Suggestions by @theaterteenager
376 suggestions

Michael Douglas
as Frank Hamer in The Highwaymen (2009)

Matthew Broderick
as La Boeuf in True Grit (2000)
Craig Robinson
as Tommy Johnson in O Brother, Where Art Thou? (2010)

Zach Braff
as Delmar O'Donnell in O Brother, Where Art Thou? (2010)

Mark Ruffalo
as Dick Metzler in Election (2019)
Chris Pratt
as Jim McAllister in Election (2019)

Helen Hunt
as Judith Flick in Election (2009)
Alexander Payne
as Director in Election (2009)

John C. Reilly
as Dave Novotny in Election (2009)

Clark Gregg
as Dave Novotny in Election (2009)
Tim Robbins
as Dick Metzler in Election (2009)

Jodie Foster
as Jo Metzler in Election (2009)

Thomas Mann
as Larry Fouch in Election (2009)

Molly Ringwald
as Diane McAllister in Election (2009)

John Slattery
as Principal Walt Hendricks in Election (2009)

Haley Ramm
as Tammy Metzler in Election (2009)

Miles Teller
as Paul Metzler in Election (2009)

Dianna Agron
as Tracy Enid Flick in Election (2009)
Amanda Seyfried
as Tracy Enid Flick in Election (2009)

Matt Damon
as Jim McAllister in Election (2009)