• 
  Molly Shannon

  Lesley Shackleton
• 
  Christopher McDonald

  Ted Shackleton
• 
  Jason Schwartzman

  Ben Baxter
• 
  Jack Black

  Bruce Philapousis (1 episode, 2004)
• 
  Deena Dill

  Hot Mom (1 episode)
• 
  Susan Lay

  Faye (1 episode, 2004)
• 
  Kyle Gass

  Naked Man (1 episode, 2004)
• 
  Benny Nieves

  Humberto (1 episode, 2004)

• 
  David Walton

  Liam Connor (7 episodes, 2004-2006)
• 
  Amy Sedaris

  Marla (1 episode, 2004)
• 
  John C. Reilly

  Steve Evers (1 episode, 2004)
• 
  Zooey Deschanel

  Heidi (1 episode, 2004)
• 
  Jesse Heiman

  Streaking Pledge (1 episode, 2004)
• 
  Harrison Young

  Bob Briscoe (1 episode, 2006)
• 
  Katie Walder

  Female Student (1 episode, 2004)

• 
  Minka Kelly

  Monica
• 
  Vincent Martella

  Robin Reveta (1 episode)
• 
  Andrea Martin

  Carol Baxter (1 episode, 2006)
• 
  Henry Gibson

  Dr. Bollas (1 episode, 2004)
• 
  Nicholas D'Agosto

  Ben (1 episode, 2004)
• 
  Bret Loehr

  Tanner Shackleton (6 episodes, 2004-2006)
• 
  Amanda Swisten

  Candy Briscoe (1 episode, 2006)
• 
  Kira Verrastro

  Shawna (1 episode, 2004)
• 
  Jennifer Siebel Newsom

  Trish (1 episode, 2004)
• 
  Chelsea Kane

  Nora
• 
  Robin McDonald

  Sheila (1 episode)
• 
  Katija Pevec

  Hannah (2 episodes, 2004)
• 
  Jenni Pulos

  Sheila (1 episode)
• 
  Lillian Hurst

  Dorsa (4 episodes, 2004)
• 
  Brian Tee

  Frat Guy #1 (1 episode, 2004)
• 
  Marnette Patterson

  Eve (1 episode, 2004)
• 
  Sam Horrigan
• 
  Jake Sandvig

  Preston Shackleton
• 
  Caitlin Wachs

   Chloe Shackleton (8 episodes, 2004-2006)