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Tim stared at the autumn leaves across the street before he unlocked the door to his office. The day was to be like any other, unlike what the next day would pose he assumed. Today was October 30, and tomorrow was Halloween. Tomorrow was the dress up day at work, and he already had his Superman costume picked out. It was really nothing more than a glorified body stocking. That was why it drew Tim's interest. It would arouse a few chuckles from his office girls, but he was sure that they would never suspect a thing about his real desires. Tim walked into his office a half hour before his employees arrived as he usually did. He looked over the reports that Cara, his main subordinate, had made up for him to examine. Cara had a realtor's license and was charged with renting all of his various commercial holdings. He owned a number of strip malls and small office buildings in well-situated places that seemed to keep him immune from the normal market forces affecting commercial rentals. He really fell into it. His parents had owned a small amount of commercial real estate in a jointly owned corporation and left it to him upon their untimely demise. Tim grew the commercial holdings after he took control of them. He became a smalltime land baron. Tim awaited his employees' arrival as he thumbed through Cara's report on the new rental agreement. There were three of them charged with doing his office work. Tim viewed his job as overseeing his staff and scouting for new properties to expand his company's reach too. He paid a collection agency to do the actual collecting of the rent for him, and that money was deposited directly into the corporation's bank accounts. His secretary, Laura, made sure the money was actually deposited. Tim liked to think of himself as the man behind the curtain pulling strings at the corporation. He was the titular head and the head in fact, but he was never seen. He never dealt with those who rented from him. He never met anyone besides his three employees face to face. He was a largely unseen owner. Cara handled the renting of his property and a good amount of clerical work. Laura fielded calls and kept the office running. The most recent hire, Emily, was the office girl. She made the coffee, picked up Tim's dry cleaning, made copies of documents, and did the filing. Tim was above them all. He oversaw their work, but rarely corrected them because of his distaste for confrontation. He let Cara do much of the actual corrections on the other girls work, and her work fortunately did not require correction. That left Tim to do what he was most comfortable doing, scouting for new purchase opportunities. Even then, he delegated to Cara the task of actually going and buying the property on behalf of the corporation. Laura was the first to arrive. She set up at her desk and started making calls to get a new paper shipment sent to the company. Cara came in next. After dropping off her brief case at her desk, she headed into Tim's office. Tim looked up and greeted Cara with a smile. He always did that. He was attracted to her, but he would never act on it because of his fears of rejection and sexual harassment lawsuits. She was pretty woman. Raven haired, slender and unusually tall, she had a way seeming both beautiful and intimidating to Tim. "Hey, Timmy", she said. Cara was the only one of his employees who would dare call him anything besides Mr. Claire or Sir. She was assured of herself, and Tim was far too meek to dress her down for addressing him by his first name. He figured that she knew it too. "Hello, Cara. You did a good job with this place. I think you got above market rate." "Well, thank you, boss." "So what are you up to today?" "I'm just looking over some the company's financials. I'm looking into renting that office space on Clarkson Street. I'm trying to figure out a fair rent based on the going rate." "Oh, good. Good", Tim responded before he asked the question he really wanted to know, "Have you given any thought to what you're going to dress up as tomorrow?" Cara smiled knowing that Tim really wanted the answer. Tim was never discrete about the real reasons he permitted dressing up on Halloween. While he always dressed in a men's costume with an effeminate look to it, he also liked that Cara tended to wear revealing costumes. "I was thinking of going as a business man for a change. You?" Crushed, Tim responded, "Superman" as he heard Emily enter the office. "Is it like that body stocking Spiderman costume you wore 2 years ago? "Well, yes...a little bit." "Oh that will be darling. I thought you looked so cute in it." "Really?" Tim asked with a hint of hope in his voice