Sleepover with Aiden 03 (Patreon)

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Chapter 3: Backyard Explorations

A few days passed and nothing had really changed between us, just like the first time we got our dicks out together. We hung out like normal, watched stuff, ate food, talked about nothing. If anything, we were more casual than before. He would show up at my place without even talking about it, and I expected him subconsciously in kind. It was like something that had been slightly crooked between us, but it had been adjusted by a couple of sessions of getting off together, even if we didn’t talk about it.

One night he brought it up, kind of out of nowhere. We were just sitting on his couch doing homework on our computers when he said, "I've thought about stuff like that before. The naked stuff we did. Or… what we've been doing."

"Yeah?"

"Not all the time, like… just when I'm really horny. Like it comes into my head and makes me hyper. Then it goes away after I cum." He shrugged, shifting his body to lie partially across me. "It's just fun. I think it's just fun."

"Yeah," I said. "It is. I get it."

He nodded like my agreement had meant something to him, even though I was really just acknowledging a fact, and we went back to doing what we were doing, except with his leg resting across my lap.

—[]—

A few nights later, around midnight, I was just about to go to sleep when my phone lit up. It was a text from Aiden. A sketchy URL with no context given. I clicked on it and a porn site popped up, with a ton of banner ads framing a tiny video viewer. The horrific UI notwithstanding, I waited through a stupid short video for a dick-growing pill for the “skip ad” button to appear, and watched about ten seconds of a girl getting banged anally by a dude with a very large penis.

I was still watching it, curiously waiting to discover whatever was so important about this that he wanted me to see it, when another text from him appeared: should we

I stared at the message for a second. My heart basically skipped a beat while I smiled nervously to myself. I felt my hole flinch a bit, remembering the way he stuffed his fingers in last time. I didn’t even know if he was kidding, but I was down for it. 

I typed back: yeah

Three dots appeared, then: ok come over

now?

yeah

I sat up in bed and looked around my dark room, as if to check that no one was watching me. I was alone, and I was ready to do this. I pulled on a hoodie and pushed the hood up and walked out into the night, already searching on my phone “how to do anal”.

—[]—

The atmosphere outside was eery familiar, even though I didn’t normally go out this late at night. It was the same neighborhood I grew up in, but devoid of people, and quiet. It was strangely misty in the air, and cool. The streets were empty and every sound, even my light footsteps, carried further than normal. My shoes on the pavement. A dog somewhere, several blocks away, in the distance. I kept my hands in the front pocket of my hoodie and walked fast, not because I was cold but because I didn't want to give myself time to think too hard about where I was going and why.

I knew why. I was fine with it, but I was nervous as hell. I just didn't want to have to hear myself think about it for too long. I was going to get fucked, just for fun. My stomach was all butterflies. I wondered if this is what it would feel like when I finally hooked up with a girl for the first time.

Aiden's backyard was dark except for the moonlight, which was brighter than I expected. He was already out there waiting, which meant he'd been standing in his backyard alone in the middle of the night, and for some reason that made me feel a weird extra fondness for him than normal.

He turned when he heard the gate, his face wreathed by his own dark-colored hoodie.

"Hey," he whispered quietly, as I approached him.

"Hey."

He had a look on his face I hadn't seen before, something close to nervous but not quite. He was focused. We looked at each other for a second, and then he shrugged, turning around and getting down on all fours in the grass. I just watched as he reached back and pulled down his shorts, letting them fall to his knees. He pulled aside his left glute and reached for his ass, where I saw something strange poking out. He used two fingers to get a grip on it and start to slowly slide it out of himself. When it exited him fully, he threw it to the side in the grass. I looked at it closely, scrunching my eyes to see in the moonlight.

It was a carrot.

I pressed my lips together hard, my jaw dropping a little bit.

"I'm ready," he said.

I laughed once through my nose, short and quiet. "Where did you even…"

"Just do it," he said.

I shrugged internally. I guess I’m the one doing the fucking.

I dropped my shorts, got on my knees behind him and lined myself up. I had to lift my hoodie to see what I was doing, and his hole wasn’t the easiest thing to find. He arched his back like a girl in one of his videos, and I just kept pushing into the crevice of his backside until I finally felt it pop in, making him tense up. 

It felt so immediately good that I thought it was over already. 

“Oh fuck,” I said, commemorating the loss of innocence with a proper curse word.

I had no idea what I was doing and it didn't matter. He tried to guide me a bit at first, and then I found a rhythm and his head dropped to his arms, his chest pressed against the ground, and he stopped talking. The cool night air was on my back and my ass, and everywhere else it was just heat. I could hear him breathing into his arms in the grass.

