Daycare, races and more

In the late afternoon, the private jet carrying Carson and his girls touched down on the private runway at The Paradise Club. When it came to a gentle stop the pilot’s voice came over the plane’s intercom.

“Welcome back to The Paradise Club, please enjoy your stay. Your bags will be sent to your suite.”

The flight attendant walked over to the hatch, opened it, and let it slowly fall to the tarmac. She smiled and gestured for them to exit the plane. They all stepped out onto the Tarmac where a stretch limo waited to take them to the mansion. They piled in, Sydney ending up on the back bench seat next to Carson.

“Master, may I ask you a question?” Sydney asked.

“Of course,” he said with a smile.

“I know you have the room made up like a combination of a nursery and a little girl’s room, would you mind if I stayed in it?”

“I suppose not, but why the sudden interest?”

“I’ve been reading an age play and ADBL novel and I kind of like the idea and since we or rather you have the room and I want to be a no-limit ****, I just thought well…” she said nervously. Carson couldn’t help but smirk at her nervousness.

“Sounds good to me, however, I’d prefer if we kept putting you in diapers as a punishment.”

“Thank you, Master!” she said excitedly before kissing his cheek. “There are two daycares for littles at the mansion. One for men and one for girls. I can take you to the one for girls if you want.”

“Alright, anyone else wants to come along?”

“I’d love to, but Stable Mistress Stephanie wants me at the stable for practice as soon as possible,” Josslyn said with a shrug.

“And I need to get to the strip club for my first shift,” Ellie said nervously.

“You’ll do fine,” Kennedy said, reassuring her youngest sister on the back.

“Puppy training,” Monica said with a disappointed pout.

“Kennedy?”

“Sure, the next alpha **** class I signed up for isn’t until tomorrow morning.”

Twenty minutes later, the three walked into a large building that Carson had seen but never knew its purpose. “Good afternoon, may I help you?” a brunette with her hair pulled into a tight bun asked. She wore a black suit jacket, white button-down undershirt, and matching skirt. Pinned to her jacket was an I.D. badge with her picture on it and her name “Kara Evens” written in bold lettering near her picture.

“Yes, my **** Sydney,” Carson said placing his hand on the redhead’s shoulder, “is interested in age play and being a little.”

“Oh I’ll get a hold of the director right away,” the woman said as she picked up her phone and pressed a button. “Misses Baxter, I have a couple here who have a **** interested in being a little. Yes, I’ll show them in right away.” She hung up the phone, stood, and smiled at them. “Please follow me,” she said as she turned towards the back of the room. They followed her to a door she unlocked with the I.D. card pinned to her suit jacket. She opened the door and led them into a large room. Both Carson and Kennedy’s eyes went wide at what they saw.

The room is an extremely large playroom with hardwood flooring, walls painted pink with white trim. Several women dressed in childish dresses played in groups with large plush stuffed toys, dolls, and other toys made larger for adult use. Other women dressed in long light green dresses with white aprons over the fronts observed the women as they played. A large clear glass door was on the left wall, above it was white lettering reading “Nursery.” Through the door, Carson could see several women sleeping in adult-sized cribs. On the back wall, there were two doors. The first was a simple grey metal door with the black silhouette of a woman on it. The second was a black door, and on it in bright yellow lettering was, “NAUGHTY ROOM.” On the right wall was another wooden door with a nameplate reading “Amber Baxter, Director” on it. Kara led the three to the door to the director’s office and gently knocked.

“Come in!” a voice called from the other side.

They entered the room which was a relatively small office space. Sitting behind a simple-looking desk was a middle-aged woman dressed similarly to Kara. She stood and smiled at the three. “Good afternoon, I’m Amber Baxter, the director of the women’s daycare center. Which of these two lovelies wants to be a little?” she asked as she shook Carson’s hand.

“Carson Henning, Misses Baxter,” he said introducing himself. “And to answer your question, that would be Sydney here,” he said as he let go of the other woman’s hand and placed it on Sydney’s shoulder.

“Oh, yes, I remember you. You did a regular rotation through here in your training. As I recall you weren’t all that interested in age play at the time.”

“Yes, Ma’am. I’ve been doing some reading, and I’m interested in it.”

“I see, and I didn’t catch your name, Misses?” she asked looking at Kennedy.

“Miss, actually, Ma’am. I’m my master’s alpha ****.”

“I see. So Mister Henning, how would you like your little handled, baby girl, or just little girl?”

“Little girl, I’d rather keep diaper play as a humiliating punishment.”

