Tim’s Painful Yet Rewarding Journey- Chapter V

"Tim is caned for the first time, but not the last"

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...

Tim’s Painful Yet Rewarding Journey- Chapter III

"Tim's stepsister returns from college for the summer holidays."

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 his stepmother's knee, having his bare bottom soundly spanked with a heavy wooden...

Tim’s Painful Yet Rewarding Journey- Chapter II

"Tim is regularly spanked by his stepmother, with mutual benefits."

It's been four days since eighteen-year-old Tim's life took an unexpected turn. Four days since he was spanked for the first time in his life, after years of dreaming and spanking himself, trying to substitute the need to be spanked....

Tim’s Painful Yet Rewarding Journey

"Self-spanking is the ticket to a trip over the knee that sets a pattern for the future."

It was a beautiful spring day. Tim had just come home from school and was sitting on the sofa watching his favorite TV show when he heard his stepmother, Diane, entering the front door. She went shopping and had her...