Suggestions by @adrianpintado

Cap. Virgil Hilts

as Paul Walker (actor) in Deceased Actors’ Casting You Would’ve Loved to See

Seymour Skinner

as Paul Gleason in Deceased Actors’ Casting You Would’ve Loved to See

Star-Lord (Peter Quill)

as Patrick Swayze in Deceased Actors’ Casting You Would’ve Loved to See

Kieran Duffy

as Montgomery Clift in Deceased Actors’ Casting You Would’ve Loved to See

Eddie Valentine

as Jason Robards in Deceased Actors’ Casting You Would’ve Loved to See

Hedley Lamarr

as Jack Lemmon in Deceased Actors’ Casting You Would’ve Loved to See

Reverend Swanson

as Jack Hawkins in Deceased Actors’ Casting You Would’ve Loved to See

Bill Williamson

as Jack Elam in Deceased Actors’ Casting You Would’ve Loved to See

Moe Szyslak

as Gilbert Gottfried in Deceased Actors’ Casting You Would’ve Loved to See

Roland Tembo

as George C. Scott in Deceased Actors’ Casting You Would’ve Loved to See

Colonel Henry Favours (Red Dead 2)

as George C. Scott in Deceased Actors’ Casting You Would’ve Loved to See

Beau Gray (Red Dead)

as Gaspard Ulliel in Deceased Actors’ Casting You Would’ve Loved to See

Cpl. Louis LeBeau

as Gaspard Ulliel in Deceased Actors’ Casting You Would’ve Loved to See

Colonel Wilhelm Klink

as Erich von Stroheim in Deceased Actors’ Casting You Would’ve Loved to See

Howard Hughes

as Burt Reynolds in Deceased Actors’ Casting You Would’ve Loved to See

Marulete (GTA SA)

as Herbert "Cowboy" Coward in Deceased Actors’ Casting You Would’ve Loved to See

Tío Gilipollas (Benny GTA SA)

as Herbert "Cowboy" Coward in Deceased Actors’ Casting You Would’ve Loved to See

Seth Briars

as Herbert "Cowboy" Coward in Deceased Actors’ Casting You Would’ve Loved to See

Jonathan Taylor Thomas

as Skippy Rabbit in Robin Hood (1993)

Marulete (GTA SA)

as Harry Dean Stanton in Deceased Actors’ Casting You Would’ve Loved to See