Suggestions by @elonmuskhatesme

Lucy Gray Baird

as Girl I've Always Been in Characters as Olivia Rodrigo songs

Hiccup Horrendous Haddock III

as Ballad Of A Homeschooled Girl in Characters as Olivia Rodrigo songs

Hiccup Horrendous Haddock III

as Brutal in Characters as Olivia Rodrigo songs

Peter Parker

as The Prophecy in Characters as Taylor Swift Songs

Ella (Cinderella)

as The Bolter in Characters as Taylor Swift Songs

Amy March

as The Bolter in Characters as Taylor Swift Songs

Hiccup and Toothless

as Peter in Characters as Taylor Swift Songs

Peter and MJ

as Peter in Characters as Taylor Swift Songs

Cassunzel (Rapunzel and Cassandra)

as Cassandra in Characters as Taylor Swift Songs

Hiccup Horrendous Haddock III

as The Prophecy in Characters as Taylor Swift Songs

Alice Liddell

as I Hate It Here in Characters as Taylor Swift Songs

Coraline Jones

as I Hate It Here in Characters as Taylor Swift Songs

Fishlegs and Snotlout

as So High School in Characters as Taylor Swift Songs

Lucy Gray Baird

as The Albatross in Characters as Taylor Swift Songs

Aziracrow (Aziraphale and Crowley)

as The Black Dog in Characters as Taylor Swift Songs

Varigo (Varian and Hugo)

as The Alchemy in Characters as Taylor Swift Songs

Hans and Anna

as The Smallest Man Who Ever Lived in Characters as Taylor Swift Songs

Maleficent

as Who's Afraid Of Little Old Me? in Characters as Taylor Swift Songs

Ember and Wade (Elemental)

as But Daddy I Love Him in Characters as Taylor Swift Songs

Shrek and Fiona

as But Daddy I Love Him in Characters as Taylor Swift Songs