Roger was surprised when he opened the front door and saw a young woman who looked about twenty-five years old smiling at him saying, "Hi, I'm Emma. Congratulations, you are the winner."
Roger was fifty-three and married to Linda, who was fifty-one and who had left to go shopping just a few minutes earlier. They had been married for almost twenty-five years.
Roger was bemused as he asked, "What competition did I enter, Emma?"
Emma was still beaming a smile as she replied, "Our one on the 'DealWithMe,' spanking site.
Roger saw Emma smile as she held up a photograph of a woman dressed in a white short-sleeved blouse with a short dark blue skirt, and was holding a cane. Roger was blushing as he remembered he had seen that exact photograph several times as he looked at one of his favourite S&M websites, and quickly looked around and when he saw that no one was there was relieved, and he said quietly but urgently, "You had better come inside, Emma."
Roger let Emma pass him and go into the hallway and then turned and followed her and looked again and saw that she was wearing a short-sleeved white blouse and dark blue skirt just like the lady in the picture. Was that deliberate or just a coincidence, he asked himself? However, he was too nervous at the fact she had the photo he so liked to think about that too much.
Emma had expected exactly the embarrassed reaction she got and happily went inside. She turned and saw that Roger was directing her towards the living room and so walked in.
Roger followed, and said in a worried tone, "I don't remember entering a competition, Emma."
Emma smiled again and replied, "Well it could be that you entered the competition without realising it. You had to click on this photograph and that automatically entered you into the competition."
Roger was still bemused, when he asked, "So what could I possibly have won?"
Emma was still smiling as she explained, "You get a free S&M session. We've monitored what you are interested in when on our website, and we reckon that you want to be both spanked and caned by a woman."
Roger was aware that that was exactly what he had fantasised about for many years but was still surprised that all of that could become so clear about him, albeit he had looked at the website many many times, as well as all of the other ones that he looked at of a similar type. So, he started to ask, "Well, Emma, I really,"
Emma snapped at Roger, "Miss Emma to you because I am here to 'deal with you' as the site name suggests."
Roger was quite taken by the authoritative tone and had to admit that, if he had won a competition, then maybe he might as well take the prize. After all, he knew that his wife was going to be out shopping for at least another two hours, so, entering into the swing of things, he replied contritely, "Sorry, Miss Emma."
Emma said sternly, "That's better," adding after a few moments, "Now let me give you your prize. That will be a bare bottom spanking with my hand and then six strokes of the cane."
Roger gasped at the level of the punishment although he supposed that he had always imagined something like that. Of course, he hadn't expected it to have happened in real life, and certainly not by winning a competition that he didn't even realise that he had entered. Still, it seemed that he had, and he had to admit to an increasing state of arousal at the thought of being disciplined by authoritative Miss Emma.
Emma could see that her stern retort had silenced Roger and even after several more moments he showed no signs of resistance. In fact, looking at his trousers, she could see he was actually starting to look forward to his prize. So, reckoning that she was now in charge, ordered, "That's better. Let's go to the dining table where you will turn a chair into the room, stand by it, and wait for me to be seated."
Roger glanced towards the dining table and, as Miss Emma walked towards it, he followed. She stood next to one of the chairs which he then obediently turned around and watched her sit down and looked at her lap and saw that the skirt had ridden right up her thighs and she was pretty much bare-legged. He saw Miss Emma then point towards his trousers and instruct sternly, "Get those trousers off, as well as your underpants."
Roger blanched at the thought of removing his clothes in front of this young lady but then reconciled that that would have to happen if he was going to be spanked on his bare bottom. He, therefore, did as he was told and moments later had stepped out of both his trousers and underpants, scooped them up, and threw them onto an adjacent chair. He then waited for further instructions.
Emma knew that she could have just told Roger to bend over her lap, but, instead, wanted to assert her control, and demanded, "Pick those up and fold them properly."
Roger was quite taken aback by the instruction but was now getting into submissive mode and, as he picked up his trousers, he realised he still had his erection. That stayed as he folded the trousers more neatly and put them back on the chair before picking up his underpants, folding them once, and putting them on top of his trousers. That was when he stood back up again and looked down at the very stern-looking Miss Emma.
Emma decided to have some more fun and ordered, "Now take your top off and make sure that is folded neatly."
Roger winced at the instruction knowing that he would now be totally naked and wondered whether that was really fair given that this was a prize. However, as he looked at the stern face and demeanour of Miss Emma, he realised that he was getting even more aroused and suddenly became concerned about his quickly stiffening penis and what Miss Emma would think about that. Of course, he had imagined himself being sexually aroused when being disciplined, and quickly came to terms with the fact that he was. So, deciding to enjoy his prize, he smirked as he saw Miss Emma looking at his penis and thought she would be pleased.
