A Simple Minded Sissy

Poor Sissy Gretchen.  His transformation had been particularly difficult.  He had resisted the process every step of the way.  He simply would not cooperate with the plans I had for him.  But I knew he would make an exceptionally pretty -- and valuable -- sissy once the transformation was complete.

Through a combination of drugs, hypnosis, electroshock and beatings, I was eventually able to break through his resistance and complete his conversion.  And I was right -- I was able to transform this young man into one of the prettiest sissies I ever made.

Aided by a daily dose of narcotics, Sissy Gretchen becomes a simple minded little sissy who no longer has any will of his own.  He will obediently follow any instruction given no matter how demeaning or disgusting.  That makes him the perfect sissy escort.  I have a long list of wealthy men who have no problem paying me thousands of dollars for a few hours with this gorgeous and completely docile sissy love doll.

At the end of every long day of sissy sex servitude, Sissy Gretchen has an unusual bedtime routine.  He strips off his pretty dress and slips into a sexy, sheer and very revealing baby doll nightgown. Then he allows me to put a ball gag in his mouth and to tie his wrists and ankles to the bedposts.  Sissy Gretchen falls asleep, content and mindless.  I leave his bedroom light on.

These bedtime preparations are required because during the hours before dawn, Sissy Gretchen will awaken as yesterday's dose of narcotics begin to wear off.  As his brain begins to refocus, he remembers who he was -- and what he has become.  I expect his mind is flooded, all at once, with images of his feminized self submitting to the disgusting demands of his many male clients.  The terror he experiences is amplified by seeing his own gorgeous sissy reflection in the mirrored ceiling above his bed, his enormous breasts barely concealed by his sheer baby doll nightie.  He writhes in mental agony on top of his bed, struggling to free himself from his lashings.  His screams muffled by the bright red ball gag in his mouth.

I allow this to continue to a couple of hours until I am ready to get out of bed and deal with poor Sissy Gretchen.  By then he is a wreck, overcome by his exhaustion and horror.  I stand above him and tease him.  "Oh, what's the matter sissy?" I might say.  "Don't you like staring at your sexy reflection in the ceiling mirror?  Aren't you happy that you are now a perfect sissy slut?  Didn't you have fun yesterday -- and everyday -- doing all those nasty things you did to all those men?"  It doesn't take much to get him to start sobbing.

Eventually I take pity on him I inject him with today's dose of narcotics.  He slips back into unconsciousness for a couple of hours.  When he awakens later, the episode he experienced just a few hours earlier will have been completely forgotten, as he begins another day of obedient sissy sex servitude.

A Sissy Begs for Forgiveness

"Oh, please, Stepmother," I begged.  "It won't happen again.  I am so sorry.  I promise.  Please don't punish me.  PLEASE!"  I stood in the middle of the room, perched in my towering high heels, my manicured hands clasped together as I repented for my failings.

"SILENCE!" Stepmother shouted.  "You are NEVER to speak unless spoken to!"

I lowered my eyes to the floor, now terrified that I had made my terrible situation much worse.

"Look at you, you pathetic sissy.  I can see right through that ridiculus outfit you are wearing.  Only a real sissy slut would dress like that.  Aren't I right?"  she asked.

"Yes Ma'am," I replied softly, even though we both knew that she picked out all the outfits I was allowed to wear.

"You broke a very expensive teacup when you were washing the dishes today and that sort of misbehavior must be punished.  So what will it be, sissy?  The paddle or the dildo?"

Oh no, I thought.  This was going to be bad.  Even though my bottom was still raw from my last spanking, I really hated being punished with Stepmother's strap-on.  "The paddle," I said.  "Please," I quickly added.

I pulled down my panties, lifted my billowy skirt over my waist, and lay across Stepmother's lap.  But before she started paddling my bottom, she called out loudly, "Tiffany, please come in here!"

And in walked Tiffany, my stepsister.  Oh God!  What was Tiffany doing here?  It was so humiliating having my much younger stepsister seeing me like this, laying across Stepmother's lap, with my skirt hiked up and my bare bottom sticking up in the air. I started to try to squirm away, but Stepmother is so much stronger than me and she held me firmly in place.  "Be still, Sissy!"  Stepmother growled.  Tiffany roared with laughter seeing me like this.

