Suggestions by @user_284781

Mr Bean (Mr Bean: The Animated Series)

as Bill Robinson in Characters golden age stars could have played

Balloony

as Cary Grant in Characters golden age stars could have played

Little Girl

as Shirley Temple in Deceased Actors’ Casting You Would’ve Loved to See

Playtime (Baldi's Basics)

as Shirley Temple in Deceased Actors’ Casting You Would’ve Loved to See

Little Girl

as Shirley Temple in Characters golden age stars could have played

Gotta Sweep

as John Gilbert in Characters golden age stars could have played

Arts and Crafters

as John Barrymore in Voice actors and characters

Arts and Crafters

as John Barrymore in Characters golden age stars could have played

1st Prize

as Gary Cooper in Characters golden age stars could have played

Slime (Minecraft)

as Roscoe Arbuckle in Characters golden age stars could have played

It's a Bully

as Lon Chaney Jr. in Characters golden age stars could have played

Nightmare Foxy

as Lon Chaney Jr. in Characters golden age stars could have played

Playtime (Baldi's Basics)

as Shirley Temple in Characters golden age stars could have played

Principal of The Thing

as Paul Robeson in Characters golden age stars could have played

Creeper and Slime

as Groups in Ranks

Zombie and Skeleton

as Groups in Ranks

Charlie Chaplin

as Creeper (Minecraft) in Classic Villain Actors as Modern Villains

Roscoe Arbuckle

as Slime (Minecraft) in Classic Villain Actors as Modern Villains

Creeper (Minecraft)

as Charlie Chaplin in Characters golden age stars could have played

Mugman (The Cuphead Show!)

as Lou Costello in Characters golden age stars could have played