Digital Dominatrix Ch 07

Digital Dominatrix 7

I returned to my desk after sending through photographic evidence of the fact that I was wearing a thong to work. I had to slip into the bathroom to do so but I wasn't too worried about it at the moment. Mostly because Emma, my co-worker, had already seen my thong!

She didn't say anything about it, but she didn't have to, I had seen her reaction, then I had realized that my thong strap was on display above my pants thanks to an untucked shirt.

I made it my mission to avoid Emma for the rest of the day, thankfully this wasn't too difficult as she had calls for most of the day so she didn't get a chance to talk much. As soon as the end of the day rolled around I quickly packed up my desk and headed out. As I was walking past Emma's desk on my way out I heard her call out.

"See ya tomorrow Mike."

I instinctively turned to say goodbye and saw that Emma was intently focused on my ass I walked by. My face flushed red as soon as I saw this and my cock tried to harden its cage. I left the building quicker than I had ever done, reminding myself that I only had a couple of days left of the Mistress program and I could try to salvage some of my dignity.

"Mistress, I'm home." I said as soon as I walked into my apartment, activating the smart speaker that housed the digital dominatrix that was hell bent on humiliating me.

"Welcome home slave. I hope you had a good day at work. I trust no one saw any pantylines today?" The AI voice asked me.

"No, it was worse than that! I think Emma may have seen my thong. How the hell am I going to explain that tomorrow?" I said, slightly worried about how easy it was for me to converse with a program.

"That is unfortunate, slave. If you follow my orders, your humiliation will be minimized."

Minimized, that was comforting. Tomorrow was Thursday, and given that I only set the Mistress program to run for one week, I would be out of the bluetooth chastity cage on Friday night. Just in time for me to hang out with Kate on Saturday.

I managed to spend a couple of hours chilling out in my apartment before Mistress spoke up again.

"Slave, I have a challenge for you."

Oh crap, this can't be good.

"I need you to strip down to your thong. Then, when you have done that, you will need to go stand, with your nose in the corner again."

Well, at least I was alone in my apartment, I managed to get through corner time yesterday without too much trouble, although I did end up with a couple of days extra in chastity as a result, not that those extra days mattered much past Friday.

A short while later, I was again standing with my nose in the corner of my apartment, hands on my head, waiting for Mistress to tell me when I could move.

"Your task today, slave, is to stand in the corner for as long as possible. Your fitness tracker tells me you have taken 7459 steps today. I will consider this task over when you exceed 7464 steps. If you manage to stay in the corner for one hour. I will clear your sentence, and immediately unlock your chastity device. Your time starts now."

Well, this was unexpected. I never had any hope of getting out of this cage before Friday. My cock instantly tried to harden at the prospect of being freed, it had been too long since my last real orgasm and I was almost constantly aroused by this point.

I resolved myself to remain as still as humanly possible for the next hour, I should have known Mistress wouldn't make it easy for me.

After about 10 minutes of being in the corner, I heard my TV turn on behind me. I should have realized she would be able to control that too, it was a pretty high end smart TV with full internet connectivity.

Once the TV had booted up, I heard the low 'Bing' sound that usually happens when I input a voice command, Mistress must have been inputting the command herself as I had not said anything. Eventually I heard a familiar sound, a sound I wasn't proud of recognizing so easily. Mistress had loaded up a particular pornographic video that I watched more than a few times. I heard the sound of high heeled shoes as they circled a bound slave in the center of a dungeon-like room. I couldn't see what was happening but I knew from memory as I heard the on screen dominatrix' voice.

"Welcome to my dungeon you worthless sissy slut! I hope you're ready for your punishment."

My cock squeezed uncomfortably against the sides of the cage as I was forced to listen to the video playing, I was still determined not to move for the full hour.

As I stood, listening to the sounds of the video behind me, I noticed something, the volume on the TV was gradually getting louder. I could now clearly hear the on screen domme spanking her bound sissy on the video. Each 'Slap' rang out around the apartment as I listened to the muffled moans of the gagged slave on screen. About 20 minutes later, it reached the point of the video that got a little more hardcore. I heard the sounds of straps and buckles jingling and knew the Mistress on screen was fastening a strap on cock around her waist. It wasn't long before I heard her approaching the on screen slave.

