[Part 1](https://www.reddit.com/r/gonewildstories/comments/9tp8oi/my_roommate_and_i_gradually_went_from_drinking/)
[Part 2](https://www.reddit.com/r/gonewildstories/comments/9tpbnl/my_roommate_and_i_gradually_went_from_drinking/)
**Part 3**
It was another two weeks before we had another ‘party.’ Although we would chill a few evenings every week, I was having early mornings and he was coming home rather late. The standard routine was to have dinner, drink a few beers while playing video games and watch TV until bed. By the time our days off lined up again, I was ready to relax. I had been thinking a lot about the peep-show I gave Mark and found myself putting a finger in my backdoor a few times in the proceeding weeks when I masturbated. It was like a sickness that would envelop my mind each time I had the desire to jerk off. Just a week after that encounter I found myself buying a multi-pack of enemas and bottle of lube. A day off and a house to myself meant a day of probing and intense orgasms. I had two days off in a row on this week, with my second day off coinciding with Mark’s. On the second day, before Mark came home, I was alone all day and extra horny. I went for a run in the morning, did some chores, made lunch, and before long it was late afternoon and I was using an enema on my bathroom floor in preparation for what I was hoping to be an amazing prostate session. A few minutes later I’m stepping into the shower and I hear a car pull into the driveway. Mark was home early. Damn, I thought. I had no problem masturbating *with* him, but I wasn’t quite sure how he would respond to walking in on me spread-eagle fingering my ass. So I took my shower, dried off, and walked out fully nude to the kitchen, grabbed a glass of water, said “Hi” to Mark, and went back to my room to get dressed. I came back out minutes later and we decided to get some food and start pouring drinks. So we got in my car, went out for pizza, and bought a handle of gin with a case of beer. We drank two pitchers with our pizza before stopping at the liquor store and going home. I had to take a leak badly and went straight for the bathroom. Mark went to the kitchen to make drinks. He shouted for a drink order and I started to yell back. As I’m pissing into the toilet he steps into the doorway and said “sorry, I couldn’t hear, what did you want?” “Gin and sprite,” I replied, “do we have lemons?” “Yea I think so,” he said. During this exchange, I had finished, gave my dick a quick shake, dropped my shorts and underwear to the floor, and took off my shirt. “It’s been a long week and if I’m drinking, I’m doing it naked,” I said. “Fine by me, you make drinks I’ll roll a joint,” he replied. I walked to the kitchen and started to make the drinks. By the time I finished he was walking back into the kitchen, fully nude as well. “I decided to join the party,” Mark said. “Well let’s try not to jerk off too much then,” I said jokingly. He shook his head with light laughter and muttered, “god damn it.” As with other nights of the previous weeks, we smoked, we drank, and we kept up conversation with intermittent sex stories. A few hours into the night we were comparing dicks again. I was flashing my asshole, and soon we found ourselves seated in the dining room looking at pictures of his ex again. It was a circular table and we were seated on same general side, almost facing one another. Looking at the pictures with our half hard cocks on full display, it was clear we were moving towards another session of masturbating together. As I looked at the photos and asked Mark questions about how the two of them had sex, he was already lifting his shaft away from his balls and lightly pulling at it. Between the alcohol and my ruined plans of probing my ass, I got the courage to ask Mark something. I’d occasionally watch bisexual porn and certainly enjoyed putting a finger or two in my ass. The fantasy of ever doing that with another man just seemed absurd, until then. I’m paraphrasing a little here, but this is how the conversation generally went, don’t get too offended, we were drunk, horny men:
“Mark, I got a question for you.” I said. “What’s up,” he replied. He was hard at this point and just kind of holding onto his cock. “You know, I’ve fucked a good amount of girls and I’ve done just about everything. I’ve had a threesome with two girls, threesome with two guys (I gave him a little finger point), I’ve had sex in public, I’ve fucked milfs, an Asian girl, black girl, European girl, a few Hispanic girls, I’ve had anal, rimjobs, and a few prostate massages, and I even had a girl put her dildo in my ass.” I intentionally slowed down when I got to the last one. “You remember Brian, right?” I asked. “Yea,” Mark replied. I was about to tell Mark something I had never told anyone before: “Well, before he moved, we hooked up.” “….what?” Replied Mark. Brian was a man’s man. In great shape and almost comically heterosexual, the three of us used to party and chase girls like it was our job. I continued, “Yea. We were out drinking and when we got back to his place, he grabbed my dick and started trying to kiss me. I wasn’t into that, but then he pulled my dick out, got on his knees, and started sucking me off. So, I just kind of let him.” “Holy shit! Brian? Did you cum in his mouth?” Mark asked. I was a little taken aback by the question, but it was an encouraging sign that Mark wasn’t going to be weirded out by this story. “Yup, but then we switched and I sucked him off.” I added flatly. “Did he cum in your mouth? Did you swallow?” Mark asked, almost excitedly. “Well shit, I didn’t know what else to do with it,” I replied. With a smile, Mark said, “so you and Brian ate each other’s cum. Is that where this is going, you want to suck this dick?” His cock was still hard and he was holding it the base, waving it back and forth tauntingly. I knew it was now or never. My heart was racing as I continued: “so, here it goes. We both know that neither one of us is gay right? I mean, we’ve literally seen each other pounding pussy.” Mark nodded and started to say, “well…”. I interrupted, “Shut up. The one thing that I’ve never tried, is feeling an actual dick in my ass. Like, I’m pretty sure it would make me cum harder than anything ever has and I don’t think a girl’s finger or toy is anywhere near the same.” Mark remained silent, but took another sip of his drink. I continued, “So, now do you see where I’m going?” Mark had a slight grin on his face and was about to say something but I interrupted him again: “It’s really a win-win. You would be helping out a friend, you’d get to finally try anal, and I can pretty much guarantee it’ll be the tightest hole you will ever feel.” I counted this points off on my hand as I said them. “Let me get this straight, you want me to fuck you in the ass? That’s pretty gay. How would we even do that? I’m not kissing you like Brian did, dude,” he replied. “No way, don’t want you to. Kissing Brian made my dick soft immediately. I’ll put some porn on the TV, dim the lights, and you just stick it in,” I said. I tried to act like I was spontaneously coming up with this plan, but I’d been thinking about it for a couple weeks. He paused so I said, “ok, ok, how about this: I put some *Asian* porn on the screen, then when you’re ready, just stand up and pretend my ass is the world’s most amazing fleshlite.” He was laughing a little bit now, and said, “Ok, fuck it. A hole’s a hole, right?” “That’s the spirit!” I replied. We raised our glasses and cheered. “Make shots, I’ll be right back,” I said. We both stood up at the same time. His cock was at full attention. I went to my room, drink in hand. I remember my heart was racing even faster. I turned on my computer and mirrored the image to my television. I turned down my lights and then I went to my dresser and pulled out a tube of KY jelly. I poured some on my finger and ass and started to work it in. With my other hand, I pulled up the longest Asian cumshot compilation video I could find. Immediately, my room filled with the sounds of different scenes coming and going as moaning women receive loads of cum to their bodies. Just as I manage to slide two fingers into myself, Mark walks into the room carrying his drink and two shot glasses. We down the shots together while I’ve got two fingers going in and out of my ass. We both turned our attention to the television. Not surprisingly, I was hard before Mark had even entered the room. Mark sat on my bed and I sat beside him. He had his feet on the floor and began to rub his cock. I was leaned back a bit, getting a good angle to finger my ass. By the time Mark was hard, I had my fingers sliding in and out with ease. We had remained quiet for a few minutes during this period. Without saying a word, I passed him the KY tube. He squeezed a long line down the length of his shaft, handed the tube back to me, and soon had his cock enveloped in a shimmering coat of lube. I pulled my fingers out and gave my ass another shot of the lube. I then climbed onto my bed and kneeled on my hands and knees. “Alright man, I’m ready,” I said quietly. Without saying a word, Mark positioned himself