Filling in

Kennedy lay on the couch of Carson’s suite, flipping through channels on the TV. She had no real plans for the day, something a little unusual for her, and she was beginning to get bored. She sighed as she settled on a rerun of a sitcom she vaguely remembered being on when she, Josslyn, and Ellie were kids.

"I should have signed up for a class or something," she told herself. She stood, shut off the TV, and began to head to her room, intent on changing into her bikini and heading to the pool. Before she reached the door to her room, a knock on the door stopped her. When she opened the door, she was greeted by the sight of a woman slightly smaller than herself. The woman was dressed as a dominatrix with short dark hair that was swept back.

"Good morning," the woman said with a warm smile. "I'm looking for Miss Kennedy Parker."

"That's me, Ma’am, how can I help you?"

"Good morning, Kennedy. I am Mistress Cordelia. The punishment dungeon is short-handed today and we're very much hoping that you are available to fill in. You would be compensated for your time of course."

"Let me get my shoes, truth is, I was bored anyway," Kennedy replied, her face lighting up with the prospect of spending time in the punishment dungeon. She quickly slipped her feet into a pair of shoes and double-checked that she had her key card before stepping out into the hall and closing the door.

"I can't thank you enough for this," Mistress Cordelia said as the two began to make their way through the massive mansion, making their way down to the wine cellar and the hidden entrance to the punishment dungeon.

"I should be thanking you, like I said, I was bored anyway."

The two reached the wince cellar and both women looked at the large cask that served as the hidden entrance to the club’s punishment dungeon. “Want to do the honors?” Mistress Cordelia asked with a smirk.

“Love to,” Kennedy replied before walking up to the cask and knocking three times. Just like her previous time working in the dungeon and her hidden eye slit opened.

“Names please,” the woman on the other side of the door said, her voice carrying a warm melodic tone.

"Kennedy Parker, and Mistress Cordelia," Kennedy replied. The eye slit slid shut and a moment later the front of the enormous cask opened.

"Come on in," the woman guarding the door said with a welcoming smile. She was a tall redhead with shoulder-length hair and green eyes. Kennedy nodded and stepped through followed closely by Mistress Cordelia.

When they entered the administrative area of the dungeon, the pretty Asian woman sitting behind the desk, dressed professionally in a light gray suit jacket, matching skirt, and a black undershirt looked at Kennedy with an almost sympathetic look. "Okay, who do we have here, and what punishment will she be receiving?"

"Oh, Stacey, you've got the wrong idea," Mistress Cordelia said with an amused laugh. "This is Kennedy Parker. She's a switch and is quite skilled at punishing other women."

"Oh! Okay, let's see here... Ah, it looks like you're already set up. You've helped before?"

"Once, a few weeks ago."

"Great, welcome back. I assume you know the drill? Go ahead and get changed and I'll get the info on your first girl."

"Thanks," Kennedy said with a smile before she turned to enter the changing area. She quickly made her way to the large racks of clothing in her sizes and decided on a red leather crop top, black leather pants, and combat boots.

"Well, you certainly dress the part. Here's your first case," Stacey said when Kennedy emerged from the changing area. "Have fun," she added in a sing-song tone as she handed Kennedy a sheet of paper.

"Thank you, and I'm sure I will," Kennedy said as she looked over the paper.

Dominant: Kendall Summers

Submissive: Hilary Brennan

Room: 5

Rule(s) broken: Repeated tardiness

Punishment: Disciplinarian’s choice

Duration of punishment: Disciplinarian’s discretion.

Kennedy gave a nod and headed for room five. When she walked in, she found a brunette with long wavy hair dressed in a black tight-fitting black tank top, short denim shorts, and black and white sneakers standing in the center of the room. Her body trembled with nervousness as she looked at Kennedy.

"Hilary Brennan?"

"Y-yes, Ma’am," Hilary replied, her voice trembling.

"I am Miss Kennedy, and I will be punishing you today. I can understand being late once, or every once in a while, but repeatedly? Care to explain yourself?"

"I... Miss Kennedy, I mean, I've always struggled with time management."

"So you have no real excuse?"

"No, Miss Kennedy."

"Well, my sister, another of my master's submissives was late once recently. Since I am his alpha, he had me punish her, then he punished her himself. It seems to have worked, so I will be combining the punishments." Hilary watched nervously as Kennedy walked over to a decorative tool chest and took out two sheets of 60-grit sandpaper. She walked to an empty corner of the punishment room and set them down, sand side up.

"What have you gotten yourself into this time?" Hilary silently asked herself as she nervously watched Kennedy move a wooden bench that stood two feet tall by two feet long by one foot wide from its place against one of the walls and place it in front of her, almost as if she was inviting her to sit.

"Get your clothes off, and get over the beach."

"Yes, Miss Kennedy," Hilary said in a meek tone. She began to slowly remove her clothing, folding it up and setting it neatly on the floor.

"Very good, now over the bench," Kennedy said sternly as she snapped her fingers and pointed to the bench.

With a slight whine, Hilary positioned herself with her hips resting on the bench, her hands and her toes on the floor. Kennedy strode over to a bucket filled with freshly cut switches soaking in water to keep them supple. She pulled one out and shook it to get rid of the excess water.

"I assume your mistress has punished you herself for your tardiness?" Kennedy asked as she stood next to Hillary, who was still unaware of the switch.

"Yes, she has, Miss Kennedy, but she thought it might sink in if someone else punished me."

"I plan to prove her right," Kennedy said with a smirk. "As you've been repeatedly late, I will be giving you thirty strokes with a switch."

Hilary gasped loudly as she turned onto her right hip, and balanced herself on her right hand. "Please no, Miss Kennedy!" Hilary said as she looked at Kennedy, her eyes wide with fear.