“That’s a common approach, and one I truly appreciate.”

“Thank you,” Carson said with a smile.

“We still have Sydney’s measurements on file, I’ll send a few dresses to your suite. We look forward to seeing the little lady in the morning.”

The next morning Sydney woke next to Carson. She smiled and slid under the covers, then eased his boxers down and began to kiss and lick his cock. When it hardened, she took it in her mouth and began to slowly bob her head. He pulled back the covers and looked down at the redhead with a smile.

“Good morning, Daddy,” she said in her best childish voice with a smirk.

“Good morning, Sydney. Don’t doddle, I’m sure someone from the daycare will be here before too long, and Miss Kennedy needs to do your hair and get you dressed.

“Yes, Daddy,” Sydney said before taking him back in her mouth and sucking his cock until he filled her mouth with his cum. “Thank you, Daddy,” she said with a smile after she swallowed his load.

A soft knock sounded at the door and Kennedy walked in, dressed in a denim skirt and a red tee-shirt. “Come on Sydney let’s get you dressed and your hair done.”

“Yes, Miss Kennedy,” Sydney said as she got off of the bed and followed Kennedy out of Carson’s bedroom. Carson got dressed and looked at a list of activities. Pony Girl Races caught his eye. He looked at the map of the estate grounds and found where the track was. When he left his bedroom.

He saw Sydney dressed for the daycare. She wore a pink frilly childish dress with a white sash, knee-high white socks with lace frills at the top, black marry-jane shoes, and her long red hair in pigtails tied in place with pink ribbons.

“You look good,” he said smiling at her. “While you girls are all at class or training, I’ll go enjoy the pony girl races.”

“Have fun, Master,” Kennedy said as she watched him open the door. When he did there was a slender blonde woman dressed like the women that were watching the women in the playroom at the daycare play the day before standing on the other side of the door, just about to knock on it.

"Good morning, Mister Henning," the blonde woman greeted with a friendly smile. "I'm Nanny Olivia, I’m here to pick up little Sydney for daycare."

"Perfect timing," Carson said, stepping aside to let Olivia enter. "Sydney, come here, Nanny Olivia is here for you."

"Okay, Daddy!" Sydney replied in an animated childish voice. She skipped over to Olivia and looked up at her with wide, innocent eyes. "I'm ready to go play!"

"Well, aren't you just the cutest little thing! But, you must remember to always address your nannies properly" Olivia said warmly, taking Sydney's hand. "After all, you don’t want to end up in the naughty room do you?”

Sydney shook her head vigorously, pigtails bouncing. "No Nanny Olivia, I'll be a good girl! I promise!"

"That's my little angel," Olivia cooed. She turned to Carson. "Don't worry Mr. Henning, we'll take excellent care of Sydney at daycare. She'll have so much fun playing with the other littles."

"I'm sure she will," Carson replied with an amused smile. "Kennedy, I expect a full report from you on your alpha training class later, and if there’s any difference in what you tell me and what the letter says you’ll be punished."

"Yes Master, of course," Kennedy said obediently.

With that, Nanny Olivia led Sydney out of the suite, the little girl waving goodbye enthusiastically. "Bye-bye, Daddy! Bye, Miss Kennedy!"

Carson chuckled as he watched them go. He was eager to explore more of Paradise Club's unique offerings. The ponygirl races sounded especially intriguing.

Nanny Olivia led Sydney into the daycare and stopped to point out a sign. “Remember this, Sydney,” she said softly to the redhead. At the top of the sign, there was a picture of two nannies, and a picture of a group of women dressed in childish dresses smiling for the camera. Next to the pictures the sign read “Good girls are respectful to their nannies and the daycare director, and play nicely together.” Sydney read the sign with a slight smirk. The eighteen-year-old was loving playing the role of her much younger self. near the center of the sign was a picture of a nanny with a girl in a childish dress draped across her lap, skirt raised and panties lowered ready to deliver a swat with her raised hand. “Bad girls take their punishments and become good girls again,” the sign read.

“Come on sweetie, it's time to go play,” Nanny Olivia said gently tugging on Sydney’s hand.

“Yay!” Sydney said with a smile.

“Welcome to daycare little one,” Kara greeted them with a friendly smile.

“Thank you, ma’am,” Sydney said respectfully. Nanny Olivia unlocked the playroom and led Sydney inside. Misses Baxter walked over to the pair as the door gently crossed behind them.

“Any issues, Nanny Olivia,” the daycare director asked.

“No, Misses Baxter, she didn’t put up a fuss at all. She just had one minor slip not addressing me properly, but she knows better now.”

