Date: Thu, 21 Sep 2023 18:41:56 -0500
From: Ashton Delaney <ashtonrdelaney@gmail.com>
Subject: Sleepover at Gail Richter's

The Sleepover at Gail Richter's

By Ashton

[This story is fiction and contains sexually explicit details about
preteens.]

In the week after our 5th grade graduation, Gail Richter invited the four
of us over for a sleepover at his house. It was Austin, me, and the twins,
Mason and Tameron, who you could only tell apart by tiny differences you
only saw once you got to know them, like their eyebrows not matching
perfectly. We'd been friends forever. But little did I know how much that
was going to change for Gail and me specifically.

The five of us were upstairs for the night after his parents had gone to
bed, all watching a movie together. Each of us were only wearing briefs or
boxers and nothing else.

I was on the floor on my stomach and Gail came over and laid face-first on
my back.

"Mmm! Mmm! Oh baby!" he yelled in an exaggerated high pitched voice as he
grinded into me a few times as a joke. He wrapped his arms around my body,
and I grabbed his hands laughing along with him. As the group kept talking,
the two of us had moved back to our original position with him just laying
on my back as we watched the movie. It was getting uncomfortable, but I
didn't feel bad having him so close, his bare chest to my bare back.

I started to doze off a bit, and when I came too, Tameron and Mason had
climbed into their sleeping bags but kept talking loudly with Austin
telling some story about a girl they met at camp. Gail was still on my
back, but I noticed that he now had a boner that he was pressing directly
into my butt, the only thing between them being both our underwear.

"Gail," I whispered, holding his hands and pushing up against his
hardness. "Do you mind?"

Apparently he had also been asleep and jumped awake.

"Woah," he said. "Sorry. Am I too heavy?"

"Nah," I said. Part of me wanted to ask him to get off now, but his boner
felt interesting, and I wanted to see how he'd react once he realized. My
heart began to beat faster. Even after a few agonizing minutes, he hadn't
moved it at all or taken back his hands that I was holding. I didn't know
why this was exciting me. I didn't know much about sex, but I knew that
touching boners was what gay guys did.

I flexed my cheeks against it a few times. He giggled at me and ground it
in more, trying to free his hands that I had tightened my grip on. So he
was doing it on purpose. But I wasn't mad. Our friends were being very loud
and weren't paying attention to us at all.

"Gail, Gail...," I said. "What am I gonna do with you?"

He humped me four times with his boner and then we rolled on our sides,
giggling. It was a relief to have his weight off my back, literally, but at
the same time, I felt like I wanted it. This game we were playing was fun.

He said he had to poop and left and then took a quick shower. After he was
done, I took one as well. The entire time I couldn't stop thinking about
how he'd humped me, and I also had a boner for the entire shower. I had
only a couple hairs down there and was only an inch long, if that. I got
boners but didn't want to have sex. But maybe I did. I put on my same
underwear instead of walking nude back to my bag in front of them like I
always did, my new thoughts making me doubt myself suddenly.

I'd only been there for under 10 minutes, but once I got out, the TV and
lights were off, and Austin, Tameron, and Mason had set up their own little
fort of blankets to watch Youtube videos of Valorant under. It wasn't that
we weren't invited. There just wasn't room under there unless we got them
to redesign their fort.

Gail had put down a big blanket on the other side of the room with a
comforter and pillows for us. He got out the Switch so we could set up our
own little TV. He'd changed his red briefs to a pair of baggy blue
boxers. Immediately when I laid next to him on my stomach, he started
wrestling with me and ended up back in the same position he was in before
on my back with his crotch over my butt, only with no boner this time. I
felt a surge of adrenaline. This was no accident. Not beyond any doubt. He
put his hands in front of me again. I held them like before. We laid there
like that without saying anything, watching a Minecraft video without
really watching it. Our friends across the room were still talking and
laughing out loud.

I could feel his bare chest through my back, and his heart rate had
increased as well. He was breathing a little harder into my back and trying
to muffle it. The butterflies in my stomach were buzzing around. I rubbed
the back of his hand waiting for it to happen, for his boner to come out
again.

He suddenly pulled his hands away, and then I felt a cool, tingling
sensation on my sides as he ran them down me slowly, going under my body to
lock me in a hug that made the butterflies start to go haywire. And then I
felt it. His boner. Right against my butthole. I pushed back into it, and
the whole area radiated with a tingling sensation. The pleasure made me
release a ragged breath. And then I had a boner as well.

We repeated this motion several more times. I pushed up to him while he
brought his hips forward to hump me at the same time, all while lying here
and watching Minecraft. Our friends would definitely 100% think we were gay
if they knew what we were doing. They were facing away from us now but
could come over and talk to us at any time on a whim.

I wanted to suggest we get in the shower together so I could look at it,
but we had both just taken one. It would be extremely suspicious.

"Do you like this?" whispered Gail, slightly short of breath.

"Mmmhm," I said, nodding.

"I didn't mean to the first time. We're so gay," he said and giggled.

