Ben’s Naughty Boy Spanking

"Ben is spanked by his chummy mummy in front of two of his friends"

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This continues the story, Ben’s Good Boy Spanking 

Ben and Natalie were smiling at each other as they looked forward to dinner with two of Ben’s closest friends. 

Ben was twenty-years-old and was wearing a dark blue short-sleeved shirt with dark blue jeans, albeit his jeans and his light blue underpants were actually on a chair by the dining table. 

Natalie was forty-two years old and was wearing a sleeveless floral dress with bare legs and toeless shoes that showed off her painted toenails. 

The relationship had blossomed as Natalie loved going out with men Ben’s age who she could mother, and discipline in a maternal way, whilst Ben fell for women his mum’s age and treated them like chummy mummy’s whilst accepting their right to discipline him. Over the last few months, Natalie had spanked and caned Ben regularly. Sometimes they just both fancied a discipline session as a foreplay to sex, whilst on other occasions, Natalie decided Ben had earned a spanking and caning for arguing, talking back, swearing, and the like. They were naughty boy spankings and canings and weren’t foreplay to anything other than Ben struggling to deal with his stinging bottom without them pleasuring each other. 

There were times when Ben would sleep over at Natalie’s, and more often now for the weekend. It became clear that Ben wasn’t that good around the house. Natalie told him off one time, saying, “So you don’t know how to cook that much, nor work the washing machine. It shows just why you like going out with women my age, because you really do want to be mothered.” 

Ben had blushed, but agreed with Natalie. “Yes, that is it, and so you get all the benefits of mothering me, including full disciplinary control.” 

They laughed about it, but both knew the exchange really did make sense, and explained why they were both so happy with each other, with both in love as girlfriend and boyfriend, but also the strict maternal love of Natalie in charge and Ben who was happy to obey, and suffer the consequences when he didn’t. 

That relationship grew and deepened, but Natalie knew that although Ben had told his closest friends he was spanked and caned, she needed them to see how their relationship worked and the best way was to discipline Ben in front of his friends. That would make or break their relationship, she knew but was confident that, although he had never said it, Ben was in love with her, just as she was in love with him. 

This evening, Natalie and Ben had gone to a restaurant with Ben’s friends, Ella and Joe. He had had a few glasses of wine too much to drink and got into an argument with Joe over that afternoon’s cup final. Natalie had told him to quieten down, but he ignored her. That led to Natalie’s decision to spank and cane him when they got back to her place, and, as Ella and Joe were invited back as well, they would be watching. 

So, as Ben had his nose pressed against the wall with his jeans and underpants at half mast, Ben’s friends sat on chairs on the other side of the dining room. Ella was nineteen-years-old, and was an ex-girlfriend of Ben’s who she had met at college, and was now going out with Joe, Ben’s best friend. Joe was twenty-years-old, like Ben. Ella was wearing a short-sleeved pink and white party frock with a hem not far below her bottom cheeks and had bare legs. Joe was in a short-sleeved shirt and jeans, like Ben, except his jeans and underpants were still firmly in place. 

Ella and Joe were watching Natalie swishing a cane that she had just taken out of the sideboard.  

As they waited, with the tension rising, they all played over in their minds what had happened at the restaurant that led to the impending punishment. 

The meal had started with everyone relaxed and happy. Natalie, in particular, was delighted to be with three people who were just nineteen and twenty years old and who treated her like a mum as well as Ben’s girlfriend. 

Ella did find it a little strange to be chatting with Natalie as though she were one of her own friends rather than one of her mum’s friends, more so because she knew she had been a headmistress for quite some years and responsible for discipline at a local college, although not the one she had attended. Natalie had even asked Ella whether she had been caned at school. Ella replied that she had been but only in the sixth form where they were given the choice between a two-hour detention and the cane. “Most of us girls took the cane as it was so much quicker and we could get back to our friends.” 

Natalie smirked as she replied, “I always preferred giving the cane for the same reason as otherwise I was tied up in the detention class which I found as boring as the students.” 