“Good, I take it you disciplined her?”

“No, Misses Baxter. I just let her know that she had to address her nannies properly. As I said it was minor.”

“While I agree that it was a minor offense and most likely unintended. However rules are rules, take Little Sydney to the naughty room and administer the proper punishment.”

“Yes, Misses Baxter.”

“‘The naughty room?'!’” Sydney asked letting her eyes go wide. “But Nanny Olivia I promised to be good,” she added sticking out her lower lip and lowering her head, acting like a pouting child.

“I know sweetie,” Nanny Olivia said using her hand to tilt Sydney’s chin up. “Now, don’t fuss. The sooner we get it over with the sooner you can go play.”

“Yes, Nanny Olivia,” she said looking down at the ground again.

“Come on,” Nanny Olivia said as she again took Sydney by the hand led her to the door, and opened it with her I.D. badge. They stepped into the room which was decently sized but held relatively little. It had hardwood flooring like the playroom but the walls were stark white with thick curtains covering the windows. In one corner of the room sat a simple wooden straight-backed chair with a small table with a booklet sitting on it sitting next to it. Pushed out from one of the other corners was a small wooden platform with a low T-bar sticking up from its center. Against the back wall was a spanking bench. Sydney’s eyes darted to the left wall where a leather strap, a thin cane about a foot long, and a wooden paddle hung from hooks. “Stay here, Sydney. I need to check what the punishment is.”

“Yes, Nanny Olivia,” she replied in a sad-sounding tone.

Nanny Olivia made her way to the table and skimmed the booklet. “Let’s see failing to address a nanny or daycare staff properly, first offense. Here we are, the offending little will be placed across a nanny’s or the director’s lap and be given a bare bottom-hand spanking followed by a ten-minute time out,” she said reading aloud. She then slid the straight-backed chair to the center of the room before going over to Sydney and taking her by the hand. “Come on,” she said as she led the redheaded teen to the chair and sat down.

With a pout and a whine, Sydney lay across Nanny Olivia’s lap. Nanny Olivia lifted the skirt of the dress and lowered her Disney Princess-themed panties.

With a firm but gentle touch, Nanny Olivia began spanking Sydney's bare bottom. The crisp smacks echoed in the otherwise quiet naughty room. Sydney whimpered and squirmed, playing up her little girl role.

"Owie! I'm sorry Nanny Olivia!" Sydney wailed, kicking her mary-jane-clad feet with each swat.

"I know you are, sweetie. But actions have consequences. Just a few more now," Olivia said calmly, landing several more swats on Sydney's reddening cheeks before finally stopping. She rubbed the punished skin soothingly. "There now, all done. You took your spanking very well."

Olivia helped Sydney up and led the sniffling girl by the hand to the corner. "Now you stay right here and think about being a good respectful girl while you have your time out."

"Yes Nanny Olivia," Sydney mumbled, facing the corner. Her dress was still hiked up held in place by her arms which were crossed behind her back, pink bottom on display. She fidgeted, scuffing a shoe against the hardwood.

The ten minutes seemed to crawl by. Finally, Olivia called Sydney over. "Okay, little one, time out is over. Are you ready to be my good girl and play now?"

"Uh-huh," Sydney nodded, letting Olivia fix her dress and panties. "I'll be extra good, promise!"

"I know you will, sweetie pie. Let's put this behind us and go have some fun!" Olivia took Sydney's hand and led her back out to the bustling playroom.

Sydney's pout transformed into a bright smile as she saw all the fun toys and activities. Giggling, she skipped over to a group of other littles playing dress-up.

Meanwhile, at the pony track, Carson took a seat in the VIP viewing box. Beautiful, scantily clad **** girls trotted by, pulling carts or with riders on their backs. He sipped a cocktail, eagerly anticipating the upcoming race. A line of athletic-looking pony girls clad in bondage harnesses, single gloves, pony-tailed anal plugs, hooved boots, and head harnesses with built-in blinders, bit gags, and horse ears stamped the ground eager to run. Each was hitched to a sulky with a woman in riding gear sitting in it, one hand gripping reigns clamped to their ponies nipples, the other holding a long riding crop to encourage her pony to run faster.

“The first race is about to begin!” the announcer said excitedly as a woman dressed in all white held a starter’s pistol high in the air.

"Oh good I didn't miss it," a familiar voice said catching Carson's attention. He turned his head to see Alex smiling at him as she sat down.

"Alex? What brings you here?" he asked.

