Sorry if this is a very generic question, but would it be a good idea to ask out my female friend who recently became single?

I have a guy friend that has asked out (and had been rejected) by every one of his single, female friends. He's still friends with all of them, he never let it get weird, occasionally jokes about it and we all love him (just not in that way lol).

Personally, I wouldn't like being asked out so close to a breakup, largely because it might turn into just a rebound situation, but also it looks sus to swoop in immediately when they're single.

That being said, I also don't think it's a good idea to pine over somebody for ages either. Shoot your shot, but do your best to not make it weird if she rejects you (and try your best to not take that rejection too hard). Although you can do everything right, and she might feel awkward around you afterwards...something to keep in mind.

/r/askwomenadvice Thread