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 8

Sissy Erica returned to the living room, this time wearing a lovely dress in the palest imaginable shade of blue.  The full skirt ended in a pleats at the waist where pretty lace applique ran around Erica's tiny waist.  The dress was elegant and sexy at the same time, with a low cut neckline that revealed Erica's hormone and surgery enhanced cleavage.

"Oh my," I said as Erica modeled his latest dress.  "He is the epitome of ladylike elegance and femininity in that outfit."

"I agree," replied Ms. Trainer. "I think this dress suits our little Erica perfectly."

"Erica, did you make friends with the other little sissies that were here with you this summer?" I asked.

Sissy Erica didn't seem to know how to answer.  He looked over to Ms. Trainer for guidance or permission or something.

"Well now," Ms. Trainer answered for Sissy Erica.  "That is a very interesting question.  I am so glad you asked.  I'm sorry to report that Erica didn't do so well in making friends with the other sissy students this summer."

"Oh dear," I replied.  "Erica, whatever was your problem?"  I felt myself getting cross with Erica and wanting to punish him.  It was a good feeling after being away from him all summer.

Ms. Trainer explained.  "You see, we had a little fun at Sissy Erica's expense this summer.  Since he was the prettiest, most feminine and best trained sissy, we thought it would be fun to make the other sissies extra jealous of him."

I noticed Erica react to Ms. Trainer's words.  This was clearly new information he was hearing for the first time.

"Oh yes," Ms. Trainer continued.  "After a training exercise we would often compliment Erica on his performance and tell the other sissies that their performances were terrible.  We would threaten to punish the other sissies because they weren't as perfect as Erica.  We would also tell the other sissies that Erica was getting extra food because he was such a good sissy.  Sometimes, we even told the other sissies that Erica had tattled on them, and gotten them in trouble and subjected to more punishments."

"But I never did any of those things!" Erica blurted out.  "I never tattled and I never got extra food!  I never meant to make the other sissies mad at me!" He broke into tears as he spoke.

Ms. Trainer promptly slapped Erica hard across the face and screamed, "Sissies do not speak unless spoken to!  For God's sake, didn't you learn anything this summer.  Stupid sissy."  Ms. Trainer tore the little jacket off Erica's narrow shoulders and shouted, "Now just stand there -- SILENTLY -- while I finish speaking."  Her fury subsided and she continued, "Of course you didn't do those things, Erica, but the other sissies didn't know that, now did they?"

"Well anyway, the other sissies really resented Sissy Erica and that was great fun to watch.  Poor Erica was all alone in every sense this summer."

"What did the other sissies do to Erica?" I asked.

"You're going to love this," Ms. Trainer said.  At night, all our four of sissies would sleep together in one king size bed.  Wearing nothing but their corsets and curlers.  It's a very sexy, sensuous scene, as you might imagine.  Anyway, the other sissies would...take advantage of Erica at bedtime.  What the sissies didn't know is that we added a dose of ground up Viagra to the other sissies' dinner rations  So by the time they climbed into their shared bed with your gorgeous little Erica, their resentment and desire were both inflamed.  So they would take turns fucking little Erica here, two sissies holding Erica down while the third sissy pounded Erica's tight little ass."

Erica went into uncontrollable sobbing reliving the horrors of the past 12 weeks.

"And the best part is, we filmed this little rape scene every night!  I have hours and hours of hot, rough sissy sex action on tape starring Erica.  I have some friends who are editing it down.  They think we can get 8 or 10 hours of the best material and make some good money selling it on DVDs and the internet."

"Isn't that exciting, Erica?" I said. "You're going to be a movie star!"

A Sissy Refresher -- Part 3

"Oh, this is one of my favorite dresses," Ms. Trainer gushed as Erica re-entered the room where we were sitting.  "It's so prim and proper, with its high satin collar and elbow-length sleeves.  But it's so short!  It really shows off Erica's pretty legs, don't you agree?  And the illusion top really makes it so sexy."                                                                                                    Roberto and I heartily agreed.  "His legs are perfect!" I enthused.  "I think his legs are better than mine. I'm jealous!"                                                                                            "Naughty sissy!" Ms. Trainer pretend scolded.  "Making your wife jealous.  That won't do.  I imagine you will have to be punished for that."  Ms. Trainer winked at me and gave me a big smile, enjoying adding a little extra terror to Erica's day.

