Things began to settle into a routine for the next few days with each night seeing me caged or strapped down to the bed in my cell, while the loop of her voice berating me and enjoying her orgasms played at exceptional volume for hours on end.

I continued to work hard to earn meals each day and had been spending more and more time in the upstairs living areas most days, at all times while securely chained, bound or sissified, to perform an increasing amount of daily chores. I noticed that Mistress Catherine was also spending a lot of time with Mistress and they seemed to enjoy abusing me together more and more.

Mistress startled from my thoughts as I had not heard her arrive in the cell.

“Do you know what today is wanker?”

“No Mistress.”

“It’s time for my two week review of our arrangement. I promised you a chance to let me know your views so we need to prepare you for this discussion.”

Mistress wanted me completely immobile for this chat and she had obtained the perfect immobilising equipment for the job.

Already hooded in the thick leather hood with a blindfold attachment in place, I was instructed to lie down into something which felt cold beneath my feet. I felt her zipping it up around my legs until she unclipped my wrists from my collar and forced them into some sort of inner sleeves. The whole thing then zipped up my body up to my collar so that I was enclosed from head to toe in tight leather. She then strapped atleast ten straps or more around the leather, down my legs and around my torso. I could not move a muscle and the pleasurable stimulation setting of the shock device started to vibrate.

She removed my blindfold so that I could see her breathtaking body glistening from head to toe in latex. She wore the tightest, black latex catsuit that I had ever seen, enhanced by her patent stiletto knee high boots and black latex gloves. She had added a scary latex mask to her outfit which had eye, nose and mouth holes so that her piercing dark eyes and glossy, red lips were accentuated and very intimidating. She looked stunning and menacing in equal measure.

“It’s about three weeks since you last had an orgasm, before you arrived here two weeks ago. Would you like to cum worm?

“Yes please Mistress. Very much so,” I begged as the image of her standing over me made me desperately horny.

“But you know that I don’t have the keys to your chastity device. You would have to beg Mistress Catherine to come over with them for that to be considered.

Would you like to beg her to fetch them?”

“Yes please Mistress,” I replied, realising how pathetic I must be sounding.

“Well, it isn’t that simple unfortunately for you wanker. Before I can make the call for you to beg her, we need to discuss our arrangement. I did promise to allow you to give me your views on it as part of my review. I just need you to be aware of a few things first.”

She held a phone towards me so that I could see some pictures displayed on the screen. I quickly realised that the images were of my flat. It was totally empty but the internal doors and walls were badly damaged.

“Your landlord thinks that you have left without paying and he’s not too happy with the damage. It’s estimated to cost around 5K. You will of course need to pay for that. Luckily though, I found your user account passwords conveniently saved on your laptop, so I know that you have savings of 20K.”

I couldn’t believe what I was hearing and I started to plead…

“Please Mistress, I didn’t realise what I was doing in signing the contract. Please, can we end the arrangement now?

“Well let’s see if you still feel that way in a few minutes bitch…”

“This is a screen shot of your bank account now. It is empty as you very kindly gifted everything to me to pay me for taking you in.”

“Please no Mistress, that’s not fair!”

“Awe isn’t it fair boy? What ever made you think that I would be fair to you?”

“Have you forgotten the contract you signed and the ad that you replied to?”

“I have made myself very clear – expect abuse, servitude, degradation but do not expect fairness, respect or kindness from me. EVER!”

She showed me a clip of my belongings being loaded onto a clearance lorry in black rubbish sacks for its disposal. As I watched I realised that it was actually my phone that all of these images and clips were taken on. Although it no longer felt like I owned it as I had not seen it in two weeks.

“So, you now have nothing. No possessions, no flat, no assets, no money, not even any clothing. I have access to your bank accounts and have changed your passwords. I have taken your credit cards, your laptop, phone, your freedom and your dignity.”

“Then of course there is all this incriminating material on your phone and laptop and the embarrassing contract that you have signed voluntarily…”

“Let me make myself very clear, all of that would be made public if you were to leave my ownership. Copies of everything are also with trusted friends for safe keeping together with instructions for it to go public if you tried to escape me.”

“That brings me to your desire to orgasm. I could make the call to Mistress Catherine right now but I will only do so if you beg to remain under my control indefinitely.”

She looked down at me and rubbed the bottom of her boot against my chastity device as the shock device continued to stimulate me.

I quickly tried to weigh up my options… I could beg to leave, but I’d have nothing, including no clothing and she would destroy my life with the threats of public distribution of material etc. Or, I could beg to stay, have the chance to orgasm and continue to serve and be used and abused by this extremely strict lady.

“While you think about things, why don’t you kiss my ass to help focus your mind, wimp.”

She lowered herself onto my face and I eagerly kissed and licked the tight, shiny latex ass. She writhed upon my face knowing that this would make it impossible for me to think clearly or independently after the weeks of psychological torment.

