Cross-training free porn video

Cross-training Belladonna "Are you ready, pet?" "Yes, mistress," George Bloom responded as Celene knocked upon the iron door. George heard the loud clink of the old fashion knocker upon the door as he pulled at the hem of his short skirt. He anxiously waited for the door to open, hopeful that he would not be noticed by those passing by on the street below the staircase leading to the porch he was standing upon. George had never been to a Dom-sub party like the one that his mistress had been telling him she was bringing him to despite his many years of paying for his mistress's services. George was by all accounts a successful man. He owned a company that had offices in a number of states in the American Northeast and Midwest. He had inherited the company from his parents and had expanded it over the years. Prior to joining his parents' company, he had been an All-State hurdler in high school and had been a marginally successful collegiate athlete in track and field. Despite his success in all his endeavors, George always felt that there was something missing from his life. A large part of that had to do with his failure to maintain a successful relationship. His job entailed working long hours that kept him from giving the women he dated the kind of attention they expected from a man. In addition to the long hours, his job also carried with it a lot of pressure. That pressure wore on him and caused him to prematurely age. George's constant winning in the workplace, however, helped foster his boredom with his life. George felt the need to lose at something beyond relationships, so he sought out an outlet he found online. George started to obtain the services of online dominatrixes. The way they talked down to him and degraded him stirred a different sort of arousal within him that he was not used to. The idea of being dictated to instead of being the one with the power became his greatest source of pleasure. After a few years of only using online services to obtain his thrills through fantasy and occasionally carrying out his mistresses' orders in the comfort of his own home, George needed more. George actively sought out and found for hire mistresses who were located not far from where he worked. George contacted a few of them before he got the nerve to actually go to Mistress Celene. Mistress Celene was one of the more successful dominatrixes in the area. She had a number of high roller clients when she took George on. She enjoyed dominating men as a way to earn extra income. The moonlighting served two ends for her. There was the financial side and then there was her ability to exercise the kind of control she did not have in her personal and professional lives. Celene was successful in her field as an assistant District Attorney, but she did not have much authority at her job. She handled mid-level crimes and was overseen by others she considered not as smart or capable as her. The dominatrix outlet proved to alluring for her to pass up even though it was prohibited by her the terms of her employment. While she was successful in professional life, Celene viewed her personal life as a failure. She had few friends and few admirers. Her 6 foot 2 height without heels intimidated a lot of men as did her line of work. Her generally cold and distant demeanor did not help things either. It was only by playing the part of a dominatrix that she found an ability to connect with people on a basic level. Over the years that George had been employing Celene's services, he had risen among her ranks of submissive clients. During the first couple of years of their relationship, Celene never considered bringing George to one of the mixers she attended with other dominatrixes. However, George had shown an increasing willingness to let her dominate him totally as they spent more time together. Their mutual need to keep their time together a secret was not lost on either of them. While some of Celene's clients were less shy in public about their fixation on being dominated, Celene knew that she could count on George to never spill the secrets of their time together. George, accordingly, became the natural selection for that year's mixer. George was happy to be selected by her as he had never really met other submissive men who had the same previsions that he had. Still, he was more than a little nervous about waited for him beyond the door. The door buzzed and drew open before Celene tugged on the leash that was attached to George's collar. George followed her through the door as she led him through the hallway of the turn of the 20th Century building. George stared at the ornate woodworks and grand staircase that were somewhat neglected. As they walked through the hallway, George heard voices growing closer to him. His heart started to race as he wondered how the other submissives were dressed. He hoped that at least some of them were dressed in outfits as humiliating as the one he found himself dressed in at his mistress's command. George and Celene were led into the great room where the guests were gathered. George stared off at the sea of faces as they entered the room. Some of the men there were submissives like himself, while others were masters with their own slave girls. George turned his attention to the other male slaves and looked at the humiliating manner of their dress as Celene walked him around and introduced him to the others. Some of the men were wearing PVC garments not unlike what he was wearing, but some of the men were dressed in Lolita fashions that George felt that he was mercifully spared having to wear to the party. While his own outfit was humiliating, the men he saw in white tights and petticoats seemed to want anything to come to end their night of extreme humiliation. Celene stopped and spoke to one of the Mistress's with such a slave. George was introduced to the man who's name he was told was Slave Robby. George squirmed as she said hello to the man who was unable to meet his glance as he stood with beet red cheeks as he was paraded around dressed in a frilly pink dress, with a big pink floppy bow in his hair, white tights and pink Mary Janes. George could not shake the feeling that he was happy that he was not in Robby's shoes. As Celene pulled George away from Slave Robby, she led him towards another mistress and her submissive. George froze as he saw the face of the Dominatrix. Celene glared at him as she came to a stop as her arm jerked back as George failed to follow her. George placed his head down as he expected to be berated, but the woman he recognized came over to Celene and said hello first. George peered up at her before she stared down to address him. The woman's face lost all expression as she stared at George. Lisa noted the unease on George and Lisa's faces. She looked at Lisa and asked, "Do you know this slave?" Lisa nodded as she felt her heart racing as she stared down at the cowering male in front of her. George seemed so different than he normally did when he was in front of her. She had never noticed anything about him that would give her an inkling that he was into the sort of thing she moonlighted in. Celene stared at George as he squirmed about, unable to meet Lisa's gaze. "Slave, how do you know this woman?" Lisa barked as she wondered if George was using another Mistress's services. George shook his head in silence before Celene shouted, "Answer me!" Celene's shout caused others to look at them. George felt more uncomfortable than he had ever felt in his life. He had never expected to see anyone he knew at the mixer. George said in a low voice, "We work together." Celene stepped away from George and looked at Lisa for confirmation. Lisa nodded her head as she looked away from George, who was noticeably blushing. "You work together? Okay. What's your relationship?" Celene asked Lisa. "George's my boss." "Boss? This