8,293 suggestions

Lee Thompson Young
as Lucas Sinclair in Stranger Things ('90s)

Matthew Lawrence
as Will Byers in Stranger Things ('90s)

Bradley Pierce
as Mike Wheeler in Stranger Things ('90s)

Christina Ricci
as Eleven in Stranger Things ('90s)

Ralph Macchio
as Chase Hammond in Drive Me Crazy (1984)

Heather Locklear
as Nicole Maris in Drive Me Crazy (1984)

Heather Locklear
as Fern "Vylette" Mayo in Jawbreaker (1984)

Heather Locklear
as Annette Hargrove in Cruel Intentions (1984)
Emilio Estevez
as Sebastian Valmont in Cruel Intentions (1984)

Kim Delaney
as Kathryn Merteuil in Cruel Intentions (1984)

Phoebe Cates
as Elizabeth "Liz" Purr in Jawbreaker (1984)

Helen Hunt
as Marcie "Foxy" Fox in Jawbreaker (1984)

Genie Francis
as Julie Freeman in Jawbreaker (1984)

Heather Langenkamp
as Courtney Shayne in Jawbreaker (1984)

Ariana Richards
as Duckette in Pretty in Pink (1996)

Larisa Oleynik
as Amber Mariens in Clueless (2000)

Lacey Chabert
as Tai Frasier in Clueless (2000)

Gabrielle Union
as Dionne Davenport in Clueless (2000)

Kate Hudson
as Cher Horowitz in Clueless (2000)

Amy Poehler
as Iona in Pretty in Pink (2006)