Tara Gregory: Revelations

Continued from: Tara Gregory: Wine Cellar

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

Over the past few weeks, I'd been practically begging for Daddy's attention whenever were alone together. It was as if the floodgates had opened, and I couldn't get enough of the exquisite pain and pleasure that only he could provide. My days were filled with dreams of the cellar, my nights with feverish fantasies of being bound and whipped at his mercy. 

I remember one evening in particular, when I decided to put on quite the show for Daddy. Donning a pale blue dress that barely covered my ass and left my tits dripping out from the top, I descended the grand staircase and pranced into the living room where he sat, engrossed in a book.

 

 

Twirling around around seductively, I made sure to flash him my little white panties and matching bra. With a wicked grin, I sauntered over to the bar cart and poured us both a glass of his favourite scotch. Placing one on the table next to him, I crawled onto his lap, careful not to spill a drop of mine. My breasts pushed against the thin fabric of my dress, straining against the constraints of my undergarments. 

I leaned in close, my hot breath tickling his ear as I whispered, "I've been a bad girl today, Daddy. I think I need another lesson downstairs." 

I could feel Daddy's cock twitch beneath me, straining against his tailored trousers. He closed his book slowly, setting it aside, and took the proffered glass from my hand. He sipped his drink thoughtfully before setting it down as well. "Is that so, princess?" His deep voice sent a wave of butterflies into my stomach. "And what exactly did you do to earn yourself another session in the cellar?"

I pouted prettily, batting my eyelashes at him. "Well, Daddy," I began, my own voice dripping with false innocence, "I may have lied to Mommy about going out with friends." I nibbled my bottom lip, watching the fire in his eyes ignite. "And...I might have spent the entire day masturbating instead, thinking about you and our last visit to the cellar."

Daddy's expression darkened, but I could see the lust swimming in his gaze. He set his glass down with a decisive thud, his grip tightening on my waist. Standing abruptly, he lifted me off his lap as if I weighed nothing and began to lead me by the hand towards the hidden entrance to the cellar.  

"Naughty girls like you," he growled, his fingers digging into my hips, "need to learn the difference between playing with themselves and asking Daddy for permission to play with themselves." He led me down the cold stone steps, my heart pounding in my chest like a wild animal's. The heavy wooden door creaked open, revealing the dimly lit chamber filled with tools designed to bring me to my knees. 

Once inside, Daddy instructed me to strip fully naked and put my high heels back on, which I did without protest. The cool air hit my flushed skin, sending goosebumps racing across my body. My nipples stood at attention, aching for his touch as I stepped out of the discarded fabrics, pooling at my feet. 

I was then ordered to lay atop the spanking bench, my wrists and ankles tightly secured to the leather surface. Daddy walked around me, inspecting me like his prized possession. He ran his hands over my bare ass cheeks, spreading them wide to expose my already wet pussy. "Hmm, someone seems excited for their punishment," he mused, a wicked glint in his eye. 

Then, the first blow landed, I yelped, my body jerking forward as I realized it was the heavy wooden paddle connecting with my flesh. The sting was immediate and intense, radiating outward until it consumed me whole. But amid the pain and my fear of the wooden paddle, there was something else - a delicious heat that spread through my core, making me wetter than I could shamefully imagine. Each subsequent strike drove me further into ecstasy and submission, my moans and cries filling the air around us.

I couldn't believe it when Daddy put the paddle away, undid me and handed my bra and panties to put back on. He stroked my tear-stained cheeks gently. "Now, now, little one," he murmured soothingly. "That's enough for today." My eyes snapped open, confusion and disappointment warring for dominance on my face. "But...but you said we could fuck today, Daddy. You promised!" I protested, pouting like a petulant child. 

I crossed my arms, my eyes pleading and filed with tears as I tried to convey my unspoken desperation. My entire being felt alight with need, my clit throbbing insistently as I squirmed in his grasp. "Please, Daddy," I whined, stamping my foot in frustration. "Don't tease me like this."

But Daddy simply chuckled and shook his head, leading me to the corner of the room where a tall metal cage stood. "No, princess," he corrected firmly, his tone brooking no argument. "First, you must learn patience. And perhaps some self-control." He guided me inside, binding my wrists to my ankles to ensure I could not reach or access my wet petals. 

