The finale of this story. Anna has a plan to hurt Harry as the party wraps up. Of note, there are elements of non-consensual sex in this series. As always, feedback is welcome. If you may have missed it, I'm starting to write a longer story which I plan to publish.

_______________________

Anna felt the pain of the whip having hit her back dozens of times. She couldn’t see the marks but she suspected that Jacob’s torture had left her with bright red marks all across her normally pale flesh. It was one of the most painful experiences she had in her time as a slave, and in her life. She also felt proud. She bore the punishment for the purpose of being Jacob’s toy. She was able to withstand his abuse while all of the guests watched. Anna was proving herself to be a worthy slave.

She watched Harry and Jill. He had a smile on his face. He had just finished fucking Jill’s face. Jill had been given to Harry as his own personal plaything for the party. Despite having been fucking her all night, he was only now able to finally cum inside of her. Jill gratefully swallowed all of Harry’s seed. If it weren’t for Harry cumming inside her, her body would have been offered to other guests. Jill would have done anything Sadie asked of her, but much preferred being only for Harry.

Surrounded by abuse and debauchery, Jill was developing an attraction to Harry. She could tell that he was sweet and caring. By bringing him to orgasm, Harry claimed her and protected her from the eager, horny throng of neighbors. She could also sense how hurt he was. As a nurse, Jill’s instincts were to nurture. She was hopeful that when the party ended that Harry would accept her offer to accompany him home. She didn’t want him to be alone.

Anna could tell that Harry and Jill were developing a connection. She shouldn’t have cared, but she did. She wished that she could just let him go. However, it was both of them who couldn’t pay the bills. They were equals in the relationship and she was the one to suffer the most. She wanted to hurt Harry, like the whip striking her bare flesh.

Sadie’s words ran through her head. Anna had a task to accomplish, perhaps the last of the evening. She was to make him leave in pain. She’d been tasked with finding a way to hurt her former husband. It had been a long, tiring night. It was challenging for Anna to be able to think of much, beside cock. All of a sudden, she had an idea. One that perhaps neither herself nor Harry would like.

“May I speak with you, Master?” Anna asked. Jacob, having finished whipping her as soon as Harry came, walked over to his slave. He leaned in, allowing her to whisper in his ear. She told him her plan but knew that it was up to Jacob to decide whether she would be permitted. As she finished describing the details, her Master smiled devilishly. It appeared he was on board.

“Well everyone, there is going to be one last event tonight!” Jacob yelled. The crowd once again cheered as Jacob motioned to Larry and Adam to free the slave from her bonds. “This idea comes directly from my slave’s wicked mind. I invite you all to stay, watch, and behold how far Anna has fallen in becoming my owned whore.”

None of those words hurt Anna. They were not only accurate, but she wore them like a badge of honor that he felt this way about her. Her goal was to please him. As the two men finished untying her, she slowly walked over to Harry. She was naked, beaten, full of cum, but she was also the sexy woman he had once fallen head over heels for. She knew how to make his heart race. Her walk was seductive. She looked at him like she wanted to fuck him. While her plan was to fuck him, she only wanted to do it in order to hurt him.

Sadie could tell where this was going. She was excited for Anna’s plan, whatever it might be. She figured that Anna would be able to come up with something as a way to get back at Harry. Sadie grabbed the whip that Jacob had finished using. She raised it high in the air and snapped it twice, only to get everyone’s attention.

“Harry, lie down on the ground,” Sadie ordered. Harry also had an idea where the party was headed. His mind was racing trying to figure out how having sex with Anna would be punishment for him. Part of him wanted to fuck her and yet, after the last several hours, he also just wanted to leave. He froze. Harry didn’t have much of a choice. Surrounded by the party goers, all of them wanting to see how the rest of the night would play out, Harry laid on the grass. He switched between looking at Jill, who’s face suggested shock, and Anna.

As Anna reached Harry, she slowly knelt down with her head next to his cock. She licked her lips as her hand started to lightly touch it. She watched it jump at her touch. He was starting to get hard again. How could he not, this was the woman he had married years ago.

“Any rules, Anna?” Sadie inquired. Sadie was happy to let Anna take some amount of control. Considering it was Sadie who had challenged Anna with this task, it was only right to let Anna take the reins.

“Yes, he still isn’t allowed to touch me!” Anna replied. She was a slave but she also enjoyed being on top of Harry. She slid her body forward allowing her large, fake breasts to rub against Harry’s cock. She was teasing him, this was part of his torture. Jacob motioned to Larry, as if the two were in sync. Larry and Adam used the rope, previously tied around Anna’s body, to restrain Harry’s wrists above his head.

“This is as close as you are going to get to touching my new tits. They belong to Jacob and he doesn’t want you to have access to them,” Anna stated. She continued to rub his cock in between her tits. With his cock now fully at attention, it was easy for her to titty fuck her former husband’s cock. “Everyone else here is permitted to play with them, but you are never going to get to feel just how perfect they are.”

