The definition of a smooth operator is Caoilfhinn O Donoghue and Ellen Fitzgerald after exactly 4 pints of orchard thieves
by Smoothoperator74 June 19, 2023

When someone who enjoys anal pleasures takes a steaming hot shit on a hairy man's chest. This is usually followed by vomit and a premature ejaculation from an extremely small penis.
I went down to downtown Parkersburg last night to pick up a male hooker. I hate having to pay extra for a good Jay Smooth
by Dman12345 May 4, 2009

"That bitch was smooth sailing!"
"She wasn't smooth sailing and now I'm not going to be able to fuck for two months!"
"That homeless bum can smooth sail all night for some crack."
"She wasn't smooth sailing and now I'm not going to be able to fuck for two months!"
"That homeless bum can smooth sail all night for some crack."
by C Witt July 23, 2008

Man #1 - "Hey, we're gonna be late if we don't leave now. Where are you?"
Man #2 - "I'm outside. I just pulled into the driveway."
Man #3 - "Smooth Jazz."
Guy A - "How did the game go? Did you do anything special?
Guy B - "We won by one point. I hit the game-winner."
Guy A - "Smooth Jazz!"
Man #2 - "I'm outside. I just pulled into the driveway."
Man #3 - "Smooth Jazz."
Guy A - "How did the game go? Did you do anything special?
Guy B - "We won by one point. I hit the game-winner."
Guy A - "Smooth Jazz!"
by M. Bracey January 8, 2009

by catoclysmic_definitions February 7, 2015

by gunshots1 January 11, 2012

by ShoopBoopNoop May 20, 2019
