No offense, but you don't sound that comfortable with hardly anybody. Have you seen the movie Harold and Maude? okay, after that - ANY age younger than maude will seem fine! It seems like it's more about removing restrictions, letting yourself go out and live life. Does your first have to be the last woman you sleep with? If the answer is that would be nice, then isn't there a virgins website? We should be able to find a creative solution to this. Btw, I'm a terrible matchmaker, just so you know! But a good problem solver.