Cheyenne and Jason (Last Chance Program Book 1)

by Malone, Misty

  Cheyenne took a deep breath, and let it out slowly. She turned to Dan. “Then I’ll do it. What the hell.”

  Both men released the breath they’d been holding, and smiled. Dan was the first to find his voice. “I’m really glad to hear that, Cheyenne.”

  “Me, too,” echoed Jason.

  “Now what?” she asked.

  Dan pulled a paper out of a folder on his desk. “Read this over carefully. It’s a contract, saying you agree to this program and are entering it of your own free will. It’s pretty straightforward and spells everything out. If you agree to these terms, which are what we’ve already told you about, I need you to sign it.”

  Cheyenne read it, looked at both men, and read it again. “There’s nothing tricky sounding here,” she said, more as a question than a statement. Jason furrowed his eyebrows, confused, and waited for her to explain. “This says just what you already told me. You’re not trying to sneak anything in.”

  Jason spoke to her in a matter-of-fact voice. “Cheyenne, I told you you can trust me. I told you everything last night. If you remember, I told you I didn’t want you to have any surprises. I mean what I say.”

  “Yeah, I know you said that. I just never know if people mean it or not. Not all do.”

  “You’re right, not all do. But I do,” Jason assured her.

  “I’m starting to believe you,” she mumbled, half to herself.

  “Good,” he answered. “The sooner you trust me; the sooner we’ll see results.”

  She looked at him, as if studying him, until she again seemed satisfied. “Just sign down here?” When Jason nodded, she picked up the pen and signed the agreement, handing it back to Dan. “Okay. What happens now?”

  Dan took the contract and put it back in a folder. “Jason’s in charge from here on out. It’s his call.”

  Cheyenne’s eyes turned to Jason. “We’re going to go to your apartment now,” he said. “We have a lot of talking to do, things I need to know, things you need to understand, and we’ll come up with a plan. Since you walked here, we’ll take my car.”

  He stood and shook hands with Dan. “We’ll see you tomorrow at nine o'clock.” Dan nodded, and Jason guided Cheyenne out of the office with his hand gently pressed against the small of her back.

  Jason carried on pleasant conversation with Cheyenne as they went through the office building and to the parking garage, holding doors open for her, and helping her into his car. It was a silent ride back to her apartment. He decided to leave her to her thoughts for now. There would be plenty of time to talk shortly.

  Once they were inside the apartment, he suggested they sit on the sofa so they could go over some paperwork. Putting his briefcase on the coffee table in front of them, he took out a tablet and pen for each of them. He turned to her to start his explanation, but paused. She was obviously upset, but he couldn’t tell by her eyes if she was angry, scared, or what. He needed to know, but he kept his voice gentle. “What is it, Cheyenne?”

  She hadn’t looked at him since she got in his car, and she spoke so quietly now he almost missed it. “Nothing, I’m fine.”

  “No, Cheyenne, you’re not. You’ve been way too quiet, and you haven’t looked at me once since we left Dan’s office. I told you before, I want to help you, but I have to know what’s wrong. What are you thinking?” She shrugged, but didn’t speak, and kept her eyes on the ground. Jason used his finger to lift her chin so she had to look at him, and tried again. “Are you feeling angry right now, or something else?”

  She jerked her chin away. “I’m fine, okay? Just fucking fine.” She stood up and tried storming off, but Jason grabbed her arm. Before she knew what was happening she found herself face down over his lap. A second later his left arm was wrapped tightly around her waist and his right arm descended sharply onto her bottom. She tried to scream, but before she could, his hand struck again, and again, and again. Finally, she caught her breath enough to scream, but to no avail. His hand continued until he’d given her ten strong swats.

  He stopped, but kept his hand resting on her now sore bottom. “Now, Cheyenne, it’s time we talk about how this works. The first thing you need to know is you have to talk to me. I need to know what you’re thinking. If you’re angry, tell me. If you’re scared, tell me. Whatever it is, tell me what you’re feeling so we can deal with it. The other important thing is your language. It has to change. I haven’t seen the need to address it right away until now. I absolutely will not tolerate the F word. That will earn you a spanking every time I hear it come out of your mouth. Do you understand what I’m saying?”

