Sydney goes back to daycare

Very early the next morning, Carson, Kennedy, Josslyn, Ellie, Sydney, Monica, Nanny Jessica, Mistress Kayla, and Stable Mistress Stephanie waited in a VIP section of LAX for the go-ahead to board the private jet that would take them up to Nappa Valley and the Paradise Club. He looked out onto the tarmac through the large panes of glass. He saw the distant flash of lightning illuminate the still-dark sky, then a few long seconds later, the low rumble of thunder as the first heavy drops of rain began to pelt the window. “Looks like we’re finally going to get some actual rain,” he said before taking a long sip of coffee from the paper cup he held in his right hand.

“We need it, but ugh, it’s going to make the field where I practice a muddy mess,” Josslyn said in frustration.

“And the yard,” Monica added, causing the others to laugh.

“Well, I was hoping to see you this weekend,” Carson heard a familiar voice say from behind him. He turned to see Alex standing there with Penny and Kira by her side.

“Alex, good to see you,” he said as he went over to her and kissed her cheek. “I meant to get a hold of you this week, but I had a deadline to meet from my editor.”

“No worries,” she said with a shrug. “We can have all kinds of fun this weekend.”

He gave her a nod before turning his attention to her two submissives. “Penny, it's always good to see you,” he said, smiling at the blonde of the pair. “Kira, haven’t seen you in a while,” he added, looking at the pretty Asian.

“Good to see you too, Mister Henning,” Penny said with a smile.

“Yeah, good to see you, Mister Henning. I’ve been pretty busy with school lately,” Kira said with a smile.

“Pre-med, right?” he asked.

“Yeah, that’s right,” she said with a nod.

“I’m sure that does keep you busy,” he said over the sound of thunder.

“Excuse me, folks,” a man in a pilot’s uniform said, causing the group to turn and look at him. “We’d like to get you all onboard and in the air and get ahead of this storm.”

“Alright, let’s go,” Carson said as he and the others picked up the duffel bags at their feet, before going out onto the tar mac, quickly making their way across it, and onto the private jet.

When the jet touched down on the private airstrip at the Paradise club, the first rays of the sun were shining over and through the mountain peaks in the distance, casting a warm, welcoming golden-orange glow. When Carson stepped out of the jet, he took a deep breath in through his nose, enjoying the fresh, clean air, the smell of wet dirt, and the faint hint of the grape fields in the distance.

“It is beautiful here, isn’t it?” Nanny Jessica asked as she stopped and stood next to Carson as the others got off the jet.

“It is, especially the clean air. Do you regret taking the spot as my nanny and leaving here, considering Sydney isn’t a full-time little?”

“No, we still come here enough, and if I ever feel like it becomes a bad fit, I can put in for a transfer back here or to another member’s service.” Carson looked at her and nodded. The two then went to one of the waiting SUVs that would take them to the large mansion.

A short drive later, they had arrived and took their things up to Carson’s suite, except for Stabple Mistress Sephanie and Mistress Kayla, who had gone to the staff quarters. As they gathered back in the suite’s large living room, Carson looked over at Kennedy. “Kennedy, would you mind going with Jessica and getting Sydney ready for daycare?”

“Sure, Master,” she said as she held her hand out toward Sydney and grasped at the air.

“Yes, Miss Kennedy,” the redhead said as she took Kennedy’s hand and allowed her to lead her into her room, which still featured a normal bed for when she wasn’t being punished with being treated as a baby, and a crib and changing table when she was. Nanny Jessica walked into the room right after them. Working together, Nanny Jessica and Kennedy quickly stripped Sydney of her pink tank top, black and blue sneakers, jean shorts, and her pink and black bra and panties. They then replaced them with a plain white bra, a pair of Disney-themed panties, a light purple dress with a green sash around her waist, a pair of white knee-high socks with lace frills at the top, a pair of back Mary-Jane shoes, and a purple band in her hair.

“Take a look,” Nanny Jessica said as she guided Syney to the full-length mirror. “See how cute you look today?”

“Yes, Nanny Jessica. Thank you for making me look so pretty, and you, too, Miss Kennedy.”

“You’re welcome, sweetie,” Nanny Jessica said before kissing Sydney’s cheek.

“Ready to go to daycare? We’ll be there in time for breakfast.”

“Yes, please, Nanny Jessica.”

“Okay, let’s go show your daddy how cute you look before we go,” Kennedy said as she took one of Sydney’s hands, and Jessica took the other. The three walked back to the living room, where Carson was on his phone.

“Okay, sounds great. I’ll see you in a few down in the ballroom for breakfast,” he said before he got off the phone.

“Do I look cute today, Daddy?” Sydney asked in her higher-pitched childish tone.

“Yes, you do,” he said as he stood and then kissed Sydney on the forehead. “Be a good girl at daycare today, and I’ll let you sleep with me tonight.”

