Digital Dominatrix-Epilogue (Patreon)

Digital Dominatrix - Epilogue

It didn’t take long for me to settle into life with Miss Emma after my decision was made. Even though it started with the first month being spent in chastity with no chance of release. Miss Emma made sure to keep me around as much as possible for that month, teasing me at every opportunity. I was a horny mess by the time the first week was over.

I spent less and less time at my own apartment, and the times when I did go home, Miss Emma came with me to make sure I wasn’t sneaking around in male underwear. Apparently I had lost that privilege. I still had a couple of pairs of boxers in my apartment that I had purchased, but Miss Emma took great pleasure in making sure they were destroyed. Making sure I watched as she sliced them to pieces with a pair of scissors.

“Permanent panties from now on.” She would remind me. It was a daunting thought, to know that as long as I was with Miss Emma, I would never be allowed male underwear again, but it turned me on to think about it all the same.

As for the rest of my clothes, Miss Emma had final say on what I wore most of the time, she wanted to make sure that there was always something feminine on display. Some days it would be the pants, my office pants would be replaced by the women's pair that I had been wearing under Mistress’ supervision, or my shirt would be replaced by a female variant. Sometimes it would be my shoes, my office shoes would be replaced by a pair of enamel flats that were clearly designed for a woman.

She never went too far with my outfits, just made sure there was just enough on show to keep me suitably embarrassed, especially if she felt like teasing me, which she almost always did.

For example, one day we went out together to her favorite cocktail bar, and she let me choose whatever I wanted to wear. I went with one of my smarter shirts and a nice pair of jeans plus a jacket, on my feet were a pair of sneakers.

Miss Emma was mostly okay with my outfit, but decided to replace the sneakers and my socks with the women's flats and a pair of sheer stockings. She took great pleasure in teasing me that day, especially as we walked through the bar to our table, the solid sole of the flat shoes making an audible sound as I walked.

“Do you think anyone can hear the sound of your shoes, sissy?” She leaned in close as we walked towards our booth.

“I hope not!” I answered, panicking a little as I listened to the sound of my own footsteps.

“What if they heard you, and they looked over towards the sound and saw your feet, do you think they’ll see the stockings?” I looked down at my feet and saw that my jeans covered most of the tops of my feet, but the shoes themselves left a portion exposed, meaning that my stockings were in fact visible if someone looked closely enough.

I slid quickly into our booth and brought my feet under the table to hide them from view. “Stop that!” I said.

“Haha, stop what? I’m just asking if you think anyone will be able to see your stockings. Maybe we should ask the barmaid if she can see them. I’m pretty good friends with most of the people here.” She said, looking around as though waiting to catch the eye of someone.

“Don’t you dare!” I hissed, quietly. I wasn’t sure if she actually would or not, but just the thought of her asking a strange woman if she could tell I was wearing stockings had the desired effect.

“Hahaha, you’re too easy.” Miss Emma said, staring at my burning cheeks.

We had a drink or two more, talking and teasing our way through the evening, until Miss Emma decided to head to the bathroom. I watched as she stood and declared she was heading to the little girls room.

Only, as she stood, her elbow bumped the empty glass and almost knocked it off the table. The glass remained upright, but her straw fell out and onto the floor, which I thought was odd at first.

“Whoops, let me just get that.” Miss Emma said, quickly dropping down and under the table. I felt both of her hands grab my shoes and yank them off my feet before I could react, leaving the sheer stockings and painted toenails on display!

“Emma!” I said in shock as she reappeared with a big smile on her face. I could see she was just tucking my shoes into her handbag as she straightened up.

“Don’t worry, I won’t be long.” She said with a giggle as she walked away towards the bathroom.

She left me there for almost ten minutes, with my feet tucked way under the table in hopes that no one would see them. The feeling of being so exposed like this was of course equal parts humiliating and arousing.

‘Bzzt!’ My phone vibrated with a message from Miss Emma.

‘Sorry, sissy. There’s a line ;)’ I could see the doors to the bathroom from our table, there was definitely no line, she was taking forever on purpose.

“About time!” I said when she finally returned.

“What? I told you there was a line.” She replied, smirking.

“There was no line and you know it.”

“Are you calling me a liar?” She raised her hand to her chest in a mock ‘affronted’ expression.

“No, I’m calling you an evil tease.”

“Hahaha, I suppose I am guilty of that. But I’d be careful with those accusations if you want your shoes back. Would be fun to watch you tip-toe through the restaurant with your stockings and painted nails on display.”

“I’d rather not.” I replied, smiling. God, this woman knew how to push my buttons.

After a few more minutes of teasing, we started walking back towards Emma’s house, both a little tipsy, and very horny.

“I can’t wait to get my sissy home.” Miss Emma said as walked.

“Oh really? And why’s that?” I asked, pretty sure I knew the answer.

