Hello all! This will be a collection of oneshots for Dean Winchester x Katrina Black (OC of mine). Each chapter is its own fic and will have details at the start.


Title credit - Something The Beatles

The prompt for this was "Just please don't say you love me" - Gabrielle Alpin from jacklesverse bingo on tumblr

Summary: A late night conversation forces Dean and Katrina to deal with the things they've left unspoken for too long. Set early season 8

Warnings: Mild cursing, mentions of alcohol

Original posting date 11/16/2024


Katrina Black had never been a good sleeper.

She'd never considered herself to be a true insomniac… but it was close. Falling asleep, regardless of how tired she may or may not be, was always an ordeal. Whether it was normal life stress, adrenaline from a hunt, a combination of the two, it didn't matter: turning her brain off was, without fail, a herculean task. Then staying asleep? Forget it. Growing up the way she had, the instinct to keep one eye and ear open at all times was impossible to shut down. Every noise seemed to register and set her on edge, big and small, and God forbid there be any light. That was the fastest way to jolt her out of a dead sleep.

It had been that way as long as Katrina could remember, and by now, in her early thirties, she was quite used to it. Instead of dreading the nighttime, she'd even come to appreciate the solace of it. It was quiet when the rest of the world was sleeping, and peaceful in a way that was hard to recreate in other circumstances.

What she wasn't used to was having company. But as of late, company was what she had.

"Can't sleep again, huh," she remarked quietly as she slipped out onto the back porch, two steaming mugs carefully cradled in her hands as she gently shut the door with her foot. Dean's head swiveled in her direction, his green eyes finding her in the low lighting, a tired smile making its way onto his face… a humorless chuckle slipping past his lips.

"Not so much."

In the weeks since Dean had gotten back from Purgatory, there'd hardly been a night that Katrina hadn't run into the elder Winchester brother in the hours she'd gotten so used to spending on her own. He'd even gone so far as to co-opt her spot – not that she suspected he realized that when he'd started coming out here.

Katrina wordlessly settled into the porch swing next to him, shivering against the chilling air and passing one of the mugs to Dean. He accepted it, but looked between her and the mug, his expression growing skeptical when he realized what it was.

"Hot chocolate, Kat? Really? I'm not five."

Kat.

That stupid nickname made butterflies swarm her stomach like she was a damn teenager again. No one else called her Kat, only Dean. To everyone else she was Trina, or Katrina. It had started as his way to annoy her, in those early days when Bobby had introduced them, and they hadn't been able to go ten minutes without bickering aboutsomething. Then somewhere along the lines when neither of them had been paying attention they'd become friends, and he didn't try to annoy her anymore, but the nickname had stuck.

And her fondness for the moniker had grown with the idiot hunter that used it.

"I know," she scoffed, a wry smile forming on her own face as she went to take a sip from the mug still in her hands. "That's why I put vodka in it. And maybe some Bailey's."

His skepticism turned to amusement, and Katrina watched from the corner of her eye as he made a face that saidwhat the hellbefore following her example and drinking.

"Not bad," he admitted as he lowered the mug.

"You should know better than to doubt me by now, Winchester," she quipped, and Dean rolled his eyes, though they both knew he was only being dramatic.

"Yeah, yeah, whatever you say, Black," he griped back, though the fondness in his voice was unmistakable. Silence fell over them as they both settled further into the swing, and Katrina took another sip of the hot chocolate, savoring the warmth that spread through her body as she swallowed it down.

It should have been comfortable, and in many ways it was. She'd known the Winchesters for years now – hunting with them often, researching for them when she couldn't, housing them when they weren't off doing their own thing… the three of them, barring Dean's year in Purgatory, had been practically inseparable since the Leviathans had burned Bobby's house down. Sam and Dean were her closest friends. Her family.

But with Dean, it was nevercomfortable. She was too stupidly hyperaware of his presence for anything involving being around that man to be comfortable. The heat of his body, the way the smell of gunpowder and leather always seemed to cling to him, the aggravating truth in that his solid presence made her feel safe in a way nothing else did.

No, being around Dean never failed to put her on high alert. And he was a goddamn distraction to boot. No matter how much Katrina tried to keep her mind on the night sky and quiet her thoughts so she could make another attempt at sleep, her eyes kept darting to her left. She didn't often see Dean out of his normal jeans and flannel combo, except for these late-night stargazing sessions. Tonight he was clad in a pair of sweatpants and a t-shirt that should have been illegal for the way it showed off his arms and the broad lines of his shoulders. His green eyes gleamed in the moonlight, hair adorably mused from whatever futile attempthehad made at sleep, and the stubble littering his face made her mouth water in a completely inappropriate way.

