Pretending To Be Gay 15

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Chapter 15: Mornings With Miles

One weekend morning in May, Miles actually fucked me awake, which I’d told him he could do, but I never expected him to actually do it. I was sleeping on my stomach, and I opened my eyes, stunned at the intrusion, only to melt when I felt his chest press down onto my back. His mouth went to my ear and planted light kisses as he pressed further in. It felt good to wake up like that. I let him warm me up and stretch me out until I was ready to get fucked hard. I turned onto my back and lifted my legs so I could watch his morning wood disappear under my balls. His dick was always at its 100 percent max hardness in the mornings. It was so hot when it felt like steel from the very start.

After a couple minutes, he started going hard on me and slapping skin against skin, and I noticed something was different. It felt like he was hitting my organs differently. He was slamming into me with all his might, having extra stamina first thing in the morning. Suddenly, I felt a sensation up my dick and wasn’t sure if I was going to cum, but then I pissed myself. Just a few quick spurts landed on my chest, but it was like I couldn’t stop it. I think it was hard to contract whatever muscles stop you from pissing yourself, because they overlap with the muscles that close my ass, and my ass was stretched to a diameter larger than a Monster can. Not to mention he must have been hitting my bladder in a weird way, and since I had just woken up I hadn’t gone to the bathroom yet. I freaked out, because I didn’t even know I was going to pee, and I thought he was going to stop. But he just kept fucking me, even harder. I held onto him and lost myself again in the experience, forgetting about the piss.

A minute later, I felt pressure rise again in my cock. Oh no, I thought, not again. But this time, to my surprise, it was cum. It didn’t exactly squirt out like normal. The orgasm was more body-wide, and I felt it from my ass to my nipples as cum oozed out of me for close to a full minute. He picked up his pace and made me moan harder as he pounded into me. I don’t know what was going on with my body that day, but it turned out to be a good time overall. He started rubbing the jizz around on my abs like he was finger painting. He brought his thumb to his mouth, tasted it, and then looked me in the eye and said, “I’m gonna cum.” He kept pounding at a steady rhythm while I held his hip and rubbed his nipple. He dropped down and buried his face in my neck as he finished, kissing and licking my skin and breathing in my ear as his thrusts slowed down.

“Fuck, that was intense,” I said.

“That was so hot,” he said. “Did you cum without touching it?”

“Yeah,” I said as he pulled out of me. I reached down to feel the cum dripping out of my ass. “I feel like I could go again immediately. It was a different kind of orgasm.”

“That’s awesome,” he said, laying down next to me and facing me. “I wanna try it some time.”

“I gotta change these sheets now,” I said.

“Yeah, but there wasn’t that much piss,” he said, closing his eyes.

“Any amount of piss is still piss,” I said. He chuckled, keeping his eyes closed as he put an arm over me and curled a pillow against his head with the other.

I got up and headed to the bathroom. I needed a quick shower after all of that. When I came back, Miles had fallen back asleep and never pulled a blanket over himself. Looking at his beautiful naked body, I noted that his pubes had grown back fully since the time we shaved, and I liked it better. He had gotten really into the gym in the second half of the year, and his upper body was defined. He had been sleeping over a lot, and he had taken to waking me up by either blowing me or shoving his dick in my mouth. We did have morning sex sometimes, but he didn’t fuck me awake again after that. I guess he didn’t want to make me piss myself again.

I let him sleep, pulled on underwear, and went down to grab food for us. Johnny was standing in the kitchen in his boxer briefs, facing away from me, pouring cereal. His skinny body had been filling out since he started playing sports.

“Morning,” I said, brushing past him to the fridge. “Sorry for the noise, if you heard it.”

We had been loud, and his room was the only one that could hear into mine, even when we tried to be quiet.

“At least you didn’t do it in here again,” he said without looking up, pouring oat milk over the flakes.

I smiled to myself, remembering that time he walked in on us on the dining room table. I changed the subject before I earned his wrath.

“You putting on muscle?” I said as I scanned the fridge and found nothing that called to me.

“Yeah, I’m almost 150 already.”

“Oh shit, you’re catching up to me,” I said, raising an eyebrow. “And you’re a couple inches shorter so that’s like, beating me already probably.”

“Not surprised,” he said, turning from his bowl to face me and flex. “I’ve been grinding while you’ve been slacking.”

I narrowed my eyes and smiled. “Ok, Mr. Sigma.”

“Sigma af, pure rizz, no cap,” he replied.

I chuckled. “Hard to tell when that stops being ironic and becomes how you talk.”

“Shut up,” he said. “I probably have a bigger dick than you too.”

My jaw dropped. “Jesus fucking Christ, bro,” I said, laughing. I grabbed some protein bars and turned back toward the hallway.

“That’s right, pussy,” he said. I cracked up. He wore a shit-eating grin, grabbed his bulge over his underwear, and wiggled it. I rolled my eyes and headed back to my room.

With Miles sleeping, I sat at my desk and opened my laptop. It felt like a good time to review the chapters he had sent me. They were raunchy as hell. I couldn’t believe the explicit detail. He even wrote about prom and what we did with Rob. It was crazy how he remembered all the little things, basically everything I remembered. He captured the feeling of it. I fell harder for him reading it.

A notification popped up, a text from Rob. Since prom, Rob had gone on a streak of ultra horniness, sending us nudes almost every night when he jerked off before bed. It was honestly hot, even if he seemed to be going overboard with his newfound lack of inhibitions.

Rob: Just jerked off, was good.

Me: Nice, Miles just fucked me so hard I pissed myself and then came hands-free.

Rob: Jfc I’m gonna jerk off again.

I chuckled and went back to reading Miles’ stories. A minute later another text buzzed.

Rob: Done.

Then a picture came through, Rob’s abs with fresh white fluid dripping down his cum gutters.

Me: Nice.

Rob: You guys gonna fuck again today?

Me: Idk shut up.

Rob: Lmk.

Rob was getting annoying, but it was cool to see him climb out of his box of religious upbringing.