little worm is your boss," Celene said as regained her composure and remembered the role she was supposed to be playing at that moment. Lisa, still worried about the consequences that might follow from their chance meeting that night, only nodded in response. George blushed furiously as he tried to not to think about what would happen if Lisa accidentally told anyone how he was dressed that night or that he employed a dominatrix. Lisa was not just another employee at the company either. She was one of his executives. George promoted her because was forceful at work and knew how to get what she wanted. Still, he had no idea that her need for control was so much that she would actually work as a dominatrix. "Slave look at Mistress Lisa," Celene ordered George as he continued to stare at the floor. George peered up at her and saw the leather catsuit that hugged every contour of her voluptuous body. Lisa squirmed almost as much as George did as she stared down at her boss dressed in a short PVC skirt, stocking with garters that were exposed, heels and a black, sheer silk blouse that showed his red bra. "Slave do you have anything to say to Mistress Lisa?" Celene asked as she was beginning to enjoy Lisa and George's mutual discomfort. "You look nice," George said weakly. "Oh, no. That won't do slave!" Celene retorted as she yanked George's leash causing him to lurch forward. Celene turned to Lisa and asked, "Has my pet ever done anything to you?" "No, nothing," Lisa responded. "Really. This slave never scolded you for anything." "Well, I screwed up once and..." "Slave did you berate this Mistress." George nodded and put his head down. "How dare you!" Celene shouted. George squirmed again before Celene pulled on George's leash and said, "I demand that you apologize this instant." "I'm sorry, Lisa." "Such insolence! You shall address her properly," Celene retorted. "I'm sorry, Mistress Lisa." "That's a start, but why don't you make it sincere." "That's really not necessary," Lisa interjected as she nervously rubbed her neck. "Nonsense. This slave mistreated you and apparently forget itself. Now, slave, apologize properly." "I'm very sorry, Mistress Lisa. You're are a goddess and I'm but a slave here to serve you," George replied using the apology that Celene frequently made him use with her when she was unhappy with him. Celene turned to Lisa who promptly replied, "Apology accepted." "Good," Celene said. Lisa then asked Celene, "Can I speak with your slave in private?" Celene nodded and handed Lisa the leash that was attached to George's collar before she took the hand of Celene's submissive who was just as mortified about what had gone as George and Lisa before they walked away from them. Lisa led George back towards the hallway. George stared up at the back of Lisa's head as she led him away from the others. At 5'11," Lisa was three inches taller than George, but his one inch higher heels had cut down their difference in size for the night. Lisa brought him into the middle of the hallway they had entered in and said, "I'm sorry, George about what went on in there." "Don't worry about it," George replied. "No. I'm sorry. I hope this won't affect our relationship." "I'm fine with it. We just can't talk about it, ever." "No. Never. No one can ever know about this who isn't part of this scene." "Exactly," George replied. "So we're on the same page." "We sure are, Mistress Lisa," George said with a smirk. "Okay, slave," Lisa responded with a smile in response before she asked, "How long have you been going to Mistress Celene?" "Six years," George answered. "Six years? I can't believe I never noticed anything." "Well, I can keep a secret," George replied. "I can see that." "I guess you can too," George said. Lisa nodded and said, "I've been keeping this a secret for 11 years." "11 years? You've been doing this for..." "It's my passion." "I can understand." "Very good, slave." "Mistress Lisa can I ask you a question?" George asked. Lisa nodded before George asked, "Why do you do this?" "I suppose for the opposite reason of you. I like to dominate. I like power, while you, apparently, like to be the one who has a heeled foot on his throat." George blushed at her accurate characterization of him and only nodded in response. Lisa felt more secure about her position as she watched her boss squirm in front of her. She pulled on his leash and said, "Maybe we shouldn't leave this here." "What?" George asked as a feeling of trepidation rose up inside of him. "Well, we're cross-training on each others jobs at work. That was your new little program to make sure that each cog in your machine is easily replaceable. Why don't you join in on the program?" "How would I..." "We would have someone cross-training for your job, while you could cross- train for one of the secretary's jobs." "I'd look ridiculous." Lisa smirked as she ran her finger tips under George's skirt and snapped his garters against his skin before she said, "Not anymore ridiculous than you look right now, girly." George blushed and turned away from her before Lisa grabbed his face and turned his head towards her and said, "I don't want you to fight me on this slave." George nodded and said, "I suppose it wouldn't be that bad." "No. No one would think much of it. It would be a gesture of good will on your part. It might even be fun for you. You can make a game of it by wearing panties and your pretty garters and stockings beneath your clothes." "Mistress only makes me do that on Tuesdays and Thursdays." Lisa smirked at George's response and says, "She does? Well, I'll have to talk to her about making it an everyday affair. In fact, I'm going to check you everyday, just to make sure that you're not wearing any boys' underwear like a man." George blushed prompting Lisa to push even more by adding, "Because clearly you're not a man. Are you?" George shook his head as he tried to fight his increasing arousal. Lisa peered down and saw the bulge in George's panties that was pushing his pleated PVC skirt away from his body and smirked. She knew that George was far more willing to take their roles into the real world than he had let on earlier. Lisa moved towards George and squeezed his ass between her hands as she whispered into his ear, "You're my slave now." George blushed and said, "Of course, Mistress Lisa." Lisa released him and said, "Let's join the others." George followed Lisa as she pulled on his leash and led him back into the room where the other dominatrixes and submissives were. She returned him to Celene before they spoke about their new work relationship. Celene nodded at Lisa and said that she was happy that they had worked things out in a way that enable both of them to be in their "proper places." Celene then led George around the room as they continued to talk with the others for a few hours until it was time to leave. Once that time came, George left with Celene and went back to her car. Celene drove him back to her place where George dressed in his male clothes before returning home. The events of that night weighed heavily on George as he made the trip back to his home. He wondered just how much his relationship with Lisa would change as he climbed into bed that night. ----------------------------------------------------------------------- The next day, George awoke and went about his typical Sunday morning routine of lounging around his home after eating breakfast. As he read the newspaper, he heard his cell phone ring. George picked up the phone and saw from the caller identification that it was Lisa calling. George was hesitant to answer it, but he knew that he would eventually have to confront what had happened the night before. Figuring it was better to discuss it outside of work hours, George picked up the phone and answered, "Hello." "George, how are you?" Lisa replied in a strained tone. George could tell that Lisa