Suggestions by @krmickey97

Betty Finn

as Graham Eaton in Who would you crossover ship these high school characters with?

Ariel Moore (1984)

as Tyra Collette in Who would you crossover ship these high school characters with?

John Milner

as Tyra Collette in Who would you crossover ship these high school characters with?

Peter Parker (Amazing)

as Tyra Collette in Who would you crossover ship these high school characters with?

Craig Manning

as Tyra Collette in Who would you crossover ship these high school characters with?

Nicole Maris

as Jonathan Byers in Who would you crossover ship these high school characters with?

Betty Cooper (Riverdale)

as Jonathan Byers in Who would you crossover ship these high school characters with?

Brian Krakow

as Jonathan Byers in Who would you crossover ship these high school characters with?

Randall "Pink" Floyd

as Jonathan Byers in Who would you crossover ship these high school characters with?

Julie James

as Jonathan Byers in Who would you crossover ship these high school characters with?

Mini McGuinness

as 2000s in High School Characters by Decade

Chris Miles

as 2000s in High School Characters by Decade

Sid Jenkins

as 2000s in High School Characters by Decade

Sid Jenkins

as Jonathan Byers in Who would you crossover ship these high school characters with?

Quinn Fabray

as Jonathan Byers in Who would you crossover ship these high school characters with?

Ally Dawson

as Jonathan Byers in Who would you crossover ship these high school characters with?

Millie Kessler

as Jonathan Byers in Who would you crossover ship these high school characters with?

Spencer Hastings

as Jonathan Byers in Who would you crossover ship these high school characters with?

Diane Court

as Jonathan Byers in Who would you crossover ship these high school characters with?

Laurie Strode

as Jonathan Byers in Who would you crossover ship these high school characters with?