My friend had a boyfriend, but they broke up. How long should I wait until I ask him out?

Question

I was wondering because I know he likes me, and I don't want to wait too long. They have been broke up 2 weeks now.

Answer 1

Its basically up to you. How do you think your friend would feel about it though. If she is cool with it then really why wait any longer. But if you think it will cause weird feelings between you and your friend, then I would seriously think about the consequences first. How much of a friend is she to you and would you want this to be the reason your friendship gets messed up? Things like these are the exact reasons why I made it a personal rule of thumb never to date my friends "ex's" its never a good idea.

Answer 2

If you care for your friend and want to stay friends, you should never date the ex-boyfriend. Even if they've been broken up for 50 years.

Assuming your friend ended it, it's not a good idea because your friend once cared for him. If you were to snag him now, it will always register in your friend's mind that perhaps you, in some small way, orchestrated the breakup. That sort of suspicion hurts deep down and the mistrust it fosters will never go away.

If the ex-boyfriend ended it, then stay away from him at all costs. To date him under those circumstances would speak betrayal. It would mean the end of your friendship.

Answer 3

If you value your friendship i would wait a lifetime. Going out with a friends ex is not a good idea unless you want to end the friendship and there are other ways to do that. Find someone else to date.

Answer 4

I don't think you should if you value your friendship at all.
Two weeks is not very long, and your friend may still have some strong feelings about the person. Even if he/she does not realize it. Your job, as a friend is to be supportive, not on the prowl for yourself. Not to mention, even if he does like you, how much respect or trust could you have in a guy that wants to date his ex's close friend? What if you were your friend? There are other guys, pass this one up.

Answer 5

you should prolly wait 'till he shows signs of wanting to get back out on the dating scene. since it's been 2 wks & u feel ur sure he likes u, i would say to eaze ur way in w/ sum LIGHT flirting (e.g. find ways to just barely touch his shoulder as you reach for something, whisper in his ear, etc.) for about week & see how he reacts to that. if he doesn't even like light flirting than he's probably not gonna want to go much further & since the flirting was light it wouldn't hurt the friendship to the point of no return lol. BUT if he flirts flirtatiously, than u flirt flirtatiously & hopefully u'll be flirtin' urselves into sum dating d(^_~).

Answer 6

um if i were you i wouldnt do it unless you liked this guy before they were together

if its a close friend dont do it, you could lose them

if its a distant friend go for it, i dont see wjy they should stop you unless they had been together for a long time.

but try to talk to your friend about it and see what they think

hope this helps

Answer 7

If they broke up on bad terms, never--especially if you value your friendship.

If they just drifted apart or it wasn't a bad breakup, wait several months (the longer they dated, the longer you wait) and ask her how she would feel if you asked him out before you even think about asking him out. If he asks you first, I would still run this by my friend first.

Answer 8

Never never date your friend's ex. I know it's being done alot, but it is skanky behavior. Unless they really aren't a friend and you don't care how much you hurt them. Anyway, how can you be attracted to someone who's been with your friend? ICK.

Answer 9

I would say anytime. Your friend may well be upset any time you do it, but he is not her property. They broke up for a reason. They are not together. He may very well be the one for you.

Answer 10

I wouldn't do it at all. Do you want to lose a friend? Boyfriends are, at best, temporary - but a good friend can last a lifetime.