Assistant Rory Pt. 01

Outfit completed, make-up finished, I took one last look at myself, calming my nerves seeing the pretty reflection staring back at me. Even my clothes were a reminder of the control I happily relented in my life, no longer my decision what I wore to work. A deep breath, clutching my purse and lunch, I confidently strode out of the door, my first day as Rory: Office Assistant.

Ms. Spires greeted me warmly at the door, hugged tightly as her eyes sparkled with pride and excitement. Taking my hand, she led me around the office, eagerly showing me the company. I was amazed! She had five studios set up for different shoots, explaining that they changed based on what the photographer wished for. My eyes lit up seeing the restraints on the wall, as well as a varied collection of bondage equipment and rope. She smiled, commentating that some shoots were more...involved than others.

Marie, her accountant, was usually only in on Fridays for payroll, or the odd meeting with Ms. Spires. I would meet her later, a sweet and shy woman who mostly kept to herself. Her sales team, Jeremy and Rebecca, welcomed me with handshakes. They talked and squabbled back and forth between themselves, both very old friends even before working here. As we moved on, Ms. Spires rolled her eyes as she explained the trouble they both caused her. I giggled, seeing through her complaints, knowing she cherished them both.

I was led into Ms. Spires' office, sitting with my legs crossed as we handled some paperwork for my employment. Officially her assistant, I couldn't help but smile, excited to start this new journey. She had successfully stripped me of my nervousness, replaced with the simple desire to be her good girl. As if sealing the deal of my new job, Ms. Spires showed me a new collar, metal and sleek, much less noticeable than the one she had me wear in her condo.

My fingers lightly traced along the smooth ring, now locked around my neck, a smile spread wide on my face. Ms. Spires gently kissed my cheek, taking my hand once more, leading me to my desk. Leaving me to get acquainted with a training module she put together, I eagerly got started, ready to learn all the ins and outs of being an Office Assistant.

Most of my job was scheduling, organising, and making my coworker's lives easier however I could. After lunch I tackled the final part of my job description: cleaning the studios. I walked through each room, noticing the different ways they could be arranged, what they came with. Ms. Spires had a store room with other options as well, selected by whomever was renting the space. It seemed easy enough, cleaning after and getting it set for the next shoot.

Finding myself in the bondage studio, I couldn't help but giggle, tracing my fingers over all the different bindings and furniture. I couldn't believe how many ways you could be tied up in here! The hoops and clips that I saw seemed endless, eyes wide as I imagined myself in different positions through the room.

So lost in my own thoughts, I didn't hear Jeremy and Rebecca sneak in behind me, jumping slightly as the door closed.

"Look what we have here, Jeremy," Rebecca smiling as she playfully fingered my hair, "our new Office Assistant daydreaming on her first day. Tsk tsk." I tried to protest, blushing hard, but she shushed me.

"Very unprofessional, I agree. Although, you can't fault her for being drawn to this room. She is Amanda's new toy, after all." My blush deepened, unaware that these two knew that. Although, Ms. Spires didn't really hide anything she enjoyed, as well as the collar locked around my neck being a sliiiiight give away.

Rebecca continued to circle me, her stare making me feel small and vulnerable. "I think, for Amanda's sake, we should teach her a lesson. Don't you think?"

"Oh, of course. It will be a good teaching moment for our new...friend here." Jeremy smiled, mischievous dancing in his eyes. Again my protest was hushed, frozen as the zipper of my skirt was slowly pulled down. Before I could even begin to think, clit straining from being treated this way, I had lost my blouse, skirt, and panties. Both Jeremy and Rebecca giggled at my cute cage, saying how well it suited me. If it was possible to die from blushing, I would have succeeded in that moment.

They led me to a table, helping me on top while I was bound. Arms pulled together behind me, whimpering as I lost control of more and more of my body. Soon my two tormentors had successfully hogtied me, slipping a ring harness between my lips, head connected and pulled back as the final piece to their puzzle.

"Much better," Jeremy said, smiling as he looked over my predicament. I could only whine, voice stolen from me along with my clothes, at the mercy of Ms. Spires' sales team. They both laughed, playfully spanking my ass as my restraints were checked a final time.

"All set, cutie!" Rebecca smiled, leaning down to stare into my eyes. "I think this is a perfect way for you to remember to stay focused at work, don't you?" I could only blush, unable to look away from her.