I got into it faster than I expected to. I guess the natural rhythm of humping comes to every guy once he gets his dick inside something for the first time. 

There was also something about being outside, about the specific darkness and the smell of night air and cut grass, about the fact that we were two idiots doing something insane in his backyard at midnight, that made it feel less scary and more exciting.

I went harder, and I heard the telltale clapping of skin against skin. It really sounded just like a porn video. He took it well, better than I would have, and he even started jerking off below me. After a while he lifted his head.

"I'm close," he said.

"Wait. You should do me now," I said.

"Ok!" he said excitedly, too loud.

"Shh."

"Sorry." A beat. Then, quieter: "Ok."

I felt him shaking a little as I helped him stand up off the grass, and then he straightened up and stretched a bit, showing his hard dick to the night air. I poked it with my finger, watching it spring up when I let go. He produced a small bottle of baby oil from somewhere, and without any ceremony I leaned against the shed and stuck my butt out, waiting.

It was strange, and it was a lot of new stuff, but with Aiden it seemed ok. He was my exploration partner, and I knew that whatever we got up to together was worth doing.

The moon was bright enough that I could see my own shadow on the shed wall, and his from behind me. I focused on that for a while, the two shapes, the cool wood under my palms while he rubbed his lubed dick up and down my ass, looking for my entrance.

He finally found it, and pushed in slowly. I braced, not expecting the intensity that shot through me.

I heard myself hiss, and Aiden didn’t stop. He just wrapped an arm around my stomach, steadying me. It felt warm, and good. I turned my head back to try and watch. It was surreal seeing my ass getting stuffed by Aiden.

“More,” I whispered.

He pushed in further.

In a minute, he found his pace. I felt it building in a way I hadn't expected. The pressure kept compounding but getting less and less “strange” and more “weirdly good”. I heard myself making sounds I hadn’t made before. My instinct was to stifle them, but after a minute I somehow lost the idea that I should. He found a certain angle that really worked for me, and in seconds I felt like I was close to orgasm but in a weird way, like I was going to have an orgasm with my ass.

"Jerk me off," I said.

His hand came around my hip, fumbling a little, and before he even got a proper grip on me I was already gone, releasing against the shed wall, and the sudden tension in my body made him inhale sharply.

"Oh damn," he breathed. "You just got really tight.” A pause, his hips slowing. "I'm done."

I felt him finish, slow pulses, his forehead dropping to my shoulder for a second.

Neither of us moved for a moment as we both pulsed, our bodies interlocked.

"That was fun as hell," he said as he slowly pulled himself out of me.

"Yeah," I said, bending over to pull up my shorts.

He straightened up and looked around the yard like he was remembering where we were. "I guess we should just… go to bed?"

"I'm not tired."

He looked at me. "Me neither."

—[]—

We walked around for a while without a destination. I kept my hole tight, with the strange feeling that it was more "open" than before. It was warm for the time of night, and the streets were all empty and it felt like the town belonged to us.

At some point we ended up by our old middle school without really deciding to go there. We went around back out of habit and sat on the swings, the chains a little rusty, the seats too small. We talked about dumb stuff mostly. A teacher we both liked. A field trip where Aiden threw up on the bus. The time I got hit in the face with a dodgeball so hard I started crying and pretended I wasn't crying and everyone could see that I was crying.

"You were a sensitive kid," he said.

"I'm still a sensitive kid."

He laughed. "Yeah."

We swung gently for a while without talking. The neighborhood was quiet and warm around us.

A cop car rolled slowly past the front of the school. We both stopped moving at the exact same moment, some shared instinct, and didn't say a word. When we saw the pale face of a cop looking out the window in our direction, we dove behind a shrub. He held an arm around my hip, steadying me while I peaked over the bush to survey the danger. The beam of a flashlight swept across the far end of the yard and paused, then moved on. The car kept rolling.

We looked at each other in the dark. Aiden was trying not to laugh.

"Don't," I said.

He lost it anyway, quiet and shaking, and I went right after him.

We lightly wrestled, just like in my room the week prior, but with less animation on either of our parts. We didn’t have to win this one, and it was more playful than competitive.

“Wrist control!” I whisper-yelled as I completely failed to even grab a hold of him.

He laughed, and pushed me away by my hip. I fell onto the grass and stayed there. He sat down next to me. I felt his load leaking out of me a little.

We just sat there a while longer, the swings slowly moving in front of us like a tiny ghost was using them, the night air cooling down our bodies.