Did You?
“Did you want to send your secretary home early today, sir?”
Richard Paige’s eyes glazed over, just slightly, as he listened to the syrupy voice on the other end of the telephone line. He shook himself out of it almost instantly, literally shaking his head at himself. He had been working too many hours since his divorce. Refocusing on the phone call, he cleared his throat to speak.
“Yes, Donna, thank you for reminding me.”
“No problem, sir. I’ll see you soon.”
“Huh?” Richard asked. “What do you mean?”
“Did you forget about this conversation?”
“Uh, I…” Richard trailed off, then shook his head again to clear it. He looked down at his hand, surprised to see his office phone’s receiver in it and held up to his ear. “Now, what did I pick this up for?” He was speaking out loud, but was clearly talking to himself, as there was nobody else he could have been talking to. After a long moment, the reason occurred to him. “Oh, right, I .”
He pressed the switchhook to make sure the phone was hung up, then released and dialed the extension of his secretary, Heather Thompson. She answered almost immediately with her usual, chipper tone.
“Yes, Mr. Paige?”
“Heather,” Richard said with an air of almost fatherly concern. “It’s 3:30 on a Friday afternoon. What kind of CEO would I be if I kept you here any longer?”
On the other end of the line, Heather chuckled. “Well, you wouldn’t be the best darn CEO ever, I suppose. Still top twenty or thirty, maybe, but not the best ever.”
“Well, we can’t have that, now can we?”
“So, are you saying I can leave early tonight?”
“I am. In fact, Ms. Thompson, I insist.”
“Thank you, sir! You’re the best CEO ever.”
“Tell that to Fortune magazine!” Richard retorted. “I haven’t seen them pounding down my door to add me to any of their lists.”
“Some day, I’m sure they will! Have a good weekend, Mr. Paige!”
“You, too, Heather. I will see you on Monday.”
Richard hung up the phone and exhaled. He had a sudden thought, wondering why he had sent Heather home. It seemed like there was something he had wanted her to do. But as soon as that thought occurred to him, he felt a headache start to come on. He reached up and gently massaged the bridge of his nose and decided it was best not to think about it. After a few seconds, the headache subsided, and Richard got back to work.
And what boring work it was. Richard had started this company in his mid-20s, and over the previous fifteen years he had built it into an impressive and lucrative business. Sure, he wasn’t a billionaire and likely never would be, but he made more than his fair share of money, and provided employment for over a hundred people. If that wasn’t enough success, he didn’t know what was.
Of course, to build that success, he had devoted his life to the company. Long nights and working weekends were not uncommon for him, but those were small sacrifices to ensure a lasting success, and a lasting legacy. It might have made for long, stress-filled weeks, but it was worth it to him.
It had not been worth it to Anne, though. Everyone thought he had married her for her beauty, and ittedly, her beauty was profound. But with the money he pulled in and the security he could provide, beauty alone would have been easy to find. He had married Anne because, sentimental sap that he was, he had genuinely fallen in love with her. The smile on her face was his sunrise, the laughter in her voice, his gentle rain. He had fallen in love, head over heels, and had never been able to right himself since.
And that, of course, was why it broke his heart so much when he found her in bed with another man. He didn’t know her lover, thankfully. It wasn’t one of his best friends or an employee or anything like that. At first, she had tried to explain, and then, after being served the divorce papers, she had tried to fight, demanding half of everything. But the prenup they had both signed had been explicitly clear; in the event of infidelity, the cheating partner gets nothing. She had tried to fight that, too, but Richard’s lawyer was better.
Still, it left him alone and lonely. He thought often about the difference between those two words, because even when he was surrounded by people, by friends, or employees, or business associates, he still felt that crippling loneliness. These days he worked as much as he could. He barely thought about or ed what filled his nights anymore.
“Hey, Boss,” a pleasant voice sounded from his office doorway. “Need anything before I take off for the weekend?”
Richard glanced at the time, 4:00 PM, and then up at the woman who was speaking to him. It was Donna Kendrick, one of his newest employees. She had been hired to fill an vacancy in the IT department, until Paul Bryan, the man she was supposed to replace, changed his mind and pulled his notice after an offer had already been made. HR had come to Richard to ask what he wanted to do. Not wanting to put her out on the street, he had asked HR to find something for her anywhere. They had created a sort of free-floating troubleshooter position, though they were only able to give her about seventy percent of what the IT job had offered.
