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holylulusworld · 3 years ago

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Dominate Me (1)

Title: Dominate Me

Bad Bitches Bingo Square Filled: Free Space - fem!dom

Written for: @badbitchesbingo

Summary: Rich. Powerful. Hard-ass in public. Submissive in secret.

Pairing: CEO!Dean Winchester x Dominatrix!Reader; Bela Talbot x Dominatrix!Reader (brief/implied); Jo Harvelle x Dominatrix!Reader

Rating: Explicit

Word Count: 2,3k

Warnings: language, fem!dom, lesbian sex, oral (reader receiving), fingering, voyeurism, bisexual reader, sub!Dean, whipping, punishment, aftercare, John being an asshole, mentions of sex toys, a hint of fluff

Divider by @firefly-graphics

2021 Bad Bitches Bingo masterlist

Part 1/2

“Mistress,” your favorite customer, the green-eyed man you only call Freckles during your session’s husks. “I need you. I know you only meet up with me when we have an appointment, but I can’t wait.” the usually tough and self-confident man whines.

“Freckles,” you sigh, fingertips running over his cheek. He watches your every move, lips already parting at the slightest touch. “You are a troublemaker, aren’t you?” He nods eagerly, hopefully looking down at you. “What shall I do with you?”

“Anything you want to,” he breathes out, hands clutched tightly to his sides. “Please, mistress. I-I can’t wait.”

“Give me five minutes,” stepping closer you search his face, almost brushing your lips over your customers but you pull away before the moment gets too intimate. “I need to release one of my good boys. I think you need to be punished tonight.”

“Yes—” he rasps. “I got enough money for a special session. Please, don’t send me away.”

“Freckles, always so much trouble but so pretty,” patting his cheek you give him a stern look. You would never admit it to yourself, but Freckles is your favorite customer and the prettiest guy you ever saw. “Go to the red room, get out of your clothes, have a shower, and wait for me like a good boy.”

“Yes, mistress,” there is a bright smile on his face when you turn around to waltz toward the green room, swaying your hips, your riding crop still in your hands.

“Mistress?” confused the green-eyed client watches you enter the room, a dark grin on your lips. “Why is there another man in the room, chained to the—”

“I told you, sliding the crop over his chest you admire the goosebumps you leave on your way down to his crotch, “there will be punishment for disturbing your mistress in the middle of a session. Today you’ll learn what happens when you do not listen to me.”

“Mistress,” your favorite client stutters, “I’m sorry. Please forgive me.” He kneels on the carpet, whines low in his throat when you turn your back on him to walk toward the other man in the room. “Please.”

“You’re a bad boy, Freckles,” you whip the other man, cause him to moan at the feeling of the leather graze his flesh. “Look at my good boy. I like to call him Cranky. He was a bad boy before I corrected his behavior.”

Freckles can’t watch you take care of the other man. It’s wrong he feels so lost without you, he knows, it but all he can think of when his life gets too intense is you, your hands on him and the crop hitting his ass.

He doesn’t know who the other man is. He’s wearing a black mask and got blindfolded. Noise reducing headphones keep him from hearing anything you and Dean say. “Please, mistress.”

“Stop begging me to take care of you,” you slap your other client’s ass, press another moan out of the man who. “I’m not your mom.”

“Mistress, red,” Freckles clutches his chest tightly. He looks at you with watery eyes and then, he starts to pant heavily. “P-please…”

“Freckles,” dropping the whip you make your way toward your client in need with three long steps to crouch down in front of him. “Okay, look at me. You grip his chin gently when he doesn’t react. “Listen to your mistress. I want you to look at me and breathe with me.”

“Yes-yes, mistress,” he chokes out when you slap his cheek roughly. You know how to stop him from overthinking things. Anyone else would need a hug or soothing words, but Freckles needs you to take the lead.

“In and out, Freckles. Look at me while you breathe,” he nods eagerly, eyes still filled with tears. “Your mistress won’t apologize but I crossed a line. I will never mention your mother again, okay.”

Nodding your green-eyed client breathes with you, slowly calming down. “Good boy, such a good boy. I want you to grab your clothes, get dressed and move to the golden room. Sit on the bed and wait for me.”

