Family Affairs Masterlist

Summary: When Y/N turns eighteen, it’s time for her to be introduced to the family business their father abandoned them with. Unfortunately, Sam and Dean have different ideas about how best to use her talents, and Y/N isn’t sure she likes either option.

Pairing: Dean x Sister!Reader x Sam 
Rating: 18+
Tags: Dark, PornStar AU, Grooming, Incest, References to underage witnessing of sexual acts/watching of porn, Prostitution

Created for: Bee!! When she came to me with this commission idea I absolutely DIED and we immediately started brainstorming and I’m SO excited to finally be writing and sharing this with you all 🖤

Part 1
WC: 2,500
Tags: dark pornStar AU, grooming, sibling incest, dub-con, references to underage witnessing of sexual acts/watching of porn, choking, dirty talk, female masturbation, making out, groping

Part 2
WC: 2,450
Tags: dark pornStar AU, grooming, sibling incest, prostitution, filming sex, teaching blow jobs, deepthroating, anal sex, degradation/humiliation, car sex, dirty talk

Part 3
WC: 2,692
Tags: Dub Con, dark pornStar AU, grooming, sibling incest, prostitution, watching porn, Daddy kink, lingerie, filming sex, attempted forced prostitution, oral sex (m rec), deepthroating, humiliation, younger!Dean (24), older!Benny (38) 

Part 4
WC: 3,481
Tags: dark pornStar AU, grooming, sibling incest, prostitution, lingerie, filming sex, voyeurism, dirty talk, bottom!Dean, top!Benny, younger!Dean (24), older!Benny (38), anal sex (m/m), dom!Sam, sub!Reader, virgin!Reader, loss of virginity, p in v, heteronormative views on virginity, stereotypical / unrealistic beliefs about hymens (it’s for dramatic effect, just let me have it), praise/degradation kink, choking, Daddy!kink, cum on command, squirting, facial, angst, money problems, free use, references to parent/child incest