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Reference to eating pussy. Like "balls deep" is to fucking.
Guy1: I heard he got balls deep in her last night.
Guy2: No. he's a pussy. he only got cheeks deep and then she left.
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First, there was balls deep. Then, came hips deep. Now we have (drum roll) cheeks deep!
1. (noun) anything or person beyond that of hips deep, the farthest possible to man; 2. (noun) to shove one's lower abdomen into a cunt, until the gluteus maximus is at least one fifth obscured by the outer labial tissue of the cunt.
1. "You are way out there man. Fucking cheeks deep out there!"
2. Phillip DeFranco wishes he was cheeks deep in Katy Perry. He must wait for Russel Brand, to revert back into little British boys, to get a whack at it.
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The act of tonguing an asshole so far your cheeks touch their cheeks
Im going to eat your ass so good im going to be cheek deep
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When your booty grows from consistent squatting and deadlifting in the gym effectively giving you a deeper ass crack.
Pick a workout program and join club deep cheeks.
When a girl is performing oral sex and inserts the penis into her mouth side ways pushing the head of the penis into the side of her cheek until his whole package is fully imerged into her mouth.
If a girl is capable of fitting your entire fist into her mouth she is a perfect candidate for deep cheeking.
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When an ass gets wrinkles then starts to sag
I accidentally walked in on my grandpa in the bathroom, and he had some deep cheeks; they were in the toilet water
When a man’s penis is only long enough to reach the inner cheeks during oral sex.
Alternative to deep throating.
Lo: “He was too small to reach my throat.”
Kat: “So you just deep cheeked him?”