The Deep End

Continued from: Trophy Wife

Preface

I recently joined Reddit, as it seems to be a welcoming platform where there are not only BDSM and spanking groups, but also Sims and NSFW Sims groups. I have more blog fans coming forward than ever before. Tons and tons of sissies in chastity, omg. The sissies are well represented on Reddit, good for them, and be sure to stay locked while you read my blog, gurls! 

I wanted to take this opportunity to explain to some of my new readers, how this blog came to be in the first place. 

I was inspired by a fellow blogger, Miss Julie. It's really that simple. If you're new to blogs and are recently here as a result of Reddit, I highly recommend you go check her out: 

Strict Miss Julie Spanks / Miss Julie Spanked  

The content is predominately spanking, domestic discipline, vulnerability and humiliation of adult males and females. Diaper play, pee, pegging, chastity and so much more. Oh, and many of these stories are REAL, as she chronicles in explicit detail, the spanking escapades of her and her hubby's "unique" relationship. Some of mine are based on real people and real events from my life, but hers...well, go see for yourself. 

She's been at it for over a decade now, with north of 16 million page views. She has published a series of e-books, these were great to read with such spanko embarrassment and shame it'll make your skin crawl and dick hard. For all the ladies, wayyyy better masturbation fuel than fifty shades, trust me! 

Collections of Spanking Stories

Miss Julie and I are in no way affiliated, apart from the fact we're both Canadian. We just seem to be the last of a potentially fleeting group of bloggers, still trying to provide an escape and a thrill to our loyal readers. I've always been a fan of hers and I urge you to go have a look, let me know what you think.  

I should have noticed this sooner, but Miss Julie always seems to mix in a pool scene. Whether it's an overly flirty wife, needing to be spanked in the pool house, or it's some middle-aged uncle, creeping his tight little niece in her bikini. Either scenario usually ends with a very red bum and even redder face. I thought to myself, I've never done a pool scene; despite the fact the Sims platform allows for a pool. 

It's been a hot summer so far, maybe it's time to install a pool!?  ; ) 

*******************

The Deep End 

**Caution: this story involves taboo, family dynamics**

It was a languid afternoon in late September, the sky was a brilliant shade of blue, with only wispy strands of cloud scattered across its expanse. In the midst of this serene backdrop, Marcus and Connor, two-rambunctious teens, found themselves arguing with their parents that they no longer needed a babysitter. 

Their parents, embarking on a well-deserved evening out, had arranged for the boy's cousin, Cassandra, to babysit. The boy's moods were tempered by the looming prospect of being cooped-up indoors with an icky girl, while they'd rather play guns or trucks, or do boy things outside.

As they idled away the minutes, their restlessness was palpable until suddenly, the doorbell rang, signaling the arrival of their unwanted caregiver. Her ensemble was boring and drab to the boys, with a palate of tones reflecting her Catholic-school uniformity, finished off with nerdy glasses that screamed book-worm.  

As the evening unfolded, Marcus and Connor became engrossed in the virtual battlefields of their video games. Meanwhile, Cassandra settled onto the floor with textbooks and notebooks arrayed around her. Her pleated schoolgirl skirt, seemingly innocent, rode up incrementally as she kicked-up her legs at the back and got down to studying. The merest hint of snowy-white panties poked from beneath her pleats, the fabric was so fine they appeared almost sheer, inviting the boys' imaginations to fill in the blanks.

An unspoken understanding hung in the air, as the boys exchanged glances. A silent conspiracy of adolescent longing, each secretly nurturing a forbidden fascination with their 18-year-old cousin.

This was the last time the boys saw Cassandra. As the years passed, they knew she went away to some swanky dance academy, at a school for the performing arts, but she seemed to fall off the map after that. 

Until however, the summer of 2024, when temperatures rose above forty degrees Celsius in southern Canada.

*****************

"Connor, Marcus," their mother sang out to them. "Your Auntie Bella has a pool...she asked if you'd like to spend the week at her place. I think your cousin is home too..." 

As the Thompson brothers sheepishly stepped out of the sweltering summer air and into the shaded grandeur of Aunt Bella's estate, their gazes collided with a vision that left their jaws agape. Before them, stood their cousin Cassandra - a ravishing metamorphosis of the emo youngster they remembered. Her transformation was nothing short of breathtaking, as if she'd been reborn from the embers of adolescent awkwardness into the sultry goddess before them. 