Hearing the word gay, like clockwork, one of the twins came up to us and
shouted, "Who's gay?! Who's gay?! Rawr!" He got on Gail's back like leap
frog and watched our Minecraft video.

"The video said, 'Tameron's got the big gay,'" said Gail. "There's no help
for that." I don't know how he could tell them apart in the dark, but he
guessed correctly that it was Mason on his back. He cackled with laughter
and slapped his back a few times, then jumped up to his feet.

"Tammie girl," said Mason in an exaggerated lisp, "We know your big gay
secret."

Tameron immediately went on the offensive. The two of them began a colossal
pillow fight, bringing in Austin and Gail, and then finally me. We chased
each other all around the upstairs screaming and yelling, his parents oddly
cool about the whole situation in hindsight. Soon, all 5 of us were
collapsed on the floor exhausted from the late hour, caffeine crash, and
physical exertion. There wasn't much more room for talking or watching
anything. The four of us got out our sleeping bags and went to bed on the
floor, with Gail going into his own bedroom.

Austin and one of the twins were snoring within minutes. I laid there
trying to sleep myself. Given the exhaustion I felt, it shouldn't be that
hard. But I couldn't stop replaying Gail on my back putting his boner on my
butt. I wondered what it would be like without our pants on.

I got up to go to the bathroom. All three of them were definitely asleep. I
peed and then stood looking at my boner in the mirror, examining the few
hairs I had down there. Would Gail get mad if I went in there and asked
him? If I got in bed with him?

***

My heart was beating a thousand miles per hour as I stood outside Gail's
door. It was open all the way. I couldn't hear him snoring or breathing. I
had no cover story for why I was there. If he got mad, I would look very
bad, and we might not even be able to be friends anymore.

I put my hand on the doorframe to steady myself. Sneaking up on him
wouldn't be a good way to go about it either. I had to ask him first
somehow. I was about to just give it up and go back to bed, shaking in
fear, when he spoke up.

"Ty?"

"Hey, I-I was just..." I started to leave.

"You can come sleep in my bed. It's more comfortable than the floor."

"Ha ha....ha." My fear went into overdrive and mixed with elation. I walked
over to his bed but didn't get in. "Are you sure?"

He whispered to me, "All this time, I was thinking about what to say to ask
you to come... But...but you don't have to. I think...maybe...it is G..."
He didn't finish the word out of superstition that one of the twins would
burst in. The door was wide open, I realized. I walked back and shut it,
sending the room into near complete darkness as the blinds on the windows
were also closed. "I thought you were running away for a second there," he
said after I closed the door and then laughed.

My nerves were getting the better of me, and I couldn't reply. I made my
way back over to him in the dark, taking cautious steps to avoid tripping
on anything on his cluttered floor. He had the covers back on his bed, and
I laid down. He immediately embraced me. We both had the same racing
hearts. This time we were bare chest to bare chest and face to face. I
couldn't make out his features even a few inches away from me, but we
hugged our sweaty bodies together, my boner straining against my underwear.

"Wanna lay on your stomach?" he said. He didn't have to ask me twice.

I laid in the same position I was in earlier, which was more comfortable on
a bed where I could support myself with a pillow. And then he got on top of
me. Only this time, he wasn't wearing any clothes.  I gasped in surprise,
rubbing his arms he'd crossed in front of me. His naked boner was going
into my boxers-covered butthole. His breaths were short like he'd been
running a marathon, and he was humping into me.

"Is this...okay?" he asked.

I shuddered and began hyperventilating. "Y-y-y-yeah," I said, feeling an
electrifying chill up my legs. My own boner felt like it was being pushed
to its limits somehow with an incredible surge of bliss coming from it
rubbing into my briefs under our bodies. I reached around and put my
trembling hands on Gail's soft buttcheeks, kneading them and spreading them
apart, running my fingers over their goosebumps as he moaned into my ear,
holding me and continuing to hump.

He got ahold of my briefs and pulled them down in one fell swoop, then
stuck his boner right into my bare butt hole.

"Ah-h-h-h-h," I breathed, feeling my world shake. A massive urge to pee
welled up in me. I was going to wet Gail's bed and had no control over it,
my body working on its own.

Gail thrust it into my hole one, two, three times as hard as he could,
sending overwhelming feelings surging through my body, the pee rising more,
my throat closed and unable to warn him.

And then he thrust one final time into my hole.

"Holy c-c-r-aap!" He moaned in what sounded like a cold panic. "Holy
c-c-r-a-p! Holy cc-raaap!" His penis was still stuck in my hole, and his
whole body was shaking and tensing up against me, the same energy spreading
to my own dick and making it feel like I was already peeing. Gail let out a
high-pitched cry, holding me for dear life. Then he began humping me
rapidly. I felt weightless, and my dick began to pulse and contract all
over like it wanted to jump around on its own. There was no pee, only
ecstasy. The sensations were amazing and filled my entire being.

Before we knew it, we had both collapsed next to each other on the bed
spent.

"What was that?" I said, struggling to catch my breath.

He grabbed my hand and held it to his chest with both of us. His beating
heart had calmed somewhat.

"I don't know," said Gail. "But you have got to sleep over more often!"