Suggestions by @jasleenfaydelarosa

Elphaba Thropp

as Meagan Good in Which characters should actors have played in the 2000's?

Elphaba Thropp

as Gabrielle Union in Which characters should actors have played in the 90's?

Elphaba Thropp

as Lisa Bonet in Which characters should actors have played in the 80’s?

Galinda Upland

as Hilary Duff in Which characters should actors have played in the 2000's?

Galinda Upland

as Sarah Michelle Gellar in Which characters should actors have played in the 90's?

Galinda Upland

as Sissy Spacek in Which characters should actors have played in the 70’s?

Galinda Upland

as Olivia D'Abo in Which characters should actors have played in the 80’s?

Salma Hayek

as Maria Sanchez in South Park (80s Teen Cast)

Christopher Atkins

as Beau Stevens in South Park (80s Genderswap Teen Cast)

BD Wong

as Liam Nelson in South Park (80s Genderswap Teen Cast)

Winona Ryder

as Stacey Marsh in South Park (80s Genderswap Teen Cast)

Emilio Estevez

as Sam Woodruff in Sweet Valley High (80s)

Eric Stoltz

as AJ Morgan in Sweet Valley High (80s)

Winona Ryder

as Regina Morrow in Sweet Valley High (80s)

William Zabka

as Ken Matthews in Sweet Valley High (80s)

Lisa Bonet

as Maria Slater in Sweet Valley High (80s)

Katherine Kamhi

as Olivia Davidson in Sweet Valley High (80s)

Robert Downey Jr.

as Nicholas Morrow in Sweet Valley High (80s)

Lori Loughlin

as Cara Walker in Sweet Valley High (80s)

Matthew Broderick

as Winston Egbert in Sweet Valley High (80s)