My Two Roommates Freshman Year

Everyone is 18.

Chapter 1: Move-In Day

I came from a bit of a sheltered household, until I found VPNs. Once I could freely surf the internet, the world was opened to me. I quickly moved from porn binges to discovering sex toys online. With a decent savings from working at a yogurt shop, I was able to make a small collection from amazon, starting with a fleshlight. Watching girls take it in the ass gave me an idea. They seem to like it, and I have an ass too. So I bought a butt plug, a prostate stimulator, and a lot of lube. I never shared this secret perversion with anyone. When I went off to college, I was still a complete virgin, but I knew every inch of my body.

On the first day I was greeted by two guys that couldn’t be more different than me. Adam wore a backwards hat, and was clearly a gym regular. Zack was a chill guy wearing a tank top, since it was pretty warm in the room. I was nervous meeting two new guys, especially since they already knew each other somewhat from high school. They had already set up on the bunk bed, Zack on the bottom and Adam on top, and I got the solo bed across the room.

Before my mom left, she bought us all takeout and we chowed down on our little center table while chatting about plans for college and stuff like that. 

“I just wanna smash hella pussy honestly,” Adam said. 

Oh, so that’s what it’s gonna be like here. 

“Nice,” said Zack, throwing an olive into his mouth. “I just wanna have a good time.” 

I could already see they had different personalities. Adam was more of a toxic masculine personality. Zack was kind of a skater boy. 

“What’re you majors?” I asked. 

“Business, but I was recruited for football,” Adam sighed. He didn’t seem excited for actual schoolwork to start. 

“I’m undeclared but probably something like women’s studies,” Zack said with a mouthful of food. 

“Studying pussy at the academic level. Nice,” said Adam with a big smile. 

“That’s cool,” I said, “I was gonna go into bio or neuroscience, I think.”

“Wow, smart guy over here,” said Zack.

Adam shrugged and quickly pulled off his shirt. “I’m sweating my ass off in here.”

He was showing some of the most defined muscles I’d ever seen on a human. Pecs were like cantaloupes. Arms were battering rams. And even sitting down, his V-lines popped out like they were made of hard wood. I gulped. 

“Yeah, dude what’s wrong with the AC?” noted Zack, who stood up and turned to his bed, dropping his pants to his ankles and showing his bare ass to the room, before kicking them away. I was struck with his casual boldness, and I stared at his milky white ass as it parted to show his soft and hairless pink hole, moist with sweat, as he bent over to find some shorts in his bag. I had to force myself to look away. 

Adam was clearly unphased, downing his last slice and walking over to his bunk, dropping his own pants and digging through his bag. I watched as a large, thick, and shiny cock flopped out and hung between his pale thighs. The thing seemed like it would reach a girl’s belly button through her mouth. These guys had no inhibitions, and I sat frozen in my chair as I felt my stomach do a backflip. As quickly as it started, they were dressed again, and my brain was coming back to center.

We walked around campus together, and checked out the buildings, the different groups of people huddled on various lawns, the random games of frisbee and dudes with guitars.

“I’d like to get to know her,” Adam said when a girl who looked like she modeled walked by with a group of friends. 

“You know the sorority girls want it bad,” Zack added. Maybe women’s studies will just be a hobby for him, I thought. 

The whole time we were hanging out, I couldn’t get their nude bodies out of my head. I had never seen friends naked before, so it was striking to me that they were so carefree. The visuals were trapped in my head. 

That night there was a party for new student orientation. We got a bit wild, and lost track of each other. I met a lot of guys and girls, and exchanged instagrams with tons of people that I couldn’t even remember the names of. 

When I stumbled back to our dorm to crash, the lights were off and I stepped over to my bed before looking over to realize that Zack was in there with someone. Long, blonde hair hung down over the side of the bed. They had thrown a blanket over themselves, and were looking at me as if waiting to see what I would do, but there was still rustling going on under the sheets.

My eyes opened wide. “Oh shit, sorry guys. I’ll head out.”  

“Nah it’s cool I’m almost done,” said Zack. 

The girl opened her mouth in shock. “No!”

She pulled the blanket around her body, and got up off the bed, stomping around while she picked up her clothes, which had apparently been tossed all over. She left Zack lying naked on his bed, a decent sized boner in his hands and a half smile on his face, apparently unphased. 

“Sorry,” I muttered to her as she walked out of the room, leaving the blanket on the floor as she closed the door behind her. 

Zack sighed casually, wiggling his boner in his hand. “Damn.”

