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Originally Posted by ryan
the main idea is to go after what you want. you'll hate yourself for being a puss and not trying.
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All depends if he values his friendship with her. If he does, he's risking it by making the "player" move and going after her when she has a fella. She may think him an insensitive, cocky, self-serving prick, and never speak to him again. Then again, she may have newfound respect for him...women be fickle creatures. Question is, does he want to risk it?