Tara Gregory: Brazen

Continued from: Tara Gregory: Long live the Queen

**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** 

In the days that followed, I found myself growing bolder in expressing my affection towards Daddy. I'd steal quick pecks on his lips whenever I passed him in the hallway, sometimes lingering longer than I probably should have. Whenever we sat together in the living room watching TV or just relaxing, I'd curl up onto his lap, my bare thighs brushing against his clothed ones. I loved feeling the warmth enveloping me, his musky scent filling my nostrils as I nuzzled into his neck. 

Mommy watched all this unfold with a mixture of disgust and jealousy. At first, she tried to ignore the blossoming intimacy, focusing on her domestic duties or preparing dinners. But as the weeks passed, I noticed her glancing up more often, a spark of something unreadable in her gaze. One evening, as I sat perched on Daddy's lap, dressed in the most adorable knee socks, heels and a baby pink dress, Mommy cleared her throat awkwardly. Her eyes kept flickering from our entwined hands to my pink panties peeking under the hemline of my dress. 

My mom's discomfort was evident, but I knew better than to let it deter me. The thought of her knowing she couldn't interfere without facing a serious spanking from Daddy, made my insides tingle with excitement. I leaned further into Daddy's chest, pressing my round breasts against his solid form, feeling the heat from his body seeping through the thin fabric of my dress. 

I decided to test the waters even further. While lounging in front of the fireplace, I ever-so-slowly slid off my precious pink Mary Janes, revealing my delicate feet sheathed in those cute little ruffled socks. I could feel Daddy's eyes on me, tracking every movement, as I casually dangled my feet toward his thighs. 

Unable to resist the temptation any longer, I allowed my socked foot to brush against the bulge forming in his trousers. I feigned innocence, but the mischievous grin playing on my lips betrayed me. Gently, I began to rub circles around Daddy's cock with my little toes, savouring the way his breath hitched at my teasing touch. My other foot soon joined in, caressing and exploring his manhood through the rough material of his pants, while I kept up a steady stream of small talk with Mommy, pretending not to notice her growing jealousy.

Seizing the moment, I watched Mommy retreat from the room and up the grand staircase, her high heels clicking angrily on the marble floor as she disappeared from sight. 

I turned my full attention back to Daddy, and with a devious smile, I undid his pants and produced his raging erection. 

There it was - standing tall and proud, begging for my continued attention. My heart raced as I placed my heels on his thighs, my toes eagerly reaching for his velvety-hard cock. I wrapped them around his shaft, relishing the feeling of him sliding between my soft, warm socks. 

With deliberate strokes, I teased and pleasured him, alternating between slow and fast movements, listening intently to his gasps and groans for guidance. The warmth of the fire danced across the room as I worked my magic, our secret little world in this big house shrinking to just the two of us and the salacious sounds of his pleasure. 

I decided to take things to another level. I slipped off my thin, nylon ruffle socks, baring my warm, creamy feet for the first time during this intimate moment. Goosebumps pricked at my calves as I placed my bare soles on either side of Daddy's penis.

My toes curled around his base, feeling the veins pulse beneath my touch. I slowly dragged my soles upwards, the friction against his smooth erection caused him to groan. Reaching the tip, I lightly flicked my big toe over his sensitive head, spreading the droplets of precum that had formed. Then, with a devilish gleam in my eye, I began to slide my feet up and down his length, relishing in the feel of his hardness gliding between my youthful, buttery arches. 

Daddy's eyes were rolling back in his head which only fueled my desire to please him. The sensation of his manhood against my little soles was unlike anything I'd ever experienced, I felt in control, and I couldn't get enough of it. 

It didn't take long before I could see the signs of his impending release. Daddy's breathing grew ragged, his chest heaving with each exhale as he fought to maintain his composure. I increased the tempo of my tender soles, sliding my feet up and down his cock with purposeful abandon. 

I felt his entire body tense, his muscles coiling like springs ready to snap, and then...oopsie! Waves of hot cum shot out, painting my soles and toes in a messy white canvass. I moaned at the sight, feeling so proud to have driven him over the edge like that. 

With a satisfied smirk on my face, I stood up from the plush sofa, revealing in the masterpiece I'd created with my dainty feet. A delicious mess of cum adorned my soles and toes, evidence of Daddy's undeniable pleasure. 

I glanced over my shoulder at him, seeing him still recovering from his climax. I raised an eyebrow playfully. "Well, Daddy," I purred, "it looks like somebody made quite the mess." I wiggled my feet tauntingly, creating a mesmerizing dance of semen between my toes. 

"Who's gonna clean this up?" I asked, my voice dripping with dominance and amusement. 