felt awkward about the situation they were in. "I'm good, how about you?" George replied after a brief silence. "Great...Now, about last night..." "We were just getting caught up in the moment," George interjected. "Right. Right," Lisa answered. George scratched the back of his neck as he replied, "Lisa, I need you to keep what happened last night confidential." "Oh, totally. Totally. I'm with you on that. I don't want the others knowing about my side job. It could make things awkward." "Yes, I can imagine," George replied before letting out a nervous laugh. Lisa smirked as she heard George's laugh as she replied, "I know! Just imagine if people thought about you being led around on a leash by me while you're dressed like some bondage slut. I don't think either one of us could live that down." George blushed as he replied, "No, we couldn't." Lisa heard the quake in George's voice and added, "And God knows what they would think if they pulled up your pants legs and saw the stockings you were wearing for your mistress." "I wasn't planning on..." "You were going to disobey, your mistress? She'll be disappointed to hear that." "This should just stay between us." "Well, your mistress is a friend. I can't keep that her slave is running afoul of her from her." George cleared his throat as he retorted, "No, I'm telling you as your boss not to tell her." Lisa went silent for a moment before she replied, "I understand, George, but aren't you the least bit curious as to what it would be like." "Curious about it? Sure. Do I want to be stupid about it? Not so much." "Oh, come on. What are the odds that anyone will notice your underwear?" "Slim, but existent. And I've done from time to time already," George countered. "But don't you love the feeling of hosiery on your legs." "Uh, well...," George replied before trailing off as he did not want to admit to Lisa that he enjoyed the feeling as much as he did. "And the thrill of exposure? You're going to tell me that you don't want that thrill after what I saw you doing last night?" "The thrill is there, but..." "You're just afraid of things getting too real. You have for a hire relationship with your Mistress and you don't want to get that kind of stuff added to your personal life by a girl just looking to have her own fun with you on her own time." George blushed as she responded after a brief, "Well, we have an employment relationship..." "We do, but we could have so much more," Lisa responded causing George's already engorged member to throb. George was unsure of what Lisa meant. He went to respond, but Lisa continued, "We can even make a game of it." "What kind of game?" "I want you to let me train you to be my girl." "Your girl?" "That's the prize." "What does that entail?" George asked "Telling you now would ruin the surprise," Lisa responded. Lisa cryptic answer concerned and excited George before he said, "Well what's the game?" "I was thinking of a point system for girly behavior." "Like what?" "Like if I teach you to do something and you keep doing it, you'll get a treat commensurate with the points you've earned." Lisa's proposal excited George. He responded, "That's sound like it could be a lot of fun." "It's a lot of fun for me. It's a lot of work for you, but I'm sure you'd enjoy parts of it." "When would you teach me?" "I'd come to your home after work and train you, and I'd check up on you throughout the workday to make sure that you're putting my lessons into effect." "So you'd be spending time with me at my home?" George asked as he became even more intrigued with the nature of Lisa's unspecified treats. Lisa smirked as she responded, "Yes, I would, but don't get any ideas. Just remember the golden rule here is I am always in charge." Lisa's remark made George's member surge forward as he responded as Celene had trained him, "Of course, Mistress." George blushed as the remark to his subordinate left his lips, but he could not take it back no matter how much he wanted to. Lisa responded, "That's a good pet. Now, tomorrow morning, I'm going to go into your office and check to make sure you're wearing panties and stockings like a good girl." George nodded in silence, prompting Lisa to ask, "George, do you understand?" "Yes," he forced himself to respond. "Good, this going to be so much fun. I can't wait to see you tomorrow." "Neither can I," George responded truthfully. Lisa laughed as she said goodbye to him. George hung up the phone with a smile on his face while he contemplated what his agreement with Lisa would bring. The smile faded as he wondered if she really could convince him to go through with it. The thrill of being caught made him excited even as he knew it would be potentially devastating to his business. ----------------------------------------------------------------------- George waited patiently for Lisa to enter his office the next morning for his morning inspection. George heard a knock upon his open door and peered up at Lisa as she stepped through his doorway. Lisa smiled as she asked, "Can I speak with you for a moment, George?"' George nodded and said, "Sure. Can you please close the door?" As Lisa closed the door behind her, George got to his feet and walked towards her dressed in his business suit. Lisa strolled up to him with a seductive wiggle at her waist and ran her fingers down his chest as she whispered, "Are wearing your panties for me like a good girl?" George blushed as he nodded. Lisa smiled back at him as she pulled the pants away from his waist and reached down and pulled out his tucked shirt. Lisa smirked at the black satin panties that were covering George's tucked away manhood. George squirmed as she tucked his shirt back into his pants and stepped away from him. As Lisa looked him over with a grin, George continued to squirm and grew excited as he felt the pulling sensation of his garters as he nervously moved his legs. Lisa noticed the mixed emotions on his face as she reached out and pulled him towards her. She then blew into his ear for a second before she whispered, "And are you wearing your stockings for me?" As Lisa's hot breath lingered on his neck as she moved away from him, George nodded once more. Lisa stroked her chin as she whispered, "Show them to me?" George blushed as he slowly pulled up his pant legs. Lisa watched as she saw the black sheer stockings exposed above George's high black socks as he kept moving his pant legs up. A knock on the door forced George to hurriedly push down his pant legs as a voice asked, "George, is this a good time?" "No. I need a moment with Lisa," George answered his secretary in haste. "Okay," Elizabeth answered. George's heart raced as he turned his attention back to Lisa. She winked at him and said, "So which girl are you going to be cross training with?" "I haven't really given it any thought." "Really?" "Yes, it's kind of a strange request to ask one of the girls to train me." "I suppose you're right, George, but that's the beauty of it isn't it? You're not going to be very comfortable asking her and you won't be comfortable doing it and that's what turns you on." George blushed and nodded before Lisa continued, "So which girl is it going to be?" "I don't want it to be one of the personal secretaries. That would just be too weird for me." Lisa smirked as she replied, "I suppose I should be pushing you to do that then, but I'll let it slide for now." George nodded as she said, "So that leaves the girls in the bullpen." "Which one of our lovely cubicle dwellers will it be then?" Lisa asked. "I've got six options..." "Let's go through them then," Lisa interjected as she took a seat in one George's guest chairs and gazed up at him. George stared down at her and looked over long and well toned, nude sheer stocking covered legs that peeked out from beneath the above the knee hem line of her sleeveless, teal, Ponte dress. Lisa crossed her legs and let the