A Reluctant Sissy -- Part 8 -- A Letter to Mrs. Trainer

It had been about a month since Kimberly was returned home to me and I decided to write a letter to Mrs. Trainer.

"Dear Mrs. Trainer, 

I can't believe it has already been four weeks since my Kimberly was returned to me.  I can not thank you enough for the dramatic improvements you made to my son's attitude and behavior.  I am so happy to report that he has been an absolute DELIGHT since I picked him up at the airport.

Let me fill you in on some details.

When Kimberly arrived at the International Terminal, he was dressed just as you had promised -- in that adorable cream colored two piece outfit with the belted top and the pleated skirt. And those beautiful high heeled shoes.  If you hadn't prepared me by sending the photo to be ahead of time, I would have fainted seeing how beautiful he looked!  Anyway, as he stepped off the gateway, he walked right up to me, eyes pointed down to my shoes, and he curtsied!  He actually curtsied to me right there in the airport!  He thanked me for sending him to your school and promised that he would never disappoint or disobey me ever again.  I told him that a new life awaited for him at home and off we went.                                                                                  When we arrived home, I showed him to his room which had been completely redecorated since he left.  There was no trace of his past life.  All the furniture was white and there were lacy curtains over the windows. The drawers and closets were already full of his lingerie and dresses and shoes and all the lovely outfits you had shipped to me before he arrived. And of course there was a vanity table and mirror for him to do his hair and make-up.

As you suggested, I wasted no time getting Kimberly introduced to his new schedule and responsibilities.  He is so wonderful at following directions -- I only have to tell him to do things once and he immediately gets busy fulfilling my every need.  Of course that includes all the cooking and cleaning.  But I also have him bathe me every evening -- that was quite an experience the first time for both of us!  I'm sure others would find it quite shocking for me to be naked and bathed by my former son.  But there is nothing sexual about it.  I know it sends a powerful message about who is in charge and who is subservient. 

Also, per your instructions, I arranged for Kimberly to "make amends" for all the past trouble he had caused and believe me, that was a very long list indeed.  I had Kimberly dress in the outfit pictured here.  I know he hated it but he said nothing.  Just look it him!  That dress is ridiculous -- and just perfect for what I had planned.                                                                             About two weeks ago, I had Kimberly put on this outfit.  He knew something was up as soon as he put it on!  And off we went to downtown.  I made a list of every store that he had shoplifted from and we went to each one.  Kimberly went in, curtseyed to the manager and asked for forgiveness for is past misbehavior.  People in the store watching this couldn't believe their eyes.  Most had no idea what they were witnessing -- this absurdly dressed young women, fighting back tears as she (he) begged for forgiveness!  It was wonderful!.

But the best part came next.  After visiting about a dozen stores downtown and several more at the mall -- we went to the high school next!  As you said, there is no reason for Kimberly to ever return to school -- he learned everything he will ever need to know at your training academy.  But Kimberly needed to make amends to many teachers and administrators at the school for all the trouble he had caused.  So there we were -- for a couple of hours.  Walking the hallways, going room to room, office to office, curtseying and apologizing to every teacher and every administrator that had been subject to his misbehavior.  And of course, only a million of his classmates saw him as we walked through the busy hallways.  There were many giggles, much pointing and quite a few "salty" comments from some of his former classmates.  Well that experience was traumatic for Kimberly to say the least.  He was in tears before we were even half through our rounds!

Anyway, life is wonderful with my new and improved Kimberly.  Thank you for saving him and returning him to me.  It was for the best -- especially for him.

Yours,   Mrs. _________"

A Sissy Refresher -- Part 10

Sissy Erica returned to the living room wearing the sweetest little ensemble; a strapless lace and satin dress with a matching little bolero jacket.

"What a perfect little outfit for the trip home!" I said.

"Oh, yes," Ms. Trainer agreed.  "Doesn't he look lovely!  My assistants have been loading all of Erica's new outfits into your car.  The cargo area of your Escalade is completely full."

