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Good Girls Do It Better

Summary:

You had also heard of Dean’s reputation among women through other female hunters. Apparently he was hot as hell and new how to fuck. You never paid much attention to the rumors, thirsting about some random hunter you didn’t even know was not your cup of tea. However, some of the comments did make you curious. Most women agreed he was great in bed, always knew what to whisper into your ear and what places to touch. But, a couple of hunters had heard rumors that Dean was into certain… things most men weren’t.

Notes:

this is my first fic in a while and it's purely self indulgent lol. i wanted to write dean as a kinky mf, so here you go. in terms of timelines, it's somewhere along the last few seasons, but they'll be mostly chasing regular monsters, not high-stake situations.

format: italics are thoughts, bold are texts.

enjoy!

(See the end of the work for more notes.)

Chapter 1: Souvenir

Chapter Text

You walked out of the old storage building drenched in sweat and blood, and a machete in hand. 

“Well, that was not what I had planned.” Claire said in between heavy breaths, her hair sticky with blood and her face covered in dirt.

“I don’t think any of us planned that .” You replied and chuckled.

“You both are in so. much. trouble .” Jody said and wiped her forehead.

You and Claire laughed and continued walking to your Ford Explorer to drive back to Jody’s place. You—nor Claire—would ever admit that killing almost 10 vamps was a hell of a risk, dumb even, but in your defense, you were given bad intel by another hunter who had said it was only five vamps.

You had met Claire and Jody almost a year ago. You were on a shapeshifter case for about a week before you found its lair. Unfortunately for you, it was a couple, not a single shapeshifter. Things got bad very quick, you were able to kill both shapeshifters and escaped alive, but barely. On top of that, the motherfuckers had been impersonating you for the last two days, and the local sheriff was looking for you to press charges. You knew the local hospital was a no-go, but the closest town was hours away, and by the look of your injuries, you weren’t sure you were going to make it before bleeding out. So, you called for backup.

Bobby Singer was a long time friend. You had met him back when you were still a civilian, and he had trained you—reluctantly. Ever since then, you had visited him often in between cases and kept his friendship close to your heart, and so had he. 

When you called, barely able to speak, he told you to drive to one of his old cabins and that he would have someone meet you there, but not before yelling about how reckless and dumb you had been. You followed his instructions and when you arrived at the beat-up cabin, you found Jody and Claire waiting for you. They helped patch you up enough for them to drive you back to Bobby’s place, where you would be able to rest and recover better and quicker.

Ever since that meeting, you and Claire had been best friends. She was a few years younger than you were at 28, but you got along as the sisters you both never had. You and Jody also became close friends, and although she would take more of a motherly role sometimes, she still considered you her peer and respected you as such. You hadn’t spent that much time with Alex or Patience yet, since they were both living ‘normal lives’—as normal as the two daughters of a sheriff/hunter can get.

You reached Jody’s house in under 30 minutes, the sun was beginning to set, slightly earlier now that it was October, but it still created a beautiful view. 

“I call dibs on the shower!” Claire said and ran into the house as soon as you parked.

“That little devil.” You chuckled and slowly got out of the driver’s seat, your body starting to ache from all the vampire killing you had just finished.

“You can take my shower if you want.” Jody said walking into her house after you.

“Nah, I’m good,” You said, waving your hand. “You go and take a shower, I’ll go grab us some dinner.”

Jody looked at you from head to toe and raised her eyebrows. “Certainly not like that .” 

You chuckled as you remembered how much dirt and blood you had covering your body.

“Okay, fair. I’ll order in.”

Jody nodded and tossed her dirty machete outside in her backyard before dragging herself up to her room.

You sat on the wooden floor over your jacket to try to confine your dirtiness to a single spot, especially avoiding Jody’s new couches and rug. You opened your delivery app and were scrolling down trying to find anything good for dinner when you heard the doorbell ring. You knew Jody and Claire weren’t expecting anyone, Alex was doing a double shift at the hospital, and Patience was away in college, so before you went to the door, you grabbed your knife from inside your boot. 

