Man of the House: An Older Man Younger Woman Romance

by Sarah Rowling

  Bess looked at her wide eyed and said, “That... is so... fucking hot!”

  “I know, right?” said Diana with a nervous laugh.

  “I mean, don’t get me wrong,” said Bess. “It’s kind of unfair to Robert that you used him like that but fuck him! He’s barely broken up with his fiancée and he’s already all up in your pussy. Besides, it sounds so fucking hot, oh, my God!”

  “It was the best sex I’d ever had,” Diana admitted. “It made me wonder... if pretending I’m having sex with James is so amazing, what will the real thing be like?”

  “You’ve got it bad, babe,” said Bess.

  “Ugh,” moaned Diana. “I’d totally go for it if he wasn’t my boss’ son and if he wasn’t such an utter asshole.”

  “Okay,” said Bess. “But tell me in detail about what happened!”

  Diana smiled and started to tell the story.

  Chapter Two

  Diana had awoken with a start to find herself completely wet. She was disoriented for a second, unable to remember where she was, confused by the wetness of her pussy.

  It was then that she had noticed the hard shoulder beneath her head. She turned to see Robert laying beside her. They had had sex four times last night, and she had climaxed several times during each session. Her legs felt like jelly. However, she had a sneaking suspicion that her dalliance with Robert last night was not the reason she was so wet this morning.

  Diana then began to remember a dream she had been having. Her hands on a firm ass, pulling at hips to coax firmer and harder thrusts. Hot breath on her neck, stubble upon her cheek. A lean muscular body, startling blue eyes, and messy blond hair.

  Diana realized with a start that she had been dreaming about having sex with James. She was utterly confused. She had spent last night with a man whom she was very sexually attracted to, a man who was no longer off limits because he and his fiancée were breaking up now.

  She looked at Robert’s sleeping form. His dirty blond hair, slim body, and his dimples, visible now even as he slept. He was a very attractive man, and he knew how to use his cock. He was generous during sex, making sure that she had climaxed and was utterly satisfied before coming himself. Why then did she feel so turned on at the thought of James?

  Now that she had remembered the dream, Diana found that she could not stop thinking of James. She was already wet, and thinking of him with his spicy cologne and his devilish laugh, always smiling as if he was playing some big practical joke on the world that only he was in on, she found herself growing unbearably horny.

  Diana slid her hand down to her pussy. Robert’s cock was hard as well, and the feel of it against her made her even hornier. As Diana began to stroke her pussy, she felt unbelievably excited. Here she was, with a man who had practically fucked her brains out last night, his cock pressed up against her at this very moment as she was about to masturbate to the thought of another man.

  Diana felt the pleasure emanating from her pussy spread outwards across her thighs and slightly upwards. She gave a moan as she pleasured herself, a low murmur. Her pussy was sore, but it was sore in such a way that it gave her immense pleasure to rub it. It was like muscle pain, the kind of pain you get after a hard workout. Stretching your muscles when they are sore from the workout is a wonderful feeling. This was similar to what she was feeling right now, which added enormous intensity to the simple sexual pleasure she was feeling.

  Diana’s heart was pounding, her breath had quickened. She could feel Robert’s breath on her shoulder, his arm across her stomach. She thought of James, thought of his cock rubbing her clit before plunging it into her, thought of his shoulders and his arms and his washboard stomach.

  As she pleasured herself, Diana felt a sudden surge of ecstasy when she thought of James. It was as though Robert was the base upon which she built her temple of pleasure, and James was the pinnacle. James was where she wanted to go, and Robert was how she was going to get there.

  She couldn’t help but moan now. She was unable to be very quiet, and this made Robert murmur in his sleep. The thought that she might wake him up with her moans turned her on immensely. In this moment, Diana was beyond her guilt and fears, she was beyond her prejudices. She was free from having to worry about propriety, about what her man would want.

  She was a being of pure desire, of pure lust, of pure pleasure. She was uninhibited and her pussy had never felt so good. She had incorporated Robert into her fantasy now, too, both men at her disposal, fulfilling her every wish. Her legs had begun to quiver.

  “Baby?” murmured Robert. “What’re you doing?”

  Diana silenced a gasp, then a laugh. She had finally woke him up.

  She turned to face him, cat like in her movements. She was exuding sex in her every move, and she could tell that Robert felt it. If his cock had been hard before, now it just felt like granite against her.

  “Nothing, baby,” she said, her voice husky. He was under how power right now, utterly at her disposal. She kissed him, her lips soft against his. She was the one kissing him but she knew just how sexy it was. She did not know how, but in this moment, she knew how to push his buttons. “Go back to sleep,” she continued.

  Robert’s breathing was heavy now, his eyes wide open. Without a word, he was on top of her. Diana gasped as she felt his cock slide into her. Her pussy was ready, it was so ready for him.

  Robert began to thrust, burying his face in her neck as he did so. “You are incredible,” said Robert. “What the fuck are you doing to me?”

  “Shhh...” said Diana tenderly, her hands stroking his back as he thrusted. “Don’t worry, baby, you’re doing just what I want you to, just don’t talk and don’t stop...”

