Cheeks In The Wind

A pharse used when a male goes down on a girl and motorboats her vagina causing her "cheeks" to flap by the wind being blown into her.

Here you go Judy, Cheeks in the Wind, and you better not squirt this time

by JimmyJimmynumber45 January 27, 2011

Cheeks to the wind

When you are completely exposed either literally or to laughter, jokes and ridicule from friends and enemies alike in a comical fashion.

Me: Ayo, you seen what happened to Jackson?
Them: yup. His girl was letting the clip go about his stroke game.
Me: damn, had that man out here cheeks to the wind.
Them: she was wylin for that.

by TravWilly August 1, 2020

Two cheeks to the wind

When a girl (or woman that thinks she is still a girl) wears booty shorts where both cheeks are hanging out. This is is not to be confused with well known phrase "two sheets to the wind" signifiying that a person is drunk.

Wow, did you see Lindsey Lohan's shorts?

Yep, she has two cheeks to the wind!

by Deepthoughts July 1, 2013

Cheeks to the wind

Cheeks to the wind describes the act of a woman going to the toilet outside. Aptly named because of the fact that your butt cheeks are literally exposed to all the elements as you squat in the least ladylike manner.

‘Yo where’s J-Lo?’
‘She’s behind that car, cheeks to the wind’
‘Jeez dude it’s snowing’

by Candyshaft October 28, 2020