At 25 years old, Sarah has been single for quite some time now and has been feeling lonely and in need of some sort of relief from not having any punishments for almost a full year. On a cool fall night, Sarah sits alone inside her home in front of the TV with a hot cup of tea and a blanket to keep her warm. Sarah is just over 5 feet tall with medium length black hair, a slender figure with D cup breasts and a perk butt....

Pete grew up with Jake Johnson, who lived a few houses down the street. They were the same age, attended the same school, and had the same hobbies: sports and video games. They were inseparable. They often stayed the night at each other's houses. It was normal for them to enter each other's house unannounced, stay for dinner, etc. Jake's parents were like a secondary family to Pete, and vice versa. Growing up so close to...

Pete missed Emily dearly. He was older now, and his long-time sitter's services were no longer needed. Pete had grown close with Emily during their time together. She was always so kind and loving towards him, and she took good care of him. Now, at eighteen years old, he missed moments that he never appreciated when he was younger. He missed playtime with Emily. He missed being tucked in at night. One thing he thought he'...

A few years passed since he was last spanked by his neighbor, and Pete had moved out of his parent's house to an apartment not far away. He hadn't forgotten her and longed to be punished by her again. She hadn't forgotten him either and wished he still lived next door, so she could punish him for his misbehavior. Pete was running errands and happened to see her at the grocery store. Familiar pangs of excitement and fear r...

Pete couldn't imagine taking another spanking from her. The last one hurt so badly. Eventually, though, the thirst to be punished came back. He didn't know how to go about asking for another, but he didn't have to. The opportunity presented itself one lazy Saturday afternoon. As she often did, his neighbor was spending the afternoon sunbathing by her pool in the backyard. Pete knew this was his chance. Throwing his fears...

"My fascination with spanking began long before I met Molly, you know." "Rosie, you obviously want to talk about it, don't you?" "If you don't mind, Barbara," Rosie answered. "Of course, I don't mind. We've talked of so many things; it really was only a matter of time. It's so long ago, I thought you may have forgotten." "Well, Barbara. Where would you like me to start? Of all the things my life amounted to, it was one of...

Pete's neighbor was a hot single mom in her forties. Being the horny teenager he was, Pete took every opportunity he could to catch a glimpse of her. He thought he was being inconspicuous, but his clumsy attempts to steal some eye candy were quite obvious. While she noticed, she really didn't mind the attention. She admired his innocence and internally desired to give him what he wanted. As he grew into young adulthood, h...

Tim was regularly spanked by his former nanny Diane and had already received his first good over-the-knee spanking from her daughter, Emma, with her hand and the heavy hairbrush. After the spanking, they discussed it and agreed it wasn't just a one-time thing. It was something that Tim both wanted and needed, and he was happy to have broken the ice with Emma. Being disciplined by her felt so right, and he was looking forw...

It had been weeks since Rachel’s last gig. It was the beginning of the summer season, and the university students who had packed the club to hear her spin tunes and sing every weekend since September had gone home. Her business was quiet, and she’d only recently started to search the want ads looking for something to pay the bills for the next handful of months. Bertie knew from experience that little was going to come fr...

Pete, twenty years old, needed a haircut but was tired of the same old generic cut he got at the local barbershop. He searched online for an alternate option instead. He found a listing of personal ads for hair cutting services, and his eyes were drawn to one ad with a headline that said, "Haircuts Available for Good Boys," with a picture featuring a woman holding clippers. Her face was turned away from the camera, hidden...

Tim was in his bedroom, recovering after yet another great post-spanking orgasm. They were the best and most intense orgasms. Just thirty minutes ago, Tim was over Diane’s knee, having his bare bottom soundly spanked with a heavy wooden hairbrush. He didn’t do anything wrong and actually asked for the spanking exactly as he has done almost weekly for the last few months. His life was not always happy, and his childhood wa...

The sky was clear, the sun shone, and Bertie was standing back in the apartment that he shared with his girlfriend. He rolled his neck as he stepped through the door – the heavy snow had forced him into staying at his mother’s house for the last two days, and her guest bed was far more rigid than the mattress he was used to. While he appreciated having a place close to work where he could stay, he was far happier getting...

The cliché hot stepmom fantasy was real life for Pete. He had just graduated high school and was living at his parents's house, trying to save up money for college. His dad got remarried a couple of months ago to a beautiful woman in her mid-forties. She was very sweet and kind to Pete. He found it awkward to call this bombshell mom, but she insisted, and he became more comfortable with it over time. She always wore skimp...