I was turning sort of red with nerves as he lay there. Feeling somewhat responsible for his lack of pussy, I grabbed his blanket and brought it over to him, only to find that he had closed his eyes and started jerking it, without a care in the world. 

I stopped and stared as his abs tensed lightly in cycles. It was intriguing seeing another guy going at it so nonchalantly. I felt a nerves boner growing in my pants, and adjusted myself. 

“Almost done,” he said, and my mind went blank as he opened his eyes and looked down at his hand blurring over himself, and squirted a white load of built up satisfaction onto his chest and abs. He leaned over to find his underwear on the floor, and wiped himself up. I noticed I was still standing there with his blanket, like an idiot. 

“Here,” I said, and dropped it next to his bed, before walking back to mine, my brain going numb from the bizarre overstimulation of the day. 

“Thanks,” he said, before covering himself up and rolling over toward the wall. 

I lay in bed thinking about the day, and slowly scratched my balls and felt my aching boner. I decided he needed some attention now, and I peaked over at Zack. He was turned to his side, blanket sloppily draped over half of him, his ass still hanging out in the fresh air. I could see his body rising and failing rhythmically, sleeping in peace. 

I reached under my bed for my box of pleasure. I knew exactly which one I wanted. Tonight’s orgasm was going to be brought on by my vibrating prostate massager. I hadn’t gotten off in a few days, and Zack wasn’t going to be the only one to relieve himself. I grabbed my desired sex toy, and quickly lubed it up, before reaching to my side to insert it into myself.

Then light suddenly flooded the room as the door burst open, and in walked Adam, literally dripping in sweat. His eyes darted to me immediately as I flinched, dropping my toy on the floor. I reached for the prostate massager and tried to cover myself with my blanket at the same time, as Adam started chuckling. 

“What’s that?” he asked in his masculine voice, weirdly deep for eighteen.

“Nothing, I was just…” I couldn’t finish my sentence. My face was red and I was caught. 

“It looks like a sex thing,” he said, laughing. But when I stumbled over my next words, unable to form a sentence, his mouth dropped open in shock.

“For real dude??” He asked, incredulous.

“Um, yeah, that’s what it is.”

“Is it good?” Typical horny straight boy questions.

I was so ashamed. I’d never seen a guy naked before today, and now he was asking about the most private thing in my life. 

“Yeah,” I said shakily. I didn’t even know if I hated him for asking, or if I was thrilled to be open about it. Everything is a kink, I thought to myself. 

“Damn, dude… I don’t know if I could do that. Is it a gay thing?”

“No,” I said. Not that I’ve never watched some freaky porn, I said in my head.

“Can I see how you use it?” he asked. I couldn’t tell if he was mocking me. I just looked at him.

After a pause, he went on. “Maybe I’ll get one for myself. Whatever gives you a good nut, I guess.” He said.

I wasn’t thinking straight. I felt awkward. I had a huge boner. I was facing a guy with a personality I had zero idea how to deal with. He was either oblivious to my shame, or reveling in it. Either way, he asked for it. So I’ll do it.

I pulled the toy out from under the blanket where I was holding it, then moved the whole comforter to the side. My hard cock was leaking on my stomach. Adam got a big smile, and sat down on the chair by the mini table in the middle of the room, watching me like it was a morbid twitter video of a car crash or something like that.

I lifted my legs. He had a direct view of my ass, and I could feel the cool air between my cheeks. My boner was at max, and I reached the toy over my leg and placed it at my hole. He kept watching as I pressed into myself. I felt something different this time. The entire process was more of a thrill when I was being watched. It was like my first time again. I stuck it into my body, inch by inch, until it was all the way inside. I pushed the button on the bottom, and it started vibrating. By now I was leaking a puddle onto my stomach, and the vibration made me start to throb. It felt like that second type of orgasm you only get with anal. I was on the edge of climax, even though I normally wouldn’t cum yet just from this. Adam watching me was giving me energy. 

“There it is,” I said, waiting to see what would happen next. Maybe he’s seen enough and would just go to bed.

“You just put it in?” He looked confused. “That doesn’t seem like jerking off. Does it make you cum?”

“Well, no, I usually jerk it too.”

“So is it better than pussy?” he asked, as if he weren’t talking to another eighteen-year-old guy with a dildo up his ass.

“I, uh,” I said, not sure what to say.

“Oh, are you a virgin?” He asked, halfway between chuckling and legitimate confusion.

“Yeah,” I said, adjusting the prostate massager, making it hit the exact right spot. It was too good, and I pulled it out. 

“Are you done?” he asked.