With a wicked gleam in his eye, Daddy reached for a gag and fastened it in place, before closing the cage door and applying a padlock. I let out a muffled groan of frustration. 

My freshly paddled bottom smarted against the hard surface of the cage floor, sending sparks of pain shooting through me. He gave my chin a gentle caress before stepping back, admiring the sight. "Behave yourself little, little girl," he commanded before turning on his heels and striding out of the room, leaving me alone with my raging desires. Puzzling, as I watched him leave, was that he took the heavy wooden paddle with him. 

As the minutes dragged by, I shifted restlessly in my confinement, trying to find some semblance of comfort as my body continued to beg for release. The cage was just large enough for me to curl up into a tight ball, my legs drawn up to my stomach. Each movement sent new waves of agony coursing through my tenderized flesh, reminding me of the punishment I'd just received. 

The time passed excruciatingly slow, every second an eternity as I struggled against the bonds and the torrent of emotions cascading through me. Tears welled up in my eyes, but they weren't just from the discomfort - they were born of pure, unbridled lust and need. 

At long last, the sound of footsteps echoed down the hallway, growing louder as they approached the cellar. The door swung open, revealing Daddy in all his dominance. I looked up at him through a haze of desire, my vision slightly blurry from the tears that still clung to my lashes.

Without a word, Daddy approached the cage and produced a key. He unlocked the door and helped me to my feet, my limbs trembling with anticipation and fatigue. He guided me over to strange contraption in the center of the room - a padded table with restraints attached to each corner. Gently, he laid me upon it, pulling my legs up and apart so that my ankles were buckled into stirrups.

With a satisfied smirk, he picked up an decent-sized butt plug adorned with a tiny gemstone at its base. I felt myself tense as he circled my puckered hole with lubricant, my mind racing with fear and excitement. Apart from Daddy's tongue, I'd never had anything inserted up my butt before, but the way he looked at me made me want to please him more than anything. 

Slowly, oh so slowly, he pressed the tip of the plug against me. I squealed as it breached my defenses, the foreign sensation both terrifying and exhilarating. He didn't rush, taking his time to ease it inch by inch inside me until it was fully seated. The feeling of fullness was almost too much to bear, my pussy clenching rhythmically around nothingness as it screamed for attention.

As the plug remained buried deep within my asshole, I could feel my body adjust to the intrusion. The initial discomfort faded to a low hum of pleasure, my walls stretching to accommodate the new invader. It was strange, but also somehow freeing. Daddy leaned over me, his voice a husky whisper in my ear. "You are to keep that plug in for the remainder of the day, understand?" Daddy's stern voice cut through my haze of lust. 

He then released me from the bondage contraption, leaving the plug securely lodged inside me. With a wobbly nod, I complied, carefully easing my panties back up over my paddled bottom. The fabric brushed against the glimmering jewel, sending a jolt straight to my clit. I winced, but the discomfort quickly morphed into a newfound sense of arousal. I knew I would be walking around with this constant reminder of my submission to Daddy for hours to come. 

Once upstairs, I found Mom in the kitchen. I couldn't help but notice Mommy moving with an extra careful grace, her steps calculated and controlled. I watched from afar, as she surreptitiously reached back to subtly adjust whatever was hidden beneath her elegant dress. 

She was moving and behaving like I was! My heart skipped a beat. Could it be possible that she, too, had been paddled and plugged. Our eyes met briefly, and in that moment, I saw the same fire burning deep within hers that I felt in my own soul. 

Certain that we were alone in the kitchen, I couldn't contain my curiosity any longer. "Mommy..." I called out tentatively, unsure if she would appreciate my question. "May I...may I see yours?"

She turned towards me, her eyes wide with surprise before understanding dawned across her features. A soft blush coloured her cheeks as she lowered her gaze to the floor, a look of shame and humiliation sweeping over her. "Of course, sweetie," she replied demurely, turning around to bend over the counter and lift her dress at the back. Under the thin veil of her control-top pantyhose, there it was, a jeweled anal plug, nestled snugly between two perfectly round globes of crimson, paddle-kissed flesh. 