You looked through the peephole, knife in hand, and saw two men standing outside of Jody’s house. You knew Claire was into women, so they couldn’t be here for her, besides, they looked a little old for her. And although Jody kept denying it, you knew she and Bobby had recently begun spending more time together, so they also couldn’t be here for her. Before you had more time to think, they knocked on the door again, so you decided to slowly open the door half way, hiding the hand holding your knife behind the door.

“Hi, we’re loo-” The shorter guy started saying before his eyes went wide and he pushed through the door.

“Dean!” The other guy yelled before following him inside.

“What the fuck if wrong with you?!” You yell and hold your knife out aggressively.

“Where the hell are Jody and Claire?” The shorter guy—Dean—asked pointing his gun at you.

“And who the fuck are you again?” You yelled back and grabbed your machete from the floor.

“Where are they?!” Dean yelled as the other guy tried to keep him calm.

“Woah, woah, woah!” You heard Jody say as she ran downstairs, her arms stretched out trying to keep both of you from killing each other.

“Jody?” The taller guy said, confused.

“Jody, what the hell is going on?” Dean asked, his gun still pointed at you.

“First, please, everyone put your weapons down.” Jody said, looking at you and Dean.

You looked at Jody before dropping your machete on the floor and putting your knife away. Dean did the same and put his gun away too.

“Okay, now that we’ve all calmed down a little,” Jody said. “YN, this is Dean and Sam Winchester. Dean, Sam, this is YN.” 

You, Dean, and Sam exchanged confused looks with each other.

“Hi,” Sam said. “Nice to meet you.”

“Nice to meet you too.” You replied, still a little confused.

“Hey.” Dean said.

“Hey,” You replied, “Sorry about the knife… and the machete.”

That made Dean chuckle. “Sorry about the gun.”

Is his laugh… cute?

After a few minutes of further introductions, Claire walked downstairs and laughed when she heard what had just happened.

“You pulled a gun on YN?!” She said to Dean, chuckling.

“She opened your door covered in blood from head to toe, what did you want me to do?” He said defensively.

“Okay, that’s fair.” Claire replied. “You really need a shower, YN.” 

You glared at her and stood up from the floor where you had been sitting before the Winchesters arrived.

“I know, I know.” You said walking towards the guest bedroom on the main floor. “Please get dinner, I’m starving.”

You took a longer shower than usual, letting the hot water wash down the blood and dirt and some of the aches. You walked out of the bathroom with a cloud of steam around you, picked a clean pair of your carpenter pants and a t-shirt, got dressed, and walked out to meet everyone for dinner.

“Hey, the pizza got here just a few minutes ago.” Claire said while setting the table. 

“Thank god.” You said with a sigh and went to the kitchen.

“The wine is in the fridge, you know where the glasses are.” Jody said while carrying the pizza boxes to the table.

You grabbed the bottle of wine and five glasses before walking to the dining room.

“I’m a beer guy, sorry.” Dean said while holding a beer bottle to his lips.

“More for me.” You smiled and sat down next to Claire.

That was cute… she’s cute.

“Wine, Sam?” You asked as you poured the wine.

“Thanks.” He said and picked a couple of pizza slices.

“So, Jody tells us you’re a hunter?” Dean asks while stuffing his face with the food.

“Yeap, I am,” You replied, “Been hunting for almost 5 years now?”

Dean and Sam raised their eyebrows and exchanged a look.

“So, what brought you over to the dark side?” Dean asked. “If you don’t mind me asking.”

“My boyfriend got killed by a wendigo on a camping trip during our senior year in college,” You said and drank some wine. “I joined a day too late, both him and his best friend were murdered.”

“I’m so sorry to hear that.” Sam said with a faint smile.

“Yeah, I’m sorry.” Dean said. “I shouldn’t have asked, sorry.”

“It’s okay,” You said, waving your hand. “It is what it is.”

You shared a small smile with the oldest Winchester before Claire interrupted.

“She’s one of the best hunters I know. Right, Jody?”

You smiled at Claire and blushed a little.

“She is,” Jody said proudly, “She’s got the instincts, the brains, and the speed.”

