Archive for the ‘Sissy Dress’ Category

Sissy Maid Jobs and Professional Male Models

Saturday, December 17th, 2016

Let me start by saying that I have no idea if this man is a sissy or even a professional maid. The lovely Gina pictured below (possibly not his real name) is modeling a professional lockable satin French maid uniform over a four layer satin petticoat. He also has on stockings, a wig and lipstick, but he may just be helping out a friend.

My point is that all over the world women are trying to sell clothing like this, and wish they had the right man to model for them. I used to sell sissy dresses, maid uniforms and lingerie, and believe it or not I could not find the right guy to model for me and let me post his photos on my website.

I suggest you get a few cute outfits, take some quality photos and start a portfolio. Then you can take out ads on various sites like Pinterest or even in your local newspaper offering your modeling services. You can also contact online shops like this one and politely ask if they need a model. Unfortunately you may have to try on hundreds of dresses, blouses, skirts, and nightgowns and take thousands of photos until steady work comes in. Be patient.

Start with this beautiful satin french maid uniform. Its available in black, white, ivory, pink, fuchsia, red, purple, burgundy, hot pink, plum, emerald green, gold, silver, royal blue, turquoise or lilac and is only $64.

This Etsy shop is called Hand Made Petticoats and is run by Maria Ferguson, who also has gorgeous satin panties for $15 as well as a tremendous collection of handmade petticoats.

Note: at this time I don’t need another maid but send in your photos and I will consider sharing them.

Professional Satin Maid Uniform

Professional Satin Maid Uniform

Professional Satin Maid Uniform

Seasonal Sissy Maid Jobs

Friday, January 29th, 2016

So you wanna be a sissy maid but are having trouble finding work? Well next month there will be a huge demand for sissy maids, and all you have to do is take advantage of it.

Super Bowl 50 is coming up very, very soon, and this is a golden opportunity. Men that watch football need one important thing besides a large screen TV, beer and food. They need to be served more beer and more food every few minutes.

This year, instead of sitting there watching the game with your friends, make yourself useful and help everyone enjoy the event. Bring them beer and serve them the usual junk food, but serve it with a smile.

Tip 1: If you can make your own delicious snacks you will probably be invited back for other occasions, there is always a need for someone to cook, serve and clean.

Tip 2: Studies show that men prefer their sissy maids to wear bright colors, so don’t limit yourself to the usual black maids outfit. Same with stocking or tights and heels.

Tip 3: Bright red lipstick is traditional but feel free to wear other related colors, especially pink.

Tip 4: Don’t forget halftime. Most halftime shows are relatively boring, so with a little creative thinking you can make this Super Bowl one that the guys will never forget (consider knee pads).

Super Bowl Sissy Maid

Super Bowl Sissy Maid

A Sissy Fashion Show

Tuesday, June 16th, 2015

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…


A Sissy Fashion Show

A Sissy Fashion Show

Illustration by RocketXpert on Deviant Art

Sissy Training For Dummies

Saturday, August 31st, 2013

One day you’ll be reading your local newspaper and there it is, the ad you’ve been waiting for your whole life.


Now what?

In just 12 simple steps you can learn to be the perfect sissy maid.

You will be punished regardless, but you’ll love every single second of it!

Sissy Training For Dummies

Sissy Training For Dummies

New Story-The Closet Sissy

Thursday, August 8th, 2013

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.


The Closet Sissy

The Closet Sissy

A Sissy Roadmap

Tuesday, May 28th, 2013

A lot of you may not realize that Strapped In Silk is a very large website.

Did you know that there are almost 90 different pages? And that’s not even counting the 150 pages of stories, the huge variety of bondage, fetish and kinky sex toys, the thousands of different types of lingerie, dresses and fetishwear, and the plethora of sissy training and forced feminization videos.

How do you find these things, how do you find exactly what you’re looking for? The Sitemap.

Most websites have a Sitemap but very few people bother to go there. So if your fingers are all cramped up from waxing the dolphin I’m posting it all here.

Take a break from staring at yourself in your pretty sissy outfit and explore. Some things are not as hard as you make them. OK, that might be a bad choice of words.

The Strapped In Silk Sitemap

They Made Him A Prissy Sissy Schoolie Slut

Sunday, May 19th, 2013

The forced feminization school girl fantasy is an all time favorite among sissies. Somehow the girls at school discover that you like to dress up when you’re home alone.

Do they keep this a secret? Do they simply ignore the fact that you like to wear panties, lingerie and dresses at home, then pretend to be one of the guys at school?

No, not a chance.

Pretty girls have certain priorities while they’re in school, and one of the most important is power. Now all pretty girls have quite a bit of power just by being pretty, and knowing that most of the boys are infatuated with them.

