#SQUEEZING THEM. DUNKING THEM IN MILK AND THROWING THEM AGAINST THE WALL

[holylulusworld]

Her again

Title: Her again

Square Filled: Office AU

Ship: AU!Dean x Reader

Characters: Sam Winchester, Jo Harvelle, Charlie Bradbury, John Winchester

Rating: explicit

Warnings: angst, language, lies, smut, unprotected sex, dirty talk, unrequited love?, a hint of breeding kink, consensual degrading (name calling), a hint of choking, light blow job, hand job, implied smut

Summary: At an office party you finally turn your back on Dean.

Word Count: 2,4 k

Written/Created for @spnaubingo​​​​​

2020 SPN AU BINGO Masterlist

Divider by @writeyourmindaway​

“Her again?” Jo huffs, watching you look at Dean who has one arm pressed against the wall to cage Lisa Braeden, the girl getting the job you wanted. “I can’t understand what everyone sees in her.”

“A dog in heat,” Charlie grunts. “Wonder how she got the job without having the qualifications Dean wanted. Do you know what that bitch did before she started working here?”

“Charlie do not use the b-word. We are all women and do not…,” Lisa turns her attention toward you, grinning wildly as Dean brushes a lash off her cheek. “Okay, she’s a bitch.”

“That chick was a fucking yoga instructor, girls,” Charlie jerks her head toward Sam who winks at you, offering you another free drink. “I should tell Sam she got the job for blowing her boss…”

“Charlie, we do not know if she got the job that way,” you watch Dean grab another drink, eyes landing on you. He raises the glass, but you do not have it in you to return the smile he gives you. “I’ll have that drink with you now.”

“Sam is fighting for your attention, girl. Go and get him, tiger,” Jo snickers at Charlies' words, pecking her friend’s cheek.

“I am not in the mood for stupid office rumors to spread. I do not need someone telling my boss I fucked his brother only as we shared a drink,” grumbling you walk toward Sam, taking the awful eggnog out of his hands.

“My brother again?” Sam muses watching his brother eye you warily as you give his younger brother a soft smile. “He’s a fool for not seeing you.”

“Well, I worked my ass off and didn’t get the position. I cannot compare with chicks like Lisa Braeden. I don’t know,” you sigh deeply, smile fading away. “Men do prefer girls like her, not me. I am awkward around men like your brother or you.”

“You are talking with me,” Sam slings one arm around your shoulders, squeezing your arm. “Maybe you should’ve told him that you like him.”

“And embarrass me even more,” deadpanning you point toward Dean who offers Lisa another drink. “Look at him, Sam he’s in his flirting modus. There is no chance he will not take her home like all the other girls. I do not want to be another notch on his belt. At least I’ll keep my dignity and do not have to do the Dean Winchester walk of shame.”

“That’s a new one,” snickering Sam looks at his brother whose jaw ticks anytime Sam touches you. “Dean Winchester walk of shame…”

“Maybe ‘I fucked my boss and now I have to quit’ would be more appropriate. I bet she is good, flexible, and all. I mean as a former yoga instruct…,” biting your tongue you pray Sam didn’t get the last words.

“I know she’s not qualified for the job, Y/N,” Sam does not like the way Dean acts around Lisa, not at all. “They have a history, okay. During his wilder times, he had an affair with her for like a week.”

“Great,” voice dripping with sarcasm you look at Sam. “He dunked his dick into her cunt and that’s the reason she got the job. A job she is not even qualified for. I worked my ass off. My relationship went downhill thanks to the fact I was married to my job. Fuck this,” you throw the glass with eggnog to the ground, glaring at Dean who turned his attention toward you.

“Y/N, calm down,” Sam tries but you push his hand away.

“This is ridiculous. Our boss fucks a yoga instructor for a week, and she gets the job Cole and I applied for. If Cole would have gotten it, I would have understood. He is longer at the company than I, has more experience but this is a shitshow and I am out of this for good. Fuck Winchester Inc. and fuck his CEO, Dean Winchester.”

Giving Sam an apologetic smile you pat his chest. “You’re not the one I hate right now. I will grab my shit and you’ll get my termination letter.” Sam can only watch you storm out of the room to rush toward your office.

“What the fuck was that Sam?” Dean gasps only catching a glimpse of you storm out of the room. Sam shrugs a smug grin on his lips.

