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If you're going to make the drive to see him, then take a 6-pack with you and show him why you guys are friends.
He's going to be far more likely to want to pay you back if he respects you. If you make his fears come true (that you are upset at him for welching, and it's ruined your friendship), then it only perpetuates his desire to avoid the situation, and vilify you.
It's not about the money; it's about supporting your friends when they're not keeping their shit together. Go and play video games in his mom's basement.
I'd be totally fucked in this world, if not for some awesome friends that understand that my worst moments (even when they last years) are not who I truly want to be and am capable of being. Depression can be a nasty thing to deal with on a daily basis, especially when you come from a solid background like I do, and there's really no reason to be depressed.
Summary: Friends pay each other back. If you want to be paid back, you need to show him that you're still friends and that he has nothing at all to fear from you. If he respects you, he'll be more motivated to pay you back.
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