A Sissy Fashion Show

At last it was time for the first victim to make his appearance and there was a gasp from the audience as a young man minced into view dressed entirely in shimmering silk.

His blouse was aquamarine, with a prettily embroidered bodice and big puff sleeves, his short flared white skirt, pushed out by a mass of frothy lace petticoats, reached about six inches above the knees, and he was perched on white stilettos with six inch high heels. This sissy was the latest acquisition of Hilda Bradley, who sat beaming with pride in the front row.

“This is Susan ladies. He’s eighteen years old and he’s been in frilly dresses for, what is it now, three months Hilda?”

“Nearly four Beverly,” corrected his owner.

“And I believe you’re sending him to a Sissy Boarding School next week?”

“The Sweethearts in Silk Academy darling.”

There were murmurs of approval from several of the women who had used this excellent establishment themselves. Beverly flounced out his wide satin skirt and swished the lacey petticoats underneath…

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A Sissy Fashion Show

A Sissy Fashion Show

Illustration by RocketXpert on Deviant Art

The Sissy In The Closet

I had been aware of his daily visits to my panty drawer for quite a while, and decided that it was time to teach him a lesson he would never forget. He had a room on the floor below me at college, and last term had somehow found a reason to have my key. When I started to notice that my panties were being moved around, it took a while to work out what was happening.

Who expects someone to go through their lingerie when they’re out? I certainly didn’t, but after a while it became clear that not only were my panties being disturbed, they were being worn. Worn by someone who was stretching the pretty lace and satin before putting them back, thinking I’d never notice.

Of course I noticed, I take care of my lingerie. And once I figured out my panties were turning someone else on, it didn’t take long to figure out when, and then who was responsible. Each day when I set out for classes, he would sneak into my room and spend a little time there. Each day he was last to his classes, and each day another pair of panties would show signs of being worn.

So I set a trap…

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The Closet Sissy

The Closet Sissy

Experiments in Feminization Hypnosis

John woke up with a slight headache as he usually did after Nina had been trying her hypnosis on him. It never seemed to do much (she said she was building up her skills), but she seemed to enjoy doing it, and it had been a good way to diffuse the argument they’d had. He frowned at the thought of her being so pissed off with him. Usually she’d find some way to get her own back – he just hoped she wouldn’t do anything too embarrassing.

He slipped out of bed and started to run the bath, putting in some scented oils. For some reason he seemed to have woken ridiculously early for work, so it seemed a nice idea to take his time getting ready. Nina would be there when he got to the office and she’d appreciate him smelling clean. As the bath ran, he stood in front of the mirror and idly plucked his eyebrows until they were thin, high arches.

Getting in the bath he hoped Nina would be in a better mood today. He’d not done anything wrong last night, but she had been so irritable. He knew that if she remained tense like that she tended to snap and take it out on someone – usually him. Thankfully she’d seemed to have calmed down by the time she’d left, so the chances her doing something cruel were slim. As he lay in the bath he carefully shaved his body until only his pubic hair remained below his neck. Finally, he trimmed that hair into a neat heart shape before getting out of the bath…

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Experiments in Feminization Hypnosis

Experiments in Feminization Hypnosis

50 Shades of Sissy

Friday night. I get to be me again.

Emily welcomes me with a hug. The air is filled with music and the smell of dinner cooking.

“Your outfit is laid out. I think you’ll enjoy it,” Emily says with a pat to my bottom, sending me into her spare bedroom. There I find tonight’s ensemble; a sheer white blouse, a red sweater vest, a short black skirt, a beautiful lacy bra with matching lace panties, stockings, garters, and black Mary Janes. It’s the same thing Emily is wearing.

I shuck my boy clothes and begin dressing en femme with relish. As the soft material enveloped me, I feel a sense of tranquility flow through me. With each layer of female garments, my masculine armor falls away.

Walking confidently on my small heels back into Emily’s living room, she looks up to see me and smiles. “There’s my pretty girl,” she says.

She tells me to do a twirl to show her how I look from every angle. I pose for her and she applauds. “Are you ready for more?” she asks, knowing the answer already.

Back in the spare bedroom, The girl’s room she calls it, she has me sit at the make up table where she helps strip me of more masculinity by feminizing my face, applying foundation, powder, and blush. Lip gloss, eyeliner, and mascara. With each stroke of her brushes, I feel my self-imposed oppression sweep away, and revel in the the liberation of my true self…

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50 Shades of Sissy

50 Shades of Sissy

A Sissy Surprise

I looked at my apartment door with shock and fear. Here I was, dressed in a short pleated mini-skirt, pink silk blouse, bra, panties, sheer white stockings and heels, and locked out of my place! These thrilling evening walks to the end of the hallway and back had finally caught up with me. I quickly realized the only way back in was to knock on the door of my neighbor Melissa, a pretty redhead I barely knew. She had been kind enough to offer to keep my spare key for me.

With trepidation, I knocked on the door. After a few minutes Melissa opened the door and smiled at me.

“Hello, can I help you?” she asked in her sweet friendly manner.

“Hi Mel, it’s me Andy,” I replied in a whisper. “I was just coming back from a costume party and forgot my keys.”

Melissa’s eyes widened as she looked me up and down.

“Costume party, huh? OK, if you say so.” she said giggling. “Sure come on into the living room and have a seat while I grab your key.”

As Melissa walked away I slowly walked towards the living room, my heels clicking on the tile…

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A Sissy Surprise

A Sissy Surprise

You’re a girl now sweetheart, you’re a girl now

Bob had been dressing up a lot more since being laid off from his job at the factory. He still woke up each morning at 6, then remembered that he had no job and nowhere to go. His girlfriend Julie was out of town on business, and her closet full of beautiful dresses, blouses and skirts, her dresser filled with soft, silky lingerie, and her collection of high heels was irresistible to him.

He would get up and shower, then put on the TV and have coffee, promising himself that he would stay out of her clothes. But within an hour he was standing in front of the full length mirror, admiring himself in her fabulous pink satin tulle baby doll, and matching panties.

Despite the anxiety, the worry about her discovering his secret, and the guilt he felt, there was no way he could stop. The layers of soft, cool, silk and satin on his skin, and the way he felt as he slipped on her nightgown was incredible. It was like a drug that he had to have…

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Queen for a day

Queen for a day

The Millionth Sissy

Who will be the millionth sissy to listen to my Podcast? (999,000 plays as of today). I picture him as a very average, very normal man with a tiny fetish towards forced feminization. A man’s man, probably a big, tough guy with amazing abs and muscles that can only be formed by working out in the gym every single day. Or not.

Strapped In Silk Podcast

The Millionth Sissy?

The Millionth Sissy?

Men In Lipstick-Girl Time

Well hello there, it’s so nice to finally meet you in person. Come in, come in.

I feel like I know you from all your e-mails, the pictures you sent me, and the conversations we’ve been having. It seems like I know almost everything about you.

But most important, I know how much you like to dress up as a girl. And today, your dream is finally going to come true.

Are you excited, nervous, a little scared? All of them? Oh come on now, there’s nothing to be afraid of. It’s just you and me today and we’re going to have a ball together…

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An Afternoon with Miss Teresa

An Afternoon with Miss Teresa