suede, teal, 4 ? high heeled pump on her right foot dangle from her toes as she asked, "So where do we start?" "Well there's Karen..." Lisa shook her head and said, "Karen's too old and conservative. She'd be going nuts if she had to train her boss. She's been a secretary for forty years. She remembers when she would have to call a someone in your position by his last name. She struggles to call you George. I think she might quit if she had to teach you her job." "Well, I see that you given this some thought," George answered. "No. I can just size each of them up." "Well, which one would you chose?" "I have it down to three?" "Who?" "I'll let you guess." "Kristen?" "The office manager?" Lisa answered with a laugh before she continued, "No, she's the only one them with any authority." George nodded and said, "What about Victoria?" "She's a definite option. She's thirty-five. She's got a young kid and needs the job. She might question why you're doing it, but anyone of them will, but she'll do her best to make sure that you're satisfied that's she's teaching you it right." George nodded before he said, "So by that logic, the other two girls I should chose are Emma and Alice." "Well, I'd put Emma in that category." "What about Alice? She's got a kid in college. She's need the job." "Not really. Alice's husband makes a lot more than he did when she first started here. She mostly works, now, because she wants to, not because she needs to." "What effect would that have..." "She's fairly conservative too. She might be disturbed enough with the idea of training you to do her job that she might quit. We don't want our little game messing up the business, do we?" George shook his head before he said, "So that just leaves Tristan." "She needs the job." "But she's really young," George countered. "While she might have that on her side, she also has significant student loans that this job barely makes a dent in. She's over qualified, but she can't get anything better." "I don't want to be trained by a kid." "I don't think you should either. That leaves us with Alice and Victoria. They both know how to do their jobs and will train you well." "Who do you think will be better?" George asked. "I'd say Victoria. That's it. She's the one," Lisa replied as she uncrossed her legs and stood up. "Victoria?" Lisa nodded as George leaned against his credenza. Lisa grinned at him while she said, "I'll leave you to get some work done." George nodded in response as she sauntered over to him and placed a brief kiss upon his lips before she said, "I'm really looking forward to tonight." George stared at her as she smirked back at him before she opened the door and walked towards her office. George stood in stunned silence as he tried to understand the meaning behind the brief kiss. George's mental struggles were broken up by Elizabeth who asked, "Is it a good time, now?" George nodded and listened to the message she had for him. George responded to the client before he did a little quality control work before his vice president joined him as George trained the man to do his job. As George's vice president did some of his work, George got to his feet and decided that it was the right time to approach Victoria. Victoria's desk was located amongst five other cubicles. To get to Victoria's desk, George had to walk past Lisa's office. As he did so, he glanced into it and saw Lisa peer up at him. George saw the smile come across her face as he made his way towards Victoria. "Victoria, can I have a word with you?" Victoria gave George a concerned look as she was genuinely confused. She answered, "What did I do wrong?" George shook his head as he answered, "No, it's nothing like that." "Oh, okay," Victoria said with evident relief in her tone. Victoria got up and joined George in a conference room where George announced, "Victoria, as you know we are instituting cross-training in the office." Victoria nodded as she answered, "I know. Kristen's training me to do her office manager functions." "That's right. You're learning to deal with the office supply vendors and scheduling vacations and the like, right?" "Yes, sir." "Please don't call me sir, it makes me feel old," George answered with a smile. "I'm sorry, George," Victoria replied, feeling more comfortable speaking with her boss. "No, don't be. I just wanted to speak with you to see how you're coming along." "Good, I guess," Victoria answered as she began to wonder if George was considering replacing Kristen. "Well, I'm glad to hear it. I just want to speak with you about your job." "I'm happy with it. Kristen's great to work for," she answered as she instinctively tried to protect the woman who had gotten her a job in the company in the first instance. "That's great to hear. I just wanted to speak with you about the whole cross-training thing." "Okay." "Well, you see it's like this. I'm the only one here who isn't involved in this program that I've initiated here to make sure that things go smoothly if some takes another job or, God forbid, something unfortunate happens." Victoria nodded as George paused before he continued, "Well, I know I have to include myself in this program, as a measure of good faith, so you were chosen at random for me to learn from." Victoria stared at George and asked, "Are you being serious?" "Yes," George answered. "Why not any of the executives?" "I know how to do their jobs. I was doing it when I started with this company. They're all doing a piece of what I used to do." "I'm sure you also made your own copies and coffee back then too." "I did." "Then I don't really see the need, George..." "I know it's crazy, Victoria. It's just to show that I'm one of you." "One of whom?" "One of the people at this company. I can't hold myself above the rest of you and have each of you learning someone else's job and not including myself in this whole thing." "I appreciate that, sir..." "Victoria, again with the sir." "I'm sorry, George." "It's okay. Please continue." "Are you sure that you don't want have someone else do it?" "No, you're the name I picked out of the hat. I think I know how to do just about everything here, but I want you to teach me over the new few weeks a few things that might be new around here." Victoria nodded. She resigned herself to training George to do her job and said, "Okay. When do you want to start?" "Well, Roger's doing my work right, now. So, now's as good a time as any." Victoria nodded again as George stood up and opened the conference room door and said, "Lead the way." Victoria got up and walked towards her desk. George wheeled a chair over as the other secretaries gave odds stares at Victoria and George. The confused secretaries looked at each other for an explanation before Kristen asked, "George, what's going on?" George explained that he was taking part in the cross-training program and that Victoria was training him to do her the job. The secretaries gave each other incredulous looks and wondered if George's explanation was pretext from him trying to get Victoria to have an affair with him. George tried to keep his mind focused on Victoria's instructions as he felt his garters shifting with his every movement in his chair. The feminine feeling on his legs made him excited as he listened to his subordinate give him instructions on how to do her job. Victoria showed George how the business card scanner worked for adding addresses to the company's directory. She had George try it out and he was impressed by the device. He had seen a number of business innovations over the years cut down on the number of secretaries he had to employ and began to wonder if six was too many in addition to the personal secretaries. Victoria then illustrated for George how the secretaries where taught to answer the phone. When the phone rang next, George field the call and sent it to one of his executive's secretaries. The girl was