The smallest of jean shorts cupped her rounded bottom, while a white bikini tops strained to contain her perfect breasts. A dazzling array of tattoos danced across her skin, swirling in intricate patters that shimmered in the dappled sunlight, filtering through the trees. Piercings glinted along her ears, nose and belly button, imbuing her with an edgy, rebellious allure that had Connor and Marcus salivating. 

The air was heavy with tension as they struggled to reconcile this audacious beauty with the gangly, introverted girl of their memories. Cassandra surveyed them coldly, her expression unreadable beneath the blackness of her sunglasses. The scrawny teen boys tried to puff up and look muscular, but Cassie had already rolled her eyes at Marcus' feeble attempt to grow a beard, and pursed her lips at Connor's unmanly blondeness.   

As the brothers rough-housed in the turquoise waters, their laughter echoing off the estate's manicured lawns, Bella and Cassandra reclined on sun-kissed loungers, observing the commotion. To nineteen-year-old Marcus and eighteen year-old Connor, Auntie Bella and their cousin Cassandra represented dual incarnations of feminine allure, each exerting a distinct yet equally potent pull on their adolescent libidos.  

While Cassandra's pierced, tattooed beauty embodied the reckless abandon of youth, Aunt Bella's sultry, mature glamour seemed to hint at secrets and experiences gleaned from a world beyond their wildest imaginings. 

Suddenly, Cassandra carelessly tossed aside her miniature jean shorts. The brothers' gazes converged upon the tantalizing spectacle unfolding before them. 

Her toned body, honed from years of professional dance, was now splayed across the lounger, the tender flesh of her bum bisected by a thread of white bikini fabric. The delicate thong, stretched taut within the crevice of her ass, became an object of fixation for Marcus and Connor, which did not go unnoticed by Aunt Bella. 

As they lingered in the cool waters, Marcus and Connor discreetly waited for their inflamed desires to subside, willing their stubborn erections to recede beneath the surface. Finally, with their bodies returned to a state of semi-calm, they scrambled out of the pool, exchanging awkward glances as they both declared they needed to pee, while making their way toward the pool house. 

They slipped into the relative seclusion of the pool house to discover a treasure trove of forbidden delights. This must be where Cassandra changed! A set of women's clothing lay strewn about, amidst the scattered garments, one item captured their undivided attention. 

Without a word, Marcus and Connor simultaneously converged upon the enticing prize, their fingers closing around the delicate and sexy panties, recently shed by their cousin. Giggles bubbled forth as they handled the intimate relic, their imaginations conjuring visions of Cassandra's dripping arousal, sheathed within those very silken folds.

As they stood transfixed, their fingers fondling the silky panties, the sound of Aunt Bella's voice shattered the spell, her words laced with a maternal reprimand. "What do you two think you're doing? Don't you know better than to rifle through someone's private things?" Her tone conveyed a stern authority, yet beneath its surface lurked a hint of subtle amusement. 

Marcus and Connor froze, their faces flushing with guilt as their minds raced with the implications of being caught. As Bella's words still hung in the air, Cassandra sauntered into the pool house and was struck with the realization of what just happened. 

"You perverts!" She hissed, her black-eyes glaring, searing through the brothers. "Sniffing my panties like a couple of animals! What kind of sickos are you?" 

"No, we didn't do that, we just picked th-them..." Connor tried to plead their innocence but to no avail. 

Bella's countenance darkened, her features compressing into a mask of displeasure. "You've crossed a line, boys," she declared, her voice laced with a quiet fury. "Despite your adult ages, I'm afraid a lesson in privacy and respect is due. You're both going to receive a well-deserved spanking, on the bare!"

As the boys exchanged panicked glances, Cassandra's hand snapped out, clutching Connor's earlobe, while Bella seized Marcus' with an unyielding grip. Together, they frog-marched the struggling brother's towards the main house, Bella's heels clicking out a staccato rhythm on the stone pathway. 

The afternoon air was heavy with tension as they vanished into the privacy of the home, leaving behind a trail of humiliation and fear in their wake... 

*Gulp* 

Uh-oh boys, you're in for it now. Although, I'm sure some of my readers would volunteer to take your place...about to be spanked by a mother/daughter duo!