“I’ll be good, Daddy,” she said with a broad smile.

“Come on, little one,” Nanny Jessica said as she took Sydney’s hand and gave a gentle tug. “Let’s get you to daycare and get you some yummy breakfast.”

Sydney walked between her nanny and Kennedy, holding each of their hands as they made their way through the mansion’s upper-floor halls before descending the long, gently curving stairs that led into the mansion’s foyer. The few people they passed were mostly members of the club’s staff. Given that it was just after dawn, most of the members who were already at the club were most likely sleeping. They made their way out of the mansion and along the long, winding path lined with perfectly maintained flower beds to the daycare.

“Hello Jessica, will you and little Sydney be joining us for breakfast today?” she heard the receptionist say. She was dressed professionally in a pink suit jacket with black trimming along the lapels and lower hem, a black undershirt, a pink knee-length skirt, and black stiletto-heeled shoes.

“Good morning, Claire,” Nanny Jessica said, smiling at the receptionist. “Yes, we will, and so will Kennedy here. She’ll be shadowing me today and learning a little bit about being a nanny.”

“Hello, Ma’am,” Kennedy said with a polite nod.

“Hello, Kennedy,” Claire said in return as she stood from her desk.” I hope you’ll enjoy spending time with us today,” she continued as she crossed the office and opened a locked door, revealing a long room filled with uniforms identical to the ones worn by the nannies. “They’re arranged by size, non-breastfeeding style on the left and breastfeeding style on the right. Go ahead and find one in your size and change. You can change in the room.”

“Thank you,” Kennedy said as she stepped into the long room and partially closed the door behind her. She walked down the left side of the line of uniforms and quickly found one in her size. She slipped out of her sneakers, denim jeans, and T-shirt before slipping the light green dress over her head and zipping it up. Finally, she stepped back into her shoes and returned to the lobby.

“Here you go, dear. I hope you enjoy your day,” Clair said as she handed Kennedy a laminated card.

“Thanks,” Kennedy said as she took the card and looked at it. It was a simple name badge with her name on it and “Trainee” beneath her name. She quickly pinned it to her chest and followed Jessica and Sydney into the girls’ daycare room.

“Ah, Sydney and Nanny Jessica, good to see you again,” Amber Baxter, the daycare director, said as soon as the three stepped into the daycare area.

“Hello, Mrs. Baxter,” Jessica and Sydney said. While Jessica looked ahead at the director, Sydney’s eyes darted around the room. Several oversized and brightly colored plastic picnic tables had been placed in a line with a few littles dressed as little girls sitting along them waiting for breakfast. Her eyes then moved to the glass door leading to the women’s nursery. Through the door, she could see a few nannies sitting in wide rocking chairs with women in diapers lying in their arms. Most were being bottlefed, and one was being breastfed.

“Misses Baxter, this is Kennedy. She is Sydney’s Daddy’s alpha. She’ll be learning from me today,” Sydney heard Nanny Jessica say as she continued to look around the room.

“Always nice to see another potential Nanny. I hope you’ll enjoy your day. Go ahead and get some breakfast.”

“Thank you, Mrs. Baxter,” Nanny Jessica said before giving a gentle tug on Sydney’s arm. “Come on, sweetie, let’s get you some yummy breakfast.” She found an open seat for Sydney and had her sit down while she and Kennedy went to get Sydney her breakfast. Today’s breakfast was scrambled eggs, diced extra small, two strips of bacon, a bowl of fresh fruit, and a glass of milk.

“Eat up,” Kennedy said as she set the food down in front of Sydney.

Meanwhile, in the ballroom, Carson and Alex had been shown to a table for two and were looking over the breakfast menu as they sipped on freshly ground and brewed coffee. “Have we decided, or do you need a few minutes yet?” their waitress, a tall woman with long dark hair, asked. She was dressed in the uniform of the ballroom’s wait staff. Dark shoes, black pants, and a white button-down collar shirt.

“I think I know what I want,” Carson said before looking over at Alex. “Alex?”

“Yeah, I'm ready,” she said before shifting her gaze to the waitress.

“Whenever you’re ready, miss.”

“Can I get the Denver Omelet, please, with sausage links and wheat toast, please?”

“Absolutely,” the waitress said as she wrote on her pad. “And for you, sir?”

“I’d like to try the smoked salmon and spinach omelet, with bacon, the fruit bowl, and wheat toast as well, please.”

“Excellent choice, sir. The lemon sauce cream cheese on that omelet is to die for.”

When the waitress left the table, Carson looked over at Alex. “So, what would you like to do after breakfast?”

“How about we take a walk down to the lake and maybe take a paddleboat out for a little while?”

“Sounds good to me,” he said before taking a long sip of his coffee, then setting the cup near the edge of the table for a refill.

