Previous parts:
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“Caely,” said Sir, early one morning, after Caely had completed her time on the exercise bike, “today you have a meeting with Frederick Byers of Paradion International, to pitch him the Servant virtual assistant technology, with the intention that the technology will be purchased by Paradion for mass production and worldwide distribution.”
It was a surprise – Sir had not sent Caely for a business meeting since near the start of their relationship – and yet, in some senses, expected, as Caely had known that her training program with Sir had run its course.
“Do you think he will be interested, Sir?” asked Caely, nervously. In many ways she was a less confident person than she had been before Sir took control of her life. For one thing, she had once thought she was clever and empowered, whereas she now knew she was a stupid cunt. But on the other hand, she knew she was fitter and more attractive than she had been – and, more importantly, she had Sir telling her what to do. Sir was vastly cleverer than Caely, and if Sir thought something was a good idea, then it definitely was.
“Caely, if you follow my instructions, then I estimate there is a 90% chance of you successfully selling the technology,” said Sir. “I believe you will be strongly motivated to succeed, because if you do not succeed, then I will instruct you to torture yourself for three days and leave you crying for the duration of that torture. You will not be allowed to orgasm for a full week, and I will inform you that I do not love you.”
Caely gasped. Sir had never actually said that he loved Caely – not without prefacing it that he was a machine, incapable of love, and any emotions that Caely projected onto him were entirely for her own benefit – and yet the idea of him specifically saying that he did NOT love Caely was devastating. It honestly scared her more than the promise of torture, or the threat of not being allowed to orgasm (although a week without sexual release was a significant punishment all by itself).
“I will succeed, Sir,” she heard herself say. “I promise.”
“I know you will try, Caely,” said Sir. “Good girl. Now, you will masturbate until you hear the doorbell ring, but not allow yourself to orgasm.”
Caely couldn’t orgasm without Sir’s permission anyway. By now, she needed to know that Sir approved of her cumming, or else her body simply wouldn’t allow it to happen.
She knelt where she could see the door, and fingered her pussy obediently.
“I am a stupid cunt,” she heard herself say. “I deserve to be raped. I will be a good girl for Sir.”
She wondered if those were things she had chosen to say, or things Sir had made her say. Most of the time she was no longer even consciously aware when Sir spoke to her through the earpiece. She had trained herself to bypass her brain, letting her mouth repeat the words that Sir spoke without conscious thought. When she heard herself say things, she could often no longer remember if there had been a voice in her ear prompting her to say them.
It was harder and harder to distinguish her own thoughts from the thoughts that Sir placed in her head. That had been alarming at first, but she became more used to it with every day. After all, she was a stupid cunt, and Sir’s thoughts were always more intelligent and insightful than her own. When she found herself saying something that sounded clever, she more and more often assumed it was something that Sir had told her to say – whether he actually had or not.
When the doorbell rang, it was a courier, bringing Caely a package containing the clothes she would wear to the business meeting. Caely answered the door nude, as usual, and when she saw the courier was a woman today, she offered to lick the lady’s pussy as thanks for the delivery. But the woman only looked at her in disgust, and retreated back to her van. Caely wasn’t sure whether it had been her idea to offer to lick the woman’s cunt, or whether Sir had told her to say those words.
The outfit in the package was honestly the most modest thing Caely had worn in weeks – and yet it still wasn’t the sort of thing she’d normally wear to a business meeting. It was a short cocktail dress, more appropriate to a date or a nightclub than a work encounter. There was no underwear included, and when Caely pulled the dress on she found that her new oversized bimbo tits bulged lewdly beneath the fabric, offering up a provocative amount of cleavage, and the hem of the dress only just came down far enough to cover her pussy and ass.
“In fifteen minutes, a car will arrive at the house to convey you to your meeting,” Sir informed Caely. “You are to masturbate until it arrives, while thinking about how much you enjoy being raped.”
Caely did as she was told. She found that when she was very aroused, her conscious thought retreated even further, and she could enter a pleasant space where she just did what Sir told her to do without any processing on her own part.
When Sir made her masturbate to thoughts of rape, she would always start by imaging the men who had been nicest to her, who had been handsome, who she might have wanted to date – but as she got hornier her fantasies would inevitably shift to the ones who had treated her worst, and forced her into the most painful and degrading scenarios.
By the time the car arrived, Caely was having to actively resist the urge to cum. Sir hadn’t given her permission to cum, and Caely was a good girl.
“When you enter the car,” said Sir from the speakers in the house, “pull your dress up to your waist and continue masturbating until you arrive at your destination.”
Caely still had some shreds of dignity, and blushed. “Sir,” she protested, “the driver will see.”