surprised to hear George's voice announce that he was transferring the call. As Victoria went to teach George something else, Kristen called over to Victoria, "Victoria, can you go pull the Williams file." "Sure," Victoria responded as she stood up and walked past George. Kristen smiled at George and said, "Why don't you go help her?" "Help her?" George asked with a laugh. Kristen nodded and said, "You're the one training to do her job. She has to follow my orders. So why don't you? It's all part of the training." George stared at her for a second before Kristen started to laugh. George began to laugh as well as did the other secretaries. George decided to play along and walked over to the file cabinets to help Victoria retrieve the file. George carried it over to Kristen for Victoria and said, "Here you go, Kristen." "Thank you, dear," Kristen replied with a smile. George rolled his eyes and told Victoria that he had to get back to training Roger. George walked back to his office and checked Roger's work and found that it was more than satisfactory. George dismissed Roger from his office and caught up on his work as the end of the workday came. He kept working at his desk until 7 that night when Lisa walked into his office. She smiled and asked, "Are you going to be ready to go anytime soon?" "You're really coming to my place tonight?" "I've packed my overnight bag. It'll be good for me to see you in your element after work." George shrugged and said, "Just let me finish up and we'll get going." George finished reviewing the document in front of him. He picked it up and put on his secretary's desk and went down to Lisa's office. He knocked on the door and said, "Are you ready?" Lisa nodded. She swung her feet to the side and stood up. She slipped on her jacket and picked up her purse. She handed George her overnight bag and led George out of the office. They went to George's car and got in. While Lisa lived several blocks from the office and always walked there as part of her daily exercise routine, George resided thirty minutes away from the office. As George drove them towards his home, Lisa asked, "How was your training session with Victoria?" "It was good. I learned a little bit about the new technology we got for the company. I don't think a secretary's life has ever been easier." "Well, technology has increased productivity, but secretaries have to do the same amount of work as they always did. It's just more varied now since they don't have to have a different secretary assigned for each different task." George nodded as he replied, "Yes, but sexual harassment laws have made it easier for them." "Well, some of them are still sleeping with their bosses, but that's not as common as it once was." George turned towards her and said, "Are any of my executives sleeping with any of them?" The noticeable alarm in George's voice made Lisa smile. She replied, "No, but the Albert's Group across the hall..." "Yes." "Let's just say Mr. Albert has been having an affair with his secretary for many years." "How do you know that?" "They come to some of our little parties." "Our parties or our parties?" "Our parties." "Really, which one is the..." "Mr. Albert is a total dom." "I should have guessed that, but it's weird that there are four of us on the same floor." "Well, he got me into it." "What?" George shrieked in a tone that embarrassed him. "We dated for about three months and then he brought me to the first party." "You were a sub?" "Well, he was trying to make me one, but things did not go as he planned." "Did you know what he was bringing you to?" "No, much like Jeri Ryan, I had no idea, I just reacted differently." "How'd you react?" "I told him that if he wanted me to play a part he was going to have to be my pet." "How'd that go for you?" George asked with a laugh as he thought about the blustering man from the office across the hall. "About as well as you would think. He wasn't having any of that. I enjoyed my time there though and once I realized that the mistresses there were getting paid well, I kind of saw something that was really up my alley." "To each his own, I guess," George replied as he continued driving down the road to his home. George pulled the car into his garage and led Lisa inside. George led Lisa up to the guest bedroom and said, "I guess you can stay here tonight." "Why not your room?" "What?" George asked as his heart started to race. "Well, you're a sub. Shouldn't you be in the smaller bedroom?" "Oh, you meant...okay...oh, yes. I guess, but..." "But what? You agreed to this little experiment." George shrugged and said, "Okay. We can do it." Lisa smirked and said, "Great." As she turned to walk towards the master bedroom, she stopped and kissed George again. George stared at her in silence as she took her overnight bag from his hand and put it in his bedroom. Lisa smirked as his confused look and said, "Come on, babe, let's get you ready for your nightly training session." George smiled and said, "Of course, Mistress Lisa." "Well, trained. I like that. Celene did a nice job with you." "Well, my mistress is very strict." "Well, anyway, dear. Let's get started. Now, what do you usually do each evening?" "I go to the gym first thing after work, but I couldn't do it today, obviously." "Okay. So, you're a gym rat." "Well, I keep myself in shape." "I can tell that. You've got a very hard body." "Thanks." "It wasn't a compliment. I like my pets soft to the touch." "I don't know how we'll fix that." "I've got a plan." George stared at her and asked, "What's that?" "You will see," Celene said with a smile as she looked him over. After a brief period of silence, she said, "Why don't you take off those clothes?" "Right here?" "Why not? Is it anymore humiliating for you than what I saw you dressed at the party as?" George shook his head and began to disrobe in the guest room. As George removed his shirt, Lisa stared at his hairless chest and six-pack abs. She smiled as she said, "Now, I noticed at the party that your legs were shaven, and now, I'm seeing..." "Yes, I've shaved my whole body for years. I like the way it feels and I tell everyone that it's just to show off my muscles. Most people I know believe it." "I bet they do," Lisa replied as George removed his pants exposing his panties and stockings to her. Lisa smirked at George's body. George was a lean muscular man. He did not have much muscle mass, but what he did have was well sculpted. George asked, "What's next?" "Well, you have some lingerie, so I'm figuring that you probably have some pretty clothes for yourself around here somewhere." George blushed and said, "Yes, Mistress. Would you like to see them?" Lisa nodded and followed George into his room. George opened the doors to his walk in closet and showed Lisa his feminine clothing. George's feminine wardrobe consisted exclusively of fetish wear including latex dresses, skirts, tops and Lolita fashions and costumes that he had purchased pursuant to Celene's orders. Lisa shook her head as she looked through the clothing and said, "I see that you're a real sissy, aren't you?" "It's my Mistress's taste not mine." "I don't think it's anyone's taste really. This stuff is just meant to humiliate you. It's not the kind of stuff you can really wear out." George nodded and said, "I only wear it when I'm with her." "Well, you'll be wearing it with me too, but we'll have to go shopping soon to get you some real girls stuff. I like my pets to be a little more realistically girly than Mistress Celene does." George nodded and said, "Of course, whatever you think is best." "That's a good frame of mind to be in, George. I'd suggest you always kept that thought in mind," Lisa replied before she reached into his panties and grabbed George's erect manhood. George blushed as she pulled him towards the rack of his feminine clothing and asked, "What do you want to wear tonight?" George