I had been with this woman for a while, exploring new things, but this unintentionally opened my eyes.
We were at a friend’s house and had been drinking a little so we weren’t driving home. Everyone got different rooms, she and I stayed in one with a really small bed. After some nice foreplay, she’s on her back while I’m standing and deep inside her. We are going at it for a while and I can feel she’s about to cum. All of the sudden, as I’m fully in her, everything in her body tightens up and for some reason she decides to twist. Now, my dick is a little thicker than normal and she’s pretty tight. So she had a really good grip as she turned. Simultaneously, I winced in pain and shot a massive load inside her. It was honestly one of the best orgasms of my life.
That, my friends, is how I really started to see how pain and pleasure can go together. Things got more intense from that night on in our sex lives.
Source: reddit.com/r/gonewildstories/comments/gavt05/mf_how_i_learned_pain_can_be_fun