"You see, Sissy," she explained, "I decided that it was time to show Tiffany how to discipline you.  That way we can ensure that you will always be as obidient to her as you are to me.  Now go ahead, Tiffany.  Do it just the way I explained."

Tiffany picked up my punishment paddle and waved it in front of my face.  "Kiss it, Sissy," she said with an evil grin.  I did just as instructed, knowing that to protest would be very unwise.

And with that Tiffany began to administer 20 stinging blows to my bare bottom, while her mother held me firmly in place on her lap.  After the first ten, Stepmother said to Tiffany, "Now dear, if you don't spank him harder than that, how will he ever learn his lesson?"

Tiffany put all her strength into the next ten blows.  I could hear her laughing as she abused my bottom.  Tears were pouring down my face as the pain and humiliation were unbearable.

When Tiffany was done with my beating, Stepmother started rubbing my burning bottom.  "Have you learned your lesson, Sissy?"

"Yes Ma'am," I whimpered.  "I'm very sorry. I learned my lesson."  I started to get up from Stepmother's lap.

"Not so fast, Sissy," she said with a sneer as she kept me pinned to her lap with her strong arms.  "You didn't thank Tiffany for teaching you a lesson and helping you to become a better Sissy."

I choked back my tears and forced myself to say, "Thank you Tiffany for teaching me a lesson and helping me to become a better Sissy."

Stepmother administered a sharp bare-handed slap to my bright red bottom and snarled, "From now on you will refer to her as Mistress Tiffany, do you understand?"

"Yes, Stepmother.  I understand.  I am sorry for my inpertinence, Mistress Tiffany."

"That's more like it," Stepmother said with a satisfied smile.  "Now get yourself cleaned up and get started on making dinner."

Blonde Sissy for Black Master

When the world middleweight boxing champ wanted to get his very own sissy, he came to me. He was a black man, amazingly strong and fabulously wealthy.

I transformed a young man into a perfect sissy sex toy for him.  Sissy Tammy's body had been forcibly feminized to perfection.  Sissy Tammy was petite, blonde and completely terrified of his new owner, who has made Sissy Tammy's life a nonstop nightmare.

Master enjoys using Sissy Tammy as his own living sex doll, forcing himself on his defenseless little sissy whenever and where ever he wants.  Master likes to pick his sissy up in his big strong arms and fuck him in mid air, roughly bouncing his sissy up and down, again and again, on his rock hard cock.  Poor little Sissy Tammy feels like he is going to be split in two every time Master rams his huge cock into his tight little Sissy pussy.  Sissy screams in pain with each thrust, but the sissy's sceams just get Master more excited.

After Master is done filling Sissy Tammy's ass with gallons of his hot cum, Sissy Tammy crawls between his Master's legs and carefully licks his Master's massive dick clean.  If Master gets hard again, then Sissy Tammy gets to swallow another load of his black Master's seed.  And when Master tires of having his enormous dick sucked, he lies down on his king sized bed for his nightly massage.  Sissy Tammy has been trained to expertly massage his Master's strong, muscular body.

Oh dear, it looks like the massage is making Master's dick hard again.  Get ready for another fucking, Sissy!

A Sissy Hooker

When the people at the "New York Transformation Institute" offered to finance my feminization surgery, I should have been more suspicious. But they showed me how beautiful I could become if I elected their very expensive "super premium feminization surgery" package.   I knew I couldn't afford it, but I was powerless to resist.

When the surgery was complete, I was indeed as beautiful as they promised me I would be. My face, my boobs, my hips -- everything was perfect and sexy. They even made my waist super skinny! It was all beyond my wildest dreams!  I wasn't just beautiful -- I was hot!

But now I was deeply in debt. I had no way to pay back the $85,000 I now owed the NYTI. But that was their plan all along! I am now an indentured servant -- a slave -- because I can't pay my bill.  And if I don't pay them back, they said they will kill me! 

I am forced to work for them as a sexy sissy hooker.  Everyday, I am dressed up in some skimpy, whorish outfit and made to stand behind the bus terminal waiting for men to drive buy that are looking for prostitutes.  Then I either give them blow jobs right in their cars or let them drive me to the motel near the warehouses.  The men I have sex with are mean and dirty and I feel sick everytime I have to let one of them cum in my mouth or on my face.