looked at her askew and selected the least frilly dress he had. The red and white gingham dress with white lace edging was still something that no woman would wear without the express intent of garnering attention, but it was the best choice that George figured he had. Lisa pulled the dress off of his clothes rack and handed it to him. George blushed as he slipped into the dress and pulled up the back zipper. Lisa giggled at him as he looked humiliated to be dressed as he was in front of her even though he had worn much more degrading outfits for Celene. With the dress on him, Lisa turned her attention to this footwear. George's feminine shoes were all of the same style that struck Lisa as more than a little ridiculous. Each pair of shoes had at least a five inch heel except for a single pair of Mary Janes with a one inch heel. While she wanted to train George to be her girl and not her sissy, Lisa knew that she had to make due with he was providing her that evening. Lisa pointed to a pair of black five inch heeled shoes and told George to put them on. George did so without questing her. As George stood before her in his pumps, he clutched nervously at his hem as Lisa looked him over from head to toe. "Well, that's good enough for five points, plus your initiation to a secretary's role is worth another ten points." "I've got 15 points, what's that get me?" "Well, now you have five because you just lost ten for speaking out of turn." "Oh, sorry." "And there goes the other five," Lisa replied with a smile that was quickly replaced with a stern look. George put his head down as Lisa ordered him out of his closet. George walked out of it and waited for her instructions. Lisa's first order was for him to make dinner. Being an experienced cook, George had no trouble doing it even though he was unused to doing it in heels and a dress. Lisa smirked as she watched George cook with ease and remarked, "Well, you're a regular domestic goddess, aren't you?" George blushed as he continued cooking as he replied, "I only cook for myself. I have a cleaning lady for the rest." Lisa shook her head as she replied, "That won't do. I expect you to learn how to clean up after yourself. Is that clear?" "Yes, Mistress Lisa," George replied as he turned his attention back to cooking. He brought the food over to her and set the table. He served Lisa first before he sat down and served himself. Lisa smiled as she ate his cooking and replied, "Well, dear, you're quite the little cook." "Thank you," George replied as he took a bite of his food. "Well, this is good enough for thirty points." George nodded unsure, if he should speak given his reduction in points the last time he answered her remark about the points he had earned. After dinner, George cleared the table and washed the dishes and pans, earning him another twenty points. Once George finished, Lisa called him over to her for his first lesson. George minced over to her in ungainly steps. Lisa shook her head and said, "You're walking like a man in heels. If you're going to become my girl, you'd better walk like a girl." As the song Walk Like a Man briefly began to play in his head, Lisa began to instruct him how to walk in heels. George listened closely and followed her instructions to keep his stride short and straight, he kept his legs together and worked a wiggle into his walk at Lisa's instruction. George's feet began to grow pained within thirty minutes, but the practice continued on for another two hours as he paced around the home and had to go up and down the stairs, careful to walk down at angle to make sure the heel and toe of his shoes were properly supported on each step. Lisa then let George rest, calling him over to the couch. There she put him through his paces on the proper ways to sit. George listened and practiced sitting alternatively with his legs together and to the side, with his legs crossed at the ankle and with his legs crossed at the knee. As George practiced sitting, Lisa gave him a chocolate treat for his progress in walking in heels. George carefully unwrapped it and placed it in his mouth as he crossed and recrossed his legs at Lisa's direction. After an hour of practice, Lisa decided that it was time for bed. At Lisa's insistence, George slipped under the covers of the guestroom bed still dressed in the fetish dress, stockings and heels. George situated himself as best he could in the bed as the pain in his feet continued while the heels remained resting on his feet. He drifted to sleep and wondered what his next few weeks with Lisa would bring. ----------------------------------------------------------------------- George spent his following weeks training with Lisa at home and spending at least an hour a day with Victoria at work as she trained him how to do her job. Lisa carried their training into the workplace as well. Lisa made sure that they spent their first weekend together shopping for George. George was a bit concerned when she dressed him that Saturday morning in unisex shorts and a t-shirt in addition to the blue flip-flops she got him. George hated the sound they made as slapped against his feet as he walked past the store frontages with her. Lisa brought him into a store and let him decide what clothing he would need for his feminine alter ego that she had taken to calling Marianne. George selected a number of tops and skirts as well as simple dresses for around the home when he was alone Lisa. Lisa graded each one of his choices and gave him the highest marks for the most realistically girly choices he made. While she disliked the childishly girly clothing Celene had made him buy in addition to bondage wear, she wanted to make him feel like a girly girl when he wore feminine clothing. Since George enjoyed feeling feminine, this was not an issue for him. After they finished shopping at the store, George was taken to a specialty store for his underwear. George selected several different pairs of panties, stockings, tights and pantyhose in addition to bras and camisoles for wearing underneath his clothing at all times. As the second workweek started after their training began, George found himself wearing a white camisole underneath his blue shirt. George felt relieved that Lisa allowed him to wear a colored shirt over it as he feared that his white shirts would expose the straps and scooped neckline of the cotton camisole that rested on his body. On the Thursday of that week, Lisa decided to raise the stakes even further by giving him a camisole leotard she had purchased the day before during her lunch break. George dreaded putting it on that morning, but he found that the polyester/cotton fabric that stretched along with his body was a turn on for him. It was not until after he got to work and had to use the rest room that he realized why Lisa had been so eager to have him wear it. George found that he had to undress himself in the stall to relieve himself. As George felt the intense urge to urinate, he fumbled with removing his shirt and pants. He was careful to make sure that the others in the stalls beside him could see nothing more than his socks and not the black tights that extended up his legs as he pulled the leotard down his body. George turned suddenly and clutched the leotard as it almost fell to the ground as he pulled it down away from his groin with his tights. George heart raced as he feared what anyone would think if they saw the unmistakably feminine spaghetti straps of his camisole leotard top. As George redressed, he decided to limit his fluid intake the rest of the day to cut down on the number of times he would have to use the restroom. George's efforts did not go unrewarded as Lisa continued to give him points and chocolates for his successes each evening. George was happy enough to take it even as he felt he could do without the chocolates. He was gaining a little weight and the