Ella wondered if the questioning was a lead-in to Natalie telling her she needed to be caned, and so was particularly careful not to be too direct or argumentative if she disagreed with a point Natalie was making. Mind you, she did find it strangely sexy to have to watch her tongue like that. After all, she knew that Natalie spanked and caned Ben and had often wondered how hard she disciplined him but was too embarrassed to ask. 

Ben and Joe spent quite a while chatting between themselves. They had watched the cup final on TV that afternoon and each supported the opposing team. It was a close match, settled on penalties, and there were plenty of talking points. Unfortunately, as the boys downed more and more booze, Natalie started making meaningful glances towards Ben to quieten it down. 

Ben was aware that Natalie wanted them to stop arguing, or at least not to argue with such loud voices, but he and Joe had drunk too much and wouldn’t be silenced.  

Natalie knew it wasn’t only Ben’s fault, but it was only Ben that she could discipline. So, when the waitress came over to the table and asked the boys to lower their voices, and they answered back too abruptly, Natalie had had enough. She asked for the bill and, when the waitress had gone to the till, glared at Ben and said, “You are going to be spanked and caned when we get back.” 

Ben looked horrified. Joe had forgotten that Ben was disciplined and laughed and said, “Yes, Ben, you’ve been a very naughty boy.” 

Ella did remember and whispered to Joe in her, ‘You idiot,’ tone of voice, “Shush, Joe, it’s not funny.” 

It took a few moments and Joe didn’t finally get it until he looked directly at Ben and saw him blushing. He then put his hand to his mouth and said in a horrified tone, “Gee, hells bells, sorry matey.” 

Natalie and Ella looked at each other as though agreeing both boys were very naughty, but Natalie knew that she wouldn’t be spanking and caning Joe, whilst she was now sure that she would be spanking and caning Ben in front of his friends. Still, she was at least happy that both boys had finally quietened down. 

The bill came and Natalie got out her credit card as she normally paid for both Ben and her. Joe took out his card and Natalie said to the waitress, “We’ll split the bill in two, please.” 

The waitress was used to that and, once told what to add for the tip, put each card in turn through the card machine. 

Natalie said to Ella, “Let’s get going, then, shall we?” 

Ella forced a smile and nodded, and as she walked towards the door was wondering if she would actually be allowed to watch Natalie spank and cane Ben. After all, they had been friends for a while now and it would be strange for sure, but she did like the thought of watching an adult get his bottom spanked and caned, and with Ben, it would be like watching a sibling being spanked and then caned which was even better. 

As soon as they got back, Natalie ordered, “Right, Ben, jeans and underpants off and press your nose against the wall on your naughty spot.” 

Joe was wide-eyed as he watched his best friend follow Natalie’s instructions as though she were his strict mother, although Ben had told him how he saw it more like his strict chummy mummy girlfriend. Whichever it was, though, moments later Joe saw Ben without his jeans and underpants but so different to when in the changing room getting ready for a football match or the like as he pressed his nose against the wall and put his hands on his head. He hadn’t believed Ben when first told that Natalie had spanked and caned him, and joked about it, but when he realised that Ben was serious, he supposed there was nothing too wrong with it. Anyway, he had his own secrets that Ben didn’t know about. 

Ella was also excited at the sight of her ex-college mate and friend obeying his new girlfriend. She knew how Ben looked on Natalie as his chummy mummy but reckoned she would have been quite happy to deal with Ben herself even though a year younger than him, but Ben hadn’t disclosed his fantasy to her when they were going out, and now it was probably too late. Ella did glance towards Joe but reckoned he was too macho to accept being spanked by her.  

Natalie saw the looks on the faces of Ella and Joe and got into her headmistress mode as she explained in a stern tone, “Ben accepts my decisions on everything, including discipline. This will be the first time he is disciplined with anyone watching but knew it was coming, and having two good friends like yourselves watching is just what he needs.” 

