Here’re 5 chastity sissy stories for you:)

THE STAND-IN

I stood in front of the mirror, unable to tear myself away from the beautiful image Mistress Danica had turned me into. 12cm heels, pushing my legs and ass high into the air and on display, perfectly fit to my stocking clad feet.

Mistress still wouldn’t tell me where she got such beautiful shoes to fit my giant ass feet, only offering a wink each time I asked. But I didn’t mind, after all a bit of mystery in life always made things interesting.

Matching black stockings made their way up my thighs, held snugly in place by a thin strap connected to my garter. Nothing special, yet the subtle feeling of them against my skin, the playful teasing Mistress Danica constantly enjoyed snapping them on my body, always made me blush in the most exciting ways. Stay ups were nice and all, but I’d take a garter every time!

A beautiful lace bra adorned my chest, the cute reverse heart window showing off my breastplate perfectly, always giggling at the sight of myself with boobs. Sure, they weren’t real, but I still liked them! I often went without it serving my Mistress, or just simple fun girly nights, however every once in a while it was nice to go all out.

Two more items finished my outfit, well they finished all of my outfits, a constant now in my life after years of servitude under Mistress Danica. She liked to say they were merely tools to help bring out the best of my feminine persona, but we both knew what she meant.

Mandatory.

She always had a way of being brutally subtle, leaving no room for confusion without ever saying what she truly wished. Even years later, I was always left dumbstruck with how she directed me, demanding my every move behind smiles and smirks. I wouldn’t have it any other way.

The first of course was my collar. They came in a variety of colours, mostly used to match whatever outfit had been chosen for me, all beautifully crafted and comfortable. Whether it was a simple choker, a special necklace she had made for me, or a posture collar to teach me a lesson, my neck was never bare serving my Mistress. I even had one for showering, finding the lack of that familiar sensation on my skin to be…unnatural after all these years.

The final addition to my beautiful outfit, to my commitment in serving this wonderful woman, was my cage. Also in a variety of colours, shapes, and uses, I could count on one hand the amount of times my clit had been freed over the last few years. Pierced, lasered, and tattooed, I only had to look down at any point in life for a reminder of what I had given up for her. Gladly given up to serve my Mistress.

I remember the first month I had cried often in her arms, the tension and aching almost unbearable as she refused my release time and time again. Mistress Danica would simply run her hands through my hair, calling me her good girl, rubbing my clit as it pulsed and strained for a freedom that she would never permit. It was, as she always said, exactly what I needed. And as always, she was right. Oh so very, very right.

Now, the very thought of being released sent a shiver of panic through my body. The constant strain in my clit was a welcomed sensation, a constant in my life that I could no longer live without. I craved it, needed it, depended on it. It gave me purpose, drive, and determination to serve my Mistress however she saw fit. It sort of made me who I was, who I truly wanted to be.

Also, it was so fucking cute!

Giggling, doing yet another twirl, I was finally interrupted by a clearing of a throat behind me. Blushing, I scooted towards Mistress Danica, kneeling down before her to place my nose just below her belly button, the position that had been taught to me again and again.

“Sorry, Mistress. I got carried away.” Mistress feigned a disappointed sigh, smirking as she gently brought a finger underneath my chin, forcing me to stare up at her, looking down at her silly little sissy.

“I know, Rory. You always do, my little slut.” I giggled, biting my lip as I felt myself slipping so easily underneath her control. “Are you ready?” I nodded, moaning softly as her thumb slipped past my lips, wrapping around it as I gently sucked. Mistress smiled, seeing that familiar eagerness in my eyes, fueled by a healthy mixture of desperation, denial, and a need to be her good girl. She slowly moved her other hand to my collar, clipping her leash with a loud click underneath my chin. A final smirk, a gentle tug, and I was following dutifully behind to my evening duties.

We walked down the hallway, the collection of rooms on each side rented out to content creators for scenes. I had spent many nights walking this very hallway in some form of my maid’s attire, cleaning and tidying up after clients of hers had left, or suffering through their playful teasing if they decided to watch me work. I knew Mistress Danica had something to do with that, sending me in early at times to clean, but so far I had not been able to prove it…

Evil, wonderful woman.