“So, your answer wimp? It’s now or never,” she said as she rose up from my face.

I realised that I had no real choice, the answer was obvious….

“Please Mistress, please may I stay with you?” I had been successfully reduced to begging for my continued servitude and mistreatment and I couldn’t have felt more inferior at this point.

“Well let’s just record this for good measure on your phone…Tell me again, what is it you want to do wanker?”

I repeated my desperate plea to stay as she filmed me saying it. I knew it would be used against me in some way later if she needed it.

“Now, I think it’s time to call Mistress Catherine. You can repeat to her what you just begged of me and then you can beg for her to come over with the keys to your cock cage.”

She dialed her and spoke briefly to Mistress Catherine herself.

“It’s me, yes we are having our discussion. He’d like to tell you his decision.”

She moved the phone to me and I realised that it was a video call. I could see Mistress Catherine smiling sadistically, awaiting my words.

“Mistress Catherine, I have begged Mistress to allow me to stay as her wimp. She has said that as a result, I can beg you to come over with the keys to my chastity device so that I may be able to cum.”

“Well go on then gimp, beg me!”

“Please Mistress Catherine, would you please come here with the keys to my chastity device. Please Mistress Catherine, I am begging you so that my Mistress can allow me to cum.”

Mistress moved the phone back to her ear and I became more nervous as she spoke to Mistress Catherine.

“Did you get all that?” It sounded like that too had been recorded, I wondered.

I could no longer hear Mistress Catherine’s reply as the video call was changed to audio only. She had not said whether she was gonna come over however so I was left feeling totally humiliated, helpless and worthless. Mistress on the other hand couldn’t be happier as her plan had gone to perfection.

“I told you, he is a complete wimp. He is so fucked now. I own every bit of him and he has begged me on camera to make sure that he will never again be free from me.”

I whimpered as I listened to what she said. Her call ended and she spoke to me with a sinister sneer in her voice.

“What you’ve experienced to date is nothing, worm! You will never again make a decision for yourself. You’ll eventually become so psychologically damaged that you won’t even be able to function without my commands. But this won’t ever end… you will worship the ground I walk on and fear my wrath daily.”

“That was the last opportunity you will be given to state your opinion. You no longer have a view except that which I tell you to think! What a lucky little wimp you are!”

“Thank your Mistress by kissing my boots!”

She placed her boot at my mouth and I enthusiastically licked it.

“Why don’t we celebrate with an orgasm!”

I wondered she was gonna finally allow me one but I quickly realised that she meant for herself, as she strapped a dildo gag into my mouth. It filled my mouth and had a thick cock protruding out of my mouth for her to use.

She peered down at me as she unzipped her crotch and again lowered herself down onto my face. She gasped as she was penetrated by the cock.

“Oh fuck…that feels very good,” she said as she started to hump the gag sticking out of my mouth.

“Mmmm.. if only you weren’t such a pathetic wimp, I could have used your little cock,” she teased.

“Mmmmph,” I replied.

“I can’t understand you bitch and I really don’t give a fuck what you have to say!”

“All that matters is how you please me!”

“Ah… this gag is pleasing me A LOT!”

She continued to fuck my face hard and I continued to grow in intense sexual frustration.

“Oh fuck… Argh…Argh…”

She came in a powerful crescendo of moans as I whimpered in frustration.

Mistress stood up once she had composed herself and she pressed my balls with her boot before walking off leaving me helpless and confused.

Upstairs, she awaited Mistress Catherine to arrive. The entire discussion had been preplanned and scripted between them. Mistress Catherine had been awaiting the call and arrived in no time.

“He’s so going to regret asking to cum!” Mistress Catherine said.

“Yes he is but that’s the point, I want him to desperately need to cum but dread what will happen in future if he did so again. This is going to be a valuable learning curve for him.”

“You have such a devious mind!” Mistress Catherine said, as both ladies laughed.

They entered the basement cell and the click clack of heels across the floor began to make me nervous.

“I can’t hear him begging for me to remove the chastity device,” Mistress Catherine said.

“Mmmmph.. Mmmmph,” I shrieked.

Mistress Catherine approached my cock as I got a view of her in her skin tight pvc jeans.

As she did so, Mistress removed the gag once more and lowered back down onto my face. Her latex clad ass took away my vision as Mistress Catherine unlocked the cock cage. The shock device was still vibrating and stimulating me throughout however.

As my cage was unlocked, my cock started to swell and push the device off it by itself. Both ladies laughed at it desperately trying to get hard.

I gasped as she finally removed it and my cock oozed a long thread of precum.

“Awe it’s been so long for that poor little cock,” Mistress said while Mistress Catherine used a single latex gloved finger to stroke it softly.

“Mmmm,” I tried to speak beneath her ass.

