Suggestions by @jasleenfaydelarosa

BD Wong

as Benjamin "Benny" Conklin (Isabel "Belly" Conkin) in What Characters Do You Want BD Wong to Play in Genderswap in the 80’s

BD Wong

as Kelly McCormick (Kenny McCormick) in What Characters Do You Want BD Wong to Play in Genderswap in the 80’s

BD Wong

as Terry Swallows (Taffy Swallows) in What Characters Do You Want BD Wong to Play in Genderswap in the 80’s

BD Wong

as AJ Leith (Aja Leith) in What Characters Do You Want BD Wong to Play in Genderswap in the 80’s

Tom Cruise

as Marcus Baker in Ginny & Georgia (80s)

Jack Nicholson

as Eric Raymond in Jem And The Holograms (70's Live Action)

Jessica Lange

as Margot Fairmont in First Kill (80's)

Madison Morgan (The DUFF)

as Madison in Characters Sorted By Name (My Version)

Phylicia Rashād

as Talia Burns in First Kill (80's)

Kelly Hu

as Tess Franklin in First Kill (80's)

Jane Fonda

as Davina Fairmont in First Kill (80's)

Blair Underwood

as Apollo Burns in First Kill (80's)

BD Wong

as Hunter Chen in Ginny & Georgia (80s)

Kelly Hu

as Norah in Ginny & Georgia (80s)

Molly Ringwald

as Abby in Ginny & Georgia (80s)

Winona Ryder

as Maxine Baker in Ginny & Georgia (80s)

Jane Fonda

as Ellen Baker in Ginny & Georgia (80s)

Olivia D'Abo

as Teenage Georgia Miller in Ginny & Georgia (80s)

Sean Astin

as Austin Miller in Ginny & Georgia (80s)

Lisa Bonet

as Ginny Miller in Ginny & Georgia (80s)