Ok so while going with my friend to his restraunt's xmas bowling party, I meat one of his co-workers. I personally think she's quite attractive and we seem to hit it off. So afterwards, I ask my friend to get her phone number. He says he will but she has a boyfriend just so I know. So he manages to get her number (and tells she thought "he was cute". He being me.) So I call her a few times but we never manage to set up any sort of date. So I figure I don't want to bother with someone that is already involved and I chalk it up as yet another lost (which makes my game a steady 0% success rate) Now just recently, around the first weekend of Febuary, my friend informs me that she has recently broke up with her boyfriend. Now I haven't called her last week for two reasons: #1 valentines day was coming up and I didn't want to seem desperate not to be alone. #2 I didn't want to be the rebound guy. Now considering that I haven't called her since January, should I call her now? You think she would find it weird and a bit shady that I just now found a new interest in her? This is pretty much an open ended question, so if there's a compromise or a third option please feel free to offer your two cents.