It must be so horrible! *wink*

Mistress Andrea

xoxo

Continued in: Splashing the Water

 

 

Tara Gregory: Anal Virginity

Continued from: Country Roads, Take me Home

From the direct Tara Gregory storyline, this one is continued from: Tara Gregory: Revelations

**Warning - This story contains taboo, family-dynamic, BDSM content** 

**Everyone depicted in this story and A.I. generated are adults, over the age of 18** 

With my heart hammering wildly in my chest, I followed Mommy to our designated corner in the living room, my naked body swaying with each cautious step. My thighs were sticky with arousal, the wetness betraying my feelings about the whole situation. Daddy had deemed that we both needed to be punished tonight and reminded of our place in this household. 

The cool air of the room prickled my skin, making me hyperaware of every movement and sensation as we assumed our positions. My hands slowly made their way up to rest on top of my head, elbows pointed outwards like obedient wings. I could hear Mommy's quiet sniffles as she fought back tears, her body quivering with the same mixture of humiliation and arousal that I felt coursing through me. 

In our reflective state, I cast a furtive glance in Mommy's direction. We locked eyes briefly before she quickly pressed her nose back to the wall, her face painted with the same shame that I'm sure was etched upon my own. Our bright red bottoms, adorned with the jeweled and silver glint of our anal plugs, were a stark contrast against the vibrant crimson of our skin. 

Each minute seemed to stretch into an eternity as we stood there, waiting for Daddy to release us. Every now and then, I would shift my weight from one foot to the other, earning myself a sharp squeak from the wooden floorboards beneath my bare soles.

As I stood there, staring blankly ahead, my thoughts drifted back to the countless nights I had spent dreaming of Daddy's touch. 

How many times had I laid awake in bed in my most darling lingerie possible, hoping that he would sneak into my room and claim me, as he had done so many evenings before. The humiliation of my cornertime was palpable, but so too was the thrill of submission that consumed me like a drug. 

As the clock in the distance struck the final chime, making the end of our hour-long sentence, my body sagged with relief. I could feel the ache in my legs and the slight pinch of the plug within me, a constant reminder of my submission to Daddy's rule. 

Moments later, I heard the heavy tread of Daddy's footsteps approaching. He paused when he reached us, no doubt admiring our shameful exposure and shimmer from our anal plugs, casting a refraction of colour onto the floor beneath us.

In a bold and very telling statement by Daddy, he sent Mom to her room. She was grounded for the rest of the evening, under threat of further punishment if she so much as made a peep. She scurried from the room sobbing, her head hung low in shame and embarrassment, clearing realizing that Daddy wanted me, instead of her!

I was directed to the cellar, to the make-shift sex dungeon, where I was informed an outfit would be waiting for me. My heart pounded in my chest as I descended the stairs into the dimly lit cellar. The scent of leather and candle wax filled my nostrils as I entered the space, a heady combination that heightened my arousal. 

As I reached the spanking bench I saw it - the outfit Daddy had laid out for me, so tantalizing and sinful, yet oh so enticing. The sight of the sleek black leather brought a fresh wave of wetness to my already soaked pussy. This was new! These were big, grown-up girl clothes, nothing like the pastel array of ruffles and cuteness I'm typically required to wear. 

Whatever did he have in store for me? 

I dressed quickly and buckled the ankle straps of the ridiculously high heels, before kneeling to wait for him, in a position of complete submission. My anus involuntarily winked and clenched my plug, as I heard Daddy approach. 

He took my hand and led me over to the bondage stocks that face the large mirror affixed to the wall. With gentle yet firms hands, Daddy guided my neck and wrists into the rigid stocks before securing me completely helpless. Then came the smooth rubber of the gag, resting deep behind my teeth and buckled around my head, effectively silencing any protests or pleas that might escape me. 

Daddy waited just long enough for the drool to begin bubbling from my gag, while forced to stare at my own reflection in the mirror. This was an expert at work. Harnessing my most vulnerable humiliations in order to drive my pussy crazy. 

His rough hands trailed over my smooth skin, eventually palming and groping my dangling tits. I bucked my hips, searching for any sort of friction to ease the ache in my core. But Daddy didn't allow it. Instead, he slid the anal plug from my bottom and replaced it with his thick fingers, preparing me for what was to come. 

Each digit Daddy added to my little bum stretched me further, forcing me to accommodate the size. I whimpered and moaned around the gag, my muscles squeezing Daddy's fingers as I tried to adjust. He didn't rush. Daddy took his time, ensuring I was thoroughly prepared before moving on. Once satisfied, I watched him undress, revealing his beautiful hard cock, ready and eager to claim my virgin asshole.

