A Working Vacation free porn video

A Working Vacation Belladonna Diana peered around the corner as she stood next to the ladies' bathroom door. Checking her watch, she called into the bathroom, "Karin, are you almost done in there?" "Yes, Miss Furness," Blake answered while he zipped up the side zipper of his above the knee, jade, knit, pencil skirt. Blake's heart raced as he prayed that his wife's assessment of his appearance was correct. After he slipped his arms through the sleeves of the matching jacket of his skirt suit, Blake placed his nude pantyhose covered feet into his three and half inch high heeled, black pumps. Blake smiled at his appearance in the mirror for a second while he checked his makeup before Diana knocked on the door and said sternly, "Hurry up in there, girl." "Yes, Miss Furness," Blake responded as hurriedly stashed his male clothing away in his bag before he reached for the door knob. Once Blake emerged from the bathroom, Diana looked him over from head to toe. She then smiled, nodded and asked, "Are you ready to get going?" "Yes, Miss Furness," Blake replied once more prompting his wife to give him an approving nod. Diana motioned for him to follow her before she led him towards the lobby of the Dunkin Donuts they had finished eating lunch in ten minutes earlier. Blake struggled to keep up with his wife's pace while she strolled confidently past the counter. Diana said a few words to Blake as they walked past the people waiting for their orders, but Blake kept his mouth shut, afraid that the sound of his voice would reveal his masculinity to the store's customers. Blake felt relieved as they walked out of the store without him hearing a single word about his appearance. No one seemed to have noticed that Diana had entered the place beside a man and exited with a girl in a skirt in toe. That fact made a smile come upon Blake's face. Blake walked towards Diana's rental car feeling much more confident about his appearance en femme. Once Diana unlocked the car, Blake opened the passenger side door and, remembering he was wearing a skirt, swung his legs into the car together in one feminine motion that amused his wife. Diana grinned at Blake and made sure that he watched her as she stepped into the car one leg at a time, which she always made a point to do whenever she wore pants around him. Diana brushed off her pants as she sat in the driver's seat before she took the black, over sized, leather purse in Blake's hands, which contained the only male clothing he had with him, and placed it onto the floor before the car's backseat. Blake understood that Diana was trying to drive home the point to him that she alone was wearing the pants in their relationship for the week, both literally and figuratively. The wink she gave him while she started the car made Blake's manhood stir. As she began to pull the car out of the parking stall, Diana began to discuss their itinerary for the week. Blake tried to listen while she spoke, but he found his mind invariably drifting back to what had happened over the course of the few hours prior. He had boarded the plane after going through security dressed in only male clothing. Once he got through security, Diana pointed him towards the bathroom at their gate and alluded to what he had to do. Blake wheeled his carryon into the men's room and headed for an open stall. Blake stepped into the stall, closed the door behind him and slipped his feet out of his loafers. He carefully removed his pants and boxer shorts before he placed them on top of his bag, hoping that the bag would disguise the fact that there were no feet beneath the door to the stall while he carried out his wife's first order. After swallowing hard, Blake unzipped the front part of his luggage and removed the pair of pantyhose. Blake heard people entering the stalls beside him and saw their shoes to each side of him as he took the soft, sheer nylon pantyhose in his hand. Blake knew that the men beside him were not seeing feet in his stall, even as they had to know someone was in the stall beside them given his mumbling and luggage. With his heart racing at the thought of what would happen if they somehow caught a glimpse of his pantyhose beneath the side walls of the stalls, Blake brought them close enough to his face that he could smell the scent that lingered on the nylon fabric. With that thought in mind, Blake placed his legs up on the luggage while he gently rolled down his pantyhose as he did so many times before in the privacy of his home. Once he finished, he pushed himself towards the back of the toilet seat while he bent one leg and placed it on the front edge of the toilet seat. As he felt the coolness of sweating, metal plumbing fixture digging into his lower back, Blake began to work the pantyhose up his right leg, before he moved his left foot to the front of the toilet seat as well. Struggling to keep himself balanced on the hard plastic toilet seat, Blake worked the pantyhose up his left leg before he reached for his pants. Blake hurriedly placed them on over his pantyhose and reached for his loafers, which he had also placed on top of his carryon. Blake placed his feet into them and dropped his feet to the ground, simultaneously holding up the waistband of his pants to make sure that the two men in the stalls beside him did not catch an accidental glimpse of the sheer, nylon hosiery that covered his smooth, hairless legs. While keeping one hand on his waistband, Blake stood up awkwardly since his legs were constrained by the pantyhose that were not yet pulled up to his waist. After flushing the toilet, Blake worked the pantyhose and pants up his legs together before he zipped up his pants. Blake then reached down and placed his boxers away in his bag before he walked out of the stall and wheeled his bag towards the sink to wash his hands. As he walked towards the sink, he felt his pants slipping down on his waist as they were no longer held up by the waistband of the boxers, which was far thicker than the control top of his pantyhose. Cursing his wife, Blake placed one hand in his pocket as he continued to walk towards the sink. Blake removed his hand from his pocket only to wash it before he placed it back into his pocket while he headed back into the waiting area of the terminal. Diana smiled as she saw her husband walking towards her with one hand pulling his luggage behind him, and the other one discreetly within his pocket to hold up his pants. "You couldn't have let me wear a belt?" Blake asked while fighting the urge to blush. "Where's the fun in that?" Diana answered with a grin. Diana and Blake then headed towards the seating area before their gate and sat down. As they sat together, Diana explained how he was supposed to assist her over the coming week. Blake felt himself growing aroused as his member struggled against the control top of his pantyhose while his wife detailed all the secretarial tasks he was going to be doing on her business trip. Blake nodded as while he