Ponytail

Continued from: Back to School

A Sarah Jane story: Ponytail

Hello everyone, it's Sarah Jane writing to you, under Mistress Andrea's strict instruction. I just came back from the stables, having completed my first day of pony training. I'll try to write about it now...I might be a little lost for words though. I still feel so degraded and ashamed about the whole situation. About how something so humiliating, betrays my naughty cunt so badly. I fuckin' hate her right now! I hate when my cunt does this to me, betraying and exposing me like this. I don't know whether to cry right now, or throw my legs in the air and masturbate. My mind is so messed up...conflicted. 

I guess I'll start with the initial conversation I had with Bella, when I first descended into the dungeon space of The Facility and found Bella near the stables, waiting for me. My only instructions from Mistress was to arrive naked, with my hair done in a high-pony. 

She's always so Goddamn elegant and gorgeous. She's intimidating to be around, and now she was holding a horsewhip. 

"Are you going to whip me, Bella? Or Ma'am? What am I required to call you?" I nervously asked her, ignorant of the protocols of pony training. 

"No Honey. I am not going to whip you and you don't call me anything. I am a slave also, remember?"   

"In-fact, you and I aren't allowed to speak to each other at all. When Mistress arrives just keep your eyes down and listen for her commands." 

"So, you've done this before, Bella? What's it like? Is all this necessary, this horse training?" 

I watched her eyes glaze-over with moisture, as her gaze became distant, like she was accessing some horrible, traumatic memory.

 

In an emotionally-shaky voice, she responded. 

"It's...*sigh*...it's dreadfully humiliating, what you're about to experience, Sarah."

She paused, dramatically, allowing my suspense, curiosity and butterflies to frenzy.

"But if you're anything like me, when it comes to humiliation, Sarah...well, you know...what it does to people like us?" 

She blushed deeply, unable to hide her shame as she eluded to involuntary arousal. 

"So I have to become a horse, or act like one? In order to feel more humiliated?" 

"No, no Honey. Pony training is much more than that. It teaches you how to move gracefully and elegantly, with deliberate purpose. It accentuates your sexuality, by framing and presenting your most intimate areas. It strengthens and elongates your legs, tightens your bum and works your core." 

"Despite how terribly humiliating it is, it's meant to prepare you for the elegance and grace that is required in the Upper Floor."

"And you'll be here too, Bella? In the stables?"

"Yes. When Mistress trains you she likes having a witness to your humiliation. Pony training down here is always done in pairs."

I think I audibly groaned, like a total whore, at the realization Bella would bear witness to whatever awaited me. 

"Now c'mon, quick. Get into your stall. Mistress will punish us both if we're out of position. 

I soon found myself in a strappado pose, with a spreader bar forcing my legs open and a pony bit in my mouth. 

Everything was facing my stall door and on display. My dripping cunt, my puckered asshole, I felt so exposed and aroused at the same time. Bella told me she'd be right outside the door, then she told me to be brave. That was the last time we spoke to one another for the rest of the session. Mistress Andrea was coming down the hall. 

As I dangled, helpless in my stall, bound and gagged...my mind was racing. That line freaked me out. What exactly was I in for here? 

And WTF did she mean?! "Be brave"...??!

I guess I was about to find out. I could hear commanding boot-clicks against the floors outside my stall. 

My trainer had arrived...

To be continued. 

sarah jane xoxo

Continued in: The Stable Master

 

  

 

Back to School

Continued from: Old Flame

A Sarah Jane story: Back to School

Hi everyone, it's Sarah Jane, or as Daddy and Bella started calling me, "the summer intern" *giggle*. 

It was a cute title. It made me feel youthful and a bit slutty. Like bending at the waist to pick-up a dropped pencil slutty, or deliberately bending over desks to read as the boss came in the room. I always made sure my skirt would ride-up during these moments, so my stocking-tops would peek through. 

If you remember, I was promoted into the role of Secretary at the Facility. I ended up spending much of the summer actually working in an office environment, with Bella and Daddy (who was playing the role of my boss). I spent an awful lot of time on my knees, with the boss' dick in my mouth. These moments were very pleasant for me and I loved that I was permitted to dress like a slutty Secretary.   

