Sissy Academy Scene 10

“My Jamie wears woolly tights in the winter.” The assistant stated. “Although he did take some convincing.” She added. “I think Michael will take some convincing too,” Karen replied with a knowing smile. “I didn’t give him a choice in the end.” The assistant answered. “Tights or nothing, I told him.” A brief silence followed. […]

Sissy Gillian Scene 5

My fascination with girls and the clothes they wore at prep school continued until I started at the exclusively boys college at the age of nine, but then a new influence began. My mother was a professional musician and decided that I should learn the violin. As there were no violin teachers at the boys’ […]

Sissy Academy Scene 9

Before long he found himself trying on a pair of the regular school shorts. Similar to the PE skort, the box pleated shorts looked like a skirt from most angles. However, these ‘shorts’ had a single button and zip at the back. Michael couldn’t fathom why they fastened at the back rather than the front […]

Mid-term Scene 35

Carol placed her hand on his back once more, resting her fingers on the fastening of his training bra. This time he didn’t shy away. They shared a smile as she stroked his back a little before removing her hand. “Do you want a drink?” she asked, offering juice or a brew. She left him […]

The Plight of Sissy Patty Scene 15

Bedtime proved a little relief, as her stays were changed to the nighttime-type, a little looser, but also much longer.  These stays were to her lower thighs – another one of Gram’s requirements for ALL the girls.  No touching of private parts!  Masturbation was an abomination to God!  Even dressed as boys, their hands were […]

Sissy Gillian Scene 4

It is interesting that at this stage of my life I was unaware that there were any physical differences between girls and boys and couldn’t understand why girls were dressed differently! About a year later when scratching through a jumble drawer I came across the red satin pants. I immediately thought of the school uniforms […]

The Plight of Sissy Patty Scene 14

Dinner proceeded fairly normally after that, with the usual talk of family affairs and situations, and soon Patty was immersed in talk, almost forgetting her tight stays.  Her demeanor actually changed because of her attire – she was more  ‘delicate’, more feminine.  It was almost second nature to emulate the mannerisms of her sisters she […]