I realize I don’t want to date someone until I have a sense of who they are, but almost any woman I’m likely interested in has made up her mind by then. The problem is that I don’t know if I want to date someone until we’re already somewhat friendly. How can I keep the possibility of a relationship open until I know if I’m interested? But if you’re starting to be into someone, you can throw out a light ping and see if they’re at least interested. If you do catch a vibe, then you can tell them “hey, I really like you and I’m interested in seeing if there’s something more here than just friendship.