Natalie had often caned one student with another watching who knew they were going to be caned straight afterwards as it added to the punishment. This wasn’t quite the same, but the real intention was to get Ben used to the idea that he needed to behave when with their friends because he was now likely to be spanked and caned in front of them, and once it actually happened then she reckoned he would get used to the idea very quickly. 

As Ben had his nose pressed against the wall, he felt the humiliation of being his age and about to be spanked and caned in front of two close friends. However, he knew he had started to fantasise about exactly that when in bed recently, and that it was Ella watching him, and so was actually glad Natalie had decided this should happen. He just hoped that both Ella and Joe would understand. 

Natalie was satisfied that there were no objections, and actually felt a sense of eagerness from Ella and Joe to get going. Feeling the same herself she turned a dining chair into the room, sat down, and ordered, “Right, Ben, come here and get across my lap.” 

As Ben did as he was told Natalie saw the looks of surprise on Ella and Joe’s faces, as though they hadn’t actually expected Ben to accept his spanking. Those looks almost immediately turned to smiles at the realisation Ben was being totally obedient, and the smiles broadened as Ben bent down across her lap. 

Ben knew this was a naughty boy spanking and that he deserved it, but that didn’t take away the regret that he wouldn’t be getting good boy sex afterwards. He had suffered naughty boy spankings already, so many times, and wondered why Natalie was so insistent that she made do without sex as well. He had asked her and she said that a discipline spanking put her in a different place to a good boy spanking, and so she saw it as her maternal duty to make the lesson a pain-filled but also educational one. Ben felt he understood her reasoning and never raised the subject again, but readily continued to accept her disciplinary control over him. 

Natalie didn’t tell Ben how, after a naughty boy spanking, she would make sure she went to the bathroom when Ben was facing the wall after his spanking and caning, and was still crying so he didn’t hear her finger herself to an orgasm. It wasn’t anyway near as fabulous as when they made love after a good boy spanking, but she got the release she needed. 

As she watched Ben lower himself across her lap, so Natalie also reminded herself how she used discipline for their mutual benefit, as well as something that they both found sexually arousing. She had seen the benefit of discipline whilst the headmistress at college, but it was only afterwards that she discovered that it had an important role in a loving relationship. Here, with Ben, she enjoyed the feeling of being in charge of someone that she loved, knowing that that love was being returned, even when a spanking and caning was involved, which was true maternal love returned by twenty-year-old Ben in this case. 

Ben settled across Natalie’s lap, with his hands on the floor, and his face just inches from her painted toenails as well as her upside-down legs. He had to admit that he always did enjoy being in this position, even as Natalie started to rub his bottom in circles, although, clearly, preferred it with a good boy spanking rather than today’s discipline spanking. However, Natalie was the one who was in charge and she set the rules, and he broke the one regarding not obeying her in that he continued to argue with Joe in the restaurant. So, he knew he deserved this spanking, and, no doubt the cane as well that Natalie had promised him. He didn’t hold anything against Natalie as he knew the rules, but just hoped he didn’t make himself look too bad in front of his friends. 

Natalie rubbed Ben’s bottom in circles which, she knew, always settled him down and reminded him just who was in charge, which was her. She did look up at Ella and Joe and saw that they were both watching attentively, and she wondered whether they had watched anyone being spanked before. She decided that she needn’t ask because this was not about them at all, but simply about reinforcing her position over Ben so that it was now general knowledge how he had to obey her, and that he willingly did so. 

Once satisfied with her position in charge, she raised her hand and brought her palm down on Ben’s far bottom cheek, watching it surrender, flatten, bounce back and swirl around, just as she spanked the other bottom cheek. She then proceeded to spank his bottom on alternate cheeks time and again, knowing that he would be able to deal with the spanks reasonably well early on, but, after several minutes, he would be struggling. So, as she continued to spank him and turned his bottom darker and darker shades of red, so he did start to squirm around on her lap, tensing his arms and legs, and even hissing in and out through clenched teeth. 

