Oh this one is kinda funny. I dated a girl for 3 years, who not once, ever was good enough to make me cum(I think it was a mentality thing, she was my first serious relationship and I was cum shy around her for some reason). One day she was like "I just want to experience YOU having an orgasm, I'd be cool with anything, even if you jack it while I'm asleep and wake me up and put it in my mouth just before you finish." Lol ok, so I did just that, and she actually was really happy that she had experienced it. a few weeks go by, and she is sleeping next to me, I wake up, middle of the night, raging hard on. I think to myself "well she was happy it happened the first time, so maybe she won't mind it again." So just as I am about to finish I roll her over and I'm trying to get it near her face, but unlike last time when she woke up, realize dI was taking her advice and began sucking me, she was so tired she didn't quite wake up and I ended up just jizzing all over her sleeping face. I was then left with the awkward question of going to get soemthing to clean her up, or waking her up and telling her what I did, or what. But, having just had an orgasm my body said, lay down and take a breather then think about it later. I fell asleep. The next morning she was pretty pissed once she figured out what had happened.