“Okay, that’s enough.” You chuckle.

“She went to college for anthropology and psychology, so she knows her lore and can read people from a mile away.” Claire continued while eating her dinner.

“Her dad was also a hunter, but the regular kind.” Jody said. “So, she knows her way around weapons and can track down almost anything.”

You blushed more at the impressed looks Sam and Dean are giving you, especially from Dean.

I wonder if the rest of her body blushes that shade of pink.

“Yeah, yeah,” You smiled. “Can we change the subject now?”

Jody chuckled and put her hand on your shoulder comforting you.

“Well, that sounded like a hell of an ally to have on our side.” Dean joked and smirked at you behind his beer.

“I guess,” You replied and finished the rest of your wine as Dean watched you.

Is he still looking at me?

The conversation continued for about one more hour before Jody jawned.

“Anyway kids, I’m hitting the sack.” She said and stretched her arms above her head.

“I’ll clean up, go get some rest.” You said and started gathering the empty plates.

“Are you boys staying over?” Jody asked. “You can have the couches.”

Sam and Dean looked at each other and shrugged. 

“Yeah, we could use a good bed for a change.” Dean joked.

“Great, I’ll see y’all tomorrow.” Jody said and walked upstairs.

“I gotta get ready for tomorrow.” Claire said, trying to escape helping with the clean up.

“Why? You got school or something?” You joked but let her run upstairs to her room.

“We’ll help you, YN.” Sam offered and started gathering the glasses and empty beer bottles.

Dean picked up the empty pizza boxes and flattened them out before putting them by the trash can.

Gosh, he’s got really strong arms and big hands.

You caught yourself staring at Dean’s hands and turned away quickly before starting the dishwasher.

“Thanks for helping, guys.” You said drying your hands.

“No problem.” Dean smirked at you and leaned on the counter.

Sam gave his brother a look before rolling his eyes.

“I’ll bring you some pillows and blankets,” You said after breaking eye contact with Dean. “I have some extra in my room.”

Sam and Dean watched you quickly walk away towards your room before Sam stopped in front of his brother. 

“Jody will murder you.” He warned Dean.

“I have no idea what you’re talking about, Sammy.” Dean said with a grin.

“Claire will bring you back to life, and kill you again.” Sam continued as they walked out of the house to get their bags.

“Relax, Sammy,” Dean said and picked his duffel bag.

“You can fuck anyone you want, Dean.” Sam said and closed the Impala’s trunk. “Stop it.”

“That’s right,” Dean said, smiling at his brother. “Anyone. I. Want.”

You walked out of your room with a couple of pillows and blankets and saw the Winchester brothers putting their bags on the couches. Sam took the longest couch, obviously, and Dean took the other.

“Here you go.” You said putting the things down on the arm chair. “Let me know if you want anything else.”

“I have a few things in mind.” Dean said with a smirk.

You chuckled and tried to play it cool, but inside you were kind of freaking out.

Why is he looking at me like that?

“Right. Anyway, good night, boys.” You said and smiled before walking back to your room.

Once you closed the door to your room you smiled and shook your head at yourself. You were so giddy with the sudden influx of flirtation from Dean, it had been a long time since you’d let yourself look at a man—or woman—in that light.

After that wendigo had killed Joe, your college boyfriend, you really didn’t give much time to love. After Joe’s death, you pushed yourself to burnout to graduate in time and leave town as soon as you could. Joe had been your first real relationship, and even though you hadn’t been in line for marriage, his death hit you hard, especially because of all the unanswered questions of the event. 

After graduating you kind of became obsessed with solving the mystery of his death, although the police had already closed the case and declared it a ‘bear attack’. You’d seen plenty carcasses left by bears before in your life, and this was no bear. You went into a rabbit hole of lore and myths for days before you found information about what a wendigo was. Stupidly, you thought you could kill the damn thing, so one evening, about a week after Joe’s attack, you ventured into the same woods with your dad’s old shotgun, a machete, and your wits. 