"See that pony girl on the far side? The dark-haired girl with the pink streaks in her hair and pink feather plume?"

Carson looked across the track and easily spotted the pony girl in question. Before he could answer the official fired the blank and the pony girls took off at a full gallop, their riders whipping their hind quarters with their crops. The dark-haired ponygirl and a tall slender blonde edged out in front of the pack, their toned muscles straining as they pulled the sulkies and riders, their beautiful breasts bouncing in their supportive harnesses, and ponytail anal plugs swishing behind them.

"What's your interest in her?" Carson asked as he glanced over at Alex.

"That’s Midnight Rain, one of my family's ponies," she answered as they watched the pack maneuver through the first turn, the riders guiding their pony girls by pulling on their left reign.

"You're family keeps pony girls, I had no idea."

"We keep racing ponies, not show ponies like Josslyn, or I guess I should say Buttercup," she answered.

"And going down the backstretch Midnight Rain and Summer Breeze have broken from the pack! Behind them Ferrari, Annabelle, and Cherry Blossom are fighting it out for third!" the announcer said excitedly.

"Speaking of which, where are your girls?" Alex asked as the two lead ponies charged into the final turn running neck and neck.

Before answering her, Carson, Alex and the rest of the crowd stood and roared, cheering on the ponies. "And coming down the stretch it's Midnight Rain, and Summer Breeze! Summer Breeze is edging ahead!" the announcer called out. Midnight Rain put on a sudden burst of speed and evened things out as they neared the line. "Ladies and gentlemen, we have a photo finish! And the winner is..." the announcer paused for what seemed like an eternity as the photo was reviewed by the official. "Midnight Rain and her rider Eva!"

Alex jumped up and cheered loudly before turning to Carson and pulling him into a passionate kiss. When they broke the kiss, he looked at her with a wide smile. “Yes! Yes! Yes!” Alex said laughingly. Carson couldn’t help but smile at the beautiful brunette’s enthusiasm.

The pair turned their attention to the winner’s circle. The sulky had been unhitched from Midnight Rain’s harness and Eva led the pony girl by her reigns to the center of the circle. Once there, another woman in riding gear held a large ladle full of cool water up to the ponygirl’s lips. She slowly tipped it up allowing Midnight Rain to drink the cool liquid as the the woman gently stroked her flank with her free hand. When she stepped away, two track officials approached, one carried a pair of trophies, one for the rider, and one for the pony girl’s owner. The other carried a wreath of roses that the thorns had been meticulously removed from.

“So, now that the race is over, I’ll ask again. Where are your girls?”

“Kennedy had an alpha **** class, Josslyn or I should say Buttercup is in the practice arena by now, Monica should be at the kennels, and Ellie’s probably still sleeping she had a very successful night at the strip club from what I understand,” he answered counting them off on his fingers.

“And Sydney?”

“She’s at the women’s daycare.”

“‘The women’s daycare?’ I never pictured her as a caregiver, I mean I know she’s a no-limit **** or wants to be, but you don’t have a little,” Alex said with a confused look on her face.

“Oh, yes I do,” he said in a sing-song tone.

“No," Alex said her wise going wide with realization. “What did she do that you decided to punish her by making her be a little?”

“She requested it. I guess she did a rotation here during her training and was lukewarm about it at best, but, she’s been reading a novel focusing on age play and took a genuine interest in it.”

“What time do you pick her up?”

“About, 3:00 or so.”

“Mind if I tag along when you do?”

“Not at all. What should we do until then?”

“Well, there’s more races, we can always get lunch at some point, or maybe go for a walk in the gardens. The roses are coming in great this year.”

“Alright,” Carson said as he checked his phone. “How about we watch another race or two, then get some lunch? After that, we can go through the gardens if theirs time before we pick up Sydney.”

“Sound’s great,” Alex said as she sat back down. “Ah, they’re bringing out the ponies for the next race.”

After three more exciting races, Carson and Alex went up to the restaurant overlooking the track so they could continue to enjoy the races as they ate. When they entered they were greeted by a beautiful redhead in a black dress that was both elegant and risque. It hugged her curves flatteringly leaving most of her toned stomach bare. Only thin pieces of fabric laid out in a crisscross pattern formed a diamond on both her lower back and over her stomach, framing her navel connected the top and bottom halves.

“Hello, Mister Henning, Miss Worthington. We have a table on the balcony if you’d like a clear view of the races.”

“If that would be possible, yes,” Alex said with a smile and a nod.

