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

 

  

 

Senior School

Continued from: "Big-Girl" Room

I watched from the reception desk as Russ led Sarah by the hand, into the main lobby. They weren't late for the first day of Senior School but the shit-eating grins they both had on their faces, confirmed what I thought I could hear from the basement this morning. 

I gave Sarah a disapproving judgey-face, just to embarrass her a bit. 

"It sounds like you're settling in to your new room quite well young lady?" I rhetorically asked. 

Sarah blushed and lowered her head, then meeped out a little, "yes Ma'am, thank you Ma'am". 

The walls and floors of the Facility are deliberately thin. If there are clients in the reception area waiting to be spanked, I want them to be able to hear the smacks and cries coming from the room they are on-deck to attend. 

It also means that when Sarah Jane was being fucked in her bedroom this morning, I could hear each of her grunts, moans and groans. I can't say I blame her though. Russ used to fuck me the same way, many years ago. He can be quite the swordsman when he wants to be. 

I broke the awkward silence and backed-off my glaring bitch-face. 

"Sarah, please take a seat and meet your classmates," I said cheerfully. 

"I believe you know Summer, the naughtiest of all the students," I joking introduced her. Summer giggled and Sarah began to lighten up too and cracked as smile. 

"The gorgeous woman to your right, her name is Isabella," I continued. "I think you three are going to get along just smashingly!"  

Summer got up and pulled Bella to her feet. She echoed my previous comment by saying, "you better believe she's gorgeous." Then I watched on, as Summer stuck her tongue into Bella's mouth.

I could see Sarah's face trying to process what she was seeing. She had a look of concern for the girls, like she was waiting for me to cane the daylights out of Summer and Bella.

Nope, not at Senior School. Yes, the girls sometimes need to be disciplined, shamed in the corner or made to write lines on the board, but this environment is much more lenient. The girls are taught and encouraged to be confident and in control, to be slutty and act like little cock-teases if there is a boy around.

Speaking of which, the elephant in the room... 

"Girls, the little beta-boy sitting across from you is named Tyler. He couldn't hack it at his all-boys school so he'll be joining the three of you at your girl's school." I explained. 

Tyler was a newer client of mine who had attended for a few consultations with me already. His interests include corporal punishment, humiliation and forced-fem. Well! He certainly came to the right place. We haven't started the forced cross-dressing with him yet though, I've only had his dicklette locked up for about two weeks. I need a solid 30-days in chastity before the forced-fem begins.

Bella and Summer moved in like sharks, circling him in their heels and teasing him relentlessly. I continued to watch Sarah absorbing all of this, absorbing and learning from her two she-devil peers who are already graduates of Senior School.  

I took Tyler into the change room to inspect his cock cage and get him dressed. Since he's still in a boys clothing stage right now, I made sure his outfit was vulnerable and silly. 

By virtue of his beta-male status, Tyler's "rank" is well below the status of the girls, even Sarah Jane who's new to the Senior School. He barely qualifies as a participant in the class. He is there to be humiliated and feel his little dick straining against the chastity device in the presence of real women. Tyler is aware that if he agrees to dress like the rest of the girls at my all-girls school, he will be invited to more actively participate.

I guess he's not quite there yet, he safe-worded me when I showed him the outfit I wanted him in. Another month or two in chastity, completely denied of orgasm should fix that. He'll be begging me for a plaid skirt and a bra with falsies. 

In any event, I made sure Tyler's desk faced the corner so he could only hear what was going on and he could be essentially ignored. 

This entire Senior School and scene was for the benefit of Sarah Jane, so once I got everyone settled I rang the bell and put Sarah to work right away. Her first class was on deepthroating. 

It must have been dreadfully humiliating for her to kneel and suck a dildo while Summer and Bella watched her and commented. Sarah Jane actually had some serious skills, I was impressed. She could take that cock so deep that her nose touched the wall and her chin touched the balls of the dildo. 

Summer squealed out in approval at one point:

"Did you see her DT that cock and lick the balls at he same time??! Holy shit!" 

