Dominatrix System - Chapter 130: Mother's Teasing

I made it to the warehouse, and I saw Jackie waiting there for me with a smile on her face. I knew that this was her favorite place to be at the moment. The Centaur and her little ball-busting slave were in the warehouse. She looked forward to it each day, and I could see it in her eyes. I smiled as I knew that this was coming to an end and that Jackie’s training was more or less complete.

All that Jackie needed now was to finish the Contract for the Centaur for me, and I was willing to call her training complete. Jackie had already learned the love of training other sentient beings to be her slaves. The Ballbusting was a case in point since she began training that on her own.

Most domination I learned was self-learned and my knowledge of torture that I had from my previous life. In order to inflict pain, you must know how to cause pleasure as they were different sides of the coin. It wasn’t as simple as one was the opposite of the other. No, all the pain centers in the body where you can cause the most pain were also pleasure areas if appropriately treated.

That didn’t mean that you couldn’t train someone into feeling pleasure from the pain, though. That also meant that there were those that also naturally felt pleasure from pain, like my little pain slut Stacy. It was much more common to train them to enjoy the humiliation and pain, though.

I looked at Jackie, and I knew that she had found her passion in life, becoming a Dominatrix. iI trained her for her father, and I wondered what the two would do together. I smirked, thinking about it as I finished bringing myself closer to her with that grin on my face. “Waiting long?” I asked, looking at the impatient look on her face.

“Mistress Sally, I came earlier than planned, so no, I didn’t wait long,” Jackie told me, and I knew she lied. The girl’s entire day seemed to predicate on this, so I knew that she was looking forward to it. I didn’t need her to tell me so to know. I let it slide as I opened the gate and lowered the enchantments on the warehouse.

We walked in, and I told her, “Soon, the Centaur must be completed. I am looking forward to the results you bring, Mistress Jackie,” I told her with a small grin.

Jackie smiled much more largely and went off towards the cells as I spent a moment thinking what I was going to do today. I stopped by the office, and I leaned back. I had this for paperwork, and I knew I needed to give this over to Cassandra in the future so that she may make use of the facilities. It would be a shame to leave this open for no one to use. I would need to make sure not to have it under my name, though, and I wondered if someone in this world facilitated these types of transactions.

I sighed, leaning back in the chair, and my mind was active under the surface as I also thought about the system. The points I had were limited but useful, and the Lottery seemed to be where I would get the most bang for my buck. The Luck candy was something that I was going to get since it was the only one I had not learned a way to train it. Did I need to go to a casino or something of that sort in this world to facilitate that type of interaction?

It was something that I hadn’t thought much on, but this world was unique and interesting. It made me wonder if there was someone else in the world with a system like myself. It was crazy to think about, but I believe the devil had said something about this being a game to them. It didn’t matter to me if someone wanted to use me as entertainment. I got my second chance to strive for even more than I imagined in this life.

I stopped my thoughts on the subject as they were something I could think about for hours without concluding. I sat up and leaned on my desk as I continued my thoughts on the mother and son in my custody. It made me remember that I got more points for entire training families, and I needed to work with that in the future. I would be moving on, and I would focus on my own power after leaving.

Still, everything was much up in the air, and I was juggling a lot. But for now, I stood up, and I moved towards the cells and looked at the naked mother and son looking hungry and with semen all over the mother. I wouldn’t be surprised if the mother were carrying her son’s child if she wasn’t just off her period when she came to me. Even now, she might just have started to carry her son’s child. It didn’t matter to me, and that was for the noble that paid for her to take care of.

No, I opened the cell, and they started to gather themselves outside the cell as I grabbed them some extra food. it was something that I was expecting with the amount of physical excursion that the two go through while I wasn’t here. It was something that I neither wanted to encourage or discourage since it was in line with my plans for their future.

I smiled as I came back with them with more food, and I silently brought them into the training room. Jackie was just setting up the slaves, and the Centaur looked very impatient and as I passed. “Stop!” Jackie yelled at the Centaur the lash on his ass, making him yelp, “You will be put in a chastity cage if you continue to act like you are!” This may as well have been a death threat to the Centaur at this point, and he immediately stopped fussing to fuck the Blonde that Jackie was getting ready on the Pillory.