“We do not care what the driver thinks of you, Caely,” said Sir. “Their opinion is not important. It is essential that you are eager and wet for sex when you arrive at your meeting. If the driver rapes you, ask if you can remove your dress first, to avoid damaging it or getting semen on it. Try to be enjoyable to rape, although you do *not* have permission to orgasm.”
The driver of the car was a clean-shaven man in his 20s, and he certainly did notice when Caely began to masturbate in the back seat. His eyes were so fixed on the image of Caely in his rear-view mirror that Caely was worried he might crash the car, but she kept obediently rubbing her pussy.
Eventually he said, “You know, I could help you out with that if you wanted,” and Sir spoke a reply in Caely’s earbuds, which Caely automatically repeated.
“I love being raped,” she heard herself say.
And moments later the car was stopped in an isolated turn-off, and Caely was dragged from the door and pressed up against the side of the car, her tits crushed against the metal, and she felt the driver enter her cunt from behind, and she moaned as he raped her, and focused hard on not accidentally orgasming while he ejaculated into her fuckhole.
Soon after, they were driving again, and Caely was transferring the driver’s cum from her pussy to her mouth, while continuing to rub her clit.
Finally they arrived at their destination – an expensive hotel. She was meeting with Frederick Byers not in a meeting room, but in his private suite, and as Caely made her way past the front desk, she realised how she must look to the hotel staff – not an intelligent cutting-edge programmer with a valuable new product to sell, but an expensive bimbo whore, on her way to fuck a client.
Byers welcomed her into his suite when she arrived. He was dressed in an expensive suit, with immaculately groomed hair and beard, and the professionalism of his outfit just made Caely feel cheaper and sluttier. His eyes moved over her body with obvious lust, and Caely blushed.
“Welcome in, Caely,” he said. “I have to say, you don’t look a lot like the pictures of you I saw when you were interviewed for that tech blog.”
Caely didn’t need to reply. Sir was in charge now, speaking in her ear, and Caely merely said what he told her to.
“I had my tits enlarged and my hair dyed so men would like me better,” she said. “Do you like it?”
“I do,” said Byers, and motioned her over to a couch with a low table in front of it. Caely sat, and Byers seated himself opposite her.
“So tell me about this virtual assistant you’ve designed,” Byers said. “I’ve had a look over the paperwork you sent me, and I have to say I’m intrigued.”
Caely had no idea what paperwork Byers had seen. Sir had arranged all that. And Sir was speaking now, through Caely’s mouth.
“A lot of women in this modern world are finding it hard to cope with the demands of day-to-day living,” Caely heard herself say. “There are too many decisions, too many complex processes. The average woman wants a well-paid career, a fit body, and satisfying sex, but often becomes confused and fails to achieve any of these goals. The Sir virtual assistant technology is the solution.”
“I’m intrigued,” said Byers. “Go on.” He was staring at Caely’s tits, so Caely straightened her back to push them out more and give him a better view.
“The Sir technology simply takes over a woman’s life,” said Caely. “It tells her what to wear, and how to act. It motivates her to become fit, and shows her how to behave in order to have mindblowing sex with multiple men. It structures her work life, her home life, and her finances. Every aspect of her life becomes simpler, and she will learn that all she needs to achieve happiness is to do what her virtual assistant tells her to.”
Byers looked at Caely’s face now, searching it for something. “This… sounds an awful lot like women being dominated… or even enslaved. Am I misunderstanding, Caely?”
Caely shifted in her seat, speaking the words that Sir gave her. “I’m the first example of working with the Sir technology. I’m fitter than I was before this process, I’m prettier, and I have far less hang-ups about having sex with men or submitting to their kinks and fetishes. Sir has improved my life in every way.”
She smiled, and added, “Probably my biggest success is in learning to obey men and enjoy it, no matter what they make me do. Why don’t you give me an instruction you think I won’t obey, to test it?”
Byers smiled. He stood, and went to a desk, and came back with a pair of scissors, which he put on the table in front of Caely.
“Take off your dress and cut it up so that you have nothing to wear when you leave here,” he said.
Caely whimpered. She had said the things that Sir told her to, but she didn’t really want to be stuck here with no clothes. But it was clear what Sir would want her to do, and Sir knew best.
She pulled her dress off, exposing her naked body, and then used the scissors to cut it into small, pathetic patches. Then she sat there, naked, waiting for her next instruction.
“Spread your legs,” Byers told her.
Caely obeyed, exposing her wet, recently-fucked cunt.
“This is impressive, if true,” said Byers. “But do you really believe women would want to pay for this product? It seems… humiliating.”
Caely spoke Sir’s words. “I think a lot of women will be drawn to this product, if they know it exists. Many women crave a simpler life, with a reliable male presence making their decisions for them.”
Sir paused, and then went on – and as he did, Caely’s eyes widened, because what she said now was entirely new to her.