Ella and Joe exchanged looks from time to time as though telling each other that they were happy it was Ben being spanked rather than them. Well, that wasn’t unusual when siblings were watching a spanking, but it was noticeable that they weren’t making any comments themselves, as though they were perhaps just a tinge worried that Natalie might say to, Joe, for instance, that he was as naughty as Ben and deserved a spanking. 

As Ella and Joe continued to watch the spanking, and the sound of the spanks echoed around the room, so they both started to feel sorry for Ben as they watched him increasingly struggle, knowing that his bottom would be stinging more and more judging from the way it was turned such a dark shade of red. They felt even more sorry for him when Natalie started to spank the backs of his legs because, again, they could see that those spanks each stung rather more than when his bottom was spanked. 

Once Natalie was happy with the deep shade of red that she had turned both bottom cheeks and the backs of both legs, she glared at the back of Ben’s head and ordered, “Okay, Ben, stand up and then bend over and grab this seat. You know what to do.” 

Ben was at least happy that the spanking was over, although knew that the cane would hurt much more. Nevertheless, he eased himself up from Natalie’s lap, making a conscious effort not to rub his bottom because he knew from past experience that that would add strokes of the cane for a naughty boy spanking. He turned, bent over, positioned his legs apart as he grabbed the seat of the chair, and looked at the floor behind to see Natalie positioning herself. He knew that whilst that initial caning all that time ago was just three strokes, since then she only gave a minimum of six strokes and often more. He wondered whether she would at least tell him this time so that he could prepare himself. Quite often she didn’t when it was a good boy caning because the additional tension certainly got him more aroused. 

Natalie positioned herself by rubbing the cane from side to side across Ben’s bottom making sure that she was positioned so that when the cane landed on his bottom it would land fully on both bottom cheeks and the end would not flap into the air. Once happy she was standing in the correct place, she again glared at Ben and said, so the other two could also hear, “Six strokes, for your disobedience.”  

Ella and Joe looked at each other. Both had been caned once when at college, with Ella getting three strokes and Joe getting four. Both had also spoken to fellow students who had been given six strokes and all of them said just how difficult it was to cope with so many. Everyone also agreed they didn’t want to earn the cane ever again. Ella, though, remembered that Ben said it but didn’t seem to mean it, so she now reckoned that he had had the desire to be disciplined even then, and out of everyone, he did get caned again quite a few times. 

Natalie had discovered the fear the cane caused at her college where she often gave six strokes. Of course, that helped get word around the college that bad behaviour was dealt with severely, and, in turn, that instantly improved the behaviour of almost all of the students. Natalie remembered how some weeks there was no one there to be caned, and at the time was really happy that that was becoming the norm. It was only afterwards, when she linked her own sexual arousal to giving the cane to a boyfriend, that she remembered her experience as headmistress and knew six strokes ought to be the minimum given for bad behaviour. 

Natalie tapped Ben’s bottom with the cane twice to tell him the caning was about to start, and then pulled her arm back and brought the came down very firmly, with a loud thwack, and watched as the cane cut into Ben’s bottom and listened to his gasp of pain. She glanced at Ella and Joe to see their reaction, and reckoned from the knowing looks on their faces that they had both been caned and knew how painful it was. 

Ella and Joe glanced at each other and winced as they realised then that Ben was being caned on his bare bottom whilst those in the sixth form were caned on their trousers or dresses. Then, as the second stroke landed, they were watching his face and saw the pain edged across it and wondered how come he was prepared to date such a vicious woman. Of course, as Ben had explained to them both, he did hate being caned, except afterwards when the stinging sensation took over, he found that same pain became erotic. He really couldn’t explain how come so much pain did turn him on, but it did, and that was why he was happy to stay with Natalie and give her disciplinary control over him. As he explained as well, there were so many benefits to having a girlfriend old enough to be his mum who gave him true love as well as maternal discipline so, together, was giving Ben pretty much all that he wanted. He had added, with a smile, “And she is a great cook and can work the washing machine.” 