I ignored everything going on there as I walked by with the mother and son in tow, entering the second training area. They both let out small sighs of relief, knowing that they were not being treated like the slaves in that room. As I turned, I could see the relief on their faces that they quickly cooled when I turned to look at them.

“Do I even have to say that you both need a shower?” I asked them.

Both blushed, and I watched them walk towards the shower together. They moved together, their hands almost brushing to go hand in hand. It was funny and sort of sweet, but I couldn’t care less other than the fact that the training on their relationship was proven to be working again. It was good to know that the training on that was not going to disappear under my watch. They seemed to be pretty solid, and the only person that could break them up after I took them back was the client.

I sighed, and I knew already that there wasn’t much I could do today. This was all in the boy’s mother’s hands. I did start setting up a table though of toys that she might potentially use. I brought out rope and restraints, leaving them all out for her.

It was going to be a simple and boring day for me that I had to supervise. It would be interesting to see what the mother chooses moving forward. But tomorrow was what I was looking forward to. I made my way to the showers thinking about what that boy would do to his mother. She was in for a real treat since he was getting more into his mother’s body than she was at first. It would not take much for the boy as it would for the mother, in my opinion.

I opened the shower and saw her son’s fingers inside his mother, and I almost sighed out loud. “You will have time for that in a moment,” I told them; my voice may as well have been thunder in their ears as they turned to me. They were like deer in headlights, and I waved my hand. “I will not punish you today,” I continued letting it off. “Get cleaned; your mother will have the pleasure of choosing a punishment for you.”

They both looked relieved, and I wanted to shake my head. It was going to be frustrating not being a part of today’s festivities. Instead, I would be watching the show, and I was looking forward to that show. The mother started to get interesting last time, but that mostly showed me what I was doing wrong.

No, I might not do much today, but that didn’t mean I was doing nothing by watching. It took them some time to finish cleaning and drying off before I took them back to the training area. I showed them to the small spot that I had set up for the mother, and I smirked. “This is what you will be using today,” I told her flatly, “You will play with him for the entire day, and I will watch as your boy cries under your grasp in pain and pleasure,” I paused before continuing. “This isn’t for only your benefit but his too. Also,” I smirked, “If you do a bad job, I might show your boy some more ropes tomorrow to play with your body in return.”

I couldn’t help but smile, as did her son when I told him that he would have his turn. It was remarkable to see her son have such a more sadistic personality than his mother. The mother did her utmost to be friendly and gentle to him, whereas he teased orgasms out of her sadistically. These two were much more perfect in a sub-dom relationship where she was the Sub. Unfortunately for them, their forbidden relationship was for the Nobles of the Empire to be entertained. They couldn’t keep the same show going, although… I couldn’t help but smirk; that would be up to them and their owner later. Maybe he might have different plans for them. It wasn’t up to me in the end, and I sat back as the mother looked around at the large selection of Toys around her today.

This time I saw less hesitation despite the plethora of choices around her. Instead, I could see her thinking about it seriously, and her son looked around, unbound, wondering. This development showed that she was no longer feeling that bondage play with her son would hurt him. Giving her freedom to choose how to punish him was something that she needed to come up with something. Before, she knew I used pain and pleasure together and didn’t know that you could play with someone using only pleasure. This made me a bad teacher for her before I discovered this part of her.

Now she was calculating, and I saw her look to the rack again. It was almost looking like a comfort pick for her. It was something I almost wanted to squash, but it was too soon for me to kill comfort picks. I knew the reason was I didn’t punish her for the soft play last time. She didn’t want to be punished, and with the Centaur and the slaves in the other training room, for example, she feared how far I could go.

She was not an idiot, though, and I wasn’t about to stop her from getting comfortable in any way as she guided her son over to the table. She helped him up even as he looked at her with complete trust. It was a twisted fate these two had as she tied him down with a look of excitement slowly crossing her face.

