Her Personal Assistant

by J. W. McKenna

  “I like that! Let's do it.”

  James nodded. “Now this second one is more tricky. The board wants you to move company headquarters to the Bahamas. It would save a fortune in U.S. taxes—but it would open the company up to ridicule from politicians and the American public. Now, the board thinks that will soon die down and they're probably right. But my question to you is, if this is such a great idea, why didn't Charles do it years ago?”

  “Because he loves his country, that's why,” she retorted. “He talked about more than once. He said we have to pay a price to live in the greatest country in the world.”

  “I think you've answered the question about what to do about that proposal.”

  She stood up and bent down to give him a quick hug. “Thanks! You made that so easy!”

  “I'm happy to help. Now, these other proposals,” he said, pointing at the stack, “just tell them they are not timely and don't try to snow you ever again. Be tough. They'll respect that. Their image of you right now is one of a confused trophy wife who doesn't understand big business. You have to dispel that notion immediately.”

  She cocked her head at him. “I can see why Charles hired you.”

  Friday, James helped Evelyn pick out a nice business suit but did not let her wear panties, telling her it would help her focus. She didn't raise much objection, as she had gotten used to that when Charles had been alive. He didn't make her wear the dildo and strap, telling her she already was armed with enough information to show those men who was really the boss. She had been delighted and James noticed how she deferred to him already and would probably have worn the distraction if he had asked her to.

  He accompanied Evelyn into the city and waited for her in Charles’ office, like before. But this time, Evelyn agreed to slip a digital tape recorder into her purse. It wasn't exactly legal, but she said it would be for their ears only and she would erase it immediately after they were finished with it. James had been curious to hear who had what agenda and how they treated Evelyn.

  After a little over an hour, she returned, looking serene.

  “How did it go?”

  “It was wonderful!” she said, a big smile on her face. “I did just like you said and told them I was only going to consider two proposals today because the rest could wait. You should've seen their faces! I think they thought I was channeling Charles. When I told them what to do with the Mexican plant, they just about shit themselves. It was a good solution and if it works out, it will save us millions. And when the Bahamas thing came up, I gave them Charles’ ‘I love America’ speech and they all shut up and looked embarrassed.” Evelyn was fairly beaming with pride.

  “Good girl! I think you've earned a reward.” James stood up and pressed her up against the door of the office, his right hand slipping underneath her dress. As expected, her pussy was damp with excitement.

  “What-what are you doing?”

  “I'm sure being the boss in there was a real turn-on,” he told her, his fingers rubbing her clit, drawing more moisture from her. “But you need to balance that with your inherent desire to be a submissive, like you were with Charles.”

  “Oh!” Her hips began to jerk in time with his fingers. “But—”

  “Shhh, just enjoy. You've earned it.”

  He stroked his fingers over her pussy, drawing up the moisture and making her mouth sag open in pleasure. She began making throaty noises and her knees weakened. He held her up with his other arm and kept up his movements until her eyes rolled back in her head and she groaned, her thighs coming together over his hand.

  He held her gently and whispered into her ear, “Now that's my good, slutty little girl.” It was what Charles used to say to her.

  Evelyn sucked in a breath and gave a slight nod and a smile. Then she hugged him and whispered, “Thanks.”

  James helped her straighten up and they left. He asked for the tape recorder of the meeting, telling her he wanted to listen to it later. She agreed, happily. Already she was starting to trust him. He hoped the recording might tell him who were the most dangerous board members and who could be trusted.

  At home, he allowed her to go up and change while he changed into his shorts and a Hawaiian shirt and went out to lounge by the pool. He made Thomas bring him a beer, just to piss him off, but the old man obeyed. He spent several minutes thinking about what Evelyn needed next. So far, his instincts had proven to be on the mark.

  [Back to Table of Contents]

  * * *

  Chapter Five

  James wanted to keep some distance between him and Evelyn for two reasons: He did not want to confuse her by trying to replace her husband, especially so soon after his death, and he felt it actually worked to his advantage to act as the mysterious “advisor,” as becoming her steady lover could complicate things.

  Therefore, he resisted his innate desire to ravish her at every opportunity. Now that she was falling under his control, he could easily take her whenever he wanted, even sleep with her every night, if he so chose. Instead, he decided to masturbate her to a climax whenever she was “good” and make his requests for blowjobs sound routine. That way, she wouldn't fall for him as a substitute lover and he still was able to get his rocks off on a regular basis.

  He saved fucking her for rare occasions, like when she behaved particularly well or just seemed to really need it. James tried to keep them out of the bed, preferring to fuck her up against a wall or bend her over a handy piece of furniture. There was no “lovemaking” in these acts, just a hard and fast fucking that left her breathless—and further under his control.

  Thomas grew used to him and seemed to accept his presence over the next few weeks. It was clear the missus enjoyed having him around and perhaps Thomas recognized just what kind of person James really was. No doubt he had seen plenty of Dom/sub behavior when Charles had been alive.

