In the Widojest tag there's quite a lot of Jester topping, which I can vibe with, but I present for alternatives- Jester as a needy sub, because she would appreciate the extra care given, and Caleb taking on the dom role to fulfill her needs!

Ideas:
Develops out of nowhere? Maybe a first time thing?
Jester spanking?
Gags, if you're into that? Jester is preeetty loud..

Bonus if magic is involved in some way, go crazy!