Diana and Dean Winchester

> "What's going on in here? [...] Do my eyes deceive me? Dean Winchester cooking?"
>
> -  Diana's reaction to  Dean cooking breakfast in the bunker kitchen.

## Canon

### Fandom(s)

* Supernatural
* Teen Wolf

### Relationship Status

* Close Friends/Friends with Benefits, Found Family

## Fanon

### Tropes

* Hair Contrast Duo  - Dean's hair is dark blonde, while Diana's hair is rich red.
* One Head Taller  - Though Diana will slap anyone who mentions it, Dean is a head taller than her, and likes to rub it in her face
* (S)he Cleans Up Nicely  - Diana has gone on a number of cases with Dean, and they have been confused as a couple while on the job. They both wear suits, and Dean glances at Diana multiple times.
* If You Love Me, Leave Me  - When Dean becomes a demon, Diana leaves, and doesn't see him again for a long time, until she has a cure for the Mark of Cain.
* Like An Old Married Couple  - Diana doesn't allow Dean in the kitchen when she is cooking, and makes him do her laundry if he does something stupid. Dean gets annoyed if there is no coffee, and Diana disappears for an hour, coming back with two huge bags, telling him to shut up and stop complaining.

**Diana and Dean** is the relationship between witch/hunter, Diana Winchester, and hunter, Dean Winchester. Diana was the first hunter to find the Men of Letters bunker in 2013, but left for a time before Dean and Sam moved in. Soon, Diana returned and she and Dean became close friends, with Diana banning both Dean and Sam from the kitchen when she was home, and making Dean apple pies to satiate him.

**Dean and Diana** are known as **Deana, DiDean,** or **Diane.**

## Background

Diana and Dean first met in 2005, when Diana and Danae Tlanta, a werewolf-witch hybrid unknowingly followed the brothers onto a airplane, bound for a crash due to a demon possessing someone on the plane. In the midst of the confusion, Diana and Dean crashed into each other, causing the knife that Diana and Danae snuck into through security to slash into the man being possessed by the demon, giving Danae her chance to shove him into the lavatory, while Diana played the part of an oblivious woman, sliding the knife into her boot as Dean helped her to her seat.

After leaving the plane, and getting to the baggage claim, Diana grabbed Dean's duffle bag instead of hers by mistake, and when she and Danae were heading out to the street, Dean stopped Diana, gripping her arm tight as he told her that she'd taken his bag, handing hers back to her, and Diana told him that she was sorry, and was just a little overwhelmed from the flight.

They didn't see each other again until 2013, when they officially met. In the years before that, Diana and Danae would find the brothers on various hunts, or Diana would run into either Dean or Sam in a diner, with neither of them recognizing her until their formal introduction.

## Men of Letters Bunker; 2013

After Diana left the bunker, and locked it up again, the Winchester brothers arrived nearly a month later, and moved in, surprised that the entire place still looked like it was in perfect condition and has been lived in before being abandoned abruptly, which it was. Diana had cleaned the entire place, before getting the call to help Danae and her family before leaving the bunker, as when she had first arrived, it smelled old and musty, and everything had the thickest layer of dust. The files were organized in a weird way that she couldn't understand, which was why Diana organized them in a way she would understand, which was why they were organized well.

Dean and Sam were on a hunt when Diana returned to the bunker. She found the fridge full of beer and assorted ingredients, for meals, such as burgers, chilis, hotdogs, lasagnas and a lot of other pastas, and she also found that two of the bedrooms had been inhabited, and were filled with belongings, and the showers were full of men's soaps, shampoos and conditioners, razors and colognes. Diana went shopping, and returned to the bunker, and cooked a dinner for herself, and was about to package it up when the doors to the bunker opened and she heard people come in.

Putting their things down, Sam and Dean were shocked upon seeing Diana, and initially, they fight, before Sam pins Diana against the wall, and feels something in her shirt, pulling out her necklace; a brass key with an Aquarian star on the hilt, strung on a gold chain. Letting her go, before cuffing one hand to a chair in the library, Dean and Sam interrogate Diana about the key, and she tells them she got it from her father, but it had sat in the glovebox of her car for over ten years, before she found it, and managed to find the bunker.

Neither hunters knew how there were two keys, when there was only supposed to be one, before Dean let slip to Diana that Abbadon was on the loose, and Diana mentioned the placement of all the files on the Knights of Hell that were in the bunker, promising to show them to the brothers if they uncuffed her from the chair.

Dean let her go, and Diana got a good punch on him for cuffing her, before she led them to the filing cabinets, where she pulled out two files, and tossed them onto the library table, opening them with the updates she put into the files when she arrived. While the brothers looked over the files, Diana decided to bring them some of the food she made, heating it up, and bringing it out.