“No, I just didn’t want to cum in front of you.”

“Ah,” he said, he stood up to go back to his bed, and I saw his bulge had thickened considerably since he sat down.

He turned to his bed as I got back under my covers, preparing to jerk off quietly.

“Actually,” he said, making me turn my head to look at him, “Do you wanna just cum together?”

—[]— 

I was stunned. I knew we had crossed certain boundaries, but this was the last thing I expected from him. I didn’t know what to say, so I was silent, just looking at him, mouth open.

I could see that the idea was sticking in his head. He didn’t wait for me to answer. He walked over to my bed, and dropped his shorts, showing off his large cock. He rubbed it a couple times out of instinct, then put his hand on the back of my head. 

In a second, he was stuffing the extra large head of his pringles can cock into my mouth. I didn’t push back at all. Something inside me told me to roll with it. After a minute, he was fully hard and couldn’t even fit inside my mouth without grazing my teeth. He looked down at his cock on my face. “That’s wet enough.”

He lifted my body easily, and turned me around, dropping me down so I was leaning over my bed, with my knees on the carpeted floor. Without hesitating, he quickly lined up between my cheeks and pushed. I felt him miss my hole a couple times, and then he found it and pushed in. It burned, stung and stretched me to my limits immediately. I had warmed up my hole for years, but never prepared it for a real cock. My whole body tensed up as he let out a long breath, clearly enjoying the warm hole. It quickly started to feel good, pressing the same button I was used to, but with extra stretching, and somehow it felt better when someone else was doing it to me. His casually dominant demeanor made it easy to say yes, and less inhibited, so I could lean in and enjoy whatever this was. 

“It’s actually kind of lucky I found you like this,” he said, “I didn’t get any pussy today.”

As I sat there in doggy style position, head down, looking at his muscular thighs and big set of balls as they slapped against my body, everything felt right in the world. Whether the dumb jock meant to do it or not, my place in this dorm had been solidified.

He picked up the pace and started ramming into me harder, and I saw stars. Just as I was about to grab my aching cock and give myself some release, I turned my head to the other side, and was surprised to see Zack standing there with his pants down.

“I had a feeling about you,” was all he said as he leaned forward and shoved his half hard cock into my mouth. I guess we woke him up, I thought, as he started bobbing my head up and down onto his cock with my hands. I heard him briefly chat with Adam.

“This is good. You try his mouth yet?” Zack asked casually.

“Yeah,” Adam said between breaths, his pace increasing as he battered my hole, getting a cardio workout as he stretched me out. “But this is better.”

“Hell yeah,” Zack said, and I felt him throb hard in my mouth, and his body froze. 

“I almost came already,” he said, releasing a sleepy chuckle. “You think he wants to get off too?”

I braced myself on the sheets. They weren’t even asking me, just talking about me like I was an object. I was weirdly comfortable with this.

“Yeah, probably,” Adam replied, continuing his assault on my ass. Zack reached down to my cock and grabbed it. 

He laughed. “This is weeeeird, bro.”

He started to tentatively stroke me, and I was in heaven. I whimpered like the femboys on twitter and quickly squirted a wet mess onto my bed. He let go, letting me throb myself out while my holes continued to get stretched.

“That feels good,” Adam said, feeling my hole throb on him, “I’m gonna bust.”

“Me too,” said Zack. And they both picked up their pace. 

It was strange taking it after I came. I was briefly existing only to serve them, but it started to feel good again in just a few seconds. Adam gripped my hips tightly, digging into my flesh and I could tell it was going to leave a bruise. He froze, then slammed into me hard, knocking me off my balance, Zack’s cock falling out of my mouth. But, Adam picked up my body and finished inside me in mid air. He held me like a fleshlight as he squirted his built up load into my ass. 

Apparently Zack was close enough. He jerked off for like two seconds in my face and coated me. It got up my nose, across my eyes and in my mouth. A second later, Adam dropped me onto the bed, right on my wet spot from my own load. I braced myself for balance, while the two smiling studs high fived and headed back to their bed, their white asses waving goodnight to me. 

I was stunned by the experience, but it was a positive thrill. I fingered my ass, feeling the slimy cum Adam left there, while I licked my lips and tried to taste as much of it as I could. I was hooked on cum the first time I tasted it, and jerked off a quick second load onto my stomach, as my two roommates casually crawled into their beds, ignoring me completely, and quickly dozing off. 

I didn’t know what this meant for me or my future in college. The only thing I knew was that it was going to happen again. If it was this easy to get male idiots to put their dicks inside me, I was going to have a good freshman year.