Having sex, likely drunken and sloppy sex, with a fat chick. Inspired by the song "Rolling in the Deep" by the voluptuous singer Adele.
Oh man, Eddies been having a hard time lately. We took him out clubbing last night and caught him in the back of his station wagon Rolling in the Deep with Rosie O'Donnel.
by DLTheGawd November 1, 2011
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an obese elephant eating raspberry jello while pondering the thought of a purple goose.
"Kayla, we roll mad deep yo."
"Yeah, thats what the lady told me at the zoo..."
by Foldya Laundray May 26, 2008
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To arrive at your destination with many people packed into a small car, evoking the image of clowns at the circus.
Dude, we're gonna be the laughingstock of this party when they see us roll up clown deep.
by Oliver Hawkins August 21, 2006
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Verb.
Rolling in the deep (american) : To be deeply involved or engaged in a certain activity, community or area. Typically in reference to illicit or morally questionable endeavors, but not always. Said individual or individuals are in a situation which they are in over their heads or in a serious and intense environment/setting.

Not to be confused with the song by Adele "Rolling in the deep" which references past relationship woes, the american slang of rolling in the deep is a combination of many ideas.

1. "Roll up on: To arrive unannounced with the intention of delivering a beat down or to otherwise fuck someone up, esp. for retaliation of prior slight" (MacDraiocht 2012 ). Can also be used to as a way of saying to arrive at a certain destination, "Roll up to".
Ex: Ruben was being a little faggot in class yesterday so today we are going to roll up on him and teach him a lesson.
Ex: We rolled up to the super market.

2. "In the deep end: i. Someone who is immersed in a particular belief system in the sense that they are "in over their head" in the deep end" (sommnis 2014).

Ex: In this crime ridden town you will only find scumbags, parasites, criminals and savages. Welcome to the deep end.

3. Deep: very intense or extreme (Wikipedia). accessed 2020
Ex: I supposed to take a test tomorrow and i haven't studied. I am in deep shit.
Example: Four years ago I was in Zimbabwe, rolling in the deep brushing shoulders with mercenaries and murderers.
by Ear_1 September 13, 2020
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1. When you're in a large group stepping out to engage in an activity.
2. The response when a white girl makes accusations and a bunch of heroes try and rescue her.
1. Aye we're rolling deep tonight to get nachos and beer. Wanna come?
2. *Girl has an exchange with a devout asshole at a BBQ* *Calls police crying* *9 police cars pull up*
Me: Damn!!! Y'all niggas is rolling deep!
by Volcano Dev June 5, 2021
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