"Stand right there, Erica," Ms. Trainer instructed as she invited me to stand next to Erica.  "Just look at how tailored and form-fitting this dress is." She took my hand and placed it on Erica's waist.  "Can you feel the special corset he is wearing under his dress?" she asked me. "These new corsets are so smooth and thin, you can't see them, even under the tightest or clingiest of outfits.  But it's on there, really cinching Erica in where he needs it most."  I ran my hands around Erica's mid-section.                                                                                                                                 "Oh yes," I said. "I can definitely feel it.  It feels like it is made of steel -- it's so hard."                                                                                                       "Yes, exactly," Ms. Trainer confirmed. "It's an amazing contraption.  It's impossible for Erica to put it on or take it off by himself.  You will have to zip him in and out of it.  But I recommend that sissies keep their corsets on almost 24 hours a day.  It is a very good idea for sissies to sleep in their corsets. It helps with making the figure training permanent.  And while wearing this corset, your little sissy will never slouch again. I think proper posture is so important for a sissy."

Then Roberto spoke up.  "Did you cut off his dick?" he asked, completely out of the blue.                                                                         "Oh goodness no," answered Ms. Trainer.  "I would never do that without explicit instructions from a sissy's owners."                                                                                            I explained.  "Roberto has been urging me to have Erica's dick cut off so he can have a real pussy made.  Someday we'll do that, Roberto.  Just be patient.  I want Erica to keep his little dickie for a while longer.  I don't want him to start thinking he's a real woman.  Anyway, Roberto, I know you enjoy fucking Erica's tight sissy-pussy, now don't you?" 

Roberto had to admit he did.

"You are a very lucky sissy, Erica," Ms. Trainer said. "Your wife/mistress and her lover are very fond of you and take wonderful care of you.  Don't you agree, dear?"

"Yes, Ms. Trainer.  I agree.  I am very lucky that my owners take such good care of me," Erica managed to whisper.

"Very good, sweetie," Ms. Trainer said.  "Now go put on the next outfit."

A Sissy Refresher -- Part 1

"Come out here now, Erica," Ms. Trainer called.  "Your wife and her lover are here and they are dying to see the new you."

Tentatively, timidly, Erica -- formerly my husband Eric -- entered the room.  I gasped.  My Erica was gorgeous.  He was wearing a lovely silk dress in the palest gold.  His hair was perfectly styled.  And he was so skinny!

"Don't be frightened, Erica," Ms. Trainer said gently.  "You look lovely.  There is nothing to be embarrassed about."  Despite Ms. Trainer's reassurances, Erica seemed terribly nervous.  I could tell that he was on the verge of tears.  "Come along now, Erica.  Be a good girl."   Erica walked across the room and stood in front of Roberto and me. He delicately held a cute clutch purse in his manicured fingers.

"Ms. Trainer," I said. "He's lovely.  I mean...fantastic."  Ms. Trainer smiled with satisfaction.

"I thought you would be impressed," she replied.







I had deposited Erica here just twelve weeks ago.  Of course he was already a fully feminized sissy, having gone through Ms. Trainer's transformation process some years ago.  But now he looked so beautiful, so elegant.  And so incredibly skinny.

"How did you get him to be so skinny?" I asked.  Erica was already very, very thin before.  But now -- wow!

"Well, it's not too complicated.  It's a combination of a severe -- and I mean severe -- diet, combined with a lipo/body sculpting procedure, combined with some amazing corsetry that he's wearing that I get from Japan.  It's terribly uncomfortable -- but the results are so worth it!  Erica, don't you just love wearing your corset?"

Erica spoke for the first time.  "Yes, Ms. Trainer, I love wearing my corset."  His words were barely a whisper.  He seemed so upset.  I could see tears welling up in the corners of his eyes.  And he was trembling very slightly, perched about his silver, strappy high heels.







"Ms. Trainer," I asked.  Why is he trembling like that?"

"Well," she replied, "It has been quite a difficult twelve weeks for our lovely Erica here.  He has really done his best to cooperate with our refresher program for advanced sissies.  But it hasn't been easy, has it Erica?"

"No, Ms. Trainer.  It has not been easy," came his breathy reply.

