A Sissy's New Bra

Sissy Monica looked down sadly at his expanding breasts.

Mother had started her Sissy son on a rigorous feminization program ever since finding a collection of graphic forced feminization magazines under his bed.  "Is this what you want, you pathetic faggot!" she screamed when she found his secret stash.  "I can make this happen to you, you know.  You're not much of a man anyway are you?  You're a pathetic excuse of a male, just like your father was!"

And from that day day forward, Sissy Monica was forced to live his life as a girl.  Sissy Monica was so ashamed of Mother's discovery and so scared of her temper, that he didn't fight back. 

At first, he continued to go to high school as a boy, transforming back into a Sissy girl as soon as he got home.  Mother filled Sissy Monica's closet and drawers with pretty girl clothes and taught him how to put on make-up and fix his hair.  At first, to make Sissy Monica look really girlish, Mother filled the cups of his bra with realistic silicone breast forms.

But that was months ago.  But since then, after Mother's strict regiman of dieting, figure training and hormones, Sissy Monica's body had started to change. 

Recognizing these obvious changes in her son's body, Mother gave Sissy Monica a very exciting gift.  It was a padded bra.  Mother ordered him to put it on.

Sissy Monica slipped the straps on over his skinny shoulders while Mother watched.  He expertly fastened the clasp behind his back.  To his horror, Sissy Monica realized that his own boobs neatly filled the cups of his new bra.  You see, Sissy Monica no longer needed to wear the breast forms -- his own breasts had swollen quite dramatically in the last few weeks.  Sissy Monica now had a curvy, womanly bust with just his own boobs in his own padded bra.

"Ohhhhh!" Mother cooed, "Look at you!  My little Sissy Monica has blossomed into a real lady!  Tomorrow let's go shopping for a cute swimsuit for you!"  Sissy Monica started to cry, realizing that he would be stuck forever as a Sissy girl and never again be able to live his life as a boy.

Sissy Monica never returned to high school after that day.  But later that spring Mother and her "daughter" Sissy Monica went on a 10-day Carribean cruise during which Mother delighted parading her reluctant Sissy Monica in the prettiest and most revealing cocktail dresses and swimsuits, putting her Sissy's new cleavage on display for all to see and admire. 

Graduating Sissies

It was Graduation Day at the Sissy Academy!

After nine months of intensive behavior and body modifications and training at the Academy, the six Sissies had been fully transformed.

None of the Sissies had "enrolled" in the Academy voluntarily.  Three were deposited at the Academy by vengeful wives, one by  an angry stepmother, and two had been runaway teenage boys kidnapped from the bus station.

The training and transformation process had been brutal and relentless.   Any resisitance or display of masculine behaviour was swiftly and harshly punished.  Extensive plastic surgery was performed and hormones administered against their will.  Perfection was required in all classes at the Academy, from hair and make-up, to ballet, to housekeeping, to "techniques for pleasing your man sexually."

After nine months at the Academy, the poor Sissies were deeply confused and disoriented.  Despite their resistance to the training, all of the Sissies felt a unsettling sense of pride for having satisfied their trainers and graduating.  They all smiled as they posed for the group photo following the awarding of diplomas.

And of course, all of the Sissies were looking forward to going home -- or at least being free again.  Silly Sissies!  That wasn't going to happen.

At 6:30, the post-Graduation cocktail party would begin.  What the Sissies didn't know was that at 7:30, the Sissy Auction would begin.  And by 9:00, all of the Sissies will have been sold to their new Masters and whisked away to their new homes and new lives.  For a lucky few, a life as a Sissy housewife might await.  But for most, a life of servitude and humiliation awaits, serving their new Masters as Sissy slaves, Sissy maids and Sissy whores.

A Sissy and his Sister

Sissy Sandra sat on the beach with his twin sister Emily.

"Say Cheese, Sandra!" Emily's husband Mark called.  Sissy Sandra turned toward the camera as Mark snapped another picture.

Poor little Sissy Sandra.  He was a pathetic, quivering shell of a person.  Fortunately his sister Emily took good care of him.

