No going back
࣪ ˖ Read on AO3 ࣪ ˖
── ⊹ ࣪ ˖ summary: Dean Winchester can have any woman he wants. So why is he losing his damn mind over the one woman who keeps saying no? He's tried everything: flirting, lingering touches, shameless pickup lines and enough longing stares to make anyone cave. Unfortunately for him, you have one rule: never mix work and pleasure. But it's hard to not lose control when Dean Winchester is kneeling before you.
── ⊹ ࣪ ˖ tags: dean winchesterXfemale!reader, smut, shameless smut, femdom, bottom dean winchester, first time, porn with feelings, porn with plot, reader is a hunter, dean winchester on his knees, self control, gentle femdom, yearning, begging, begging dean winchester, praise kink, dry humping, jealousy, dean fights for you, fluff and smut, good boy dean winchester, obedient dean winchester, consent is sexy, teeth, underwear kink, light dom/sub.
── ⊹ ࣪ ˖ word count: 4,6k
It hasn’t been too long since you met the Winchester brothers. Probably six weeks, eight at most.
You could not know everything about them, but one thing was certain – the older of the pair, Dean, was crazy for you.
He was the type of man who could get any girl he wanted with just a few words here and a cocky smile there. Guess that, when you pretended not to care for him, it threw him off. You became a challenge, a prize for him to conquer. But your rules were clear – no mixing work and love, even if by love you only meant sex.
In the short period in which you came to know Dean he tried everything: from the funny flirtations, to the accidental touches, or holding your arm for longer than necessary. It’s not that the long stares from his pretty green eyes had no effect on you; in fact, you had to gather every bit of energy you had to keep it contained. You were pretty sure that one day he would notice the goosebumps that broke out when he got too near, or the acceleration in your breath when you could smell him. Maybe you were desperate for him to notice these small details.
But with time, he became more and more eager for you. It was fun to watch, and you began making up situations to test how much longer he would last: pretending not to be able to reach the ammo in the trunk, bending over the Chevy Impala the brothers owned, and then catching him stuttering when getting it for you; walking in your underwear and a loose T-Shirt when you were by yourselves in the motels and just waiting for the tent in his jeans to grow, having fun with his embarrassment; but what appeared to be the last straw for his self-restraint came to be in the way you least expected it.
You, Dean, and the youngest Winchester, Sam, were working a case together on something none of you had encountered before, something that was migrating from town to town nonstop. The only thing in common within all of the occurrences was that it was attacking young attractive couples in bars. So, while Sam got to studying every bit of lore he could, you and Dean got into the practicality of the study: role-playing as a couple.
“Darling, c’mon! Time to go, we still gotta figure out which bar to…” Dean said, banging non-stop on the bathroom door. Once you opened it, he froze, losing all the cockiness from the past weeks.
You took advantage of the situation to keep teasing him, wearing the best tight tiny dress you owned, doc martens and dark tights. Finishing putting on your earrings, you broke your silence, smiling: “What? I’ve been ready for like... 20 minutes?”
He smelled of deodorant and toothpaste, with the usual smell of leather from the Impala. Sam, by the table, lost his focus on the open computer: “Whoa, really taking the job seriously this time, huh?”
You laughed, still not breaking eye contact with the paralyzed Dean in front of you: “I always do.”
You kept waiting for him to joke about it, keep up the playful banter between you, but this time you could almost swear he blushed. Finally reacting, he moved just so you could leave the bathroom, and his eyes followed as you went to the messy bed to get your purse and your gun. You could feel his stare on you so intensely that you got chills, wondering if it was time to stop this before things got too real.
Dean woke up at last: “U-uh, Sam… so, keep us updated... if anything happens, we’ll text you for backup”
You walked in front of him towards the car, saying goodbye to Sam silently. You could swear that before Dean closed the door him and his brother were communicating, but there weren’t any words said. It wasn’t the first time you felt like they could read each other’s thoughts.
He opened the door for you, now more confident to start looking in your eyes properly. You rolled your own: “You know you don’t have to do this. It’s just a case.”
“I know that.” He said. “It’s still your first date.” He winked at you, and you couldn’t help but nibble on the inside of your cheek, holding a smile.
The drive to the city’s downtown was quiet apart from occasionally pointing out the busiest clubs and discussing what were “young people bars” and “old people bars”. When you finally decided upon one that fit the profile of the previous attacks, Dean opened the bar door for you, letting you enter first.
You chose the tall table that had the best view for the entire place, ordering a drink as soon as you could to regain your confidence. Dean ordered his usual beer.
