EPISODE 19 --- Weekend Assignments for Sissy Maid

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janeboi
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EPISODE 19 --- Weekend Assignments for Sissy Maid

Post by janeboi »

Monday came too soon. Alan was slow to arise, but Kim came out earlier than usual. Kim asked why the coffee was not yet ready; Alan remarked the coffee was prepared and perking and will be ready soon. She ignored the explanation. He was instructed to put on his Black French Maid outfit with the frilly white petticoat. “Yes, Mistress Kim.”

She was sipping on the coffee, lost in thought. Alan bounced out in the prescribed costume and Kim had him stand next to the dining table, eyes downcast and hands delicately lifting his skirt like a curtsy. Her cell phone snapped a picture. “I’ll be sending this photo to those girls we met yesterday at the Mall. They want you to work their party on Saturday night and I suggested this Maid’s outfit. Alan had no comment. “Remove it for now and keep it clean for Saturday,” Kim ordered. “Yes, Mistress Kim.”

Change back into the body-shaper you wore yesterday. You’ll do your daily chores wearing that today.

Alan quietly disappeared to change as ordered. He returned shortly asking if Kim wanted any breakfast. She didn’t, but she was pleased to see his chastity device was still installed and he was now on display as a sissified husband should be. She gave instructions to vacuum the house. Then Kim went to get dressed for work. Alan immediately started the vacuum and was well underway when Kim left. Then he turned his attention to the house.

Alan never before fantasized about an antique Body-Shaper. However, having his genitals hanging out on display was an erotic feeling which was growing on him, and he could feel the swelling pressure trying to demand attention. He was cleaning the bathrooms when he heard a car pull into the driveway and he immediately checked to see who it was. From the window it was unfamiliar and the passengers had already gotten out. At the door to the house, whoever it was had already pressed the bell. Through the curtains on the door he could see the outline of several people. He peeked out. He recognized 4 of the girls from the day before, and they had a man standing behind them. They rang again.

Alan opened the door just enough to show his face. A bold girl up front spoke to Alan, saying Kim had said it was alright to visit the house. Alan asked if he could send a text message to Mistress Kim to confirm it was what Mistress Kim wanted. With a positive reply and instructions to obey them like a good sissy Maid, Alan bowed his head and apologized and welcomed them as he let the group inside. Of course the girls had seen him dressed as he was the day before, but the man was smirking as he beheld Alan’s humiliating attire.

Alan offered refreshments and they all agreed on coffee. He scurried off with his balls bouncing against his thighs. When he returned with 5 cups for his guests while the coffee was perking, the “bold’ girl told him her name was Silvia. With her were Ronnie (Veronica), El (Eloise), Linda, and Blake. They came to see him in his Black French Maid costume as in a photo Silvia received from Kim. No one could miss Alan’s genitals trapped in his chastity device and they were amused that Kim had him wearing the full body-shaper and nylons. Alan was feeling quite self conscious about his display. Alan politely asked if he should change before the coffee or wait. No, he should wait. They were relishing how red and embarrassed Alan’s face was. Silvia asked Alan to sit in a chair so they could quiz him on his Maid services.

Except for serving freshly made coffee, Alan told them about how he came to be Mistress Kim’s sissy Maid and what his daily routine chores were. When asked about how he felt at the moment he confessed he was embarrassed about being made to sit in front of them dressed as he was but he must obey Mistress Kim. Silvia then directed him to change into his Maid’s outfit. As he walked to his Maid’s Quarters to change he could hear them in the living room laughing with merriment at his expense.

After changing, he reappeared with his new clothes. Of course his white frilly petticoat was an eye-full for each of them and they were playfully excited about the look. Silvia made Alan curtsy for each person while at the same time reciting, “I’d love to be a Maid at your service for your party. I love humiliation and being made to obey your every command.” Alan couldn’t be any more red in the face. Silvia concluded he would do nicely as their Maid and remarked that Alan looked perfectly sissified in his costume. They left shortly afterwards and Alan changed clothes once again, as Kim has instructed him earlier.

