Her Personal Assistant Page 3

  “So you've showered already?”

  “Uh, yes, when I got up. But I just couldn't face getting dressed yet, you know.”

  “Of course. I realize how hard this must be for you.” He went to a door and opened it.

  “Oh! That's Charles’ closet. Mine's over there.”

  James closed the door and opened the other one. It was larger than some New York apartments. He stepped inside and began looking through her outfits. She came forward and paused in the doorway, unsure about him pawing through her clothes.

  He turned toward her. “Take off your clothes and I'll find you something good to wear.”

  “My...”

  He frowned. “I'm your personal assistant. I've already seen your body, well, most of it. You have no secrets from me. Didn't Charles do all this for you?”

  “But he was my husband!”

  “Yes, but this still needs to be done, doesn't it? Would you rather ask Thomas to pick out your clothes?”

  She gave a small bark of a laugh. “Thomas? No way. I'll just do it myself.”

  James smiled. “Well, I'm sure it must be strange to have to make that annoying decision after so many years. That's why I'm here. Now take off your clothes, please.” His voice took on a dominant tone. Out of the corner of his eye, he watched as she untied the belt and hesitated, holding the edges of the robe together. He pulled a nice dark blue business suit from the rack and turned.

  “This will do nicely.” He frowned. “You're not undressed.”

  “Uh...” Her hands fluttered around her robe. He knew she was unsure about being completely exposed to him.

  “Very well.” Carrying her suit in one hand, James walked by her and grabbed her wrist, pulling him along with him. She gave a little cry but followed without resistance. Her robe flapped open. He carefully draped the outfit over the end of the bed and sat down in the middle, tugging her over his lap. Now she began to struggle.

  He gave her a slap on her bottom through the thin robe. “Now, what would Charles do, if you disobeyed him like that?”

  “But ... you're not Charles!”

  “No, of course not, but he wouldn't want you to backslide, would he?” He used the term “backslide” on purpose, as it was a term Charles had often used with her to keep her training moving forward. Backsliding became the worst thing that she could do and would be punished severely for it.

  Evelyn gasped and turned her head to look up at him, her eyes showing her confusion. He slapped her bottom again and she jerked. At that moment, he saw the submission in her eyes and she turned away and seemed to raise her bottom up for him. James gave her twenty spanks, medium-hard, right through her silk robe.

  When he was done, she was panting. He pulled the hem of her robe up over her bottom and ran his middle finger between her legs. He noted how she widened her thighs slightly to help him. She was very wet and he tsked.

  “Look at how wet you are. What would Charles do now?”

  “He... uh... he'd make me come,” she gasped.

  “Do you want me to make you come?”

  “Yes, please.”

  “Are you going to be a good girl from now on?”

  “Yes.”

  “Yes, what?”

  “Yes, sir.”

  He smiled. His hand returned to her pussy and rubbed her clit. It didn't take long. Within thirty seconds, she stiffened and climaxed. He pressed his hand flat against her pussy and waited for her to calm down.

  “Would you like another?”

  “Oh, yes, please!”

  “What will you do for me?” His cock was aching in his pants.

  “What?”

  “I said, what will you do for me?”

  “Uh, what do you want?”

  “I want my cock sucked.” He pushed her off his lap and unzipped. His hard cock sprung out.

  Evelyn's eyes were wide as she stared at it. She looked from it to him and back again. “But, sir...”

  “And I want you naked first.”

  That seemed to push her over the edge into obedience. She stood and stripped off her robe before dropping to her knees between his legs. Grasping his hard tool, she bent down and took it into her sweet mouth.

  It was heavenly. She was a very well-trained cock-sucker. He silently thanked Charles for that. She was able to put aside her doubts and just perform. Within minutes, he was ready to squirt.

  “I'm coming,” he warned. “Don't spill any.”

  She dove down on his shaft just as he erupted, squirting his seed deep into her throat. “Ohhh,” he groaned, feeling absolutely wonderful.

  When she pulled back, she had swallowed every drop and smiled up at him. He admired her naked breasts, reaching out to fondle her nipples. She didn't move and simply allowed the intimacy.

  “Now, I think I owe you another orgasm,” he said and she nodded and started to climb back over his lap.

  “This time, I want you face up,” he told her. “Get on the bed.”

  Her eyes questioned him but she obeyed. The lure of a second climax was too much to resist. She lay on her back and he climbed up next to her. He moved the suit to give him more room and looked into her eyes while his hand stole down between her legs. She closed her eyes and once and he barked, “No! Keep your eyes open. I want you to look at me when you come.”

  “God,” she whispered in a barely audible voice, but she kept her eyes open while he stroked her.

  She was primed to come again although having her watch his face made it take longer. But soon, she started getting into the rhythm of his strokes and her hips thrust with him. By looking into her eyes, he was cementing his dominance over her. Watching a woman come was just one step away from fucking her and she knew it. She tried to resist, but the barriers were almost all down and soon she was climbing up to the heavens, little noises escaping from her throat.

  “Oh! Oh! Oh!”

  “That's it, baby, come for me,” he said and she peaked and shivered as her orgasm overtook her.

