Fraternity Ass Contest 02 (Patreon)

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Chapter 2: Ass Play

When I woke up, he was gone, and my ass was full of memories. I laid under the blanket for a long time, just remembering what had happened. I looked down at the cum stains on the couch, proof that it had actually happened. Who was that guy? 

I didn’t know who he was, or how to find him or anything. I glanced around the basement, smelling the stale beer and general party smell that permeated spaces like this. My stomach sank when I saw a few other guys asleep on various chairs and couches. If they had seen what happened the night before, I had no idea.

They all appeared to be asleep, so I took the opportunity to take care of my morning routine. I reached down and felt my dick. It had that sweat and remnants of cum from the night before, typical nasty boy funk that meant I had been doing something fun before I went to sleep. I started to rub myself, stroking slowly, closing my eyes and melting back into the couch, the big, comfy blanket enveloping me.

A minute into my jerk sesh though, something felt off. I tensed my ass, feeling my hole tighten. The soreness ran through me, and I liked it, but it felt like something was missing. I attempted to finger myself, but felt sort of weird, and thought I might get caught by the guys. I also didn’t have a way to lubricate it. The cum around my ass had dried. I sighed, and stood up, letting my hard on bulge out in my underwear as I ascended the stairs to the main area of the house. 

I hopped in the shower, and rinsed away all the funk and nastiness, paying extra attention to my ass. I had never felt so in touch with my hole before. Once I got the body wash working for me, all I wanted to do was stick a finger in, then another. I reached back with both hands and stuck both middle fingers inside myself, stretching my hole open, feeling air go in and out as I controlled my abdomen with my body muscles. Something had awakened in me.

After a day of classes, dinner at the house with the guys, and an entirely pointless facetime with some girl who was pissed at me for some reason, I laid down in bed that night, my hand naturally drifting to my crotch, but I didn’t stroke it. All day, in the back of my head, I knew I was going to succumb to the idea, and find something to put up my ass. It hit me like a lightning bolt.

There was this dildo that floated around the house, just a gag gift at one point that became a running joke. I searched around the common areas of the house, to no avail. 

“What’re you doing?” this one senior asked.

I didn’t even look up at him. “Lost my wallet.”

“Did you check your butt hole?” he said, having no idea how applicable that joke was in the moment. 

I chuckled, more to myself than anything. 

It finally hit me that I had seen it somewhere recently. I ran to the back of the house, and there it was, in the trophy case, next to all the fake trophies we awarded each other for joke competitions over the years.

“I should’ve gotten a trophy,” I muttered aloud to no one. “That was a fuck ton of grapes.”

I swiped the dildo, checking to make sure no one was looking, and headed up to my floor of the house.

I rinsed it in the bathroom and tried to sneak it to my room. I couldn’t wait to pound myself with it. When I saw my buddy Jonathan down the hall, I turned around and shoved it down my pants to hide it. I passed him as nonchalantly as I could, giving him a brief nod.

“Sup Jona,” I said, his nickname that our friend Isaac had given him. Another long story (he fucked a really large girl, and there was a joke that he was “Jona in the whale”. Bible jokes are peak humor to some people).

“Woah my man is bricked,” he said, looking down at my crotch. The dildo was making an obvious bulge that I didn’t even realize. 

I just chuckled. “What can I say?”

“Yeah, go take care of that,” he said, smiling at me as he kept walking.

I went into my room, finally alone with the object of my desire. I stripped down immediately, and grabbed the lube I kept by my bed for sex and jerking off (mostly jerking off).

I sat on the dildo quickly. I didn’t give myself enough time to warm up, but I didn’t care. I knew how good it was going to feel eventually, and I just pushed through it, stroking my dick in time with the dildo pushing in and out of me with my other hand.

It never really got to the point of how good it felt the night before, but it was still exactly what I needed in the moment. I hadn’t cum in a full day, which was rare for me, and I was edging myself within two minutes.

I couldn’t help thinking that the grape contest had been the best thing that ever happened to me. As I experimented with angles and pacing, I discovered that I don’t just like having something in my ass, rather I need something pushing in and out repeatedly to have that special feeling. It bummed me out thinking that it wouldn’t work with a simple butt plug. And if I wanted to do it with a girl, it would only work if she pegged me. And I had no faith that I would find a girl willing to do that. 

Still, I pictured a hot girl with big boobs, slamming into me with a giant strap-on, calling me a faggot. I rubbed my hard shaft and slammed the dildo into me as deep as I could take it, which was increasing by the minute. I even took a break from my cock to avoid cumming too quickly, rubbing myself up and down and feeling my muscles, my pecs, my pit hair. I put on some pegging porn, which I had never watched before, but now I was straight up gooned about it. I was sore as hell, but I loved it. Any sense of discomfort was a distant thought, clouded by the ecstasy I was feeling from the anal stimulation. At one point, I wasn’t even touching myself, but suddenly my prostate became like its own sex organ. It felt like my entire sexuality was centered in my ass, as I pressed in at the perfect angle. I hadn’t touched my dick in a full minute, but knew I was approaching the edge. I suddenly came all over myself, looking down and watching myself shoot one long streak up my body, before the rest of my load oozed out of me. It wasn’t a normal orgasm. It was like a special, slow, intense orgasm that ebbed and flowed as I kept pounding myself. It felt like it lasted for a full minute, before I finally grabbed my shaft and milked out the rest of my white goo out onto my abs. As soon as I touched myself, it felt like a whole second orgasm started, lasting fifteen or more seconds. 

