Is it okay for me to want to date my friend’s ex? On brand or off brand?
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Unless your friend specifically tells you he/she is fine with it, it could definitely end your relationship with your friend. I have one friend growing up and each girl he knew I liked he would end up dating or sleeping with. This literally happened 3 times within the same amount of years. One of the times it was with a somewhat ex. It was one of those we were kind of in the process of breaking up things.
I wrote him off and lost touch for over two decades. He happened to marry my cousin which I obviously had no interest in so I finally felt safe that he wouldn’t like try to poach my wife or whoever again. I still have much resentment for the guy. Thing is, this guy is otherwise an amazing person. One of the most selfless guys you can find. He would be a great friend. Even though I have resentment, I still miss him as a friend. He just couldn’t control himself when it came to women. On the flip side, maybe you and the ex are a real good match and maybe you should be together. Maybe it is worth it. Just be prepared, if your friend doesn’t give you permission, that you may lose your friend.
It’s a tricky situation, especially if they had a nasty break up. You’ll probably know most of the details, so make sure you assess carefully. If there were major character issues, be careful. You’ll also have to accept that if you date their ex, that could damage the relationship between the two of you, at least in the short term. It’s up to you to figure out if you can walk this path. Every group of individuals has different tolerances.