"Back in position," Kennedy said in a calm and stern tone. Slowly, Hilary turned back into position, her breath hitching as if she were going to start crying at a moment’s notice. Her entire body tensed when she felt the slightest touch of the switch on her ass.

Kennedy slowly lifted the switch, letting Hilary's anticipation build. After an agonizingly long pause for Hilary, Kennedy brought the switch down using about half of her strength. Even so, the thinly cut wood whistled slightly as it moved through the air. Hilary let out a loud gasp, nearly drowning out the sound of the quiet pop of the unforgiving switch meeting her tender flesh. Instantly a thin red welt appeared where the switch had landed.

"Ow! Ow! Ah! Gaah!" Hilary cried out as the next four strokes landed. "Please, Miss Kennedy, I won't be late again," she said pleadingly as un-shed tears began to sting her eyes.

Kennedy stopped after the fifth stroke to allow Hilary a small break. "Let's hope not," she said as she began to walk in slow circles around the naked woman. After a few minutes, she resumed the punishment.

After the next five strokes, Kennedy again gave Hilary a break as her tears freely flowed down her lovely face, ending up in small pools on the floor beneath her. With each stroke, Hilary cried out, sobbed, and weepingly promised better time management.

It connected like that, five painful strokes, then a break until the last stroke had landed. Hilary's ass was covered in thin painful welts, each had been meticulously placed to almost entirely avoid any chriss-crossing, and minimize the risk of breaking the skin. Kennedy through the used switch into the trash and pulled several sheets of tissue paper from a small box on the table next to the garbage basket.

"Stand up," Kennedy instructed. Hilary slowly stood, her entire body felt stiff and sore, and her ass felt as if it were on fire. "Here, wipe your eyes, blow your nose, do what you need, and then throw these away. No touching your ass," Kennedy said as she handed the tissues to Hilary.

"Th-Thank you, Miss Kennedy," Hilary replied, still sobbing as she dried her eyes. Once Hilary had thrown away the tissues, Kennedy took her by the arm and led her to the waiting sheets of sandpaper.

"Kneel," Kennedy said as she pointed at the sandpaper. "I want you to put one knee on each sheet. Face the corner, and hands on the back of your head."

"Yes, Miss Kennedy," Hilary said, wincing as the course sand dug into her skin. She began to slowly sink onto her calves, all too aware of the soreness of her ass.

"No! Up on your knees!" Wordlessly, Hilary raised herself back up. Kennedy pressed a button on the wall summoning an attendant who like the rest of the staff was dressed professionally.

"How may I help, Miss?" the woman asked.

"Watch her. She is not to move from that position for one hour. If she does, give her a hand spanking, then start her timeout over.

“Yes, Miss,” the attendant said with a nod.

Kennedy walked back out to the administrative area as she filled out the portion of the form where she detailed the punishment given and how well it was taken. When she was done she placed the clipboard with the form on it on the desk. “What do you have next?”

“Here you go,” Stacey said as she slid another clipboard toward Kennedy and then pulled the one Kennedy had placed on the desk away.

"Thanks,” Kennedy said as she picked up the clipboard and looked at it. “What have we got here?”

Dominant: Mark Aaron

Submissive: Danielle Hawk

Room: 7

Rule(s) broken: orgasmed without permission

Punishment: **** orgasms

Punishment Duration: 30 minutes.

With a smile on her face, Kennedy began the walk down the long hall until she came to room 7. She opened the door instantly seeing that this room was somewhat different. Instead of being a large room with several pieces of bandage furniture spread out neatly within it, It was a smaller room dominated by a large four-post bed at the center of it. Along the walls were several cabinets, all labeled with their contents, just like the other rooms. Standing near the foot of the bed in a simple light blue dress with a plunging neckline was an attractive redhead with her long hair in a ponytail.

“Strip, and lay on the bed,” Kennedy said in a stern tone that caused the redhead to recoil as if she had been bitten by a snake.

“Yes, Ma’am,” Danielle said, her voice barely above a whisper. With trembling hands, she lifted her dress over her head. She folded it and set it on the ground soon to be followed by her bra and panties. With a nervous sigh, she lay on the bed and waited for Kennedy.

With a satisfied smirk, Kennedy made her way to the cabinet labeled “Vibrators” and looked through it until she found a vibrating clamp. She then went to another cabinet labeled “Restraints” and looked for a spreader bar with two sets of cuffs attached to it. At each end of the bar was a leather cuff and a few inches toward the center of the bar was another cuff on each side. Kennedy walked over to the bed and secured Danielle’s ankles in the cuffs at each end of the spreader bar, then lifted her legs into the air and used her other arm to press on the back of her knees making her bend them. She then secured Danielle’s wrists into the other set of cuffs leaving them trapped running under her knees and between her calves making it impossible for her to straighten or lower her legs.

“Now we can start your punishment,” Kennedy said as she began to gently rub Danielle’s clit until the sensitive nub emerged from its hood. When it did she slid the vibrating clamp over her clit and labia. Danielle sighed with a small amount of relief that the clamp closed snugly but not painfully so over her clit. That relief was short-lived when Kennedy turned on the vibrating clamp and turned it to full power.

Danielle’s legs flailed in reflex, her eyes watering as the delicious, agonizing buzzing began to work its way throughout her pussy. Kennedy stepped back and set a timer. Thirty minutes. It was going to be a long thirty minutes for Danielle. Silently, Kennedy wondered how many orgasms Danielle would have before pleasure turned into pain.

What will happen next? Answer in comments.

A) Carson and Alex go on another date

B) Sparke at the kennel

C) Sydney's day in the daycare nursery

D) Something else. What?