“That was the best employee and woman for the job you gave your ex quitting her job and calling you a jerk,” Sam still grins when his brother storms after you. “I mean, you are a jerk after all.”

“Sam? What happened?” Charlie feels her legs give in. “That was not the plan! How shall we get those two together when she quits her job?”

“Relax, Charlie,” not worried at all Sam offers Charlie a self-assured smirk. “My brother will beg, plea, and fall to his knees to not lose Y/N.”

“Done?” Dean eyes you warily when you storm out of your office to leave the building. “Not even a goodbye?”

“Goodbye, jerk!” you brush past Dean, not caring he follows you. “I can’t believe you gave that yoga chick the job instead of Cole or me.” You stop in your tracks, glaring at Dean whilst you stomp your heel onto his foot, causing him to grunt in pain.

“I know, I did not deserve the position yet, but I thought I’ll give it a try. Cole, I knew he would make it, but he is great at his job. That girl can barely keep up with her tasks. She always bugs Jo to do most of her job,” you blink the tears of anger away. “I am disappointed more than I am mad. I know you tend to think with your dick but making such a lousy decision to get your dick sucked is the shadiest thing you ever did.”

“She doesn’t suck anything, Y/N,” Dean grasps for your hand but you wiggle out of his grip, giving him a warning glare. Sam, Charlie, and Jo can only watch you yell at Dean.

“Yeah, that’s the reason she got a job she’s not qualified for. I know you want to give people with less qualification or education a chance, but this is not such a job,” anger taking over you drop the box to backhand Dean. “That’s for ruining my relationship by forcing me to work my ass off for nothing.”

Rubbing his burning cheek Dean watches you pick your box back up. “There I stand, believing you and I could’ve had something. I am still the nerdy chick helping you with your grades. But this is over. Look for someone else to pamper your ego and the rest of Dean Winchester.”

“Y/N, wait,” the look on your face let Dean stop in his tracks. “She needed a job and that was the only free position, I swear.”

“Dean, we were looking for assistants, a new PR manager and so on when she started to work her. Do not underestimate me, Winchester. I am not a dumb little lamb falling for the big bad wolf,” you are half-way out of the building before Dean catches up with you.

“Wait, sweetheart,” not stopping you walk faster. “Please…”

“Won’t work anymore, Dean. Shove that sugar-sweet pet name up to your ass,” you blink the tears away, taking a deep breath. “Good thing I never told you I love you because this would’ve been embarrassing as hell,” the door slams shut behind you and Dean swallows the lump in his throat.

“Dean what the fuck!” Sam runs after his brother, watching you enter a cab. “You should’ve stopped her. That was the plan.”

“I told you he’ll mess up,” Charlie pinches the bridge of her nose. “Jo, check Y/N’s office, maybe she forgot something. Sam, you will check her termination letter. Dean, stop being a jerk.”

“She loves me,” Dean grins dreamily. “I mean, hell she loves me.”

“Uh-Dean, I hate to ruin your daydreams but at the moment she rather hates you,” Jo shrugs, giving Charlie a wink. “Don’t think she liked watching you flirt with that Braeden chick.”

“Fuck, you’re so tight this way,” Dean grunts into your ear, pressing his sweaty chest closer to you back.

He has you on your belly, legs straddled by his muscular thighs, his cock so deep inside of you it borders on pain, your boss pumps wildly into you. “You’re such a slut for my dick.”

“D’, fuck,” you whine, fighting the ropes holding your hands bound behind your back. “I want to cum.”

“Did you earn to cum?” His lips press against your ear and you shudder, feeling his tongue slide in. “You caused quite a scene there.”

“You said, oh-please right there,” Dean’s large palm wraps around your throat, forces your body to bend to his will. “Please…”

“I said, make it look believable, not fucking rip me apart,” he slams into your abused pussy, making you yelp with every thrust. “I wanted them to believe you quit.”

“Dean, please. I need it,” his free hand slips between your thighs, to toy with your pulsing nub. “I’ll do anything, Sir.”

“I know you will,” Dean muses, nuzzling his nose into your hair. “Monday morning you will come to my office, apologize and I’ll yell at you while you blow me like a fucking pro.”

