The loser visits the lowest-rated restaurants in town and publishes passionate, sincere five-star defenses of each one under their real name. Photographic proof of attendance required. Their Yelp profile becomes a monument to bad taste in every sense.
The long haul: this is not a one-afternoon sentence. With a time commitment of one month, the punishment keeps paying out (for everyone else) long after the season ends. Long sentences need a written end date and a league-appointed enforcer who checks compliance.
Seen in the wild: fantasypunishments.com