Taking a deep breath, I felt my own power surging through me as I fully embraced the moment. I snapped my fingers, pointing down at my cum-covered feet with confident authority I didn't know I possessed. "Clean," I demanded, my voice strong and commanding, yet still laced with affection. My heart raced, unsure of how Daddy would react to my sudden shift in dominance. 

My stomach fluttered as I waited for his response. Would he accept my newfound dominance? Or would I end up over his knee, with his heavy belt putting me back in my place? But when he looked up at me, his eyes were filled with a mix of surprise and raw hunger. Slowly rising from the sofa, he dropped to his hands and knees before me, his tongue lashing out to taste the salty evidence of his release. 

A rush of adrenaline coursed through me as I watched him willingly submit, and I felt my own desires ignite further. I placed one hand on my hip and extended a foot, giving Daddy better access to my toes while emphasizing my control over him. I gasped as he began to suck and lick, his mouth working diligently to clean every last drop from my feet. 

After he had thoroughly cleaned my feet, I couldn't help but let a giggle escape my lips. "Good boy," I praised, my voice filled with both tenderness and newfound power. Collecting my discarded socks and heels from the floor, I smiled down at Daddy, still on his knees before me. I blew him a quick, flirty kiss before turning on my heel and skipping away toward the staircase, the sound of my giggles echoing throughout the quiet house. Clutching my ruffled socks and shoes to my chest, I ascended the steps, feeling lighter than I had in months. Our roles had shifted, and I was finally finding my place within this strange, twisted dynamic that seemed to rule our household. 

Tara Gregory 💋

Continued in: Tara Gregory: Wine Cellar

 

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** 

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

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 Perfect Lubricant

Continued from: No Scrubs

Grabbing hold of his upper arm, I guided this silly man out of Mistress Andrea's office and down the hallway to our dedicated medical playroom. The padlock on his chastity cage jingled, as my heels clacked against the tile, each step resonating through my body. I could feel my nipples harden underneath the latex of my uniform, as I anticipated the session ahead. 

Once inside, I directed him to the waiting examination chair, its straps and restraints glinting menacingly under the harsh fluorescent lights. With a shaky breath, he lowered himself onto the cool surface as I sat on the nearby toilet and explained his fate.

I took a moment to explore my latex-clad body, as his cock twitched in the metal bars of his cock prison. I felt so sexy and in control! 

Placing a hand on his shoulder, I leaned down and whispered in his ear. "You're such a good boy for taking your punishment so well. Now it's time for your first enema."

I could feel his entire body tense as I reached for the lubricant, squeezing a generous amount onto my latex-gloved fingers. I slowly slipped my index finger past his tight ring, working it in and out to loosen him up. He let out a desperate moan as I stretched him open, the sensation both pleasurable and terrifying. My other hand picked up the nozzle of the enema bag, cold and unforgiving in my grasp. 

Once the nozzle was inside him and he was fully restrained to the chair, the door flung open and the "Doctor" entered the room. Her stiletto heels clacked on the tile floor, drawing his tear-filled gaze away from my gloved hand. 

Mistress strode over to us, her eyes lingering on the sight of his vulnerable form spread out before me. With a flick of her wrist, she turned on the valve, releasing the flow of soapy water into the nozzle. I pushed it deeper inside his anus, watching as it slowly disappeared inside him. 

After he had endured the indignities of the two enemas, Mistress and I returned to the room to find him seated on the toilet in shame. Sweat was dripping down his back as much as it was for me, as I adjusted my slutty nurse costume that clung to me like a second skin. 

Mistress handed me a clinical and frightening looking, ribbed prostate massager. Yikes!

She ripped open a fresh condom that was pink in colour, and expertly rolled it over his metal chastity cage. It looked so pitiful, trapped there and now encased in a reservoir of pink latex. I giggled, feeling a surge of power course through me.

With a cruel smirk, I pressed the sterile toy into his loosened entrance, watching as the ribs slowly slid inch by inch inside him. He pleaded and begged with us..."no, no please! Not like this!" He mewled. 

 
I twisted the wand and gently rocked it, searching for that elusive bundle of nerves. I applied more pressure to his prostate, using short, rapid movements. His breath hitched in his throat as small dribbles of cum started to leak from his cock cage and collect into the condom. 

"Good job, Nurse Summer," Mistress intervened. "That will work perfectly as lubricant." 

Work perfectly? I thought to myself. Work for what..?

Watching Mistress take control was like witnessing a work of art come to life. She removed the pink condom from his chastity cage, his cum pooling inside it. She held up the results of his humiliation, dangling it before his face and teasing him. 

He watched in horror, as she used the collected results of his anal-milking, to lubricate the large strap-on she was now wearing, before bending him over like a bitch. 