"Well, I am sure Amanda will come looking for you eventually. Until then, have fun sweetie. I am sure Jeremy and I will become better acquainted with you in the coming month..." I whimpered, protesting that they couldn't leave me like this! But they laughed, blowing kisses as I head the door closed, abandoning me to my fate.

I squirmed and shifted, but those two sales bullies had perfectly tied each knot. Defeated, I sighed, resigning to being found, still surprised they did this to me. My clit, however, did nothing but strain away the entire time, betraying my excitement in the treatment I just received.

"Rory!" I jumped hearing Ms. Spires' voice, walking into the room to find me. Blushing with shame, I hung my head as she came over to stand in front of me (well, as much as my current bondage let me hang my head, which wasn't a lot!). She gently removed my gag and harness, sighing with relief as I stretched my jaw.

"Silly girl, what happened to you?" Brushing my wig out of my face, Ms. Spires stared with her piercing eyes, voice catching in my throat. I told her about Jeremy and Rebecca, how they tied me up for no reason! She sighed, scolding me for wasting time at work. When I tried to defend myself I squealed, a firm hand coming down on my ass.

"Now Rory. I know this is all new and exciting, being at work as my good girl. But you still have responsibilities, and I won't have any excuses as to why they're not done." Rubbing my wrists, I again tried to protest, but she ended that with a gentle hand on my cheek. "Do I make myself clear, young lady?" I huffed, how could she blame me for this!!? But I relented under her stare and domineering tone, nodding that I would try harder in the future.

As I made my way out of the studio once again dressed, I glared at Jeremy and Rebecca smiling from their desks, the two devils hi-fiving after Ms. Spires returned to her office. I didn't know how, or when, but I would get them back. Dropping off some coffee at their desk, I glared at the coy smiles that were returned to me, both enjoying their new office plaything.

Ms. Spires called me in before the end of the day, quizzing me on what I had learned. She happily smiled at my answers, declaring my ready for the rest of the week, and for more responsibility. Taking off my collar, kneeling in front of her, I blushed as she asked if I enjoyed my first day. Despite being betrayed and tricked, I nodded, so happy in my new role and job. Smiling, Ms. Spires stood me up, patting my ass as she called me her good girl. My blush only deepened, those words melting into me, a smile on my face the entire way home.

The Weekend

The rest of the week went fairly smoothly, feeling far more confident in my job and feminine attire by Friday. Each morning Mistress sent pictures on what she wanted me to wear, down to the style of my make-up. I'd have a little "inspection" in her office, checking over how I did, deciding if I was presentable or not. A few times she corrected what I'd done, scolding me with some playful spanks for messing up.

As much as being Rory at work was terrifying, I found I actually really enjoyed it! I found it slightly hard to concentrate, always rubbing my nylon legs together, admiring my reflection in the bathroom for too long. But the work itself, feeling cute and girly, all of it just seemed to fit perfectly into my life. Every night leaving for work I was refreshed, energised, and a smile on my face from the day.

I even finally got to meet Marie, Ms. Spires' accountant. She came by at lunch, sitting with me, her eyes sparkling wide with questions and excitement. I left to go back to work smiling, promising to catch up and talk with her another time. Even Jeremy and Rebecca had been nice to me the rest of the week, only slightly hinting at their earlier shenanigans.

Jeremy's wife, Nia, came in one day to drop something off and chat with Ms. Spires. I politely smiled as I was introduced, bringing some coffees in for them both. My smile quickly turned into a deep blush as I was commanded to stand in the corner, listening to them talk about me. Heart pounding, I stood still while Ms. Spires described all the things she had me do, or planned to have me do for her. Nia laughed with my Mistress, asking to borrow Rory from time to time for her own household chores.

The end of the day on Friday, I sat with my legs together, hands running up and down my nylons. Ms. Spires went over my work, what I had learned, and what she called my "transgressions". Looking down at her desk, the occasional tut making my clit twitch in the pencil skirt currently doing a terrible job of hiding it.

"Well Rory, I would say for your first week, you did fairly well." Eyes behind black-rimmed glasses pierced through me, ensuring I felt small and obedient. "Aside from your little hiatus on Monday, playing in the bondage studio, I am very happy with how you performed."

