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The phrase "Smile now, cry later" refers to a kind of street philosophy that speaks to the underlying idea that a gangbanger should enjoy the gangster lifestyle of women, drugs, money, and power now, while he can, because the other shoe will drop soon enough and it will be time to cry in jail or in the grave. The theme is frequently depicted in gangster tattoos showing a laughing or smiling face juxtaposed against a second crying face.
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If you want to find out what Gangbangers are talking about, go to Hoodup.com and sign up for an account. Lots of bragging, history, and information (along with a fair amount of misinformation), but its interesting, to say the least. Caution: This site might be a little raw for some of you!
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