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'...

My wife had recently returned to the workplace after being a stay-at-home mother. We decided to hire a babysitter while we were both working. We placed a few ads and set up a makeshift interview process in our living room. We were delighted to find several responses the same day and scheduled to meet with a handful of candidates later in the week. Our first candidate was a bright and cheery young lady named Emily. She was...

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...

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...

Tim has just recovered after another hard spanking from Diane, with Emma, watching. He sat in his room for almost an hour before his eyes cleared up from all the crying and his bottom stopped stinging so much. He also had enough time to masturbate and enjoy two fabulous orgasms. Going downstairs to the living room, he found Diane sitting and reading a magazine. Emma had gone to meet some friends, so it was just the two of...

Gary’s phone rang, waking him up earlier than planned. He answered it, surprised to hear Serena’s voice. “Darling, you simply must help me! I really feel that my niece, Anamaria, needs a good, solid paddling, but she’s walking around here, stomping her feet like an insolent teenager, saying she’s done nothing wrong,” Serena bellowed dramatically. Gary laughed inwardly at the vision of Anamaria’s temper tantrum and rolled...