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The second time seeing him was almost exactly two years later. I was coming up on a week of vacation after getting a new job, and he offered to come down for a weekend to hang out. We’d chatted online about what we wanted to do, and each of us danced around the topic of hooking up. Both of us understood that there was a strong mutual attraction, and that anything would go, if it went. It also didn’t hurt that he was going to share the bed with me.
He arrived on a Thursday night, renting a car from the airport and coming to me directly. He arrived a little later than expected, but we made up for lost time by heading directly to the pub for dinner. We sat at the bar, facing each other. I’d knock my feet against his, trying to gauge a reaction. He was too busy eating to notice, I think.
That night, we both got in bed, ready to sleep. We both said goodnight and started to relax. Well, at least he did. I sat there frozen, not sure what to do next. After many shallow breaths, I quietly muttered “I think you should do something.” He laughed and rolled over, facing away from me. I eventually went to sleep.
Not all hope was lost…
I had an early shift for my last day of work, a six to three, so I got back home hours before my roommate would get in. He was at his laptop, finishing up some of his own work, when he suggested we should celebrate. I’d mentioned earlier that I had about a gram of weed and didn’t know how to use it, so he said we should smoke a bowl. The last time I got high was about two years ago, and I was kinda spooked.
But, I trusted him, so I said I was down. We went into my bathroom, he packed the bowl, and we took turns until we cashed it. He asked for some chocolate milk, and we sat down on the couch to play some Boomblox. At first I didn’t feel anything. About twenty minutes, though, it suddenly kicked in. I could feel the warmth of his body next to mine, and sort of relaxed into the side of him. He laughed, again, and propped me up so we could continue to play.
I could tell he was starting to feel it too, though. His motions were slower and his face flushed. I was about to take a turn when he paused the game and stood up. “Come here,” he said, and I followed him down the hall. “You want another bowl?” I asked.
Once I passed the threshold into my room, he closed the door behind me and locked it. “Get on the bed.” I flushed immediately, my heart racing, and coyishly hopped on, sitting upright. In an instant he had pushed me back on the bed and straddled me, hands on my chest. “Let’s play,” he said, as he dove in for my mouth, pressing his soft, wet lips against my own. After a moment he came up for air and laughed. “‘I think you should do something.’ Who says that?”
He unfastened his belt, and I did the same, throwing them to the floor. He tore his shirt off, and I followed suit, as he leaned down again to kiss me. His bare skin against mine drove me instantly hard, and he could feel it through my pants. I felt him get hard, too. We rolled around for a while, gently grinding on each other, as we french kissed and felt each other up.
My cock was painfully erect after a few minutes, and I felt it start to push past my waistband. He must have noticed, too, because he quickly pulled my jeans off. I was still wearing boxer briefs, but he didn’t seem to mind that. He took off his own pants and we rolled around some more, as we felt each other’s cock leak precum on our stomachs. I was finally done teasing–so I slid my hand down his boxer briefs, wrapping my fingers around his stiff cock.
He clearly got the hint and grabbed my cock as well, as we sat up to take off our underwear. We started making out slowly, rubbing each other with our free hand as we jacked each other off. His cock was so hard, and it wasn’t long before I needed him in my mouth. I leaned down to lick his swollen head, before I dove further and wrapped my lips around his cock. I was starting to get into it when he pushed me up and told me to lay down.
As I laid there, I saw him looking at my cock with desire, jacking it a few times before licking it base to tip. He plunged my cock in his mouth as I reached for his tight body. He was just out of reach, though. After a second or so he paused, and swung his legs around to straddle my head. He didn’t need to tell me what to do.
Once he was sucking on my cock I craned up, feverishly trying to suck him too. We quickly found a rhythm, and occasionally I could feel my lips touching the base of his cock. He deepthroated me a couple times too, and each time I could feel my balls tightening. Maybe he noticed too, because he gently pulled himself off me.
He swung around to face me, straddling me, and grabbed for the lube on the nightstand. He squirted some in his hand, then slowly massaged it down my cock. His fingers alone drove me crazy, but then he squirted some more and rubbed it between his cheeks. I knew what was coming next, but I froze as he positioned the head of my cock against his hole and slowly pushed me in.
He was extremely tight, and at that angle it must have caused him some discomfort. He sat back up before too long, and pulled me against him and he laid down on the pillows. His legs swung over my shoulders as I felt him massage more lube onto my cock. With his hand he pulled my cock back to his hole and asked me to push in.
Even at this angle he was still tight, but I managed to push my head in right away. He pulled me in more with his legs, and I penetrated his hole deeper and deeper. Eventually I felt my entire shaft buried in his ass. He jacked himself off for a few seconds, until his cock was hard again. His stiff cock and prostate “clicked” me into place, and slowly I started thrusting into him.
Fucking him was unlike anything I’d ever felt before. There was so much pressure, so much heat, and I could feel him getting excited both inside and out. Topping him made me feel incredibly powerful. His vulnerability and submission were so passionate, so hot. I leaned in, breathing into his chest, and continued thrusting my cock into his tight hole.
It looked everything in my power to last as long as I did, which admittedly, was about two minutes. His moans into my ear exponentially turned me on, and his ever-stiffening cock made his hole even tighter.
After a moment, I realized it was too late to stop now. I grabbed onto him tighter, pounding him harder and faster, as I felt his ass milk my cock, asking for my cum. I moaned into his chest as I felt my prostate muscle explode, rocketing rope after rope of cum inside of him. In the afterglow of orgasm, my cock stayed hard, and I continued to slowly thrust into him for a moment.
I pulled out and kneeled down between his legs, plunging his cock into my mouth as I jerked his shaft and rubbed his balls. He had been so turned on by getting fucked that he was already close, and after a few seconds his cock erupted in ejaculation, landing on my hands and his stomach. I licked a few strands of it off my hand as I smiled and jumped off the bed to grab a towel.
I wouldn’t end up bottoming for him until two years later…
But that’s a story for another time.
Source: reddit.com/r/gonewildstories/comments/5dr5my/mm_i_hooked_up_with_the_dude_from_college_two
lol yup gave me a ladyboner.