Britney sees to her client

Britney quickly gathered what she would need, a tiny white lace thong, knee-high white lace socks, black shoes with six-inch stiletto heels, a short pleated skirt in a black and white plaid pattern that was sure to show off the bottoms of her ass cheeks with each step she took, and a white button-down shirt which she left unbuttoned, and tied off leaving her toned stomach bare and her breasts threatening to pop free from the shirt. Her final step of preparation was to brush her long blonde hair and style it into a ponytail. She gave herself one last look over in the full-length mirror, smiling at her reflection. She spun around and looked at her reflection over her shoulder. Satisfied with how she looked, she left the changing room, back to the lobby, and rode the elevator to the top floor of the hotel.

“You’ve got this, you’ve already done this,” she told herself as she made her way down the long hallway to her client’s suite, her heels sinking into the soft plush carpeting. She and the other whores had gotten through one weekend without a bad report, and she did not want to be the first to get one. She softly knocked on the door.

A few short seconds later, the door slowly swung open revealing an attractive middle-aged woman with long dark hair and cold and pale-looking blue eyes. She was dressed in a dark suit jacket with a matching skirt that went down to her mid-thigh, a white button-down undershirt, and black wedge-heeled shoes. “Good, you’ve come,” the woman said, her British Accent making her stern tone sound even more so. She motioned her in without another word and Britney, half playing her part, and half truly fearful stepped inside.

“You wanted to see me, Headmistress Thomas?” Britney asked as the woman closed the door and began to circle Britney, her eyes roaming over the younger woman like a predator’s watching its prey, waiting for the perfect moment to strike.

“I did indeed, Miss Spears, I appreciate you coming to my home so quickly and on such short notice. Follow me please,” the older woman said as she led Britney further into the living room area of the suite, Britney’s heels clicked against the marble floor of the suite. The room was flooded in red-gold light as the evening sun shone through the glass door that led out to the balcony that overlooked the ocean. She opened a folder that was lying on the ornate glass and chrome-finished metal coffee table that sat in front of a richly colored dark brown leather couch and turned the folder toward Britney. “Look familiar?”

“What is…” Britney began before she stopped and let out a gasp. In the Folder sat two identical papers. One had her name typed in the upper right-hand corner dated a few days ago. The other had a random woman’s name and was dated almost a year prior.

“I believe you know that plagiarism is strictly forbidden at my school and is grounds for immediate expulsion.”

“No! Please, Headmistress Thomas! I-I have to graduate!”

“I suppose there is a way I could agree to let you graduate but…” the older woman said as she slowly and softly dragged her nails over Britney’s bare stomach.

“Wh-what?” Britney asked nervously, the feeling of the older woman’s nails moving over her toned stomach made her skin tingle and break out in goosebumps.

“Oh, come now, I know how you girls like to gossip. I’m sure you’ve heard the rumor that I like to take on a pretty senior girl and make her my obedient plaything until she goes off to college?”

“Wait! That rumor is true!?”

“Very true, and we are going to have such fun,” the older woman said as she moved her hand from Britney’s stomach to her mouth and began to trace Britney’s lips with her index finger. “Now, I want a decision, Britney, is it expulsion, or do you agree to be mine until fall?”

“I-I’ll do whatever you want, Headmistress Thomas.”

“Then I want to hear you say ‘I choose to be your schoolgirl slut, Headmistress Thomas.’”

“I choose to be your schoolgirl slut, Headmistress Thomas.”

“Good girl. From now on you will obey me or be punished, and you will no doubt earn punishments for disobedience, failing to please me, showing a lack of enthusiasm, or whatever else you might need to be punished for. You will accept these punishments or our arrangement ends and I make sure you don’t get into college. Is that clear?”

“Yes, Headmistress Thomas,” Britney said nervously.

“Very good, speaking of punishments, you’ve needed one all day today haven’t you, young lady?”

“Punishment? For what, Headmistress Thomas?!”

“Firstly, when it is just you and me, Britney you may just call me, ‘Mistress.’ Your punishment is for a uniform infraction, of course.”

“But, but none of my teachers said anything today.”

“Because I told them not to, but I’m sure you know that skirt is too long. As you know the student handbook clearly states that a skirt is to be short enough to show half of a student’s ass at all times. Does your skirt show off enough of your ass?”

“No, Hea- Mistress.”

