Dating My Ex's Friend

"Is It OK to Date My Ex's Best Friend?"

This question is from a Group Therapy post in our TrèsSugar Community. Add your advice in the comments!

My ex and I dated for two years, and we've been broken up for another two. We don't keep in contact, even though I do occasionally receive angry emails from his baby mama, but that's another story. Basically, though, my ex and I have nothing to do with each other, and it's a dead story.

During our relationship, I did hang around his best friend occasionally but I always felt like he didn't like me. We never really took the time to get to know each other and I honestly didn't pay him much attention. After the breakup, there were times when I still hung out with my ex, and there was one night when all three of us went out to a bar. My ex was completely MIA the entire night, so I hung out with his best friend. We spent the night chatting and getting to know one another, and all in all, I had a great time.

For the past year, we've been keeping in touch on and off, and he confessed that he's always had a thing for me but couldn't express it out of respect for my ex. I always thought he was attractive but never paid much attention to it. Now that I'm single, though, I am well over the disaster of my past relationship and I wouldn't mind getting to know him on a more personal level. A part of me thinks it's OK, but on a different level, I think it's wrong. My past relationship ended so horribly, and that's why I try to distance myself from anything that has to do with him.

I think I'm just afraid of drama coming up if my ex gets wind of what's going on between me and his best friend. I really do like this guy and I'd like to see where it might lead, but I'm very hesitant. He lives two hours away from me, and I've agreed to go spend a few days with him. What do you think? Should I take the chance or look elsewhere?

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