Suggestions by @paristhefilmgirl

Christine Taylor

as Chris Hargensen in Carrie (1996)

Winona Ryder

as Eleven / Jane in Stranger Things (late 80's)

Rae Dawn Chong

as Mindy Meeks-Martin in Scream (1982)

Judd Nelson

as Patrick in Tamara (1985)

Max Broussard

as Brian Austin Green in Which characters should actors have played in the 90's?

Amy Irving

as Bree Blatt in Another Cinderella Story (1978)

Millie Bobby Brown

as Gretchen Wieners in Mean Girls (with Stranger Things cast)

Patrick Dempsey

as Spencer Gilpin in Jumanji: Welcome to the Jungle (1987)

Lana Thomas

as Mandy Moore in Characters actors have played or will play

Sara Paxton

as Angela in Stranger Things (2000s)

CeCe Jones (Shake it up)

as Bella Thorne in Characters actors have played or will play

Avalon Greene

as Bella Thorne in Characters actors have played or will play

Rae Dawn Chong

as Young Taissa Turner in Yellowjackets (80s)

Meredith Baxter-Dimly

as Kelly Preston in Which characters should actors have played in the 80’s?

Meredith Baxter-Dimly

as Kate Vernon in Which characters should actors have played in the 80’s?

Meredith Baxter-Dimly

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

Keith "Two-Bit" Matthews

as Emilio Estevez in Characters actors have played or will play

Sadie Sink

as Cady Heron in Mean Girls (with Stranger Things cast)

Sodapop Curtis

as Rob Lowe in Characters actors have played or will play

Max Broussard

as Do Revenge in Characters by media