I sighed as loud as I dared to, still frustrated that she blamed that incident on me! Jeremy and Rebecca had teased me all week about it, how I got into trouble, the wetness in my panties from being tied up. Those two had the uncanny ability to make me both glare and blush at them simultaneously! But it was a battle I wouldn't win, so I relented.

"Thank you, Ms. Spires."

"You are very welcome, Rory. Now, we have a bit more work to do tonight, but afterwards you are free to relax at home. Tomorrow I expect you to be at my house bright and early, as working here does not take away the other chores and responsibilities of being my good girl, is that clear?" Again that stare, melting me into the chair. How anyone ever says no to her, I will never know.

"Yes, Ms. Spires. I will be there on time and in uniform." Even picturing the maids outfit Mistress had bought for me made my clitty leak, straining from excitement. A full Saturday of walking in heels, nylons, petticoats, ruffles, and the controlling grip of my Mistress...it was enough to make a girl cum from the very thought!

"That's my good girl." Ms. Spires smiled, enjoying the blush she forced onto my face. Standing up, she took my hand, leading me to her coffee table. Confused, I followed as she had me lay down on top of it, slightly whimpering as to what was planned for me. Ms. Spires didn't wait long, expertly wrapping cuffs and rope around me, until I found myself in a similar position to the beginning of the week. I groaned as a harness ball gag was locked on, pulled back to ensure I kept my head forward.

A hand playfully smacked at my ass, skirt threatening to ride up at any moment, exposing my nylon covered ass. "There, perfect." A smiling Ms. Spires appeared in front of me, drinking in the submissive confused eyes before her. "Since you enjoyed this position so much earlier, I thought it only fair you remain in it until I am finished work for the day today." I whined, pleading with my Mistress to let me go. But a gentle hand on my cheek stole my words, only able to stare into the commanding eyes that controlled me.

"You will remain here quietly for the rest of the day, until I release you. Take this time to think about why you shall not waste any more of the work day being a silly excited little sissy. Do I make myself clear?" As best as I could through my gag, I agreed. Ms. Spires smiled, moving back to her desk, leaving her sissy on display. I felt my legs held apart, clit snug in my panties very much exposed, a permanent blush on my face. I was nothing more than a toy for my Mistress, a thought which made me whimper as I strained and ached for attention.

As everyone in the office slowly went home, to my horror they all stopped by Ms. Spires' office to say goodbye. Rebecca pulled up a chair beside the new coffee table centerpiece, casually talking to my Mistress while she rubbed my balls, clit aching under her touch. I could do nothing but whimper as she tormented me, smiling from every noise forced out of my gagged mouth. Jeremy was no better, pulling up the skirt that had threatened to expose me, leaving my ass stinging from his spanks. Ms. Spires smiled through it all, knowing how much her sissy was enjoying herself.

Marie was far less devious than the evil sales team, pulling down my skirt and smoothing out my top. She seemed to enjoy ensuring I was perfectly presentable while talking with Ms. Spires, focusing on every little detail as she scoured my predicament. My eyes went wide with wonder when Marie asked if she could borrow me sometime for "dress up", saying what a cute doll I'd be to play with. Smiling, Ms. Spires ensured her that when the time came, Rory would service anyone in the office however they saw fit. The silent threat and promise in that statement, bound and at her complete mercy, made my poor clit twitch and leak all the more.

Mistress finally untied me after finishing for the night, helping as I stretched. Walking me outside as she locked the door, I was left in a daze, shakily standing in my heels. A kiss on my cheek, a reminder to be on time tomorrow, and she was gone, leaving a frustrated, aching, confused sissy in her wake. At home the week, and especially the end of the day, continued to replay in my mind, punishing myself as I wore my favourite lingerie, ass up in the air on my bed, feeling my clit as it strained with need. Every inch of me wanted to be unlocked, or fucked, or both! A confusion of excitement coursed through me, trapped in my own imagination as I moaned into the pillow, desperately holding back from playing with my collection of toys and vibrators.

Saturday morning I knocked on Mistress' door, fully dressed as her maid for the day. A few weeks ago the prospect of coming here like this would have made me die of embarrassment, but over a week of chastity and teasing had a way of changing how you viewed things. Mistress, still in her morning robe, greeted me warmly as I was led inside, silently handing me a list while she headed back to the kitchen to finish her coffee.

