It's the Ruff Ryders on the DMX musics,
they ride on motorcycles.
This is R-U-F-F R-Y-D-E-R-S!
by Hard Buddy June 17, 2005
Using a penis to make love to the dried skin between two folds of fat.
She told me she doesn't mind being overweight or having excema because she likes giving ruff riders.
by Mr. Etymology September 11, 2007
One out of a group of 10 or more 'tools' on a sports team that have homo swag and like to 'ride' it 'ruff' during sexual intercourse with another male.
If your friend were to be taking to you about intercourse with another male you would say, "Dude your such a ruff rider, go away and never talk to me again."
by RuffGayRidin' March 22, 2010
An increasingly popular name for new gangs after DMX's retirement. The most popular is the mainstream bike stunt crew. There is known to be Ruff Riders gangs in Montreal Canada, various places in the north east of the US, and california which operate like most street gangs. There are also known dog fighting Ruff Ryders gangs in the south east coast of the US.
Them boyz from south street think they Ruff Riderz ill show'em a real one from new york.

Them Ruff Riders kno how to train they pitts.
by Frank Defilipo November 02, 2007
a bitch fucker. This is a very hurtful and sexual term.
The ruff rider fucked my mom last night
by Nad Yarnay May 10, 2005

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