Brutal Tenderness

Continued from: Tiptoes and Tears

[M/ff] [diapers] [littles] [DDLG] [forced lesbian] [dildo gag] [dungeon] [bondage]

A Sarah Jane story

With my ass and thighs still throbbing from the brutal belt whipping, I barely had time to catch my breath before Daddy was hauling me to my feet, his grip tight on my upper arm. He dragged me over to where Mandy was bound and bent over, her pussy lips deliciously on full display. 

With a thick leather collar around my neck and Daddy controlling my leash, he pulled me closer to Mandy and forced me to lick her pussy and asshole, saturating her most intimate of areas with my saliva. 

With the taste of Mandy's pungent asshole still lingering on my tongue, I watched in mute horror as Daddy retrieved something from a nearby drawer. In his hand, he held a strange contraption. It was a dildo gag, with a smaller, penis-shaped end designed to fill my slutty mouth, while a larger, more realistic cock protruded obscenely from the other side. 

I shook my head frantically when the gag was thrust between my teeth, the rubbery shaft filling my mouth and pressing against the back of my throat. I gagged reflexively, my jaw aching as he buckled and padlocked the straps behind my head. 

Tears of humiliation streamed down my face as Daddy led me by my leash to a kneeling position behind Mandy, lining me up so that the protruding cock aligned perfectly with Mandy's exposed pussy.

At his command, I leaned forward, the silicone dick sliding easily into her wet depths. The situation was degrading in the extreme, my face buried in another woman's most intimate places. I could smell the musky scent of her arousal and could feel the heat of her body as my nose came to rest on her asshole. 

I began to move my head back and forth, the thick silicone cock sliding in and out of her pussy with each motion. The sensation was surreal. With each thrust, my nose dabbed the puckered ring of her butt hole, the contact sending shivers of revulsion and unwanted arousal through my body. 

Behind me, I could hear the whistle of the flogger cutting through the air, followed by the sharp sting as it connected with my upper back. The pain was exquisite, each lash from Daddy, urging me to fuck Mandy harder, to burry my nose deeper into her anus. 

"Faster, you little slut," he growled, punctuating his words with another stroke of the whip. 

"Make her cum all over your pretty face." 

I could feel the lens of the video camera trained on us, capturing every degrading moment for Daddy's amusement. The thought of him watching me like this, reduced to nothing more than a human fuck toy, sent a fresh wave of shame and arousal washing over me. 

As Mandy's orgasm subsided, her body shuddering with the last vestiges of pleasure, Daddy finally took pity on me and removed the gag from my whorish mouth. But my relief was short-lived as Daddy grabbed a handful of my hair, yanking my head back into Mandy's bum crack. 

"Get that lezzy tongue of yours inside her butt," he hissed. his voice dripping with cruel amusement, as he knows I am not even remotely lesbian. 

On shaking arms and knees, I crawled closer to Mandy's glistening asshole. I tentatively extended my tongue, tracing around the contours of her delicate pucker. At first I was gentle, almost hesitant, but Daddy's impatient slap to my ass spurred me to greater boldness. 

I stiffened my tongue, pushing past the initial resistance until I breached her tight ring of muscle. The sensation was overwhelming and the tightness of her bum hole enveloped my tongue as I went in deeper. 

Without warning, Daddy plunged his cock into my dripping pussy, filling me completely with a single, brutal thrust. 

Each powerful stroke drove my tongue deeper into Mandy's asshole, as I was relentlessly fucked from behind. I could feel the first stirrings of my own orgasm building low in my tummy. As my pussy clenched around Daddy's cock, Mandy's asshole gripped and squeezed my tongue. The depravity of this act had me right at the edge, as I felt Daddy empty his balls into my willing depths. 

The sensation of his hot cum filling my insides, coupled with the forced-bi, taboo thrill of having my tongue up Mandy's butt, sent me spiraling over the edge into my own shattering release. 

As I collapsed to the floor, my body spent and my spirit broken, the last echoes of my amazing orgasm faded away. I found myself cradled gently in Daddy's arms. His touch was tender now, a stark contrast to the brutal intensity of our earlier encounters. I leaned into him, seeking solace in his warmth as he stroked my hair with surprising gentleness. 