"Why did Daddy punish you?" I asked, unable to keep the awe out of my voice. She looked up at me, a mix of pain and longing evident in her expression before she spoke. 

"I politely asked your step-father to stop fucking you..." Her tone was cold and blunt. 

My hands flew to my mouth, shocked at her words. "No, Mommy!" I protested vehemently, my voice crackling with deceit. "That isn't true! We haven't been!" I shook my head, trying to convey my innocence through my pleading eyes. 

I knew it was a futile effort - the evidence was written plainly on my face and my reaction. Tears spilled down my cheeks as I struggled to maintain eye contact with Mommy. 

Swallowing hard, I managed to choke out a question. "Did Daddy...did he agree to stop...fucking me?"

Mommy's eyes narrowed, and for a moment, I thought she might be genuinely angry with me. Instead, she stepped closer to me, her warm breath soothing in my ear as she leaned in to whisper, "I suppose that's something we'll all find out together, won't we, sweetheart?" She pulled me into a tight embrace, I felt her fingers searching over the seat of my panties for my butt plug, and she gave it a little press, causing me to jump with surprise. 

"For now," she murmured, "let's just focus on what Daddy expects of us and obeying him, you know where we have to be for the next hour, Tara...lets get these clothes off, shall we?

Tara Gregory 💋

Continued in: Country Roads, Take me Home

To follow the Tara Gregory storyline to the next tale, it can be found here: Tara Gregory: Anal Virginity

The Huntress

Continued from: Threesome with Bella

It's been almost two years since I posted a story titled, Bella's Daughter, Cassandra. This story recounted the the first time I laid eyes on this raven-haired beauty, who bears a striking resemblance to Dua Lipa (my newest butterfly-causing, girl crush...Dua! Omg...can't even)!   

Cassie was only 19 years old in that period of time. She was bitchy, slightly emo, with a great big chip on her shoulder. She's still all of those things, but over the years we have channeled her inner-rage into something much more productive.  

Cassandra's creativity and cruelty when it comes to physically and mentally torturing men, surpasses even my skill level. Of course this is at their request. Clients have even begun asking for her now, rather than me. They call her "Mistress Cassie". She is truly remarkable to watch. She has become a Pro Dominatrix. 

Do you remember the fetish and spanking model, Miss Cassie? Often times referred to as Cassie Canes or The Huntress? She was an idol of mine when I was a younger girl, diddling myself to videos of her spanking men and sissies over her strict lap. And oh boy, she had a strict lap. Her canings were just savage! Her strappings were epic. 

The Huntress actually reminds me a lot of "my" Cassie. Oozing confidence and rarely breaking character or cracking a smile.

She had some great content back in the day. What a Goddess! 

Now it would seem that I have a Huntress of my own. I don't know where her clients are coming from, they're not clients of mine. Tinder maybe? Swipe up if you're male and want to become her bitch for the night? 

I guess there's never any shortage of ridiculous males out there, who find themselves in her talons and under her stiletto. All of their toxic machismo gets stripped away by her enchantment, eventually finding themselves in a bra and panties, sniveling and begging for mercy.

I asked Cassie if she would do the honours and blog about her "house-sitting", while Summer and I were in Paris. Unfortunately Cassandra is of a generation who communicate in emojis and TikTok dances, rather than written-word. It seems I'll have to regurgitate her exploits, on her behalf. 

I'm not sure what the name of her captive is, I suppose it doesn't matter. We can just call him, Sissy or Sissy Bitch. His tiny penis is locked in a tiny chastity cage, he's in a matching bra and panty set, I'd say that makes him her bitch. 

He's wearing a blindfold but doesn't know that there is lettering on the front of it. 

Toward the end of the session, Cassie made him pose in his bra and his panties, wearing the gag and the blindfold. She took pictures with his phone and set the above image as his lock-screen. Lol, what a weapon she is! 

Then, I think she spent the next few nights messaging him about how badly she wants to fuck him, but doesn't mention anything about unlocking his penis.

Accepting defeat, denial, frustration, and hoping to get a chance to fuck Mistress Cassie, the silly sissy will return for a session with her. It is then he will realize that wearing a pink blindfold that says "fuck me", will usually get you fucked at my Facility...haha. 

Oh is he ever fucked, indeed! 

