gangster lean 

1) The way in which a 'gangster' sits in the driving seat of his 'ride'. ie, leaning towards the passenger seat, with one arm resting on the glove/tape box in the middle, the other hand on top of the wheel and head ducked low under the rearview.

2) A type of walk or bowl employed by a 'gangster' that makes it look like said gangster has a slight limp from prehaps having a 'cap' 'popped' in their leg.
Thus leaning to the opposite side and taking the weight of the injured leg produces a gangster lean. An injured leg however is by no means a prerequisite for having a gangster lean, many addopt the style in an effor to look 'hard' or 'cool'

Lyrics from: William DeVaughn - Be Thankful for What You Got
"Diamond in the back, sunroof top
Diggin the scene
With a gangster lean, wooh-ooh-ooh"

gangster lean by e_mpika May 23, 2006

Gangster Lean 

The original 'gangster lean' came from old gangster movies and may have even been taken from real life. When fleeing (usually from the scene of a crime) and a car pulls up and you jump on the side of one of those old gangster cars like a 1937 Hudson Terraplane, and you lean on the outside of the car until you're far away.

From Roman Polanski's 1974 timeless crime/mystery classic 'Chinatown'. Jack Nicholson and Faye Dunaway are told to get into a car by some thug, and Nicholson goes to beat him up while Faye takes the car and starts it towards Nicholson as he jump onto the car and does the 'gangster lean'.

Gangster Lean by BushwackerJones July 19, 2007

Gangster Lean 

1.Leaning, with your right hand on the wheel,out the window, with rap blastin' out the speakers, and bouncin' to the beat.

2.Leaning a girl frontward, lifting up her skirt, or pulling down her pants, and inserting dick in pussy for a better sensation.

1."Joe was Gangster LeanIng when he hit the stop sign.

2."I wanna Gangster Lean yah bitch!"

Gangster Lean by Jessy Plouffe May 19, 2006

ganster lean 

Driving while leaning towards the middle of the interior, essentially viewing the road tits on from under the rear view mirror

William Vaughn used this in his song "Be thankful what you got" "Diamond in the back, sunroof top, diggin the scene with the gangster lean." Fix your software, and ganster lean this!

ganster lean by Senorluz1 January 16, 2008