“I’m glad you can admit it. Now lift that skirt, drop your panties, and bend over,” she said as she pat the nearest armrest of the couch. Wordlessly, Britney lifted her skirt, pulled down her thong panties, stepped out of them, and bent over the armrest. She watched nervously as the older woman went to the far side of the couch and bent down. When she stood again, she held a sorority paddle in her right hand.

“Mistress, please not the paddle on my bare ass! It will hurt so bad!”

“That would be the point, Britney, and as I know you are aware the student handbook clearly states that a student out of uniform will receive six paddle swats.” The woman moved to stand behind Britney in the perfect position to administer the blonde schoolgirl’s punishment. She tapped the paddle against Britney’s ass, making it quiver in anticipation of the first painful swat. “I want a proper count, Britney.”

“Yes, Ma’am.”

“‘Mistress,’” the older woman said reminding Britney of the title she was to use while in private as she gave her a slightly harder tap on the ass with the paddle.

“I’m sorry, Mistress,” Britney replied her voice shaking with fear and anticipation.

“You still showed proper respect to an authority figure, so I won’t add any extra swats this time,” she said as she rubbed the paddle over Britney’s ass. Britney let out a slight whine knowing that neither cheek would be spared any pain from each swat of the paddle. “Yes, Mistress.”

The older woman pressed down between Britney’s shoulder blades briefly before removing her hand, a gentle reminder for the singer-turned-lesbian whore to maintain the position for her punishment. She drew the paddle back and swung it forward.

The sound of the paddle meeting Britney’s ass filled the air along with Britney’s grunt of pain through gritted teeth. The pain from the first swat exploded in her ass like wildfire and her body jerked. “One, Mistress!” she yelled as she settled back into proper position. The next swat came just as hard as soon as she was back in place. “Two, Mistress! she said in a pained scream.

“I know you know the dress code, Britney, and I expect you to follow it.”

Britney breathed in, and slowly let it out as her vision blurred and tears began to sting her eyes. “Yes, Mistress. I’m sorry.” She flinched slightly when she felt her client tap the paddle against her ass, this time, she felt a slight rush of pain as the wooden implement touched the bruises she knew were forming. “Three, Mistress! Four, Mistress! Five, Mistress!” Britney screamed as the next three swats fell in quick succession. She buried her face into the cool leather cushion of the couch as she sobbed.

“One more, Britney, and it will be one of my best. Are you ready?” Britney continued to sob as she nodded her head, her forehead rubbing against the cool smooth leather of the cushion.

“Yes, Mistress,” she said her voice somewhat muffled by the cushion. The last and hardest swat came without further warning. Britney instinctively thrust her hips forward into the armrest making herself stand, as she trough her head back and let out a high-pitched shriek of pain. “Six, Mistress!”

“Have you finally learned to follow the dress code, Britney?”

“Yes, Mistress,” Britney sobbed as she remained in place, bent over the armrest of the couch.

“Good, now stand up." Britney stood and turned to face the older woman. “Get your clothes off, and kneel. Wait for me to come back, I’m going to change into something more, appropriate for our new arrangement."

"Yes, Mistress," Britney said, her breathing still shaky from crying. She quickly removed her schoolgirl uniform as she heard her client walk away. Once she was naked, she gracefully lowered herself to her knees and slowly sat back on her heels. As she did a fresh wave of pain went through her bruised and swollen ass, making her wince.

It was not long before she heard the clicking of heels on the floor. She glanced in the direction of the sound and saw her client. Gone were the professional-looking clothes. They had been replaced by a black leather bikini. The bra which consisted of leather straps that framed her breasts, and several short thin chains running sideways from one framing strap to the other to semi-cover her breasts. The bottoms had small silver studs lining the wristband. On her feet were black leather thigh-high platform boots with stiletto heels. Her long dark hair had been styled into a tight bun.

She walked over to Britney grabbed her ponytail and yanked back hard, making Britney wince as she tilted her head back. "Is my little slut ready to have some fun?" she asked as she slapped Britney’s face just hard enough for it to sting.

"Yes, Mistress," Britney replied as she prepared herself for another slap.

"Stay down and come with me," the woman said as she kept her hold on Britney’s ponytail and began to walk towards the door to the suite's bedroom. Britney quickly put her hands down and crawled to the woman’s side. The woman led Britney into the bedroom and to the floor near the foot of the bed before pulling back on her hair, and forcing her back onto her knees. The woman bent down and kissed Britney passionately. “Who’s my little schoolgirl slut?”

