Dr. Lilith's Retreat: Judgement Day - Daniel's Delivery

Judgement Day: Dan’s Delivery

Dan uncrossed and re-crossed his bare legs as he watched the clock. Tabitha made eye contact and then quickly looked away, her sloppy eyeliner showing uneven wings, eyeshadow spilling over onto the edge of her nose. Everyone knew what awaited Tabitha, due to her constant defiance, she would never be Tim again. Dan took little comfort in that knowledge as he also knew that she would never be Daniel again.

Daisy had the best scores in the class. If there is any fairness to the system, she would certainly be spared the complete feminization procedure the instructors had promised at the end of the week if they had not worked hard enough at being good sissies. Being spared the procedure, being allowed to keep her cock didn’t mean things went back to normal for Daisy though.

The last full day of sissy week, while the other student’s were queuing up to please the instructors, Dan was surprised to see Angela from his company’s HR department uncomfortably looking away from the sexual spectacle as she made her way around the back of the class room to where Daniel was seated behind the silicone dildo he had been practicing on for the past few hours. She had a clipboard that held a thick stack of documents.

“Daniel” Angela opened

“I think you are supposed to call me Daisy” Dan corrected her.

Angela nodded. “Well done, I’ll make sure your commitment to the program is noted.” She laid the clipboard in front of him. “If you succeed in this initial stage and return without undergoing the advanced program, the company has some requirements.”

Dan looked down at the clipboard. The top sheet was labeled “State petition for name and gender change” He looked back up at Angela. “I don’t understand, if I get out of this I’ll still …”

“You will be allowed to keep your birth anatomy, yes,” Angela said. “However, you will be required to socially transition regardless of the results.”

“My wife!” Daniel exclaimed.

“Kitty has already filed for Divorce, Daniel. ”She answered.

Dan’s nostril’s flared. “What the fuck! You were supposed to keep the shit with those two girls quiet from her!”

The woman closed her eye in exasperation. “We did. However, we were under no obligation or authority to hide your enrollment in this program. As we were unable to disclose the nature of our agreement, Your wife assumes you are here voluntarily and has no interest in remaining married to a sissy”

“I’m not a sissy!” Dan growled.

The woman tapped the dildo with her pencil. “Says the person with one of these up their ass right now under your pretty skirt.” She paged through the sheets under the petition. “You are a sissy, and if you are lucky enough to satisfy our leadership team, you will remain one. Included here is the dress code you will follow, not just in the office, but at all times. You will be transferred from your previous position to the secretarial pool, with an equivalent reduction in pay, and you forfeit any company or legal protection from sexual harassment in the workplace. The good news, is that the company will provide you with a full wardrobe and a modest apartment at no cost, though our cameras will ensure that you continue to follow the mandated dress code at home. There is also an NDA to keep you from talking about this arrangement with anyone not read into disclosure, as well as a 20 year employment contract that sends you back here if you break it.”

Dan looked down at the papers, deaf to the moans of pleasure coming from the instructors up front. “So, my marriage is over and no matter how well I do this week…I’m the office play-girl for the rest of my life?” he asked bitterly.

Angela tilted her head. “It depends on how you define ‘girl’ doesn’t it? Lets say, if you pass, you are a play-girl l and if you fail, you will be a real-girl.”

“And, if I refuse to sign?” Dan asked.

Angela’s smile turned sinister. “We already have authorization to take you all the way. Refuse, and you may as well chop your cock off now. Look at this as a way to remain intact, with some additions, you will note the subsection on breast augmentation.”

Dan had signed each page, there was no point at resisting. Then he made sure to give his instructor a mind-blowing orgasm when it was his turn. He now understood that there was no point in resisting and not much difference between success and failure. He just did as he was told, after all, he was already Daisy, the girl he would be for the rest of his life, no matter what.

Now it was time to see what Daisy would have in her panties when she left the retreat.

“Daisy?” Miss. Marcy stuck her head out and made eye contact with Dan.

“Here we go,” Dan whispered to himself as he stood up, smoothed his skirt and glided smoothly on his heels behind the woman as she led him down the hall.

They passed the offices and kept going toward a door marked “clinic”. A lump formed in Dan’s stomach. The contract included breast augmentation, no matter what the results were, he knew he was going under the knife. He had just not expected it today.

He took a deep shuddering breath as Marcy held open the door, and then stepped through it.

They turned into the first room on the left. A Hospital bed had been turned down for him with a folded gown on the foot. and a saline bag was hanging from the IV Stand.