“Right this way please,” she said as she grabbed a couple of menus and two inserts with the daily specials listed on it. She led them out to the balcony and showed them a small table with a white tablecloth over it, and two chairs. “Will this do?”

“Yes, thank you,” Carson said as he pulled out one of the chairs and motioned for Alex to sit.

“Thank you,” she said as she sat.

“My pleasure.” Carson went to the other side of the table and took a seat.

“Tiffany will be with you shortly,” the hostess said with a smile.

“Thanks,” Alex said with a smile before looking at the menu. A little more than a minute later a brunette in a short waitress’ uniform came to their table.

“Hello, my name’s Tiffany. I’ll be taking care of you today. Can I start you off with something to drink?”

“I’d like to start with a glass of ice water with a lemon twist, please,” Carson said, looking up at the waitress.

“Okay, and for you, Miss Worthington?”

“I’ll have the same please.”

“I’ll get those right out to you,” the waitress said with a nod.

The two continued to look over the menu, the daily special caught Carson’s eyes. A smoked salmon fillet, topped with a creamy lemon sauce, freshly steamed broccoli, and a cob salad with avocado-ranch dressing. “I’m thinking of the special how about you?” he asked.

“Yes, that sounds delicious,” Alex said, her mouth watering at the thought of the delicious food.

“Here are those waters for you,” the waitress said as she set them down on the table in front of them. “Have you decided what you’d like today, or do you need a minute yet?”

“I think I’m ready, Alex?”

“Yeah, I’m good,” she answered. “I’d like the special with a glass of sauvignon blanc please.”

“Alright, and for you sir?”

“I’ll have the same, please.”

“Okay, two specials coming right up.”

The waitress soon returned with their meals and wine. Carson and Alex chatted and enjoyed the delicious food as they watched more ponygirl races from their scenic balcony perch.

After lunch, they took a stroll through the expansive, immaculately maintained gardens of Paradise Club. The heady fragrance of roses in full bloom filled the air. Alex plucked a pink blossom and playfully tucked it behind Carson's ear with a giggle. He retaliated by tickling her sides, making her shriek with laughter.

Glancing at his phone, Carson noted it was nearing 3 o'clock. "Shall we go collect Sydney from daycare?"

"Yes, let's!" Alex replied eagerly, linking her arm through his.

They arrived at the women's daycare center right on time. Nanny Olivia greeted them with a warm smile. "Mr. Henning, Miss Worthington, welcome. I'll fetch little Sydney for you."

A few moments later, Olivia returned with Sydney in tow. The redhead was grinning ear to ear, a drawing clutched in her hands. "Daddy! Miss Alex!” she said excitedly. “Look what I made!” She held up a drawing of herself dressed as she was playing with dolls while Carson guessed to be himself and his other girls looking on.

"That's wonderful, sweetie," Carson praised, ruffling her pigtails. "Did you have fun today?"

"Uh-huh! Me and the other littles played lots of fun games! Though I did get a spanking for not 'dressing Nanny Olivia right when she picked me up this morning," Sydney admitted with a pout.

“Yes, and since Nanny Olivia did not immediately spank Sydney this morning, or insist that you did it yourself, she is due to be disciplined. If you, Miss Worthington, and Sydney would like to see it I would appreciate it,” Misses Baxter said as she walked over to them.

“If you think it would be best, then yes,” Carson said with a shrug. Misses Baxter smiled and took hold of Nanny Olivia’s arm.

“Come along, Nanny Olivia.”

“Of course Ma’am,” Nanny Olivia said as she followed behind the daycare’s director with her head held high, showing the littles that the nannies were not above the rules. Carson, Alex, and Sydney walked closely behind Nanny Olivia, The redhead walked between Carson and Alex, holding each of their hands.

Misses Baxter led them into the naughty room before she looked Nanny Olivia right in the eyes. “I believe you know the drill, Nanny Olivia?”

“Yes, Misses Baxter,” Nanny Olivia said before removing her dress leaving her in her shoes, bra, and panties. She folded the dress neatly and placed it on the straight-backed chair before taking off the rest of her clothing. Once she was naked, she turned to Sydney and took hold of her hands. “Sydney, I am sorry I set a bad example for you by not disciplining you immediately.”

“That’s okay, Nanny Olivia.”

Nanny Olive placed herself over the spanking bench. Misses Baxter used the at the front of the bench to secure her wrists to it, then used the two built-in leather straps to keep her in position. One strap went across her back, the other across the back of her thighs, just above her bent knees.

“Sydney, do you see Mister Leather Strap, Mister Cane, and Mister Paddle over there?” Misses Baxter asked pointing at the implements on their hooks.

