When a penis enters an asshole, the lack of lubricant creates a noise known as a squeakin cheek in.
One night, after Alexis having a few too many margaritas and forgetting to get the lube, James went to put it in the butt and it was an epic squeakin cheekin.
by derpy_derek April 2, 2016
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The often overlooked art of using a woman's butt cheeks to achieve orgasm. Sometimes called "crack fucking" by the uncooth
Well,she was on the rag and she doesn't do anal so we resorted to cheekin' it. Hey... I got mine.
by keezydongdillo February 8, 2010
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When a girl puts the whole male sack in her mouth and moves each nut to one side of her mouth.
Damn that girl gave me the best squirrel Cheekin’ Of my life last night
by Brice Thomas/Sean Turner August 5, 2018
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An advanced method of "slicing the pie," a tactical method of maneuvering & positioning oneself while firing a weapon from behind cover. This is a method that is not used by many law enforcement agencies, as is it far too advanced for most officers who only have basic firearms training.
"Officer Bell was cheekin' and peekin' from behind the mailbox as he fired his Glock 19 to terminate the threat in the firearms confrontation."
by TSPoon December 20, 2013
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kickin back wit a fat smile on yo face.
Fo instance, when you hangin' with DeAndre an dem hoes chanaynay and bontifa, I sit back like da pimp I be, look to mah left and dis hawtie was straight muggin so I yelled from across da room, "Damn! I's straight cheekin' it!"
by Lindsanie July 26, 2009
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when someone, usually female, has their cheeks protruding prominently in their attire, such as sundresses and leggings
yo, its 7 am and Ms.B is already cheekin it up, it's too damn early for all this cake.

Raine is always cheekin it up, even if she got baggy jeans on.
by Tomokiman March 18, 2019
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Smiling excessively
Whatchu cheekin about? Who’s making you smile like that??
by Little Charlie Ray March 9, 2023
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