Sissy Dressed Up

My mom and sis had caught me wearing their clothes a few times and my mom made the remark one day after catching me again. She said, “the next time, I’m going to  dress you up all the way”, “you’ll see what it feels like to be a  girl.” Sis had caught me a few times wearing her […]

The Over Night Sissy’s

Alice, a normal high school girl, had many friends. She was normal in every way but one. Unlike the other girls, she was into cross-dressing boys and transgendered boys, but she kept this a secret. One day she decided to make all her boyfriends into girls. She put together a plan to change them all […]

My New Class

Thanks for letting me go learn gymnastics mom!” My mom had never let me do anything this kool before; all I usually did was sit at home and watch t.v. I never really played any sports because their were only boys on all of the different teams and our town never had a girls sports […]

Sissy Academy Prologue

It’s common in many UK schools for girls to wear trousers instead of a skirt if they wish, with some schools even adopting a ‘trousers only’ policy. However, at the Ashford Academy, the girls were not permitted to wear trousers under any circumstances. Only a grey skirt of a specific box pleated style, no shorter […]

Alicia’s Transformation

It was a night filled with dreams. I knew I had been dreaming, but as I slowly came up from the depths of sleep, the images seemed to fade into mist and scatter. The only thing that remained was the feeling that things were balanced now, that everything was as it should be. It was […]

Sunday Morning Sissy AB

My wife often complains about the amount I drink on Saturday night. The main complaints were about wasting most of Sunday in bed but more embarrassing is when she showed me the damp patch in my pants because I visited the loo so many times during the evening. She often threatened to do something which […]

Sissy AB Brandon

I want to tell you about a boy who lived in my neighborhood when I was growing up. Brandon K was the terror of our neighborhood. Although Brandon was a little small for his age, He looked several years younger. But despite his small stature, Brandon was a terror. Every kid in the neighborhood was […]

Sissy’s New Life

On this particular day, I was in the mall with my mommy and I has been put in diapers to avoid any accidents. Whilst out I told my mom that I needed to go to the bathroom, however, we could not find one in time and I ended up pooping myself. Having realized what I […]

Sissy Ballet

“Simon, Where are you?” Shouted Jenny as she waltzed down the long corridor which housed some of the Changing rooms for most of the PAC. The PAC was the Performing Arts Center. The home to the arts at the school. Mainly dance and drama. Their school wasn’t big on the music of any sought. Her […]