“Because I’m in the mood for some fun, but seeing as you got yourself locked in a chastity cage for a month, I suppose I’m going to have to put your tongue to use.”

My poor, trapped little clitty was throbbing in its cage. “Is that so? And what if I said no? What if I wasn’t in the mood?”

I watched as the devious look I had come to know and love appeared on her face as she responded. “Then I’d have to punish you. Maybe I’ll put you in the corner and make you listen while I get myself off with one of my toys. Or maybe I’ll strap you to the bed and play with myself while I sit on your chest. Imagine that. You, strapped down, with my sex just inches away from your face while I brought myself to orgasm and all you could do was watch. Watch and ache, not even able to taste me. How do you think you’d handle that, sissy?”

“Ohh, fuck!” A horny moan escaped my lips as I pictured Miss Emma’s potential punishment. She knew as well as I did that I loved pleasing her with my tongue, so that would be one hell of a punishment. “I don’t think I would be able to handle that at all.” I replied, honestly.

“Well in that case, I’d suggest you do as I tell you, unless you’re actually fishing for a punishment again.” Damn she knew me too well.

I had gotten used to getting Emma in the mood by annoying her in some way, knowing how much it turned her on to punish me. I would say no whenever she asked me to do something, or I would deliberately forget something with a cute little ‘Whoops! I guess I must have forgot.’ And the end result usually ended up a lot of fun for both of us.

—

One day, after work, I headed to my own apartment for a change because Miss Emma was staying at work late. It was about two weeks into a chastity sentence and I was so horny that I decided I would take advantage of the alone time. I headed home and fished out the dildo that I had previously used for Mistress’ training and set about trying to get myself off.

I had been subjected to regular strap-on fuckings whenever Miss Emma was in the mood, so I knew that there was pleasure to be had if I could hit the right spot. My own apartment was feeling less and less welcoming these days. Without the digital Mistress program running it just felt empty and boring, I much preferred the time I spent with Miss Emma.

But that didn’t mean I wasn’t about to have some fun of my own. I retrieved the dildo and mounted it on the floor of my bedroom. I actually kind of missed the AI voice ordering me to bounce on the fake cock. Without Mistress telling me what to do, I felt somehow more perverted, I was now just willingly sitting myself down on a fake cock to get myself off.

Despite the shame and humiliation I felt at what I was doing, I was too horny and pent up to care too much, so a few moments and a little lube later, I was happily riding the rubber shaft with my thang wrapped around my ankles.

After a while, I was beginning to feel the stirrings of a potential orgasm, when I heard my front door open. It was around this time I remembered that I had given Miss Emma the spare key to my apartment. Of course she had chosen that exact moment to drop in.

“Hello? Mike?” She called out from the living room.

“Hi.” I called back, quickly hopping up off the floor and bending over to pull up the thong.

“What’s going on in here?” She asked, stepping into the doorway of my bedroom and taking in the scene in front of her. My face flushed red as I watched her eyes scan the room. There was me, just pulling a skimpy thong into place, standing right next to a dildo with a suction cup base which was sticking up from the floor and still dripping with lube.

“Umm, nothing, Mistress.” I replied, sheepishly.

I saw Miss Emma’s expression change into something more sinister. “It certainly doesn’t look like nothing.” She stepped into the room, closer to me. “It looks like someone is being a bad girl. Fucking herself in the ass like a whore.”

“Sorry Miss. I was just, I mean I’m so horny! I haven’t cum in weeks.” I answered, the desperation and need was evident in my voice.

“You really are a slut, aren’t you?” She asked.

“Yes, Miss Emma.”

“It seems I can’t leave you alone for more than two minutes without you getting into some kind of trouble. Maybe I’ll have to keep you close by from now on.” What did that mean?

“Close by?”

“I mean you’ll be spending a lot more time at my house. Any objections?”

“No Mistress.” I replied, trying to hide my smile.

“You can stop the smiling, sissy. You still need to be punished for this little solo play session.” Emma instructed me to get dressed and follow her out to her car. I already had enough clothes at her place.

When we were back at Miss Emma’s house, I was ordered into the bedroom. “Strip, sissy.” I did as I was told and removed my clothes. I waited in excited apprehension to see what she would do as punishment for my latest transgression.

I was a little surprised when she headed into her closet to retrieve the two large breast forms that I had used in the past.

“Seeing as you want to act like a slutty bimbo, you may as well spend a few days looking the part.” MIss Emma said as she approached with the specialised glue and large breasts.

“W-wait, look the part? You’re not gonna glue those on again, are you?” I said, knowing that my freedom to go anywhere or do anything would be severely limited by having two gigantic tits stuck to my chest.

