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I think that if he likes you back go for it, but if not you might not because it could be awkward. You also have to consider that if you break up would it ruin your relationship?

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15y ago
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Q: If you really like your best guy friend should you risk ruining your friendship to ask him out?
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Should you tell your best friend you like him even though you work and live together and you're worried about ruining the friendship?

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