“Now we just have to wait for a bar fight…” you said once you were alone again.
“Probably not too uncommon around here.” he was avoiding your look.
“Have you been in many…”
“Fights? Oh, you don’t really wanna know…”
“I actually do! C’mon, if we are going to treat this as an actual date we’ll have to deepen the chat. What about some back and forth?”
He actually seemed interested. “We could do that. And yes, I would get in fights every other weekend when I was younger. Especially when someone wouldn’t accept that they lost at pool again.Your turn — what about us? Is it ever gonna happen?”
The mood shifted. He addressed the elephant in the room immediately, getting you startled. “I’m not answering that. You play pool?” You tried to change the subject.
“If I play pool? I’m the master at pool. My turn: why do you avoid talking about us?”
You broke eye contact, pretending to look for suspicious activity.
“These drinks are taking so long…”
He held your hand: “I asked you something, darling.”
You couldn’t ignore him calling you that, so you just looked at him, your heart beating so fast you were worrying he might hear it.
He brought your hand to his mouth, kissing it so dearly, desperate for your touch. Finally having his lips touching you was enough to fluster you. He closed his eyes like a puppy who never received affection and you failed to speak when he brought the back of your hand to his cheek. “I–... Dean, I..”
Your moment was interrupted by the waitress bringing your drink at the most inopportune time. Along with it was a note written:
“Drop the douchebag. Let me show ya some good time, sexy :)”
The waitress, noticing that you were a couple, got nervous: “I-I’m sorry, he paid a good amount of money and I was afraid of what would happen if I didn’t..”
“It’s okay” you released your hand from his to touch her arm. “We don’t mind” you tried to put what had just happened past you by focusing on the actual case.
The waitress left and you looked at Dean, terrified: “What now?”
“Maybe this is it. Targeting couples, trying to break them apart…”
“Should I ignore him? Should I buy into it?”
“Well, most couples would probably pick a fight. Hell, most guys would pick fights. If this wasn’t for the case, I’d already be at his throat..” He genuinely looked mad.
Something clicked for you.
“Dean, do you trust me?”
He seemed to not understand.
You got up, looking at him one last time: “Wait for my command.”
Looking even more confused, he watched as you bit your lower lip, hips shaking while walking to the weird big guy in the bomber jacket.
“I got your message, handsome…” you said in your sexiest voice, running your fingers slowly along his table, feeling his eyes on you.
On the other side of the bar, you took a quick look at Dean, who was basically gripping himself to the tall chair, fingers and knuckles turning white, on the verge of breaking the cheap wood. He couldn’t hear what you were saying, just watch as you got closer to him, resting your elbows on the table. In reality, you were just doing some flirtatious small talk, trying to get him off guard by not having the couple get in a fight instantly and getting as much information out of him as possible while doing so.
You glanced at Dean from the corner of your eye, seeing that he had already finished his beer, almost getting up and giving in to the fight. You signaled for him to calm down and stay there, but you realized it was over when the guy placed his hand on your waist, squeezing slightly. It didn’t take three seconds for Dean to appear by your side, roughly shoving his hand away from your waist.
“That’s enough, dude.” he said aggressively, wrapping his hand tight around your wrist.
Sarcastically, the guy tilted his head: “Look who decided to show up…Relax, sweetheart, I’m just borrowing her for a minute.” he said, looking at you with a smirk.
“You done flirting with my girl? Or are you trying to lose all your teeth tonight?” Dean got closer to him, pushing you to his back.
The man raised an eyebrow: “Your girl?”
Dean stood quietly, unsure if he could call you that. Looking at you, his grip loosened slightly.
The man continued: “ ‘Cause she seemed pretty into me a second ago, what makes you think she’ll just run back to your bad date?”
Dean released the grip on you, using both of his hands to grab the guy by his shirt: “Oh, someone really wants to get his face rearranged…”
You were unsure of what to do, starting to sense some movement on the other corner of the bar.
“Dean…”
He kept the grip while the guy laughed at him, too drunk to realise the consequences: “Not now, darling…”
“No Dean, seriously…” You weren’t looking at him anymore, rather at some kind of commotion by the pool table.
He finally heard you, seeming pissed still. But it was too late. Soon, the lights were blinking, people were screaming in panic, and there was smoke everywhere. You got the wrong guy. By the time you got close to the confusion, the lights were back on, and a young couple just about your age was on the floor, all life sucked out of them. You looked at Dean, who seemed too mad at himself for losing it and ruining the only lead you had. Now you had to start it all over again.
