Sissy Porn Star Part 2 free porn video

Sissy Porn Star - Part 2 Sherri had successfully convinced Charles that he needed to ingest a second vitamin as a part of their bedtime routine. She had told him about some articles she read regarding the positive effects of vitamin use when the daily recommended amount was doubled, even tripled. As always, Charles sensed her motherly concern for him so he yielded to her sensibilities and just went with the flow. It was a Saturday morning and Charles woke up, his head pounding and he felt like all the energy was drained out of him. Sherri came into his bedroom to get him to go for their morning jog and she saw that he was looking ill. "What's wrong?" she asked. "I, I think I'm sick," he answered. She sat down on his bed and felt his forehead. "Really? What hurts?" she asked. "My head hurts and my body feels very tired. I don't want to jog today," he said pleadingly. She smiled at him. "Don't worry, I'll take care of you," she said in that motherly tone of hers. "Maybe becoming so healthy isn't so healthy for you," he said as though he were giving himself some sort of sage advice. Waving her hand at him, "Nonsense," she said, "you'll be fine." "I have lost a lot of weight," he said in a concerned manner. "I checked my weight on the scale the other day and it said 147 pounds." "Your weight is fine," she said with an heir of confidence. "What you need is a B12 shot." "A B12 shot?" Charles asked inquisitively. "Yes, of course. You know, a natural energy boost," Sherri proclaimed. "I have some if you want one." "Do you think it will help?" he asked. "Of course, let me go get one for you." Like a jackrabbit she left for the bathroom and was back in his pink bedroom in a flash. She pulled the plastic apart and deftly connected the needle and its adapter to the plastic barrel. Sherri then pierced the aluminum top to the small glass bottle and pulled back on the plunger and filled the chamber with the aqueous solution. To Charles, he was receiving a B12 shot. Reality was that he was about to get a female hormone injection. And not just any old estrogen injection. The fluid in this syringe was a cocktail of synthetic and natural hormones. He was to be feminized all right. The injection also had special boosters in it to speed up the process of feminization and accentuate certain areas of the body. Sherri prepared his arm with alcohol and found a vein in his arm that would work. In a matter of seconds she would break his skin with the needle and push down on the plunger. The aqueous solution quickly disappeared and entered Charles' bloodstream. Sherri tucked him in bed and straightened out the duvet. She kissed him on the forehead and let him sleep. ******* Charles woke up and rubbed his eyes and looked at the clock in the room. He yelled out Sherri's name and she came in an instant. She was standing there in a pink baby-doll looking as cute as can be. "Why did you change from your jogging suit into that?" he inquired. "Oh you silly boy, you've been sleeping all day." She went to one of the windows and opened the pink velvet curtains and lifted up the creamy white shade. "You see, it's nighttime already. Are you feeling better by the way?" "I think I am. I'm hungry. Could you make me something to eat?" he begged. "Sure, but why don't you put this on first?" Sherri had thrown a a light peach ostrich-feather trimmed robe on the bed. He looked at it and didn't know what to say. "You want me to wear this?" Charles asked with caution. "Well, I wanted to wait for the right moment. I guess this is as good a time as any." "What is it? What did you need to tell me?" he asked excitedly. "You remember Colleen?" "She's the one with the deep red hair, right?" he asked. "Yes, well Colleen mentioned to me how good you look. She loves your alabaster skin and your streaky blond hair. Now Charles you have to understand that Coleen is bisexual. Well, she says she's bisexual, but from what I have observed she seems more of lesbian to me. I only say that because most of her partners and dates have been women. Anyway, she obviously likes you that much is clear. My take on it is if you looked a little more feminine she would probably go out with you." Charles could be gullible at times, just enough to buy into what Sherri was saying. "Well, I am looking rather thin these days. I've also noticed losing some of that weight has made me feel kind of girly inside. I didn't want to say it the other day, but for no good reason I felt very emotional from the time I woke until I went to sleep. I even had an episode where I cried for no reason. Am I going crazy Sherri?" "No, your fine, believe