“Yes, Misses Baxter.”

“I want you to go pick one and bring it to me. I will be spanking Nanny Olivia with whichever you pick.”

“Yes, Misses Baker,” Sydney replied before heading over to the wall where the implements hung on their hooks.

Sydney looked at the leather strap, cane, and paddle hanging on the wall with wide eyes. She hesitated for a moment before reaching up and taking the wooden paddle off its hook. The smooth, polished wood felt heavy in her hands as she carried it over to Misses Baxter.

"Here you go, Misses Baxter," Sydney said, handing over the paddle. "I picked Mister Paddle."

"Thank you, Sydney," the daycare director replied, taking the implement. She patted the nervous little on the head. "You made a good choice. Now stand over there with your daddy and Miss Alex." Sydney scurried over to Carson's side, gripping his hand tightly as they watched Misses Baxter take position behind the bound Nanny Olivia. “Now, Sydney, I hope you pay attention. I’d hate to have to use Mister Paddle on your bare bottom.”

“Yes, Misses Baxter,” Sydney said as she nervously gripped Carson and Miss Alex’s hands.

Misses Baxter tapped the paddle against Olivia's right cheek, making the nanny flinch. Then she pulled her arm back and brought the wood down with a resounding smack that echoed around the small room like a gunshot. Olivia yelped, her body jolting against the restraints. A pink oval bloomed on her fair skin.

"Count them out, Nanny Olivia," Misses Baxter commanded sternly.

"Y-yes Misses Baxter! One!" the chastised nanny replied.

The paddle landed on her left cheek this time. "Two! Ooh!"

Misses Baxter settled into a steady rhythm, the crisp smacks echoing off the naughty room walls. Olivia counted out each spank dutifully, her voice growing more strained. Tears began to leak from the corners of her eyes as her bottom turned from pink to red under the paddle's punishing kiss.

"Nineteen! Aahh! T-twenty!"

With one final mighty swat across the center of Olivia's sore cheeks, it was over. The nanny slumped against the bench, sobbing quietly. Her backside was a mottled crimson, visibly throbbing.

"There now, you took your punishment well, Olivia," Misses Baxter said, setting aside the paddle. She unfastened the straps and helped the crying nanny up, pulling her into a comforting embrace. "All is forgiven. I know you'll be a good example for the littles from now on."

"Yes Misses Baxter, I will, I promise," Olivia sniffled, wiping at her tears.

Sydney watched with a mixture of sympathy and satisfaction as Nanny Olivia gingerly redressed. She knew the nanny's bottom would be sore for quite a while.

"Well, I think that concludes things for today," Misses Baxter said briskly. "We'll see you tomorrow, Sydney.”

“Say bye-bye sweetie,” Carson said looking over at Sydney.

“Bye-bye, Misses Baxter. Bye-bye, Nanny Olivia.

The three made the relatively short walk back to Carson’s suite. When they entered they found Kennedy and Josslyn sitting on the couch watching TV, Ellie getting ready to go back to the strip club, and Monica sitting in the armchair near the couch reading a book. “Hello girls,” Carson said greeting the women.

“Hi, Master, Miss Alex,” they all said together.

“Hello all of you,” Alex said with a smile. “Do you mind if I call my suite and have Penny join us?”

“Not at all,” Carson said before turning to Sydney. “We’ll suspend your little state for now.”

“Yes, Master, thank you for letting me experience it.”

“You enjoyed it I take it?”

“I did, Master. I don’t know why I didn’t during my rotation during my training as a submissive member of the club. Getting to connect with my inner child was very freeing.”

“I’m glad to hear you say that because you’ll be a little until we leave Monday morning, and I will be rewarding you with what we will call ‘little time’ for good behavior.” A smile came to Sydney’s face. “Not done,” Carson said before she could speak. “I’ve decided that this time I will let you decide whether or not it happens since this is the first time and a decision that is nonnegotiable.”

“Okay, Master, but I’m a little confused,” Sydney said tilting her head from side to side.

“I have decided that if you get punished at daycare, you get punished here, that is the part I will let you decide. The other part is that because you got punished, the next time you go to the daycare, you will spend the day in the nursery in diapers with the baby girls.”

Sydney’s mind raced, and her cheeks blushed at the thought of being made to wear and use adult-sized diapers. To be dressed in an adult-sized onesie. She knew it would be humiliating, but part of her wondered what it would be like. “That sounds fair to me, Master,” she said smiling at Carson.