My doctor/pimp says that if I work really hard, I might be able to pay off my debt in fifteen years.  Until then, I will spend every day of my life as a frightened, cum-soaked Sissy whore.

Sissy Prepares to "Entertain"

Sissy Amanda's cell phone buzzed.  It was a text message from his wife.  "Leaving now.  Home in 1 hour.  Be ready to entertain."

"Home in just one hour!?!" Sissy Amanda thought with alarm.  He stopped scrubbing the kitchen floor and raced to his little bedroom in the basement.  He stripped off his maid's uniform, sat down at his vanity and got busy making himself look beautiful.  His wife and her lover would be home soon from their romantic weekend in the country and Sissy Amanda had been instructed to always look his best when they returned.  And from the text it was clear that he needed to be prepared to sexually "entertain" them as soon as they arrived.

Sissy Amanda finished doing his make-up and took a moment to look at his reflection in the mirror before putting on his dress.  He looked at his delicately arched eye-brows, at his sexy, smokey eye shadow, at the pink lipstick that coated his soft, full lips.  He burst into tears thinking about what he had become.......

Sissy's Sexy New Lingerie

 "Oh Sissy Belinda!  Come here!" my Wife shouted from her bedroom, ringing a bell that could be heard throughout the house.  I had been dreading this moment all night. 

Four hours ago, before going out on a date with her new boyfriend, my Wife handed me a box from a fancy lingerie shop downtown.  "There is a very pretty new bra and panty set in the box.  I want you to be wearing this and looking your sexiest when I get home.  And I want you wearing this pink bow in your hair.  And this lacey glove.  Do you understand?"

"Yes, Ma'am," I meekly replied.  And while my Wife was out on her date, I dressed in the outfit as ordered.  I carefully tucked my pathetic little cockette away to ensure there would be no unsightly bulges.  I worked very hard to make my hair and make-up look sexy too.

My wife had returned home about an hour ago and was entertaining her new lover in the Master bedroom.  I had been waiting in silence in the laundry room, which was now also my bedroom.   And now I had been summoned.

I raced up the stairs to my Wife's master bedroom because my Wife hates to be kept waiting.  There I found my Wife and her lover sitting in bed naked, breathless from having just made love.

"You see, Charles, you didn't believe me.  This is my Sissy husband.  I call him Belinda now," my Wife explained to her muscular and handsome lover.

"No way!" he exclaimed in disbelief.  "That hot chick was your husband?"

"Well, unfortunately, technically he still is my husband, but you neededn't worry about that."  Then to me she said, "Well don't just stand there, Sissy Belinda.  Show us what you got.   Give us some sexy poses and show us what a pretty and pathetic little Sissy you've become.  I want to take some more photos of you."

As instructed, I struck several provocative poses, while my wife snapped away with her camera.  I could see the sheets cover Charles' lap begin to stir as I did my thing.  Obviously he was enjoying my performance and getting excited.

"And Charles, Sissy Belinda doesn't just look and act like a girl.   Oh no, he also sucks cock like a girl.  Isn't that true Sissy?"

"Yes Ma'am," I replied shamefully.  This was not the first time that my Wife had brought a lover home and forced me to "entertain" him.

"Well then, don't just stand there. Get over here and wrap your lips around this," she commanded as she threw back the sheets.  I gasped with when I saw her lover's monstrous cock.  My wife roared wife laughter seeing the shock on my face.  "Get busy Sissy!"

A Sissy for the Entire Family to Enjoy!

When my Father ran off with another woman two years ago, my Stepmother became crazed with anger.  I knew that she had never really liked me and now that Father was gone, I knew that I would bear the brunt of her rage.  


I remember the day that she decided that she had too many boys to raise.  You see, she already had four sons of her own, all of whom were big and strong and brutish and mean.  Over dinner one night, Stepmother announced that from that moment on, that I would be a girl, her "daughter".  She said that I was already "girlish" to begin with and that I was probably a secret "sissy faggot" anyway, so turning me into a girl would be easy.  Her four sons roared with laughter when she said this, while I ran from the kitchen in tears and hid in my room.  I was so scared of what was going to happen to me and so ashamed to be called names like "Sissy" and "faggot" in front of my half brothers.

