Happy birthday Geoffrey! For a gift, Will tries matchmaking, then falls for Geoffrey's date himself.

Carlton and Will, babe magnets. Who will be first to get a date for Hilary's Halloween party?

Carlton and Will, babe magnets. Who will be first to get a date for Hilary's Halloween party?

Will joins his prep school's poetry club.

Jailed, Will and Carlton stage a media stunt.

Will gets a visit from an old pal named Ice Tray, who, to Vivian and Philip's dismay, warms up to Hilary.

Will tries to smooth things between Philip and his very rural parents when they visit to see him receive an award.

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 father so he seeks tips from cousin Carlton on becoming preppie.

Will persuades Ashley to pawn her violin for a drum set.

Aunt Vivian tries to mediate between her husband Philip and the newly arrived Will.