Bella nodded and clapped in agreement. I must say, I was impressed too. Russell is a lucky man to have claimed this little sex doll!   

Poor Tyler snuck the odd glance and got to see Sarah gagging and sputtering all over the dildo, likely wondering how his penis ended up mashed into a metal cage, unable to get fully erect. 

At recess we all took a break. Tyler was allowed up from his desk. He must have thought he had some game left with the ladies or something. He tried to take a run at Summer and flirt with her, assuming she was just another kinky client and not my wife. 

Not a great idea Tyler...

I guess he missed her body language cues??! Haha...! What a wiener!! 

I gave Tyler a spanking on the bare, right in front of the three girls. Sarah's eyes lit up with excitement. I don't think she's ever seen or interacted with a male submissive before. 

Next, I stripped him down so Sarah could see his chastity cage. It was her first time seeing a locked-up penis and I'm glad she giggled out loud. Tyler's face went as beet red as his spanked ass. 

Summer and Bella, now sensing the vulnerability and weakness, went right for the throat and continued teasing poor Tyler who was still predominately naked.

The culmination of being spanked in front of the girls, his cock cage on display and now his enforced nudity, finally broke him. He began sobbing and red-worded out of the scene. 

Whatever...no refunds, he'll be back. I'm still his keyholder...

The session wasn't completely ruined. We did some more deepthroat training with Sarah Jane, before I took her back down to her room. I helped her out of her uniform and left her in her sexy over-the-knee socks and her heels. I know Russell likes that. 

"Wait for your 'Daddy' just like that sweetie, I'll send him down" I cooed to her. 

She responded with a "yes Ma'am". 

"Make sure to show Daddy what you practiced in class today huni," I encouraged. 

Sarah giggled and said "yes Ma'am", again. 

I locked her cell door and left her anxiously waiting for her "Daddy". 

I'm sure he'll be impressed today!

Mistress Andrea

xoxo

Continued in: Deepthroating "Daddy"

 

Sarah and Russell return

Continued from: And the winner is...

A post from slave sarah

It had been quite some time since that first session with Russell, where he whipped me and used all three of my fuck-holes. Even now, as I sit here and type this between my zoom meetings, the memories of that afternoon have my panties soaked. 

The good news is, we have been texting (sexting) ever since, he is training me and developing me into exactly what he wants. I am to be his whore, his personal slut, one step above an inflatable sex doll, and I absolutely love it!

I have never met a man more thorough than Russell, who I now only address as Master or Sir. His attention to detail always keeps me on my toes, both literally and figuratively. I have structure in my life now, rules to follow and severe consequences for misbehaviour. My nails and toes are always done, baby pink, by Master's request. I also find myself wearing hosiery more often, with high heels, and I now favour dresses and skirts to pants. 

He has me on a strict orgasm diet. I am not to masturbate without his permission and can definitely not cum without his permission. This has been frustrating at times, but I'm more or less walking around in a constant state of arousal 24/7...which is exactly how Master wants me, absolutely begging for it. 

Over the past few months, since our first session together, I have learned positioning, expanded my wardrobe and impressed my Master through my own degrading obedience to him. He was ready to see me again and see to me he certainly did! Mistress Andrea is "making" me blog about it, to humiliate and degrade me even further. 

Here goes...

It was a Tuesday morning. Mistress greeted me when I arrived in my cute dress and pantyhose. Master ordered me to arrive this way, feminine and classy, always in heels. 

I had forgotten just how beautiful Mistress was and how well she commanded over me, without ever needing to say a word. She directed me toward that locker room which, through a large window, is visible to her kitchen. She told me to strip fully naked in the locker room, do my hair into a high-pony, then come find her. I was so embarrassed, yet each time she told me what to do my clit jumped and trembled in anticipation of her next command. 

I did as I was told and underwent the walk of shame from the lobby and into the locker room. The last time I was in this house, in the kitchen to be exact, I remember seeing some dreadfully humiliated man in there, dressed like a little girl and sitting on one of the benches. 

