Suggestions by @kissmethardy

Miyoshi Umeki

as Ursula Zandt in Watchmen (80'S)

Katharine Hepburn

as Sally Jupiter in Watchmen (80'S)

Dick Van Dyke

as Byron Lewis in Watchmen (80'S)

Douglas Fairbanks Jr.

as Hollis Mason in Watchmen (80'S)

Alexander Leipold

as Rolf Müller in Watchmen (80'S)

Dick Van Dyke

as Hollis Mason in Watchmen (80'S)

Burt Lancaster

as William Brady in Watchmen (80'S)

Charlton Heston

as Nelson Gardner in Watchmen (80'S)

Sigourney Weaver

as Laurie Juspeczyk in Watchmen (80'S)

Michael Rooker

as Walter Kovacs in Watchmen (80'S)

David Bowie

as Adrian Veidt in Watchmen (80'S)

Peter Kent

as Jonathan Osterman in Watchmen (80'S)

Rutger Hauer

as Jonathan Osterman in Watchmen (80'S)

Mel Gibson

as Edward Blake in Watchmen (80'S)

Jack Nicholson

as Bruce Banner in Marvel Cinematic Universe (1980s)

Laura Dern

as Kellyanne Conway in Did That Just Happened? Part I: The Campaign

Emily Browning

as Goldilocks in Fables

Julian Richings

as Ichabod Crane in Fables

Margot Robbie

as Lumi in Fables

Shazad Latif

as Mowgli in Fables