Suggestions by @jasleenfaydelarosa
4,375 suggestions

Martin Sheen
as Mr. Tanner in Fraternity Boy (Sorority Girl 1987 Genderswap)

Barbara Cowan
as Skye Rotter in What Character Do You Want to Barbara Cowan play in the 50s

Barbara Cowan
as Allison Reynolds in What Character Do You Want to Barbara Cowan play in the 50s

Barbara Cowan
as Megan Gordon in What Character Do You Want to Barbara Cowan play in the 50s

Steve McQueen
as Andrew Clark in The Breakfast Club (1955)

Barbara Cowan
as Allison Reynolds in The Breakfast Club (1955)

Debbie Reynolds
as Claire Standish in The Breakfast Club (1955)

James Dean
as John Bender in The Breakfast Club (1955)

Vanessa Palmer
as Debbie Reynolds in Which characters should actors have played in the '50s?

Hope Lange
as Laura Lee in Yellowjackets (50s)

Debbie Reynolds
as Young Vanessa Palmer in Yellowjackets (50s)

Lucille Ball
as Vanessa Palmer in Yellowjackets (50s)

Nancy Kilgas
as Young Misty Quigley in Yellowjackets (50s)

Diahann Carroll
as Young Taissa Turner in Yellowjackets (50s)

Barboura Morris
as Young Shauna Shipman in Yellowjackets (50s)

Roger Corman
as Director in Jennifer (1958)

Nancy Kilgas
as Valerie Hartman in '80s Actors in the '50s

Taissa Turner
as Diahann Carroll in Which characters should actors have played in the '50s?

Misty Quigley
as Nancy Kilgas in Which characters should actors have played in the '50s?

Nancy Kilgas
as Norma Watson in Carrie (1956)