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The reasons I like ALL the villains shown here.
Nightmare Moon: Wicked design, badass voice, an interesting backstory, a excellent way to kick off the series.
Discord: Interesting design, awesome powers, great personality, voiced by John de freaking Lancie.
Queen Chrysalis: Sociopath, manipulative, defeated the Big Good, only villain with a villain song.
King Sombra: Open ended backstory, intimidating as heck, very savvy, based on freaking Sauron.
Nightmare Moon: Wicked design, badass voice, an interesting backstory, a excellent way to kick off the series.
Discord: Interesting design, awesome powers, great personality, voiced by John de freaking Lancie.
Queen Chrysalis: Sociopath, manipulative, defeated the Big Good, only villain with a villain song.
King Sombra: Open ended backstory, intimidating as heck, very savvy, based on freaking Sauron.