Woot! I won one!
Caption Number One.

Shadow: Ask Me About A Vampyre Story!
Cryptkeeper: I played it! It was beautifully drawn but unresolved!
Shadow: Then ask me about Tales of Monkey Island!
Cryptkeeper: I didn't like the 3D graphics and the removal of the point and click interface!
Shadow: THEN ASK ME ABOUT SAM AND MAX: SEASON THREE!!!
Cryptkeeper: I never played the games or saw the Animated Series!
Shadow: THEN DIE!!!!
Caption Number Two. (This is in no way meant as racism nor meant to mock black people. If it offends anybody I'll remove it.)
Secrets in the World of Monkey Island - The Secret of The Phatt Island Naval Officials

Guybrush: Okay I have Good News and I have Bad News.
Winslow: What's the good news?
Guybrush: The naval officer isn't taking our booty. He just pulled us over for speeding.
Winslow: We should do our best not to upset him. The bad news?
Guybrush: It's because you're black.
Winslow: Fire all cannons.