that the younger woman was showing a real interest in him. "Yes. You really have great legs. They're very shapely. You should definitely show them more often." Tim cringed before he smiled and said, "Thank you." He was secretly happy that Cara complemented his legs for looking girlish, but never wanted her to know that for fear of what she'd think of him. Cara knew, even if he wanted to pretend she did not. Cara smiled and said, "I can think of a better costume for you..." "What?" Tim asked. "Well, I'm going as a business man, why don't you go as a business woman. We'd match." Tim blushed and said, "I couldn't do that." "Oh, come on. It will be fun." Tim shook his head. He did not want to let on that he really wanted to do it. However, Cara was not willing to take no for an answer she called Laura and Emily over towards Tim's office. She brought them all into Tim's office and said, "Girls, I'm going as a business man tomorrow and Tim here is going as superman." Emily and Laura looked at each other and shrugged. Cara continued, "I was thinking, wouldn't it be better if Tim went as a business woman." Laura smiled knowing where Cara was heading. She had been around long enough to know what Cara knew. She turned to Tim and said, "Mr. Claire, I think it's a great idea." Tim shook his head blushing even more. Emily chimed in, not wanting to run afoul of the other girls, saying, "Sir, it's not really that different from a superman costume. Isn't that tights anyway." "It's a body stocking with red underwear", Cara corrected. "You'd be less exposed if you dressed like a girl", Laura added. Tim's fingers started to tap uncontrollably and his foot started to shake. Cara saw his over eagerness and added, "Come on, Timmy. I'll even go shopping with you today, and I'll pick you out the perfect outfit." Tim huffed and pretended to relent. He looked at the girls and said, "All right. All right. I'll do it for you girls." Laura smiled wickedly and added, "You know what would be even better, Mr. Claire?" "What?" "If you and Cara switched jobs tomorrow." "Um, well, I don't..." "Oh, come on, Timmy. We are practically dressing up as each other for Halloween; we might as well pretend to be each other too. It will be fun." Tim smiled and nodded in agreement. Laura and Emily exited the office flashing grins at Cara as they exited. Cara looked at Tim who looked back at her blankly. "Well, come on. No time like the present." "You want to go to the store right now?" "Yes, Tim. The stores aren't that crowded this time of day." Tim saw her point and sprang to his feet. He then paused for fear that he making himself appear too willing to go through with it. Although he was excited to be going through with it, he still wanted to maintain the respect of the members of the staff. Tim looked for a way out and said, "What about my hair?" "Don't worry. I'll bring one of my old Halloween wigs for you tomorrow. You'll look precious, I'm sure." Tim bit his lip to hide his eagerness to see himself fully dressed the next morning. He then said, "What about my nails?" "Not all girls have painted nails. Laura never does." "Oh, yeah." "Come along, now." Tim followed her out the door. He got into the passengers seat of her car, and she drove them to the department store. Cara led him into the woman's section. Tim was relieved to see that few people were in the store. Cara selected a black pinstriped skirt suit and told him to try it on. Tim was reluctant to put on a skirt suit in the men's changing room, but Cara pointed out that there was not a man in the store. Tim nodded and tried it on. Cara walked into the men's fitting room and judged how the suit hung on him. "It fits you good. There's enough room for breasts beneath the jacket. Get changed and we'll go pick you out a blouse." Tim was relieved to be back in men's clothing, but was instantly embarrassed as he saw the odd stare from the sale's girl. She tried to hide it, but she clearly knew that he had tried on that skirt suit. Cara selected a black bra, baby blue blouse, and pair of black tights for her. Tim was impressed by her selections. He was not surprised because he had always admired and envied how she dressed. Cara then led him into the shoe department. She selected the shoe she felt was perfect to go with his outfit and made the female employee size Tim's foot in women's sizes. Tim's face was beet red. The girl smiled at his embarrassment before she went and found the shoe in his size. Cara and the girl watched as Tim put his feet into the size 9, black, two inched heels. The back and sides of the shoe were solid, but the front had an opening on it. The shoes fit. Tim took them off and they headed up to the cash register with their