Digital Dominatrix Ch 02

Digital dominatrix - chapter 2.

I was terrified of what I was doing, standing in an adult store, shopping for a vibrating, bluetooth controlled buttplug. All because an AI controlled dominatrix had locked up your cock in a bluetooth chastity cage.

I browsed around the store, trying my best to remain as inconspicuous as possible. I eventually found what I was looking for. Picking up the remote controlled buttplug I looked towards the counter. There was an attractive redheaded girl behind the register. Given that there were hardly any customers in this store, she was focussed on me before I even got to the counter.

"Umm Hi, just this please." I said, looking at the ground in embarrassment, not daring to make eye contact. The checkout girl smirked a little as she rang up the item.

"Cash or card sweety?" She asked.

"Card please." I said, red-faced. Damn these things were expensive. Good thing I had enough cash, the chastity cage and the buttplug cost more than I would have liked.

"This should make a fun gift for a friend ya know." I said, trying to give an excuse for buying such an embarrassing item. "It's umm, his bachelor party soon."

"Suuure it is sweety," she answered with a coy smile, "Here ya go, I hope your 'friend' has fun."

"Thanks." I said quietly, taking the bag from the girl quickly and exiting the store. I could feel her eyes on me the whole way out.

As I pulled out my phone to check how much time I had to get home, I noticed a new app had already been downloaded, the partner app for the buttplug. Shit, I had a little over 40 minutes left to get home and unpack the buttplug before she tried to pair with it.

Around 35 minutes later, after a quick walk home, I was back in my living room holding the new buttplug, fearful of what my mistress' next command would be.

"Mistress, I have the errm, the plug ready."

"Good job slave, wait just a moment. -Pairing successful-. I have now paired with your new plug. Now, you have 30 minutes to insert the plug. Failure to follow my orders will result in time being added to your chastity sentence."

Fuck! Buying the plug was humiliating enough, now I had to stick this thing in my ass. Because a speaker told me to. What was I doing? The worst part was, my cock was desperately trying to break free of its cage. I was obviously turned on being ordered around like this.

I went to my room to grab some lube. As soon as I had the plug lubed up I carefully bent forward and began pushing it against my ass. I immediately felt resistance and realized it was not going to slide in so easily. I applied more and more force to the base of the plug, gradually the tip slid into my ass. Eventually, with a sudden surge the plug slid all the way into my ass, filling me completely. I had to take a minute to get used to the sensation of being so full, never having had anything shoved in my ass, it all felt a little new to me.

I returned to my living room and woke mistress with the wake word.

"Mistress, the plug is in." I told her, still trying to get used to the full feeling in my ass.

"Good job slave, testing now."

Bzzzztt "Holy shit" I said out loud, caught off guard by the sudden vibration coming from the new plug. I have to admit, this pleasure was new to me, and I didn't 'not' like it.

"Excellent, I can see the plug is working. I hope you like your new toy slave. You will become very familiar with it before long."

Well that sounded ominous, I thought. Just how long was I expected to keep this thing in?

*knock,knock,knock* Shit, there was someone at the door.

I walked over to the front door and looked through the peephole. It was Kate, I'm guessing she had no company for tonight so she wanted to hang out. Never wanting to pass up the chance to spend time with my hot neighbor, I opened the door.

"Hey Kate, what's up?"

"Ahh you know, the usual. No plans, no friends, no boyfriend. I'm looking at another Saturday night alone, was wondering if you wanted to come watch a movie with me, maybe order some food? Unless of course you have some other plans?"

"Ha!" I laughed in reply, "You're being nice, you know I never have plans on weekends. I'd love to come over and w-" Bzzzzt!! "Ahh".

Fuck, she had activated the buttplug in the middle of talking with Kate, and now she was looking at me funny.

"Ummm, Mike, you okay, your phone buzz or something?" She asked.

"Oh shit yeah, just my phone. No biggie, what time should I come over?" I asked, hoping to end the conversation so I could remove the plug before going over.

"Umm, just give me an hour or something to shower off and get into some comfy clothes. Sound good?" She said.

"Yeah, sure thing I'll see you in an hour or so." 'Bzzzzt!' Shit, not again. Thank god for the cage, if it wasn't for that then Kate would be looking at an obvious erection in my pants right now.

