The Stuffie or the Whip?

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That's my little girl!

Continued from: Ugly Cried

The ceremony was held in the heart of the forest, amidst towering oaks and ancient stones. A friend of Carley's is a Druid priestess, who can apparently officiate weddings. Her ethereal presence added an otherworldly, Celtic air to the proceedings. 

As I stood at the edge of the wooded clearing, waiting for Cassandra to emerge, I dabbed at my eyes with a delicate tissue, my emotions threatening to overwhelm me. When Cassandra finally appeared, my heart swelled with pride and love. She looked radiant in her little white dress, but of course, this was no ordinary bride. Beneath the virginal white, I caught glimpses of black fishnet stockings and heavy combat boots, a perfect blend of innocence and rebellion that was so quintessentially Cassandra.

As a distant piper began to play, an eerie, haunting tune that seemed to echo through the very trees themselves, it signaled the beginning of the ceremony. 

I stepped forward, offering Cassandra my arm with a smile. "Ready, my darling?" I asked softly. Cassandra nodded, her eyes shining with unshed tears. "Mommy," she whispered, her voice trembling, "I'm scared."

I pulled her close, enveloping her in a warm embrace. "I know, my sweetheart," I soothed, stroking her hair gently, "love can be scary at times, but you and Carley are meant for one another." 

Cassandra's hand trembled slightly, as she placed it over her heart, her eyes locked with mine. "Mommy," she whispered, her voice raw with emotion, "I've never let anyone in here before, it's dark in there." Her words hung in the air as she tapped her heart. 

I reached out, covering her hand with my own and intertwining our fingers. "My sweet Cassie," I hushed, "your darkness is part of what makes you so incredibly special. It's the shadow that gives depth to your light, the mystery that draws people like Carley to you, like a moth to a flame." I paused, allowing my words to sink in, watching as Cassandra's breathing slowed and her shoulders relaxed. 

I tried to remain stoic and confident for her, as I again offered her my gloved arm to escort her to her lover. 

Slowly, deliberately, we began our procession down the makeshift aisle, the soft earth cushioning our steps. With each stride, I could feel the weight of the occasion settling upon us, the gravity of the promises that were about to be made. 

To everyone's surprise, Robbie stood tall and proud beside Carley, who looked absolutely breathtaking in a black gothic dress, her tattoos a living tapestry against her pale skin. The sight of them together was a powerful reminder of the many forms love can take, the intricate dance of dominance and submission that binds hearts together. 

As Robbie prepared to give Carley away, I couldn't help but feel a kinship with him, both of us playing crucial roles in the lives of these extraordinary young women. 

And then there was Summer, my beautiful wife and Cassandra's maid of honour, her face streaked with tears of joy. She looked naturally radiant in her own unique way, her beauty amplified by the depth of her emotions. 

The Druid priestess was waiting patiently as we reached the alter. I placed Cassie's little hand in Carley's, giving them both a reassuring squeeze. "Take care of my girl," I managed to whisper to Carley, before my maternal emotion consumed me completely into a mess of tears. 

The two women turned to face one another, their eyes locked in a moment of pure unadulterated connection. Stepping back, I took my place beside Summer, reaching out to clasp her hand in mine. Together, we watched as the Druid woman began the ceremony, her voice rising and falling with the distant bagpipes. 

As the ceremony drew to a close, I watched with rapt attention as Carley and Cassandra sealed their vows with a passionate kiss, their bodies melding together in a perfect union of love and desire. As they finally broke apart, their faces glowing with joy and their hands tightly clasped, I couldn't help but let out of sob of pure happiness.

Hand in hand they began to walk past us, down the woodland aisle. Cassandra caught my eye, mouthing a silent "thank you, Mommy," before rejoining the gaze of her new wife. I stood there watching as they vanished into the woods to do god knows Druidish what to one another. 

Unable to contain my emotions any longer, I buried my face in my satin gloves, letting the tears flow freely. Summer was by my side in an instant, wrapping her arms around me as I shook with the force of my sobs. 

"It was just so beautiful," I managed to choke out between gasps.

"That's my little girl!" I cried out. 

Mistress Andrea xoxo

Continued in: The Stuffie or the Whip

Ugly Cried

Continued from: Thumb Suckers

I set my phone aside, having just messaged Russell about the new and shocking turn of events that just played out in foggy London. His reaction was similar to mine. 

