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Digital Dominatrix, Final Protocol - Chapter 5



I returned to my desk after walking to the parking lot with Emma to borrow a hairbrush. I ran the brush through the long hair, trying to tidy it up a little, but for some reason, no matter what I did it always looked feminine.

I tried a quick internet search for ideas or tips…’Long hairstyles for men’. The results all showed really masculine looking, buff guys. One was a guy with a thick beard who had his long, dark hair tied back in a messy bun behind his head. There was another image of someone who looked like a rockstar, with dishevelled hair falling around his face. I’m pretty sure one of the images I saw was a professional wrestler.

None of the pictures seemed to suit me, I wasn’t like these guys. I was soft, smooth and feminine. Not rugged, manly and with a beard. Furthermore, they always had a scruffier, unkempt look, mostly in darker colors, as opposed to my perfectly polished golden blond look.

I decided to try one of the large bun styles on the back of my head, thinking that would be the most masculine, even with the silky hair. Unfortunately, having never had hair this long before, I had no idea what I was doing.

“Need a hand there, Mike?” Emma had appeared behind my seat as I was sort of frozen in place with both my hands behind my head with handfuls of hair and no idea what to do with it.

“Oh, yeah. I guess I’m not used to hair this long. I was trying to tie it back to keep it out of my face.”

“Hmm, let me see what I can do.” Emma said, moving my hands out of the way and taking over.

I sat there, feeling pretty grateful, while Emma stood behind my chair and gathered my hair up behind me.

“There you go, that should keep it out of the way.” She said, stepping away. “Let me know if you need any more help.”

I felt behind my head and noticed that she had gone for a simple ponytail, which served its purpose I guess. With my hair out of the way, I was able to focus a little better on work for the rest of the day. I said my ‘see ya later’s and left the building, feeling a weight on the back of my head bouncing around as I did.

Just as I was entering the front doors of my building, I walked right into Kate!

“Oh! Hey, Mike. How’s it going?” She asked.

My face flushed red as soon as she spoke, the memories of the last time she had seen me came flooding back. Memories of me, dressed up and bouncing up and down on a dildo on the floor of my apartment.

“Kate, Hi. I’m good, thanks. Look, about Saturday-”

“It’s okay, Mike. You don’t have to apologize for being who you are, not with me anyway. But I really think you should be careful about how far you're taking it. I mean, look at your lips, and your hair! It’s a lot. I like you, Mike, and I actually enjoy the uh, the kinky stuff.” She added that part in a quiet voice so as not to be overheard in the lobby. “But as much as I like it, I don’t think I could walk around with a guy who looks more girly than I do. Know what I mean?”

I actually did know what she meant. I decided that as soon as I got rid of this app, I would take back some masculinity and make it up to Kate. But then again, what about Miss Emma? I had also been thoroughly enjoying everything that was going on between us, even though at times I felt more like a toy for her to tease rather than an equal.

“I know, Kate. I know I’ve gone a little overboard. I guess I was just experimenting with everything now while I had the chance. But I’m telling you, I’m still me, and the hair and lips will be gone soon. “I lowered my voice a little, “And the panties and the chastity cage too. I promise.”

I saw Kate give a little smile at the end of my speech. “Well…I hope so, cause I was having fun spending time with you. Anyway I’m just headed out, talk to you later?” She said, sounding like she actually wanted to.

“Yeah, you know where to find me.” I said, heading towards the elevator.

“Sure do, oh and, Mike…” She said as I made to leave. “I wouldn’t mind if you kept the panties…..or that cage. Haha, later.” I looked around the foyer area near the elevator in panic at Kate’s last comment, hoping no one else had heard. At the same time, I was glad to see she was still speaking to me, even going as far as to embarrass me a little on her way out.

I was in a better mood after the interaction with Kate, which was good because I knew Mistress would no doubt have more training in mind for me when I entered my apartment.

“Welcome home, sissy.” The AI voice greeted me as I entered my apartment. “You have thirty minutes until this afternoon’s training programs begin.”

Great, a whole thirty minutes to myself, she really wasn’t letting up this week. I headed into the bathroom to take care of business there, which is where I noticed the ponytail that Emma had tied into my hair. It was higher up on my head than guys usually wore, and it was held in place by a purple scrunchie that I hadn’t even noticed she had used, and I had been walking around half the day with it. I pulled the hair free and let it fall back down around me before washing my face, being careful to avoid damaging my eyelashes. I changed into some more comfortable clothes and waited in the kitchen with a light snack until Mistress told me it was time for today’s training to begin.

The training was more of what I was used to from the past. I started with an hour walking on the treadmill at various different speeds while watching video clips of different women walking along and swaying their hips.

