Dominatrix System

Chapter 53

Cassandra was stuck in thought before smiling at me. I knew she had submitted at least for now. "Do you need to ask, Mistress?" this time there was no disrespect. I nodded and looked her in the eyes.

"Yes there is pup, You have not earned your way yet little pup. I see no organization in this Empire yet to add to my growing underground Empire. I do not like your attitude at the moment and I know conventional training will not work on you like wolf boy there. Or my nice little kitty in my hands." I say as I pet her hair as she laid her head in my lap. "You are unknown to me. You have done nothing but disrespect me and even less to earn my trust. This means you have work to do to start gaining that." I finished and went down to pampering my little Kitty with a smile on my face.

Cassandra seemed to be in thought as I knew and Stacy came back with some cloth and things to sow an outfit for my kitty. It was something to keep her warm and not get sick. It was mostly though so that it covered her important bits that I did not want strangers to the eye. She was my kitty and I didn't want others looking on her. My possessions are mine even just to look at. I looked forward to a day with many such possessions. I guided kitty back into her cage. She went back in reluctantly but did so nonetheless.

I smiled in thought as everyone was coming back for the night. The room filled and I decided to get ready in the Training room. I started to look and check the equipment. I looked through thinking about what I was going to do to my sissy today with a smile on my face. Everything was clean and I could see that Freya had set out some urethra sounders and some clips. Ever since I started doing more things to her small cock she loved it. I had turned her into what she was today and she was now no longer that Sadistic boy back when I was younger but the little submissive sissy she is now. I could feel something from her though now. Sometimes when people outright ignore her and it is not me she has that dominant atmosphere around her that I remember from before.

I thought more about it and decided that I would test to see if that was true. Maybe I had made Freya a switch without realizing it. This would be a failure, Maybe? On my part or a success? I did not know and I would need to look into it. I was setting out things and looking at the various equipment deciding on what I was going to do. Then the door opened and I turned my attention.

Freya stood there with her thighs shaking back and forth in a robe. That robe then dropped to the ground and I smiled as I saw her in underwear with holes around her nipples and where her cage was. It showed everything off and was just a ribbon on her. The curves had been developed on Freya after years of corsets. This gave her an S shape and her hips looked wider now. The sexy little sissy with her little caged clit got me wet as I looked at her.

She looked nervous and excited as I looked at her with a blushing smile. She had planned this when she knew I would tease her to make me happy. This little toy pushed the right buttons and I would reward her and punish her for that tonight. I had a smile on my face as I grabbed some shackles off the wall. I stood there and used a single finger to summon Freya over. Her movement and happiness while coming over were high. She got here in seconds barely stopping herself from running over after I summon her.

"Thank you, Mistress, for summoning me." She spoke with a large smile on her face with anticipation hitching to a new level. I placed the unchained shackles in her hand and said nothing as I turned looking at my equipment. I was going to have fun with my toy tonight and with so many options. I decided quickly and grabbed the same chained hooks that I used on Stacy and turned to look at Freya who had placed a Shackle on each limb ready for me. I hooked into them without acknowledging the act. I then started to hoist her into the air with her limbs spread out. The excitement for the unknown was evident in her eyes.

I hoisted her so that she was laying flat slightly above me. I took the cart of clips and looked up at her with a smile anticipating the cries that I was going to get tonight. "Thank you, Mistress" Was the first thing that came out of her mouth as I clipped her nipple. I was just starting as I made it a pair to the sound of her thanking me. I started to clip all around those manly breasts thinking I might want her with some breasts to finish her feminine look. I threw the thought aside as I clipped onto her waist. Then the weights as I heard the starts of the groans and the twitching of the cage flush to her little clit. I smiled as I know it was tight in there and I poked it a couple of times earning its movement more and a groan from Freya.

I took off the key that was always on my neck for his cage and hung it on his caged clit. I let it dangle in the air and stepped away. "That key falls on the floor little sissy and I will keep you locked while I punish you." I simply stated and walked back to the equipment grabbing what I wanted next.

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"Thank you, Mistress," Came out behind me as I grabbed a lotion. I turned and applied the lotion to her stomach making it all shiny and smiled. I finished quickly and grabbed my whip. Freya gulped looking at me with both apprehension and excitement. I was quick and as I turned I whipped the center of his stomach. The scream of pain sounded in the room and I watched. The Second followed up the second as I watched her try to stay as still as possible while her caged clit twitched. The key remained hanging on. I smiled at the game and whipped her stomach as she noticed in her surprise she forgot to say something.

"Thank you MIstress for whipping this Sissy." I ignored that as another hit her stomach and she thanked me again. I smiled and stopped after five. The red marks without blood were there and I would not go hard on such a soft part of the body. Too much was there to be damaged if I went too hard. I put the Whip away and walked up inspecting the lovely marks I left on the previously unmarried skin. The moan that came out as I outlined the marks was satisfying. I looked at those clipped nipples and pulled the clips off getting more screams as I took each off harshly as she desperately stayed as still as possible to make sure the key didn't fall. As I pulled the last one she moaned and held herself still.

I stepped back with the pile of clips and weights with a nod of satisfaction. Freya was never a pain doll she was me, little sissy. I put the pile off to the side to clean later or maybe more use. I turned and saw the key was still hanging there. I walked over and used it to uncage the little clit. The relief from being uncaged on her now hardening clit was evident from her moan.

"No Cumming." I told her simply as I stepped away.

"Thank you, Mistress, For freeing my worthless Clit," echoed from behind me. Ah, This good sissy deserves a reward.

