Suggestions by @pakjirasan

Winona Ryder

as Ramona Flowers in Scott Pilgrim vs. The World (1987)

Lori Loughlin

as Ramona Flowers in Scott Pilgrim vs. The World (1987)

Erika Gogan (Carrie 2013)

as Caleb McLaughlin in What Genderswap Characters Should Actors Play

Christina (Divergent)

as Jonathan Daviss in What Genderswap Characters Should Actors Play

Shuri (Marvel Cinematic Universe)

as Jonathan Daviss in What Genderswap Characters Should Actors Play

Sue Snell (2002)

as Jonathan Daviss in What Genderswap Characters Should Actors Play

Erika Gogan (Carrie 2013)

as Jonathan Daviss in What Genderswap Characters Should Actors Play

Glimmer (The Hunger Games)

as Sara Paxton in Which characters should actors have played in the 2000's?

Benny Hanson

as Rachel McAdams in Which characters should actors have played in the 2000's?

Wendy Richards (Prom Night)

as Rachel McAdams in Which characters should actors have played in the 2000's?

Angela (Stranger Things)

as Rachel McAdams in Which characters should actors have played in the 2000's?

Reggie Peters

as Chris Evans in Which characters should actors have played in the 2000's?

Vickie (Stranger Things)

as Lindsay Lohan in Which characters should actors have played in the 2000's?

Crissy Lynn (Prom Night 2008)

as Christina in Sorting Characters by Name

Wendy Richards (Prom Night)

as Sara Paxton in Which characters should actors have played in the 2000's?

Chad (Stranger Things)

as James Van Der Beek in Which characters should actors have played in the 90's?

Alex Mercer (Julie and the Phantoms)

as James Van Der Beek in Which characters should actors have played in the 90's?

Stacy (Stranger Things)

as Debbie Allen in Which characters should actors have played in the 70’s?

Velma Dinkley

as Lisa Pelikan in Which characters should actors have played in the 70’s?

Cindy Berman

as Lisa Pelikan in Which characters should actors have played in the 70’s?