"That's fine," I replied. "We'll let Sissy Erica sit in the back seat instead of the cargo area, as usual."

"You drive," Roberto said to me. "I'm going to sit in back with Erica.  I need to have my dick sucked on the drive home.  I might want to fuck him too."

"That's fine dear," I replied.










"You will find everything you need has been loaded into your car," Ms. Trainer said. "All his pretty new dresses as well as his extra corsets.  In about four weeks he should be ready to squeeze into the next smaller size."  I could see Erica's face turn pale when Ms. Trainer said he would be wearing an even tighter corset soon!


"Well, Erica," Ms. Trainer said, "I hope you are going to be a good little sissy for your wife/mistress and her lover.  I expect you to apply everything you learned here this summer to being the best little sissy you can be."

"Yes, Ms. Trainer," Erica managed to reply.

"That's good, Erica.  I would expect nothing less from you.












"Now take off your little jacket," Ms. Trainer instructed. " I don't think you will be needing that for your ride home in the backseat with Roberto."  Erica took off the jacket as we once again gazed with amazement at how feminine and delicate Erica now appeared. Turning to Roberto, Ms. Trainer said, "Erica's tight little sissy-pussy has lubed up so he is ready to be fucked whenever you want."

Turning her attention back to Sissy Erica, Ms. Training said, "We will all miss you, Erica. You are a darling little sissy.  You are wonderfully obedient and pathetic." And with that Ms. Training gave Erica and deep, hard kiss on the lips.  Erica staggered from the experience of being kissed by Ms. Trainer, revealing just how extensively Sissy Erica had been broken, being erotically aroused by his tormentor.

Ms. Trainer continued. "Erica, I have been speaking with your owners and we've agreed that we will have you come back here for another 12 week Sissy Refresher course next summer!  Isn't that wonderful news!  We are already working on the new curriculum -- all sorts of new advanced sissy skills to teach you.  Isn't that exciting?"

I thought Erica was going to die when he heard this.  I added to the fun, "That's right, Erica.  Roberto and I are planning a long trip to Australia and New Zealand next summer so we decided that it would be best to bring you back here while we're gone.  Now answer Ms. Trainer, Erica.  She asked you if you were excited about coming back here for another 12 weeks of sissy training."

"Yes, Ms. Trainer.  I'm very excited about coming back for more sissy training," he barely managed to say.

"We are excited knowing that you will be back with us.  But for now, it is time for you to go and resume your duties caring for your wife/mistress and her lover."

"So hurry up and get in the car, sissy bitch," Roberto snarled.

And with that, Sissy Erica minced his way back to the car, returning to his life as a helpless, pathetic, feminized sissy toy for his wife and her lover.

A Sissy Refresher -- Part 6

Erica re-emerged from the other room, this time wearing a lovely silver dress with a matching chiffon bolero.  It accented his fabulous new figure superbly.  He looked so elegant and dainty.

"Ms. Trainer, please tell me more about the training Erica has received since he's been here," I inquired.

"Of course," Ms. Trainer replied.  "This is a brand new program for us and I am very pleased with how well it went in its first year."

She continued, "I developed a curriculum that would help advanced sissies, like Erica here, develop the skills they need to take their service and submission to you to the next level.  The course work covered three main areas: service skills, beauty and comportment, and sex techniques."  Roberto was suddenly interested in hearing more when the third item was mentioned.


"In the area of service, Erica has been learning wonderful new skills.  He can now perform a Swedish Massage on the two of you.  He has learned some interesting new breakfast in bed recipes and serving ideas.  And he has learned important new skills to help you plan and hostess and serve when you are entertaining.  Isn't that all correct, Erica?"

"Yes, Ms. Trainer," came the soft reply. "That is all correct."

"Erica, take off the little jacket while I continue," Ms. Trainer instructed.

"Yes, Ms Trainer," Erica said as he complied.

