EPISODE 17 --- Sissy Maid Contacts Jasmine

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janeboi
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EPISODE 17 --- Sissy Maid Contacts Jasmine

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When Alan awoke, Kim was already out of the house. Apparently she had more rest the day before than Mimi had. It was just past 11 AM. Alan plucked his yellow bra and panties from the dresser. Having found them and putting them on over his still secured prosthetic breasts, he was thinking about how to acquire more yellow colored wears. He imagined a really sissy looking yellow French Maid dress, and even a delicious yellow petticoat. Since Alan had never spotted any yellow nylons, he thought that “nude” shaded leggings would have to do. For the moment, Alan admired his girly condition with entertaining 3-mirror reflections like those found in clothing stores. They had been set up in the corner of Alan’s Maid’s quarters.

He decided to wait until later to call Jasmine because he had chores which required his attention. Laundry, for example, could be hanging on the line to dry and that would be a better time to reach Jasmine.

“Hello. This is Jasmine,” she responded on her phone. Alan identified himself as the sissy maid in training when we met on the bus last Sunday. She recalled immediately. “I’m calling to find out if you were serious about hiring a sissy maid for your parties and events,” Alan inquired. Jasmine was pleased he called. She suggested they meet, and Alan confessed he didn’t have transportation to come see her. Jasmine offered to go to Alan’s house, and she asked if she could bring a friend. Arrangements were made for a meeting at 2:30 PM that afternoon. Alan put on a pot of coffee and to appear presentable he selected his pink Maid’s outfit which featured his frothy-hem white petticoat. He set the living room with a serving table and only placed two set of cups. He assumed Jasmine and her friend might want to observe her skill as a Maid-in-Service.

Jasmine and her friend parked in their driveway timely. Alan forced himself outside the house to receive his guests. He saw Jasmine’s friend was an attractive girl, and both of them were grinning at the delightful appearance of “Mimi” in her French Maid Dress. Alan led them to the couch in the living room and they accepted the invitation for coffee. Alan was pleased to serve them.

Quickly Jasmine opened the conversation on topic. “Alan, what is your current status?”

Alan confessed he was a sissy Maid servant belonging to Mistress Kim. They were still married but out of that marriage Kim discovered Alan was willing to become Kim’s sissy Maid. He continued to provide more details and Jasmine had more questions. Jasmine added she is a member of mostly married females who respect males, but their “men” were properly trained to be obedient and subservient to women. “Do you like that arrangement, Alan?”

“Yes, Miss Jasmine, I do like that arrangement.” Alan was tingling all over, especially where his genitals began swelling beneath his petticoat. “I am eager to please.”

“Alan, prove your agreement by removing your dress and petticoat!”

Alan asked Jasmine to help lower his zipper and she directed Alan to Teresa, her companion. The Maid’s outfit pealed open and Alan was able to lift it over his head for removal. Placing his thumbs into the elastic waistband, Alan gracefully lowered his petticoat until he could step out of the frills. With his left hand grasping the petticoat off the floor it looked like a giant pompom for cheering a football crowd. His right hand lifted the Pink Maid’s dress and he placed them neatly on a chair to the side. He dutifully stood in front of Jasmine and Teresa with hands folded. When asked about bartending Alan mentioned recently working a Frat house party, but that was basically beer and straight liquors and only a few Rum & Cokes or Screwdrivers. Also, the Frat members and partiers were getting too vigorous when she was rescued by some women in attendance.

Jasmine reassured Alan there was a bar guide at their place for details about how any special drinks must be made. But she also wanted to check out Alan’s wardrobe. Alan led her to his Maid’s quarter’s closet and Jasmine fingered through some of his costumes. She noted Alan had no male clothing hanging there, and Alan bashfully confessed he was a sissy 100% of the time. He couldn’t believe he was now more or less comfortable admitting to being a cross dresser, something only 4 weeks ago would have made him hot with humiliation and embarrassment. Standing half naked in front of two very attractive females had him aroused and he was most definitely in a compliance mode to Jasmine’s every instruction.