─── ─── ─── ───
Walking to the car, Dean was finishing the phone call with Sam. Being present at the scene, you couldn’t just throw on your suits and pretend to be FBI, so Sam was on duty. Dean seemed different. You couldn’t help but wonder if he was mad at you.
When he hung up, he rubbed his knuckles against his forehead, closing his eyes, the sound of police sirens growing louder in the background.
“Dean? It’s okay, it wasn’t your fault. If it was anyone’s fault, it was mine..” you chuckled “I got us involved with the wrong guy..”
He finally looked at you. “No — what? Stop that right now.” He looked away again, embarrassed: “It’s my fault. If… if I hadn’t screwed everything up like I always do, If I had just listened to you…” He was angry, turning his back to you and clenching his phone in his hand.
You frowned, following him: “We thought it was how it was supposed to go. We thought, Dean.” You walked in front of him, holding his face with one hand. He closed his eyes, almost melting at your touch. Your heart broke a little, having never seen him so vulnerable. He opened his eyes to say something, but no words came out. You decided to help him out without making things harder: “Let’s go to the motel. Sam is waiting for the car, we can talk more about it there.”
He just nodded, and you delicately removed your hand from him. When his face felt the absence of your touch, he seemed to gasp for air, finally opening his eyes. You silently walked to the car.
The drive back to the motel was quiet, but it was visible by how fast Dean was accelerating that he was still mad at himself. You looked at him for the entire way, for once allowing your heart to race whenever he looked back at you.
You didn’t drift your gaze away from his face for one moment, and if it weren't for the driving, you could swear he wouldn’t as well.
Your lips parted slightly, breath quickening. His as well.
You hadn’t even realized you’d arrived at the motel, still staring at each other.
You both woke up out of the trance by hearing Sam knocking on the Impala. Still holding your gaze, Dean slowly left the car. While you regained your composure, you could hear them talking. But when you left the car, the only thing you could say to a very worried Sam was:
“It 's okay. I’ll try and talk to him.”
─── ─── ─── ───
The door was almost closing when you entered the room, following Dean. The first thing you saw was his back, his hands gripping the motel table tightly.
You got closer to his body, reaching for him with your left hand when he suddenly turned. Dean grabbed your face, hair and part of your neck, eyes closed in restless desire, restraining himself from kissing you. When he felt you slightly shiver against his touch he closed his eyes, meeting his forehead with your own. He tried to form something of a sentence:
“I-I… I can’t stand this anymore…”
You pitied him, scrunching the middle of your eyebrows because you also felt the same as him. Your hands held his wrists as your instinct tried to fight back:
“We can’t, Dean, I don’t wanna…”
He fell to his knees, holding both your hands next to his face as if in desperate need to be touched by you. Kneeling before you, he still couldn’t get himself to open his eyes. You felt like all of your blood was drained to your feet as you tried to finish your thoughts:
“... ruin…what we have..”
He finally looked at you, begging with his eyes:
“I’ll do anything. Just let me– please, darling, I need you…”
He began kissing every inch of your hands, palms and wrists. Your hands grew firmer against him, cupping his chin. He was desperate for something certain, desperate for one win for the night, one reminder that he wasn’t all bad.
“Allow me, please…” he pleaded “let me touch you. I’m barely holding it together. Every second by your side without knowing your touch, I–..”
Your breath kept getting heavier, and at this point he probably noticed that as well. He looked deep in your eyes, begging one last time. You sank down to be on his level, holding his face safely in your palms. You couldn’t help it any longer, finally brushing your lips against his, making him instantly melt in your touch. You finally nodded softly, giving him permission.
The change in his manner was so sudden that you didn’t even comprehend how you got on his lap. All you know is that you were kissing. Desperate, starving, panting, holding each other as close as you could. You removed his jacket eagerly, hands shaking. He held tightly to your thighs, making you both stand, you still wrapped around his hips. Feeling how hard he already was against you drew an instinctive moan from your lips, every inch of your body burning for him. That was enough incentive for him to run with you to the bed, dropping you onto it with urgency. Once again you moaned, and you could swear his eyes darkened as you did.
He ran down your chest, stomach, thighs and knees with his cheek, rubbing himself on you as to feel you in every way possible. He was not human, but an aching creature that lived only for you.
Lowering himself to your boots, he kept his tight touch on the sides of your body. And just as you felt it could not get any more arousing than that, Dean began slowly undoing your shoelaces with his teeth.
You threw your head back, letting out a gasp. You were already so wet for him, and any touch instantly felt overwhelming.
