Suggestions by @timemachine
8,267 suggestions
Bianca Lawson
as Dionne Davenport in Clueless (Late '90s)
Leonardo DiCaprio
as Elton Tiscia in Clueless (Late '90s)
James Van Der Beek
as Travis Birkenstock in Clueless (Late '90s)
Joseph Gordon-Levitt
as Christian Stovitz in Clueless (Late '90s)
Nikki Cox
as Amber Mariens in Clueless (Late '90s)
Freddie Prinze Jr.
as Josh Lucas in Clueless (Late '90s)
Jamie-Lynn Sigler
as Tai Frasier in Clueless (Late '90s)
Sarah Michelle Gellar
as Cher Horowitz in Clueless (Late '90s)
Chris Columbus
as Director in Winx Club (2000s live-action movie)
Taylor Lautner
as Justin in Total Drama Island (2000s live action movie)
Ron Lester
as Owen in Total Drama Island (2000s live action movie)
Sara Paxton
as Lindsay in Total Drama Island (2000s live action movie)
Vanessa Hudgens
as Katie in Total Drama Island (2000s live action movie)
Amber Riley
as Leshawna in Total Drama Island (2000s live action movie)
Lizzy Caplan
as Gwen in Total Drama Island (2000s live action movie)
Jon Heder
as Harold in Total Drama Island (2000s live action movie)
Brenda Song
as Heather in Total Drama Island (2000s live action movie)
Lindsay Lohan
as Izzy in Total Drama Island (2000s live action movie)
Michael Cera
as Ezekiel in Total Drama Island (2000s live action movie)
Tyler Hoechlin
as Trent in Total Drama Island (2000s live action movie)