Suggestions by @timemachine
8,238 suggestions
Christian Bale
as Christopher "Chris" Hargensen in Carey (1998 genderswap)
Kieran Culkin
as Beau in Dexter's Laboratory ('90s live-action movie)
Anne Hathaway
as Jessica in Mean Girls (2004 Genderswap)
Kaley Cuoco
as Shannon Oman in Mean Girls (2004 Genderswap)
Alia Shawkat
as Danielle Leigh in Mean Girls (2004 Genderswap)
Alexis Bledel
as Erin Samuels in Mean Girls (2004 Genderswap)
Finn Wittrock
as Jacob Ian in Mean Girls (2004 Genderswap)
David Gallagher
as Kevin Smith in Mean Girls (2004 Genderswap)
Adam Brody
as Gregory Wieners in Mean Girls (2004 Genderswap)
Chad Michael Murray
as Reginald George in Mean Girls (2004 Genderswap)
Joseph Mazzello
as Caden Heron in Mean Girls (2004 Genderswap)
Jennie Garth
as Tara Birkenstock in Clueless (1995 Genderswap)
Brandy Norwood
as Marie Duvall in Clueless (1995 Genderswap)
Alicia Silverstone
as Christina Stovitz in Clueless (1995 Genderswap)
Tiffani-Amber Thiessen
as Ella Tiscia in Clueless (1995 Genderswap)
Chris Owen
as Ambrose Mariens in Clueless (1995 Genderswap)
Jared Leto
as Ty Frasier in Clueless (1995 Genderswap)
Liv Tyler
as Julia Lucas in Clueless (1995 Genderswap)
Lamont Bentley
as Derek Davenport in Clueless (1995 Genderswap)
James Van Der Beek
as Chase Horowitz in Clueless (1995 Genderswap)