[M]e and [M]y buddy at it again | 2016

After the last time we hooked up in my basement, there was radio silence from him for about a week or so. When we finally talked again, he said he was just confused about how it felt to fuck another dude. He had been ok to get head up until then and even gave me some reach around love a couple times.

He said that it was the first time he's ever had anal sex, but he has always wanted to try it with his girlfriends. I asked if he liked it and he said 'yeah, it was great'. I told him that if he ever wanted to do it again to just let me know.

So, last Friday (1/17), he texted me a picture of his hard dick. I replied with a time of about an hour from that point. When he arrived right on time, he lifted up his coat to reveal his huge dick sticking out of his fly. I got so hard.

Without a word, I started going upstairs and lead him into the spare bedroom and noticed that he had a bottle of lube and three jimmies in his hand. It was the same lube as before and it didn't look like he used anymore of it since. I sat down on the bed and started stroking his dick. I asked how long it's been and he said about 3 or 4 days.

I sucked it a little bit and he moaned while humping into my mouth. When I started deepthroating it, he stopped humping and let me go balls deep. He let out a couple halted sighs and then said "I think I'm about to cum."

I grabbed his hand and put it on the back of my head, so he pushed my head against his crotch and dumped like 8 or 9 squirts into my throat. I gagged a little, but held up and took it all like a champ. When he stopped and I eased off his dick, there was still some cum on his tip. So I licked it and pumped his dick for the last drops.

His dick was still hard, so I kept sucking it. It went a little soft, but within like 2 minutes it was hard again. I pulled off of him and asked if he could still fuck me. He nodded and grabbed one of the jimmies and the lube off the side table. I stood up and unbuttoned my pants while he wrapped his dick up. As I turned around, he grabbed my hips and slammed into my ass and started to hump a little bit. Then I felt his hand coming around to the front. My pants were down to my knees, but my shorts were still on, so I quickly whipped mine out so he would have something to grab onto.

I felt some lube on his hands, and I really don't know when he managed it, but he used it to jack me off a little bit. His dick was pressed up against my crack and I could feel it getting really hard and kind of pulsating. We were both breathing very heavily. He let go of my dick and I slumped over. I looked back and he was aiming his dick toward my hole, so I braced myself.

He was gentler this time than the last time. He positioned his dick right at my hole and held it there. I pushed back against it, which made him take a step back and have to rest himself. Finally, his dick popped in. The feeling was so different than the first time. There was no pain at all and I could feel this kind of coldness radiate from my ball sack and go through my entire body. The big difference was the way I was bent over- instead of arching my back, I bowed it downward, which caused my ass to stick up higher. That had to have been the difference.

When it was all the way in, he held it there for a minute and was moving his hands all over my back and hips. I looked back at him and saw this look of primal determination on his face. Before I felt it, I saw his pelvis move backward almost until he was completely out. Then he slowly moved it back in me again. I could not breathe because it felt like I was about to loose my nut right there. It kind of felt like I was fucking and getting fucked at the same time.

Before too long, he was really going at it. He had his one hand up his shirt, tweeking his nipple and the other hooked onto my bent hip, pulling me onto his dick with each thrust. At some point, the jimmy broke and I remember feeling the full size of his dick. I didn't last 10 seconds after that. I said 'Oh my god, I'm about to...' and he reached around and started jerking me off while his dick was completely inside my ass.

I've never had an orgasm like that in my entire life- and it took 34 years to achieve. Each pulse was squeezing his dick and I felt his breathing get heavier and then he started to moan. I knew he was cumming inside me at the same time. He was done cumming before me. I don't remember much after that. I crumpled into a ball of jello- one of my legs hanging off the end my foot on the floor.

I heard him say a couple things but I couldn't tell you what they were. The sound of his belt buckle snapped me out of it. I looked at him and he winked at me. I said "That was fucking great. We need to do that more often." His gaze went to the window and his head was barely nodding. "Yesss. We do."

His coat was still on, so in a matter of a few seconds he was ready to go. He grabbed the lube, stuck it in his pocket and went around the bed toward the door. He slapped my ass and went downstairs. I pulled my pants up, buckled them and just sat there for a couple minutes.

I thought my buddy was leaving, but he came back up without his coat, two beers in hand. He twisted off one cap and handed it to me, then twisted off the other and took a long swig. "Who you got going to the Super Bowl?"

"Broncos and Niners."

"Go Broncos," he clinked my bottle with his.

"Go Broncos."

We had a perfectly normal conversation for the next half hour or so- SportsCenter on the tv. Two buddies drinking bear, watching sports highlights. Having just fucked. It was perfect.