Chapter 49
by
ghostwriter53
What will Carson and his girls do before going home?
Another day of fun
"Sydney sweetie, it's time to wake up," Nanny Jessica, said quietly as she gently shook the sleeping redhead. Sydney woke with a slight gasp.
"Good morning, Nanny um..."
"Nanny Jessica, dear. Now come come, out of bed I need to get you ready for daycare."
"Yes, Nanny Jessica," Sydney said as she slid to the edge of the bed and swung her legs off the edge of the bed. She hissed as her weight pressed down on her still sore ass.
When she stood Nanny Jessica gently spun her around by the shoulders undid her pajamas and helped her out of them. "Looks like Kennedy gave you quite a good spanking, little one," she said as she lightly pressed a hand against the teen's bruised ass, making her wince.
"Yes, Nanny Jessica. Miss Kennedy spanked me hard with my hairbrush."
"You'll be feeling this for a few days. I trust you'll be a very good girl at daycare today?"
"Yes, Nanny Jessica."
"Come now little one, let's get you dressed and fed," Nanny Jessica said as she took Sydney's hand and led her from her bedroom, taking a moment to turn off the spanked woman nightlight. When they emerged into the living room, Sydney's eyes went wide and she stopped dead in her tracks. She looked from the changing table which already had an adult diaper and white onesie waiting for her. Nearby, was an adult-sized pack-and-play, and near the door of the suite was an adult-sized crib still in its box, alongside an adult-sized stroller.
"When did..." Sydney began but stopped mid-sentence.
"They arrived with me last night. Now since you were punished at daycare yesterday, I believe you know what that means?"
"Yes, Nanny Jessica. Today I will be a baby and wear and use diapers."
"That's right. I will allow you to use the restroom once before I put your first diaper on."
"Thank you, Nanny Jessica," Sydney said as she made her way to the bathroom. She did her business and then returned to the brunette nanny who was waiting for her by the changing table, with the diaper in hand. As Sydney approached she got her first good look at it. It was pink and covered in prancing unicorns and rainbows.
"Come on Sweetie, we need to get you ready," Nanny Jessica said as she pat the top of the changing table. Sydney silently climbed up onto the table, wincing as she sat on it, then quickly laid back. "You're diapers should give your little bum some padding," Nanny Jessica said as she slid to diaper into place under Sydney. She then took a large bottle of baby powder from its place on the table and sprinkled a generous amount over Sydney's pelvis and pussy before she hooked her left arm under Sydney's legs and lifted them until the redhead was nearly folded in half. She put another generous amount of powder on Sydney’s ass before lowering her legs, putting the diaper in place, and taping it on.
As she helped Sydney sit up the diaper crinkled loudly under her making her blush so deeply that her face was nearly as red as her hair. Nanny Jessica allowed her to stand as she put the onesie on her. When it was in place, Sydney looked down at her chest, and in big pink letters were the words "DADDY'S GIRL."
"Don't you look so cute?" Nanny Jessica asked as she quickly put Sydney's long hair into pigtails. "Now come here little one," she said as she led Sydney over to the couch and sat down. "I know you have an empty tummy and Nanny Jessica has your breakfast right here." Nanny Jessica opened the flap of her dress covering her left breast.
Sydney's eyes went wide again. "You... Nanny Jessica, you mean..."
"Yes little one, I'm your nanny and your wetnurse. Don't doddle."
With a slight whine and her body burning with humiliation, Sydney sat to the right of Nanny Jessica with her feet pointed to the end of the couch. She leaned back allowing the other woman to support her head and upper body. When she was in the proper position, she took Nanny Jessica's nipple into her mouth and began to suck. A moment later, she got her first taste of her nanny’s sweet-tasting breast milk. It tasted so good and her stomach growled, she couldn't help but to start sucking greedily.
"That's a good girl," Nanny Jessica cooed as she stroked Sydney's hair.
Sydney was so preoccupied that she didn't even hear the door to her Daddy" 's room open.
"Good morning, Nanny Jessica, Sydney," she heard him say. However before she could do anything, she heard her nanny speak.
"Good morning, Mister Henning, Miss Worthington, and to you too Ellie."
"Good morning, Jessica, Sydney sure looks cute," she heard Ellie say. Once again her face turned red and she rolled in Nanny Jessica's arms **** to hide herself.