Richard smiled at the younger woman. Although his personal taste in women did not usually lean toward darker skinned types, he could not deny that Donna Kendrick was stunning. Her caramel skin and sweet smile were both flawless, and while he tried not to think of the women who worked for him in physical , her large, shapely breasts and thin, toned waist were hard to ignore for the red-blooded, recently single Richard Paige.
“Donna,” Richard said warmly. “Come on in! I could use a quick break and a friendly face. How have you been settling in? You’ve been here, what, three weeks now?”
She flashed her usual, thousand-watt smile and stepped into the CEO’s office, closing the door behind her as she did. “This is the end of my fourth week, actually.”
“Is it already?” He shook his head. “Time goes so fast when you get to my age.”
Donna laughed sweetly. “’Your age,’ nothing. You’re what, barely 40? Not even 40?”
Richard chuckled, too. “Well, some days it feels like a lot more.” He took a deep breath and let it out with an exaggerated sign. “So, big plans for the weekend?”
She shrugged. “I’m not sure yet. I’m hoping to spend some time at my new boy’s place, getting to know him better, you know.”
“Oh, you have a new boyfriend?” Richard asked with a genuine tone. “Congratulations! I hope you two have a wonderful weekend together.”
Donna smiled and nodded. “How about you? What are your plans?”
“I’m not sure,” he said. “I’ll probably get some work done, and then just relax with some videos online, or something.”
Donna’s pretty lips curled up into a small, mischievous smile. “Oh, that reminds me.” She paused, seeming to watch him closely. “Did you watch those videos I sent you.”
Richard felt momentarily drowsy. He thought that perhaps he should think about heading home for the evening soon, too. “Yes, Donna. I watched them all.”
Her smile widened. “Did you…like them?”
Richard felt his head nodding. “Yes, Donna. I liked them very much.”
“That makes me so happy, Mr. Paige,” Donna said. “Did you want to talk about them?”
Richard had nearly forgotten about the videos she had linked him to the previous week, and while he knew he had watched them, several times, in fact, he could hardly what they were. But he knew he had liked them quite a bit, and talking about them seemed like it would be fun. He wasn’t getting much work done right now, anyway.
“Yes, Donna. I would love to talk about them.”
“Excellent!” Donna said, clapping her hands together in excitement. She moved over to sit on the corner of his desk. He pushed his chair back and to the side, so as not to be too close to her. He didn’t want her to think he was being inappropriate. “So,” she continued. “Did you want to be completely open and honest about how the videos made you feel?”
Richard was a bit put off by the question, but he realized it was just because he was tired today. The phrasing at first seemed a little off, but it must have just been him. “Yes, Donna. I can do that.”
Donna’s smile was a wide grin now. “I’m so happy to hear that. So, first thing’s first. How many times have you watched them?”
Richard’s brow furrowed. “I…I don’t .” His body started to tense. He had agreed to be open and honest about the videos, but he couldn’t them, and the conflict in his mind was beginning to stress him.
Donna, however, seemed to sense his conflict. “Did you think that you could maybe , just for this conversation with me?”
And just like that, the memories of the videos came flooding back, and Richard felt a surge of relief. “Yes, Donna. I now. You sent me the links Thursday night. I watched each one once on Thursday, and twice each night since, so I’ve watched each one fifteen times.”
“That’s a good boy,” Donna said, letting her voice drop to a sultry, syrupy sound.
“What?” Richard said. “That’s not—“
“Did you send me an email this week,” Donna interrupted quickly, “saying that when we’re alone, I could call you whatever I want to?”
Richard thought back. At first, he did not writing such an email, but after a few moments of concentrating, the memory formed in his mind. He had been worried about how Donna had been feeling, what with the new job and with not getting the position she had wanted. He wanted her to feel at home, so he had made that offer. It would be rude of him to go back on it now.
“Yes, Donna. I did. I’m sorry, I just forgot, momentarily. It’s been a long few months, you understand.”
“I do understand. I really do.” She seemed to collect her thoughts, as though calculating something. “So, you say you’ve watched each video fifteen times in the last week, and you didn’t until we started this little talk?”
“Yeah,” Richard said laughing lightly to himself. “I must be working too hard!”
Donna laughed along with him. “Speaking of ‘hard,’ did you get aroused when you watched the videos?”