Other times, if I was naughty, things would become very degrading and humiliating. The boss would send me back to my desk after taking a facial from him. I would have to wear his cum on my face until the end of the workday, in front of Bella too! Which was the worst part. 

I was frequently required to sexually service her also, when the boss ordered it. I ended up becoming very well acquainted with her beautiful pussy.

As my summer internship being the office slut came to an end, I got a week off at the end of August. I think my "boss" was doing some other things with Mistress Andrea and her wife, Summer. I didn't ask or question, I would have been punished if I did.

Surprisingly, when I returned to the Facility after Labour Day, I was put through the full ringer and check-in process that any standard-issue client would experience. I was stripped of all my clothing and personal items. These were taken and locked in a locker and I soon found myself vulnerable and bare naked, standing before Mistress Andrea in her office. I thought I was in shit or something. 

My journey at this Facility started in a jail cell in the basement, in shackles...being brutally used, fucked and whipped, day and night, by my Master. (I loved every second of that phase!) 

Next I was put into adult diapers, and I had a Daddy Dom to care for me and correct me when needed. That period of time was probably the most humiliating for me, as an adult woman. 

Through several promotions for obedience and sexual exploration, I was dressed like a little girl, then a junior schoolgirl. As I spent some time in these roles, I became more enthusiastic about sexually pleasing women, which was completely new for me. This willingness got me promoted to senior schoolgirl and by the time I made it to the slutty Secretary phase, I was having sex with Bella on the regular. 

Now, I found myself standing before Mistress Andrea, bare naked, looking down at a school uniform and a pair of Mary Janes on her desk. I actually thought I was going to be spanked and demoted by her for some reason. 

It was quite the opposite actually. Given the date, she told me it was time to go back to school. Not for lessons or instruction though. This time, I was doing my final exams!

Mistress entered the classroom and produced a cane, a wooden paddle and a strap. She made it abundantly clear that I would be getting all three implements on the bare, if I did not get an 85% or higher on my exam.

This was the final test, literally, to determine if I would move on to the next phase and wow was it ever epic. Someone put a lot of time into creating this test. It was as humiliating for me as it was arousing. With multiple choice questions like: 

Select the answer that is the most correct:

You are kneeling and performing a blowjob on a random guest of the Facility. He has cum into your mouth. What do you do next? 

a) Swallow all of his cum and use my mouth to clean the rest of his cock. 

b) Swallow all of this cum and verbally thank him for it. 

c) Excuse yourself politely to go spit his cum out, down the sink.

d) Find a nearby slave-sister to kiss, so you can both share the man's cum

e) Swallow all of his cum, verbally thank the man, then kiss the tip of his penis 

There were true and false questions, along with every aspect of spanking theory and implement selection. There was even images of slaves in certain poses, where I had to choose the official title of the pose. Like this one. Which is called "present", by the way. 

Despite the significant length of this final exam, I was breezing through it with confidence. Every answer was jumping off the page at me, the rules and rituals and protocols that had been drilled into me since I began this journey, were all test questions.

I truly believe I nailed this test. I walked it back into the "Principal's" office with pride and handed it to Mistress Andrea for marking. She took a quick skim of the pages, then asked me to go back to the classroom to fetch the cane, paddle and strap...Uh oh! What did she see?! 

She made me stand in the corner and face the walls while she marked my exam. Also, she strategically placed the intimidating looking implements around and near me, so I could see them out of the corners of my eyes and become anxious.  

Mistress took her time with the marking as I was alone with my thoughts in the humiliating, time-out corner. As the minutes slowly ticked by, I began to second-guess myself and some of the test questions I could remember. 

There was one about ass-to-mouth and how frequently I should experience this degrading act, to remind me of my place. Shit...did I get that one wrong? 

There was a true/false question about always being on my tiptoes when not in heels. I couldn't quite remember...did I pick true on that one or what it a trick question? Fuck! My bare butt was going to be purple if I failed this test. 

My inner dialog came to an abrupt halt when Mistress finally spoke, asking me to stand at attention in front of her desk. 

She wasted no time in informing me of my results. 

"You achieved a 94% on your test, Sarah Jane. Very nicely done young lady." She said, with a tone of a proud parent. 

"You may remove your schoolgirl uniform and fold it neatly," Mistress continued. 

I undressed right away and knelt, trying to hide my inner joy upon hearing my exam mark. 