Cassie won't do make-up or wigs like I do with my sissy bitches. I do full transformations. She on the other hand, wants him to still present as male. A male who happens to be in a sundress with knee socks and high heeled-sandals. She wants him to feel humiliated and ridiculous.

She'll pose her sissy bitch and photograph him...threatening to post the images if he doesn't suck dick. 

(Blackmail fantasy requested by the client. Yes it's a thing...) 

She'll remove his gag and hover her finger over the imaginary upload to social media button, until he finally begs for her cock. He's concerned about the image of him in a dress being out there for the world to see. 

Sure enough the veiny, realistic dick ends up in his heterosexual mouth. She makes him moan like a whore and pretend he's enjoying the blowjob, from the opposite side of things.

Nice head-bob, Sissy Bitch. 

 

Over to the bench for a good paddling and whipping now, where Cassie will critique his poor cock-sucking skills and punish him for it. 

Then into a cage to reflect on his punishment, reflect on the fact that he is in a dress and heels and to anticipate what he knows is coming next. Cassandra towers over him, stroking her girl-cock while his remains locked in a tiny chastity cage.

Cassie can safely leave him to reflect, with no hope of unlawful masturbation or escape from the room. Before she does however, she tells him he's going to be fucked in the ass when she returns, just like a bitch. Then she'll leave him for 45 to an hour, to hang on those final words. 

I told you she was a weapon, didn't I?

Turning men into her bitches since 2022! Haha

I'm proud of you Cassie. You have definitely earned the title of "Mistress". You're a Dominatrix now. 

I don't think your mother would approve. Lets just not tell her, what do you think? 

Mistress Andrea

xoxo

Continued in: Home Sweet Home

   

 

   

  

  

All Three Holes

Continued from: Quid Pro Quo

A Sarah Jane story

As I mentioned in the last post, I told all of you that I would just fast-forward to the party that Daddy let me attend. He didn't join me *pout*. He likes watching me with other women, but I suspect he's not too keen on seeing me taking down multiple cocks. In his absence, Mistress Andrea was to be my guide and controller for this particular evening. She looked stunning as usual, it was actually nice to see her again. Bella was there too, but this time it would be her as the more passive observer while I get to indulge. 

Mistress introduced me to a few of the men. My instructions were simple and a ritual I was very used to: Kneel directly in front of the men with my head down and palms on my thighs, then politely ask for permission to suck their dicks. If they say yes, find and expose the bare penis, kiss the tip and say, "thank you Sir," then directly into my mouth with it. 

If they cum on my face or into my mouth, again, a "thank you, Sir," after I have swallowed, and I kiss the tip of the penis. Easy peasy. Daddy has the same rules for me, when it comes to my oral worship of him. 

It mustn't have been more than an hour into the party and I had already sucked three cocks, ending with one facial and two full swallows. I felt like such a dirty whore and I was loving it. Mistress even made me wear the strange man's cum on my face as the evening continued. 

This was around the time that "SHE" came in. This tanned and stunning woman with dyed, blazing-red hair and the most adorable bangs. She was in heels and a collar only...nothing more. She just quietly sat at the feet of the man she was with. 

I had moved on to cock number four which was now in my mouth, only this time, I was shockingly aware that the red-head was watching me. The old me would have been super embarrassed and self-conscious but there was something about the setting, my attire and my sexpertise that actually had me showing off for her, for this random, naked female. I would look her way and arch my back just a little deeper, moan a little louder and allow my tits to flop about with the motion of being railed. 

I ended up being spit-roasted by two of the men, before this symphony of an evening reached the ultimate crescendo. I actually couldn't believe it was happening to me. All three of my holes were stuffed with hard dicks. I was so full and so turned on! "Red" continued to watch, occasionally smiling in my direction, as the man she arrived with fucked my asshole. 

Drool, slobber and cum were everywhere. This was such a hot mess but I was absolutely loving how degraded and abused I felt. All three of these stallions eventually came, but not at the same time. I'm pretty sure the gentleman underneath me came first, into my cunt, followed by a load for my throat from the second man and finally, a hot, squishy feeling, filled the inside my bum from the man behind me. 

I was spent. The men drained the last few droplets from their balls, onto my face and tits and I lay there panting. 

