Suggestions by @pakjirasan

Cady Heron

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

Spider-Man (Miles Morales)

as Blair Underwood in Which characters should actors have played in the 80’s?

Zack Taylor/Black Mighty Morphin Ranger

as Blair Underwood in Which characters should actors have played in the 80’s?

Olivia D'Abo

as Pandora Moon in Skins (1987-1993)

Samantha Logan

as Effy Stonem in Skins (1987-1993)

Alicia Silverstone

as Cassie Ainsworth in Skins (1997-2003)

Cassie Ainsworth

as Alicia Silverstone in Which characters should actors have played in the 90's?

Kirsten Dunst

as Pandora Moon in Skins (1997-2003)

Cillian Murphy

as Tony Stonem in Skins (1997-2003)

Tamara and Chloe

as Womance in Fictional Character Pairings

Tamara and Chloe

as Best Friends in Fictional Character Pairings

Angela and Stacy

as Toxic Friends in Fictional Character Pairings

Chris and Tina (2002)

as Toxic Friends in Fictional Character Pairings

Chris and Tina (2013)

as Toxic Friends in Fictional Character Pairings

Chris and Norma

as Toxic Friends in Fictional Character Pairings

Steve and Jonathan

as Enemies to Friends in Fictional Character Pairings

Carrie and Sue

as Enemies to Friends in Fictional Character Pairings

Renee Murphy

as Norma Watson in Carrie (80's)

Bloom

as Abigail Cowen in Characters actors have played or will play

Bill and Ted

as Best Friends in Fictional Character Pairings