So I lost in fantasy football this year, and I was going to suggest a punishment that I have to go onto our local college campus holding a sign saying "I lost in fantasy football, so my punishment is to hold this sign asking people to pie me in the face". Any thoughts or recommendations?

Unless at least one person knows of your kink, it's very shaky ground getting others to participant in some thing like that. Unless it's platonic and fun sure, but if you're going there to get your rocks off, then it's blurred lines at best.

Separating the two, kink and non sexual fun is doable. I guess you need to decide which one are you doing it for?