Country Roads, Take me Home

Continued from: Tara Gregory: Revelations

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

Tara Gregory: Daddy's Girl

Continued from: Early Days

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

The following day, I woke up feeling anxious and confused. Seeing my mother get a spanking like a naughty child had shaken me to my core, and I couldn't stop thinking about it. As I made my way downstairs for breakfast, I found myself dreading the thought of interacting with my stepdad after what I had witnessed. Just the awkwardness about it was enough to make my skin crawl. 

When I entered the kitchen, Richard was already there, cooking up a storm on the stove. He greeted me warmly, as if nothing out of the ordinary had happened the previous day. 

"Good morning, sweetheart," he said with a smile, before turning to give me a hug. "Did you sleep well?"

"Yes, thank you," I replied, returning his embrace and inhaling the comforting scent of his aftershave.

I took a seat at the table after pouring some coffee. We sat in companionable silence for a few moments, both lost in our own thoughts. Eventually, Richard spoke. 

"Tara, I want to talk to you about last night," he said, fixing me with a steady gaze. "I realize what you saw may have been disturbing for you, but I assure you that everything between your mother and I couldn't be better."

I nodded, feeling a warm blush creeping up my neck as I remembered furiously masturbating in my bed last night, fantasizing about the spanking I had witnessed. I had several back-arching orgasms, imagining it was me who was getting spanked. Did I really want this? Why did I feel so strangely aroused by the commanding presence of my Stepdad?

I hesitated for a moment before speaking up, terrified if I really wanted to bring up what I was about to bring up.

"Daddy..." I began tentatively, "can I ask you something?" 

I used the term "Daddy" for the first time as he instructed me to do. It felt strange on my tongue, but oddly comforting. 

"Of course, sweetheart. What's on your mind?"

I took a deep breath, steeling myself for the words that were about to come out of my mouth. "Last night, when you were spanking my Mom...it made me think about my own behaviour in college. How out of control I was, and how much trouble I got myself into."

Daddy's eyebrows raised slightly in surprise, but he remained silent, waiting for me to continue. 

"I just...I wish someone had been there to punish me back then," I admitted, my voice wavering slightly. "Someone who could have helped me learn from my mistakes and become a better person."

A flicker of understanding passed across Daddy's face, and he gave me a sympathetic smile. "I can see why that would be difficult for you, Tara. College is time of exploration and self-discovery, but it can also lead to poor choices, guilt and regrets." 

I nodded, feeling a weight begin to lift off my shoulders. Then...with my stomach in knots, I went for it.

"Do you think...could you maybe help me with that now, Daddy?" I asked, my heart pounding in my chest as I waited for his response. 

"Help me learn from my past mistakes and become a better person?" 

Daddy's expression softened, he got up and walked over to me, putting his hands on my shoulders and looking me straight in the eye. 

"Of course, Tara," he said firmly. "On a hook on the back of my bedroom door you'll find my heavy leather belt, go retrieve it and meet me in the family room."

Relief flooded through me at his words, along with a sickening fear in my stomach and a pulsing in my clit. The range of sensations and emotions I was experiencing was so confusing to me. I nuzzled my body back into his warm embrace. I began to cry and sniffled out a, "yes, Daddy," while he held me in his strong arms. 

As I made my way down the hallway to Daddy's bedroom, my hands were trembling with anticipation. I couldn't believe I was about to receive my first spanking as an adult - and from my own Stepfather no less! 

Just as I was about to reach for the doorknob, I heard footsteps approaching from behind. Turning around, I saw Mom walking toward me with a concerned look on her face.

"Sweetie, are you okay?" she asked softly, reaching out to place a comforting hand on my cheek. "You've been crying..."

I took a deep breath and mustered up the courage to speak. "I'm fine, Mom. Daddy just asked me to go get his belt."

A hint of understanding flashed across her features, and she gave me a small smile. "Ah, I see. He's been wanting to 'speak' with you about your time away at college"

"I know Mommy. I...I need this." I squeaked out. 

"Be strong, Tara. Remember that Daddy only wants what's best for you, okay?" 

Nodding in agreement, I burst back into tears, as feelings of being a disappointment washed over me. I opened the door and stepped inside Daddy's room. I could feel my pulse racing as I exposed the back of the door, where he told me his heavy belt would be hung. 

Reaching up with my little hands, I took down the belt and held it tightly in my grasp. It felt cool and smooth against my skin, and I couldn't help but shiver at he thought of what was to come. 