Emma did look at Roger's penis and was pleased that it was erect, but knew that she wasn't going to show any emotion that would help Roger deal with the punishment she was going to give him. After all, Roger was being punished and needed to show respect for the person punishing them, and not admiration or arousal. So, keeping a stern look on her face, she ordered, "I told you to get your top off. I am running out of patience with you, so you had better do it quickly."
Roger was quite shocked at the severity of Emma's tone of voice and immediately pulled his top up over his head, folded it, and put it with his other clothes before standing back up and looking down at the glaring Miss Emma. Once again, he reminded himself that this was a prize so he may as well enjoy it, and a part of that prize was to obey every single instruction Miss Emma gave him, and that was what he now wanted to do.
Emma continued to keep a stern look on her face but enjoyed the sight of Roger obeying her so quickly, and reckoned that he was now getting into the submissive role she wanted. She let him dwell on the fact that he was totally naked for a few moments, before ordering sternly, "Get yourself across my lap."
Roger was breathing heavily in anticipation and as soon as he heard the instruction he leaned forward and balanced himself on the edge of the far side of the seat, and as he looked down at Miss Emma's bare thighs knew they were where his stiff penis would be resting. He didn't ask whether that would be okay because he rather liked the thought of it as he caught his fall with his hands on the floor and lowered his full weight including his stiff penis onto Miss Emma's bare thighs.
Emma kept the stony look on her face until Roger had passed by and was on his way down so that he would be looking at the floor and the backs of her legs. She then smiled because, as always, she looked forward to giving a naughty bottom a good hard and very long spanking. She knew that Roger was really a willing participant although this was the first time he would've been spanked. So, placing her hand on his bottom she started to rub in circles that transferred control totally from him to her. After several rubs, she raised her hand and brought her palm down on his far bottom cheek and, again as always, loved the way that the bottom surrendered to her hand, bounced back as she pulled her hand up, swirled around a bit, and then settled down just as her hand spanked down on his near bottom cheek and the same surrender happened.
Roger was tense as he felt his bottom being rubbed but rather assumed that he would be able to deal with anything which this young lady gave him. He was therefore surprised when the first spank landed and it hurt rather more than expected, although, of course, was quite manageable, just as the next several spanks were as manageable. However, as the spanks continued on alternate bottom cheeks so he found the stinging lasting more and more after each spank and then that the stinging became more and more intense. He supposed that he had expected it, but no longer wondered how come a young woman like Miss Emma could spank so hard and realised that her arms were well-toned and, when looking at her calf muscles saw that her legs were well-toned, so reckoned that she was a regular at the gym. It hardly mattered, after a while, because he was then more concerned about dealing with each spank so as not to embarrass himself by crying.
Emma was very pleased with the way that Roger was staying in position as she landed harder and harder spanks and knew that his bottom would be stinging. Even so, she continued to spank him for several minutes before changing to spanking the same bottom cheek time and again and then spanking the other bottom cheek time and again, also for several minutes. She knew that he was able to deal with that, and, as much as her own hand might sting, it would be nothing like the stinging that Roger would be experiencing.
Emma continued to spank Roger's bottom until she was happy with the red colour of both bare cheeks and then proceeded to spank the backs of his legs. She smiled again as she heard Roger's suddenly louder gasps as his legs were spanked, and Emma knew that that would hurt him much more and much more quickly than when spanking his bottom. Nevertheless, Emma's intent was to make the backs of his legs at least as red as each of his bottom cheeks and it was only once she was happy with that result that she stopped spanking Roger and ordered in a sarcastic tone, "Right then, Roger, you can now enjoy me giving you the cane."
Roger heard the instruction and eased himself up from Miss Emma's lap and found that he couldn't stop himself from rubbing his stinging bottom. He certainly struggled to deal with the spanking at least towards the end and had quite forgotten that he was also going to get the cane as part of his prize. However, as much as his bottom and legs stung, he also looked down and realised that his erection had quickly returned and, as much as the stinging was painful, he was surprised to find that he was still aroused and was looking forward to being caned. He couldn't understand why but supposed his fantasy had gone on for so many years that he really did want to know if he could handle being caned and, probably more importantly, whether he would be as aroused afterwards as he was before the caning.
Emma was again chuckling to myself when she realised that Roger was still being obedient, even though he rubbed his bottom without being told he could. Of course, when she was properly disciplining someone that kind of disobedience would earn additional strokes of the cane but realised that didn't quite work if, what she was really giving, was a prize. However, she wasn't, as she was here because Rogers's wife, Linda, knew that Roger was into corporal punishment from his internet history which she knew about but it seemed Roger didn't and decided she would be interested in helping him out. However, Emma knew that Linda felt she needed to check first and foremost that his interest was with him being submissive, and, secondly, assuming that it was, whether he wanted her to discipline him.
