Suggestions by @jasleenfaydelarosa
4,410 suggestions
Blair Underwood
as Mason in A Cinderella Story (80s Genderswap)
Katherine Kamhi
as Davina in A Cinderella Story (80s Genderswap)
Samantha Langevin
as Harriet Montgomery in A Cinderella Story (80s Genderswap)
William Zabka
as Shaun Cunmings in A Cinderella Story (80s Genderswap)
Bea (Anyone but You)
as Olivia D'Abo in Which characters should actors have played in the 80’s?
Winona Ryder
as Carrie Farrell in A Cinderella Story (80s Genderswap)
Morgan Freeman
as Ronald in A Cinderella Story (80s Genderswap)
Martin Sheen
as Finn Montgomery in A Cinderella Story (80s Genderswap)
Olivia D'Abo
as Ashley Ames in A Cinderella Story (80s Genderswap)
Christopher Atkins
as Samuel "Sam" Montgomery in A Cinderella Story (80s Genderswap)
Jackson Marchetti
as Blair Underwood in Which characters should actors have played in the 80’s?
Elliot Tanners
as Blair Underwood in Which characters should actors have played in the 80’s?
Christopher McKay
as Blair Underwood in Which characters should actors have played in the 80’s?
Adonis Creed
as Blair Underwood in Which characters should actors have played in the 80’s?
John Hughes
as Director in Monte Carlo (80s)
Marlo Thomas
as Pamela Bennett in Monte Carlo (80s)
Olivia D'Abo
as Emma Perkins in Monte Carlo (80s)
Lori Loughlin
as Meg Kelly in Monte Carlo (80s)
Winona Ryder
as Grace Bennett in Monte Carlo (80s)
Val Rommel
as Amy Adams in What characters would '2000s adult actors and actresses play?