#director!dean winchester

[waynes-multiverse]

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 😂

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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

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 😉

TAGS:

Everything Jensen: @alwaystiredandconfused @xlynnbbyx @lyarr24 @deans-spinster-witch @blackcherrywhiskey

@deansbbyx @foxyjwls007 @ladysparkles78 @roseblue373 @zepskies

@agalliasi @yvonneeeee @hobby27 @iamsapphine @globetrotter28

@mxltifxnd0m @lacilou @feyresqueen @suckitands33 @onlyangel-444

@syrma-sensei @perpetualabsurdity @deans-baby-momma @yoobusgoobus

Everything Dean: @SnowAyumi

[let-me-be-your-home]

This was the first time Jensen directed and I love how endearing he was about it. How shy, tired and a little bit daunted about it all. His proud smile at the end of a good episode finally done and the smile when he got the clap board 😍

#JensenWeek - Director Jensen Ackles

[all-yourn]

Dean Winchester & "O Ruthless Great Divine Director" by Lingua Ignota

[nym-wibbly]

Supernatural 5x04 The End.

Artistic choices in Supernatural that make your brain melt. I'd love to know who on set made that artistic choice.

[sweetonsugden]

Source

[whoawardwinchester]

A Winchester Chronicle (c3)

Please consider liking, commenting, and reblogging. It fuels the creativity and lets me know you're enjoying my hard work.

Summary: Chapter 3 delves deeper into the filming of "Supernatural" as Y/N grapples with developing Raven's character amid personal and professional challenges. Tensions escalate when Jensen confronts Y/N about her health scare, leading to a heartfelt confession and a pivotal decision. Meanwhile, Jared's romantic developments spark joy amidst the drama, setting the stage for unexpected changes in relationships and dynamics among the cast and crew. The chapter ends with Jensen's revelation and a lingering sense of anticipation for what lies ahead.

Pairing: Jensen Ackles x Reader

Content Warning: (subject to change per chapter as this series is written) Body insecurities, Smut, unprotected sex, creampie, fingering, teasing, erotica reading. Readers are advised to proceed with caution due to these themes and scenes.

Rating: 18+ for the whole series.

This is a work of fiction. There is no hate for anyone in real life.

If you want to be added to the tag list for this series, just let me know! Also be sure to tell me how I'm doing or request anything related to Jensen/Dean!

Masterlist

Chapter 3: Based off of the episode "In the Beginning"

The sun rises on another intense day of filming, the air buzzing with anticipation as the crew prepares to dive into a pivotal episode of "Supernatural." You arrive on set, your mind still swirling with the events of the previous day. The tension with Jensen and the lingering effects of your medical incident weigh heavily on you, but you push it aside, determined to focus on your work and your character, Raven.

As the director gathers the cast and crew, he pulls you aside privately. "Y/N, are you still okay to keep shooting today?" he asks, his concern evident.

You nod, forcing a smile. "Yeah, I'm good. Let's do this."

Unbeknownst to you, Jensen is trying to eavesdrop on the conversation, his curiosity piqued. He leans subtly against a wall, straining to hear your reply. Just as he catches a snippet, Misha sneaks up behind him and whispers, "Boo!"

Jensen jumps, knocking over the coffee bar in the process. Cups and stirrers clatter to the floor, causing a commotion.

"Sorry!" Jensen mutters, embarrassed but grinning as the crew chuckles and helps clean up the mess.

The first scene to film is Sam sneaking out of the motel room. You stand off to the side, watching Jared transform into Sam. The tension is palpable as he slips out the door, heading to meet Ruby once again.

You exchange a brief, tense glance with Jensen as he prepares for his next scene. You can see the concern in his eyes, but you quickly look away, focusing on your script.

Filming Dean's Time Travel Next is the scene where Castiel appears beside Dean's bed, ready to transport him back to 1973. Misha, in full angelic attire, exudes a calm yet commanding presence as Castiel.

"Action!" the director calls.

Misha places a hand on Jensen's shoulder. "You need to stop it," he intones, his voice resonating with celestial authority.

The scene shifts to Lawrence, Kansas, in 1973. You watch as Jensen expertly navigates the emotional terrain of meeting his parents' younger selves and his maternal grandparents. There's a depth to his performance that draws you in, making you momentarily forget the tension between you.

As Dean discovers the truth about Mary's desperate deal with Azazel, your character, Raven, is introduced in a pivotal moment. Raven is a mysterious figure who has been watching over the Winchester family line, aware of the supernatural deals and their consequences.

"Raven, what are you doing here?" Dean demands, his voice a mix of anger and confusion.

"I'm here to help you understand, Dean," you reply, your voice steady and enigmatic. You then stride across the room, your hips swaying with confidence. Jensen's eyes follow your movements, his concentration slipping as he gets distracted.

"Uh, you need to know there's more forces at work here than you can see," he blurts out, inadvertently mixing his line with yours. The set erupts in laughter at the unexpected blooper.

"Cut!" the director calls, chuckling. "Let's take it from the top."

Jensen shakes his head, embarrassed but smiling. "Sorry about that, Y/N. I… I…" He debates telling you how Raven's walk caught him off guard but settles on trying to ask how you are. "I wanted to see how you are doing?"

You give him a shrug. "Never better, Winchester. Thanks for the concern."

You were mad. Now, he wanted to ask you now? There had been plenty of time to ask you. Hell, he could have called you, texted you, pulled you aside in between takes, and he chose now in the middle of a scene to ask you how you are?! You were fuming. You finish the scene with no more mistakes and take a moment for yourself.

During a break, Misha approaches you, noticing the tension. "Hey, Y/N, are you okay? You seem a bit off today."

You glance at him, your expression a mix of frustration and sarcasm. "Oh, I'm just peachy, Misha. Why wouldn't I be?"

Misha raises an eyebrow, sensing your irritation but doesn't respond. Instead, he walks away, heading straight for Jensen.

"Misha, what's going on?" Jensen asks as Misha approaches.

"What's up with Y/N?" Misha inquires, his tone serious.

Jensen sighs, running a hand through his hair. "It's Dee. She wouldn't let me help Y/N after her medical incident. We argued, and now Y/N is avoiding me."

The set pulses with tension as the crew prepares for the episode's climactic scenes. You immerse yourself in Raven's character, channeling your frustrations into your performance. The scene where Raven confronts Dean and reveals crucial information about Azazel is intense, and you pour all your energy into it.

Jensen matches your intensity, and for a moment, the tension between you fuels a powerful dynamic on screen. But as soon as the director yells "Cut," the walls come back up, and you're left with your unresolved feelings.

After the day's shoot, you decide to offer to take everyone out to dinner. "Hey, how about we all grab some food together? My treat," you suggest, hoping to lighten the mood.

Jared smiles but shakes his head. "I appreciate it, Y/N, but I have plans with Gen tonight. We're going on a date."

Everyone is excited for him, and Jared gushes about how wonderful Gen is. Jensen makes a joke, "So, am I invited to dinner, too?"

You ignore him, focusing on the rest of the group. "Alright, everyone else, let's meet at the diner."

As the group heads out, Jensen approaches you. "Y/N, wait."

You snap, unable to hold back your frustration any longer. "You hurt my feelings and I feel like I can't trust you."

Jensen looks taken aback. "I just want to know what happened to you. Why did you pass out?"

"I can't tell you. You don't deserve to have that personal information, Jen." The way his nickname falls from your lips makes him catch his breath. He hadn't heard you call him that before, and it stirs something in him.

Jensen shifts uncomfortably, trying to hide his growing erection. "I'm sorry, Y/N. I really am. I just want to make things right."

You shake your head, the hurt still fresh. "It's not that simple, Jensen. Not anymore."

He watches you walk away, feeling a mix of regret and longing. He hesitates, then reaches out for your arm, gently but firmly pulling you back to face him. His voice goes to a low grumble as he whispers at you. "I cannot stay away from you, Y/N. I can't even begin to tell you how badly I wanted to stay by your side when you were unconscious. To hold you… to… I even called Jared to help you." You didn't take Jensen to be an emotional person, but tears were welling up in his eyes. You could feel the remorse.

You step forward and embrace him in a hug. "Jen… I didn't realize that you called Jared to come help me. I appreciate you so much." You hug him tightly, feeling his erection poking you in your lower stomach. You look down briefly at it, then back up at him.

"Jensen," you whisper, your voice softening. You look at him with concern. Disdain for Dee rising in your chest. You didn't want to hurt either of them, but you realized you're attracted to Jensen more than just a friendly face in your archive of make-shift family. You suddenly noticed his breath on your cheek, warm, with a lingering scent of a mint he just ate. His lips luscious and inviting. He was leaning closer to you, his green eyes fixated on your mouth, too. "We can't!" You say firmly, creating distance between the two of you.

"I know," he murmurs, shifting to conceal his still growing erection. "I know…" He repeated, lower.

You clear your throat and turn to walk away, but turn back again. "You're welcome to come eat, if you'd still like to." He contemplated your invitation. "Thanks. I'm just going to head home though. See you tomorrow."

Later, as you sit in the dim light of your trailer unwinding with a cup of chamomile tea, your phone buzzes with a message. It's from Jared: "Hope you're feeling better. We're all here for you. See you tomorrow." You smile faintly, touched by his kindness, and you text back, "Thank you. I am feeling much better, thanks to you and Misha. I hope your date went well! TTYL." But your thoughts quickly turn back to the unresolved tension with Jensen.

Suddenly, there's a knock on your trailer door. You open it to find Jensen standing there, looking tense and determined with sweat glistening off his body.

"Y/N, can we talk?" he asks, his voice strained trying to catch his breath.

You step aside, letting him in. He paces for a moment before turning to face you. "I just broke up with Dee," he says, his voice heavy with emotion.

Your heart skips a beat. "Wait. Jen, I never wanted this to happen. I had my family. I…" You just about spilled all of your grief in a pile of word vomit at him. To this man, whom you really do barely know, because he just broke up with his girlfriend? You felt crazy. "Jensen, please tell me this is a joke. That you just wanted to prank me." You settled on.

He shakes his head, his eyes meeting yours with a mixture of sadness and resolve. "It's not fair to her, or to you, to keep pretending everything's okay. I can't stop thinking about you, Y/N. I need to figure out what that means."

