Tom was thirty-eight, single, and the CEO of a successful company with about thirty staff.
Hannah was thirty-four and had been with the company almost from the start, and worked closely with Tom as his personal assistant. She was tall but not quite as tall as Tom, very slim and without many curves, but a beautiful woman with the most attractive face, blazing eyes, sexy slim arms and legs, long dark hair that flowed over her shoulders, and a haughty authoritative voice, all of which Tom found extremely sexy.
Hannah and Tom got on very well working together but kept it completely as a working relationship. Hannah would attend meetings with Tom, even with clients at lunch, and Tom would often ask Hannah's view before making a decision. However, it was known between them that he made the final decision.
Whilst the CEO and in charge, and was well respected by the whole of the team who looked upon him as the alpha male, privately Tom had more submissive desires. Not at work, but outside of work, he often imagined himself being subject to the disciplinary control of an authoritative woman. In his spare time, he wrote stories about men like him who were alpha but also submissive, and they were disciplined by women. He enjoyed writing detailed descriptions of their punishments, which ranged from bare-bottom spankings to several dozen strokes of the cane.
His descriptions of the women varied, though he regularly thought about Hannah and made her the dominant woman in the story. He often smiled to himself when at meetings with her, imagining that it was her who was making the final decision, although when it came to that reality he was still the one who did decide what was going to happen.
Nevertheless, Tom happily described the dominant woman exactly like Hannah, slim, with no curves, but an unquestionably beautiful face, with long dark hair, and invariably dressed in a sleeveless top, normally low cut even though there was no cleavage, and wearing a short skirt but no stockings or tights and so with bare legs.
Tom loved describing being across Hannah's lap with his face so close to her upside-down legs, although he also explained that he saw his own legs dangling under the far side of the chair. Nevertheless, he always got himself turned on writing those stories particularly when he was describing Hannah's involvement.
Their working relationship was such that Hannah would always be the one who made coffee for them both and would be the one who went out to get their lunches at the sandwich bar when they were having lunch at the office. That was all normal amongst those at the office. Again, though, as Tom imagined Hannah having disciplinary control over him, he often imagined that he made her coffee and got her lunch.
The company owned the building they were occupying and, as well as offices, there was a flat on the top floor. Tom would stay there during the week, but go to his house out in the country for the weekends. It worked well for him because he didn't have to travel to and from the office so, in a way, that added at least two hours to his workday. It meant that he was alone in the office at both the start and end of the day, but he never minded that.
Hannah was one of the few members of the team who had seen the flat, but that was because things needed to be done up there from time to time and she was the one who would organise that for Tom.
One day, the relationship did change. Hannah came into Tom's office and made a point of closing the door. She would do that anyway when there might be some kind of private conversation about another member of the team or a forthcoming meeting with a client when they didn't want to be interrupted. Tom wasn't surprised, therefore, when Hannah came in and closed the door.
Tom was surprised when Hannah didn't sit down, but looked seriously at him and said, "I need to discuss something with you, Tom."
Tom knew that Hannah only ever said that when there was something really serious to point out to him. So he replied, "Okay."
Hannah decided to jump right in with her issue. She explained, "I needed to check your computer. I saw your browsing history." She waited a moment to see Tom's reaction and there was a worried look on his face. She continued, "I saw that you had been browsing websites where women were disciplining men. Lots and lots of websites, with photographs and videos. Not one had a man disciplining the woman. Initially, I thought it couldn't be you browsing those sites and that somebody must have had access to your computer. However, I came to the conclusion that was not the case. So I'm guessing it was you looking at all of those websites." She waited a few moments and then said in a much more haughty, commanding voice, "Was it?"
Tom was taken totally by surprise but the immediate shock disappeared because he had wanted to tell Hannah for quite some time how he saw her, as a woman who would discipline him, in addition to all of the work she did with him. After all, he looked at her as a friend he could trust. He had even been having thoughts about Hannah today because she was wearing one of his favourite sleeveless dresses with a very high hem, showing off her bare arms and legs, just the way that he loved to see her.
Hannah's tone of voice just then was enough to make him want to tell Hannah the truth, and he replied, "Yes, it was,"
Then Hannah made a comment that totally shocked Tom. "I have dominatrix desires, so we need to go up to the flat and we can both do what you want to happen to you."
Tom wasn't sure that he actually wanted it to happen, except he did feel an erection coming so wasn't sure what to say.
Hannah saw the thoughtful look on Tom's face and said in a very authoritative tone, "It wasn't a question, Tom, it was an order. Let's get going."
That order set off so many feelings in Tom's head. This was the Hannah he had imagined spanking and caning him and was the woman he described as the dominatrix in so many of the stories that he wrote. Of course, it wasn't just about a dominatrix, but about wives and girlfriends who took on the dominant role in the relationship and it was the man who was the submissive. He had got so many erections and exploded in so many orgasms as he wrote those stories.
Now, Hannah was asking, or actually telling him, that she wanted to bring to life that role-play, and he was hardly able to deny her now he had confirmed it was his browsing history she had found on his computer. He still wasn't sure how she managed to see it, but here was exactly the opportunity he wanted to have, and he knew that the reason he hadn't had the courage to broach the subject with Hannah before now was because they worked together in the office. How would that change, he wondered? However, given the authoritative tone of voice that she had used in telling him that it was going to happen, he supposed he had little say now. Of course, as her boss he had a huge amount that he could have said, but right then he chose not to.
To emphasise his acceptance of being submissive to her, Tom said, "Okay, Miss Hannah." Having been so respectful to his PA he was suddenly more relaxed bearing in mind this was an instruction given to him by Hannah, and so he even smiled as he said it.
