The Demon With A Heart
[Crowley x Female!Reader]
Synopsis: When Crowley saves your life, you can't help but think it was a little more than self-interest.
WC: 1858
Category: 99.9% Sexual Tension (lmfao), 0.01% Fluff + Angst? {TW: Mentions of Demons (obvi), Murder}
Crowley is too iconic not to have fics. I said what I said.
『••✎••』
You didn’t know how to react. It was as if your tongue was taken away, and you couldn’t talk, no matter how much you wanted to thank the man.
No, the demon.
You stood there with wide eyes, staring at the King of Hell, Crowley. He looked the same as before: a clean suit, a snarky comment, and a look of disgust on his face. But, instead of being on the opposite side, he was wiping the blood off of the angel blade he used to kill the angel that jumped you.
He just saved you—The King of Hell.
The very man who told Sam and Dean countless times that he doesn't do anything for free and doesn’t help people without getting something out of it. Yet, here he was, standing in front of you, not asking for a single thing.
The thought was a bit unsettling.
"Purely out of self-interest, darling," He says, breaking the silence and putting the stolen blade into his jacket. "Call it a favor that I plan to collect in the future."
He was about to leave, but you couldn’t let him go. Not without a thank you, at least. You didn't want him to think you didn’t appreciate what he did.
"Crowley."
The man turns back around, his hands in his pockets, his expression unreadable.
"Thank you"
The corner of his mouth turned upward, forming a small smirk. He didn’t say anything but rather kept his eyes on you for a second longer. He then disappeared, leaving you in the dark.
And it did leave you in the dark. For days, weeks, months. He never came for that favor, and he never brought up what happened. In fact, he barely talked to you at all. It was always towards the Winchesters.
You began to believe it was nothing but a dream. That Crowley somehow didn't save you. The angel was a fake, and this was all some sick joke. It felt like gaslighting.
But you knew what happened was real. You remembered the blood splatter and the dead corpse. The way his face contorted when he pierced the angel's heart.
It was all too real.
So, why was he ignoring you? Why did he pretend that it never happened? Was he going to hold it over your head? Or was it just the fact that the King of Hell did something nice for a human?
Was it because he… cared?
One night, you got your answer. It was a quiet night filled with books, tea, and soft music. At least, it was before those idiotic brothers decided to tear down the bunker in search of some book.
You couldn’t remember the exact reason they needed it, but you were too tired to argue. So, you stayed in your room and tried to fall asleep.
That is until the lights went out and the emergency lights kicked on. Okay, now you were annoyed. You got up, slipped on your shoes and a coat, and walked out of your room.
"Alright, what did you two-"
You paused mid-sentence, eyes falling onto the figure in the library. The man was facing the opposite way, but you knew exactly who it was. The familiar black suit and hair gave it away.
"Crowley…"
"Hello, Darling,” he replied, turning around and smiling at you. It was almost unnerving. He didn’t have a malicious aura or even an evil one. Just... a smile.
You looked behind him and noticed… well, nothing. You were expecting the Winchesters to be with him, and yet, it was just him.
"Where are the boys?"
"Moose and Squirrel? Ah, they're off somewhere, doing... well, you know. Something heroic, I suppose. Figured I’d stick around… enjoy the scenery."
That’s when you looked up and understood what he meant. He was stuck, quite literally. Those devil traps they put everywhere finally did something good.
You half-expected him to bring up that 'favor' he was talking about or maybe even just demand to get out of there, but he did neither. Instead, he looked at the ground and sighed.
At the moment, the King of Hell looked just like a caged puppy, sad and alone. If he wasn’t such a… demon, you might have even felt bad for him.
But, you left him in there, strolling along to the kitchen to find some kind of light. You were not giving up your two hours of reading due to power loss.
As you shuffled through the cabinets, looking for any form of match or lighter, the lights flickered back on.
So that’s where the Winchesters were.
You shrugged and turned back to your room but stopped at the entrance to the library. Crowley was still there, but this time, his face was twisted. He was clearly pissed.
"Why did you do it?" The burning question you wanted answered for months finally came out. Crowley stopped his little fit and turned towards you, a confused expression on his face.
He looked like he had no idea what you were talking about.
"I do a lot of things, Chipmunk. You'll have to be more specific."
You walked towards him, resting down the candles and book on a nearby table. You didn’t know why, but the need to confront him was growing.
"Save me all those months ago."
"I don't know what you're talking about."
You were getting closer, now only a few feet from him. Crowley, however, didn’t back away. Instead, he watched as you moved, his expression unchanging.
"That angel could’ve killed me, yet you came out of nowhere and stabbed him. I know you don't do anything out of kindness, so why did you do it? What do I offer that no one else does?"
Crowley stayed silent for a while, not giving any indication of answering your questions.
You thought it was just a lost cause until his expression changed. It was subtle, but you caught it. The corner of his mouth turned down, and his eyes widened, then narrowed.
