Best Friend

When I was a young teenager, my best friend and I started doing mutual masturbation sessions together. As time went on, we started coming up with more interesting ways to do this, which led to all kinds of things. One night, I was feeling really horny. So, I told him to let me do oral on him. He said sure. While I was pleasuring him, he started to do the same to me. This got me so hot that I asked him to have anal sex with me. He was all too happy to do so. I am now in my late thirties and often touch myself thinking about that night.

— Tiger, 39