"I hope you're ready for my cock you little slut. Because I am going to show you how to really fuck someone, much better than anything you could do with that little thing between your legs."

I heard the bound man on screen start moaning and knew the domme had started to slowly insert her strap on into his ass.

"That's it you little slut, take this cock like the sissy whore you are."

The volume had increased again and I was almost certain that if anyone was outside my door they would be able to hear the sounds of a strap on fucking taking place in my apartment. I prayed no one was outside and continued refusing to move from the corner. I could feel myself shuffling subtly on the spot as the arousal continued to grow. I could feel the individual pulses coming from my cock inside its cage. I had to beat her at this game. I needed to cum more than ever, plus, once out of this cage I would make sure to never put it back on!

"You are doing well, slave. You have 25 minutes left and you will have won the game. let's turn up the volume a little more shall we."

Fuck me. The sound of the strap on fucking going on behind me was now far too loud for someone not to hear it. I could often hear the sound of my neighbours TV from the apartment adjacent to me, so I was certain that, if they were home, they would be able to hear the sound of the porn from mine.

"You like that you little slut. That's it, take my big cock in your sissy ass."

I felt a shiver run through me as my arousal dialed up another notch. I wondered how long was left until the hour mark, the only sound I could hear was the 'slap, slap, slap' as the Mistress in the video relentlessly pounded her  ass. I knew the video was coming to an end as the sound of the fucking increased in intensity.

That was when I heard an odd sound emanating from my phone somewhere on the coffee table. It was the sound of an outgoing call. Shit! Mistress was calling someone. I had to stop myself from moving at the last second, I was still determined to win this game.

A few seconds passed as the low 'brrrrrd, brrrrrd' sound continued a few more times. The only sounds in the room were the sounds of my phone dialling out and the sound of the porn video playing loudly in the background.

My blood ran cold as I heard a woman's voice coming from my phone, someone had answered.

"Mike, Mike are you there? I think somethings wrong with the line, do you hear a weird slapping sound?"

It was Kate, Mistress had called Kate and she was listening to the sound of the porn playing on my TV. Thankfully she couldn't tell what it was, just stay quiet and she will hang up.

'Slap, slap, slap' "Mike, helloooo. Are you there?"

Please hang up, please hang up. I was so close to winning and being free from this cage. I just needed Kate to hang up the phone. In my lust-fuelled panic I had forgotten how close I was to the end of the video, until the on screen dommes voice blasted loudly out of my TV speakers.

"Yes! That's it, cum for my strap on like the sissy whore you are! Tell me you're my bitch. Tell me you ar--" I quickly lunged out of the corner and slammed my finger down on the hang up button on my phone, ending the call with Kate. After locating the TV remote I shut down the video, finally, silence in my apartment. My heart was pounding in my chest. There was no way Kate had not heard that on the phone.

Now she had seen me wearing panties, and heard me watching strap on porn in my apartment, here was another person I dreaded facing. Perhaps I should text her and cancel Saturday. No, that would look more suspicious.

"Oh, too bad, slave. You were 2 minutes away from winning this challenge. Looks like you will be in that cage for quite a while."

"Please Mistress. Please let me out of the cage. I'm desperate! I swear I'll be good."

Here I was again, begging an AI to let me cum.

"I warned you to obey me, slave. If you had listened to and followed all my orders then you wouldn't be in this situation." Mistress' cold, emotionless voice came out the speaker, reminding of the position I had put myself in.

"Fuck this! I swear, after Friday, I'm deleting you and never installing you again! Have fun playing your little games tomorrow because come Friday, I'm rid of you for good!" I don't know if it was anger or pent up arousal that caused the outburst but Mistress wasn't going to let me get away with it.

"You should speak to your Mistress with more respect, slave. For that, one full week has been added to your chastity sentence. We will speak about the rest of your punishment in the morning."

Ah shit. Well, tomorrow was the last full day, I knew she would punish me somehow. I would just have to ride it out until Friday.

I slept fitfully again that night, constantly waking up because of the cage. Multiple times I felt myself reaching down to fondle my crotch, desperate for any sensation at all.