Jasmine told Alan to put on his Maid’s outfit and petticoat and Alan was quickly fully dressed in his girly Maid outfit. Alan was told they would most likely hire Alan as a bartender and serving Maid and asked if he wished to see her house where the next gathering would be held. Alan asked to leave a note for Kim and he would be glad to ride with them. He primped his hair a little and touched his make-up and Alan was soon sitting in the passenger seat with Teresa in the back as Jasmine drove to town.

Jasmine’s house was in an attractive community and for a Saturday afternoon there were dozens of people in various yards and walking on the street. Jasmine parked several houses from hers with the intention of watching how smooth Alan can represent himself as female as they walked in public until they reached her house. Alan was obviously embarrassed but didn’t make a show to attract more attention from street pedestrians passing him and Jasmine was satisfied Alan would do fine for the intended hiring.

As they entered the house Alan noticed 3 other women greeting their entry. In the background were 2 men helping to clean up the rooms but they were focused on their assignments and didn’t stop to greet Alan’s entourage. Alan and the women strolled around the main floor a Jasmine pointed out a bartending station, bar, liquors, refrigerator, and an abundance of glasses for holding various drinks. He was led into a private room where the 5 women had a few more questions, partly about her bartending experience. They were all very pleased that Alan looked very passable as female and their comments reflected their interests in how he felt being sissified.

After a couple of hours, Jasmine suggested the meeting should end, and she offered to drive Alan home. It was past sunset and even with fewer neighborhood people milling around, Alan was a little self—conscious as walking in public dressed as he was. Since Kim had not yet arrived home from work, Jasmine dropped off her passenger and headed back to her home.

Alan rushed to touch-up the living room and Kitchen before Kim came home. He heard her car in the driveway while he was freshening up, but with his skirt flying around his waist, Alan made it to the door as Kim was about to enter. Alan made a proper curtsy and welcomed Mistress Kim home. “You forgot today is Saturday,” reminded Kim; I didn’t have work! …but I did some shopping. “Regardless,” Kim added, “Cindy is coming over right now with a female friend and the 4 of us are going clubbing.”

“Mistress Kim, is there no scheduled work at the Glass cubical business,” Mimi inquired. “No, at first he only wanted you for a single evening each weekend,” replied Kim.

Alan knew he was going, not to have fun, but to act as Kim’s sissy Maid servant. He also wondered that “club” would allow him to enter dressed as a French Maid and obviously wearing a sissy-pink costume? Alan learned long before to not question the Mistresses’ ideas and he simply kept his mouth shut.

When Cindy and her friend Kate arrived, the excitement of going out clubbing intensified. Kim playfully pressed sissy Maid “Mimi” out of the house and into Cindy’s back seat so Kate and Cindy wouldn’t have to get out of the car. Alan buckled-on the seatbelt as Cindy’s car headed into town again.

Kim reported to everyone that they were heading to the town’s largest gay nightclub. Mimi would be their servant, of course. “Yes, thank you, Mistress Kim,” commented Alan. Cindy already knew where the club was, even though Alan was clueless. Kim handed Alan his ID card and remarked that this club checks for age appropriateness regardless of your appearance. Kim would pay the $5 cover charge but Alan would have to show his card for access. Kim also instructed “Mimi” that “gay” men were not likely to bother with him, but if any women were more assertive with Mimi that she had to be more aware of come-on attempts and to always be polite with other people. “Yes, Mistress Kim.”

The “Club” was a bit off the regular roads, and the long secluded driveway led them to a large parking lot. As they exited Mimi beheld a 2-story building near the end of the lot with an obviously expansive glassed in area on the second floor. Mimi was a bit self conscious of other customers walking from cars to the main entrance. Kim whispered that Mimi shouldn’t have any problems since this establishment had very flexible policies about cross dressers and same-sex partners.

