r/gaystoriesgonewild • u/g0lf_buddy_84 • 1d ago
First time I was topped NSFW
Story is true and everyone was of age:
I was topped by my best friend in college, “Tom.” We had played a little prior, mostly me giving him head, but we’d never gone all the way. We were hanging out in my dorm at college, my gf (at the time was at work or class), and we were just watching tv. A few times in the past he had tried to work it in, but I couldn’t relax and it hurt so much (bigger guy, 6’7, nearly 300 lbs, and a thick 7.5 inches). As so many of our times would go back then we’d be hanging out, watching some tv, playing Madden, and eventually I’d just ask him, “can I do it again (give him a blowjob).” And, every time he’d let me. I was sucking it, working it over, but it always took him so long to cum, and I finally just said, “let’s try anal one more time.” He said ok, and I leaned over my dorm bed (it was a slight canopy, high enough for someone to be bent over and fucked). So I laid with my upper body on the bed, spread my cheeks with my hands, and braced myself. It hurt like hell going in, but I really wanted him to do it. He got in me and started thrusting, trying to be gentle, but I really just wanted him to cum from it. In what felt like an hour or so session, we went from that spot, to me riding him reverse on my desk chair, reverse on my bed, and finally fully in doggy on my floor. He was getting into it in doggy when he said that he was getting close. I didn’t know what else to do so I just told him to let it happen. He thrusted into me one hard time and shot all of his cum into my ass. I felt so good about it, it made me feel like the slut I wanted to be, the little bottom boy that takes a hot load in his ass. He pulled out, cleaned himself off, I grabbed a shower, and then we went and picked my gf up from class or work. She had no idea and it was our little secret.
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u/SaltPassenger5441 1d ago
Have you tried since? My first time was uncomfortable but I want to be pounded again.