I started like most "cross-dressers." I was sixteen and I developed an urge to wear my mother’s lingerie. I didn’t know why. I had never heard the term “cross-dresser.” But I did know I liked wearing her underwear. The more I wore her bras, panties, and slips, the more I enjoyed it. I enjoyed the sensual feeling of being feminine. I wore mom’s things every chance I got. And of course, I got careless. She came home unexpec...

Timothy Stroud was nervous—the headmistress had told him to put on his shorts with nothing underneath, so he knew that it meant a caning. He also knew from experience that although he had been told to wear shorts, they might not be staying up for the caning. As well as being nervous, Timothy was also excited because he knew that after the caning, he would be expected to give, and would give, the headmistress a good fuckin...

The previous evening, Seventeen-year-old Kirk Theobald had lost his virginity. The female that he had lost it to was fifty-six-year-old Gloria Williams, a lady of West Indian extraction and Kirk's supervisor at work. Kirk did not sleep much, because of his elation. He had not slept much the night before either, because the after-work tryst had been arranged the day before, and he was excited and nervous. "You seem very pl...

Between our times together, Rosa and I would talk on the phone, many times a week initially. Spanking wasn’t the only topic, but it certainly was the most common. We’d had quite a bit of experience with each other by this time, though it was more of a friends-with-benefits type of arrangement and each knew we were both pursuing other spanking partners. One time we got to talking about limits in general and what happened w...

Karl Davidson, aged forty-nine, had very recently started having sex with the divorced lady that he had lived next door to since he and his wife Monica bought their house fifteen years previously. Karl had never thought of Lorraine Macey, now aged sixty-one, as attractive until his wife apparently lost complete interest in sex. Although Karl did not know it, Monica Davidson was more interested in sex than she had been for...

Karl Davidson, aged forty-nine, had never thought of the woman that he and his wife Monica had lived next door to since they bought their house fifteen years previously, to be attractive, until now. The woman was divorcee Lorraine Macey, aged sixty-one. Karl was currently looking over the back garden fence into Lorraine's garden, and Lorraine's large bottom in jeans was pointing towards him, as she was on her knees sortin...

Part 1 - Savannah He loved starting his day with his morning walks. Living on the Gulf Coast of Florida and within walking distance of the beach he had two destinations to choose from, both affording a view of the gulf and a place to sit and do his mindfulness meditation. One was the beach itself and while others walked up and down the shore he chose to sit and take in the sights, sounds, and smells of the beach while he...

Later that night, Sarah and I had an excellent three-course meal at the hotel restaurant. It was silver service on Fridays and Saturdays. That was new to us, but something that we quickly got used to. Sarah was the perfect companion as we chatted away, all small talk, but you always learn something new. Just before we finished and after an entire bottle of wine, I asked Sarah what she thought of Don and Ashley. Sarah smil...

“Ow! Daddy! Please!” “You know this is what happens when you don’t behave!” I continued scolding as I spanked her on alternating cheeks as well as across both. I loved that her small bottom allowed me to spank both cheeks with my hand at the same time. Zoey wiggled around as much as my grip on her waist permitted, but she was enjoying it as the occasional moan gave her feelings away. “Ow-ow-ow-ow-ow!!” she cried, reacting...

I Hate Costume Parties! I don’t like dressing up; I never did. Even as a kid at Halloween, the only good thing about the day was wandering around with friends at night and getting free candy! I usually tried to avoid adult costume parties, partly because of the costume aspect of it, but also because there’s inevitably a lot of drinking going on. I don’t drink liquor; it makes me sick, so wine and beer are my only alcoholi...

Eighteen-year-old Trent Potts was going to have a night at home. He had been up very early that morning to do his shift at the fast food outlet at which he worked, and he had not gone to his bed very early the previous night as he had spent the evening fucking fifty-year-old policewoman, Helen Ladbrooke. He was also going to be spending the whole of the following night at Helen's house, during which he would be caning Hel...