I jumped a little at the latest vibration and I could feel my face flush with arousal.

"You need to turn off the vibrate on that thing buddy, I've never known a guy so scared of his own phone haha." She said with a laugh.

"Ha, well ya know I don't have many friends so I'm always confused when this thing goes off." I said with a smile.

"Whatever dude, I'll see you in an hour or so. Later." With that, she turned and headed the few feet over to her apartment door. I watched her ass in her tight leggings as she entered her door. A few seconds after she left I felt another vibration from the plug. 'Bzzzt!'

"Shit! Mistress, you have to stop doing that when I'm talking to people."

"I will tease you whenever I see fit, slave. I hope you have a fun evening with your friend. Make sure you don't remove the plug without permission."

"What? I can't go over there with a vibrating plug in my ass. she could hear it go off, no way." I said, hoping she would show me some mercy.

"You will not remove your plug without permission. Your plug will make the evening more interesting."

"I think humiliating is the word I would use here."

"If you didn't want to be humiliated, you should not have installed me, slave."

Ah shit, she had a point really. This is pretty much exactly what I wanted. Still, there was no way I was wearing a vibrating butt plug to hang out with a girl I had a crush on.

I decided to remove the plug before I left, I would leave it at home, Mistress would never know. I had checked the box and there were no GPS functions on the plug, just bluetooth, so she would never know I didn't have it on me...or in me as the case was.

An hour or so later I was sitting on Kate's couch watching a movie and sharing a pizza. She looked beautiful as always, especially in her comfy clothes. She was wearing some loose fitting sweat pants and an oversized hoodie. The loose fitting clothes didn't quite hide her obvious curves. I had to force myself not to stare.

As we were watching the movie I felt my phone vibrate, I took it out of my pocket to take a look. Another push notification from Mistress.

'You have removed your plug without permission, for that you will be punished. Another 48 hours has been added to your chastity sentence."

Fuck! Fuck fuck fuck. It looked like I wouldn't be getting out of this cage until Wednesday at the earliest.

"Everything good Mike?" Kate asked, clearly noticing some reaction on my part.

"Oh yeah, all good, just some work stuff I need to take care of, it can wait til Monday though." As I was talking to Kate, another notification popped up.

'You have 30 minutes to put your plug back in. Failure to do so will result in more time being added to your chastity sentence.'

Nuh, uh. Not happening. I thought to myself. I decided then that I would just have to tough out my chastity sentence until the end of the Mistress programs runtime. As soon as the week was over I would release myself, get some relief, and then I would be more careful if I decided to use the digital dom program again. It was going to be a tough week but I could manage.

Half an hour later, I got another message from Mistress.

'You have failed to follow an order. Another 48 hours has been added to your chastity sentence. You have 30 minutes to put your plug back in. Failure to do so will result in more time being added to your chastity sentence.'

That last 48 hours would take me up until Friday, which is when the program would end anyway. Thank god I didn't go for a longer time!

30 minutes later, another ping from my phone.

'You have failed to follow my orders. Another 48 hours has been added to your chastity sentence. You have 30 minutes to reinsert your plug, or you will receive another punishment.'

That was weird, she didn't threaten me with chastity this time. Ah well, all good. Besides, the extra 48 hours she had just tried to add were irrelevant. As soon as this week was over I would have control of the apps on my phone again and I would release myself. That was when there was a low vibration from Kate's phone.

'Bzzt, Bzzt' "Oh hey, did you just send me a message? You know I'm sitting right next to you right?" Kate said, looking at her phone.

"What? No I didn't. I wasn't sending anyone a-" I stopped talking mid-sentence as I saw my name pop up on the front of kate's phone. It had to be mistress. She had control of all my apps, of course she could send messages to my contacts. This was bad.

"Ohhh shit sorry, that was a mistake. I was ummm, meant to text someone else." I lied.

"Ohhh really? So you were telling someone else you think they have a 'great ass'. Who could that be meant for huh?" She had turned towards me and was looking at me with a sly smirk.

"Oh, just a girl at work ya know. Sorry, I'm a little embarrassed, I guess I just hit the wrong conversation that's all." I said.

"Ha okay if you say so bud. Does that mean you don't think I have a great ass then?" She asked, her smile widening.