me," Sherri said with an heir of confidence. Charles put on the ostrich-feather trimmed robe and wore it to breakfast. He remarked to Sherri about the sheer elegance of the garment and how it felt on him. Then he went on to say how women are lucky to have so many fashion choices. This made Sherri light up inside and knew very well that she would be able to carry out Ms. Hilliard's orders to the letter. That Sunday night, Sherri decided to add a few more things to their routine. "I want you to wear these." "Oh, I don't know," he said rather cautiously as if there was plenty of male instinct to take over and guard against these overt acts of femininity. Sherri pushed back. "Listen Charles, if you want to have a date with Colleen then do as I say. Put on this baby-doll, these panties, and these slippers. Now do you want my help or don't you?" "Yea but -" "No buts. Put it on," she demanded of him. And so another routine was formalized between Sherri and Charles, before going to bed he had to wear his female lingerie, which included panties, a baby-doll, and a female robe or gown of some kind. Sherri also had him wear two-inch high Marabou slippers. He complied with this as well. Sherri brought him his vitamins and water as usual and he swallowed the two white pills without any complaint. As was Charles' bedtime routine, once he was in the canopy bed, she pulled up the pink flowery bedspread and duvet then tucked him in for the night. "Nighty, night," Sherri remarked, blew him a kiss, and then turned off the light. ******* It was Tuesday, and for Charles that meant going into Ms. Hilliard's office at 9 o'clock in the morning and pleasuring her. He enjoyed doing it more than ever these days. He even daydreamed while he licked her pussy wishing he had one of his own. After he was finished and Ms. Hilliard wiped his face clean, she sat back and reapplied some red lipstick to her big, beautiful lips. Charles was on his knees and watched her intently as she looked into the little compact mirror to make sure her face was still the epitome of class and beauty. Then she turned her attention to Charles. "I do hope you like our little arrangement that we have here. I'm thinking about expanding upon it in some way. Your tongue is one of your best attributes. I bet you didn't even know that about yourself. Anyway, I think I need to have that mouth of yours on my nipples. I can see you sucking away like a little baby. Would you like to be like my little baby? Yes, why don't you be my little baby on Thursday." "May I be allowed to get back to work?" Charles asked nervously. "Yes. Yes, you may." She watched him get up and walk toward the door then she stopped him, "Charles?" "Yes, Ms. Hilliard? "I'm going to give you tomorrow off," she said. "Thank you Ms. Hilliard." "Do let Sherri know about this and have her instruct you on what you'll do that day." As Charles walked out of the office, he paused and try to think about her last words to him. Does Ms. Hilliard know that he is living with Sherri? He answered that question by thinking, personnel must have informed her. She's his boss and bosses need to know certain things about their employees like where they live, right? Once he was out of her office and shut the door, he had another unanswered question. Why would Ms. Hilliard have Sherri tell him what to do on his day off? Charles thought about going back in to her office, but decided that he was too nervous to ask his boss for clarification and just let it go. Returning to the IT office, he went over to Sherri's cubicle to make her aware of his day off. "Sherri, Ms. Hilliard gave me the day off," he said with very little fanfare. "She did?? Why that bitch!" she exclaimed. He watch as her DD's heaved up and down in anger. "I wish she would have informed me of this directly. Oh, and then I have to hear it from you?" "Ms. Hilliard wanted you to instruct me on what to do tomorrow as well." This made Sherri think twice (of course she knew all along that he would have the day off). "Well, considering all the work I will be doing in the office, I think I will need to have you do some work at home. Why don't we talk about it tonight when we get home?" "That's fine," Charles said in return. Lunch was light as usual. They went out to a small vegetarian restaurant. Sherri had ratatouille and Charles had an artichoke spinach lasagna. He found that halfway into the meal he could not finish it all. This was a realization that his stomach was shrinking from all of this dieting. Somewhere, in the back of his mind, he felt that he would never be 160 pounds ever again. In the afternoon, he saw Colleen twice. She