My first prostate orgasm [MM]

I’m bi and specifically a total bottom but I wasn’t always this way. In high school I was always curious, or maybe always horny. It wasn’t until my freshman year in college that I started messing with guys. My first couple of times were awkward to say the least. I thought since I enjoyed fucking girls so much that I’d enjoy fucking guys too. Boy was I wrong, not only was I disgusted with topping a guy but I a lot of these guys were total stiffs (pun intended) in bed. I decided I try to bottom, at first I couldn’t fit anything past the tip because it hurt like hell. I finally read up on how to properly prepare and relax for anal sex. In no time I was seeking out the biggest dicks I could find (poppers helped with this) after a year or two of taking dick regularly I had never experienced the elusive prostate orgasm.

One day I found an ad on Craigslist, black guy boasting about his 10 inch dick (yeah right I thought). Replied to his ad, set up to meet at his place later that night. I got ready, douched, shaved and stretched my asshole with a decent sized dildo. I was super nervous on the drive there, as I normally am, I mean they’re strangers after all. Walked in to see a tall thin older black guy, guided me to his bedroom. He immediately dropped his shorts and that horse meat he calls a penis slapped me in the face. This thing was flaccid (I think) and already fucking huge and thick. I nervously went to down on it, tried to deep throat with no real success. I kept thinking “how the fuck am I gonna take this monstrosity?”. After a couple minutes of head his dick was hard and throbbing, as if it could get any bigger. He says “time to fuck”, I always come prepared and pulled out my lube and several condoms and my trusty poppers (I was gonna need them). I spread out doggystyle with my ass in the air, this guy was a real pro, slowly/gently guided his dick inside.

Once it was in and my ass fully adjusted he starts pounding away. The pain and pleasure is seriously indescribable. After a good while of being in pound town he tells me to ride it. This is my area of expertise, I’m known to make guys cum quick when I ride it. This time it was different though, the shear size of this dude went deeper than anything I’ve ever experienced, it took a while to get adjusted but I was bouncing up and down in no time. I started getting this insane feeling that I had to pee, I hopped off and ran to the bathroom but only a few drops. I hopped on again and after a while I got the same sensation, and I realized “oh shit my prostate is getting stimulated”. I rode this guys dick like a fucking animal with each slam getting more intense. Then suddenly my legs starting shaking and the feeling I had to pee was nothing but a huge, thick load of cum. I leaned forward with my arms on his chests while I had the most intense orgasm I ever had. He pounded away and I kept squirting all over his chest.

Needless to say I came back for more again and again and again. Until he moved away, sadly :(

Source: reddit.com/r/gonewildstories/comments/8lwq2t/my_first_prostate_orgasm_mm