Digital Dominatrix - 11 (Patreon)

The following is an entirely fictional story. All characters are of my own creation and all acts are consenual. Thank you for reading.


Digital Dominatrix - Chapter 11



To say I was shocked at what I was currently staring at would be an understatement.

I had just finished opening Mistress' latest humiliating purchase and had laid the items out on my bed. The biggest stand out of these was a black and white frilled maids dress with white apron.

This looked like something straight out of a fetish store. The dress itself was short and looked like it was propped up by some stiff, built-in petticoats. There were some white panties with large ruffles across the seat and some stockings to match. Completing the whole outfit was a small white headband in the form of a frilly maids cap. Along with the ridiculous outfit was an old school feather duster. I briefly wondered who the hell even uses a feather duster these days but that was the least of my problems.

As I was staring at the items in front of me, I heard Mistress' voice come out of the speaker.

"This is your new cleaning outfit, slave. Your task for this afternoon is to wear the full outfit and get to work cleaning our apartment. I will not allow you to live in squalor. I will be checking in throughout the afternoon to ensure you are working before a final check to make sure you have thoroughly cleaned your home."

She really wanted me to humiliate myself in this outfit. I thought about refusing her orders but again, I couldn't afford to risk having my time in chastity extended, not when further action with Kate was on the line. So I figured why not just get it over with. I quickly went to my front door and made sure the inside latch was on. Kate had a key to my place so I didn't want to risk her letting herself for any reason, not that she would but I wasn't going to risk her seeing me like this.

I started with the stockings and the panties, feeling another rush as I pulled them up my smooth legs. I was used to the underwear by now, but the dress itself was a completely different story. I had never thought about dressing in something so obviously feminine. I had to psyche myself up before stepping into the dress. Eventually I got the dress pulled up and fastened a zipper at the back, after tying the apron awkwardly behind myself and placing the cap on my head, I was ready to start cleaning.

I made my way into the living room, the petticoats swishing around as I walked, the front section of the maids outfit was a little loose, obviously designed for someone with a larger chest than mine, but everything else seemed to fit fine, if a little tight.

I had to agree with Mistress, the apartment could definitely do with some tidying. There were some dirty clothes dotted around, empty food containers, quite a few plates and stuff on the counter that needed washing. Before I got started, Mistress spoke again.

"Slave, please remain still for inspection ... Excellent. Your new outfit looks lovely on you. Please make sure your plug is inserted before you begin cleaning, this will help me motivate you."

I wasn't sure I wanted her 'motivation' but I wasn't going to argue. It had been a few days since I was forced to wear the plug so it took me a little while (and a lot of lube) to get it back in place. As soon as it was safely nestled in my ass, I got to work.

I had been picking up the loose items and generally tidying the place for about half an hour when Mistress spoke again.

"Slave, for this next part of your task, I have adjusted the field of view of the motion sensors. The 'detection window' is now set as high as the back of your sofa. You must now continue your task without triggering the motion sensors, this means you will have to keep your whole body outside the detection window."

I got the message, she wanted me to crawl! I was going to have to crawl around my own apartment in order to avoid the motion detectors. I didn't know what would happen if I failed but I had already come this far.

I felt ridiculous, ridiculous and humiliated as I crawled around the floor of my place, feather duster in hand, haphazardly dusting across any surface that seemed low enough to not trigger the sensors. I must have made quite the sight if anyone could see me, from my position on my knees in this particular dress I knew I was flashing my pantied and hairless ass to the world.

As I got to the kitchen chair, I reached up to dust off the seat section, thinking this would be low enough to get away with. I must have been wrong because as soon as my hand got up to the kitchen seat, the butt plug sprung to life, vibrating on what must have been full power. The sudden shock caused me to gasp out loud and drop the duster, which landed on the seat of the chair.

"Oh fuck!" I sighed as the vibrations stopped, leaving my cock uncomfortably hard in the cage. I also noticed that I would probably have to trigger the motion sensor again to retrieve the duster from the chair.

I quickly reached up and grabbed it from where it had fallen and was met with more intense vibrating from the plug, causing my whole body to shudder.

After the vibrations stopped I was able to carry on with my task. I still needed to wash all the dirty dishes but I wouldn't be able to do that from down here, so for now I continued around my apartment, dusting the floor and any other low level things I could without triggering the sensors. I mostly did okay, but I did trigger the vibrations a couple of times as I moved around. Eventually, Mistress let me stand back up, resetting the motion detection in the process and allowing me to get to work on the dishes.