"Holy shit!" 

I caught myself filling with maternal emotion, as I took in the sight of my little Cassie, sitting on the bed in our hotel room, a love-drunk smile on her face. What a journey we have had. My mind was recalling all of the turbulent times we had together as well as the sweet moments.

I'll never forget the day I decided to take her firmly in hand. She was just 19, a beautiful, wild creature with a heart full of rebellion and a body made for sin. But if you recall, she was out of control, pushing every boundary and testing every limit. Like being plunged into an ice bath to shock her system, I took her directly over my knee and gave her the spanking of a lifetime, on the bare; something her parents should have done long before my intervention. 

Cassie's First Spanking

This was around the time she had signed-on as my receptionist of the BDSM Facility. 

She needed my help to avoid being kicked out of her swanky dance school. Unbeknownst to her parents in that period of time, she was dancing alright, but there was a pole involved, as well as drugs, booze and unwanted male attention. 

Cassie and I made an agreement that she needed rules, structure and consequences in her life. Through my guidance and genuine care for her well-being, we set up a sort of summer school, once a week. She had homework to do under my watchful eye, and each of these weekly visits involved a trip over my knee, her bottom bare and plenty of tears. These structured maintenance spankings saved her, she would later tell me and the little sweetheart never missed a single session.  

Cassandra Enrolls in Summer School

Then, there was that time she essentially discovered that her mom, Bella, was a client of mine who would see me for her own adult discipline and submissive needs. She even listened to me give her mother a spanking once. 

Listening to mom get a spanking 

I seem to recall, shortly after this revelation, the vengeful Cassandra may have given her own snooty mother a spanking too. What a pair!

Sometimes I used to think about what it would be like to spank the two of them together, in front of each other. How they would react to the childish outfits I'd make them wear, how they would react to the humiliation of being over my knee while the other is forced to watch. One day maybe. I would need a genuine reason to punish them though. It would be too sexualized if it was a staged role-play, no, this would have to be for real!

My girlfriend at the time, Summer, who later became my wife, she and Cassie hit it off almost immediately. The two of them are complete brats when they get together and their misbehaviour tends to fuel off each other. This was also when Cassandra went through her drastic hairstyle phase, while learning and growing into quite the little temptress. 

Memories of Cassie and Summer

It was no surprise how effortlessly she gravitated toward female dominance, she was basically learning by my example as she quietly watched me with the male and female clients. Whether it was Daddy issues or something else, she always seemed to have a rather icy disposition toward men, later taking on some male clients of her own. 

Her hairbrush spankings became legendary. The silly men wouldn't sit comfortably for a week, after collapsing off her strict lap in a sobbing heap of pain and humiliation. 

With her weekly maintenance spankings getting her back on track, I had never seen her so focused and fit. She was looking totally jacked by the time she graduated from her dance academy, and on the Facility front, she was adored by the clients as much as she was feared. 

But...despite the fact I was still spanking Cassandra on a regular basis, I could never spank away that chip she carries around on her shoulder. Later, this would become one of the traits I enjoyed most about her, her ability to just not give a flying fuck sometimes. 

Our very own Russell, got to once experience first-hand, the darkness that resides inside of this little thing, around the time when she was essentially my apprentice. 

Cassie is learning the ropes

These days, sporting full sleeve tattoos and a fiery demeanour, she's has reached the status of Goddess. 

And sorry boys, she still dislikes men! Ha.

With these lovely memories clinging so closely to my heart, I sat on the hotel bed and watched her take Summer's hands into hers and sweetly ask her to be her maid of honour. I absolutely came apart at the seams and ugly cried like I never ever ugly cried before, or so I thought...

Summer was bawling and hugging her. I was still sobbing, but then, she turned to me, her little pixie face becoming serious as tears rolled down her cheeks. She thanked me for saving her life, a unique choice of words she decided to use. 

With her voice hitching back tears she called me "Mommy", a term now extending beyond the roles of our kink and into the realm of the real. Rather than her dominatrix, disciplinarian or even her close friend, she sees me more as a mother figure to her.

This Mommy was bracing for ugly cry number two, as I now knew exactly what she was about to say. 

