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Driving while possessing or doing something that the police COULD arrest you for. This does not necessarily mean running drugs or getting caught though.
My niggas was all riding dirty wit their tec-9s, but only half of them got busted by the po po.
To partake in the act of smuggling or trafficking narcotics
we wre riding dirty tryin to make some cash real quick
"they see me rolling, they hating, patroling and tryint to catch me ridin' dirty" in Ridin' by Chamillionaire
Walking around in public after shitting your pants.
"Is it just me or does this Apple store smell like shit?"
"I smell it too. Someone in here must be riding dirty."
Wearing underwear with skid marks on them
Chris- " Rachel dumped Matt!"
Brad- "Why? Was he riding dirty?"
Chris- "Yes"
Operating one's luxury SUV or high-end sedan without utilizing factory-provided seatbelts.
"I had just ironed my shirt, so I made sure that I was riding dirty on my way to picking up some organic papayas from Whole Foods."
When you take a huge dump, and either run out of toilet paper or otherwise neglect to wipe your anus as sung about by the rapper "Chamillionaire" in his song "Ridin' Dirty."
Karl Blessing can frequently be observed riding dirty, as is evident by the fact that he smells like shit.
To snowboard or ski without a pass or on someone else's seasons pass.
Yo, Ian got busted trying to use Nicole's seasons ski pass last weekend. LOL, he was riding dirty as a girly man.