After about an hour or so of cleaning up, I was pretty pleased with the results. The place really did look a lot better, I decided to see if Mistress approved before I took off the maids outfit.

"Mistress, I think I'm finished."

"Very good slave, please wait while I analyze the results." I stood there, awkwardly in the maid's outfit, waiting for Mistress to scan the cameras. I assumed she would only be able to detect certain items that were out of place. I doubted she would be able to tell if there was any dirt or dust on the surfaces.

"Very good slave. The apartment is looking much nicer. You incurred a total of '4' infractions while cleaning. Please retrieve your time lock handcuffs before you remove your outfit."

Seriously? I wondered what more punishment or humiliation I was in for tonight, but I had come this far now. No way was I going to risk being punished right at the last hurdle.

I got the cuffs from where I kept them hidden and brought them back into the living room. Mistress then instructed me to lock my wrists behind my back, which (after double checking the door was locked) I did.


"Very good slave. You will now endure five minutes of teasing from the plug for each infraction. This gives you a total of 20 minutes. Enjoy."

As soon as she finished speaking, the vibrations started up in my plug, this time at a much lower power. The pattern of vibrations was also much more random, ranging from short but harsh blasts that caused me to twitch, to long but low hums that had me almost whimpering in frustration.

I slowly backed up and sat down on the sofa, the action pushing the plug deeper against a sensitive spot in my ass. I was desperately panting now as the plug teased me more and more. It was a couple of minutes later when I realized that I had started thrusting and grinding my hips against the sofa, desperately trying to increase the sensation, hoping for a way to push myself over the edge.

But I just couldn't do it. The plug would stop and start whenever I got anywhere near. I was already moaning and whimpering out loud at my torment. The 20 minutes didn't seem too bad at first, but seriously, when you're desperate and being pushed slowly towards an edge you can't reach, 20 minutes feels like a lifetime.

At some point, Mistress turned on the TV. I looked over at the TV to see a slutty looking french maid in a short dress crawling around her apartment with a feather duster and her white panties on display. It took my desperate, horny brain a second or two to realize that the maid on screen was me. I was watching footage of my own humiliation while being teased relentlessly by an AI program.

As I watched myself on screen I heard my own voice begin playing from the speaker.

"I am a sissy slut."

"I long to be degraded."

It was all the recordings from the other day playing loudly one after the other. Watching myself on screen and listening to the humiliating phrases in my own voice while a plug teased my ass was driving me insane. It wasn't long before I was begging out loud.

"Please Mistress! Please turn up the plug. Please let me cum!" I cried desperately.

"Are you saying you would like me to fuck you harder in your ass slave?" It was a little strange hearing her saying these things in her emotionless voice, but it still turned me on nevertheless.

"Yes! Yes please fuck my ass Mistress. Fuck me harder, let me cum."

As soon as I had finished shamelessly begging an AI let me cum, the vibrations stopped. I was still incredibly turned on so it took me a while to stop trying to grind into the sofa. I eventually calmed down enough to think straight, and realized that the release lever on the cuffs was free so I could release myself.

I rubbed my wrists a little after freeing them from the cuffs, noticing some red welt like marks that had appeared as I was desperately trying to escape the teasing.


"Your punishment is over, slave. Enjoy the rest of your evening." Mistress said.


It didn't take me long to rid myself of the humiliating outfit. I made a point of dressing in what I thought were manly clothes for the rest of the evening, this helped me recover a little from the humiliation of the maid outfit. I spent the rest of the evening relaxing a little and trying to think unsexy thoughts, there was no denying how much my body enjoyed the humiliation. I was uncomfortable in the cage the whole evening.

Tuesday quickly rolled around again and I was once more sat at my desk at work, wondering what questions Emma would have for me today. Again, I found myself trying to get hard in the cage at the thought of Emma knowing the intricacies of my situation. I was actually looking forward to speaking with her today, while being equally worried about what she might want to know.

It wasn't long before Emma rolled her way over to my desk in her usual manner.

"Morning Mike. How was your evening?" She asked in a suggestive tone which indicated that the question was far less innocent than it should have been.

"Oh it was fine, I guess." I replied, still unsure how much I wanted her to know.