purchases. The cashier rang them up, and he paid the girl. Cara and Tim carried the bags out to her car and put them in the back seat. They hurried back to the office and Tim carried the bags inside. Tim hung the skirt suit from the coat rack in his office and placed the heels beneath it. They finished their work, and Tim closed up shop. Tim headed home to eagerly await the following morning. The next morning, Tim showered. He took the razor that Cara had sent him home with and cleaned up the meager collection of hair on his legs. His arms were largely hairless, so he felt no need to shave it. After he finished drying himself off, he went back into his bedroom and stared at the package on tan pantyhose he left on his dresser. He opened it and placed them on. He knew how to do it. He watched his ex-girlfriend do it every chance he got. He sometimes felt that she left him because he was not man enough for her. He figured she must have realized that he really wanted to get into her skirt in a way that men did not. However, his observance helped him now. He grinned as he drew them up his leg. He savored the feel. Every second was ecstasy as the nylon clung to his smooth legs. Tim then dressed in his normal clothing. The feeling of his hosiery being the only physical reminder of what he agreed to do at work that day, Tim headed out the door. Tim arrived at work and quickly undressed in his office. He put the bra and stuffed it with his socks. He then stepped into his skirt. He zipped the zipper before placing on his blouse and jacket. The heels came last, and then he tossed the remainder of his male clothes into a storage closet. He paced in his heels as he awaited the girls arrival. With every step, he had more confidence in his ability to walk in them. He had worn heels extensively as an adolescent. His parents were out of the home for several hours after he came home from school and he had snuck a pair from his mother's room each day for years until his feet grew to big to fit her shoes. Tim found it to be like riding a bike. He hadn't lost it. He remembered how to take every step. They were cautious steps. Each was taken in small strides. The tight skirt helped make sure that he was not tempted to try to take a broad step. As he grew more comfortable, the feminine mannerism he worked hard on as teen came rushing back to him. His hands outstretched from his arms hanging at his sides. His bending at the waist to pick up something he dropped, his feet practically crossing one another as he walked on the occasion. Cara arrived first and caught Tim as he took mincing steps. Tim smiled at her as she stared back at him. They really were the opposite of normal. He was in a businesswoman's dress, while she wore a man's suit and a fedora to cover up much of her hair. She placed a bag on Laura's desk and took out a blonde wig. Tim walked over and examined the bleached blonde hair. Cara explained it was from the time she dressed as Barbie for Halloween. Tim remembered that costume fondly. Cara was striking in it, and he badly wanted to try it on himself. Cara placed it on his head and brought him into the bathroom. Cara took her purse out and took out her makeup. Tim watched as she transformed his face with concealer, lipstick, blush, eyeliner, and mascara until he looked nothing like the man he tried to think of himself as. After Cara finished him off by putting a little perfume on him, they told each other what the other expected to do at work that day and they set about doing it. Tim sat at Cara's desk, while Cara went into his office. Tim looked at data and tried to determine the market rate for a commercial rental, while Cara looked over Tim's file on three properties that were available for purchase. Laura came in next and saw Tim sitting at his desk. She grinned as she walked towards him, dressed as Cinderella. Tim was instantly turned on by the thin, 31 year olds' appearance. Tim crossed his legs at his ankles and looked up at her as she examined him. "Wow, is all I can say, girl", Laura said. Tim blushed and thanked her. As Laura went to speak, she turned and saw Emily enter the office dressed as Catwoman. Emily had to bite her lip from laughing at Tim. He was more convincing then she thought he'd be. She thought he made a better woman than a man with his slight frame and delicate features. Cara came out of Tim's office when she heard Emily speak. The other two girls got a good look at her. Laura then said, "I hate to say it, but Miss Claire makes a better woman than you do a man." Tim caught Laura's use of the words Miss but didn't correct her. Cara grinned at Tim and said, "I don't think you should be referring to Timmy by her last name. You always