Will has girl problems after a date with Jazz’s domineering sister, who’s ready to pick out a china pattern before the night is over.

Will joins his prep school’s poetry club.

Hilary becomes Will’s personal maid when he threatens to disclose she’s dropped out of UCLA.

Will wants to go out with a beautiful girl he meets at the country club, but first he must figure out how to impress her extremely snobbish and very protective…