But tonight I had a different role. A different duty. As we arrived at our destination, I kept my head down as Mistress greeted Ashley warmly. “All set hun? Did your rounds and everything?”

“Yup, all set Mistress Danica.” Ashley, a regular of my Mistress, often took evenings to cater to her growing fans and clientele. However, servicing clients in a glory hole was not something she was particularly keen on doing all her life, so Mistress had come up with a solution.

Me.

The stand in, as Mistress had so eloquently labelled me, was my duty every Friday night. Stuffed into a small room, A neon blue light ensuring the camera trained on me could see all, yet blocking any view from the outside, with a picture and name hung up for whomever I was currently standing in for. I spent hours on my knees in that room, only for others to happily take all the credit. Although I couldn’t even pretend to be annoyed with the situation, always looking forward to these nights with glee.

“Good girl, sweetie. I’ll get Rory settled in and then get things started.” Ashley’s eyes went wide, grinning ear to ear.

“Ohh! Can I do it!? Please?” Mistress Danica sighed, handing over the leash to the overly eager young woman.

“Be quick, dear. No dawdling.” Ashley giggled, promising to be swift, ushering me inside as Mistress headed off down the hallway. Without resistance, I knelt down in my usual spot, two comfy gel pads welcoming me back. I whimpered as my arms were pulled behind me, trapped in place with a strap connecting to my collar. Good girls didn’t need their hands, after all.

Taking the final piece to my gloryhole ensemble, Ashley wrapped her arm around me until she found my clit, rubbing the aching excitement I felt as I moaned, her other hand slowly inserting the vibrating dildo inside of me.

“Are you excited, Rory? To pretend to be me for an evening? The dutiful little cocksucker?” I whimpered, nodding as her hands worked me over, the dildo sliding deeper inside of me with each thrust. My clit pulsed in her hand, desperate for a release it would never receive, knowing the excitement to come.

Ashley laughed, biting my ear as the vibrator finally slid home, quickly trapping it in place with a strap between my legs. “Such a good little sissy you are, servicing my clients.” She leaned in to whisper in my ear. “Maybe if you are a good girl again, I will let you lick me like last time while I watch you suck cock for me. Would you like that, Rory?” I whined, remembering just how excited I had been to be between her legs, listening to her cum as the video of me being the perfect little cocksucker played in the background.

She laughed once more, leaving a final spank on my bare ass before closing and locking the door. With a fire lit inside of me, an eagerness that only came with constant denial, I waited for the evening to begin. Ever since losing access to my own cock, sucking and playing with others was the closest I could come nowadays, and I relished every moment.

I jumped with a start as the first cock made its way through the hole in front of me, clearly nervous and excited from their movements. Silently giggling to myself, I kissed the tip three times like Ashley had taught me, and I had seen her do it in her videos. Left side, right side, and then on the tip, before opening up to wrap my lips around the warm, eager cock before me. The satisfied groan on the other side of the wall a welcomed noise of encouragement.

Pushing it deep inside of my throat, I made sure their cock was nice and wet before focusing more on the tip. My tongue constantly flicking and letting it ride against it, I transitioned back and forth from deep sucks and shallow licking. Mistress had taught me herself how to be her little cocksucker, and I was proud at how good I had become. As I felt my first cock of the evening stiffen, harden, and pulse, I moaned feeling the reward promised to me.

The vibrator roared to life in my ass, only turning on when I had a cock in my mouth. Fairly powerful, sitting comfortably against my g-spot, it was often enough depending on how many people showed up for me to cum throughout the evening, my clit leaking all over myself and the floor. However, on slow nights, or simply frustrating ones, where Mistress comes to collect me still on the edge, begging her for just one more cock to suck, so close to my own release, nearly in tears as she leads me back down the hallway, denied.

Tonight would NOT be one of those nights, slowing my efforts on the cock before me so I could prolong having it in my mouth. But the allure of our sweet Ashely’s mouth was too much, it seemed, as it erupted quickly all over my tongue, obviously saving up for this moment as I had to quickly swallow most of it to stop and spillage. With a pout, I saw the cock disappear behind the wall, feeling the vibrations coursing through my body dissipate. I stared up at the camera above me, pouting as I swallowed his cum. My face said one thing, and one thing only.

