Suggestions by @timemachine

Michelle Trachtenberg

as Nicole Bristow in Zoey 101 ('90s)

Rachael Leigh Cook

as Quinn Pensky in Zoey 101 ('90s)

Andrew Keegan

as Logan Reese in Zoey 101 ('90s)

Kristin Kreuk

as Lola Martinez in Zoey 101 ('90s)

Kenan Thompson

as Michael Barret in Zoey 101 ('90s)

James Van Der Beek

as Chase Matthews in Zoey 101 ('90s)

Haley Joel Osment

as Dustin Brooks in Zoey 101 ('90s)

Britney Spears

as Zoey Brooks in Zoey 101 ('90s)

Joey Lawrence

as Theo Raeken in Teen Wolf ('90s)

Jonathan Brandis

as Liam Dunbar in Teen Wolf ('90s)

Denise Richards

as Malia Tate in Teen Wolf ('90s)

Skeet Ulrich

as Derek Hale in Teen Wolf ('90s)

Sarah Michelle Gellar

as Lydia Martin in Teen Wolf ('90s)

Rider Strong

as Stiles Stilinski in Teen Wolf ('90s)

Liv Tyler

as Allison Argent in Teen Wolf ('90s)

Adrian Grenier

as Scott McCall in Teen Wolf ('90s)

Lindsay Ridgeway

as Mika Samuels in The Walking Dead (1990s)

Ashley Johnson

as Lizzie Samuels in The Walking Dead (1990s)

Kirsten Dunst

as Sophia Peletier in The Walking Dead (1990s)

Mary-Kate and Ashley Olsen

as Judith Grimes in The Walking Dead (1990s)