Digital Dominatrix - Final Protocol, part 8 (Patreon)

Digital Dominatrix - Final Protocol, part 8

Emma.

I hadn’t originally planned on telling him this early, but Mike had spent so much time as my maid at this point that it was obvious he loved it. I decided it was time to put the ball back in his court so to speak.

I had a strong feeling I was right about him though. From the moment he started working in our building, there was something about him. Something about the way he carried himself, about how he spoke to people, me in particular. There was always a certain deference in his voice, like he was happy to follow, rather than lead. Preferred being given clear instructions, rather than operating solely on his own initiative.

He was meek, quiet, and for as long as he had worked on my floor, unattached. I planted the seeds a while ago, and I've watched the fruits of my labour blossom beautifully since then…

I can still remember telling him about the website where I had posted my program. I sent him the link and waited, hoping he would take the bait. Of course he did, or I wouldn’t be here with him now.

If he had shown no interest in the subjects offered by my ‘digital mistress’ program, then he wouldn’t have installed it, and I would simply continue my search for a new sissy to toy with elsewhere. Instead, he had installed her, given her access to everything. His bank accounts, his electronic appliances, his phone and email, nothing was off limits to the digital Mistress I had created.

I still remember the first time I realized he was wearing panties to work, how he was almost always red-faced whenever we spoke, red-faced and aroused. It was plain to see that he was made for this new lifestyle, and now it was time to see if he would commit to it.

—

“So, what is it you need to tell me?” Mike asked as we sat opposite each other in my living room. He was wearing jeans and an old hooded sweater, hard to believe he had spent the better part of last night with my strap-on inserted into one of his holes….

I needed to pull myself quickly away from that train of thought! There would be plenty of time for that later.

“Okay, Mike, this is going to be a little shocking for you to hear, but I want you to listen to my whole story before you pass judgment or leave, is that okay?” I asked him, I had to be careful not to just order him, he was so good at taking orders.

“Okay Mi-Erm, Emma. I’ll listen. But could you spit it out already? The suspense is calling me.” I felt a small jolt of giddy excitement as I listened to him struggle to refer to me without the ‘Miss’, he was almost too perfect as a submissive, I knew this wouldn’t fail.

“Thank you, now, I may as well start with the biggest plot twist in this little story. The Mistress program that you have been running for the last month or two, I created it.”

“What?!” He immediately responded.

“-Mike, please, just let me finish.” I said.

“But you- You can’t have…”

“Mike, listen to me.” I said, a little more forcefully this time, thankfully he was used to taking instruction from me by now.

“As you know, Mike, I got divorced a few years ago. Don’t get me wrong, I was glad to be rid of that cheating bastard! But, I realized quickly that there was one thing about that relationship that I really missed, and I wasn’t sure if I would ever have it again. You see, Mike, my ex-husband and I used to play like this all the time, he loved being a pretty little sissy for me, almost as much as you do.” I paused a little, to see if Mike would object to that last part, thankfully, he didn’t.

“It was all his idea at first, a fantasy of his, which I was happy to indulge. But, as it turns out, I ended up enjoying it a lot more than he did. I would make him dress up for me every weekend and make him serve me as a perfect little sissy maid. I put him in heels and dresses every opportunity I got. I loved having a submissive toy I could play with, someone who would serve me whenever I wanted, and believe me, he loved it too, I made sure of that.” Mike, to his credit, listened without interrupting, but I could see the questions swirling behind his eyes.

“It took me a while to get him to where I wanted him to be. To him it was still a kinky game for us to play on weekends, but for me it was becoming something else. I upped the intensity of our ‘game’ little by little. It took a few months of careful planning with lots of rewards for him, but eventually I had him in panties pretty much full time. Shortly after that I introduced high heeled shoes whenever we were at home or in private, by the end, almost his entire wardrobe had been feminized.”