behind me, with both of us facing the porn on the screen. Supporting myself with one hand, I pulled my ass cheeks apart with the other. Holding his cock at the base, and without touching me, Mark began rubbing the head of his cock around my asshole, searching for the entrance. Soon I felt the pressure of his head pushing through the ring of my ass. “Just go slow,” I whispered. He began to slowly thrust in and out, pushing his cock just a little bit further each time. After a minute or two of this, I felt much less resistance and soon I found that he had pushed all the way in. I could feel he was totally erect. It was a fullness I had never experienced. His entire 9 inch cock was resting in my ass. Asian women continued to flash across the screen as cocks hosed them down with load after load of cum. However, at that point, I don’t think either one of us were paying attention. Mark then began to pull back about halfway before sliding completely back. I soon felt his hands rest on my ass cheeks, so far he hadn’t touched me at all. Then he flattened his palms and I felt him start to take a grip on my ass. Now he began to actually fuck me. We were grunting and moaning as he pumped in and out. The feeling was incredible. It was as if his entire cock was beating against my prostate and that my prostate was connected right to the head of my own dick. I could feel his balls swinging into the back of my own. I looked between my legs and from the glare of the television I could see a string of precum hanging from my cock, swinging wildly as he really started to hold my ass and fuck me. After a couple minutes of this steady pounding I found myself sinking down into my bed. “Hold on,” I moaned, “let me switch.” Mark didn’t say a word. He pulled out slowly and began stroking his cock. His gaze was totally focused on getting his cock back into my ass. I turned over onto my back and lifted my knees toward my chest. While still standing, Mark placed one hand on my hip and used the other to guide his cock back in. The feeling as he entered me was no less intense than the first time. Now Mark had both hands gripping my thighs and was back to a steady rhythm. The only difference now was that he kept the majority of his length inside me, thrusting in short, hard, and fast intervals. Leaving one hand at my side, I used the other to firmly grip the base of my fully erect, dripping cock. The precum now was a steady stream. I could feel an orgasm emanating from deep inside me. I could feel my prostate swelling, and I could feel that swell drifting up through my cock. Before I knew it, I began experiencing one of the most intense orgasms of my life. I couldn’t help but moan, loudly. I yelled, “push it in deep!” Mark slid his cock all the way in and held it as spurts of cum shot across my stomach. I could feel my ass squeezing tightly and releasing in unison with my cock. Before I had even stopped cumming, Mark started fucking me again, hard and fast. His breathing became faster, his thrusts more erratic. I’m not entirely sure I even stopped cumming before Mark started moaning, “I’m gonna cum, I’m gonna cum, I’m gonna cum.” Soon he was exhaling loudly and I felt his cock began to pulse. I could feel the warmth of his cum as his cock seemed to slide in and out with even less friction. Mark continued to moan as he slowly thrusted his cock back and forth. As I was looking down toward my cock, he pulled back and his erect cock popped out of my ass. I watched as it bobbed to the side and released more cum across my thigh. Mark took hold of it and started stroking. He had one hand still gripping my thigh as he released another spurt of cum right onto my cock. I could see it still pulsing as Mark let it rest between my own cock and leg. We stayed like this for a couple seconds as we caught our breath. With his cock touching mine and cum everywhere. “Holy shit,” I said. “Yea. What the fuck,” he replied. Mark backed away, letting his hands slide down my calves as he did so. He turned and picked up his drink, taking a big gulp. I got to my feet. “Holy shit,” I said again, this time with less disbelief. I’ll never forget the feeling of his entire load pouring from my ass down my leg. Like someone spilling a warm coffee on me. It even managed to hit the floor as it rolled past the back of my heel. “I need a drink,” I said. “Me too,” he replied as he finished the last sip of his glass. We went back to the kitchen and made new drinks. We talked about how good it was and even agreed to possibly try it again in the future. “Maybe next time I fuck your ass!” I