"Where was I?  Oh yes, beauty and comportment.  Well this whole decorative sissy thing requires some new skills for our sissies, like making themselves as pretty as possible and posing for hours like a mannequin..."

"Or a Barbie," Roberto interjected.  We all laughed.

"And he can do his own hair.  Isn't it lovely?  It's very difficult to make it look so nice, but Erica has been a very good sissy student.  Of course he has to sleep in his curlers, which is very uncomfortable, but it's all worth it."

Ms. Trainer continued.  "In the sex department, well that's where things got the most interesting.  Wouldn't you agree, Erica?"

"Yes, Ms. Trainer," came the timid and shameful reply.



"Our little Erica here has developed some impressive new skills.  We did lots of fellatio practice over the past twelve weeks. Erica can now accept the biggest imaginable cock down his throat.  We also had a pussy worship course -- I taught that one myself.  And I'm pleased to report that Erica has a very, very talented tongue.  You will be very pleased.  We also practiced some group sex.  Erica learned to take two dicks up his ass and two more in his mouth, all at the same time!  Erica, how much is two dicks plus two dicks?" Ms. Trainer asked in her speaking-to-a-child voice.

"Four dicks, Ms. Trainer," came the pitiful reply.

"Oh my, Erica!  Did you pleasure four men at once?  Why what a little whore you are!"

We burst into laughter once again.

"Go change, Erica," Ms. Trainer instructed.

A Sissy Refresher -- Part 4

Erica re-entered the room where Roberto, Ms. Trainer and I were sitting.  This time he was wearing an elegant gold cocktail dress, sleeveless with a deep vee back.  The bodice of the dress was decorated with little pearls, while a wide sash of gathered fabric wrapped around him, just below the bust.  He looked so elegant and beautiful.  Simply stunning!                                                                          I was still astonished by how skinny and delicate he looked, his pretty new dress draped over his slender shoulders.  Ever since I feminized him five years ago, I have been able to easily dominate Erica -- mentally and physically -- but in his current emaciated state, I'm was pretty sure I would be able to do anything I could imagine to him physically.  Pick him up.  Throw him down.  Slap him around.  Anything.  The thought got me excited.

I looked again at Erica's face.  The fear and sadness were so visible, his eyes barely holding back back tears of shame and anxiety.                                                                                         "What's with this crazy fashion show?" Roberto asked. "Why can't we just throw Erica into the trunk of the car and take him home already?"                                                                                         "Roberto, I already explained this to you about a dozen times," I said with some exasperation.  "Part of the training Erica received was in becoming a 'decorative sissy.'  Ms. Trainer is letting us see some of Erica's new outfits that he'll be wearing at home."

"What's wrong with his maid's uniforms?" Roberto asked.                                                                                                                                                Ms. Trainer jumped in to help me out.  "Roberto, 'decorative sissies' are all the latest rage.  Of course it only really works if you have an exceptionally pretty sissy like Erica.  But let me explain.  Of course there is nothing wrong with him wearing a maid's uniform.  When Erica is doing his chores -- cooking, cleaning, etc. -- he will continue to dress as a maid.  But at other times he can serve you in a more 'decorative' manner.  Like when he is bringing you coffee in bed or greeting you when you return home in the evening, Erica will change into one of his pretty new dresses and high strappy shoes so he can look his very best while he's serving you.  And think how elegant it will be when Erica greets your guests at the front door dressed like this, to take their coats and to show them in.  And say you and your wife are relaxing in den or entertaining another couple, Erica can be posed where ever you want him, silently and motionlessly adding some beauty to your home.  As a 'decorative sissy,' think of him more like a pretty vase or painting on the wall than as a person."

"Or a Barbie doll," Roberto responded.

 "Yes. Very much like a Barbie doll," Ms. Trainer replied.  "But you can't gang fuck a Barbie doll in the ass, now can you?"  We all had a huge laugh at Ms. Trainer's joke.  Well, all except Erica.                                                                                          "But won't that be a lot of extra work, changing in and out of his maid's dress and these fancy dresses, re-doing his hair and make-up, several times a day?" Roberto asked.                                                                                                               "Of course it will be a lot of extra time and effort for Erica, but he doesn't mind.  Do you, sweetie?  You will be honored to work hard to be extra pretty around the house. Right?"