With one final glance around the room, I made my way back out into the hallway and headed towards the family room where Daddy was waiting. My heart was pounding so hard that I could feel it thumping in my ears. 

Soon enough, I found myself standing before Daddy, my hands shaking as I held out the belt to him. He took it from me and set it down on the couch. Daddy's voice broke through my thoughts, startling me out of my reverie. "Tara, I need you to take off your pajamas." 

I swallowed hard, my throat suddenly dry as I realized what was about to happen. Slowly, hesitantly, I lifted my hands to the buttons of my top, fumbling slightly as my fingers trembled with nerves. Next I slipped my bottoms off, letting them fall to the floor, leaving me clad only in my panties and bra. 

Seeing me standing there half-naked, Daddy's gaze softened. My hands instinctively went to my head, as I saw my mother do last night before she was spanked. 

My mind was racing with a million different thoughts and emotions, but one thing was certain - I needed this, no matter how painful and humiliating it would prove to be. 

Daddy's voice broke through my inner turmoil, his words gentle yet firm. "Tara, your bra and panties too, sweetheart. I want them off." 

I hesitated for a moment, my cheeks flushing with embarrassment as tears streamed down my face. I unclasped my bra and let it fall, my nipples hardening instantly. Nodding my continued assent, I slowly slid my panties down my legs and stepped out of them, leaving me completely naked before my Stepfather. 

His eyes roamed over my body appreciatively, taking in every curve and dimple. Then, with a pat to his lap, he invited me to get over his knee. The contact of my bare skin against his strict lap was electrifying, yet I was too mortified to become aroused in the moment.

Daddy placed his meaty palm on the small of my back, to pin me in place as he raised his other hand high above my upturned bottom. 

"We're going to have a little chat about your time away at college, young lady," he spoke. "Just remember to breathe through it and try to stay still..." 

Tara Gregory 🍑

Continued in: Daddy's New Rules

   

 

Minute Man

Continued from: Like Crazy

A Sarah Jane story

My heart was so full! I was still riding the feels of such a passionate moment that Daddy and I just shared together. I was all his now, and he loved me! 

I don't think I killed the buzz when I asked him to re-shackle me to the bed and take me. If anything, I think I added to and complimented the whole situation. We dipped a toe into the vanilla world of love and intimacy, now it was time to get back to heavenly hash. 

I didn't waste any time...   

"Can you put the gag back in my mouth too, Daddy?" 

As soon as his clothes were off he was ragingly erect and more than ready to fuck me, in my vulnerable state. If his cock had brushed across my stockings I think he would have cum on the spot.

I wasn't suppose to know about this month-long, Locktober thing...but I did! I don't think Daddy believed that I knew about his little secret and knew that his dick was locked into a cage all month. 

Had I not known, I certainly would be suspicious now, after what just went down. He entered me and after what felt like thirty seconds and some rough thrusting, Daddy exploded into my cunt with a huge load of jizz.  

*giggle...oopsie! 

I guess you could say he was pent-up? But I wasn't suppose to know why.

He winked at me, indicating that some sort of new scene was about to begin, then he started his roleplay and began to get angry with me. 

"This was YOUR fault! I never cum that quickly." He said. 

"It's your fault for being too sexy and slutty!" He continued with a small smirk on his face. 

I played along and mewled out a, "I'm sorry Daddy!" 

He removed me from my binds and my gag and told me to present myself for punishment. Having heard him rustling and stripping his belt out of his pants that were on the floor, I quickly bolstered my hips and got into a strapping position, with my ass raised for Daddy. 

Daddy then began to spank me with his belt. They were hard, solid blows, all over my bare bum. The whole time he was whipping me, he would say things like, "I wouldn't have cum so fast if you weren't such a slut." CRACK!

"Say sorry!" CRACK!

"Apologize to Daddy for being a slut!" CRACK!

I fuckin' loved this! And boy did I ever get a good whuppin'.

The whole time I was being strapped, Daddy had masturbated himself erect once again. A full rebound and in record time too! I did what any good belt-whipped wife or girlfriend should do in this situation. I got down on my knees and "thanked him" for my spanking. 

Mmmmm. I could still taste my "slutty cunt" on Daddy's cock.

He was definitely ready to fuck me again. This time, having recently cum, I knew I'd get some longevity out of him. Did I ever! My cunt is still sore as I sit here typing this. 