“All you want but please let me cum,” watching Dean in the mirror he placed opposite his bed you roll your eyes. He is grinning wickedly, loving he won the upper hand. “Please.”

“Fucking cum on my dick,” now you push back onto his length, feeling your toes curl. “I want this pussy to squeeze me, milk me dry. You know, I’ll give you all my cum until you are round. Everyone will see you are my whore.”

“Dean!” You cry out, fluttering around his twitching length. “Give me your cum, Sir. Please.” Dean approves your words, gives you shallow thrusts to ride your high out. “Please.”

“There you go, slut,” sticky cum runs down your thighs, ruining the silky sheets. “Love fucking this cunt.”

“I am sorry,” you sigh, snuggling into Dean’s chest. “You said I shall make it look believable and got carried away.” Gently stroking the cheek, you backhanded you look up at Dean. “This sucks.”

“Listen, my father is a strict bastard. Whether we keep our relationship a secret and you can have the position, or we go public and lose it all,” Dean sighs, running one large palm over your ass, squeezing it roughly.

“Lisa played her role well,” giggling you peck Dean’s cheek. “I mean, fuck me, she should get an Oscar for her performance.”

“This way we got rid of Cole without firing him,” Dean grins, moving his hand to your back to tickle your skin. “We had to make him leave on free terms, believing Lisa got the position. Next week you will come back, and I will suggest that you’ll get the position to avoid that you sue me for being a naughty boss.”

“Sounds good to me,” you love the plan Dean and you developed over the last months. “They will lose the bet too. Five hundred bucks for new shoes.”

“You were the only one betting you’ll quit during our Christmas party. I got an evil mastermind in my bed.” You nod eagerly, exclaiming you used an avatar for the bet.

“Now back to me going down on you, boss,” a low growl leaves Dean’s lips when you crawl under the blanket to have a look at his dick. “Looks good, Sir. Maybe I should,” hissing Dean lifts the blanket to watch you lick the tip.

“Sweetheart, I wanted you in my office, on your knees like a good girl but,” he throws his head back, moaning your name when you lick him all over. “Forget it, just take me in your warm mouth, baby girl.”

Voice husky, at least two octaves deeper Dean urges you on, praises your mouth, pussy, and anything he loves. “Please baby girl, suck daddy’s cock.”

You look up at Dean, giggling. “Sorry, I don’t know where this was coming from, Y/N.” His cheeks shades of pink Dean pats your head when you play with his balls. “Such a good little cocksucker. Aren’t you a good little bitch?”

“Winchester stop making me wet again, dammit,” you pump him slowly before you relax your jaw enough to try again. “If you say another word, I’ll ride that dick until it falls off.”

“Fuck me, come up here,” before you can protest Dean tosses the blanket aside, to watch you crawl onto his lap. “Now ride me until you are a mess…”

“See, we need to do something about this,” Dean points toward the faked papers you hand him this morning. “She will sue me if I do not give her the position, father.” Whilst John looks at the papers, you have a grand time teasing Dean.

His cock at your mercy you run your hand up and down his length. Moments before John waltzed into his son's office you wanted to suck your boss off. Now you have him at your mercy and enjoy every second.

“Jesus, that bitch is greedy,” John curses, just like Dean when you slap his dick. “She will sue us for your mistake. Fire Braeden, no give her a suiting position and give that greedy cunt the job. I hope you can dick her down one day for fucking with you…”

“Oh-I will dick her down, Sir,” Dean grunts feeling your hand move faster along his shaft. “Metaphorically, of course…”

“Such a needy slut,” Dean grunts, pushing upward. You are on his lap, back against his chest. His hands on your tits he let you ride him while he checks some numbers, or at least tries to do so. “Naked on your boss’s lap in the middle of your lunch break.”

“He forced me down his dick, Sir. What can I do when he wants to fuck the neediness out of me?” You grin feeling Dean’s fingers pinch your nipples.

“Now, ride me like a good girl and later we will go to my apartment and celebrate you won the bet, got the position, and my dick on the same day.”

“Deal, Mr. Winchester,” you roll your hips faster, moaning as you hit that spot making you see stars. “Now I want you to fuck me over your desk like the slut I am for you.”

“Always so needy, Ms. Y/L/N,” Dean snickers. “I’ll see what I can do for you…”

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