6. Will's Misery

When Will wins a date with Lisa ( Nia Long ), he gets more than he bargained for. He discovers that she is part of a sorority, who find that men are the inferior gender- and are disrespectful and vile. When Will turns out to fit this description, Lisa drafts in her sorority colleagues who decide to play a few pranks on Will that he will never forget. She ties him up to a chair and leaves him there where he eventually frees himself by burning through the ropes with a lit candle.

This is memorable for a scene where Will finds out that the prank was Carlton's idea after escaping and Lisa telling the truth (they wanted her to teach him a lesson in "respect for women"), and gets even with him by making Carlton think he killed Lisa with a rock. This prompts Carlton to run around the whole set screaming in places like the home, the academy, the audience, the cameras, etc.