physical exertion that his training with Lisa entailed was not nearly as strenuous as his typical workouts. George felt that his body was getting softer and he saw that his six pack abs were starting to fade off his frame. Still, George had never been as aroused as he was when Lisa was training him each weeknight. Celene noticed during their Saturday night session that George's mind seemed to be elsewhere and she confronted him about his more feminine gait. George admitted that Lisa had been training him at work and at home. Celene shook her head as she dismissed him and said, "I don't need someone around me who's falling in love with another mistress." George tried to get her to reconsider, but Celene decided that it was best that she no longer see him. George told Lisa what Celene had said, and Lisa smirked while she said that Celene had done the right thing. The next day, Lisa took George to the salon she frequented. She paid the girls to give George a pedicure and manicure. George watched with a sense of relief as his nails were only coated with clear nail polish that would not be that difficult to explain away. George was far less relieved when one of the girls began to pluck his eyebrows, he went to object, but Lisa's scowl told him not to. George felt a sense of relief when the woman stopped and showed him his eyebrows. While they were more defined and sculpted, they were not overly feminine. George was sure they were mannish enough to avoid scrutiny. In addition to increasing the femininity of his body and clothing, Lisa continued giving him daily training to improve his mannerisms. George found himself being forced to walk with his chest out and back straight each night. Lisa continued to make sure that he had a wiggle in his walk that even presented itself when he walked around at work. His altered gait was not the only part of his training that bled into his work life. Lisa's daily speech regimen required him to use greater inflection in his tones and to speak with his hands. As the weeks past, George found himself unconsciously doing so whenever he talked with anyone at work or elsewhere. It caused him some consternation, but he noticed that no one said anything to him about it. Consequently, George figured that no one considered it a big deal. While his weekend wardrobe became exclusively feminine, George found that Lisa wanted him to make even more changes to his appearance on the weekend. George was required to apply and remove makeup to train himself each night. Each weekend George was expected to wear makeup at all times. As the weeks went on, George caught himself refreshing his lipstick every two hours without prompt as Lisa trained him. George would have to laugh during the week when he would look for his pocketbook to refresh his makeup only to realize that he was wearing pants and sitting behind his executive's desk. At home, he was further expected to keep his previously unkempt hair in a feminine style. George worked on perfecting the look each night and wore it out each weekend whenever Lisa required him to go out with her. He tried to make his short hair more feminine by wearing headbands, hairclips and the barrettes that he purchased. Shopping for Marianne by himself always made George smile as the female clerks would tell him how much they thought his girlfriend would enjoy the clothing, accessories or the necklaces, bracelets and rings he had taken to wearing at home at Lisa's insistence. George often caught himself wondering what the female clerks would think if they knew that he was really buying them for a woman, but for the purpose of pleasing her by wearing them himself. As the fourth week of the training began, George was given unisexual shoes to work in. While they came for the ladies department, the male inspired oxfords were not feminine enough to draw any attention to him. Once the shoes were firmly part of his wardrobe, Lisa bought him a few blouses to start wearing in place of his dress shirts. The first few blouses George wore were not overtly feminine. The only thing that gave away that they were intended for women was the location of the buttons of the shirt. Still, no one said anything when he started wearing them to work. Once George realized that no one either notice or cared that he was wearing blouses, Lisa decided to switch his almost unisexual shoes to shoes that were more vaguely feminine. The first pair Lisa got for him did not seem that much more feminine to George than the shoes he had been wearing. The only thing that George felt was feminine about the black oxford style shoes was their one and half inch heel. George walked around work in them without any real issue. One of the girls noted that he seemed a little taller and George countered that he was wearing lifts. George did not think that the girl believed him since it was obviously the heel of his shoe that made him seem slightly taller, but no one made any mention about it. From then on Lisa got more daring with her selections for George. She got him oxford silhouette style shoes without laces to wear on casual Friday. George thought they were too feminine, but he only received easygoing jokes about them from some of his male employees. It was not long after that Lisa decided that he should pair his casual Friday shoes with a woman's jacket. George grimaced when he saw the style of the jacket, but he wore it to work. Some of his employees noted the small lapels, but George explained that it was a European fashion that went with narrow ties. As George's work clothing grew more unambiguously feminine, he began to worry that his employees were talking and laughing about him behind his back. Those worries, however, did not prompt him to change his behavior as he noticed that there was no drop off in productivity at work. George felt that as long as his behavior was not affecting the bottom line, he should do what was making him happy. While George was working in his feminine clothing, Victoria was teaching him her job. George spent at least an hour a day with her working on mastering her many simple tasks. George found that it was a welcome break from the many stressful hours behind his own desk. More than anyone in the office besides George or Lisa, Victoria was aware of George's increasingly feminine wardrobe and behavior. Knowing that George was lifelong bachelor, Victoria believed that George was slowly coming out of the closet as a homosexual, so she did not pay much attention to it. She began to treat him like one of the girls when they worked together, which George picked up and assumed was simply because she was growing increasingly at ease around him. George's own secretary also noticed the changes that were affecting George. She did not speak about them, however, for fear of endangering her job. George felt that he had achieved an interesting equilibrium in his life. His professional life was as successful as ever, but his personal life was more exciting than it had ever been. George was pleased by the effect that Lisa had on his life and wondered where they would go once she deemed his training complete. As the workday ended after the sixth week, Lisa walked into George's office and closed the door behind her. George smirked up at her and said, "What do you have planned for tomorrow?" "George, I believe it's time for us to talk." George nodded and said, "Okay." Lisa sat down and leaned back in her chair as she said, "I think we've have taken this as far as we can here." "Come on there's got be something else we can do," George countered. "There is." "What?" "You need to be overtly a woman." "How can I do that?" "Start living fulltime as my girl." "I can't do that. My whole male life would be ruined." "Then let's do it someplace far away from here." "Where?" "We're looking for a new regional manager in Kansas City." "So?" "We should go." "What you want me to put myself