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queen-of-deans-booty · 11 months

Text

Move On

Pairing: Dean Winchester x Jo Harvelle

Word Count: ~1.7k

Warnings: MCD, angst, minor fluff

Summary: Jo Harvelle is having a hard time getting Dean to open up to her. She gets help from an unexpected stranger that is a little too eager for this to work.

Square Filled: dean/jo harvelle (2022) for @spnaubingo

Author’s Note: i appreciate any and all comments! <3

Jo walks into the local cafe while her crush and his brother are doing some research back in the motel room. She’s been stressing the entire walk over to the cafe because she doesn't know the drink the man she likes loves. She’s been crushing on him for a few months, and she doesn’t even know his drink order.

Thankfully, there is a line which gives Jo time to think about what she’s going to give him. Her nervous energy is what makes you look up from the book you’re reading. You’re sitting in the corner away from everyone else because you hate big crowds. You’d rather stay in and read than be out in public with a bunch of people around you.

Jo fiddles with her fingers the closer she gets to the front, and you decide she’ll be the person you help today. You put your book back into your bag and head over to her.

“Can’t decide what to get someone?” you ask, startling her.

“How did you…?”

“Honey, I’ve been there one too many times. I’ve tried ordering for someone when I didn’t know their preferences.” you laugh. “Whoever he is, get him a caramel macchiato. It’s sweet and sugary. My man really likes that stuff. He drinks it like it’s water.”

“How do you know it’s for a man?”

“You wouldn’t be acting this way for a woman, would you?”

“No, I guess not,” she chuckles.

“I’m Y/N.”

“Joanna but my friends call me Jo.”

Jo’s up next, so you let her order her drinks. The barista gives her a weird look but doesn’t comment on why she’s giving her that look. You and Jo move off to the side when she pays, and you two chat while she waits for the drinks to be ready.

“So, what do you do?” you ask.

“I own a bar with my mom. That’s more of a side gig at the moment. I travel the country helping people who need it,” Jo keeps it vague. “What about you?”

“I was kind of doing that before, but I’m really into helping others in the way a guidance counselor is.”

“Oh, you work at a school?”

“Sure,” you nod once. Jo wants to comment on your strange answer, but then she thinks about her crush and becomes nervous again. “Are you okay?”

“Yeah, I’m just about to meet up with the guy I really like. Him and his brother are doing some research for something they’re working on. I just know nothing about him. I want to get to know him but he won’t let me.”

“What’s his name?”

“Dean Winchester. He’s super nice and funny, but he can be a hard ass that doesn’t like to show his emotions half the time.”

“Yeah, my husband is like that sometimes. It can be a bit of a pain and it can seem like you’re putting in more work into the relationship than he is, but don’t give up on him. It’s so worth it in the end. I promise, he’ll warm up to you when he’s ready.”

“He does the same job as me so I get to travel with him and his brother, but it seems like whenever I try to get close to him, all he does is push me away.”

You’re about to answer when one of the baristas calls Jo’s name. She called her twice, but it’s like Jo didn’t hear her.

“Ma’am? Your drinks are ready.”

“Oh, thank you.” She grabs them and places them into a drink carrier. “It’s nice to meet you, Y/N, but I have to go now.”

“Please don’t give up on someone like him. I find they’re the best kind of people.”

“I won’t,” she smiles.

You watch her walk out of the store and down the sidewalk until she disappears. The smile on your face falters a bit as you fiddle with your hands nervously. Jo makes it back to the motel fairly quickly, and she hands Sam the tea he likes.

“Here you go,” she says and sets the coffee in front of Dean.

Dean reads the sticker on the cup and looks at her with a questionable look on his face.

“This is my favorite drink. How did you know? I’ve never told you this.”

“There was this woman at the coffee shop who helped me. So, did you two find anything?”

“The cursed object is located in the public library across town. We’d have to wait until it closes to reach it. Apparently, it’s pretty popular in town. As soon as we get it, we need to get the hell out of this town because people will know it’s missing.”

“Let's do it.”

Dean takes a sip of his coffee and closes his eyes in thought. His hands shake slightly but Jo thinks it’s because he hasn’t eaten all day. The trio waits until it’s after closing time to head to the library. There is a back door that employees use that Sam can break into. Dean parks in the back so that he’s out of the public view just in case anyone were to drive by.