I watched in the mirror as Daddy coated his length in lubricant, my eyes widening in both fear and anticipation. He moved behind me, aligning himself at my gaping bottom hole, and I felt a momentary surge of panic as I remembered how big Daddy is compared to the plug. 

The pain was sharp and intense, but it melded quickly into pleasure, a deep, dirty satisfaction that seemed to resonate through every fiber of my being. I couldn't believe it. Daddy was fucking me in the ass! 

I grunted loudly into the gag, as Daddy slammed into me again and again, the sounds echoing off the walls in the basement. 

My toes curled in my pretty heels. Every thrust seemed to hit a new spot deep within me, a place I never knew existed until that very moment. The fullness in my asshole combined with the throbbing of my clit, was creating a perfect storm of sensations, driving me closer and closer to the edge. 

It was in that moment, bound and gagged with my ass impaled on his dick, that I truly understood my place in this new world. I was Daddy's little girl, his fucktoy...ready and willing to submit to whatever he desired. And I wouldn't have it any other way. 

Tara Gregory 💋

Continued in: Tara Gregory: Cornertime Interview

 

Tara Gregory: Revelations

Continued from: Tara Gregory: Wine Cellar

**Warning - This story contains taboo, family-dynamic, BDSM content**

**Everyone depicted in this story and A.I. generated are adults, over the age of 18** 

Over the past few weeks, I'd been practically begging for Daddy's attention whenever were alone together. It was as if the floodgates had opened, and I couldn't get enough of the exquisite pain and pleasure that only he could provide. My days were filled with dreams of the cellar, my nights with feverish fantasies of being bound and whipped at his mercy. 

I remember one evening in particular, when I decided to put on quite the show for Daddy. Donning a pale blue dress that barely covered my ass and left my tits dripping out from the top, I descended the grand staircase and pranced into the living room where he sat, engrossed in a book.

Twirling around around seductively, I made sure to flash him my little white panties and matching bra. With a wicked grin, I sauntered over to the bar cart and poured us both a glass of his favourite scotch. Placing one on the table next to him, I crawled onto his lap, careful not to spill a drop of mine. My breasts pushed against the thin fabric of my dress, straining against the constraints of my undergarments. 

I leaned in close, my hot breath tickling his ear as I whispered, "I've been a bad girl today, Daddy. I think I need another lesson downstairs." 

I could feel Daddy's cock twitch beneath me, straining against his tailored trousers. He closed his book slowly, setting it aside, and took the proffered glass from my hand. He sipped his drink thoughtfully before setting it down as well. "Is that so, princess?" His deep voice sent a wave of butterflies into my stomach. "And what exactly did you do to earn yourself another session in the cellar?"

I pouted prettily, batting my eyelashes at him. "Well, Daddy," I began, my own voice dripping with false innocence, "I may have lied to Mommy about going out with friends." I nibbled my bottom lip, watching the fire in his eyes ignite. "And...I might have spent the entire day masturbating instead, thinking about you and our last visit to the cellar."

Daddy's expression darkened, but I could see the lust swimming in his gaze. He set his glass down with a decisive thud, his grip tightening on my waist. Standing abruptly, he lifted me off his lap as if I weighed nothing and began to lead me by the hand towards the hidden entrance to the cellar.  

"Naughty girls like you," he growled, his fingers digging into my hips, "need to learn the difference between playing with themselves and asking Daddy for permission to play with themselves." He led me down the cold stone steps, my heart pounding in my chest like a wild animal's. The heavy wooden door creaked open, revealing the dimly lit chamber filled with tools designed to bring me to my knees. 

Once inside, Daddy instructed me to strip fully naked and put my high heels back on, which I did without protest. The cool air hit my flushed skin, sending goosebumps racing across my body. My nipples stood at attention, aching for his touch as I stepped out of the discarded fabrics, pooling at my feet. 

I was then ordered to lay atop the spanking bench, my wrists and ankles tightly secured to the leather surface. Daddy walked around me, inspecting me like his prized possession. He ran his hands over my bare ass cheeks, spreading them wide to expose my already wet pussy. "Hmm, someone seems excited for their punishment," he mused, a wicked glint in his eye. 

Then, the first blow landed, I yelped, my body jerking forward as I realized it was the heavy wooden paddle connecting with my flesh. The sting was immediate and intense, radiating outward until it consumed me whole. But amid the pain and my fear of the wooden paddle, there was something else - a delicious heat that spread through my core, making me wetter than I could shamefully imagine. Each subsequent strike drove me further into ecstasy and submission, my moans and cries filling the air around us.