“Of course I am, sissy.” She replied, simply. She applied a very generous amount of the adhesive onto the first breast and gleefully held it in place on my chest, before repeating the process on the other side. SHe mixed in the foundation and glue blend and spread it around the edge of the boobs to hide the seams and I knew that I would be stuck with large boobs for the weekend.

Apparently, that wasn’t the only part of my punishment though. “And seeing as you so obviously want to be slut, you can dress the part too.” This meant that the whole weekend was spent wearing the most revealing outfits Miss Emma could put together. Which included, the shortest, tightest skirts coupled with tiny tops and deep plunging necklines. Any maid duties I had to fulfill were done while wearing the ultra-fetishized version of the outfit. I was locked into the heels for almost the whole weekend too, Miss Emma was sure to point out the potential lasting effects of constant high heels on my achilles tendons. I had already noticed that when I took off the high heels after a couple of hours of being locked into them, I naturally walked on my tip toes when barefooted.

“I’d be careful about earning too much time in those heels sissy, pretty soon you won’t be able to wear anything else.” She would tease me.

So by the time the weekend was over, I had agreed to move in with Miss Emma, I was already spending more and more time at her place anyway, so it made sense. Outwardly, to most of the world, we were a normal, happy couple. But behind closed doors, and in our private moments, I was her sissy. And couldn’t be happier about it.

I still saw Kate from time to time, Miss Emma knew all about the relationship with her from reading through the Mistress programs cache and file logs. She admitted to me that she was worried I would choose Kate over her, but in the end there was no competition. Miss Emma was the one who could really give me what I wanted.

But I would hang out with Kate as friends, I had filled her in on my relationship and all its kinks and she seemed mostly happy for me. But of course it meant that Miss Emma could send me off to Kate’s apartment in feminine gear, knowing that she would love the opportunity to tease me a little. The sexual element of mine and Kate's relationship was gone, but it didn’t stop Kate teasing me or calling me ‘pantyboy’ at every opportunity. Usually I would go home a lot hornier than when I arrived thanks to all the teasing. It didn’t help that whenever I told Emma I was going over to Kate's, she insisted that I be locked in the chastity cage, and Kate knew it too.

I would never actually cheat on my Mistress, and I think she knew it too, she just didn’t want to pass up an excuse to lock up my clitty.

All in all, things were great.

—

One day, Miss Emma got some ‘good’ news. She had been handpicked by upper management to travel out of state to oversee the acquisition of a new contract. A big name company was going to employ our firm to set up the infrastructure for a new headquarters. The downside, she would be out of state for almost three weeks!

“Are you sure you can’t just come home on weekends?” I asked as she prepared to leave for the airport.

“Well technically I could, but it would be flying back and forth to only spend about twenty fours at home. I know it seems like a long time but I’ll be back before you know it.” She reassured me.

“But what’s a sissy like me going to do without her Mistress?” I asked, batting my unnaturally long eyelashes at her. “What if I decided to misbehave?” I added, hoping that the thought of punishing me in some way would help her reconsider flying home for a weekend.

“I thought of that. So I made preparations.” She had that look in her eye as she said it.

“What preparations?”

“I thought you’d never ask. Here.” She opened up a drawer in the living room cabinet and pulled out an item that I instantly recognized. One of the smart speakers that had been in place in my apartment. I had left it packed in a box when I moved in.

“Wait….is that?”

“Yep. Your old speaker, preloaded with a new program, just to keep you company while I’m gone.” Emma plugged in the speaker and waited as the ring of light swirled around the top as it booted up.

“Wait, you’re gonna leave her in charge until you get back?” I asked, thinking I was done with the digital dominatrix.

“Of course I am, can’t have my sissy getting into trouble now, can I?” She replied, before turning to the smart speaker. “Mistress. Activate digital Mistress program. Duration: Three weeks. Authorisation: Mistress Emma.”

“Emma, wait….” I started to say, but it was too late. The emotionless AI voice that had controlled me for so long was back.

“Voice recognition successful, Mistress program: Online.”

“Well, I think it’s time for me to go, but first, I couldn’t help but notice you failed to use my proper title just then, sissy.”

“Oh shit, I mean yeah. Sorry Miss Emma. But does she have to be here for the full three weeks?”

“Yes, she does. Now, give me a kiss goodbye.” Emma kissed me passionately, more passionately than was necessary, it was obvious she was deliberately trying to make me horny before she left. “See you later, Mike. Don’t worry, we’ll talk every night. Be back before you know it.”

So that was that, Miss Emma was gone and I was back under the control of a damn speaker. Just like old times. I didn’t have time to reflect on Emma’s parting gift for long, as the AI voice rang out.

“Sissy, I detect that your chastity device is currently inactive. You have twenty minutes to retrieve the device and lock it in place. Failure will result in punishment.”

I smiled, it was going to be a fun three weeks……

The end.

The actual, real end.