We had been roommates for about six months, assigned randomly as freshmen. We were surely an odd couple, him a jock on athletic scholarship and me a slightly nerdy but good looking science major. After a wary month or so, we began to hit it off. I was his best friend and he was more than that to me. Of course, he didn’t know how much I wanted him. I had only had three or four gay experiences in my entire life—a mutual hand job with a friend in high school and a couple of blow jobs by middle aged men at an adult video store down New Orleans. I'd never even had a cock in my mouth.
I watched with regret as he slipped on a pair of boxers and pants. He'd been invited to a wedding by a girl he had the hots for, and he figured he'd get lucky. This was a big event. Despite his stunning body, Mark's face was only middling decent. On top of that, he once told me when we were drunk that he was not so hot in the sack. He wasn't sure if any girl had ever had an orgasm with him. He thought the word was getting around.
Mark's family was pretty low class. He was a jeans-and-tee-shirt kind of guy. He didn't even own a sport coat. Mine wouldn’t fit him, of course. Our heights matched, but he couldn't squeeze into my size 40 in a million years. Fortunately, Mark was able to borrow a coat that fit him pretty well from another back on the JV football team. He pulled on the tailored shirt he bought earlier that day. It conformed to the V of his torso but still showed all the packaging folds. It didn't matter. The coat would hide them. By the time he got Laura in bed—lucky bitch—they wouldn’t even be noticeable.
"Oh shit," he said suddenly. "I forgot to buy a fucking tie."
"Grab one of mine," I offered. He wandered over to my closet and looked in. I was surprised when he pulled out a red tie that matched his outfit pretty well. He held it in his hand helplessly.
"Uh, Jim Boy," he stammered. "Can you help me? I, uh… I don't know how…I mean … I've never…"
"I thought so," I kidded. "Don't worry, dude. She probably hasn't either. Besides, it'll come naturally to a stud like you."
"No, you fuck!" he shot back. "I've never tied a tie. The only time I ever dressed up was for my prom, and that fancy tie came already done."
I got up and walked toward him. I didn't have a shirt on, but at least I was in jeans, and my hardon wasn't that noticeable. His own hardons were nearly impossible to conceal. I pull his collar up and slung the tie around his neck. After tucking the collar back down I began to manipulate the fabric but I couldn't make it work. Three times, I failed.
"Stop fucking around, Jim," he complained. "I've seen you tie a tie before. I'll be late."
"I can’t do it facing you," I said. "I don't think about how to tie a tie. I just do it. This way it's all backwards. Turn around and face the mirror. I'll have to reach around from behind you."
Now Mark's a pretty big guy, so I had to press against him to get enough reach to do the job. As I was working, Mark thrust his ass back into my crotch in a joking way. My hard cock was jammed between my groin and his hard hams. It made it pretty difficult to concentrate on the job at hand.
"Ooooh," he whined in a high voice. "That feels so good, Jimmy."
I finished with the tie and slapped him on the ass. "That'll be enough of that. Do her a second time for me, roomie."
"Will do," he replied as he turned around. "How do I shape up?"
I looked him over closely. He shaped up really well. His half-hard schlong was clearly defined against the thin fabric of his trousers. The coat was just a shade small, so that it hugged his defined torso. You look fucking fantastic was what I wanted to say, but discretion got the better of me.
"You'll get in the door," I jibed. "Just don't talk too much after you do."
"Up yours, asshole," he laughed opening the door. "Have fun with your fist tonight." No Duh.
After he left, I waited until I heard the door to the stairwell clunk shut then went over to his pile of dirty laundry. He had just come in from the gym before he showered. I dug out his jock and brought it up to my face. The familiar smell of Mark's crotch filled my nostrils. Precum leaked from the tip of my cock. I pulled off my jeans and crawled into Mark's unmade bed, as I did every chance I got. His pillows and sheets smelled like Mark, too. Not like his crotch exactly, but damn good anyway. I pulled on my cock with my left hand as I held the jock to my nose. After about five minutes I came in big waves. As usual, I didn't try to catch it, so it spread onto his sheets, mixing with the dried residue my previous efforts. I loved the thought of Mark sleeping in my cum droppings. Of course, the sheets were also well spotted with his own cum. So far, he hadn’t noticed.
Mark jacked off in bed about three times a week, so my cum stains weren't all that obvious, except just after he washed his sheets. But that happened only about once a month. During the first month or so, he had waited to jack off until he thought I was asleep. It didn't matter. He was so noisy—moaning and grunting and shit—that there was no way I was going to sleep through it. After a few episodes, I stopped pretending and started joining in. Now, I'm usually pretty quiet when I jack off alone, but I deliberately make noises when he's in the room. It startled him the first time, but he was pretty cool with it. Eventually, I could tell from his sounds when he was almost there and tried to time my own ejaculations with his. I got pretty good at it. I really got off on doing it together and I think maybe he did too. When we were finished, he'd say "G'night, Jimmy" and I'd answer "Sleep tight, Mark." Nothing more ever happened.
I lay back and wallowed in my wet cum. I flicked on the TV and watched it for a while. After half an hour or so, I drifted off. The next think I heard was a key in the lock as the door swept open. Mark never entered a room quietly.