"Mommy," her little voice sang out in vulnerable affection. "Would you walk me down the aisle tomorrow?" 

😭😭😭

Mistress Andrea xoxo

Continued in: That's my little girl!

Thumb Suckers

Continued from: Brutal Tenderness

A Sarah Jane story

As the afternoon wore on, I watched with delight as Mandy slowly shed her inhibitions, losing herself in the simple pleasure of colouring books and stuffies. 

I leaned in close to her, whispering a naughty idea into her ear. Her eyes widened with a mixture of shock and excitement, but after a moment's hesitation, she nodded eagerly. 

"Daddy," I called out, my voice dripping with faux innocence. "Can you come here for a minute? We want to show you something special." 

Daddy appeared in the doorway, a curious expression on his face. "What is it, princess?" he asked, stepping into the pink bedroom. 

I grabbed Mandy's hand, pulling her to her feet. Together, we struck a pose, showing off our innocent dresses and knee-high socks. "Don't we look pretty, Daddy?" I asked, twirling in place. 

Daddy smiled indulgently. "You both look adorable," he agreed. "But what did you want to show me?" I exchanged a mischievous glance with Mandy before continuing. 

"Well, we thought it would be fun if you filmed us doing something naughty, Daddy, while we're dressed like this," I said, batting my eyelashes at him. 

"Like maybe...we could sixty-nine for you, Daddy, and be permitted to cum, pretty please?"

For a moment, I thought the boldness of my request might land me over his knee, with my panties at my ankles, but then a slow grin spread across his face. 

"Is that what my little girls want?" he asked, his voice taking on a low, seductive tone. "To put on a show for Daddy?" 

Mandy and I nodded eagerly, our hearts racing with anticipation. "Yes, please, Sir," Mandy chimed in, her voice soft and babyish. 

"Alright then," he said, aiming his phone at us, "Go ahead and get started, my little sluts."

With a giggle, Mandy and I crawled up onto the bed and began kissing. 

We lifted our dresses and removed our panties, revealing our bare pussies to the camera while keeping the sugary sweetness of our knee socks and Mary Janes on. 

We both posed for Daddy's video. 

Slowly, teasingly, we got into position on the princess bed, spreading our legs to secure our heads into each other's crotches. We leaned in, our tongues darting out to taste each other's wetness. The sensation was electric, sending shivers of pleasure coursing through my body as I lapped at Mandy's clit and slid a finger into her bum. 

We moved together in perfect sync, our bodies writhing and grinding against each other as we chased our mutual release. I could feel my orgasm building, coiling tighter and tighter in my core with each lash of Mandy's talented tongue. Just as I reached the peak, I felt her body tense beneath me, her own climax crashing over her in waves. 

Daddy loomed over us, his phone still trained on our flushed faces. "Good girls," he praised, his voice thick with arousal.

With gentle hands, he helped us out of our little patent heels, leaving us in nothing but our knee socks, before leading us over to the oversized crib in the corner of the room. 

We crawled into the crib together, curling up against each other as Daddy tucked the soft blankets around us. 

"Now, my little ones," he said softly. I want you to suck your thumbs like good little girls. It will help you relax and drift off to sleep." 

Obediently, Mandy and I brought our thumbs to our mouths, our cheeks hollowing as we began to suck gently. The motion was surprisingly soothing, and I felt myself growing drowsy almost immediately. 

"That's it," Daddy cooed, stroking our hair with tender fingers. "My sweet little angels. You've been such good girls today, and now it's time for a nice, long nap. When you wake, I'll have something else for you to suck on." 

As I little-spooned back into Mandy, feeling her warmth against my neck, I couldn't help but marvel at how freeing this experience had been. In this moment, we weren't adults with responsibilities and worries - we were simply two little girls, safe and loved in the care of Daddy. 

It was a blissful escape from reality, one that I knew would change Mandy's perspective on BDSM forever, the knowledge that it's not always dungeons and chains. With a contended sigh, I closed my eyes and let sleep claim me, sucking on my thumb, secure in the knowledge that everything was right in my world. 

Sarah Jane 💟

Continued in: Ugly Cried

Brutal Tenderness

Continued from: Tiptoes and Tears

A Sarah Jane story

With my ass and thighs still throbbing from the brutal belt whipping, I barely had time to catch my breath before Daddy was hauling me to my feet, his grip tight on my upper arm. He dragged me over to where Mandy was bound and bent over, her pussy lips deliciously on full display. 