daydreamed about being at his wife's beck and call in heels for a full week. While it was technically not a vacation for his wife, Blake had taken off from his own job for the week to accompany her on her business trip. Although the trip was taking up five of his ten vacation days, he felt that the opportunity his wife was presenting him made it more than worthwhile. The situation was a golden opportunity for Blake to make his first public appearances as Karin, his feminine alter ego, since Diana's business trip was taking them far across the country. Blake knew that there was no one within thousands of miles that knew him as a man. Consequently, there was going to be little risk of anyone placing his male name to his makeup covered face. Still, Blake had not been entirely sure that he was passable as a woman, despite his wife's assurances to the contrary. Diana had been helping improve his cross-dressing appearance ever since she had discovered his tendencies shortly after they had moved in together prior to their marriage. The little clues she got from her clothing not being quite where she had left them, as well as the occasional unexplained run in her hosiery, had given Blake away long before she caught him in the act. Despite his comical attempts to explain away why he was wearing one of her dresses and had makeup applied to his face in such a childishly, unskilled way, Blake knew that there was no disguising what Diana was looking at once she finally caught him. Diana paid no attention to his feeble attempts to explain himself while she looked him over. She nodded to herself before she told Blake that he had some promise. Blake was unsure of what she meant at the time, but he was relieved that she was not angry. Quite to the contrary, Diana seemed to embrace Blake's feminine side. Diana helped Blake improve his appearance en femme over the years. While some of the changes were not always happily accepted by Blake, such as her requirement that he constantly keep his body shaven and maintain a low calorie diet to keep his weight down and muscle mass to a minimum, he put up with them because it seemed to make his wife happy. Blake could not deny that the dieting had given him a more slender, feminine figure. His hairless legs also felt much better in the hosiery he so adored wearing. As Diana took to teaching him how to apply makeup, Blake realized that his makeup skills improved too. Given his subsequent years of training, Blake, now, felt as if he was as skilled with makeup as the average woman was. Blake pulled the visor down in the car and stared at his reflection in the mirror and marveled at his appearance in the mirror. "Let me guess, you'd fuck you," Diana said, noticing the lusting look Blake was giving himself. "No," Blake replied meekly while he blushed and squirmed in the passenger seat. "So do you still think I'm going to have to play you off as my transgendered assistant, babe?" Diana inquired. "I hope not," Blake responded, embarrassed by that potential turn of events, which he still knew existed. That fear, however, was secondary to the thrill he was experiencing about the prospect of being out in public in skirts for the first time in his life. Blake knew that all of his wife's training had been leading up to the moment when Diana decided that he was passable enough to accompany her on one of her cross-country business trips. In addition to working on his appearance, Blake had also been receiving training from his wife regarding her job. While Blake rarely took his work home with him, Diana did so regularly. As he found himself increasingly wearing skirts around his wife, Diana put him to work as her at home secretary. She got Blake a smaller desk in her home office and started giving him her simplest tasks. As Blake worked for her at home, Blake learned a great deal about Diana's business life and gained a greater understanding of how her business contacts were essential to her position as she made purchases from the key suppliers for her company. That understanding was something that Blake knew would be of great help to him as he followed around his wife while she took care of her business matters. While the fantasy of doing it had driven him to the spot he found himself in, the reality of it made him uneasy. Still, Blake knew that there was no getting out of it, now, given how far he had already come. Diana pulled the car into the hotel parking lot before they exited the vehicle. They each took their bags from the trunk before they wheeled them towards the hotel lobby doors. Blake followed his wife into the hotel before they approached the hotel desk. The front desk clerk smiled as he looked at Blake and Diana and said, "How may I help you two ladies today?" Still surprised to be called a lady despite his manner of dress, Blake blushed at the man's question. Diana smirked at her husband's response before she advised the desk clerk about their reservation. The front desk clerk pulled up the reservation and proceeded to process their intake information. Blake noticed the man sneaking occasional glances at his nylon covered legs and continued to blush, which he realized was sending the desk clerk the wrong signals. "This says here that you ladies have reserved a double room," the desk clerk replied as he raised his eyebrows for a moment. "That's correct. It's a room for me and my assistant," Diana replied with a grin. The man nodded as he set up their key cards. While he handed them over, he smiled while he turned towards Blake and said, "If you ladies need anything at all, please do not hesitate contact me." Diana smiled while she nudged Blake to thank the man that was still leering at his legs. Blake obliged her and took hold of his luggage once more. They headed for the elevators and showed the security guards their hotel keys before they were allowed to board an elevator. Diana gently rubbed her husband's shoulder as they rode the elevator upwards alone before they exited on their floor. After they reached their room, Blake hung up Diana's outfits in the closet before he hung up his own. Once he finished, Diana reminded Blake to be sure to paint his fingernails. Blake nodded to his wife and removed the crimson nail polish from his makeup bag. Blake painted his fingernails to match the color he had put on his toenails the night before at Diana's insistence. Diana walked around the room discussing various business matters on her cell phone while Blake waited for his nails to dry. Once they did, Blake placed his makeup bag into the pocketbook that Diana pointed to while she continued to talk on her phone. Blake complied with his wife's request before she hung up the phone and asked, "Are you ready to go down and meet some of my colleagues?" Blake nodded as he thought about the crowded conference room that he had seen when he entered the hotel. At his wife's insistence, Blake then reached down and placed his pocketbook on his shoulder before he took hold of a steno pad and a pen. Diana smiled at Blake