  “Go to hell,” she yelled. “Just fucking go to hell.” She felt his hand making hard, solid contact with her already sore butt before the words were entirely out of her mouth. She was shocked at the pain, which was much worse this time. She yelled, insisted he stop, then put her hand back to block his hand. He simply caught her hand and held it behind her back with his left hand, while his right hand never missed a beat. Finally she decided she had to get away, and started kicking her legs and squirming and wriggling. He simply put one of his legs over hers, locking her legs in place, pulled her closer to him, tightened his grip around her waist, and continued on.

  He watched Cheyenne’s reaction closely. As soon as she gave up the fight and stopped struggling, he stopped the spanking. He kept his hand on her bottom, however, as he gave her a few seconds to catch her breath. Finally, he tried talking to her again. “Do I have your attention yet, Cheyenne?” He saw her nod her head, but he said, “That’s not good enough, young lady. I asked you a question and I expect an answer. Do I have your attention yet?”

  Cheyenne struggled to catch her breath, gasping and sobbing. Finally she whispered, “Yes.”

  “Good. Now, as I said, the F word will earn you a spanking every time. Are you done saying it for a while now, or do you want to go for round three?”

  “I’m done,” she sobbed.

  “Good again,” he said. “If I help you up, will you talk to me now?” When she didn’t answer, he sternly said, “Cheyenne?”

  “Okay, okay. Yes,” she said, still sobbing and hiccupping.

  “Excellent.” He pulled her up onto his lap, and when she winced, he moved her slightly so her bottom was straddling his knees. That seemed to help, but she still tried to get up right away. He already had his arms wrapped around her, though, holding her there. She tried again to get up, and he used his stern voice again with a simple statement. “Settle down, Cheyenne.”

  She did immediately, and he started speaking to her quietly. “Your first spanking is all over now, Cheyenne. Rest now and catch your breath.” While he was soothing her with his soft, calm voice he was also gently rubbing her back in soothing circles, and guided her head to his chest, smoothing her hair away from her eyes.

  Jason wasn't aware of it, but Cheyenne was furious. She’d never been spanked before, and she had no idea it could hurt that much. But mostly she hated the fact that she was so out of control. He spanked her and she hadn't been able to stop him, no matter how hard she'd tried. And she had indeed tried. She felt totally helpless and had no control of the situation, a feeling that she’d never been able to deal with.

  She was so upset, she just wanted to scream. But for some reason, she couldn’t. She found herself letting him lay her head on his shoulder, and she felt his arms holding her and heard his voice in her ear. It had an effect on her that she wasn’t at all familiar with. Damn if it didn’t feel good. And damn if that didn’t make her mad. She wanted to be extremely mad at him, never want to speak to him again, but she found herself actually relaxing into his arms. What was happening? She hated this, and she hated him… didn’t she?

  Cheyenne used the few minutes in his arms to try to pull herself together. She had a lot of conflicting feelings to sort out. She was surprised to realize she felt very peaceful, content. That was absurd. Her butt hurt like crazy, so how could she feel so content? Maybe it was because of his arms around her. For
some strange reason, she felt totally safe with his strong arms wrapped around her. But she didn't want it to feel good. How could she be mad at him and hate him if it felt good?

  Jason corralled his own feelings enough to continue with their talk. “Cheyenne, we have a lot we need to go over today. One of the first things I usually do is talk to you about what will happen when you get a spanking, but you jumped right into this program with both feet, earning your first spanking before I had a chance to tell you what to expect, so I’ll do things a little backwards this time. First, normally your jeans and panties will be taken down before you’re spanked.” He watched her eyes grow to saucer size, but didn't relent. “You got a reprieve this time, only because I hadn’t had a chance to explain the procedure to you yet. Now that you’ve been warned, expect it to be a bare bottom spanking next time.”

