Me, Kenny, and a pair of white briefs.

Gay
2006-08-24

It was my Junior year of college. I had been kicked out my dorm for violating drug policy (imagine that). I must've been the only schmoch in the history of our school that got kicked out for drugs. The policy was a joke. None of the RA's ever enforced it. My parents, filled with shame and disdain, didn't welcome me home with open arms. The fact that i wasn't working when i came back hom didn't make matters better. So after a month, they laid out an ultimatum - get out, find a job in 2 weeks, and we'll help with the rent for an apartment. If not, they'd just flat out evict me. This time, it was serious. There was no way i was going to find a suitable job in 2 weeks, short of working at McDonald's. I needed money somehow. I decided that i would have to find a room-mate to help pay the rent. Yes, i know, it sounds deadbeat-ish, but i planned on paying him back.
My plan was simple - i'd spend the first week looking for a room-mate, and if i found one, i'd just lie to my parents about finding a job, since the rent would be covered by the room-mate + my the "aid" from my parents. If not, i'd fill an application at Mickey Dee's.

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   I asked several of my friends from college if they were interested, but they were all happy with their living situations. After 4 days, i was hopeless. Then, in an amazing turn of events, one day at 7-11, i ran into an old friend of mine from middle school and high school named Kenny. After a few minutes of friendly small talk, he casually mentioned that he was looking for a place to live. Bingo. This was my cue. I invited him over to my house later that night to discuss it in detail.
At 7:00, he arrived. Ken and i went up to my room to discuss the terms. He was working a steady job and agreed to pay initially with his half. After i found a job, we'd split the other half of the ret down the middle aside from the money my parents would give me. So in a way, we actually made the rent smaller. It was somewhat clever, and full proof, if it was kept on the downlow. After finding a decent enough apartment, Kenny and i moved our stuff in. The only problem was the apartment, though entirely suitable for our living needs, was still pretty small.

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   As awkward as it may have been, we agreed to sleep in the same bed. It was cheaper than buying a new bed and the both of us were too lazy to move another bed of his from home into the apartment.
When we were finally done moving stuff in, we just sat on the couch together and rested for a few moments. Till Kenny jokingly asked "So which side of the bed do you want?" We both laughed. I replied "Whichever side you're on, stud!" in a faggy voice. He then said "You know, we could wrestle for it. . . . " in a kidding manner. As goofy as the mood of our banter may have been, it wasn't all a joke, really. See, i'll be honest. . . .

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   Kenny and i used to wrestle alot when we were younger. . . . . and it turned me on. . . . like i'd get a raging boner from it. I'm not a fag, or anything. I'm into girls, but wrestling with Kenny was, dare i say. . . .

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  . HOT. Real hot. And i found myself almost dissapointed whenever we'd stop. For a minute, i thought he might've been trying to initiate a wrestling session with his flirty tone. I contemplated taking the "bait" and seeing if he was up to it. I then decided that i would seem too eager and the chances that he was serious were quite low. Hell, i wasn't even sure if he wanted to wrestle with me for the same "reasons".
For the rest of the night, we just watched TV. I was getting hotter and hotter by the prospect of a wrestling match between him and me. I knew i couldn't ask him, so i decided to maybe tackle him in the bedroom. But then decided against it, thinking it would seem too gay and planned. Finally, Ken decided that he wanted to go to bed. I followed suit.
We walked to the bedroom and started stripping.

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   I stripped down to my boxers out of my jeans and t-shirt. I looked at my body in the mirror. I had what some might call a "doughey" physique. Not really fat, just a little "soft" all around. My skin was a few shades away from being pale. I then looked at Kenny. . . . . Kenny was black and just a couple of inches shorter than me at 5'10. I watched as he took off his t-shirt, exposing his skinny chest. And i remembered how that was one of the many reasons our sexy wrestles turned me on. He was smaller, which kind of made me the butch and him the bitch. .

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  . . . . i'll admit. . . . . a few times. . . . i though about. .

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  . . . . sticking it in his ass. I don't know how it happened. I've always been a butt-man and into anal, but no girls i had been with were open minded enough to do it. I liked the thought of eerting my dominance by rolling him onto his stomach and laying on his back as i pumped the hell out of his ass and shot my cum deep into his anus. . . . .
He pulled off his pants to reveal a pair of tight white briefs. I found myself extremely turned on by this. .

