Suggestions by @jasleenfaydelarosa
4,407 suggestions
Carmela Soprano
as Olivia d'Abo in What characters would '80s teen actors and actresses play?
Susannah Fisher
as Olivia d'Abo in What characters would '80s teen actors and actresses play?
James Van Der Beek
as Jerry Jerrod in Sex and the City (90s Teen Cast)
James Spader
as Craig Pelton in Community (80s Teen Cast)
Tracy Griffith
as Erin Hannon in The Office (80s Teen Cast)
James Spader
as Robert California in The Office (80s Teen Cast)
Jennifer Love Hewitt
as Natasha Naginsky in Sex and the City (90s Teen Cast)
James Marsden
as Steve Brady in Sex and the City (90s Teen Cast)
Charlotte Ayanna
as Charlotte York in Sex and the City (90s Teen Cast)
Reese Witherspoon
as Samantha Jones in Sex and the City (90s Teen Cast)
Sarah Michelle Gellar
as Carrie Bradshaw in Sex and the City (90s Teen Cast)
Keanu Reeves
as Anthony Marentino in Sex and the City ('80s Teen Cast)
BD Wong
as Peter Dawson in Heathers (80s)
Winona Ryder
as Brianna Parker in Heathers (80s)
Kelly Hu
as Betty Finn in Heathers (80s)
Lisa Bonet
as Heather McNamara in Heathers (80s)
Eric Stoltz
as Heather Duke in Heathers (80s)
Olivia D'Abo
as Veronica Sawyer in Heathers (80s)
Ricki Lake
as Heather Chandler in Heathers (80s)
Samantha Logan
as Natasha Naginsky in Sex and the City ('80s Teen Cast)