Sorry in advance if this is too long, but I enjoyed reliving the experience. It’s been years since I’ve talked to him, but I still think about his cum way more than I thought I would.
My best friend all through middle school ended up going to a different high school than me, so we hung out a lot after school and stayed over on weekends, that kind of thing. I suppose it was a long time coming, because we used stay up late so we could watch those HBO Real Sex shows together, and there were so many times when we spent the night at each other’s houses that I would “pretend” to fall out of the opening in my boxers while I made extra trips to the bathroom. I’m not proud of this next detail, but I had a bit of a crush on his older sister too, and he never knew that I stole one of her bras and some panties and would dress up and pretend to be her. My first real set of lingerie. I guess I was a bit of a slut then too…