"Yes, Ms. Trainer.  I will be honored to make myself extra pretty around the house," Erica replied softly, staring down at the floor, unable to meet our eyes as his future as a Barbie-like fuck toy was joked about right in front of him.                                                                                               "Such a sweet sissy," Ms. Trainer cooed.  "Time for another dress!"

A Sissy Refresher -- Part 2

After a few minutes, Sissy Erica returned to the room, this time wearing a delightful navy blue, knee length cocktail dress.  The fabric gathered below the bust highlighting Erica's exquisite figure. His hair was still perfectly coifed as he paraded in front of us atop his silver heels.

I was completely struck by how beautiful he was -- sexy actually -- yet at the same time his eyes clearly showed the extreme sadness and shame and fear he was feeling.

"Turn around, sweetie," Ms. Trainer instructed.  "We want to see you from every angle.  Erica complied, showing us his sweet little ass, his dress tailored to highlight his tush. It looked just as perfect as it did in the gold silk dress he was wearing before. "Go ahead, Roberto," Ms. Trainer urged.  "Go ahead and give it a squeeze -- or a spank. I'm sure you want to!" she said with a laugh.  And with that Roberto got up from the sofa and walked up to Erica, still standing motionless with his back to us.  Roberto but his hand on Erica's ass and started rubbing and squeezing. "Oh, yeah. That's nice!" Roberto reported. "Really nice..."  Despite his extensive training, I could see Erica shudder and stiffen as Roberto placed his big manly hand on his pert little bottom.







"That's enough for now," I said to Roberto. "There will be plenty of time for that when we get home."

I have to apologize.  I jumped right into my story without giving you any of the background.  Eric and I were married about seven years ago.  It wasn't until after we were married that I learned that Eric was a sissy crossdresser.  He tried to hide it from me but of course I figured out what was going on.  Well about five years ago I decided that I was tiring of Eric's secretive crossdressing on the weekends and his pathetic attempts to act masculine the rest of the time.  I was no longer interested in him sexually and I wanted to make some major changes in our lives.  I decided that it was time for him to give into his weak, feminine and submissive nature once and for all.  I did some research and learned about Ms. Trainer's Transformation Services.  This was exactly what I wanted. I immediately enrolled Eric in the complete sissification package.  He cried and cried when he realized what was about to happen to him as I handed him over to Ms. Trainer's staff.  But they quickly sedated him and dragged him inside to begin his fourteen month conversion.



At about the same time that I deposited hubby Eric at the Transformation Academy, I met my current lover, Roberto.  Roberto is an amazing lover -- strong and masculine.  He and I share the Master Bedroom.  And Eric -- now Erica -- has moved into a small bedroom near the laundry.  Erica is our submissive sissy maid 24 hours a day, 7 days a week.  He is our personal slave doing whatever we want or need -- he cooks and cleans, serves us breakfast in bed, he massages and bathes us --everything.  And Roberto really enjoys fucking Erica, especially when I'm away.  I don't mind.  Roberto is a real man and he has his needs.

Roberto and I decided that we would celebrate our five year anniversary by taking a three month tour of Europe.  I was so excited!  It was going to cost a fortune, but that's OK because Eric had made millions in software before he became Erica.  And now Eric's millions are all mine.

Anyway, Roberto and I planned our trip.  But what to do about Erica? We couldn't leave him unsupervised for three months.  So I call Ms. Trainer for advice.  She suggested that, while we were away, I leave Erica with her for a brand new program she was launching -- An intensive "Sissy Refresher Course" for advanced sissies. Ms. Trainer gave me an initial description over the phone and later emailed me more details.  It sounded perfect so I agreed right away, even though it was very, very expensive.  And now that I was seeing the results, I know we had made the right decision and it was worth every penny.

