Shadow Friends

Shadow is a anime/manga character in the Kingdom Hearts franchise
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Ansem First meeting: Episode Unknown
Manga Unknown

The Heartless of Xehanort, though he's taken a liking to calling himself Ansem, his former teacher. He is a enemy of Sora.

Darkside First meeting: Episode Unknown
Manga Unknown

A large breed of heartless. One helps destroy the Destiny Islands.

Riku First meeting: Episode Unknown
Manga Unknown

A childhood friend of Sora in the Kingdom Hearts series, Riku played the role of the villain after he embraced the power of darkness. Eventually, he broke free of it's control, helping King Mickey fight the heartless and Sora fight Organization XIII

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