"Now now, Sydney, don't be rude. Say good morning to everyone, or do I need to take your diaper off and give you a spanking?"
Sydney whimpered slightly as she let her nanny’s nipple slip from her mouth. She turned her head to look at the three. Her face felt hot and she could hear the rhythmic thud of her heart in her ears. “Good morning, Daddy, Good morning Miss Alex, Good morning, Ellie,” she said her body burning with humiliation more and more with each word.
“That’s better little one, remember rudeness will get you spanked and most likely earn you another day in diapers,” Nanny Jessica said as she gently bounced Sydney in her arms as the redhead went back to sucking on her nipple and drinking her breast milk.
“Jessica, forgive me if I overstep here, but I think it might be best to spank her anyway. After all, Nanny Olivia was just paddled in the naughty room for not spanking her when she failed to address her properly when she picked her up yesterday,” Carson said with a slight smirk. Sydney suddenly stopped sucking, but nervously held the other woman’s nipple in her mouth.
“You have a point, Mister Henning,” Nanny Jessica said as she tilted her head down to look at Sydney. “Finish up your breakfast Sydney. I’m going to give you a spanking before we get to daycare and don’t even think about going slow to try and delay it or make us late. If you do, it’ll be the leather strap.”
“I see now why Nanny Jessica came so highly recommended,” Alex said with a slight laugh.
Sydney whimpered again and began to quickly suck on her nanny’s nipple After a few more minutes she removed her mouth from Nanny Jessica’s nipple.
“All done?”
“Yes, Nanny Jessica,” she says quietly.
Carson smiled as he stood, went into his bedroom, and retrieved a leather strap. “Here you go, Jessica,” he said with a smirk.
“Thank you, Mister Henning,” she said with a smile as she took the strap. “Sydney, stand up so I can get you out of your onesie and your diaper.”
“Yes, Nanny Jessica.” She stood and the nanny quickly removed her onesie and diaper leaving the redhead naked. She then took Sydney by the arm led her around to the side of the couch, and made her bend over the armrest.
“We’re short on time, Sydney so I’m going to give you four of my best lashes with this strap, then I’ll put a fresh diaper on you and get you back in your onesie then we’ll be off to daycare. Without another word, the nanny set the strap against Sydney’s bruised ass and pulled it back, ready to deliver the first lash.
Sydney cried out as the supple leather slapped hard against her bruised flesh. Her legs quivered and she raised her hand off of the couch, fighting the urge to reach back and protect her sore ass. “Stay in position, Sydney,” Carson said in a stern tone.
“I’m sorry, Daddy!” Nanny Jessica delivered the next three lashes in rapid succession before she placed a fresh diaper on Sydney and put her onesie back on. Once she was redressed, Nanny Jessica put Sydney in her stroller.
Not long after Nanny Jessica and Sydney left, everyone else was up and around for the day. Just after breakfast, there was a knock on the door. Carson opened the door to reveal a stable hand.
"Good morning Mister Henning," the brunette said with a beaming smile. "Is Josslyn up and ready?"
"She is, come on in," he said motioning her in.
"Jean, hey good morning," Josslyn said upon seeing the stable hand. Then she gasped and began to dig out her phone. "Oh shit! Am I late!?"
"No, Josslyn, you are not. Stable Mistress Stephanie sent me to get you, and invite Mister Henning to witness today's session."
"Oh, will you join us, Master?" she asked with a hopeful look in her eyes.
"I would love to. Alex, care to join me?"
"If only I could," she said with a shrug. "I'm already meeting some friends for mimosas by the pool. Would it be alright if I stopped by your place this week sometime? I had something done that I think you'll love."
"Sure, stop by any time," he replied before turning his attention back to Jean and Josslyn. "Shall we?"
"Yes, Master," Josslyn said with a smile. The three left Carson’s suite and headed for the stables. When they arrived a few short minutes later, Josslyn was taken into a changing room while Carson was taken to the training ring. He like the others there stood up on one of the wooden rails and rested his forearms on the top rail for a better view.
"Hey buddy," a slightly heavy-set middle-aged man said as he made his way to Carson. "You must be new, haven't seen you here before," he said sticking out his hand. "Dan Tyler."
"Carson Henning, Mister Tyler. A pleasure to meet you."
