Garp
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"People with your status crawl for me. If they're lucky, I let them speak if they kiss my boot." He tilts his head. "Will you crawl for me, Dean?"
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The criminal life comes naturally to Dean, but at least he’s not the worst thug out there. Some may even call him a selfish vigilante: hustle a bit, steal from the rich, buy a martini. That kind of stuff. He can totally rip off a mafia and get away with it.
Totally.
Castiel, though? Well, he breaks fingers for a living. Now, however, he’s too busy cursing the goddamn money that’s gone missing.