Supernatural Imagines: Book Two

Don't Fight It (d.w)

Pairing: Dean Winchester x Female!Reader

Warnings: angst, gun violence, murder, fluff

Summary: You work for not only a successful businessman but also a man who does less than legal things in his spare time. He hopes to never have to bring you into that side of his life but when your ex makes an appearance, he has no choice but to use his deadly skills to get you out of trouble alive.

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Never in your professional career have you ever been late except for today. Your car didn't want to start this morning so you had to jumpstart it using a portable charger you had lying around from the last time your brother was staying with you. He claims he forgot it but you know he left it there intentionally. He's always looking out for you whether you want him to or not.

You walk into work clutching your purse and water cup to your chest as you make your way to your desk. Due to the darkness coming from underneath your boss' door, you assume he's not in right now. Thank God. You don't have to confront him after being late. You quickly get settled in and immediately pull up your emails to see what kind of day you're going to have today.

As the personal assistant to the CEO of Winchester Industries, you always have a lot on your plate. There is seldom any time for yourself at work which is a good thing because that means the day goes by faster. You admire Dean for what he does and the impact he has made not only on the town you live in but in towns across America. He is involved with environmental technologies, medical devices, and the telecommunications sector. He cares so much about the environment that he develops equipment that helps farmers, medical devices mostly for animals, and strengthens the telecommunication sector across America.

He had an idea one day and decided to do something about it instead of waiting for someone else to do it. Now, he's one of the richest men in the country because of it.

Speaking of the devil, when Dean walks out of the elevator, you're already halfway through your emails.

"Good morning, Y/N," he drawls.

"Good morning, Dean."

"Hey, did you happen to get the contracts for–"

"Already on your desk."

"What about the proposal for–"

"Already done, waiting for your seal of approval. I also have reached out to Phoenix Zoo and set up a Zoom meeting at ten since their medical equipment broke for their gorilla."

Dean leans against your desk with a sexy smirk on his face. What you wouldn't give to see that smirk behind closed doors. If you put aside the fact that you're his personal assistant, there is one reason why you shouldn't fall for a man like Dean Winchester. He's a successful CEO but you know he's involved with shady shit on the side. You're not sure what his deal is but you know it isn't legal. You turn a blind eye to the many times he's come into work with bloodstains on his stark white shirt.

Maybe you should run. Any sane, logical person would but you've never been the one to listen to that side of you.

"What would I do without you?"

"Cry, maybe. This business would crumble without me."

"Don't I know it," he chuckles.

"So, I have two interviews coming in today, both for the marketing department, Dalton Martinez wants to schedule a meeting with you, and–"

"How about this," he cuts you off, "you take care of the interviews today and I'll take care of everything else."

"Okay."