The Next Level!!!
A Wish to be The Maid
Following his epic outing as Jemima the awestruck Jeremy enjoyed the most spectacular sex of his life at the hands of Christine Roper. The experience of being paraded in public in his frilly maid's uniform had proved such a mix of thrill and terror that somehow aroused him to even greater heights of erotic stimulation than even the past few months with Christine had already achieved. When after goodness how many orgasms had left him finally exhausted, his mistress insisted on kneeling astride his face and instructed him carefully on continuing to pleasure her with his tongue until she, too, was sated. He was then dressed in a satin nightie and despatched to a separate room with instructions to be up, dressed appropriately to serve breakfast at 7.30 the following morning, when, smiled Christine, they needed to have an important discussion about his future.
As he slipped on his housemaid uniform the following morning he was agog as to what she had in mind for him. His thoughts went back over the past few months, to the initial meeting at his mother's house. He smiled as he remembered how this powerful woman had showed him sexual delights of which he had never dreamed, how she had artfully got him to confess his secret desire to be forced to wear women's clothing and to act as a maid for a dominant lady. Then how she had made his fantasy into reality, even insisting he replaced her cleaning lady when she left. Finally she had made real his ultimate fantasy of being forced to appear "petticoated," as she called it, in public. He realised now that he was so in thrall to his mistress that she could control him in any way she pleased. The thought both excited and terrified him as he straightened the skirt of his uniform and finally checked his make up in the bedroom mirror before going downstairs.
He was surprised to find Christine already seated in the lounge, immaculate as ever, browsing the business pages of the morning paper. She glanced up with a smile. "Come and sit down Jemima," she said firmly. As he, as decorously as he had been taught, seated himself opposite her, she looked at him thoughtfully. "Well, although I know you often fantasised about it, I don't expect you thought you'd ever be doing what you did last night, did you Jemima?" He shook his head "No, I still can't believe I did," he said slowly. "No, I can't believe you did either," she laughed, "but, Jemima dear, it has finally made me certain that you're just the man I've been seeking for many years. I am completely convinced now of your total obedience to me, I'm so glad that your months with me have resulted in, as far as I'm concerned, the perfect relationship." She looked at him closely. "You are happy with your role as well, aren't you?" He nodded and started to speak, Christine, however, cut him short. "Good. Because now I am ready to take the next step with you - I am sure you will find it even more exciting." Jeremy gulped, what could "the next step" possibly be?
"I know that you have to give a month's notice to your employer, which you will do on Monday, after the month you will be employed full time by me." Jeremy was thunderstruck but before he could object Christine continued firmly, "As you know I have considerable personal wealth and my business is very successful. With your legal training and administrative skills you will assist me in a variety of administrative jobs, which you will do here in my house, as Jemima of course. That will not, initially, be a full time job, so you will also continue as my housemaid - and I will expect the place to be always immaculate! You are a handsome young man and, on occasions, might escort me as such at various social and business events, but, most of the time you will be petticoated (that word again) and in your Jemima persona, I think we both prefer that don't we?" Christine chuckled but obviously noted the doubt on Jeremy's face as he struggled to take in the enormity of what was happening to him. She crossed to sit next to him and ran her hand through his hair. "I think you must grow your hair to a length that can easily be adapted to a feminine style, we don't want you having to wear a wig all the time do we?" She moved her hand to caress his stockinged leg. "You know this is what you always dreamed of but didn't dare think would happen, don't you, I'm just making your fantasies come true, how many people ever get the chance to do that?"
"You see Jemima, you have a decision to make," she continued. "Up to now I've been very happy to indulge your desires and, I must say, have very much enjoyed role playing, having a maid at my beck and call, meeting my every need. But now playtime is over!" She regarded him sternly. "You see, you have awoken something in me. I have come to realise that I may be a little bisexual. I love all the wonderful things that you can do for me in my bed, but I have a problem with being made love to by a man, so from now on, if you want to continue our relationship, it will always be as Jemima. All day, every day, you will be my lovely girl. How does that sound, are you prepared to commit totally to me?"