In fact, once Linda had found out that Roger had visited corporal punishment sites, quite repetitively, and it looked as though he was focused on women spanking and caning the men, she didn't want to raise it herself just in case she was wrong. So, she asked Emma, a friend of a friend's daughter who was in the local S&M scene, to come and deal with Roger on the basis of the competition which, of course, he hadn't ever entered, nor was there a competition. However, in reckoning that Roger would go for the experience, there was ample time for it to be done before she got back from her supposed shopping trip. Little did Roger know, but Linda was sitting in a coffee shop close by in the corner with her back towards the wall looking at her phone and seeing everything that Emma was seeing because of the camcorder she was wearing. So, Linda knew that Roger had accepted his spanking, and with his erection was now looking as though he would accept being caned, which boded well for later on.
As Emma stood up, she turned and opened her bag that was on the dining table and took out a senior hook-ended cane and saw the concerned look on Roger's face knowing that he had never been caned before nor, probably, had come so close to seeing a real cane. He looked even more concerned as she swished the cane twice and ordered, "Bend over and grab the seat of the chair, and make sure you don't get up until I have finished and told you that you can get up."
Roger was really worried as he went over to the chair, bent over and clasped the sides of the seat spreading his legs slightly apart to balance himself, and looked at the floor behind and saw Miss Emma's upside-down legs and then felt the cane being rubbed from side to side across his bottom. How was he going to cope, he asked himself. After all, the spanking ended up hurting him a lot more than he had expected, and so the cane was bound to be far far worse. He certainly didn't want to show himself up in front of this young woman although realised that he could simply say that he didn't want the rest of his prize and assumed that she would accept that. However, as much as he was getting concerned about the cane, he also knew that he was getting more and more aroused as the cane was rubbed from side to side across his bottom and Miss Emma's sexy legs tensed. So, he told himself that the die was cast and he would just have to deal with whatever pain he was going to suffer as, after all, he was a man.
The next moment, Roger realised that the cane was no longer being rubbed from side to side across his bottom and he looked immediately at Miss Emma's legs and saw that her calf muscles were tense and one leg slightly bent, and the very next moment the cane landed with a loud thwack and he felt the most horrendous pain. He knew that he yelped and threw his head back and that, through sheer determination, and maybe fear, he managed to keep hold of the seat of the chair even as the pain cascaded around his bottom. How could one stroke be so painful, he asked himself and wondered whether it was because he was spanked and had expected that to warm his bottom up. On the other hand, maybe the spanking had warmed his bottom up and the pain would've been even greater if he had not been spanked. His mind was all in a quandary, but that finished as the second stroke landed and he once again yelped as he held onto the chair and shook his head from side to side to deal with the pain.
Emma was very experienced at caning and always loved to see the red welts appear and made sure that she landed the third stroke under the first two. She also enjoyed listening to the pained yelp and seeing Roger's head shaking from side to side as she heard him hiss in and out through clenched teeth. She had seen and heard that same reaction so many times, and as she landed the fourth stroke just below the third, and the reaction was repeated, she knew that Roger really was submissive when it came to corporal punishment. All of that boded well for Linda, she told herself and hoped that she was watching everything that was happening on her phone.
Roger once again looked at Miss Emma's legs and realised they were blurred, but he no longer felt embarrassed by having tears well up in his eyes as the fifth stroke landed. He howled with the pain but remembered to keep a hold of the seat of the chair but couldn't stop himself from raising one leg. He did wonder if that was a normal reaction that Miss Emma was used to seeing but stayed focussed on the pain rather than dwelling on that thought. Even so, this was just so much more painful than he had expected, although, once again, he realised that he wanted this experience, and more of it, although didn't know whether it was the feeling of submission or the pain itself that was getting him more and more aroused. Right then he couldn't understand just why he was so aroused but, as the sixth stroke landed and he once again yelped with the pain, he reckoned that Emma was used to seeing this reaction from the other people that she must have caned.
As Roger recovered, he even wondered whether Emma would cane him again, but then supposed not as she was here just because he had won the prize. Even so, as the tears trickled down his face, he told himself he was now thankful that he had won the competition that he didn't even realise that he had entered and felt his arousal returning as was his erection.
Emma was delighted with the way things had gone and knew she would love to be a fly on the wall when Linda came home. However, she couldn't be and now had to close the punishment. She, therefore, said in a happier tone of voice, "Well done, Roger. You handled both the spanking and caning very well. You can now get dressed."
Roger took a few more moments to recover enough to push himself up, but, once he did, and got to a standing position, once again his hands flew to his bottom and he rubbed feverishly and stepped from foot to foot. He certainly wanted to go and look in the mirror and see the welts that he could feel but reckoned that it wouldn't be the done thing whilst Miss Emma was still here.
Emma made sure that her camcorder kept on showing Roger as he rubbed his bottom and did his spanking dance, and that his penis was erect once again. She knew that meant that he was seriously aroused by being disciplined and hoped that Linda would be up to demanding she take disciplinary control. Time would tell,