call me by my first name when I work so call her, I don't know...Tiffy." Emily and Laura looked to Tim to see if he would permit it, and he shrugged to indicate his acceptance. Cara grinned again and said, "Now, girls, get to work and leave Tiffy alone. She has work to do." Tim went and sat down at Cara's desk. He saw a to do list on her desk. It contained the same information she told him orally. He decided to go through each list item one by one like a good employee. He started filling out some forms that were in her inbox. Periodically, he would pause and look around the office. He liked the view. He could see the other girls dressed nicely. He felt he was at home with them by being among them instead of cloistered away in his office. He started typing up a report based on a file Cara made up, but his efforts were broken when he heard Cara ask Emily to get her a cup of coffee. Emily started to get up, but Tim stopped her. "I've got it Emily. Keep doing what you're doing." She smiled and thanked him. Tim poured the coffee and put in a little milk and two spoon fulls of sugar. He knew how to make the coffee just like Cara wanted it from years of watching her make it herself. He brought it in to her. Cara took a sip and thanked Tim, but lectured him, "I know that you wanted to help out Emily. But this is part of her job. You're here to make reports, is that clear?" Tim nodded as she took a sip of coffee. She smiled and said, "Incidentally, great job on the coffee." Tim grinned, satisfied with himself and headed back to Cara's desk. Tim had obtained more satisfaction from that exchange than from his entire time as the owner and manager of the business. Tim finished the report and ate lunch with the girls. Emily complemented him on his shapely legs. Tim simply blushed in response before he was able to thank her and complement her appearance. After lunch, Tim headed for the restroom. He tried to figure out what he was going to do. He realized that he would have to pull down his skirt and tights substantially to pee, so he figured to himself, 'I might as well sit. All the girls do it, and I did agree to trade places with Cara.' After finishing washing up, Tim opened the door and saw Laura standing there. He smiled and walked past her. Laura let out a small chuckle when she saw the toilet seat down. Tim returned to Cara's desk and did the next item on the list. He had to call up a potential renter of a commercial property. Tim conversed with the woman who was planning to rent the property with her husband. Tim grew more comfortable as they spoke. He joked with her in his high breathy voice that he enjoyed hearing the sound of. When the conversation ended, Tim had set up a meeting with her the next day at the rental site. Tim smiled as he hung up the phone. The woman had not said a word about his voice; she had just assumed he was a woman. 'I make this seem too easy', Tim thought to himself smugly as he set about reviewing another file to make another report. As closing time came, Tim and Cara met up in his office to tell the other what they had done. Cara told him her opinions on the potential purchases and her findings based on checking the other girls work. Tim told her the rate he expected to make on rent from a particular premise. He also told her how set up a meeting for her with a potential renter the next day. That provoked Cara's interest. "How did you set it up?" "I said that we'd send someone down to show them the place?" "Did you say someone or did you say you?" "What does it matter?" "Well, for one thing my voice doesn't sound like yours, and if you told them your name, I can't go around and pretend it's mine." "Why not?" "Because I sign everything for you. I'm your agent. I can't' sign under a fake name. You'll have to get one of the other girls to go." "I can't do that. They don't know how to do it." "Laura has a realtor's license, same as me." "But she's not trained, she's need to be..." "Then why don't you do it?" "What do you mean?" "What do I mean? I mean go do it yourself. You look perfectly like a woman, and did they say anything about your voice?" "No. They didn't..." "That's good. I noticed how you shifted your voice today. It's a little higher and breathier. It's very girly." Her statement boosted Tim's pride for reason he could not understand, but he felt compelled to answer, "I don't know. Halloween dressing at the office is one thing, but going out in public as a..." "Trust me they won't know." "I can't..." "You will", Cara said with a hint of authority in her voice. Tim broke in her stern gaze. He knew he was her boss, but it had always been the same. Cara got what she wanted. His superior position never mattered, he always deferred