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Once you get over a breakup and are ready to start dating again, it’s only natural to want to dip your toe into the easiest dating pool possible. Whether you’ve kindly stayed in touch with your ex’s friends or just happen to swipe right on one when they pop up in a dating app, it’s possible that some of your ex’s friends can seem like plausible mates.

But things are always more complicated than they might appear, so there are some real questions you should ask if you want to date your ex’s friend.

Check your heart: Do you want a partner and are just settling for someone else who just wants to fool around because the sex is good?

Are you OK knowing that this partner doesn’t have to be at your beck and call, even after you’ve had a few glasses of wine?

How hard can it be to find someone you like to hang out with, who respects you, and is also fun to romp around in bed with, without all the commitment of an exclusive significant other?

We’re all only human, after all, and sometimes one of us catches feelings, toppling the whole glorious situation.

If you're swept up in love and you simply must date the ex of a close friend, experts recommend you sit your friend down. Even if it hurts your pride, check with him that it's OK. La Cota stresses the conversation is worth having if you really think the girl might be your 'special someone'.

“And keep in mind that your friend is most likely going to say 'go ahead', even if he doesn't mean it,” she says.

The last thing you want to do is burn your bridges with those who will continue to support you and be around you the longest,” explains Callow.

Particularly if you were in a long-term relationship with her,” he says. If it's just an acquaintance from work, and he dated a woman you like, they broke up, then there is no reason why you couldn't date her,” says Sebastian Callow, a London-based dating coach for men. Experts recommend considering how long your friend and his ex dated (anything over six months is tricky territory as the emotional ties tend to be stronger); how old you are (one expert suggested that in our twenties, perceived slights carry more weight than when we're older and “more realistic”); why you're interested (do you lack the self confidence to approach a stranger?

But what if you really, really fancy Sally, to the point you're picturing sleepy Sundays and all sorts of lovely, luscious romance? ); how much stress you're willing to endure; and ultimately what the friendship is worth.

During the conversation, pay attention to your friend's non-verbal communication.

“As guys, we often say we're OK with the situation to put on a brave face, when really we're anything but,” adds Callow.

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