He almost looked ashamed.
"It's just like I said. Self-interest." He spat out, his voice sounding like venom. You almost took a step back. It still sounded like the same old Crowley, but his tone was different.
You decided to call his bluff.
"I don't believe you."
Crowley raised an eyebrow, a smirk coming across his face. He was amused by the sudden attitude, but it didn’t last long.
"And what makes you say that?"
"I saw the way you looked at me after you saved me. Hesitancy, almost. Like you were unsure. As if..."
The King of Hell stared at you, waiting for the last part of your statement. He was eager but not for the answer. No, he knew what you were going to say.
He was just waiting to hear it come out of your mouth.
"You care."
Those words hung in the air, both of you processing it. Crowley continued to stare at you, the smirk disappearing, leaving his face neutral. He had a blank expression.
A silence grew, the atmosphere turning awkward. It wasn't until the demon let out a loud sigh and looked to the side that it was broken.
"You’re really pulling on the heartstrings, Chipmunk,” he muttered, a hint of sarcasm in his voice. "If I had one, I'd say it was aching."
"Do you?"
You knew what you were implying. Crowley was the King of Hell, the ruler of the damned. He was the furthest thing from human, yet he could walk among them and, sometimes, be mistaken for one.
Was it possible for him to be human or even have emotions?
Crowley looked at you and frowned, clearly not liking the topic. But he didn't deny it. It was a strange sight—the King of Hell, frowning and silent.
It was almost adorable.
"I'm not asking for anything. I just… want an honest answer."
"Well, I am a demon, love,” He stated, his tone changing to a more playful one. “Honesty isn’t quite in the job description."
"Crowley"
You were starting to get impatient, and it showed. Your voice was firm, and your posture was tense. You wanted an answer, and you were determined to get it.
The demon in question let out another sigh and looked at the ceiling as if praying for a quick escape.
"You're a pain, you know that? It's exhausting." He grumbled, rolling his eyes. "But, I suppose, since you asked nicely..."
The man looked at you, his lips pursed. He was still hesitating, which only made you more curious.
"Yes, I care. About you. Happy?"
You blinked a few times, processing the information. Did the King of Hell, the person known for not giving a shit, just admit he cares?
"I-" You started, not knowing what to say. It was a surprise but not an unwelcome one. Crowley wasn't exactly a bad guy, well, a demon.
"Do you actually mean that?"
"Now that…" Crowley started, his voice low and deep. He leaned towards you, making you back up, but the wall soon prevented you from going any further.
He was inches away, his breath hitting your face. You could see his eyes staring into yours—a pretty brown, like a mocha latte.
"…Is the kind of question that will get you in trouble, love."
You weren’t sure what he was planning, but you didn't care. The way his eyes were looking at you, the smirk on his face, the closeness...
He was probably expecting you to back away, but he was wrong. You were an avid reader, obsessive even. This scene wasn't new, nor was it shocking.
The only shocking part was the fact that you were the one in it. And, well, the fact that you didn’t mind it.
"Unlike you,” you whispered, a small smirk on your face. "I don’t care."
Your response made him pause for a moment, squinting his eyes and giving you a confused look. It only lasted a few seconds, though. Soon, he understood, and a chuckle escaped his lips.
"Touché"
You truly believed you were about to lose your chance with the man upstairs, but loud footsteps interrupted you.
"Crowley, you slimy son of a bitch! If you’re not here, we are going to-"
Dean stopped talking as he rounded the corner, seeing you and Crowley close. His expression was shocked, almost comical.
"The hell is going on here?"
You and Crowley both turned to look at Dean, a look of annoyance on the King of Hell's face. Sam came around the corner as well, sharing the same look of confusion.
Crowley gave you one last glance, a bit of disappointment in his eyes, before taking a step back. His attention moved on to the two hunters, his usual smile returning.
And despite the annoyance in the air and the confusion, the only thing that came across your mind was another question that you were sure would take control of your sleep schedule once again.
"Hello, boys," He purred, his arms moving to his side. He was back to his old self, not showing a single sign of what happened moments ago.
Had the beauty thawed the beast?
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Plastic Hearts – Part 23
Pairing: Director!Dean Winchester x Actress!Reader
Series Summary: Los Angeles, 1985. Y/N’s a young actress without any success, hopping from one failed audition to the next until one desperate mistake brings her to her breaking point. Dean Winchester, on the other hand, is a grade A asshole and washed-up director at the end of his career, known for his godawful slasher movies in the 70s and his love for blow, booze, and women. Lost in the toxic Hollywood life, their paths cross when one hopeless little wrestling show changes their trajectory.