to her as her inferior when she pushed the envelope. Tim nodded and said, "I'll go. You're right. I think I'll pass too." "Great!" Cara exclaimed before adding, "Get things we're going shopping." "Why?" Tim asked with fear in his voice. "We're going shopping. You need something else to wear tomorrow, don't you?" "Well, yes, but there will be people around..." "Nonsense. It's dinnertime. Other people are commuting. The stores aren't that packed this time of day." Tim went to protest, but his eyes met Cara's nonsense gaze. He capitulated immediately. Cara took his hand and headed for the door. She locked up, locking his male clothes inside. Tim protested that he needed them, but Cara had none of it. Tim dropped it quickly once Cara showed him that she had his keys and wallet so that he would be able to drive home. That did not relieve Tim fully because he would be driving home a woman with a license clearly referring to him as a male. Tim followed Cara to the store in his car. When they arrived at the store, Cara grabbed a cart and led him into the woman's department again like the day before. Tim and Cara looked through the racks. Tim pulled out a navy blue skirt suit, which met with Cara's nodding approval. Cara pulled out a cream-colored one as well, that Tim instantly fell in love with. "Which one should I go for?" He asked. "Both." "Both?" "Why not? You can afford it." Tim nodded and tried them both on. He modeled them for Cara. Cara gave an approving look to both of them. Tim was ecstatic and decided to buy them both, but then Cara gave him another suit. It was powder blue with black buttons. It was the kind of suit that Emily occasionally wore. Tim took it from her and tried it on. It fit him perfectly, and it looked perfect on him. He showed it off to Cara who then handed him a brown skirt suit and a dark purple one as well. Tim looked at her strangely and said, "You know it's only one day. I only really need one suit." Cara smiled and said, "I think we should plan on the next several Halloweens. Given your reactions today, I'm thinking you're going to want to try this again." Tim blushed and nodded, accepting the truth of what she said. Tim and Cara were both satisfied with the suits. They then turned and went over to the blouses. The soft feel of them instantly turned Tim on. He pushed his legs together in an effort to hide his excitement. Cara understood what his motions meant and winked at him as he looked through the racks selecting various blouses he felt went with the suits he was about to buy. When he calmed down, Cara led him into the shoe department. Tim looked at the various shoes while Cara left him to select some tights, pantyhose, and bras for him. By the time she came back, she saw 10 boxes of shoes around Tim. "Tiff, which ones are you buying?" Tim smiled and said, "All of them." "All of them?" "Yes. You see these black ones go with, well, everything. These navy blue and white ones go with the navy suit, these baby blue and black ones go with the baby blue skirt and these...." "I understand, Tiffy. Girls love their shoes." Tim smiled and nodded. He eagerly looked at the undergarments she brought over. They were all black or navy, opaque tights and black and nude sheer pantyhose. The bras were all white, black or tan. They brought the full cart up to the cash register. Tim made the expensive purchases with out a second thought. Cara and Tim filled up his trunk. Before they went there separate ways, Cara gave Tim a purse full of makeup as a gift. Tim hugged and thanked her before they parted. Tim was bursting with giddiness as he drove home. He was more excited than he could ever remember being. He carried his purchases into his home and placed them in his bedroom. As he set about hanging them up, he instantly felt buyer's remorse. What was he was he really going to do with all those clothes he wondered. It was only one day, and next Halloween was a long ways off. He put the receipts on his dresser and figured he'd return everything he did not wear by the end of the week. Still dressed in his skirt suit, Tim made himself dinner and ate while reading the paper. He cleaned up after himself and sat in front of the Television. He put on a hockey game and watched the men smashing into each other. As he smelt the perfume Cara had put on him, he did not feel right watching it. He turned the channel and stopped on the Soap Network. Something about the outlandish storylines felt compelling to him. He understood why the girls talked about it. After he started to feel a little sleepy, Tim headed up the stairs and into his bedroom. He stripped down to his tights and bra. He paused as he started to slide off his tights. He decided that they