Suggestions by @timemachine

Shavar Ross

as Gary Coleman in 70s Child Actors as 80s Child Actors

Shannen Doherty

as Brooke Shields in 70s Child Actors as 80s Child Actors

Connie Lew

as Joan Chen in 70s Child Actors as 80s Child Actors

Seth Green

as Danny Bonaduce in 70s Child Actors as 80s Child Actors

Tempestt Bledsoe

as Kim Fields in 70s Child Actors as 80s Child Actors

Rick Schroder

as Peter Ostrum in 70s Child Actors as 80s Child Actors

Aileen Quinn

as Kami Cotler in 70s Child Actors as 80s Child Actors

Sheldon Lee

as Nancy Kwan in Which actors should have played genderswap in the 60’s

Raj (Total Drama)

as Babita Kapoor in Which actors should have played genderswap in the 60’s

Kevin Gnapoor

as Asha Parekh in Which actors should have played genderswap in the 60’s

Tiffany Falconer

as Bobby Rydell in Which actors should have played genderswap in the 60’s

Leah Kilbourne (Flying)

as Bobby Rydell in Which actors should have played genderswap in the 60’s

Scott (Total Drama)

as Deborah Walley in Which actors should have played genderswap in the 60’s

Brad Carbunkle

as Deborah Walley in Which actors should have played genderswap in the 60’s

Tommy Ross

as Joan Van Ark in Which actors should have played genderswap in the 60’s

George Dawson (Carrie 2013)

as Diana Ross in Which actors should have played genderswap in the 60’s

James (Disventure Camp)

as Diana Ross in Which actors should have played genderswap in the 60’s

Marco Diaz

as Raquel Welch in Which actors should have played genderswap in the 60’s

Robin Crew (Flying)

as Christopher Walken in Which actors should have played genderswap in the 60’s

Carrie White

as Christopher Walken in Which actors should have played genderswap in the 60’s