I was so used to the heels by now that it was second nature to walk with the feminine sway. The treadmill time was followed by a little more time in the maid outfit with the plug inserted, rewarding me for following orders by using the ‘good girl’ trigger which had become so effective lately. So effective in fact, that I was leaking into my panties in no time at all.

When I was finished with my cleanup duties, I was ordered to sit down in front of my laptop for what looked like some more online training videos. This time I was forced to watch tutorials on hair maintenance and styling, at least this would be useful while I was stuck with this hair.

My first task was to imitate a simple ponytail by mimicking the girl on screen, which I managed after a few sloppy attempts. This led straight into the same hairstyle, except with leaving two bangs at the front on either side of my face, which definitely gave the look a more feminine appearance as my face was framed by two controlled strands of blond hair.

The next video showed me something called a french plait, which seemed a lot more difficult than the simple ponytail styles I had tried so far. I watched as the girl on screen took three strands of hair and began crossing them over one another to form a long, interwoven braid. My own attempt was not very successful, and Mistress let me know it.

“This is unacceptable, sissy. The video will now restart, please try again.”

I unwound my hair and did as I was told, It was becoming second nature to simply follow orders without even thinking of questioning them anymore. After all I was just a sissy, and sissies are made to serve.

It took two more attempts to get the french braid down to Mistress’ standards, and I was finally allowed to stop the hairstyling portion of my training.

“Very good, sissy. You are to leave this hairstyle in place until tomorrow morning.”

It was getting late and I was hoping to be done with Mistress’ tasks by now, but it seemed I wasn’t finished quite yet.

“Your training tasks are complete for the day, sissy. You will now be subject to a ten minute tease as a result of your poor performance during the hairstyling.”

Well what did she expect? I had never had to style my own hair before!



‘Bzzt!’ “I am just a sissy.”

‘Bzzt!’ “I exist to serve a powerful Mistress.”

I was once again cuffed to my bed with the plug teasing away up my ass while my ears were assaulted with more sissy recordings. I was still locked into the heels, as Mistress had not released the keys from the lockbox yet, but I had removed the maid outfit so that I was on the bed in just a bra and panties with the still locked corset.

“My ass needs to be filled at all times.”

Each declaration I was forced to make only served to turn me on even more, the cage was positively biting into my skin by this point and I was desperate for any kind of relief. So desperate in fact, that just before I reached the end of my ten minute punishment, I snapped.

“Ohhh fuck! Please Mistress. Please let your sissy cum, I’m such a desperate horny, slut and I need to cum so bad. Please fuck me with the plug, Mistress. I’ll be a good girl, I swear but I’m just too horny right now.” The words that I was saying seemed to pour out of my inflated lips without conscious thought, I was simply too desperate to care about how degrading my own words were.


‘Bzzt!’

“Please Mistress. I’m such a horny slut and it feels so good to have my ass filled.”

Finally, Mistress responded. “Very well, sissy.” ‘Bzzzzzt!’ The vibrations from the plug intensified as I writhed on the bed, the heels digging into my sheets.

“Oh yes! Please, fuck my ass, Mistress. Oh….Yes…Thank you…”

“Now be a good girl and cum for me.”

That did it, the vibrations, the teasing and the use of the ‘good girl’ phrase pushed over the edge until I was cumming hard in my panties and cage. The pseudo-orgasm seemed to last forever thanks to me not being able to ejaculate fully while caged, instead just leaking steadily into my panties as the plug massaged my prostate.

It wasn’t quite as satisfying as a full orgasm, but it definitely helped relieve my tension. My muscles relaxed as I sank backwards onto my bedsheets and released my hands from the cuffs……



“....Just a desperate, horny, sissy, craving to be controlled…” My eyes slowly opened sometime in the middle of the night, I could hear the quiet whispering voice that was here every night now. It was obvious the voice was coming from the smart speaker, I had realized that a few days ago, but I had gotten too used to hearing them to complain about it, and even if I did, I was so deep under Mistress’ control that I wouldn’t be able to stop her anyway.

I figured I must have dozed off right after the teasing session, which is why I was so uncomfortable that I had woken up in the middle of the night. The heels and the plug were still there.

I shuffled over and grabbed the lockbox with the keys to the heels inside before kicking them off my feet onto the floor. My panties were soaked from earlier so they too were removed and tossed aside, along with the plug. My hair was still in the plait from earlier but I didn’t have time for that right now, so I pulled my pink bedcovers over myself and quickly fell back to sleep.



“So you actually fell asleep in the heels?” Emma asked me the following day at work after she had wheeled her chair over to my booth yet again. She had been dying to know what humiliation the afternoon held for me, and so I had filled her in on everything.

“Yeah, I woke up in the middle of the night and took them off, but I can still feel a little pain in my feet.” I said.