"That's very nice Erica," Ms. Trainer said.  "Go back and put on the next outfit and model it for us."  And off Erica went again.

Before Erica minced out of the room on his high silver heels, I caught his eye once again.  Whatever Ms. Trainer had done to him over the past twelve weeks had left him a nervous, terrified wreck.

A Sissy Nanny -- part 4

In addition to being little Greggie's sissy wet nurse, we decided that Sissy Susie should pump fresh milk for Greg Sr.'s morning coffee.  That's right!  Now every morning when Sissy Susie brings Greg and me our breakfast in bed, there is a little little pitcher of Sissy Susie's warm, creamy sissy milk on the tray.  I'll admit it's an acquired taste, but now my Greg won't drink coffee without it!

Whenever Greg sees Sissy Susie nursing or pumping -- or sometimes both -- Greg can't resist going up to Sissy Susie's face and saying "Mooooooo!"  Tears start to well up in Susie's eyes every time, realizing that he has been reduced to little more than a bizarre combination of a slave and dairy cow.  Little Greggie giggles every time he hears his daddy go, "Mooooooo!"

Last night Greg and I were making love.  As always, Sissy Susie stood silently in the corner, ready to fetch us a drink or some lube or a towel.  The front of his satin blouse was covered with milk stains, which happens every time he watches Greg and me fuck. When we were done, Greg said to me, "Say, after the twins come, how is the Sissy going to feed all the babies? Maybe we need to get him an extra boob!"  We both burst out laughing at that idea.  "Just like in that movie, Total Recall!" I added, barely able to breathe because I was laughing so hard.

Poor little Sissy Susie definitely wasn't laughing.  Tears started to stream down his pretty, made-up face.  Greg looked over at the totally humiliated Sissy Susie, tears and milk spilling uncontrollably out of his feminized body.  "It's like having a fountain in our bedroom," he said.  We collapsed in laughter again.

"You're right," I said.  "It's so romantic having a fountain in our bedroom!  Fuck me again!"  And he did while my sissy husband silently watched.

A Sissy Nanny -- Part 3

The first time I realized that the lactation hormones I was feeding my Sissy Susie were working was when he started leaking milk!  One night Greg was screaming at Susie for something that he had done wrong, which Greg does very often.  While Susie was standing there, eyes lowered, accepting Greg's abuse, wet stains started to appear on the front of his maid's uniform.  "What the fuck is happening?" Greg yelled at Susie.  "Are you cumming out your tits?"  I thought that was really funny.  Poor Susie was so confused.  He had no idea that I had added the lactation drug to his daily diet of hormones.

We love making Susie leak - it has become a new hobby for Greg and me.  We learned we could make Susie leak just by yelling at him -- or by making him watch while Greg and I get romantic.   

Because we got so much enjoyment from making him leak, I threw out all of Susie's old bras and now only allow him to wear half cup bras that expose his nipples.  I also added a few satin blouses to his wardrobe.  Because of the lactation meds, Sissy Susie's nipples have grown really big and pointy.  And when he wears his new bras and blouses, his nipple are very prominent, sticking out beneath his blouse for for all to see.  And when he leaks, the satin blouses really show off the dark, wet stains.

Like I said, Greg and I have learned to make Susie leak whenever we want.  All Greg has to do is to start shouting at Susie and, voila, the milk starts flowing.  We can be out shopping and Greg will get into Susie's face and start shouting at him about how pathetic and stupid he is.  Then the dark, wet stains start to form on his blouse.  He usually starts crying at the embarrassment of leaking in public as well as the reminder that he even lacks control over his own sissified body.

Susie's boobs also start squirting every time he watches us get romantic.  We have always made Susie be our "attendant' while we make love.  He stands silently in the corner of our room while Greg and I get it on.  That way Susie is always ready to do whatever we need -- fetching us a drink or cleaning up our wet messes.   But nowadays while watching Greg fuck me, we get the added fun of watching Susie's boobs start squirting uncontrollably.  It must be humiliating beyond all imagination for Sissy Susie, his own body betraying him while watching his own wife get wildly fucked by a real man.

