Evil Is Cool / Supernatural

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• Meg. Her gleeful slaughter of John's friends in "Salvation" is at the same time utterly horrifying and totally awesome. Not to mention beating a pack of hellhounds in a fight by herself, something no other character on the show has ever done. The fact that she still had some good in her makes her even cooler.
• Azazel is the epitome of this trope. Every second that he's on the screen is pure Nightmare Fuel, and it's awesome. He even managed to pull all the strings to complete his master plan after his death.
• Lucifer. One of the five things in existence that can survive an attack from the Colt, can rip apart gods with as much effort as it takes to swat a fly. Even while trapped in the Cage, a hallucination of him was enough to nearly kill Sam.
  • Special mention to Lucifer in "The End" who has comfortably settled into Sam as his true vessel, is a Badass in a Nice Suit and evokes a Zen vibe that is both cool and creepy.
• Dick Roman. Just watch when his face is nearly burned off, and he just keeps talking like it was a paper cut. Not to mention that he directly or indirectly killed three of the four main characters, though Dean and Castiel didn't stay dead.
• Crowley is this in spades. He's undergone some major Badass Decay recently, but for a time he was widely considered the only reason to watch the show. From the way he played the Winchesters and the Campbells like a fiddle throughout Season 6 to turning Hell into an eternal DMV line because Hell was getting too full of masochists who enjoyed being tortured, and nobody likes waiting in line, he's at once hilarious, classy, and simply magnificent.
• The Trickster/Gabriel. His first appearance in "Tall Tales" is one extended Moment of Awesome, but what takes the cake is his being the first monster to outsmart the Winchesters. Even that is topped by his "The Reason You Suck" Speech to Lucifer, even if it didn't end well. It helps that he usually has a valid point, even if his ways of going about proving it are quite extreme.
• Deanmon. Even just his appearing at all is awesome.
• The Alpha Vampire, Eve's creepiest child. And he comes pretty close to wiping out the Campbell clan in his first appearance.
• Balthazar. Just look at his disintegration of Archangel Raphael's vessel with Lot's salt. Also, the simple fact that it's believable, albeit not true, that he would actually travel back in time and change the course of history just because he hated Titanic.
• Archangel Michael. His entrance in the series, burning Anna to ashes with a touch and sending Uriel away with a Badass Fingersnap, solidifies him as awesome.

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