I couldn't believe it when Daddy put the paddle away, undid me and handed my bra and panties to put back on. He stroked my tear-stained cheeks gently. "Now, now, little one," he murmured soothingly. "That's enough for today." My eyes snapped open, confusion and disappointment warring for dominance on my face. "But...but you said we could fuck today, Daddy. You promised!" I protested, pouting like a petulant child. 

I crossed my arms, my eyes pleading and filed with tears as I tried to convey my unspoken desperation. My entire being felt alight with need, my clit throbbing insistently as I squirmed in his grasp. "Please, Daddy," I whined, stamping my foot in frustration. "Don't tease me like this."

But Daddy simply chuckled and shook his head, leading me to the corner of the room where a tall metal cage stood. "No, princess," he corrected firmly, his tone brooking no argument. "First, you must learn patience. And perhaps some self-control." He guided me inside, binding my wrists to my ankles to ensure I could not reach or access my wet petals. 

With a wicked gleam in his eye, Daddy reached for a gag and fastened it in place, before closing the cage door and applying a padlock. I let out a muffled groan of frustration. 

My freshly paddled bottom smarted against the hard surface of the cage floor, sending sparks of pain shooting through me. He gave my chin a gentle caress before stepping back, admiring the sight. "Behave yourself little, little girl," he commanded before turning on his heels and striding out of the room, leaving me alone with my raging desires. Puzzling, as I watched him leave, was that he took the heavy wooden paddle with him. 

As the minutes dragged by, I shifted restlessly in my confinement, trying to find some semblance of comfort as my body continued to beg for release. The cage was just large enough for me to curl up into a tight ball, my legs drawn up to my stomach. Each movement sent new waves of agony coursing through my tenderized flesh, reminding me of the punishment I'd just received. 

The time passed excruciatingly slow, every second an eternity as I struggled against the bonds and the torrent of emotions cascading through me. Tears welled up in my eyes, but they weren't just from the discomfort - they were born of pure, unbridled lust and need. 

At long last, the sound of footsteps echoed down the hallway, growing louder as they approached the cellar. The door swung open, revealing Daddy in all his dominance. I looked up at him through a haze of desire, my vision slightly blurry from the tears that still clung to my lashes.

Without a word, Daddy approached the cage and produced a key. He unlocked the door and helped me to my feet, my limbs trembling with anticipation and fatigue. He guided me over to strange contraption in the center of the room - a padded table with restraints attached to each corner. Gently, he laid me upon it, pulling my legs up and apart so that my ankles were buckled into stirrups.

With a satisfied smirk, he picked up an decent-sized butt plug adorned with a tiny gemstone at its base. I felt myself tense as he circled my puckered hole with lubricant, my mind racing with fear and excitement. Apart from Daddy's tongue, I'd never had anything inserted up my butt before, but the way he looked at me made me want to please him more than anything. 

Slowly, oh so slowly, he pressed the tip of the plug against me. I squealed as it breached my defenses, the foreign sensation both terrifying and exhilarating. He didn't rush, taking his time to ease it inch by inch inside me until it was fully seated. The feeling of fullness was almost too much to bear, my pussy clenching rhythmically around nothingness as it screamed for attention.

As the plug remained buried deep within my asshole, I could feel my body adjust to the intrusion. The initial discomfort faded to a low hum of pleasure, my walls stretching to accommodate the new invader. It was strange, but also somehow freeing. Daddy leaned over me, his voice a husky whisper in my ear. "You are to keep that plug in for the remainder of the day, understand?" Daddy's stern voice cut through my haze of lust. 

He then released me from the bondage contraption, leaving the plug securely lodged inside me. With a wobbly nod, I complied, carefully easing my panties back up over my paddled bottom. The fabric brushed against the glimmering jewel, sending a jolt straight to my clit. I winced, but the discomfort quickly morphed into a newfound sense of arousal. I knew I would be walking around with this constant reminder of my submission to Daddy for hours to come. 

Once upstairs, I found Mom in the kitchen. I couldn't help but notice Mommy moving with an extra careful grace, her steps calculated and controlled. I watched from afar, as she surreptitiously reached back to subtly adjust whatever was hidden beneath her elegant dress. 

She was moving and behaving like I was! My heart skipped a beat. Could it be possible that she, too, had been paddled and plugged. Our eyes met briefly, and in that moment, I saw the same fire burning deep within hers that I felt in my own soul. 

