Dr. Lilith's Retreat Part 8: Sissy Week

TRIGGER WARNINGS!: Nonconsensual Surgery, Forced Oral, Forced Anal, Forced Fem

Sissy Week

One by one, the new Sissies emerged from their dorms.  They wobbled on their heels.  Timmy turned his ankle and fell to the ground as he came up the path toward the cafeteria.

Barry stopped, pulled the shoes off and walked most of the way barefoot.  June waited till he saw that she was watching before she pressed the trigger and watched him collapse to the ground as the shock-cage electrified his cock and balls.  When he regained his composure, he made sure to slide his feet back into the heels before continuing.

Josh tried to look tough as he walked toe-heel, toe-heel in a wide gait toward the doors.  June noticed that he had barely bothered with more than some lipstick and sloppy eyeliner.  She would make an example of him once everyone arrived.

Daniel looked surprisingly feminine as he made his way carefully up the path.  He walked heel-toe as he should and his feet were almost aligned.  June noted that his makeup was not perfect, but he had clearly followed the tutorial to the letter.  From ten feet or more away, June would have said Daniel was passing, until he failed to sweep his skirt under himself and sat bare-panties on a cafeteria chair.

Nate had made an effort as well, though his coordination was clearly not great, he was likely dealing with tremors from withdrawal symptoms.  His nail polish was all over his fingers and his lipstick off the edges.  Worst of all, his eyes were practically black circles of smeared product.  June knew it wasn’t his fault, but for the sake of the program, she would have to punish him as well.

Last came Jeff, eyes downcast, stalking up the hill in a steady heel-toe walk on his heels.  June stopped him at the door.  “Look at me Jessica!” June demanded.

Jeff lifted his shaded and defined eyes.  He had actually gone the extra mile and given himself wings with the liquid eyeliner.  His lips were a crimson bow that glistened in the daylight.  His chin was smooth without a hint of shadow under his foundation.  Even his cheekbones were contoured and blushed.

“Looks like we understand each other, Jessica, good girl.” June said. “If you want to go home with your cock and balls intact, you will continue to understand me.  Is that understood?”

“Yes ma’am” Jeff said.

“We will be working on that voice.  It’s far too manly for a sissy like you.  Now sit down.  The Doctor will be addressing you as you eat.”  June said.

Lunch was a small bowl of vegetable soup for each sissy and a glass of water.

Each of them kept their eyes on their bowl, not wanting to look at any of the other humiliated guests and hoping that none of them were looking back.

As Jeff finished the last spoonful of the lukewarm broth he heard the loud click of heels in the hallway.  He ventured a lookup to see a tall severe looking woman with an hourglass figure wearing a skirt suit walking in.  She had black hair pulled straight back into a tight high ponytail and she wore thick rimmed glasses.  She seemed to be middle aged but it was impossible to tell if she was closer to 30 or 60.  She bore a scowl as she scanned the room full of sissies and then walked over next to June, then began to speak.

“Ladies!” She opened with and then stared into the eyes of each of them as though daring them to challenge the title she had just bestowed upon these men.  She repeated the word.  “Ladies!  Welcome.  I am Doctor Katherine Lilith and you are the inaugural class at my retreat!.”

“What the fuck is this?!” Tim shouted.  “This isn’t what I signed uuuggghhh haaaaaaa!” his voice fluctuated into a scream as he folded in his seat grabbing his crotch.

June took her thumb off of the remote and Tim Coughed in relief but did not sit back up for a while.

“I will not be interrupted or contradicted!” Dr. Lilith said sternly. “The next time ONE of you does so, ALL of your cages will trigger!  So keep each other in line and be good little girls, is that understood?”

The men all stared at her silently.

Dr. Lilith held up a finger.

As June pressed a button, all of them collapsed in agony for one second of electric shock to their balls. Several let out high pitched screams.  “STOP IT!” Barry cried.

“When I ask a question I expect an answer!” Dr. Lilith said.  “Is that understood?”  
“Yes Doctor!” Jeff hurriedly replied and was echoed by the others.

“Are you all good girls?” Dr. Lilith asked

“Yes Doctor” They all replied in unison.

“Say it!” She demanded.

“We are good girls” The sissified men repeated.