When I finally got to my feet on shaky legs and wobbly heels, I was permitted to go clean myself up and fix my smeared makeup and mascara runs. Bella was freed from her cage to begin sexually serving the guests and upon my return, I was gagged and bound and placed on display to wait to be used again. 

This was the moment that "Red" approached me for the first time. 

"I enjoyed watching you. You're very good at this." She said to me in her broken English. I think she was speaking in a German or Nordic-sounding accent. 

Then, without warning, she used her fingers to lasso a rope of drool that was hanging from my bottom lip, and glistened her pussy with it.

I was so embarrassed...

But that was probably the hottest fuckin' move I have EVER seen a woman do! I wanted to go down on her so badly, this mysterious European vixen. 

As she towered over me in her heels, in that moment, I actually didn't know if she was a top or a bottom. She had the confidence and control reminiscent of Mistress Andrea in that very moment.  

What she said next cleared this up for me, but boy was I ever confused as to what was going on. She leaned right in and whispered into my ear, scanning the room to ensure no one else would hear her. 

"Bid on me tonight...I'm begging you! Please help me!

Then she hastily clicked away from me in a clandestine manner. 

What in the actual fuck...was going on?!

Sarah Jane 

xoxo

Continued in: Paint the Town Red

  

 

Quid Pro Quo

Continued from: 'Tis the Season

A Sarah Jane story

Hello everyone. It's Sarah. Thank you to Mistress Andrea for inviting me back on this platform to share some details about why I'm a huge slut. 

A series of events recently occurred which landed me back in the clutches of Mistress Andrea and her Facility. I literally sucked about half-a-dozen stranger's cocks last night, ate-out numerous female pussies and assholes and swallowed a huge amount of hot, sticky, cum. 

But what about my Daddy? I belong to Daddy only! I love him...💕

Because he loves me back 💕, he allowed me to try something I have always fantasized about. If you remember back to my days of training and growth at the Facility, I had to endure dungeon brutality and captivity, the shame and humiliation of diapers and adult high-chairs. I was strapped, caned and paddled as an adult schoolgirl, transformed into the corporate, office slut and "forced" to prance like a pony with bells on my nipples and a tail up my ass.

 

ALL of this objectification and embarrassment, every one of my shameful orgasms and incidents of "forced" lesbianism, was all in pursuit of reaching the highest rank at Mistress' Facility; an Upper Floor sex slave.  

And I reached that level, as most of you know. It was a personal goal. I achieved it and I was proud of myself, cocky even, to be so sharp and well-trained. 

I was issued the official uniform of the Upper Floor. It made me feel so sexy and desired, powerful actually.  

During my Upper Floor debut, I found myself gagged and placed in a locked cage, only to observe, as I watched Bella take cock in both ends. Was I slightly jealous? Did I want to trade places with her in that moment? Fuckin' right I did! You can read about my debut evening here: The Fourth Guest

Little did I know at the time, that this was all a well-constructed masquerade by Mistress Andrea, to land me in the arms of Russell, my Daddy, my owner...my everything! And I wouldn't trade him for the World.

Yet that night, if you recall, I was given a choice: Go with Daddy and become HIS, officially, or stay with Mistress and become the sex slave that I was trained to be. The decision was easy, fueled by suspense, emotion and surprise. I've been loving my time and my role with Daddy. I am his baby girl. He cares for me and protects me. I'm his whore, his sex-doll and his personal porn-star. I wouldn't want it any other way.

But...

I often catch myself gazing out the window in the direction of the Facility. It's an expressionless stare, as I wonder what might be going on at the Upper Floor. 

Did I miss out on my ultimate fantasy, by choosing Daddy over the Upper Floor? Would he be mad at me if I asked to re-visit the Facility as a sex slave? 

I can't think this way...it's not what I want. I belong to Daddy and to Daddy only! 

But, why was I squishing my thighs together to stop the ache? Why was I gazing out this window, imaging my little hands jerking-off two cocks, while I ride a third into my pussy and bob my head on a fourth dick that's in my whorish mouth?

