Guest Stars Todd Field as David Cassilli Ever Carradine as Tiffany Porter Jennifer Crystal Foley as Christie Parker James Eckhouse as . Lloyd Lloyd Hillary Straney as Waitress Mark Valley as Will Gluck Jesse Lenat as Barista Susan Slome as Debra Eric Larson as Male Booklover #1 Carla Betz as Female Barrista Steve Tyrell as Lounge Singer Jeff Sharp as Male Booklover #2 Meredith Gordon as Female Booklover