as she moved towards the hotel room door. She opened it and stepped into the hallway. Blake followed closely behind her as they headed for the elevator. Despite his apparent passing as a woman while he walked around with his wife in public earlier that morning, Blake was nervous about how his appearance would withstand continued scrutiny as he walked around a crowded conference room en femme. Diana noticed her husband's nervousness as they entered the elevator. The presence of an older couple kept her from saying anything reassuring that might give away Blake's true gender. As they got off the elevator, Diana whispered, "You're going to do fine." Blake nodded at his wife as he clasped the legal pad of paper in his hand close to his chest. "We really should have gotten you an IPAD," Diana noted as she looked over at her husband while they strolled towards the sign in table. Diana signed herself and Blake in before they walked into the crowded room. Blake stared around the room with a feeling of unease for a moment before he followed his wife through the sea of people. As he realized that no one was paying him much attention, Blake wiggled his nude pantyhose covered toes in his pumps and enjoyed the feeling of his skirt constricted stride. Diana noticed the smile on her husband's face and knew that he was enjoying the feminine sensations that were caressing his body. Diana then came to a sudden stop when she heard a woman calling over to her. Diana smiled as she greeted the woman she had known for many years. Turning towards her husband, "Elizabeth, this is my assistant, Karin. Karin, Elizabeth is a former coworker of mine." "It's nice to meet you," Blake said as he shook the woman's hand. The smiled as she said, "Pleasure." Elizabeth then turned towards Diana and promptly began to ignore Blake while they discussed what they were currently doing. Blake smiled as he listened in silence as they talked as if he was not standing beside them. As Diana and Elizabeth said goodbye to one another, Blake walked behind his wife still carrying a pen and a legal pad. Blake took down the various information that Diana told him was important while she discussed business matters with the other people she greeted while they made their way through the room. Blake kept his mouth shut, believing that his place was not to interject, since he was there simply to help his wife. Blake also knew that not saying a word was his best chance at not blowing his cover too. Diana noticed Blake's continual unease, since he constantly looked around to see if anyone was giving him a peculiar look. Knowing he was petrified by the prospect of being discovered to be a man, Diana looked for various little foibles about his behavior and mannerisms and whispered them to him. Blake nodded as he listened to her polite chiding that he was giving himself away, even as she knew that no one was the wiser about what he really was. Blake was careful to take note of Diana's every word of advice, even as he struggled to implement her recommendations. As two supplier representatives came over towards them, Blake prepared to continue to work beside his wife in silence. The suppliers greeted Diana before she introduced them to Blake. Blake politely shook their hands before he took notes while his wife discussed her existing business dealings with them and some potential new matters as well. Blake listened intently and made sure that he took down each material term that was exchanged. The suppliers noted it and the older one said, "I've got to get a girl like her. She seems to be really on the ball." "Oh, yes, my little Karin is the best," Diana responded. Blake smiled, feeling proud about his wife's compliment. The suppliers nodded before the younger one added, "And she's such a pretty one too." "Brains and beauty are a good combination," the older man responded. Blake blushed as he slumped down a little, mortified by the causal flirting the men were doing with him in front of his wife. Diana noticed his unease, but she had to continue to discuss business with the men. She tried to redirect the conversation, but she tolerated the men's occasional asides while they found new ways to praise Blake's appearance. Their comments and leers at his pantyhose covered legs and satin covered false bust were a little much for him to take. Blake was embarrassed about being ogled by men, especially in front of his wife. Diana, however, showed no concerns about the whole thing as she delicately seconded their comments about Blake's appearance before she tried to guide the conversation towards business again, time after time. As they finished discussing business terms, the men said goodbye to them before the younger one asked, "I hope I'm not stepping on your toes here, Diana, but, Karin, would you like to grab a drink later?" Blake gave the man a shocked look before Diana answered for him, "Oh, I'm sorry, Mitchell. Karin's a married woman." Blake noticed the man's obvious disappointment before he nodded and walked away. Blake politely thanked his wife for helping him before he asked, "He lives a thousand miles away from us. What was he asking me out for?" Diana laughed as she responded, "What every red blooded guy would do it for." Blake gasped before he retorted, "What kind of girl does he think I am?" Diana grinned and shook her head before she greeted another person as they passed by them. They spoke for a few seconds before the man walked away from them. As Diana turned back towards Blake, she told him that she needed to go to the restroom. Blake felt a sense of relief to be walking away from the throng of people that were crowding the room even as the heels he had been wearing all afternoon were beginning to cause a shooting pain in his feet and ankles. Blake followed Diana into the ladies room and headed for an open stall. Blake then went through his feminine routine of lowering his skirt and pantyhose before he relieved himself. As he finished, Blake stood up and pulled his clothes back up before he carefully retucked his manhood. After pulling up the zipper of his skirt, Blake opened the stall door and headed for the sink. As he washed his hands, his wife walked towards him. Diana smiled at Blake while he looked over his appearance in the mirror before he let out a sigh. "What's your problem, babe?" Diana asked with a laugh. Blake looked around the bathroom to make sure that they were alone before he replied, "I think I'm too pretty" "You're too pretty?" Diana struggled to respond without continuing to laugh. "Yes, I didn't want to be some bimbo for all the guys to ogle. I wanted to be a normal looking girl." Diana laughed as she shook her head as looked at her husband before she said, "You sound like such a narcissist, Karin. Get over yourself." Blake blushed as he nodded and replied, "You're right, I'm being silly." "You sure are," Diana lied, knowing how attractive her husband looked en femme. "But do normal looking girls get hit on all the time?" "Of course, especially if