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 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 11: Some BIG Changes

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A Sissy and his Sister

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

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

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

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

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

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

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

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

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

Sissy 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.

   

Sissy on the Beach

Master Rick brought his captive Sissy Shelley to the beach for the first time. Sissy Shelley rarely left the mansion; he had been Master Rick's captive and sissy love slave for three years.


Today, Master Rick wanted to show off his little sissy on the beach. Sissy Shelley's body was totally hot! The hormones and surgery he had forced on his sissy had transformed him from a skinny young man into the ultimate in sissified beauty and perfection.


Master Rick dressed poor little Sissy Shelley in a skimpy bikini. His big, soft boobs were shamelessly on display for everyone on the crowded beach to see. His tight bikini bottom barely hid his tiny useless sissy cocklet.


Master Rick walked down to the water and dove into the surf, leaving Sissy Shelley alone on the blanket. Sensing an opportunity to escape, Sissy Shelley leapt up from the blanket and started sprinting down the beach, his huge tits bouncing madly as he ran. Master Rick saw his prized sissy captive making a run for freedom. Master Rick raced after his sissy and tackled him to the sand.


Master Rick pinned his sissy to the sand. Sissy Shelley knew better than to try to fight his powerful, muscular Master. With his hard body on top of the little sissy's lithe little frame, Master Rick whispered into Sissy Shelley's ear, "That was a very very stupid thing to do. You should know better than to escape. You are my sissy sex doll, now and forever. Trying to escape was a very bad thing to do. Tonight you are going to be punished -- severely -- for your misbehavior.


Sissy Shelley felt Master Rick's cock getting hard in his swim trunks.


Oh look at that," said Master Rick with a smile. "Thinking about beating you tonight is making me hard. Tonight is going to be lots of fun -- for me."


Master Rick pressed his lips onto his sissy's pretty mouth and kissed him very very hard, plunging his tongue deep into the sissy's mouth.


"Time to go home, you bad little sissy."

Reluctant Sissy Bride

  

The Colombian drug lord had waited a long time and paid a quarter million dollars to have this Sissy made for him. His heart raced and his cock swelled the instant he laid eyes on the equisite Sissy bride sitting before him.

Two years ago, the drug lord had been betrayed by a former business partner. He thought long and hard about how he would get his revenge. And so he arranged for the kidnapping of deceitful partner's only teenage son and to transform the spoiled brat into his very own Sissy wife.

"Well done, Arturo, well done," the drug lord said to the Sissy's trainer and surgeon.

"Yes," Arturo replied. "He is stunning, isn't he. He makes such a lovely bride. It's such a shame that he has been so resistant to the transformation, to his new body and his new life. It has been necessary to either keep him drugged or in restraints at all times. He is horrified -- nearly to the point of insanity -- by what we've done to him. It's unfortunate."

"Quite the contrary, Arturo. I'm delighted that the forced sissification has been torture for him. This couldn't be better!" the drug lord said with glee, enjoying the sweetness of his revenge.

"The Sissy's drugs are wearing off," Arturo explained. "I knew you wanted him awake and lucid for your wedding ceremony. His hands are tightly bound behind him; I suggest you keep him in restraints when not drugged. After the ceremony, let me know if you want him drugged for your wedding night."

"Oh goodness no!" replied the drug lord. "I will just tie him to my bed. I want my little Sissy to be able to enjoy his first night in bed as my little Sissy wife."  

New Sissies for the Harem - Part 1

As one of the wealthiest oil barons in Saudi Arabia, the Prince had unlimited funds with which to build his Sissy Harem.  Frail and effeminate boys were lured from ghettos in Europe and Asia with promises of jobs in the Prince's palace.  What actually awaited these unsuspecting boys was a lifetime of captivity and a 24/7 program of feminization.  After a year of hormones, surgery and intensive training, the thoroughly feminized boys "graduate" to become part of the Prince's Sissy Harem where their lives are focused solely on attaining sissified perfection and pleasing their Prince and Master in every way.  Here we see two of the Prince's favorite Sissies about to engage in some hot Sissy passion for the Prince's entertainment.