- 7.8/1013 votes
#1 - Bang the Drum, Ashley
Season 1 Episode 2 - Aired 9/17/1990
Will persuades Ashley to pawn her violin for a drum set.
Director: Debbie Allen
Writer: Shannon Gaughan
- 7.4/1012 votes
#2 - Deck the Halls
Season 1 Episode 15 - Aired 12/10/1990
Will inimitably dresses the mansion for the holidays, to the dismay of the neighbors, including heavyweight boxing champion Evander Holyfield.
Director: Jeff Melman
Writer: Shannon Gaughan
- 7.4/1010 votes
#3 - Working It Out
Season 1 Episode 25 - Aired 5/6/1991
Rap's Queen Latifah plays Hilary's new actress boss, who wants Will as her boy toy - or Hilary's glamorous job is over.
Director: Rita Rogers Blye
Writer: Shannon Gaughan