Suggestions by @rossdiamondthief
3,485 suggestions

Tom Cruise
as Christopher in The Sopranos (1980s)

Sean Penn
as Christopher in The Sopranos (1980s)

Robert De Niro
as Paulie Cicero in Quentin Tarantino Presents Goodfellas

Leonardo DiCaprio
as Henry Hill in Quentin Tarantino Presents Goodfellas

Jennifer Connelly
as Karen Hill in Quentin Tarantino Presents Goodfellas

Vincent Piazza
as Tommy DeVito in Quentin Tarantino Presents Goodfellas

Martin Scorsese
as Producer in Quentin Tarantino Presents Goodfellas

Anthony Mackie
as Stacks Edwards in Quentin Tarantino Presents Goodfellas

Peter Boyle
as Tommy DeVito in GoodFellas (1970)

Jack Nicholson
as James "Jimmy" Conway in GoodFellas (1970)

Robert De Niro
as Henry Hill in GoodFellas (1970)

Harrison Ford
as John O'Mara in Gangster Squad (1993)

Tommy Lee Jones
as John O'Mara in Gangster Squad (1993)

Macaulay Culkin
as Bart Simpson 80s in The Simpsons (Live-Action in Different Decades)

Judd Apatow
as Directors in Directors Who Should've Directed Superbad (2007) Instead Of Greg Mottola

Richard Linklater
as Directors in Directors Who Should've Directed Superbad (2007) Instead Of Greg Mottola

Jennifer Connelly
as 1980s in What Actresses Could've Played Elena Gilbert in Various Decades?

Carl Weathers
as Captain Haden in 48 Hrs. (1992)

Sam Rockwell
as Luther Kelly in 48 Hrs. (1992)

Matt Dillon
as Albert Ganz in 48 Hrs. (1992)