Chapter Warnings: +18, language, smut, fluff, angst, quiet hurt & a touch of heartbreak
Word Count: 5.7k
A/N: Oh, you'll hate me again for ending it like this. Have fun, guys 😂
<< 22 || Spotify Playlist || Series Masterlist || Main Masterlist
23. Every Breath You Take
“More?” Dean offers the half-emptied wine bottle and holds it over Y/N’s glass as they sit around the dinner table. The actress throws him a raised look with a little smile playing on her lips.
“Are you trying to get me drunk? You don’t have to. I’m already sleeping here,” she points out in amusement.
“Yeah, but when you’re buzzed, you let me do more shit.” The green-eyed director smirks.
“Ew, Dad!” Claire groans next to him. “I’m right here. This is why I don’t wanna do family dinner with you guys.”
“This was actually a nice idea,” Y/N says with a smile so bright it shows her dimples. “Thanks for cooking tonight. Perfect way to start our last week of filming.”
Dean’s heart stings slightly at her words, but he covers it with a tight smile. The last three weeks passed by rather quickly, and each week, he grew more worried, more nervous, more depressed, and more anxious. This was it. Seven more days before it all imploded. Six more nights before he might not see her again.
He has been wracking his brain, trying to come up with solutions to save the show – to keep her. Cas and Jo are out on fairs, networking with networks and showing their tape to other producers in hopes of getting picked up by someone else, still without any success.
“So, uh, any plans so far? Heard some of the girls are going to auditions, looking for other jobs,” Dean notes and nurses his beer. He doesn’t hold it against them. It’s the business, after all, and everyone’s trying to survive and find their next paycheck.
Y/N bobs her head and sets her wine glass down. “Yeah, actually. I was thinking about taking your advice and going to New York for auditions. I like the idea of doing theater or maybe even a musical.”
Dean forces a supportive smile on his face and hides the heartbreak in his ribcage. “Yeah, you should. You’d be great at it.”
“But, uhm, for now, I’m actually driving to San Diego in a few days for an audition for a musical. I’m not gonna get it, but I figured it’d be fun,” she tells him, and even though she downplays it, Dean can see the excitement sparkling in her eyes.
“Oh, c’mon, why wouldn’t you get it?” he encourages her. He promised himself he’d always be her cheerleader, no matter his own feelings on the subject. He’s trying a new thing these days – it’s called being less selfish.
But God, he hopes she gets it. San Diego is a lot closer to LA than New York.
Y/N snorts into her glass, chuckling. “It’s a Sondheim musical, Dean. I’m not expecting to get it. It’s just good practice.”
“Aiming high, huh?” Dean laughs despondently and takes a big gulp of beer to choke down his tears.
Dammit, Dean thinks. He wishes he could call the dude and tell him what a great woman and actress Y/N is. He’d be lucky to have her in his production. Maybe the director could bribe him to hire her? Would that take things too far?
“How are you gonna get down there?” Dean’s eyes drift to the leg in a cast that rests on a chair next to him.
Y/N gives him a shrug of her shoulders. “I don’t know. Take the bus?”
“I’ll drive you,” he says with a swig of his beer. See? Supportive. He’s really proud of himself, although he wishes he were a lot drunker right now.
“Ooh, uh, Claire, I borrowed two dresses from Alex for you. I put them in your room. You need to pick one for your Winter Formal,” Y/N tells his daughter with a bright smile.
But Claire shakes her head with teenage defiance. “I don’t need a dress. Jack and I are going ironically.”
Dean’s brow furrows in confusion as he blinks at his kid. “What the fuck does that mean?”
Claire rolls her eyes in response and groans. “Ugh, Dad, you’d think for someone who lived through counterculture, you’d understand.” With that, she gets up from the dinner table and takes her empty plate to the kitchen sink.
“I know what she means,” Y/N mumbles nonchalantly.
Dean’s bewildered gaze darts to her. “Really? What?”
Y/N coolly shrugs her shoulders as she sips on her wine before she sighs defeatedly. “Fine, I don’t know. I just wanted to sound cooler than you,” she admits with a cute smile.
Dean snorts a laugh. “Yeah, good luck with that.”
“I’m going to bed. Good night! Don’t be too loud!” Claire yells before the door to her room slams shut.
Dean watches Y/N as she leans back in her chair with a blissful sigh and empties her glass. She has pretty much spent every night at his place since the hospital. At this point, the director has gotten so used to it that he wouldn’t know what to do with himself if one night she didn’t. Why can’t it stay this way?
He never thought he’d be someone who wants to have family dinners every night.
“Too tired for dessert?” he asks with a wiggle of his eyebrows and his signature smirk.
Y/N laughs lightly. “I wish one of these days you’d offer me actual dessert,” she quips.
“Like what? Chocolate cake? Pie? I’d actually love some pie. Maybe we should get one for tomorrow night,” Dean muses, chuckling.
Y/N grins mischievously at him and leans her elbows on the dinner table, resting her chin in her palms. “Maybe you can eat pie off of me.”