  Diana’s eyes were closed now. Robert’s moans were no longer his own, nor was his cock. His body was transformed on top of her. For Diana, Robert was no longer Robert, he was James, at least while her eyes were closed. The fantasy was enough to push her over the edge.

  The orgasm hit her like a mallet. It rocked her body, electricity flowed through her. She was quivering underneath Robert’s body.

  “Oh, Diana,” said Robert.

  Diana had to stop herself from responding, “Oh, James...”

  Chapter Three

  After Diana told Beth the story, they both returned to their respective offices. When Diana entered her own office, she was surprised to see James sitting at his desk.

  “Hey, you,” he said nonchalantly, glancing up at her and then returning to his work.

  Diana felt like she was going to explode. “Hey, you?” she asked, incredulous, her voice taking on an uncomfortably high pitch. “Hey, you?” she reiterated. “What the fuck do you mean? You come in here five hours late when there is an entire company to manage, your father’s company, and the best you can come up with when you see me is hey you?!”

  James looked up at her, surprised at her outburst. “I’m sorry,” he said, looking genuinely apologetic. “I was busy... caught up with something important. That’s why I wasn’t able to make it in today on time.”

  “You took this responsibility yourself,” said Diana. “You were the one who came in and said that you wanted to help. That you felt obligated because you had left your father high and dry and worked for his competitor for so many years. You can’t just come and go as you please, this isn’t a theme park. This company is not just another toy you can play with.”

  “Excuse me,” said James, his voice taking on an irritated timbre now. “What the hell is that supposed to mean? I don’t have to be here. Every second I spend here is fucking charity, way to take it for granted.”

  “Are you serious?” said Diana, now apoplectic. “I didn’t ask you to come here. Stop pretending like you’re doing me a fucking favor, or that anyone here even really needs you.”

  Diana could see through the corner of her eye that a few of their employees had started to accumulate outside their office. They were probably worried by the shouting that was going on. Diana couldn’t care le
ss about what they were thinking, she was too focused on dealing with James right now.

  “Well if you don’t need me then why the fuck are you so pissed at me for not coming in on time?” James shouted, now matching Diana in volume as well as irritation.

  “Because you are the one who took this responsibility,” said Diana. “You are the one who came in of your own free will. Work was apportioned for you, work that is now delayed, thanks to your irresponsibility.”

  Diana was suddenly becoming painfully aware of the muscles in James’ arms flaring up as he waved them around in his anger. She did not notice the next thing he said, leading him to say, “Are you even fucking listening to me?”

  “No,” said Diana coldly, no longer shouting. She was attracted to him, it was true, but she was done trying to reason with him. “I don’t care what you’re saying. Do whatever you want.”

  “What the hell?!” shouted James, who had not followed Diana into lowering his volume. “You’re the one who started this.”

  When Diana ignored him, James said, “I told you I was busy. I told you I had somewhere to be. If I came in late, it was for a reason. What was your excuse?”

  “What’s that supposed to mean?” said Diana, her voice getting dangerously loud once again.

  “It means that you were late, too,” said James. “What was your excuse? Up late last night fucking? Oh, wait... that involves genuine human connection, which you clearly aren’t capable of.”

  “Fuck off!” said Diana, furious now. “You don’t talk about my personal life.”

  “I wasn’t going to talk about anything until you started this!” said James.

  “Well, you didn’t exactly give me a valid excuse,” said Diana. “You just said you were busy. Busy doing what exactly?”

  “That’s none of your business!” James exclaimed.

  “Fine,” said Diana. “Like I said, you are free to do what you want. You’re an adult. You want to leave? Go ahead.”

  “No,” said James. “I have work to do.”

  Diana stood up from her desk and walked up to James. He was about a head taller than her, but in her heels, she was able to almost match him in height.

  “Get the fuck out of my office,” said Diana.

  “No,” said James. “I’m going to stay here. What are you going to do about it?”

  Diana hit James on his chest. When she raised her hand to hit James again, he grabbed it to stop her. They struggled for a bit.

  The next thing Diana knew, their lips were locked in a passionate kiss. She could feel his tongue pressed up against hers, his hot breath invading her mouth. She felt herself getting wet again. As she pressed herself against James, she realized that he was hard, too.

  They broke apart with a start.

  “I’m...” said Diana.

  “Sorry,” said James, looking away.

  “No,” said Diana. “It was my fault.”

  “I started it,” said James.”

  “Technically, I started it,” said Diana, averting her own gaze now.

  Both of them settled back onto their desks. What the fuck was that?! Diana asked herself. They had been kissing so passionately... Diana couldn’t help but think about how easy it was going to be to masturbate thinking about James now. She was confused, however. He had been so hard, too, he had clearly wanted her just as much. But they had been fighting only seconds before the kiss, their passion didn’t make any sense.

  Or did it? Diana realized that she really had gotten mad at him for nothing. And James did not seem like the kind of guy who got angry easily. Was their anger a sign of their passion? Diana did not know. All she knew was that both of them were attracted to each other, which was utterly wrong. They were colleagues, he was her boss’ son, he might be her boss someday, he might be her employee someday. There was too much grey to what they were feeling for each other.