“When we are done, you will believe it!”  She said, “In fact, for some of you, maybe most of you, when I am done.  It will be true!  She paused and let that hang out there.  The sissies looked at each other in confusion.

“Unless you are a blithering idiot” She continued. “You now know that whatever program you thought you were signing up for was bullsit!  It was just our way of bringing you here with as little fuss as possible.  Don’t feel bad.  Even if you did figure it out and refused, you would still be here, we would have just taken you by force and placed you in our accelerated program with no option for early graduation. Do you know what that means?”  She scanned the room.

“No Doctor,” Jeff quickly replied.

“Let’s show you!”  She replied.

The lights dimmed.  A white screen with a blue Male symbol was projected on the wall.  The symbol swung so the arrow pointed down and then the point of the arrow shifted into a cross to make a female symbol.  The words “Dr. Lilith’s Involuntary Feminization Program” appeared on the screen.

The logo faded and focused on an unconscious man laying on a hospital bed..  Jeff realized that the man was the same man that had been pictured on the pool deck in the last room with May.  The camera pulled back to show the man laying naked under a sheet on the bed.

“Wake her” Came a voice from off camera.

Stephanie, the woman Jeff remembered from the night he signed up to come here, walked into the screen and injected the IV with some drug.

The man blinked and then looked around.

“Where am I?”  He asked with a harsh voice.

“You are in post operative recovery” replied the off camera woman.  Jeff could tell it was Dr. Lilith’s voice.

“Post …what?”  The man’s eyes came alive. He tried to raise a hand and found that he was bound to the bed with soft restraints.  “What did you do to me?”

“Show her” Came the voice.

Stephanie pulled the sheet off the man. He was hairless below the waist which allowed the camera to clearly see the neatly folded lips of a vagina between his legs.

“WHAT THE FUCK?!” Yelled the man.  “WHERE IS MY DICK?!”

The camera zoomed in and focused on the bare dickless crotch and then the screen froze.

The lights came back up. The sissies at the tables were pale with fear.

“Marcy is not in the advanced program.” Dr. Lilith said.  “You are currently in the basic program.  If you do well enough to graduate early at the end of the week, you get to keep your cocks when you go home.  Your sponsor will judge if you qualify for graduation or not.  Their decision will be influenced by the points you earn.  You will earn points by being good, submissive, obedient, and feminine girls.  You lose points by acting masculine or in an unacceptable way.  IF we have to trigger your cage, your points reset to zero!  If you fail to graduate on Saturday morning, you will be on the operating table Saturday afternoon and then join Marcy in taking the complete journey to womanhood.  They way, May, June and Stephanie already have!”  Dr. Lilith said.

June curtseyed for the class with a wicked smile.

“Surgery is not our only tool we have '' Dr. Lilith continued,”in fact in the end it is unnecessary.  You will be interested to know that Stephanie has never gone under the knife.  I have developed a drug called MACR or Modified Accelerated Cellular Regeneration that does all the real magic and with your lunch, you have already taken your first dose!”

“No!  No!  NO NO NO!!!!”  Tim shouted as he pushed away from the table and began sprinting for the door.  
June quickly retrieved the remote.

Tim stumbled, staggered a few more steps and then fell screaming “NOOOO!!!! NOOOOO!!!!!”

June slid a slider higher on her remote and pressed the button again.  
Tim’s screams lost form and became a solid cry of agony and fear.

The others watched while terror rose in their throats.

Daniel vomited.

“For the record.” Dr. Lilith said. “That is not the way to keep your cock!” She turned to June.  “Dock four points from the one on the floor and two from the one who can’t keep her lunch down.”

June nodded.

Dr. Lilith turned back to the room.  “MACR is a remarkable drug!  It heals EVERYTHING, it cures EVERYTHING, and it corrects EVERYTHING!  June, May, Stephanie and every other woman I have made out of useless men is a complete woman from her genetics up through her tits!  They can, and some even have, mothered children with MACR grown wombs!  If you enter the advanced program, YOU will be able to as well.   Furthermore!  The behavioral correction you will receive in the advanced program will ensure that by the time you leave you will be the feminine, submissive and obedient girl that every man dreams of!  You just won’t be able to help yourselves!”  She walked over to Timothy who was laying face down on the floor moaning.  Using the pointed toe of her high heeled pump, she rolled him over and placed her foot on his crotch.  “Be a good sissy this week or be a stepford wife forever!  Do you understand?”  
“Yes Doctor,” Tim replied weekly.