really was very beautiful. Sherri had built up the scenario of Colleen liking him more as a woman than a man. Charles was trying very hard be feminine in every way. Besides the weight loss and wearing the baby-doll and panties to bed, he watched women more intently. Taking cues from the women at work, including Sherri and Ms. Hilliard of course, he hoped to learn more about them. The way they walked, the way they talked, and the overall way they carried themselves. He noticed that the sexiest things about them were their little habits such as pushing their hair back or holding a pencil in their mouths; straightening their skirts and bending over with their hips and not bending with their knees; and how provocative it was when they applied more lipstick to each lip. He processed all of this thinking no wonder why Colleen prefers women to men. Men are boring slobs, but women, on the other hand, are interesting and intriguing. Women also have those curvaceous bodies that are pleasing to the eye. Their bodies also fuels the libidos in both men and women. In the last couple of days Charles tried to picture himself as a woman. He didn't think it was too far fetched. What if he had perfectly round boobs and a curved ass? Would that be so bad? ******* Once they were settled at the apartment Sherri decided it was time for Charles to be in his 'female clothes'. "Charlie, why don't you put on your evening wear now." "But it's not time to go to bed," he said rather defensively. Sherri barked back at him, "Look Charlie, if you want this date with Colleen you'd better get with the program and fast, understand?!? Feeling dejected he recoiled and turned away from her. A few tears ran down his cheeks. As she watched this display of emotion Sherri knew that the hormone shot was doing its job. She went and hugged him. "Look, I'm doing this to be helpful, not hurtful." She rubbed the tears from his face with her fingertips then gave him a hug. "You'll be all right, I promise." He smiled back at her. She smile too. "Go to it then," Sherri directed him. A few moments later her returned with a light pink baby-doll, panties, and two-inch high Marabou slippers. He also made sure he wore ostrich- feather trimmed robe. "You look great Sweety. Now the next thing I want you to do for me is to bend over." He looked at her strangely at first, but then decided not to ask questions. "Make sure you bend at the hips and place your hands on your knees." Sherri darted into her bedroom to grab a small butt plug and a tube of lubrication. She returned with a sigh thinking that this is only the beginning for Charles. As he stood there bent over, she could see a part of his derriere. It was quite evident that as there was no hair on it any longer and no hair on his legs. "Sweety, did you shave your legs? she asked of him. "No. It came off in the shower. Maybe I'm ill Sherri? Maybe I should see a doctor?" he questioned aloud. "Nonsense Sweety." Sherri then rubbed the back of his left thigh with her free hand, "Oh I think that those creams you've been using have been very helpful. Your skin is so soft." When he felt her touch, Charles didn't stop her. He sucked in a deep breathe of air and felt goosebumps all over his arms. Her hand slowly moved up to his left ass cheek and that made shivers go up his spine. "Now Sweety, I'm not going to beat-around-the-bush, if you go out with Colleen you''ll wind up having sex and fucking her delightful little pussy. Most importantly, she'll want to fuck your pussy. Did you know you had one? Sherri asked. "No, I guess not," Charles answered without a clue. "Well, you do and I'm going to help you prepare it for Colleen," she said with a hint of glee. "How will you do that?" he asked. She showed him the butt plug. He got excited and she had to calm him down like a horse bucking in his corral. "Its okay Sweety, it's not going to hurt you," she said in a calming voice. "Now relax." The plug was made of black silicone and was small, only three inches long with a bulbous middle that was only three-quarters of an inch at its widest point. The flared end was small and had a knob-like appendage that would make it easy to pull out with two fingers. Charles looked at her pleadingly as she placed lubrication all over the plug. She pushed up the ostrich-feather trimmed robe onto his backside and pulled down his panties. He felt quite exposed. Sherri parted his butt cheeks and slowly pushed it up his ass. He could feel the oddness of the plug as it entered his anus. At first Charles felt humiliated by such an act, but then something took over inside him and he felt excited. His cock became hard. His nipples