Supernatural Imagines: Book Two

Checkmate (d.w)

Pairing: Dean Winchester x Female!Reader

Warnings: angst, murder, fearful for your life, psycho ex

Summary: You work as a maid for the richest and most eligible bachelor. You go to his mansion twice a week and clean his house, and you make pretty good money doing it. The only issue? Your psycho ex, but Dean shows you that he might be just a tad worse than Isaac.

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Another day, another eight hours spent in this mansion. This is a place you can never see yourself living in only because you can't ever think to make as much money as your boss does. From what you know, he's the CEO of two companies, has investments in other places, and is just really smart about managing his money. You don't see him often since he spends most of his time in his office or not at the house at all, but he did hire you to clean his mansion. He pays you generously, more than you have ever made in your life, twice even.

He's very generous but you hear he's a cold-hearted bitch. He's the most respected and most eligible bachelor this state has ever seen, but he can be as cold as ice. You've walked past his office before and have overheard him yelling at people more than once. You do not want to be on the receiving end of that cold stare, so it's best if you keep your head down and clean as best as you can without getting in his way.

You walk into the kitchen carrying five bouquets of bright and colorful flowers. Dean doesn't like to keep color in his mansion–only black, gray, and white–so the flowers stand out beautifully. He doesn't seem to mind since they don't move once you put them up. Before you get started cleaning, you replace the old flowers with the new ones and toss the old ones into the trash.

Normally, you connect your speaker to your phone and use music to pass the time, but you promised to call your best friend once you got here because of what happened last night. You grab the cleaning cart from the closet and start with the kitchen, and you call your best friend on FaceTime. It's better than keeping the phone to your ear or putting in uncomfortable headphones in your ear.

"Bitch, you will never guess who just sent me a DM," Gen says when she answers.

"Who?"

"Isaac."

"What did he say?"

"What do you think? You rejected him last night and he thinks coming to me is the next best thing."

Isaac used to be your boyfriend. You were blind to the red flags in the beginning of the relationship because you thought you were in love with him. He said all the right things, did all the right things, and made you feel special. He complimented you all the time, showed you off to all of his friends, and never laid a merciful hand on you.

That is, until about a year into the relationship. The red flags became so apparent that you couldn't ignore them any longer. He became possessive, jealous, controlling, and more violent. He has never hit or slapped you, but he has grabbed you hard enough to leave bruises on your arms. You broke it off a month ago but the bitch won't stay away from you.

He keeps showing up at your house telling you to come home and that you're being overdramatic. He's there when you go get coffee in the morning. He's there when you visit your sister (he's friends with her husband). He's there even in your nightmares. You're shocked he hasn't shown up at your work. You're not sure how Dean would take to having someone like Isaac in, on, or around his property.

"The best thing to do is ignore him. He'll go away," you sigh.

"I don't think so. He was pretty adamant about getting in touch with you. My husband would have kicked his ass if he came over."