Suggestions by @jasleenfaydelarosa
4,410 suggestions
BD Wong
as Lenny in Descendants (1985-89 Genderswap)
Sarah Michelle Gellar
as Kelly Donaldson in My Super Psycho Sweet 16 (1999-2002 Genderswap)
Neve Campbell
as Dana in My Super Psycho Sweet 16 (1999-2002 Genderswap)
James Van Der Beek
as Mason Penrose in My Super Psycho Sweet 16 (1999-2002 Genderswap)
Lamont Bentley
as Oliver in My Super Psycho Sweet 16 (1999-2002 Genderswap)
Tatyana Ali
as Denise in Heathers (1999 Genderswapped)
Gabrielle Union
as Denise in Heathers (1999 Genderswapped)
Kiefer Sutherland
as Zack in My Super Psycho Sweet 16 (1989-1992 Genderswap)
Winona Ryder
as Tom Cruise in Which Character should actors have played genderswapped in the 80's
Mia Sara
as Dana in My Super Psycho Sweet 16 (1989-1992 Genderswap)
Kelly Preston
as Becky in My Super Psycho Sweet 16 (1989-1992 Genderswap)
Emilio Estevez
as Cole in My Super Psycho Sweet 16 (1989-1992 Genderswap)
William Zabka
as Mason Penrose in My Super Psycho Sweet 16 (1989-1992 Genderswap)
Tom Cruise
as Sam Rotter in My Super Psycho Sweet 16 (1989-1992 Genderswap)
Will Smith
as Aman in My Super Psycho Sweet 16 (1989-1992 Genderswap)
BD Wong
as Manny in My Super Psycho Sweet 16 (1989-1992 Genderswap)
Mario López
as Cody Ramirez in My Super Psycho Sweet 16 (1989-1992 Genderswap)
Blair Underwood
as Oliver in My Super Psycho Sweet 16 (1989-1992 Genderswap)
Sara Paxton
as 2000's in Which Actress Should've Played Madison Penrose in Various Decades?
Penélope Cruz
as Judge Barbie in Barbie (2003)