“But eventually that relationship ended, I think he was trying to rebel against my feminization by fucking someone else and I decided I was too old to start training a new maid and sissy from scratch, so I set to work on an alternative. A radical new approach that just might work, given the right circumstances, and the right person.”

“You lied to me…”

“I did, I guess. But let me finish. See, Mike, I had an idea that this sissy lifestyle would be perfect for you, so I gave you the link where my Mistress program was stored, and waited to see if it was something you might be interested in. Obviously, I was right, otherwise we wouldn’t be having this conversation. You installed the program the very same day I told you about it, and then proceeded to submit to the mistress program at every turn. Because you knew, like I knew, that you would like it, that you craved it, even.”

“I couldn’t! She, it- the program, wouldn’t let me quit. I had no choice!” There was still a little denial left in him, maybe a small spark of resistance, which was good, I would enjoy working that out of him myself.

“Mike, think about it, I mean really think about it. There were plenty of times you had to back out, you can blame my program all you like, but you did this to yourself. You could have not downloaded the program at all, but you did, because you wanted to be dominated. You could have refused to give the program access to all of your linked accounts, your banking, your internet, your phone, you could have said no. But you didn’t. The first thing my program is designed to do is order the electronic chastity cage that you have been getting so familiar with, you could have simply decided NOT to lock your little clitty up in a cage, and you would be fine. And lastly, at the end of the first week, which I know was your original runtime, you could have simply let the program run its course without extending it. You did all this to yourself, Mike, it’s about time you faced the fact that you wanted this, even more than I did.”

“So you wanted a new sissy submissive to torment, so you created this…this program, to train one for you? That’s insane!”

“It worked, didn’t it?” My reply was quick, and there was no denying that my program was a roaring success. “I mean, look at you, Mike. You spent half of last night dressed up as a frilly french maid and obeying my every command with a smile and a curtsy… And the other half was spent with a large rubber cock stuck up your ass.” My choice of words was deliberate, usually I preferred class over crass, but Mike needed to be reminded just how far down this path he already was.

“Yeah but….I mean….that was-” His face turned a delightful shade of red.

“It was because you like doing it. Because you love being a sissy for me, stop trying to deny who you truly are, Mike. Embrace it.”

He stared at me for a long moment before saying anything. “Why tell me this now?”

“Because your training is close to being complete, and I want you to admit to yourself that you love the sissy lifestyle. You being my sissy is an arrangement that works well for both of us. It’s time to stop pretending.” 

“Emma….this is, I can’t believe this was you all along….” He was grasping now, searching his mind for some way to be angry with me, no doubt realizing that his arguments were all paper thin. He loved it, he wanted it. “You could have stopped this….at any time, you could have just turned it off. But look at me!” He gestured to his feminized face, lash extensions and plump lips with golden hair. “I can’t think straight, I can’t dress how I want…I haven’t worn boxer shorts in weeks for god’s sake. I barely qualify as a man!”

“I know, that’s because you were made to be a sissy, my sissy.”

“This is too much, I can’t believe it was you all this time, I’m leaving!” He stood up and walked towards my door, I decided to leave him with one more reminder of my power over him.

“Mike, wait!” I said quickly, of course he stopped and turned back around.

“What?”

I walked up close to him so that the front of my shirt was almost touching his sweater. “I just wanted to say one more thing before you left.”

“Fine, what is it?”

“Good Girl!”

I watched as the pleasure so obviously ran through his body, his long eyelashes fluttered a little as his eyes rolled back and his legs subtly pressed together as that little penis of his surely pushing at the bars of the chastity cage.

“S-stop that.” He mumbled, trying to keep the cute little tremor out of his voice, god he was perfect.

“Just a reminder of how good it feels to please me. Now, I’m sure I’ve given you a lot to think about, so I guess I’ll see you at work tomorrow. Goodbye, sissy.” He left without another word, clearly too afraid to open his mouth. I knew that his regular vocabulary was slowly shifting to more and more humiliating word choices, especially when he was horny.