felt tingly all of a sudden. He breathed a little heavier. Sherri watched as his sphincter muscles gladly accepted the plug and it remained inside. She let go of his butt cheeks, which looked a bit rounder and meatier due to the hormone pills and the recent shot he just had. She pulled his panties back around his narrow waist. Sherri could feel that something was in the way. It was his cock. She touched it with her fingers and felt some pre-cum. Charles let out a moan. "My, my what have we here?" she asked rhetorically. "Stand up and turn around for me for me Sweety. Oh and make sure you hold up the bottom of your baby-doll." He slowly stood up, holding his baby-doll, and faced her. Clearly he was a little embarrassed and his cheeks were red. "It's okay Sweetie. A butt plug will do that to you. Its perfectly normal." Sherri lowered herself to her knees and started stroking his hard cock. It wasn't the biggest of cocks. She'd certainly had bigger ones. Fully hard, it was no more than four and a half inches. Charles' head was quite sensitive to her touch because she still had lubrication on her fingers. Sherri looked on with a smile as Charles was coming under her control and getting closer and closer to becoming a sissy. Charles' moans filled the apartment and he readied himself for ejaculation. He stood there, his head cocked back, facing the ceiling with his eyes closed. Sherri placed her hand near his cock and watched as the veins on his shaft tripled in sized and his whole cock jerked involuntarily. She had her other hand position just right and with the hand on his shaft she directed his ejaculations with such precision. Once, twice, three times he spewed his cum into her awaiting hand. Once he was done, he was relaxed and felt very drained. Sherri stood up and placed her hand in front of him. She gave him a look that need not follow with words. "No, you don't want me to -" he cut himself off in mid sentence in total disbelief. She shook her head yes. "But - " again he stopped himself. "I'm waiting Charles! Don't make me wait!" she said with some authority. Charles lowered his head with his tongue sticking out of his mouth and he began to lap up his own cum out of Sherri's hand. He immediately tasted the sweet saltiness of his cum and licked it up in its entirety. Somehow, it wasn't so bad and he couldn't understand how that was so. "Good. Now you will wear your plug for the remainder of the night. We'll take it out in the morning," Sherri instructed. He nodded his head in compliance of her wishes regarding the butt plug. Sherri then went to wash her hands and started to prepare dinner. She made a table for one. He noticed right away. "Due to your continued insolence, you must be punished," she said nonchalantly. "I've decided that you will not have dinner tonight. I want you to remember that if your going to live here in my apartment, you will abide by my rules; that includes things that I ask of you." Charles decided not to argue. Sherri was undeniably the stronger one here and he now felt deeply sorry for his actions. He knew that she was just trying to be helpful with setting him up with Coleen. After dinner was over, Sherri had Charles clean up the dinner dishes. This added insult to injury as he was very hungry. While he as doing the dishes, Sherri got all sorts of make-up and brought them into the living room. "Once your done there Sweety, I want you to come into the living room with me," she directed of him. He felt like he didn't have a choice. Besides, he did not want to get into an argument with Sherri tonight; not after being punished by her once already. Sherri sat him down on the couch next to him in the oversized chair in the living room. One by one she went over each piece of make-up and showed him how a woman uses it. "Why don't you hold the mirror and you can watch me put my face on," Sherry said with some glee. He listened as she explained the difference between foundation versus rouge and the need for both; she showed Charles what eye liner and eye shadow was; she showed him what lipstick and lipliner was; she showed him what lip gloss was and when to use it; she showed him what an eyebrow pencil looked like. She talked about skin colors and types; about hair color and types. Along the way as Sherri explained each piece of make-up and how she used it on herself. He looked on and watched a transformation happen right before his eyes. With large hoop earrings as an accent to her painted face and pulling her hair up into a loose bun Charles saw a new woman in front of him. "What do you think Sweety?" "You look gorgeous if that's okay for me to say," Charles