Their parents died when they were little children and they were sent to live with their Aunt Jenny.  Aunt Jenny had some serious issues with men and didn't like the idea of having a boy in the house.  So she decided that her little nephew Sammy would become her neice Sandra.  From that moment on, Sissy Sandra's life became a bizarre nightmare.

Aunt Jenny decided that Sandra should emulate his sister Emily in every way.  Sandra was not permitted to have wants or ideas of his own.  When Emily wanted Barbie dolls for Christmas, they both got Barbie dolls.  When Emily wanted to take ballet lessons, they both took ballet.  When Emily wanted to get her nails done, they were both taken to the salon for manicures.  Whatever outfit Emily put on in the morning, Sandra would have to put on his matching outfit.  Sissy Sandra was raised as a girl, a copy of his sister, in every way.

And of course, when Emily entered puberty, Aunt Jenny arranged for hormones for Sissy Sandra.  And before sending her twin "neices" off to a women's college in New England, Sissy Sandra underwent facial surgery and had breast implants to better match his beautiful, sexy sister.

Raised in this way, Sissy Sandra had no personality of his own.  He knew no existance other than to be exactly like his lovely sister.  After years of living in fear of the severe punishments he would receive if he didn't look, act, sound and even think like his sister, poor Sissy Sandra didn't know any other way to live. 

And so, Sissy Sandra lived with his sister and her husband.  Emily was very kind and gentle with her Sissy brother, helping him to be as feminine and beautiful as she was herself.  Poor Sissy Sandra could only feel peace and contentment by knowing he was almost identical to his exquisite sister.

But what sister Emily didn't know was that her husband Mark was taking advantage of this situation.  He had convinced Sissy Sandra that whenever Emily was away, then Sissy Sandra had to become Mark's "wife".  It made perfect sense, Mark explained.  To be like his sister, Sissy Sandra had to do EVERYTHING his sister did.  And so, whever Emily left for an hour or a day or a week, Sissy Sandra would be ordered into the Master bedroom to be Mark's surrogate "wife", doing all sorts of nasty things that Mark could never ask his wife Emily to do.

Sissy goes to the bad part of town

All dolled up and wearing one of his prettiest party dresses, Mistress drove poor little Sissy Sabrina deep into the bad part of town.  It was already past midnight and the streets were mostly deserted.

Without a penny or a credit card in her purse, Sissy Sabrina would have to find her way home somehow.

"Please Mistress," the Sissy pleaded.  "Don't leave me here.  This area is so dangerous and we're miles from home.  I can't be out in this part of town dressed like this -- especially this time of night.  I'll be completely defenseless.  Please, Mistress, please!"  Sissy Sabrina started crying, overcome with fear with what was about to happen to him.

"Hush now,"  Mistress demanded.  "Nobody wants to hear a Sissy complain.  You look so pretty and so dainty, I'm sure some man -- or men -- will offer to help you.  Maybe you'll meet a nice man who will be happy to drive you home in exchange for wrapping those pretty lips around his big hard cock and slurping down all his cum!  Or if you're really lucky, maybe some man will take you home with him, keeping you safe in his bed until morning."  The Mistress was laughing at her own cruel joke.

"Now get out of the car, you sissy faggot, and I'll see you at home in the morning -- maybe."

Making a Perfect Housewife

Sissy Candi was an occassional crossdresser who liked going to the local drag bar on Saturday.  Sissy Candi was young and pretty, but also shy and nervous.  He kept mostly to himself, nursing a glass of white wine while watching the drag show and the scene aroung him.

That's exactly how Master Drake found Sissy Candi when he sunk his claws into him.

After luring Sissy Candi to leave the bar with him one Saturday night, Master Drake imprisoned the poor innocent sissy in his home. Master Drake forced Sissy Candi live as a woman 24/7. 

Through relentless beatings and mind games, Master Drake stripped Sissy Candi of any sense of confidence or self.  He lives now in a continuous state of nervous fear and dependence.  Poor Sissy Candi. 

Master Drake forcibly transformed Sissy Candi from a part-time crossdresser who enjoyed exploring his feminine side on Saturday nights to a full-time Sissy Housewife.  Master Drake insists that Sissy Candi act and look like an obedient, docile and devoted 1950's-style housewife who lives only to serve and please her "Husband."

