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English
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Published:
2025-10-04
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1/1
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49
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Late Night Texts

Summary:

Though his number isn’t saved in your phone, you never hesitate in responding to a text from Dean Winchester.

Notes:

Surprise! Happy Kinktober!

Work Text:

It’s two in the morning when your phone vibrates, the sound just barely registering in your ears. After two minutes it buzzes again and you stir awake, wondering if the noise was real or only in your dream. Through half lidded eyes and with foggy thoughts you pick up your phone, looking at the text message on your lockscreen. You squint through the glaring light and blink a few times to shake away the few hours of sleep still clouding your vision. You see an unknown number, one with an area code you don’t recognize and wonder who the hell would be texting you at this hour.
I’m in town. - Dean
Your heart thrums in your chest. Over the last year you had accumulated over a dozen different contacts saved under ‘Dean’ and every one of them now long disconnected. His message was simple, as they usually were, and you don’t hesitate when responding-
Mine or yours?
Yours. He replies. I’ll be there in fifteen.
You reread the message and your eyes widen, fifteen minutes??
See u soon ;) You type hastily. You jump out of bed with a rush of anxiety and adjust the sheets and pillows, tidying your apartment as you make your way to the bathroom. Bastard, you thought, did he really think you could get ready in fifteen minutes?
You splash cold water in your face, if you weren’t awake before, you certainly are now. You brush your teeth with extra attention and figure it will take most of your time to throw on some makeup. As you smack your lips to smooth a sheer lipgloss, you’re raking through your hair for the volume and softness that sleep has taken from you. Through the mirror’s reflection, you look at the clock on your bedstand and abandon your looks as you count five minutes left until he arrives. You pull at the drawers in your dresser, looking for something sexier than your plain underwear but nothing too elaborate that would show you’re too eager. It was always a game with him, you want to look nonchalant enough so he thinks you just naturally look this way but enticing enough for him to want to come back for more.
You settle on something simple, a lacey black set of lingerie with a little bow on the waistband, before throwing over an oversized sleep shirt. He’ll think you just woke up like this, perfect and prepared for everything he planned to do to you. You like the game, the push and pull between sharing these intimate moments and pretending to forget him the next day. This way was easier, rather than lay waiting on bated breath for each text wondering what it all meant.
You don’t register the deep rumble of the impala pulling into the parking lot, the door slamming as he saunters up to your doorstep. A quiet knock rings against your door and your heart stops for a moment as you hurry across the room to unlock the door. Every time feels like the first as you lock eyes with him at the door. He towers over you, his broad shoulders almost the width of the doorway. His scent wafts into the air, Marlboro reds and liquor, familiar and comforting if not for the fresh smell of gunpowder and dirt. He must have just finished a job and you figure you’re his last stop of the night.
“Hi Dean.” You say sweetly,
“Hey gorgeous.” His voice rumbles deep in your ears and you feel your stomach flutter at the sound. It was so embarrassing how easily he had this effect on you.
“Did I wake you?” Dean steps out of his steel-toed boots and kicks them near the door.
“Yeah, but it’s alright.” You awkwardly shift in your place, never exactly knowing how to start these things.
But he does. Dean closes the space between you, wrapping his arms around your waist and pulling you against him, tight. He’s caught in a hypnotized gaze of your body, drinking you in like the aged whiskey he likes.
“I missed you.” The sweet hum of his voice caresses your nerves with comfort as he nuzzles into your neck. You feel his soft lips trail across your skin, down your collarbone before finding purchase against that spot that drove you crazy.
“You missed me?” Your voice wavers as you respond, unable to keep steady as his teeth graze against your skin.
You feel him nod as his hand snakes down your curves, grabbing a handful of your ass before responding, “I missed this too.” You yelp at the brutish touch and let out an embarrassing giggle.
“Show me how much you missed me.” You say seductively, starting to walk backward toward the bed. His ears perk up at your request and he lets out a growl, “Oh, I will.” His lips finally crash against yours and you can’t help but moan against his mouth. He tastes like heaven, you swoon, as you part your lips and allow his tongue to twist against yours with a demand you were all too familiar with. A warmth blooms in your core and you can feel the slick between your thighs grow as his mouth moves against yours in sync. You hum as his fingertips find the hem of your shirt and as quickly as you had thrown the shirt on, Dean pulls it off.