Certain that we were alone in the kitchen, I couldn't contain my curiosity any longer. "Mommy..." I called out tentatively, unsure if she would appreciate my question. "May I...may I see yours?"

She turned towards me, her eyes wide with surprise before understanding dawned across her features. A soft blush coloured her cheeks as she lowered her gaze to the floor, a look of shame and humiliation sweeping over her. "Of course, sweetie," she replied demurely, turning around to bend over the counter and lift her dress at the back. Under the thin veil of her control-top pantyhose, there it was, a jeweled anal plug, nestled snugly between two perfectly round globes of crimson, paddle-kissed flesh. 

"Why did Daddy punish you?" I asked, unable to keep the awe out of my voice. She looked up at me, a mix of pain and longing evident in her expression before she spoke. 

"I politely asked your step-father to stop fucking you..." Her tone was cold and blunt. 

My hands flew to my mouth, shocked at her words. "No, Mommy!" I protested vehemently, my voice crackling with deceit. "That isn't true! We haven't been!" I shook my head, trying to convey my innocence through my pleading eyes. 

I knew it was a futile effort - the evidence was written plainly on my face and my reaction. Tears spilled down my cheeks as I struggled to maintain eye contact with Mommy. 

Swallowing hard, I managed to choke out a question. "Did Daddy...did he agree to stop...fucking me?"

Mommy's eyes narrowed, and for a moment, I thought she might be genuinely angry with me. Instead, she stepped closer to me, her warm breath soothing in my ear as she leaned in to whisper, "I suppose that's something we'll all find out together, won't we, sweetheart?" She pulled me into a tight embrace, I felt her fingers searching over the seat of my panties for my butt plug, and she gave it a little press, causing me to jump with surprise. 

"For now," she murmured, "let's just focus on what Daddy expects of us and obeying him, you know where we have to be for the next hour, Tara...lets get these clothes off, shall we?

Tara Gregory 💋

Continued in: Country Roads, Take me Home

To follow the Tara Gregory storyline to the next tale, it can be found here: Tara Gregory: Anal Virginity

Tara Gregory: Wine Cellar

Continued from: Tara Gregory: Brazen

**Warning - This story contains taboo, family-dynamic, BDSM content** 

**Everyone depicted in this story and A.I. generated are adults, over the age of 18** 

The sun streamed through my bedroom windows as Daddy snuck into my room this morning and went down on me. Despite my dominant ministrations from the night before, I couldn't help but fall deeply into submission once again, as his strong hands gripped my throat while he ate me out in a diaper position. While I was basking in the afterglow of a powerful orgasm, Daddy announced that he had a surprise for me. 

I immediately rushed to the shower to start the day, and spent the next while dressing like a little girl for him and doing myself up to look like a doll. I selected an innocent lavender dress with little ankle socks and matching heels. I half-assumed the little socks would at least stir his memories of last night. 

A thrill ran through my body at the prospect of another secret shared between us. My curiosity piqued, I obediently followed him as he led me down the unfamiliar wooden staircase to the basement. The air grew noticeably colder, and the distant hum of furnaces gave way to an eerie white noise. My heartbeat quickened in anticipation, each echoing step down the hallway leading us further from the safety of the main house. 

Finally, we reached a heavy oak door that I had never noticed before, hidden amongst the shadows of the storage area. The metal lock clinked open under Daddy's firm hand, and he pushed it aside to reveal a dimly lit corridor. The scent of damp earth and aged wood wafted towards me, making my mouth water in excitement. I had no idea what awaited me beyond this threshold, but I trusted him completely. 

Hand in hand, we ventured down the labyrinth, my breath hitching with every click of my heels. As we rounded the corner, a vast space unfolded before us - a hidden wine cellar!

It's ancient stone walls were lined with countless bottles, casting a warm, golden glow onto the cold, damp floor. But as my eyes adjusted, I saw that this wasn't just any ordinary wine cellar. 

In a far corner of the room, my jaw dropped as I discovered an array of sinister objects that seemed out of place amidst the elegant rows of wine bottles. Racks upon racks of leather whips, floggers, and paddles stood sentinel, their tails swaying as we approached. I could almost hear their whispers of pain and pleasure. To my left, a large cage loomed menacingly, its bars thick and unyielding - a stark reminder of the captivating bondage games that were played here. And to my right, several spanking benches and apparatus, their padded surfaces and strategic restraints promising hours of disciplinary delight. 