It was a transformation as she finished binding him, and I could see her looking around with much more happiness. It was a discovery for her and maybe even an attempt to regain some semblance of control since they had lost their freedom. It was interesting to watch as she tightened the restraints and made sure his head couldn’t move. It was methodical as she repeated the restraining for the first time.

Then she looked over the things I left out and found that cream again. She moved the things off the cart and replaced them with that cream before she began picking what she wanted from the choices around her. It was interesting to watch as she found toys I didn’t expect her to use. The sounding tool was one that I honestly didn’t expect her to inspect so closely, but I doubted that she would use it.

“Mistress?” The mother said for the first time, breaking the silence.

“Yes?” I replied, knowing I needed to take on a teaching role at this point.

“What is this for?” She asked, her tone filled with curiosity.

“That is a sounding rod,” I told her, and the look of confusion told me she didn’t understand what I meant. “It is intended for entering the urethra of a man or a woman and pleasuring them inside. It also has an enchantment meant to stimulate the inside of his dick.” It was the simplest explanation, and her blush as she put it back where she found it told me everything I needed to know.

She wasn’t into that as I expected. Still, she went around and finally took some things meant to stimulate his ass. It was interesting to see her make her picks as some she had no idea what they were meant for.

Soon, though, she gagged her boy, and he murmured his discontent at being gagged again despite his lack of talking before. He trusted his mother, but he seemed to dislike the gagging regardless. I sat back and watched her as she finally seemed to be ready to start playing with him. Her breasts were something that her son loved no matter how much they were always in his face. The two never seemed to tire of each other’s bodies regardless of how much the other was on display for the other.

The mother started by pressing her breasts against his face again while her hands took the lotion from the jar off the cart. She began to rub his chest, and his cock was already standing tall. His nipples soon hardened under her touch as she began to play with his nipples. Her hands touched his soft body all over, ensuring that he was feeling the pleasure all over, and the boy moaned into the gag under her large breasts as she teased a reaction out of him. His cock seemed to jump here and there as blood pumped into it, showing his girth off.

Her movements stayed away from his cock this time, and I wondered if this was her form of punishment to him. His cock seemed to throb in the air as she continued to tease his chest and his nipples slowly. It was a slow play, but there was plenty of time today for them to play under my supervision.

His moans increased in volume, and his hard cock jumped off his chest, showing his pleasure. He tried to talk through her breasts, which were lying over his face as she played with his chest. “You know,” His mother said in the silence, “You were playing with me all night to get back at me,” She told her son with a sultry voice. “I think Mistress is right; you deserve a little punishment,” She continued making me raise an eyebrow. I was much more interested now as he started to try and say something with the gag stopping him. “You are a very naughty child,” His mother continued as she rubbed his nipples and his cock jumped up into the air again.

I continued to be pleasantly surprised as she teased him without touching his hard cock, jumping in her vision. He couldn’t see, but her eyes were watching with a soft motherly smile as he continued to moan under her breasts. Her breasts didn’t close off his airways, and they laid over his face. It was an interesting soft sensory deprivation as his hips thrust into the air as she picked his nipples. “You always had sensitive nipples when you were a child,” His mother told him as she played with them. “You used to complain about how your shirt would hurt them.” Her soft smile continued as she pulled them up. “Never did I think that it was so cute as I do now,” His mother continued as he groaned into the gag as the teasing of his nipples wasn’t enough to make him ejaculate.

His hips thrust into the air, and she continued to tease him without mercy. It was interesting, and I knew that they had been playing with each other out of my vision. What I didn’t think of, which annoyed me, was probably how her little boy had probably been getting back at her the last couple of nights.

She played for a long period of time and didn’t allow her son to cum once. I couldn’t help but smile as she played, much to her delight with his nipples. It seemed that she might have awakened a fetish towards it as she did so. It was boring to watch her play so slowly, but the effects clearly showed as he moaned in begging tones to his mother as she played with them. I could hear the begging under her breasts as she played with them, and I could see the precum dripping out of his cock from the prolonged teasing.