A Sissy for my Husband

I am a woman with a serious problem.  I have a condition that makes it very painful for me to have sex.  But I am married to a handsome man who I love very much.  To make matters worse, he has an enormous cock which makes having sex almost impossible for me.  He has tried to be patient and understanding with me, but he is a man, with a man's needs.

I was worried that my marriage would fall apart if I couldn't solve this problem.  I didn't want my husband taking up with a mistress.  I considered letting him see prostitutes but that seemed wrong on several levels.  Then a friend suggested that I consider getting a sissy to service my husband's needs.  I didn't know what she was talking about until she showed me this blog.  I had no idea that there were services, like Ms. Trainer's Academy, that are able to create -- and sell -- submissive sissies!  This seemed like a perfect solution to me.  I hated the idea of my husband being with another woman -- but it would be OK with me if he wanted to fuck a little feminized sissy.

When I first suggested this to my husband, he didn't like the idea at all.  He said that fucking a sissy would be "gay."  But then I showed him some of the pictures on this blog -- dozens of pictures of beautiful, sexy submissive sissies.  Not surprisingly, my husband gradually became more receptive to the idea.

Well, last month, the sissy I had ordered was finally delivered (the wait list is over a year!).  And our life has never been happier.  My dear husband gets to fuck his little sissy whenever and however he wants -- twice a day, sometimes three times a day.  It must be unbearable for the poor little sissy since my husband's dick is so huge. His poor little "sissy pussy" must scream with pain every time my husband attacks him.  Oh well.  I'm sure I don't care.



And here's the added bonus!  When my husband isn't fucking the little sissy whore's brains out, the little bitch is mine to do with whatever I want.  I simply love having a little sissy housemaid to do all the cleaning and cooking that I'm supposed to be doing.  I now have so much more free time to spend with my girlfriends while my husband is at work.

My husband and I have never been closer.  We are both happier knowing that his needs are being taken care of under our roof.

Thank you, Ms. Trainer, for saving our marriage.

Sissy Attends a Tea Party



"Now don't look so glum, sweetie," Mistress said.  "You are going to have a wonderful time at the tea party. And you look so pretty in your new dress.  I'm sure all the other sissies will be jealous of you."  She patted me on the cheek as if I were a little child.  "Now hurry and get my coat and get in the car."

I did as I was instructed.  I felt ridiculous in my new dress.  It was pink, covered with ruffles and had a wide satin sash around the waist.  Mistress made me wear pink anklets and open toes burgandy platform shoes to complete the ultimate sissy look.

I dread going to sissy tea parties.  Every Wednesday afternoon, my Mistress dresses me up in some frilly, lacy dress and drags me to the weekly sissy tea party.  The tea parties are held at a huge mansion outside of town that is owned by one of her friends.

We arrive at the mansion right on time at 3:00.  I follow my Mistress inside in silence.  She greets her friends, who are all sissy owners just like her.  I curtsey to each of the other Mistresses in silence.  The Mistresses make a fuss over my new pink outfit.  I greet the other sissies with a small kiss.  Today there are four Mistresses each with her own sissy.

The sissies move into the kitchen where we prepare the tea and plates of food for our Mistresses.  We serve our Mistresses in silence while they chat among themselves, treating us sissies as if we were invisible.  While the Mistresses eat and chat, the sissies stand in silence at the edges of the room, quickly attending to any needs of our Mistresses.

At 5:00, the Mistresses have finished their tea and conversation and the sissies have cleared the table and washed all the dishes.  Now is the part that I hate the most.  The sissies stand in a line in front of the Mistresses who pair each us off with another sissy.  We then have to make out with our sissy partner in front of the Mistresses.  The sissies have learned that it is important to put on a good show for the Mistresses, so we really get into it, running our hands over each other's boobs and bottoms, grinding our hips into each other, moaning and gasping as we deeply french kiss each other.  The Mistresses love the show.  They shout demeaning and filthy things at us.  

