#pissed!reader

"He's an old family friend," you said with a grimace. Calling Dean a "friend" was a complicated situation, and it was about to become a lot more complicated if this little conundrum affected your chances at a big promotion. "What's he in for?"

"Disorderly conduct," she answered, and you had to bite back a breath of relief. If that was all, things weren't as bad as you had initially made them out to be.

"Listen," you sidled up to the side of her desk, lowering your head. "I know this doesn't excuse any behavior that violates the law, but he's a little..."  Leaving the sentence open-ended, the two of you turned your gaze on Dean, who grinned winningly back at you. Your boss sighed.

"Yeah, I can see that."

"Now, I know this is a class C demeanor, and that's not something I take lightly," you continued. "So, if you really think he needs to do the thirty days, I'll support your decision. But do you think we can cut him a little bit of slack just this once?" Your boss gnashed her teeth together in irritation for several moments before she finally responded.

"$500 fine," she barked. "That's the best I can do, but this is a one-time thing, Y/N, you hear me?" You stood straight up, nodding frantically.

"Yes, ma'am." She tossed you the keys to the cuffs.

"Good. Now get him the hell out of my station before I change my mind." As you approached the cell where Dean had been locked up, his face lit up. You first unlocked the cell door, and then knelt down in front of him to unlock the handcuffs.

"Long time, no see."

"Don't," you warned, being careful not to let your boss hear you. When he was free from all restraints, you grabbed him by the arm a bit more forcefully than necessary, ushering him out of the station.

"Come on, 'Mikey,' let's get you home." The moment the door to the station closed behind you, you let go of Dean's arm.

"Y/N," he started.

"Don't," you said again. "Not yet. She can still see us." The two of you walked in silence for a few more moments before you finally reached got close to your car, which was mercifully out of the station's view.

"Look, sweetheart, I-" In one smooth motion, you whirled on your heel, and slugged him right in the mouth. Dean staggered back, clutching his jaw in surprise. You smirked, despite yourself. That had been one hell of a punch. "Son of a bitch!" he swore, swiping his tongue over his now-swollen bottom lip. As you planted your hands firmly on your hips, he took a moment to collect himself. "Okay, I deserved that one," he finally admitted.

"Yeah," you agreed. "You did. I help you and your brother with a case, you sleep with me, and you're gone the next morning? That's a real shitty thing to do, Dean." He took a cautious step toward you, raising his hands placatingly.

"Y/N, I'm sorry. It wasn't anything personal, and I thought we were on the same page."

"And then the next time I hear from you is..." You glanced down at your watch. "Two in the morning to get your ass out of trouble with local police. You know what, I think you might deserve another one." You swung at Dean again, but this time, he dodged.

"Hey!" he exclaimed. "Okay, the first one was totally fair, but don't you think this is pushing it?" You let out a heavy breath through your nose, and your eye twitched.

"I think you’re pushing it," you shot back. Dean bowed his head, as if embarrassed, surprising you.

"I know," he agreed. "I'm sorry." That certainly wasn't what you had been expecting. "How can I make it up to you?" You gave him a suggestive once-over, looking up at him through your eyelashes

"Oh, I can think of a few ways." Dean matched your expression as you traced a finger over his chest.

"That so?" he replied. "Well, I think we can arrange that." You took a step back, clasping your hands together.

"Great! So, you're buying, then?" Dean frowned.

"Wait, what?"

"Breakfast," you answered. "After a long nap, though," you added as an afterthought. "It's still technically the middle of the night, and I was awakened at the ass-crack of dawn to take care of some business, on my day off, by the way." The bewildered look on Dean's face was absolutely priceless. "What else did you think I meant?"

"Well, I mean..." He swallowed hard. "I thought..." Leading him to your car, you patted him on the shoulder.

"Relax," you finally said, relieving him of the embarrassment. "Let's just head back to my place, and we'll get some food a little later, okay?" The eldest Winchester sighed in relief and got into the car.

"Yeah," he agreed. "Okay."

You weren't sure where the miscommunication had happened last time, but his apology did seem genuine. Plus, you got to punch him, so that felt pretty great. You did feel like you had to be careful around him, though. Last time, his charm had pulled you in, but you knew what to expect now. Whatever happened, you were not going to have sex with Dean Winchester again. Probably.

Thank you so much for reading!

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