The room buzzed with unspoken desires, and my body responded instinctively, my nipples hardening and my pussy growing slick with anticipation.

Standing before the display of dungeon furniture, I felt the weight of Daddy's expectant gaze upon me. My breath caught in my throat as he issued his command: "Strip, Tara." His tone was firm, yet steady, betraying none of the emotions I knew must be swirling within him. I hesitated for only a moment, savouring the mixture of fear and arousal coursing through my veins.

Piece by piece, I removed my articles of clothing, starting with my frilly lavender dress, which I let fall carelessly to the ground. Next came my bra and panties, equally as frilly and adorable. As I slipped those off too, I could feel the cool air caress my bare skin, making goosebumps rise in their wake. My socks and heels followed suit, leaving me standing naked in this clandestine wine cellar.

The combination of being naked and in such proximity to this torture chamber only heightened my sense of vulnerability and curiosity, knowing that I was about to explore a side of myself I never thought possible. I cast my discarded clothing aside, taking a moment to appreciate the sight of my own body, bathed in the dim light of the wall sconces. 

My breasts rose and fell with every shallow breath, my pert nipples stiff and begging for attention. My hips swayed subtly from side to side, and my legs trembled as I anticipated what Daddy had planned for me in this forbidden lair. 

Daddy's commands became increasingly short and authoritative, as if the atmosphere of the room had taken hold of him. He walked over to a sturdy bondage apparatus nestled amongst the wine barrels and gestured for me to come to him. I stepped onto the smooth surface of a platform and positioned my ankles and wrists near the restraints. 

Daddy approached me slowly, savouring the sight of my exposed and vulnerable form. He attached the heavy metal cuffs supported by the frame, securing one ankle, then the other, spreading my legs wide. The sounds of metal teeth clicking into place sent shivers directly to my pussy, as I realized that I was truly at his mercy. Next came my wrists, bound helplessly above my head, rendering me drawn and stretched onto my helpless tiptoes.

I felt the unforgiving rigidness of the metal shackles as they encircled my dainty wrists, holding me in place and arching my bottom invitingly. I whimpered softly, my breaths coming in rapid gasps, unable to tear my eyes away from the various collection of implements that hung nearby, wondering which ones would soon make contact with my defenseless flesh. 

In a swift movement that surprised me, Daddy grabbed a large ball gag from the rack of hanging implements. Without a word, he stuffed it forcefully into my mouth, effectively silencing my protests and pleas. The intrusion made my eyes water, but also heightened my sensitivity to the sounds around me, the wetness between my legs growing more pronounced. 

I squirmed slightly as he fastened the straps behind my head, ensuring the gag remained securely in place. Next, a soft piece of fabric brushed against my face. I blinked rapidly, trying to focus before my world went dark. 

With my vision obscured and my body immobilized, I was acutely aware of every sound that reverberated through the stone chamber. My ears strained to pick up any indication of Daddy's intentions, and I soon detected the unmistakable sound of a flogger being taken down from its rack. The leather tendrils whispered together as he practiced a few swings, the anticipation building within me like a crescendo. 

And then, the agony of waiting was over. The air cracked around me as the flogger connected with my tender flesh, eliciting a strangled cry from deep within my throat. The pain was exquisite, radiating outwards from the point of impact and causing my entire body to convulse. I couldn't believe it. I was being whipped! 

Over and over again, the lashes rained down, alternating between my ass, thighs, back and tits, each strike more intense that the last. My skin burned and stung, yet beneath it all, I could feel the heat of desire pooling inside me. 

With each skillful stroke, my body writhed in ecstatic torment. Unbidden, my hips rocked back and fourth, seeking relief from the fiery ache that consumed me. 

 

I couldn't believe it - I was actually enjoying this! But then, something else happened. I felt a warm, wet sensation between my legs, and I knew with a sudden rush of shame, I was soaking my inner thighs. My juices trickled down my tender folds, creating little strands of connecting precum. I wanted to hide, to curl up a die from embarrassment, but the relentless whipping continued, driving me higher and higher until I was trembling. 

The knowledge that Daddy could see this intimate display, this proof of my submission, only added to my mortification. Yet, deep down, I couldn't deny the twisted pride that swelled within me at having pleased him so thoroughly. 

As suddenly as it had begun, the flogging ceased. For a brief moment, silence reigned supreme, broken only by the sound of my laboured breaths echoing off the stone walls. Then, like a lion claiming its prey, I heard the unmistakable sound of Daddy's zipper being yanked down and his pants falling to the floor. Before I could process what was happening, I felt him behind me, his solid presence filling the empty space. He positioned himself between my spread legs, and the blunt tip of his cock nudged against my dripping entrance. 

