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4. Woodmon

Screenshot: Toei
Screenshot: Toei

Woodmon and its evolutionary line of tree-related forms (see: Cherrymon and Puppetmon) are all some of the foulest creatures to pop up in the Digimon franchise. Though tree-Pokémon edge their Digimon counterparts out a bit in terms of having creepy lore attached to them, the Digimon’s overall designs are far more inspired, and they’re much more upfront about their villainy.