were a more comfortable night covering than anything else he owned. He took of the bra and slipped under the covers. Tim awoke the next morning and got ready for his meeting. He hastily got ready and headed out the door. He moved as quickly as he could for fear that he would chicken out if he over thought the situation. His fears were well founded. As soon as he began waiting at the site for the couple to show, he felt foolish. He felt exposed for agreeing. They would see right through him and conclude that he was cross-dresser. He feared what the two would say when they saw him. He considered speeding out of the lot, but as he was about to start the car, the couple pulled into the lot. Tim took a deep breath and got out of the car while the couple parked. They walked towards him and the woman asked, "Tiffany?" Tim smiled and said, "That's me. You must be Liz and Stan" The couple nodded and shook his hand. They did not give a single odd look. Neither thought that he was anything other than a woman. Tim grew more confident as he showed them around. He even caught Stan leering at his legs. Tim smiled. He knew that he should despise attracting a man but it felt too good for him to deny. The couple agreed to rent the place as the spot for their new business. The two told him that their lawyer would be in touch with the company's. Tim smiled and said goodbye to them. He then followed them out of the lot. Tim hastily drove to the office. He was excited to tell his employees what had happened. He walked in and got double takes from Emily and Laura. Cara had apparently neglected to tell them that Tim was out renting a place dressed as a woman. Tim was initially surprised and hesitant to go forward with speaking but he shouted to Cara, "I rented the place." "Good for you Tiffy", she replied. "That's very good, Ms. Claire", Emily added. Laura smiled at him and said, "You did good, girl." Tim blushed and thanked her. Laura noticed his feminine motions and said, "I love those shoes where did you get them." "I got them at Howells. I had to have them the moment I saw them." "I can see why", Emily chimed in. "I think they go great with black tights. Don't you?" Tim asked. "Oh, yes. I'm jealous", Emily said with a smile. Tim crossed his arms and said, "Thanks, and I love your blouse. What is it?" "It's nothing. It's from Macys. I love the feeling of it. Silk is great", Emily answered "I know, it's one of the best feelings", Tim said. Laura smiled as she stayed out Tim and Emily's girl talk. "Did the couple say anything about your shoes?" Emily asked. "No, but maybe the guy was looking. He was totally checking out my legs." "Really", Emily said. Laura looked at Tim's face to read the expression on his face. "Yes", Tim said with a satisfied grin. "Was he cute?" Emily asked. "A little, but he was older and married so..."Tim answered before stopping after hearing Laura chuckle. Tim blushed and said, "I'm sorry. I have to go, Emily. I've got a little work to do." "I understand, Miss Claire. Tim turned away from the girls and headed into his office. He sat on the chair he sat on for years but it did not feel right. It was his executive chair. He was the boss he figured, but he knew he was not. Cara was his boss. She had been for years but had let him believe that he was the owner and in control. He was now finally certain that Cara really ran the show for him. He was just a figurehead. Cara had the temerity to run it. He was impotent in that regard. She was more of a man in disposition than he could ever hope to be. As he dealt with his realization, Tim heard Cara approaching his office door. She walked in and said, "Tiffy, I've found this great property?" "Where is it?" "Down on Mavis Road and Carleton Boulevard in Central Aaronsville." "The strip mall?" "Yes." "That's a good spot. How much do they want for it?" "The owner's in the rears, he's looking to sell quick." "Get a call in; if it's under 2 million just agree." "Yes, Tiffy." Tim watched her leave. She had suggested a purchase he really liked. She always had ear to the ground. She had a good amount of contacts in the nearby banking industry. She came back in a few moments later and said, "They want 2.1 million, and I agreed to go down there with you today. Is that all right?" "You want me to go down there like this?" "Tiffy, aren't we over that by now?" Tim grinned. She was right. No one could tell yet, so what was the risk, he figured. Tim agreed to go and got back to work. They headed out when the time came and met the realtor selling the place for the owner. The realtor introduced herself first as Karen. Cara shook her hand and introduced herself and Tim. Cara started to ask the place and the properties specifics