Now it was my turn, to maybe feel what that man had felt, a mixture of shame, anticipation and excitement, to be so exposed and publicly humiliated. I knew Mistress had a wife named Summer, who I have not yet met. As I began to strip naked I was praying she wasn't in the kitchen, watching me. It was bad enough to be naked in front of the stunning Mistress Andrea. 

I tiptoed out of the locker room, having seen Mistress in the kitchen through the glass. The tile was cold against my bare feet and was causing my nipples to harden. I padded my way over to Mistress and told her I was ready. I kept my eyes lowered in her presence, as Master had taught me, and only addressed her as Ma'am. 

She looked me up and down quickly, before inviting me to follow her upstairs. Master wanted me accessorized and kneeling for him and I guess Mistress was tasked to assist. 

With a snap and a point to the floor she had me kneeling. I think she was testing how sharp and well-trained I had become. I got into a kneel for her urgently, remembering to keep my eyes down, back arched and tits thrust out. I noticed first, on the coffee table, a collection of chain, heavy metal shackles and padlocks. My butterflies were raging at this point!

Mistress was gentle and remained quiet, as she drew each of my hands into hers, one by one, to apply the metal cuffs and click a padlock shut. My ankles too and finally a collar, all adorned with these stainless cuffs each of which got their own padlock. 

I liked the heavy weight feel of these shackles. It was making me feel more captive and more like a sex slave. 

The silence was broken when she asked me if Master had any preparations before this session that I had to do at home. My face burned with embarrassment, obviously Mistress knew what I was made to do. 

I responded to her with a little hesitation, not enough to get me struck or punished it would seem. 

"Yes Ma'am, I gave myself a soapy enema Ma'am, released it, then took a second clear-water one, as a rinse out." 

Fuck me! I was so humiliated, which only got worse when she suddenly asked me to present my asshole to her. 

I stood with urgency, sharp like a soldier coming to attention. Master and I had practiced and drilled all of this into me, I knew what was expected. I bent at the waist for Mistress and shamefully spread my ass cheeks open to present her my bare asshole. 

"Very smooth and pretty young lady, such a healthy and pink little pucker." Mistress then said. 

I died a little bit inside, it was so humiliating to hear her speak like this, so matter-of-factly about my butt hole! Sure enough my cunt was soaked, I couldn't help it. I hoped she didn't see. I held my spread position for her as she slathered a healthy amount of lubricant onto my asshole. I clenched from the cold sensation but Mistress told me to relax. She told me that Master wanted me plugged. 

Once was anus was stretched and full, I was snapped back to the floor with a point, once again into a kneel. Mistress told me to wait for Master then she clicked out of the room. I was alone with my thoughts. 

When Master eventually arrived I could feel my heart pounding out of my chest. He wasn't holding a whip or his belt, no toys or crops. I didn't know what to expect from this session but my pussy was burning with a deep ache.  

He attached a chain to my collar ring and simply told me to follow him. I was taken down to the basement to an area of the house I had never seen before. Some parts were dark, there was a slight dampness in the air but it was at least warm, even with my nakedness. 

He led me by the chain leash to a far corner of a stone-walled room, where I could see a cell. He produced a large key to unlock the heavy metal door, then told me to get inside. I whimpered in defeat but didn't protest. I tiptoed into this small space obediently.

I think it was like a shitty old linoleum floor. Whatever it was it was cold against my bum and when Master put me into a sit, the anal plug pressed deeper into my asshole. I couldn’t stop myself from groaning like a whore when I felt that plug violate my ass.

My shackles were all connected and locked together and I was put into a heavy duty, strict harness gag with a leather blindfold. The cell door creaked shut and I jumped when the lock ratted into place. 

"When I feel like fucking you in the ass, I'll be back..."

This was the last thing he said to me, before I was left alone in that three by three cell. Unable to see, drooling from my gag and clenching the anal plug with my pucker. 

And what was occupying my mind, in my captive solitude, was the hope that I'd soon be fucked in the ass. I may not look it, from the image above, but I was so freakin' excited!

slave sarah 

xo

Continued in: Toilet Sex

 

All Three Holes

Continued from: Objectification

A post from Sarah

When Russell returned to me I was whipped. 