  Normally, when Cheyenne got extremely upset she either lost her temper, or got sarcastic. At this particular moment, though, her temper didn't seem to be a problem. She wondered briefly if that had something to do with how content she felt. She was so confused at the moment; she didn't know what to make of any of this. Seemingly before she could think about any of it, she heard herself responding. “Can’t we negotiate that?”

  Jason chuckled, relieved to see her spirit wasn’t broken. “Afraid not, Tootsie. I’m not much on negotiating.”

  “I’m pretty good at it. I could teach you,” she offered generously, still wondering where the jovial mood was coming from.

  Jason smiled at the adorable little redhead on his lap. He reminded himself he was really going to have to guard his heart with this little lady. “I just bet you are good at it, but that particular item is non-negotiable. While we're on that subject, we may as well talk about other non-negotiable topics. One of them is your use of the F word. I hate that word, especially when used by a lady, and there is absolutely no place for it in the business world. Therefore, you’ll be doing yourself a favor if you just make up your mind right now not to use it again. Your bottom would appreciate it, I’m sure.”

  He smiled as he saw her rub her bottom, then pushed on. “Another non-negotiable item, you may have noticed you’re still on my lap.” After a sudden squirm on her part, he went on. “After a spanking, I think it’s very important that you realize you’re not being abandoned. I’m not going to spank you and send you off. I want you to know I’m not upset with you. I may be upset with what you did, disappointed perhaps, but once you’ve been spanked, you’ve paid the penalty, and you’ll be forgiven. We have a clean slate between us, and there’s no need to dwell on it.”

  “Really? So you’re okay now, not still upset with me?”

  Jason noted how surprised she seemed at this, and quickly tried to reassure her. “I’m not upset with you at all. I truly hope you’ll talk to me now so I don’t have to do that again, but I’m not upset. Remember yesterday I told you I like to use spanking as a consequence because it’s relatively quick, then it’s over and we can move on?” She nodded. “It’s now over and done with, and we can move on with no lingering issues between us.”

  She shyly looked at him and disagreed. “That’s what you think. I have a lingering sore butt.” He chuckled, but she didn't. “It’s not funny. That really hurt, you know. It’s a lingering pain now.”

  “You still feel it, do you?”

  “Oh, yeah,” she said, rubbing again.

  “Good,” he told her, smiling at her look of outrage. “It’s more of a deterrent if it lasts a little while. As long as you’re feeling the effects of one, you’re less likely to want another one.” He smiled at her indignant harrumph.

  “Okay, we've got several more aspects of this program we need to cover yet, so would you feel more comfortable sitting on the couch to go over them?”

  “Yes, sure,” she said, moving to sit beside him on the couch.

  An hour later he sat up straighter and sighed. “Okay, I think we're about done. Are you dating anyone right now?”

  She looked over at him and raised her eyebrows, but had a grin on her face. “If you get to ask me that rather personal question, do I get to ask you the same thing?”

  He returned her smile, but explained. “I need to ask, because if you are, we need to go over the procedure involved, and I need to meet him and talk to him.”

  She looked shocked. “No, I’m not seeing anyone presently, and I’m glad. That sounds awkward.”

  “I’m glad, too,” he agreed, “because it is awkward. And no, I’m not dating anyone right now, either.” He watched her smile again, although she didn’t look at him.

  Jason explained a few final details of the program, then turned to her specific case. He explained that she would be working from home for the next four weeks minimum, going to the office occasionally to drop off completed work and pick up what she’d need for the next job.

  He learned she usually left her apartment at 8:40 for the fifteen-minute drive to work, but was often late because of traffic. He informed her she would now be allowing an extra fifteen minutes. He would be at her apartment every morning by 8:25, and warned she better be ready to leave for work when he got there. Even if she wasn’t going to the office that day, he expected her to be dressed and ready on time, or else. Now wishing to avoid the or else, she made a mental note to be ready by 8:25. 8:20 would be safer, she decided.