The weight of the situation hangs in the air as you both process what it means. "Did you say you HAD a family?" Jensen asks realizing what you had said. "N…No. I mean, yeah, but…" You stuttered. "Are you married?" He asked closing the small space between you, looking at you with worry and lust. You felt your panties dampen as he inched closer and closer. "I… was. Yes." You said holding up a hand to his chest to keep him away. His heart beating irregularly under your small appendage. You could smell his sweat mixed with cologne and it set your senses tingling. He was still breathing heavy, as you looked him up and down trying to figure out if he was still trying to catch his breath from running here or because of you. "Explain." He demanded in a Dean Winchester voice that made you shrink a little under his gaze. "Jensen… I can't do this. I can't be more than your friend. I was married, yes. My…" You looked down in a moment of guilt as you remembered your sweet husband. "My husband passed early last year and I'm just not…" Don't you dare tell him you aren't ready. Y/N, get your head straight. "You need to get back together with Dee…" You quickly tried to finish your explanation. He cut in, his voice low and fierce. "DON'T YOU SAY HER NAME." He grabbed your hand and removed it from his chest and pinned it above your head on the door frame. You moaned involuntarily as you both made a thunk on the trailer.

His voice was softer now. "You WERE married, and I'm so sorry for your loss. You have nothing to be guilty of, though. This…" he grabbed your other hand and pinned it, too. You didn't even fight it. "Is a normal feeling." He hovered his face above yours as you looked up at him deeply in his eyes. "Jensen" you said softly. "Say it again, princess." You melted. Your juices were flowing, and the butterflies were in full force now. He noticed. "You like that, don't you?" He whispered as he brushed your neck softly with his nose. "Princess." A moan escaped your mouth as you turned to face him buried in your neck now. "Jensen…" "I bet you smell just as sweet… down… here." he teased as he released one of your hands to caress your body, slowly moving toward your dampness. He grabbed you firmly. "Damn, you're ready, aren't you?" He smirked feeling the fluids through your lounge pants. He didn't give you time to answer. He flipped you around to face the door and he ran his hands over your curves. "You are perfect. You know that?" He exclaimed through gritted teeth. One hand rested on your ass before he gave it a swift smack. "MMMMM." you moaned. "Fuck…" he whispered throwing his head back. He pressed his dick to your ass through his jeans. You could feel the length of him throbbing through the fabric. You turned to face him, and you sank to your knees. He gathered up your long hair into a fist and pulled it slightly. "If you do this, you're mine. You know that, right? If you do this… YOU. ARE. MINE. Y/N." His eyes were dark with need now. Glaring into your face. "Yes, Jen." You barely got out as you hastily undid his belt, buttons, and slid his pants down. You were not hesitating now. You grasped his penis in both hands and circled the tip with your tongue. "Deeper." He urged you with his hand still tangled in your hair, firmly pushing your mouth closer to him. You take him as far in as you can slowly. You gag. "You've got it, princess." You moan and gag at the same time. "Take it all" he gently demands as he continues to guide his dick down your throat. You touch your lips to the base of his cock and slide him out and in, finally past your reflex. He moans as he throws his head back again, "yes Y/N, Fuuuuck." He looks back down at you. Your face is red, hair's a mess, spit slipping out of the sides of your mouth. He slowly pulls your hair back to slide himself out of your mouth. "Come here." He stands you up and spins until your back to facing your bed. He picks you up and grabs your voluptuous ass as you wrap your legs around his sturdy torso. You grab his face with both hands as he walks you back to your bed. You kiss him and not in a soft 'checking for chemistry' kiss. Your tongue explores every crevice of his mouth and his does the same to yours. He doesn't ease up on the kisses as he lays you down on your back, crawling on top of you in the process. He supports himself with one arm as he starts to take off your pants. His hand eases down your curvy belly and slips your panties and pants down your legs with ease. He walks his fingers up your legs barely touching your skin, giving you goosebumps. He almost gets close to your fupa, again, and you react.

"Jen. STOP." You gasp as you sit up and hurry to cover your lower body before he takes a good look at it. "I'm not ready." You say sheepishly tucking some hair behind your ear avoiding his gaze. You're about to cry.

"What is it? Did I do something?" He asked, his tone soft and caring now. Nothing like his lusty one a few seconds ago. You look at him as he takes your chin in his hand and turns your face toward him. "You deserve someone small like Dee, Jensen. You… trust me… You don't want all of this." you motion toward the parts of your body you're most insecure about. "What?" He sits straight up, looking at you shocked. "Jensen, I just mean…" you aren't sure how to get words out as the heat of the moment was still whirling in your mind. "Don't. Look at me. Y/N, look, at me." He coaxed as he scooted closer to you. "I don't want anyone else, but you, right here." He started saying as he wrapped his arms around you. You look at him. He seemed so sincere and loving. His rugged face inches from yours, as he lowered his tone more. "Y/N, I don't know what your insecurities are, but I want to be the one who makes them feel loved. YOU deserve this." He kisses your shoulder. "And this." He moves to your collarbone. "And this." He moves to your breasts, nipping at your hardened nipples through your shirt. You flinch a little, locking eyes with him. He faces you again. "I'll stop, right now, if you can give me one good reason that you don't deserve all of this," he stands next to the bed, fully naked now, wiggling his hips. "…that doesn't consist of a single bad thing said about your body." You giggle at the sight of him, but also sigh. A few tears fall from your eyes, and you wipe them away. You face him as he sits back down next to you, resting a hand on your thigh. "Jensen, what if we're moving too fast?" you said, disregarding his last statement altogether. "Hey, missy, don't change the subject." He smirked. "No, seriously though, do you feel like we are? I'll go home, now with no hard feelings about it, if so." He stated, half preparing to pull his clothes back on.

"I…it didn't feel like it." You said softly, tucking hair back behind your ear again. "I love it when you do that, and you look at me. It's so sexy." He said taking in the moment. "And if you don't feel like we are moving too fast, then let me show you the love you deserve." He said softly as he guided to lay back on the bed, slowly removing the covers from your body. You watched him, half intrigued and completely turned on by his tenderness. He scooted down your body to position his head just above your tummy while looking at you. "This," He kissed you softly. "Is beautiful." He noticed your c-section scar. He gently traced it with a finger. "This is beautiful." He kissed it, too. He gently moved his hands down to your thighs, placing his hand on the inner parts and separated them. "These, are gorgeous." He swooned as he trailed kisses along your inner thighs. You wiggled at his gentle advances, feeling tingles shoot through your body. He crawled back up to face level and hovered for a moment. "All of you is beautiful beyond measure. Especially what's in here" and he kissed your forehead. "Be kinder to it."

You couldn't take it anymore. You grabbed his face and pulled him closer, kissing him sloppily. You didn't care, let it be messy, let it feel wrong, but also let it feel so so right. Jensen pulled you out of your shirt in between kisses and then watched as your breasts were exposed. You covered them out of habit, and he looked at you and moved your hand away to replace them with his. He suckled your nipple, rolling it under his tongue. You could feel yourself getting wetter and wetter again. You grabbed his hair and pulled slightly, making him moan in pleasure. He came back up to your lips and kissed you again, sliding his body in between your legs. You could feel his penis outside of your opening, pulsating. You thrusted your hips to move against him. "I need you now, Jen." you moaned in his ear. "Say it again, baby." He returned.

"Jensen, I WANT you now." You changed. He wasted no time, as soon as you said it, he placed his tip at your slit and slid all the way in. You gasped. "Oh!" clutching at his hair in both hands, holding his head to yours. You looked at him, pleasure placed on both of your faces. "Shit. You're so tight!" he moaned as he grappled with thrusting into your cunt. You moaned over and over again, moving in rythm with each other. His grunts matching yours as you both climb with sensation. He moves your legs so your hips change angle slightly and you hit the high. "Jensen. Jensen. JENSEN!" You screamed, clawing at his chest now, writhing in your climax as he pumped into you faster and faster. He held your thighs firmly as he watched you come. "Fuck!" he exclaimed and he jerked shallowly into you as he filled your womb with his seed. He folded over you, shaking.

You wrapped your arms around his neck and kissed him as he slowly pulled out of you, both of your juices dripping from your pussy. He collapses next to you and pulls you to his chest. You both slow your breathing, as the euphoria of the night eased your muscles.

Your eyes became heavy, and you heard "Goodnight, beautiful", with Jensen's hands stroking your hair as you fell asleep to the calming rhythm of his heartbeat.

[my-supernatural-rewatch]

Episode Four: Phantom Traveler

Dean Winchester in the Supernatural episode Phantom Traveler

This is not one of my favorite episodes and this post is going to be shorter than most because there isn't much to delve into with Dean. So to make up for that, enjoy multiple screenshots of Dean from the episode.

Beckoned by someone John and Dean once helped with a poltergeist, Sam and Dean investigate the cause of a plane crash that left only seven survivors and seems to have been caused by something...supernatural.

So for starters, this is the first demon episode (technically if we don't count a demon killing Mary in the pilot).

It's also Sam-centric. I guess we could call the pilot Sam-centric too which would mean at episode four we have two episodes that focus more on Dean and two that focus more on Sam. Fair enough.

We get a couple of nuggets about Dean in this one. The concerned big brother is there when he worries about Sam's lack of sleep and then the big brave brother is there when he tells Sam, who isn't sleeping because he's back hunting and all the shit is getting to him, that he's "Nerver afraid" "Not really."

Sam tries to dispel this by pointing out that Dean is sleeping in the motel with a machete under his pillow but Dean rebukes that by telling him that sleeping with a weapon isn't "fear," it's "precaution."

I believe Dean. I don't think Sam does.

So someone who John and Dean did a job for calls Dean about the crash and when they get there he tells Sam that John was always bragging about him being at college and he could tell that he was proud of Sam.

"He talked about you all the time," the dude says, much to Sam's surprise.

Dean is not surprised. Dean doesn't look bothered by it either but it made me wonder how many rides in the Impala Dean had to endure where John talked about how great Sam was doing while Dean sat there grinding his teeth.

We see Dean leaving a copy place having just created spotless fake IDs indicating he and Sam work for Homeland Security. Sam comments about how very illegal, even for them, that is and I really do wonder what planet Sam lives on sometimes.

Something I'm starting to notice about Sam that I hadn't before. I always fell into that "Oh Sam's actually the more sensitive one when it comes to talking to witnesses and survivors," mindset but, with this rewatch I'm noticing that he puts on a fake sympathetic voice, going all soft and gentle, when he talks to them. It almost sounds condescending. Dean doesn't do that. He just talks to them normally, like they're people not just victims.