Dean curls his lips, his cheeks blushing at the idea alone. His dick seems to like it, too. “God, I love… your brain,” he quickly corrects his course before the wrong words slip out.
And it’s not like it isn’t true. While Y/N hasn’t been able to act and tumble around the ring, she’s been coming up with storylines and basically coordinated matches for the past three episodes. She’s also constantly by his side and mans the booth with him. If Dean didn’t sleep with her and like her, he’d actually be scared she’s coming for his job. She’s pretty much directing at this point, and he just lets her because, well, did he actually ever care?
But his declaration is only a small part of the truth, the full truth being that he loves more than just her damn brain and has for a long while. He’s been trying to say the words for weeks now, started and stopped a hundred times, and tried to pack his feelings into a coherent sentence that honestly shouldn’t be more than three words long.
However, those are some big three words. Monstrous for Y/N. And deep down, Dean knows she might feel like he does, too, but can’t admit it and doesn’t know what the hell to do with it. To her, this little arrangement between them is nothing more than friends who fuck. Only Dean’s aware that they’re actually in a deeply serious relationship, which is maddeningly ridiculous.
But hey, if he keeps his mouth shut, they might make it another five years like this without Y/N running away, so that’s something.
Dean then rises from his seat and offers his hands to Y/N. Her leg is still in a cast, so she has been wobbling around on crutches or hopping clumsily across a room. It’s pretty darn cute.
“Thank you,” Y/N says gratefully as Dean helps her up and slings her arm around his neck before he fully hoists her into his arms. She giggles as he carries her into the bedroom. “You don’t have to do this every night, you know. I can walk just fine.”
“Says you, but truth is, you’ve never seen yourself walk on these things. It’s pathetic,” he teases her and plops her carefully down on the bed.
He flings off his shirt and removes his jeans and underwear as Y/N unbuttons her blouse. The mattress dips as he climbs into the bed and helps her discard her pants. It’s routine at this point, but Dean has really started to cherish the stability. Every morning when he wakes up and smiles at her, he loves knowing that he’ll fall asleep right next to her at night all over again.
Gently, he spreads her legs and slots between them. His lips find hers in the moonlit dark and kiss her with deep affection and burning love, always pouring his whole heart into each kiss and hoping one of these days it’ll stick.
Grabbing a condom from the nightstand, he rolls it over his throbbing length and positions his dickhead at her entrance, slipping into her tight channel till she’s full of him. Her lips part as the same little gasp escapes her that he hears every time he enters her. He loves hearing that noise almost as much as he loves to hear the big one when she comes and the medium ones in-between.
Sometimes, Dean makes her come before, but on nights like these, when she’s already had half a bottle of wine, he rather works quick. While wine makes her louder and more daring, it also renders her quite sleepy.
“Fuck,” she sighs and closes her eyes with a euphoric smile, her pussy gripping his cock tight as she clenches around him. “You’re always so good at that.”
Dean smiles amusedly. Wine makes her chatty, too. “I haven’t even done anything yet, sweetheart,” he remarks.
“Well, I guess I just-… I just love your cock,” she says bluntly and grins up at him. “And those lips.”
See? Wine.
“These ones?” Dean asks teasingly and leans down, pulling one of her nipples between them till she squirms.
“Uh-huh, yes…” she moans softly and cards her hands through his hair, causing a groan to pass his lips. “And that tongue.”
“This one?” Dean lets his tongue roll over that same nipple till it peaks, feeling her arch her back underneath him.
“Yes, and God, those hands and fingers…” she almost whines.
“Those two?” Dean snakes a hand between their bodies, two of his fingers finding her clit and drawing tickling circles.
There’s no more strength left for words. She bites harshly down on her bottom lip and nods vividly. Her cunt clutches him tightly, eliciting a giddy chuckle from him. He loves making her squirm.
Three more squeezes, and he knows he has to move before she grows impatient. He knows her well by now, knows every little detail about her, and loves that he does. They haven’t even been able to do half the things he wants to do to her due to her current injury and inability to move (or bend) as freely.
And yet, he’s still not fucking bored, not in the slightest. He keeps waiting for it, but it never comes.
On the contrary, he appreciates the feeling of knowing someone so deeply and intimately as he knows Y/N. She has become a part of his soul, and he doesn’t know if he could ever cut her out without severely hurting himself. He’s not sure if he could survive a wound this deep.
“Dean, please…”
That was the fourth – like clockwork.
Dean manages to thrust twice before loud punk rock music shakes the walls and drowns out every noise in the entire house. Hell, the whole neighborhood can probably hear it.
Frustrated, his head drops momentarily to Y/N’s shoulder as the actress snorts a giggle. He can feel her body and cunt trembling around him, but not for the reason it should.
“Claire!” Dean shouts angrily. “Turn that fucking music down! Y/N’s trying to sleep!”
“No, she’s not!” his kid yells back through the wall and the unbearable music. “I know you guys are having sex! I don’t wanna hear anything!”
