#many characters

Reapers

Alex: Daisy. The often forgotten princess in the main series who always shows up to race.

Ronald: Rosalina! Not because their names start with R. genuinely I think he'd be interested in her story.

Blessed

Valencia: Always the first to tire of the spectacle, she picks Funky Kong, who isn't in all of the games.

Alastor and Valerian: None (died before the first games ever came out)

Nathaniel: I think he'd have the dlc for 8 and thus play fellow performer Pauline

Neverending Heights

Rita: Waluigi. Absolutely. No question.

Hunter: King Boo

Evelyn: Mario (unless Dana is playing, then she picks Luigi or Yoshi)

Henry: Bowser, though he shuffles through the others on occasion

Nora: Link or Cat suit peach

Arya: Bowser jr (especially when playing with Henry if he plays bowser)

Dana: Mario. Always. It's hard enough to convince her to step away from the job to play. You cannot convince her if she doesn't get the "main" character.

The Merms (temp name)

Katrina: Toad

Harvey: Donkey Kong

Audrey: Shy Guy

Andrew: Princess Peach

Prophe-side (temp name)

(pretending the games exist in their universe for this and the following stories)

Arianna: Luigi. Do it scared but still do it!

Marcellus: Bowser. He already thinks he's the villain, why not lean into it when it doesn't matter?

Katerina: Wendy. She's gotta be in line for the throne somewhere! Right?

Reforged Crowns

Princess Felicia: Peach

Crystal: Peachette