Jeremy nodded slowly. "Does this mean you want me to live here all the time?" he croaked hoarsely "Of course, my sweet," she laughed, "and to help you my company will buy your flat at market value and let it out. The money from the sale will be put into an account that will require both our signatures to access and if at some point we both agree to end your employment you will have the money to start again somewhere, but I don't think that's very likely! Meanwhile you can use the account to buy anything you want with it. But really Jemima, you'll find that I have more than enough money to keep us in some style." So his flat was to be sold, he questioned this with Christine, she smiled wickedly. "I'm showing a great commitment to you Jemima, I expect your commitment to me to be just as total, I certainly don't want you to have a bolt hole to run to any time things are not to your fancy. Anyway," she took his chin in her hand and stared into his eyes. "You'll find it much more exciting if you have no escape, won't you Jemima?" With that she kissed him firmly, her tongue deep in his mouth. "Now," as she released him, "get started on the housework while I draft your resignation letter - you really have no alternative do you?"
His notice was received with considerable surprise the following Monday. Nobody could understand why he was leaving a promising career and he was very guarded in his explanations as to where he was going to work, explaining that his new employer was very strict about confidentiality. As the month went by he continued in his twice weekly housemaid duty with Christine, always concluding with a vigorous session in her bed, increasingly with her guiding him in using his tongue to bring her to a shattering climax. During the month he found himself signing a series of documents, selling his house to Roper Financial Services and making his various bank and savings accounts into joint access accounts with Christine. As the weeks passed he came to realise that he was now completely dependent on Christine Roper, there was virtually nothing he could do without her agreement, in short, he realised with a strange mixture of excitement and foreboding, she had cleverly used her sexual domination to manipulate a situation whereby she virtually controlled every aspect of his life - in short, she owned him!
A very happy Christine Roper realised this only too well of course. She could scarcely believe that she had so successfully ensnared this handsome, intelligent young man. Over many years a number of relationships had foundered because the men she had selected could not accept her desire to control them. However, from the first meeting she had realised that there was something different about Jeremy. He had been only too willing to allow her to take control of their relationship and once she had prised the oh so reluctant admission from him about his fantasies of being under petticoat discipline (as she had learned his weakness was known) she had realised that here was the answer to her problem. A man who not only accepted being dominated but actually loved it! As she pushed the boundaries more and more it became apparent to her that the greater the humiliation she inflicted on him, the more sexually aroused and obedient he became, a situation that she was only too happy to accommodate! She herself in turn found that she became incredibly sexually aroused at having him flitting about the house in very feminine outfits entirely at her beck and call. And so she had weaved her web, she was now happy that she had her willing victim entirely under her control, and eagerly anticipated being able to take full advantage of having use of him 24/7!
Over the final weekend Jeremy cleared out his flat, most of his belongings going to charity shops as Christine insisted that she would now be taking full control of his wardrobe, both male and female, and that he was only to bring with him enough male clothing for the first few days, after all, when was he going to be needing it? It was also of course a symbolic leaving of any vestiges of his previous life. Thus, feeling somewhere between excitement and trepidation, he arrived at Christine's door on the first Monday of his new life carrying just one suitcase and the clothes he stood up in. Christine greeted him and took the case from him. "Right, we've got a busy day today, lots of shopping to do to equip you for your new position, go upstairs, put on your corselette, black stockings and your pretty black lace French knickers, then get dressed again in what you're wearing and put on your nice flat heeled pumps, nobody will really be able to tell if they're men's or ladies shoes - and be quick about it!"