“We’re not having sex,” Dean barks and watches as Y/N gapes at him in sheer playfulness.
“Wow, you lie like that to your kid?” she teases him.
“What d’you want me to say? ‘I’m sorry, you’re right. I’m inside of her now’?” Dean retorts wryly, making Y/N burst into uncontrollable laughter as she snorts into his shoulder. “Can you please stop laughing while I’m trying to fuck you? My soldier’s already retreating.”
But Y/N only laughs harder at that, tears streaming down her cheeks as Dean’s lips purse with a sigh through his nose. She then exhales a deep, long breath, trying to calm herself. He’s seen her do this very move a hundred times during an acting scene.
She clears her throat and tries to force a more serious look onto her features. “How about a little Russian motivation?” she says in her infamous accent and smiles when his cock twitches in agreement. “Maybe some oral manipulation, yes?”
“Oh, fuck yeah.” Dean grins and leans down to capture her lips. “God, I love yo… your pussy,” he quickly corrects himself once more. That was a close one.
Alright, don’t look at him like that and don’t judge him. He’s trying. He really is.
But Jesus fucking Christ, he loves living these days. Who knew his forties would be the best time of his life?
With a big yawn, Y/N rubs her eyes and stretches her arms over her head. The shower in the main bathroom is running with Dean already in it. She grabs her crutches and hops to the window, opening the blinds to let some sunlight in.
She takes a deep breath and enjoys the morning silence for a moment, her gaze drifting out the quiet neighborhood. It has never been this peaceful in the motel. The last three weeks, she has really appreciated waking up in Dean’s bed. She knows she’s probably overstaying her welcome at this point, but he hasn’t kicked her to the curb yet, so she hasn’t been in a hurry to return to the motel, either.
He was right – the memory foam mattress is fucking heaven, especially with a broken ankle.
All in all, she imagined being benched for the show would be a lot worse than it is. Dean’s done a great job of incorporating her anywhere outside of the ring. She’s helping with storylines, training, directing, producing – really anything that could use a few tweaks. The green-eyed director is unfashionably nice to her. Maybe it’s the sex or their friendship or a combination of both. Either way, she’s grateful for him.
However, there’s this tiny voice inside her head that keeps telling her there’s a reason why Dean’s been so nice, and it’s not just the sex. It’s certain kisses and touches and looks – especially the looks – that make her believe there’s something lying underneath the surface. An iceberg so gigantic it could sink the Titanic. Whenever she catches his clandestine gazes from her periphery, there’s this inexplicable feeling that creeps through her veins.
Her peace is disturbed when excessive knocking and an uninterrupted ringing of the doorbell draw her attention to the front door. A part of her expects to find her best friend behind it. Only Jo could be this ruthless and obnoxious.
Y/N hurries to the door as fast as she can, which isn’t fast at all, considering she’s on crutches. Everything is just awkward and slow these days, but she’s been practicing moving around in hopes of joining the show again for the final episode. Billie and Donna have been helping her, too.
But as Y/N opens the door, she’s not greeted by the familiar blonde but by a brunette stranger instead. The only similarity the woman shares with Jo is that she’s incredibly hot and angry, too.
“Can I help you?” Y/N asks with a look of bewilderment, although she shouldn’t be surprised to find a mad woman on Dean’s doorstep.
“I’m Lisa Braeden. I’m looking for my daughter,” the woman says, somewhat impatiently.
Oh.
“Uh…”
Y/N stumps for a moment, eyeing the woman in front of her closely. So, this is Claire’s mother. Dean’s ex. She tries not to feel insecure around her, but it’s hard, considering the woman is a bombshell with perfect curves and flawless features. And if she looks like that now, Y/N wonders what she must’ve looked like seventeen years ago.
The actress suddenly feels very exposed in only the director’s flannel. Truthfully, she looks like she just crawled out of a gutter. Maybe it’s the fact she has just woken up and is sporting major bed-head, but Lisa probably thinks Dean took in a homeless person. The cast and crutches don’t help, either. And then, Y/N wonders why a part of her cares at all what the brunette thinks and reminds herself it’s not a competition.
“Dean? Dean!”
Her voice carries a certain amount of panic that’s probably uncalled for. Yet, it helps. The shower turns off, and not a minute later, Dean stands next to her with only a towel wrapped around his waist, his broad chest still glistening with droplets of water.
He does know how to make an entrance.
Dean’s brow is deeply creased when he takes in the woman at the door, lacking a sense of recognition, however. “What the fuck is all that noise?”
“I’m the fucking noise,” Lisa replies dryly. “I’m here for my kid.”
“Oh…” Dean stumps as well. Then, he swallows thickly and gives her a nervous smile. “Hi, uhm, I’m Dean Winchester.”