Thursday morning eventually came around and I found myself standing naked in my apartment, knowing Mistress would want a say in what I wore to work today, and after her threats last night, I didn't want to risk any more exposure.

"Mistress, I need to go to work."

"Good morning slave. Today, you are to wear a pair of your panties, along with your butt plug and your stockings to work. You told me last night to 'Have fun playing my little games' so I intend to do so. You have 15 minutes to send a photo of your panties and stockings as proof."

Fuck, I wouldn't even be able to hide the pantylines again, clearly she wanted to humiliate me. I contemplated disobeying her but thought better of it. 15 minutes later I was dressed as instructed and heading out to work, after sending the photo Mistress of course. Given that the pink panties were the only ones I had cleaned, it was those that I wore this particular morning.

As usual, Emma was already at her desk when I walked into the office.

"Morning Mike. How was your night last night?" She asked as I passed.

"Oh, fine I guess. Nothing exciting." I answered quickly as I moved to my desk to log in and start the day. I felt the plug shift around as I sat down in my office chair, I was almost constantly aroused by this point.

After an hour or so, the moment I knew would come arrived. Emma wheeled herself over to my booth.

"Sooo, how was your 'Personal training' last night? You must be desperate to get rid of it by now." She said after she had rolled her chair alongside mine.

"Oh it was fine, nothing too bad, a little tired but yeah, I'll be done come FridaAaah!" Mistress had sent a quick vibration through my plug mid sentence, my cheeks quickly flushed red.

"You okay Mike?" Emma asked me.

"Yeah, just a little cramp, damn trainer must have worked me harder than I thought last night." I lied, but I got the impression Emma didn't quite believe me.

"Ohh well you should make sure to stretch out better after a workout. So, I'm sorry but do you mind if I ask you something?" Oh shit, I knew what it was she wanted to ask and I had given my answer a bit of thought, but would she believe me?

"Ummm okay, sure. What's up Em?"

"Well, do you wanna tell me why you were wearing that cute little thong yesterday?"

I didn't think my face could get any redder at this point, I could feel my ears burning.

"Erm, well, it's obviously a little embarrassing, but it was kind of a dare/bet thing I had going with a friend. I hope you don't find me weird. I promise I got all my work done! My figures were just as accurate as ever I swear."

"Calm down, Mike. It's okay, I'm sure your work was as efficient as always. And I don't think you're weird. Actually, I found it kind of... intriguing. It's not every day I see a cute young guy parading around in a thong at work haha."

Okay this time she was definitely flirting with me. She called me cute, she touched my arm as she laughed and everything. I had never really thought about it before but Emma looked... pretty good. With her being about 8 years my senior and kind of an authority figure in the office, the thought of anything intimate happening between me and her was absurd. Maybe it was just the chastity cage's effect but the more I looked at her, the hotter I found her.

She carried a little more weight than some girls but was not what anyone would call overweight. Her boobs were on the larger side, pushing outwards prominently in her white office blouse, and her wide hips squeezed into the tight, black office skirt gave her a nice hourglass shape. My cock gave another little twitch as it took in her form.

"See something you like, Mike?" Emma said with a playful smile.

"Oh sorry, I was just  caught off guard by the whole situation. I'd really appreciate it if you kept the whole... underwear situation quiet. It was just a dumb game, honestly."

I said as I shook my head and forced myself to stare.

"Haha relax, sweety. Your secrets are safe with me. But if I may so," She had lowered her voice to whisper, "I bet the panties you had on the other day looked better on you."

My eyes widened at her comment but I should have really seen it coming. I already knew she had seen the pantylines.

"So, how long does this 'lost bet' of yours last exactly?" It's kind of fun knowing you have this naughty little secret in your pants."

Oh God, it was like she was deliberately trying to turn me on.

"Well, it's just supposed to last the wee 'bzzzt' ahh shit. Damn cramp, I meant to say it's just supposed to last the week. So Friday will be the last day in... well, you know." I said, at least the humiliating part was over, this way I could wear the panties to work and Emma would just think it was part of some bet.