The ID checker was very professional. He commented almost silently that the ID was for “Alan” and presented to him was “Mimi,” Kim’s sissy-Maid. He did a quick glance at Mimi’s attire and cleared them all for entry. Mimi pondered silently this was another person to whom he was just “outed” as a sissified male. They followed the main crowd up the stairs and into an expansive area featuring mostly tables surrounding a dance-floor which doubles as a stage given the spotlights in the ceiling. The 4 of them settled at a table but Mimi stood near Kim awaiting instructions. He most discretely glanced around the room for familiarity.

Kim knew Mimi was too distracted to take orders to the bar. She wrote on a piece of paper, “Please open a bar tab under the name Cindy. Our sissy Maid shall deliver our beverages and foods to our table. If you need confirmation we’ll wave, or if you need a reserve credit card, I’ll send her back with it.” Using a separate paper, she wrote their ordered refreshments.

Mimi wandered past the tables, then past gathering patrons around the bar, all while carrying the notes. Eventually the barkeep read the notes, glanced at Kim’s table, and with a nod the barkeep processed the refreshments. Mimi walked back with a cardboard serving tray loaded with beverages and some appetizers. Mimi followed instructions and knelt on the rug covering the floor in that area of the club. His petticoat covered his feet to the middle of his shoes in the back, and Alan loved how it tickled his thighs in his lap.

“Mimi, watch carefully for the barkeep for when he is ready with the rest of our order. Also, here is my card for him to record our bar-tab against.” No one at the table even noticed when Mimi responded to the Barkeep’s signal or when she left to pick up the ready treats. However, eyes around the room did notice.

As Mimi approached the bar a man from a table of 3 men stood and followed her. “Hello,” he said as he gained Mimi’s attention. I’m with another two gentlemen and we noticed you are serving those ladies over there. “Although you pass as female, our impression is you’re actually a sissy maid to your mistresses. Are we wrong?”

Mimi responded, “Well, yes, I am a Maid to Mistresses Kim, Cindy, and Kate.”

“Well, we find you are most attractive. Would you like our number so you can reach us outside the Club?” With that the man handed Mimi a card with his number. Mimi wanted to be polite so she accepted the card and inserted it into her bra and thanked him for being so kind. She brought back the food to the table. Kim invited Mimi to sit in a chair at the table with them; Mimi retrieved an empty chair and sat with her hands folded in her lap.

From her vantage she could discretely survey other people in the room. Occasionally she briefly glanced at the 3 men at the table near them. About an hour later Mimi noticed the room was more crowded, filling-up with more people. Kim asked Cindy and Kate if they wanted any refills. She handed Mimi another paper with the new order. Mimi rose and with her hands she brushed flat her somewhat crushed petticoat. With a passing glance she saw the “men’s” table with all three having eyes on her. Two of them became self-conscious and looked away.

Once again trying to reach the bar, she mingled in the crowds clamoring from the bartender’s attention. Casual remarks called Mimi “babe” or “honey” which Mimi wisely ignored. However, one attractive female slipped next to her and commented she and several others noticed how skillfully she was serving her group. Mimi thanked her. The woman asked if she could be hired for Maid services, to which Mimi hesitated, but then answered, “yes.” The woman quickly gave Mimi her number and turned away to speak to the Barkeep. Mimi moved away, eventually picked-up her order and blended her way back to her table.

Kim welcomed Mimi back as she distributed the beverages. Kim’s empty glass had ice which was nearly melted. Kim put it in front of Mimi and at the same time dropped two tablets of Viagra in front of Mimi. Mimi looked at Kim, politely of course, and Kim advised Mimi to take the Viagra. Reluctantly Mimi complied. Within minutes her genitals were stirring. She was glad she wasn’t wearing any restrictive device but her cock was swelling ever larger. Mimi was glad she was wearing her dress and petticoat low enough to hide her tented dick in her panties. Her three companions were all grinning, knowing Mimi was erect and deeply aroused. They all began teasing her with comments with double entendre. Mimi started feeling jumpy and worried her penis would give away her “secret” and she also knew the rest of the evening would become a torment for her.

Live music was being announced as performers next to the dance floor filled between the waiting instruments. When the music began, the women at her table abandoned whispering, and began loudly teasing the cross dressing sissy Maid. They generally made comments like “wouldn’t you love to lick my pussy,” or “or, would you like a hard cock to suck on?”