You had underestimated the task ahead, to say the least. The wendigo found you while you were trying to save a couple of campers from their restraints. You were thrown against the cold and hard rock walls of the tunnel a handful of times before the wendigo grabbed you by the neck to rip your insides out, when a voice yelled at it and you felt immense heat surrounding you. You quickly realized the man had lit the wendigo on fire, which made the monster lose its grip on you. 

After the wendigo was dead, the man introduced himself as Bobby and helped you get out of the tunnels, along with the two campers. He drove them to the nearest hospital and left them before anyone could ask questions, but you followed him. After pestering him with even more questions than the police would’ve asked, he agreed to talk to you over dinner. That same night you decided to drop everything—not that you had that much—and decided to become a hunter.

You were pulled from the memories of your early hunter years when you heard someone knocking on your door.

“Hey,” Dean said leaning on your doorway after you opened it.

“Hey,” You replied, “Do you need more blankets?”

Dean grinned. “I love scooby doo.”

You looked at him confused for a moment before you realized you were wearing your scooby doo pajama shirt.

“Of course you do.” You said with a chuckle.

“So… more blankets?” You said walking to your closet.

“Uhh, yeah,” He said trying to find his words as he looked at your exposed thighs.

“For Sam too?” You asked, reaching to the top of the closet on the tips of your toes, your shirt rising more and showing the bottom of your butt and the outline of your cheeky pink underwear.

“No, he… he’s fine.” He said and bit his lower lip at the sight.

Fuck, look at those thighs… Look at that fucking ass.

“Okay, so these are sherpa, they should keep you warm all night.” You said with a smile.

You saw the way Dean was looking at you, specifically your thick thighs, and you could feel a blush rising from your neck.

“I can think of other ways to keep warm.” He said with a smirk and grabbed the blankets from your arms before putting them on your bed.

Fuck.

“Of course you do.” You chuckled and tried to play it off by fixing your hair behind your ears.

“I’m an expert at that,” Dean said and took a few steps forward. “If I do say so myself.”

You stayed exactly where you were standing, even though you wanted to put your hands all over Dean’s arms and chest. 

Gosh, he’s so charming.

“I’ve heard of your reputation.” You teased and kept his eye contact.

That made Dean raise one eyebrow and smirk again.

“All good, I hope?” 

“Yes… well, most of it.” You smiled and broke eye contact to grab the blankets from your bed.

“Let me prove those lies wrong.” He added and approached you from behind.

You felt Dean’s fingers faintly brushing over your arm, and his hot breath on the back of your neck. You kept your hands on the blankets to keep you grounded as your breath sped up and your skin tingled. 

“Let me keep you warm tonight, sweetheart.” Dean said with a low voice and breathed into your neck.

You bit your lower lip and slowly turned around to face him, your noses so close together you could see the hazel sparkles in his green eyes. You ran the tips of your fingers over the veins of his hands and arms until your touch reached his shirt sleeve. You could see his pupils growing and his chest rising higher with every second that passed. You looked down at his lips, and then slowly up into his eyes again before pushing the blankets into his arms. 

“I have enough blankets already to keep me warm.” You said with a smile and walked towards your door.

“Wh-What?” Dean said confused and slightly frustrated.

“Goodnight, Dean.” You said with your sweetest tone and pointed to the living room.

Dean stared at you for a few seconds hoping you’d change your mind.

“Really?” He said and tried covering his half-boner with the blankets.

“‘I’ll see you tomorrow.” You said and looked at him with your innocent eyes.

Dean took a deep breath and smiled.

“You know I love a challenge, right?” He teased before leaving your room.

***

You woke up suddenly and in a sweat, the images of your dream with Dean plaguing your mind as you tossed the sheets and blankets off your hot body.

Goddammit.

The clock on your side table read 4:08 am. You tried keeping your eyes closed for about ten minutes before you huffed and got out of bed. You splashed your face with cold water, even though it woke you up more, you needed to cool down.

In your dream, Dean had you on your knees, his thumb caressing your lower lip before pushing it inside your warm mouth. You closed your eyes as you sucked on the finger, your tongue running along his thumb print. He made the sweetest grunts and moaned in ways that made your pussy wet. Next, he pulled down his sweatpants just below his sack, his hard cock arching against his stomach.