“I’d love to stay and here more but, I’ve got to get to the strip club,” Ellie said with a smile. She gave Carson a quick peck on the cheek as she walked by. “See you later, Master, Miss Alex.” She then walked across the living room area and opened the door the the outer hallway just as Penny dressed in sexy red lace lingerie came to a stop on the other side. “Penny come on in,” she said to the submissive blonde before stepping aside to let her in. After Penny entered the room, Ellie left closing the door behind her.

“So, Sydney, since you were punished at daycare, will you be punished tonight?”

Sydney smiled before slipping back into her little girl roll. She clasped her hands down in front of her and began to nervously rock from foot to foot.

“Rules are rules, Daddy, that’s why Nanny Olivia’s bottom met Mister Paddle.” Carson and Alex erupted into laughter.

“It’s almost a shame,” Alex said still laughing. “I was hoping we could go to the strip club and watch Ellie in action. I wonder what stage name she picked or was given?”

“Maybe next time, or after?” Carson said.

Before Alex could reply, Kennedy looked over at them. “Master, Miss Alex, if you want to go out I would be more than happy to baby sit,” she offered. “What kind of punishment did you have in mind for the naughty little girl here?”

“I was thinking of a good hard spanking and being sent to bed with a red bottom and an empty tummy.”

“Okay go to the strip club and have fun,” she said with a beaming smile.

“Well that’s settled then,” Alex said with a smile. “Shall we?”

“Of course,” Carson said offering his arm. She snaked her arm through his and they walked side by side out of his suite.

“Okay, young lady, your daddy had some pajamas laid out for you in your room. Use the bathroom, brush your teeth, and go put your PJs on, you are not to come out of your room for the rest of the night is that clear?” Kennedy asked her tone stern.

“Yes, Miss Kennedy,” Sydney said shuffling off to the suite’s bathroom.

“Penny,” she said patting her lap.

“Yes, Miss Kennedy,” Penny said with a smile. She lay herself across the other blonde’s lap knowing the ritual of surrendering herself to the control of her mistress’ friend’s alpha ****. After a few gentle swats, she was allowed to stand. Then she watched as Miss Kennedy gave quick spankings to her twin sister, Josslyn, and Monica. Penny always enjoyed watching Miss Kennedy spank Josslyn seeing one identical twin spanking the other was incredibly hot.

“Alright, guess I better go deal with Sydney.”

Kennedy walked into the bedroom within her master’s suite that had been assigned to Sydney. The redhead sat on the bed now dressed in the pajamas that Carson had delivered earlier in the day. They were simple, pink full-body suits that featured a drop-seat that was attached by simple snaps, with “Barbie” written on the chest along with a picture of the iconic doll.

“Stand up,” Kennedy said sternly. Sydney obeyed with a nervous sigh. Kennedy walked over and knelt so she could easily grab the drop-seat. She pulled the flap open, exposing Sydney’s bare bottom. She then stood, went to the bed, and tossed all of the pillows aside except for two. The first she lay in the center of the bed, the other she folded over and placed over the first. “Alright young lady, you know the position,” she said before snapping her fingers and pointing at the pillows.

“Yes, Miss Kennedy,” Sydney said shuffling to the other side of the bed from where Kennedy stood. She crawled onto the bed and lay over the pillows so they elevated her hips and exposed bottom, her head hanging off of the foot of the bed.

“Alright young lady, I’m going to warm you up with my hand, then I’m going to get your hair brush. We both know your daddy wants you to fully understand what happens when you’re naughty at daycare.

Sydney whimpered as she lay over the pillows, her bare bottom on full display. "Please Miss Kennedy, not the hairbrush!" she pleaded in her little girl's voice.

"I'm sorry sweetie, but you know the rules," Kennedy replied firmly. "Naughty behavior at daycare earns you a sore bottom at home. Now, let's begin."

With that, Kennedy brought her hand down on Sydney's right cheek hard. The redhead yelped, her body jolting. A pink handprint blossomed on her fair skin.

Kennedy peppered Sydney's upturned bottom with crisp, stinging spanks, covering every inch from the crest of her cheeks to the tops of her thighs. Sydney kicked and squirmed, whining pitifully as the heat built in her reddening backside.

After several minutes of the punishing warm-up, Kennedy paused. She retrieved a large wooden hairbrush from Sydney's dresser. The little's eyes went wide at the sight of the implement that would soon be searing her already sore bottom.

"Alright young lady, I want you to count these out," Kennedy instructed, tapping the brush against Sydney's sit spots in warning.

