Suggestions by @lukejamesbennett

Cruella De Vil

as Boris Karloff in What Actor/Actress Would Play a Characters In A Golden Age (Genderswap)

Cruella De Vil

as Elsa Lanchester in Modern Characters as Classic Actors

Cruella De Vil

as Elsa Lanchester in What characters would you like to hear voice actors voice?

Cruella De Vil

as Elsa Lanchester in Characters golden age stars could have played

Perdita (101 Dalmatians)

as Margaret Sullavan in Modern Characters as Classic Actors

Perdita (101 Dalmatians)

as Margaret Sullavan in What characters would you like to hear voice actors voice?

Perdita (101 Dalmatians)

as Margaret Sullavan in Deceased Actors’ Casting You Would’ve Loved to See

Perdita (101 Dalmatians)

as James Stewart in What Actor/Actress Would Play a Characters In A Golden Age (Genderswap)

Perdita (101 Dalmatians)

as Margaret Sullavan in Characters golden age stars could have played

Katharine Hepburn

as 1950s in What Actresses Could've Played Cruella in Various Decades?

Elsa Lanchester

as 1930s in What Actresses Could've Played Cruella in Various Decades?

Kai (Frozen)

as Roscoe Arbuckle in Which characters should actors have played in the '50s?

Sheriff Gordy

as Roscoe Arbuckle in Which characters should actors have played in the '50s?

Mighty Eagle

as Roscoe Arbuckle in Which characters should actors have played in the '50s?

Foghorn Leghorn

as Roscoe Arbuckle in Which characters should actors have played in the '50s?

Patou

as Roscoe Arbuckle in Which characters should actors have played in the '50s?

Henry J. Waternoose III

as Roscoe Arbuckle in Which characters should actors have played in the '50s?

Perry White

as Roscoe Arbuckle in Which characters should actors have played in the '50s?

Red (Cars)

as Roscoe Arbuckle in Which characters should actors have played in the '50s?

Bill Sykes (Oliver and Company)

as Roscoe Arbuckle in Which characters should actors have played in the '50s?