When the third stroke landed Natalie watched as the welt developed, just under the other two, and then watched as she landed the cane again and the fourth welt developed under the third one.  

The fifth stroke landed and Ben yelped with the pain and it was quite noticeable how he fought to keep a hold of the seat of the chair. He managed it, and then as the sixth and final stroke landed so he clasped hold of the seat again, shook his head from side to side with his eyes closed, and once again hissed in and out through clenched teeth, but knew that he would recover fairly soon. 

Natalie was satisfied with the caning but not so happy that she couldn’t do what she normally did with Ben after the last stroke., After a good boy caning she would rub his bottom because there was something quite special about rubbing a bottom which had those thick raised welts painted across it, and she would then clasp hold of his ball sac and squeeze slightly, which she knew always turned him on. She didn’t do it after a discipline caning, although as Ben was sleeping over tonight, she would have the chance later on to do that. After all, she had manipulated the reason to spank and cane Ben today, so maybe she could make an exception this time. 

Natalie was satisfied with the punishment she had given Ben, but still ordered, “Right, then Ben, go to your naughty spot and press your nose against the wall for ten minutes.” 

Ben was sobbing as he quickly walked towards the wall and he didn’t even look towards Ella and Joe because he knew that his vision was blurred, and was quite happy pressing his nose against the wall and feeling the tears trickle down his face. 

Ella and Joe looked at each other asking silently what they should do. Ella nodded her head towards the door and Joe showed that he agreed with that and they both looked towards Natalie.  

Natalie returned to her headmistress mode and said, “Well I’m sorry you had to see that. However, Ben knows that he is now punished when he doesn’t do as he’s told. Don’t worry, though, I do look after him really well.” 

Ella was more in control of her emotions than Joe and replied, “Yes, Natalie, I know. Anyway, there’s a lot to be said for a relationship like yours and Ben told me just yesterday how much he loved you.” 

Ella knew that Ben was not the most forward of people to show his emotions but he had told her that, and, one woman to another, it seemed the most sensible thing to say. 

Natalie was quite taken aback by the comment, as she had hoped that Ben loved her, but he had never said, but now, thanks to Ella, she knew he did. 

Natalie gave Ella a friendly smile and said, “Thank you,” and really was thankful that she had chosen his two best friends to watch. 

Ben was still sobbing but heard the exchange and he knew that Ella was saying exactly how he felt, so he was grateful to her as well. 

So, once Ella and Joe had left, Ben still had his nose pressed against the wall but was thinking how lucky he was to have the strict headmistress chummy mummy as a girlfriend and lover, knowing how well she cared for him and in return strictly enforced the discipline regime he so needed, and turned him on. Now Ella had told Natalie his true feelings he hoped Natalie would force him to tell her himself. Maybe the threat of a good hard spanking would do it, he thought, then the spanking, and then good boy sex with him licking her pussy lips. 

Natalie studied Ben as he faced the wall, knowing how lucky she was to have found a man who she loved and wanted to take maternal care of, and who accepted she would be the decision maker and in charge, including accepting her need to enforce discipline with a spanking and the cane, knowing it also turned her on. Well, Ella had told her that Ben did love her. She smiled as she wondered how best to get him to tell her himself, and thought in a few minutes’ time when she ordered him back across her lap would be a good time for that conversation, followed by a good boy spanking and then making fabulous love. 

Both hoped they were thinking the same thoughts, and they were, and that is what happened. 

Afterwards, Ben was crying but had an erection, whilst Natalie was damp and her vagina was throbbing. Natalie caressed the welts she had splashed across Ben’s bottom, and each was telling how much they loved the other. All the time Natalie was in charge and Ben was happily doing as she told him, including telling her he loved her. Natalie took several mouthfuls of Ben’s cum, and he licked and sucked Natalie to several huge orgasms, and both were as happy as they could be. 

Published 3 years ago

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