Suggestions by @jasleenfaydelarosa

Rachael Leigh Cook

as Holly Keely in The Spectacular Now (1996)

Sarah Michelle Gellar

as Cassidy Roy in The Spectacular Now (1996)

Neve Campbell

as Aimee Finecky in The Spectacular Now (1996)

Freddie Prinze Jr.

as Sutter Keely in The Spectacular Now (1996)

Sean McCann

as Tommy Keely in The Spectacular Now (80s)

Samantha Langevin

as Sara Keely in The Spectacular Now (80s)

Keanu Reeves

as Michael Palledorous in The Sandlot (80s Teen Cast)

Christopher Atkins

as Scott Smalls in The Sandlot (80s Teen Cast)

Blair Underwood

as Kenny DeNunez in The Sandlot (80s Teen Cast)

Mark Oliver

as Benjamin Franklin Rodriguez in The Sandlot (80s Teen Cast)

Sridevi

as Norma Khan in Dead End: Paranormal Park (80s Live Action)

Diana Dors

as Kat Hernandez in Euphoria (70s Adult Cast)

Ron Lester

as Chad Briggs in Beacon Street Boys (90s Genderswap)

Martin Sheen

as Glenn Leeman in Drop Dead Gorgeous (80s Genderswap)

Anthony Kramreither Jr.

as Robert Austin "Bobby" Leeman in Drop Dead Gorgeous (80s Genderswap)

Christopher Atkins

as Anthony Atkins in Drop Dead Gorgeous (80s Genderswap)

Rebecca Ann "Becky" Leeman

as Burned to Death (Fire) in Fictional Characters Face Claim Sorted by Cause of Death

Jordan (Bodies Bodies Bodies)

as Falling To Their Death in Fictional Characters Face Claim Sorted by Cause of Death

David (Bodies Bodies Bodies)

as Slashed Throat in Fictional Characters Face Claim Sorted by Cause of Death

Alice (Bodies Bodies Bodies)

as Murder (Shot) in Fictional Characters Face Claim Sorted by Cause of Death