Tara Gregory: Wine Cellar

Continued from: Tara Gregory: Brazen

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

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

 

Tara Gregory: Long live the Queen

Continued from: The Perfect Lubricant

The last Tara Gregory story can be linked direct here: Tara Gregory: Daddy Issues

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

The morning after my first time with Daddy, I woke up in his large bed, my body aching in all the right places, in the most delicious of ways. His arms were wrapped protectively around me, holding me close to his chest. As I shifted to get comfortable, I felt his cock begin to stir against my ass, making me giggle softly. He opened his eyes and looked down at me with a sleepy smile, before leaning in to press a gentle kiss on my forehead. I snuggled closer, my heart swelling with love and contentment.

I couldn't help myself from being drawn to Daddy's triumphant, morning erection. My fingers traced the length of his impressive shaft, feeling it grow harder with every touch. In my little hands, Daddy's cock looked massive...it was, massive. 

But oh, Daddy had other plans for me this morning! His strong hands pinned my wrists above my head, as he leaned over me, his morning stubble grazing my cheek. 

And then...Daddy effortlessly flipped me over onto my tummy! That sudden jolt of dominance sent shivers down my spine. The air in the room seemed charged, as he straddled my thighs, his strong hand resting on my bare bum. Then came the smack! Not too hard, just enough to leave a burning imprint on my soft flesh. I squealed in surprise, but the sound quickly turned into a needy whimper as I arched my back, pushing myself into his waiting palm, hoping for another firm swat.

The second smack didn't come, but what I did feel was Daddy's meaty hands sliding down to cup my ass cheeks. He pulled them apart, exposing my pretty pink hole and damp pussy. Then he moved his head down, and I felt the warmth of his breath on me, before his tongue flicked out to taste me. 

I moaned into the pillow as he started licking and suckling at my asshole and pussy, his moustache was ticking my sensitive skin. It didn't take long before I was writhing underneath him, my legs trembling as an orgasm built inside me. Daddy had treated me to a lovely cummy! Almost feeling ashamed at how ferociously I had cum, I scurried back up to the safety of his chest and nuzzled my face to hide. 

Again, he wrapped me in his strong arms, his husky voice purred out a, "good girl, Tara!" 

I felt contentment and love once again.

I wondered briefly where Mommy was this early in the morning, but I quickly pushed the thought aside. She didn't come home last night. It was a huge risk to fall asleep in her bed with Daddy, in my cutest baby pink panty set, but a risk I was willing to take. 

She no doubt would have passed-out on the neighbour's couch last night, after too much wine. Reality however, kept interrupting this morning in Daddy's arms. I needed to get up and clean up and wash the sheets...the whole room smelled like sex! 

Still tangled in the bedsheets, I looked over my shoulder at Daddy, with a mix of curiosity and trepidation in my eyes. "Daddy, I whispered softly, "now that we've...we've been together like this, will everything change? The weekly spankings, my little girl clothing you make me wear..." 

I trailed off, biting my lower lip as I waited for his response. I hated the spankings in the moment, I cried every time when I had to do the walk of shame to fetch his belt. My little girl clothing was awful too, with the knee socks and the Mary Janes. It made me feel so vulnerable and humiliated...

But...I had come to love the feeling of submission, of being cared for so thoroughly. I worried about fucking Daddy last night, and now this morning's passions, and what it meant for us moving forward.

Daddy held his eyes in mine with such sincerity as he spoke. He ran a thumb across my cheek, brushing away a strand of hair. "No, princess," he cooed. "This doesn't change anything about your rules. I will expect to see you back in the family room on Sunday and every Sunday after that, with my belt in-hand, understood?"

Before I could answer, Daddy continued. 

"Our bond of discipline and care will always be there. You need boundaries and structure, and I need someone to cherish and protect, so despite your adult age, you will continue to dress as a little girl, ok?" 

Nodding, I understood. I felt a wave of relief wash over me, knowing that he would continue to guide me and keep me safe within our strict boundaries. But my heart raced with the anticipation at the thought of our connection deepening further. I nuzzled into his side, my face turning pink with arousal as I imagined all the new possibilities awaiting us. 

I reached up to give his chest a gentle pat, my voice low and filled with lust. "I want to be the best little girl for you Daddy...and I promise to do whatever you think is necessary for me to learn and grow." 

I could feel the vengeful spite building within my chest, as I puffed up, confident and dominant. I knew my role in this household had changed. I had the upper hand over my mother and I knew it. Bravely, I spoke with complete confidence when I finally said, 

"BUT, Daddy!"

"I might be your little princess but I also want to be your Queen!" 

"And regardless of what Mommy thinks...the Queen protects her King!”

Tara Gregory 💋

Continued in: Tara Gregory: Brazen

 

  

 

The Nurse and the Doctor

Continued from: Medical Room?