With a thick leather collar around my neck and Daddy controlling my leash, he pulled me closer to Mandy and forced me to lick her pussy and asshole, saturating her most intimate of areas with my saliva. 

With the taste of Mandy's pungent asshole still lingering on my tongue, I watched in mute horror as Daddy retrieved something from a nearby drawer. In his hand, he held a strange contraption. It was a dildo gag, with a smaller, penis-shaped end designed to fill my slutty mouth, while a larger, more realistic cock protruded obscenely from the other side. 

I shook my head frantically when the gag was thrust between my teeth, the rubbery shaft filling my mouth and pressing against the back of my throat. I gagged reflexively, my jaw aching as he buckled and padlocked the straps behind my head. 

Tears of humiliation streamed down my face as Daddy led me by my leash to a kneeling position behind Mandy, lining me up so that the protruding cock aligned perfectly with Mandy's exposed pussy.

At his command, I leaned forward, the silicone dick sliding easily into her wet depths. The situation was degrading in the extreme, my face buried in another woman's most intimate places. I could smell the musky scent of her arousal and could feel the heat of her body as my nose came to rest on her asshole. 

I began to move my head back and forth, the thick silicone cock sliding in and out of her pussy with each motion. The sensation was surreal. With each thrust, my nose dabbed the puckered ring of her butt hole, the contact sending shivers of revulsion and unwanted arousal through my body. 

Behind me, I could hear the whistle of the flogger cutting through the air, followed by the sharp sting as it connected with my upper back. The pain was exquisite, each lash from Daddy, urging me to fuck Mandy harder, to burry my nose deeper into her anus. 

"Faster, you little slut," he growled, punctuating his words with another stroke of the whip. 

"Make her cum all over your pretty face." 

I could feel the lens of the video camera trained on us, capturing every degrading moment for Daddy's amusement. The thought of him watching me like this, reduced to nothing more than a human fuck toy, sent a fresh wave of shame and arousal washing over me. 

As Mandy's orgasm subsided, her body shuddering with the last vestiges of pleasure, Daddy finally took pity on me and removed the gag from my whorish mouth. But my relief was short-lived as Daddy grabbed a handful of my hair, yanking my head back into Mandy's bum crack. 

"Get that lezzy tongue of yours inside her butt," he hissed. his voice dripping with cruel amusement, as he knows I am not even remotely lesbian. 

On shaking arms and knees, I crawled closer to Mandy's glistening asshole. I tentatively extended my tongue, tracing around the contours of her delicate pucker. At first I was gentle, almost hesitant, but Daddy's impatient slap to my ass spurred me to greater boldness. 

I stiffened my tongue, pushing past the initial resistance until I breached her tight ring of muscle. The sensation was overwhelming and the tightness of her bum hole enveloped my tongue as I went in deeper. 

Without warning, Daddy plunged his cock into my dripping pussy, filling me completely with a single, brutal thrust. 

Each powerful stroke drove my tongue deeper into Mandy's asshole, as I was relentlessly fucked from behind. I could feel the first stirrings of my own orgasm building low in my tummy. As my pussy clenched around Daddy's cock, Mandy's asshole gripped and squeezed my tongue. The depravity of this act had me right at the edge, as I felt Daddy empty his balls into my willing depths. 

The sensation of his hot cum filling my insides, coupled with the forced-bi, taboo thrill of having my tongue up Mandy's butt, sent me spiraling over the edge into my own shattering release. 

As I collapsed to the floor, my body spent and my spirit broken, the last echoes of my amazing orgasm faded away. I found myself cradled gently in Daddy's arms. His touch was tender now, a stark contrast to the brutal intensity of our earlier encounters. I leaned into him, seeking solace in his warmth as he stroked my hair with surprising gentleness. 

"Shh, it's alright babygirl," he cooed, his voice soft and soothing. "Daddy's got you now." The words sent a wave of goosebumps across my naked body. Behind us, Mandy nuzzled closer, her lips resting on my neck as she also sought comfort in the aftermath of our intense scene. 

Daddy's hand drifted lower, massaging his cum out of my swollen pussy and feeding it into my mouth with his two fingers, a possessive ritual that made me squirm with delight. 

