Suggestions by @dreamleader

Phil Collins

as Toby in Tanks for the Memories

Score: +1

Uma Thurman

as Applejack in Tanks for the Memories

Score: +1

Anna Kendrick

as Twilight Sparkle in Tanks for the Memories

Score: +1

Cameron Diaz

as Fluttershy in Tanks for the Memories

Score: +1

Kate Winslet

as Rarity in Tanks for the Memories

Score: +1

Jude Law

as James in Tanks for the Memories

Score: +1

Winona Ryder

as Twilight Sparkle in Tanks for the Memories

Score: +1

Jennifer Aniston

as Rarity in Tanks for the Memories

Score: +1

Maya Hawke

as Applejack in Tanks for the Memories

Score: +1

Charlie Heaton

as Thomas in Tanks for the Memories

Score: +1

Miles Teller

as James in Tanks for the Memories

Score: +1

Donald and Douglas

as The Tortured Poets Department📝 in Fictional Characters as Taylor Swift Eras/Albums

Score: +1

Duck (Thomas and Friends)

as Midnights 🌧 in Fictional Characters as Taylor Swift Eras/Albums

Score: +1

Rebecca (Thomas and Friends)

as Fearless ☀️ in Fictional Characters as Taylor Swift Eras/Albums

Score: +1

Sam Worthington

as James in Tanks for the Memories

Score: +1

Taylor Swift

as Twilight Sparkle in Characters For Actors & Actresses To Play In Live Action

Score: +1

Alan Ritchson

as Gordon in Tanks for the Memories

Score: +1

Charlie Hunnam

as James in Tanks for the Memories

Score: +2

Jacob Elordi

as James in Tanks for the Memories

Score: +1

Pinkie Pie

as Sabrina Carpenter in Singers/pop stars if they were fictional characters

Score: +1