said. “You try that and I’ll jizz on your face!” He replied. We stayed in the kitchen for maybe another hour. I remember talking and Mark interrupted saying, “I can’t take you seriously covered in cum.” “Your dick is still fucking hard, dude,” I replied. The cum had dried somewhat but it was still very visible across my stomach and down my leg. “You helped make this mess,” I added, surveying my body. I turned around and looked at the dried stream running down my leg. Mark was looking too and his cock was standing at full attention. “I’m down to try it again, I see you are,” I said, pointing at his cock. “Haha yea,” he said in a quiet voice. I walked quickly to my room and grabbed the lube. Mark set his drink down and starting stroking. I squeezed some lube on my hand and rubbed it around my ass before handing the bottle to Mark. He poured way too much as the lube splashed out across his cock and on the floor. I put my hands on the kitchen counter and arched my back. This time around, Mark wasn’t bashful about putting his hands on me. I felt as he spread my ass cheeks apart himself and suddenly I felt as he slid a finger in. “That is so fucking tight,” he gasped. “Told you,” I replied. I felt a second finger enter me and he began to slide them in and out. He pulled out his fingers and I felt the head of his cock begin to slide inside. Everything was still very much lubricated. As he slowly pushed inside me, he placed his hands on my hips and started pulling my ass onto him. Unlike the bedroom, we were fucking under bright lights with no porn. Any resemblance of us being totally heterosexual was thrown right out the window. My cock was hard too and this time around felt no different than the first. After a couple minutes of steady pumping, Mark said, “You want to switch positions?” “Ok,” I replied. Mark slowly pulled his cock out. “You want to sit on the chair?” I asked, pointing at the dining table. Mark walked over and sat in the chair, stroking his dick. I walked over to Mark with my back to him to him and grabbed his cock. As I started to sit on it, I remember how huge it looked and felt in my hand and wondered how the hell it would ever fit inside me. Also, I remember how familiar yet totally alien it felt to actually touch another man’s cock. He placed his hands under my ass and we really started in on another round of drunken gay sex. Squatting up and down felt even better than doggy-style. Soon I was really bouncing, my hard cock and balls flopping up and down with the rhythm. Mark was moaning now, he was mostly silent the first time, but now he wasn’t bashful. It wasn’t long before Mark gasped, “Oh fuck, I’m gonna cum.” When he said this, I sat down all the way and took his entire length in my ass and started to stroke my own dick furiously. I felt his cock begin to pulse inside me. His size combined with the warmth I could feel inside me had me cumming moments later. Surprisingly, I produced almost as much cum as the first time. Instead of flying ropes, the cum seemed to waterfall out of my cock and roll down my hand before pouring across the inside of Mark’s leg.
We remained in this position for a few moments, just relishing in the bliss. The pulses from his cock were subsiding and my cock began to soften. I began to stand up and Mark’s cock flopped out, immediately followed by a huge load of cum that landed across his cock and leg. I turned around and saw Mark. He was covered in cum. Globs of cum were splattered on his swollen cock. The load that had fallen from my ass had flowed to one side of his cock and had mostly pooled on the chair. My own load had fallen across his thigh and the head of his cock was resting right in the middle of it. “Oh gross, I got your cum on my dick!” Mark said as he stood up. “You just nutted twice inside my ass and we’re covered in each other’s cum. I think you’ll get over it,” I replied. There was a brief pause before Mark asked: “Are we bisexual then?” “I’m not about to kiss you and I’m definitely not dating you. But you just shot a bunch of cum into my ass while I jerked off, so I guess being straight is off the table,” I replied with light laughter. “I do remember you telling me you suck dick, though” Mark replied. I threatened I’d let him taste dick in his sleep. We both chuckled and went our separate ways to shower and go to bed, it was sometime around 4 am.
[Part 4](https://www.reddit.com/r/gonewildstories/comments/9tphgg/my_roommate_and_i_gradually_went_from_drinking/)
Source: reddit.com/r/gonewildstories/comments/9tpern/my_roommate_and_i_gradually_went_from_drinking