“Open up, sweetheart.” 

You splashed your face with more cold water to keep those thoughts at bay and decided you needed to distract yourself. You thought about bringing out one of your vibrators, but you couldn’t masturbate thinking about Dean, that would be too much, even for you. So instead, you slowly opened your door and quietly walked out. Both Sam and Dean were tucked under their blankets sleeping comfortably on the couches. You couldn’t help but smile at Dean’s relaxed features and how he was carelessly sprawled out.

You turned on the lights under the kitchen hood to keep it as dim as possible and started the kettle. Surely some tea would help. You looked out the kitchen, into the living room, while the water was heating up.

Most of his reputation has to be true… but, not that part, right?

You’d heard of the Winchester family shortly after you became a hunter. Bobby had mentioned the brothers a few times, and you had caught him on the phone with them twice while you were staying at his place. You knew they were respected among hunters—but also hated by some—especially because of their connections to Lucifer, Michael, and the whole apocalypse. 

You had also heard of Dean’s reputation among women through other female hunters. Apparently he was hot as hell and new how to fuck. You never paid much attention to the rumors, thirsting about some random hunter you didn’t even know was not your cup of tea. However, some of the comments did make you curious. Most women agreed he was great in bed, always knew what to whisper into your ear and what places to touch. But, a couple of hunters had heard rumors that Dean was into certain… things most men weren’t.

You were pulled out of your thoughts by the beeping of the kettle. You grabbed a mug and went for some of Jody’s fancy morning tea. The mango and green tea fragrance was pleasant and you took a few deep breaths of the scent before you were startled.

“Jesus, fuck .” You said when you spilled some of the hot tea on your hand.

“I’m-I’m sorry.” Dean said and grabbed the hot mug from your hands before pulling you to the kitchen sink. “I thought you’d heard me.”

“Well, I didn’t.” You replied and put your hand under the running cold water.

“Sorry.” Dean said with apologetic eyes and held your wrist.

“It’s fine.’ You said, but couldn’t focus more as you felt Dean’s thumb rubbing on your pulse.

After a few more seconds, you closed the sink and grabbed the kitchen towel to dry your hands.

“How’s your hand?” Dean asked.

“It feels okay.” You replied and grabbed your tea again.

“That smells really good.” He commented and rested back on the counters.

“It’s Jody’s fancy tea,” You said. “Want some?”

“I’m more of a coffee guy.” Dean replied.

“That’s two drinks you’ve rejected,” You said with a smile. “I’m starting to think it’s personal.”

Dean chuckled and grabbed your cup, your hands under his own. He made eye contact with you and without breaking it he took a sip of the hot beverage.

“Hmm…” He moaned, purposefully. “Tasty.”

You kept your composure and eye contact, your body immediately reacting under Dean’s eyes.

Two can play this game.

You left your tea on the kitchen counter behind you and put your hands on the edge as you slightly spread your legs. Dean instinctively moved closer between them and caged you against the counter when he put his hands outside of yours. You felt his crotch against yours, his sweatpants and your underwear the only layers keeping you apart. 

“Why are you up this early?” You asked, whispering.

“Couldn’t sleep.” Dean replied and pressed his body closer to yours.

“Really? Is it getting too cold for you?” You teased and placed your palms over his hands.

“It really is, you know?” Dean said and leaned forward, his cheek pressed against yours as he breathed in. “You smell so fucking good.”

Fuck. Me.

Dean’s words and actions made you shiver, but you hoped he didn’t notice.

“Peach shampoo and conditioner.” You said and tilted your head to give him more access to your neck. “You should try it sometime.”

He pressed his nose against the skin connecting your neck and shoulder and chuckled. “You always have a comeback, don’t you?”

“And you always have a hard on.” You teased and slightly bucked your hips against him.

Dean grunted and moved his hips forward to meet you, his cock tenting up his sweatpants.

“Let’s go to your room.” Dean whispered and kissed a trail from your ear to the corner of your lips. “I want to taste something else than that tea.”