they're wearing something all pretty and girly to catch a boy's attention." "I'm not trying to..." "When girls dress for each other, guys interpret it differently," Diana replied, cutting Blake off. Blake nodded while Diana reached into her makeup bag to touchup her makeup. Blake followed his wife's lead before they walked back into the hallway and headed back into the conference room. As they walked into the room, Diana heard a woman call over to her. Diana came to a stop and said, "Susan! How are you?" "I'm doing great, and look at you." "Oh, thanks. I've been working out a bit," Diana replied. Blake nodded at his wife's response, knowing the pride she took in losing 20 pounds since the end of the prior year's conference. "Well, it shows, girl." "And you look great too," Diana replied, returning Susan's compliment. Susan shook her head as she replied, "I've looked better, but I've got to say you look great and those shoes. Wow, aren't those something." "These old things," Diana replied while she looked down at the shoes that she had let Blake select for her. As Susan gushed over them, Blake nodded at the woman's assessment of his wife's shoes. He loved how they looked on Diana and smiled as the woman complimented the rest of her outfit. A warm feeling came over Blake as he remembered helping his wife dress that morning. He fantasized about spending the rest of the week pulling up her zippers, buttoning her buttons and fastening her bra. He loved the feeling of her soft legs as he pulled her panties up them before he adjusted the band along her waist. Blake could almost not wait for the following morning when he would get to dress her again. Diana returned the woman's compliment by praising the dress she was wearing before Susan smiled at Blake and said, "And your assistant is wearing a lovely little outfit too." Blake blushed as he thanked her before she said, "I love that jade blouse. What is that Satin?" Blake nodded before Susan added, "It's really nice, and I bet it really draws some attention your way." "It does," Blake responded. "Not all of it is wanted though," Diana interjected. "It's not easy being green," Blake replied, prompting Susan and his wife to laugh. As Susan turned away from Blake, Susan and Diana briefly discussed their business dealings. The discussion did not last long as they were each working as purchasers for their respective companies. As they walked away from Susan, Diana headed towards a group of people she knew. They began to make small talk before they began to talk business while Blake sat their taking notes. Blake took down the times and days that they scheduled meetings with Diana. Diana turned towards Blake to read back the dates and times they had agreed to meet as she and her business associates made sure that they had each entered in the right days and times into the meeting organizers in their smartphones. The businesspeople nodded their heads while he read back the dates and times. Blake then paid attention as Diana listened to their sales pitches before they parted for the evening. As the first day of the seminar drew to a close, one of the suppliers from Diana's company walked over to her and said, "Hey, Diana, do you want grab dinner together?" "Oh, Jacques, you know that I'm married," Diana replied with a laugh. The certain coyness that seemed to be in Diana's response alarmed Blake as he wondered if Diana's business trips involved a little pleasure for her as well. Those fears dissipated as Jacques smiled and shook his head while he replied, "I know. You've made that abundantly clear the last few years, but I still value your business." "I'm sure you do," Diana replied with a smile before she turned towards Blake and said, "You know, if this is business, I'm going to have bring my secretary along with me." "No problem on my part," Jacques replied as he smiled at Blake's long legs, which were peeking out from beneath his skirt. "I'm sure it's not," Diana replied with a laugh, knowing how easy Jacques was to manipulate whenever he was around girls he found attractive. "So are you married too?" Jacques asked as he turned towards Blake. Blake gave the man a startled look before Diana answered for him, "Oh, no, she's not the type to hook up with one man for life." Diana laughed as she saw the horrified look on her husband's face while Jacques's eyes widened as he moved closer to Blake and said, "I'm really looking forward to seeing you later." Diana nudged Blake to respond, "See you then." The man nodded before he and Diana came up with a place and time to meet before they parted ways. As Jacques got out of earshot, Blake turned to his wife and asked, "What the hell was that about?" "I'll explain on the way." "On the way where?" Blake asked as he followed behind his wife through the lobby and towards the elevator. "You'll see." Blake wanted to shout at her, but, given the circumstances he found himself in, he restrained himself. He kept his mouth shut as they entered an elevator with a group of people. Once they reached their floor, Blake hurried behind Diana to their hotel room. When Diana closed the door behind them, Blake shouted, "Well..." "Oh, are you still upset?" Diana inquired. "You think?" Blake replied as he slammed his steno pad down on a desk and held his arms out to the side. "What is your problem, Karin?" "Are you serious?" "Yes. I brought you along on my business trip for you, and you're acting like everything is a personal affront." "You were flirting with another..." "No, he was flirting with you," Diana cut her husband off and smirked while he began to squirm. "Why didn't you stop him?" "Stop him. Why would I do that?" "We're married." "No, Karin. I'm married to Blake Gautier, a respectable businessman, not some hyperemotional secretary who's got her panties all in a bunch about being hit on by a man." Blake shook his head at his wife before she continued, "Do you think you're the first secretary he's hit on. Hell, he does it every year. If a girl's got a, well, in this case, if he thinks a girl's got a pussy, Jacques goes all in." "Why didn't you tell me about him?" "Why would I? I have never done anything with him. I knew his angle the minute I met him, but he gives me a good deal, so I put up with him. That's what you do in business, Karin. You put up with people you ordinarily can't stand." "Still, you tell your husband..." "Oh, please! Like my husband hasn't flirted with any girls at work. Hell, he's flirted with them in front of me at his company's parties. It's part of life. You just know when to stop." "I didn't flirt..." "Oh, like he doesn't flirt with Anna and Irene...Come on, baby. "I don't...," Blake replied, feeling flustered and unsure of how to deny what his wife was claiming. "Well, whatever, Blake likes to call it. He does it," Diana countered. Blake hung his head while he asked, "What type of restaurant are we going to?" "It's a nice place. Another businessman took me there once to wine and dine me. It's a fancy restaurant, but it's not