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Fashionable middle schoolers that wander through their Brooklyn neighborhoods after hours who typically listen to alternative music or east side 90's rap while "rolling high".
"Hey, Jack you wanna "roll high" after school in Carroll G's"

"No doubt- and maybe on the way we can listen to Animal Collective or A Tribe Called Quest"

"Sounds good- I love rolling high!"

by HighRollerAZ June 09, 2009
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