Chapter 101

Things started to progress, and days started to move forward. I now had my new secret guests inside a hidden area I had contracted to the company. They did a fantastic job that the simple area remained undetected unless you knew where it was. The Young Mistress did not know it existed, allowing me to continue training her.

She was rapidly developing her education on training slaves. After a couple of days, she started to open up and become truthful to herself about her fetish. She wasn't as much of a fan of women as she was men. One of the slaves I purchased was now residing under her ass, acting as a Stool.

Across from her, she watched the centaur desperately try to release his load into a Red-headed slave locked in the pillory. Another black-haired woman cried out, begging for his cock to slam her pussy. The young Mistress watched with a wet pussy as he railed them relentlessly as the Slave Collar denied any and all orgasms from him. He would continuously cry with tears as he did so desperate to release his seed into a woman under the watchful eyes of his two Mistresses.

"He is getting even more desperate," Young Mistress Jackie said as her hand came down on the balls of her chair. The slave groaned but stayed still under her knowing the slightest movement would become a harsher sentence.

"That is a given. Today is the second day in a row he has not orgasmed. The training of a simple sex-crazed beast is not hard in the least with slave collars. All I need is one order to do ninety percent of the work for me, Jackie. This is something you must remember, though. He isn't broken yet. Desperation is not a person being broken. Desperation makes a slave even more dangerous and needs to be kept an eye on." I told her strickly in an effort to make her understand.

The last couple of days, I walked past the same part of the city that set me on edge. It continued for about a mile. This was a large area that the Necromancer guild must have Undead hidden there. It would have been recent, too, as I heard something special from Nickey. She got the patrols increased easily as they had found an undead nest in the territory of one of the rival guilds. This told me more than necessary information on why so many things were increasing in pressure.

So with an increase in guards, yet again the gang war entered an informal truce. No one wanted to piss off the guards too much. That was a load off my mind, but that didn't mean there weren't a thousand other things worrying me.

"You say that desperation makes them more dangerous, and that is why we must watch. Why, though?" Jackie asked me.

I turned to her with a raised eyebrow. "The only thing stopping him from attacking us is his desperation to ejaculate," I told her blandly. "Desperation is the seed to solutions no one thinks possible. As a Noble, this works for everyday citizens as well. I leave two slaves there as an exit. He has hope on either. What happens if he fucks one till he thinks he can't ejaculate in her? He goes to the other begging for him. The aphrodisiac compromises his decision-making. But we are both women. What if he wants us instead?" I finished.

I watched as it dawned upon her. Then her face had a clear question mark expression. "Then order him to stop?" She answered, and I wanted to hit her, so my hand lashed out, hitting the back of her head.

"That was stupid!" I told her bluntly as she held her head.

"Why did you hit me!?" She questioned.

"Because that was an idiotic answer. Why would you reward bad behavior? If you order him to stop the previous order, not to ejaculate will disappear. He will easily get off from rubbing his cock on the floor or something in the meantime." I answered. "You need to make the punishment worse than he is currently dealing with!" I told her flatly. I walked over to a tool cabinet and took something out.

With a clang, I dropped it in front of her. "What's that?" She asked.

"That is the punishment," I told her with a sadistic grin. "I will put the aphrodisiac on him; then this chastity cage will be put on before he gets hard," I said.

I could see her body shudder, but I knew the slave under her heard the punishment and was shivering in fear. I squatted beside him, seeing the slave's pale face. "Looks like your chair deserves a punishment for moving, Jackie," I told her bluntly. "Do a good job, so it understands what a stool is," I told her flatly, moving towards the door to the cells. "While you punish him, make sure the Centaur keeps uselessly fucking the toys."

With that, I exited, knowing she would properly punish her slave. The progress she would make punishing a slave that I would let her keep afterward would do more for her education on being a dominatrix than anything else. I smiled, knowing that the girl was still in progress. She would mature into a woman that knew how to take what she liked from the toys under her. It would take time for her to develop into the woman I saw her potentially being.

With that, I stood in front of the cell with my two favorite toys. Inside their cell, things had only gotten more awkward between the mother and the son. Both remained naked all the time, but I would come by and make them do intimate things together. I opened the cell for the first time today with a stern expression. They looked at me with fear in their eyes. They feared me due to my control over their lives and the actions I forced upon them.

"Come out; It's time for training," I stated. The mother came out of the cell first, with one arm barely covering her two pink nipples on her massive chest. The other hand covered her pussy. She was showing more shame for her body than when she first arrived. I suppressed a smile, knowing I was the cause behind it.

I learned that the mother had a sensitive body to sexual pleasure that would make her a natural woman of the night. I was happy with this discovery and would make her son tease her. At this point in the training, sexual tension was building between the mother and son. She still had never taken his meat into her, only the other teasing the other cock or pussy with their mouth. They were starting to feel sexually frustrated, wanting to quench the building thirst with each other's bodies.

These thoughts quickly briefed me on the situation; I believe they were in as I guided them towards the training area. I opened the door and the Centaur going down desperately onto the two slaves was the background joined in by the cry of a man being punished. I turned to see Young Mistress Jackie paddling his ass with a wooden paddle. I was frowning at the light punishment when I noticed an extra bump. She made it with some of the available toys, so the toy's balls were there being hit every time the paddle came down. The mans groaning and cries started to eclipse the Centaurs as we left the room into the second training room.

The Mother and son looked at the man as they passed into the second room, thanking their lucky stars that weren't themselves or her son. Inside the training area, I thought about how I wanted to play today. I guided them towards the shower as a start. They were going to a Noble, and I wanted to keep things clean for the client also. Inside the shower's I gave them soap and shampoo again. They knew what I wanted but also waited for my orders.

