Jon lay on Ana's bed and smiled thinly. He had been the best example of the compliant sex slave. He had performed for her guests and had demonstrated himself to the corrupt world in which he was now tied to. He was in a very delicate situation; he had begun to alter Ana's view of him. She was now seeing him as a lover, not as an appendage to simply satisfy her sexual needs. However, to put his plan into motion, he was now indebted to Tilly. Being Ana's personal maid, she had not only exacted sex from him, but made sure that she would have what she wanted out of this deal. He had persuaded her to go along with his plan for the pool party, she would now demand to be paid back fully, although Jon was of the firm belief that she enjoyed him inside her. He would have to put aside Tilly for the moment, and focus completely on Ana.
Now Ana had been completely accepted by her 'friends' and now was a real force to oppose the dismantling of any possible laws to stop the owning of slaves, would secure her in the inner circle of the real movers and shakers in this sex owning society. Jon was convinced that she would be invited into the 'Cabal'.
Jon had only ever heard rumours about the Cabal. He could still remember how quickly things changed after the Covid infections laid the world low and the subsequent destruction of civil liberties. How after the last of the Covid variants had toppled the governments and brought about a new order. After he lost the love of his life, and shackled with huge debts, he had to accept his new role as slave.
His training had been hard to bear. Although in excellent physical condition, the rapid adjustment in his emotional and mental state had been almost unbearable. He had been a free man, a freedom he had thought nothing of until his 'indenture'. The instruction has unrelenting. And created with great care and success by the rapidly growing private businesses that catered for the demand for sexual slaves. Large sums of money had been spent on developing this industry and even more vast profits were made. The seemingly abundant number of high-end clients had very specific requirements and John had to become what they wanted. He had to, to survive.
The instruction process took months, like a boot-camp. He, like many other candidates were screened physically, and tested psychologically for their suitability for placement. The sexual training, that John though would be straight forward and even pleasurable was not.
After an intense screening, candidates were shown how sex was no longer about their pleasure- only their master's pleasure. Jon could still remember being instructed to watch endless pornography, both video and live performances to de-sensitize the male ejaculation. He was made to have sex with female candidates but stop himself from ejaculating unless given permission. Like any men, Jon found it very difficult and electric sensors were fitted to augment the aversion therapy to give him greater control. Fortunately, Jon learned quicker than many other of the male candidates. Although the system that trained them had quickly adapted to providing the best product to the most appropriate clients, heterosexual men couldn't be easily taught to please homosexual masters. It was discovered that play acting was soon discovered, and the markets collapsed, when gay masters found that their slaves couldn't perform sexual duties effectively due to a lack of arousal. The Indenture business discovered that bi-sexual men and women were highly valued and could make a huge amount for the businesses, but conversely men with certain skills were also a huge asset with large profit margins, Jon was intelligent, resourceful, and skilled in many ways, so he was one of the first to benefit from being transferred purely heterosexual indenture. Jon was halfway through his fellatio training before he was taken out of the programme, which was a blessed relief, as one of his more malicious instructors had insisted on training him to suck his cock even out of the regular training sessions.
Sucking other candidates' cocks had been quite difficult, but had managed quite well, according to his instructors, but faking arousal was much harder than he ever could imagine and attempting to deceive a gay lover while being fucked in his arse was nigh impossible. It had occurred to Jon that the porn actors before the coming of Indenture, must have been very skilled in the art of deception.
Jon's memories shifted again to his elective instruction, his training in how to please a woman during sex and being taught how to perform massage, nail craft and even basic hair dressing. John's first mistress was an older woman than Ana. She took John as a trial three-month placement and insisted that much of his time was to be spent in her bedroom. She was voracious, and suffered from poor self-esteem which was a terrible combination as she often John like a living, breathing sex toy. Although older, she had spent a large amount of her fortune on surgical procedures and enhancements. Her body was toned and with large, enhanced breasts and a hairless designer vagina. He massaged her and then fucked her upon her command, the sex was perfunctory and lacking in any real intimacy. After the three months, either bored with him or wore likely herself. Jon was returned to the stable but with glowing references. The stable's owners were thrilled to have not only a valued customers glowing praises but a very detailed social media declaration of the high quality product that the company had provided her.
Jon found himself in immediate demand and was soon placed with another wealthy female client, who enjoyed the sexual pleasures that Jon could bestow and liked his warm in bed, when she slept. In fact, this was the first inkling that he had that the society and establishment of indenture was now under review. His mistress, Eleanor Hynes had shared some scraps of high society gossip and some actual news of how indenture was now under threat from reform. Jon was satisfied to remain with this mistress, but as his luck would have she died in a road traffic accident.
Jon pushed the memories away, he had to focus on her now and how he might turn her from her position as a mistress and embrace him as a partner. Then he might be able to convince her to join the Cabal.
"Oh, what am I going to do?" he sighed. Jon's thoughts shifted to his partner-in-crime, Tilly. She had extracted a heavy price for her complicity in his ruse earlier in the evening. He remembered his conspiratorial whispers before the guests arrived.
Tilly had sat on the corner of his bed and listened thoughtfully as he outlined his plan to promote his mistress and have her status raised in the wider community. She smiled wistfully as she listened to his suggestion that she and he would put on a show for Ana's guests later that week.
"So, you want to fuck me in front all the Mistress's guests!" her voice heightened with mock outrage, but Jon was comforted by her playful smile.
"Well, yes. If you agree," Jon shrugged, "The mistress thinks it will go down well with her friends and guests." Jon smiled but reached out and took her hand.
"I have been fucked before, by former 'servicemen' but now I know better than to just give my body up for nothing. I want something in return. I want my freedom, I want to be released from my contract. If I help you with whatever you have planned, you get the Mistress to agree to release me and set me up financially. I want to buy a business and be set myself up as an independent contractor for a maid service."
Jon thought for a moment he tried to size up the ambitious Tilly, he wasn't sure if he could get Ana to give her what she wanted but if Tilly would agree to trust him, he would be able to put his plan to promote Ana into the Cabal.
Then he would bring them down.
"What do you want?" Jon asked simply.
Tilly stood up and pulled open the seam of her maid's uniform, she wore no bra and her small pert breasts spilled out for Jon to admire. Without hesitation, she shimmied out of the dress and stood naked but for the smallest of panties. She allowed the dress to pool at her feet and then kicked it aside. Before Jon could utter a word, she looped her thumbs around the thin elastic of the underwear and snapped the elastic cord and pulled the panties off.
"I want to break your oath of fidelity to your mistress. If you're willing to risk everything, then I know I can trust you. I want you to lick my pussy and taste my juices. Then I want you to make love to me, like you make love to the Mistress. I want to feel your cock inside me and bring me to orgasm. I don't want to be fucked. I want to be loved and then brought to orgasm with your mouth and your cock. I want you to risk all for me. Will you do that for me?"