I wasn't counting, but I am quite certain I received every one of the 100 lashes he indicated that I would be getting, before he left me to anticipate. He must have been using a less severe, more delicate flogger, as it felt like I was being whipped hard, with force, but there was no searing sting or incredible pain. 

My bare bum took the majority of the lashes, with some attention paid to my upper back and my thighs, above my knees. The sensation was incredible, my skin was electric and felt like a really good sun burn. I was so fuckin' horny for him, to be used by him for his pleasure. Most of his cum had since dried onto my face and wetness was glistening down my stomach from the drool escaping the base of the ball gag. 

When my bondage was finally released and whipping had concluded, I collapsed down onto my hands and knees, disgracefully cowering on the floor, begging Master for mercy. I offered up my holes, all three of my slutty fuck-holes, as an alternative to being beaten any further. 

Sure, I was acting a little bit, playing into my own fantasy of having my will broken, enough to submit to dirty, degrading and forceful sex. 

My ponytail was used as a leash, to guide and drag me over to the coffee table. He kept a firm grip on it throughout, as Master plunged his raging cock into my pussy. 

It was such an amazing fucking! It's making my toes curl even now, as I sit here in my vanilla, WFH office and write about this. 

We seemed to be very in-sync with each other, feeding off each other, in how this was all developing. While he was fucking me from behind he slipped a thumb into my asshole. Of course my naughty little pucker involuntarily gripped his thumb, which was horribly humiliating. I could feel my own asshole squeezing him, like I had no control over it. 

I cried out, "no Sir! Please no! Not my bum!!" I wailed loud enough that if Mistress Andrea was downstairs, she would have definitely heard me. 

I wanted nothing more that to be fucked in the ass by him, but I continued my ruse of non-consent. I'm a huge anal slut and wanted to cum while his dick was in my third and final hole. I just wanted Master to take, not ask. 

And take he did!

Master "forced" me to ride him reverse cowgirl, and do all the work. He just laid there motionless, as I was forced to bounce, with my tits shamefully flopping, and fuck my own asshole. It was so dirty and degrading I orgasmed instantly, with a little flicker of my clit. I kept on destroying my ass with his cock, then came again. 

My legs where shaking so badly I couldn't maintain the crouched position anymore. I sat right down on Master so the full length of his dick was deep inside, as he shot hot semen into my bowels. 

I'm sure I'm leaving out some other details of our time together, in the Parlour space. Times I was smacked and called names. Tormented about having dried cum on my face or a fresh, squishy load in my rectum. All of it added to the overall experience. I loved every fuckin' second of being flogged, broken and man-handled the way I was. 

I enjoyed that Russ didn't start the scene with a bunch of rules and protocols, or feel the need to go-over safewording. All of these things were assumed, before we ever began. The only thing he felt he needed to say, was that line from my last post: 

"This is what you want?"

Fuck YES it was! 

I was provided a robe. I guess to regain or protect what dignity I had left, after all three of my fuck-holes were just destroyed. Master wanted me in the heels I arrived in also, cute look I suppose. 

We retired to the kitchen and very sweetly, like I was the victim of a housefire or something, wrapped in one of those grey, humanitarian blankets, he asked me if I wanted a tea. Melted my heart a little, not gonna lie. 

I had not received a tour of this whole facility yet, I don't think anything would have surprised me though, based on the images I've seen on the client website. Over my right shoulder I noticed a large window covered with a thin veil of sheer, opening into what appeared to be a locker-room. My eyes caught movement and it appeared to be a middle-aged man, changing into an outfit like a little girl would wear. 

Russ went in for a closer look as Mistress elegantly clicked into the kitchen in a pin-up styled dress. 

"Did you two kids have a good time?" She cheerful asked out loud, like Russ and I were two teenagers returning from the movies. 

I blushed and lowered my eyes, squeaking out a little, "yes Ma'am, thank you Ma'am."

Russell just head-motioned to the window, looking at Mistress with a WTF face. 

