Ian picked himself off the carpeted floor and headed to the master bathroom on unsteady legs, the addition of his sister's silky panties to his masturbation routine had made his orgasm even more intense than normal. Now he needed a shower and had to clean the panties that he had just emptied the contents of his cock into and he reasoned that a hot shower would allow him to accomplish both tasks at the same time. When he f...

John had finally done it. He had started an online self-sustaining store that would help him quit his 9-5 job. He was only a few weeks away. This store would help John focus on something he had always wanted to give time and effort to, becoming a Sissy. John, for the better part of five years, had two lives. The one where we got up in the morning, put on a suit, and worked a stressful job and his nightlife, where he would...

I’d been looking forward to the long holiday weekend for a while. Christa, my girlfriend, was going away on a girl’s trip, allowing me three days of uninterrupted alone time. Don’t get me wrong, I loved Christa and enjoyed our time together but, there were certain things that I could not share with her. Arriving home from work on Friday, I ran a hot bath, using plenty of Christa’s sweet smelling bath salts, and poured mys...

Chapter 2 A few days passed after conversation between James and Sarah, and he found himself in a state of anticipation and restlessness. As he had confessed his feelings to her and they had discussed their shared values, he couldn't help but wonder about her response. The days seemed to stretch on, and he spent most of his time trying to kill time by playing games on his console and checking his phone incessantly, hoping...

Just after my twenty-first birthday, I started tending bar a couple nights a week, more for something to do than for the money. In my mind, it was better to be hanging out at the bar making money than hanging out at the bar spending money. I worked Mondays and Tuesdays which were usually pretty slow nights, so I had time to hang out with friends when they came in and still keep up with customers. I also got to know a lot...

It all started innocently enough when I stumbled upon a box of my mother's old clothes in the garage. My curiosity got the best of me and I decided to try a few things on. As soon as I put on a silky nightgown and a pair of lacy panties, I was hooked. The way the material felt against my skin and the way the lingerie hugged my curves ignited a fire within me. I couldn't believe the rush of excitement and arousal that wash...

It all started one night when my friend, Bret, convinced me to cross-dress as a girl for fun. At first, I was hesitant and even a bit offended. I mean, why would he want to see me in female clothes? But Bret was persistent and eventually, I gave in. I have to admit, I was a bit curious myself. I had never tried on women's clothing before and I was secretly intrigued by the idea. He led me into his mom's bedroom and then s...

Amy, indeed, looked like a poor waif from a Dicken’s novel! She had been waiting for a while in the rain. Her hair was soaked and matted against the sides of her face, outlining it in a frame of amber. Streaks of water still flowed into her eyes. Her body was shivering in the warmth of the room from the chill in her clothes. “Let me get you a towel!” I said as I rushed to the bathroom, my voice filled with concern. “Th-th...