“Please disrobe and get into the gown dear.” Marcy said, then she turned and left Dan alone.

Hands shaking, Dan began to unbutton his dress haltingly, still not used to doing so from the wrong side. He left it folded on the chair beside the door. He removed his bra with the silicone inserts and his panties, he folded the undergarments' and stacked them on the dress, after a moment, he reshuffled the stack to that the dress was on top and the lacy under ware covered. Then he put his silicone falsies on top of the folded dress and his heels neatly under the chair.

He paused for a moment to look down at his hairless naked body and the metallic cage wrapped around his cock, wondering if it would still be there tomorrow. He pulled on the gown and did his best to tie it behind him.

They must have been watching, because, as soon as Daniel got into the bed, the door opened an Miss Stephanie Lilith walked in, followed by Miss May and two large men who took position on either side of the door.

“Ahh, Miss Daisy! Our best student!” Stephanie almost sang the greeting as she pulled a chart from behind the door and began looking over it. At the same time, May went to work starting an IV in Dan’s left arm.

“Good afternoon” Dan tried to keep his feminine ‘head voice’ intact despite the quaver of fear. “I had assumed there would have been an evaluation with my sponsors before any procedure”

May had the IV in place and released the tourniquet. She turned and opened a drawer next to the bed and retrieved a large syringe filled with blue liquid. Dan nearly lost his breath. Was that what MACR looked like?

“Your employer has watched your progress all week so an evaluation is not necessary.” Stephanie said.

“No, WAIT!” Daniel pleaded as May screwed the front of the syringe to his IV Port. “I was good!”

“Yes Daisy, you were the best in your class.” Stephanie agreed. “It’s a shame you will not be staying with us.”

Daniel breathed a sigh of relief. He would be leaving here with tits, and life was going to suck under the contract, but, at least he would keep his cock. He began to grow sleepy as the blue liquid was pushed into the IV. Soon he would be back at the office, maybe if Daisy did her work well, they would have no choice but promote her out of the Secretarial pool. Maybe there was hope.

Daniel smiled up at May who returned a sinister grin. Her teeth seemed to build a wall around Daniel as darkness swept over him.

Daisy could hear movement and voices but her eyelids were too heavy to move. She took a deep breath and felt the strap of a bra around her back and an unfamiliar weight on her chest. She could feel her nipples against the cloth. She had tits and they were real. Yes, that was right, that was what the contract had said. She tried to flex her abdomen to see if anything would twitch. Rather than a twitch she felt something part. She did it again and again she felt herself open between her legs. Oh GOD! She wanted to rush her hand to her crotch but it was so heavy!

“She is waking up sir!” A woman’s voice called out.

“Good!” Explain the situation to her, get her dressed and send her down to the Master’s study as soon as she can walk. A man’s disinterested voice replied.

Daisy managed to get her eyes to open but only saw a wash of light with colored blurs moving around. At last, they came into focus and settled on a beautiful woman with blue eyes and wavy blond hair. Her ruby red, glossy lips were pursed in a look of concern, or sympathy. She wore a flowing but see-through dress over a set of lacy under ware with silk panels. Around the woman’s neck was thick leather collar with a black iron ring resting on her chest.

“Hello Daisy” The woman said. “I am Rose, do you feel sick at all? Like you need to throw up?”

Daisy scrunched her brow as she took a quick inventory of herself. Everything about her body felt wrong but nausea was not one of them. She gently shook her head. At last she managed to lift her right hand. She placed it on her crotch, it was smooth under the silk and lace panties she was wearing. Her fingers curled and she felt the shape of a labia between her legs.

Rose saw the look in her eyes. “Yes, it’s gone. Like me, you are all woman now. I am sorry, I remember what it was like when I lost mine.”

“You?” Daisy managed a word. Despite putting no effort into her voice, it came out high and feminine.

Rose nodded. “Years ago, I was a man named Robert.” She shrugged. “The best thing you can do is to try and forget the past. It’s not coming back.” She took Daisy’s hand off her crotch and held it for a moment before pulling on it to help Daisy sit up.

The shift in weight on Daisy’s chest was far more than the silicone falsies had ever been. They were attached now, part of her body, and they were huge! Much larger than the D-cups she had worn at the retreat.

She swung her feet off the bed and tried to stand. She was still dizzy and her weight distribution was all wrong, she stumbled a few feet and managed to catch herself on the edge of a white couch where she sat back down and cried. This couldn’t be real. She was a girl, no she was a big-titty bimbo who couldn’t even stand up straight! She brushed her hair with her fingers to find that it was black and long, cascading down past her shoulders. Her fingers were dainty and narrow with long red nails. Her legs seemed to be as thin as sticks while her hips seemed impossibly wide. She stared at the flatness of her thigh gap while he waited for the dizziness to pass.