"What the fuck you doing in my bed, dude?" he asked incredulously.
Shit! "Uh. I…uh…spilled a glass of water in my bed, so I watched TV from here while it dried. I guess I fell asleep."
"You didn't jack off in there, did you?" he asked. With my ass poking out from the rumpled sheets and my jeans piled on the floor next to the bed, silence seemed the best response. "You did. Didn't you?" He flipped the sheet off me. The stain was still sticky and wet. "Oh man. That's gross. You’re washing my sheets tomorrow, dude. I mean it! Where the fuck am I going to sleep tonight?"
"My bed should be dry by now," I said. "You can sleep there."
"Either way, I'll be sleeping in your cum," he complained. "But I guess it’s better if its dry."
"Hey," I shot back. "This isn't exactly a pristine four star hotel bed either. There's plenty of you here too."
"Yeah, well you probably got turned on by it." He stopped and regarded at me intently, apparently thinking about what he'd just said.
I tried to change the subject. "How'd it go?" I asked. "Did you get one in for me?"
"Fucking bitch!" he spat. "She only asked me to the wedding to make her old boyfriend jealous. They disappeared together for about 45 minutes. When I danced with her later, I could smell him on her. I took her straight home afterward and came back here."
Mark pulled off his shirt exposing those fantastic pecs. He had light smattering of hair between them and a faint treasure trail down his rippled abs that disappeared into his pants. He looked at me curiously, like he was seeing me for the first time. I was naked, of course and he had pulled the sheet fully away from me. He loosened his belt and pulled off his pants and boxers in one motion. His eight-inch cock stood straight out from his body, its bulbous head angry and purple. Two huge balls hung in the sack below it. I had never seen his cock fully erect before. It was magnificent. Being caught like that had already started turning me on, and the sight of his angry member finished the job. Despite my embarrassment, I felt blood rushing to my crotch. My cock filled and came fully erect. We stared at one another for what seemed like ten minutes but it was probably less than thirty seconds.
"I'm very horny, Jimmy," he said evenly. "I don't think I've ever been this frustrated in my entire life. Roll on your side, dude, away from me. Make room."
He sat on the bed next to me and stroked my side. Reaching down, he gently kneaded my ass muscles. Unlike Mark, I am not terribly muscular, but I do run every day, so I am fit and lean. Mark moaned slightly and drew his legs up onto the bed. He settled behind me spoon fashion. His hard cock was resting along the crack of my ass. Mark began moving his hips so that slid up and down along the crack.
"Are you gay, Jimmy?" he asked with surprising gentleness.
"I'm not sure yet," I replied honestly. "I haven’t done very much either way."
"Do you like this?" he reached over and stroked my belly as he slid his cock back and forth.
"Yes," I replied, "how about you?"
"Yeah, I do," he answered. "It's not that different from cuddling with a bitch—a tall, skinny bitch—except…" He ran his hand across my chest stopping to pinch my nipples, (I almost came right there) "Except it's kinda funny not to feel any tits."
"Sorry."
"Don't be," he soothed. "I didn't mean 'funny bad', but more like 'funny different' or even 'funny interesting'." He continued to work my nipples. After a minute, I grabbed his hand and pulled it down to my groin.
"If you really want to feel something funny," I offered, "try this." To my pleasant surprise, he readily took my balls gently in his hand and, after a minute's massage, closed his hand around my shaft. My cock is about seven inches, but not terribly thick,
"I imagine this could come in handy under certain circumstances," he joked. "It could give you a lot of leverage." We were sweating now. He started sliding his cock more rapidly in the sweat that pooled between my ass cheeks. As he did so, he started to pull on my shank. "Look Jimmy. I'm going to continue just what I am doing until I cum. I'll jerk you off or you can do yourself if you want."
"No," I said.
"You wanna jerk yourself off?"
"No. I like what you're doing, but I don't want you cum between my ass cheeks. If we've gone this far, I want you inside me."
"You like it up the ass?" he asked.
"I don’t know. Ask me when it’s over. We'll need something for lube." I thought for a minute. "There's a stick of butter in the fridge."
We had gone haves on a dorm-size refrigerator that Mark used a nightstand. He reached over and pulled out the yellow stick. I rolled over to face him. I took the butter away from him and applied it like lipstick to his cock. The lipstick image became too strong, and I bent down and took the big head of the beast into my mouth. In those days, I did not know how to down a cock that big, so I just worked the head. I pulled off and licked the shaft, then attacked the head again. Mark moaned loudly enough to be heard in the next room.
"Oh Jimmy boy," he gasped. "You give good head. Why don’t you just suck me off?"
"Nope," I reiterated. "You are going to fuck me." I took the stick of butter and re-smeared his cock. I pulled off a piece and jammed it up my hole.
"I don't think I’ll be putting any of that on my morning toast," Mark joked.
"Suit yourself," I replied. "Me? I'm looking forward to a big breakfast."
I rolled over again and pulled my ass cheeks apart. Mark positioned his cockhead against the hole and pushed. He was a little off center, so I reached back and put it where it felt right. He tried again but I still wouldn’t open for him.