An immediate feeling hit Richard, and the word “inappropriate” flittered across his mind, but a moment later, the word and the feeling faded. He could be open and honest about how the videos made him feel, after all. “Yes, Donna. I got very aroused by them.”
Donna nodded. “Did you jerk off to them?”
Again, something made Richard pause, but it lasted only a short while. “Yes, Donna. I masturbated to them. All of them.”
“That’s very good,” Donna said. “And…did you to be a good boy?”
“Yes, Donna,” Richard replied. “I did not cum, even though I really, really wanted to.”
Donna’s grin was now a smirk. “And did you spend the week thinking about how much you want to earn that right?”
“Yes, Donna. I haven’t let it distract me from my work, but yes.”
With a lustful look in her eyes, Donna shifted on the desk, swinging her left leg over the corner but leaving her right leg on the far side. She was wearing a skirt, and the motion spread her legs apart, revealing the lime green panties beneath. When she spoke, her voice was breathy and dominant. “Did you get hard just now, Richard?”
He knew this was wrong. He knew he could not risk a sexual relationship with one of his employees, even if she clearly wanted it. He knew he should put a stop to it right now. And yet, his voice seemed to spring forth against his will. “Yes, Donna. I am so hard right now.”
Donna leaned over toward him, then made a show of glancing down at his tros. This time, her voice was barely a whisper. “Good boy.”
Richard shuddered. Something about her calling him that appealed to him.
While sitting on the corner of her boss’s desk, her legs spread wide, Donna reached down and grabbed the hem of her skirt with both hands and started inching it upward. Richard stared at her in shock, and looked like he was about to say something, but she beat him to it.
“Did you want to go down on me, ‘boss?’ Something tells me you do…”
At that, Richard’s mouth started watering. His cock was already hard as stone, and while he knew it was not appropriate for a CEO to eat the pussy of one of his employees right in his office, in that moment, he wanted nothing more. He restrained himself for a long moment until Donna extended her hand and beckoned him forward with her finger. That was all the encouragement Richard needed, and he started to wheel his chair forward to accept her invitation.
“Yes, Donna. I would love to please you with my mouth.”
But Donna stopped him with a hand on his shoulder. “First thing’s first, Baby. I’m the kind of girl who needs a commitment.”
Richard looked up into her gorgeous brown eyes, his own blue ones pleading and desperate. He wanted nothing more in that moment than to taste her, to please her, and the fact that she was stopping him was torturous. “But, Donna, I don’t…I can’t…”
She moved her finger and pressed it against his lips to silence him. “Maybe I can help,” she said. “Did you want to become my submissive, obedient slave, Richard?”
He had never considered himself a submissive person before, but something about the way she asked the question made him realize that it was precisely what he wanted.
“Yes, Donna. I would love to be your submissive slave. What would you like me to do?”
Donna smiled brightly at him. “Anything and everything, Baby. Let’s start with that pussy licking you promised me. But get out of that chair, would you? Slaves should be on their knees when they please their mistresses.”
Richard did not even hesitate. He slipped out of the chair, pushed it behind him with the back of his legs, and he moved his face toward her moistening cunt. In his younger days, before marrying Anne and for the first couple of years of their marriage, he had always prided himself on his skills in the cunnilingual arts, and it felt good to finally be able to use those skills in the service of his new mistress.
On the desk, Donna leaned back and closed her eyes, letting the pleasure wash over her. Things could not possibly have gone better, she thought, and Richard having such remarkable talents was a pleasant surprise. As he was working, Donna started talking to him between her gasps and moans of pleasure.
“I want you to know something, Richard. You are absolutely going to be my obedient slave. But for the record, not that you’ll this conversation, but I have no intention of being a cruel mistress. You’re a…” she squealed as her new slave hit just the right spot, “Oh, yes, right there, Baby. You’re a great guy, really. I it, I’ve been in love with you ever since you gave me this job. You didn’t have to, and I know that, and you did it out of the goodness of your heart. You don’t see that often in this world. So thank you for that.”
Richard tried to answer, although his voice was muffled by his mistress’s muff.
“Anyway,” Donna continued. “When I heard the story of what that bitch of an ex-wife of yours did, I knew I had to do something. There are so few good guys out there, and she had one, and tried to take him for a ride. And that’s just, oh, fuck! Fuck, that’s good! How are you so fucking good at this?”