I jumped when Daddy spoke. I didn't know he was behind me in the kitchen. This was about a week ago. In the mornings we have some specific rituals that we do. One involves me masturbating and edging for him, the other involves me exposed and displayed with a dildo in my mouth. After this, I'm usually in something very skimpy with my collar, in ankle or knee socks. I looked cute! I had finished my kneeling time and removed my mouth from the dildo. I needed some water. This is when I got caught in the daydream, gazing out the window...

"Something on your mind, princess?" He spoke and startled me, as I jumped and nearly dropped my glass. 

I summoned the courage to ask him right then and there. 

"Daddy, I have something to ask you. Promise you won't get angry?" This is what I managed to squeak out in my baby-voice. 

I think he answered me all official and Daddy-like.

"You know I can't promise that sweetheart." He began to explain. "You know that even if I was angry with you, you'd eventually be spanked, forgiven and hugged, right?" 

Awww...I DID know this! And I loved that I was held accountable in this manner.

I guess the worst that could have happened would be a spanking, his belt and some time in the corner. I decided to go for it. 

"Daddy, will you let me go back to the Upper Floor, the next time Mistress Andrea has one of those special parties?" 

"Of course you can, huni..." He quickly replied. 

Ummm...pardon? WTF...

That was way too easy! I didn't know what to think. Part of me was flooded with arousal and butterflies at the thought of being used in the Upper Floor, while another part of my brain was struggling with how easily Daddy agreed to this, for me to be a slut for other, random people.

Was I that insignificant to him, a piece of meat to be passed around and used for my fuck-holes? 

No! That can't be it. He must have some angle to play here. Plus, it IS my fantasy to be passed around and used for my holes and become a cum-dumpster for Christ sakes! I was conflicted. 

"Thank you Daddy." I said in a somewhat shocked and puzzled tone, as I reached for his concealed penis.

"May I please suck your cock, Daddy?" *shrug* 

I don't fuckin know!? That's all I could think of doing in this moment. I was confused. 

When Daddy said yes, I knelt like a good girl and kissed the tip of his penis. "Thank you Daddy," I said. Acknowledging his consent for me to proceed.

I got down on my knees and pounded my throat with his beautiful dick. 

He loves it when I gag and wretch on his cock, so I lined myself up to really fuck my own face. 

I was getting ready for a hot stream of cum to splash against the back of my throat, but much to my delight AND my surprise, Daddy manhandled me over the table and entered me from behind. I'm such a lucky girl and gawd it felt so good!

He was beginning to fuck me roughly, and pull my hair...and then he finally broached the Upper Floor subject again. 

"Is this what you want, slut? To moan like a whore while some random dude fucks you?" 

(We do this sort of talk sometimes, cuz I love it!) 

"Yes Sir." I cried out between gasps and moans, as he continued to pound the shit outta me. 

Daddy had to slow everything right down, likely trying to fight-off an orgasm. He flipped me around and gingerly re-entered my cunt, allowing us to look at each other as he continued to fuck me. 

As Daddy fucked me, he got me to edge my clit until I was ready to explode. I would have agreed to anything in this moment, if it meant I could orgasm. This is when Daddy showed his hand, and moved his Chess piece into position. 

"When you return to the Upper Floor," he spoke, while thrusting his cock into my pussy. "I want you to meet a new friend. I want you to have a slave-sister..."

"Yes Daddy...anything you wish, Sir!! (I think I was screaming at this point) May I cum pleeeeease Daddy, Oh gawd I'm gonna cum!" 

Agreeing to something under duress, was fair game. If I didn't want to recruit a slave-sister to play with, I could have safe-worded out. I didn't...

Plus, I kinda missed the soft, smooth and beautiful deliciousness of women's most intimate areas. 

I'll write some more when I have time. I'll continue from when I was all suited up and entered the Upper Floor. It was the first time I laid eyes on "her"...There was something about her I was very, very attracted to. I couldn't look away...

I mean, Bella is beyond beautiful. I had so much fuckin' sex with her...but this girl, this new girl in a collar and leash, naked and kneeling at the feet of a well-dressed man, she was just Goddamn enchanting!

We eventually met that night, at the party. She kissed me directly on the lips and in broken-English, said, 

"Hello... My name is Eve, what's your name?"

Sarah Jane 

xoxo

Continued in: All Three Holes