Devimon

Devimon is the first antagonist to face the DigiDestined. He is responsible for enslaving File Island with his Black Gears, hiding the Tags and Crests, and attacking the children directly and indirectly multiple times.

Appearance
Devimon is a Champion Digimon, although a very powerful one, rivaled only by Angemon. He is a jet-black demon with horns and red eyes and two wings with holes in them.

When he fights the DigiDestined in giant form, his wings spread out like VenomMyotismon's.

Personality
Devimon is cruel and cunning, focused only on the spread of darkness. He waits for the perfect moment to strike, otherwise using proxies or manipulation to achieve his own ends. He has no qualms about using illusions to weaken his foes and striking during the night. Devimon also shows remarkable self-knowledge in that he acknowledges that he himself is a small fry in the grand scheme of things.

Digimon Adventure
In  Evil Shows His Face, 

In  Subzero Ice Punch! ,

In  DigiBaby Boom,

In The Legend of the DigiDestined,

Digimon Adventure 02
In An Old Enemy Returns,

In The Crest of Kindness,