“I take it your book is coming along well?”

“Yeah, I’m making good progress with it, and my editor is happy, so I’ll take that as a win.”

“More coffee, sir?” their waitress asked as she held the carafe near his mug.

“Please,” he said with a nod. “Oh, before I forget. I have something for you in my suite,” he said, looking back at Alex.

“Alright, we can swing by there before we head to the lake.”

Within the next few minutes, their food arrived. Both omelets looked light and fluffy and were packed with filling. Bits of bacon, peppers, and black olives practically spilling out of Alex’s and steam rolling off the cream cheese of Carson’s. Carson cut into his omelet and stabbed the piece he had cut off, causing some of the cream cheese and lemon sauce to leak out of it. He gave it a second to cool on his fork before putting it in his mouth. Flavor exploded on his tongue, the eggs were done to fluffy perfection, and the creamy yet just slightly bitter mixture of the cream cheese and lemon sauce mixed wonderfully with the full smoky flavor of the salmon. “My God, that is good,” he said with a slight laugh.

“Maybe I should try that tomorrow, then,” Alex laughed.

“Here, try a bite,” Carson said as he cut away another piece of the omelet, stabbed it, and then held it up to Alex’s mouth. Without hesitation, Alex leaned forward and took the bite into her mouth and began to chew.

“Wow,” she said, her eyes going wide. “That is amazing.

At the daycare, breakfast had ended for the littles and the picnic tables had been cleared away as they’re playtime began. Sydney walked over to the large pink and white toybox. She paused a moment, deciding between a Barbie and a large, plush doll with blonde, realistic-looking hair. She decided on the Barbie. She carefully lifted the doll from the toybox only to have it snatched away from her by a tall African-American woman in a yellow dress. “Mine,” she said, clutching the doll to her chest. For a moment, the fully grown nineteen-year-old woman wanted to argue, to snatch the toy back, but Sydney thought better of it, knowing she would likely be taken to the naughty room and lose her chance at being in Carson’s bed. Instead, she turned back to the toybox and took the plush doll.

Kennedy had seen this, however, and had begun to make her way over to Sydney and the other woman, only to be stopped by Jessica’s hand on her shoulder. She looked back at the adult nanny, who shook her head, then motioned to the other side of the room. Kennedy followed to where Jessica had indicated and saw a dark-haired nanny walking with purpose toward the two adult littles.

“Angelica,” she said in a stern tone. “Your mommy and I have warned you about bullying and not sharing toys.”

“Good instincts, but protocol is to give the other little’s nanny a chance ot act first when they’re the one in the wrong, especially when you’re a trainee,” Jessica said to Kennedy praisingly.

“But-but, Nanny Sarah,” Angelica began before being silenced by a light but still stinging slap to her face.

“Give that nice girl the Barbie back right now, and say you're sorry.”

“Sorry,” she muttered with a pouty face as she handed Sydney the Barbie.

“Thank you,” Sydney said as she carefully took the Babie and then placed the other doll back in the toybox.

“Come on, Angelica, naughty room now,” Nanny Sarah said before dragging Angelica toward the naughty room as she fussed and argued that she gave the toy back.

Sydney, however, gave the other woman no mind as she began to play with the Barbie along with a small group of other littles who had also selected Barbie toys to play with. After a few minutes, the sound of footsteps approaching and then stopping behind her stopped her play. She looked up from where she sat on the floor, finding Nanny Jessica and Miss Kennedy standing over her.

“Come on, sweetie, we’ve been asked to come to the naughty room,” Nanny Jessica said in a gentle tone. Despite this, Sydney gasped in surprise and pulled the doll close to her chest.

“Don’t worry, you’re not in trouble,” Kennedy said as she crouched down and placed a hand on Sydney’s shoulder. “We’ve been asked by Angelica’s nanny to watch Angelica’s punishment to make it more embarrassing for her. Come on, you can bring your Barbie.”

Sydney stood, keeping the Barbie close to her chest with one hand and placing her other hand in Nanny Jessica’s. The three began walking toward the naughty room as Jessica looked over at Kennedy.

“Again, nicely done. I would have thought you’d have had a more stern approach. I’ve seen you act as your Master’s Alpha after all.”

“That’s when I’m dealing with women acting as themselves, not a childish version of themselves. I figured taking a more gentle approach would keep her more immersed in the role she wants to play.”

“You’d make an excellent nanny, if you chose to do so.” Before anything else could be said, they entered the naughty room. There they were greeted by the sight of Angelica, stripped completely naked except for her own Mary-Jane shoes and knee-high lace-frilled socks. A bright pink ball gag filled her mouth, ensuring her relative silence. She had been bound to the spanking bench, her wrists and ankles held in place by soft leather cuffs attached to the device by short chains as she knelt on the narrow pad behind the elevated end of the bench. Two thick leather straps kept her pinned in place, one going across the back of her thighs just above her bent knees, the other running across her lower back. Nanny Sarah approached them, the wooden paddle in her right hand. She looked at Sydney with a look of kindness and gently stroked the redhead’s cheek.