high, high-end. It can be costly depending on what you buy, but there are some cheaper meals on the menu." "Do I have to get changed?" "Of course you do. Why do you think I packed those pretty dresses for you?" Diana responded with a laugh as she walked towards the closet where Blake's outfits were hanging. "This one is just right," Diana said as Blake felt his stomach churning. "Isn't that one a little short?" Blake asked as he nervously rubbed his arm. "It's just short enough to leave something to the imagination, but I didn't spend all that time helping you tone those legs just to hide them. Trust me; Jacques's going to love it." "Are you trying to set me up to get eye humped by this guy?" Blake asked, regaining his nerve. "He's already eye humped you. So did a whole bunch of other guys. You're a woman to these men, babe, so you better get used to being looked at like piece of meat," Diana countered as she took hold of the dress. Blake blushed in response, knowing that she was right. Diana handed the pink, sleeveless, skater dress with a rounded neckline and sequined and ribbon detailed mesh bodice to him and told him to pair it with a pair of black, sheer pantyhose and the highest pair of heels in the closet. Blake stared at her in silence before Diana responded, "Do I need to repeat myself?" "No." "No, what?" "What?" "You remember your place, here, don't you, missy?" Diana asked with a grin. "Oh, no, Miss Furness." "Good," Diana replied with a smile as she went into her bedroom to get changed. Blake sighed as took off his skirt suit, blouse, pantyhose and heels before he worked a pair of black sheer pantyhose up his legs. Blake tucked himself away and gently brushed at his engorged manhood by rubbing it through the cotton gusset of his pantyhose. The familiar enhanced arousal he felt from the feeling of it clouded his mind for a moment as he lost himself in the feeling of the feminine silkiness surrounding his legs. The sound of his wife moving around in her bedroom brought Blake back to reality. He hurriedly reached down and picked up the dress she had told him to wear. Slipping it on over his head, Blake smiled while he felt the soft fabric descending his body. As he straightened the dress out, he blushed at the sweetheart bustline and the short hemline that made him feel exposed. Blake swallowed hard as he approached the mirror in the shared bathroom and stared at the feminine figure in the mirror that was turning him on so much. Blake gave the woman in the mirror an anguished look, knowing that the woman he was so attracted to was the only person in the world that he could not have sex with, even if they were both willing. Reaching into his pocketbook, Blake retrieved his makeup bag and freshened up his makeup. He added more makeup than he had used earlier in the day, given that Diana had always instructed him to use more makeup for their formal dinners at home on the weekends. As his face became more feminized, Blake found himself losing his concentration while he stared into his smoky eyes. His concentration was broken when his wife began to laugh as she watched him admiring his reflection once more. "Hey, princess, we don't have all day! Get a move on," Diana shouted with a laugh. Blake blushed as he turned towards her and saw the above the knee, v- neck, black, peplum dress she was wearing over a pair of black opaque tights and a pair of black three inch high heeled patent leather pumps. Diana could see how excited her appearance was making Blake by the look in his eyes alone. Diana laughed as she smiled and asked, "Does this meet with your approval?" Blake nodded before he realized that they were both supposed to be having dinner with a man that night. "Who are you dressed like this for..." "For Jacques? Are you still hung up on him? I've told you this is strictly business," Diana said as she pointed to the dress that was accentuating her curves. "It's just a little hard..." "Hard to concentrate," Diana finished Blake's sentence before she added, "That's the goal. I want to make it hard for a man to concentrate on business. The smart ones know how to separate their personal desires from business, but most men, well, there are a lot of stupid ones." "But is all this necessary then?" Blake asked as he cringed as he looked down at his dress. "You bet it is. I could get a bonus from the deal I'm going to get from Jacques tonight." "How can you be so sure?" "Please, Jacques always thinks with his dick. Why do you think I put up with him and his frat boy company?" "I guess," Blake replied, weakly as he pulled at the hem of his dress. "Try to not put yourself in a man's shoes, dear. Remember, you're a pretty girl, and pretty girls like to feel pretty right?" "I guess." "I can tell you they do. All girls like to feel beautiful, even if they don't have any interest in the guy hitting on them. And when you put on those sky high heels and sashay by Jacques, I promise, he's going to make you feel beautiful." Blake nodded as he felt a mixture of desire and disgust as he visualized the scenario that his wife was describing to him. As Blake continued to think about it, Diana reached down and picked up a pair of black pumps with a two inch platform, six inch high stiletto heels and an ankle strap. Diana handed the shoes to Blake. Blake then walked out of the bathroom and into the sitting area. He rested upon the couch seat as he slipped his feet into the pair of heels and buckled the straps. Blake struggled a bit to stand as he got to his feet before he walked back into the bathroom to place his makeup bag back into his pocketbook. Blake slipped his arm around the shoulder strap of his bag and walked back towards his wife. Diana gave him an approving nod before she headed towards the door. Diana followed Blake out the hotel room door before they walked towards the elevator. They took it down before they exited into the lobby. As Blake walked through the lobby beside his wife, he noticed the leers that they were attracting from the male guests and staff. Blake blushed as some of the men did not even try to disguise the fact that they were ogling them. "It's got to be Diana," Blake muttered to himself while he tried to hide his face a little by playing with his hair even as he mimicked his wife's leisurely stroll. Diana noticed the attention they were garnering and realized that Blake's playing with his long hair was only drawing further attention their way. Blake felt relieved as they stepped out the door of the hotel and headed for the parking lot. The evening air felt cool on his skin as a gentle wind blew up the skirt of his short dress. They got into Diana's rental car, and Diana drove them towards the restaurant that Jacques had made reservations with for them. Blake shook his head as he saw how high the skirt of his dress had ridden up on him as he sat in Diana's car. Diana smirked as she noticed Blake's unease and said, "Baby, you'd better be careful in that dress. You don't want to give yourself away, do you?" Blake blushed