I went about my abundance of chores, cleaning every inch of her condo. Despite the constant ache between my legs, I couldn't help the smile on my face, being able to feel pretty and cute in my maids dress, serving a dominant woman who enjoyed controlling me. For a large part of me, one which seemed to be gaining more control, there simply wasn't anything better than this moment. Further enhanced by the constant interruptions Mistress enjoyed forcing on me, posing for pictures, over her knees to be played with and spanked, even slipping a plug inside of me before lunch.

Finished with cleaning, I went about preparing a late lunch for Mistress and I. Her hands constantly ran up my legs, cupping my clit in satin panties while I moaned, desperately trying to focus on the task at hand. I felt at any point I would explode, clit unable to contain itself as she played with her toy. Sitting down for lunch with a smile on her face, Mistress kept one hand stroking my hair, or gently running a finger along my face. Kneeling beside her, staring up at the woman who now controlled me with utter devotion, I was a constant chorus of whimpering, softly moaning from her touch. Never mind being fed from her hands, staring into my eyes at each morsel she granted me to eat. I had never been so on edge and excited in my entire life.

The afternoon, Mistress had invited some friends over, blushing as I greeted and welcomed each inside. They all laughed and smiled, enjoying my humiliation as Mistress explained my role as her new pet. My face was permanently red serving her friends, being discussed as if I wasn't even in the room, kneeling beside Mistress when I was not needed. At one point I was positioned in the center of the room to practice my curtsies, to a chorus of laughter around me. Once again, if it were possible to die from a perfect mix of humiliation and excitement, I would have.

I was firmly in a submissive mindset as dinner rolled around. Mistress' friends gone, all saying how much they enjoyed her new toy, she commended me for being such a good girl. Replacing my maids uniform with stockings, garters, and a corset, Mistress had also slipped into a much more firm and commanding mindset of her own. Lacing me in tightly, corset constrictingly gripping my waist, she was rough and determined. I felt my knees buckle in the new matching black heels seeing her outfit for dinner. Crotchless sheer white pantyhose, matching lace top with a built in bra, proudly wearing her strap-on at the table. I couldn't help but sneak glances over at her while I cooked.

After preparing everything it didn't take long to find myself under the table, swapping between having her cock down my throat, and being shoved against her pussy. Mistress drank wine through it all, staring down at my eager wide eyes, the hunger to please her evident and shining. The week of being caged, the day of serving, and the new position I found my life in, all cumulating into this moment, into the devotion I now felt for this woman. I was her good girl through and through, ready to do anything for my Mistress, simply an extension of her will.

I was her sissy. Her toy. Her pet.

Led by my collar to the bedroom, seeing the excitement in her as much as me, Mistress clipped the detachable stocks to the end of her bed, her sissy firmly inside of them. Soon my cries and moans echoed off her bedroom walls as she spanked my exposed ass, moving back and forth between her hand and cane. I was in tears, ass reddened and striped, unsure how much I could take, unable to express how happy I was in that moment to be hers. Left in the stocks, ass covered with a soothing balm, Mistress pushed herself into my mouth, her moans replacing mine as she came all over my tongue.

Let out to stretch my sore body, Mistress returned with some water for us both, before pushing me to the bed. Cuffs on my ankles and wrists were clipped together, holding my legs in the air. Staring down at her good girl, eyes locked, she pulled out my plug carefully, slowly pushing her cock inside of me. I had waited all week for this moment, playing it over and over in my mind, voice stolen from my excitement as she fucked me.

Holding my clit in one hand, Mistress gave her sissy the fucking she needed, craved. I came seemingly instantly on her cock, leaking all over myself and my owner. I moaned as she fed me my release, sucking hard on her fingers while being fucked, Mistress not slowing a bit after my orgasm. Bottoming out inside of me, rubbing her clit against the strapon, my g-spot grinded against as she fucked my ass for her own release.

We both lay back on the bed exhausted and a mess. I snuggled up to her, mumbling my thanks over and over, barely able to open my eyes. Mistress kissed the top of my head, calling me her good girl. We awoke in the same position, feeling so safe in her arms, I didn't dare nor ever wanted to move. This moment, last night, was worth anything Mistress put me through, any time wearing my cage, any denial or punishment I may face. This was what I wanted. What I needed.