The head of her strap-on brushed against his already abused hole, coated with his own jizz. He whimpered and begged her not to fuck him (no safeword spoken btw). But the Doctor was relentless. With a single, powerful thrust, she impaled him. 

She set a brutal pace, fucking him mercilessly as he writhed and whimpered. I put my hand over his mouth to shut him up. His muffled screams filled the air, mixing with the slap of leather against flesh and the wet sounds of penetration. 

Mistress finally removed herself from his ravaged ass. He collapsed on the table, panting and sobbing. I helped him to stand, steadying him on his wobbly legs. 

"Now, it's time for the final stage of your treatment, young man," Mistress purred, gesturing to the medical treadmill that was in the room, complete with an anal hitching post. (You can read more about what this is, here: Treadmill with anal post

I don't think we could have fit any more humiliation and vulnerability into the scene, but somehow we managed to. His cock cage was never removed...

AI Summer and Mistress Andrea 

xoxo

Continued in: Tara Gregory: Long Live the Queen

 

 

No Scrubs

Continued from: The Nurse and the Doctor

I guess we're doing another medical fetish scene. That silly, middle-aged man from the previous scene is on his way to The Facility. Time to get out of my scrubs and into my doctor mode. Hehe 

As I previously mentioned, this one was going to be both Summer and I, playing the roles of Doctor and Nurse for our sniffling, humiliated client. 

We both went and got suited up together, as you saw in the last post: 

Yep, we look hot!

The A.I. wrote some of this one, and surprisingly, from Summer's perspective. Which we haven't done before. Lets give it a chance and see how she does. 

As I stood in front of the mirror, I smoothed my hands over the slick, skintight latex of my nurse's uniform. The white material clung to every curve, highlighting my round breasts and nipping in at my waist. I admired the way my ass looked in the reflection - firm an enticing, begging to be spanked. 

My stockings ended in a tantalizing tease just below my garters, and the red strappy heels added an extra four inches to my height. I felt powerful, sexy and in control. 

As I clicked down the hall I could already hear the spanking well underway. A fleshy, sharp barrage of smacks and soft whimpers. 

When we designed this session, the first stage for this poor client was CFNM. The humiliation of being out-of-shape and fully naked in front of Mistress.

Next she was going to apply and lock a metal chastity cage around his genitals and flaccid penis...no brainer there. Male's typically don't even enter her presence without being locked up. 

She would have done a weighing on the scale and some humiliating comments about weight-loss goals and "man-boobs". 

He would be apologizing and shamed at this point, which is the best time to go over her strict lap for a spanking. 

I had since changed and walked in to her office when the spanking had ended, but I certainly heard it from down the hall. There she sat, resplendent in her dominance behind the clinical glass desk. Her shapely leg crossed over the other and she bobbed her high heel off her hosed toes. I bit my lip, my body responding instinctively to her commanding presence. 

In the corner of the room, Edward stood completely naked and vibrantly reddened, a testament to Mistress Andrea's skilled hand and whatever else she used to cause the welts. I could hear some gentle weeping from the corner, adding a touching vulnerability to the scene before me. 

Mistress looked up from her fake chart, her blue eyes meeting my smile, as I closed the door behind me. 

"Ah, Nurse Summer," she purred, "thank you for your assistance with our client today." She arched a perfectly shaped eyebrow, a hint of amusement playing across her lips. "Now tell me, have you reviewed his file? What do you think our little patient needs today?" 

I licked my lips, my heart pounding in my chest. 

"Well Doctor, in the case notes I am seeing weight gain, chronic masturbation and several concerning fetishes involving women's undergarments. I believe we should start with a thorough cleansing. Perhaps an enema would be appropriate?" I offered, watching as Andrea's eye gleamed with approval. 

"And then, Ma'am, I think some exercise would do him good - maybe some time on the treadmill with the anal hitching-probe, just to keep things interesting." I continue, my voice dripping with excitement. 

Mistress Andrea taps her chin thoughtfully, a wicked grin spreading across her face. "I like where your head is at, Nurse Summer. But let's not forget about the piece de resistance - a prostate milking. Make sure you put a condom over his cock cage first, we need to collect any semen that may dribble out.

I nod eagerly, and Edward is released from his humiliating cornertime, having just listened to our entire conversation. His breaths came quicker, and I could see his cock straining against the confines of the chastity cage. 

The mixture of fear and desire painted across his face made my own pussy ache with need. Poor boy, I thought, he has no idea how much worse it's going to get! 

Nurse Summer and Mistress Andrea xoxo

Continued in: The Perfect Lubricant

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 pink little heel-clicks announcing her presence, as she minced 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!

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