Another neat Dean tidbit: He created his own EMF reader out of (using Sam's words) "a busted up Walkman." Sam sees this as something to ridicule. But me? We haven't yet learned that Dean only has a GED and a can-do attitude, but with this we learn that he's fucking smart enough to BUILD HIS OWN EMF READER FROM A FREAKING WALKMAN. So STFU, Sammy.

We get some insight from Dean into demons that stops being true after a few seasons:

"Demons, they don't want anything, just death and destruction for its own sake. This is big. And I wish Dad was here."

The "I wish Dad was here" kills me because he so wants his father around and this being a rewatch we know John's just being a dick right now and not actually missing which makes just about everything that happens before they meet up with him again that much worse.

Sam actually agrees about wishing John was there but I suspect it's more because of Jessica than it is wanting his dad around.

Then we get to a part of Dean's character that I can truly relate to. We learn he's afraid, like really afraid, of flying.

And guess what Sam does with that information? If you said reacts compassionately and tries to gently explain to Dean that while he understands getting on the plane is really the only way they can save everyone, you'd be wrong. He pretends to understand and guilts Dean with the old "I can do this myself" bullshit KNOWING Dean isn't going to let his brother get on a plane alone that is destined to crash.

So when Dean sucks it up and gets on the plane, guess what Sam does? Makes fun of him for being afraid.

I do like that we get this gem from dean when Sam expresses his incredulity about him being afraid to fly:

"Why do you think I drive everywhere, Sam?"

Great way to get that into the show's canon too so fans won't ask the question.

Another cute Dean quirk: He hums Metallica on the plane to calm himself down (Which, again, Sam makes fun of him for.)

They bring in some demon lore that doesn't really hold up for the following fourteen seasons. Apparently they go after people who have addictions or emotional distress. I mean, sometimes they do after season one, but they also just jump into any old meatsuit they can whenever they want.

Sam brings this up to tell Dean it's why he needs to calm the fuck down about flying - he's worried the demon will possess Dean. Still no reason to be giving him constant shit about it Sam. There were better ways.

Also, is this the only episode where they say "Christo" to check for a demon possession? (Also don't get me started on how Christo isn't really the right word there...)

So for the sake of the story, the demon tells Sam he knows what happened to his girlfriend. Sam exorcised the demon while Dean kind of freaks out quietly and then we get pissy/emo Sam because now he has even more reason for revenge.

The flight attendant they help mouths thank you to Dean but he doesn't get a kiss...and he really deserved at least a hug for this one.

Big reveal at the end of the episode is that John reactivated his phone and his outgoing message gives Dean's phone number for anyone looking for help. Which gives the brothers a new hope for finding him - while pissing them off that he isn't contacting them.

But before that happens, the kicker for me is the guy they helped telling them "Your dad's gonna be real proud" They're 26 and 22 and this should not mean as much to them as it does. (I mean, yeah, you want your parents to be proud of you, but these two NEED John to be proud of them because, presumably, he's never actually told them he's proud of them.)

Man, this show sometimes.

Some notes for posterity:

I love that Dean is so hell bent against wearing suit. This is the first episode we see them in suits (and actually see them go GET the suits) and Dean is not happy. "I look like one of the Blues Brothers."

First episode with a demon. Lots of lore that doesn't get brought through the rest of the series.

First time we see them use holy water (it hurts the hosts body in this episode, doesn't seem to do that going forward)

First time they use an exorcism (Sam has to read it)

Sam lets loose with a "get this."

We get our first scene of Dean sleeping (On his stomach in a t-shirt and shorts. I don't think we see Dean in shorts again until season four's After School Special.)

The significant music from this episode comes from Black Sabbath - Paranoid, and Rush - Working Man, and on the plane Dean hums Metallica - Some Kind of Monster.

The brothers pose as agents from Homeland Security but don't give out their names. When Dean calls Amanda the flight attendant to trick her into not getting on the plane, he tells her he's Dr. James Hettfield from St. Francis Memorial Hospital.

This hunt takes place pretty much in the sky but also they're on the East Coast...a place they don't seem to travel to very often.

Dean wears John’s jacket in this episode.

This one is rife with movie references. The already mentioned nod to The Blues Brothers, there is a Poltergeist reference (when they are talking about poltergeists, off screen someone says "I loved that movie," Dean specifically references The Exorcist, and for good measure, he also references The X-Files with a "...we just don't have time for the whole 'the truth is out there' speech right now.")

[spn-fanfic-reblog-writes]

@jacklesversebingo Square filled: First Date

Rated: E

Word Count: 9,495

Chapters: 10

Relationships: Actor!Jensen Ackles/Guest Star! Female!Reader

Characters: Jensen Ackles, Jared Padalecki, Misha Collins, implied Bob Singer, Supernatural (TV) Crew (implied), Reader, Reader’s Best Friend’s Spouse, Reader’s best friend, Richard Speight Jr. (implied)

Major Tags: Alternate Universe: Season/Series 15, Canon Divergent, Awkward Flirting, Jewish Reader, Jewish Misha Collins, Reader is a Fan of Supernatural, Author Knows Little About Canada, Author Regrets Nothing, Betaed, Reader is Kinky, Dom/Sub Undertones, Light Masochism, Light Bondage, P in V sex (wrap it up, kiddos),

A/N: THIS IS A WORK OF FICTION! Jensen Ackles has NOT or EVER been married in this work of fiction. Jared Padalecki is married to Gen and has kids. Misha Collins is divorced with his two kids. With the show in production, all three live in Canada.

Summary: You are a guest start in season 15 on your favorite tv show, Supernatural, with production in Canada.

While in the show you’re playing a bad guy that is really a good guy but due to actions Castiel and Dean have taken, you’re having issues with your duties despite your romantic interest in Sam.

Outside of the show, Misha and you have just clicked as practically instant best friends and Jared has been teasing you think you have a crush on Misha when it’s really Jensen you’re crushing over and (awkwardly) flirting with.

[spnwin-reader]

Loss in common:

Enter Millie, The Prickly-but-Hopeful Fixer

[We note that, even after all this time, Millie's building carries the MoL Aquarian star of protection, and it's still Winchester Garage, not...whatever-her-maiden-name is.]

When we first meet Millie, she's bitter. As the one who "kept the lantern on," "the one who stayed," she's hurt and defensive, a lot like how Dean grows to be in latter seasons of SPN.

(Even post-demonicity, Dean is still expected to be the soft place to fall for everyone. Even after Jack kills Mary, Cas has this expectation of Dean's soft-heartedness: "it's possible he could work through this. One day, he may explode and let it all out and breathe deeply and move on.")

Anyway, Millie!

Her reunion with John is part passive-aggressive but loving. We see that Millie, like Dean, has intense abandonment trauma. She speaks abrasively-but-affectionately. She calls John "Kid, Kiddo, etc." which was a go-to with Dean for both Claire Novak and Jack Kline.

JOHN: Love what you've done with the place. MILLIE (passive-aggressive): Well, my husband and son walked out on me, so. It's the best I could do. (growing emotional) Dammit. Welcome home, Kiddo.

Gruff, abrasive, imperfect? Maybe. But full of love.

Alt John and Millie are united by the common loss of Henry, just as Prime John, Sam, and Dean were united by the common loss of Mary.

John thinks Henry walked out on them, but I think Millie is likely more complex. With her tacit knowledge of the Men of Letters, I think it's reasonable that she at least suspects that he might be dead.

What does that tell us about her? It tells us that the loss of Henry was unbelievably painful--it's probably easier for her to consider he left than the very likely truth: his demise.

She's a fixer. That's what she does.

She holds out hopeless hope.

JOHN: I'm fine, Mom. MILLIE: The Hell you are. You've been chasing your dad since he walked out that door. I know that's why you enlisted. But it is time to let the past go, kiddo.

But Millie isn't healed either. She hasn't let the past go, even as she pursues her dream of being a mechanic and owning a garage (like her father). Letting the past go hasn't helped her heal.

In fact, carrying on hunting and the MoL business is what seems to soothe her loss, giving her new meaning and purpose. Millie and John's push-pull dynamic with hunting is much like how it was with Ellen and Jo Harvelle.

///

But overall, we see what Henry's absence wrought. It's just as Henry feared in SPN Prime (9x17 Mother's Little Helper):

HENRY: Therein lies the problem. As our initiation grows closer, I... I worry that this might be a selfish endeavor on my part. JOSIE: Selfish. How? HENRY: If anything were to happen to me, what of John? Millie? JOSIE: They'd be proud to know that you answered the call. HENRY: No. My wife would be a widow, and my son fatherless. I don't expect you to understand. You don't have a fam--[he pauses] I'm sorry, Josie. I didn't mean it that way. JOSIE: I know, Henry. You're a good man. Millie is lucky to have you.

This directly parallels Cas and his allegiance to his work, Heaven, (Heaven is a truck, and Cas is a truck-driver; Dean thinks he's Josie when he's actually Millie).

It also beings to mind the visual of ("little John") Jack's entrance as he wanders around muttering, "Father. Fa-ther. Father. I need to find him. Castiel. He was supposed to be here," while looking for his long-expected, lost father in 13x01 Lost and Found.

But it's also an off-key parallel to prime John, who would become as Millie was, a bereft widower in the cold, floundering and ill-equipped to handle the dangers of the supernatural world.

///

Enter Mary, Action Hero

(Note: Mary's got a short range, so I love how she uses speed to her advantage to get larger targets off-balance.)

///

And importantly, John...is NOT allowed to look cool. It's a RULE. He's a dorky...little...guy.

Mary knocks the demon into a blessed holy water vat, a call-forward to something prime John will do in SPNprime 01x21 Salvation.

//

When Alt John and Alt Mary meet:

Mary's father has been absent (missing) from her life for a short time, and John's father Henry has been absent for most of his life, just as when Dean and Cas meet, theirs too is a tale of missing fathers. Cas's father was absent for all of his life, and Dean's flaky dad has been gone for a (relatively) short time. It also very obviously parallels Sam and Dean searching for their missing father.

When they break inside the Men of Letters clubhouse, Mary keys into John's emotions about his father. This reminds me of of the first time Dean keyed in really hard to Cas's emotions in 5x16.

