The Hatless Man was originally just a random speakeasy patron... and then Fiesta Ace Dick took his hat. He had a little too much to drink during the witching hour and bought the Ink of Squid Pro Quo.
He attempts to drink the ink on top of DMK's hat, but the ink is swatted out of his hands by Hysterical Dame. Later, he finds his hat on top of Death's head in the black hole. He then vomits in it, but wears it anyways. Shortly afterward when the moon fell down on the hat, he was the only one smiling at the imminent demise.
In the epilogue, the Hatless Man appears again in Hell, prodded by the Devil's Fork. He is, indeed, hatless again. His hat is taken by the Completely Sane Man for his wedding outfit.
| Problem Sleuth Characters |
|---|
| Team Sleuth |
| Problem Sleuth - Ace Dick - Pickle Inspector |
| Hysterical Dame - Nervous Broad |
| Four kingdoms |
| Elves - Hogs - Weasels - Clowns |
| The Four Heroes |
| Villains |
| Mobster Kingpin - Madame Murel - Demonhead Mobster Kingpin |
| Deities |
| Death - Godhead Pickle Inspector - Demimonde Goddess - The Devil |
| Allies |
| The Whale - Candy Mecha - Hearst - Hired Muscle - Honeybee Professor |
| Minions |
| Beasts - Whores - Thugs - Worker Bees - Courtesan Angels |
| Non-Canon |
| Midnight Crew (Spades Slick - Diamonds Droog - Hearts Boxcars - Clubs Deuce) |
| Laborer Wasps - Professor Wasp - Zombie Astronaut - Little White Cat - Fuzzy Man Bear and Sarah |
| PS HD - AD FAD ZAD - PI NB PPI FPI PFPI FFPI - MK DMK BHMK MM |