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
110๐ 49๐
When you are hanging out with a bunch of people.
We are about to roll deep up in this club.
33๐ 16๐
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.
17๐ 7๐
East London garage crew. Some buster further up said they're from Brixton, wich is in South West London. Rolldeep are from Bow, and they're one of the nangest crews out there now.
Roll deep actually means alot of stuff.
129๐ 92๐
roll deep - to roll with a number of other men of your entourage.
After last weeks incident at Club Beef me n the boyz gon roll deep tonite.
17๐ 9๐