Slightly taken aback at her brusque tone, Jeremy nonetheless complied quickly, and was soon back downstairs, being escorted to the Porsche by his new employer. As she drove confidently towards the town centre she smiled quickly at him. "Don't look so worried Jemima dear, anyone would think that you were nervous about your new position. Now that you are going to be Jemima full time we obviously need to buy you a lot more nice clothes, after all you don't want to be doing laundry every day do you?" She glanced at him enquiringly. "No, of course not," he said, flustered. "Of course not indeed," she laughed. "We need to get you several sets of underwear, some more working uniforms, a couple of smarter outfits, oh and some shoes. I will be paying for everything of course, but you can choose whatever you like, in fact I shall insist that you do - I wouldn't want you wearing anything that you weren't happy with" she laughed again "what an opportunity, I don't expect many people get such a benefit from their employers."
They drove into the car park at the main shopping centre and Jeremy soon found himself being led by the hand into the shopping mall. Though outwardly dressed as a man he was very conscious of the ladies shoes he was wearing, quite sure that someone would realise what he was wearing. Christine stopped outside a specialist lingerie shop, called "Sensuelle" supplying rather expensive upmarket frillies. She smiled at him. "I expect you've always dreamed of shopping here, haven't you?," she said to him with a wry smile. Jeremy gulped and nodded - he had indeed! Christine took him by the hand. "Once again I make your dreams come true," she chuckled.
Jeremy could feel himself colouring as he stood bewildered looking at the vast range of beautiful lingerie so attractively displayed in the shop. However his face was soon burning as Christine started to drag him through the shop, holding pretty slips up against him and questioning him, in a voice loud enough for the assistants to hear, as to which colours he preferred. Just so there was no doubt as to who the purchases were intended for, as she held a lurid red and black lacy item against him she exclaimed, "Oh no, I'm not having you wearing that, you'll look like a tart!" At this one of the assistants, the senior one by her appearance, let out a laugh, and then, stifling her mirth, approached this mysterious couple, the attractive, powerful-looking older woman with the rather subdued looking young man and asked if she could help. Jeremy was stunned by Christine's reply. "Well, I have found out that this young man, my......employee, has always wanted to dress as a woman. I believe in having happy employees so I've finally agreed to help him, but I insist that he will be properly dressed, which means from the inside out." As the assistant stood, regarding him in an astonished manner, Jeremy wished the ground would open and swallow him. However, over the next half hour he was to feel a whole lot more embarrassed. With the help of the assistant he was introduced to a whole range of further indignities. He was measured for bra size and numerous different combinations of underwear were suggested. At each stage he was compelled by Christine to select his desired style and colour, accompanied by taunting comments from the shop manager as to how pretty he would look in each item. When at one point he said that he was happy to be guided by Christine's choice she, to the amusement of the staff, admonished him severely. "Oh no, you must choose exactly what you want, you know that you've always wanted to do this, you must have a very good idea of what you want, don't you dare be so ungrateful!" The laughter of the shop assistants echoed in his ears! Eventually Christine decided he had sufficient and so, with five lovely lacy bra and knickers sets, each with matching slips, two basques, two lovely frilly nighties with matching negligees and five pairs of silky black stockings, all in the pretty pink bags supplied by the shop in his hands, they left the shop to the cheerful goodbye calls of the laughing members of staff.
Jeremy was in a daze as Christine led him through the shopping centre, wondering where on earth they were headed next. "It's very kind of you to spend so much money on me," he simpered, "but couldn't we, you know, be a little more discreet about it?" he asked. Christine smiled almost contemptuously at him "Nonsense, you've admitted that the thought of being exposed in public turns you on. Once again I'm just helping you make your fantasies into reality. Not so keen now? Never mind I'm really enjoying myself so you'll just have to make the best of it, won't you?" With that he found himself being led into a rather old-fashioned department store that was in the centre of town. "I think we can get a lot of the things I have in mind for you here, come along."