"Clean each other," I told them with a cold voice. They promptly started to wash each other. I could see their faces reddening as I watched the son soap his mother's chest. The son took longer each time with his mother's chest without his mother noticing. He would take time to tease her nipples. His mother would hold back moans, thinking her body was only being washed as he cleaned her large breasts. Still, he couldn't remain there forever as he would 'accidentally brush up against his mother's breasts whenever he could. When he made it to her pussy his mother would orgasm from him cleaning her. This increased the embarrassment that she felt towards her son. Then he would wash her hair in cooperation with her.

Then it was the son's turn to be cleaned by his mother. She was less shameless in her actions cleaning his body delicately not to torture him. That showed the guilt that the son showed on his face when his mother was cleaning him up when she couldn't see. They were in their own world as she cleaned him, slowly trying to postpone their training without realizing everything I did was part of the training. When she finished washing her son, they both turned to me. I looked at the mother again.

"You orgasmed once while he cleaned you," I told her sternly. She was about to raise objections, and I just lifted an eyebrow silencing her. "You will reciprocate and be glad for this minor punishment of pleasuring your sons raging cock." I told her.

She looked down, blushing at her son's Large member, and gulped. They had played with each other every day over these past days. Today she got on her knees and got to work with growing familiarity. Her son's hand came down, tangling in her still wet hair as she started to lick the tip of his large cock. She teased the tip earning the reward of a slight moan from her son. She didn't stop slowly growing more comfortable with her son's cock. She took a large amount of his length while her hands joined in. One hand landed on his balls, softly massaging them while the other stroked his shaft. He moaned loudly in response to her workings. His hands left her head, and he moved them down to her breasts without prompting from me.

He started to massage and grope his mother's breasts leaning over to achieve it. The Mother still pleasured him with her mouth, but moans from the both of them started to grow. Louder and louder, they both played with each other's bodies. The Mother probably assumed that I told her son to do as such. The Misunderstanding I would let happen as I watched as they brought each other to the edge of ejaculation.

Under my eye, the mother audibly sucked harder, bringing her son past the edge as he reciprocated by pinching her sensitive nipples. Under her, I watched a stream of female ejaculate spray the floor as her son filled her mouth with a large ejaculation. Both were learning each other's body slowly under my stern gaze. My pussy was moist watching the slow degradation of their moral standards.

They both enjoyed their orgasm glow for a second when I cleared my throat. They left their own world and paled, turning to me. The mother got to her feet without my prompting, accidentally showing me her entire body. I cared little, though, and I stepped closer to her son.

"Did I tell you to give your mother another orgasm?" I asked him, clearly outing him in front of his mother. The mother turned red, realizing that her son took proclivities with her body while assuming it was me who ordered him. She looked like she was about to reprimand her son when I turned to her. "You think you are free from guilt?" I asked her, "Shamelessly taking pleasure from your son every cleaning without reciprocating when washing him. You both are guilty." I told them. I tossed out two towels. "Dry each other's bodies without making the other come for once." I shamed them. Their embarrassed, ashamed faces warmed my heart as they laced with guilt and various other emotions.

Outside in the more extensive training area, I guided them to a clear place with chains hanging from the roof. I started to gather the needed things for the training session that I wanted to do today. I began to place pieces together and came up with a swing with hooks all around. Two swings were made from these chains. The mother and son watched in silence as I worked. I then brought the accessories for them, attaching cuffs to their wrists and ankles.

They both silently consented as I attached things to their bodies. They were still in the depths of guilt, shame, and embarrassment, not altogether paying attention to the world around them. That started to change a little later once I finished my preparations around them.

"Both of you will be changed today," I told them, instantly gathering their attention, "You both have convinced me of your love," I told them, smirking in the back of my mind as I spoke bullshit. "You will be changed today, and your relationship will become closer under my tutelage," I told them. I then guided the Mother onto a swing locking her with her legs spread in an M. She was locked into position. "Silence," I ordered, and both never talked to counter my words.

The boy looked like he wanted to run, not knowing what was going on. But I watched his face in indecision. Still, he stood and followed me as I laid him into the swing opposite of his mother. They both watched in silence as I chained their bodies to be unable to move. Their bodies then met at the center when I let go. Their genitals were touching each other. I smiled, seeing my work done, and wished again for a camera to take photos of the fun about to begin.

I went and grabbed the aphrodisiac that wasn't needed for these two. I swung the son away, and I started to finger the mother's asshole. "You may speak again," I said as I penetrated her rosebud.

"Mistress!?" She exclaimed, "W-W-W-what are you doing?" She asked,

Her son followed it up with an exclamation of his own. I ignored both as I fit a second finger slightly, stretching her open wider. She let out a faint moan for half a second before questioning me again. Still, I ignored them as they filled the room with exclamations. Then I took a dollop of the aphrodisiac and started to layer it in her asshole. The cool sensation earned a moan before the mother began to complain about the itchiness. I stood up with a job well done. I got out from between them, and their bodies collided. I then put a small dose on her son's rapidly becoming flaccid cock. I took the time for a light layer.

I stepped back as both complained and started to feel the effects of the drug. "You both are going to have a fun night together," I announced to them and watched as the son's cock became a raging erection. I then separated them briefly before I put the son's cock into his mother's ass. "Congratulations on losing your virginity to your mother's ass!" I announced.

I attached two more chains, so they accidentally didn't separate from each other. "You are free to cum as much as you want into each other," I told them, ignoring any protest since I couldn't care less.

Moans started to erupt as I left the room as their instinct took over. I chuckled as I went, knowing more than one muscle was being worked on tonight as they desperately tried to fuck each other.