///

JOHN: How do you cope with it all? MARY (wryly, jokingly): I'll let you know when I find out. (SPNwin 1x01)

//

DEAN: Yeah, I get it. I know how you feel. CASTIEL: How do you manage it? DEAN (wryly, jokingly): On a good day, you get to kill [The Whore of Babylon]. (SPN 5x17)

///

Recent losses of friends & family:

Additionally, Mary and John have both suffered recent losses. Mary lost her narrative twin Maggie, and John lost his comrade Murph to war.

[Mary's cousin went to Hell, just as Sam's brother went to Hell in season in vintage and mid-SPN.] Mary's hunting family was torn asunder, parents separating.

And John? WIth war, John signed up to fill a void left by his father, to find meaning in life.

We can even recall Dean's words to Gordon in 2x03 Bloodlust, how Dean struggled with the idea of "The Invincible Dad" and how his death made the word more terrifying, how it left a wound of depression inside of him that he sought to fill with meaning through work:

DEAN: Yeah. Yeah, you know. He was just one of those guys. Took some terrible beatings, just kept coming. So you're always thinking to yourself, he's indestructible. He'll always be around, nothing can kill my dad. Then just like that (snaps) he's gone. I can't talk about this to Sammy. You know, I gotta keep my game face on. (clears throat) But, uh, the truth is I'm not handling it very well. Feel like I have this - GORDON: Hole inside you? And it just gets bigger and bigger and darker and darker? Good. You can use it. Keeps you hungry. Trust me. There's plenty out there needs killing, and this'll help you do it. Dean, it's not a crime to need your job.

Dean lost his dad, and Gordon lost his sister. This emptiness is depression. John lost his dad and suffered that loss all his life. He signed up to the war for the GLORY OF PURPOSE. He didn't sign up to the war for more pain and grief, but that's exactly what he got.

What's the thing Dean can't fill up, not with booze or love or even sex? It's grief and pain. It can only be filled with love, which is what Cas's confession narratively does in 15x18.

It's also what Mary's love and the love of the Core 4 will eventually do for John.

///

SPN Prime season 8 side-parallel: Connections of recent grief ALSO calls to mind season 8, how Sam connected with Amelia when they had both suffered a loss, Sam lost his narrative twin to Purgatory and Amelia lost her husband to war.

Theirs was a fast-paced reactionary relationship born of grief, something that pinged and annoyed Amelia's father, leading him to be very passive-aggressive with Sam. (Her father was a dick, but he's both a soldier himself and does know her best and probably has her best interests in mind. He recognized that was Amelia mid-freakout, OOC. He pings that her out-of-characterness is a weird reaction to grief).

He was right to be concerned about the shallowness and stability of it. These types of reactionary relationships are well-known: they can be very shaky, melodramatic, idealized, and weak when stress-tested.

Sam (and vintage Dean) both have this tendency to be all-in or all-out when it comes to The Cause. Neither strike a balance very easily. They tend to either be ALL IN for the Perfect War with Perfect War Companions at Your Side...or rushing into something tenuous that represents a weak idea that winds up unsatisfying because it's not genuine: Perfect White Picket Fence or Howling-at-the-Moon Dishibitory Party Life.

In SPNwin, John is doing a lot of running, too. He rushes into the thing with Betty (weak and tenuous), then he rushes into war, he rushes into hunting, and he runs into the relationship with Mary.

This theme of Running into Danger / Running From Danger persists. John certainly struggles with it, BUT in a departure from his past behavior, this new thing with Mary gets a lot of stress-testing, eventually moving from limerence into turbulence, power struggle, and de-idealization. (SPNwin 1x12, The Tears of a Clown)

///

SO.

Mary and her ragtag gang of friends embark on a journey to look for the missing Samuel Campbell the way Sam and Dean look for the errant John Winchester, the way the Banes twins look for their mother Tasha Banes in Twigs, Twine, & Tasha Bane.

Certainly the core 4 are all "running scared" and clinging to one another, having all lost loved ones in a variety of ways. They are united in empathy over their respective losses:

John (dad, comrades)

Mary (narrative sibling, missing dad, splintered family and parental separation)

Carlos (whole family killed by a monster)

Lata (no-contact with her family because they allowed her beloved nanny to die; nonsensical/cruel hierarchy of human society)

Ada (husband lost to madness, son potentially a puppy-destined-to-be-wolf)

And finally we get Henry's letter:

If you're reading this, then I'm gone. I'm sorry I kept the truth from you, John. There's a dangerous world out there, and our family has fought that danger for centuries. The answers to all your questions are at the address below. I love you and your mother. Always.

I think this idea of Henry Winchester as a secret-keeper, and as Mary-prime as a secret-keeper fed into what we know about John-prime turned into: a neuroses of paranoia and over-preparedness.

But thanks to Dean, Alt John has some new tools to work through this: knowledge. Even his anger is useful, openly telling his mother how disappointed and betrayed he feels over being kept in the dark. For her part, she gives him her emotional truth: that she only wanted to protect him.

It's the first healing step for both of them.

[destiel-more-like-im-dead-again]

you know how producers basically shoved a box of accessories at Jensen and told him to pick whatever for Dean to wear back in 2005. well I’m imagining them doing that with Jared and him giving Sam a puka shell necklace. can you even imagine the amount of shit Dean would have given him

[waynes-multiverse]

Plastic Hearts – Part 21

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 (p in v, dirty talk, spanking), fluff, angst, comfort

Word Count: 7.6k

A/N: It's finally happening! Get the Office gifs ready 👀😂 It's so good to bring this series back after such an unexpectedly long time away. We've got five more chapters left, so let's make 'em count with as much drama and ridiculousness as possible, shall we? Ready? And action! 🎬

<< 20 || Spotify Playlist || Series Masterlist || Main Masterlist

21. Rock You Like A Hurricane

Dean swallows the clot that has formed in the back of his throat as the first button of her white cotton blouse flies open. The air in the office feels dry, his mind hazy. Is he dreaming? Once again, he reminds himself to stop mixing booze and blow. It never ends well and barely ever helps.

Another step forward, another button, another swallow.

Y/N is a Fata Morgana, a mirage, slowly moving towards him through blurry lines and summer heat.

“Don’t you want me?”

The innocent lip bite that accompanies her question sends him downstairs, predestining him to burn in hellfire. He swallows again. Of course, he wants her. He always does.

The heels of his boots dig into the rotten floorboards as he pushes back on his office chair, enough to free his thighs from underneath the wooden desk and show off the bulging erection blooming in his jeans. It started to form as soon as she walked in and turned that damn lock behind her back.

The corners of her pink lips rise to a smile. She likes what she sees, and soon enough, she finds herself slotted between his bow legs with his greedy palms smoothing up her denim-clad thighs until they find a home on the juicy globes of her ass and squeeze tight. Green eyes darken as they wander up her frame before they meet two sparkling orbs that mirror his own lust back to him.

More buttons spring open, the blouse slipping off her shoulders and hitting the ground. A gray leotard becomes visible, two pointed peaks on luscious hills poking through the thin material, his mouth forming a ring around one of them, hot air igniting her skin and stealing her breath. Her arms weave around his neck, her head lolls back between her shoulder blades, her legs grow unsteady. Eyes close, fingers tangle in his hair and claw at his skin.

One large hand travels to the front, works the zipper of her jeans, and shimmies the denim fabric down two smooth thighs. His other arm snakes around her waist, holds her tight, and pulls her closer until she straddles his lap and lets their hips fuse into one.

Their eyes find each other. Gently, he brushes her hair out her face, tucks it behind her ears, strokes her flushed cheeks. She’s breathless and breathtaking, and then she dips her head and catches his lips, kissing him until he is, too.

“Wait, wait, wait…” He draws back in a drunk state of mind and gasps for air, hoping oxygen will help in clearing his head.

“What?” She pouts, her voice velvety soft and delirious.

“I just-… I have to ask you something first, make sure…” The air works wonders, the fog dissipates from his mind. Green eyes watch her closely. There’s something off, something wrong, something out of place. Y/N wouldn’t just stroll into his office and throw herself at him. As much as he enjoys this little dream sequence, it’s not who she is. “Why are you doing this? You’re not-, uhm…” He swallows harshly, his mind racing in circles. “You’re not fucking me, so I’ll stop being mad at you, right? ‘Cause that’s not what I want.”

God, the thought alone kills him. It’s his goddamn nightmare. What if he subconsciously manipulated her to do this? What if he’s taking advantage of her? What if he drove her so desperate that she sees this as her only option? What if she actually doesn’t want this?

But a gentle smile forms on her face instead. She pecks his lips, rests her forehead against his, and softly shakes her head. There’s amusement in her voice. “You already said you weren’t mad at me, remember?”

“Then why?”

Y/N shrugs and licks her ample lips. “I want to. I want you… You’re the best guy I know. I can’t think of anyone I’d want this with more,” she assures him with a sweet smile and caresses the scruff on his cheeks, her hips grinding against his crotch. “It’s just-…” She bites down on her lower lip, cutting off her sentence.

“What? Tell me, sweetheart.” He clutches her chin and draws her gaze to meet his eyes.

“Even with the show being over, I don’t want the girls to find out,” she confesses nervously.

Dean nods in understanding and gifts her a smile. “Lucky for you, I’m good at keeping secrets. Have I ever let you down in that regard?”

She thinks for a beat, then shakes her head and matches his smile. “No.”

“See?” He grins, showing his pearly white teeth, and pulls her lips back to his for a searing kiss that seals their deal.

His hands begin to roam the curves they’re holding, her hips rocking against his in a needy rhythm, desperately searching for more friction to scratch the unbearable itch he seems to cause.

“Need you so bad, need this cock so bad…” she whispers between kisses and ragged breaths.

“Yeah? You think you can get off like that?” Dean lifts his thigh a little higher, shoves it right against her clothed cunt to give her a bit more friction, and listens to her whimpers in satisfaction. “Show me how much you want this… want me, baby girl. Wanna know how desperate you are for this cock, Y/N. Work for it.” His challenge is accompanied by a little smirk, which soon disappears and becomes stuck in his throat when Y/N accepts with eager nods.

Shit, he really needs to stop underestimating her. That’s already been his first mistake when he met her.