  He would be with her every day for the next four weeks minimum, from 8:25 a.m. until 10:00 to 11:00 p.m., depending on what they were doing. She started to complain, but he stopped her quickly. “Cheyenne, non-negotiable.” That stern voice, although quiet, was both alarming and comforting to her, and she found herself reacting to it without thinking about it. He noticed the positive effect it had on her, as well, and made a mental note of it.

  He further explained that after four weeks of working together all day and evening, if Jason and Cheyenne both felt she was ready, they would gradually reduce their time together and see how it went. If there were problems, they would go back to spending the day together for another two weeks or more, until they felt ready to try again.

  He made sure she understood how this would work, then explained that the first several days they would be spending most of their time at her apartment. Once she was familiar with the routine and what she needed to do and not do, they could venture out more often. When he was sure she understood all that, he suggested the first thing they should do is go grocery shopping for them for the next several days.

  “Now remember,” he admonished before they left for the store, “I expect you to be polite to everyone we interact with, and watch your language. I won’t embarrass you in public, but I will remember any mishaps and we’ll deal with them when we get back here.”

  “Do I get a little break the first day or two, until I get the hang of this?” she asked, hopefully.

  “Absolutely not. While this is new to you, you should be focusing on it and behaving like a total angel. All you have to do is mind your manners and you’ll be fine. When we get back, I’ll make us lunch, then we’re going to talk.”

  “That’s all we’ve done all morning,” she complained. She wasn’t much for talking, because that often involved sharing her feelings, and that’s not something she ever felt compelled to do.

  “It’s not the only thing we’ve done,” he teased. “We took time out for your first spanking, which we followed up immediately with your second.” He watched her blush, and although he found it extremely becoming, he didn’t mean to embarrass her. “Hey, I’m sorry,” he said, turning her to look at him. “I embarrassed you, and I didn’t mean to.”

  “No, it’s okay. I blush easy,” she said as they left for the store.

  Jason made a mental note of that, to investigate further.

  The shopping trip went remarkably well. Cheyenne caught herself twice and changed her choice of words. She was surprised when Jason smiled approvingly at her both times. He patted her hand the second time and leaned in close to talk softly in her ear. “I like
your choice of words.”

  She liked the smile on his face. In fact, she was realizing she liked pleasing him. Again, she wondered what was happening with her feelings here, because she still felt she should hate this bully, or at least strongly dislike him, but her body didn’t seem to agree. It seemed to react to his take-charge ways and the voice he used when he was serious with her, which she already thought of as his stern voice.

  In fact, she was starting to wonder if that was part of her problem. She'd never met a man she found as interesting as Jason. She'd dated a few guys before, but not seriously, so having feelings for a man was new to her. The fact that the man she now seemed to have feelings for was the same man she felt she should hate, was proving to be difficult for her to understand.

  The only problem they encountered on the shopping expedition was with the checkout girl. Apparently she was having a bad day and was being short with everyone. Cheyenne pointed out to her, in a polite way, much to Jason’s delight, that something that was on sale had rung up at the wrong price. Without even looking at the item the clerk said, “No, it’s the right price. They’re programmed into the computer, so there’s no mistake.”

  Cheyenne didn't give in. “That’s the correct normal price, but it’s on sale this week.”

  The clerk shrugged. “Well, apparently not, or it would have rung up on sale.”

  Jason had been watching her closely and could tell Cheyenne was about to lose her temper. Just as she opened her moth, he reached up and put his hands on her shoulders and started rubbing gently. He calmly addressed the clerk himself. “Miss, I believe she’s right. There’s a display of this item, showing this week’s sale price, right around the corner here if you’d like to look at it.”

  “I don’t have to look at anything, and I don’t have time to go running around the store. The price is what it is. It’s already been rung up, so you'll just have to pay it.”

  Jason was surprised, but again replied calmly. “I’m sorry, miss, but I’m going to have to ask to speak to your manager.”