Country Dictionary

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.

When you go somewhere with a lot a people.

"We roll deep in the club"

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

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.

to travel with alot of people

we dont roll solo we roll deep

When you are hanging out with a bunch of people.

We are about to roll deep up in this club.

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.