It would seem that naughty little tart, Tara Gregory, has been completely stealing my thunder with her step-Daddy stories and using A.I. to eclipse my original works.
Well, let me get my eclipse glasses on here, sweetheart. Two can play at this game!
*****
The phone on my desk buzzes, interrupting my morning yoga. I take a deep exhale before answering, my voice cool and collected, ready to address whatever request the day brings.
"Good morning, this is Mistress Andrea speaking." On the line, I hear the familiar voice of Cassandra, my ever-efficient receptionist. "Nancy called, Ma'am. She has requested an appointment for the woodshed, the usual story with her, right, a good whuppin from "Daddy"...shall I confirm?"
With a satisfied smile, I nod, already envisioning the scene. "Yes, Cassie, please schedule her in for tomorrow afternoon. And remind her to bring the necessary outfit.
As I hang up the phone, I rise from my pose and walk over to the window, gazing down at the ominous woodshed in the back garden. The sunlight filters through the trees, casting dappled patterns across the mossy ground. Tomorrow, my beloved client, Nancy, will be marched out to the shed in shame, dressed in her demure, county-style attire. A simple gingham dress and socks with sandals, to truly tap into her age regression desires. As usual, I'll be playing the role of her farm-hardened "Daddy".
The next day, the appointment hour arrives. Dressed in her usual Sims outfit, Nancy strides sheepishly towards the steps of my home.
I hadn't changed into my role yet. I usually do a more therapeutic and professional consultation with her before we begin, to establish her needs and the reasons she is harbouring for wanting a trip to the strict and unforgiving woodshed.
It had been a few months since I'd seen Nancy, so after greeting her warmly, we had some tea together and I took a little extra time to make her feel at ease, despite her inevitable fate.
When it was time, I pointed to the corner of the room. Nancy's face was stricken with embarrassment and was about to lift her skirt and lower her panties but I stopped her. Nancy is on the wrong side of 40, she has a successful career and adult children. Although naked cornertime and bare-bottomed cornertime has its time and place, sometimes it can be equally humiliating for an adult woman, to stand and face the walls fully dressed, in her adult attire.
I loosely kept an eye on her for the next 25 minutes, while I changed and got into character. Rather than "marching her" out to the shed as I usually do, this time I kindly asked her to change, do her hair properly and meet "Daddy" outside.
This should be deliciously frightening for her, when she sees me waiting like this. And yes, I am wearing that belt for a reason!
Pretty soon, I hear the sound of her little patent dress-sandals, crushing the pebble walk-way. Nancy walks nervously toward the woodshed, her sundress fluttering in the soft breeze, a vision of innocence and submission.
I can't help but admire her determination to explore this side of herself. As she approaches, she lowers her eyes in respect, hands clasped tightly in front of her.
"I'm here for my punishment, Daddy." She sobs out, as tears pool into her eyes.
"Nancy," I greet her sternly, taking her trembling hands in mine. "Please remove your dress right here, and place it on the straw bale, then in you go."
Her palms instinctively clutched her bottom cheeks, clad in little cotton panties adorned with tiny pink flowers, the style a little girl would wear.
Stepping into the dimply lit woodshed, I took a moment to appreciate the ambiance. The air smelled faintly of damp earth and aged timber, lending an organic quality to the space. Cobwebs lace the corners of the ceiling, and shafts of golden light pierce the darkness through the gaps in the weathered planks. My heeled boots echo on the uneven floorboards as I lead Nancy inside.
As I close the door behind us, the soft thud resonates in the silence, amplifying Nancy's apprehension. She looks around at the various implements hanging on the walls - straps, paddles, canes and whips - each with its unique purpose and effect. My gaze sweeps over her petite frame, noting how her braided pigtails contrast sharply with the harsh reality of her impending punishment. Her hands are clenched tightly, knuckles white, as she tried to suppress her anxiety.
Her breath comes in short gasps as I guide her towards the sturdy oak pillory positioned in the centre of the shed. She hesitates for a fraction of a second, but then lowers her neck and wrists into the crescents, bending over and presenting her pristine bottom for correction.
I close and secure the top portion of the pillory, applying a brass padlock to the hinged clasp. I move behind her, eyeing her exposed bottom appreciatively. Her round cheeks are milky white and unblemished, save for the goosebumps that have risen in anticipation. I run a hand along the arched expanse of her back, feeling her muscles tense beneath my touch. "You know why you're here, don't you, young lady?" My warm breath and frim touch sends shivers down her spine.
Nodding and weeping, Nancy confirms her awareness of the awaiting punishment. I pat her gently, reassuringly. "Good girl. You know this is for your own good, honey."
Reaching for my heavy leather belt, I jingle the buckle free and slide it slowly through the loops of my jeans, the sound seemingly amplified in the quiet woodshed. I double it over, testing its weight in my hand before resting it against her vulnerable backside, allowing her to feel its presence.
With one final look at my target, I raise the belt high above my shoulder. Time seems to slow as it arcs through the air, landing with a resounding crack against the seat of her panties. Nancy's entire body jolts, a strangled cry escaping her lips - the symphony of discipline and surrender. I watch intently as the first welt rises, a stark line marring her perfect complexion, partially obstructed by the cotton veil of her panties which were offering modesty but little protection.
I instructed Nancy to count each stroke of the belt aloud, teaching her the value of humility and obedience. With every impact, her cries grow louder, her apologies more fervent.
Twenty lashes with her panties up and twenty lashes with her panties down. It was a thorough and exhaustive strapping for her. Her bottom is a sight to behold, a beautiful canvass of welts, red stripes and some bruising.
Like an artist adding the final touches, I used my hand to try and blend out her colour and spread the welting more evenly.
Once Nancy was released from the pillory, I took her outside the shed as-IS! I took her by the bicep as she used her free arm to wipe her tears and snot, before I led her silently down the pebble path and into the main house.
I lead her to the designated corner of my living room - nose pressed to the wall and hands on her head. Her reddened bottom points toward the centre of the room, a visual testament to her submission and vulnerability.
"One hour, young lady!" I declare sternly, listening to her whimper in response to my harsh sentence.
I sat down and played on my phone after setting her timer, keeping a close watch on this adult woman in my living room corner. She remained motionless, save for the occasional hitching of her chest when she resumed her sobbing. I can't help but feel a sense of satisfaction at her absolute submission, knowing that I am providing her with the escape that she needs.
Mistress Andrea
xoxo
Continued in: Tara Gregory: Anal Virginity
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