"Shh, it's alright babygirl," he cooed, his voice soft and soothing. "Daddy's got you now." The words sent a wave of goosebumps across my naked body. Behind us, Mandy nuzzled closer, her lips resting on my neck as she also sought comfort in the aftermath of our intense scene. 

Daddy's hand drifted lower, massaging his cum out of my swollen pussy and feeding it into my mouth with his two fingers, a possessive ritual that made me squirm with delight. 

"I think someone's ready for her special outfit," he said, his voice taking on a teasing tone that made my cheeks flush with embarrassment. 

"What do you say, princess? Are you ready for your knee socks and bows?" 

I bit my lip, torn between the urge to hide my face in his chest and the undeniable thrill that raced through me at the thought of being dressed like this in front of Mandy. 

Mandy lifted her head in confusion as she tried to make sense of the drastic shift in dynamic. "I don't understand," she said softly, her gaze flicking between Daddy and me. 

"Would you like to help me get her ready?" he asked, already leading us upstairs to the "pink room" in the house, a space adorned with colouring books and stuffed animals. Mandy nodded eagerly, her hand finding its way to grip mine in a caring embrace. 

Together, they began to dress me, slipping the adorable cuteness over my head and pulling on matching panties. Crisp white knee socks and shiny black Mary Janes completed the look, transforming me from a wanton sex slave into an adorable little girl. 

While they fussed over me, straightening my bows and brushing my hair, I felt a strange sense of peace settle over me. In this moment, I was free from the weight of adult responsibilities, free to simply exist in the love and care of my Daddy. And though part of me still struggled with the humiliation of my situation, I couldn't deny the profound arousal that filled me as I surrendered to Daddy's gentle touch.

As Daddy finished dressing me, I turned to Mandy with a shy smile, my heart fluttering nervously in my chest. "Do you want to try it too?" I asked softly, my voice barley above a whisper. 

Mandy hesitated for a moment as she considered the offer. I could see the conflict in her eyes, the war between her pride and her desire to experience this strange new age regression kink. 

Finally she nodded, a tentative smile tugging at the corners of her mouth. "Okay," she whispered, her cheeks flushing a delicate shade of pink. "I'll try it." 

Excitement bubbled up inside me as I took her hand, leading her to my princess armoire that held my collection of little girl clothes. I rifled through the hangers, searching for the perfect outfit for my little dolly. My fingers brushed against a soft yellow gingham dress, its skirt adorned with white lace trim. 

"This one!" I exclaimed, pulling it out triumphantly. "It'll look so pretty on you!" 

With my final touches of ribbons for her pigtails, Mandy giggled nervously as she caught sight of herself in the mirror, her eyes widening with a mixture of shock and wonder. 

"Oh my god," she whispered, her hands tracing the soft fabric of her dress. 

"I look...I look like a little girl." 

I nodded eagerly, bouncing on my toes with excitement. "You look adorable!" I gushed, clapping my hands together. "Now come on, let's go play." 

Hard to believe isn't it? Yesterday this woman was shopping for back-to-school shoes for her kids. 

Now look at her...it's such a wonderful escape! She's just too embarrassed to realize it yet.

Sarah Jane 💟

Continued in: Thumb Suckers

Tiptoes and Tears

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Oily Hufone Heit

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50 Lashes

Continued from: Dinner and a Dungeon

[M/ff] [whipping] [flogging] [forced lesbian] [sex slaves] [cells] [dungeon] [bondage] [torture] 

A Sarah Jane story

Again and again, the flogger fell, each strike carefully placed across my bare bum and back, pushing me further into that hazy space between pain and pleasure. I lost count after twenty, my mind reeling as the sensation was overwhelming me. By the fiftieth stroke, I was dancing on my toes, desperate to escape the relentless whipping, yet craving more. 

As Daddy released me from my chains, my legs buckled beneath me, my body still humming with the warm glow of the flogger. With surprising gentleness, he untied Mandy and I took her place in the corner of the room. I felt the rough fibers of rope as he bound wrists, forcing me into a position facing the wall, embarrassingly aware of my redness on full display. 

I couldn't help but envision the scene unfolding behind me. In my mind's eye, I saw him stringing her up in the same manner he had me, her elegant dress pooling at her feet as the shears sliced away her clothing. I envisioned him gently unbuckling the straps of her high heels, now being forced to stand on her toes for the duration of the whipping with the sudden removal of the four inch stilettos. 