"You're too tight, bud," he said, "and I'm probably too big for you."
"Try a finger," I suggested. I felt him place the tip of his finger on my asshole. He ran it in little circles and I moaned loudly. He pushed and I tried to open up, like I was going to take a dump in the bed. His finger went in like… butter. God, it felt great. Mark worked it around and asked, "How's it feel?"
"Fantastic," I answered. "Try another." He pulled out and worked in both his index and fuck fingers. This time it felt a little tight. He spread them apart to stretch my hole. That hurt a little. Finally, he made a point with three of his fingers and pushed into me.
"Owww."
"Sorry, dude. I'll stop."
"No. No. Just give me a second to get used to it." My hole was stretched wider than it ever had been, and he was only up to the second knuckle. Slowly, he pushed in until his last knuckles were at my sphincter. "Oh man! I want your cock in me now," I exclaimed. "Try it again."
Mark withdrew his digits from my hole and placed his cock once again at the entry. He pushed hard, and I opened as much as I could. The head of his cock stretched my hole past its limits. I screamed and he clamped his hand across my mouth. I could smell myself on his hand. Suddenly, he was in and the pressure lessened. We were drenched in new sweat. I licked my stuff off his hand and he released his grip on my face.
"You okay, buddy?" Mark inquired. "They probably heard you in South Dorm."
"Yeah, I think so. But go slow at first. Okay?" Gently, he eased in another half inch. I flinched as a cramp hit me and he stopped. Slowly bit-by-bit he rocked himself inward until I felt his hips against my ass muscles.
"How do you feel now, dude?"
"Full," I answered. "Fantastically full; how about you?"
"Fucking great!" he replied. I can't believe I have my cock planted inside a man's ass, and my best friend's ass at that. You are soooo tight Jimmy Boy. It's like your ass was custom made for my cock. No woman ever let me do this to her. Can I pull back and stroke."
"Go for it, stud. Fuck my tight ass!"
Mark began pulling back slowly—about 2 inches—and pushing back in all the way. After a few strokes without me reacting, he pulled back further, maybe four inches. He was going slow and smooth, trying not to hurt me.
"Is that the way you fuck, dude?" I teased. "No wonder you have such problems getting laid. I'm gonna fall asleep here in a minute."
With that, he pulled all the way back, until just the head was in and lunged forward until I heard his hips hit my ass cheeks with a loud slap. I was wracked with a cramp, but this time he did not stop. Back...thrust...slap. Back...thrust...slap. He reached around and grabbed my cock, squeezing the head between his knuckles and his thumb. I wanted to cum, but there was no outlet. He slammed me again and again, sometimes pulling so far back that his head popped out and he re-entered me with the next thrust. It hurt, but I didn't care. My balls were screaming for release.
"Let me cum, Mark," I pleaded. "Don't stop, but please let me cum."
Mark loosened his grip on my cockhead just a tad. I was about to tell him that it wasn't enough, when on his next thrust, a fine jet of my jism burst past the restriction with a sensation so intense that I could not tell if it was pleasure or pain. Another erupted forth on each successive thrust--eight or ten times. A shudder ran through me each time. The volumes were small, but they hit the leg of his desk, next to the bed. Mark paused for a minute, releasing his death grip on my cock.
"Do you want me to pull out before I cum?" he asked. "I should have used a condom."
"I'll never let you fuck me again, if you do," I shot back. "I've lived with you, dude. I've seen how pathetic your sex life has been--almost as bad as mine. What disease could you possibly have acquired? But if you get me pregnant, you'll have to marry me. I won't get an abortion."
Mark laughed. "It's a deal." Then he resumed his furious pounding. On and on he went, like a fucking machine. I had never really lost my hardon and he had still had a hold of my cock. True to his word he was using it for leverage. No longer squeezing it off, Mark was actively wanking at it. I tried to work his cock with my ass muscles. I had already cum twice that night, so I didn't figure on getting off again. I could tell from the way Mark was moaning that he was about to let loose. Suddenly, my bowels filled with pulse after pulse of hot liquid. Mark came in huge loads. This felt so good that I began to erupt a third time. He finished before me and took care to squeeze out my entire load. I thought my balls would wind up in my stomach. Finally, I had to pull his hand away.
Mark collapsed on the bed and pulled me tight against my chest. His jism drained past his cock and down into the space between my ass and his hips. We lay there for about five minutes. Then he tenderly kissed the back of my neck. That led me to shiver.
"Cold, buddy?" he asked, pulling the sheet over us.
"Hell, no," I replied. "I don’t think I'll ever cool down."
"Are you uncomfortable? Do you want me to pull out?"
I clamped down tightly on his still hard cock. "You leave that thing in there where it belongs." I paused, and then said, "I think I've made an even bigger mess of your sheets, Mark."
Mark squeezed me again. Tracing light circles around my nipples, he whispered in my ear. "That's okay, you're gonna be washing my sheets from now on anyway, 'cause you're never gonna need to wash your own."
The exhaustion hit us both at the same time. "G'night, Jimmy" I heard him mumble.
I gave the cock in my ass one final squeeze. "Sleep tight, Mark."
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