My life changed completely.  From that day forward, I was continuously with my Stepmother.  I even slept in a small cot in her bedroom.  I no longer went to school.  All of my old clothes were thrown away.  I was allowed to wear only my Stepmother's old dresses.  I even had to wear her underwear and her high heeled shoes.  My days were spent in dresses and make-up, cooking for and cleaning up after my four half brothers.  Stepmother punished me harshly if my chores were not done perfectly or if my behavior was not completely feminine.  I was taken to see several doctors and given shots and pills and soon I started to notice changes in my body.

After a while, I didn't mind so much the tiring and demeaning chores I did all day.  But I dreaded the end of the day when the boys would return home.  They relentlessly teased me, calling me names, slapping and pinching my butt, grabbing and squeezing my growing breasts.  It was awful.

Whenever Stepmother and the boys went into town to go to a restaurant or see a movie, I would be left behind.  Stepmother said that I couldn't be trusted to behave properly unsupervised, so I would be tied up in the storage room over the garage whenever they went out. 

Tonight, Stepmother was taking the boys into town for dinner.  Because Stepmother was angry with me for something I did or didn't do, she made me take off my dress and undies before being imprisoned in the garage attic for the evening.  The boys loved staring at me being paraded through the house naked by their mother!  The attic was so cold and uncomfortable.  I sat there for hours with nothing to do but to think about what a nightmare my life had become.

But at least tonight, I was alone.  That was better than being groped and abused by the boys.  Whenever Stepmother was out -- or any other time the boys could get me alone -- they would do things to me.  And make me do things to them.  It was horrible and disgusting and painful.  The boys used me a like a real girl, pumping gallons of their hot, sticky cum into to me and all over me.

The oldest one, Carl, was the worst.  He was mean and stupid and huge.  He not only liked to fuck me, but he really enjoyed hurting me at the same time, slapping me, pulling my hair, twisting my arms up hard behind my back.  Well at least the boys were out tonight.  Or so I thought.

That's when I heard Carl's heavy footsteps clumping up the stairs to the attic.  "Guess what, Sissy?  I came home early tonight.  So you and I can have some fun together and nobody will bother us.  Won't that be fun?"  He was already unzipping his jeans as he approached me.  I scrambled to me feet in a useless attempt to get away from him, but my hands were tied and I had no where to go.

He grabbed me with his huge rough hands.  He squeezed my boobs really hard and licked my face all over with his disgusting, drooly tongue.

"You are all mine tonight, Sissy," he hissed into my ear as I started to cry.

 

A Sissy Plaything

How did this happen to me?


It all started out innocently enough.  I visited a "tranformation/make-over" service called Jessica's Salon I found on Craig's List.  It was wonderful!  I had been a crossdresser for several years but was never satisified by how I looked. But after visiting Jessica, everything changed.  She could really make me look beautiful.


I started going about once a month -- and then twice a month.  Then Jessica told me that I should start coming twice a week -- for free!  I thought I had died and gone to heaven.  So I started visiting twice a week.  But after a couple of months, I started to notice some changes in my body.  My skin was becoming softer and my chest and hips started to get rounder, fuller.



Just as I was starting to get worried about these changes, Jessica announced that since this "Preliminary Feminization" had gone so well that I was about to undergo "Extreme Feminization."  I told her that I was uncomfortable with the changes to my body and that I wanted to stop.  She just laughed.  "Oh, but you can't stop!" she said.  "I have big plans for you!"

Her big plans included keeping me drugged and chained for nine months while I was subjected to massive hormones and forced comestic surgery.  I was beaten into assuming the role of a submissive Sissy plaything for horny men.  I was given enormous breasts and was forced to prance around in nothing but sexy underwear.

Six weeks ago, Jessica sold me to Mister Philip.  Mister Philip is a successful hedge fund manager who can afford anything and what he wanted more than anything was a Sissy sex toy.  He is such a pervert.  He is turned on by the knowledge that I am not only trapped as his possession and prisoner, but that I am also trapped in a woman's body and in the role of his girlish love toy. 

And so a now live as Mister Philip's sexy plaything, catering to his every sexual desire.  He owns and controls every aspect of my being.  And there is no hope of escape...ever.