said cautiously. With a smile, "Yes, thanks for such a charitable compliment," she answered in a higher pitch voice. "Now its your turn." "Really! Me??" "Of course Sweety. When Coleen meets you we have to make sure that your all made up for her." Sherri grabbed a comb, a brush and a small hair band. "Turn your head to the right Sweety." For some odd reason he was getting used to that pet name and it didn't seem to bother him at all. He did as he was told. She made a part in the middle of his blond hair with the comb. She then brushed his hair down and back for about ten strokes on each side of the newly made part. "Women would die for your hair Sweety, do you realize that?" she asked, envious of his hair herself. "Really?" he asked, not fully understanding what she meant. "Oh yes. First of all, your color is unique. It's somewhere between a blond and a platinum blonde. Sherri continued, "Then you have these darker undertones that give your hair a natural streakiness. Women pay top dollar in LA to have their hair colored like yours. If I had to make one recommendation, it would be to let it grow longer." She pulled some hair in the back, just above the nape of his neck, and put the hair tie in making a small bun. She affixed the newly created hairstyle by spraying his whole head with some hairspray. "Instead of me showing you your hair now, I think we will continue with your face." Sherri got right into it, working in the peach foundation on his smooth face; then blending with a darker color to accentuate his relatively high cheek bones. She then used a light taupe for eyeshadow and a dark taupe for eyeliner. Her color choices worked very well with his milky white skin tone. Charles winced a few times after she plucked a few of his eyebrow hairs. Sherri didn't want to go to far with his eyebrows as this was just the beginning for his new female life. There would be other opportunities in the future. With an eyelash curler, Sherri carefully curled his already long lashes and then followed with black eyelash make-up. It thickened his Next, she picked up a light, frosted pink lipstick and applied it to Charles upper and lower lip. She opted to add some clear lipgloss to bring out the color of the lipstick rather than use a lipliner. "Wait a minute Sweety, don't look," Sherri said excitedly. She came back with a gold necklace and a pair of clip-on earrings, also made of gold. She put them on him and stepped away with a smile. This caused Charles to smile as well even though he had no idea what he looked like. Once done, she put the mirror up to his face. He took the mirror from her and was stunned at what he saw and was speechless for the moment. "Yes, Sweety, it's you," she told him even though Charles had a look of shock in his face. "I'm actually pretty, I think," Charles said with doubtful disbelief. "You are very pretty," Sherri said happily. "I think that your prettier than some girls at the office." She looked back at his response. "I think someone is bashful about herself." Sherri said. Sherri allowed Charles to keep on his make-up until bedtime. For the rest of the evening, Charles and Sherri watched a few television shows that were tailored to women. Before an early bedtime, Charles was shown how to remove all the makeup on his face. He was saddened to see him change back again into the androgynous male that he once was. As always, Sherri gave him his two vitamins and he ingested it with no questions asked. She then had him bend over and then removed the butt plug that was up his ass. Once it was out, his hard cock would finally decide to become flaccid. After that, she put him to bed. Once he was in the canopy bed, she pulled up the pink flowery bedspread and duvet then tucked him in for the night. "Nighty, night," Sherri remarked, blew him a kiss, and then turned off the light. While in bed, Charles thought about what had just transpired this evening; having his face made up and then being referred to as a woman and being called 'Sweety'. He was slowly being feminize inside and out. Charles still couldn't make the full connection that it was the hormone pills and the hormone shots that were the culprit here. There were plans for Charles and those plans included sexing him up and dumbing him down quite a bit. It was a losing battle for him and acceptance seemed to be the only course of action. His grip on his manhood and the reality of the life he had led was slowly slipping away. ******* The next morning Sherri woke Charles up and had him take a shower. She had him wipe those sensuous smelling body creams all over his body once he was finished and patted himself dry. Now that the