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ALWAYS go with your gut. It sounds like you want to go after this guy. Do it! If your relationship with his roommate had been a very good one, I would say stay away. But it was very abusive. I think you deserve something nice at this point and if the guy happens to be your ex's roommate, well tough.
Your post is vague as to whether your ex's best friend and roommate are one in the same. However, if the guy you like is a financial user that's not a good sign at all. Why would you want something like that in your life? Well, it's your call.
I would advise you to stay FWB's, get to know him better, and start looking for the kind of decent guy you deserve. Perhaps you're at the age where looks are more important than character. If that's the case, enjoy! Stop back here in a few years and let us know how it went.
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What, Me Worry?
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