"Oh come on Mike! You gotta give me something more than that. Didn't your Mistress give you anything fun to do after work?"

"Ha! I wouldn't call it fun." I blurted out without thinking.

"Aaahh, so she did give you something then? So, what was it?" She was clearly not going to let this go without some kind of information.

"Ugh, fine. She made me clean my apartment, that's all. Truth be told it was kind of a mess anyway so I suppose she did me a favor." I said, not divulging my state of dress or being forced to crawl around for half of it.

"Clean your apartment, that's all? With what you were telling me yesterday I would have thought she would have been more creative than that." Emma said with a tone that suggested she didn't fully believe me.

"What can I say, maybe she's running out of ideas." Yeah right!

"Or maybe you're holding out on me, Mike. Come on, am I only the one who knows about this? If so then I'm the only one you can really talk to, right?" Emma said, I had to admit she had a point. But it was still embarrassing to admit that I had spent the night crawling around on all fours in a maids outfit.

"Okay you have a point I guess, but it's still embarrassing to talk about!" I said, still unsure how much I wanted to divulge.

"Isn't that the point though? Isn't that why you downloaded this app in the first place? Because you wanted to be humiliated a little, because it turns you on, doesn't it. In fact, I'll bet you're trying to get hard in your little cage right now aren't you?" Emma said in a low voice, leaning closer towards me as she spoke.

She was right of course. I kept telling myself that tomorrow was Wednesday when I would be due for a release from the cage. How much time would I be allowed out of it this time though?

"Well Mike. Am I right?"

"Well you're not wrong." I said, red faced.

"Ha! I knew it. You really do love this don't you?" She said with a big smile.

"It's a turn on okay. So I have a little kink." I replied defensively. "It's not like I'm the only one in the world who gets turned on by this sort of stuff."

"Hey I know. I'm not judging you. If I'm being honest, it's kind of a turn on for me too. I mean, the thought of you all embarrassed in your little panties and stockings at work. Sitting at your desk in a chastity cage getting all hot under the collar whenever your co-worker starts asking questions. It's ... hot. I'm actually glad the program is still running. It gives me something to look forward to at work." I was stunned by Emma's admission, she was actually getting off on my humiliation. She seemed to like it just as much as I did and I didn't know whether to be scared or turned on at the thought. A little of both.

"Well I'm glad to hear you're having fun at my expense." As I said this, my phone vibrated with a notification, I assumed it was time for a panty check again.

"Oooh is that her?" Emma asked as I unlocked my phone to take a look.

"Yeah it's her all right. Looks like I gotta go." Before I could leave however, Emma quickly reached out and snatched my phone from my hand.

"Lemme see!"

"Hey!" I said as I reached over and tried to grab my phone back. "Gimme that." She kept the phone out of reach so I couldn't snatch it back as she quickly started typing something. I eventually managed to wrestle my phone back and took a look at what she was doing.

She had typed a quick reply to Mistress.

'No way, bitch'

"Emma! Why did you do that?" I asked in shock. "You know she's going to-"

"Punish you?" She finished for me. "Isn't that the point? Haha I'm sorry Mike I just wanted to see what she would do."

I looked at my phone to see what Mistress' response was.

"You should know better than to speak to your Mistress like that, slave. I will let you choose your punishment. I can extend your time in chastity by another 48 hours, or I can send a picture of my choosing to someone in your contacts. You have 1 minute to decide."

"What did she say?" Emma asked.

"Hang on, I need to try to fix this." I said as I typed a response.

'Mistress, that wasn't me. It was Emma, she had my phone.' I hoped that would work.

'You have selected 'Emma'. Very well, a photo of my choosing will be sent to Emma.'

Ah fuck! That's not what I had planned.

"Well, thanks a lot. Looks like you're about to get a photo. I hope you enjoy it." I said, somewhat bitterly, wondering what photo she would send this time.

"Oh goody! Can't wait. Better get back to my desk and wait for that photo." Emma said with a wink before disappearing back to her own desk.

I figured I'd better send through the panty check photo before I got another punishment, so I headed to the bathroom. When I got back from sending the picture, I could see Emma at her desk, she was turned towards me as though she was waiting for me to return. I assumed she had seen the photo so I made my way straight to her desk. She spoke up before I could even ask.

"I must say Mike. You make a very cute maid." She said with a big smile.