hormones did their job at keeping the body hair away, it was Charles' job to help keep his skin very soft and smelling feminine. "So Sherri, what am I going to do today? Charles asked. "I'm so glad you asked that Sweety. Well, I think today you will work for me," she said rather bluntly. "Let me go get your uniform." Sherri went into her room and returned with a maid's uniform. Charles had a puzzled look on his face. "Don't worry, it will be fun. Imagine that you are the maid in a big mansion and I am the mistress of the house. You will refer to me as Ms. Gimble and I will call you," Sherri was thinking of a good name for Charles. Excitedly, she announced, "And will call you Candi, spelled appropriately with an 'i' at the end. Does that sound good?" Charles decided to go with the flow and play along. "Yes, Sherri that sounds good." With an eyebrow raised, "Uh, uh, ah! Yes, Ms. Gimble that sounds good," Sherri corrected Charles. "Yes, Ms. Gimble that sounds good," he repeated. "Good. Now lets get your uniform on, starting with your corset. Raise your arms Candi." He complied and Sherri placed the black velvet, steel boned, corset around Charles' mid section. The soft velvety material gave him goosebumps on his arms. As Sherri began to pull the leather lacing through the pairs of metal eyelets he could feel the corset tighten and cling right to his body. His cock began to harden as this strange article of clothing became a tight cage around his body. As Sherri got to the end, he had trouble breathing. "Take short breaths and relax Candi, you'll get used to it trust me." Sherri said. Charles shook his head, "Yes, Ms. Gimble." "Now bend over." Charles bent over remembering to bend at the waist and not bend at the knees. The next thing he felt was the cool, squishy lubrication. After that, he felt the plug as it went deep inside of his ass. The corset had two straps at the crotch that closed with a snap assuring that the plug would stay inside. Sherri presented the next article of clothing. "This is a gaff. It is going to keep your cock in place and well hidden." She pulled it up through his legs and pushed his cock and balls way down. Again, Charles could feel the tightness of the material, yet somehow it was quite comfortable. "These are black seamed stockings. Let me show you how to put them on." He watched as she rolled each one into a donut and slipped the first one on to his feet and rolled them up his soft, thin legs. Once she had them all the way up, he ran his fingers over the knitted scroll work at the middle of his thighs. "Now this my dear is what I would call a dream made out of lace. It's called a petticoat and it helps to keep your dress nice and fluffed out. It is quite pretty in its own right. "It is absolutely beautiful Ms. Gimble." "I had a feeling you'd like it." Sherri placed it around his waist and snapped it closed. Charles could see the change in how he looked and it made him feel pretty and quite feminine. This feeling was getting stronger and stronger and he could not shake it away. Sherri picked up his maid's dress and showed it to Charles. It was black accented in white. He noticed the buttons and the pretty little bow at the top where the neckline came down. It was satiny and the bottom part of the dress was pleated and flared out. "Put your arms up Candi." "Yes, Ms. Gimble." Charles did as he was told and the dress went over his head. Sherri set it down into place and with the corset that he was wearing it fit like a glove. She zipped it up in the back. Then Sherri placed the white maid's apron and tied it in a nice bow in the back. She pinned the cap to his blond hair and placed a white collar, made out of leather and lace, around his neck. When Charles felt the click of the collar as it locked into place and a feeling of total submissiveness washed over him at that moment. "Oh and lets not forget your shoes." Sherri pulled out a plain black pair of four inch Stilettos and place them on Charles' feet. There were small hasps at the straps. Sherri placed a small brass lock into each hasp. With the sound of a click the Stilettos could not be taken off without a key. "Now my dear Candi, I have taken it upon myself to make a list for you. I want it followed to the letter. If you, in my opinion, fail at doing something on that list or do not get to something on that list I assure you that there will be consequences. Do you understand Candi?" "Yes, Ms. Gimble I understand." "Good. I think the fun is only just beginning for us," Sherri said with an evil smile. "Now open the door for me like a good little servant." Charles opened the apartment door and watched Sherri