Before long, the rhythmic sound of the flogger striking Mandy's bare flesh filled the room, each impact punctuated by a yelp from her lips. I pressed my forehead against the wall and counted in my mind, all fifty of the lashes she received. 

After the whipping had ended, I suddenly felt the weight of a chastity belt settle around my hips. The cool metal against my heated skin was a shock, a stark contrast to the warmth that still radiated from my freshly whipped bottom. Behind me, I heard Mandy's sharp intake of breath, followed by the clicking of padlocks. "What is this thing?" she asked, her voice sounding desperate. 

I was released by Daddy and turned to face her, taking in the sight of the stainless steel that was now encasing her pussy. The belt hugged her curves perfectly and was snug enough that I knew I wouldn't be able to get so much as a pinky finger in there. 

"But why?" Mandy pleaded out, her gaze scanning over my equally denied state. 

"Because," Daddy purred, stepping closer to her and running his fingers over the metal screening that housed her pussy, "it's bedtime..." 

As the heavy cell door clanged shut behind us, I took in our new surroundings with a mix of trepidation and excitement. The small space was dominated by the single bed, its thin mattress offering little comfort for the night ahead. Beside it, the stark white toilet stood out, a harsh reminder of our captivity. 

Mandy sat on the bed and pulled at her chastity belt out of sexual frustration, as the reality of our situation sank in. 

"You're wasting your time, Mandy, trust me," as I reached out my hand, offering what little comfort I could. "We'll get through this together," I whispered. 

We settled into the bed, our bodies spooning for warmth and assurance and I held her hand and kissed her neck. I was probably making things worse for her arousal level, as she began to grind her whipped ass into my midsection, trying to hump the stainless belt against her pussy. It was no use...

With gentle hands, I guided Mandy onto her tummy, her soft sighs filling the small cell as she settled onto the thin mattress. Leaning down, I began to plant little feather-light kisses on her back and bum, soothing the welted streaks of red. 

Her body relaxed under my touch, her breathing evening out as I worked away across her bare bum cheeks. As I felt her drift towards sleep, I shifted, pulling her into my arms. Our lips met in a soft, passionate kiss, a dance of tongues and shared breath. 

The chastity belts prevented us from exploring further, but there was a certain eroticism in the restraint, in the knowledge that our pleasure was entirely in Daddy's hands. As we finally broke apart, I pulled the blankets over our entwined forms, holding Mandy close as she slipped into slumber. Even as exhaustion tugged at my own consciousness, my mind was alive with possibilities of what tomorrow might bring, in the dark rooms. 

Sarah Jane 💟

Continued in: Oily Hufone Heit

Dinner and a Dungeon

Continued from: Soccer Mom

[M/ff] [whipping] [flogging] [forced lesbian] [sex slaves] [cells] [dungeon] [bondage] [torture] [romance]

A Sarah Jane story

As we settled into our seats at the elegant dinner table, I made sure to position myself extra close to Mandy, our knees nearly touching beneath the crisp white tablecloth. The soft glow of the candles cast a warm light across her face, highlighting her delicate features and the nervous excitement dancing in her eyes. 

Leaning in close, I whispered conspiratorially, "Can you believe we're really going to be in a sex dungeon later tonight?" Mandy giggled, a sound that was both innocent and incredibly arousing. "I never imagined I'd find myself in a situation like this," she admitted, her voice barely above a whisper.

I replied that I don't usually get to play like this or even wear "big-girl" clothes and I could see the look of confusion cross Mandy's face. 

As we enjoyed our fancy mean, her curiosity about my relationship with Russell became evident. Leaning in closer I began to explain the intricate dynamics that governed my daily life. "You see," I said, my voice low and intimate, "Russell is my "Daddy" Dom, 24/7. When we're in this mode, I address him as "Daddy" and submit to his every whim. 

Mandy's eyes widened with interest, and I could see the gears turning in her mind as she tried to process the new information. I continued, "As part of our dynamic, Daddy requires me to dress like a little girl - frilly dresses, pigtails, knee socks, the works. It's utterly humiliating for someone my age, but also strangely liberating."

