I wanted to tell you all about my first one night stand, which was also my first time doing anal! I’m really proud of this moment, because I tend to overthink and over-analyze everything, and submitting to a stranger (who knew how to make me feel really, really good) was a big step for me in learning how to let go and enjoy the moment.
For background, I’m 21F, and on the night in question I was at a club. I hadn’t intended to go out clubbing but one thing led to the next, and there I was dancing with a couple friends. As the night went on, they started disappearing with other guys – at one point, I realized I was drunk and alone and not having fun anymore. I almost debated going home, but right as I started for the entrance I made eye contact with an older man and, feeling a spike in drunken bravery, I walked over.