Chapter 122: Path of Least Resistance

I turned my attention away from what would be the former baroness soon. I locked up the training room and moved towards the mother and son, slowly placing my hands on them to let them know I was back. The mother I started to free first tried to jump, but the restraints kept her in place, not moving the slightest bit.

I untied her, and I took off the mask, making the Mature face look at me with an emotional face. "Thank you!" The mother practically shouted. "I never knew the lack of everything around me could be so, So..." Her voice trailed off as if to find the words as I moved my hands over to her son and started to let him go. The restraints took a minute while the mother tried to grapple with her current reality.

The son took a large gasp of air as he returned to the world with noise around him and seemed slightly overwhelmed with the reintroduction of it all. He seemed to be taking it better than his mother, though, who was still grappling with it.

"You both feel overwhelmed after not having anything to concentrate on other than the sound of your own heartbeat," My tone was less cold since that wasn't needed at the moment. "The reason I introduced this was because sensory deprivation can be used to increase pleasure and is a common form of play among kinksters. I will be making you do this type of play before you leave my hands." I said, my tone conversational. "This type of play needs to be monitored, though, as it can cause long-term mental damage if left for too long. I left you in it for only a short period, but how long did it feel to you?" I asked, elaborating a bit on the truth.

"It felt like forever. There was nothing but the sound of my heart thumping in my chest to keep track of time and nothing else. There was no sensory input at all, and I felt lost in a Sea of Darkness," The mother complained, and I nodded.

"That is what a full sensory deprivation is," I continued, "It is putting someone into a sea of darkness where all there is; is them. This is a form of torture if not used properly and for a short duration." They nodded again, listening to my words as I stood up after freeing them both from the restraints.

Although I left them bound for slightly longer than I wanted to, I didn't believe I did it for long enough to scar them. That was all that mattered as sensory deprivation play would probably become a staple for them in the future, knowing how the mother and son cared for each other. This type of play was also one of the most common types of kink play in my past incarnation, and I remember some of the girls playing with it in school.

At this point, though, it was easy to introduce the mother and son to that would allow them to loosen up. Pulling out whips and Spurs for the mother to tease her son with wasn't going to make her suddenly open up to playing more hardcore with her son. I had already tried that, and she looked lost. Instead, I needed her to get comfortable with the fact that her son enjoyed her touch in many ways.

The mother was the focus now of training since the son had already started to show a bit of a sadistic side earlier with teasing her. It was easy and amateurish, but it was something to work with compared to the mother over care about everything done to her son. It would also work as something to get them more comfortable with bondage.

I watched them recover for a bit as they walked around a bit under my eye, looking around the training room. This was another thing I wanted them to do was get familiar with the tools of the trade. I didn't want them shying away from a flogger or a whip or even a pillory. It didn't matter what it was; they needed to remember that this was for them.

Finally, after giving them a bit to get a grip back that the world had sights and sounds again after a period of sensory deprivation, I coughed to get their attention. "Alright, I have let you regain your faculties. Now, I want you two to play together today with some of the toys here today." I looked towards the mother, "You will make your son today cum without directly touching his cock today." I said with a smirk making the mother look at me more confused than distressed. "Everything around you is for you to use. All you need to do is make your son ejaculate without your hand touching his cock. His balls are free to play with but touch that cock, and I will punish you," I paused, looking deep into her eyes, "Strictly."

The mother nodded towards me and started to look around. On the other hand, the son didn't know what to do with himself. "M- Mistress?" he asked while his mother looked around, knowing not to ask questions but to start doing. If she didn't do something, she knew I would do something like last time. Still, she was indecisive, and I wanted to sigh. I could see the pain she was going through, even thinking of using some of the floggers and whips.

I wanted to roar in frustration a little and decided that I needed to break this mentality that she was in. "You need to understand something," I said, bringing the attention of the mother back to me. She looked like a frightened rabbit, and it annoyed me. "You are ruining your chances to stay with your son in the future," I said, my tone absolute as I stated a fact. "Do you want to stay with your son?" I asked her, closing the distance.

"Y-Y-Yes, MIstress," She replied after stumbling over her own nervousness as she noticed my bad mood.

"Well, Then you need to step your game up. I will help you one last time, but I will not touch your son once today," My voice almost sounded like I was growling it out. I stepped in, and I grabbed a small vibrator then a Crop. I put them in her hand before gabbing a small band and putting that in her hand as well. "Look, You don't need much to tease your son. Your son loves your touch and you," I said, making the mother blush and the son look away for a second even though he was being ignored.

