's go"

They both get dressed and slip out the glass door that leads to the
backyard.

I see them grab beers and I suspect that's what they were coming for to
begin with.

Fortunately for me and my little jealous fit. I was now filled with my
first cum of the year and they belong to two hot 13 year olds.. it
couldn't have worked out better.