while he shook his head, prompting Diana to grin while she continued to drive towards the restaurant. Once they reached their destination, Diana parked the car, turned towards her husband and said, "Show time." Blake nodded as he opened his car door and carefully swung his legs out together. He used the frame of the car to help steady himself as he stood on the highest heels Diana had packed for him for the trip. Clutching his pocketbook, Blake closed the passenger side door before he walked towards the sidewalk that surrounded the restaurant. Blake stepped up onto the sidewalk and strolled towards the staircase leading towards the doorway, feeling like little more than a high-class hooker once he noticed the men leering at him from inside the restaurant. Blake clutched the railing while he carefully ascended the steps. As he climbed the steps, Diana gently reminded him to make sure to angle his feet to ensure that the heels and toes of his pumps landed securely below him. Blake nodded while he listed to his wife before she pulled the front door of the restaurant open. Jacques's jaw dropped while he watched Diana and Blake walk into the restaurant. Diana smiled once she saw the lustful look Jacques was giving them. She knew that she had him right where she wanted him. Jacques walked over to them and eagerly greeted them before telling the hostess that his party had arrived. The hostess smiled as she greeted Blake and Diana before she seated them. As they walked towards the table, Blake peered behind him and caught Jacques eyeing his legs hungrily. Blake blushed as he wondered what Jacques's was daydreaming about doing to him. He then shook his head, knowing that he did not want to know the sordid details. The hostess handed each of them a menu as they sat down at the table. They thanked her before she told them that a waiter would be with them shortly. They then made small talk as they looked over the menus before the waiter came over to them and greeted them. Jacques responded for the table before the waiter asked if they wanted to hear the specials. Blake and Diana nodded as Jacques nodded at the waiter. The waiter read the specials to them before he asked if they wanted anything to drink while they continued to think over their dinner orders. Diana responded that she wanted a glass of wine. After the waiter informed her about the available wine selections, Diana gave her order. The waiter then turned his attention to Blake and asked, "And what can I get for you, Miss?" Blake still felt strange being called Miss. He found it even weirder since he could tell that the waiter was attracted to him given his leers at his body. Blake cleared his throat before he responded in his practiced, breathy, high voice. The waiter nodded and smiled as he took the order down. After the waiter took Jacques's order, the waiter scurried away from the table to give them a chance to decide upon what they would order for dinner. Diana, Blake and Jacques went back to making small talk about the convention and Jacques and Diana's mutual acquaintances while they perused the menu. The waiter returned with their drinks a short while later. He placed the first glass of wine on the table in front of Diana before he turned towards Blake and said in his accented voice, "And a lovely glass of wine for the lovely lady." Diana nearly spit out the wine she had sipped while she struggled not to laugh. She saw her husband squirming uncomfortably as the waiter stole a glance at Blake's false bust that was concealed by his tight dress. Jacques took his glass of scotch from the man before the waiter asked if they were ready to order. Everyone at the table indicated that they were ready to order so Diana placed her order first. Once Diana gave her order, the waiter gave Blake his undivided attention once again. Blake felt nervous, given that he felt that the waiter was staring down at him a little too intently. Blake was sure that the allusion of his femininity would crumble before the waiter's eagerly examining eyes. Diana laughed as she heard her husband's nervous tone while he ordered. She knew that Blake was unaware that the waiter was struggling not to drool over him. Diana realized that the waiter's lust filled eyes would never see through Blake's ruse. Once the waiter finished writing down Blake's order, Jacques gave his. The waiter jotted it down and hurried towards the kitchen before Diana and Jacques started to get down to business. Jacques and Diana began to discuss the potential supply order as Blake sat in silence, making mental notes about their negotiations. Then, while they sipped on their drinks during their discussions, Jacques excused himself. Blake and Diana gave each other strange looks as they watched Jacques exit the restaurant. "Where the hell is he going?" Blake asked. "That language is too uncouth for a lady," Diana chided with a straight face. "You're calling me uncouth? While we were getting ready to leave the house this morning, I heard you unleash, like, twenty expletives," Blake countered. "Yes, but that wasn't in public, but keep up using 'like.' I think that will give Jacques the right impression, assuming he returns," Diana replied with a wink before she took another sip of her wine. "What do you think he's doing out there?" Blake inquired. "Given the way he was looking at you, I'd say he's yanking it." Blake almost spit out his wine before he glared at his wife. A smirk came across Diana's face since her words had their intended effect. Blake shivered at the thought that Diana had planted in his mind before he responded, "Jesus, if a guy...ew..." "Honey, I can assure that at least one guy who saw you today is going to be at home and touching themselves as they fantasize about what they'd like to do to you," Diana whispered. Blake gave his wife a disgusted look and said, "You're not helping." "You're the one who really wanted to know what it was really like for a girl. Just being honest," Diana whispered with a grin. Diana's eyes darted towards Jacques as he walked towards the table carrying a bundle of white paper in his hand. "What is that?" Diana asked. "It's a contract." "A contract?" Diana replied. "Yes, I've got the perfect deal for you." Blake gave Jacques a worried look as he wondered if Jacques had seen through him and was trying to blackmail his wife. Those thoughts quickly faded once Jacques went into his sales pitch. Diana nodded along before she told him what terms had to change before she would put her signature on the contract. Jacques and Diana went back forth on the terms while Blake sat in silence, sipping on his wine. The waiter then came by and placed their meals down upon the table before them. They began to eat while Jacques and Diana dived back to their negotiations. As they continued to talk business and eat their dinner, the waiter put Jacques's second drink on the table. Jacques thanked the man who snuck another glance at Blake and Diana before he walked away. "Okay, now, I know he's got the hots