“I’m so sorry Angelica was mean to you, little one,” she said in a soft, warm tone. “This has been a problem for her, and we’re going to fix it today. To help her learn her lesson, I’d like to have you watch her punishment, okay?”

“Yes, Nanny,” Sydney said quietly.

Nanny Sarah then stepped back and looked back and forth between Nanny Jessica and Kennedy. “I promise you both that when Angelica’s mommy finds out about this, if she isn’t sorry now, she will be tonight,” she said before turning her attention to Angelica and walking close to the bound woman. “Alright, Angelica, you were warned, now you’re going to get twenty-four hard swats from the paddle.”

“Mmmr-mmr!” Angelica screamed into her gag as she pulled on her cuffs as soon as she heard her nanny’s words, and pulled harder when she felt the cool, smooth wooden paddle press on her bared cheeks.

Nanny Sarah then pulled the paddle back and brought it down with a resounding crack that echoed throughout the room, leaving a dark mark on Angelica's tender bottom. Angelica's muffled cries filled the air, but Nanny Sarah didn't falter. She raised the paddle again and brought it down with equal ****, repeating the process 10 more times in quick succession, leaving Angelica's bottom a darker shade of red, and her cries, though muted by the gag, became even more ****.

"Twelve more to go, Angelica," Nanny Sarah said, her tone still calm but firm. Angelica's sobs intensified, but she knew there was no escape from her well-deserved punishment.

While Angelica's punishment commenced, Sydney stood between Nanny Jessica and Kennedy, her grip on her Barbie doll tightening with each swat. She didn't enjoy seeing another little one in pain, but she also knew Angelica deserved it for being so mean. Kennedy noticed Sydney's discomfort and looked over at her.

"It's alright, Sydney. Angelica is being punished because she was a very naughty girl. Nannies, daddies, and mommies have to make sure their littles are nice to each other, don't they?" she said, her voice soothing.

Sydney glanced at Kennedy and then back at Angelica, her face contorted with uncertainty, before nodding. "Yes, Miss Kennedy," she said timidly.

Nanny Jessica squeezed Sydney's hand. "That's a good girl. It's not easy to watch someone get punished, but sometimes it's for their own good. They'll learn to be better next time, okay?"

Sydney nodded again, but her gaze remained glued to the scene unfolding in front of her. She couldn't help but flinch with each slap of the paddle, feeling a phantom sting on her own bottom in solidarity with Angelica.

When it was finally over, Angelica's bottom was aflame, her sobs having subsided into hiccups and sniffles. Her eyes were red and puffy from crying, and her makeup was smudged. Nanny Sarah removed the gag and untied her from the spanking bench, helping her up.

"Now, Angelica, I want you to apologize to Sydney, and mean it," she said sternly.

Sniffling, Angelica turned to face Sydney, her eyes swollen and glassy. "I-I'm sorry for taking your doll, Sydney. I was a bad girl. I won't do it again," she said, her voice hoarse from crying.

"It's alright, Angelica," Sydney said, feeling a pang of guilt for her.

As Angelica’s punishment was being carried out, Carson and Alex walked arm-in-arm to his suite. They entered and were greeted by Ellie, who was sitting on the couch, watching TV.

“Master, Miss Alex,” she said with a nod.

“Where’s everyone else, Ellie?” Alex asked after she and Carson greeted her in return.

“Josslyn went to pony training, and Monica went to the kennels,” she answered I’ve taken a shift at the strip club this evening.”

“You’ll be great, just like always,” Carson said with a smile before leading Alex into his bedroom. Once there, he opened his duffel bag and pulled out a small box wrapped in simple red wrapping paper. “Here you go,” he said as he handed it to Alex.

“Thanks,” Alex said as she took the wrapped box and began to peel the paper away. Her eyes went slightly wide when enough of the paper was pulled away.

“Do you like it?”

“Yeah, I loved watching old episodes of this as a kid. I didn’t even know they made this,” she said as she looked at the purple box that had been hidden by the wrapping paper. “A Buffy Tarot Deck and Guidebook,” she said as she turned the box over and looked at the back, where a few of the cards within were shown along with a description of the deck. “Wow, the art style looks really interesting.”

“I thought you’d appreciate that. Should we stop by your suite to drop that off before going to the lake?”

“Yeah, let’s go, but first,” she said before kissing him passionately on the lips.

How will the weekend continue? Answer in comments

A) Ellie's shift at the club

B) Carson and Alex at the lake

C) Monica at the puppy kennels

D) Josslyn's continued pony training

E) Something else. What?