Inappropriate because Dean was her best friend, and best friends didn't have the kind of thoughts about each other that she was having right now. Thoughts that the year apart had apparently done nothing to quell. Which shouldn't have been surprising. It had done nothing to dampen her not-so-friend-like feelings for him either.

To say nothing of the fact that with the kind of lives they led, there was no room for that sort of thing. She didn't believe that loving a Winchester was the death sentence that Sam and Dean had both, at times, claimed it to be. But she knew enough to know that loving a hunter was always a risk, always invited complication… and all of their lives were complicated enough.

"How's that shoulder doin'?" he asked after a few minutes, breaking the silence and completely oblivious to the turmoil in Katrina's head or the fire his gravelly voice, rough from lack of sleep, lit inside her.

"It's fine," she dismissed, unconsciously rolling the shoulder in question. Earlier in the day, the two of them and Sam had taken care of a vengeful spirit an hour or two south of her house. It had been a simple enough salt-and-burn, but the thing had lashed out like a cornered animal in the last few minutes they were digging, doing what it could to stop them from reaching their goal. In the mele, Katrina had gotten flung at one point and crashed into a nearby headstonehard. She'd been mostly fine, but of course, Dean had immediately clocked the way she was suddenly favoring her left side.

And now, hours later, he seemed as equally unconvinced of her dismissal as he'd been then if the way he was studying her was anything to go off of. His brow furrowed in concentration, and the intensity in his gaze left Katrina trying not to squirm.

"Really, Dean, it was –"

But for all the good her words did her she may as well have saved her breath. Dean, it seemed, wasn't even listening. He was too busy setting his half-drunk mug of hot chocolate on the little table next to him and then reaching out for her. His touch was gentle but firm as he maneuvered her to lean forward so he could run his hand over the tender area. Katrina willed her breathing to stay steady, even as her heart felt like it was beating a mile a minute.

"Well nothing's swollen," he murmured, the concern still evident in his voice. Katrina rolled her eyes and arched an eyebrow at him.

"Yeah, because I'm fine."

Dean paused in his movements and caught her eye, sending her a look that was both exasperated and affectionate.

"And stubborn," he pointed out. Katrina snorted.

"Pot, meet kettle."

Dean sighed but let her go.

"Yeah, yeah," he dismissed, eyes still glued to her form. They both stayed there, frozen in place for a moment, until he frowned. "You look cold."

She was perhaps alittlecold, but Katrina suspected what Dean was actually noticing was the tension that came from the nerves being in such close proximity to him created. She shook her head.

"I'm fine."

This time Dean rolled his eyes, and before she could do anything, he was wrapping an arm around her shoulder and pulling her against him, enveloping her in his warmth.

"Yeah, yeah," he repeated, "I know. You're always fine. C'mon, Kat. It's not a big deal."

Itwasa big deal, if the heat rising in her cheeks was any indicator. But Dean couldn't know that.

"My hero," she muttered, injecting as much sarcasm into her voice as she could manage, and Dean chuckled, the sound rumbling through his chest.

"At least I'm someone's," he scoffed, that self-deprecating tone of his bringing a frown to Katrina's face.

"Don't do that," she chastised, and Dean snorted.

"Do what? Be honest?"

"Put yourself down like that," she corrected firmly and Dean sighed. Despite herself, she found her body relaxing into his more fully.

"You weren't there, Kat. I'm no hero."

She didn't need to ask to know he was thinking of Purgatory. He'd been tight-lipped about the details, but whatever happened had left him rattled.

"You wanna talk about it?" she ventured softly. Dean stiffened for a moment, but then relaxed back into her as he exhaled, shaking his head as he did.

"No."

It was the answer she expected, and Katrina nodded against his chest.

"You know I'm here though? If you do?"

There was no pause that time. Dean nodded.

"I know."

And then he dropped a kiss to the top of her head that had her stomach doing somersaults as if it were the most natural in the world for him to do.

The silence settled over them again, and Katrina tried not to hyper fixate. Dean's fingers started tracing circles on her arm, sending pleasant shivers down her spine, and the sounds of the night washed over them – crickets, she thought, somewhere in the distance, and the occasional howl of an animal.

Eventually, against all odds, it was the steady thrum of Dean's heartbeat that started to lull Katrina back into a state of… not sleep, but rest, she supposed. Her senses dulling and her consciousness allowing her to enjoy the peace of the moment. But it was just that – a moment – and before long Dean was speaking again, his words breaking it apart and filling her chest with a strange mix of hope and fear.

"I missed you, you know. While I was… gone. I, uh… it's nice. Having you around again."

He doesn't mean what you want him to mean,the voice in her head hissed at her.Friends miss each other. Don't make more out of it than what it is.

But somewhere, Katrina knew itwasmore than that. Dean didn't just say shit like that. Still, letting herself ruminate on it too much was risky.