"There, there.  Try to relax, Erica.  We wouldn't want your tears to ruin your make-up now, would we?

"No, Ms. Trainer," he replied.

Ms. Trainer continued.  "Our little sissy Erica may also be nervous about what awaits him when he returns home with you and Roberto.  All of this extra training he has received is for a purpose.  And he is well aware of just how attractive -- enticing, really -- he has become.  And I think he is nervous about what you have in mind for him."

"Ah, I understand," I replied.  Of course the experience of the last twelve weeks would have been both punishingly cruel, as well as plant seeds of anxiety for what his life would be like when we returned home.

"Now come over here, Erica," Ms. Trainer ordered.  "Let me help you off with your jacket."  Erica obediently stood still while Ms. Trainer undid the buttons in the back and slid the jacket off of my sissy.

As the jacket came off, Roberto said, "Damn!"

"Damn is right!" agreed Ms. Trainer.  "That is one fantastic looking sissy!"

I couldn't believe my eyes. With the little jacket off, Erica posed there in front of us, in his strapless dress.  His shoulders were impossibly skinny and delicate.  He was obviously dying with shame as Roberto and I took in this sight.  Again, I thought Erica was about to start crying.


"Now turn around Erica.  Let's show your wife and Roberto how pretty you are from the back," Ms. Trainer instructed.  I loved how Ms. Trainer talked to Erica in a voice you would use speaking to a little child. But when speaking to Roberto and me, she would talk about Erica as if he wasn't even in the room.  There was a sly, cruel -- but also very humorous -- way to everything Ms. Trainer did with her sissies.




Erica turned around and Roberto let out an involuntary whistle.  "Oh my God!" I gasped.  "His ass...it's simply perfect."

Ms. Trainer smiled with satisfaction.  And even with his back to us I could sense Erica's deepening sense of shame as we all talked about his cute round ass.

"Erica, go back into the other room and put on one of your other dresses.  I know your wife and Roberto will enjoy seeing you model your cute new outfits."  And with that, poor Erica minced out of the room to change.

My Sissy Neighbor -- Part 4: Sweet Sissy Kisses

After working until 11:00, Anita comes back to my house to change back into Andy before heading home.  Mom always greets Anita at the door with a big hug.  She's usually in her big fluffy bathrobe because it is late, but she is too worried to go to bed until she knows Anita is home safe.

Andy's home life is more than just terrible. Andy is deathly afraid of what his father would do to him if he ever found out about Anita.  As it is, Andy's father is abusive towards him in many ways.  Andy is right to be scared, if you ask me.

Anyway, I usually hang out with Anita and chat while he changes.  I'm usually in my bathrobe too. I usually hang up his things while he gets undressed and washes off his make-up. He puts anything that needs washing, like his bras and panties and stocking, in a hamper and my mom will put them in the laundry with our stuff during the week.  (No chance of mixing up Anita's underwear with mine -- his bras are 34DD and mine are 36A!)

We talk about all sorts of stuff while he's undressing. One night, a while ago, after he had told mom and me about kissing some of the customers at the club, I asked him, "Do you like it when you have to make out with men?"

"I guess I don't mind it too much. I don't think I'm gay but I like the idea that men find me desirable and sexy. It's very exciting and..." Anita searched for a word.

"Validating?" I offered.

"Yes!" Anita exclaimed. "Validating."

Looking at Anita and talking about kissing was making me feel funny. He hadn't started taking off his make-up yet and he looked so beautiful. "Can I kiss you?" I asked.

"Sure, if you want to," Andy replied. We sat together on the edge of the twin bed that was in the dressing room. I put an arm around him and looked deeply into his pretty eyes. As I went in for my kiss, he delicately closed his eyes, just like I imagine he does with his customers at the club. I was seriously turned on!

I could smell his perfume and taste his lipstick as we kissed.  I wrapped my arms around his slender body, feeling the corset he wore beneath his dress to give him that sexy wasp-waist shape.

We made out for about 15 minutes before I broke it off; it was late and Andy still needed to change and get home. "That was amazing!" I panted. "You are so sexy! And you kiss like a girl!" We both giggled at that.

"And so do you," he replied.  "I assume."