With no warning, Daddy thrust forward, impaling me on his rigid cock. I moaned wantonly into the ball gag, my body yielding to his brutal invasion. 

Each powerful stroke sent shockwaves through me, my breasts bouncing and jiggling in prefect rhythm. My hands clenched and unclenched uselessly in their restraints, seeking some semblance of control as he ravaged me.

My remaining senses were overwhelmed - the scent of aged leather mingled with sweat and sex, the feel of Daddy's hot breath on the nape of my neck, the taste of the rubber gag filling my mouth. I was utterly consumed by this experience, and it didn't take long before I felt the telltale signs of a ferocious orgasm. It started low in my tummy, like a distant rumble, before exploding outward like a tidal wave. I screamed into the gag, the sound muffled but still ringing out in the cavernous space. My muscles clenched around him, milking his cock for everything it had, as I rode the crest of pleasure and pain. 

After what seemed like hours of ceaseless pleasure and torment, Daddy finally released me from my bonds. He carefully unlocked the cuffs away from my raw skin, his gentle touch in stark contrast to the brutality that had just transpired. I collapsed onto my knees, my legs feeling like gelatin.  

Lifting me effortlessly into his strong arms, he carried me up the narrow, dimly lit steps leading out of the cellar and toward the ruffled pink warmth of my bedroom. I felt small and delicate in his embrace, my legs weak from exhaustion. 

When we reached the sanctuary of my room, he deposited me onto the plush comforter of my princess bed. I collapsed into a boneless heap, the remnants of my release still pulsing through me. Daddy didn't say a word as he pulled the blankets up to my shoulders, his movements slow and loving. He stroked my tangled hair back from my forehead, his fingers lingering for a moment as if to memorize the contours of my face. Then, with a final squeeze of my hand, he turned and left me alone with my thoughts. 

As the door clicked shut behind Daddy, I couldn't help but let my hand drift down between my legs, tracing the slick trail he left behind. My mind raced with memories of the cellar, the delicious combination of fear, arousal and humiliation threatening to consume me once more. With trembling fingers, I began to massage my clit, replaying every lash of the whip, every thrust of Daddy's cock, in vivid detail. 

Within seconds my body responded eagerly, my nipples hardening to tiny points and my breath quickening. My other hand found its way to my tits, pinching and pulling at the sensitive peak. I imagined myself back in the cellar, bound and helpless, completely at Daddy's mercy. My fingers slipped inside my aching pussy, sliding easily through the slickness that coated my petals. 

I reached for a toy and as I began to fuck myself, I recalled the way Daddy's eyes darkened with lust as he watched my body writhe in response to his dominance. I remembered how his cock felt, slick with my own desire, as he plunged it mercilessly into me. My hips bucked involuntarily, seeking friction against the toy that would send me spiralling over the edge once more. My breaths grew shallow and ragged, as I chased after the fleeting fragments of pleasure that lingered in the wake of our encounter. 

Once the final waves of my post-orgasmic haze subsided, I reluctantly slipped out of bed, my body still singing with the sweet agony of satisfaction. I quickly cleaned myself up in the en-suite bathroom before rummaging through my lingerie drawer for the perfect, skimpy outfit. The lace trim tickled my thighs as I pulled on the baby doll nightie, adding over the knee socks and high heels. I couldn't resist a small giggle at how ridiculously cute I looked. I brushed my hair into pigtails and applied a hint of gloss to my lips, knowing full well the effect it would have on Daddy. 

Descending the grand staircase, I tried my best to walk gracefully in my high heels. The sound of my clicking footsteps echoed throughout the expansive foyer. I approached the living room where I knew Daddy would be, my cheeks flushing with equal parts trepidation and excitement. 

My eyes immediately locked onto Daddy's, drinking in the sight of him sitting comfortably and reading. He stood as I entered the room, admiring my darling outfit selection. Without hesitation, I launched myself into his waiting arms, wrapping my legs around his waist and pressing my body flush against his. 

I could feel his surprise, but also the stirring of desire as I nestled my head into the crook of his neck, inhaling deeply of his familiar scent. 

"Thank you, Daddy," I whispered against his ear. "I love you!"

Tara Gregory 💋

Continued in: Tara Gregory: Revelations