By what people do for money - 18/07/2014 16:45 - United States - Houston
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Maybe the bet was that he wouldn't be brave enough to compliment you? He might think you really are pretty.
I agree. This could be a guy who is usually too shy to do something like that. It seems like an odd bet, and far too easy, if it was a "Hit on the ugly girl" situation. That usually involves dating and such. Bet ya $5 their bet was "I bet you, you aren't brave enough to talk to that girl over there" or something to that extent.