“I’m your little schoolgirl slut, Mistress,” Britney purred with a hind of pride in her voice as she looked up at the other woman.

“Good girl,” the woman said with a predatory grin on her face. “On the bed my little slut, on your back,” the woman ordered. When Britney stood and began moving toward the bed, the woman couldn’t resist giving Britney’s ass a gentle swat.

The singer-turned-sex **** and lesbian whore let out a small gasp before crawling onto the large four-post bed. The satin comforter felt cool and slick against her skin as she positioned herself how her client had ordered. Having seen the leather cuffs at each corner of the bed, attached to the posts of the bed. she placed her arms and legs near the cuffs, knowing she would soon be bound to the bed and helpless.

Her instincts proved correct, and the woman quickly trapped her wrists and ankles in the cuffs, tightening each one tight enough to hold, but not so tight to be uncomfortable. The woman bent down so her lips were near Britney’s right ear, her breath hot on her ear. “Ready for some fun, my little slut?”

“Yes, Mistress.”

“Good girl,” the woman said with a lusty growl as she moved her hand down Britney’s stomach. Britney arched her back to meet the woman’s touch. Her hand slipped between Britney’s legs, feeling her need. “Mmm, yeah, you’re ready,” she said as she slipped her fingers into Britney’s core. When she pulled them out she held them in front of Britney’s mouth. Without being told, Britney lifted her head off of the pillow, and gently sucked her juices from the woman's fingers, making her laugh. “I think we’ll start,” the woman said as she reached over to the end table next to the bed and opened the drawer, “with these,” she finished as she took out a pair of nipple clamps and a pattern wheel.

“Whatever you wish, Mistress,” Britney said as the woman took her right nipple in her mouth and gently sucked until she felt the sensitive nub stiffen against her tongue. As she did this, she gently tweaked the left nipple between her thumb and index finger. Once both of the sensitive nubs were suitably hardened, she closed the clamps on her nipples and turned the small dials to tighten them.

With the clamps in place, she placed the pattern wheel on Britney’s toned stomach and began moving it slowly over her flesh, drawing intricate patterns with the small but sharp spikes.

As the pattern wheel moved over Britney's flesh, she bit her lower lip to muffle moans of both pain and pleasure, her body trembling with each delicate pass. The sensations were electric, and her breathing quickened in anticipation of what would come next.

"Mmm, I see you like that," the woman purred, a wicked grin curving her lips as she moved down Britney's stomach, tracing designs around her hips and between her thighs, careful not to touch her swollen center, and possibly damaging her plaything.

Britney arched her hips upwards, silently begging for more while trying to remain still. Her juices coated the inside of her thighs, leaving a shimmering trail in the woman's wake. Grasping the base of the pattern wheel, the woman flipped it over, causing short spikes to press against Britney's skin. "Ready for more?" she asked, her voice dripping with lust and authority.

"Yes Mistress," Britney whimpered, her eyes clamped shut as she braced herself for the increased sensation. The small spikes bit into her tender skin, eliciting a gasp as the pain-tinged pleasure coursed through her body. Each pass of the pattern wheel seemed to leave a trail of fire in its wake.

As much as she tried to silence herself, mewls of pleasure escaped from between Britney's full lips and their bound restraints only added to the eroticism of the situation. It was always this way when she was under someone else's control; ever since her enslavement, it awakened something primal within her. A yearning for more pain, more pleasure, more dominance.

When the woman stopped, and pulled the pattern wheel away, Britney looked at her with pleading eyes, her breathing slightly ragged. "Ready to move on, my little slut?" the woman asked, her voice practically dripping with lust.

Britney quickly nodded her head. "Yes please, Mistress."

"Such an eager little slut, aren't you?" the woman asked as she set the pattern wheel on the end table and reached into the drawer again. This time she pulled out a light flogger made of black leather. She slapped the short thin black leather tendrils on Britney’s stomach. To her surprise, there was no pain, instead, she felt a sensation that almost felt like being tickled.

"Yes, Mistress. I’m an eager little slut. Your eager little slut."

The woman smiled as she hooked her thumbs under the waistband of her leather bikini bottoms and slowly peeled it from her body, revealing her neatly trimmed pussy. The small patch of dark pubic hair that remained was heart-shaped and perfectly placed in the center of the woman’s pussy. She crawled onto the bed and straddled Britney’s face so she faced down Britney’s body.