Dean and Sam were confused at first, but happy when they ate her chicken alfredo, before she left them to go to sleep, and both brothers heard the washing machine start in a distant part of the bunker, while they kept looking at the files and combing through data as Diana went to bed, and after two days of living together, which were stiff, Diana started to find her place.

In the weeks that follow, when the brothers are at the bunker, Diana is the designated cook, and even kicks Dean out of the kitchen after he burns toast while smelling the bacon and eggs she was making for breakfast. Her being the one to cook their food and bake in the bunker, Diana learned a lot about what the brothers liked, and due to getting paid for many of the hunts she goes on, thanks to Danae's family, Diana makes sure that they always have a stock, even when she leaves.

Diana began developing feelings for Dean when he and Sam started the trials to close the gates of Hell, and when Dean was exhausted and working to find a way to cure Sam, who got sicker the more time went on after the trials, Diana took care of both of them, feeding both of them, making sure Sam was clean, and stopping Dean from drinking himself into a coma.

## 2014

A year after meeting, Diana leaves for awhile, during which time, the angels fall from Heaven and start a civil war on Earth. Diana returned to the bunker, only to find a prophet, named Kevin Tran, living there, who looked like he needed to be hosed down, and scrubbed with industrial soap, and then sprayed with air freshener.

Dean asked Diana to take care of Kevin the best she could, and because the hunter had a nice ass and pretty eyes, Diana agreed, but didn't tell him to his face, instead stating that he owed her laundry duty for a month, as she only did it once a week.

When Dean and Crowley began their hunt for the First Blade, Diana contacted Danae, who was an old acquaintance of the owner of the blade; Cain. Danae arrived and took Diana to Cain's home, where they waited at the grave of his wife, for Cain to arrive, and Diana asked him why Dean and Crowley were after the blade, since only the bearer of the Mark of Cain could use the blade. Cain told them that Dean wanted it to kill Abbadon, since the only thing that could kill a Knight of Hell was the blade.

Though Diana and Danae knew the consequences, they convinced Cain to transfer the mark to Dean, before watching from the forest as Cain teleported Dean and Crowley out of the house, and took down all of Abbadon's demons himself.

Diana never told Dean that she knew about the Mark, or the Blade, and instead of remaining involved with the destruction of Abbadon, Diana left the bunker and went to Long Island, where she stayed with Danae's son, Conri and his family instead, not wanting to deal with Dean until Sam called and begged her to come back. She returned because Dean had killed Abbadon, but the mark was influencing him and turning him dark, and making Diana more concerned for him, and working with Danae to find a cure for the Mark.

At the end of the year, Diana is running out of steam, and in a moment of exhaustion and weakness, she and Dean mutually seduce each other, and sleep together in Diana's bed. The next morning, Dean wakes up to find Diana there with him, and freaks out when he sees more tattoos on her than he thought he'd see. Diana wakes shortly after, and groans upon seeing Dean, and realizing what she'd done, and quickly got dressed as Dean asked about her tattoos, and Diana turned on him, snapping about it not being an issue, and shoved him out of her room.

They don't talk for weeks, until Dean goes after Metatron, a hedonistic angel wanting to overtake Heaven, and gets killed by the angel, being brought back to the bunker by Sam, and is put in his room, where Diana says goodbye to him, stating that she shouldn't have been rude to him after their night together, before leaving. When she returned to wrap his body, Dean was gone, and so was the First Blade.

## 2015

While Dean and Diana do not interact until after he is cured of being a demon, Diana's influence stretches to Dean as Danae and Conri go after him, trailing him in his bloodbath with Crowley. Danae followed Dean around, taking care of the bodies he left, as well as tracking him down to find him, and since he would head to bars for nights, Danae would take him to the hotel she stayed at, and they would have a night together.

Eventually, Danae returned home, and Diana asked Conri to come, and for two months, the hybrid tailed him, before running into him at a bar where he was singing drunken karaoke, and slept with him that night. Conri ended up being the one to corner Dean, and Diana came out of hiding when Dean was turned back into a human.

She doesn't see Dean again until she shoots Cain in the back of the head with a devil's trap bullet, and the demon turns to her, an angry look on his face before he smiles, and Diana comes closer, telling him that Danae will miss him, and he'll be with his wife. Cain nods bowing his head to Diana as Dean shoves the blade through Cain's heart.

The brothers ask Diana how she knew Cain, and Diana tells them about her friendship with Danae, and how it had led to car trouble in the woods, and a tentative friendship between Diana and Cain, while Danae's connection to him ran deeper. After returning to the bunker, Diana meets Charlie Bradbury, and the two begin a strong friendship.