I have no idea if he knows I like him. I have no idea if he likes me. It actually would be a lot cheaper to live with him, but I think I 'm going to go crazy if I'm seeing him all the time but we're not together. Is there any chance we could ever go from living together to dating?
Weirdly, him having girls over isn't what I'm worried about (we've both dated other people since I've had a crush on him). I think just spending so much time together alone would be hard, because it would feel like we were together. When he brings girls around now, it's easy to remember that we're not together and if anything it pushes me to get over it and pursue my own stuff, you know?
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you should tell him beforehand. It's hard I know I recently confessed to a guy and I couldn't even do it in person. Message him on Facebook or text him about it, but then be like "there's something you should know first though." Tell him you've had a crush on him and that you're unsure if he feels the same, and that if he doesn't that you would just rather he forget you said anything about it. If he's a d*** about it, then you probably wouldn't have enjoyed living with him anyway.
If he doesn't feel the same he'll most likely say something like "You're cool and nice, but I don't see you that way. I hope this won't affect our friendship."
If he says he likes you too, PROCEED WITH CAUTION. Date for as long as you can before deciding to move in and get a place etc. Some people only show what they want you to see and you don't want to be stuck living with someone you broke up with whether it ended mutually or not.