Toward the end, Daddy told me to lay beside him and jerk him off onto his stomach. He loves the feel of my satin opera gloves on his dick. 

I made sure to milk-out the rest of Locktober's build-up, all over Daddy's tummy, which I diligently lapped-up and swallowed. We were both so emotionally exhausted and now physically exhausted, that we passed out together in Mistress Andrea's bed!

I half-expected her to crawl in beside us at some point during the night but she never did. 

We found her in the kitchen the next morning, chipper as ever and bit disheveled, sporting some sex hair. She told us she went to her friend Vanessa's house last night. Then I caught her blushing a bit too deeply. I guess it was a good night. 

Mistress invited us to breakfast, where I finally had a chance to thank her. To thank her for ALL of this. To thank her for setting me on a course that ultimately landed me in the arms of Daddy! I was so grateful to her and oh so happy. 

Daddy and I had decided last night, that I would be moving in with him, full-time, as his 24/7, live-in submissive. It was a bit humiliating, to sit there over breakfast and listen to Daddy and Mistress talk about what's best for me and what I need. What equipment Daddy has for my discipline and domination and what Mistress can lend him or offer him. 

They both know me well enough at this point that they were not wrong, they DO know what I need. 

In any event, Mistress very graciously offered Daddy the use of her Facility, whenever he wanted. Like having me come back to her stables as a pony slave or be spanked in the classroom in front of a group of other "students". She had the specialty rooms and equipment to accommodate this.

Then she teased me even further by suggesting my "lezzie tongue" will need some pussy from time to time. My face went beet-red. She wasn't wrong anymore. I've orgasmed so many times with my face buried in Bella's snatch, I think I associate my own pleasure with licking pussy now.   

We both thanked Mistress, before Daddy boasted that he had some specialty rooms of his own. Apparently he has a specific hallway on his second floor, lined with several rooms that have been custom-made for my discipline and punishments.

I will soon come to learn what are in these rooms and what discipline and punishment means, while under Daddy's roof. What I do know, spoiler alert, is that I am expected to sit on the stool in this hallway, facing a mirror and apart from my collar, I am to be bare naked as I wait.

Daddy will be in one of these rooms. Each room relates to a specific form of punishment. I just have to sit in nervous anticipation, never knowing which door will open...

***********

Mistress would like Daddy and I to continue to blog on her site about my journey as a live-in submissive. I am apparently getting a very interactive tour of his place, once I settle in. I'll provide a tour to the readers as well, once I can sit comfortably again. 

slave sarah

xoxo

 

Jail Bird

Continued from: Busted!

Once the officers escorted Russell into my kitchen, still in handcuffs and pant-less, I surveyed the state of his bare ass. They told me all about the traffic stop, the reckless speeding and how Russell elected "administrative discipline" as an alternative to jail. 

They also told me that immediately before his spanking and humiliation, he was...ummm...recklessly aroused. 

"Oh he WAS, was he?" I angrily glared in Russell's direction. 

"He's going to be put in jail, Officers, I assure you! And I'm sorry he drove dangerously." I said to the two policewomen. 

"Jail, Ma'am?" Officer Summers asked curiously. 

"Yes Officer, my jail has metal bars too...and I assure you it is quite inescapable." 

I held out my hand to reveal the gleaming stainless bars of a chastity cage. 

"Can you restrain him for me please, Officers? This should help with that nasty erection issue you told me about.”

The girls held both of his arms securely, as I pulled Russell's balls through the base-ring and slid the tubular metal over his flaccid cock.  

"Look!" Officer Cassidy said cheerfully, "it’s a jail bird!” 

"Corner! Young man!" I barked at him.

"Oh...?!" Officer Summers replied, sounding curiously shocked. 

I started the coffee maker and invited the two of them to remove their hats and sit. 

"Yes, Officer Summers, we practice certain forms of discipline in this home, that appear to be in alignment with the roadside justice you two administered." I explained to them. 

"Cornertime and spankings are lengthy and frequent under this roof, Officers." I continued. 

"About the roadside justice, Ma'am. We thoug..." Cassidy tried to justify their actions but I interrupted her before she had a chance to continue. 

"Is spanking and belt-whipping speeders a common practice in policing, Officers? I’m sure it would likely help, all of society, but it sounds super off-the-books.”

"Ummm, no Ma'am...but he agreed and we were just having fun." Summers sheepishly said. 

"Fun? I think it's called abuse of process actually, discreditable conduct and breach of trust." I hissed at the two brazen officers. 