“I know who you fucking are, you moron,” Lisa huffs, shaking her head. “You got me pregnant. Where’s Claire?” When neither Dean nor Y/N answer, Lisa rolls her eyes and waltzes past the two inside the house. “Claire!”
“Sure, come on in,” Dean mutters under his breath and shares a wide-eyed look with Y/N, hoping for some guidance.
The actress eyes him up and down, pensively licking her lips. “Maybe you should get dressed.”
With some pants and a shirt on, Dean and Y/N have retreated to the kitchen and sip quietly on their cups of coffee while Lisa and Claire scream at each other. It’s a classic mother and teenage daughter battle. Claire fights for freedom, while Lisa fights for control.
“I had sex with that woman seventeen years ago. Now she’s in my house, yelling at my kid,” the director voices his thoughts out loud, a hint of trepidation shimmering in his green eyes.
“Yup, life has a way of catching up with you. Kinda learned that this year,” Y/N notes with pursed lips and sends him a smile. “But hey, they’re your family now. Kinda nice, right?”
“I can’t tell if you’re joking,” Dean huffs with a bitter look and watches Y/N place her mug in the sink.
“I should probably go. Leave you guys to figure this out,” Y/N announces, one hop on a healthy foot away from walking out the door. “I’ll call a cab.”
“No, don’t! You can’t leave me here alone with them,” Dean pleads, the sheer panic and desperation visible in his eyes and audible in his voice. His gaze bores into her. “C’mon, I need you. This is one of those, you know, friendship moments. Like abortions and getting over coke addictions.”
Y/N lets out a small sigh. How could she leave him after everything he’s done for her? She basically has no choice but to stay and help him through this. “What d’you want me to do? Mediate?”
“I don’t know. Maybe.” Dean shrugs helplessly. “I just know I’m gonna say all the wrong shit at the wrong time. Please. I don’t wanna lose my kid. Help me.”
As she catches his gaze, there’s that inexplicable feeling creeping through her veins again. This time, it even tugs on her heart.
“Okay, uhm, alright. I’ll stay,” she promises him, offering him a small smile of comfort.
Unbeknownst to her, though, Dean comes close to saying the three ominous words once more. It’s getting harder every day to keep them inside. How long does he have until he bursts? He feels like a ticking time bomb.
“Maybe we should all sit down and talk?” Y/N suggests as soon as Claire has stormed into her room and slammed the door in upset.
“About what?” Lisa barks, half-annoyed as she rests her hands on her squared-off hips. “She’s been lying to me for months.”
“Okay, in my defense, she told me you were crazy,” Dean explains with an innocent shrug.
“I don’t care if she told you I beat her and locked her into the basement. If a kid has run away from home, you call their mother,” Lisa retorts furiously.
Dean purses his lips in defeat for a moment, especially when Y/N seems to agree. She’s kind of his moral compass, but he’s not ready to accept his loss yet. “Well, you didn’t call me to tell me you were having a kid. My kid,” he argues and knows it’ll probably backfire. He can tell by Y/N’s frown.
“Oh, excuse me for not calling the guy who didn’t stay for breakfast,” Lisa counters with an eye roll.
Dean’s brow furrows, shaking his head. “I don’t think that’s what happened.” Granted, he’s been high for two decades now.
“I asked if you wanted pancakes. You said, ‘No, thanks, but that was fun.’ And then you got into your car and bolted, never to be seen again,” Lisa recalls, frowning.
“Uhm, that sounds like it was a long time ago,” Y/N interjects in his defense, chuckling nervously. “He’s a different and more mature person now.”
Dean’s heart swells to twice its size. It’s probably the nicest thing anyone’s ever said about him. Although, he can tell she only said it to win Lisa over. She’s a good actress, making even him believe her words. But she’s helping him, so it’s the thought that counts.
“Thanks for the input. Who are you again? Are you his fucking maid?” Lisa arches a brow at her, eyeing her up and down.
“No, she’s not my maid,” Dean replies fiercely but then doesn’t know what else to say. Girlfriend? Lover? Friend? Nothing sounds right. “She’s my, uhm, she’s my actress. She’s my… You know, she’s… She’s Y/N.”
At that, Y/N’s brow draws together in the middle with a tilt of her head. Dean surmises that answer probably sounded even weirder.
“Yeah, I can see you’ve changed so much.” Lisa scoffs sarcastically and folds her arms over her chest, her patience running low.
Y/N subtly clears her throat, deciding to step in. God knows the director needs all the help he can get. “Okay, uhm, it doesn’t really matter who I am,” she says and shares a look with Dean, who anxiously chews his bottom lip raw. “What matters is that Dean has really connected with Claire over the last few months. He’s enrolled her in high school, she has joined AV club, she’s got a really nice and sweet boyfriend.” Dean grimaces at that last part, but Y/N skillfully ignores it and continues, “They’re going to Winter Formal tonight.”
“Yeah, I’m chaperoning,” Dean announces proudly. “This dance is very meaningful to her.”