go off to work. She closed the door and examined the list very carefully. Charles knew that he would have a busy day ahead of him. One item on the list had him doing some grocery shopping. The list directed him to an envelope on the kitchen table where there was a shopping list and some money. Sherri explicitly stated in a note on the envelope that he was to go out dressed as a maid. In a little bit of shock and the thought of the embarrassment that he would be subjected to by strangers. He asked himself could he do this? ******* By the end of the day, Charles was exhausted. As dinner was being cooked he looked back at the apartment in front of him. The bathroom was cleaned and spotless. The beds were made and the vacuuming had been done. He mopped the kitchen and dining room floor. He dusted both bedrooms and the living room. The garbage was taken out. With the plug up his ass, some movements became unbearable. At times he would need to stand a different way. When he was dusting, he felt the plug rub him just a certain way. It gave him a mixture of uninhibited euphoria and sexual stimulation. So much so that he creamed in his gaff. He cleaned himself up as best as he could fearing that Sherri would somehow be mad if she found out about this. Going outside garnered a few looks, but by wearing a light coat, Charles was able to keep from getting stares at every turn. Again, it was LA so any looks he had gotten were inconsequential. A few moments later, Charles could hear some keys rattling in the doorway. He went to the foyer, standing there making himself as presentable for her. Sherri walked in followed by Ms. Hilliard. The color in Charles' face simply drained as he could not believe that his boss from work was here. It was a cool September night in LA so it was quite apropos for Ms. Hilliard to wear her long fur coat. It was open, so Charles saw her gray knit sweater top with its low neck line. This made it quite easy not to miss her long cleavage. Her ample breasts pushed the sweater outward stretching the fibers to their limits. The matching gray knit skirt ran down to just above Ms. Hilliard's knees. Charles caught a glimpse of the slit that ran up the side. Her gray Stilettos could not be missed. Even with the shoes Charles was wearing, she still towered above him. This was the first time he had ever seen Ms. Hilliard wear her hair down. The flowing waves of her strawberry blonde hair were incredibly sexy and were enough to put Charles' libido in overdrive. She was, in a word, a 'goddess'. "Well, hello Charles or should I say Candi? He remembered to give her a slight bow. It dawned on him that one of the lists that Sherri made had a whole host of items regarding maid's etiquette. Now he was trying to recall some of the others, but could not remember all of them. "Good evening Ms. Hilliard," Charles responded. It was clear to see that he was embarrassed to be dressed like this in front of his real boss. Sherri gave him a stare and then motioned about taking Ms. Hilliard's coat. Stumbling a bit he blurted out, "May I take your coat Ms. Hilliard." "Yes, thank you Candi." Charles reached up and took hold of the collar. The fur was so soft. Just having it in his hands were enough to make his cock harden a bit. Then as he revealed Ms. Hilliard's back side and her beautifully sculpted torso, his cock pushed upward even more. Sherri went to check up on dinner and then took a look at the apartment. "Candi, you did an excellent job with the apartment and dinner looks good." "Thank you Ms. Gimble." "Now Candi, why don't you offer our guest a drink," Sherri said. "Yes, of course Ms. Gimble." He turned to his boss, "Ms. Hilliard could I get you a drink?" "Yes. Could you make me a dry gin martini with an olive?" "Yes, Ms. Hilliard." Then he turned to Sherri, "And you Ms. Gimble? "I'll have the same Candi, thank you." Luckily, Charles was quite the mixologist due to his part time work in some nearby bars during his time at Carnegie Mellon. He did the same at a number of parties that his fraternity had held. With the martinis made, he poured them into a martini glass and added an olive. He quickly referred to the list and he saw the notation about serving drinks. He also looked at some of the others, hoping that he would remember them. With the martinis on a tray, he served them. "Here you are Ms. Hilliard. Here you are Ms. Gimble." Charles took three steps backward and place his hands behind him and looked toward the floor, just as the list noted he should do. "I'd like to propose a toast to Candi," Ms. Hilliard said vigorous lilt to her voice. Charles immediately looked up and he cracked a warm smile. Sherri raised her glass. Ms. Hilliard continued, "May Candi do well in her new role." 