The crowd was in silence as Anna’s spoke. Anna had been terrific entertainment throughout the entire evening, but now, she was reaching a new level. Her dirty words, her seductive nature… Anna was a sight to behold.

“From the moment the government took me away from you, I was trained to suck cock. I was trained to throat cock. And I was trained to enjoy the act because it was all for the pleasure of the man I was given to,” Anna spoke. Her hand stroked Harry’s engorged cock, with her mouth and tongue now mere inches away from his cockhead. He wanted it. He hated her words but he wanted to feel her mouth enveloping his hard cock so badly.

“No,” Anna said abruptly, knowing what her ex husband was thinking. “You don’t get to feel the pleasure of my throat.” With that, she aimed his cock for her used pussy and mounted him. She slowly started to ride his cock. She put her hand on his chest while she controlled the pace. “You don’t deserve to feel the benefits of my harsh training. That is reserved for the man who bought me. Who owns me...”

Anna was starting to remember what Harry’s cock felt like inside of her. His cock did feel good, which was going to make the rest of the plan easier. Anna started to moan, not too much yet. She wanted Harry to know that she liked the feeling, she also hoped that would help get Harry more into it.

“That’s right. I recognize this cock,” Anna said, staring into Harry’s eyes. “I’ve had so many men fuck me recently, all of them filling my well used pussy with their cum, that it took a few moments to remember what you felt like. Does it feel the same to you, Harry? Or does my sloppy, stretched out hole feel completely different to you?”

Harry always enjoyed fucking Anna. He still enjoyed it, even after so many men had been inside of her tonight. He knew countless more had fucked her since the day she was taken from his life. Anna threw her head back as she started to fuck him faster. That was an act, she was enjoying it, but not that much. However, her movements made Harry groan with pleasure.

“Mmm… that’s right, Harry. This is the pussy you enjoy. This is the wet cunt of the woman you married. You remember it now, too!” Anna continued. “That young slut might have a tighter pussy than I do, but mine is the one that always got you off. Isn’t that right?”

Harry said nothing. This was embarrassing, humiliating. He couldn’t believe the words coming out of Anna’s mouth. Once again, he, as well as the whole neighborhood, heard the sound of a whip cracking through the air. Sadie had recognized that Anna asked a question, one that had been left unanswered.

“Answer her, Harry!” Sadie commanded.

“Yes, I always loved fucking your pussy. You could always make me cum, Anna.” Harry answered. He felt rather defeated. For the first time since Anna had mounted him, Harry looked over at Jill. He could tell she was sad. What Harry didn’t realize was that her sadness had nothing to do with his admission. Jill was sad that Anna was putting poor Harry through this.

“Hmm… if only your cock was enough for me anymore,” Anna added. This was the cue Jacob needed. He marched over and grabbed Anna by the hair. Jacob was the only man who had hadn’t fucked Anna that night and that was about to change. He pulled her off of Harry’s cock, by the hair, forcing her into a standing position. He then put his hand on her beaten back and pushed her until she was bent 90 degrees at her waist. She screamed from his rough hand against her abused flesh.

Jacob was quite hard from the entire night and was ready to claim his slave. His cockhead found her hole and he penetrated her. He grabbed her wrists, one arm on either side, and started pounding her. Her body was directly above Harry’s chest. It was poetic that she was ending the night as it started, with a better cock railing her while she was directly over her former lover.

“God yes! Fuck me Master! Claim me as yours!” Anna screamed. Harry wasn’t tied like earlier and desperately wanted to crawl out from under this couple. However, Sadie was once again close. She put her foot on his chest preventing him from escaping.

“It wasn’t until I was forced to become a sex slave that I realized I needed a dominant man, a real man, someone like Jacob to teach me, control me, and… FUCK me!” Anna stated. She was getting close to cumming. Normally, she recognized that her pleasure didn’t matter, but in this case both Anna and Jacob wanted her to cum as it was part of the plan to hurt Harry. “At one time, I hated the debt slave law. I detested those who passed it and were willing to enslave women for the pleasure of men with money. I may have been forced into this but I now crave serving Jacob. He broke me, Harry. And I love him for it!”

Anna punctuated her last point by cumming. This time when she threw her head back in ecstasy, it was real. She came all over Jacob’s cock. In turn, Jacob came too, filling her with his load. Once they finished cumming, Jacob pulled out of his slut and pulled her in close, kissing her passionately. Harry watched the two. He saw the stripes across her back, he saw the cum leaking out of her pussy, and he saw her affection for him. He now understood how Anna fucking him would be so painful.

The crowd that was cheering at the end of the event, starting to make their way out of the backyard. Sadie released her hold on Harry letting him get to his feet. He saw that Jill was still there, looking at him. She offered her hand and together they walked away from the party and across the street to Harry’s house.

“That was worth it, but I still don’t like that they ended up together, Master,” Anna noted.

“Play the long game, slave,” Harry replied. Anna tilted her head, confused by this statement. “Jill has debts that neither of them will be able to afford. In due time, she’ll join us and we can build a harem.”

Anna smiled. She loved the idea and being Jacob’s slave.