Okay so there's this guy that I'm pretty good friends with. He's really flirty, but that's just his personality, so it's hard to tell when he actually means it. He thinks that my best friend is so hot and always jokes with me asking me to set them up. She has a boyfriend though so he knows she's off limits. We live on the same floor and he's in and out of my room all the time. He knows he's always welcome. How can I drop some hints and make some moves without being too obvious? Also I don't want things to be awkward if he doesn't feel the same way because we have a great friendship that I would hate to lose.