“If they begin to date the woman you were seeing, it can feel like an extra knife in the back. My rule of thumb is that it's fine unless it is a very good friend.
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?
“You know, if he wasn’t your ex-husband, I wouldn’t mind going out with him. But in a world of broken marriages and relationships, these questions come up all too often. Every situation is different, but here are some considerations to keep in mind: Before asking for the ex’s number, search your heart, pray about it and make sure your intentions are above board.
Give yourself time to process your feelings and live in the tension of the crush for a while.
In the September issue of Vanity Fair, the pop superstar revealed that she and her girlfriends (whom she famously refers to as her “squad”) sometimes date the same people — and none of them minds.