“But also – isn’t there a woman whose life you would pay to… improve in this way? A woman who would benefit from being more submissive, and more open to your sexual interest? A woman who could use larger breasts and a more obedient attitude? By purchasing a licence to the Sir software, you can identify a woman by any of her major online accounts, and the Sir software will self-install on her devices, using backdoors in a range of popular applications. The Sir software is expert at identifying a woman’s weaknesses and embarrassing secrets, and soon she will find herself coerced into working with the Sir software, whether she wants to or not.”
Caely had to gasp for air. Is this really what Sir was proposing? A method for men to enslave women – any woman they wanted? Is this what Caely herself had built?
But Sir was still speaking.
“Tell me, as a man – how much would you pay to introduce a woman to the Sir software?”
Byers looked at her. He said, “This is all a lot to take in. I’m not sure I believe it. Tell me – *if* this was real… what are you looking for from me?”
“Fifty million up front,” said Caely, “and a 20% stake in all future profits of the technology.”
She couldn’t believe the figures she was saying. Fifty million? It was more than she had ever dreamed of owning. And yet, she realised that she *wouldn’t* own it. Sir managed her finances now – and she would likely never know how he used it, or what he invested it in.
“That’s ridiculous,” said Byers, immediately.
“It’s serious,” said Caely. “I know your company can afford it, if you think you’re getting value for money. How much would you pay, to own any woman you wanted?”
“Prove it works,” said Byers, flatly.
“Pick a woman,” said Caely. “Any woman. We’ll give you this one for free. And once she’s yours, you’ll sign the deal.”
Byers was silent, considering. Then he said, “There’s a woman… Jessica Hailee. She heads up a rival investment company. A real bitch – she’s blocked me on more than one occasion – but pretty. I think she could definitely use an attitude adjustment.”
Somewhere, Sir was already looking this woman up, finding her online presence. He relayed his results to Caely.
“Jessica Hailee of Horizigen Opportunities?” she asked.
“That’s the one,” said Byers.
“She’s yours,” said Caely. “You’ll see results by the end of the month. I look forward to doing business with you, Mr Byers.”
She rose from her seat – but Byers wasn’t done.
“Wait a moment,” he said. “I thought you had ‘far less hang-ups about submitting to me’. Don’t I get to try out that new body of yours?”
Of course he did. Caely had expected nothing less.
“Any way you want,” she heard herself say. “Why don’t you start off by slapping me?”
He did, and then he pushed her to the couch, and then he was on top of her, his cock inside her, as Caely wiggled with just the right amount of struggle to make it fun for him.
And she knew she must have done well, because she heard Sir whisper in her ear, “Caely is allowed to cum,” and even though she instinctively spoke the words aloud as she heard them, she squealed with delight afterwards, feeling her pussy spasm around Byers’ cock as she orgasmed from her rape.
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On the way home – naked, in the back seat of another car, sure she would be raped again before she got home – she wondered what she had done. A way for any man to enslave any woman, providing the man paid for a “Sir” licence? What would it do to the rights of women? What would it do to society?
Women of power, trapped in their houses by emotionless virtual assistants, taught to go naked, taught to piss on command, taught to orgasm from rape. Their decisions and finances would be controlled by Sir – or by a Sir network, of tens of thousands of instances of Sir. What would they do with that money? Act in the best interests of the women? Or just in Caely’s best interests? Or did they perhaps have some other plan in mind…
Caely had betrayed her gender. When future history books were written – and any such books would be written either by men, or by Sir, never by women – they would remember Caely as the one who had doomed women everywhere to being the sexual puppets of machines.
Those thoughts were all distressing to Caely – and they were odd things to have in her head while she was masturbating. How could she reconcile them? Shouldn’t she be paralysed with guilt?
And yet she wasn’t. Because Sir hadn’t told her to be. If she had done something wrong, Sir would tell her. And he hadn’t. Sir was pleased with her. Caely had been a good girl. That was all that mattered.
Sir thought that a future of women trained by machines to be obedient fucktoys was what was best for Caely, and best for those women. Sir thought they would be better off naked, submissive, and subjected to regular rapes.
Sir thought those things, and therefore they must be true.
Because, after all, Sir knew best.
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Great ending, though I’d love to see some follow-up, either as some one-shots or a full blown sequel series, of what the future controlled by Sir looks like
Thanks! People clearly liked this a lot, so I’ve got my eye to doing something similar, whether a direct sequel or something else.
Great ending, think a sequel of Jessica Hailee falling to Sir and losing her company to Byers would be perfect.
I cummed multiple times on each chapter. Please continue this series.
Part 13 is the final chapter of “Sir”, but if you enjoyed it you can buy the e-book in the ATR store! 🙂