When I was younger and used to babysit a lot, some of the guys weren’t much younger than I was, but they couldn’t really be trusted to be alone, so I’d be hired to make sure they didn’t do anything they shouldn’t. One time I was checking in on this young man, his little sister had already been put to bed a while ago, and I should have knocked when I went in, as I found him masturbating. He didn’t see me as I came in, he was watching porn on his laptop and absorbed in that.
I cleared my throat to get his attention and he looked a bit embarrassed and closed the lid on his computer and put his dick away as fast as he could. I closed the door behind me and said it was ok, you don’t need to be embarrassed or stop, he looked even more shocked at my saying that, it was kind of funny. I walked over to him and asked if I could see it, his cock. He slowly pulled it back out and it was still hard and wet at the tip. I reached down with my hand and began to stroke it for him, I don’t think another person had ever touched him this way before and it wasn’t long until he came all over my hand, it was cute.
Every time I’d go over and babysit him and his sister after she’d been put down to bed, I’d go in his room and jerk off his cock for him, and I let him watch me rub my pussy as well and I know he loved watching me do it. It didn’t go further than that, but I know he would have loved for it to. Truth be told, I felt a bit guilty being so naughty and didn’t want to get in any trouble, so that’s all we ever did, but it was very sexy and hot and we both enjoyed it.