"I think someone's ready for her special outfit," he said, his voice taking on a teasing tone that made my cheeks flush with embarrassment. 

"What do you say, princess? Are you ready for your knee socks and bows?" 

I bit my lip, torn between the urge to hide my face in his chest and the undeniable thrill that raced through me at the thought of being dressed like this in front of Mandy. 

Mandy lifted her head in confusion as she tried to make sense of the drastic shift in dynamic. "I don't understand," she said softly, her gaze flicking between Daddy and me. 

"Would you like to help me get her ready?" he asked, already leading us upstairs to the "pink room" in the house, a space adorned with colouring books and stuffed animals. Mandy nodded eagerly, her hand finding its way to grip mine in a caring embrace. 

Together, they began to dress me, slipping the adorable cuteness over my head and pulling on matching panties. Crisp white knee socks and shiny black Mary Janes completed the look, transforming me from a wanton sex slave into an adorable little girl. 

While they fussed over me, straightening my bows and brushing my hair, I felt a strange sense of peace settle over me. In this moment, I was free from the weight of adult responsibilities, free to simply exist in the love and care of my Daddy. And though part of me still struggled with the humiliation of my situation, I couldn't deny the profound arousal that filled me as I surrendered to Daddy's gentle touch.

As Daddy finished dressing me, I turned to Mandy with a shy smile, my heart fluttering nervously in my chest. "Do you want to try it too?" I asked softly, my voice barley above a whisper. 

Mandy hesitated for a moment as she considered the offer. I could see the conflict in her eyes, the war between her pride and her desire to experience this strange new age regression kink. 

Finally she nodded, a tentative smile tugging at the corners of her mouth. "Okay," she whispered, her cheeks flushing a delicate shade of pink. "I'll try it." 

Excitement bubbled up inside me as I took her hand, leading her to my princess armoire that held my collection of little girl clothes. I rifled through the hangers, searching for the perfect outfit for my little dolly. My fingers brushed against a soft yellow gingham dress, its skirt adorned with white lace trim. 

"This one!" I exclaimed, pulling it out triumphantly. "It'll look so pretty on you!" 

With my final touches of ribbons for her pigtails, Mandy giggled nervously as she caught sight of herself in the mirror, her eyes widening with a mixture of shock and wonder. 

"Oh my god," she whispered, her hands tracing the soft fabric of her dress. 

"I look...I look like a little girl." 

I nodded eagerly, bouncing on my toes with excitement. "You look adorable!" I gushed, clapping my hands together. "Now come on, let's go play." 

Hard to believe isn't it? Yesterday this woman was shopping for back-to-school shoes for her kids. 

Now look at her...it's such a wonderful escape! She's just too embarrassed to realize it yet.

Sarah Jane 💟

Continued in: Thumb Suckers

Tiptoes and Tears

Continued from: Oily Hufone Heit

A Sarah Jane story

The new dark room was a den of sin, a place where the most depraved fantasies could be indulged without shame or restraint...or so I thought. I ended up getting a very real spanking from 'Sir'. Let me tell you how things led to that point. 

As Daddy ushered us inside the new space, I could feel my cunt growing wet with anticipation, my body already primed for the filthy acts that were sure to follow. He wasted no time in securing me in place, forcing me down onto my knees and elbows with my ass obscenely thrust into the air. 

The cold leather cuffs bit into my wrists and ankles, holding me immobile as he shoved a thick rubber gag into my mouth, silencing any protests I might have made. Behind me, Mandy let out a muffled whimper as Daddy trussed her up in a brutal strappado position, her arms stretched taut behind her. The position forced her to lean forward, her face hovering mere inches from my exposed pussy and asshole. 

As Mandy struggled against her bonds, seeking some small measure of comfort, her nose would graze my puckered hole, sending jolts of electric pleasure shooting through my body. I could only imagine the view from her perspective, my ass cheeks spread wide to reveal my fig-shaped, little puckered penny, slightly agape from the dildo stool in the previous room. The knowledge that she was being forced to confront such an intimate, dirty part of my anatomy sent a fresh rush of moisture to my cunt, even as I fought against the instinct to clench my muscles and hide myself from her gaze. 