"Just call me 'Dan' Mister Henning, and I'm sure the Pleasure is mine."
"Call me 'Carson' and you've got a deal, Dan."
"A deal it is then," Dan laughed. "Wait a second, I remember you, you bought Kelly at the charity auction."
"That's right," Carson said with a nod.
"I hear you and my Goddaughter, Alex have a thing going."
"We're exploring, I think might be the best way to put it."
"I like that," Dan laughed as he placed a hand on Carson’s shoulder. "So you keep ponygirls? Show ponies I mean."
"Just one, Josslyn, or I guess, Buttercup would be what you might know her as."
"You're Buttercup's owner?"
"Master, owner, however, you want to put it," Carson replied moving his head from side to side.
"Rumor is you don't keep her as a ponygirl all the time?"
"That's true, she practices a couple of hours a day though."
"Well shit son," Dan laughed. "You're Buttercup has been paired with my Wild Fire. They are going to bring the club the first-place trophy in the show pony competition this year."
"So I keep hearing," Carson said with a prideful smile.
Before the two men could say anything further, Buttercup and another ponygirl with long red hair were led into the ring, both prancing with elegant well-practiced ease. Both were dressed identically in a head harness with built-in blinders, rubber horse ears, a bit gag, and a purple feather plume. Each also wore black leather bondage harnesses, black leather single gloves that kept their arms behind their backs, and thigh-high black leather boots shaped like horse hooves that made clip-clops with each step they took. The only difference between the two was that Buttercup had an anal plug with a blonde ponytail attached to it, and Wild Fire had one with a red ponytail.
“I take it that must be Wild Fire?”
“Yes, she and your Buttercup are quite the team.
The two watched as Stable Mistress Stephanie moved to the center of the ring with a long whip in hand. “Alright you two,” she began, her voice authoritative but somehow oddly soothing. “I want to see perfection.” The two ponygirls stood still as statues, barely moving as they breathed. Stephanie raised the whip and with a flick of her wrist snapped it against the dirt.
As soon as the crack of the whip was heard, the two ponygirls began to move in perfect Synchronization. They moved in perfect prancing steps, kneels lifted high, flicking their feet forward taking elegant elongated steps. Their heads held high, and shoulders back, their form was perfect. They moved in a circle until they traded positions. Once they had they took three steps forward, then two back always maintaining their perfect prancing form. They stopped only briefly and crossed their left legs over their right, then the right over the left.
They then moved in prancing steps again, moving ninety degrees. Once in place, they repeated their routine, then moved once again until they stood in their original places and did it once more. This time took a step forward with their right foot and bowed, their right feet outstretched in front of them.
Dan erupted in a triumphant laugh. “What did I tell you, my boy?!”
“Very good my lovely girls,” Stephanie said as another stable hand handed her two apple slices. She fed one to Buttercup, then the other to Wild Fire. “One more time?” Both girls snorted and stomped their right-hooved boots twice. “Good girls,” Stephanie said proudly as she moved back to the center of the ring and snapped her whip on the dirt floor.
The intricate movements began again. Had they not been naked, save for their horse-like apparel, Carson should have sworn he was watching a meticulously choreographed and rehearsed ballet. Each movement the two girls made was an impossible mixture of grace, power, fluidity, and an undeniable femininity. Each of them seemed to shine like a star as they moved together, not even a breath out of time with the other. When they stopped again, those watching erupted in applause as Stephanie offered each another apple slice.
“Damn,” was all Carson could bring himself to say. “You know, Stephanie told me she had talent and I’ve seen her train some before, but I mean I know next to nothing about what makes a good ponygirl it was something she wanted to try so I let her. Stephanie was so impressed she moved in to train her personally.”
“Really?” Dan asked. “In the ten years Stephanie’s been with the club she’s never taken on a ponygirl personally. Your Buttercup is something special my friend.”
What will happen next? Answer in comments
A) Carson gives Buttercup a reward of his own
B) Carson takes Sparkle for a walk
C) Alex and Carson meet outside of the club, again.
D) Something else, what?
What will happen next?
Twins In Bondage
By Ghostwriter53
A very lucky man enters into a relationship with two submissive twins
Updated on Apr 16, 2026
by ghostwriter53
Created on Oct 13, 2021
by ghostwriter53
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