I watched him walk down my garden path and along my street until he was out of view, did he know that there was still a slight feminine sway to his hips as he walked? Even without the heels.

I headed upstairs to the PC in my bedroom, I loaded up my master build of the Mistress program and entered the last prompt I would need to use for this training period, Mistress would be waiting for Mike when he got home, now I just needed to wait and see what he would choose, but I was confident.

—

Mike.

I couldn’t believe what Miss Emma had just told me. This damn program was hers all along. She wanted a sissy to play with and to serve her but she couldn’t be bothered to train one herself, so she tricked me. Trapped me in this program and moulded me into a perfect sissy servant for her…

‘But I love being a sissy’

I had to fight to ignore the parts of me that knew everything she said was right. I got off on the humiliation, I loved the attention, and I loved spending time with her. 

No! I was pissed at her, and I needed her to know it. I couldn’t just let her get away with this.

‘Even if she is the perfect Mistress I’ve always dreamed about.’

I seethed in confusion all the way home, until I found myself standing in front of my front door.

I was just about to raise my hoodie to flash my bra to the camera, when I heard the click of the lock granting me access. That was weird.

I stepped into my apartment and, as usual, I was greeted by Mistress’ voice coming from the smart speaker. What wasn’t usual, was her word choice.

“Welcome home, Mike.”

“Umm, hello Mistress.” I replied, it was definitely weird to hear her call me by my name, I don’t think she had ever used it before.

“I am pleased to announce that your training is almost complete. You have just one more task to carry out. Once this is done, my program will self-destruct, and erase all evidence of my presence. Including any pictures or video footage that have not already been distributed as punishment.”

This had to be Emma, clearly she had decided to end the program now that the cat was out of the bag, but what was the final challenge? I wondered.

“Okay, Mistress, so what do I have to do?”

“Your final task is simple, if you open the partner app to your chastity cage on your smart phone, you will find there is a new option available to you. This option should be titled ‘transfer ownership’. Please check your app now.”

I opened up the app on my phone and sure enough, there it was. “Okay, I see it.”

“Excellent. Your final task has no time limit, and will only be deemed complete when I can see that you have successfully transferred ownership of your chastity to another, human, Mistress.” So that was her plan, I thought to myself. 

Emma clearly expected me to transfer ownership of my chastity cage to her, she had said herself that she wanted another sissy to toy with, and I was apparently a perfect fit. 

“Also note, there will be no further communication from me until your task is complete, unless you specifically request it. This means that I no longer require you to dress in a specific way, or to complete any tasks.” So that was really it. Mistress was actually going to leave me alone!

This news caused me to immediately forget my anger at Miss Emma’s deception, as I realized that for the first time in a while, I actually had some actual free time, and I would be allowed to dress as I want! 

I was frozen on the spot in my living room for a few minutes, realizing that I had the whole of Sunday afternoon to myself, with absolutely no idea what to do. I had grown so accustomed to taking directions, especially over the course of the last couple of weeks, that I actually felt a little lost without a Mistress to give me orders.

I thought about Miss Emma and knew that I couldn’t give her the satisfaction of just handing over control of the cage, that would mean she had won already. I decided I would show her that I wasn’t as much of a sissy as she thought I was. I was still a man!

I grabbed my coat and headed for the nearby mall, it was time to get myself back into male underwear. 

I stopped off for a burger, an indulgence I hadn’t enjoyed for quite some time, before heading into the mall to purchase some boxer shorts. I grabbed myself a pack of three and also picked up some nail polish remover before heading back home. It never even occurred to me that I was still wearing a bra and panties when I headed out, it was all just natural to me now.

A short while later and I had removed the nail extensions and any polish/primer that was underneath, my hands looked like a man's again. Not long after that, I shed my bra and the panties and pulled on a pair of boxer shorts, trying to ignore how uncomfortable they felt.