“Golden room?” he gasps, biting his lower lip when you fist his hair roughly. “I never was at the golden room.”

“It’s special, Freckles. Only special boys go to the golden room,” you smirk when Freckles nods eagerly. “Go now, I’ll be right there…”

“Baby, you can’t be serious,” Bela whines, stomping her foot to the ground. “You promised we will do this. I already called him and—”

“I’m not going to have a threesome with a random douche,” you can’t believe your friend. Well, Bela is more than a friend, she’s your friend with benefits. “What do you want me to do? Fuck a random douche or pussy? We have this arrangement for a reason.”

“You knew I like men too,” she grumbles, crossing her arms over her chest. “Now you tell me you want to spend the night with one of your clients to whip his ass?”

“BELA,” you snarl. “I told you not to talk low about my job or my clients. Stop acting like a brat. I like a good dick too but not some random douche in my bed. I want to get to know the man you bring into our arrangement. If you can’t give me that, look for someone else to share your lonely nights.”

“Ketch ain’t a random douche,” your friend won’t give in. She always wanted to spice up your sex life, but you are not into random one-night stands. “I know him for years and hooked up with him. He’s good at fucking and doesn’t asks questions later.”

“I said stop.”

“Don’t talk to me like I am one of those whiny guys wanting you to fuck their ass,” Bela sneers. “If you don’t come with me, I’ll fuck him alone.”

“If you go through that door to fuck that asshat, we are done for,” you turn on your heels, shaking your head when Bela slams the door shut behind her. “Yeah, fuck you too. I knew it was a mistake to fuck your greedy pussy.”

On your way toward the golden room, you dial Jo’s number. “Hey, babe. I know it’s been a while, but I need you in the golden room. One of my favorite clients needs punishment. The special kind…”

“Mistress,” Freckles watches you stalk toward him, wearing a black leather open-front bra and a high waist lace-up skirt you step inside the room. Face stoic, eyes trained on your client you try to not give away you would like to soothe him. “I’m sorry for earlier.”

“I know you are sorry, Freckles,” a shiver runs down your client’s spine when you step in front of him to lift his chin with your riding crop. “Still, there will be punishment. And not the kind of punishment you like, baby boy.”

He shudders at the pet name, whines low in his throat when you pat his erection with the tip of your riding crop. “Please punish me, mistress.”

“I will and you’ll not like it. Tonight,” you look at your client kneel on the bed, hands behind his back, “you will only watch. I will not touch you.”

Pride fills your chest when you observe his obedient behavior. You came a long way to help him relax and give up control.

“All for you, mistress,” his cock twitches when you turn around to bend over, showing him you are not wearing panties. “I’ll be good for you.”

“I know you will, baby boy,” he nods eagerly, waits for you to tell him what to do. “Now, be good Dean.”

“Yes,” he pants heavily. It’s one of the rare occasions you used his name.

Honestly, Dean wishes you would call him by his name more often. He needs someone to give him attention and not demand something in return.

“She will be here soon, Freckles. I expect you to be on your best behavior. No touching yourself. No coming untouched. No begging. No whining. If you are good,” you turn around to give him stern look, “I’ll take care of you afterward, Freckles.”

“Yes, mistress…”

Dean can’t stop the needy whine leave his throat. He fights the urge to touch his cock at the sight of your dripping cunt.

“Good girl,” you coo. “Look at my good girl, Freckles, she licks my pussy so good.”

“She does,” Dean chokes out. While Jo tries to concentrate on your cunt and the way you grind against her fingers, not the client right next to her who watches you get fingerfucked, you play with your nipples, enjoying their attention. “She’s a good girl.”

“Jojo, faster, deeper, use your fucking tongue,” you throw your head back, moan louder than usual to torture your client. It’s the worst punishment for him to not get touched by you.

He loves to feel your crop leave marks on his skin, even the harsh words you throw at him only for you to hold him afterward, grounding the vulnerable man before releasing him into his world.

“Baby girl,” Jo dives in, wraps her lips around your clit to suckle harshly.

She always knew how to push you toward an orgasm in no time. Sadly she likes to stray and you broke things up with her.

But once in a while, you like to use her talent to get off before you do something stupid like fucking your favorite client.

