“Learner Sissy” was written by one of my devoted Sissies, Sissy Treacle Gurl. If you would like to submit a blog/article/or story for my website, just email me your story, and I’ll handle the rest.

I froze in disbelief. For a few agonising moments, no one spoke. I felt the expression of panic on my face; my Mother was looking at me, shocked, but Ms Divine was grinning widely. The only sound was the ruffles of my pink dress that eventually came to a stop after all my twirling. I felt so exposed, but was too scared to move from the pouffe. This was it I thought. I’ve been found out. A wave of shame washed over me as I closed my eyes in embarrassment. Finally, Ms Divine stood up and spoke as if she was presenting me to my mother: ‘I think that settles it; this one didn’t take long. ’ My Mother began to slowly nod in agreement. ‘No girlfriends for this one indeed, ’ added Ms Divine, ‘clearly not a man, but not a woman either. Your Son is a Sissy, and belongs here. Ms Divine spoke with authority and was straightening the ruffles of my dress as tho to offer me comfort in my complete humiliation. At last, I opened my eyes to look at my mother, who, after listening to the Sissy Whisperer, appeared no longer shocked but resigned. From behind the glass, I saw her sigh and give a half smile as she waved and turned away. Suddenly, the glass window became a mirror again, and I was looking back at myself standing on the pouffe in the pink Sissy dress with Ms Divine beside me.

She extended a hand, inviting me to step down from the pouffe: ‘Come along Sissy, this is your beginning. ’ 

Having been so thoroughly outed, it felt useless to refuse the Sissy Whisperer. My deepest secret had been revealed, and now I thought I would have to live with the consequences. Stepping off the pouffe, my dress ruffled again, Ms Divine straightened my skirt and told me to follow her. She led me down a magnolia hallway, and I was rustling behind her. We passed by three imposing black doors, each with a gold name plaque: ‘Ms Amelia Divine’, ‘Master Lucien’, ‘Dr Sue’. I felt a sense of wonder as we took a turn along a corridor; there were no windows, but there were hundreds of framed photos lining the walls. We kept walking, and I glanced at them; they all were portrait images of hyper-feminine Sissies. Each one had been looking at the camera when their photo was taken. Some were smiling; others looked defeated. All of them wore wigs, makeup, and lingerie. There were so many, I thought. Ms Divine seemed to read my mind and said, ‘Look at all these Sissies. You’ll be on this wall soon, but first we’ll have to break you in. The corridor ended with a downward stairwell, and on the wall opposite, in big decorative letters, was ‘ONCE A SISSY, ALWAYS A SISSY’. As we descended the stairs, the magnolia walls turned to pink and the air became sweet with perfume.

Ms Divine turned to face me and put a finger to her lips for me to be quiet. ‘The other Sissies are napping,’ she whispered. 

My head was spinning from all the questions I had, but Ms Divine’s insistence on quiet meant I would have to keep on wondering. We reached the bottom of the stairs to another corridor that was lit with a soft but feminine ambiance. There were many more rooms on this level, and unlike upstairs, I saw no imposing black doors. These rooms felt smaller and had no gold name plaques. Instead, they each had pretty pink curtains draped across them; some were glittery, others were ruffled. We turned a corner, and Ms Divine came to a stop at the entrance of a room where the pink curtains hung open. ‘Here you are, ’ she said. I peered into the room and saw a single bed, a wardrobe, and a vanity table. Everything had been decorated with a mixture of pink, blossom, cherry, and lavender. It was very inviting, but I still hesitated. Ms Divine then sounded her impatience, ‘No one is forcing you to stay, Sissy. You can leave anytime, but you won’t because you know deep down that this is where you belong. I looked at the floor in defeat and showed my acceptance by taking a step inside. ‘Good,’ said Ms Divine, ‘now get some sleep; tomorrow your Sissy training begins. With that, she drew the pink curtains closed, leaving me alone in my new bedroom. I could hear Ms Divine’s steps fade as she went back upstairs. For a while, I stood still trying to absorb all that had happened. Eventually, and slowly, I approached the single bed that was covered by a blossom quilt. My dress rustled as I lay down and shut my eyes.