At the bossman's request, cruising the jail house or prison yard picking up cigarrette butts in a large tin can.
If that jit keeps irratating the bossman, he's gonna find himself cadillacing soon.
by Ray April 16, 2004

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Top Definition
slacking
takin it easy when ur spose 2 b workin
When the bossman's gone home boy be cadillacin'
by homeboy September 03, 2004

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The Urban Dictionary T-Shirt

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The Urban Dictionary T-Shirt

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Cadillacing is just when someone drinks any kind of booze and at the same time or right after smokes some weed. It's getting high and drunk at the same time - CADILLACING
I had a shitty day but i didnt care cuz i knew that later that night i would be cadillacing with my jim beam and chronic.
by Wiski October 30, 2006

The Urban Dictionary Mug

Lotsa space for your liquids.

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The Urban Dictionary Mug

Lotsa space for your liquids.

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The Urban Dictionary Mug

Your favorite word on a white mug.

Create a mug

The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

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The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

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The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt