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So again, he asks me if I have heard of guys having sex “up the butt.” I knew where this was going and I was shivering with excitement. I told him of course I had heard of it. He said “like do you think you would end up getting AIDS or something?” I just went right for it “are you taking about like chances of that if we did each other?” He shook his head. “Yeah.” We talked about our girlfriends and how we didn’t think they had been with many people… That we didn’t believe any of us had any STD’s right now. Then, even though I was sure I knew the answer, I asked if he did any “guy stuff” with anyone but me. “No never” was the reply and I wasn’t surprised. We talked that if we kept it just us, we should be good. Then he asked straight up: “you want to try it?” Of course I did. My cock was fucking diamonds by then and I saw the bulge in his pants too.

We were clever enough to think of lube at least. We didn’t know anything about KY or other lubes back then. So I grabbed the Costco sized container of Vaseline and a towel.

Lights out, in the bedroom again, but there was enough light to see what was going on still. I assumed he would want to go first but asked anyway ” you want to go first?” I was shocked when he said no that I could. Off came our boxer briefs both of our cocks rigidly standing at attention. We were on our knees on the floor as I slathered cock up with the Vaseline. “Ready?” I asked. He turned his back to me and assumed the position on all fours “yeah. Go easy.”

I can not tell you how fucking hot it was too see him on all fours… But my head was swimming with excitement. Honestly I had never paid attention to his ass before
But now I’m starting at his young, smooth, hairless ass and it was really fucking hot. Not much finesse at that age. I just set the tip of my cock at his hole and pushed for all I was worth until I sank into the hilt. I heard him hiss breathe between his teethe then: “that fucking hurts!!” It felt like heaven to me and looked so fucking good to see my cock buried between his tight young ass cheeks. “Want me to pull out?” “No… Just gimme a sec.” We held steady for a minute before he finally just said “ok go.*

I started sliding in and out. Slow, long strokes.. savoring the feeling, the look.. the whole experience. I started picking up the pace, faster, harder. I was ready to cum in no time. I started just pounding away at his ass, my cock getting thicker and harder. I was devastated when he spoke up “stop, stop, stop! It’s really starting to hurt. I can’t keep going.” I was close and I told him “I’m gonna cum any second! Can you hang just a little bit longer?” “Ok… But hurry up!” The words hadn’t even finished leaving his lips before I was pounding away again. His breathing was a turn on… Hitching and panting, grunting and moaning as I fucked his tight, virgin hole. In no time, my cock started to erupt deep inside of him. I fucking exploded. My cock was convulsing wildly dumping wave after wave of cum inside of him. Both our legs were shaking and I got so dizzy I damn near fell over. But I gripped his hips tighter and hung in there until my head cleared and my cock began to soften. I slipped from his ass and collapsed into a seated position on the floor, my back against the wall. My cock was coated with cum laying on my leg.

“Dude! That fucking hurt” he said again. “How did it feel for you?”

“Felt fucking amazing” I said “I came so hard I felt like I was gonna pass out.”

He was standing up now. “Yeah man I could really feel you cumming. I gotta hit the bathroom.. I’ll be back.*

I had at all times noticed that I had to cum last usually if I was gonna do any of this stuff. Like if I had already cum, the idea of sucking his cock, which was normally so exciting, would instead be a repulsive idea. So I usually had to suck him first, then get mine. I worried when we started this that I wouldn’t want to let him fuck me after I came… But that wasn’t the case. I was shaking with nerves and excitement at the wondered of him coming in to fuck me now. And that, is what will be in part 3.

NSFW: yes

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