Suggestions by @princeboy

Rachael Leigh Cook

as Lisa Sommers in Teen Spirit (1999)

Score: +4

Natalie Portman

as Lisa Sommers in Teen Spirit (1999)

Score: +4

Alicia Silverstone

as Amber Pollock in Teen Spirit (1999)

Score: +3

Princess Elizabeth (Bill & Ted)

as Brown in Sorting Fictional Characters by Hair Colour.

Score: +4

Princess Joanna (Bill & Ted)

as Strawberry Blonde in Sorting Fictional Characters by Hair Colour.

Score: +6

Shen Mei

as Canon Foreigner in Sort by Tropes

Score: +8

Angela Miller

as Canon Foreigner in Sort by Tropes

Score: +8

Renee Murphy

as Lilly in My Super Psycho Sweet 16 (1989-92)

Score: +4

Michelle Pfeiffer

as 70's in Which Actress Should've Played Sarah Wenham in Various Decades?

Score: +6

Sharon Tate

as 60's in Which Actress Should've Played Sarah Wenham in Various Decades?

Score: +6

Millie Bobby Brown

as 2020's in Which Actress Should've Played Sarah Wenham in Various Decades?

Score: +5

Olivia D'Abo

as 80's in Which Actress Should've Played Sarah Wenham in Various Decades?

Score: +7

Gabrielle Union

as Kate Tunney in The Covenant (1996)

Score: +6

Reese Witherspoon

as Sarah Wenham in The Covenant (1996)

Score: +5

Francesca Reale

as Sheila Burns in Jem and the Holograms (with Stranger Things Cast)

Score: +5

Peyton Wich

as Mark Sanderson in Flying (with Stranger Things Cast)

Score: +6

Mason Dye

as Mark Sanderson in Flying (with Stranger Things Cast)

Score: +4

Michelle Pfeiffer

as 70’s in Which Actress Should've Played Robin Buckley in Various Decades?

Score: +4

Amanda Seyfried

as 2000’s in Which Actress Should've Played Robin Buckley in Various Decades?

Score: +4