in there as the female boss?" "No. I want you to put me there as the female boss." "And what about me?" "You'd be my secretary." "I can't do that." "That's what Victoria's been training you to do. You're telling me you still haven't mastered the tasks yet." "I can do it just fine, but I'm not a secretary." "You're too good to be a secretary? I don't see you having a problem with them when you're out there. You're already one of the girls and they know you're a guy. Imagine if they didn't." "I can't!" "Keep your voice down. We don't want any of the cleaning crew girls hearing about this." George nodded as he replied, "Right. They don't think of me as one of the girls, do they?" "You tell me." George closed his eyes as he thought about the laughter he had shared with the secretaries in the office and his playful banter with them. It seemed so much different than his experiences with them before Lisa had began to train him. "Maybe you're right, but it would be humiliating." "More humiliating than being the guy walking around here in girls clothing." "But that's just between us." "Sweetie, please, everyone knows you've been cross-dressing. No one's saying anything because you're the boss and you can fire them." "Are you serious," George answered as he began to feel sick. "Of course. You couldn't possibly think you can walk around in shoes with that big of a heel, blouses with the buttons on the other side, a woman's coat and those groomed eyebrows and not think it wouldn't lead to the obvious conclusion." George sunk in his chair and clutched his head. Lisa leaned over onto the desk and said, "Come on, baby. Just give it a try. If you don't like in a month, we'll come back here. I promise." "So what am I supposed to say to that?" "Just say yes. Have I steered you wrong yet?" George clutched at his jacket and blouse and said with some hesitation, "I'm not sure." Lisa smiled at George and said, "You know it could be worse." As with many of the things Lisa did and said, George was unsure of what she meant. George figured, however, that while he had not seen her take pictures of him in his feminine best or training with her, she may have managed to record it in someway. George knew, however, that Celene did have pictures of him in his fetish wear. He wondered if those pictures had migrated over to Lisa. While he feared potential disclosures by Lisa, George was also intrigued by her idea. George wondered if he could really pass himself off as a woman. Even if he failed, he figured, none of the people who found out that he was really man would know who his true identity. George found that he was not particularly disturbed by the prospect of strangers discovering his true gender. George smiled back at Lisa and said, "I suppose a one month leave of absence wouldn't be the worst thing in the world for me to explain." Lisa smirked at George and said, "You won't be sorry." George nodded and put his head down as he wondered what it would be like to work for Lisa. The prospect excited him and George felt the familiar squirming of his expanding, warm manhood between his the cheeks. ----------------------------------------------------------------------- Shortly before George was scheduled to move to Kansas City, he went out to run some errands for Lisa. While there business lives were tied up in neat packages as Roger was scheduled to take his position during his one month leave of absence and another worker had been promoted to take Lisa's position, George still had things to do to get ready for the move. As he walked out of a store carrying packing tape, he heard a familiar voice behind him. George turned and looked at Celene as she talked on her cell phone. She smiled at him as she hung up the phone and said, "George, how are you?" "I'm good," George replied, unsure of how to address her. Celene looked around them before she said in a low voice, "I heard you're taking a leave of absence." "How did you hear that?" "Lisa's ex-clients are looking for new ladies to give them what they want. A couple of them have reached out to me." "They know about me?" "Someone did." "Jesus. I don't think I can come back." "Is this my fault?" Celene asked. "Is what you're fault?" Celene leaned towards him and whispered, "Is she blackmailing you?" George smiled as he replied, "No. She's not." "If she is, you tell me. I don't care about my career. I'll come clean and we'll prosecute her." George laughed as he answered, "No. It's her idea, but I'm going along with it. I like being with her." Celene smiled at George as she replied, "I'm glad to hear it. That's a big load off my mind." "Well, I've got to get going. I've got more packing to do." "Sure. I hope you enjoy your new life." George thanked her as they parted ways. As he made his way home, George wondered if Celene was right in suggesting that he was starting a new life. George knew that that no one at the subsidiary knew him or Lisa. They were only going to be introduced as who they presented themselves as. Lisa was going to be her, but he was going to be introduced as a woman. That's what everyone would think he was, George figured. George got to his home and packed up his things to load onto the moving truck. Lisa came by later with some of her belongings and they were moved onto the truck as well. George and Lisa then went inside to await the cab that was going to take them to the airport. George had paid to have his car transported to the home they purchased in Kansas City so he was forced to hire someone to drive them to the airport. Lisa smiled at George as she saw him staring wistfully around his empty home that he was keeping for the time being. Lisa put her arm around him and kissed him on his cheek as she said, "Once we get set into our new lives, this won't mean anything to you anymore. Besides do you know what we could get in Kansas City for the price of this place?" George smiled back at her as he knew the cost of living was much lower in Kansas City than it was in the Philadelphia suburb he had spent most of his life in. As the cab pulled up in front of the home, he felt Lisa tugging on his arm. George put his head down and picked up his luggage that contained only his knew female wardrobe and headed off to his new life. ----------------------------------------------------------------------- After settling in at their new home, George and Lisa relaxed before their first day at the office. George feared that despite all of Lisa's training, that everyone around him would figure out that he was not really a woman. While Lisa constantly assured him that he had nothing to worry about, he could not put his worries out of his mind for long. The night before their first day, George laid in his bed with his stomach in knots. The idea of being seen in nothing but women's clothing, while trying to pass himself off, unambiguously, as a woman still struck George as odd. He feared the reaction of his new coworkers if they noticed what he felt was obvious. The next morning, George got out of bed and went through his new morning routine. He shaved his body before he got dressed in his intimates. George put on his gaffe and black panties before he tucked away his member and walked back into his bedroom. George took out his black tights from the dresser and sat down on his bed. As he had many times before, George rolled the tights down into an o-shape and began to draw them slowly up his leg, careful to savor every moment as the silky feminine feeling moved up his legs. As George finished pulling up his tights, he adjusted their control top before he took hold of the black bra. He hooked it behind his back and stuffed it before he put on his long white silk robe with long chiffon, raglan sleeves and a shawl collar and walked down the stairs to make breakfast for Lisa and himself. Lisa smiled as she came down the stairs and heard the sound of George working in the ki