With the coffee dishes cleared and the kitchen restored Alan returned to finish his regular daily chores. The rest of the day was uneventful until Kim came home from work. Kim quizzed him about what happened during their visit and Alan obediently recounted how he cooperated with them.

Kim advised Alan that Silvia was satisfied with him to be a Maid for her party. Kim told him that for Friday night at the Glass Cubical job he would dress in his pink Maid’s dress and for Saturday night at Silvia’s party he would be wearing the Black Maid’s outfit with the white petticoat. “Yes, Mistress Kim.”

The rest of the week was routine chores at home. He was relieved that no surprises were anticipated. Alan made certain the clothes for the weekend were clean and ready. The only exception was on Thursday Kim drove Alan past Silvia’s house where the party was scheduled. Alan pondered during the week about the plans Mistress Cindy was making for his confession and punishment for his youthful indiscretions to his class mates. This was now about 3 weeks away. Mistress Kim told Alan that when he was finished at Silvia’s party on Sunday morning he would walk to Cindy’s house. Those two places were about 2 miles apart and the plan was Alan would be at Cindy’s house for several days.

Friday afternoon Alan was dressed in his pink French Maid dress, Cindy came to pick him up and deliver him to his Glass Cubical assignment. Once there old “Baldy” told Alan to take off his dress. He handed it to Mistress Cindy who quickly vanished from view. The appointed time, 7:15 PM had Alan sitting on his perch awaiting the entourage of patrons. He fluffed out the skirt of his pink petticoat and on cue, the cubical light came on. Alan now had a following of customers simply by word-of-mouth. He was excellent at washing the client with warm soapy water, rinsing, and then sucking-off the patron. This job had become a steady income for Mistress Kim and business-owners wanted to be certain Alan kept up his feminine caricature.

During his break time Alan met some of the other “girls” working the cubicles. It seemed to Alan they were gender-females being directed by their Master to perform in the cubicles. They looked at Alan as an oddity; a male female-impersonator cross-dressed and performing oral gratification for income because his Mistress directed him to do so. Although Alan “passed” as female, they pretty much avoided him.

After a busy evening, Alan was more than ready to head home. While cleaning up and looking to find his French Maid dress, Alan then remembered that Mistress Cindy had it in her hand when she left. Now he was dressed in his bra and panties, corset and nylons, and of course, the pink petticoat. When leaving the back door was opened for Alan and as he stepped into the alley he was hopeful to spot his ride. The only sound was the door slamming and it was locked behind him. In the cool night air he hid behind a dumpster. As the female performers exited, some of them spotted Alan hiding, but they had no interest in getting involved with him. Alan was perplexed why they didn’t seem to like him at all.

It was about half an hour before Cindy’s car appeared and he was eager to get a ride. In the car he noticed his Maid’s dress in the back seat, but he said nothing --- it wasn’t his place to chastise his Mistress. Once he arrived home he was soon sound asleep. On Saturday, late in the morning, Alan awoke.

He showered and refreshed. Kim was checking on him to assure that he would be up and ready for Silvia’s party that evening. Alan took special attention to details such as make-up, and other items of his outfit. By late afternoon he was ready. Kim drove Alan to the party at 6:30 in the evening. On the way Kim stopped for gasoline and, of course, Alan had to stand at the pump in his Maid’s outfit. Several customers saw him trying to hide behind the pump as it was obvious she was dressed as a French Maid and they failed to be discrete as they craned their necks to get a better view.

Silvia’s house was abuzz with preparations for the event. Silvia was happy when Alan arrived. She inspected her sissy Maid and Kim surrendered Alan to her care. Guests began arriving early since Silvia had advertised she was going to have a “real French Maid” to serve them during the party. The female guests were indifferent, but the guys with them and the single men were most enthralled.