His hand drifted closer to the inside of your thigh before running down your legs to get to your boots. He used his hands to help undo the tight knot, and you almost thought about telling him to calm down. But you didn’t want him to do so. You wanted him as consumed by desire just as he was.
After removing your shoes, he quickly ran back up to remove your pantyhose. You stopped him by grasping onto his hair with force, making him moan and bend his back slightly back. He needed to know you were still in charge.
“No, no, no, baby… who said you could?”
He closed his eyes and let out a whimper. You realized how much your questioning aroused him, and you tilted your head to the side.
“Do you wish to touch me, Dean Winchester?”
He let out another soft groan, eyes still closed as he nodded, frantic for your approval.
“Will you do anything for me, Dean?”
Rubbing his cheek on your thigh he cried out, nodding again. He was so turned on by your dominance, something you never expected out of him.
Your grip tightened on his hair:
“Say it.”
Immediately, you heard his cries: “Yes, yes… yes… anything… I’ll do anything”
You smiled: “That’s my boy.” Thinking for a moment about what to do to him next, your tongue brushed your lips, loosening the hold on his hair. “Remove your belt.”
He got up, looking intensely at you. Chin up, he slowly removed his belt.
You used your elbows to stand a bit on the bed. “Good boy. Hold it behind your back.”
He did as you asked.
“Now you may continue.”
He knelt on the bed, looking at you hungrily as ever. He began nudging the hem of your dress higher with his nose, and with his knees he got your legs further apart. When the waistband of your pantyhose were visible, he bit the side part slowly, and your breath quickened thinking about what Dean Winchester was about to do to you. He struggled to pull the first side off, moving on to the other side. When it kept slipping from his mouth, he huffed, impatient.
“Darling, may I use my teeth to rip this and make it easier?” He smirked at you.
You laughed, remembering he was still the same cocky guy who got your heart.
“Oh, and why would I let you do that?”
He ran the tip of his nose on the seam, briefly meeting your covered slit.
“‘Cause… I’ll be a very good boy to you.”
You threw your head back, nodding and humming yes. He ripped your pantyhose so quickly and with so much force that you looked at him startled. He widened the opening until it was large enough for him to work. When his face got near your cunt and you could feel his breath, he was good and asked again:
“My love, may I?”
At this point you were so desperate for him you could see your chest rising and lowering along your quick breath. You bit your lower lip and nodded yes one more time.
Once again he used his teeth to pull the fabric, this time only pushing the lace to the side. You felt like you could cum just from the anticipation. With your slit still closed, he ran his relaxed tongue on it, making you instantly moan. He slightly humped on the mattress after hearing your answer, and began kissing your lips wetly until they parted for him.
“God, you're so wet.”
He brushed his closed lips on your entrance and your legs shivered. You felt his smile and chuckling, and you used your knee to kick him softly. His tongue entered you when you least expected it, and he alternated the penetrating with small licks, making you whimper. He rose to your clit, sucking it with his lips with delicacy. The minimalism of his touch was infuriating, but at the same time so much more intense than if he went with force. Your breath grew uneven, and you felt your orgasm coming.
“Stop.” You ordered.
He looked at you, confused, worried something was wrong.
“Come up here.”
Without using his arms, he struggled to rise, but he managed to get his face close to you, catching his breath.
You whispered “I want to come with you inside me. So, stop.”
He rolled his eyes, and you could feel his cock twitching near your leg as he heard you. Your hands ran to his fly, struggling to open his jeans. He kept looking at your face, smiling softly. You struggled, struggled and struggled.
“Care to help?!” you asked angrily. He held a laugh and stood kneeling on the bed, releasing the belt behind him. Moving your hands from his zipper to his sides, he opened it slowly. His black boxer was almost exploding, and you started realising just how big he was. Your hands moved back to his clothes, and you calmly pushed his pants and boxers down. His cock jumped out of it, and your lips slightly parted from the sight.
“Remove your shirt. Now.” You panted the words.
He did as you demanded, and you stared at his almost naked figure.
Slowly, you removed the rest of your dress, keeping only the ruined pantyhose and your black lingerie. His eyes briefly closed at the side, breath deepening. You removed your legs from near his, and turned onto your stomach.
“Help me remove it. No hands.”