“I’ll bet, you know you need to be careful with how long you spend in heels. If you wear them for too long, or too often, your achilles tendons can start to shorten, meaning pretty soon your feet will be uncomfortable in anything but high heels. Ha. Imagine that, walking around with that sexy sway in your hips permanently.”

Emma seemed amused at this revelation, While I myself was shocked, surely that couldn’t be true. “What? Is that actually possible?” I asked.

“It is, look it up if you don’t believe me. Oh what if that’s Mistress’ plan?” Emma added in a low, more seductive voice. “To force you into heels for longer and longer periods, so that by the time the program ends, you can’t even walk in flats anymore.”

“S-stop it.” I was simultaneously scared and aroused at that thought. My logical brain knew that letting something like that happen was a terrible idea, but the horny side (which seemed to be winning more and more internal arguments lately) seemed to think the idea of being permanently sissified by heels was hot.

“Why? What’s wrong, Mike? Does that idea turn you on? I’ll bet it does.” One of her fingers was idly stroking up and down my inner thigh. “Of course you could always go back to being a boring, regular old man when this is over. But I don’t think you want that. Because you love being a horny sissy, don’t you? You love it when I play with you, and tease you.” Her voice was almost a whisper now as she leaned in close to my ear. “And I know you love it when I fuck you like a sissy.”

I shuddered as Emma’s words stirred my arousal, she was dead right of course, there was no point even trying to deny it now, so I tried to stay silent instead.

“Anyway, Mike,” She pulled her hand away and returned to a normal speaking volume. “I’d better get back to work. Love the hair today, by the way.”

My hair, that had been an issue this morning when I realized the effects of leaving it in the french plait overnight. When I released the hair this morning, it remained extra bouncy and curly thanks to being twisted into a braid all night. I had to tie it back into a pony tail but with the curls in place it had just ended up being a bouncy, pouffy mass of blond hair bobbing around behind me.

Emma wheeled back to her own desk with a smirk as I self-consciously tried to adjust my hair after her comment.

Sometime later, I received a notification from Mistress. I thought this was weird as we were long past panty checks at work by now, so I opened up my phone to take a look.

“Sissy, I have scheduled you for an appointment shortly after you finish work. Please make sure to head to the following destination before returning home,” The message was followed by a location pin for me to check out in my GPS app, at least I had received advanced warning of where I was going this time, which gave me a chance to look up the destination.

I checked out the location from Mistress’ message to find out that I was heading to a small shop that did both tattoos and piercings! What exactly did Mistress have planned for me there? I wondered.

When Emma had left me alone, I did a quick search on the internet about what she had told me about heels shortening my achilles tendon and it turns out she was right! My feet still ached a little, even now. Was that because I wore them all afternoon and fell asleep in them? How long would I need to keep wearing them before my tendons started to shorten? And why the hell was I still turned on by the idea?!


Jake was the first one to leave the office at quitting time, leaving me and Emma alone in the office before I headed out to my appointment.

“So, when do you think my maid will be visiting again?” Emma asked me, leaning over my desk as I powered down my equipment.

My face flushed a little as I answered. “Oh, well. I guess whenever you want.” I tried to play it cool, but my heart was already speeding up at the thought of being a maid for Miss Emma again.

“Oh but I always want, that’s the problem. So I guess the real question is, when do you want, sissy? Dammit, she was going to make me ask for it this time, I knew it. “Of course if you don’t want to come over then I can’t force you.” She added, leaning back from my desk and shrugging her shoulders as though she wasn’t interested either way.

“No wait!” I called out before she could walk more than two steps away. She turned back around with a sly smirk.

“Yes, sissy?”

“I guess I could come over this weekend again, if you’re free.”

“Hmm, I think I can clear my calendar, but only if you’re sure you really wanted to come be my maid again.”

Of course I did! I wanted to serve her more than anything right now, I couldn’t explain why, but I wanted her to use me, to order me around, to call me a good girl and use her strap-on on me….I wanted all of it. But I was trying my best not to sound like the desperate sissy I was.

“Y-yes. I’m sure, Miss Emma. I would lo-like to be your maid again this weekend.”

“Very well, I suppose I can make room for you if you really wanted to come be a maid for me.”


How the hell did that happen? She had made it sound like me going to be her maid was a favor to me? Which I guess in a way it was, but she was the one who instigated the conversation! Nevertheless, I was of course looking forward to serving as a maid once more.


After leaving work, I headed to the address Mistress had sent me and entered the tattoo and piercing parlor. I gave my name to a heavily pierced girl dressed all in black, as I panicked over what I was here for, surely Mistress didn’t intend for me to get a tattoo?

“Okay, Says here you’re wanting your ears pierced, two in each. That right?” The girl asked.

“Erm, yeah I guess so.” I said, relieved that I was only here for a piercing, at least that was something I could remove when this was over.

