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

Crossdressing Panty Thief Caught and Punished

I wrote this as a play for a reason. A very wise man once said: “All the world’s a stage, and all the men and women merely players.”

Your crossdressing and sissy fantasies are exactly like a play, and you play the girl. So without further ado, on with the story.

Teresa: Well, well, well, look what we have here.

Susan: Oh-My-God. He’s wearing your panties and babydoll Teresa! And look-he went through all of your things. He must have tried on everything in your dresser! And there’s lingerie all over the place! Let’s call the Police.

Teresa: Just a minute Susan, I think we should interrogate the suspect, isn’t that what they do on those cop shows?

Susan: Screw that! We caught a panty thief and he has to go to jail. And we have to tell your neighbors. We have to tell everyone so this doesn’t happen again.

Teresa: But this panty thief is one of my neighbors, he lives right next door.

Susan: Oh My God you know this guy?

Teresa: I sure do, in fact he used to do some chores for me, but things got weird.

Susan: What do you mean, weird?

Teresa: Well, I caught him watching me once from his bathroom window, it was really creepy. I think he was masturbating.

Susan: I’m calling the Police right now…

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The Panty Thief by Teresa Bowers

The Panty Thief by Teresa Bowers

Feminization Hypnosis as Therapy

Seeing how confused I was, Dr. Herzog began to explain. “Michael, it was clear after just a few of our sessions that you are, and always have been, for lack of a better term, a sissy. I could tell by your mannerisms and, once I had you in a hypnotic state, I could dig deeper and find that my theory was valid. You have scores of repressed memories that have been gnawing at you for years. After consulting heavily with my husband, we decided that the best thing for you was to bring out your sissy side and allow her to flourish. Her name is Wendy. That was her own name, not one that we provided.”

The whole while Dr. Herzog was talking, I watched Wendy. She smoothed down her short skirt, crossed and uncrossed her legs self-consciously, and adjusted her brunette locks. I felt very bad for Dr. Herzog, knowing that she must be having some kind of breakdown, thinking that this other woman in the room wasn’t real.

Yet, every time Dr. Herzog said that name, “Wendy,” I felt an electric charge run down my spine.

“She’s been inside of you since you were ten. It’s not as though you have multiple personality disorder – my husband and I have seen this kind of thing before with other patients. You simply have denied yourself and your needs for so long that Wendy grew apart from you. We’ve brought her out of the dark, shown her the light, and now it’s time to reconcile.”

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Feminization Hypnosis as Therapy

Feminization Hypnosis as Therapy

Halloween Sissy Story Contest – Its too short!

Some of you are complaining that one page or 1200 words is not long enough for a great sissy story. So let me give you a tip to make things easier.

Skip the beginning and get right into the action. Whether you’re caught in the closet by your sister or tied up by cheerleaders, resist the desire to describe everything that led up to the situation in minute detail.

Most sissies have limited patience unless tied up, so to make your story more exciting start in the middle. Remember, every reader will have one hand on their mouse and one hand in their panties.

Let me give you a graphic example. This guy seems to be in a bit of trouble. It doesn’t matter how and why he’s in this position, what’s important is what happens next. Ya feel me?

This contest is now over.

Halloween Sissy Story Contest

Pantyhose Bondage

Pantyhose Bondage

2014 Halloween Sissy Story Contest

I know you guys are either thinking about going out this year, or fantasizing about it.

So I’m having another story contest with a grand prize of 16 Forced Feminization, Sissy Training and Feminization Hypnosis MP3 downloads. MP3s include:

The Mistress, Favorite Things, Practice Panties, The Costume Party, Bedtime Feminization, Bedtime Feminization II, Hypno Girl, Hypno Slut, Mistress Teresa’s Feminization Training, Dressing for Pleasure, Miss Teresa’s Beauty School, Making Marissa, The Goddess Within, An Afternoon with Miss Teresa, Screwed and Lingerie Shopping Made Easy.

The winning story should be fairly short and to the point, figure about 1200 words (your story can be slightly longer or shorter).

Deadline for this contest has been moved up to October 31st 2014.

Send it through the contact form on my website or directly to my email.

On my story contest page are past winners to give you ideas and inspiration, some with free MP3 downloads.

Trick or treat? Yes you can have both.

Note: The lovely Nina pictured below is smiling, possibly because he’s pretty and witty. Your story DOES NOT have to have a happy ending.

2014 Halloween Sissy Story Contest

2014 Halloween Sissy Story Contest

2014 Halloween Sissy Story Contest