Suggestions by @maxcarter

Groucho Marx

as Darren in Railways of Fantasyland and Fairytale Series: In The Golden Age Of Hollywood

Elsa Lanchester

as Zombie Girl in Fazbear & Friends: In a Golden Age of Hollywood

Olivia de Havilland

as Tara Amity in Railways of Fantasyland and Fairytale Series: In The Golden Age Of Hollywood

Lionel Atwill

as C. P. Huntington in Railways of Fantasyland and Fairytale Series: In The Golden Age Of Hollywood

Ray Bolger

as Brucie in Railways of Fantasyland and Fairytale Series: In The Golden Age Of Hollywood

Casey Jr and Tillie

as Romantic in Fictional Character Pairings

Casey Jr and Tillie

as Best Romantic Couple in Best & Worst of Cartoons

Mae West

as Almost Played as She-Venom in Classic Villain Actors as Modern Villains

Clara Blandick

as Sarah the Loaned B12 in Railways of Fantasyland and Fairytale Series: In The Golden Age Of Hollywood

Erich von Stroheim

as Baldi in Fazbear & Friends: In a Golden Age of Hollywood

William Haines

as Funtime Foxy in Fazbear & Friends: In a Golden Age of Hollywood

Laurel and Hardy

as Funtime Freddy and Bon-Bon in Fazbear & Friends: In a Golden Age of Hollywood

Lucille La Verne

as Ballora in Fazbear & Friends: In a Golden Age of Hollywood

Jean Arthur

as Vanny in Fazbear & Friends: In a Golden Age of Hollywood

Mae West

as Alice Angel in Fazbear & Friends: In a Golden Age of Hollywood

Max Schreck

as Boris the Wolf in Fazbear & Friends: In a Golden Age of Hollywood

Boris Karloff

as Bendy in Fazbear & Friends: In a Golden Age of Hollywood

Bela Lugosi

as William Afton in Fazbear & Friends: In a Golden Age of Hollywood

Conrad Veidt

as Foxy the Pirate Fox in Fazbear & Friends: In a Golden Age of Hollywood

Katharine Hepburn

as Chica the Chicken in Fazbear & Friends: In a Golden Age of Hollywood