During the last post I referred to my recent client not wanting to pay for a dual-Domme session and was dealt with by me alone, as his medical fetish nurse. It turns out he must have gotten off his wallet and reconsidered, as he would now like the Doctor AND the Nurse experience, in a follow-up session.  

Yep, we can do that! But if you thought your last session was humiliating, young man...

Now, where is that lab coat of mine?

Slutty nurse Summer, check! 

Summer, however, was still at work. I would have to clear this with her first but I'm sure she'll be game. She landed in the afternoon, following a particularly long stint of a few city stops. 

I knew she would be a bit tired and stressed. This was confirmed when I went to pick her up at the airport and she immediately started calling me "Mommy". A strong indicator of the mindset and role she wants to be in and a hint to me as to what she wants. I wasn't dressed in my vintage "Mommy" attire...hopefully this will do. 

When we finally got home she immediately asked me if she could bathe and change into something from her "pink room". 

Her "pink room" is an actual bedroom designed for age regression play and mdlg play. Most of her adorable Lolita outfits and accessories are in the closet in this room. Again, I knew what she wanted and needed based on the way she was acting and how she was speaking to me. We kissed and she happily scurried away to wash the travel off herself and transform into her persona of ruffles and comfort. 

She went all out today. I could hear her clunky Mary Janes announcing her presence, as she tromped into the kitchen looking like a complete doll.

"Does that feel better, sweetheart?" I cooed to her. 

"It does, Mommy, you have no idea how much I was looking forward to this." Summer replied cheerfully, as I brushed my hands over her layers of ruffled cuteness. 

Still...this wasn't the full "fix" she was after, I knew this...

"Summer Addison," I spoke lovingly but sternly. "Do you need some time over Mommy's knee?" 

She blushed and pouted and tried her best to force tears into her big, bright eyes. 

"Y-Yes pweeaze Momma." She squeaked out with a baby lisp in her voice. 

"Alright, honey. Go get Mommy's hairbrush from the vanity and wait for me in the living room. I'd like your dress off," I firmly instructed. 

Summer dutifully obeyed. She knows how much I like walking into a scene to see everything perfectly in situ. The dreadful ebony hairbrush was resting beside the tissues, her princess dress was off, exposing her frilly pink bloomers and bra, and she had moved the ottoman into place by the large window. 

I gave her about 10 minutes to contemplate in the corner, before I entered the room and called her to my side. 

"Alright, little one. Over Mommy's knee," I cooed. 

After a nice long warm-up her knickers came down for another layer of hand-spanking, before I moved on to the brush. 

The brush definitely got the water-works started, as poor Summer gripped the ottoman while flat on her tummy. In this position, her bum is at it's most fleshy and impact-absorbing. The brush penetrated deeply! 

It reminded me of that old video of Brandi, from the infamous Real Spankings Network and Spanking Teen Brandi. She was being punished by the matriarch and was bare naked, legs spread and gripping the sheets for a bedtime dose of the BATH brush! 

You wanna see some real crying during a production-based, spanking video...go find this one. I can already see the white, ashy splotches on her bum. The poor thing...she probably felt that one for days!

A.I. Brandi?

...hmm, not bad. Cute, remorseful and properly positioned. 

Summer, on the other hand, I did not take to the point of white splotches, and she had nothing to be remorseful for. She just needed her reset button pressed, and the best place to do that is over my caring lap, on it, or both.  

Once the tears had dried and the scene was over, cradled in each other's arms, I asked her if she'd do the nurse session with me. 

We spent the next little while plotting and giggling about what we intend to do to this poor medical-fetish client. 

Summer had some shockingly devious ideas, as did I. That poor, poor man...

Mistress Andrea

xoxo

Continued in: No Scrubs

  

Tara Gregory: Daddy Issues

Continued from: Daddy's New Rules

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

Weeks had gone by under Daddy's new rules, living each day in my age regressed attire and trying my best to be a good girl. Last Sunday in the family room, Daddy wanted to "chat" about my former waitressing job at Hooters, a chat that involved his leather belt. This Sunday, I was sent to get a wooden spoon from the kitchen, as he wanted to "chat" about my time as a stripper.

My stomach churned with nervousness as I stepped into the room, my eyes fixed on the floor in front of me. 

For a little extra humiliation this week, Daddy left me in my socks and sandals, but the rest came off, almost fully naked in front of him as per our typical Sunday ritual. My cheeks flushed with shame as I obeyed his command, slowly peeling off my dress and panties. Then, I lowered myself over his lap as Daddy readied the wooden spoon. 

"Do you understand why this had to happen, Tara?" he asked, his voice gentle but firm. 

I sniffed and nodded, unable to speak through my sobs. I knew that my behaviour as a stripper had been wrong, and that Daddy was only trying to help me become a better person. I would have about thirty-five minutes to think about it too, while I faced the corner of the room in shame. 