"I missed you too," she admitted. There was a beat of silence, and then the words were slipping out before she could stop them – quiet, but impossible to miss in the stillness of their surroundings. "I was afraid I'd never see you again."

She caught herself as much as Dean by surprise, so much so that she hardly noticed when he moved, shifting them so that, while his arm was still around her, she was no longer leaning into him, and they were instead facing each other. His eyes were wide, betraying how much she'd caught him off guard with the admission, and Katrina felt as though she were being x-rayed the way he was searching her face. She found herself unwittingly holding her breath, waiting for the inevitable fallout, or worse, the teasing.

But instead, his features softened, and a small smile formed on his face. The kind he seemed to reserve only for her.

"C'mon, Kat," he murmured, his free hand coming up to brush some stray hair out of her face. But instead of dropping back to his own lap, it stayed, cradling her face. "I always find my way back to you, don't I?"

In what seemed to be a single breath, the air between them turned charged. On their face, the words themselves were innocent. The way he was looking at her, however, was anything but, and his tone carried a weight with it that the words alone didn't.

They'd been here before. In this space ofalmostand on the verge… but one of them always pulled back. Katrina wasn't totally sure of Dean's reasons, though she had a list she could guess at. Her own were complicated and multi-faceted. Chief among them was a strong disbelief that whatever Dean did feel for her couldn't possibly mirror the feelings she'd been harboring for him. And if it were only her own heart she was risking? It might not have worried her so much – she could deal with pain. But the idea of opening herself up, giving things a shot and having them crash and burn… she knew what would come next, and the idea of having to cut ties with him and Sam was unfathomable. Aside from her younger sister, they were the only real family she had left. And Jenna, as wonderful as she was, didn't understand the life Katrina led. It had been one of the many things Katrina had worked so hard to shield her from.

This time, however, neither of them seemed ready to heed that invisible line. Katrina noticed the way Dean's eyes flickered down to her lips, and she unconsciously wet them while her own heart beat impossibly faster. At first, neither of them moved. And then all at once Dean leaned down and captured her lips with his in a kiss that nearly made her heartstop.

Despite the fact that it was something she'd wanted foryears, it took her brain a few seconds to catch up with the reality of what was happening, and Katrina found herself frozen. But then, just as Dean seemed to be thinking he'd made a mistake, beginning to pull back, she jolted back to life. All of her normal reservations about whythiswas such a bad idea flew out the window, forgotten in the heat of the moment, and she kissed him back with fervor.

Her own mug of hot chocolate was quickly deposited next to her on the bench, her hands eagerly seeking out Dean instead. The arm he'd had around her shoulders dropped lower, securing itself around her waist and pulling her closer. Hi tongue dipped past the seam of her lips, tasting and learning her all at once and letting her do the same, while her fingers found purchase on the short hairs at the nape of his neck.

Katrina wasn't sure how long they kissed – it could have been seconds or it could have been minutes – but by the time they broke apart they were both slightly breathless. They stayed close, Dean pressing one last soft, chaste kiss to her lips before resting his forehead against hers, while Katrina sat there, her head spinning. For awhile it was still just the two of them that she was aware of – Dean's warm breath against her skin, every point of contact, her own heartbeat so loud she could feel it in her ears, the taste of him still lingering… the spiked drink she'd made them mixed with something uniquelyDeanshe couldn't quite put her finger on.

But then reality slowly began to intrude as the rest of her senses returned to her. All the reasons she normally held herself back started screaming at her, and the panic began to set in.

"What was that?" she asked carefully, taking care to keep her voice steady. Dean, still cradling her face in his hand, smirked slightly.

"A kiss, Kat. I believe you're familiar with the concept based on what I've seen from you before."

It was such a Dean thing to say. And under other circumstances she might have laughed, or come up with her own quip back, but she was still having trouble with rational thought.

"Wedon't kiss," she pointed out. Dean shrugged, his thumb swiping over her cheek.

"Yeah, well maybe we should change that."

Before she could think of anything remotely reasonable to say, he was kissing her again. And for just a moment, Katrina let herself get swept up in him once more. But this time when he went to deepen it, Katrina pulled back, the panic overwhelming the more pleasant sensations Dean had sparked.

"Dean, I –" she started, her voice catching in her throat, embarrassingly choked by emotion.

"What? What's wrong?" he asked, the teasing tone from before switching to one of genuine concern, and Katrina swallowed hard, willing herself to get her shit under control. This wasn't her, she didn't getemotionalover guys, or anything, really… but then, Dean had always had a way of making her break even her own rules.

"I can't do this," she managed to get out, ignoring the confusion mixing with the concern in his expression. "It's a bad idea. I can't… I can't just be a way for you to blow off steam. That's not gonna work for me, and…" she trailed off, only dimly registering the look of abjecthorroron Dean's face.