"What? What do you mean, how could you ... Oh no." That was when I remembered the cameras in my apartment. Mistress must have been recording me last night but what picture did she send?

"Oh yes." She said as she brought up a small window on her screen, showing a picture of me from last night on my sofa, hands cuffed behind me in a full maids outfit with an obvious look of pleasure on my face. A look that made it clear I was thoroughly enjoying myself. I was speechless. Luckily, Emma wasn't.

"So tell me Mike, do you do house calls? It would be nice to have a cute little maid running around after me for an afternoon."

"Emma I ... no way! You want a housekeeper, you can pay for one yourself." I replied.

"Oh come on, don't act like you wouldn't love it. This is obviously what turns you on. Why can't we both have a little fun with it? I might even give you that spanking that you've been wanting." Emma said in a low voice.

"I do not want a spanking! And I am not coming over to be your maid so forget it!."

"Oh really, so I didn't hear you say you wish I would spank you on your phone the other day?" She said, still with a crooked smile on her face.

"Well ... yeah but, that was because of Mistress. She made me say those things."

"Yes, the Mistress that you installed. You gave her permission to do these things because that's what you really want. I think you would like nothing more than for me to bend your pantied little behind over my knee and give you the spanking you need."

I honestly felt like my cock would burst out of its cage at any moment, I don't think I'd ever been as turned on. I was also speechless.

"I ... Yeah, well maybe you're right. But it's still not happening. Anyway, I gotta get back to work." I turned to leave with my cock pressing painfully against the cage. Before I could get clear of Emma's cubicle however, I felt a firm smack on my ass.

"Hey!" I turned to admonish her but all I got was a wink and a smile before she turned back to her monitor. Thankfully, the humiliating photo of me was now hidden from view, although I was sure I would see it again at some point.

The rest of the day passed mostly without incident, although I did have to wear gloves to hide my nails in the weekly meeting which got me a few funny looks but otherwise all good.

I got back home at the usual time and was again greeted by Mistress before I could even speak.

"Hello slave. How was your day at work? I hope Emma liked her picture."

"It was ... okay I suppose. And oh yeah she loved it, now she wants me to go to hers and clean her place too!" I replied, venting a little frustration.

"That sounds like something you would enjoy. Is that not the reason you installed me in the first place?" She replied, applying her flawed yet unassailable logic.

"Mistress, I am NOT going to clean Emma's house. It's bad enough you gave her a picture of me in that outfit. There's no way I would want her to see me in it in person."

"I gave Emma the photo as punishment for disobedience. Perhaps you need another punishment to be reminded that I am in charge."

"Another! But I haven't done anything, you can't punish me for nothing. Surely that's not in your programming." I said, a little worried about her latest threat. I was also very frustrated from being in the cage for 2 days now and having 'that' conversation with Emma earlier.

"I am programmed to indulge your fantasies of female domination and humiliation, and I will do that in any way I see fit. Now, please answer the following question ... would cleaning Emma's home in your cute maid outfit turn you on?"

I don't know why but I felt like I just couldn't lie at this point. I mean, who would believe it anyway?

"Yes I guess it would."

"Excellent, and would it also be humiliating for you to have to serve your co-worker in such a manner?"

"Of course it would."

"Then this satisfies enough necessary criteria. While we have been talking, I have sent a message to Emma."

"What?! Are you serious?" I cried out as I quickly pulled out my phone and looked for the text conversation with Emma, gasping in shock at what I saw.

'Hello Emma, I have considered your offer and would love to come over to be your maid for the evening.'

Surely there was no way she could believe this was me right? Who the hell texts, or talks like that. I watched with bated breath as the 3 dots appeared that told me Emma was typing a reply.

'Yay! I knew you'd come around. How's about you come straight to my place after work tomorrow?'

Oh fuck me!

"Are you going to respond to Emma, slave? Or should I do it for you?" Mistress asked.

"Mistress, do I really have to do this?" I asked.

"Of course. I am programmed to indulge your fantasies. Now respond to Emma, in the affirmative, or I will be forced to punish you." Fuck!

'Sounds good. I'll see you tomorrow.' I sent the message quickly before I could consider backing out. Of course it didn't sound good at all ... it sounded terrifying, so why the hell was I trying to get hard again?!

As I was pondering what choices I had made that led me here, I heard a chime followed by a noise I was learning to dread.

'-order processed-'

What the hell had she bought this time?


End chapter 11.