Her arms lock tighter around his neck for more balance as she rubs her pussy against the rough denim that covers his thick thigh. Her breathing grows so labored that kissing becomes an impossibility, the need for air in her lungs greater than the need to stay connected. The strong arm slung around her waist helps her move while his other hand tweaks, pinches, and gropes her tit, prying the gray cotton of her leotard over one shoulder to free the flesh and expose her nipple to the cool office air and his hot breath. He feels a wet patch forming on his leg, sees the stain on his jeans from her arousal as he peeks down between them.

“Dean, I’m–…”

Y/N doesn’t have to say it out loud. He can see it on her face that she’s damn close. “Such a good girl. Cum for me, huh? Let me finally fill and stretch this nice pussy with my cock, baby. Been waiting for you,” he coos. “Bet you’re so tight, yeah? How long’s it been?” His tongue licks the hardened bud before he pops her tit in his mouth and sucks, bites, tears.

“Fuck!”

She explodes, his name falling from her lips in prayer as she trembles and quivers in his arms. Her mouth parts, sucks in as much air as she can to fuel her lungs. Her arms cling to him, fingers denting the skin on his broad shoulders.

“That’s my girl,” Dean praises her, smiling as he lets her ride out her orgasm. “So, so pretty when you come. I missed that face.”

“Dean, please… Need you inside me now,” she purrs against his lips, swallowing his groans as they connect.

“Yeah? You sure?”

“Uh-huh, please,” she begs breathily. “How d’you want me, boss?”

“What do you want, Y/N?” Hearing what a woman wants him to do to her or what she wants to do to him has always been one of the biggest turn-ons for him. “Tell me.”

“Want you to bend me over your desk, take me hard, punish me… Been a bad girl. Need you to punish me, please,” she whimpers and hungrily claims his lips, her nails digging into his jaw.

Now, Dean should probably be worried or at least stumped by her somewhat strange request. Not because it’s the craziest thing he’s ever heard a woman ask for in the bedroom, but because it’s not necessarily something Y/N would say. However, she’s also an actress, and he’s about 99.9% sure she’s playing a role and following a script in her head. And well, hey, he likes playing too, so who would he be to deny her wishes? He’s been dreaming about spanking her ass and punishing his favorite Russian villain for weeks at this point.

“I think we can arrange that, baby girl,” he promises, a saucy smirk plastered on his lips. “But first – need to see your face when I break you in, yeah?”

Y/N grins and nods against his lips, her hand reaching down between their heated bodies and unbuckling his belt, pulling it from its loops, metal clinking before the sound of a zipper follows. Lifting her ass from his lap, he helps her strive off the denim, pushing it down his legs till it pools by his ankles, only leaving a thin barrier of cotton between them.

“Condom?”

Dean nods and motions for her to stand up, so he can reach into the bottom drawer of his desk. As he fishes out a foil packet, Y/N discards her leotard, nothing but naked skin and flesh left for his eyes to devour. Removing his own pair of boxers, his long cock bounces against his stomach and stretches to his belly button, fully erect, head swollen, and leaking at the tip. He tears the foil with his teeth and rolls the latex down his aching length before his hands drag her back into his lap.

Her arms settle on his muscular shoulders, her lips find and bruise his as he lines himself up with her entrance and threads his dickhead through her dripping folds. Her cunt is pink and glistening, hot and wet as he slowly slides inside, lets her feel every inch that fills her tight hole to the brim, her small body sinking down on him till they’re inseparable.

A moan escapes them both when he’s fully sheathed in her heat, and Dean knows lasting long would border on a miracle. Her mouth falls open as he stretches her tight walls, her eyes seeking his and not daring to look anywhere else. Unsurprisingly, Y/N takes direction well. She remains connected to him – mind, body, and soul.

“Fuck, Dean,” she breathes and swallows at the sheer thickness inside of her, her eyes finally falling closed as their foreheads meet.

Dean caresses her cheek and softly pecks her hairline. He then shuts his eyes as well and just focuses on the feeling of her wrapped around him for a blissful heartbeat. This is all he ever wanted.

Her. Here.

“You good?” he checks, his fingers trailing soothingly up and down her spine as she relaxes her muscles and adjusts to his size.

A gentle smile twitches and tugs on her lips. “Yeah, I’m great… You feel great.”

“You know, if you keep giving me compliments like that, it’s gonna be hard for me to smack your perky ass purple and blue,” he chuckles and watches a grin form.

“I like to make things hard for you,” she sasses and kisses his lips, her pussy purposely gripping his throbbing dick.

“There’s my bad girl.” Dean can’t fight the smile on his face. “Alright, you ready?”

Dean doesn’t have to wait for an answer as her hips begin to lift and rock against him, calming like the Pacific waves and soothing like the lullabies his mother used to sing when he was sick as a child.

“M-more,” Y/N whines, the needy desperation haunting her vocal chords.

“Beg for it,” Dean whispers, nuzzling his nose against her ear with a smirk.

“Please… Please fuck me, boss,” she rasps her pleas. “Need it hard and fast.”

“Anything you want, sweetheart.” Dean catches her lips, the kiss scorching and lasting before his hands smooth up her bare thighs and grab her ass tight, lifting them both from the chair.

Swiftly, her soles hit the ground as he swirls her in his hold and bends her over his desk. Her tits press flush against the wood, his palms finding her hips as he pulls her closer to him, ass up until it brushes against his solid length. With his knees, he spreads her legs wide and easily slots between them. He palms both asscheeks, caresses the skin before he administers his first slap, the sound echoing through his quiet office with her whimper as he watches the juicy flesh ricochet, completely entranced.

“You got a safe word, Y/N?” Dean asks as he soothes the red spot on her cheek.

“Hmmm,” she muses and bites her lower lip, and he can see the mischief twinkling in her orbs. She giggles, “What about ‘camera guy’?”

His palm strikes the other globe, making her yelp and jolt on the spot.

“Ow, fuck!” Y/N’s moan drowns in a laugh. “Jesus, Dean, I was just kidding.”

The director chuckles, “Yeah, well, I wasn’t.” With one harsh and fast thrust, he drives his cock back into her tight cunt, causing her to slam forward, her hips bruising against the desk. Her fingers curl tightly around the edge, knuckles white as she keeps herself pinned in place. He leans forward, his chest pressing against her back as his warm breath fans against the shell of her ear, his blunt fingernails denting the skin on her hips. Smirking, he demands, “Safe word. Now.”

“Fuck, uhm…” Breathlessly, her mind spirals, his cock slowly dragging in and out of her and not stopping to give her even a second to ponder. “Squirrel?”

“Squirrel it is,” he agrees amusedly, straightening as he picks up his pace and drives in deeper, watching as his dick gets swallowed by her soaking cunt, his swollen shaft glistening with her slick. “Shit, baby girl… Wish you could see how well you take me. Your needy little pussy sucks my fat cock right in,” he groans, listening in delight as his balls slap against her ass with each roll of his hips.

“Maybe you can bring your camera next time, boss,” Y/N mewls her suggestion as she falls apart underneath him.

“Yeah? Would you like that, huh? Would you like to see how fucking desperate you are for me, sweetheart?”

“Uh-huh, would love that, boss. Wanna see how you fuck me and split me open,” she breathes hazily, her moans getting louder with each slam of his hips. “F-fuck, so close… Wanna come on your cock, please.”

“Oh, we can arrange that, sweetheart,” Dean chuckles, his breathing growing more labored as well as sweat starts to collect on his skin in sticky beads. He’s close, too, feels his cock throb and swell inside of her. His palm smacks her asscheek one last time. She cries out with pleasure as the sting burns her skin, her pussy clenching around his dick and gripping it tight.

But just as his hand sneaks to her front and finds the sensitive little nub, their ears both perk up as the big metal door of the gym flies open and a wave of female chatter floods inside.

“Oh, shit!” Y/N moans loudly at his last violent pound into her pussy before Dean’s palm covers her mouth and stops the rest from spilling out.

Pulling her up, her back straightens and presses flush against his body. He slows his thrusts but still pushes in deep enough to tickle her cervix and keeps the little circles on her clit alive, feeling her knees give in as her legs become putty. Her breathing is harsh and restricted against his palm, her lips straining and tightening to keep the screams inside.

“Ssh, ssh, ssh… you’re doing so, so good, baby,” Dean whispers his praises into her ear and chuckles as she clenches hard around his dick. “Don’t worry, sweetheart. Trust me, they won’t hear us over their blabbering,” he chuckles. “Relax, okay? Let loose… little more,” he orders her, feeling the tension in her muscles shift to her head as she bites down on his fingers to keep it locked inside. “There you go… Gonna need you to come quietly, and I’ll be right behind you, alright? Can you do that?” Y/N nods against his hand. “Good girl,” he coos and pecks her temple quickly.

And then, he draws out till only the tip remains inside her drenched channel before he roughly slams back in. His thrusts become relentless in both speed and force as he fucks her, her screams of pleasure only muffled by his palm and the harsh bite of her lip. Tears sting her eyes and stream down her cheeks, trickling onto his fingers at the intense pressure as her walls tighten. One more thrust, and they begin to flutter, her body convulsing as she falls over the cliff and milks his cock for all he’s got, pulling him over the edge with her.

A primal grunt rumbles in his chest and crawls out of his throat, his fingers leaving bruises on her hips behind as he spills hot ropes of his seed into the condom, his cock throbbing in rhythm with her twitching cunt. His hand falls from her mouth as she braces her palms on the wooden surface in front of her.

Deliriously, they both gasp for air, every breath jagged before the storm within them calms. Dean brushes her hair from her sweat-covered neck and lovingly kisses the salty skin on her shoulder blade, a blissful smile gracing his lips.

The sun blinds her eyes as Y/N stands on the green, perfectly cut lawn of the Dusty Spur. The boys have called an emergency meeting at the motel this time, gathering all the women in front of the reception outside.

It’s been three days since she has fucked the director in his office. He was careful not to leave any marks on her throat behind or anywhere else where it might catch unwanted attention, no one batting eyelashes at the new bruises on her hips that joined some of the old ones from training.

Dean told her he wanted a repeat of their encounter, whispering the dirtiest and most sinful promises into her ear. However, they haven’t seen much of each other since then. Both of them have been quite busy after the news of their new time slot and impending cancelation broke. And while it certainly dampened the lighthearted mood in the gym for a day, hope was not entirely lost, though, and still thrived in everyone but Y/N and Jo.

Yet, the two of them played along with the illusion the show still could be saved for the sake of the team. She didn’t know why Jo was entertaining the farce, but Y/N did it for her friends and, well, Dean, who’d been pondering and working nonstop to try and figure out what went wrong in his well-oiled machinery.

