Definitions by tom clancey

SailBoat 

A fully strected out ballsack, resembeling the sail on a sailboat.

I cant believe he showed your mom the sailboat.

SailBoat by tom clancey February 10, 2004

chocolate surprise 

When you are having anal with a girl, and she gets shit on your dick. So you pull a "slip" shove it in her pussy real quick to get the shit off. Then finish the anal. So next time she goes to check out her vagina, she'll find a chocolate surprise.

Did you hear that bitch scream? Must be a chocolate surprise.

chocolate surprise by Tom Clancey February 7, 2004