Suggestions by @niwko
255 suggestions
Sean Astin
as Mike Wheeler in Stranger Things (80s)
John Stamos
as Vice Principal Phil Gills in Summer School
Kristy Swanson
as Shelly Evans in The Kissing Booth (80s)
Jack Dylan Grazer
as Duckie Dale in Pretty in Pink
Cyndi Lauper
as Rita Repulsa in Power Rangers (1984)
William Zabka
as Jason Scott in Power Rangers (1984)
Charlie Sheen
as Jason Scott in Power Rangers (1984)
Steve Guttenberg
as Clark W. Griswold Jr. in National Lampoon's Christmas Vacation (1996)
Kirstie Alley
as Ellen Griswold in National Lampoon's Christmas Vacation (1996)
Kathy Ireland
as Mary in National Lampoon's Christmas Vacation (1996)
Kelly Preston
as Ellen Griswold in National Lampoon's Christmas Vacation (1996)
Macaulay Culkin
as Russ Griswold in National Lampoon's Christmas Vacation (1996)
Alicia Silverstone
as Audrey Griswold in National Lampoon's Christmas Vacation (1996)
Victoria Justice
as Anna-Maria Mazarelli in Summer School
Jennifer Garner
as Robin Elizabeth Bishop in Summer School
Kabby Borders
as Kim in Summer School
Flea
as Composer in Summer School
Troy Gentile
as Kevin Winchester in Summer School
Richard Steven Horvitz
as Wondermutt (Dog) in Summer School
Kiefer Sutherland
as Vice Principal Phil Gills in Summer School