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
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
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