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Meet the Wise Guy. He’s got advice to give and questions to answer, so send in any and all problems concerning the opposite sex. What makes him so qualified? He’s been a boy his whole life, so he knows exactly what’s going through your crush, boyfriend, or best-guy-friend’s dumbhead. Ask him!


I like a kid who recently got out of a long-term relationship. He has been on and off with this girl forever, but my friend told me that he wants to ask me out. I'm scared he still has feelings for his ex. I know it takes a long time to get over relationships like that. What should I do?

Warning: Proceed with a lot of caution. First of all, this guy might not be fully broken up with his ex yet. If he's been on and off with his girlfriend forever, how do you know you're not just getting him in an "off" period?


Here’s another reason to be careful: A guy’s judgment is usually not awesome after coming out of this kind of thing. We crave the emotional and physical relationship that we lost, so we immediately try to find it again in someone else. Really we should be thinking about why our last relationship went wrong and what we’re looking for in a GF, but we’re not always so bright. All break ups should be learning experiences, and if we just jump into the next pair of open arms, we’ll probably repeat our mistakes.


Somebody once told me that after a relationship ends, a person should stay single a week for every month it lasted. It’s a smart rule of thumb. Tell this guy that he needs to be alone for a couple months before you date him. If he ditches you and finds some other girls to rebound with -- or even more likely, he gets back together with his ex -- you'll know he wasn’t for real. If he’s into you, he'll still be interested once he gets his head straight.


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