What is the craziest crossover you can think of that could actually work? I think it mine would be a Persona game (or a SMT in general) with the cast of Scooby-Doo. Think about it, instead of people in masks, they're actually demons rolling around in town. The Persona team would make it funny, and the Scooby-Doo cast is already similar enough to other SMT games. It could work! Someone send an email to Atlus!
Disclaimer: This is a joke thread. I've been working all day long, I'm tired and I need to read something funny. Unleash your creativity, please :).