I stop and turn reaching to her plugged ass. I pulled out the two-inch-thick butt plug and after pulling a bit the six inches deep comes out without much effort. I smile and poke the gaping hole in front of me. I tease the rectum without remorse and I use my claws extremely carefully selecting moans and groans. Her clit was twitching and was rock hard already. The groans of holding back became more and more I stopped playing with her inner cavity. I went back to my equipment and grabbed a tool I had made in the Kingdom. It was a long steel rod with a ball on the end thicker than my sounding devices. I had it enchanted as well and walked back looking at the gaping anal cavity.

It entered in without any resistance and I started to tease her again. The groans came louder.

"Mistress please let me cum!" Freya started to beg without stopping. "P-Please Mistress let me cum." I ignored her as I had not even activated the fun vibrating feature. I pressed that ball at the end to where the prostate was nearest and pressed. "MISTRESS, PLEASE LET ME CUM!" She begged.

"No Cumming Sissy." I straight commanded her. The Groans became louder as she would beg for permission while I teased her. I went light playing with the rest but as soon as the groans lowered a little I would play with her prostate. "Please, MISTRESS! PLEASE PLEASE PLEASE!" was being repeated so I pulled it out to another moan and more groans.

I walked past her and the precum from her clit was dripping onto the floor. I went and started to get the cart moved over to my sissy. This thing was convenient as I got the sounding equipment ready.

"Since you want to cum so badly sissy when I have told you not to I will make sure you follow my order," I stated simply and Freyas face changed.

"I am sorry for my incompetence, Mistress," I harrumphed at this and started to ready the first sounding device. The awaiting clit was still twitching dripping precum onto the floor. I smiled as I lubed up the device and looked at the clit. I grabbed it roughly as it twitched with the sudden attention and her moan told me that she was close to cumming. I did not wait and I lined up the toy and inserted it in.

"THANK YOU, MISTRESS!" Was all she said as a moan came out with a groan as I stretched the urethra slowly. I moved it slowly reaching deeper and deeper into her little clit. I reached the end. Then I started to move it in and out fucking her urethra earned groans from her. "Oh, Mistress, Mistress." She called out as I fucked that urethra was tight. The clit firmly in my hand not moving as it tried to twitch and escape. I ignored those lovely groans as they came faster and faster as I moved the sounding rod faster and faster. She was about to cum to having her urethra fucked but I stopped. I let her calm down much to her distress and relief.

"Thank you, Mistress, for sparing this Sissy." Came from her as I readied the next.

"Bit thicker you got used to it quicker than I thought you would Sissy. What you think size or two thicker?" I put out there and a groan followed quickly.

"Yes, Mistress" Was right behind it. Damn right she said yes or this would change everything from a reward to severe punishment.

"Two sizes larger then," I told myself changing to the larger one and I started to liberally lube the entire thing. I pulled out the one currently in her clit and smiled. I lined it up as the clit twitched with a new vacancy and pushed it in forcing it a little.

"ooooooOOOOHHH" Came from her as I started to move it deeper stretching it more as she cried out now with tears in her eyes as I started to get deeper and deeper hearing cries and groans from her until I reached the base stretching her nicely. I ignored the cries as I wanted to start playing with myself but I had toys to do that later.

I started fucking the little stretched urethra and looked at my Sissy's reaction. Her mouth was gaping open and speechless as I fucked it hard and felt the twitching in my hand as I brought it to the tip and down to the base. Her reaction had me wanting to call Stacy in to attend me when her screaming cries to me sounded out finally. I stopped then and left the sounding device at the base with a smile picking up the previous anal probe I used before.

"Now that you are all plugged up you may cum Sissy," I stated loudly to breakthrough whatever zone Freya was in. "Thank you, Mistress!" She cried out as I started the vibrating function and hit her prostate. Her cries reached a new level and her hips bucked trying to fuck nothing as all cum was stopped at the base. She moved to try to get relief as I teased her prostate harder and harder. I could tell as she came again her clit trying to ejaculate but again blocked at the base. I made her cum again and again as I watched the sounding device slowly leaving her clit. It moved a little each time she orgasmed. I continued to tease her and I would smack her balls once or twice when she orgasmed. The Screams! The Groans! The Moans!. I felt each in my pussy begging for me to give it attention.

I needed attention myself as I heard the music to my ears as Freya Cried and begged. All went listened to then ignored for my enjoyment. Finally after who knows how many orgasms the sounding device in her urethra was blasted out hitting the floor with an ejaculation following it. The orgasm caused another followed by another. I smacked her balls hard receiving another cry to me for mercy as she came onto the floor hard. I smacked it two more times receiving just hard groans this time. I smiled and went to move the chains so she was lined up to my crotch height. I removed my shorts showing my pussy to her.

"You have permission to service me, Sissy," her tired look was short-lived as her face buried into my pussy and set to work immediately. I was so turned on that I had a small orgasm almost right away. She continued to work on it as I smacked her back for the fuck of it. I heard her groan and work my pussy harder. I enjoyed every second as she hit my weak spots with practice ease as she was trained. I came on her face harder this time and let her continue.

Again and Again, I came till my lets started to shake did I finally pull her off of me.

"You did well Sissy slut." I started to cage her again after wiping her slit making sure it was clean. I had prepared in advance for this and locked her up returning the key around my neck.

I let her carefully back to the ground and she stood on shaking legs. I smiled and brought her to the baths that Stacy had carefully prepared going through the room where some were trying to sleep but couldn't. I ignored them and I helped Freya clean up and cleaned myself up putting on my favorite black robe and got into bed with my slaves for the night.

I had good dreams.