as Tim listened in. Karen looked at Tim after finishing answering one of Cara's questions. She asked Tim, "Do you have any questions, dear?" "No. I'm just Cara's secretary", he responded. Cara grinned at Tim as Karen turned and addressed her and proceeded to ignore Tim as she set about showing them the property. Cara took the lead since she assumed Tim had given permission to proceed. When it was over and done, Cara had agreed to buy the property for the company. They went back to the office after the deal was agreed to, and Cara and Karen set in motion the paper work for the transaction to begin. After they reached the office, Cara followed Tim into his office. "You really impressed me today", Tim said. "Thank you, Timmy. I've told you I'm ready for more responsibilities", Cara replied. "I think you're right. What do you have in mind?" Cara smiled wickedly before she said, "I think I should do your job." Tim was silent. Cara continued, "I'm well suited to decision making. I don't have trouble telling people what to do. I don't shy from confrontation, do I, Timmy?" "No. Ms. Delgado", Tim found himself reflexively answering. Cara continued, "Well, you would keep working here, if I was in charge. I mean, you'd still own the place. I bet you'd enjoy working with the girls." Cara and Tim both knew he wanted to agree, but did not want to admit it. Cara decided to describe what Tim could expect, "Oh, Timmy, you'd love it. There's no yelling at people. You'd just be doing what you did the other day. Of course, I'd expect you to dress like the rest of us around here. I couldn't give you special privileges, though we'd all know you'd really have the final say as owner." The thought of wearing skirts and heels every day proved too much of a temptation for Tim. He accepted her proposal and told Cara he would write up a contract. Cara exited the room, and Tim got to drawing up the contract. First, it guaranteed he would continue to work there under her. His termination would void the remainder of the contract that had yet to be performed. After that was taken care of, Tim started to get excited as he set the terms. Cara was to be in charge of day-to-day decision for three years as long as she maintained at least 75% of current profitability. As long as she did, she could not be dismissed without triggering a liquidated damages clause awarding her 51% of the company. Tim kept a veto power over non- day to day decisions like selling the company. However, personal decisions besides firing him were left in her control. Tim gave her a salary of two hundred thousand and he was to get whatever she paid him plus the remainder of the company's substantial profits. It was a pay cut for Tim, but one he could easily afford and was eager to embrace. After the other girls left for the night, Cara came into his office and they signed the contract. The two hugged in celebration. The two headed out to a local restaurant/bar and had a few drinks and dinner together in celebration. Cara wanted to pay, but Tim would not hear of it. They hugged each other and bid each other good night. The next morning, Tim headed back to work. Dressed in his powder blue skirt suit and blue and black heels, he drove towards the office. He smiled at the black tights covering his legs. He would periodically rub them and his black, silk blouse. He came to work a little later than usual. By the time he reached the office, Cara had already opened it. Tim headed to Cara's desk, now his own. Cara smiled at him as she walked by and put something in a file before she returned to her new office. Emily and Laura came into together and paused as they stared at Tim typing away on Cara's desk. Laura hesitantly walked up to him and said, "Hey, Tiffy, what's going on..." Tim went to answer but was interrupted by Cara's shout, "Will you girls get in here." Tim, Laura, and Emily filed into her office. Cara looked at each of them for a moment before she spoke, "Girls, Tiffy and I have come to an agreement. We've decided that for the next three years, I'll be running this company. As you may have guessed, this will result in some changes around here. For starters, each of you girls will be referring to me as Ms. Delgado. Additionally, there will be some personnel shifts. Tiffy, as the newest girl here, you will now be our office girl." Tim was dumbfounded. It was his first full day as Tiffy under their agreement and he was already demoted. He went to ask for an explanation, but Cara stopped him by saying, "Tiffy, you don't have a realtor's license. I can't have going around and renting property for this company. Laura has a license, and she has earned a chance to do it for us. I'm sure you have no objections." Tim