I had been waiting to meet my second hookup for ages. We had been chatting since before New Year’s, but it was right after my [first hook up] (https://www.reddit.com/r/gaystoriesgonewild/comments/5kok12/tired_grindr_for_the_first_time_sucked_a/), and I wasn’t sure I was up to sucking dick again so soon. Finally, we found a time when we were both free, and I headed over to his place. He was pretty attractive, a twenty-seven-year-old black guy with tightly braided hair and a cute smile. He was slim but in great shape, well defined abs and pecs clearly visible in the photos he sent, along with a gorgeous curved ass. His cut dick was large, bigger than the ones I had encountered before, most of which were the same size as mine (just shy of six inches) or smaller. His looked to be about seven inches or so. That actually made me slightly apprehensive – a lot of the pleasure I get from these encounters is giving pleasure to the other guy, and I was worried that if I couldn’t do well with a larger cock than I was used to, he might not get off.
Author: pleasesendmedickpics
[MM] Tried Grindr for the first time (x-post r/gaystoriesgonewild)
My only sexual experiences before today had been with people I had known for some time. The guys in high school that I fooled around with were my friends for years, and everyone I was involved with through my first few years of university I had known for at least a few months. So, it was surreal to be calling an uber to meet a guy who I knew only by his Grindr username. He was a cute guy, a thirty-year-old Asian with nice features, short hair in a fade, and light facial hair. He’d sent me a photo of his hard dick; short but thick, light veins crisscrossing the slightly curved shaft, foreskin fully pulled back, tight balls close underneath, and a nest of pubes visible underneath his hand that was splayed around the base. When I arrived at his flat we greeted each other casually, and he quickly led me upstairs.
Not sure if [MM] is wanted here, but here are some of (m)y experiences (x-post gaystoriesgonewild)
During high school, I had a bunch of sexual interactions with several guys. I’ll tell you about the one I did the most with, because the most interesting stories were with him (we’ll call him ‘John’). John arrived a few years into high school, and we became friends quickly as we were both pretty withdrawn guys. At that time I was just starting the become aware of my sexuality, so when we started talking about masturbation quite often my ears pricked up. We’d discuss how long it took to cum, what kinds of porn we were into, how long our dicks were, and so on. We also quite regularly played truth or dare, which as anyone who has played will tell you is sexual experimentation waiting to happen.