More.

I received my wish, several cocks came and went with the same effect. Excited, eager, twitching, and cumming far too quickly. Each time I was left on edge, wanting more, so close to my own desperately needed orgasm. I resisted humping the strap between my legs, trying to move the cock inside of me up and down, knowing Mistress Danica would chastise me harshly for doing so. But it felt so good sometimes to be bad…

Thankfully, my bratty streak was saved by a large, beautiful cock making its way through the hole. With eager, wide eyes, I kissed it three times before savouring my new treat, the vibrator once more wreaking havoc on my g-spot. I knew the minute I saw it, that this was the cock that would make me cum. No early releases for them, no over excitement, no desperation whatsoever. It would take a while to make them cum, and I planned on enjoying it.

Running my lips and tongue up the side, slowly moving up and down, I trailed kisses along the beautiful cock before me. Even before I became a sissy for my Mistress, mine wasn’t nearly as impressive as this, certainly now it was laughable in comparison. I moaned with each vibration as I took it once more down my throat, delving as deep as I could manage, desperately hoping I could cum before he did.

As I felt that familiar pressure build in my clit, my ass quivering from being vibrated for so long, I wrapped my lips tightly around their cock, silencing my screams and moans as I felt myself beginning to cum. Spurts jetted out of my clit, leaking uncontrollably all over myself and the floor, unable to even remember the last time I had been allowed an orgasm. I slowly sucked their cock as I kept cumming hard, barely able to stay conscious as I shivered through the final remnants of my release.

Shaking, quivering, and barely able to think, I kept bobbing my head up and down, barely noticing as the cock before me grew, pulsed, and pulled slightly back. Slipping out of my mouth, I gasped as it came hard, ropes of cum being draped over my face, trying desperately to catch it with my mouth. By the time I reacquired him in between my lips, the damage was done, leaving me a cum covered mess, cleaning off his cock as best I could.

Satisfied, elated, and appreciative of him lasting longer than I did, I planted one final kiss on his new clean cock, watching as it disappeared behind the wall. I knelt there exhausted, patiently waiting for a new cock to burst forth, only to hear the door open beside me. Looking up I blushed, seeing the laughter dancing in Mistress Danica’s eyes, seeing the state of her sissy.

“Well,” she said between laughing, “someone had some fun tonight.” I could only giggle, unable to see much through the haze of cum adoring my face. “Let me get you cleaned up, my little sissy cocksucker.”

Some pet names just send a shiver through you, ya know?

A few hours later Ashley was true to her word, moaning happily as I licked her pussy, watching and laughing as my painted face was displayed before her. There were many people that I stood in for on Mistress Danica’s request, but she was easily my favourite. Cumming twice on my face, she let a few playful slaps go on my clit before sending me off, happily curling up in my bed after a long, wonderful night.

The next week I found myself shaking on my knees in frustration, standing in for a guy named Ethan, knowing that he rarely had enough clients where I would be able to cum. Thighs strapped to my shins, unable to bounce on the cock inside of me, I whined to Mistress Danica when she came to collect me, but she only gently ran her hands through my hair, shushing away any protests from my lips.

All weekend my clit throbbed and pulsed with envy, lust, and need, only to be met by teasing and playful pats, patronising my futile frustrations. My bright pink maids outfit clung to my body as I cleaned Mistress Danica’s apartment, soft whimpers continuously escaping my lips throughout the day. Each time Mistress ran her hands up my dress, squeezed my ass or clit, I fell into her arms, wanting to be toyed with, fucked, tied up and used. But my arousal was simply smirked at and ignored, sent off to the rest of my chores with a big pout on my lips.

Even on the nights where I found myself strapped and cuffed into her wooden fucking station, my legs high in the air, ass and clit exposed, Mistress denied me. For hours she rubbed my caged clit, feeling it tighten and strain, fingers slowly and meticulously moving their way in and out of my ass, yet purposefully leaving me on edge. Drinking in the desperation behind my eyes, the pleading desire to cum, she simply smiled down at her silly sissy, continuing to warp my mind as she saw fit, watching as I slowly lost my grip on reality.