She exploded in a powerful orgasm then as Richard continued to lap at her pussy. It took nearly a minute for her to come down from it, her legs literally shaking as her body recovered. She pushed Richard away, and he just stayed there watching her, happy he had pleased his mistress. Finally, she recovered enough and sat up.
“But don’t worry, Baby. I’m the boss now, but I’m going to take care of you the way that ex of yours never could. Stand up.” Richard obeyed and watched as Donna peeled off her shirt, showing her amazing breasts barely contained in a particularly sexy bra that matched her panties. “Take your cock out, slave,” she said as she moved to unhook it.
“Okay,” Richard said, reaching down to unzip his tros.
“Did you know that slaves say ‘Yes, Mistress’ when their mistresses give them an order?”
“Yes, Donna,” he said almost robotically, and then corrected it to, “Yes, Mistress.”
Donna continued to smile and slid down to a crouch as Richard fished his hard cock out of his pants. Donna’s eyes bulged as she saw his dick. “Well, well. Another bonus to our little arrangement. Seriously, with that magic tongue of yours and this monster hiding out down here, why the hell did that bitch ever go to another man’s bed?”
Richard tried to answer, but the moment his cock was engulfed by her mouth, everything seemed to shut off in his mind. She sucked hard and vigorously, and he felt it through his body like an earthquake. It had been over a week since he had been allowed to cum, and he needed it so badly he could not think of anything else.
After a few long minutes, Donna took his cock out of her mouth and started using her massive tits to do the job, which had Richard moaning and groaning like a wild animal. Donna looked up at her boss, her slave, and winked. “Did you know that when a man cums in my mouth, he becomes helplessly devoted to me for the rest of his life?”
“Yes, Donna,” Richard said, then continued with “Yes, Mistress,” which he repeated over and over. When Donna sensed that her slave’s cock was ready to explode, she moved it back into her mouth. As he came, she could feel his orgasm reverberate through his entire body as he filled her mouth and then some. It was such a strong orgasm that his legs gave out and he collapsed backward into his office chair.
Donna took a few moments to compose herself and clean herself up, slipping first her bra back on and then her shirt. Richard was breathing heavily and staring at her. She smiled over at him and said, “thank your Mistress, slave.”
Without a thought, he slid off his chair for the second time that day so that he was on his knees before her. “Thank you, Mistress.”
“Good boy,” she said, and it looked as though Richard might cum again just from hearing it. Donna walked over and ran a hand through his dirty blond hair. “Now, let me tell you what’s going to happen. I did tell you I was hoping to spend some time this weekend with my new boy, didn’t I? That was true. I just neglected to mention that that new boy is you.” She chuckled softly to herself. “So, even though you will not consciously what happened here today, you will make no plans for the weekend. When I show up at your house tomorrow morning, you will immediately fall back into this slave-boy mode. Do you understand?”
“Yes, Mistress.”
“Good boy. Now, get yourself cleaned up. After I leave, you’ll come out of this sexy little trance I’ve got you in and you’ll decide it’s time to head home for the night. Once you get there, you will find an email from me with a few new videos. After all, we need to start working on making this permanent.” She giggled to herself. “Once I’ve got you good and brainwashed, we can start, well, ‘dating,’ as far as the rest of the world will know. But that means I’ll need to put in my notice here. But there’s no hurry for that.”
She looked down at him then and saw him staring up with joy and devotion in his eyes, and she offered one last smile for the day. “God, you’re so cute. We’re going to have so much fun, Baby.” She took a deep breath to steady herself and motioned for him to get off his knees and back into his chair. She walked over to him and leaned in so that her mouth was less then an inch from his ear, and laid her hand gently over his cock, now back in his pants. She whispered, “Did you know that you’re going to forget about this whole encounter as soon as I close that door?”
Richard nodded an almost imperceptible nod. “Yes, Donna. I will forget.”
Donna’s reply was barely more than an exhalation of breath. “Good boy.”
She stood up fully, smoothed out her clothing, and strutted to the door. She opened it, turned back to give a long, lustful glance at her new plaything, sighed, and then walked out, shutting the door behind her.
At his desk, Richard blinked twice and glanced at the clock. It was 4:27 PM. He shook his head. He had no idea where the last hour or so of his day had gone. He had gotten no work done since sending Heather home. He rubbed his eyes briefly and decided he may as well call it a day. He thought he would grab something to eat and head home.
Maybe he could find a good video to watch tonight.