Suggestions by @pakjirasan
32,621 suggestions
Sadie Sink
as Helena in Fantasy Patrol (Live Action)
Robin Crew (Flying)
as Patty Duke in Which characters should actors have played in the '60s?
Anthony Kramreither Jr.
as Eli in Descendants (1985-89 Genderswap)
Phoebe Cates
as Jade in Descendants (1985-89 Genderswap)
Olivia D'Abo
as Charlotte Charming in Descendants (1985-89 Genderswap)
Samantha Logan
as Harriet Hook in Descendants (1985-89 Genderswap)
Blair Underwood
as Uriah in Descendants (1985-89 Genderswap)
Tom Cruise
as John in Descendants (1985-89 Genderswap)
Brooke Shields
as Beth in Descendants (1985-89 Genderswap)
Sue Snell (2013)
as Chase Crawford in Which Character should actors have played genderswapped in the 2000's
Steven Strait
as Christopher "Chris" Hargensen in Carey (2008 Genderswap)
Lee Thompson Young
as Aman in My Super Psycho Sweet 16 (1999-2002 Genderswap)
Cillian Murphy
as Sam Rotter in My Super Psycho Sweet 16 (1999-2002 Genderswap)
Brad Renfro
as Zack in My Super Psycho Sweet 16 (1999-2002 Genderswap)
Zachery Ty Bryan
as Cole in My Super Psycho Sweet 16 (1999-2002 Genderswap)
Alicia Silverstone
as Becky in My Super Psycho Sweet 16 (1999-2002 Genderswap)
Christian Bale
as Heath Duke in Heathers (1999 Genderswapped)
Renee Murphy
as Jamie in My Super Psycho Sweet 16 (1989-1992 Genderswap)
Mary Stuart Masterson
as Sabina Wilson in Charlie's Angels (1989)
Cassie Howard
as Pom-Pom Girl in Sort by Tropes