I needed a moment to figure out what he meant by that.  Then I realized -- he had never kissed a girl before.  Poor Andy!

After that, making out became part of our routine every night before Anita changed back into Andy!  I just love kissing my sweet, beautiful Sissy Anita.

Sissy Attitude Adjustment

Poor Sissy Millie just couldn't seem to accept what was happening to him. 

Physically, Sissy Millie was a huge success -- his forced transformation from occasional crossdresser to chemically and surgically feminized sissy was nearly perfect.  His face was smooth and beautiful, his body was soft and slender.  His hair was long and full.  And his boobs were...well...incredible.  Just look at them!  I can't resist squeezing them and playing with them!

Everything was perfect except for his attitude.

You see, Sissy Millie continued to insist that he was "a man."  He kept shouting that his name was Simon and he would never be another man's full-time, live-in sissy slave.

This was a real problem for me.  Sissy Millie's new owner was scheduled to take possession of his sissy in just three weeks.  But Sissy Millie's attitude -- his entire mental state -- needed a major adjustment.  And quickly!

I've been through this many times before and I have never failed to break a sissy. Sissy Millie is going to wish he had cooperated with his transformation and succumbed to his new life before it came to this.  He is going to endure punishment beyond his wildest imagination.  Once it begins, he is going to start begging me to stop the torture -- begging to be allowed to embrace his new life as a sissy maid and sex slave.  But I am not going to stop until I know that Simon is gone and only Sissy Millie remains. And if that takes three weeks, well that's OK with me. 

Sissy Millie has been tightly corseted, bound and perched on that little stool all night long, a 12 inch dildo vibrating and pulsing wildly in his sissy pussy.  Morning has finally arrived after a long, painful and sleepless night.  He is terrified and exhausted. But his worst fears about what are about to happen to him are nothing -- NOTHING -- compared to what this final stage of his transformation will be like. We will completely break his will and his soul.

I feel no guilt about the suffering Sissy Millie will soon endure.  This is all his own damn fault.

3 Million Page Views! Time to Celebrate with a Sissy Party!

"Now, Sissy," I said very sternly, "I want you to smile.  I know you are nervous about tonight, but I promise, you look lovely!  Everyone will be so impressed by what a pretty sissy you have become."

"But, Mistress, PLEASE!  Please don't make me go in there!" Sissy Sally begged.  I slapped him hard across the face and warned him that he better behave -- OR ELSE.

Sissy Sally had been coming to me for the past two years.  Sally -- or Steve has he was usually called -- would give excuses to his wife about "business trips" and "working late" to make time to visit me every two or three weeks.  Sally was totally addicted to my abilities -- not only my ability to transform his appearance to become a lovely sissy lady but also my ability to discipline and instruct him.  He was a true sissy, in desperate need of a strong Mistress like me to feminize and completely control him.

"You were so excited about getting all prettied up and going out to a fancy party with me tonight.  You lied to your wife about being away on business overnight.  You spent hours in my salon chair letting me get your hair and make-up just right.  You were shaking with excitement when I laced you into your tight corset and gave you this pretty pink dress to wear.  So why don't you want to go through with it Sally?  What's the matter, little Sissy?

"Because...because," he stammered.  "Because this is MY HOUSE!"  Tears started to well up in his eyes.

"Of course it is, Sissy," I replied.  "Oh, did I forget to tell you that the big sissy party we were going to tonight was at your house?" I taunted him with feigned surprise.  "Did I forget to tell you that your wife has known for the past year that you've been lying to her about all those business trips and that you've really been coming to my 'salon'?  Did I forget to tell you that she knows all about what a sissy you are and how much it disgusts her?"

"NO! NO! NO!" the Sissy screamed.  "This can't be happening!  This can't be true!"

I slapped the Sissy again, much harder this time.  I hated to mess his make-up but this behavior was unacceptable.

"Just stop it!" I commanded through gritted teeth.  "You are not going to ruin this party.  Your wife and I have gone to a lot of trouble to make tonight very, very special.  All your friends are here, your colleagues from work, your neighbors."  I checked my watch.  "Right about now your wife is finishing explaining to everyone what you are a sissy you are.  A slide show of all those photos I've taken of you in little sissy outfits is playing on your big screen TV.  It is already too late.  Everyone already knows that you are a pathetic, feminized, weak-willed little sissy fairy and everybody is looking forward to seeing you in all your sissy glory -- in person -- tonight."