'Here, here," Sherri responded. Their glasses clanged. Sherri then gave Charles a look and he knew to go back in the kitchen. As he set the table they both got up and went out on the balcony. Sherri closed the glass door so Charles could not hear a word they were saying. Charles worked the kitchen a little more, finishing cooking the pasta and draining it. He was making a simple dish, linguini and clam sauce. Charles mixed in the clam sauce that was simmering on the stove and let it sit for a minute, then added the freshly grated Italian cheese. He put a cover on it to keep it hot. He put out the green salads and opened the Australian white wine and set it on the table. Everything looked perfect. He picked up the green ping pong racket and picked it up as the list told him to do to signal that dinner was ready. When Sherri finally saw it she motioned to Ms. Hilliard, who turned around and saw him standing there, a sissy in a maid's outfit doing as she was told. "Again Sherri, I can't tell you how happy I am with your efforts here. Charles is also an exceptional example of how a man can be made into a woman. He obviously has all the right elements to be transformed." "Thank you Ms. Hilliard. I enjoy being a part of your organization and doing this kind of work." With that they entered the apartment and was happily seated by Charles. He served them the white wine and the linguine and clam sauce. After dinner, Charles served them some espresso and cleaned up the table and the kitchen while Ms. Hilliard and Sherri spoke in the living room. When all was said and done, it was time for Ms. Hilliard's departure. Charles helped her with her fur coat. "Charles, I've decided to change your job description. From now on you will be Ms. Gimble's maid and do as she says. A slight raise in salary comes with the job. I will make some changes in your personnel file, including your company alias which is now Candi. I'll include a surname. How about Summers. Candi Summers. It has a nice ring to it." Ms. Hilliard continued, "By the way, I still want you to come to the Venus Publishing offices on Tuesday and Thursday mornings. You will come to my office where you will be given some special assignments." Sherri opened the door for Ms. Hilliard. As Ms. Hilliard walked out the door, she turned around and looked at Charles then spoke, "Oh, and Candi when you come into the office, no boys clothes please. You will dress appropriately like the other girls, understand?" "Yes, Ms. Hilliard." After Ms. Hilliard was gone, Sherri addressed Charles, "You made a few flubs and there were some minor mishaps, but I'll excuse them this time. Candi, you were given a big task and with it you impressed Ms. Hilliard; not an easy thing to do." "Thank you Ms. Gimble." "Why don't we go to bed now?" "Ms. Gimble? "Yes, Candi?" "May I have something to eat? I haven't had anything since lunch." "Why don't you have one of those instant dinner drinks that I asked you to pick up today, okay?" "Yes, thank you Ms. Gimble." "Oh one thing before I forget." Sherri unlocked the collar around his neck and removed it. She also unlocked the brass padlocks on his Stilettos. "Your may go now." "Thank you Ms. Gimble." He made his meal, drank it, and then went into his bedroom. After taking off all of his maid's clothes he washed his face, removed his make-up and put on his panties, his baby-doll and the ostrich-feather trimmed robe. Sherri brought him his vitamins and water as usual and he swallowed the white pills without any complaint. As was Charles' bedtime routine, once he was in the canopy bed, she pulled up the pink flowery bedspread and duvet then tucked him in for the night. "Nighty, night," Sherri remarked, blew him a kiss, and then turned off the light. He laid down in bed and thought about the day that just transpired and tried to understand it all and why he was so receptive to being a maid. Again he could not make the proper connections due to continued estrogen use. His stomach had butterflies in it thinking about tomorrow and being in the office dressed as a woman with such a girlie name. Charles also thought about Colleen. Would she recognize him and if so would she be so willing to have him in his new look? He still wasn't convinced that he was as pretty as some of the other girls in the office. Then he thought, why am I staying here? Am I really a sissy? Do I like dressing up in woman's clothing? Was it a turn on or am I homosexual deep down inside? Charles had no clear answers, just confusion and more questions. To Be Continued....