Suggestions by @ihollowood18
1,741 suggestions
Matthew McConaughey
as Frank in Once Upon A Time In The West
Brad Pitt
as Frank in Once Upon A Time In The West
Ryan Phillippe
as Roman Roy in Succession (2000s)
Gwyneth Paltrow
as Shiv Roy in Succession (2000s)
Charlize Theron
as Shiv Roy in Succession (2000s)
Claire Danes
as Shiv Roy in Succession (2000s)
John Cazale
as Donnie Smith in Magnolia (1976)
Jack Lemmon
as Jimmy Gator in Magnolia (1989)
Robin Williams
as Officer Jim Kurring in Magnolia (1989)
Jennifer Jason Leigh
as Claudia Wilson Gator in Magnolia (1989)
Debra Winger
as Claudia Wilson Gator in Magnolia (1989)
Glenn Close
as Linda Partridge in Magnolia (1989)
Jessica Lange
as Linda Partridge in Magnolia (1989)
Tom Cruise
as Jay Gatsby/James Gatz in The Great Gatsby (2003)
Tom Cruise
as Gary Johnson in Hit Man (2004)
Jim Carrey
as Jordan Belfort in The Wolf of Wall Street (2003)
Jack Nicholson
as Benji Kaplan in A Real Pain (1974)
Jim Carrey
as Benji Kaplan in A Real Pain (2004)
Bill Hader
as Clare Quality/Dr. Zempf in Lolita
Diane Keaton
as Amanda Woods in The Holiday (1986)