"You don't need to be scared of hurting your son or making him hate you," I continued looking at her seriously, "For two reasons," My hand grabbed her face to make her look into my eyes, "Reason one why you don't have to worry about your son is that he is a loves you more than just as a mother. If you could marry, he would be doing that without a second thought, without regard for anything else." This made the mother blush a deep crimson, and I knew somehow even more that these two were a hopeless couple. I couldn't help but slightly roll my eyes.

"Now, You will find one of these devices to bind your son so that he cannot move, and I will teach you how to bind him," My voice broke the blushing glances that the two started to give each other. I was starting to get annoyed at how these two were starting to treat this as a honeymoon.

The mother then took him to the rack and pointed at him. I stifled a giggle as she picked one of the devices that were truly meant to dish out the most pain if used properly. It didn't matter, though, since it was the choice that she made for once. I smiled, getting just that far showing how low my standards were getting for this couple. "Well, Get him on the table," I told her.

"Y- Yes, Mistress," The mother replied, and I may as well not have even asked since the mother looked at her son with watery eyes that made him move to help her. I wanted to sigh, but it was also true that this was a way to control your sub as a Mistress, The mother didn't even say anything, and her son didn't want to bother her with what a disobedient slave would make a hassle, so there was no order needed, and I nodded. This was emotional manipulation without either party thinking about it. I could only smile that the mother didn't even notice that she was doing it either.

Although I would think that the same thing would happen if the son did it. It actually showed how much trust and love there was between them as the son got on the table. He laid back and spread his arms into the restraints without even question what would come next. He even smiled when his mother looked down at him with gratefulness and love. I could only stop myself from shaking my head at these two. The amount of love and trust between them was extreme in a way that I am not sure I would see in places other than between a mother and son in the same situation.

In the meantime, I brought the mother to each of the restraints and made her tie them tightly to his wrists. The son pulled the ropes on its taunt bringing his arms into the air as I brought the mother down to his legs, tightening them up for the play that was about to begin.

After all, that was done with the coaxing of the mother through each step of the process, and it was to the point to tighten the restraints so that her son couldn't move. I brought her to the attached wheels, and I pointed out how they moved and locked into place so that she wouldn't tighten them too much and hurt him. She listened to this part very intently since this doting more loved her son so much.

The son was about to speak up, and I honestly didn't want him involved as he said, "Mother, it is okay as long as you are the one doing it." He commented unnecessarily. So I walked away, grabbing a gag putting it in the mother's hands.

"You will gag him so that you can learn without distraction," I said, my patience seemingly reaching an end.

The mother looked at the ball gag in her hand before looking at her son, who was surprised at me. "W- why do we need to gag him?" She asked.

"So I don't have to listen to his screams later or listen to you crying about it later." I said with a clipped tone making her pale slightly, and I rolled my eyes, "I already told you," I said, my tone turning strict, "You need to learn about how to pleasure him with means other than your body. Some of that will make him feel weird, and he might not like it. I need you to concentrate on learning how to do it so you can show him that his body will like it in the long term. Do you understand now?" I asked her this trying not to show my patience were in fact, disappearing now. I wondered if Cassandra would do better with her,

The mother nodded, though, "So it is like disciplining him for being bad type way? He doesn't know it is good for him in the long term?" The mother asked.

I was surprised at the reach of something that implied something completely different. I thought about it for a second, and I realized that in this context, it worked. "Yeah, Something like that. You two will be disciplining each other in the future in ways that you will need to take pleasure from. At this moment, I am trying to teach you the ways to learn together in the future. Understood?" I asked again.

"Yes!" She announced with a happy smile and lifted his head which he helped her with so that the ball gag entered his mouth, shutting him up.

"Good, now we will tighten the ropes so that his arms are spread, and he cannot move an inch in any way other than moving his hips. Then there is a metal band that goes over the head so he cannot hurt himself." I said and noticed the distress that she showed when I said that he could hurt himself. "First of all, get that distressed look off your face," I continued turning to her, "When you are in charge, even if everything is going wrong, you should do your best to make it look like nothing is going wrong. Otherwise, your son is going to panic. Now, Panicking is bad in every shape and form, no matter what. The second thing is that today we are doing some soft play with him, and nothing that will really hurt him will cause lasting damage or bring him to the point that he would have hurt himself if left unrestrained. Understand?" I asked again.

"Y- Yes," The mother stuttered out, and I felt frustration at all this soft play peaking in my mind. I really wanted to let loose and make someone's life miserable.

"Good, That you understand. Now, use that band and put that Vibrator on his cock around the base." I ordered her.