Silvia gave directions to him to assure he was a proper “host” by welcoming quests, taking coats, and ushering folks inside. Everyone Alan met was greatly entertained by the French Maid and complemented “her” on an outstanding costume. As “Mimi,” Alan attracted mostly male attention. Alan epitomized the “fantasy” most men have about a “Female” costumed French Maid. Alan played the part and flirted with some of the guys. If the guest was with his girl friend or spouse, the woman usually disapproved of their partner’s peeked interest.

There ended up being a large crowd of about 125 people. Many of the partiers hit on Alan but he was careful to encourage only those which Silvia signaled approval for Alan. He desired to avoid difficulties, but he was compelled to actively be an obedient and compliant participant.

The party was actually quite civil and by midnight guests were just about gone. Mimi helped clean up after the party and Silvia gave her a tip around 2 AM. Mimi dutifully performed maid services until Mimi suddenly found herself ushered out the door and into the evening air. The walk to Cindy’s house reminded him of his first exposure in public just a few weeks earlier. Now again, Mimi was self-conscious about being spotted by uninvolved passers. Mimi avoided passing cars. She tried to choose darkened place to hide as she obediently travelled by foot to Mistress Cindy’s house.

Alan estimated it would take about an hour to walk to Cindy’s house, but he felt somewhat disoriented due to darkness of night. As he began walking in the general direction Alan reflected that only a few short weeks ago he was frantically nervous about being seen by random drivers passing him. Now he was out on the street and boldly stepping out as if everything was normal.

His long hair was styled as a woman would wear it and his make-up was perfect cover for his deceptive image. In his addle thoughts he inventoried himself. His bra was a definite symbol of his sissy status and of course the panties and petticoat were perfect confirmation to him that he is a totally submissive wimp. In the cool night air he could feel the garter wrapped around his hips and they held up his nylons to keep him warm enough. He was actually thankful to be wearing the Maid’s costume so as not to offend anyone who might spot him.

Step after step Alan was actually enjoying his sissified fantasy. His memories bounced in his head of how many times he had forced himself to walk in public, usually in the dark as it was this evening. Although he realized it was totally his own fault he had submerged himself into his humiliating life style, he was relishing his sissified appearance.

Alan all of a sudden realized he had been walking too long and should have already reached Cindy’s house. He tried to recognize where he was and which direction led to her house. It was now about half past 3 AM. Soon residents will be awakening and there would be a significant chance people would notice him in his female outfit and this was a source of embarrassment for him despite how much he liked how he was dressed. He quickened his pace as block after block continued to be unfamiliar.

Because he was so intent on getting to Mistress Cindy’s house he began pondering why he would be staying at her house for several days. He was keenly aware she would be preparing for his apology to his old classmates and it seemed beyond his comprehension how that whole thing was being staged.

Suddenly Alan thought someone was behind him, perhaps following him. When he turned around he was relieved it was only a pair of early morning joggers and they passed quickly as he stood aside for them. It was a man and a woman and they hardly flinched as they passed him. The sky began to shed its darkness as twilight took control of the morning. Alan believed he was heading in the correct direction but there was no way he could go any faster without looking like a panicky person, lost as he had become.

Just ahead he saw a street light and that might be something familiar. It was. Suddenly he knew where he was and indeed Cindy’s house was close. Two blocks later he was checking the welcome mat for the house key and as quietly as he could he gained access like a mouse sneaking into a kitchen. The house was silent except for the ticking of a clock. He knew which room to go to and he soon removed his costume and slipped into the shower before heading off into a well deserved sleep.

The closing episode is planned in: EPISODE 20 --- Sissy-story Grand Finale
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kinbaku
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Re: EPISODE 19 --- Weekend Assignments for Sissy Maid

Post by kinbaku »

Almost a horror story at the end of the story. :mrgreen: :mrgreen:
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