The loser sets up as a street caricature artist, with no artistic ability, and must keep drawing strangers until earning $20 in donations. Every portrait is an insult the customer paid for. Art supplies are league-provided; talent is not.
Creative sentence
The Caricature Stand
Similar sentences
More creative punishments in the same weight class.
Poetry Night Reading
The loser writes an original, sincere poem about their fantasy season and performs it at a coffee-shop open mic with zero irony allowed. Snapping i...
The Body Issue Cover
The league produces a fake sports-magazine cover featuring the loser in an athletic hero pose, tastefully draped, professionally lit, absurd cover...
The Ghostwritten Slam
The league writes the poem; the loser performs it at a real poetry slam, receiving the text only 30 minutes before going on stage. Cold-reading you...
The Glamour Shot Session
A professional mall-studio photoshoot in the full late-80s glamour aesthetic: soft focus, feather boa, intense over-the-shoulder gaze. The best pri...