If you were hanging out with a guy that you went to prom with and have known for a while and he tells you he's never been kissed.
Most Helpful Guy
I think that's kind of an awkward way to start things. If you like this girl and you get the sense that she likes you too, then just go ahead and kiss her when the time is right. If she is generally focused and interested in you and she flirts with you a lot during prom then you should definitely go for it. If you tell her that you haven't been kissed then it might create kind of an "...so...should I kiss you?" sort of situation.1