  Chapter Four

  The day progressed without further incident. Both James and Diana decided that the best thing would be to forget that it ever happened, although each of them decided this quietly and without discussion.

  Had they discussed it, they might have realized the biases and prejudices that each of them was feeling towards one another. They might have been able to get past their differences and actually follow their passion. For the moment, however, they would remain this way, parallel lines perpetually close but never intersecting.

  James eventually excused himself, saying that he had a “thing” to get to. Diana did not respond. She realized that he had a life outside of the company, that he had practically left his job to come here. It made her sad to see him go, but utterly relieved at the same time. She simply could not work with James in the room, as she would get distracted by one thing or another that he would do or say.

  Once he was gone, she was able to get a great deal of work done. She was trying to understand of one of the more complex deals that Richard, her boss and James’ father, had been working on when Robert called her, wondering if she wanted to have dinner.

  Robert’s earnest voice made her smile. She was confused about James but Robert she could actually be with. There was no confusion there. She ended up saying yes.

  After work, she rushed home and changed into something sexy. She felt a little guilty, as she was planning on using Robert tonight the same way she had used him that morning. Now that she had actually felt James’s lips upon her, she was sure that she would be able to achieve intense orgasms by pretending Robert was him. She just thought back to what Bess had said, that doing so was unfair to him.

  However, she wanted what she wanted. She did not want to have to apologize for that. Hence, she put her sexy dress on, and left for the restaurant Robert was meeting her at.

  When she got there, she saw Robert wearing a blazer looking handsome and adorable at the same time, she thought that she would feel excited to see him. However, this was just not the case. She just felt disappointed that he was not James.

  She would have pondered her own inability to ever be satisfied, had Robert not been sitting at the table, smiling at her expectantly. When she approached the table, he stood up and pulled her chair out. She had a feeling that James would never have done that. He might have joked about it, but he would’ve assumed that she was able to pull out her own chair, and he would’ve been right.

  Still, the gesture was sweet and Diana appreciated that James was trying so hard to make her happy. She returned his smile as he sat back down and said, “You look really handsome.”

  “I guess,” said Robert, self-deprecating as always. “But you...” he continued. “You look more beautiful than any woman I have ever seen in my life.”

  Diana had to fight the urge to roll her eyes. She found herself thinking of James again, that he would never have made such a grandiose statement. He would never try so hard to please her with things that just couldn’t be true. If he had been here, he would have probably made fun of Robert for saying such a thing, saying that there were billions of women in the world and even if Diana was in the top 1%, she would still be in the company of millions of equally beautiful women.

  Diana pushed James out of her mind and tried to enjoy the evening. Robert tended to try too hard but he was very sweet. He knew how to talk, and was quite smart, too. Diana realized she was quite enjoying herself.

  She would have been having a great time had it not been for her inability to stop thinking about James. Everything that Robert said was compared to what James would have said, how he would have behaved. Eventually, Diana decided to tell Robert that he was just not what she was looking for right now.

  However, when she opened her mouth to speak, Robert’s phone began to ring. He looked at it, suddenly sheepish, and seemed to be pondering whether to answer it or not.

  “Who is it?” asked Diana when Robert seemed unable to decide whether to answer it or not. “No one,” said Robert. “Just a work call. I’ll be right back.”

  Robert got up and exited the restaurant to a
nswer the call. Diana wondered why he hadn’t been able to answer a work call in front of her. Suddenly suspicious, she decided to follow him.

  She stayed far enough away from him that he would not be able to see her, but close enough that she’d be able to hear him.

  “Yeah, babe,” she heard Robert say. “The meetings stretching longer than I thought it would. I’m probably going to be in the office all night.”

  Diana felt as though she had been slapped across the face. She did not bother going back to the table when Robert cut the call and began to head back in, and when he saw her as he turned around, he looked shocked and then mortified.

  He quickly composed himself, walked up to her nonchalantly, and said, “Hey, just a work call like I said. Let’s head back inside.”

  “Are you fucking serious right now?” said Diana, laughing. Her eyes felt itchy. “I heard you,” she continued. “You were talking to your fiancée. Your fiancée who you told me you had broken up with.”

  “No, no!” said Robert. “No, you must’ve misheard, I’d never—”

  “Shut the fuck up,” said Diana, slapping him across the face. “I can’t believe you cheated on your fiancée with me, I would never have... I would have sent you away last night if you hadn’t told me you had broken up with her.”

  Robert looked mortified once more, holding the left side of his face.

  “I don’t ever want to see you again,” said Diana. “Don’t call me.”

  Diana drove back home after that. She had lost her appetite. When she got home, she realized that she was very uneasy. She couldn’t be alone. It was depressing to be alone if you had planned sex for that night.

  She tried calling Bess, only for her friend to tell her that she was out with someone. Diana smiled wryly at that. Her friend was probably going to have sex tonight because she had a much better choice in men.