for you," Diana teased Blake as the waiter hurried back towards the kitchen. Blake gave his wife a peeved stare before he felt Jacques nudge him with his elbow as he said, "Hey, the man's got a pulse, and he's clearly not blind." Blake turned to face Jacques. Jacques winked at Blake before he took another sip of his scotch. Blake squirmed in his seat and shot his wife a disgusted look. Diana glared at him for a second before she said, "Jacques, I've got to hit the ladies room." Jacques nodded before he took another sip of his drink. Blake sat in silence before he noticed his wife motioning for him to join her. "Oh, I'll go with you, Miss Furness," Blake replied as he carefully got to his feet, using the table to balance himself as he stood up. Blake clutched his purse and walked beside his wife towards the bathroom. As they entered it, Diana turned towards Blake and asked, "What was that about?" "What?" Blake responded. "The way you responded to Jacques." "What about it?" "You gave him a disgusted look out there." "What kind of look should I have given him?" Blake asked incredulously. "The kind of look any girl in your shoes would give him naturally." "I think my reaction was pretty natural," Blake retorted. "Not for a girl who knows her place." "What's that supposed to mean? What am I supposed to be, pregnant, barefoot and in the kitchen?" Blake rejoined. "Honey, you're here to be eye candy. Jacques likes you. That helps me. Jacques likes looking at me too, that also helps me. You're here to help me, remember?" "What's your point?" "What's my point? Everything is about me." "I never thought I'd hear a woman actually admit that," Blake deadpanned. Diana glared at her husband before she replied, "This is my business, Karin. This is what I do. I need you to act like you're interested in him..." "But he's a sleaze bag." "The sleaziest, but a girl in your pumps knows what she has to do. Smile, nod, laugh at his stupid jokes and sexist comments and carry yourself with a playful, yet restrained, coy, sexy demeanor." "That sounds kind of complex." "No one said being my secretary is easy," Diana responded. "So what do you want me to do?" "You know those slutty girls you can't stop looking at..." "I don't..." "Please, babe, I know that all men look. It's in your nature. It's what you do or don't when you see her that separates the good guys from the scum." Blake nodded before Diana added, "So just remember to be like a bimbo, but not that ditzy." "You want me to be trashy." "Refined trashy," Diana responded as she pushed open the open bathroom stall door. Blake shook his head at his wife while he headed for the other restroom stall. He pushed his way through it and locked the door to the stall behind him. After carefully pulling down his pantyhose, Blake hiked up his dress. Blake then sat down upon the toilet and relieved himself. As he went, Blake stared down at his wife's heels and felt a growing sense of arousal from being in the ladies room beside her, which he quickly stifled as he tried to remember that he was supposed to be projecting the image of a woman. Blake knew that an erection poking at the rear of his dress would certainly ruin the illusion. Blake finished going and flushed the toilet. He stood up and pulled his pantyhose before he tucked his member once more and pulled down his dress. He straightened the dress out over his legs before he opened the door to the stall. As he washed his hands, Blake heard his wife flush the toilet. Diana smiled while she walked confidently towards her husband. "This isn't over," Blake said to her. "I know, babe, but just try to put up a tough front, but not too tough," Diana replied with a wink. "You can't expect me to put up with this," Blake said while his wife went through her purse. "You always told me you wanted to know what it was like for a girl. Now, you're getting it in spades." "This isn't what I meant." "I think it was what you meant to say though. I just never really thought that you really meant it. It's not curiosity that leads you into a dress, Karin. It's your desire to be pretty, to be the pursued. You only dreamed you could be this pretty before I got my fingers on you," Diana said as she clutched his face between her hands. Blake's eyes sunk as he blushed at Diana's accurate understanding of him. Diana smiled at him while she released his face and said, "Let's touch up that makeup, babe." Blake nodded as he removed his lipstick from his bag and applied another layer to his lips before he brushed foundation across his cheeks to even out his skin tone. Diana freshened her own makeup beside him before she said, "Are you ready to really feel pursued?" "What do you mean?" Blake asked as he squirmed a bit. "I imagine that liquor's going to keep hitting him harder throughout the night, so I would expect him to maybe step up his game." "Step up?" "Well, for him, it's probably a step down, he just doesn't realize it." Blake nodded while he processed his wife's response and steeled himself, knowing what he was about to face. "Girls put up with this right?" Blake asked. "Now, you sound genuinely curious," Diana replied with a laugh before she removed a small perfume bottle from her purse and sprayed it onto Blake. "What the hell?" Blake exclaimed. "Every refined trashy girl's got to wear perfume," Diana lectured. Blake nodded meekly while Diana shook her head with a grin. She walked past him and reached for the restroom door as she put the bottle of perfume away. Diana opened the door to the restroom and held it open for Blake. Blake gave Diana a begrudging thanks as he passed through it and walked back towards the table beside her. They sat back down at the table before Diana and Jacques began to talk business again. Their discussions were only interrupted when Jacques got the waiter's attention to order another scotch. Once Jacques lifted his third glass of scotch from the table, Blake felt the man's other hand on his nylon covered knee. Blake's face lost all expression as he stared at the man, who acted nonchalantly about where his hand was placed. Blake's eyes widened as he stared at his wife. Diana could tell there was something wrong since Blake seemed to be imploring her to say something to Jacques. Diana leaned back in her chair and realized that Jacques's hand was not to his side or resting on his own body beneath the table. She coughed as she looked at her blushing husband before she asked, "Are you getting comfortable, Jacques?" "Quite," Jacques replied with a grin as he began to delicately rub his hand against Blake's knee. Blake felt sick to his stomach as he felt Jacques's large, masculine hand caressing a part of his body. While being hit on verbally by men had been humiliating for him, the addition of a physical element to it made it far worse for Blake. Shifting his legs in an effort to move Jacques's hands away from his body, Blake shuddered as he felt Jacques's hand follow him. Jacques smiled at Diana while he returned to talking business with her even