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The Arrangement (Part 6)

Summary: Jess informs you about Dean’s past, and Sam teases Dean. After dinner, Dean brings you home to find someone unexpected waiting for you, and helps you deal with it.

Pairing: AU!Dean x Reader

Word Count: 2,800

Warnings: language, sexual tension/references, a mild panic attack, mentions of breakups

A/N: Part 6 because I have homework I don’t want to do. Hope you guys like it!

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The Arrangement Masterlist

Summary: in an AU where the Winchester family owns a multi-million dollar company, Dean’s in a bit of a pinch. Grandpa Samuel is threatening to cut him off if he doesn’t straighten out and stop getting into trouble. Instead of taking some responsibility, Dean comes up with an ingenious plan: find someone to pretend to be his girlfriend. You and Dean have never gotten along, but a fake relationship seems to be beneficial to you both… 

Part 1

Part 2 -  Sam disapproves of your little arrangement, and you and Dean have you ‘first date’

Part 3 -  Dean reflects on your first date, and makes plans. The second date goes a little better, and Dean finds out how good your acting skills really are.

Part 4 -  You spend the night at Dean’s place

Part 5 -  Dean struggles to deal with the rest of the morning, and then gets an unexpected call. The two of you go on a double date with Sam and Jess.

Part 6 -   Jess informs you about Dean’s past, and Sam teases Dean. After dinner, Dean brings you home to find someone unexpected waiting for you, and helps you deal with it.

Part 7 coming soon