A
male
age
30-35,
anonymous
writes:My bestfriend/crush broke up with his girlfriend about a month ago and now he is spending more time with me. I think he likes me, he asked me to go to our schools homecoming last year after him and his girlfriend got in a fight. Sadly something came up and he couldn't go anymore. I want to ask him out but I'm not sure if I should or how to make it not sound like what we normally do as friends. I don't know if I should risk our friendship but I also don't want someone else to get to him before I do. What should I do?(btw I know he's bi and he knows I'm gay.)
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female
reader, TasteofIndia +, writes (8 September 2011):
 Well, I think you should continue hanging out with him and start looking for signs. I don't think I'd spring anything on him - because that could ruin a friendship. But, if you start with just a conversation, that could go better. Why not ask him what he wants in his life right now? If you guys are close friends, then you should be able to talk.
So talk to him! He may say, "I really want another girlfriend". He may say, "I'm completely done with relationship. If one more person flirts with me, or asks me out, I'll get sick to my stomach". Or maybe he'll say something that makes you think you've got an in... then you could remind him that you're always available.
I think the trick is to not come on too strong or too quickly. And, you definitely don't want to be a rebound! Good luck, sweet!
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