“Great, take a seat and I’ll get you started, should only take a couple of minutes.”

I sat down in a black, padded chair while the girl wiped my ears down some kind of strong smelling antiseptic. The piercing girl lifted a small gun to my earlobe, telling me that I’ll feel a slight pinch, before a loud ‘pop’ sound echoed as she depressed the piercing gun.

Three more ‘pop’s later and I was finished, I now had two piercings in either ear, one large, gold stud at the front, with a smaller jewel just behind and a little further up than that one. I wasn’t thrilled by the latest form of feminization, but piercings could be removed easier than the filler that was in my lips, who knows how long I would be stuck with my inflated pout for.



I walked straight home from the tattoo parlor and was relieved to see that I finally had some post waiting for me. I eagerly grabbed the envelope which I recognised as the one I posted on Emma’s behalf, the one that contained the key to my corset. I tore it open and out fell the small silver key that would unlock the padlock and grant me access to untie the laces.

Around five minutes later, I realized I had another problem. The position of the padlock at the top of the corset made it damn near impossible for me to insert the key into the lock. I could just about feel the padlock with my fingertips if I twisted and turned a little, but I couldn’t grip it enough to insert the key, it didn’t help that even with a mirror, I couldn’t see the small keyhole.

Mistress had only given me an hour to myself before the evening's training began, so unless I wanted to be stuck in this corset for another day, I would have to get someone to help. And of course there was only one person who could help me right then.

I grabbed my phone and called Kate, hoping she was home.

“Hello?” Thank god!

“Hey Kate…I need your help with something a little…embarrassing.”

“Oh really? What happened, you get stuck on your dildo or something?” Her voice sounded playful, which was promising, but no less embarrassing.

“Ha. No, not quite that, are you home right now?”

“Yes, but I’m heading out in ten. What is it you need?”

“It’ll only take a sec, promise…”

So less than a minute later, after throwing on a hoodie over the corset, I was being let into Kate’s apartment.

“Okay, pantyboy. What can I do for you?” I handed her the key to the corset lock before replying.

“This…” I pulled off the hoodie and exposed the locked corset around my waist. “I’ve been stuck in this thing for a couple of days now and I can’t reach the damn padlock that hides the laces. Could you unlock it for me?”

Kate was quiet for a few seconds before she answered, but I saw the amused smile creep across her face. “Hahaha, wow. You really are a horny idiot aren’t you. Do you have to lock everything onto you?”

“I know I’m an idiot. I thought it would be fun to be locked into the corset for a while, you know, but I didn’t realize I couldn’t find the keyhole behind me like this. Could you please unlock me?”

“Well, I guess this is better than gluing tits to yourself and fucking a dildo on the floor.” Kate had a slightly less amused look on her face when she said the last part.

“I know. I said I was sorry about that part, okay, I took it too far, wasn’t thinking straight.”

“Relax, dude. We’re cool.” She said, with a smile.

I turned around and presented the back of the corset to her. “Great, in that case, could you please unlock this thing?”

“Hmm. I could. But why should I?”

“What?” Was she really going to drag this out? And here I thought she was being unusually helpful.

“Well, what’s in it for me?” Kate asked.

“Ummm, I dunno. Whatever you want I guess.”

“That’s what I like to hear. So on Friday night I’m going out with a friend from work, while I’m out you can come over here and clean my apartment. The place has gotten a little messy since you last cleaned and seeing as you owe me one, you can do it. Deal?” So she actually planned to leave me cleaning her apartment while she went out?

“Fine, deal.”

“Great. Here you go panty-boy.” Kate unlocked the padlock after that and gave me back the keys. I thanked her and headed back over to my place to get started on Mistress’ orders once again.

It felt great to finally be out of the corset. I examined myself in the mirror and saw that there were deep, red lines on my skin where the corset had been digging into me, but otherwise I was undamaged. Did my waist look thinner or was it just a mental trick because I was looking for it? I wasn’t sure.

I spent the rest of the night being directed around by Mistress once again. I was back in the heels for most of it but I made sure to take them off before I got into bed, I was still worried about causing permanent changes to my feet.

As I drifted off to sleep, I wondered what this weekend would bring, and how long I had left with the program. I knew it was due to end soon, but the question was, would I be able to go back to normal when it did?

What would the relationship between me and Emma be when I was back to looking and dressing like a man? But even more worrying, why did the thought of going back to male clothes worry me so much…..?



End chapter 5.

Comments

Allen Copeland

Can’t wait for the next chapter

Caged_Caroleta

As ever, another great instalment to the story, and now the heels are longer each day, the dull ache of the tendons shrinking, hoping the next part will have Emma have him in a lovely pair of flats, only to have the dull ache throb for heels