Winfred Louder, Dating Service, Chat Show (1995-2004)
Stanley Anderson
Drew's Father (1995-2004)
Craig Ferguson
Boss of Winfred Louder (1996-2004)
Himself
Drew's Dog (1996-2004)
Christa Miller
Cosmetics at Winfred Louder, Drew's 4th wife (1995-2002)
John Carroll Lynch
Cosmetics at Winfred Louder (cross dresser) (1997-2004)
Actor/Actress
Character
Job
Marion Ross
Drew's Mother (1997-2004)
Robert Torti
High School Friend, Christa Miller's boyfriend in season 1 (1995-2001)
Kelly Perine
Security guard (1995-2000)
Kate Walsh
Drew's 3rd wife, has a weight problem (1997-2002)
Nan Martin
Owner of Winfred Louder (1995-1999)
Joe Walsh
Guitar player (1997-2001)
Cynthia Watros
Waitress at the Warsaw Tavern (2002-2004)
Bill Cobbs
Bus Driver (2002-2004)
Jonathan Mangum
Co-Owner of Neverendingstore.com (2002-2004)
Katy Selverstone
Winfred Louder, Drew's girlfriend in Season 1 (1995-1996)
Brad Sherwood
Greg Proops
Colin Mochrie
Wayne Brady
Chip Esten
Jeff Davis
Mike McShane
Laura Hall
Daffy Duck
These answers are in order of the amount of years they were on the show...
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