A sound escaped your lips at the insinuation and Dean grinned, his lips still brushing against yours, but not quite kissing them.

“I can make you some coffee.” You said and smiled teasingly.

“Fuck the coffee.”

Dean finally pressed his lips against yours, harshly, and grabbed both your wrists before pinning them up over your head. You didn’t resist his handling and kissed him back eagerly, images of your dreams and the feelings of the current situation making your pussy wet, your panties damp against your cunt. Dean’s other hand sneaked under your shirt and went straight to your nipples, softly rubbing against them before pinching the hard buds. That made you moan against his lips and had you wrapping your legs around his hips. He moved his hand down your belly in between you and growled when he felt how wet your panties were.

“Dean…” You moaned again and bit his lower lip.

Dean pulled away slightly with a grin, but before he could continue you heard someone walking downstairs. You quickly pulled away and closed your legs as Dean coughed and sat on one of the kitchen chairs, his arms covering his crotch.

“Uhh… Good morning, YN” Jody said confusedly and looked at you and Dean.

“Hey, Jody.” You said kind of out of breath and smiled. “You want some tea?”

It only took a few seconds, but Jody’s eyes were glaring at Dean and looking at you like a disapproving mother.

“I better wake up Sam,” Dean said nervously and quickly walked out of the kitchen.

“YN YLN.” Jody said in a stern tone.

“What?” You said and faked innocence and confusion.

“I wasn’t born yesterday.” Jody said as she started the coffee machine.

“I never said you did.” You replied.

“Listen, I know you’re 28 and all, but–”

“I can take care of myself, Jody.” You cut her off and chuckled.

“I know you can.” She said with a sigh. “I just want to make sure you’re being safe and responsible here.”

You laugh and almost choke on your tea.

“I’m not a virgin either, Jody.” You finish your tea and leave the cup in the sink.

“Yeah, yeah, I know.” She said and shook his head as she saw you walk out to your bedroom.

You decided to have a long shower with your vibrator after that moment with Dean. You knew it was kind of wrong to do that while thinking about Dean, but surely he was taking care of himself too thinking about you. after the shower, you got dressed in pants and a t-shirt and walked out of the kitchen. You found Jody finishing her breakfast, Claire making some coffee for herself, and Sam and Dean packing up their bags.

“Do you guys want some breakfast?” You asked opening the fridge to pick up some eggs.

“No, sorry,” Sam said, closing his duffel bag. “We caught a case, it’s going to be a long drive, so we better get all the light we can.”

“Yeah, sorry, sweetheart.” Dean said and finished folding the blankets and put them on the couch.

You couldn’t help but feel a little disappointed in that.

“I have a case too.” Claire said, picking up her empty cup  and putting it in the sink.

“Damn, I didn’t know I was such a bad cook.” You joked.

“You’re an amazing cook, YN.” Claire said and picked up her own bags before kissing you on the cheek.

“I’ll help you with those.” Jody said to Claire and grabbed one of her bags. “I have a shift… in 5.”

You chuckled as they quickly rushed out the door after saying their goodbyes to Sam and Dean.

“Thank you for everything.” Sam said.

“No problem,” You replied. “Besides, this isn’t even my house.”

They both chuckled at your joke.

“I’ll go get my things in the car.” Sam said and gave Dean a look before he walked out the house to leave you two alone.

“So…” Dean said and put his hands in his jean pockets.

“So…” You imitated him.

“I guess I’ll see you around?” He said with hope in his voice.

“Yeah,” You said with a slight hint of disappointment in yours. “I guess I’ll see you around.”

You walked Dean out to the Impala. He tossed his duffel bag into the backseat before unlocking the driver seat door. 

“Take care.” He said with a soft smile.

“You too.” You replied.

Before Dean could say something else, you reached into your pack pocket and pulled something wrapped in a white handkerchief.

“So you remember this morning.” You whispered into his ear as you slid the handkerchief into his palm before walking away back into Jody’s house.

Dean looked at you confused for a second before looking down to find your cheeky pink panties in his hands.

Fuck.

Notes:

i appreciate all and any comments, thank you for reading!