Sissy Goes to the Museum

My Mistress enjoys visiting museums on the weekend.  First she dresses me in a manner guaranteed to attract lots of attention and makes sure that my hair and make-up are far more glamorous and girly than any real woman would have.  The clicking of my towering high heels on the marble floors echos loudly as we walked through the endless galleries.  I feel so nervous and uncomfortable knowing that everyone is staring at me during the hours we spend there.  My Mistress likes to make me stand for prolonged periods in front of statues and paintings of nude men, as if I am intensely, unnaturally interested in them. 

Invariably a couple of men will approach the two of us and my Mistress always encourages their advances, which for me is both terrifying and humiliating.  This usually leads to an evening of cocktails, dinner and eventually making-out in the back of taxis.  Sometimes we are invited back to the gentlemen's hotel rooms where, I have learned over time, I eagerly -- whorishly -- offer a blow job to man I am with as the best way avoid having him learn that I am just a sissy, not really a woman.

Sissy's Night Out

Every Saturday night was "date night."  Tonight I would be going out with my Wife/Mistress and her boyfriend for dinner at a fancy restaurant, then to a night club for more cocktails and dancing.  My Wife/Mistress went to great lengths to give me the look she liked best.  After spending hours helping me with my hair and make-up, my Wife/Mistress painfully laced me into my corset, giving me the narrow-waisted look she enjoyed.  Sky-high heels and a fancy, tailored and attention grabbing dress completed my look.

I would be instructed to sit and eat in silence while my Wife/Mistress and her lover flirted and laughed and groped each other during dinner.  At the dance club, I would be perched on a stool, on display, positioned where I would have to watch my Wife/Mistress and her man dance and make-out on the dance floor.  I was only allowed to speak if some unsuspecting man approached to buy me a drink or ask me to dance -- and if that happened, I was not permitted to decline. 

Elegant Sissy at Bedtime

Knowing that his Master demanded absolute Sissy perfection, Sissy Lisa spent hours each evening preparing himself for bedtime to ensure that his Master was pleased.  Sissy Lisa made sure that his hair and make-up were sexy and elegant.  He donned the luxurious night gown and robe that had been an "anniversary" gift from his Master.  Tonight they were celebrating the 6 month anniversary of Sissy Lisa's enslavement to his Master.

 
"Oh baby, you are so hot!"said his Master as Sissy Lisa made his grand entrance into the Master bedroom.  "Now get over here and wrap those pretty Sissy lips around my big fat cock." 

Sissy's First Date

Little Sissy Wendy had spent most of the aftenoon at the salon being prettified to sissy perfection for his big night.



Sissy Wendy's Mistress had posted ads on the Internet to find a boyfriend for her exquisitely feminized Sissy.  Poor little Sissy Wendy is disgusted and terrified about having a male lover.  But this is what Mistress wants and she doesn't care about Sissy Wendy's silly feelings.



As the door bell rings, Mistress reminds Sissy Wendy that he is to be charming, obedient and submissive on his first date with a man.

A Sissy Housewife Welcomes her Man Home

"Honey, I'm home!" my Master/Husband called as he walked in the door.

I quickly removed my apron and raced to meet him at the door for his welcome home kiss.  My Master/Husband hugged me hard, giving my bottom a squeeze.

"Your dinner is ready," I said proudly, knowing that I had fulfilled one of my important Sissy Housewife duties.

"Dinner can wait.  I'm horny!" he announced as he unzipped his pants.

I dutifully dropped to my knees as I had been trained and eagerly started kissing, licking and sucking his big, hard cock, just as a good Sissy Housewife should.

Sexy Sissy Escort

Feminized to absolute perfection, Sissy Annette was ready for another night as a high-priced sissy escort for visiting businessmen.  It had been a very busy week as there was a convention in town.  Sissy Annette was going on 3 or 4 dates every day!