Suddenly Mistress Catherine gripped it firmly and began stroking and pumping it hard, making me wriggle in the sleepsack as I was about to cum in seconds. They were certainly not gonna allow that however and she briskly stopped all stroking and the vibration stopped from my shock device. The psychological torment and frustration was unbearable as I leaked and throbbed helplessly.

Mistress rose up from my face and stood over me, with a boot either side of my head. Mistress Catherine now stood facing me with a boot either side of my waist.

“I can’t hear you begging boy! Mistress said.

“Mistress Catherine will only stroke you if you beg.”

“Please, please, please Mistress Catherine, please continue stroking. I am begging you…”

Her latex gloved hand once again commenced stroking as I continued to beg repeatedly. The ladies ignored my pleas and chatted nonchalantly. Mistress Catherine expertly knew when to ease off her stroking to prevent the orgasm, while I kept begging in the sleepsack at their booted feet.

“SILENCE WORM! That’s enough of your whining! Mistress shouted at me.

“Shall we tell him the news?” Mistress asked her friend.

“Why not. He’ll find out soon enough anyway.”

“Mistress Catherine is moving in with me wimp. Now you will have two Mistresses to control you 24/7 and we get to enjoy each other while we treat you like shit! We are both bisexual and have discovered our new found pleasure in subjugating you, so you will receive double the amount of abuse with twice as much service to perform.”

I listened throughout while on the edge of my desperately needed orgasm but she would not take me over that edge with her deliberately frustrating stroking.

I thought how life would now be with two Mistresses in the house. Hearing that this will now be a permanent arrangement made me feel even more inferior to them both. I was at the bottom of their pecking order and both of them seemed to bring out more sadistic attitudes in each other, I’d noticed.

“Are you sure you still want to cum pussylicker?”

“Yes please Mistress!”

“But there are consequences… If we allow you to cum now, you will not be allowed another for atleast six months and you will receive 30 lashes to atone for your selfishness.”

“Awe look at his sad eyes Mistress Catherine… he actually thought we’d just let him cum without any strings! Stupid wanker!”

“He should be grateful we are even considering it. If it were up to me boy I’d lock that pathetic cock permanently!”

“Well, what’s it to be wanker? Your last orgasm for six months and a good thrashing, or shall we lock you back up and you can gamble to see if we offer a better deal at some other time?”

I couldn’t wait any longer as I had been stroked to the edge for so long by my two latex clad rulers. I suspected that the deal would only get worse if I declined now anyway and I couldn’t think clearly any more. I just pleaded to relieve all of the frustration.

“Please let me cum Mistresses.”

“I think you’ll regret that selfish, disgusting decision boy!”

Mistress ominously held held the remote control for my shock device in her gloved hands as Mistress Catherine began to stroke me again.

“Hump my hand wanker! Work for your orgasm!”

“You will cum on the count of zero! NOT BEFORE otherwise the punishment will be very severe!”

Mistress began to count down from ten as I tried to hold off cumming until zero.

“4…..3…..2…..1…..0!”

As I let myself go and the cum began to spurt, Mistress pressed the punishment button for the shock device and Mistress Catherine let go of my cock, ruining the orgasm into something much less enjoyable and significantly less relieving. I screamed and thrashed about in the sleepsack as Mistress Catherine caught all of my cum in her latex gloved hand while my cock bounced about.

“Is that all you have boy? Such a pathetic amount of cum but that’s no surprise is it. You are no real man. YOU ARE A PATHETIC WIMP!”

“Maybe he’ll do better in six months,” said Mistress Catherine and both ladies laughed hysterically at the prospect of denying me for half the year. I, on the other hand, felt exhausted and humiliated and very frustrated that it wasn’t a fulfilling orgasm.

“Open wide bitch! You have to drink all of your little emission like a good slave.”

Mistress Catherine brought her latex gloved hand to my mouth and poured the contents into my mouth.

“Lick my glove clean worm!”

It became much harder to obey now that the pent up frustration had gone in a heartbeat but I was in no position to disobey these two ruthlessly strict ladies.

As I licked it clean, Mistress was already locking the chastity device back on while my cock was limp.

“I hope it was worth it wimp, you have 30 lashes penance to look forward to as a result and a VERY long wait before we’ll consider allowing another!”

Both ladies laughed manically as they set up a whipping bench ready to strap me down for my flogging.

In my post orgasm come-down, I whimpered helplessly in my bondage at what my life had become and may continue to become in future. I never gave enough wondered to what I was getting into when I replied to that ad a few short weeks ago and now my life was unrecognisable. Above all, I no longer had any ability to change it and had now become the property of two mercilessly strict mature ladies. Maybe that was what I needed however…

THE END

THIS IS THE FINAL INSTALMENT IN THIS SERIES.

Thanks to all the readers and for all of the comments and feedback which encouraged me to continue to write more parts in the series than I had originally planned. I hope it was an enjoyable read.