when i want to start a convo with a boy (or a girl if you're a boy), we ask questions. whatever pops into your head, ask. take turns, and ask anything that the other person has to answer truthfully. it sounds dumb, but BELIEVE ME, it works. its better online, but most adults dont talk online anymore ;]
okay, this works, the hard thing is to bring it up. "ask me something, anything" your date will be surprised at first, but will have fun if you both do it. it might be hard thinking of questions, and don't go into anything too fast, (you know what i mean) ;] i do this a lot, just try it. =D =D =D