‘I love wearing panties.’

No! I don’t love wearing panties. I squashed down the quiet, inner voice that was trying to tell me that wearing boxer shorts just didn’t feel right and sat down on the sofa to play a game for a while.

About an hour later, I noticed that I was getting a little bored of the videogame I was playing, which was odd because usually I could game for hours on end without even noticing. Something just didn’t feel right about it today.

I shut down the console and stood up, adjusting the uncomfortable boxers for what felt like the 100th time, and took a look around my apartment. I felt antsy, like I knew there was something I should be doing, or something I was forgetting, but couldn’t quite put my finger on it. 

I decided to do a little cleaning, maybe that would occupy my mind for a while. The problem with that was, my apartment was already incredibly clean and mostly neat, thanks to Mistress’ insistence on me playing maid…It is pretty hot being made to dress up and act as a sissy maid for a while though…

‘I love being a sissy maid’

I had to pull myself away from that particular train of thought, I hadn’t become a total sissy, not yet. I caught sight of myself in the mirror and noticed the long golden hair. Maybe if I got rid of that I would feel more like a man, but I wouldn’t know where to start. But I know someone who might….

‘Knock knock knock!’

I knocked on Kate’s door, hoping she was home. Thankfully, she answered after a minute or so.

“Oh hey panty-boy. How’s things?” She asked, greeting me with a friendly smile, all she had on was an oversized t-shirt with her bare legs on display, clearly she wasn’t planning on going anywhere today.

“Hey, Kate, I was wondering if you could do me a favor?”

“Depends, does it involve a huge dildo going up your ass?” She replied with a smirk, making me wince in embarrassment.

“Haha, uhh, no, not this time anyway. How are you with hair? Didn’t you say you took a hair and beauty course once?”

“Mostly fine I guess, why? Looking for a new style?” 

“Yeah, actually. I was wondering if you could help me get rid of these extensions? Maybe cut them off or something.”

“Probably, what are they braided or beaded or what?” She asked.

“Ummm, they’re hair extensions, that’s about all I know.”

“Fine, come on in and I’ll see what I can do.”

So, about an hour later I was sitting on Kate’s sofa with my head and hair draped over the back while she went to work on pulling out the extensions one by one. Apparently they were beaded, which meant they had to be carefully popped free with a pair of pliers before they could be pulled away from my hair.

“So, these extensions must have been expensive, how come you’re deciding to get rid of them?” Kate asked as she carefully twisted at one of the extensions.

“Oh it was just a dumb experiment,” I lied, “I guess I’m over that phase, got all the weird kinky stuff out of my system.”

“Well, that’s good to hear. You still wearing panties?” 

“Nope. Boxers today, for a change.” I said, proudly pulling my waistband out to display the boxer shorts I was wearing.

“Wow, look at you wearing men's underwear like an actual man. Still see that cage though.”

“Yeah, still a little time left on the timer unfortunately. Hopefully gone for good soon though.” 

Maybe I could transfer ownership to Kate. But would she understand? I’d have to tell her everything about the Mistress program and what’s been going on for the last month or so and I didn’t think she would understand like Emma did. Plus she would know that I had lied to her too. 

“Well, it will be nice to have a boy living next door again, although, for what it’s worth, you do look good in stockings.” Kate said.

“Haha.” I replied sarcastically.

“Aaaand, you’re done. But your own hair is still dyed the same bright blond, so I’m not sure how much more manly you look.”

“Gotta be better than what I had before, besides, I’m due a haircut. Thanks, Kate.” I said, standing up and using my phone as a mirror to check out my hair. She was right, it still looked a little feminine, especially with the eyebrows and lips accenting my face, but it was an improvement. Emma wouldn’t win this round.

I spent a little more time talking to Kate before she said she had to head out, so I went back to my own place, no flashing the camera necessary, to find some other way to pass the time.

“Hello Mistress.” I said, almost instinctively.

