Suggestions by @sansyboi

Thomas Kretschmann

as Johann Schmidt in Captain America

Donald Trump

as Carter Pewterschmidt in Family Guy

Geoffrey Rush

as Herbert in Family Guy

Michael Rosenbaum

as Albert II in Putin

Choi Il-hwa

as Kim Jong-il in Putin

Larry David

as Bill Browder in Putin

Christian Bale

as The Greased-up Deaf Guy in Family Guy

Will Poulter

as Kevin Swanson in Family Guy

Wes Anderson

as Director in Putin

Sean Penn

as Dmitri Medvedev in Putin

Ian McKellen

as Bernie Ecclestone in Putin

Alan Arkin

as Bill Browder in Putin

Christian Bale

as Father Tikhon in Putin

Ralph Fiennes

as Šamil Basajev in Putin

Sacha Baron Cohen

as Šamil Basajev in Putin

Benedict Cumberbatch

as Vladimir Putin in Putin

Owen Wilson

as Donald Trump in Putin

Jeremy Irons

as Viktor Medvedchuk in Putin

Brandon Routh

as Chad Channing in Nevermind: The Nirvana Story

Jasper Pääkkönen

as Kurt Cobain in Nevermind: The Nirvana Story