Lisa snorts a laugh, clearly amused. “My kid does not go to dances.”
“Yes, I do!” Claire suddenly stands in the middle of the living room with the brightest smile. It’s freaky, really. She gleefully holds up the two dresses Y/N brought over last night, feigning her excitement. “Which one should I wear?”
Lisa and Dean disagree on the dress choice, but when Y/N sides with Lisa, Claire takes the hint and quickly disappears back into her room.
“It’s just one night, and it will give you two some time to catch up. Figure this out,” Y/N advocates suggestively.
“Yeah, what she said,” Dean agrees and clears his dry throat, wishing he had a bottle of booze in his hand to calm his nerves. Man, in stressful situations like these, he does miss coke sometimes. But fucking Y/N has been a great substitute, so maybe he’ll just do that as soon as that crazy woman leaves his house again. “Look, I get that you’re angry. But I’m really trying here, okay? She’s doing great at school, I gave her a curfew… I wanna make up for lost time,” he explains sincerely. Y/N sends him a proud smile.
“Fine, one night, but tomorrow we’re leaving,” Lisa relents with a sigh. “I’m not gonna indulge this fucking father-daughter fantasy,” she huffs and then finally storms out of the house.
Y/N exhales a long sigh of relief. “Well, that went better than expected.”
“You think?” Dean checks insecurely. He doesn’t know what he would’ve done if Y/N hadn’t been here to support him. “You’re coming tonight, right?”
Surprised by the request, Y/N’s brow meets her hairline. “You want me to go to your daughter’s Winter Formal with you?”
“Yes, obviously,” Dean states matter-of-factly and blinks at her. “You can’t leave me alone with that woman.”
Y/N heaves another sigh as she looks at him. “Okay, fine,” she surrenders.
Sitting on the bleachers of a fully decorated gym, Y/N realizes she has kind of missed high school. At least, everything used to be much simpler back then. Your crush would ask you to go steady, you’d say yes or no, and then you’d be broken up shortly after prom.
Adulthood is complicated. People are complicated. And love is goddamn unfathomably complicated.
“It’s so weird seeing her with her first high school boyfriend,” Lisa notes with a small sigh next to her. “I still remember her drawing with crayons. Now, she’s running miles away, lying, and making out with a boy.”
“Yeah, teenage romance is a lot more intense,” Y/N says, chuckling softly.
“She won’t wear a dress to my wedding. Refused to. Screamed bloody murder,” Lisa says thoughtfully. “But after spending a few months with her estranged father, she suddenly puts one on.”
“People are complicated,” Y/N reiterates her earlier sentiment.
Claire is complicated. Dean is complicated. And Y/N? She might be the most complicated of all.
“My fiancé is not,” Lisa says, a delicate smile playing across her lips. It’s enough to show her happiness. “I always used to date these guys that would run so hot and then completely cold the next minute. I never knew where I stood. It was exhausting.”
“Yeah, I get it…”
Y/N’s eyes drift to Dean as he chats with one of the other dads by the buffet. She doesn’t know what the director wants from her. She doesn’t know what their relationship even is. One minute, it feels epic, like a love so legendary it should only exist on the silver screen. And the next minute, it feels trivial, like it should’ve never existed at all.
But Dean’s not the problem. Deep down, she knows what that creeping feeling in the pits of her stomach is. And she knows she’s not ready for it. Truth is, Y/N has no idea what she wants and feels lost. Because if she admits one thing, it’d mean the end of another. If she stays in LA for a guy, what would that mean for her career? She doesn’t want to end up like Jo. She’s finally about to have it all, only to realize both at the same time are a mere dream.
And worst of all, even if she did know what she wanted, she’s doesn’t know if she deserves it.
“So, what d’you do, son?” an older man next to Dean asks. He’s already balding and gray, as is the scruffy beard he’s sporting. His suit jacket with a name tag that reads “Chaperone” looks a little worn and sleazy, too. The director figured he’d be one of the oldest dads here, so this guy comes as a pleasant surprise.
“I’m a director of a women’s wrestling show,” Dean replies and takes a sip from the fruit punch. None of the kids have spiked it yet, which is quite the disappointment. What’s happening to today’s youth, huh? “And you?”
“Oh, nice.” The man nods with a smile and pulls out a business card from his suit jacket, handing it to Dean. “Bobby Singer. I own a small chain of strip clubs, although my wife Ellen would probably like me to tell you I’m a small business owner.”
“Got it.” Dean chuckles and glances at the card in his hands. “Bobby’s Body Shop. Oh, hey, I know this one! ‘Where the girls are hotter than the asphalt,’” he quotes the club’s tagline proudly, grinning. “I’m there all the time! Actually got one of your girls in my show.”
Bobby chuckles. “Well, next time you’re there, ask for me. I’ll get you a discount.”
