Suggestions by @jasleenfaydelarosa

Freddie Prinze Jr.

as Ken in Barbie (2003)

Lisa Bonet

as Ola Nyman in Sex Education (1989-)

Freddie Prinze Jr.

as 2000s in Which Actor Should've Played Ken in Various Decades?

Phylicia Rashād

as Skye in Sharknado (1983-88)

Princess Peach (The Super Mario Bros. Movie)

as Heather Locklear in Which characters should actors have played in the 80’s?

Barbie (Live-Action)

as Heather Locklear in Which characters should actors have played in the 80’s?

Brooke Shields

as 80s in Which Actress Should've Played Alaska Young in Various Decades?

Winona Ryder

as Jenna Hamilton in Awkward (1991-96)

Kelly Hu

as Ming Huang in Awkward (1991-96)

Camila Mendes

as 2010s in Which Actress Should've played Lucrecia Montesinos Hendrich in Various Decades?

Jessica Alba

as 90s in Which Actress Should've played Lucrecia Montesinos Hendrich in Various Decades?

Salma Hayek

as 80s in Which Actress Should've played Lucrecia Montesinos Hendrich in Various Decades?

Madelaine Petsch

as 2010's in Which Actress Should've played Marina Nunier Osuna in Various Decades?

Samantha Logan

as 80s in Which Actress Should've Played Effy Stonem in Various Decades

Allison Reynolds

as Goth in Sort by Tropes

Andrea “Dre” Greene

as Villain Protagonist in Sort by Tropes

Jasmin Savoy Brown

as 2020s in Which Actress Should've Played Rue Bennett in Various Decades

Amandla Stenberg

as 2010s in Which Actress Should've Played Rue Bennett in Various Decades

Bianca Lawson

as 2000s in Which Actress Should've Played Rue Bennett in Various Decades

Meagan Good

as 2000s in Which Actress Should've Played Rue Bennett in Various Decades