Suggestions by @timemachine

Kirsten Dunst

as Melanie in The Babysitter (1997)

Elijah Wood

as Cole in The Babysitter (1997)

Garrett Wang

as Sheldon Lee in My Life as a Teenage Robot ('90s live action movie)

Debbie Reynolds

as Nora Wakeman in My Life as a Teenage Robot ('90s live action movie)

Jared Leto

as Don Prima in My Life as a Teenage Robot ('90s live action movie)

Elisa Donovan

as Pteresa in My Life as a Teenage Robot ('90s live action movie)

Christina Ricci

as Tiff Crust in My Life as a Teenage Robot ('90s live action movie)

Alex D. Linz

as Tuck Carbunkle in My Life as a Teenage Robot ('90s live action movie)

Leonardo DiCaprio

as Brad Carbunkle in My Life as a Teenage Robot ('90s live action movie)

Nikki Cox

as Jenny Wakeman in My Life as a Teenage Robot ('90s live action movie)

Jennifer Love Hewitt

as Britney in Totally Spies! ('90s live-action movie)

Shannen Doherty

as Mandy in Totally Spies! ('90s live-action movie)

Christopher Lloyd

as Jerry Lewis in Totally Spies! ('90s live-action movie)

Tatyana Ali

as Alexandra in Totally Spies! ('90s live-action movie)

Drew Barrymore

as Clover in Totally Spies! ('90s live-action movie)

Elisa Donovan

as Samantha in Totally Spies! ('90s live-action movie)

Adam Sandler

as Jared in Superjail! ('90s live action movie)

Mike Myers

as Alice in Superjail! ('90s live action movie)

Dana Carvey

as The Twins in Superjail! ('90s live action movie)

Winona Ryder

as Polychrome in Nocturnals ('90s live-action movie)