They were both looking fairly scolded and ashamed at this point, with Russell listening to all of this play out, from his own position of shame and humiliation in the corner. I decided to go for it. 

"You! Blondie...sit right there." I pointed to the loveseat and directed Summer to sit. 

"Officer Cassidy, get across my lap young lady." I ordered, as I dragged her by the wrist toward the couch and tipped her over my knee. 

Her position forced her little poly-cotton, police pants to pull tightly across her juicy butt. It looked like a beautiful target, despite that fact that her belt-worn kit was digging into my thigh. Officer Summers watched from the other sofa, as I spanked her cute partner over my knee. 

"Officer Summers, you're next. Get over here." I snipped to my cosplaying wife. 

Summer's arse looked equally as gorgeous in the police pants. Way too much protection from a spanking but what a visually appealing target! Yum!

I let Russell listen from his corner, as the dull smacks and little whimpers continued. Eventually I had him turn and face us. 

"These two apparently like having a little 'fun', young man. Would you show them to our bedroom and help them out of their uniforms for me?" I purred to all three of them. The girls smiled, while Russell had a look of desperate arousal on his face. 

When I joined the three of them in the bedroom, I was met with this scene: 

"I see you put your handcuffs to good use, Officers?" 

My two little cops giggled and slid closer to one another on the couch. 

"How long have you two been with the Force?" I asked them. 

"Only three years, Ma'am." Officer Summers responded. Officer Cassidy nodded in concurrence. 

"Still rookies then? Rookies who would be fired if anyone found out about your roadside justice I would imagine?" I asked.

They didn't respond. This was all for Russell's torment anyway, as he listened helplessly from the bed, his cock twitching within the metal bars of his cell. 

"It must get lonely out there at night, just the two of you, for 12-hours in a cruiser.? Do you two ever...you know?" I probed into their partnership at work and whether or not they've ever explored.

Cassandra picked-up on what I was doing right away and answered in character. 

"Ohhh, no. No Ma'am. We both have boyfriends." Officer Cassidy replied. 

"I see." I responded, raising an eyebrow in the process. 

"Well, if you don't want me going to the media about your discreditable conduct, kiss her. Kiss your partner on the lips for me." I threatened. 

I heard Russell groan in desperation from the bed. The girls smiled and scooched closer to one another. They knew what I was up to now, torturing Russell with a little forced-lezzie masquerade. 

"See girls. It's not so bad is it?" I purred to them. 

I had Officer Cassidy stand and remove her panties, which I turned inside out to expose the damp, inner gusset. It seems she gave herself a good saturating during her light spanking. 

I walked over to Russell and mashed the panties into his mouth to gag him, gusset first, before returning to the girls. 

"Alright Blondie, you get back there and you lick her butt!" 

When Russell heard me give this order, he groaned into the delicate lace of Cassie's panties. His groans were now competing with Officer Cassidy's groans, as her diligent partner was really going to town with her tongue.

After watching the two PW's (police-women) explore each other's bums, I decided to join the action. Russell was able to watch and listen to both of them take turns going down on me. 

"Fuck my wife will you? How's that locked up cock of yours, silly man?" I thought to myself, as I trembled and came onto Summer's pouty lips. 

This was the REAL punishment for Russell, for banging my wife. This was my sweet, vindictive revenge!

After several rounds of crippling orgasms for all of us, the girls logged-off with dispatch for the night and skipped off to shower together. 

I crawled onto the bed like a Lynx, twirling Russell's sensitive nipples and rubbing my soaked pussy against his cock-cage. 

"Remember when you used to fuck me like this?" I said, while launching his legs onto my shoulders. "Remember how you use to tie me to the bed the same way? You were a great teacher, Russ, but look at you now!?”

"Do you remember how you used to gag me and put plugs in my ass, then let me ride your tongue?" I continued to tease. Russell just smiled and whimpered, his cock was trying to burst from the metal cage. 

"I'll unlock you right now and you can take me. You can take me like you used to, Sir. Gagged, bound, whipped and fucked. I'm all yours, Master..." I purred to him. 

I leaned in and put my hand over his mouth so he couldn't respond right away. 

"Provided," I hissed into his ear, "you celebrate Locktober this year."

Hehe! Aren't I a little she-devil or what? 

Poor Russ! 

What an awful, wonderful decision to have to make!

Mistress Andrea

xoxo

Continued in: Old Flame