"Oh that. I have an appointment in ten minutes. He wants to be taken over "Mommy's" knee and spanked until he's crying like a little girl. I figured I'd make him dress like one too," Mistress declared to both of us as she shrugged her arms and giggled. 

What a wild, magical place this was. I never wanted to leave!

slave sarah 

xoxo

Continued in: A quiet night in

  

 

Summer moves in with me

Continued from: 

Say it Again

and

Bella becomes a collared sex slave

Summer and I spent a beautiful three days together in New Orleans, falling deeper and deeper in love with each passing day. We foodie explored, drinkie-explored and took in some of the old-world history of that place. 

French Quarter beignets and café au lait by day, wildly passionate, lezdom sex by night. I'm pretty sure some of the things we were doing in the hotel room at night, would be illegal in Pennsylvania.

 

Hehe. 

The long and short of NOLA, is that we had a blast together! We were in love and we adored each other immensely. This still didn't save her naughty little arse though! I paddled her bare bum right before we left to head to the airport. She was forced to squirm in her airline seat the whole way home, soaking through he little thong all the while.

It was a long enough flight that we had plenty of time to discuss the logistics of being in love with each other. Does she leave a toothbrush at my house now? Does she fully move in? Would she be helping with my clients or enjoying the spoils of dominant life, using and abusing my numerous slaves? 

Anyone who has been a fan of my little Summer from the beginning, knows that she has Mommy issues, she enjoys dressing and behaving more "little" and needs to be cared for like a mdlg relationship. You'll also know that when she needs a spanking she wants it to be REAL, severe, humiliating and for real reasons. She wants actual rules and consequences.

These are some of the factors we discussed on the flight home, eventually arriving at a domestic discipline-type relationship being the best fit for us, with a healthy dollup of age regression and mdlg. The DD lifestyle would always be running in the background with Summer and I, amidst slaves coming and going, sissy maids and adult clients to the Facility.  

Summer was going to move in with me.   

Summer knew she wouldn't have to lift a finger if she didn't want to, there was always a sissy in chastity and a lockable dress to deal with chores, cleaning and all our laundry. We agreed that she would have dominant rights over all of my slaves and sissies, and was willing to help in the dungeon or punishment room, if a client wanted a dual-Domme session.

She was planning on staying with her current airline but would likely just work less shifts. She also had her Flight Attendant, nylon and heels fetish side-business still running, a hobby she was making both she and I gobs of money from!

I set her up and took this one in our hotel room in NOLA. Cha-ching! $$

I think we had it all, the best of every corner of kink that we enjoy and two people in love to enjoy it together! Life was good. 

About a week after New Orleans, I had Bella booked for some anal training. Since she became a collared slave of mine during her official ceremony, she no longer books or dictates when she sees me for discipline and training, I tell her when it's happening. 

A wise person once told me the difference between a submissive and a slave. A submissive has to consent and submit to the dominance of another, every time. A slave only submits once...

Bella was now the latter and for safety purposes we of course had a contract written out. It spells out the terms of how she is required to serve me and what is expected of her. The contract has a 6-month term of renewal. Nothing about how she is used or treated can be negotiated until her maturity date, trumped only by her safeword as an additional layer of safety. It was a good system. Bella confessed once that merely reading her contract, which she does often, makes her gush with arousal and want to masturbate. 

Such a naughty slave girl! 

All of this being said, these are the type of conversations we have now. It seems harsh and aggressive but trust me, she absolutely loves being spoken to like this:

See?...Simple as that. 

Now she has all afternoon and evening to fill with butterflies, worry, fantasize, become aroused, become afraid. The perfect cocktail of emotions for her. 

I asked Summer if she wanted to help and showed her the text exchange. 

She giggled out loud. 

"Hells yes I do! Bella is a smoke-show!" She replied. 

Typically one would be jealous of a comment like that from the person you love, angry even, but not us and she's not wrong. 

Bella IS a fuckin' smoke-show. And she's about to get her asshole violated in my dungeon!

Mistress Andrea

xoxo

Continued in: Bella takes an enema