I convinced my GF to have sex in front of me with her significantly bigger ex [MF]

Fast forward to the *** for the juicy stuff.

My girlfriend and I are very open with ourselves and talk about everything. One day, we were talking about our sex lives, past and present, and through conversations about our conquests, discovered that I was not the biggest partner that she had been with.

My GF always comments about my size, constantly telling me I have a big, thick dick, and how happy and thankful she was that I wasn’t small. Personally I’ve never thought of myself as big, but she assured me I was gifted. I asked her, “am I the biggest guy you’ve been with?” to which responded “no, you’re actually the third biggest.” I was intrigued, so I pressed her on it. “How big were the other two guys?” She smiled, “well, my ex was longer than you but he wasn’t thicker. He could hit some spots you can’t as easily but he didn’t make me feel full. The other guy though, he was huge, like absolutely massive.”

Fucking a bridesmaid after the rehearsal [MF]

Backstory:

Recently out of a long term relationship, my friend and his future wife decided to try and set me up with one of her best friends at their wedding. I was feeling a bit down, not really confident in myself and wasn’t really looking forward to the wedding. The week came and a few flights later, I was in town to see my best friend get hitched.

My friends talked her up before I met her; about 5’5”, a little thick, cute and by my friend’s wife’s admission, promiscuous. If there was anyone I was going to get lucky with over the course of the next four days, it was her.