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When used in conjunction with a sports team (i.e. How bout dem Raiders?), it is often used to break a moment of awkwardness in a conversation, usually quite obviously.
Person A - I've been growing a large and fairly disgusting rash near my rectum... I really don't know what is causing it.
Person B - ... So, how bout dem Raiders?
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A phrase referring twoard the New York Knicks.
Its usually said to break an unplesent moment of silence.
Guy 1: I think I may be gay.
Guy 2: ...
Guy 1: ...
Guy 2: How bout dem knicks?
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Now how about that. or how you like that.
You can use this phrase whenever you have defeated someone and they have nothing else to say.
Looks like you have nothing more to say huh? now how bout dem apples
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