  By the end of the fourth week of James’ stay—Evelyn had not said a peep after their one week “trial run” had ended—he had her in a routine that seemed to work for both of them. Because she had begun taking such an active role in the business, she was required to be there four days a week, taking only Fridays off. Monday through Thursday, James would come in to wake her by eight. She slept naked, as per his request, as she had with Charles every night of their marriage. He would throw back the covers, exposing her to his gaze, but she had quickly learned not to be shy. After all, he dressed her every day and made her come regularly—they no longer had any secrets between them.

  He usually wore a robe during this time and once Evelyn was awake, he might casually ask her for a blowjob. She dared not refuse or she would be spanked, so she learned to take care of him quickly and happily. Besides, she had come to value his counsel, so in this small way she was repaying him since he refused her money.

  Once he had come in her sweet mouth, she would be allowed to go into the bathroom and shower and prepare for her day. James would busy himself picking out some clothes for her to wear. They were a little bit sexy, but never scandalous. He knew better than to make her subordinates think of her as a slut. But he wanted her to think of herself as one, as Charles had done. It helped reinforce her position—and James’ as well. He wanted her to rely on him for advice in all matters, including her personal grooming.

  When she came out of the bathroom, clean, dried and naked, he would show her what outfit she should wear. James liked to let her wear panties and she seemed delighted at this bit of modesty. Before he would allow her to get dressed, however, she had to endure a “pussy inspection” to make sure she was closely shaved. If he found stubble, he would immediately take her over his knee and spank her, which only inflamed her. If she passed inspection, James would tease her pussy until she was ready to come, then stop, leaving her frustrated. He always promised to let her come later, if she did well at work.

  He'd watch her get dressed, feeling a little sorrow whenever that magnificent body disappeared into her clothes. After she had her makeup on, they'd head down t
he stairs for some coffee and a light breakfast that Thomas had ready for them at promptly nine o'clock. They usually left the house at nine twenty.

  At the office, James would go over some of the proposals they had discussed earlier and give her his advice, always trying to help her come to whatever decision Charles might have, had he been alive. Only then would company executives be allowed to enter, one by one, to pitch their ideas or to express concern over some aspect of the business. James always stood or sat in the background, letting Evelyn make the decisions. Only after the executive left, did she check with him to make sure she had done well.

  Usually about three o'clock, when Evelyn was growing tired and irritable, James would put up the card “Conference Call: Do Not Disturb” on the outside of the door and give Evelyn one or two quick orgasms with his fingers. She always looked forward to that. Afterward, she'd suck off his fingers and, if he requested it, give him another blowjob on her knees behind Charles’ massive desk.

  It was apparent that he had quickly become an indispensable part of her life, helping her to get over the loss of her husband, but also enabling her to act as a damn fine leader of the company Charles had founded.

  But it wasn't all roses. James learned from listening to the tapes she recorded that Nelson and two other executives, Craig Robertson and Brian “Bud” Larsen, were actively trying to push her out and take over. They were the ones who wanted to move the company HQ to the Bahamas and other tricks that might please the shareholders, but would not have pleased Charles. With James’ help, she was able to keep them at bay, frustrating their plans. But James knew it was still early and men like those do not give up easily. They still saw Evelyn as a trophy wife not worthy of occupying Charles’ seat.

  The executives didn't know what to make of James, at first. Then they decided he was her new lover, despite her claim that he was simply her “personal assistant.” They tried to buy him off and he pretended to be interested and secretly recorded their conversations. When he played them back for Evelyn, she became very angry.

  “Those bastards! I knew they were sneaky, but I had no idea!”

  “Men often have trouble accepting a woman as boss,” he told her. “Especially one as good-looking as you.”

  “Why should that have anything to do with it?”

  “Men look at you and want to fuck you, not listen to your ideas about how the company should be run. I'm sorry, but that's just the way they think.”

  “That sounds ... so dated. I mean, really? Haven't men progressed since the fucking fifties?” She was still fuming.

  “I'm afraid not. We're all cavemen at heart.”

  “You too?”

  “Yes, but I've made no secret about my views. A man can be Dominant and still have respect for the woman in his life.”

  She smiled. “Am I the woman in your life now?”

  He tipped his head. “Yes, but it's complicated. I want you to feel safe and secure first and the rest can work itself out. Charles would want it that way.”

  At the mention of Charles’ name, she grew pensive. “I still miss him.”

  “I know you do. That's why I'm trying very hard to be a good personal assistant and not overwhelm you.”

  She looked up. “Do you want to overwhelm me?” It sounded like an invitation.

  James smiled. “Of course I do. But you're not ready.”

  She pouted. “How do you know that?”

  “I just know. Leave it to me, okay?”

  “Okay.” She frowned and turned away. “But back to the board—what am I going to do now that I know they are openly trying to stage a coup?”

  “Not all of them, just the three. Keep your eyes open, don't trust a thing they say, and try to catch them in something that could lead to their ouster. You'll know it when you see it.”

  Evelyn came to him and cupped his jaw with her hand. “Thanks.”