“Stay here. Holler if someone comes,” Dean says.

Jo’s pretty new to hunting so she doesn’t question Dean’s orders. Her father was a hunter, and she grew up with him telling stories about his adventures. She knows how to shoot a gun and take care of herself if a monster were to show up, but she has a lot to learn and a long way to go.

Jo takes out her phone to play a game when she notices someone running through the backroads that go past the library. She waits for the figure to come closer only to realize it’s you. What’s the harm in talking to you while she waits? You’re a stranger, but she felt safe when she was with you.

“Hey, Y/N, what are you doing out this late?” she says and walks closer to you.

“Hey, Jo! I find running at night better when the sun isn’t beating down on me. Less of a chance to get a sunburn,” you laugh. “Hey, how did it go with your man?”

“He’s not my man,” Jo blushes, “but it went well. Do you have any other advice on how to handle men like him? I want to ask him out but I don’t know how.”

“Well, my husband loves being alone rather than going out. He hates big crowds, and I’m assuming your man is like mine. So, if you were to ask him out, it’d have to be just the two of you. If you’re really serious about him, then maybe you can suggest going on a drive with the windows down to get some burgers and beer. I promise you, he won’t be able to resist.”

“What should we talk about? Like how can I get him to open up about himself?”

“You have to make him understand that you’re not going anywhere. By being alone, it will let his guard down. He needs that trust and security, and then he’ll talk about his feelings all the time.”

“How do you know so much about this?”

“My husband is the same exact way. I guess people with similar interests flock together. Plus, I’m a guidance counselor. It’s kind of in my blood to help.”

Jo looks back at the library and sees Sam and Dean make their way to the back door through the first floor windows.

“Hey, I got to go. Thank you for all your help.”

“Good luck,” you smile and take off running again.

All three of them climb into the car and leave the scene before someone sees or notices their precious artifact gone. With it safely in the box, they can rest easy knowing no one else is going to die. They’ll leave in the morning since it’s pretty late.

“Hey, Dean? Did you want to go for a drive? We can stop for burgers and beers. I’m pretty hungry.”

Dean and Sam look at each other and have one of their silent conversations. Dean shrugs and grabs his jacket. He’ll never say no to beers and burgers.

“Sure, why not?”

Your advice really works on Dean because Jo has been getting somewhere with Dean that she couldn’t get before. She never saw you again after leaving that town, but she kept your words close at heart. She wouldn’t allow Dean to push her away because she feels strongly about being with him.

He wasn’t too fond of jumping into another relationship, but the more he hung out with Jo, the more he realized that he really likes her. If she’s going to be in his life, then he can’t keep blowing her off or treating her anything less than what she deserves.

He has to come clean to her.

Dean takes her on a picnic date on the outskirts of town where there is a beautiful cliff overlooking the mountains below. Jo never expected Dean to take her here much less plan a picnic, but she isn’t complaining.

“Listen, Jo, I have something to tell you.”

“Okay.”

“I don’t mean to push you away or disregard how you feel. There’s a reason why I’m so closed off.”

“You don’t have to tell me if you don’t want to.”

Dean takes out something from his pocket and shows her a simple diamond ring in the palm of his hand.

“I had a wife before we met, but she died three years ago. She was a hunter and she joined me on a hunt. Sam was sick and couldn’t go. She died because of a miscalculation on my part. I couldn't seem to move on for the longest fucking time.” He looks at her with tears in his eyes. “Then I met you, and I’m starting to see that even though I loved my wife and still do, I’m allowed to let someone else into my life the way I did with her.”

“I’m not going anywhere, Dean,” she whispers.

Jo leans in slightly and Dean meets her halfway. You watch from the trees behind them with tears in your eyes and a smile on your face. You did it. You did what you said you were going to do the moment you died in your husband’s arms.

You helped him move on, and now, you can too.

Dean pulls away from Jo and starts to get the food out of the picnic basket when he notices something moving in the trees behind them. He sees his wife walking away in a white dress before misting away completely as if you never existed.

He always had a feeling you were watching over him.

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