1. To arrive at the right place, with the right hoes, lookin fly as hell.
2. Something you say on LSD
"I bust up in that bitch rollin up on diamonds"
by strerto March 14, 2013
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Gang or crew to arrive at a destination through a vehicle(s) all together.
Gangster Kid: Muh' squad rollin' up on der' bikes wit' me
by [deIeted] October 1, 2017
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rollin' up my sleeves is a secretive way of saying masturbation. It works especially well if your penis (someone else's penis) is not circumsized.
parents: "son what's taking you and becky so long to get ready for the dance?"

son: "nothing dad. She's just rollin' up my sleeves."
by Dabruiser93 October 6, 2010
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To smoke a big ass blunt like a gangsta.
"You been rollin' around, sh** I'm rollin' up,
Light and roll it up"

-Sexy pop and hip hop queen, Rihanna. (Needed Me)
by Raspberry Necessary 35 March 10, 2022
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