Matthew McConaughey as Ed 'Eddie' Pekurny

Woody Harrelson as Ray Pekurny

Sally Kirkland as Jeanette

Jenna Elfman as Shari

Martin Landau as Al

Ellen DeGeneres as Cynthia Topping

Rob Reiner as Mr. Whitaker

Dennis Hopper as Henry 'Hank' Pekurny

Elizabeth Hurley as Jill

Adam Goldberg as John

Viveka Davis as Marcia

Clint Howard as Ken

Geoffrey Blake as Keith

Gail Boggs as Wife

Jenna Byrne as Felicia

Greg Sestero as Roach

RuPaul as RuPaul

Merrin Dungey as Ms. Seaver

Ian Gomez as McIlvaine

Gavin Grazer as Clint

Chris Hogan as Paul

Arianna Huffington as Panel Member

Larry Jenkins as Husband

Wendle Josepher as Rita

Scott LaRose as Desipio

John Livingston as Terry

Mitzi McCall as Fig Lady

Jim Meskimen as Dr. Geller

Don Most as Benson

Rick Overton as Barry

James Ritz as Tad

Rusty Schwimmer as Alice

Steven Shenbaum as Jack

Gedde Watanabe as Greg

Steve Kehela as Reporter

Googy Gress as Reporter

Jo McGinley as Tracy

John Pirruccello as Kevin

Charles Arthur Berg as Party Goer

Anthony Jensen as Party Goer

Sommer Garcia as College Girl

Jennifer Elise Cox as College Girl

Alexandra Holden as College Girl

Mark Wheeler as Bartender

Anna Karin as Snapple Girl

George Plimpton as Panel Member

Michael Moore as Panel Member

Merrill Markoe as Panel Member

Bill Maher as Bill Maher

Jay Leno as Jay Leno

Sonia Bhalla as Ticket Taker

Joe Bellan as Lou

Diane Amos as Autograph Mom

Wade Robson as Teenage Boy

Andy Arness as Groupie (uncredited)

Cyndi Pass as Cassie

J. Anthony Pena as Con-Ed Guy (uncredited)

Carl Solomon as Ed Groupie (uncredited)

Bob Sarlatte as Motorcycle Cop

T.J. Thyne as Frat Gut