This was a punishment, and I decided that I would allow her to use this as one. Not one bit of pain was included, but the begging coming from him was real. He wanted to release, and she continued to tease him despite that begging. It almost made me feel proud of her for overcoming one of her most significant urges of protection. Instead, she was taking pleasure from playing with his body even if he wasn’t taking as much pleasure as she was from it.

His hips trusted up more and more, and I watched in silence as she finally stood up, hearing his begging moans continue. She let him go, though, and his hips thrust into the air with nothing to give them more pleasure. He moaned into the gag more, trying to get his mother’s attention to give him more pleasure than was being denied from him. Those eyes spoke so many emotions with slight tears pooling in his eyes. The mother seemed to ignore them as she went to the cart and took out that prostate massager.

“You were such a naughty boy last night, making me beg you to put it inside me. I wanted your touch, and then when you did, I think you made that Centaur cry out in frustration as you made me cry out in pleasure. How very naughty that I think that your cock deserves a break from my touch.” The mother told her son as she started to use the lube that I had set aside to get it ready for insertion.

I was quite interested in that tidbit of information, but the more I thought about it, the more it made sense. The only places that I had sound damping were around the training areas, so you couldn’t hear around them and the outside. Each section of the warehouse was cut off from the others, including cutting them off from the outside. The only pair inside the cells was this mother and son, making it frustrating to the other slaves as they heard the mother get fucked to climax.

I watched as she took the prostate massager, and he loudly moaned while shaking his head as she penetrated his ass. I moaned as it hit that soft spot inside of him and his mother turned to me. “Mistress, May I ask how to turn this on?” The mother asked.

“Sure you can,” I replied, breaking my silence, and I showed her the center of the enchantments for those without the mana to manipulate to turn things on. “If you press the center of the enchantments, it has auto settings that I talked to the enchanter to make. Press there, and it will turn on, although only to max settings. I do have remote enchantments, but those are more complicated to get set on.” I explained before going back to sit down.

My pussy was wet watching them, and the mother took the loud moan from the turning on of the prostate massager to heart. He loudly tried to say something that the gag continued not to allow. The tears were larger, and his cock jumped more often into the air along with his hips. She returned and pressed her breasts to his face and took out more lotion, and started to tease his nipples.

The poor boy’s nipples had been teased for hours by now, and his moaned protests continued. The precum leaking out of his cock had his mother licking her lips, and I knew that she was reaching the max that she thought she could tease him. I looked between her thighs by standing up, and they were dripping with vaginal fluids. I knew that she had reached the maximum that she was willing to tease him now. Her hands pinched his nipples again, and the boy no longer could take it.

His cock jumped in the air, and with force, I didn’t quite expect his cock released the first rope of semen into the air. It quickly followed up with another, and the mother’s pussy sprayed fluids of her own as that semen from the first rope landed on her breasts and face as the second quickly followed up with the same. Her mouth opened with her tongue out as her pussy sprayed a small amount of her juices on the floor.

What a hopeless woman, I thought as her tongue was rewarded with semen falling on it. Her tongue brought it into her mouth, and she moaned loudly. Confirming my earlier thought, this woman loved her son to an exceptional degree. I could see the lust on her face as she stared at the cock now with a decent-sized pool of precum and semen on his stomach.

She stood tall again, and I could see that the boy was both pleasured and hating life right now as his orgasm was one of frustration. I stood and walked to whisper in her ear as she looked over her son. “You may reward him once, then you must punish him again,” I told her with a grin.

This reward wasn’t for him, though; It was for the mother as she got up on the table and inserted his now sensitive cock into her pussy seconds later. She started to move her waist quickly, and I could hear her juices being moved around by his cock, and she jumped off his cock, squirting all over his body seconds later. His mother didn’t wait, though, and penetrated herself seconds later, taking her pleasure from him without mercy as he begged with moans that were only heard.

I couldn’t help but grin as she tortured the boy with too much pleasure as he cried out into the gag as he released into his mother.

My pussy was dripping wet watching these two for the day.