A slang term for having anal sex. The "Charlie" refers to the penis while the "chocolate factory" refers to the anus, which produces "chocolate" (referring to shit).
Paula:Hey Tom Tom:Yes, Paula?
Paula:You know, I feel very turned on by the movie I watched. Perhaps you can stick your charlie in the chocolate factory, but MY chocolate factory.
Tom:Why yes I would. C'mon i'll do you on the spot.
Charlie is an all around awesome girl. She is the most gorgeous and beautiful girl you have ever seen. Charlie is also very smart and she can make anyone laugh. Charlie is so sweet that she can lighten your darkest days. If you ever get a chance with a Charlie, keep her. You’re lucky.
To partyhardcore. Usually involves 20 year old pornstars and escorts, suitcases of cocaine and ending in police interference.
Craig: "so what are you doing this weekend guy?"
Bob: "Throwing a party. Gonna invite like 5 pornstars and get my boy to bring the suitcase full of coke"
Craig: "Damn son, you're really gonna Charlie Sheen-it up"
Bob "Word I am"