Alan remembered the night of his library walk to home. The Viagra he was given that night lasted about 5 hours and there was no way Mimi could last a whole evening bearing ungratified sex. Kim could see Alan’s torment and recollection in his eyes about the library exposure. Now in a gay bar, she could witness his torment as all Mimi wanted was sex, sex, and more sex! Kim had control and she ordered Mimi to surrender her arms to the sides of her chair. Kim on one side cuffed Mimi’s wrist to the chair-supporting leg and Cindy cuffed the other side. A penis gag was inserted into her mouth and buckled behind her head. Alan was embarrassed that everyone would probably recognize “he” was a sissy Maid, and now he was tormented by his erection still hidden under the dress.

Kim dropped her hand over Mimi’s dress and immediately she could feel his thick problem. Through Mimi’s dress and petticoat she squeezed his cock and Alan moaned into his gag. Cindy was more direct and slipped her hand under his skirt. Kim let go, and Cindy pinched the head of his dick. He nearly exploded but Cindy abandoned him before his possible release, leaving Mimi to wiggle and squirm in her aroused state.

Their teasing continued for what seemed several hours. They didn’t order any more drinks hoping to avoid any of them becoming too influenced by alcohol. After an hour or so, all three were tipping the remainder of their beverages into Mimi’s mouth, and then replacing the gag. All three were telling Mimi she was in training to become a sucker of real cocks, not just the phony penis gag stuffed into his jaw. They kept inferring Alan was about to be fucked by 3 women, suggesting only one had a huge butt plug to insert up his ass. Alan was alarmed at the idea they might do this in front of everyone in the room!

Around 1:00 AM they finally decided to leave. Before getting up, they debated leaving Mimi bound to his chair. They teased that they could leave a sign on the table that a sexually aroused cross dresser seeks boners to suck on. Eventually his cuffs were opened but Alan’s wrists were re-cuffed behind his back. The 4 of them rose from the table to leave, and a number of eyes followed them. Alan could barely walk with his swollen member. He didn’t think anyone could see his panties but just the idea caused him great humiliation. As they walked down the stairs Kim and Kate rushed ahead. Alan was panicky. Cindy stay next to him slowly reassuring his footing going down the steps. She didn’t want him stupidly falling. Once outside, Cindy rushed off to catch up with the other two.

Alan was confused when ahead he saw Cindy disappeared into the car, and by the time he reached the parking spot they had driven off leaving him as a bound sissy Maid in the parking lot of a gay bar. Alan was so confused he didn’t know what to do. He didn’t want to return to the Club. On the other hand, he couldn’t just stand around the parking area with a swollen dick under his skirt. He chose to walk down the driveway towards the street. By the time he reached the street, Alan spotted Cindy’s car parked and waiting for him. They were laughing when suddenly Kim exited to open the back door for Alan. As he was about to step into the car, Kim lowered his panties to his thighs and when he sat down she buckled his seatbelt on him. She then wrapped the frills of the petticoat around his cock as the tip of it peeked above the froth.

Kate was sitting next to Alan and she remarked that now even his dick looked feminine.

Cindy drove slowly back home. Alan was slippery with pre-cum. All the way home the 3 girls kept up suggesting places to leave Alan, but eventually the house was in view. Once home, he exited and Kim made certain Alan’s cock was still peeking out of his skirts. At the front door Kim looped a cord over the head of his cock and finished leading him into the middle of his bed. His cuffs were removed, then his dress and petticoat. Wrists were bound to the corners of the headboard and his ankles to the footboard. The light was turned off and the last glance by Kim was Alan’s little flagpole begging for relief. Kim was pleased with herself that this was delectable revenge on her miscreant husband.

Alan was powerless to reach his own cock. Even worse, unless he was released to use the bathroom, Alan feared he might urinate in his own bed. Even though his door was closed he could hear muffled voices elsewhere in the house. He fell asleep before Cindy and Kate left.

Next: EPISODE 18 --- Sissy Maid’s Daily Routine
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