The way gangsters act/behave and how they go about doing things in their everyday lives. Often said by people who are not gangsters when they do something they think is cool.
Person 1: "So that guy was talking shit to me ya know."
Person 2: "So what did you do about it?"
Person 1: "I busted a cap in his ass and then fucked his girlfriend!"
Person 2: "That's how gangsters roll!"
Person 1: Fuck yeah!"
Another example:
"I beat that video game without dying once. Now that's how gangster's roll."
Person 2: "So what did you do about it?"
Person 1: "I busted a cap in his ass and then fucked his girlfriend!"
Person 2: "That's how gangsters roll!"
Person 1: Fuck yeah!"
Another example:
"I beat that video game without dying once. Now that's how gangster's roll."
by IceWarm March 24, 2006
Get the that's how gangsters rollmug.