Just because they did it in Friends, it doesn’t mean it’s OK in real life, guys.
Where relationships are concerned, going out with one of your mates’ ex partners is, whichever way you look at it, wrong.
People often have a bad opinion of pursuing friends’ exes.
And there certainly are times when people who go down this path find that it really wasn’t worth it.
But if you’re wondering how to go about dating your friend’s ex, and you think the pursuit might really have potential, don’t worry, you are not a terrible person.
As soon as you know that your new relationship is going to go past a few cocktails or a roll in the sheets, you need to make a point to introduce your friend to your new girlfriend. If your friend is far away, introduce them online with a quick message or a skype chat. We understand that you won’t be around for our regularly scheduled Bachelor and Beer night, or you won’t have hours to spend chatting. This also lets her know you’re thinking of her and want to include her in your new relationship. But we’re terrified that we’re about to be yesterday’s news. You’re the connecting point between your best friend and your new girlfriend. But when you don’t do these things, you dramatically reduce our value to you and to our friendship.
If you’re afraid your best friend will blow your cool guy rep [by telling all of your worst day ever stories], tell her what you do and don’t want shared. But every once in a while, try to include your best friend in your plans. This lets your friend decide if she wants to join or if she feels like the third wheel. Share the things you’re doing and the places you’re going. Look for similarities between the girls you love the most. Give your friend a reason to like your new girlfriend. We know you’re trying to put your best foot forward. We’re already worried you’re going to dump us now that you’ve got a new woman in your life.