A soft giggle escaped Mandy's lips, and I smiled, knowing she was picturing me in such a state. "And when I misbehave," I added, with a deliberate pout to my lip, "Daddy spanks me and I have to stand in the corner." 

Mandy's expression shifted from amusement to fascination as she absorbed the details of our unconventional lifestyle. 

"But," I said, my tone becoming more serious, "when we engage in heavier BDSM play, like in the dungeon where you and I are headed, the dynamic shifts. I call him 'Sir' and we explore darker, more intense scenes." 

I could tell she was eager to learn more. As a novice in the world of kink play, her innocence was both endearing and exciting. As Daddy was paying for the bill, a sudden shift in the atmosphere caught both Mandy and me off guard. His voice cut through our girlish chatter, deep and commanding, sending a jolt of electricity straight to my pussy. 

"When we get back to the Facility, I want both of you in the basement," he declared, his gaze locking onto ours with intensity. "Both of you will be receiving a thorough whipping. Consider it a warm up to this multi-day session." 

Mandy's sharp intake of breath mirrored my own, and I reached out to squeeze her hand, offering support and reassurance. The thought of being whipped alongside this beautiful, vulnerable woman filled me with such arousal I could have cummed right on the spot. I could already see the scene unfolding - two naked forms, side by side and strung up by the wrists. 

When we arrived back to Mistress Andrea's, Mandy and I obediently descended the stairs into the dimly lit basement, my heart was racing and I continued to hold Mandy's hand. The cool air brushed against my skin, raising goosebumps and making my nipples erect, as we approached two stools positioned outside of the main door to the dungeon. 

The silence between us was heavy with unspoken desires and fears, as we took a seat on the two stools. Minutes felt like hours as we waited, our minds racing with thoughts of what was to come, until Mandy broke the silence. 

Her question hung in the air, her voice trembling slightly as she asked, "Is Sir going to force us to have sex with each other?" I met her gaze, seeing a mixture of fear and curiosity in her eyes. With a gentle smile, I replied, "Yes, Mandy. That's exactly what's going to happen." 

"He's going to whip us and torture us until we agree to do very dirty and degrading things with each other." I watched Mandy's reaction closely, savouring the way her pupils dilated at my words. 

"And when we finally break, when we give in to his demands, that's when he's gonna make us...umm, do things with each other." I finally remarked, watching Mandy's squeeze her thighs together in an attempt to fight off the arousal from what I just said. 

Finally, the sound of footsteps echoed above, growing louder as Daddy made his way down to join us. When he emerged from the shadows, my heart was beating out of my chest. Still clad in his impeccable suit, he carried and armful of bondage ropes and and a pair of gleaming tailor's shears. As Daddy approached, I could practically feel the energy crackling between the three of us, a potent mix of dominance, submission, and the promise of exquisite tortures.

As Daddy led us into one of the "dark rooms", the click of our heels echoed through the chamber. Mandy's breathing quickened as she took in the array of implements hanging from the walls - whips, crops, floggers and devices intended to keep us quiet and vulnerable.

With a firm hand, Daddy plopped Mandy on her butt, on the dirty floor, securing her wrists above her head. He then pulled me toward the center of the room, where a set of chains and shackles dangled from the ceiling.

With practiced ease, he secured my wrists in the leather cuffs, hoisting me up until I was balanced precariously on my tiptoes. The position left me vulnerable, exposed, and utterly at his mercy. 

I watched, my heart pounding, as Daddy retrieved the tailor's shears. The blades glinted menacingly in the dim light as he approached me. With agonizing slowness, he began to cut away my dress and panties, the shears slicing through the expensive fabric as if it were nothing. 

Now bare naked but still in my heels, Daddy stepped back to survey his handiwork, I could feel the humiliating weight of Mandy's gaze upon me, her eyes wide with a mixture of horror and fascination. With deliberate slowness, Daddy moved to the wall rack, his fingers trailing over the various whips that hung there. 

After a moment's consideration, he selected a particularly wicked-looking flogger, the leather tendrils promising both sting and thud. Positioning himself behind me, he trailed the tails over my exposed skin, a teasing caress that made my nipples harden instantly. 

And then, without warning, the first lash landed, searing a line of fire across my bare ass. Only 49 more to go!

Sarah Jane 💟

Continued in: 50 Lashes