as he began to stroke Blake's smooth, nylon covered thigh. Diana noticed Jacques's lustful glances towards Blake while he continued to discuss a proposed order. She smiled as she said, "That price just isn't good enough, and you know it." "Oh, I think we can work something out. How about if I knock of a few thousand from the cost." "A few thousand. We're talking about a multi-million dollar deal. A few thousand, that's insulting to me. Come on, Karin, let's go." Blake quickly tried to jump to his feet, but the pressure from Jacques's strong had sent his rear slamming back down against the padded seat of his chair. "Hey, let's not do anything hasty. There's no reason to walk away from the table," Jacques replied as Diana got to her feet. "I suppose," Diana replied as she sat back down and crossed her legs. "Let's talk turkey. How about I knock five percent off?" "Five percent, now, that's a starting point," Diana countered while she glanced over at her mortified husband. Blake continued to squirm with unease as Jacques continued to stroke his thigh and knee with his hand while Diana continued to discuss business terms with Jacques. Despite the ever present feeling of nausea that accompanied Jacques's touch, Blake marveled at his wife's negotiating skills while she hammered out the details of the deal. Jacques filled out the simple order form and signed it, agreeing to a ten percent discount before Diana put her own pen to the paper. Diana nodded at Blake as she knew that he had been key part in her procurement of the favorable order terms. They finished their meal with Jacques before Jacques picked up the check for the three of them. While Jacques wanted the evening to continue, Blake pretended to be tired and said that he was ready to turn in. Jacques offered to take Blake back to the hotel, but Diana said that she had no plans to go anywhere else that evening. Jacques sulked for a bit, knowing that he was not going to get what we wanted that evening. He forced a smile to his face, however, as he knew that he would have to negotiate more orders with Diana in the future, given her employer's standing as one of his company's biggest clients. Diana and Blake said goodbye to Jacques before they headed for Diana's rental car. As Diana began to pull away from the restaurant, Blake looked at his wife and asked, "You couldn't have given me a little more help back there?" "I thought I did. I'm giving you a ride back aren't I? I could have sent you home with Jacques," Diana responded. "Oh, the least you could," Blake replied. "No, the least I could was absolutely nothing. Let me tell you, you would not want to know what Jacques would make you do in exchange for a ride back." "I think I have an idea," Blake answered. "Well, fortunately, we didn't have to take it that far to reach an agreement." Blake's head jerked towards his wife as he wondered if she would have actually prostituted him for more favorable contractual terms. Diana caught the look of concern on Blake's face and began to laugh before she said, "Get a sense of humor, babe. I'm not your pimp." "I know..." "But you are my ho," Diana added, cutting Blake's response off. Blake smiled and laughed a bit at Diana's statement before he said, "Well, I wish you hadn't let Jacques have his way with my leg all night." "I wish I could have stepped in, but you're a big girl. You can defend yourself." "What was I going to say to him?" "How about either stop or no?" "I didn't want to screw up your deal," Blake countered. "Sure," Diana responded with mock disbelief. "It's true," Blake shouted, growing defensive. A smirk came across Diana's face while she replied, "You sure look like you enjoyed it." "Enjoyed it? I felt like I was going to puke." Diana laughed as she replied, "Oh, I know." Blake realized that his wife was tweaking him before he inquired, "So why didn't you do anything?" "The same reason you didn't. I didn't want the deal to fall apart." "So I was just a tool to get a better deal." "Better you than me," Diana countered. Blake stared at his wife in silence before she said, "Trust me, that's the not the first dinner I've sent Jacques home from all frustrated." "Oh," Blake replied, slightly aggravated. "It's no big thing, dear. It's part of the game when you're negotiating with Neanderthals." "I wish you had told me. I would have..." "You would have what? He's got six inches and 150 pounds on you. Plus he's not wearing heels, so I bet he's faster than you in his oxfords." Blake blushed as his wife detailed his shortcomings as man by contrasting him against Jacques. Diana saw the shame on Blake's face as he thought about what she had said. Diana placed her hand upon his and said, "But that's part of the reason I love you." "What? That I'm a 110 pound pantywaist?" "No! That you're not like Jacques." "I'm not..." "No. You're sweet, loving, caring and gentle, everything I wanted when I was looking for a husband." "I bet you weren't looking for a guy in a dress though." "No. I can't say that I was, but you take the good with the bad." "If you don't want me to keep dressing..." "You'll dress when you think I'm not looking and go back to trying to hide it from me," Diana retorted. Blake blushed, knowing that Diana was right. Blake realized that she was as aware as he was that any promise he made to stop cross-dressing was not one he could keep. Diana stroked Blake's hand while she said, "Don't worry. I've come to love, Karin. That's why I put so much effort into making her look like a real girl." Blake blushed, knowing that those efforts had resulted in feminizing his appearance as a man as well. The derisive comments he heard regarding his sexuality, which were based on his svelte appearance and occasional effeminate mannerisms or phrases, were things he endured because of how much he enjoyed his time being the woman his wife had spent so many hours training him to be. Diana pulled the car into the parking lot of the hotel. After they exited the car, Diana wrapped her arm around Blake's while they headed for the hotel together. They entered the lobby before they went up to their hotel room. The minute they walked through the door, Blake removed his heels. He felt as if his feet had been released from a torture chamber, even as they continued to hurt beneath him. Diana removed her shoes before she placed a kiss upon his lips. She then took Blake by the hands. Blake stared down at how their painted fingernails looked together as they became entwined. Diana flashed Blake a coy smile while she began to lead him to her bedroom. Blake wasted no time in following her. Blake climbed onto the bed with her and felt her smooth arms wrapped around his body as Diana's tongue plunged into his mouth. Their nylon covered legs wrapped around each others as they contained their embrace. Diana pulled away from Blake for a moment to pull the revealing dress off him before she removed her own. As they began to fondle each other on the bed once more, Blake wished that his vacation would never end.