Falling back onto your bed, you catch yourself staring as he undresses, rolling your bottom lip between your teeth as he unbuckles his belt, tossing it to the floor next to your shirt. His body is a masterpiece and you can’t help but admire the way his muscles ripple beneath smooth skin as he throws off his fitted shirt. His skin glimmers with a thin sheen of sweat. A trail of dark brown hair alludes to what is hidden from view and before you can catch a glimpse, Dean falls to his knees between your legs.
Oh.
Your mind reels as you feel him pepper soft kisses against the inside of your thighs, sporadically ghosting his lips along your skin as he travels toward your heated core. His fingers dip underneath the sides of your waistband and he plays with the fabric, running over the lace with his fingertips to admire your panties.
“So pretty.” Dean admires you before licking a stripe over your clothed folds. A soft sigh escapes your lips and you sink into the mattress as he teases you, leaving chaste kisses against the thin veil concealing your heat.
“You put this on for me?” You open your mouth to respond but he doesn’t give you the chance as he parts the fabric to the side and devours you. You say his name, breathless and needy. Dean only hums in response as he slides his tongue through your folds, the thick sponge lapping at your core in a languid motion. He envelops you with a wet heat, exacting his tongue to swirl and flick at the bundle of nerves throbbing for his touch. The assault is enough to make your head spin and you rake your fingers through his short hair to find purchase in the brown locks, grounding yourself in his touch.
Dean pulls your leg over his shoulder, keeping a tight grip around your thigh as his head lulls between your flesh, intoxicated by the taste. Your sweet sighs turn into low moans as he dips his tongue into your entrance, happily drinking your essence from the source. You tug at his hair as he coaxes the fire raging in your core to burn hotter and hotter. He was always really good for you, but this felt like another type of hunger, as if your taste is the only cure to his insatiable desire. You want more, you need more.
“Dean, please.” You mewl, canting your hips against his mouth in a desperate plea to be filled. He groans against your flesh, the noise sending vibrations through your heat and your legs squeeze around his head by instinct. He releases your clit from his mouth with a satisfying pop and looks up to you, licking his lips as your juices drip from his chin, “Tell me what you want baby.” He rasps and you struggle to reply, entirely captivated by the sight between your legs. Dean fumbles with his jeans, already anticipating your response.
“Fuck me, Dean.” You say breathlessly. “I want to feel you deep inside of me.” You whine, hoping to trigger the animal within that would tear you to shreds. He captures you in a predatory gaze and you’re unable to focus on anything but those sharp green eyes of his darken with desire. He kicks off his boxers and you can’t help but let out a gasp as his cock springs up to hit his abdomen with a thump. His length never loses its shock value and your eyes widening at the sight of his girth. The tip throbs in beat with his heart and he looks so desperate the way
He looks so desperate the way his swollen tip leaks, the clear liquid spilling down his shaft.
Crawling into bed, Dean recaptures your lips with his and you groan at the taste of your own wetness on his tongue. You tremble with anticipation, unsure if you can wait a second longer without him inside of you.
“Anything for you, baby.” Dean smirks as he places his hand against the headboard, taking a tight grip of the wood. He loves to tease you, dragging his cock through your folds and lightly slapping it against your clit. The warmth in your core burns at the slightest touch and you whine into the kiss, a wordless plea for mercy. In desperation you squirm beneath him, canting your hips again in an attempt to capture him yourself but he always pulls back before you can. He surely doesn’t fuck the way he kills, he takes his time with you and languishes in your neediness. The tip of his cock pushes against your entrance, just a taste of euphoria.
“Please-” You start to beg but before you can complete the sentence, Dean sinks inside of you with a guttural moan. You match the sound with your own as you stretch around his cock, his devastating girth filling you so perfectly to inflame the heat in your core. He stills, but only for a moment to let you adjust before pulling out and driving himself back in, to the hilt. You cry out, arching your back into his chest and he takes the opportunity to throw his arm beneath the curve, holding you tight against him.
“Is this what you wanted?” He whispers the rhetorical question against the shell of your ear in a low tone. He fucks you like he does it just to hear you moan, to watch you writhe beneath him, as if his own desire is meaningless compared to the pleasure he wishes to coax from you. Your arms, wrapped around his neck, now cling to his back as he thrusts into your weeping cunt with reckless abandon. Euphoria washes over your nerves as he continues at his melodic pace and you find yourself murmuring his name over and over again as it takes over you.