"Time for some sucky-sucky fun!" one of the Mistresses shouts.  Two sissies are instructed to remain standing, while two are sent to their knees to administer a sissy blow job.  Today I am told to stand while Sissy Annabel is told to kneel.  I gather up the full, frilly skirt of my dress while Sissy Annabel lowers my panties and puts my tiny little cock in her mouth.  Now the Mistresses go completely wild.  They are shouting at us, laughing at our tiny penises and joking about how much sissies love to swallow cum.  Some ever start touching themselves as the excitement of the show becomes too much for them to handle.  I close my eyes as I begin to cum in Sissy Annabel's mouth.

The party ends and we begin the drive home.  I know that I will be up late tonight licking my Mistress's pussy for hours as I help her to relieve her excitement from the afternoon.



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."

Helpless Sissy Love Doll

This summary is not available. Please click here to view the post.

A Sissy Honeymoon

For the last two years, I have been under the strict and controlling hand of Master Roman.  He has trained and transformed me into an exquisitiely feminine, obedient and docile Sissy.

At first I resisted my captivity and transformation.  But Master Roman skillfully -- and often cruelly -- destroyed my will to resist as he forced my inner femininity to blossom.  Eventually I learned to embrace my new existance as Master Roman's obedient Sissy servant.  My life now revolves around pleasing and serving my Master -- and nothing else.

I must have succeeded in pleasing Master Roman because he asked me to marry him!  We had a lovely, private ceremony where I took my vow of obedience and servitude, and then Master Roman whisked me down to Jamaica for our Honeymoon. 

As we stood under the waterfall, I could feel Master Roman's cock getting hard as he pressed against me.  He held me tightly in his big strong arms, kissing me.  His hands moved up to my soft little breasts that had developed from the hormones Master Roman had been giving me.  He untied the little bikini top that I was wearing.  I moaned softly as his fingers played with my swollen, sensitive nipples.

"Who are you?" Master Roman whispered into my ear.

"I am your obedient and loving Sissy Wife," I replied as he had trained me.  He smiled.

"And who am I?" Master asked.

"You are my Husband and my Master who I will serve and obey and for the rest of my life.  My only purpose is to please you," I said, reciting the acceptable answer. 

Master nodded and replied, "That's right.  And now to please me I want you to suck my cock."

I instantly fell to my knees and quickly pulled Master's cock into my mouth.  The water where we were standing was fairly deep so I struggled to breathe as I pulled his enormous hard rod into my mouth. 

As he started to cum, Master Roman said, "Sissy Wives don't need to breathe.  They just need to suck cock."  He then pushed my head underwater and held it there.  Even though I was practically drowning, I felt so fulfilled knowing that I was performing a service that pleased my Husband/Master so greatly.  It felt wonderful to being a good Sissy Wife, on my knees, feeling my Master/Husband's hot cum blasting into my mouth and down my throat.  Even as I started to lose consciousness, I ensured that I had thoroughly drained my Master/Husband and had swallowed every drop.

When I regained consciousness, I was on the floor of our hotel room.  These was a note jammed in my bikini bottoms that said, "Get cleaned up and put on new bikini.  Meet me in hot tub next to the big pool.  Hurry.  I need another underwater blowjob right now."

A Sissy Wife's job is never done.

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 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!"

Reminding your Sissy Who's in Charge

Even after the feminization process is complete and your Sissy is completely docile and properly trained, it is important to periodically remind your little Sissy that he/she is merely an object to serve and amuse you.   Poor little Sissy Mindy has been a fully feminized, beautified Sissy servant to his domineering Wife/Mistress for more than three years.  But several times each month, the Wife/Mistress surprises her little Sissy plaything with a few hours of cruel torture, humiliation and fear.