As the minutes dragged on, Mandy's struggles grew more frantic, her body swaying back and forth in a desperate bid for relief. With each movement, her nose pressed harder against my bum hole, the sensation both thrilling and mortifying in equal measure. 

My own arousal was building, my clit throbbing with each ragged breath I took around the gag, I wanted to beg for release, to plead with Daddy to use me, to fill me with his cock until I screamed. But the gag held firm, reducing my pleas to a nothing more that muffled grunts and whimpers. I was nothing more than a toy, a plaything for Daddy to use as he saw fit. And god help me, I loved every minute of it. 

Our ordeal was far from over. Once Daddy had grown bored of watching Mandy's nose buried in my asshole, he untied us and dragged us to our feet. Our legs were shaking from the strain of our previous positions, but he showed no mercy as he forced us up onto our tiptoes like ballerinas. 

With swift, efficient movement, he secured our wrists, leaving us utterly helpless and at his mercy. But the true cruelty of his plan became apparent only when he knelt at our feet, attaching a small pad covered in wicked-looking spikes to the soles of our bare heels. 

A shiver of fear ran down my spine as I realized the implications of this new torment. If we allowed our tired calves to relax, even for a second, we would be forced to lower ourselves onto those sharp points. 

But if we tried to maintain our balance on our toes, our legs would quickly grow fatigued, the burn in our muscles becoming unbearable. 

It was a diabolical catch-22, a predicament designed to push us to the very limits of our endurance. As the seconds turned into minutes, I could feel my body beginning to shake with the effort of maintaining my position. 

Beside me, Mandy was faring no better, her breath coming in short, sharp gasps as she fought to stay on her tippy toes. Daddy circled us like a vulture, his camera trained on our contorted faces and trembling limbs, filming a little video for his future viewing pleasure. 

I clenched my core tightly, trying desperately to maintain my balance and avoid the cruel spikes beneath my heels. Suddenly, without waring, a loud fart ripped from my ass, echoing through the room like a gunshot. My eyes widened in horror, realizing too late that sitting on that dildo earlier must have pushed air deep into my bowels. The sound was unmistakable, and for a moment, everything seemed to freeze. 

Mandy stared at me in shock, while Daddy slowly lowered his camera, his face a mask of disappointment as he removed my ball gag. 

Before I could even begin to stammer out an apology, he was on me, dragging me roughly across the room to a bench and throwing me over his knee. I struggled against his grip, but it was useless - he was far too strong. His hand came down hard on my bare ass cheeks, the crack of flesh against flesh ringing out in the suddenly silent room. 

Through the haze of my humiliation, I could hear Mandy's shocked gasps, her horror only serving to amplify my own sense of disgrace. I had ruined Daddy's video by farting, and now I was paying the price, wracked with agony and embarrassment as Daddy's hand rose and fell, painting my bare bottom a deep angry red. 

As Daddy's spanking continued on my tender flesh, I found myself clenching my muscles, bracing against the impact. The pressure of his thighs on my tummy, combined with the tension in my core, proved too much for my already compromised bum hole. To my utter mortification, another fart escaped my body, this one even louder and longer than the last. 

Daddy froze mid-spank, his hand hovering above my quivering cheeks. For a moment, I dared to hope that he might show me some mercy, that he might understand the involuntary nature of my fart. But that hope was quickly dashed as he shoved me roughly off his lap, sending me tumbling to the floor in a tangle of limbs, attempting to shield my butt. 

I looked up at him, my vision blurred with tears, and watched in growing terror as he slowly unbuckled his belt, sliding it free from the loops of his pants with a soft whisper of leather against fabric. "You filthy pig," he snarled, doubling the belt over in his fist. "I'm going to teach you some manners." 

I scrambled backwards, trying desperately to put some distance between us, but there was nowhere to run. The first lash of the belt caught me across the backs of my thighs, a line of pure fire that stole the breath from my lungs. 

Through my pleas of "I'm sorry, Sir!" I could see Mandy, still balancing precariously on her toes, her eyes wide with a mixture of horror and perverse arousal. I wanted to beg for her help, to plead with her to intervene, but the words died in my throat. All I could do was endure, my world narrowing down to the relentless rise and fall of the belt.

And I didn't even use my safeword! Hehe

Sarah Jane 💟

Continued in: Brutal Tenderness