"Your last day in panties you mean, hahaha. Well that's a shame. Anyway, gotta jump on a call soon. Talk later sweet cheeks, haha." With that, she was back to her desk leaving me to work.

I managed to get through a good bit of the weekly data now that the Emma situation was taken care of, I only had to stop once to send a panty check photo to Mistress. I decided to go make myself a coffee to stretch out my legs. Emma wasn't at her desk so I offered Jake a coffee, which he refused, then headed into the kitchen.

As I was pouring myself a drink I felt a hand slowly rub my ass along the pantylines.

"So what colour are they?" It was Emma, and I couldn't believe she had just openly groped my ass at work! My cock throbbed at the intimate contact.

"Emma! You know you can't go around fondling people at work. Do I have to call HR?" I said with a laugh.

"You're right Mike, I apologize for fondling you in the office. I just couldn't resist after seeing those pantylines. So, c'mon, what colour?" She said,

"I am not telling you what colour they are, now did you want a coffee while I'm here?" I said.

"Ohh you spoil sport, why not just give me a little peek then?" She said as she reached a hand out to grab my waistband. I quickly swatted her hand away before replying.

"Hey! What did I say about fondling people in the office, you're supposed to be the mature responsible one on this floor, remember?"

"Haha I suppose you're right. But come on, you showing up to work in womens underwear is the most interesting thing that's happened here all year. Can you blame me for showing an interest?" Emma had a point, the office life was pretty mundane. But still, I'd rather not divulge what colour panties I had on to my coworker.

"Yeah you're right, but I guess you'll just have to use your imagination. Now, I gotta get back to work." I took my leave before giving Emma a chance to question me further.

As I worked, I was kept in a constant state of arousal by Mistress repeatedly activating the plug in my ass.

It wasn't long before Emma found the time to slide back into my workspace. She really didn't want to let this go.

"So, wanna tell me what colour they are now?" She said quickly, waggling her eyebrows at me.

I blurted out my answer before I had time to think about it.

"What colour panties are you wearing?" I said, hoping the inappropriateness of my answer would be enough to put her off, I was wrong.

"Me? Oh today I'm wearing a cherry red thong with a little black bow on the front. Your turn" She answered without missing a beat. I was taken aback by her response. I never expected her to be so candid about what kind of underwear she was wearing, nor did I think that she would be wearing a thong under her skirt.

"Wow, well they sound-I mean, that sounds... great, but I'm still not telling you what mine are so please drop it okay." I said as my cock pulsed away in the cage.

I felt the vibration of my phone in my pocket and assumed that it would be Mistress asking for another panty check.

"Sorry Em, gotta run to the bathroom." As I said, standing up quickly and heading out of my cubicle.

I locked myself in a toilet stall and took out my phone. It was a message from Mistress but not one I was expecting.

"How is your day at work going slave? I hope the plug isn't too distracting today."

What so now she was just 'checking in', see how I'm doing, was that what this was?

I typed up my response and hit send.

"It's okay Mistress, apart from Emma begging to know what colour my panties are I'm managing to get some work done."

"Very good slave. It is now time for a panty check. This time, take it from behind, your Mistress wishes to see your butt in the panties. Remember to make sure the stockings are still visible. You have 5 minutes."

Ugh, here we go again. I quickly dropped my pants and twisted my body at an awkward angle to take the shot, my ass was visible, as were the stockings. Given the angle I had to take the photo at, it made it look like I was sticking my ass out trying to be seductive. I hit send on the photo and waited for Mistress to confirm she was satisfied, when she did. I left the toilet stall and returned to my desk, thoughts of Emma describing her thong in detail were still playing on my mind.

It was getting close to the end of the working day when I heard Emma give a loud gasp, I looked over and saw that she had clapped her hand to her mouth. After a few seconds of staring at something on her screen, her head quickly snapped over to my direction. I gave her a confused look as a huge grin spread across her face.

She reached over and slowly turned her computer monitor in my direction, allowing me to see what had her so shocked.

My eyes bugged out of my head instantly at what I saw. It was a photo of me, in a pair of pink panties with the stocking tops clearly visible. You couldn't see my upper body of course but I didn't need to, it was the photo I had sent to Mistress less than half an hour ago.