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Summary: Sam reluctantly attends a charity gala hosted by the law firm he works for where he encounters Y/N Pendleton, the rebellious mafia heiress, using the gala as a hunting ground for her latest conquest. As Sam grapples with his disdain for the Pendleton family and his automatic attraction to Y/N, his older brother, Dean, proposes a plan to exact a subtle revenge on the family Sam so despises.
Pairing: Sam Winchester x Reader
Rating: 18+
Tags: Lawyer AU, Black Market AU, Bodyguard AU, Lawyer!Sam, Bodyguard!Dean, Dealer!Reader, Unlikely Romance, Enemies to Lovers, Brotherly Teasing, Sam is kinky, Dean is aware of this, Reader is a brat, Age Gap, Teasing, Semi-Public Sex, Dirty Talk, Degradation, Dom!Sam
Word Count: 5k
A/N: Written for my fellow Sam Girl – Gina ❤️
Kinktober Masterlist: Day One / Day Three
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