Y/N hates that he blames himself, not having the guts to tell him it’s in reality all her fault. Even with his sunglasses on his freckle-dusted nose, she can see the bags under his green eyes from the lack of sleep in recent days and feels more guilt pooling in the pits of her stomach. She doesn’t want him to be mad at her again, which is why she’s glad she can use Billie’s new, harsh training regiment as a good excuse to avoid him.

“They gave a men’s wrestling show our slot! And you wanna know why, hm?” Cas throws his rhetorical question into the group. Y/N has never seen the producer so angry and swallows more shame down. “Truth is, they’re better! They fly higher and hit harder!

“They hit harder because they’re bigger. It’s physics,” Y/N points out and tries to keep her annoyance at bay. It’s a men’s world they’re living in, and she’s getting sick and tired of the comparisons.

“Oh, fuck physics, Y/N!” Cas yells, causing her to flinch at his tone. “I need you to take everything you got and push it all the way to the limit, okay?”

“I don’t know what else we can do. We’ve been training for hours almost every day. Sun up till sun down,” Donna says and sighs.

Maybe it’s not too late, and Y/N should request a private meeting with Dick at the network, try and smooth things over before they get any worse. Maybe a blowjob in the office is enough to get them their old slot back and save the show. Dean wouldn’t ever have to know, right?

Besides, would he even care? Maybe he’d be grateful. After all, she doesn’t have much worth beyond fucking someone if you asked anyone here.

“I don’t need to hear excuses. I need to hear results,” Cas huffs and places his hands on his squared-off hips, shaking his head.

“You want bigger moves? Fine, you’ll get ‘em,” Billie assures him with a biting fighter spirit.

Cas’ lips curve into an enthusiastic smile. “That’s what I wanna hear! Look, I know this is gonna be hard, but I believe in miracles, and we’re going to make this miracle happen!”

Jo heaves a sigh. “Right, so we break our bodies and wrestle harder and magically get our time slot back?” she asks wryly, but her sarcasm is sadly lost on Cas.

“Yes!” the producer agrees joyously. “Look, I have it from Richard Roman himself that this is what they’ve been missing.”

At that, Jo’s blaming eyes wander to Y/N as the two former friends share a look. Shamefully, Y/N averts her gaze to the green grass underneath her feet, and Jo clenches her jaw tightly and starts to grind her teeth. Ever since their heated conversation in the gym, things have went downhill between them. Nowadays, there are just judgmental looks and passive-aggressive comments passed between them.

“So you met with Richard Roman?” Jo turns her unresolved anger towards the guys.

Cas groans loudly and rolls his blue eyes back. “Jo, I’m sorry, okay? It was a guy thing. We had to storm the gates,” he explains.

“Yeah, don’t get back up on your feminist high horse, alright? We didn’t leave you out, okay?” Dean jumps to Cas’ defense and unsuccessfully smooths things over. “We just think your focus should be on performing this week, you know? You and Y/N have a big match coming up. The, uh, continuing tale of the bereaved mother and the insane Russian, right?”

Jo nods and clenches her jaw once more, biting back her surely fiery comments.

“Okay, enough talking! Let’s do it!” Cas announces eagerly and claps his palms together as the women scatter back to their rooms to get ready for today’s training.

“What time do you wanna rehearse today?” Y/N bitterly asks her blonde opponent, already expecting a bitchy answer.

“Oh, any time, really. I mean, we could rehearse all day and night. It won’t make a difference,” Jo replies in an annoyed tone as anticipated. “You of all people should know that.”

Y/N watches Jo leave, trying her hardest not to strangle her former friend. She gets it. She fucked up, but she still doesn’t agree with Jo. Would sleeping with Roman and sacrificing her dignity really have saved the show?

“Hey, everything alright?” Dean’s deep voice startles her. She was so preoccupied with killing Jo in her mind, she hasn’t even noticed the director sneak up on her. “I know Cas was a little intense today. Never seen the guy this riled up before. It’s like a puppy getting rabies.”

Y/N forces a chuckle from her throat and brushes him off. “Oh, uhm, yeah, wasn’t so bad. I get it.”

Dean’s brow creases, sensing something is off with her. Shit. She does not want the director to find out about what happened.

“You’re not mad at me, right? I know I’ve been a bit MIA the last few days. It’s just been crazy with everything going on,” he explains sincerely and shoots her a soft smile. “I meant to call you or at least talk to you. I hope you know that.”

“Yeah, no, like I said, I get it, Dean. Don’t worry about me, okay?” she assures him and compels another smile to her face before her curiosity takes over. “Did Roman really say our moves weren’t good enough?”

Her hope comes flooding back. Maybe it truly wasn’t her fault. Maybe the guy hits on so many actresses on a weekly basis that he doesn’t even care if one rejects him. Maybe it’s just all in her goddamn head, and it was just bad luck all around.

Dean shrugs and scratches the back of his neck. “Well, he didn’t say it exactly like that, but you girls are amazing. He’s gonna change his mind, and you’ll be back in your old slot in no time,” he promises her hopefully.

“Yeah, I guess so…” Fuck. It’s definitely about her.

“You sure you’re okay?” Dean checks again, noticing her absentminded behavior. Y/N’s usually chipper, eager, talkative, and hard to keep contained. She’s a warrior. The woman in front of him right now is the complete opposite, however. He almost doesn’t recognize her, and it worries him a little.

Is it him? Did he break her?

“Uh-huh, yeah, just tired, you know? Billie’s been riding us pretty hard this week,” Y/N excuses her strange mood with a half-truth, and Dean seems to buy it.

“Yeah, I bet.” He nods understandingly, chuckling. “Well, uhm, I’ve got some free time tonight. You wanna come over for dinner and I don’t know maybe… stay? You could ride me pretty hard, too,” he suggests, making her snort. “Admittedly, that sounded better in my head. Sorry.”

“No, uhm, I’d love to,” she replies honestly, giggling at his bashfulness. “But I’m pretty beat. Probably gonna fall into bed around seven like a dead person. Raincheck?”

Truthfully, there’s nothing she’d rather do than spend her nights (and days) with Dean, but the guilt in her belly is eating her alive. She can barely look him in the eyes. As of right now, though, she can see even more disappointment shimmering in his green orbs.

“Sure, yeah. Open invitation, sweetheart,” he says and acts as if her rejection doesn’t bother him. “But still, if all you wanna do is sleep, then you’re welcome to do that at my place as well. I do have the better mattress than the motel. Maybe a good night’s rest and a hot bath is all you need to recover, you know?”

Hot bath. The words make her skin crawl and take her right back to that horrible night where it all went wrong. How could she have been so stupid?

Y/N swallows the lump in her throat and fights for words. “Oh, uhm… I don’t, uh…”

“Hey, it’s okay, alright? No explanation needed, sweetheart,” Dean says and lets her off the hook. “Just wanted to offer, you know?”

“Thanks, another time.” Y/N forces one last smile to her lips.

Dean hasn’t seen Y/N in a whole week. Well, that’s not entirely true. He sees her every day at training in the gym, rolling around with Jo in the ring. But he hasn’t seen her privately since their little naughty stint in his office.

By now, he’s sure she’s avoiding him for some reason, but he doesn’t have the guts nor the balls to ask her straight. He’s too afraid of her answer, scared she has changed her mind about them and their arrangement. He’d accept it, of course, but he still doesn’t want to find out if that’s the reason why she keeps her distance. It would most certainly break his heart.

A knock on his office door makes his head snap up with hope that it’s Y/N. Either she’s here for another booty call or to end it. He’s prepared for both. To his surprise, though, it’s Donna who’s stopping by for a visit.

“Dean? Can we talk?” the curvy blonde asks insecurely, concern etched into every crease of her face.

“Sure, uh, what’s up?” Dean knows Donna and Billie have given their all to train the girls over the last few weeks, and if production could afford it, he’d give them both a gigantic raise. Unfortunately, he can’t but hopes it’s the thought that still counts.

“It’s about Y/N and Jo,” she informs him, and his ears perk up at that.

He’s noticed some tension between those two as well, so he’s not as surprised as he should have been. But honestly, sometimes it’s hard to tell what those two are fighting about. If it’s something new or just the same old beef.

“Usually, they do a good job of keeping their weird friendship stuff out of the ring, but not in the last week. There’s something wrong with them,” Donna tells him.

No shit, Dean thinks. Those two having issues is not an entirely new thing.

“What d’you want me to do about it?” Dean asks. He knows Donna didn’t just stroll into his office to chat and gossip. She’s looking for direction. Like the rest of these women downstairs, the blonde expects him to solve their problems. In the end, that’s his job.

“Postpone the match,” Donna prompts, the worry deepening. “I don’t think they should fight. They’re not communicating properly. Someone’s gonna get hurt.”

Dean tries not laugh, but in reality, it’s just fucking funny. Do these women ever think things through? Y/N and Jo’s match is the main storyline, the two of them being the best fighters as well. If they’re not entering the ring, he might as well just throw in the towel now and quit. The show would never make it back on air.

“Donna, I can’t do that,” he tells her frustratedly and runs a palm over his face. “C’mon, don’t be so dramatic. It’s not like they’re gonna kill each other.”

“Dean–” Donna is about to interject when he stops her.

“Fine, all right? I’ll talk to her,” the director assures the blonde.

Donna’s brow shoots up. “Her?”

“Them. I’ll talk to them,” Dean corrects quickly and watches her leave his office, clearly dissatisfied with his solution.

Dean hates West Hollywood like a mouse hates a cat. He can’t believe he fucking agreed to this thing in the first place. And the only reason he did agree was his stupid daughter, who’s not even here tonight because she’d rather spend time with her boyfriend than with her dad.

Fucking teenagers…

Honestly, Dean’s got no clue why he still came here without Claire. Maybe because he’s old-school and actually keeps his commitments, or maybe it’s because he’s got nothing better to do since neither his kid nor his not-girlfriend want to spend time with him. So, it was either getting drunk at home alone like he always does or do this.

As Dean enters the dark theater, he notices not a lot of seats are taken. Surprise, surprise! No one cares about him or his movies…

There’s a group of teenagers in the front row, though, who seem to be way to young to watch one of his films. But who is he to judge? He’s not their fucking parent. God knows he’s got his hands full with one teenager already.