Under my order, she moved and took the belt. She then restrained the vibrator against his cock, making sure not to directly touch his cock. It was easy since that son had barely ever stopped looking at his mother's large breasts from below, so he was rocking a hard-on.

I then handed her the remote and gave it to her. "This remote is to make him feel pleasure on his cock. You should press it when you want him to feel pleasure. But," I said, catching her attention just as she was about to press the button. "If he orgasms from that instead of from other stimulation, I will punish you," I finished as she turned to look up into my eyes.

She nodded in understanding, and I felt like something came over me, feeling exhausted from dealing with these two. I knew the reasons why I was trying to teach these two to become switches. But I was losing patience with them since I was tired from the events of last night. It wasn't the best mind frame to be in when training.

This time she pressed the button, and the vibrator started to vibrate on his cock, making it move. Her son moaned in response as that vibration shook his testicles at the same time due to proximity. The soft moan seemed to reassure the mother as she began to look more comfortable with the things happening in front of her.

"Take this crop, and I want you to hit him now; I also want you to make red lines on him but not enough to cut into the skin like last time. Understood?" I asked her.

This time she nodded happily, thinking of how much pain she put on her son just the other day, and I realized that I still needed to put the cream on him just to make sure she didn't leave permanent damage on the product. I quickly moved to grab the Cream, and I gave it to her even as the ruble of the vibrator continued to pleasure her son. "When whipping, you will use this cream before and after to help your son so that he will not scar," I told her, handing her the cream. "For this, you are allowed to touch him. But you will not touch his cock like ordered. You may also pleasure him while you do this." I finished, and I took a step back.

My frustration began to color my tone, and I knew it wasn't from dealing with the mother. I took those unnecessary thoughts out of my mind as I watched from a distance remaining silent. I hoped the mother would continue on her own without further direction needed from me. I already tried breaking that over coddling that she did with her son. It was time to find out if it would continue when left to her devices and orders.

She took the Cream and took a large handful into her hand. She laid it down on his chest as she moved above his head for some reason. She leaned above his head, coming from the top, and for the first time, I gave her a tiny bit of respect. Her large breasts covered his face as she laid out the cream onto his chest. A light moan that was probably louder than I thought came from under her breasts as she began to massage his chest. The son's cock twitched as she spread it over his chest as the vibrator continued to pleasure him.

Her hands moved slowly, but I could tell that she was putting some strength into it even as she smothered his head with her breasts. I could tell that the son was enjoying the slow workings that his mother was doing. This wasn't the most exciting kink play, but I knew that it was something they were both enjoying. Then she moved towards his nipples and started to lather the cream into them, making the boy moan louder under her, and she took a moment to stand straight, letting go of his nipples as she did so. It was the smile that I saw on her face that I knew she was starting to enjoy herself as I heard an audible intake of air from the boy as he was no longer being smothered.

Seconds later, though, she picked up the remote and turned off the vibrator. His hips bucked up in the air, and I noticed a tiny amount of precum jet out of his cock. I raised an eyebrow since I wasn't paying attention to his cock, and I realized she just edged her son. My respect went up a little as I noticed that she was paying more attention to her son than I was. He groaned, and she leaned forward, smothering his face again with her large breasts.

Her hands went down to his nipples, not deviating in the slightest as she teased those nipples. I watched that cock twitch this time, showing that the boy was feeling pleasure from her touch. I then noticed the mistake that I was making before. I put it in the back of my mind as the smile on her face grew as she pinched those nipples, and the boy's hips tried and failed to buck up in the air as it tried to thrust up into something without being able to.

Her smile grew and only poured concrete on the reason why my training before wasn't working. I was trying to make this woman that cared too much about her boy dish out pain. This was my type of play, and that didn't work for her. She didn't want to do pain play, which almost traumatized them both last time, making me stop the play in total.

Instead, this woman liked teasing her son with pleasure as I watched her tease a reaction from his nipples out of him. The reaction seemed to fuel her enjoyment as she stood up, no longer smothering the boy as she moved towards the side of the rack that he was on. The boy took in a breath that came to a halt as her hand started to creep down his chest towards his cock. From his body language on the rack and the want from his cock that was dripping precum, I could see that he wanted that hand on his cock.

She continued to move, no longer even thinking about the cream to get closer to his cock. It was a slow, deliberate play and her hand seemed to move slower the closer it got. The small smile on her face seemed to grow as she watched her son's hips buck with a groan as it seemed to crawl in time for him. I watched, fascinated as she teased the boy ever so slowly, making him react largely with such simple movement.

