Top Definition
A sexual position when the male is receiving felatio and the male ties the female's hair around the back of hsi buttocks
Yo man, that fat chick loves playing Cuban Prisoner
by J May 07, 2004

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When a girl is giving you head and you take her hair and tie it behind the back of your ass so she can't get out.
So I made her to the cuban prisoner and she started choking.
by FBZ May 03, 2006

The Urban Dictionary Mug

Lotsa space for your liquids.

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The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

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.

Buy the mug

The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

Buy the t-shirt

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