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  . . . just the contrast of colors. . . . his black skin complemented the solid whit ebriefs so perfectly. At this point, i began to question the possibility of Kenny being open to a wrestle. I decided to try and initiate a wrestle. . . . . .

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   and. . . yes, flirt with a dude. This was sooooo gay. Literally. So i asked with a smirk on my face "Whose weenie does that bikini belong to, fag?"
He responded by saying "I don't know, but you better pull your jaw up from the floor and stop drooling before we have to call the Super. " I was shocked by his response. How bold. . . . and quite flirty. To which i responded "Oh yeah, and what if i don't? You gonna spank me?" "I'll spank you and make you my bitch"
"Really? Prove it" I then tackled him to the ground. Now just imagine this picture - two dudes in their underwear, one in briefs, one white and one black, wrestling each other on the ground.

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   It was super gay. We giggled as we rolled around the ground, each trying to find a way to subjugate the other. We grinded against each other as i had him in a headlock. I asked him if he gave up. He responded with a "fuck you, faggot" I then got him on his back and sat on his chest. Oddly enough, Kenny didn't do anything. . . . he seemed to be enjoying it just as much as i was. . . . . speaking of which, i felt my dick begin to stir.

 

   I realized i had to end this. So i straddled his stomach, pinned his wrists down to the floor, and said 1, 2, 3. I felt his rock hard dick slightly grind against my ass as i straddled him. He said "I'll beat you next time, fag" as he got up to take a shower. I responded with "Face it, you're my bitch for life. "
He opened the door to the bathroom and took off his briefs leaving him completely naked. I caught a quick glimps of his black ass before he headed into the shower. I won't lie. . . . it turned me on. . . .

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  . . it was alot like mine, soft and doughey. After catching that view and being beyond horny after our hot wrestling match, i could't resist the urge to beat my meat. I knew it had to be quick, though, because if Kenny walked in on me beating my meat, he'd put two and two together instantly. And at this point, i gues it was a little silly to worry about whether he felt the same way about me or not, but i was still concernced about it. I put my left hand on my dick and started thinking about him and i wrestling. I then thought about pulling down his briefs and just shoving my cock in his ass full force. In my fantasy, he screams loudly and smiles with pleasure as i just pump my cock in and out of his hot black ass. Finally, i come hard in his ass. I quickly wiped the jizz on the sheets, for now. I know it's gross, but it would eventually evaporate.
Kenny came back in. I pretended i was asleep. I caught a glimpse of his hard cock and skinny black body.

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   Could he have been jerking off in the shower? It made sense. . . . . . .
In the middle of the night, i hear the shower running again. Was Kenny taking another shower? I decided to go check it out. The bathroom was really steamy and i was greeted by the sight of Kenny's doughey black butt cheeks. He spread them out right in front of me and i caught a glimpse of his pink anus. . . . .

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   it looked soooo hot. Kenny then emerged from the shower and looked me in the eyes. . . . . we then made out passionately. . . . . . He then guided me into the shower, pulled down my boxers exposing my erect dick, put my cock in his mouth and. . .

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  . poof!
. . . . . . It was a dream. I awoke with a HUGE boner. I felt so full of shame. It was enough that i got off to the thought of wrestling with a guy. . . . .

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   but to be turned on by the idea of him sucking my cock and us passionately tongue kissing? To explode over the though of filling his sexy naked ass with my cum? I felt like such a fruit. There was no turning back now. I was sexually attracted to Kenny. I didn't want a relationship with him or anything, that's just gross. But i wanted to screw him. . . . hard. Kenny had gone to work. I found his pair of briefs from last night on the edge of the bed. Since Kenny wasn't home, i grabbed them and gave the ass area a sniff. . . .

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  . . i then gave the cock are a sniff. . . . and to my surprise it smelled like cum! I mean, it could've been a coincidence and all. Kenny had a penchant for the old chronic masturbation thing. But combined with all the other signs i had been given, i was 99% sure that Kenny felt the same way as i did.
Honestly, at this point, i wasn't feeling as guilty as i was before about doing shit with another guy. I hadn't gotten any with a girl in months. Sex was sex. So, i decided that as soon as Kenny came home, i was going to show that i was interested. I decided i'd walk around with a pair of his briefs on and a t-shirt. It made me feel hot and naughty, to be quite honest.

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   So when he came home and saw this interesting sight. . . . . . he asked the only thing any man in his position could ask "What the fuck are you doing in one of my briefs?" "I left mine at home. I had to borrow one of your's. You pissed?" "No, it's okay. Just don't take a dump in them or anything" Flirting time "Okay, but it may difficult. . . . . i mean, you loosened my ass up so much while i was sleeping last night that i don't how i'll manage to be able to control my bowel movements from now on" "You wish, fag" Ooooohh.

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  . . . . i loved it when he called me a fag. My cock jumped instantly.
"These are pretty comfortable actually, i think i may swtich to briefs from now on. I always heard that they killed your sperm count or some shit like that. They also seem kind of gay" "Is that why you wanna wear them?" He responded with a smirk on his face. I said "Oh yes, Kenny, my flag has been raised" "Literally and figuratively" he said as he pointed to my erect dick. My heart stopped. That 99% i was talking about before had just jumped up to 110%. This boy wanted it just as much as i did. "I'll make dinner" He said. I slapped his ass before he left.

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   "You wanna fight, bitch?" "You're calling me bitch after i made you mine last night, fag?" "We'll see about that. . . . you know what, fuck this. " He said. "Why should i be your bitch and cook dinner for you by default? Whoever submits or gets pinned cooks dinner. " "Alright". We started wrestling in our briefs. We grabbed each other in a huge bearhug standing up. Finally, i threw him down ad got on top of his scrawy back just as i had envisioned it in my fantasies. He grinded his brief clad butt against my brief clad dick. It was pretty obvious by now what the both of us were trying segue into.
I whispered in his ear "Give up, bitch?" "Fuck you". I laid on his back for a while smelling the scent of his buzzed and curly black hair.

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   I had the urge to start kissing his neck. I decided to pull down his briefs and spank his sexy black bottom instead. We both got up and giggled. He laughed and gave me a smile. We then started wrestling again and i pretended to accidentally grab his dick hard to which he responded with a loud moan. I then threw him down and pinned him to the ground. We looked in each others eyes. I then looked down at his lips. Slowly, we melted into each other's faces. We started making out passionately. He grabbed my dick to which i moaned extremely hard and screamed his name. I grabbed his ass and felt the soft doughey cheeks up. I even started fingering his anus a little. "New rule. Winner makes dinner.

 

   Loser sucks and gets fucked. " Kenny's eyes lit up and we started wrestling again in the living room. This time, we wrestled naked. We writhed against each other for a few moments, our dicks grinding against one another. Eventually, he had me in a position where he grounded his cock into my ass crack. Eventually, i made him submit when i sat on his chest. From there, i simply stood up. He grabbed my dick and placed it on his mouth. He blew me for a few moments before i stopped him and told him to bend over on his hands and knees. "Fuck you! You want me, you gotta catch me, you faggot!" This excited me very much. . . . this was much like my fantasy. .

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  . . i wanted to be dominant. . . . . i wanted to catch Kenny and pump the hell out of him. I chase him around the apartment until i caught him and dragged his skinny little body into the bedroom. I bent him over on the edge of the bed. I lubed my cock and his ass up. He said the lube on his ass felt awesome. He then spread his ass cheeks. His pink butthole looked oh so inviting. I slid it in hard as he screamed.

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"Oh God!" "Oh God!" he screamed. "Take it, you fag bitch!" Itn felt sooooo damn good. . . . . the heat and pressure of his anus against my dick felt so unbelievably awesome. . . . . . . .  Finally, i shot my load deep into his butt.

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   Afterwards, we kissed passionately. I agreed to let him do me. He started licking my ass which felt so damn good. Then, he shoved it up my ass. . . . . . i'll admit, i liked it. . . . . .

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   after a few thrusts, i felt his hot cum shoot up my ass. . . . . that was the best part for me. . . . just feeling his jizz inside of me. . . . Ugh. .

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  . . . it was so awesome.
Afterwards, i made dinner. We talked about what we had done. We felt comfortable enough to live together and understood that we didn't want anything more than the occasional fuck or two. We still got with women, but if there was ever a dry spell, we knew just where to look for some action.
.