“Thanks.” Dean smirks. And Cas claims you can only network on the fucking golf course. “Oh, hey, you should catch one of our shows. It’s our last one this week. It’s pretty badass. We’re over at the old gym in Watts.”
“Alright, I’ll see you there,” Bobby says with a smile.
Dean’s eyes then drift to Y/N on the bleachers. Last time he checked on her, she was still chatting with Lisa, but the brunette has since left. And as he glances at her now, Y/N has found herself encircled by a group of horny teenage boys, causing his brows to draw together and meet in the middle. They’re like fucking vultures.
“Shoo!” Dean barks sternly at the young men as he approaches the group and watches them scurry away with their tails tugged between their scrawny legs.
With an amused smile, Y/N arches an eyebrow at him. “Glad you’ve decided to join me. It was getting crowded. I’ve turned down about twenty offers to dance.”
“Look at you, you little heartbreaking cougar,” Dean retorts with a teasing smile. “You’re gonna turn me down, too?”
“I have a broken ankle. Did you forget that part? I can’t dance,” Y/N replies.
“Oh, c’mon, that never stopped you before. ‘Sides, I’ve got two working legs and can’t dance, either. So, what d’you say, huh?” Dean holds out his hands for her to grasp.
“Fine,” Y/N relents and grabs his hands, hopping to her feet. “Let’s do some awkward swaying.”
“That’s the spirit.” Dean laughs and rests his palms on her hips, helping her stand as she locks her arms around his neck.
“Is that what you had in mind?” Y/N asks teasingly as she looks up and meets his gaze.
“Kinda.” Dean dips his head and catches her lips, deepening the kiss with his tongue slipping inside her mouth.
“Dean,” she scolds him softly with blushed cheeks and a giggle that surely won’t keep him from doing shit. “There’s people here. Teenagers.”
“So? It’s nothing they wouldn’t do,” Dean remarks mischievously. “And no one’s here that we know. Claire’s caught us like a million times already, and Lisa doesn’t care. C’mon, we never get to do those things in public,” he appeals with a wiggle of his brows.
“Alright,” Y/N surrenders with a small sigh and a smile, tiptoeing up on one foot to press her soft lips back on his. She feels him breath into the kiss, cherishing every second of it. His hands wander from her hips to cup her cheeks, causing her to almost topple over as he forgets that he’s been steadying her. “Whoa, Dean!”
Her giggle interrupts the kiss as she tightens her grip around his neck before he moves his hands back to their place on her hips, offering her support again. She leans her head against his chest, and he rests his chin on her crown.
“Sorry, got carried away there for a moment,” he apologizes with a snicker, pecking the top of her head gently.
“Yeah, that happens with you sometimes,” she teases and buries her head deeper into his shirt. “Your heart’s beating really fast. Are you on something again?”
Dean wants to say it’s love, but that sounds too fucking cheesy.
“Nope, still clean,” he replies instead and doesn’t take offense in her question. “Just nerves, I guess. There’s something I wanna tell you,” he says and licks his lips, swallowing thickly.
Y/N looks up and finds his green eyes, her brow knitting in curiosity. But there’s a perceptive shimmer in her orbs, and Dean knows she can already anticipate what’s coming next. Judging by her shift in weight, he can tell she doesn’t want him to say it out loud.
“Shit, uhm…” She squeezes her eyes shut and fumbles for an excuse. Dean gives her a plethora of time to find a believable one. “I have to go. I promised the girls we’d work out a plot for the finale together tonight, celebrate our last week.”
Dean’s lips quiver but manage to find a smile. “You sure?”
Reluctantly, Y/N still nods and lets out a tense breath. “Yeah.”
It feels like dancing around a big, pink elephant between them. Both of them pretend it’s invisible, although it’s painfully not. It’s even roaring or hooting or whatever the fuck elephants do.
“Alright, I’ll drive you to the motel,” Dean capitulates with a resigned nod.
“No, uh, stay,” she tells him and clumsily hops back to the bleachers to grab her crutches. “I’ll get a cab. You should spend your night with Claire. Figure things out with Lisa.”
“Okay,” Dean caves once more but then grabs hold of her, pulling her to his lips. The kiss is fervent and heated and desperate. So fucking desperate. “One for the road,” he says with a painful smile as he draws back. He doesn’t want to admit that it might be the last one they have shared.
Y/N’s look tells him she feels the finality, too. It’s the epilogue of the best book he’s ever read. The end credits of his favorite movie. The final episode of a show he loved.
“I’m sorry,” she says quietly with a hesitant lip bite and a harrowing swallow.
“Don’t be. Have fun, okay? I’ll see you tomorrow,” Dean says and sends her one last weak smile before he watches her walk away with an aching heart.
24. Don't Dream It's Over – May 4
Honestly, even my cold, cold heart weeped at the end there. Poor Dean 😢💔
But as you can guess from next week's title, we're not done yet 😉
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