"Y-yes Miss Kennedy," Sydney sniffled.

The hairbrush exploded across the center of Sydney's cheeks. She howled, legs scissoring. "Ooowww! One!"

Kennedy settled into a steady rhythm, landing blistering swats up and down Sydney's crimson bottom and thighs. The little sobbed and counted, her voice growing more strained with each spank.

"Eighteen! Aaahh! N-nineteen! Waaahhh! TWENTY!"

With one last mighty wallop, it was over. Sydney collapsed limply over the pillows, her punished backside throbbing and radiating heat. Tears streamed down her face as she cried out the last of her spanking.

Kennedy set the brush aside and gently rubbed the well-chastised flesh. "There now, all done. You took your spanking very well," she praised softly. "I know you'll be a good girl at daycare from now on."

"Y-yes Miss K-Kennedy," Sydney hiccuped. "I'll be good, I p-promise!"

Kennedy carefully righted Sydney's drop-seat pajamas over her sore bottom. She helped the sniffling little under the covers and tucked her in with a gentle kiss on the forehead.

"Sleep now, little one. Remember, no dinner tonight, and stay in your room. We'll see you in the morning."

"Yes Miss Kennedy," Sydney yawned, exhausted from her ordeal.

"I almost forgot,” Kennedy said before the crinkling of hard plastic caught Sydney’s attention. The redhead gingerly turned her head trying not to cause any friction against her burning bottom. “Your daddy had this brought for you. Wasn’t that nice of him?” Kennedy said as she removed a nightlight from its package and plugged it into the outlet by the door. She turned on the night light, turned off the room light, and quietly slipped out of the door. In the Darkness Sydney got a good look at the night light and briefly giggled at it, causing a fresh wave of pain through her tender flesh. The cover of the nightlight depicted a woman with red hair bent over and her bare bottom glowing red.

Kennedy stepped out into the living room area and was immediately met by her twin. “Miss Kennedy, I’m going to order food for us. What would you like?” she asked handing her sister a menu.

Kennedy looked over the menu briefly. “The seafood salad, please.” Josslyn nodded and wrote it down on a piece of paper before calling the service desk on the suite’s phone. As she was in the middle of ordering the food there was a soft knock at the door. Kennedy made her way to the door and opened it. On the other side was a brunette dressed in the same manner as the daycare nannies, however, Kennedy noticed one small difference in her green dress. This woman’s had two snaps above each breast allowing for quick access. On her shoulder was a bag that Kennedy could see was packed with diapers, sterile wipes, and baby powder. Behind her was a woman dressed in the typical uniform for the club’s staff with an adult-sized stroller, and behind her two men dressed similarly carrying a boxed-up, adult-sized pack-and-play. Behind them, two more men carried a collapsible changing table, and behind them, two more men carried an adult-sized crib.

“May I help you?” Kennedy asked.

“Good evening, I take it you are Kennedy, the alpha **** for Mister Henning?”

“Yes.”

“I’m Nanny Jessica. Miss Worthington has asked, on behalf of your master that I serve as little Sydney’s nanny when he wants her as a little, and as her wet nurse when he wants her in diapers,” the woman said sticking out her hand.

“‘Wet nurse?’” Kennedy said as she shook Jessica’s hand. “So you’re going to breastfeed her when she’s in a diaper?”

“Yes,” Jessica said with a nod. “I’ll be leaving the club and living with you and your master as well so I will be available whenever he needs me. That being said, is there a room for me here tonight?”

“Uh… yeah, I can have Josslyn move her bags into my room and we can share.”

“Uh… what's going on?” Josslyn asked returning from phoning in the order.

“This is Nanny Jessica, she’ll be helping with Sydney whenever Master decides to give her some little time.”

“Oh! That explains it,” Josslyn said with a nod. “I’ll go move my bags into your room, Miss Kennedy.”

“May we come in and get things set up?” Jessica asked.

“Sure, maybe hold off on the crib though,” Kennedy said as she stepped aside. “Sydney got herself spanked at daycare today and Master decided that she would be spanked and sent to bed without dinner tonight.”

“Ah, a very sound punishment. Lady and gentlemen, please go about your work as quietly as possible. We don’t want to disturb Sydney’s dreams.”

What will happen next? Answer in comments

A) Ellie (Candy) puts on a show at the strip club for Carson, Alex, and the other onlookers.

B) Kennedy is asked to cover a shift in the dungeon.

C) Josslyn continues her pony training

D) Monica in the kennels

E) Sydney's next day at daycare.

F) Something else. What?