“Welcome home, Mike.” Was all I got in response. It felt weird. Like I was missing a part of myself somehow, maybe it’s because I really was a submissive sissy….

‘I live to serve my Mistress.’

I couldn’t shake the thoughts away completely. I spent the rest of the evening trying to occupy myself, I made dinner, watched some TV, took a shower, but it all felt….boring.

I was relieved when it got late enough for me to go to bed, at least going to work would be a dose of normality for me. And I would get to see Miss Emma again. 

Damn, she really was in my head.

At least my bedding was still nice and pink.

I stripped down to just the uncomfortable boxer shorts and crawled into bed. I tossed and turned and for almost an hour, unable to fall asleep fully. My underwear didn’t feel right and something sounded off in my room.

It took me a while to realize what it was. It was the silence. I had spent weeks falling to sleep while listening to the quiet whispers of the smart speaker, it had taken me a while to realize where the voices were coming from, but I had grown accustomed to having the voice there when I fell asleep every night. The silence was deafening.

“Mistress?” I said, waking my bedroom speaker. 

“Yes, Mike.” 

“Can you please play the stuff you usually play when I fall asleep.”

“Of course.” Wow, she actually did something I asked her to, this really was different.

I listened for a while as the low whispers began creeping around my bedroom.

‘You are a sissy’

‘You love your panties’

‘You live to serve’ 

It was just noise to sleep to, right? I would replace it with some whale noises or something tomorrow, I’m sure that will do the trick, I thought as I slowly drifted off to sleep.

—

The next day I walked into work with my head held high. I was mostly back to my normal, masculine self. I was wearing clothes and underwear designed for a man, sure I was still a little horny from being trapped in the cage, but it was more manageable without the constant teasing and humiliation.

“Morning Emma. Hey Jake.” I said as I entered our floor.

I got a simple greeting from both of them and was left to get set up without anything more. I had expected Emma to wheel herself over to my desk as she often did, but she didn’t, not today.

In fact, she barely even glanced in my direction, which was a little hurtful. How could I rub my masculinity in her face if she wasn’t paying attention to me?!

Around lunch time I saw her head into the kitchen area around lunch time, so I followed her in, expecting some sort of confrontation.

“Need something, Mike?” She asked politely, maybe too politely.

“Well I guess I know what your end game is now.” I said. “Expecting me to just hand over the ownership of my cage to you, is that it?”

“Yes, actually. I think you will, eventually you’ll realize that it’s what’s best for both of us. But until then, there isn’t much else for us to discuss.” 

“What, so that’s it? I’m no longer a sissy so you don’t pay any attention to me? After everything you’ve put me through?” 

“Mike, you say you’re no longer a sissy, but a little over twenty four hours ago you were dressed as a maid, serving me breakfast in bed and eating me out. I want you to stop kidding yourself. Now if you’ll excuse me, I have work to do.” That was that, she headed past me and back to her desk without saying much of anything else to me for the rest of the day. And it stung. 

I got home from work that afternoon still just as lost as ever and unsure what to do to scratch the invisible itch. I decided to shower before getting into my comfortable clothes, so I stripped off and took my time under the hot water.

When I was finished washing, I headed to my underwear and looked inside. There were a couple of pairs of the new boxers I had bought, but underneath them was a larger bunch of brightly coloured lacy fabric that simply looked far more appealing to me. 

“Fuck it!” I said to myself, grabbing a pair of bright red, lacy briefs and pulling them up my legs. I told myself that it was fine, I was wearing panties because I wanted to, not because someone else was making me. But I don’t think that made it better. What kind of man wants to wear panties?

‘Sissies love panties’

I felt a sense of fulfillment as the panties slid into place over my hips, sliding just slightly between my ass and cradling the chastity cage in a tight embrace. It felt right. So right in fact, that before I knew what I was doing, I had pulled on a pair of stockings, relishing the comforting feeling of the smooth material as it slid up my still hairless legs. 

