The Keymasters are the main group of bosses of the game. Each Keymaster carries a key, every key needed to find Dark Demon's hidden castle. There are five total Keymasters present; however, one in particular is not seen or fought during the game.
Main article:Mad Dog
Mad Dog, known as Bounty Boundy, is the first of five Keymasters in the game. Her appearance comes in the shape of a balloon dog. She aims to kill Headdy to collect the bounty Dark Demon placed on his floating head.
Main article:Wooden Dresser
The Wooden Dresser, also known as Jacqueline Dressy, is the second of the five Keymasters in the game. Her appearance comes in the shape of a large wooden doll. Despite this simple look, she has a multitude of costumes to use.
This Keymaster is unseen in the game. According to Beau, Heather got to this Keymaster first, which explains the fifth key that mysteriously shows up when you fight the Gatekeeper. If you look very closely at his silhouette in the opening, he sort of resembles a rabbit.
Spinderella is the fourth of the five Keymasters in the game. His appearance comes in the shape of a massive sphere with long, hammer-like arms, and a device with Dark Demon's emblem stuck to his back.
Main article:Baby Face
Baby Face, or Mitsuru, is the last of the five Keymasters in the game. His appearance changes depending on the health he has; It goes from a baby, to a young adult, to a middle-aged man, and finally to an elder.