Next time I'm in town I think I'm going to ask her out. We always have hung out with our group of friends. But hey if it doesn't work out, I'll be. She may have started out just like one of the boys. But one day, a switch flipped in you and you realized she'd make a great girlfriend. Maybe you've let it grow. If you want to ask out a friend, you need to ensure that she is sexually attracted to you first. Most women are not willing to go on a date or get into a sexual.