Mistress began to speak. 

"You're one step closer to the Upper Floor, Sarah Jane. I am proud of you." 

Awww! That was sweet of her to say. 

"You know you can safeword out of this arrangement and out of this place whenever you wish, okay?" She kindly said. 

I said, "yes Mistress Andrea," using her full title in my response. But my mind was racing. Why would she say something like that? I just nailed her final exam and I'm one step closer to becoming a sex slave of the Upper Floor. Was I missing something? 

"If you'd like to continue, Sarah Jane, I expect you to report to Bella down in the stables, tomorrow morning. I'll be joining you to begin your pony training."

Oh...right. This horribly humiliating phase! 😢

FUCK!

sarah jane xo

Continued in: Ponytail

 

Old Flame

Continued from: Jail Bird

What do you think dear readers? What would you do if you were Russell? He's currently in the arms of his 🔥old flame🔥, kissing her neck, just below her earlobe, with his dick locked in a metal cage. 

And MY Gawwwwwd, he's good at this! Goosebumps were spreading all across my body and my toes were curling!

(Speaking of Old Flames. If you haven't tried this brunette craft-brew, I would highly recommend it. It's toe-curling also. Port Perry, Ontario! - support local)

As Russell continued his exploration of THIS brunette, up and down my neck with his lips, I realized the silly man was just stalling, he had a decision to make. I had just offered him a wonderful yet horrible predicament. 

If you read the previous post you know he was recently spanked and strapped with a police-belt, by my two cute Officers. This was likely not arousing for him in the moment, but post-spanking, as he still feels and sees the effects of that belting, his arousal would begin to creep back in.

This was right around the point I locked his dick into a chastity cage, shutting down any and all penile activity without my permission. Once locked, he got to hear the two policewomen get spankings over my knee. Then he got to watch and hear them kiss, go down on each other and eventually me, as the scene culminated into a hot, lezzie threesome. 

All while poor Russell observed from this vantage-point:

And NOW...

I had just offered to unlock his penis to re-kindle an old role that he used to provide for me, when I was his submissive. The predicament part? If he wants to take me, right here and now, he has to celebrate Locktober this year, and submit to inescapable chastity for the entire month, with me as his keyholder. 

What would you choose, hmm? 

I know what Russell is going to choose. The fact that he's already been denied most of the day, spanked, then a helpless witness to a hot lesbian threesome, should influence his decision. Was this cheating on my part? Too much stimulus and influence over his decision making? Maybe a little...😈

But if that wasn't enough, I started rubbing the metal bars of his cock-cage against my pussy. Hehe. This she-devil wasn't playing fair at all! 

As expected, I was soon accessing the keys for his chastity device to unlock him. We switched roles right then and there, once his cock was free. I was now his submissive pet, to do with as he pleases. I was naked and on my knees. It was about to be a nice little vacation / slave-cation for me.

"How would you like me prepared for you, Sir?" I whispered out, in my most submissive tone. 

"A pleated plaid skirt, young lady, like you used to do for me," Russ said. 

I immediately felt a rush of adrenaline and arousal form between my thighs. "Schoolgirl", back in the day, usually meant a spanking, a really long one! But then he continued...

"Boots with your skirt please, my doll. A subtle nod to your current role." He smiled as he suggested this deviation from the norm. 

Oooo, ok. I can get behind this idea! Rather than the innocence and vulnerability of white knee socks and Mary Janes, Russell clearly wants me a bit more edgy and "grown-up", not so innocent perhaps?

Before heading off to prepare, Russell stood me up and performed a wet-check. I was embarrassingly soaked for him. I shuddered with ecstasy as his manly hand cupped my pussy, his two middle fingers explored their way deep inside. 

Those two fingers ended up in my mouth, where I shamefully and greedily sucked them clean, like a huge slut. Russ had me right where I wanted to be, panting and hypnotized with submissive arousal. 

I returned a while later, dressed and ready for Russell. I was feeling both sexy and vulnerable in my new look. Without being prompted, I knelt to await my instructions, noticing that Russell had moved some of my furniture around and positioned a few mirrors, strategically, near the bed. 

"You look beautiful young lady." 

"Thank you, Sir."

"Come here, little one." 

