rolling deep

Going out with several people, greater than 2. The term is used as a verb and accompanied with the number of people you are with.

Dude, we are rolling deep tonight.

by Ji Crew October 12, 2007

roll deep

When you go somewhere with a lot a people.

"We roll deep in the club"

by C-RAD December 17, 2004

roll deep

to have a big group of people, i.e. an entourage

"damn homeboy is rollin twenty deep" means to have an entourage of twenty people

by Nicchi December 18, 2004

Rolling down in the deep

When 2 gay gamers try to have rough hard sex under water for at least 420 minutes+, and when the cum mixes with the water the other person drinks it up and vomits it out into the other persons mouth and then they drink it. After the other person drinks it, they have extreme diarrhea which they use as lubricant on their dicks. Then they take turn giving each other blowjobs.

Kevin: You want to try rolling down in the deep?
Albert: I've been waiting for you to ask that.

by EpicGaymer777 May 23, 2021

roll deep

to travel with alot of people

we dont roll solo we roll deep

by Jiggaho December 28, 2005

roll deep

When you are hanging out with a bunch of people.

We are about to roll deep up in this club.

by DrRockDaPuss December 28, 2005

roll deep

V. The combination of 'rolling', which refers to movement, and 'deep', which refers to 'many'. In lay, this would refer to one, or more than one, dominant male being led with a posse there for the sole purpose of protection, reputation, or intimidation.

Man A: You comin' to the club later?
Man B: Hell yeah, we finna roll deep in that.

by Jorge December 16, 2004