"Oh, and best of all," I continued, "Your wife's boyfriend is inside."  Sissy Sally looked stunned.  "Oh yes.  Your wife has been keeping secrets from you too, it appears.  You already know him.  His name is Mr. Jensen."

"Bruce Jensen!?!" Sissy Sally asked with horror. "My boss!?!"

That earned Sissy Sally another slap across the face.  "It will be MISTER Jensen to you, from now on."

"I am commanding you to get your shit together right now, stop your blubbering and start smiling. You are going to march through the front door.  You are going to greet each and every guest with a dainty curtsey and you will refer to yourself only as Sissy Sally."

I continued, "And when you have finished greeting everyone, you will march into the kitchen, tie on the frilly apron your wife has put out for you and you will get busy serving cocktails and passing around the hors d'oeurvres.  DO YOU UNDERSTAND?"

Defeated and bracing himself for what lay ahead of him, Sissy Sally meekly nodded 'yes' and walked up the steps to the front door.

Completing My Husband's Sissy Journey - Part 3

Tonight, Marcus, Colette and I are "staying in" for the evening.  Colette prepared a lovely dinner for the three of us.  After he had finished clearing the dishes, Colette and I went up to our bedroom to get ready for the rest of the evening.

Colette took off the pretty little black dress he had been wearing and changed into a sexy outfit I had bought for him -- a silk brochade corset in the deepest green, sheer black opera gloves, and black seamed stockings. I had him slip on his sexiest shoes -- black platforms with a 6 inch heel.  He looked so beautiful as he stood in front of the mirror to brush his hair and to freshen his red red lipstick.  I noticed with great pleasure how his diet of female hormones combined with the corset was making his bottom look so soft and round.

I could see that Colette was getting nervous about what was about to happen so I gave him a Valium to settle him down a bit.  

I changed into a lacy black negilgee.  Almost as sexy as Colette's outfit but much more comfortable.

I posed Colette on the edge of a chair and invited Marcus into the bedroom.  When he saw the two of us in our sexy black outfits I thought his eyes were going to pop out of his head.  Marcus told Colette to stand and to turn around so he could enjoy the view of sexy Colette from every angle.  "That is one fine looking sissy!" Marcus said appreciatively.




























I wrapped my arms around our handsome lover.  "Well, Marcus, where do you want to begin.  Would you like us to suck your dick together?" I asked.  "Or maybe you'd like to fuck me while Colette tongues you asshole?"

"Nah," he replied.  "The sissy can wait.  I just want to have sex with you for a while."

"OK, darling.  Whatever you want.  Colette, sweetie, please go wait in ths closet until Marcus and I are done," I instructed. The combination of the wine from dinner and the Valium were having an effect on Colette. Obediently, he walked into the closet as he had done on other occassions when Marcus and I needed some alone time.  I closed the closet door and Marcus and I made passionate (and very loud!) love while Colette listened and waited in the closet. 

After Marcus had fully satisfied -- and exhausted -- me, he called out, "Sissy!  Get in here!"  Colette emerged from the closet.  "Get on the bed," Marcus instructed.



"Oh!" I exclaimed.  "He looks so pretty.  Let me take some photos before you two have sex!" I said.  I grabbed my camera and had Colette assume a variety of sexy photos on the bed.  Marcus was clearly getting turned on watching this, his huge cock already starting to get hard again.

I kept taking photos as Marcus used poor little Colette for his enjoyment, first with Colette's mouth and then with his "sissy pussy."  I have a whole collection of Colette's "action photos" posted on the web.

When Marcus was finally done cumming in my sweet little Colette, he told Colette to go sleep in the guest room so he could spend the rest of the night with me alone.  As Colette was about to leave the bedroom I said, "Colette, aren't you forgetting something?"

"Oh yes, of course," he replied. "Thank you for fucking me Mr. Marcus.  And thank you for fucking and pleasuring my wife in ways I never could."

"You're welcome, sissy," Marcus replied.  "Now get out."  And with that, Colette retreated to the little guest room for the night, a little unsteady in his high heels on account of the wine, the Valium and the serious fucking he had just had endured.

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.