Suggestions by @paristhefilmgirl

Heather Locklear

as Serena van der Woodsen in Gossip Girl (1987-92)

Olivia D'Abo

as Jenny Humphrey in Gossip Girl (1987-92)

Lisa Bonet

as Vanessa Abrams in Gossip Girl (1987-92)

Brooke Shields

as Blair Waldorf in Gossip Girl (1987-92)

Dina Fox

as Dinah / דִּינָה in Characters by Name but I'm Excruciatingly Thorough

Tom Cruise

as Dexter Charming (80’s) in Ever After High (in Different Decades)

Jackie Burkhart

as Slytherin in Characters Sorted Into Hogwarts Houses

Jackie Burkhart

as Slytherin in Fictional Characters by Hogwarts House

Jackie Burkhart

as Caucasian/White in Fictional Characters by Ethnicity

Jackie Burkhart

as Parental Abandonment in Sort by Tropes

Jackie Burkhart

as Ya'aqov / Iakob / יַעֲקֹב (Jacob / James) in Characters by Name but I'm Excruciatingly Thorough

Jackie Burkhart

as True Companions in Sort by Tropes

Jackie Burkhart

as Opposites Attract in Sort by Tropes

Jackie Burkhart

as Jacqueline in Characters Sorted By Name (My Version)

Jackie Burkhart

as Valley Girl in Sort by Tropes

Jackie Burkhart

as That '70s Show in All Fictional Characters Sorted by Media

Jackie Burkhart

as Lack of Empathy in Sort by Tropes

Vanessa Lee Chester

as Erica Sinclair in Stranger Things (1996-2003)

Uma Thurman

as Divorced or Has Been Divorced Before in Female Face Claims

Sophie Turner

as Has Been Divorced Before in Female Face Claims