Meaghan, April, Anthony, and Ashley once more, I knelt down in that tiny dark space for all of them, desperately bringing cock after cock to the orgasm I was refused. But each time I was left wanting, left on the brink of a release, left to fall a tiny bit further towards insanity. I begged Mistress Danica in tears to fuck me, to slam one of her beautiful cocks in my ass as she had done so often over the years.

But she always just smiled, ran her long fingers and nails through my sweaty hair, and offered me one simple, finality of a word.

No.

A few weeks after my last orgasm, I was lent out to Ashley and Meaghan for the night by Mistress, tied up in one of the larger rooms available. A shocker was placed around my balls, as well as a vibrating plug gently slipped into my ass. In horror I saw that both had remotes, that each woman took turns wielding. Gagged with a large cloth stuffed in my mouth, kept in place with a leather shield, my moans and whimpers were completely muffled, as well as my shrieks when the first shock coursed through me.

The two started their scene, kissing in the most adorable lingerie you’ve ever seen. I felt my cage instantly strain, although whether it was the beautiful women or their clothes I honestly will never know about myself. Every once in a while, a devious side-eye would be cast my way, leading to the plug being pulsed in my ass, or the shock zapping through my clit. Stuck to a chair, forced to watch them kiss and slowly strip one another, my cries of pain and pleasure went muffled behind the camera, as the two vixens giggled and laughed.

Towards the end of their scene, Ashley hung her head over the edge of the bed, staring right past the camera at me. Smiling, she moaned as Meaghan’s tongue brought her to orgasm. Legs spread, she clicked her remote over and over as she came, watching as I helplessly whined into my gag, begging for mercy or a chance to cum, my mind distorted with denial and envy that I could no longer distinguish between the two.

Turning off the camera, Ashley and Meaghan both kissed either side of my cheek, calling me a good girl. Leaving the vibrator on the middle setting, they went off to shower and change, as I whimpered to myself in the dark, knowing it wouldn’t be enough to help me cum. Knowing, and yet unable to stop that small glimmer of hope seeping in to torment me. When they returned to free me they simply laughed at the desperate state I was in, pulling me along by my leash to be returned to my Mistress.

I was simply going to go insane at the hands of all these evil people, I knew it…

But Mistress Danica wasn’t cruel. Evil, yes…but not cruel. Strapped down in her pillory, my clit exposed and feeling the soft touch of her crop, she gently tapped away as I whimpered into my gag, hands running oil all over my body.

“I know, Rory, I know.” I groaned through the first real smack on my exposed clit, my body twitching in response. “You have been such a good girl this past month, with nothing to show for it.” Another several gentle taps, followed by a much harder one bringing tears to my eyes. “But don’t worry, my good girl. I have quite a surprise in store for you, I just need you to behave for just a little. Bit. Longer.” Each word emphasised by her crop, listening to my cries with every stroke.

Kneeling in front of me, my chin in her hand, she stared right through me with a beautiful, intense expression I loved so much. “Can you do that for your Mistress?” I felt my clit pulse, answering for me before I could muster the courage. I had long ago given away the right to refuse her, putting my trust and clit in her hands. I knew what I had signed up for, willingly so, and knew what my answer would always be. I blushed, offering Mistress Danica the tiniest of nods, a subtle surrender yet again to this wonderful woman.

That beautiful smile of hers spread over me like a warmth, radiating through my skin as she kissed my forehead. “Good girl, Rory.” Returning behind me, I didn’t leave her pillory until I was in tears, sobbing at the throbbing pain in my clit and ass. As Mistress comforted me in her arms, rubbing lotion over my new sores, I slowly drifted off to sleep with the constant ache between my legs, the ominous surprise that was promised to me manifesting through my imagination in a variety of ways.

But a few days later Mistress Danica was true to her word, carefully wrapping me in pink leather straps. All matching, even my collar, I had them adorning so many parts of my body. Thighs to keep up my stockings, wrists and ankles with a D-clip attached to them, waist to connect to my clit, wrapping around each leg underneath my ass. Even my chest was strapped tightly, a metal ring centered on my back, one I assumed could be used for an inevitable hogtie.