"Eat me, slut," she ordered. As soon as the order had left her mouth, Britney began to lap at the woman’s slick folds. Britney then slithered her tongue into the woman and slowly swirled it, seeking out sensitive areas that would give her client more pleasure. As she did, she felt the tiny leather tendrils of the flogger land on her right breast, the strange tickling sensation mixed deliciously with the constant pinching pain of the nipple clamps. "Mmmm, yeah, you know what you're doing don't you, you little slut?"

"Yes, Mistress," came Britney’s muffled response as she continued to eat the other woman’s pussy. As Britney continued to explore her client’s pussy, the woman continued to flog her with the tiny flogger. The small leather tendrils danced over Britney’s breasts, her stomach, her inner thighs, and her pussy. As the flogging continued, her hips began to sway and buck seeking out pleasure. The sound of the woman’s laughter at the way Britney’s body reacted mixed with her moans of pleasure from Britney’s skilled tongue, working its magic deep in her core.

"Oh fuck! Oh fuck! Oh fuck! OH FFFFUUUCK!" the woman said, ending in a primal scream of pleasure as she orgasmed. Beneath her, Britney continued to lap up her juices like they would give her life.

The woman moved on shaky legs as she climbed off of Britney’s face. With a predator’s smile, she reached under the nest of pillows and pulled out a strap-on. The harness was made of black leather, and jutting out from it was a long and thick pink silicone dildo.

"Ready to get fucked, slut?" she asked as she released Britney from the cuffs, after securing her harness around her waist.

"Yes, Mistress," Britney said as she licked her lips and eyed the dildo with primal hunger. The woman stood over her on the bed, grabbed her hair, and pulled her to a sitting position.

"Get my cock ready for your slutty pussy." Without hesitation, Britney took the pink monster into her mouth and quickly began taking it deep, coating it with her saliva. "Enough," the woman said as she shoved Britney back onto the bed after a couple of minutes of watching her deep throat the dildo with little difficulty. "Get on all fours, I want to fuck the shit out of your little eighteen-year-old pussy."

"Yes, Mistress," Britney purred as she rolled over and propped herself up on all fours. She wiggled her ass to entice her client.

The woman wasted no time. She pushed the pink dildo into Britney’s pussy, grabbed her hips, and began thrusting fast and hard. With each thrust, the bed creaked beneath them as if asking for mercy. Britney let out sounds of mixed pleasure and pain. The pleasure from the silicone giant reaching deep in her pussy, and pain from the woman's hips slamming into her still-swollen and bruised ass with each thrust.

The woman removed her right hand from Britney’s hip and moved it to her throat before pulling her up to her knees. "You like it rough don't you, slut?" she growled into Britney’s ear as she continued to fuck the former pop princess.

"Yes, Mistress," Britney replied through gritted teeth.

"Say it slut! Say you like getting fucked hard!"

"I love it, Mistress! I love it when I get fucked hard!"

"Get back down," the woman said as she shoved Britney back down on all fours. "All the way down!" she added as she pressed on the back of Britney’s head, pressing her face down into the pillows. The woman stepped her right foot up near Britney’s head and stayed on her left knee. The new angle allowed the dildo to reach deeper, and relentlessly hammer Britney’s G-spot, making her squeal loudly into the pillows. "Give me those hands!" The woman emphasized her latest order with a hard swat to Britney’s ass.

"Yes, Mistress!" Britney screamed into the pillows as she reached her hands back. The woman grabbed them, moved them behind Britney’s back, and held them there as if she were handcuffed.

"I should have paid for this bitch for the night, oh well, live and learn," the woman thought as she continued to fuck Britney. She could tell she was on the verge of an orgasm. "Cum! Cum for me!"

"Yes, Mistress! Thank you, Mistress!" Britney screamed into the pillows.

Who will serve a client next, and where? Answer in comments, and please feel free to add details about their potential client.

A) Chyler Leigh. Hotel room or themed bungalow? What theme?

B) Tessa Thompson. Hotel room or themed bungalow? What theme?

C) Florence Pugh. Hotel room or themed bungalow? What theme?

D) Camilla Cabeo. Hotel room or themed bungalow? What theme?

E) Bella Hadid. Hotel room or themed bungalow? What theme?