How did poor little Sissy Annette end up in this position?  Three years ago, as a young crossdresser, he responded to an ad on Craig's List offering "transformation" make-up services from a woman named Vanessa.  Vanessa was an expert and made Sissy Annette look and feel completely feminine -- for a heavy price.  Sissy Annette was soon having make-over sessions with Vanessa several times a week and was soon deeply in debt.  Sissy Annette was addicted to Vanessa's tranformations and was completely ensnared in Vanessa's web.  

Sissy Annette soon moved into a spare room in the basement in Vanessa's house and Vanessa began keeping Sissy Annette in dresses and make-up 24/7.  Heavy doses of hormones were slipped into Sissy's food and Vanessa used mind control techniques to strip away the Sissy's independence.  Vanessa became Sissy Annette's pimp and she was determined to make this a "profitable" relationship.

Starved and brutally corsetted, Sissy Annette's body became slender and sexy.  Her swelling breasts filled out her tight dresses.  Men were highly aroused by the sight of her and enjoyed running their rough hands all over her delicious curves.

Sissy Annette sees her next "date" from across the hotel bar.  It is time to be flirty and charming and docile.  She will soon find herself on her knees in a hotel room upstairs... 

The Busy Life of a Sissy Servant

Sissy Daniela feels completely fulfilled by his/her role as the submissive, obedient servant of the Mistress that he/she adores. He happily gave up everything he once had as a man -- his job, his family, his life savings, and most of all his free will -- in order to be able to serve his beloved Mistress 24 hours a day. Sissy Daniela works tirelessly as the Mistress's sissy maid, her sissy secretary and when necessary, her sissy lover. In return for his/her devotion and service, Sissy Daniela receives the Mistress's firm and expert guidance in being transformed physically and mentally into a beautiful, docile sissy servant.

It is not easy being a sissy servant to a demanding and strong Mistress. It is only 5:30 in the morning, but our pretty little Sissy is already awake, bathed, and his/her hair and make-up are done to perfection. Still dressed in only his/her pretty bra and exquisitely tight girdle, Sissy Daniela checks the list of chores for the day. Soon he/she will don the morning service uniform and apron and prepare the Mistress's breakfast, beginning another day of servitude.

Sissy Double Date

Poor little Sissy.  At first he thought the crossdressing games he played

with his wife were fun.  But now, 18 months later, he is living as the full-

time maid to his Wife/Mistress and her lover. 

Recently, his Wife/Mistress has been saying that her Sissy is simply too pretty, too sexy to keep locked up in the house.  So tonight, Sissy is going on a double date with his Wife/Mistress, her lover and another man!  Poor Sissy!  He is so nervous and so frightened.  He knows nothing about the man that his Wife/

Mistress has selected for his date.  All Sissy does know is that he will

be beaten severely if he doesn't look pretty or if he doesn't behave

himself tonight... 

Swimsuit Sissies

The poor little sissies had never been displayed before in swimsuits. But here they were, nervously descending the stairs to the crowded pool area of the fancy resort.

Their Masters looked on approvingly at the sweet
sissies in their skin tight swimsuits and high heeled sandals.

In a few minutes, the sissies will be rubbing suntan lotion onto their Masters' muscular shoulders, fetching them drinks, and doing all the things that a pair of totally feminized boys should do for their owners.

Sissy Bait

Powdered sissy

Knowing that his Master would be home soon, Sissy Michelle checked

 his make-up and applied a bit more powder.  After six months of strict

 corset training, his waist was down to a dainty 19 inches.  Poor Sissy

 Michelle could barely remember his life before he was lured into being

 tranformed into the docile, servile housewife to a rich and powerful man.

Sissy prepared for master

After nearly six hours in the beauty salon chair, Sissy Crissy was 
finally ready to be presented to his Master.  Tonight was going to be
the most important night of Crissy's life; tonight Crissy would pledge
 himself to his Master for all time in a Sissy Enslavement ceremony.
All of the Master's friends would be in attendance tonight and
Crissy wanted to make the Master feel proud.  Months of severe
training, beatings and brainwashing had transformed this teenage runaway
boy into the most exquisite sissy love toy ever.

Sissy Party Preparations

Sissies prepare for their dates

Bedtime Sissy