Choices

Chapter 9 — A deal

by JayInkwell

Tags: #cw:noncon #cw:sexual_assault #D/s #dom:male #humiliation #sadomasochism #sub:female #bondage #exhibitionism #f/m

When they woke up in the morning, Larry said, “I loved it when you wore nothing but an apron to make breakfast. Do it from now on?”

Brianna rolled her eyes. Wearing nothing but an apron was a sexual proposition, though. She didn’t dare object. “Sure. Breakfast again?”

Brianna put on the apron and made breakfast. Her deeply reddened sore butt was in clear view as she moved about. The sides of her breasts were exposed. Larry came out to the kitchen to join her. He sat down. He enjoyed the view of her mostly-naked body as she made breakfast. While the food was cooking she took the flowers Larry had brought, cut their ends, and put them in a vase. She added some water to make them last longer. Brianna brought the breakfast to the table. One placed, she gingerly sat down on her abused posterior. They once again enjoyed some bacon and eggs together.

“So what are we exactly?,” asked Larry.

Brianna sighed. She didn’t want this conversation. She couldn’t safely resist other men who sexually propositioned her, so she couldn’t honestly promise exclusivity. She would also be in trouble if she said no to any sexual proposition from Larry. She worked to put her thoughts into words she was allowed to say. She said, “I’m not going to be exclusive to you, at least not now. I enjoy sex with you, but I may have sex with other men too. Does that make sense?”

“Sure,” said Larry. He wasn’t sure, but he didn’t know what else to say. “Um, friends with benefits?”

Brianna smiled. “Not girlfriend and boyfriend, but I hope more than friends.” She wasn’t sure that was any clearer, but Larry didn’t ask for more clarification.

Brianna worked up her courage. She doubted she could escape this trap by herself, but maybe Larry could help her. She was afraid that trying to ask for his help might make things worse. She remembered that when she tried to fight her no-panties rule, the rule broadened. If she didn’t try, though, this might be her life forever.

“Larry? I need to ask you for something. It’s really important to me.”

“Oh? What is it?”

“Remember what I told you earlier? I told you that my life has been horrible in these last few days. I told you I have many problems I can’t explain to you. I need your help. I need you to figure out what’s wrong with me and help make it better somehow.”

“That sounds like you need therapy. I’m no therapist. I can help you sign up for one.”

“No. No therapist. A therapist wouldn’t be able to help me anyway.”

“Okay… that’s odd. How about we talk with your agent?”

NO!! You must never ever talk with my agent. NEVER. Don’t tell Tony anything! Do your best to not talk with him! Don’t tell him that you’re trying to help me!”

“You’re making things harder. What’s wrong?”

Suddenly her mind snapped shut. She wanted to tell Larry about the psych eval, but her rules specifically forbid anything like that. “I can’t tell you.”

“You mean you won’t?”

“No. I can’t.”

“You mean you don’t know?”

She couldn’t tell him what had been done to her, but there didn’t seem to be a rule preventing her from telling him that she knew about her prison. “No, I know, but I can’t tell you.”

“That’s stranger. Can you tell me what happened?”

“No.”

“Can you tell me why you can’t tell me?”

“No.”

“This is getting even weirder. You aren’t making things easy.”

“I know. Take a look at my calendar.” Brianna pulled out her phone. She unlocked it and handed it to Larry with her calendar open. “This is probably all I can do.”

Larry looked at Brianna with an odd expression. “Are you serious?”

Brianna blanched. Larry was, for now, her only hope for escape. She needed to convince Larry to do this. She had some money, but not a lot of money. She did have one thing he wanted: her body. If whoring herself out was what she needed to do to escape this trap, she’d do it.

“I’m serious. I’ll do anything you want. If you want sex any time of day, I’m yours. Anything you want. Please, take this seriously, figure out what’s wrong with me and how to make it better.”

Larry looked at her, wondering if she’d gone mad. He knew this was a really weird request, but she seemed earnest and she was offering his darker dreams to him. It didn’t make sense, but he wasn’t stupid. If she wanted something so badly to make this offer, he should check it out. She’d shown she was willing to keep her promises, no matter how bizarre they were. He thought for a moment.

“Your calendar, huh? That’s an odd thing to point out to me. You’re not even pointing at a specific date. Your life has been horrible these last few days? Let’s take a look.”

Larry looked through her phone’s calendar. He wrote down every event in her calendar within the last week. Brianna walked behind him, watching him take notes. She felt a stirring of hope. Larry wasn’t stupid. He’d figured out her hint that something had changed recently. She couldn’t identify the important event for Larry, but she noticed that one of the events he wrote down was the psych eval. She put everything on her calendar, though, so the psych eval was one of many events. Larry would have to narrow it down. This was still more hope than she’d had in days. She leaned over and kissed the back of his neck in gratitude.