  “OH GOD!” Evelyn pressed his hand tightly against her wet pussy and shuddered. He bent down and gently sucked an erect nipple into his mouth and gave it a little nip, which he knew was something Charles did.

  “OH GOD!” she cried again.

  He pulled away and let her come down from her high. He got up and checked the time. Just after eleven. Evelyn didn't have to be at the meeting until two, so he had plenty of time. Still, he wanted her dressed and ready to go—with his modifications to her outfit, of course. First, he needed his own clothes.

  He helped her to her feet—she was still a bit out of it—and said, “I need you to ask Thomas to fetch my bag. It's in my car.”

  “Oh!” She steadied herself and reached for her robe. James slapped her hand away.

  “I didn't say to get dressed.”

  “But I can't talk to Thomas naked!”

  “Has he ever seen you naked before?”

  “No! I mean, not on purpose! Charles wouldn't allow it.”

  “Really?” That would have to change. The humiliation would help her training. “You can hide behind the door while you talk to him.” James knew it would show Thomas that the mistress of the house was naked with this new man, which would tell him a lot.

  “Please! Don't make me!”

  Without a word, he took her back down over his knee and began to spank her.

  “Okay! Okay! I'll do it!”

  He let her go. She rubbed her ass and pouted, but she went to the phone and called Thomas on the intercom. “Thomas? Would you bring Mr. Preston's bag upstairs for me? Yes, it's in his car. Thank you.” She hung up. “God! I'm going to be so embarrassed! What will he think of me, spoiling my husband's memory like this!”

  “Your husband asked me to be here,” James reminded her.

  They waited for a few minutes before a knock came at the door. “I have the bag, ma'am,” Thomas said.

  James got up and made sure he was in line of sight to the door. He was still fully dressed. Evelyn,
her naked back to him, hid behind the door as she opened it a crack and peered out. James saw Thomas’ eyes flick up to spot him there and he frowned ever so slightly. The bag was too wide to fit through the door so Evelyn had to widen it and grab it, but not before it was obvious to him she was naked. His eyes registered his surprise.

  “Thank you, Thomas,” she said quickly and closed the door in his face. She turned to James. “God! He saw me!”

  “You can tell him later about our arrangement with Charles, if you like. But really, it's none of his business.” He stepped forward and took the bag. “Now I have something in here for you.

  A gift.”

  She watched as he placed the bag on the bed and opened it. He rummaged through his clothes, taking out shirts and pants and putting them to the side, until he found what he was looking for. It was a dildo with a strap attached. She frowned.

  “That's your gift?”

  “Yes. Come, let's try it on.” He waved at her and she came forward warily. He bent down and slid the dildo up inside her wet and reddened pussy. She gasped from the size of it.

  “It's too big!”

  “Nonsense. Charles helped me pick it out.” Actually, that wasn't true, but it sounded good. Once the dildo was in place, he pulled the straps tight and fastened them around her waist. The leather strap ran from front to rear, scraping against her clit and asshole. She wiggled her hips.

  “This isn't very comfortable. I don't like it.”

  “It's to remind you of some of the games you used to play with Charles,” he said.

  Her mouth came open. “He... he told you?”

  “Of course.”

  “Now, shall we get you dressed?”

  “I can't go to my meeting like this!”

  “Sure you can. And you will.” He went to her underwear drawer and pulled out a sexy pink bra. He returned to his bag and found a new pair of French cut panties, also in pink. He brought the panties on purpose, to create a distinction between him and Charles. He tossed them to her. “Put those on.”

  Evelyn did, her eyes questioning him, but she said nothing. He handed her the dark blue blazer and she slipped it on. “I usually wear this with a camisole top or a blouse,” she said.

  “It's a warm day, it will be fine.” He gave her the matching skirt and she put it on. It was knee-length and once she had it in place, she looked respectable, although her upper chest was bare between the lapels of the blazer.

  “I need stockings!”

  “Very well.” He stepped forward and unzipped her skirt and helped her step out of it. He noticed her panties were already wet in the crotch. She sat on the edge of the bed while he found a black garter belt and a pair of thigh-high stockings. He bent down and helped her put them on. Her mouth came open while he was easing one leg of the stockings up and he saw the wet spot in her panties had grown.

  He stood her up and fastened the stockings in place. “Now, is that better?”

  Evelyn nodded. James found the skirt and helped her step into it. When she was done, she looked great. “Now, your makeup,” he said and gave her a pat on the bottom and sent her into the bathroom.

  When she was inside, he called out, “Where should I put my stuff?”

  “W-what?”

  “My stuff? What room do you want to give me?” He came to the door of the bathroom. “I'm assuming you don't want me to sleep with you!”

  “No, no I don't. Uh, there's a guest room down the hall. Two doors down on the left.”

  “Good.” He stacked his clothes into the bag and carried it down the hall. He found the room and laid his suitcase on the bed. He returned and peeked into the room between hers and his and found it was a bathroom. Good. He went back to the room and unpacked his bag, putting his clothes away and his toiletries in the bathroom.

  Thomas came up the stairs while he was finishing up and seemed startled. “Sir?”

  He turned. “Yes, Thomas?”

