John Gray, Bas Rutten, Dr. Yes, after 3 dates I can get sexual with her. When I hear about a girl's man, I'm assuming we probably shouldn't be on that date period. Tip Dating girl guy should you wear? So… your date has gone amazingly. Don't ask your friends to tell you everything they can because you can end up with a tainted view of what to expect. For more on the specifics of how to banter with a girl, check out these podcasts as well as articles here and here. Most guys can look decent if they invest in a good haircut, do some man-scaping, tip Dating girl guy dress well, Masini says. Sit back and give him an opportunity to pamper you.