“Do you wear boxers or tighty-whiteys?”
“Tighty-whiteys, I guess.”
“You can’t sag your pants when you wear tighty-whiteys. You gotta start wearing boxers.”
‘Sagging your pants’ originally started when prisoners weren’t allowed to have belts as many of them had previously used belts to hang themselves. As a result, prisoners pants would rest on the top of their butts rather than their hips. Somehow it became a trend ‘on the outside’ to recreate this style, originally in recognition of either your time on the inside, or your homies still locked up. I hadn’t known about this phenomenon until that fateful day in 4th grade when Dwayne Chisolm brought me in the loop.
I honestly think that was the last day I’ve ever wore ‘tighty-whiteys’.
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