He’s about to take a seat somewhere in the back when his green eyes spy a familiar head of hair. His heart skips a beat when he recognizes his favorite actress. Out of all the places in all the world, he’d never thought he’d meet her here.

“Hey,” he says as soon as he’s made it to her row. Her head darts up, but she doesn’t seem too surprised to see him here, which makes this coincidence even weirder. He assumed she strolled by this theater by accident and saw one of his movies was showing, deciding to check it out, which just so happens to flatter him and stroke his ego perfectly fine. “What are you doing here?”

Dammit. That sounded way too aggressive. He’s honestly happy she’s here; he just hasn’t expected it. Call it a ‘pleasant surprise.’

“Oh, uh, Claire invited me,” Y/N explains and gulps nervously. “But I can leave if you don’t want me here.”

Damn that kid. Of course, she meddled in his affair. Does she know he likes Y/N? Is it that obvious? Well, either way, someone’s getting a bigger allowance this week. Doesn’t he have the best kid?

“No, uh, stay. Please,” he says and sends Y/N his best smile. “Can I sit with you?”

Her face lights up. “Sure.”

Dean sits down on a red velvet seat next to her and feels like a goddamn teenager on a first date. His knees are shaking as he anxiously taps his boots on the sticky movie floor and drums his palms repeatedly on his thighs. Something inside of him urges him to hold her hand and interlace their fingers, or do one of those moves where he yawns and slings his arm around her shoulders.

In fact, he can barely concentrate on the movie until he takes her hand in his. But who cares? He wrote and directed this masterpiece, so it’s not like he’s missing out on anything important. He already knows the plot and every single shot.

Once their fingers touch, his heartbeat accelerates to light speed. She shoots him a look and raises her brow with a teasing smirk. He can catch it from his periphery but doesn’t dare to look straight at her. Instead, he awkwardly clears his throat and glues his green eyes stubbornly to the silver screen, pretending it’s not a big deal.

When did holding hands become such a fucking thrill? He’s not goddamn sixteen anymore, for crying out loud.

Y/N takes note of his uncomfortableness and focuses back on the movie but still gives his hand a small squeeze, telling him everything is all right. They remain exactly like this till the end credits roll across the screen.

And then, to his greatest surprise, there are cheers and claps from everyone in the theater. Y/N lets go of his hand to clap as well and bites her lip to hide a smile once she sees him blush furiously at the attention and admiration.

The group of teenagers then approaches him and stops by his row as a young, scrawny boy speaks up, “You’re a genius, Mr. Winchester.”

Mister?! How old do they think he is? Well, granted, he probably shot that movie before those kids were even born. Talk about feeling old.

“Your disorientation factor is truly masterful,” the boy continues. “Claire told us we’d love it.”

His brow shoots up in surprise. “Claire? How do you know my kid?”

“Oh, we’re all in AV club together,” the boy replies and gestures to his peers before they filter out of the theater.

“Huh.” Dean is gobsmacked, truly. For one, he didn’t even know Claire was in AV club. And secondly, he’s goddamn proud of her. Who knew the kid would take after her old man?

“See?” Y/N pokes his arm with her elbow, a big grin adorning her face. “You have a whole fan club of teenagers who adore your movie that they are, for sure, too young to see.”

Dean chuckles softly and wishes he could hide his reddening cheeks from her.

“I liked your movie, too,” she says then and watches his reaction closely.

“Oh, c’mon,” Dean tries to brush her off. She’s probably just saying it to appeal to his ego. He knows she’s not the biggest fan of his work. “Really?”

“Yeah!” Y/N says enthusiastically. “Those kids were right. It was disorienting. You were doing your own thing.” But then she catches her mistake and corrects herself, “Are. Sorry! You still are doing–”

Dean, however, shakes his head at her correction. “Nope, you’re right,” he admits and scoffs. “That was me twenty years ago. My hands all over everything like the biggest control freak, driving everybody nuts. I mean, my operator actually became so frustrated with me that he quit the first day and threw his camera at me. I had to shoot the rest of it myself.”

“You shot that?” Y/N’s eyebrows raise in surprise. “Wow.”

“Yeah, I did.” Dean sighs and pensively scratches his beard. Something’s been bothering him for a while now, and talking to Y/N usually helps him sort through his jumbled thoughts. After all, she’s his Alma. “You know, I’m accustomed to a certain level of failure. When a project usually goes wrong, I know exactly what happened. It’s just-… with our show… I have no idea what went wrong there. I don’t know why they shit-canned us. Not a fucking clue. None. It’s driving me insane.”

Y/N grows quiet next to him and fumbles with her fingers. She swallows deeply before she opens her mouth. “I have an idea. I know why,” she confesses.

The director’s brow furrows. As he looks at her, he recognizes her nervousness. It causes him to worry. “What d’you mean?”

“Richard Roman, the head of the network? He-, uhm, he invited me to dinner… at his hotel room,” Y/N begins, the uncomfortableness growing inside of her and expanding in her chest.

Dean, on the other hand, stays perfectly still and quiet. The calm before the storm, so to speak. Because as soon as she said those words, he could feel his heart stop and drop several feet into the depths of hell. There, he’s sure he’ll find some kind of weapon he can use to kill that motherfucker before he comes back topside. The director knows how that story ends before she has even finished it, and it makes him want to puke his guts out and burn this godforsaken city down.

“He came on to me. As in… he wanted to have sex with me,” Y/N continues and clarifies in case he didn’t catch on. She’s not entirely sure the director is getting the message since he hasn’t said a word yet. “But I left before anything could happen. Ran away, actually. Bolted right outta there.” Her little chuckle at the end is a futile attempt to lighten the mood.

“Are you fucking kidding me right now?” Dean’s furious, his nostrils flaring. He wants to punch and kill someone, but most of all Dickhead Roman himself.

“No, I’m not,” Y/N replies meekly. “I’m so sorry. Please don’t be mad at me.”

Bewildered, he frowns. “Mad?” That’s when he notices that she suddenly seems scared. Is she frightened… of him?!

“Maybe I can still fix it. Just call him and ask him if I can come by his office,” Y/N suggests, her voice laced with desperation. But not the good kind that usually turns him on. This time it’s just plain sad.

“To do what exactly?” Dean prompts grimly, already knowing her intentions. Over his dead body is she doing that!

“Well–”

“Fuck no!” Dean doesn’t even allow her to finish her sentence. In fact, he doesn’t want to hear it at all, or he might have to scratch his ears out afterward. God, he doesn’t even want to think about it. “You’re not fucking doing anything, alright?”

“But–”

“That stupid fucking son of a bitch,” Dean huffs and shakes his head. “What a goddamn prick!”

“So you’re not mad?” Y/N checks insecurely.

For a moment, Dean stops his rage to look at her, his heart almost breaking as he does. She deserves so much better in this life than all the shit she’s getting. How the fuck is any of this fair?

“At Dick cocksucking Roman, yeah. But not at you. Never at you, okay?” he emphasizes and sees her nod in relief. His heart shatters anew. How could she even think for a second he’d hold some sleazebag’s actions against her? But then his suspicions grow as he puzzles the pieces together. “When the fuck did this happen?”

“Uh, a little over a week ago,” Y/N answers quietly. “The night before they moved us to the nighttime slot.”

“That’s when you came to my office, and we–” Dean doesn’t finish his train of thought and cards a hand through his messy hair. Now, it makes sense. Her strange behavior, the inexplicable need for punishment, and everything in between.

‘You’re the best guy I know,’ he remembers her words. ‘I can’t think of anyone I’d want this with more.’

“Why didn’t you tell me sooner? Was that why you were avoiding me?”

A part of him feels unbelievably relieved. It’s not him but literally someone else’s fault. For once, he’s done nothing wrong. For once, he hasn’t ruined everything. But another part of him, the bigger one, just wants to rip Dickbag Roman’s throat out with his goddamn teeth. What a pathetic fucking loser…

Dean wishes he could beat the guy black and blue and leave him bleeding on the highway till a truck runs over him. He wishes he could cut off that guy’s dick and put it through a meat grinder. His mind can’t stop imagining the most gruesome ways to make that asshat suffer and die. In fact, he wishes Manson was still roaming Spawn Ranch and would send his Family over to that Roman’s mansion and leave Sharon Tate the fuck alone.

“I’m sorry. I guess I was scared you’d react like Jo.” Y/N gulps and averts her eyes to her trembling hands in her lap.

His brow knits, Donna’s warning words echoing through his mind. “Jo knows? What did she say?” But before Y/N can answer him, the director stops her again. “No, wait… I can take a fucking guess,” he mutters bitterly. The blonde bimbo probably told her to blow the guy in his goddamn office. Typical…

“Well, she’s not entirely wrong, you know,” Y/N mumbles and bites down on her lip without looking at him.

“What d’you mean?”

“All I’m good for is a fuck,” she says with a wry smile and wipes away a small tear. Dean’s heart twinges and hurts for her, but that pain is nothing compared to the cool blade of a knife he feels soon instead. “I mean, you of all people know that…”

Dean’s quiet for a moment and bites his nails as he ponders. His mind is a maze, and he knows he has to pick and choose his words carefully in order to get out of it.

“No, I actually don’t know that,” he states and catches her attention.

He tries his best not to sound angry or offended, even though he is a little. Hasn’t he been building her confidence for weeks now? Hasn’t he been instilling in her that she’s his favorite – and not just among the cast but on this planet in general? He figured she knew how much she truly means to him, but maybe he hasn’t been clear enough yet. He knows Y/N’s self-worth issues could fill every damn swimming pool in California, so maybe he shouldn’t expect a miracle so soon.

Mostly, he’s angry at Dicksuck Roman and Barbie for ruining all his hard work with one asshole move and a few bitchy words.

Dean wets his lips and lets out a sharp exhale through his nose before he looks at her. “Y/N, you’re the most amazing woman I’ve ever met in my entire life. You’re never just a quickie in the office to me. Do you understand that?”

She nods in slow reluctance. “I think so.”

“Good,” he says sternly. “Now believe it ‘cause it’s true.”

The green-eyed director cups her cheeks and pulls her to his lips, tongue meeting tongue in a searing kiss. The old seats creak when their weight shifts, Y/N leaning into his touch as she wrings for oxygen with heavy breaths. And where words fail, he tries his best to show her how he feels through his actions.

“Sorry,” Dean apologizes cheekily once he lets her get some air. “Couldn’t hold myself back any longer. That’s okay, right? We’re still on?”

