Dogtown and Z-Boys
2002 · Documentary
as Self - Narrator
Sweet and Lowdown
2000 · Comedy
as Emmet Ray
All the King's Men
2006 · Drama
as Willie Stark
Colors
1988 · Action
as Danny McGavin
This Must Be the Place
2011 · Adventure
as Cheyenne
Bad Boys
1983 · Crime
as Mick O'Brien
Racing with the Moon
1984 · Comedy
as Henry 'Hopper' Nash
State of Grace
1990 · Action
as Terry
Milk
2009 · Biography
as Harvey Milk
I Am Sam
2002 · Drama
as Sam Dawson
Shanghai Surprise
1986 · Adventure
as Glendon Wasey
At Close Range
1986 · Crime
as Brad Jr.
The Gunman
2015 · Action
as Terrier
Gangster Squad
2013 · Action
as Mickey Cohen
Gaslit
2022 · Biography
as John Mitchell
Casualties of War
1989 · Action
as Meserve
One Battle After Another
2025 · Action
as Col. Steven J. Lockjaw
Fair Game
2010 · Biography
as Joe Wilson
The Interpreter
2005 · Crime
as Tobin Keller
We're No Angels
1989 · Comedy
as Jim
The Professor and the Madman
2019 · Biography
as Dr. William Chester Minor
Crackers
1984 · Adventure
as Dillard
aka Charlie Sheen
2025 · Documentary
as Self - Childhood Friend
The Angry Birds Movie
2016 · Animation
as Terence
2021 Golden Globe Awards
2021 · Comedy
as Self - Presenter
Holbrook/Twain
2018 · Documentary
as Self
C*A*U*G*H*T
2023 · Comedy
as Sean Penn
How (not) to Build a School in Haiti
2022 · Documentary