I was all melty and gooey in his strong arms. I was right back to the sub-space I once enjoyed with Russell. I felt so safe and cared for. He was my protector!

Pretty soon he was patting his lap invitingly. I rose from my knees slightly and slowly and deliberately slithered my mid-section over his lap like a snake. 

I got a mild spanking with his hand, over my skirt, then over my panties until those were eventually peeled down and off my feet. 

We moved to the bed and my spanking continued. Only this time, Russell would spank and finger me, spank and finger me. I even felt several swats directly onto my pussy lips and bottom hole. Shamefully, I think I was moaning like a whore the entire time. But I didn't care. Tonight, I was his whore, and I was loving it!

Russell, much to my delight, busted out some old-school tactics he used to do back in the day. While I was still draped over his lap being systematically spanked and fingered, he used my wetness and transferred it onto my little bum hole, until it was glistening and slick.

Let me repeat that...

He used my own arousal as lubricant for my asshole! What a freakin' stud he was.

That being said, the butt plug that came next slipped into my bottom with ease. He then removed my top and gagged me. 

Another of his old moves. Having me ride his tongue while I'm plugging and gagged, with a mirror to stare into.

When he flips me around to face his cock, it's frustrating because I want to inhale the entire thing, but my gag remained in place. In this position, as I grind my pussy into his mouth, his nose presses on the base of my anal plug. I get a joyful little ass-fucking sensation because of this and I was soon screaming into that gag-ball as I came. 

When I ride his tongue, Russell actually edges himself. Just slow-stroking his cock until it's ridiculously hard for me. Boy, did I ever get fucked after that! Sometimes I was allowed to be in control of the speed and tempo. 

Other times it was all him. 

When I was made to face the mirror, he ensured a sharp tug to my ponytail would remind me to watch. 

Around this point he was taking frequent breaks, fighting off the urge to cum so he could extend our playtime as long as possible. He would pull completely out of me and I could hear him heavy breathing, it was cute. Then I would feel the awesome and full sensation of his cock slowly re-entering, competing with the contours of the anal plug, pressing against my vaginal wall. 

The reverse pressure of the anal plug is also an incredible sensation for his cock. The poor guy held out as long as he could, edging himself each time he had to stop, then re-start. Eventually he absolutely unloaded into my pussy while he clawed at the bedsheets and shook like a leaf. 

He could barely stand afterwards, his knees were so shaky. It was super cute, to have this paralyzing effect over a man from a position of submission.  

You know what else was cute? Seeing his belt-strapped little bum while we had sex. It was almost as red as mine, and his spanking from the girls was hours ago!

I ended up getting another one, with his firm hand, in the dreaded wheelbarrow position. EVERYthing is on display when you're put in this pose and spanked. There's no modestly whatsoever. He would have had a good view of his cum oozing from my puffy, red pussy. 

He actually chose this one specifically so he could pull the anal plug out of my ass. 

Disheveled, sweaty, sore...and completely blissful in each other's arms. It was exactly as I remembered our times together. We popped some champagne and got right into some pillow-talk, as Russell helped me out of my hot boots. 

I was beyond content! Recently Domme'd by Goddess Vanessa, now Dom'ed by Russ. I was a lucky girl. I certainly had my fix of submission for awhile. I decided to return the balance of things and remind Russell of our Locktober agreement. 

"Yes Mistress Andrea." He replied with a cute and bashful smile. 

His gaze was locked onto me, he gazed directly into my eyes for what felt like an eternity. It was a look I had not seem from him in over a decade. I felt it penetrate my heart. I tried to lighten the atmosphere. 

"Did you ever think we'd end up here? The two of us with spanked bums, pretty much running a harem of BDSM enthusiasts and re-connecting the way we have?" 

"Never in a million years, huni." 

"Russ, I've never told you this before, but I love you...I always have."

Oh FUCK! Fuck, what did I do?! I had no idea where that suddenly came from. I was literally holding my breath until he said something. I couldn't look at him. He had tears in his eyes and it was gonna make me cry too!

He finally did speak, as he drew me close onto his lap, shielding his face in my neck to hide his tears. 

"Andrea, it's been ten years..."

"And not a day went by that I didn't think of you." 

😢💓

*sigh*

Be still, my heart... 

Mistress Andrea

xoxo

 

Continued in: Back to School

 

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