Suddenly, it dawns on him that she might’ve still changed her mind about him. Has he just sexually harassed a woman right after she told him how she’s been sexually harassed by a superior? Jesus fucking Christ, he’s goddamn tone deaf, isn’t he?

To his luck, though, Y/N finds his stupidity amusing and giggles, placing another sweet kiss on his plump lips as she shakes her head. “We’re still on, boss,” she assures him and hears him heave a big sigh of relief.

“Awesome.” He grins from ear to ear and brushes a strand of rogue hair out of her face. “Are you and Jo okay? ‘Cause if you’re not, you gotta tell me. You wanna postpone the match?”

Now that Dean knows there’s no chance in hell the network’s going to let the show survive, he doesn’t even give a shit if the girls resort to doing the chicken dance in the ring or taking a dump on stage. No one truly gives a fuck anymore, least of all him. He never has.

The only thing he cares about is sitting right next to him.

Y/N, however, vehemently shakes her head. “No, we’re fine. I wanna fight. ‘Sides, I’m supposed to win this match, and I can’t wait to kick Jo’s bitchy ass.” She grins broadly.

“That’s my bad girl.” Dean smirks and pecks her lips. “You’re gonna stay over at my place tonight? Play a little Cold War in my bedroom?”

“Only if I can do my accent,” Y/N says, beaming.

The director playfully rolls his green eyes, even though he’s direly been waiting for that sort of role play. “Oh, you’ve got yourself a deal, Natasha.”

22. Girls, Girls, Girls

Hope you enjoyed this one! We came back with a literal bang 😂 Next up we deal with more drama and a hospital stay 👀

Don't forget I re-did the tag lists after the break, so pick your new place (everything, specific character, or series) and put your username in there ❤️

TAGS:

Jensen: @alwaystiredandconfused @xlynnbbyx @lyarr24 @deans-spinster-witch @blackcherrywhiskey @deansbbyx @foxyjwls007 @ladysparkles78 @roseblue373 @zepskies @agalliasi @yvonneeeee @hobby27 @iamsapphine @globetrotter28 @mxltifxnd0m @lacilou @feyresqueen @suckitands33

Old Series Tags (only for this part): @jessjad​​ @mrsjenniferwinchester​​ @smellingofpoetry​​ @justrealizedimmascifygurl​​​​ @leigh70​​ @4getfulimaginator2022​​ @yeahmynameiscool06​​ @luci-wiggles​​​ @darkened-writer​ @mimaria420​​ @samanddeansannoyingsis​​ @sarasolros​​

[lunastar92]

Jensen! 🥰

[thesunoficarus1]

the haunted look on deans face after his fight with cain I'm going to be SICK

[deancasforcutie]

#the face!! cradling!!! (via @dotthings)

dean winchester & castiel ⤷ supernatural ✗ 11x03

[my-supernatural-rewatch]

Episode 13: Route 666

Dean Winchester in the Supernatural episode Route 666

Hey, look! It's the racist truck episode!

Listen, I'm going to be honest here, as a white person the first time I saw this episode I thought "Cool, they killed the racist white dude." But the more times I watch this episode I can't help thinking that this is what happens when white people try to write about black people without actually talking with black people first.

SO this entry is going to be a little different because I'm not up for going through this whole thing.

If you've seen the show, you know the synopsis. Dean's ex calls him when her father is killed in a car accident and she thinks it's due to supernatural causes. More people die suspiciously and we eventually find out it's the ghost of the guy his girlfriend's father and friends killed and buried in his truck coming after the black people (and one white savior dude) who killed him in the first place.

It is...not good.

More under the cut.

The only good thing about this episode, IMO, is Cassie, Dean's ex. SO all I'm really going to write about here is Dean, Cassie, and that relationship and how it affects Dean.

We find out that while John and Dean were working a job in Ohio and Cassie was going to college, the two met and, in Dean's words, "went out for a couple of weeks."

Sam is PISSED because if she's calling Dean for help it means he told her the 'secret' (Sam's word) about what they do. Here's Sam's rant:

"You told her. You told her, the secret! Our big family rule number one. We do what we do and we shut up about it. For a year and a half I do nothing but lie to Jessica, and you go out with this chick in Ohio a couple of times and you tell her everything?"

Now part of me thinks Sam is right to at least QUESTION why Dean told Cassie. Especially given the whole 'couple of weeks/times' thing. But in this scene Sam is seriously pissed...and of course he brings it back to Jessica. Which had literally nothing to do with Dean. He could have told Jessica anything he wanted because, remember Sam, he wasn't a hunter anymore.

But actually none of Sam's rant will matter in a few minutes when he pretty much tells Dean, after meeting Cassie, that it's no big deal that he told her.

JFC

Anyway.

When Cassie and Dean reunite, Sam is in the background smirking at how obviously taken Dean still is with her. I had to keep reminding myself in this episode that currently Sam is only 22 years-old and college boy or not he still has the brain of an idiot 10-year-old when it comes to certain things...like being a spoiled brat or Dean liking a girl.

But at least Sam is savvy enough to pick up on cues, like Cassie and Dean not being able to look at each other at the same time, and he deduces that, at the very least, back then Dean was in love with Cassie.

At this point Dean only admits to being "a little bit more involved" with Cassie than he initially told Sam. And without words he confirmed that Cassie was the one who did the dumping, not him.

(Which I find fascinating...what was Dean's plan had Cassie not freaked out and dumped him? Was he going to just go visit her every so often? Was he going to bring her with him? Would he have considered quitting hunting for her? We'll never know; and I kind of hate that.)

So a couple of interesting tidbits about Cassie and Dean....he's so comfortable with her, even now, that not only did he tell her what he actually did for work, but here and now, when they discussed how they broke things off, he admits to her face that she hurt him.

WHEN DOES DEAN EVER DO THAT? NEVER. THAT'S WHEN.

Also worth noting that when he admits her breaking up with him hurt him, she apologizes and ten seconds later we get a fairly steamy (for the CW anyway) sex scene. Just be vulnerable, fellas, and someone will schtup you.

I want to point out one other thing before I forget. Dean has a reputation for hooking up with women who the writers want us to think are loose bimbos without brains. But his first true love is a college-educated woman who isn't easily led by bad pickup lines and who had enough self-confidence to dump the boyfriend she thought was either batshit crazy or on his way to breaking up with her.

Which is to say, Dean appreciates women with brains as well as beauty and I hate how the writers often forget that.

SO we get the sex scene which leads to pillow talk about why they broke up resulting in Cassie saying that if you want them to, things usually work out. Sounds like she's back on the Dean train...but then Dean responds:

"You know, I'm still really involved. With my dad's work."

And I want to give him such a pinch. What the hell, Dean? Even if it's true, maybe don't bring up your dad while you're in bed with a woman who is willing to take you as you are, huh?

John is forever an albatross around Dean's neck, man.

One quick random note: When Dean and Cassie have sex, Dean is shirtless but is still wearing the Samulet. Jensen Ackles has said on many occasions that the Samulet was super heavy and I can't imagine it was very comfortable for Dean OR Jensen in that moment.

SO when Sam realized Dean and Cassie got down, what does he do? Does he say, "Good for you? An actual relationship with a good woman?" No. He teases him about it. Because Sam can't read a room.

Another odd thing I noticed. In this episode there are three, THREE scenes where someone brings someone else a cup of tea. Cassie brings Dean and Sam tea when they first sit down to talk. Then she brings Dean a cup when they are at the paper and then Sam brings Cassie's mother a cup when she's about to tell her story.

It doesn't mean anything...I just thought it was interesting and kind of obvious. But that could be because I was ignoring the plot of the show.

Okay I'll say one thing about the plot. When Cassie's mother shares the story of how Cyrus was so jealous of her being with a black man that he started kidnapping black men, then burned down a church with black children in it...and then tells them that her husband killed Cyrus after he tried to kill him...Dean wants to know why they didn't call the cops.

Now, first off, Dean never calls the cops, but that's a different story. Secondly, it really does show the disconnect between the kid raised by the white guy from Kansas and the mixed raced girlfriend of his. I'd like to say that it also served as a reminder to the viewers that in the 1960s things were very different than they are now but it doesn't always feel like they're that different these days.

Before they go try to kill the ghost truck, Sam decides to tell Dean he knows Dean is still in love with Cassie.

Dean's response is: Can we focus?

One little thing about Sam...he figures out how to get rid of the truck (having it go over hallowed ground...okay, whatever)...but tells Dean he thought MAYBE it would work. (It did, but Sam didn't actually know it would.)

When Dean upsettedly asks him what if he was wrong, Sam's answer is a smarmy:

"Honestly that thought hadn't occurred to me."

I mean, what IF he was wrong? Not only would the racist, killer truck still be out there but his brother would be dead. JFC Sam. When are you going to make me like you?

Dean and Cassie have their goodbye which Dean hopes will be "a little less permanent" and once again it's Cassie who has to make the call.

"You know what? I'm a realist. I don't see much hope for us Dean."

Dean says he's seen stranger things happen, they kiss, stare at each other, and Dean and Sam drive off into the sunset. And Cassie?

We never see her or hear about her again.

Which is doubly annoying when the episode ends with Sam asking Dean:

"You meet someone like her, doesn't it makes you wonder if it's worth it? Putting everything else on hold, doing what we do?"

And Dean just smiling, putting on a pair of shades, and settling in for a nap.

Is this the first and/or only time we see Dean in shades?

HOW DO YOU GO FROM A BRILLIANT EPISODE LIKE FAITH TO THIS? THAT'S ALL I WANT TO KNOW.

Some notes for posterity:

Significant music in this episode: She Brings Me Love by Bad Company and Can't Find My Way Home by Blind Faith.

Cassie basically tells everyone their real names in this episode but when they question the friend of one of the deceased, Dean tells him they're from All Natural Mutual insurance company

Sam drives the Impala in this episode more than once. He's driving it at the end of the episode while Dean is eager to take a nap.

Dean wears John's jacket

They light bones on fire but we don't see with what. They pour the gas, but whether by lighter or matches is anyone's guess

This hunt takes place in  Cape Girardeau, Missouri

Recognizable Guest Stars: Kathleen Noone as Audrey

According to the Hollywood Reporter this episode is the highest rated of all the Supernatural episodes for same-day viewing. 5.82 million people watched this one when it aired (compared to the 5.69 who watched the pilot episode)