Larry looked up. “Can I ask you something? Can you give me remote access to your calendar so I can read it any time? That might help me.”

Brianna beamed. “I’d be glad to.”

Larry raised an eyebrow. “Really? Would it be okay if I set your phone so I can always see where you are? I don’t know what’s going on, but it might help me figure out your cryptic clues.”

Brianna nodded enthusiastically. “Yes, that’d be great. You can do anything you want to my phone. Feel free to look at everything in it. Don’t worry about my privacy. Help me.”

Larry looked at her again. “Okay, I’ll look up how to do that. This keeps getting weirder. Is this some kind of prank?”

Brianna looked at him earnestly. “No, I swear it’s not.”

Brianna wasn’t sure what Larry would do next, but she realized this might become dangerous for him. It might become dangerous for her, too. If this was going to work, he needed to be careful. “It’s not a prank. In fact, if you try to help me, it may be dangerous to both of us. I’m begging you to help me, but please be careful. Try to get information indirectly so people can’t trace anything back to you or to me.”

“Now you tell me. Well, I said I’d try to help you. Though you aren’t giving me much to go on.”

She smiled. This was the most hope she’d had in days. His care and willingness to take risks for her made her feel taken care of. Her heart swelled and she wanted to make her gratitude clear to him. She said, “That’s all I ask. I need you to try to help me. I can’t tell you how happy it makes me. You’re done with breakfast. How about you come to the bedroom and I give you dessert?”

They had a quickie in the bedroom. After their lovemaking he got dressed and left. She stayed behind, nude, in bed.

Brianna sighed. This was hope. She hadn’t felt hope in a while. Her butt still hurt like hell, but it now seemed like a small price to pay.


She realized she should be able to hide in her apartment today and tomorrow without problems. Tony had told her to go to his house Saturday night. She could disobey, but there would be consequences. She knew Tony could make sure she regretted disobeying. She wouldn’t have to go out to get drunk until Sunday night.

She got up from her bed, still undressed. She remembered that Tony had given her an order: “practice every day so your sexual performance for men will be much better by my next mentorship session. Improve the performance of all your holes. Use multiple dildos to practice. Impress me.” Was this a sexual proposition? It felt like one, so she needed to do it or she’d pay the penalty. She’d get a rule if she disobeyed. She was afraid of getting new rules. Tony knew her weaknesses, so Tony might make things worse if she displeased him.

Wait — he’d said every day. If she disobeyed, would she get a new rule for each day she disobeyed? She wasn’t sure, but her bitch of a subconscious might interpret his command that way. A new rule every day would be terrifying.

She got her dildos from her dresser, along with some lube and towels, and slowly marched back to her bed like a condemned criminal. She had to use all her holes, multiple dildos, and practice. Tony had not only told her to practice, he’d said she had to be “much better” by his next mentorship session and that she needed to impress him.

“I need to do this,” Brianna thought, “after all, I’m a stupid bitch who needs to learn to say yes.” Brianna cried “NO!” out loud, trying to make the thought go away. The thought receded, but it didn’t entirely go away. Brianna wasn’t sure how she could fight her own thoughts. She knew she had to obey Tony and practice as required, so she decided she’d try to focus on practicing.

Tony had said she needed to be much better, to practice every day, to use all her holes, and to impress him. She’d need to think of a goal for each of her holes that would vastly improve her sexual performance for men. For her mouth, she decided she’d try to eliminate her gag reflex so that she could deep throat any man she sucked on. For her ass, she would try to handle wide and long cocks in her ass, so that men with big cocks could deeply penetrate her ass whenever they wanted to. For her cunt, she’d try to learn how to use her Kegel muscles and other muscles to massage a man’s cock while he fucked her, so that she could better please any man who entered her cunt. She’d also try to learn the same trick for her ass, if she could. She’d need to do research to learn tricks and techniques to better pleasure men with each of her holes.

She sighed. This would take a lot of time and hard work. She wasn’t even sure her goals were achievable. He had specifically said she had to be much better by his next mentorship session. Worse, she had to impress him. She was sure he meant their regular meeting on Wednesdays. She would have less than a week to do this.

It wasn’t clear how much time this practice would take. She wasn’t sure how good she needed to get. Impressing him would be hard. She’d need to spend most of her waking hours on improving her sexual performance. All this time would distract her from trying to break out of her prison. She’d be consumed for many days in a hellish whore school. She didn’t want to do this, but she feared the penalty even more. Even though she was in private, having to practice this way for Tony would be deeply humiliating. If this kept up, she would become more experienced than any streetwalker. At least prostitutes got paid. She would get fucked, over and over again, because she had to obey the orders of a man she hated.

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