The loser records a complete children's picture book as a full-cast audiobook, distinct voice for every character, sound effects included, and the file becomes league property. It will be played at gatherings forever. Phoning in the villain voice triggers a re-record.
Budget note: this one costs nothing but dignity, which makes it a strong pick for leagues that would rather spend the pot on the champion than on the loser's downfall.
Seen in the wild: fantasypunishments.com