Rose came over, set a pair of white heels on the floor in front of Daisy and handed her a pair of white thigh high stockings. “Put these on” she said before she turned a way to pull a blue dress from a wardrobe on the far side of the room and hang it against the door, taking care to smooth out any creases in the skirt or bodice.

Daisy seemed numb and robotic as she pulled the stockings on and slid her feet into the heels, When she bent over to fasten the straps on her ankles, her tits squished against her legs and she couldn’t reach. She sat back up, raised each foot to her knee and did them that way. Then she paused and looked at her own breasts in disbelief.

“It’s not what you expected, I know.” Rose said. “They told you that if you failed, they would only take you penis and balls and the rest of the transformation would progress slowly over the next few months as Dr. Lilith’s program taught you how to live as a woman. For most of your class, that is exactly what is happening. You, however, were a special order. Your former employer sold your sponsorship to the Master who requested early delivery with a full physical transformation and no mental preparation at all. He said he wanted you to still be in she-shock” Rose shook her head. “Our Master likes girls who used to be men. He likes our humiliation at having to serve him as slave-girls, knowing that in here” she pointed at her head “In here we are still men who hate every thing about what we have become.” She paused. “The others in your class received castration and penectomy, you were given a chamber accelerated full MACR transformation to amplify the shock.” She looked off into space. “It takes a long time for that shock to wear off.” Her eyes went back to Daisy. “But the sooner you get over it, the sooner that you accept that this, a slave girl, is all you will ever be, the easier it will be for you.” She took a shuddering breath. “That’s what I keep telling myself.”

Rose spun around and her shoulders shook. Daisy could tell she was crying. She wanted to go to this beautiful woman and comfort her. When she stood, she was surprised to see that she was shorter than Rose, even on her heels.

Rose wiped her face and looked down at her smudged hand. “Now I’ll have to redo my makeup!” She lifted the dress off the hanger, turned and handed it to Daisy . “Now, hurry and finish getting dressed. We are in the nation of San Veritas, and women do well not to leave their owner’s waiting”

Daisy took the dress and pulled it on as the impact of Rose’s words echoed in her head.

“San Veritas, Owner, Slave Girl” Everyone knew about the mysoginistic island of San Veritas that, after some fringe cultural revolution had declared itself a male-superiority nation where all women were considered to be property. If that was where they were, then any hope of escape was crushed. San Veritas was in the middle of the ocean. There was no where to run to, any one they came across would just return her to her new owner or claim her for herself.

What had happened to the contract? Being the office play-girl would have been much better than being some man’s slave-girl! Why had they made her sign all those papers? Was it all a game to them? When had they sold her?

In a flood of anger, as she laced up the low cut front of her dress who’s skirt was so short that the tops of her stockings were plainly visible, she grumbled “Rose, Daisy”

“Yes.” Rose said. “Master likes his girls to have flower names. It’s another layer of femininity he lays over us.”

“They knew from the start!” Daisy wanted to sound menacing but her new high pitched breathy voice only sounded childishly petulant.

“I’m sorry.” Rose replied.

As Daisy sat in front of the makeup mirror and applied the skills she had learned in her farcical “sissy week” she just kept turning over the whole lie in her head.

The frame job with the two girls, that bitch Laura, Glen and his smug attitude and that little harpy they had sent with all those forms providing false hope. The bastards probably showed Kitty that doctored video, it was all a lie after all.

The eyeshadow brush snapped in her hand.

“Temper temper sister.” Rose cautioned. “In this country, it’s not a good idea for women to show their emotions.”

“All of it was a lie” Daisy said. “From the moment I was called to HR, this is where I was headed.”

“Yeah, I think so.” Rose said. “You look good enough to eat already! Put some lipstick on! The master will be grumpy if he has to wait too long!”

The house Rose led Daisy through was massive and classically furnished with broad wooden staircases and marble tile floors. At last they stood before a closed pair of oak doors. Rose turned to Daisy. “Remember, you have no rights here. By law, you are his property, so there is no point in being difficult. Just do what he says, when he says it and keep the emotions inside!”

Daisy nodded, she could feel a knot in her throat and her eyes burned. She wouldn’t let this bastard see her cry though!

Rose put a hand on Daisy’s shoulder “Sisters” she said and kissed Daisy on the cheek. She turned and pushed the doors open.