Slipping into some heels, I blushed and ached seeing how sexy I looked, shaking with excitement as Mistress trailed her fingers along my body. My poor clit strained from her attention to my body, filled with an eagerness I no longer even tried to maintain control of. Whimpering, I stared down at her while she smiled, thoroughly enjoying the process of exciting me, ensuring I was in the frenzied, desperate state she preferred. A state that was ever more a constant in my life being her sissy.

“Are you ready for your surprise?” I moaned as her voice filled my head, those hands refusing to stop their tantalising exploration, squeezing and pulling apart my asscheeks. Unable to speak, I could only nod as Mistress smirked, returning to stare into my eyes, her absolute control over me complete. “I really think you’re going to like it, sweetie.”

Leash clipped to my collar, I followed behind Mistress Danica as I often did, however the nervous energy coursing through me was heightened beyond anything I had ever felt before. Each step reverberated through my clit, pulsing endlessly as I focused on walking in my heels, unable to tear my mind away from the straining throbbing sensation between my legs. I could only follow, hanging on to a slim sliver of hope that I’d finally be allowed to cum…

As we made our way towards the gloryhole, Mistress stopped short before the door leading towards her shop. I stared at her, my confused expression only answered by her devious little wink, opening the door and pulling me through. Before I could even register what was happening, I was brought into the bright lights of the main area, seeing a dozen people patiently waiting. Immediately all eyes turned towards us, a fiery hunger behind each of them.

I squeaked, my voice still hidden behind walls of submission, clit pulsing even harder being thrust into the center of attention. Encouraging me along closer to the array of strangers, Mistress Danica ordered me to one of the many poses she had trained into me, arms trapped behind me in my own palms, staring down at my exposed, leaking clit.

“As promised, my little sissy is finally ready.” A chorus of voices murmured around me, complimenting Mistress on how amazing I looked. In confusion and slight horror I heard my name repeating among them over and over. Rory. They knew my name…

They knew my NAME!!!!

Hands started to explore my body, rubbing and pinching to their heart’s content. Tiny moans escaped my painted lips, not daring to move from the position requested. I was constantly touched, fondled, spanked, teased, and squeezed, leaving my body in such a state of euphoria after the mindset Mistress had worked me into. After a time Mistress called off the excited newcomers, promising them their turn once more.

Once more she tugged on my leash, following behind her automatically, my mind still foggy from what just happened. Placing me before a door once more in the back area, Mistress Danica slowly tilted my chin up to stare at my evening duties. I gasped, eyes wide in shock at what was before me.

“Surprise, baby girl.” On the door there was no stand-in. There was no beautiful content creator that I knew, no adult star that I was pretending to be, no other face to hide behind. Right there on the door was a large poster of me, dressed in a nylon suit I remembered wearing, Mistress snapping photo after photo while I posed as instructed. Underneath, in beautiful calligraphy, pink swoops of sparkly cursive, was…me.

RORY

Me. All me. Speechless, tiny little squeaks escaping my lips, Mistress giggled as she opened the door, showing off a dimly lit room filled with benches, hooks, straps, X-frames, and a small bed. Patting my ass, she ushered me inside, taking small steps in my heels as I tried to wrap my head around any of the many surprises she had thrown my way this evening.

Playing with my wig, hair twirling in her fingers, Mistress placed a hand on my chest while she spoke. “You are your own star now, hun, with many adoring fans, some of which you met earlier.” I whimpered, staring down at the woman who controlled my life in disbelief and shock, terrified I was going to cum then and there. Pulling me down, she unclipped my leash, hooking a finger in my collar to keep me in place. “And they are just dying to play with you…”

Pointing at a spot on the floor, I knelt down in a similar position she had me in before, still feeling the memory of her caring touch on my cheek as she closed the door behind her. Within moments it opened once more, a large and firm hand tilting my head up to stare into the eyes of a strong, beautiful man. I whimpered, beyond excited as he showered me with his dark, stern voice.

“Hello, Rory.”