I leaned back, catching my breath, and just left the dildo inside my ass. My instinct was to look around for my usual cum rag, but I didn’t even have the bandwidth to do so in the moment. I was shot full of horny energy. I knew that I wasn’t done. It was like being at the gym, and just resting between sets. 

I eventually reached down without even thinking about it, lifting my leg for leverage, and started thrusting it in and out again. In a minute, I came once more onto my abs. I still left it inside me, unwilling to feel that empty feeling when it comes out. 

I was just about to repeat the process again when Jonathan burst into my room without knocking, while I had my legs up and the dildo in my fist, undeniably in position to fuck myself with it. His eyes went wide as I grabbed a blanket and pulled it over myself. 

“Bro,” he said smiling, “So that’s why you were so good at the ass contest last night.”

I forced a light laugh. He didn’t leave. We didn’t really have secrets in the house, but I thought something as bizarre as this might cause an exception. To my dismay, he just sat on the edge of my bed.

“So you jerk off with a dildo in your ass? I always heard you could do that, but doesn’t it feel super gay?”

“You’d be surprised,” I said.

He raised an eyebrow, and I let out a breath. I proceeded to tell him about everything that happened the night before, how I weirdly liked it, and what a revelation anal play was.

“Wow,” he said, “Must be as good as they say.”

“Better,” I said with certainty.

“You gonna start getting fucked by guys now?” he said, leaning back to rest on his palms.

“Hell no,” I said, “I mean, it was awesome, but it was super gay.”

“Right,” he said, “Well, if you need a stunt cock, I’ll fill in anytime.”

“Really??” I said, glancing down, unsure if he might be getting some blood flow into his bulge.

“Maybe, honestly, a hole is a hole,” he said with an implied shrug.

“You wish,” I said with a chuckle. 

“Who was that guy who fucked you anyway?” he asked.

“No idea. Some jock. Maybe from Zates. I didn’t recognize him.”

“Maybe you’ll run into your Prince Charming again,” he said, standing up to leave.

“I’d be happier if I didn’t,” I said, chuckling.

“Well,” he said, putting his hands on his thighs, “I’ll leave you to it.”

I felt my face turn red. He left and closed my door. I reached down to feel the dildo. It was in my ass the whole time he was talking to me. I pressed play on my porn, going back to slamming my hole with the dildo, working up to yet another intense orgasm.

—[]—

The next Thursday night, I went to a party at another frat house. I had been jerking off with the dildo for a couple days, but basically forgot about the guy who had fucked me.

Until, there he was.

Right when I walked in, I saw him from across the room, talking to some girl. He was so much taller than me, and I’m not even short. I’m taller than average, but he was several inches closer to the ceiling. I felt my heart race. He looked even more muscular than before, wearing a tank top and backwards hat. I always felt like I was a hot, muscular dude, but he had height on me, and his pecs were massive in that black tank top. He was talking up this girl who definitely wanted to fuck him. 

The blue neon lights of the party framed his cheekbones and jawline in a magical aura. My stomach sank as I started to walk over to him reflexively, not even realizing what I was doing. He didn’t look at me twice. I stared at him from a few feet away, scared, confused. The girl he was talking to stepped away suddenly, and he made a disappointed face. He scanned around until his eyes landed on me.

He saw me watching him, and nodded nonchalantly, like he didn’t even recognize me.

I walked up to him.

“Hey,” I say with a nod. 

“Sup,” he said. “You a brother?”

“No, I’m at Deek,” I responded, watching his eyes for any sign that he was going to acknowledge what he did to my ass the other night.

“That girl was hot, right?” he said, nodding in the direction of the girl who had walked away.

“Yeah,” I said, losing my breath suddenly. 

“Oh shit!” he said suddenly, a big smile taking over his face. “It’s you!”

“Yeah,” I said nervously, over a confused breath. He finally realized who I was.

“You’re that dude who stuffed a hundred grapes up your ass!” he said. “I was there!”

I felt my face sink a bit. “Yeah, I remember you.”

There was silence for a moment. “You’re a legend,” he said, raising his fist to dab me up.

I dabbed him back, silent and confused still. 

“Yeah… no, um,” I started, “I think you passed out on the same couch as me.”

“Oh, ok,” he said, still smiling loosely, looking around at the party. Then he froze like he remembered, turning slowly toward me. 

“Ohhhh…. Shit.”