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Why the hell should you need to ask him? They broke up four YEARS ago. And besides, it's not like she belongs to him, I will agree that if you do start dating you should let him know. But if you and her hitting it off, and it seems to be something that could make you both happy, then do it. If he has a major problem with you and her being happy together, then I would start doubting the value of his friendship.
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Apathy: The best outlook this side of I don't give a damn.
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