  He kissed her palm. “You're welcome.”

  “And you're wrong, you know.”

  “What? About you not being ready to be overwhelmed? I don't think so,” he said, yet it was clear she really wanted to feel the full force of his domination. “You'll have to trust me. I know what I'm doing.”

  She liked that, he could tell. She liked having a strong man around to protect her, to guide her—and later, to fuck her brains out. The few times he had taken her in the last month they had been sudden and overwhelming, just as she liked it. But James refused to sleep with her or to become her regular lover, keeping her off balance.

  That was just what James wanted. It kept her horny and pliable. She was coming to rely on him completely. It was time for Phase Two.

  The punishments he had given her had been mild compared to what she had been used to and James knew it. He had only wanted to condition her mind so that she understood that he would spank her when she misbehaved. But he had largely confined his spankings to her personal grooming issues, such as shaving regularly. Sometimes, he knew she would not shave just so she could feel his hard hand on her bare bottom. He had always left her breathless and frustrated. Now it was time to increase the pressure and expand his control over her.

  One morning, she came out of the shower, naked as usual, and found the outfit he had laid out. She frowned when she spotted the lacy black bra he had recently purchased for her.

  “I don't like that bra. It's too, uh, sexy for the workplace. It rubs my nipples too much.”

  “That's why I want you to wear it,” James replied. “It will make you realize just what a sexy woman you are and it will help you to use that to your advantage.”

  She shook her head. “I don't think so.”

  He grabbed her and pulled her over his knees. She didn't resist and seemed to look forward to this bit of sex play. But James had a surprise for her. He pulled a leather-covered paddle from under the mattress and began to beat her ass red.

  “Hey! Stop! Ow!” Evelyn wiggled her ass all over, trying to escape the blows. “Help! Stop it!”

  He ignored her. He gave her fifteen whacks before they both heard the knocking at the door. It was Thomas.

  “Are you all right, Ma'am?”

  Evelyn was immediately embarrassed. “Uh, fine.”

  James paused and said, “You can come in, Thomas.”

  She twisted her head around. “No!”

  The door opened and Thomas stood there, taking in the scene: His employer, Evelyn, draped naked over the knee of her personal assistant. His mouth dropped open.

  “It's all right, Thomas, I'm simply giving Evelyn some needed discipline. Would you care to help? She is wiggling too much. You could hold her down for me.”

  “No! He's hurting me! Make him stop!” She struggled to free herself but James held her down easily.

  “Really, Mr. Preston ... This is too much.”

  “If you feel I'm being too hard on her, let me hold her down and you give her the swats. She needs five more.”

  Thomas hesistated.

  “Please, Thomas! I'm too embarrassed! You shouldn't see me like this!”

  The old butler hesitated.

  “Five more swats,” James said. “She really needs it. And from your experience, I think you agree with me.”

  Their eyes locked. For the first time, the two men exchanged an understanding between them. Thomas nodded and came forward to take the paddle from James’ hand. When Evelyn saw, she was mortified.

  “Please! Stop! You can't see me like this!”

  He gave her a tentative swat.

  “Ow!” She said at once and James laughed.

  “That was much too easy. She's faking it. Want to see how I do it?”

  “No,” the butler said at once. He raised his hand and gave her a harder swat.

  “OW! Please stop! I'll be good!”

  Thomas gave her another blow and her ass was bright red now. She would have trouble sitting still in the boardroom. She cried and pleaded and promised to do better. When the final blow fell, James released her and she jumped up at on
ce and ran into the bathroom and shut the door.

  “Thank you, Thomas, that was a great help.”

  The old man smiled. “Anytime. She does need a firm hand. Ever since Charles died, I wondered how she might behave on her own. I admit I didn't trust you, at first, but I'm beginning to understand you now.”

  “Thanks, Thomas, that means a lot to me. I know Charles would want us to get along.”

  “I can see why he chose you.” He straightened up. “May I ask why she was being punished?”

  “She rejected part of the outfit I laid out for her. Specifically the bra.” He held it up and showed it to him, flipping the cups inside out so the butler could see the slightly rougher material where her nipples would press, keeping them slightly irritated. Thomas smiled.

  “I'll be leaving you to work things out with the missus.”

  “Thanks.”

  The door closed behind him and James went to the bathroom. As he expected, the door was locked.

  “Evelyn, unlock this door at once or I'll give you twenty more spanks once I get it open.”

  He heard the lock click and she peeked out. “Is he gone?”

  “Yes.”

  “God! How could you! Both of you! I have a mind to fire him!”

  James noted she didn't suggest firing him. “I think you deserved that, don't you? Come on, we're wasting time. We have to get to the office.”

  He noted she didn't object to the bra now and simply slipped it on, grimacing slightly when she felt her nipples being stimulated.

  “You are so mean to me,” she said, but her voice was not challenging. She seemed to have learned her lesson.

  He helped her finish getting dressed and led her out and down the stairs. Thomas was at the bottom, holding up a tray with two cups of coffee. “Will you have time for breakfast today, sir?”