“Fuck- Dean, you feel so good.” You gasp and Dean’s hips stutter with the praise. You pay no consideration to your neighbors as the night’s silence is cut by a symphony of your moans and his skin colliding against yours. Your body responds to him like a drug, you can’t get enough of the feeling of him inside of you, the warmth of his body on top of yours, the raspy breaths in your ear. You clench around him and in response, his hands find your waist and he swiftly lifts your hips, burying himself deeper with a strangled groan.
“Oh, god, yes, Dean. Right there.” You cry out.
His finger digs into your skin with a bruising force and you’re sure the tips of his nails are leaving half crescent indentations around your hips. You suppress the urge to scream as his tip grazes against your cervix, a mix of absolute pleasure and pain shooting through your spine. Dean’s forehead drops to your chest as his hips piston deeper, thrusting harder into your cunt as a string of curses escapes his lips.
“You’re so tight, baby.” He growls, “I can’t get enough of this pussy.”
Your nails rake down his back as he fucks you harder, deeper than you think you can handle. The walls of your cunt squeeze around him again, pulsing with each forceful thrust of his cock. Your eyelids lull half shut and your head falls back as you lose control over your limbs, surrendering your body to his touch. Dean licks a strip up your throat, grabbing your earlobe with his teeth and pulling lightly,
“I-, God, I’m close baby-” He stutters and his hips slow. “Where do you want it?” He asks and your eyes go wide. It only just hits you that you forgot a crucial step, protection. Lust clouds your judgement and you debate letting him finish inside of you. A spark of pleasure strikes your nerves as you imagine his hips stuttering against yours, painting your insides with his hot seed. Tomorrow, you promised yourself, you would make a visit to the pharmacy for a little blue pill. But now, right now you want to feel him unravel inside of you, you want to watch his face twist in absolute bliss.
“Inside.” You whimper, “Fuck- Don’t pull out, Dean.”
Dean loses control of the pace at your sinful request. He chases his desire, slamming his hips against yours as his eyebrows knit in concentration. He doesn’t want to stop, he’s drunk on the symphony of moans escaping from your lips, the tight hold that you have along his cock, squeezing and pulling him into you. Every time with you, he tried to hold his orgasm at bay and every time you ripped it from him like a merciless siren. He held on long enough, his pleasure now boiling in his core, threatening to release. He knits his eyebrows together and endures, reaching his hand between your legs and settling against your clit.
Overstimulation is an understatement in describing how you feel now that Dean is rubbing small circles over your bud, using your wetness to glide against it with ease. It’s all too much and you whine as he helps you reach your own orgasm.
“Dean-” You can’t put together a coherent thought, unable to pull your thoughts from how he masterfully pumps inside of you and teases your clit at the same time.
“That’s it baby.” He hums by your ear, “Come for me.” With his praise, you tumble over the edge, grasping at the bedsheets as your orgasm rips through your core with a burning heat. The world around you dissolves as your pleasure vibrates your nerves and you swear you can feel every one of them come alive with a collective buzz. The walls of your cunt throb through the waves and Dean cries out, thrusting a final time before spilling inside of you. His hips roll softly as he comes down from his high, his hand squeezing the headboard with a force so hard it splinters beneath his touch. Dean buries himself to the hilt, plugging you with his seed as he catches his breath.
A moment later he collapses on the bed next to you, letting out a huff exhaustion as you come back to your senses. Your legs quiver as you roll to the side, pressing a quick kiss against his cheek, “That was really good.” You mewl, dropping your head against his shoulder.
“Always is.” Dean replies with a cocky smile. You lay together, enjoying the silence of your now slowed breaths and the scent of sex and sweat lingering in the air. In the aftermath, things felt more intimate than they did when he was inside of you, more vulnerable as you lay bare next to him. One of the sweeter things about Dean was that he always spent time with you afterward, allowing you the decency to recover before throwing on his jeans and heading for the door. You wait for him to sigh, a usual indication that he was about to get up and go, but it never comes. Instead, he places his hand behind his head and closes his eyes. You don’t move from his shoulder, not wanting to remind him that in a few hours he’ll have to leave, off on another adventure across the country and at least another few months before he comes around again. For now, you enjoy that he’s yours for the night.