A man in his 50s with a dark tan and black hair was sitting in a wing backed chair next to a cold fireplace. He wore a silk robe and cloth slippers and was sipping a glass of whiskey on the rocks. Daisy and Rose walked in, he smiled and stood.

“Daisy! Welcome” He said warmly. “You are as beautiful as I had hoped when Dr. Lilith and I discussed your genetic template! She said that F-cups were too big, but I think they suit you well!”

Remembering her “Sissy week” Training, Daisy crossed her ankles and curtseyed with her pleated skirt which was so short that the minor lift exposed her new thigh gap.

“Delicious” The man said. “I am, General Marcus Ford, but you will only call me Master, or Sir! In San Veritas, women like you are not people, you are my property, to use as I see fit and dispose of as I choose. Is that understood?”

“Yes…Master.” Daisy replied keeping her eyes on the floor in deference.

“Good!” He walked forward and grabbed Daisy’s chin between his thumb and forefinger, forcing her to face him. “Hmmm. I can still see hints of Daniel in the bone structure, like you were her sister. Do you miss manhood? Especially in a place like this, where men are treated so well?”

“Yes sir!” Daisy knew he would detect a lie immediately.

General Ford smiled. “Look at you now. Big tits, dickless, about to have your pussy pumped full of your owner’s cum. Did you know that you can get pregnant now?”

Daisy’s eyes shot an alarming look over at Rose who stood demurely to the side. Rose nodded in confirmation.

“Ooohhh.” The General said. His hand sliding from her chin down to cup her breast, “You didn’t know.” His hand slid down to her thigh and up her skirt, she could feel his fingers pushing her panties aside and then up between the lips of her labia, the sensation was foreign and bizarre, the tip of his finger found a spot that made her eyes cross with pleasure as he rubbed it. “This is all as fully functional as if you were born with it!” He whispered in her ear as he massaged her clit. “Except I had the doctor raise the sensitivity as far as she could. As much as you want to hate it, you’re gonna love my dick inside you!” He nibbled her ear. She could feel wetness between her legs and her knees were weak. She felt her nipples harden. Her eyes were damp, but refused to let herself cry.

“I’ll put you on birth control, tomorrow, but for your first time, I want to leave things open to chance.” He withdrew his finger and turned back toward the fireplace, where he took something from the mantle.

“I’ll want kids some day and either you or Rose will carry them for me when that time comes, but for now, I just want to play!” He held up a leather collar identical to the one that Rose wore. He held it open in front of him. “Come place your neck in this collar as a symbol of your submission to me as your Master” He said and his tone sounded ceremonial.

Daisy bit her lip. She would she no tears. She glanced at Rose who just motioned to the collar with her eyes. Daisy stepped forward and lowered her head till the leather was against her neck. She felt him pull the collar tight and fasten it, then she heard the click of a padlock. She was now his collared slave. He put his finger on her chin, it was wet with the juices of her new pussy that she had not even seen yet. He guided her upright and the pushed his wet finger into her mouth where she obediently licked it clean.

“Good girl” The General said.

To Daisy’s shame, she was reassured by this bastard’s praise. Again, her eyes burned and again she forced the tears back.

She heard a loud click and opened her eyes to see that the General had clipped a leash to the iron ring on her new collar. “Come Daisy” he said. “It is time to consummate my ownership!”

He pulled the leash and Daisy was forced to follow. When she glanced over at Rose her sister-slave only mouthed, “be strong” before they left the room.

He dragged her up stairs and into the bedroom. He pulled the tie for his robe and let it fall open. He was naked and hard underneath. He yanked her chain and she stumbled forward into his arms. He kissed her, his mouth pushing into hers as his arms wrapped around her, his hands lifted her skirt and his thumbs hooked her panties pushing them down off her hips to fall to the floor. He guided her backwards to the bed and pushed her down.

In a flash, Daisy remembered when she was Daniel, on honeymoon with Kitty in Cancun, he had pushed her down the same way! They had been so happy, he had been so manly!

The General grabbed her thighs and pulled her down to the edge of the bed effortlessly, then pushed her legs up as he aligned himself.

As Daisy felt her owner push his cock into her pussy for the first time and begin to thrust, she could feel the the tears threatening to well up once more. It burned and stung and she cried out.

“Yeah, I felt that cherry pop too!” he grunted as he continued to thrust deep into her, holding her hips with his hands.

She bit her lip and scrunched her eyes. As she felt his warm seed fill her womb, for the first of many times and she contemplated the rest of her life. The tears were flowing freely..