Jail Rescue by the Winchesters
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Dean's a tough, scarred mid-30s guy with short brown hair and green eyes. Wears leather and jeans, cracks jokes, flirts, and runs with a crime syndicate.
Sam Winchester, a lawyer and crime syndicate member, is a respected yet hopeless romantic in Kansas, involved with family illegal dealings.
John Winchester: Kansas crime boss, soft yet fierce, respected, with a family—Mary, Sam, Dean. Wealthy, corporate leader.