I would never have thought that this was in her. I was surprised watching as she finally arrived at his cock and moved slowly around it without touching it. This made him loudly groan as she avoided that touch that he wanted so badly from his lover. His hips bucked up into the air and strained as much as she could against the restraints before they fell to the table once again.

She seemed not to care about his distress, though, as that hand traveled around his cock ever so slowly towards his balls. The boy, though, reacted largely as her hand grabbed his nipple and pinched it again with a loud groan and moan as his hips bucked. I took a step, and I watched his confused face as his cock sprayed a little more precum onto his stomach. I couldn't help but smile as I realized that the boy was just as confused about the matter as I was at first.

Her hand reached his balls and started to massage them, and the confusion grew as he moaned loudly into the gag as his she seemed to be in a trance. His cock seemed to be increasing the amount of precum coming out from it at an increasing rate. Her hand massaged those balls as the other hand teased that nipple ever so slowly and would bring a burst of pain that suddenly accumulated and I heard the boy loudly groan as she pinched and pulled his nipple up. His cock then erupted with cum streaming out onto his chest and onto her hand without stopping for several seconds, and some even landed on his face.

She looked down at her boy, confused, and I could stop myself from clapping. I was overjoyed as I realized why this was going so wrong with me when it came to the mother. On the other hand, the boy seemed confused while the mother wondered what came over her.

"M-Mistress," She turned, looking at me. "I didn't whip him; please don't punish me." She said, her tone making her look meek as I clapped, making her confused.

"I will pardon it this time," I replied; the mirth in my tone was not hidden as she fulfilled my orders in a way I wasn't expecting. "You did what I wanted in a different way than I was expecting, so I will allow it this time," I added the warning, though, since I didn't want it to become a habit.

"YES, MISTRESS!" She loudly cried, looking happy.

"Good now, Release your son and take him to the shower helping him clean, then bring him back, and we shall chat before I take you back to your cell," I ordered, and she quickly hurried while I plunged into thought.

I needed a moment to sort out my thoughts. As I was doing so, I still supervised as the mother took her son out of the restraints by first releasing the wheels before untying his arms. She did the direct opposite of the process that put him into those restraints, which made me nod. I didn't need to go over that process with her too.

I watched as she took her son back into the showers to clean, and I thought about why it took me so long to realize what was wrong.

This woman could have been trained to torture her son through pleasure, but I insisted on doing it through pain. The memories that I got from the system showed me hundreds of ways to train someone to be a dom. She used it often to increase her power and to get others to do the work for her. It simply didn't enter my head to do this type of training instead. It all came down to one reason.

I liked to see her pain.

I liked to see his pain.

I wasn't training her for the client. I was training her into what I wanted to see. I wanted to see her boy crying out for mercy from his mother and not receiving it. That would make me so wet just the mere thought made me want to go play with my toys back home.

This was a bias that might have ruined my reputation in the noble circle though in the long run. I needed to train according to the client's wants when I wanted to make gold—my own frustrations with things going wrong on my end.

My thoughts continued uselessly down that line, only confirming that I was doing things to my enjoyment instead of finding the line of least resistance. It was what I taught Jackie to do was to find that balance of your enjoyment and theirs. I wasn't looking for that with this mother and son, and I was banging my head against a wall of passive resistance because of it.

My thoughts snapped shut as the mother came back quickly with her son faster than I thought. I realized because I thought that the mother would have taken another load into herself while she was in the showers with her boy. She didn't do that, so they came back faster than I thought they would.

"Mistress, You wanted to chat?" She asked, her tone trembling.

"Yes," I replied, "You did well today," I said, praising her, much to her surprise. "You did something to your boy that still leaves him confused," I said, pointing to him. Tomorrow I will continue your training before switching things up. Now I will ask you a question," I paused, looking at her as she took in the words I said. "How do you feel about the play you did with your son today?" I asked.

She looked at me, and her face turned a deep red. She refused to look at her son before she finally answered, "I don't know what came over me. You told me so many things, and when I started to touch him with that cream in my hands, I wanted to play around. I watched his cock as it was excited about my touch, and I wanted to tease him like he has done to me so many times recently." She paused with her blush becoming a deeper red. On the other hand, her son watched closely, realizing his mother just got some payback from him. "I felt good. I felt happy, pleasing him as I watched his cock twitch in excitement. It felt new, and for once, I felt powerful!" She announced, and I smiled.

"Good, I will take you back to your cell. Enjoy some alone time with each other since the training will continue tomorrow." I finished with a grin on my face.