  “Are ... are you moving in?”

  “For a little while,” he said. He expected it would be for a lot longer but he didn't want Thomas to worry too much. “Mrs. Rothschild needs my help during this difficult period.”

  “I'll bet she does,” he muttered and turned on his heel and retreated downstairs.

  James went back to his room and stripped off his clothes. He pulled out a clean white shirt and slipped it on. Taking his black suit from the closet, he put it on. Black shoes finished off his outfit. He checked himself in the mirror before leaving. He entered Evelyn's room without knocking. She was sitting on the bed, bent over, trying to adjust the straps across her pussy and ass. She looked up, startled. “You can't just come in here like that!”

  “Of course I can. I'm your personal assistant.” He helped her up and squatted down to make sure the straps were tight, but not too tight. She groaned.

  “Please, make them looser.”

  “No, it's good where it is. Walk around a little; you'll find they loosen up some.”

  She did, her hips seemingly out of kilter and she almost stumbled. “I can't go out like this!”

  “Charles asked me to do this—he said it would be a test.”

  Evelyn straightened up. “He said that?”

  “Yes.”

  “A test of what?”

  “He said you would know.”

  She frowned. “He never said anything to me about you.” Her doubts were creeping back in.

  “You saw his letter.”

  “Maybe you forged that.”

  James didn't bother to reply because he knew she recognized the handwriting. This was the last wish of her dying husband and although it seemed strange to have this demanding “personal assistant” around, she seemed willing to go along with it, for now. He knew he was pushing her submissive buttons. Her mind may not want him around, but her body did.

  He knew she wasn't convinced yet. That would take more time. He was happy to go slow.

  “Let's have some lunch before we go, all right?”

  She nodded. She led the way down the stairs to the kitchen.

  “I'm surprised you don't have a cook.”

  “Thomas cooks sometimes. And I like to cook. I don't mind—it's usually just me and Charles. Thomas always eats by himself.”

  “Good. Then you can make me something too.” Once again, he wanted to make the distinction in her mind between Thomas, the hired help, and him, Charles’ replacement. She seemed to accept it.

  “Okay.” She found some bread and sliced turkey in the fridge and made them both sandwiches. She poured two glasses of iced tea and sat down on the stool next to James, grimacing at once. “Ow!” She stood up again and tugged at her crotch strap. “I can't sit down in this!”

  “It takes some getting used to,” he said, offering no other help.

  After a while, she sat down again, wiggling her bottom around until it seemed more comfortable. They ate in silence. When they were done, he checked the time. A little before one.

  “How long does it take to get to the office?”

  “About forty-five minutes.”

  “Then we should go. We don't want you to be late for your first board meeting.”

  “Do I have to? I'm still in mourning.”

  James slapped her face, but not too hard, and she gasped and stared up at him. It was simply for shock value and to put her into her subspace. “Your mourning period ended yesterday, remember? It was your husband's wish that you get back into the flow of things by now.”

  “But I miss him so much!”

  He softened his tone. “I know you do, Evelyn. I miss him too. But he specifically asked me not to let you wallow in your grief too long or it might become self-perpetuating.”

  She held her hand against her face. Slowly, she nodded.

  “Good. Tell Paul to bring the car around.”

  “Are you going too?”

  “Of course.”

  “But why? You can't be in the meeting with me.”

  “No, I can't. But you migh
t need me before and after.”

  “Oh.” She seemed to accept that and she went to the phone and called the garage. Paul had the Lincoln waiting when they stepped outside. Paul, a squat wide man with short dark hair, opened the rear door for Evelyn. James got in the front next to Paul. When he looked back, he saw Thomas, standing in the doorway of the mansion, staring after him. He waved.

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  * * *

  Chapter Three

  James waited in Charles’ office for Evelyn. The office had not been touched, although Charles had not used it during the last three months of his life. No doubt there were many who coveted the space, but no one dared to make a move until they heard from Evelyn. James could tell that people were shocked to see her. Just by reading expressions, he guessed that some had been plotting one maneuver or another to ease her out, hoping she'd be too distracted by her grief to mount a resistance. Although she owned fifty-one percent of the company now, she was quite vulnerable. Perhaps some recognized the submissiveness in her and could plot ways to make her sign over a controlling interest and maybe fuck her besides.

  No one was quite sure what to make of James. They knew he had worked with Charles during the last year, but he had quit shortly before the CEO's death. He had arrived and disappeared mysteriously and, suddenly, he was back in the company of Evelyn. It was off-putting to say the least.

  That's just how James wanted it. Without him, she would be lost, a lamb among the lions. He meant to ensure that Charles’ legacy and power lived on through her, even if he had to whisper directions in her ear.

  “James Preston, right?” asked one of the board members, an oily man named Andrew Nelson, who spotted the two of them in the corridor. “What brings you here?” He had a fat face with thinning pale hair. He looked like the third generation of wealth, the ones who always manage to screw up their grandfathers’ legacies.

  “I'm Mrs. Rothschild's personal assistant.”

  His piggy eyes widened but James offered no other explanation. Word spread quickly and he received a lot of strange looks, which he ignored.