Definitions by Greasy Stan61

Jamaican Squeeze 

The art of inserting an object, or objects, in between one's anus cheeks. Although penetration is frowned upon a squeeze is

Meat took that pickle jar and nearly wedged it all the way up his butt hole. It was the perfect Jamaican Squeeze. Even Stan was thoroughly impressed with his patience and enthusiasm.

Jamaican Squeeze by Greasy Stan61 September 21, 2010