In honor of Mark Sheppard being promoted to series regular for Supernatural season 10, we look at our top 10 Crowley lines.
Since his debut in season 5, Crowley has become a fan favorite character. He was first introduced as a crossroads demon who had obtained the Colt. Surprisingly, he turned into a tentative ally for the Winchesters in the fight against Lucifer and has had an on-again-off-again adversarial relationship with the brothers since. After recurring for five seasons, he’ll play a major role in Supernatural season 10 as a series regular.
Celebrate the King of Hell with our top ten favorite Crowley witticisms, listed chronologically.
‘They burnt my house down. They ate my tailor!’
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It became clear from Crowley’s introduction that he is a demon into the finer things in life. And he had to give them up to aid the Winchesters in their fight against Lucifer, as he became demonic enemy number one after giving the Colt to the Winchesters to use on Satan. The Winchesters, of course, didn’t have much sympathy for the salesdemon’s plight.
‘In fact I’ll do the shorthand for you: ‘I want my soul back, idjit.’ ‘Fraid not.’ ‘But I’m surly and I got a beard. Gimme!’
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When Bobby summoned Crowley to get his soul back, we got this hilarious exchange with Crowley imitating him. Crowley’s dynamic with our heroes never gets old, as he’s always poking at their quirks with what we might call fond familiarity. There aren’t many who could get away with pushing Team Free Will’s buttons the way Crowley does — and frankly, we wouldn’t want it any other way.
‘Now if you’ll excuse me, I have a little hell to raise.’
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Crowley is always one for a witty retort, but the King of Hell is particularly fond of hellish puns. He’s a hell of a guy, after all. And we love him for it.
‘Is that Bobby Singer? Give him a kiss for me.’
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Crowley’s always one for a good innuendo — or overt sexual joke, as the case may be. He’s not one to discriminate on orientation either. He particularly had a field day during season 7 with the many Dick Roman jokes.
‘What, like Lucifer didn’t worry? Or Michael? Or Lilith? Or Alistair or Azazel didn’t worry?’
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Crowley is currently the longest-living Supernatural villain, and the main reason he’s survived where so many have fallen before him is that he doesn’t underestimate the Winchesters. He’s watched one titan fall after another and does not make the same mistakes as his predecessors.
Continue on to the next page to see the next five Crowley-isms that made our list.
‘You do want to conspire, don’t you?’
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Not only does Crowley not underestimate the Winchesters, he also knows that when their interests line up against a common enemy, it’s best to team up. Where lesser demons would have been squashed by a rogue angel or leviathan, Crowley is still kicking because of his frequent uneasy alliances with the brothers. Always looking out for number one, Crowley is also always ready to backstab Sam and Dean the moment the opportunity arises.
‘This isn’t Wall Street. This is Hell! We have a little something called integrity!’
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Crowley takes pride in his work. He moved up from sales to become the King of Hell in the power vacuum after Lucifer was locked back up, and he’s not content to rest on his laurels. He wanted to weaponize the souls of Purgatory, he survived a power play against a Knight of Hell, and he took the opportunity to make Dean dependent on him as the effects of the Mark steadily worsened. He keeps the deals he makes and expects his underlings to do the same.
‘I deserve to be loved! I just want to be loved.’
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The Winchesters made Crowley the target of the final demon trial; Sam had to inject him with his blood in order to cure him. As the curing process went on, Crowley began presenting increasingly human emotions, much to Sam’s surprise. Though Sam didn’t end up completing the trial, Crowley spent much of season 9 gripped with addiction to human blood and faced with remnants of human emotions, giving everyone, including Crowley himself, a completely new view of the demon.
‘You’re good. But I’m Crowley.’
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With all of Crowley’s snark and his frequent alliances with the Winchesters, it can be easy to forget that he’s incredibly dangerous. Crowley didn’t become the King of Hell for nothing, and he knows it. He’s not just manipulative; he’s also deadly.
‘Let’s go take a howl at that moon.’
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Crowley’s monologue over Dean’s corpse in the season 9 finale was surprisingly earnest. He helped Dean take on the Mark of Cain and continued to shape him as the Mark increasingly affected the older Winchester. But he seemed regretful of Dean’s death, saying that he’d never lied to Dean — only refrained from mentioning that when Cain tried to kill himself, the Mark wouldn’t let him go. We’ll be interested to see what kind of interactions Crowley and demon Dean have in season 10.
Honorable mention
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