The rest of the day was spent in cosmetics class.  May and June walked each of the stunned sissies through the proper and expected way they were to apply makeup every morning.  They applied, washed, applied, washed and repeated the process again and again for hours until each of them had mastered the skills.

Dinner was a mixed green salad with light dressing and another glass of water.

After dinner, each of them sat down in front of a low table.  On the table in front of each of them was a silicone replica of the lower torso of a woman.  
“Since you are a bunch of dick-locked sissies, you are going to learn how to make yourself useful to women with your faces!”  May instructed them.  
She then spent the next several hours forcing them to perform Cunnilingus on the silicone replicas, granting or deducting points depending on the quality of the perceived technique.

After several hours, as their jaws were burning from the effort, June came in, pulled off her panties, rolled up her skirt and sat with her legs splayed apart and her pussy at the edge in front of all of them.   “Time to see what you learned!”  She announced.

June pulled a chair over and sat beside her.  “Form two lines girls.  Get a taste of a MACR grown snatch!  Do well or you may get one of your own!”

Jeff was first in line in front of May.

“Kneel sissy!” She instructed.

Jeff complied, leaned forward, found May’s clit in the bald folds of her pussy and went to work.  
May sighed in appreciation.  “You were paying attention Jessica!  Good girl!  Make me cum before I get bored and you’ll get five points!”

That night, Jeff returned to the dorm with ten more points.  Five from May and Five from June.  They cleaned off their faces and followed strict skincare procedures before climbing into bed wearing silk nightgowns.
In the morning, they woke, showered, applied makeup, got into their school uniforms and reported to the cafeteria for a simple milkshake breakfast before the day’s lesson.

The sissies learned domestic skills, how to cook, how to clean a house, how to sew, how to knit, every morning.  After lunch was beauty school where they learned how to look, talk, walk, sit, and stand like good girls.  After dinner each night, they learned how to give oral pleasure. The first few nights went well enough but on Wednesday they arrived to see a row of realistic silicone dildos set out with condoms beside them.  They were instructed to place the condom on the tip of the dildo and then roll it all the way down using only their mouths. Tim and Josh had their point totals reset to zero as they refused until several rounds of shocks finally convinced them to comply.

What followed were several humiliating hours as each of them was forced to suck, lick, deep throat and nibble the replica cock in front of them.

More shocks followed a brief attempt at rebellion as a line of male guards were brought in so the sissies could be evaluated once more.

That night Jeff did not go to bed with extra points, but he did have the taste of bile and semen in his mouth and could not seem to wash it out no matter how much he rinsed.

Thursday night was even worse however as they were bent over their desks while their instructors used the condom wrapped dildos to show the sissies how to receive.  Stretching their anus with the artificial phallus for hours before inviting the guards in to have a turn, leaving each of them tearful with the sensation of warm sticky liquid rolling out of their asses.  Each of them went to bed Thursday night with a butt-plug in place and truly feeling like a girl.

After Friday dinner, they arrived to find the guards, June, May, Stephany and several other women waiting for them.   Each of them spent the session eating a girl out while being fucked in the ass.  The usual troublemakers tried in vain to resist once more.  Jeff thought it was foolish but was also ashamed that he simply allowed himself to be used.  His shame was deepened when he felt the dribble of cum fall from his caged cock while the guard released his load in Jeff’s ass and June was crying out from her fourth consecutive orgasm while he suckled her clit.

“Tonight,” Jeff thought to himself “Tonight I truly am Jessica the sissy”

By the end of Friday night, Tim was in negative double digits, Barry only had four points,  Josh had six.  Each of them despaired over any hope of graduation.

Daniel, Nate and Jeffery were doing better.  Nate had twenty six points, Jeff was sitting at thirty two and Daniel had forty five!   
Despite this, not one of them slept that night.

Jeff passed the long dark hours staring at the blinking green light in his smoke detector while he fingered the hard case that enveloped his cock while wondering if this was the last night he would have it.