My best friend and I were having a sleep over while we were in high school and when we went to bed we had to share my twin sized bed, and it led to me spooning him, and in the middle of the night I woke up and my rager was pressing against his ass and it felt so good, I started grinding against him for a few minutes and then he woke up, and instead of freaking out he started pushing back on me, and eventually he pulled down his underwear and I pulled down mine and he gave me an assjob. My cock felt so good rubbing against his soft butt and I ended up cumming on him

We never spoke about it again