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."
"Ask that kid Felix over there, he's a real roundy."
by KingFelix September 14, 2006

by Kevins Deli January 21, 2009

by marlonmachine March 30, 2009

by webbedfeethead March 16, 2007

A circle jerk in excess of twenty five people, with an adorable puppy in the center cleaning up "the mess". This will eventually emotionally scar the adorable puppy.
by jello132 March 09, 2015

by TJ Summers April 29, 2004

What you get when your lady gives you a blowjob while at the carnival on the ferris wheel. She better work quick because you only have one round to get off.
All it took for Jim to get a roundie was slipping the bearded lady an extra 5 and inviting her to the ferris wheel.
by Us 3 Wolves April 04, 2011