They also know that a little smile or touch at the right time can turn most boys into a quivering mess of nerves and fear.

What happens when they realize that they have you by the balls, and can make you do almost anything they want? They can make things very hard for you very fast.

There is a good chance that the girls want to see you in your panties. So they insist that you wear them under your jeans for a day. No big deal right? Sure, they tease you a bit and giggle when they see you sitting in class, but at least the whole school doesn’t know that you’re a sissy. But they will very soon.

You see, young, pretty, popular school girls have a limited amount of patience. There are so many things to do and a limited amount of hours in the day to do them. So they soon tire of gently teasing you and figure out a way to wrap this up and move on to bigger and better things.

They are going to dress you up as a girl from head to toe and parade you through the school. Every single girl, every single boy, and even your teachers will know that you’re just a little prissy sissy.

At this point the big question is what to have you wear, and the most logical outfit is a Prissy Sissy Schoolie dress.

OK you think, lets get this over with. Butt wait…there’s more…

You are taken to an empty classroom at the end of a long hall.

First you are put into a pair of silky, lacy, pink satin panties. This is where things start to get hard if you know what I mean.

Next a matching garter belt and black silk stockings.

“Do I really have to wear a garter belt and stockings you ask timidly?”

A long hard slap stuns you into reality, and you know that no amount of begging, bargaining or complaining will make any difference now.

Next is a layered petticoat, which makes you shiver with pleasure.

They put you into your bra and adjust the improvised padding. You stand there helplessly, trying your best not to show that you love every second of this.

Now the blouse. A short sleeve, white satin blouse with a low cut neck line and puff sleeves. You look adorable and this is only the beginning.

They help you into your Prissy Sissy Schoolie dress, zip you up and tie the bright red satin sash around your waist.

Your mind is spinning and your heart is racing. You’ve never worn anything quite like this before, and you’ve never had a group of girls helping you get dressed.

You’re embarrassed, humiliated and more excited than you’ve ever been all at the same time.

A pair of strappy heels appear and you are instructed to step into them. You spend a few seconds staring at them, trying your best to get a grip on what is actually happening, and those few seconds are just a few too many.


The words seem to go though your brain and directly into your panties. Now things are really getting hard. Butt wait…there’s more…

A curly blond wig is handed to you and you look at the girls with a mixture of fear, terror and anticipation.

Without any further thought you put it on the best you can and wait.

They are happy with this sign of submission and work to fit the wig properly and brush it out, then attach a couple of pretty ribbons that match your dress.

Now its time for makeup. This is the icing on the cake, and they sit you down for the full beauty treatment.

Long black eyelashes, eyeliner, blush and eye shadow are applied slowly and deliberately as you watch yourself transform into a girl. A prissy sissy school girl slut.

Now for the finishing touch-bright red lipstick.

They help you up, straighten your dress and stand you in front of the mirror.

“You do it sweetheart; you put on your own lipstick like a good little girl.”

This is big trouble and you know it. Lipstick is your weakness, your Kryptonite. At the mere thought of lipstick you melt, and let go of everything……

Staring into the mirror at yourself like this you are both amazed and shocked at the way you look. So girly, so feminine, so pretty.

A tube of lipstick is put into your hand and you just stare at it.

“Well, lipstick is a girl’s best friend you know?”

You try to figure a way out knowing that you are out of time and options.

The biggest girl comes up behind you and begins to stroke your hair. Oooooooo…

Another girl cups your breasts through your blouse and watches you react. Oooooooo…

A third girl gently lifts up your dress and begins rubbing your ass through your panties. Oooooooo…

“Go ahead honey, put on your lipstick and everything will be fine.”

Hypnotized by the feel of the lingerie, the blouse and dress, and the three beautiful girls touching you, you take the lipstick and without further hesitation slowly coat your lips.

Again, and again, and again.

Looking into the mirror you can’t help but blink those long lashes and smile, and the girls go crazy with laughter.

They grab their bags and stumble out into the hall, still laughing about something you have yet to figure out.

You look at yourself again now that you’re alone, and you are adorable!

As you are adjusting your dress you reach down to touch your panties, just to remind yourself that this is real.

Your panties are wet, very wet.

So this is what the girls were laughing so hard about?

A bell rings and you jump. The girls pulled the fire alarm. Oh this is bad, this is very bad.

You can’t take your panties off because your dress is too short. Maybe you can hide until the fire drill is over, maybe nobody will ever know…

The door opens with a bang and it’s your three new girlfriends, still laughing. They grab your hand and drag you out into the crowd. Into everyone you know. Into a day that you will never forget and a day that will never forget you.

Things just got a lot harder.

Not as hard as they were a few minutes ago, but that’s not your fault. You blame the lipstick.

But as the other boys, all the girls, and the teachers tease you without mercy that really won’t matter at all.