Several shoppers looked rather amused at the sight of this virile looking young man being led by the hand through the store by this attractive older woman. Eventually they came to department, rather tucked away at the back of the store, which sold workwear and uniforms for the many catering and hotel businesses in the town. "Ah here we are," said Christine, "you're very lucky, there aren't many places around that stock a range of housemaid clothing like this." Jeremy sighed as he took in the racks of uniforms and pinnies that occupied the space in front of him.
As Christine started to browse through the range a middle-aged lady approached them and asked if she could help. Christine smiled at her. "Yeees," she mused, "I want a couple of simple black and white waitress type uniforms and a couple of overall type dresses suitable for cleaning." As the woman started to lead them to the appropriate rack Christine caught sight of something else. "Oh yes, that's the other thing we could do with, a couple of nice smart receptionist uniforms, skirts and blouses I would think."
"Of course madam," replied the saleslady quickly, seeing the opportunity for a very nice sale. "What sizes are the ladies that these are for?" Christine smiled wickedly. "Oh, they're all for him," she said nodding at Jeremy, "he has joined me and will be filling a number of jobs, housemaid, cleaner and admin assistant, so he needs a variety of outfits." As Jeremy once again went weak at the knees with
embarrassment, Christine turned the screw further. "Now then Jemima, let's start with the housemaid uniform, I think black and white will suit you nicely don't you?" Jeremy nodded glumly as the saleslady stood open-mouthed at the situation!
Christine was soon holding black and white uniform dresses up against him. "Yes, they'll do perfectly, you'd be very comfortable working in those wouldn't you Jemima?" The young man quickly agreed, hoping to get this ordeal over with as soon as possible. "Now I wonder what size you need, probably a medium I would think," and turning to the saleslady, "can we just try one on to check the size?"
"of course madam," she replied with a chuckle, and Jeremy found himself being ushered to the changing cubicle. Scarcely believing what was happening to him he stripped off his shirt and trousers and slipped on the black thick cotton dress with it's white collar and trim. He managed the zip and checked the size in the mirror. At that point he heard Christine, "Have you got it on yet?"
"Yes, it fits fine," he answered. "Well come on out then, let's see what you look like!" Jeremy froze, surely he wasn't going to have to display himself in a housemaid dress in a department store? Even as he hesitated Christine pulled back the curtain and grabbed his wrist, dragging him into the store. She ordered him to take a few steps and turn around. "Yes, that seems OK, what do you think?" she said, turning to the saleslady. She chuckled. "It's a perfect fit, I think it looks really cute. I never realised they could look so nice on a man, perhaps I should get one for my husband, time he did a bit of housework. It really looks nice with the black tights as well, very smart!" She was really openly amused now, more so when Christine added, "Oh yes, though actually they're stockings, he prefers stockings to tights don't you pet?"
Jeremy was blushing bright red by this time, but more was to come. "Now have you got any nice white pinnies to complete the outfit?" They had indeed, the saleslady opening some drawers behind the counter to produce some half and full frilled white pinnies. Jeremy found himself being tied into the half pinny and then the full one with a nice frill running round the bib. Christine stood back and clapped her hands. "Oh Lovely, you can wear that for serving when your maid's uniform is in the wash!" Jeremy had to stand, still wearing the dress and pinny as Christine agreed to purchase three dresses and two of each of the pinnies. She turned to him. "You can wear the dresses for your cleaning and general housework, and the pinnies for kitchen and serving duties. Now, what about something for your office work?"
Jeremy stood bemused as Christine conversed with the saleslady. Here he was, dressed like a female servant, standing in the open in a department store! He had often fantasised about being exposed in public while wearing feminine clothes, but even in his fantasies he had never imagined anything as excruciating as this. Several people passing by had now peered curiously at him, a few giggling openly at the scene. Jeremy felt completely humiliated but at the same time strangely aroused at the embarrassment that was being inflicted on him. He had often imagined being completely in the power of a dominant woman, he was incredulous that imagination had become reality! At that point Christine and the saleslady approached him, carrying a skirt and jacket suit on a hanger and some white blouses. "These should be perfect for an admin assistant, go and try them on."