Hannah smiled to herself at the show of respect that Tom was showing her. After all, they had worked together for several years and she saw him as a serious part of her life, although always as her boss. She had thought, from time to time, that they could become an item, but she had always held back for fear that if that relationship fell apart, then so would her job. It wasn't so much the money, but she really did love her job and loved working with Tom.
Now the scene was set, Hannah maintained her authoritative position and led the way out of Tom's office, to the lift, and then, once the lift came and they were inside, she was the one who pressed the button that took the lift up to the flat. Her office pass was needed to be able to press that particular lift button, but she had done it regularly.
Once they got to the flat, Hannah led the way to the bedroom because she knew the layout so well. In fact, she had discovered the browsing history some days beforehand but chose today to tell Tom because she had put things in the bedroom that she would need in order to deal with him in the way that he clearly wanted to be dealt with.
Tom found himself obediently following Hannah from his office to the flat, and all the time the bulge in his trousers was expanding. He realised that Hannah had seen it, and smirked, but he doubted anyone else in the office would have seen it as they walked towards the lift. Once in the flat, he still obediently followed Hannah and was surprised to find her going to the bedroom. Surely the living room with the dining table and dining chairs was more appropriate if he was going to go across her lap to be spanked, he thought.
When Hannah had been up to the flat earlier today, she had moved one of the dining chairs into the bedroom. Had this not worked out as she had planned, she would have simply acted surprised that she had left the chair in the bedroom, but as it had worked out, what she did was go over to the chair and sit down, making sure that her dress had risen well up her thighs. After all, she was looking forward to having Tom's erection press down on her bare thighs as he bent across her lap. Once happily seated, she opened her handbag and took out a wooden-backed hairbrush, knowing that in all of those websites that Tom had browsed, there were lots of photographs of women spanking the men with this type of hairbrush. Therefore, it was amongst the many fantasies that he had.
As Tom watched Hannah sit down, pull the hem of her dress right up, and then take out the paddle hairbrush, he was forgetting all about their working relationship and now focused on the simple fact that he was obeying Hannah, and wanted to. He saw her slim legs and couldn't wait to bend across her lap, and still loved everything about her.
Hannah was waiting to see whether Tom raised any objections, but he didn't. She, therefore, ordered in her authoritative tone of voice, "Naughty boys should be naked when disciplined. Get undressed."
Both Tom and Hannah knew that so many of the photographs on the sites that he had browsed had the men naked but the women clothed, with several having the women in the kind of skimpy clothes that she was wearing today. Hannah loved wearing this type of clothing because although she didn't have so many feminine curves, she felt very confident with her body and knew that men found her attractive.
Tom was certainly up for being naked and quickly kicked off his shoes before unbuttoning his shirt and sliding it down his arms, catching it, and throwing it onto the bed. He was about to undo his trousers but Hannah snapped at him, "Fold your clothes, boy."
Tom gasped at the instruction but immediately did as he was told. He loved the fact that he was getting into submissive mode so quickly, and supposed that the instruction Hannah gave him was intended to do that. After folding the shirt, he undid his trousers and pushed them down towards the floor, catching his underpants on the way, stepped out of both and scooped them up, and this time folded both his trousers and underpants and put them with his shirt. He then bent down and took off his socks and put them with his other clothes, before standing back up, fully naked, knowing that he had a really stiff erection.
Hannah again saw the erection and kept a straight face whilst smiling to herself, pointed to her lap, and ordered, "Get across my lap, you naughty boy."
Moments later, Tom had bent across Hannah's lap and had the view of her slim upside-down bare legs and loved the fact that the close-up view was a million times better than the one he had imagined. He loved, even more, the feel of her hand rubbing his bottom in circles and prepared himself to find out just how easy it would be to cope with a spanking, or maybe it wouldn't be anywhere near as easy as he had imagined.
Hannah loved the control that she had over Tom, although still wondered whether he would resist later on because she did intend to give him a seriously hard punishment. The start was to spank him with her hand, which she did initially on alternate bottom cheeks, enjoying how his bottom cheeks surrendered to her hand, flattening before swirling around and bouncing back just as she spanked the other bottom cheek. She continued spanking on alternative bottom cheeks, enjoying what she was doing more and more because she really did have those dominatrix desires, which seemed to match in reverse the submissive desires that Tom had.
Tom found he was actually enjoying being spanked. He had never been spanked when younger, although once, at sixth form college, one of the female teachers had smacked his legs when he hadn't been quiet at the end of a gym class. He always wondered whether that had set off his submissive desires, because she was dressed in her gym kit and so a vest top and very short skirt which showed off her bare arms and bare legs. She had a very authoritative tone of voice, at least he thought so given that she was a teacher and he was a college student. He didn't know that kick-started his submissive desires for sure, but he had also regularly pictured her being the one who spanked him as he masturbated in bed at night. Then, when Hannah dressed in the same skimpy clothes his fantasy quickly turned to her.
Even when Tom realised that Hannah was now spanking the same bottom cheek several times in a row and then the other bottom cheek several times in a row, he still found the experience exciting albeit that his bottom was starting to sting in a way that it hadn't ever before. He also loved the way that he saw how Hannah's calf muscles tensed, just as he had imagined they would, but the reality was electric.
After quite a while of seriously spanking Tom, Hannah stopped spanking him with her hand and started to spank him with the hairbrush. She loved the louder gasps and yelps Tom made but didn't hold back as she knew that he wanted to experience a true thrashing and she wanted to experience giving one.