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The Classic Best Friend's Ex Dilemma


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Posted

Let me start this off by saying this isn't a "high school drama" situation. I'm not in high school, rather, I work at one with my best friend. We are both dorm parents in separate dorms, basically a 2 minute walk from each other. I'm 24, he's 28. We live in a pretty small rural area. Most of the women in the area are married with children, the closest area with single women our age is about an hour away.

 

My best friend was dating this girl on and off for about a year. I'd go out with them and would joke around and get along better with her then he seemed to. She would text with me when times were getting tough with him, I was the shoulder that understood his personality and where she was coming from. About three months ago they broke it off.

 

Fast forward to now. Three months later, her and I started to talk again, pretty much randomly. My best friend moved on very quickly and was dating someone new within weeks of breaking up with this girl. I want to ask her out, but am thinking of Pandora's Box opening. This isn't high school, where I clearly would have said "no, not dealing with that drama." I'm older now, and the people I associate with are more mature, which still begs the question. Is it worth it?

Posted

If the friend broke it off with her and has continued to date other women, I'd say the woman is fair game. If he objects, play dumb, "So you're getting back together with her?"

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