Jeremy was soon back in the changing cubicle, struggling into the crisp formal white blouse and the slim black pencil skirt. He slipped on the matching jacket and tentatively opened the curtain to step out into the shop floor. Two things were immediately apparent. Being unused to wearing such a tight skirt he found difficulty walking as his steps were restricted by its confines, but even more embarrassingly, his excited manhood was all too visible thrusting against the front of the skirt! Christine smiled broadly. "Hmm, I think that will do nicely but-" turning to two assistants, "I just need to make a small adjustment, bear with me for a moment." Thus saying she led Jeremy by the arm back into the cubicle. Smiling wickedly at him she eased the skirt up his thighs, freeing his trapped member. "Sorry dear, I forgot that you would get so excited about this." Taking a tissue from her bag she seductively stroked him through his silky knickers and, being already aroused to the point of near frenzy, he very quickly spurted into the tissue that she had thoughtfully provided, trying his best to muffle the groans of pleasure as he did so. "There, that's better," she whispered sweetly, tucking him back into his knickers. "Let's just keep that out of the way for now, I will be needing it later." Thus saying she led him back into the shop and insisted that he model the outfit "now that we've got rid of that unsightly bulge" in front of her and the highly amused shop staff. They agreed with Christine's comments that he looked a picture of secretarial efficiency and complimented him, to the accompaniment of contemptuous laughter, to the effect that they didn't think a man would get used so quickly to walking in such a tight skirt! Christine insisted that Jemima thank them nicely for their kind comments, and then dropped her next bombshell. "Yes, very good, we'll take two of each skirts, jackets and blouses. Just pack up one set, he looks so nice that he can go home in the one he's wearing, then he'll be ready start work straight away when we get there!"
Before a stunned Jeremy could begin to blurt out his protest as he realised the awfulness of what was about to happen to him Christine smilingly asked the assistants if she could use the changing cubicle for a few minutes to "freshen him up a little for his journey home" and as they agreed with hilarity she led him firmly back into the cubicle and seated him on the chair within. "Christine, I really can't go home like this, it's just too much," he pleaded. "You not only can, you will," she said firmly, taking a hair brush from her bag and proceeding to brush his lengthening hair into a fairly unisex bob style. "Mmm, your hair is coming along nicely Jemima, I think that in a week or two I can book you into my stylist and we can get something done that will work for Jeremy and Jemima." She stood back and looked critically at her work "but that'll do for now, just a little make-up I think." Taking a small black leather bag from her larger handbag she produced mascara, blusher and lipstick and carefully applied all to the young man's face. "Yes, that looks quite reasonable, in future of course I shall expect you to do this yourself." Putting the cosmetics back into the small bag she handed it to Jeremy. "Here, carry this, a young lady doesn't look right without a bag." She pulled him to his feet and stood back to study the effect. "Well, Jemima, here we go, I expect that this another thing you've fantasised about - didn't think it really happen did you?" Jeremy shook his head. "Right, remember all the training I've given you in carrying yourself like a lady and you might get away with it, and," she added with a wicked smile, "you will keep practicing this until I feel you can pass in public - could be quite some time I think."
With that she opened the curtain of the cubicle and propelled the thoroughly feminised young man out into the shop. The two assistants, unable to contain their laughter, clapped and wolf-whistled at the spectacle, drawing the, for Jeremy, unwanted attention of a number of other shoppers. "Very sexy, madam, have a good day," said the senior assistant, very politely. "Yes, I think you're very sexy too, darling," whispered Christine, caressing his shapely bottom lovingly through his tight skirt. "I'm so proud of you, just wait till I get you home." With that the smart middle aged lady and her young, rather androgynous looking companion bade goodbye to the two assistants and set off, one very confidently, the other looking rather nervous as he struggled to cope with his tight skirt, towards the exit of the store.