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A roundy is cat who knows his way around his city. Knows the people, the hot spots, the ballers, the hustlers, the tricks, everything. Typically a natural-born leader for his crew, people come to him for advice and to get questions answered.
"Yo, I'm new to these parts. Where's the best sub shop?"
"Ask that kid Felix over there, he's a real roundy."
roundy by KingFelix September 14, 2006
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A slang term for an 80mg pill of Oxycontin or oxycodone.
My friend and I just stole a roundy from my grandpa's medicine cabinet!
roundy by Kevins Deli January 21, 2009
a luscious rearend or posterior that is round or spherical in shape
i want to tongue her roundy
roundy by marlonmachine March 30, 2009
A word used to describe something that is basically round...but not quite!
A football has a roundy shape.
Roundy by Delphynia February 6, 2010
Roundy is a slur used to describe a person who is overweight.
roundy by webbedfeethead March 16, 2007
In sexual intercourse, when you switch from a traditional cowgirl position to a reverse cowgirl position.
“What was that?!”

“That was a roundy”
Roundy by shonk May 24, 2020
A man who consistently gets cuffed by his female partner and denies ever being pegged
Bro dudes being a bit roundy letting his chick do that
Roundy by Roundyismybitch August 17, 2025