EPISODE 15 --- Tuesday morning instructions

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janeboi
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Joined: 05 Apr 2020, 16:07

EPISODE 15 --- Tuesday morning instructions

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It was really difficult for Alan to awaken in the morning. He had been up until 2 AM the day before. He struggled into his Pink French Maid outfit and he managed to have breakfast ready when Kim finally popped out of her bedroom.

“Try and keep your maid’s costume clean and presentable today,” announced Kim. “Tonight Mistress Cindy is coming for dinner and afterwards she will have things to talk about. I want your “uniform” to look decent for her. “Yes, Mistress Kim.”

Alan decided that after Kim left for work he would strip off the dress and petticoat and stay in female underwear all day. That was the best way to keep her uniform presentable. Later Alan was staring into the bathroom mirror. He was amazed at how slender he had become in just several weeks. His cheek bones stuck out just begging for make-up. His hair was growing longer and longer. “It is no wonder I look so female when I dress,” Alan thought.

He performed his standard chores during the day, except for a 3-hour nap which was desperately needed. For Kim’s arrival from work Alan was properly dressed and looking as girly as he could. His pink Maid’s outfit was perfectly poufy and sissy looking for a deep curtsy. Dinner was nearly ready. All that was needed was Kim and Cindy.

Alan was surprised when Cindy parked first. “Mimi, you are just like a piece of candy!” “Thank you Mistress Cindy.” Then she ordered a drink. As Alan was preparing the beverage, Kim entered and greeted Cindy like long lost friends. Alan greeted Mistress Kim looking as girly as he could, then served Mistress Cindy her beverage and scurried off to prepare a drink for Kim. Alan served dinner, and the recurring curtsies alone were enough to make him exhausted. Soon they finished and proceeded to the living room. Alan was suggested to clear the dining room and cleaning the kitchen later. Fetching a small stool, she placed it in front of Cindy and Kim. Her thighs seemed to vanish as her petticoat swallow them showing only from the knees down.

Cindy started, “When you finished the 8th grade there were 24 students in your class; fourteen were girls and the remaining 10 were boys. So far I’ve only managed to locate and contact 9 of them.” She continued, “Of these, only 3 women were interested in seeing your confession of guilt and punishment, and one of those asked to appear in person; Luciana (Lucy). Every contact, however, offered to find and contact other classmates, if only to renew old acquaintances.”

Alan cringed red with embarrassment when remembering Lucy. She was a tall and slender Spanish female, about 5’11” which made her tower over nearly everyone else. His memory of her was reinforced by years of fantasies about roll-playing with her after school. In real life Alan struck up a quasi-friendship by playing in the small back yard of their apartment building where both of them lived with their families. They both had a similar interest in “loosening” their clothes so things would begin falling off as they played. Cindy immediately noticed Alan’s reaction to the name, Lucy, and she began quizzing him about it.

Cindy managed to hear Alan confess that one day they left the back yard and went to the basement of the building which was primarily storage bins for apartment renters. In the far rear of these bins was an unused one with no lock on the door. All the bins were basically slats of horizontal wood screwed to vertical and slightly thicker frames. There were dim light bulbs which Alan never tried to switch on, but without lights there were dingy dust covered windows allowing ambient light to filter in. Alan suggested playing prisoner and guard, and of course he wanted to be the prisoner. Lucy played along.

There were many aspects of their game, but one in particular became “stripping the prisoner for inspection.” It was slow when they first began but after several times going part way, Alan and Lucy agreed to meet early on a Saturday morning so they could play the game all day until evening. Alan’s pulse quickened as he gave up his shirt to the “guard” Lucy, followed by his T-shirt. He undid his jeans and dropped them to his ankles, then slipped off each legging and handing it to Lucy. She was always grinning as Alan was only in his tighty-whiteys briefs. But this Saturday they agreed he would surrender these also. Neither of them cared about the socks and sneakers. Embarrassingly, Alan had lowered his last garment and surrendered it to Lucy and he was basically naked for the first time for her.

Lucy took the clothes with her, shut the door to the bin and inserted a wooden peg tightly into the hasp. This was Alan’s first memory of watching his penis beginning to swell as sexual hormones began circulating in his system. Lucy came back after about 10 minutes and was astonished to see Alan’s erect penis. Alan hovered in the corner and his hands weren’t large enough to hide his condition. Lucy handed Alan a pair of panties by sliding them between the horizontal slats. She roll played as the guard giving him standard clothes to wear for prison. Alan slipped them on but inevitably his cock still made a showing. Then Lucy opened the jail door, and she was carrying the rest of her prison clothes which included a training bra, a petticoat, and a pink party dress. The real game was just beginning. After talking Alan into the prison uniform which he was reluctant to do, she “cuffed” his wrists behind his back. Lucy was learning “dominance” and Alan “submission.” These became the sex pattern for their lives.