This was just any given Sunday around here, under Daddy's roof. If it wasn't me in the corner sobbing, it would be my mother when she disobeyed or messed up. 

As the weeks continued to fall from the calendar, I found myself growing closer to Daddy than ever before. He was always there for me, offering guidance and support whenever I needed it. And while our initial relationship may have started out as one of domination and submission, it had evolved into something much deeper - a bond built on trust, respect, and love. 

One evening, as we sat together in the living room, I felt a sudden urge to climb into Daddy's lap. Without thinking twice, I scooted over to him and nestled myself against his chest, wrapping my arms around his neck. 

"What's gotten into you today, little one?" Daddy asked, his voice filled with amusement.

"I don't know," I replied softly, nuzzling my face into the crook of his neck. "I just want to be close to you, Daddy." 

He chuckled and stroked my hair gently, his fingers running though the silky strands. "That's okay, sweetheart," he murmured. "You can always come to me when you need some extra love and attention."

I felt a sudden surge of boldness coursing through my veins. I had been growing increasingly affectionate towards Daddy in recent weeks. Mom wasn't here, she went to the neighbours' for wine and cards, it was the perfect opportunity. Tonight, I wanted to take things one step further. 

Scurrying to straddle him, I pressed my lips against his, closing my eyes as I savoured the feeling of his warm mouth against mine. At first, he seemed surprised by my actions, but then he responded eagerly, his tongue slipping between my lips to explore my mouth thoroughly. 

Pulling away from his kiss, I looked up at Daddy with wide eyes, unsure of how he would react to my bold advances. But instead of scolding me, he simply smiled up at me affectionately, his eyes filled with desire. 

"You're getting to be quite the little minx, aren't you?" he teased, his voice low and husky. 

I blushed and giggled, feeling embarrassed but also excited by his words. "I guess I am, Daddy," I admitted shyly. 

With that, Daddy pulled me in for another kiss, his hands roaming all over my body possessively. I moaned softly as he nipped at my neck, his touch sending waves of pleasure gusting through me. 

I found myself feeling more alive than ever before, I had never experienced anything like this - the combination of love, lust and submission was intoxicating, and I wanted nothing more than to stay in Daddy's arms forever.

I whispered tentatively. "Daddy?" Could I please change into something a bit more comfortable? I promise it will still be 'little'." I blushed, feeling suddenly shy. 

To my surprise, he laughed heartily. "Of course it's okay, princess. Go ahead and change." 

Grinning wickedly, I hopped off his lap and hurried to my dresser, searching for a skimpy little outfit I had envisioned. Soon enough, I emerged wearing nothing but a pink pair of booty shorts and matching bra. 

Daddy's eyes widened appreciatively as I approached him, and he held out his arms invitingly. "Come here, baby girl," he purred. 

Giggling, I climbed onto his lap again, straddling him and pressing my tits against his chest. His hands roamed over my body, claiming me, stroking my thighs and cupping my breasts as I softly moaned. 

"You look good like this," he hissed, his voice thick with desire. "So beautiful and innocent, yet so dirty and depraved, aren't you?" 

I whimpered as he tweaked my nipples roughly, my hips bucking against his in search of friction. "Please Daddy!!" I begged, "I need you inside me!" I could feel his raging erection through his pants, that I was trying desperately to grind my pussy against. Daddy's cock felt huge! 

With a groan, he complied, lifting me up into his arms and carrying me upstairs to his own bedroom. I felt like a princess being swept away by her knight in shining armour. The thought of sharing his bed - the same bed where he slept with my mother every night - sent a thrill of vengeance and excitement through me.  

I rode him wildly, like a 20-year-old who used to be a stripper. My poor mother won't be able to compete with this, with my youthful tight snatch and my gorgeous, juicy body.

"Is this how Mommy does it? Do I fuck good, Daddy?" 

Daddy groaned at my words, my pace quickening as I drove into him even harder. His cock was in-fact huge! Almost painfully so, for my little, innocent pussy. 

He reached down and pinched my clit, sending me hurtling over the edge of orgasm. I screamed out "Daaaaaddddddieeee" as my body shook with pleasure and he followed soon after, his release flooding inside me.

As we lay there, panting and spent, I knew that this was only the beginning. From now on, I would belong to Daddy - body and soul. 

I found something in my Mother's closet to put on, just to add insult to her unbeknownst injury. I think they used to call these things negligees. I threw it around my shoulders like a royal cape. A sinister smile tugged at the corners of my lips. From this moment forward, there was a new fuckin' queen bee in this house! 

Tara Gregory 💋

Continued in: The OG's

To go directly to the continuation of Tara Gregory, please follow this link: Long live the Queen