I had to drag myself away from the dresser before I succumbed to my sissy desires and threw on the maids outfit once more. 

Yet again, I struggled to sleep without the speaker playing, so I asked Mistress to play the sissy soundtrack to my nights and fell asleep listening to the hypnotic voice, but this time it was by choice….what were the implications of that? I wondered.

On Tuesday morning, as I was getting dressed, I found myself faced with a dilemma, what underwear would I choose? I had already established that panties were a lot more comfortable to me at this point, so I grabbed a pair of blue, satin briefs with a lace trim and pulled them on. Everything else I wore was male, so it was fine. At least that’s what I kept telling myself.

I greeted Emma and Jake on my way in as usual and set up at my desk. Emma was acting much the same as yesterday, friendly but not teasing, and I found myself missing it. I wanted her to tease me, torment me, maybe embarrass me a little. But she didn’t, at least not in the morning.

I headed into the kitchen area to make myself a coffee, when Emma came up behind me. “I see you’re wearing panties again today.” She said, rubbing her hand along the visible panty line that she must have seen. I shivered at the simple act of her rubbing my ass through my slacks. 

“Yeah, I guess I was just more comfortable in a pair of pretty panties.” Dammit! One simple touch from her and I was instantly back to humiliating myself. “I mean, I guess I just got used to them.”

“Mhm, of course you did. Because you’re a sissy. And as soon as you admit that, and beg me to be your keyholder and Mistress, the better.” Emma was standing incredibly close , pinning me to the counter top without actually touching me.

“B-beg you?”

“That’s right, beg me. You’ve already tested my patience with your attitude at work yesterday, the longer you make me wait the worse I will make it for you when you finally give in. Or maybe that’s your plan? Maybe you’re the one teasing me, maybe you like the idea of annoying me, is that it? Pushing my buttons to see what I do to you in return, well I know how to deal with bratty girls, all you have to do is accept who you are. I’ll be waiting when you do.” 

“And what makes you think I’ll give in?” I managed to ask, trying to sound confident but it was obvious to anyone that her presence was enough to completely disrupt my thought process.

“Because, you’re still caged for one.” She stroked gently along the crotch seam of my pants, sending a tingling shockwave of pleasure through the cage bars. “If you really wanted to escape me, leave your sissy self behind, you could have done so by now. You could have paid someone to accept the ownership of your cage and let you out, could have gotten a friend to help you even, but no. Here you are, still locked, wearing panties, horny and desperate. Except this time it’s because you want to be,  not because someone else is making you.”

Emma stepped back and I let out a breath I didn’t realize I had been holding, my heart was pounding as I felt a desperate longing for her to do….something, anything to me.

“And that’s how I know that you’ll eventually come around, and you and I will be very happy together. Anyway, I have work to do, sissy. Goodbye.” 

‘Sissy’

The word echoed in my ears as Miss Emma left. Miss Emma, not just Emma. I knew then that everything she was saying was right. I wore panties to work because they felt right, because I loved being a desperate, humiliated, sissy. Someone for others to torment and tease. I was a sissy who loved being humiliated and used for others' pleasure. But I couldn’t give in, could I?

I was too horny to think straight after the talk with Emma in the kitchenette, I was desperate, and all I wanted was to serve her. But what about Kate?

—

Kate and Emma were both on my mind on the way home from work that day. Miss Emma was right, I could ask Kate to take over the cage, she would probably get in a little teasing of her own, but she would eventually let me out, and probably wouldn’t force me to go back in either.

‘But I love having my sissy clitty locked away.’

I wondered what it would even feel like, to have my clitty free to get hard whenever it wants? What a weird feeling that must be for a sissy like me to have. For the sake of my own masculinity, and maybe my sanity, Kate was probably the most logical way for me to end the Mistress program.

But when do I ever make good choices?

End Chapter 8