Lucy eventually talked Alan to exit the basement and into their familiar backyard, then it became the prison’s outdoor exercise area. One game led to another, and soon they were moving though backyards into unknown areas. They were near a high school, totally vacant for a Saturday, and if they crossed just one street, they knew of an alcove where they could continue their game without people seeing them. Alan obediently followed Lucy and they reached their destination. It was the framework for a fire escape and they could easily hide underneath at the ground level. Once there, Lucy retied Alan’s wrists so he was immobile against a beam. Lucy recalled she had to be home for lunch and she told Alan to stay put and she’d be back after eating. Alan was pleading to be freed and Lucy untied his hands, but she left him there by himself.

Mistress Cindy was frantically writing notes and had wished she was video recording it instead. Alan was distraught at recalling and revealing these long lost memories but both Kim and Cindy were enthralled at discovering more grist for the mill. It was no wonder that Alan had this craving to cross dress and fantasy of bondage and being revealed to others. This was the foundation.

Alan continued telling his story to Cindy and Kim. Lunch inevitably lasted longer than Alan hoped. He ventured out of hiding and was walking through the high school parking lot when a car turned in. He tried hiding but he had already been spotted and that’s why the car kept coming. Three teenage boys jumped out and manhandled Alan making fun of his girly clothes. They could clearly see he was a boy in a dress and they forced him to cooperate as they took it off of him. Standing in his petticoat and training bra, the boys lifted his petticoat and howled at his panties. They took everything, including Alan, into the back seat of their car and drove off. Alan’s head was shoved on the floor as they made fun of him. Soon they were in the woods somewhere, and Alan stepped out of the car.

They all made Alan suck their dicks and Alan recognized that his swelling was just normal sexual maturity. Alan swallowed all the cum as ordered. They then tied his wrists, leaving his party dress next to him. Alan struggled and struggled, rolling in the leaves until finally the knots were opened and he was able to get back into the dress. It was mid-afternoon and Alan chose a direction he thought was homeward. Walking the streets he was so embarrassed looking like a little lost girl. But he kept moving so no one could capture him again. He spotted the high school and headed there, but Lucy was nowhere in sight. He continued through back yards until at last he found his basement “prison.” Lucy was in the backyard crying, thinking Alan was lost somewhere. Seeing him appear was a great relief. In the basement he removed the girly clothes and put on his own. Everything was seemingly back to normal and each went back home with their frantic memories.

Cindy finished her notes. Silence overtook everyone. Alan was presently dressed in his French Maid costume, roll playing as sissy maid to Kim and Cindy, just like he was Lucy’s prisoner so many years earlier.

Alan spoke first. He suggested that around that time his school room antics were becoming more dominant. He craved seeing girl’s clothes and skirt-lifting had obviously been his outlet. In class, Lucy couldn’t stop Alan and she feigned humiliation, but secretly she liked Alan’s attention. It was fleeting and otherwise usually harmless. She knew it was wrong, but she also knew she was due part of the blame.

Cindy and Kim had stumbled upon part of the answer of why Alan was the way he was. They were also surprised that Alan had oral sex with older boys long before he ever experienced normal male/female coitus. Cindy knew this information would influence the final event 5 weeks from now. It might be a little bit more “tame” than either Cindy or Kim first imagined it to be.

Cindy then revealed that she was working on computer generated cartoons which also featured a live image of Alan photo-shopped into place among the cartoons. She knew the approximate layout of the class rooms he attended. She made no effort to make the cartoon classmates look like caricatures of anyone in real life. She also had photos of his grammar school yard with the building in the back ground. She envisioned creating a fictitious event of Alan being surrounded by classmates intent on justice for his indiscretions. Even the chain-link fences and front yard 6-foot high spiky column fence offered opportunity to tie a naked or cross dressed Alan to be immobile until everyone in his school could see him at the time he attended there. Cindy also suggested for feedback on the idea of inserting small windows around a main screen depicting various aspects of Alan’s habits and interests at the time. But the main contrition and “punishment” would be a live streaming to selected viewers signed up in advance to be watching through the Internet.

Alan tried to say his concerns. He didn’t want people seeing him as a compliant sissy maid, even if that’s exactly what he was. Cindy asked why would he care if people hundreds of miles from home would see him any differently than what they originally thought? Alan had no answer. He rose off his stood and knelt before Cindy and said, “You’re absolutely right, Mistress Cindy. I deserve everything I’m due. Please make this event as humiliating for me as possible.” With that, Alan’s face once again turned red with embarrassment. His knees stuck out from the hem of his petticoat. Alan’s hands played with the frilly edge as their sissy maid. He was obviously a contrite little sissy girl.

Kim entered the conversation, commenting that good progress had been achieved. Kim added that she had contacted the manager at the glass cubical business and they were interested in once again showing Alan as a half-naked female. Customers had enjoyed his show. This Friday night Alan was featured between 7:15 PM until 4 AM. His attire was yet to be determined but most assuredly, he would be sissified and feminine looking. “Yes, Mistress Kim.”

Jump to read more in: EPISODE 16 --- Sissified and Feminine Looking
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