"No, that's not what I meant." I said, face now a bright red. "I just meant, I wouldn't send that to you. Your ass looks great, really, but ya know I'm not-"

"Ohhh so you do think I have a great ass, have you been perving on my ass Mike? Is that why you didn't close your door until I was inside earlier?" She asked, still staring at me with a bright twinkle in her eyes.

"Ummm no, course not. I would never stare at your umm, stare at you ya know."

"Relax dude, I'm messing with you." She said, stopping my rambling.

"Haha thanks, sorry, we're all good right?"

"Course we are sweety. Hey, it's not that late, you wanna stay a while longer and watch the sequel?" She asked.

"Yeah sure!" I answered a little too quickly. Of course, Mistress had made her point. She had access to my phone, and there's no way I could explain another message as accidental. I was going to have to go and put my plug back in.

"Hey, if we're watching the sequel, I'm just gonna head over to my place and change into my own comfies, okay?" I said.

"Sure thing, I'll make us another drink while you go change." She said.

"Sounds good." I said before heading to the door. As soon as I closed her apartment door behind me, I noticed that there was another package at my own door. Clearly someone had made a contactless delivery while I was over at Kates. I quickly grabbed the package off the floor and headed into my own apartment to see what it was. It seemed pretty small and didn't weigh much. I ripped open the package to find a multipack of womens underwear. What the fuck? Mistress was clearly planning some more humiliation for me.

There were 3 packs of underwear in the packet. Thankfully they weren't all that overtly feminine, but there was no denying that they were designed for women. They were all the same design, a full cut brief style panty, with  a vague floral pattern stitched into them. One powder blue, one pink, and one yellow.

I decided to ask Mistress what this was all about.

"Mistress, I have another delivery. Was this you?"

"Good, I was hoping they would be delivered in time. You should have a 3 pack of womens underwear. These were going to be used for a later task I would have issued, but as you have disobeyed me multiple times now. You can wear them for the rest of your evening with kate."

"What! No way, you can't expect me to go over there in womens underwear AND with a buttplug stuck in my ass."

"You will do it, slave. Or you will be punished further."

I really didn't want to let Mistress send more texts to Kate. She and I were getting along great and I couldn't risk jeopardizing that relationship.

So I quickly headed into my bedroom and removed my jeans and underwear. I tore open the package of panties and grabbed what I thought were the least likely to draw attention. The powder blue pair. As I pulled them up my legs I noticed the material felt different to my boxers, I didn't hate it. They were a little tight fitting but they supported my chastity cage nicely, they seemed to sit a little high up on the waist but otherwise weren't too bad. I grabbed the buttplug from where I'd left it and, after washing it off in the sink and lubing it back up, I carefully slid it back into place.

Getting the plug in was a little easier this time, but it still hurt a little as the widest part slid into my ass.

I pulled the panties back into place and grabbed a pair of sweat-pants. There, I look perfectly normal. No one would ever know that I was wearing womens underwear over a vibrating buttplug.

Bzzzzt!

I jolted a little as the plug gave a quick blast, seemingly a reminder of the fun Mistress could now have with me.

"For the record, the plug has pressure sensors housed inside to prevent battery consumption when not in use. This can be used as a way for me to know if it is not inserted. Now you need to prove to me that you are wearing the underwear as instructed. In 10 seconds, check your phone."

10 seconds later, my phone pinged and I saw the AI chat box appear, with a message from Mistress.

'Slave, you will need to take a photo of yourself from the waist down. I will use a reverse image search function to confirm you are wearing the correct underwear. Failure to comply, will result in punishment.'

Shit! I did wonder if I would be able to get away with just not wearing the panties, apparently not. I was a little hesitant about having to take a photo of myself but given that it was only from the waist down, and only been sent to an AI program, I figured it wouldn't be any worse than what was already going on.

Fuck it, I quickly dropped my sweats, aimed the phone at a downwards angle towards my crotch area and sent the photo to the AI chat.

I waited a couple of seconds while she must have been analyzing the pic. Eventually, I got a response.

"Very good slave. Those panties look nice on you. Enjoy your evening."

I couldn't believe just how much this AI program had managed to convince me to go through with. I just needed to keep her happy for the rest of this week and I would be rid of her. At least that's what I kept telling myself as I headed back across the hall to Kate's place.

Of course, I was wrong. But we'll get to that.

End chapter 2