This girl had a crush on me last summer and fall, but I was too fucked up with other things in my life to pursue a relationship (I had surgery and had to deal with bad depression afterwards). She used to call me and say things like I miss you, I want to see you soon, etc. It was pretty obvious but I never acted on it, because my mind was elsewhere. So now I'm back on track, got a great job, finalizing a deal on a brand new condo, and life is going good - I want to ask this girl out. We haven't been talking much lately, so now I'm kind of hesitant on asking her out I guess. So would her crush get rekindled if I asked her out or is this something I'm going to have to get over with? Here's the catch, she's also my best friend and I think I really hurt her when I kind of rejected her advances. I've known her for 6 years now. We went from talking once every couple days to about once every month for the past 4-5 months. Anyway, we made plans to hang out next weekend so I was wondering if I should ask her out or how I should approach it. Oh, hanging out like friends, but I want to ask her if she wants to do on a real date with me. Anyway, I plan on doing it regardless, so I really don't know why I posted all of this now that I think about it. Just give me some feedback or suggestions on how to approach this smoothly. Or I could just stick to my cavalier method, "What do you think the chances are of a guy like you and a girl like me ending up together?" Cliffs: I desperately want to make love to a school boy. Edit: I didn't turn her away because I wasn't attracted to her or didn't like her. I actually was attracted to her then and really liked her for a while now, but when you are depressed your life is a real shithole and you can't even fathom the fact that someone can like who you are, regardless of how much they show otherwise. Anyone who has dealt with depression can understand this I think. I'm not just trying to get laid.