This continues the 'Mrs Denver' story of Jenny’s Punishment Letter: Carla, the twenty-three-year-old cleaner for Mrs Denver at the Sixth Form Academy, was still thinking about the previous day when she had watched Jenny Howe, forty-two-years-old, who she knew she was envious of because of her gorgeous looks and figure, was caned by Mrs Denver, the headmistress of the Academy. She had to admit to thoroughly enjoying watchi...

Ben stood obediently with his hands on his head, his nose pressed against the wall, and his bare bottom on show, knowing he was about to be caned by his girlfriend, Natalie. Ben was twenty-years-old and was wearing a light blue short-sleeved shirt with dark blue jeans, albeit his jeans were already pushed down to his knees, as were his dark blue underpants. Natalie, Ben’s girlfriend of six months, was swishing a cane that...

As Emma stood with her nose pressed against the wall, her hands on her head and her bottom was stinging after yet another particularly painful but well-earned spanking, she thought about how, at twenty-three years of age, she continued to be subject to a whole series of stringent rules which were strictly enforced, just like today. Emma rented a room from Victoria Holmes who was forty-six-years-old. Although just by chanc...

Samantha walked into the living room, looking for Nikki, and was holding a notebook. As soon as she walked in, she saw that Nikki spotted the notebook and a look of horror spread across her face. Samantha was forty-three years old and had met nineteen-year-old Nikki purely by chance when they were both having a coffee and got chatting. They quickly realised they had a mutual desire, which was that Samantha regretted not h...

Jack was upset with himself as he walked in from college. He was sixteen years old and had got his first-ever detention. He knew that would get him grounded for three days which would mean he would miss two football games and a party he was looking forward to going to. As he was one house away from his own, Olivia, their neighbour, called out to him, “Hey, Jack, hold on a minute.” Olivia was twenty-eight years old and liv...

Jack knew that he was going to be in for it just as soon as Naomi got back from school. Jack was forty-three years old and MD of a company with over one hundred employees, whilst Naomi was forty-three years old and the headmistress of the local sixth form college. As much as Jack tried, he knew that he focused on his job and never came up to his wife’s expectations at home and in order to guide him, it was agreed quite qu...

Nina was grimacing as she was sitting in the general office, totally naked, with her work colleagues sitting at their desks all around her, smiling at her distress, and watching as she wrote out the report that she now had to write every time she earned herself a spanking. It was a new way to add to her punishment for doing her work at an unacceptably low level. For most people, it was a verbal then written warning before...

Becky was just as nervous as usual as she stood across the road and looked towards the discipline centre. She knew that once again the punishment would hurt, but she was now used to that, and, more, still hankered after it. The problem was it was half term for two weeks ago, and so two weeks when she wouldn’t be able to earn punishment for getting good marks on a test. However, being the clever girl she was, or thought sh...

They sat in the hallway, waiting. Livid. How many times did they have to go through this routine? How many times would he have to be disciplined before he did as he was told? He put the key in the latch and opened the door quietly. He tiptoed in and closed the door as quietly as possible and when he was distraught to see that Kelly was standing there, staring at him. Jeff stared at her, his mouth open, at his twenty-year-...

Tim was in the pub with a girl from his office when his mobile went. He recognised the phone number and instantly knew it was Hannah.   She ordered, “Get your ass back home now or Abigail gets an email with a photo of the two of you, and do not kiss her goodbye.” Tim and Hannah were housemates, so living together and were friends, but each had their own bedroom. Tim looked around but could not see Hannah although knew she...

Tina sat on the bed, Ellie by her side. The two eighteen-year-old friends were in Ellie’s bedroom.   Tina said with a smile, “You have to see this, Ellie. It’s about Johnny.”   “What, Tina, your friend, Johnny?”   “Yep, and Mrs Howard the cleaner.” Tina was almost wetting herself. Ellie was a bit surprised to hear the name Mrs Howard because that was the name of her cleaner. “Mrs Howard?” asked Ellie.   “Yes, she has clea...

Becky walked into the Discipline Centre and up to the reception desk and saw Sylvia was on reception. “Hullo, Sylvia,” Becky said with a half-smile. Becky was always a bit nervous walking into the Discipline Centre because so many of those who had to attend did so because they had broken the law and were sent there instead of prison or having to wear an ankle tag. She on the other hand, fell into the second category as sh...

Lucy was twenty-eight-years-old and had never felt more comfortable about her body. She had gorgeous light brown hair, a very pretty face, certainly being told that by plenty of girlfriends. She was always smiling and friendly and took everything in her stride, although for many years the one thing she found so hard to cope with was her 34aa bra size. Even that she coped with by making sure each bra was not just padded bu...

This was like my wildest dream as I had had such a crush on Miss Mason at sixth form college. She was my biology teacher and seemed to enjoy the blushes most of us had when she gave us a few sex lessons. I hadn’t appreciated the age difference, though, at the time. I was sixteen years old and didn’t connect that she was a trainee teacher as she seemed so authoritative when teaching in class, but today I discovered that sh...

Nineteen-year-old Jessie was fed up with the way Dave, her boyfriend, put himself first all the time. She liked him a lot and was sure he liked her although it did seem a bit strange because he was forty-two years old. One of Dave’s most annoying features was that he was constantly late when he and Jessie were due to meet up. Jessie was so annoyed one time because Dave forgot all about that they were supposed to be going...