Sissy Ginger's Tears

Poor little Sissy Ginger tried to fight back the tears as he stepped off his Master's plane.   Wearing nothing but his prettiest bra and panties, Sissy Ginger walked to the Jeep that was waiting at the edge of the runway.  His Master's guards and driver were enjoying watching the humilated and completely exposed Sissy make his way to the waiting car.  

Six months ago, the Master had forced his sissy to undergo extreme feminization surgery and training.  The sissy's face had been sculpted into a thing of great beauty.  His body carved into graceful, delicate curves.  The massive doses of hormones had given the sissy small, soft, lovely breasts that were now filling out his elegant French brassiere. 

Sissy Ginger's lips were very sore from the collagen treatments he had just received earlier that day, but that was not why he was crying.  Nor was he crying because he was forced to parade around outside in front of his Master's rugged and leering employees wearing only his pretty lingerie.  No, Sissy Ginger was crying because he knew that he would probably never be allowed to leave his Master's private island.  He was now trapped here to serve his perverted and cruel Master as his permanent sexy sissy love slave.

   

A Stepmother's Sissy

After my father's death, my evil stepmother sent me away to feminization clinic in Brazil.  There, over the course of 18 months, I was forced to undergo a total transformation from a normal teenage boy to sexy submissive sissy.  The feminization clinic was part hospital, part bizarre finishing school and part hellish concentration camp.


I was awakened extra early today and taken to the salon, where over the course of several hours my hair and make-up were done in a very glamorous style.  Then I was brought back to the Administration building where my trainers dressed me in this very fancy lingreie. 

As several bracelets were slipped on my wrist, I heard my stepmother's voice coming from the next room.  I had not seen her since she had imprisoned me in the clinic a year and a half ago.

"That's right, Sissy, your Stepmommy is here.  She can't wait to see what we've done to you!  Time for your big debut," one of my trainers said with a cruel smile.

"Well hurry up and get out here!" my stepmother commanded from the next room.  "Don't be shy -- no reason for my new stepdaughter to be bashful in front of her stepmother," she cackled.

I was frozen with fear, horrified by the idea of parading aroung in front of her in my bra and panties, my complete sissification on full display.

"Get out there and behave yourself -- or else," the trainer threatened, brandishing the cattle prod he always carried. 

I swallowed hard and braced myself for the humiliation that awaited me.  I nervously parted the beaded curtain that hung in the doorway and made my entrance to the other room.  There was my horrible stepmother, seated on a sofa snuggled up close to a man I had never seen before.

My stepmother squealed with delight when she saw me.  "Oh my Gawd!" she exclaimed.  "It's even better than I could have dreamed.  Look at you, you pathetic sissy faggot.  What a little sissy slut you must be, prancing around in your girly undies for everyone to see."

"Isn't this wonderful, Roberto," my stepmother said to the man next to her,  "Now that my loser stepson is gone forever, I will inherit all of his father's millions.  We are rich, Roberto!" she said giving him a big hug.

"Well, time to go home Sissy.  Today you start you new life as my personal handmaiden, my own fulltime servant tending to my every need.  Won't that be wonderful?" she teased.

"We will dress her and bring her to your limo," the trainer helpfully offered.

"Oh heavens no," my stepmother replied.  "She doesn't need clothes.  She looks so lovely just the way she is.  Come along Sissy, get in the car.  A new life awaits!"

Sissy Drugged for Party Night

Sissy Maria was just starting to regain consciousness, having been heavily drugged earlier in the day -- as always happened before the weekly "party nights" that the Master arranged.  As Sissy Maria re-awakened, he could see that he had been dressed in a very sexy and revealing belly dancer's outfit.  In the mirrored ceiling he could see that his hair and make-up had done -- he had been primped and painted and dressed as a super sexy harem girl.  The room was still spinning as he started to become aware that he was surrounded by a dozen men, all of whom were starting to remove their pants.  He tried to move but the drugs left her with no control of his body.  He couldn't even scream.  He was stuck, on display on the table in the middle of the room full of his Master's horny and perverted friends.  Poor Sissy Maria, the drugs had now worn off enough that he was fully aware of the gang rape he was about to endure -- but was unable to defend himself in any way.  He squeezed her eyes tightly shut and began to silently sob at his fate.