and Laura both raised none. Cara continued, "Emily, you've been here for a few months. You know the ropes. I'm comfortable with promoting you to secretary. Tiffy, in time, I'm sure you'll do fine here, but right now, I can't risk it. You have to start at the bottom and learn how this business runs." Tim understood what she was saying. He was removed from the day-to-day operations that Cara had run for him. He wanted to object but the realization that he was the bottom of the chain of command aroused him. He wanted nothing more than to be the office girl and Cara had given him the opportunity. Epilogue: Tiffany followed Cara, Emily, and Laura to the restaurant table. Two younger girls followed behind him. The girls sat at the table, and they were presented with menus for their Secretaries Day lunch. It was Tiffany's first Secretaries Day in the position of the receiver of the day's modest gifts. Tiffany felt more secure in who he was than ever before at that moment. Tiffany looked around as Cara talked with Laura. Tiffany took the time to think back on what had happened to him. He and Cara contractually agreed to switch residences for the remainder of the three-year period as a performance bonus for her after 2 months. He continued paid for his spacious home out of his dividend from the company's expanding profits, and she continued to pay for the tiny apartment she had once called home. Tiffany's male clothes were 'lost' in the house swap. He was sure Cara had tossed them. In truth, he had no need for them. They were better off on some man on whom they would be more fitting. After the third month, they swapped cars. Tiffany felt uneasy driving his BMW to work while Cara drove her Lime Green VW Beetle. With their changes of positions in the company cemented, Tim felt comfortable giving the car to Cara in exchange for hers. Tiffany turned and quickly looked at the new girls, Gina and Jessica. They were hired as the company's workforce expanded to deal with the increased work in the office. The company had never been more successful. Most of the money he usually paid out to himself was now being reinvested in the company. Tiffany's salary was a fraction of what he received as dividends from the company prior but it did not matter. Cara provided enough in the dividends to pay for the home she lived in, and Cara's salary provided enough to pay his housing bills. Tiffany had been to his old home. He had been invited there for brief lunches with Cara. She had redecorated the place and made it her own. It made Tiffany uncomfortable to realize that he no longer belonged there. Tiffany instead believed he belonged in Cara's apartment. He lived off his office girl salary to buy food, clothes, makeup and make his car payment. He lived comfortably for a working girl and he knew it. Tiffany felt that he was blessed. Gina and Jessica did not know Tim. They only knew Tiffany, the junior secretary. He loved them. They looked up to him. They learned from him. They gossiped with him. The two plus Emily made every day fun for him. 'If they only knew', Tiffany would catch himself thinking from time to time about Jessica and Gina. However, Cara had taken steps to make sure it was unknown to them. She and the others who knew never slipped in what they called Tim. Mr. Claire was gone; he was Tiffany or Tiffy, as Cara called him. His wig had long given way to extensions and his long, French manicured nails were his own. He did not even have to worry about his arousal given him away because Cara had gotten rid of the possibility. Tim was not initially receptive to chemical castration, but he knew it was probably temporary and would make him feel like more of a woman. Tiffany came to view it as positive. He knew that his limp stump would never threaten to expose him if he found the beautiful, new girls attractive. Cara called for the girls' attention. "Ladies, Laura will be leaving us shortly, so a new position has opened up for the girl in charge of renting our company's property. The choice to fill that spot is clear." Tim held his breath. "Gina is the clear choice." The girls congratulated Gina. Tiffany did not fail to either. He felt good too, but he looked at Cara for an explanation why he was being passed over. "Gina is the clear choice because she got her realtor's license last month." It suddenly made sense to Tiffany. It should have from the moment the position was announced as the one being filled. He had declined to try to get the license. He did not see the need to move up. He looked on his prot?g? with pride. Gina was moving up. She was now technically his boss. He would be fetching coffee for the girl he trained. Tiffany knew that he was right where he belonged.