Teaching My (Frat) Brother To Shave... His Balls — Chapter 2.5

Everyone is 18.

Chapter 2.5: Ass

The next morning, I showered and without overthinking it, walked into Taylor’s room wearing nothing but my towel. It was Saturday. The house was quiet. He had come home late, and now he was asleep. He lay face down, one leg crooked, his blanket barely covering him, and a crusted towel sat on the floor next to his bed. His ass was hanging out from his blanket, his cum rag on the floor next to him. Apparently, he needed one more sesh once he got home, even after fucking the poker loser all night.

I smirked and slapped his bare cheek, leaving an immediate red hand print. The loud, clean smack echoed in the silence. He stirred instantly, then blinked, saw me, and smiled like he had been expecting me.

I held up the new razor I had brought. He nodded, tossed the blanket aside, and stood up like this was part of our new routine. He was already hard. Morning wood, sure, but still something that made me pause. He walked to the bathroom with easy confidence, his heavy manhood leading the way, and I followed. I couldn’t believe I’d never noticed before our shaving event how big he was. I had never seen him hard. He’s a “grower”, I thought to myself.

I followed him in and watched him try to piss with an oversized cock that was aching with morning wood. I chuckled at his difficulty, as I summoned the courage to drop the towel.

True to his nature, he made the decision for me, and whipped it off of me. My bare ass was exposed to him, and he looked eager to get into it. I started to get hard again, as had become familiar, but still nerve-wracking at this point. And, he quickly got to business. He gently pressed on my back until I bent over the sink, then separated my cheeks to inspect my ass. 

After the session the other day, I didn’t have to give him any guidance, he smeared the gel up and down between my cheeks, and carefully applied the razor. His hands were sure now, practiced. I flinched slightly when the razor first dragged over the tender skin, and he laughed.

When I let out a deep breath and relaxed, he said the first words since we started. “Good boy.”

I shivered internally, careful not to cause a nick, as he meticulously worked his way down my butt. I didn’t even have much hair there, just more than he had seen before. A few short black hairs, so there wasn’t much for him to remove. He took his time. He was not rushing. He was inspecting. I could feel him noting every detail, mapping it all out. At that point, it was no longer just about the hair.

He applied more gel, and went directly over my hole, making me flinch, which made him laugh. My body had tensed instinctively, but I didn’t stop him. Not even when he pressed lightly, testing the pressure and seeing how I would react. 

He enjoyed seeing me squirm, and I was getting used to him enjoying it.

He pressed more firmly on my hole, and I felt my body flush red. I dropped my head, my elbows on the edge of the sink as he began pressing into me, watching my body react. He was pushing buttons I didn’t know I had, making my boner start to leak, and soon he had two fingers inside me, applying pressure, making me gasp, breathe deeply, even moan. I didn’t say a thing, but my knees wobbled.

Sensing my needs, he grabbed my hips, and I felt like I was outside my body watching, as his warm, wet hands guided me to sit on the bathroom floor. I let him. I let my legs lift. I let him position me however he wanted. And when I looked up, his arousal hovered above me. He lifted my legs higher, and I looked down and watched his heavy, angry erection as it danced between us, pointing directly at me. I swallowed, suddenly nervous.

“Are we having a… poker night?” I asked with nervous breath, finally finding some way to say what I was thinking.

“A preview,” he said, then leaned forward, his toned abs tensing as his heavy, steel-hard rod pressed against my hole.

He leaned forward, his body tense, eyes locked on mine like he was waiting for something I had already agreed to. His face was focused. His body emanated his confident energy. The heat. The weight. And, I quickly felt a burning pang as he penetrated me.

“It’s too much,” I said, placing a hand on his hip.

“Give it a minute,” he said, clearly attuned to a male ass receiving his oversized gift.

His confidence made me relax, believing him that it would work. He was right. In a minute I was numb, and he pressed in further, and it hurt less. Another slow minute, and he was lightly thrusting the heavy head of his thick manhood into me, pulling out, and going back in. The ridge on the head of it felt perfect as it rubbed against my opening.

He had begun to sweat, and a drop landed from his face onto my body. I looked down to see I was leaking a heavy puddle of clear pre-cum onto my abs.

I didn’t even know what we were doing anymore. Did he just seduce me? Did he just want to fuck me?

As if reading my mind, he said, “I’ve been curious what your hole would feel like.”

I was having trouble speaking between breaths, but I managed to say, “I was wondering what your hog felt like, to be honest.”

“I know,” he said, and pressed in another inch, making me moan involuntarily. 

“I’m still not gay,” I said, not sure if I was trying to convince him or myself.

“I think you’re gay for my cock,” he said, and pushed in even further. I felt him poking my organs, like my kidneys were getting squished, but it felt good. 

“Are you gay for my ass?” I retorted.

“Any hole, I think.” 

I knew he was telling the truth, but there was something more. He had always looked up to me, and being literally on the receiving end of it, I knew he was feeling it. He was basking in the fact that he had found a way to make me squirm, something that I wanted that he had, something deeper and less describable. I looked down at his third arm disappearing under my balls, between my freshly shaved cheeks, and felt joy that I was getting to experience something wild with my (frat) brother.

By the time he was balls deep inside me, his abs pressing against mine, his hips sharing sweat with my ass cheeks, it started to feel natural. He pulled out a centimeter, and pushed back in, even further than before, somehow. My body was forming around him, reshaping itself to submit to his intrusion.

“Go,” I said, not even sure what I meant, “do it.”

He took my cue, and started pressing into me. It was like he was pushing a button, and I liked it. He pressed again and again, and started to pull out slightly more each time. It still hurt sometimes, but I learned that every time I braced, it felt good a moment later. I was going nuts with the surprises his cock was showing me. 

“Let’s go to your bed,” I said, wanting to get the full treatment. He smirked, and slowly pulled out of me with a wet plop. 

He brought the shaving gel with him, and I followed his cute little ass into his room, my boner leading the way. I got onto all fours on his bed, only momentarily questioning my life decisions before he was behind me again, putting it back inside me. It felt even better like this.

“That’s the spot,” I said, and started leaning back into him.

“You’re gonna love this,” he said, as he pushed my back down, until I was prone on the bed, his hog rocking in and out of me in fast motions. My boner was pressed against his soft sheets, my hands gripping the mattress wherever I could, and I realized I was going to cum soon. From this angle, I was getting tingles throughout my body, and when I could relax and not even have to hold my body up, it felt like I had taken some drug, ecstasy maybe. 

He continued thrusting his narrow hips against me, his big cock getting ready to spew inside my hole, until he froze. We spoke almost in unison, both of us saying the same thing, “I’m cumming.”

I was in heaven. I heard myself moan like an eboy on some dark porn site, while I spilled out onto the sheets, feeling the warm, wet spot against my abs. He pulsed, stretching my hole even more, and I felt his creamy load coat my insides, his hand gripping my sweaty hips and holding me in place. 

“Aight,” he said, while he was still inside me, “you’re ready for poker night.” My eyes went wide.

He slowly started to pull out of me, making me feel empty. I kind of hated it. Part of me wanted to stay filled. 

He added one more thing. “We’re playing poker again tonight, by the way.”