“Oh god,” Freckles shifts on the bed to get a better look. It’s a dream and a nightmare at the same time. He wishes you would allow him to make you feel good and can’t take his eyes of Jo giving you pleasure at the same time.

The blonde grips your thighs to spread you wider moans loudly against your sex while you watch Dean intensely. It’s a first for him to watch you get fucked by someone else. Not that you would ever fuck one of your clients.

“She’s pretty – isn’t she, Freckles?” you smirk when Dean looks at your chest, lower lip trapped between his teeth. His eyes dark emerald orbs now he nods but his gaze stays on your body, not Jo. “Answer me!”

“Not as pretty as you, mistress,” he hopes this was the right answer and you don’t get mad for not praising the girl’s beauty. “And she makes you feel good.”

“She does,” whimpering you look down your body to watch Jo shove one of your favorite dildos into your soaked cunt. “Deeper, babe. Fuck me like he’d like to do.”

“Good girl,” patting Jo’s cheek you give her a soft smile. “I’ll call if you need your help again.” She looks a little disappointed but knows better than to argue with you. Jo had her chance, just like Bela and both decided to fuck up.

“It was nice, though,” she mumbles, looking over your shoulder at Dean on the bed. “He’s pretty. I get why you are weak for him. You never invited one of your clients to watch.”

“He’s a pretty little thing,” you muse. “Now leave me alone. He needs my attention. Be a good girl and call me once in a while. I don’t want to worry about you…”

“I’ll call, promised…”

“You were such a bad boy tonight but, I’m proud of you too,” the crop hits his bare back and Dean hisses, enjoys you finally turned your attention toward him. “You know,” the crop hits his ass, forces a deep moan to leave Dean’s lips, “I never invited a man to the golden room.”

“Thank you, mistress,” Freckles mumbles, feeling his chest swell with pride.

“Don’t let it get to your head,” you snicker when he hides his face in the cushions to stick his ass out. “You’ll get ten more and then, we will take care of you.”

It’s twenty minutes later that you rub ointment into his sore skin, making him moan even louder.

“You took your punishment like a good boy, Dean,” he gasps, hands fisting the silky sheets. “I’m proud of you but this can’t happen again. I have rules, Freckles. One of them says we only meet up after you called me to make an appointment.”

“I know,” he sighs, feeling his heart drop. All he wants is to get a little praise from you and your attention. “It’s just, my father came to town and messed with my mind again.”

“Tell me about it,” you straddle his thighs, careful to not brush against his still raw ass. “We have time. I got the rest of the night off.”

“Years ago, he told me, family, a wife, and children only stop you, or rather me, from reaching the top. I am a CEO, a billionaire now, and can’t function without seeking you out to release the stress. I’m a mess thanks to him.”

“It’s alright, tell me more,” your fingertips ghost over his back, leave goosebumps on your way. “You’re safe with me, Dean. Nothing you tell me within these walls will ever leave this room.”

“He came to town, demanding things as usual. He always treats me like a soldier. John Winchester is a drill sergeant, not a father. After years of telling me not to waste my time on a wife, he tells me I’m a loser as I don’t have a family.”

“Is he still in town?” you lean over Dean’s body, to press a soft kiss to his neck. “Answer me, Freckles.”

“For two more weeks. I wish that I could just hide under the covers and never face my father again. I tried my whole life to impress this man and all I get are disappointed looks and nasty comments. He’ll never appreciate me or my success.”

“Do you want me to show him how an alpha acts?” Dean shudders when you kiss his shoulder. He loves the stark contrast you give him. Your hands can bring pleasured pain or soothe. Even if you never had sex with him, Dean feels a deep connection, not only a physical attraction.

“I don’t know how—”

“Dinner, on Sunday. We will meet two hours before going to the restaurant I will choose. Wear your nicest suit, the blue one, and a matching tie. I will check on your outfit and we will show John Winchester he’s not worth the dirt under your shoes.”

>> Part 2

Tags in reblog.

#Dominate Me #badbitchesbingo #fem!dom #ceo!dean Winchester #ceo!dean winchester x fem!dom #bela talbot x fem!dom #jo harvelle x fem!dom #smut

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