He used his arms for support, one for each side of your body. He started to play with the clasp, struggling to open it. While doing so, you could feel his length along your back. You arched your back, intensifying the touch of your cheeks with his hip. He slowed on the opening of the bra, getting distracted by the rubbing. When it was almost there, he took his sweet time just so he could hump on you, moaning in a low voice. You brought your hands to your clit, stimulating it. He kissed the back of your neck, rubbed his nose, cheek and his whole face on the top of your back, desperate for more. When he finally finished setting your bra free, he cried near your ear:
“Darling, please… let me fuck you…”
His words made you even more consumed by desire, and you rolled onto your back, still under him. Your centers finally met, and the await was becoming too hard to maintain. He quickly removed your bra, taking a moment to enjoy the view of your breasts. The sight of you made him act more and more like an animal, rising your legs to your chest. Your tights ripped more, and he pulled your underwear to the side once more, pushing one finger inside you. You gasped, moaning louder than ever.
“Feel that? It would be so much better if it was my cock. You just gotta tell me you want it. Give me permission.”
His words made you moan and pant, trying to form a sentence as he moved his fingers up and down instead of back and forth, reaching right on your sensitive spot.
“Dean… oh, Dean… more.. more” Your eyes closed, only being able to focus on the sensation.
He removed his hand from you and quickly returned it to your insides, now with two fingers. You became more full, moaning more and more, feeling your so delayed orgasm coming once again. Now, he began to thrust and thrust his hand against you.
“Please..” he whispered close to your ear. His voice, his breath on you, his body on top of yours, his fingers, his pants, it all became too much.
“Oh Dean, fuck me. Just fuck me please. I’m so close, I’m…”
He wasted no time and entered you with care. His tip was enough to make your orgasm start, and when he finished entering you your whole body was shaking, your walls contracting.
“Holy f…”
He entered deeply and extra slowly, but his access was still so limited. He used his hands to rip the rest of the already ruined fabric, and your orgasm didn’t seem to end.
“Dean, faster, please. Be a good boy for me.”
Your soft words became an order to him, and he increased the depth of his movement while gradually quickening it. You almost screamed when he got to your limit, but his hand went to your mouth, touching it briefly.
“I think I’m going to… again... u-uh..”
You tried to warn him against his mouth, but he kept going faster and stronger, making you cum again, unexpectedly. He began moaning, not being able to control his voice any longer. When your orgasm eased, it was your turn to beg:
“Let me sit on you… let me fuck you…”
He groaned, and his cock left you slowly and with difficulty.
“Anything for you. God, you feel so good.. You won’t stop coming on me…” He kept rubbing his length on your slit, twitching.
You pushed him, making him lay on the bed. Still messed up from your apex, you removed all the remaining clothing, throwing them on the pillow.
“Wait..” he gasped, watching you. “Can you… can I…” He seemed unsure.
As you got up on top of him, you held his chin, which made him melt just like before.
“Dean, I’ll do anything for you as well. Tell me…”
He spat out the words in an adrenaline rush:
“I want it near me.” He looked at your panties, and the nasty thought of what he meant made your stomach drop. You held the lingerie once more:
“You want this, Dean?”
He nodded, opening his mouth. With your free hand, you positioned him right at your entrance.
“You deserve it... you’ve been so obedient..”
You let the fabric softly brush along his face, and his cock twitched under you. With your two middle fingers covered by fabric, you entered his mouth. He left a low moan out of him.
“Good boy.”
You spat inside his mouth and sank your whole pussy around his cock, getting him on edge. You knew it wouldn’t take too long for him to climax. Your panties were half inside his mouth, alongside your fingers. You began rolling your hips, rubbing your clit on him. Throwing your head back, you felt his entire length pressing hard on your limit. His breath grew faster with each thrust, and you took them as orders for your speed.
When he finally started to mumble, you went as fast as you could, eyes locked with his. He tried to warn you about his apex, but you didn’t care. You fucked and fucked him until he filled you whole with his cum.
When he got sensitive, you went slower, watching him flinch from the hypersensitivity. Slowly, you dragged your fingers and the lacy fabric out of his mouth, letting him catch his breath back. He swallowed, trying to rehydrate his mouth.
You got out of him with care, laying by his side.
“That… that was the best sex of my life..” He still looked to the ceiling, unbelieving.
You just met your forehead with his shoulder, recovering your breath as well. It was your turn to rub your face on him,
“Why didn’t we do this sooner?” He said while looking at you, and you answered with your look back.
“Maybe because watching you lose your mind over me was far too entertaining. Maybe because I knew that once we started, there'd be no going back.”
── ⊹ ࣪ ˖ heyy so, English is not my first language, so i really hope there are no errors on this. thank you for reading!






