"Kat," he said slowly, his voice gentle but tinged clearly with pain. "Is that really what you think is goin' on here? That I'm just trying toblow off steam?"

Katrina closed her eyes, focusing on taking a breath. Somewhere in the back of her mind she half wished that when she opened them again it all would have been some sort of fever dream. But, of course, it wasn't, and when she opened them again Dean was there waiting.

"Isn't it?"

His face fell and he pulled back, his frown deepening while Katrina found herself already missing the proximity.

"Hell no. Look, I know I'm not Mr. Touchy Feely here, but I really thought we were on the same page about this."

This was dangerous territory. Territory that Katrina both wanted to and dreaded entering.

Because Dean was… not right, but not wrong either. There wassomethingbetween them, something more than friendship, evident alone from how different their relationship was from the one she had with Sam if nothing else. But whatever that something more was, Katrina couldn't be foolish enough to let herself believe that Dean felt the same way about her. She loved him, she knew that. And sure maybe his feelings weren't strictly platonic… but he didn't love her. Not like that.

And if even if he did? Dean Winchester didn't do relationships. She'd been there for the aftermath of Lisa and Ben… watched him struggle through the wreckage… and she knew better than anyone that he'd sworn off the idea of ever letting himself get involved like that again.

"I don't know what to say," she mumbled, and Dean looked at her in slight disbelief.

"You can say whether I'm wrong or not."

Katrina opened her mouth to do just that, but the words wouldn't come. She tried a second and a third time too, and after that last attempt a smug expression worked its way onto Dean's face, some of the tension easing from his body.

"So I'mnotwrong," he theorized. "You want to be with me too."

"Except you don't do relationships," Katrina pointed out quickly, "and I'm not looking to get my heart broken."

Dean softened, the corners of his lips tugging down again, and Katrina could practically see the gears turning in his head.

"Why don't you letmeworry about what I do and do not do?"

"Are you actually suggesting what I think you are right now?"

"Depends," Dean asked, some of that devil-may-care attitude of his making an appearance again. "What do you think I'm suggesting?"

Katrina wasn't having any of it, though. Mind still reeling, she huffed and moved further back from him, turning to grab for her mug.

"I swear," she started to complain without really knowing where she was going with it. "God forbid you be serious for justone–"

Dean's hand shot out almost immediately, cutting her off mid-sentence as he pulled her right back where she'd been, his arm coming around her even more securely than before. He kissed her again, this time slow and purposefully, breaking away while her brain was still going fuzzy.

"Iambeing serious, Kat," he said. "Look, I get it, you're scared, and people in our line of work don't get happy endings. But c'mon. It's been here, whatever this thing is between us, for too long, and I'm tired of pretending it isn't. You said you were afraid you weren't gonna see me again? Hell, I was too. And I was more afraid that I'd never get a chance to figure this out. I want to be with you, and not just for a night or for while it feels good. This is what I want… I'm ready to fight for it."

"Dean –" she began, but he cut her off, shaking his head.

"And, say what you want, but as long as you've known me, I'venevergiven you a reason not to trust me. So if I'm telling you how I feel, you should know I mean it."

By the time he was done speaking, Katrina's eyes were uncharacteristically watery, and she quickly blinked back the tears, refusing to let them spill over. Dean noticed anyway, and frowned, cradling her face once more and smoothing his thumb over her cheek.

"What are you thinking, Kat?" he prompted gently, and she let out something that was somewhere between a cry and a laugh.

"I'm thinking this is insane," she admitted, which pulled a crooked smile from Dean and her own watery chuckle.

"Yeah, maybe a little," he allowed. "But that doesn't make it any less real." She let out a puff of air, and he sighed. "C'mon, Kat. I lo –"

"No," she cut across him firmly, and Dean blinked back in surprise.

"No? No what?"

Katrina bit her lip, her emotions threatening to overwhelm her again, and she looked down at her lap, unable to meet his eye.

"Just please don't say you love me."

Her words hung there between them, until Dean tilted her chin up, forcing her to look back at him. It was impossible to miss the earnest expression on his face.

"But what if I do?" he asked. Brain short circuiting, Kat blinked back stupidly.

"Then you're crazier than I am," she finally said, and at her words a genuine smile cracked Dean's face, his laughter sounding almost inappropriately loud after their conversation colored by whispers and murmurs. It didn't last long though, and before Katrina could make sense of any of it, Dean was dipping his head again, pressing a short, sweet kiss to her lips and returning his forehead to its previous resting place against hers.

"Sweetheart," he began, managing to maintain his sincerity despite the laughter still underlying his voice, "I've always been crazier than you."