The Daymare Diary was Teppen's twenty-third expansion.
Series and characters included in this expansion
- Ace Attorney: Dahlia Hawthorne
- Breath of Fire III: Spectre, Nut Troop, Huge Slug, Audrey, Peco, Spirit, "Ghost Pals" (the McNeil Family Ghosts), Amalgam, "Big Mr. Onion" (Mutant)
- Cannon Spike: Akaby
- Darkstalkers: Anakaris, Lilith
- Devil May Cry: Fetish, Tateobesu, Sin Scissors, Doppleganger
- Ghosts 'n Goblins: "Horned Bully" (The Cyclops)
- Haunting Ground: Homonculus, Mandragora, Debilitas, Daniella
- Mega Man X: Batton M-501, Vile, Tidal Whale
- Monster Hunter: Felyne, Lagiacrus, Shara Ishvalda, Goss Harag, Khezu, Gigginox
- Ōkami: Blockhead, Namahage, Waka
- Resident Evil: Sherry Birkin, Angie the Doll, Katherine Warren, Chief Brian Irons, Claire Redfield, William Birkin, Annette Birkin, Albert Wesker, Jack Baker, Marguerite Baker, Mimic Leech, Colmillos, Iron Maiden, "Man in Red" (Verdugo), Urias Drac, Masked Duke
- Street Fighter: Blanka, Birdie
''The Daymare Diary" contains examples of:
- Nightmare Fuel Coloring Book: The titular diary is this. The drawings start off innocent enough but slowly become more and more deranged.