Taking me to the wall, my hands were bound above me, watching as he took out his big cock. My eyes wide with recognition, I realised it was the same cock that made me cum over a month ago, sucking hard while the vibrator inside of me sent that beautiful shattering orgasm quivering through my body. Looking up at him he smirked, watching my eager eyes as he slid his cock past my lips.

No vibrator to encourage me to be a good little cocksucker this time, yet I hungrily took him in my mouth, moaning around him as best I could without the use of my hands. He let my eagerness show itself for a little while, before pushing back my head with his hands, guiding his cock deep into my throat on his own, fucking my face as he saw fit. Eyes watering, taking short desperate breaths when allowed, I simply let myself be used and fucked, almost forgetting about the aching sensation in my clit.

Almost…

But thankfully this beautiful stranger had more in mind for me than just stealing my breath away, soon taking me off the wall and bent over a bench, my cuffs clipped to the wood and floor. My ass exposed, I felt him remove the pink plug inside of me, gasping as I felt that large cock slowly make its way inside of me. He slowly pushed in and out while he listened to my grimaces, waiting until they turned to soft little moans, my hole expanding and accepting his size in all of its glory.

Two firm hands gripped my waist, pressing me harder against the wooden support leaving me so exposed, my ass and clit twitching desperately as he began fucking me in earnest. Hard. Relentless. Used. A tease that he had seen in videos, a sissy slut on her knees sucking cock, moaning as if that was her one true purpose in life. And he was right, about all of it. As that large cock pumped its way in and out of my aching, desperate little hole, I felt the orgasm brimming inside of me explode to the surface.

I tried to beg him not to stop, but nothing happened. I tried to ask permission that I didn’t know if I needed, but no words came to me. I tried to cry, to moan, to whimper, to groan, to scream…but my mouth simply opened in silence as he fucked me over the edge.

And past the edge, skyrocketing me past the denial that had consumed my every waking thought for so long. Without slowing, his grip unrelenting, I came hard as he used me, my clit erupting between my legs all over the wooden wall I was bent over, spurts of cum in my cage over, and over, and over. Endlessly leaving my mind in such a heightened, elated state, my entire body quivering from my needed, desired, and welcomed release.

Finally able to breath, I gasped and screamed as he continued fucking me through my orgasm, sensitivity shot through the room with each pump inside of me. In tears, flooded with emotion, I felt his cock harden seeing the effects he was putting me through. I moaned in unison with his grunts, wanting his cum after what he had put me through. Wanting to be a good girl. Wanting to live up to the new fame Mistress Danica had built for me. Wanting to be Rory.

Shaking, tensing, and gripping me even tighter, he groaned and flexed every muscle he had while he came inside of me, his thrusts slowing down with each one. Letting out a large, satisfied breath, he collapsed against me, both of us sweaty and exhausted. After a while my new favourite fan pulled out of my ass, his condom filled and spent, although nothing compared to the mess I had made from my leaking, aching little clit.

Unclipping and helping me stand, we both laughed at the state I was in, slightly embarrassed at how much I had cum from his cock. Taking off his condom, I cleaned and sucked his cock one final time, finishing by running my tongue slowly up from the bottom of his shaft to the top, deciding then and there it would be my signature finish, my little flare to add to each time I was a good little sissy cocksucker. He smiled down at me, offering my cheek one final pat before getting dressed to leave.

Exhausted, smiling, and blushing endlessly, I wiped down and tidied the room as best I could, before returning to the spot Mistress Danica left me before. Arms behind me, chest presented and forward, clit fully on display, I heard the door open once more. There had been close to a dozen people in that lobby, each with their own desires to explore and use me for, each deciding to spend their evening and money on me.

Despite how spent I felt, I sharpened my resolve, determined to shower each of them with the same affection and eagerness before my mind-shattering orgasm. The image of my name on that door, sparkling in the light, boldly labeling me and only me, fueled my desire to be a good girl. For them, for my Mistress, and for myself. Feeling a finger tilt my chin up to look at the new fan before me, her eyes sparkling with fire, I readied myself once more.

I was no longer a stand-in. No longer a hidden face behind a wall. I was me.

I was Rory.