Slipping into Femininity

Slipping into Femininity
Slipping into Femininity

Wednesday, 24 December 2025

Reputational Damage- New story with image

 I’d thought I’d have this story finished much sooner than this but as with all of us, life manages to interrupt our plans on a regular basis.

It’s quite long and I’ve only skimmed through it for typos, grammatical errors etc so apologies if any were missed.

Hopefully you will have a happy, safe and peaceful Christmas.


Take care 


Carrie


Reputational Damage

By

CarrieP

 

 

I

t was whilst employed temporarily as a chauffeur to the Duchess of Lismore in order to secure the necessary funds to continue his nursing studies that Vivian had first encountered Mrs. Cynthia  Goodwood, a friend of Her Grace from America who had been invited to stay for several weeks at the Duchess’s country residence. However, in a most unfortunate turn of events several days after the beginning of her vacation, Mrs Goodwood had injured herself in a riding accident and with limited and painful mobility was confined to the house. Under the circumstances it seemed most fortuitous to the Duchess to have someone in her employ with nursing experience that would be of immense assistance to her friend and was quite keen on the idea when she broached the subject with her new employee. The young man, however, was not as enthusiastic as he considered such a role beneath him and of the view the position would be more of a nursemaid than a nurse and better suited to a female.  Of course, given the nature of his relationship and the need to retain his employment he did not state this explicitly. Naturally, Her Grace ignored his less than eager  response  and aware of his experience, albeit limited, of nursing members of the opposite sex previously continued to press her case, leaving  him in no doubt that a refusal would not sit well with her. However, at the same time she indicated very directly that his acceptance of the role would be generously rewarded and favourably looked on with regard to future references.. Being a pragmatist young man he quickly concluded that the salary for his present position was essential for his future studies and losing it would be catastrophic so it was vital that he did not displease the  Duchess, he was also acutely aware that a recommendation from such a well respected and well connected figure would open many doors in the future. He very soon realised he would be foolish to decline such a request and would be foolish to place ego above ambition. Suppressing his reluctance and misgivings he swallowed his pride and feigning his gratitude he accepted the post.

Throughout the several weeks it took for Mrs. Goodwood to complete her convalescence Vivian attended to her every day spending practically every waking hour in her company, assisting her with exercises, supporting her when she was finally able to take walks in the garden, she even asked him to read to her on a daily basis as she lay in bed recovering from her exertions.  Other tasks related to her clothes and dressing were mostly taken care of by Marie, the Duchess’s lady’s maid .During this time and despite his initial qualms a cordial relationship developed between them. In fact, so close was their bond that Mrs. Goodwood insisted he remain in the room reading to her while the Duchess’s maid went about her various chores such as laying out her clothes or arranging her hair.

As the weeks passed the close connection between them seemed to grow and strengthen and it came as little surprise that when she fully recovered and after consulting the Duchess she offered him a position as her chauffeur/butler at her residence in New York.   Naturally, for a young man the thought of a life in such an exciting metropolis in a different country was irresistible, it was an offer he couldn’t refuse. Within a week Mrs. Goodwood, who it appeared had excellent connections with both embassies, had made the necessary arrangements and with the Duchess’s blessing, the young man and his new employer departed on the next available trans -Atlantic sailing.    

The five day crossing would give him ample time to consider his prospects. His excitement was barely containable, his imagination envisaging a bright future, the sights he would see, the people he would meet, the opportunities he would no doubt have. He had already calculated that the salary Mrs.Goodwood had offered him would allow him to finish his nursing course and perhaps eventually study for enrolment in medical school.

 

The Voyage

The SS Normandie was even more spectacular than he had imagined and such was his awe when boarding the vessel that Mrs. Goodwood had to remind him to close his gaping mouth lest it draw attention. As they waited for her numerous items of luggage to be delivered to her cabin she could see he was still awestruck and smiled at his almost childlike expression of wonder and it stirred something inside her. She yielded to her urge to hug him and kissed him softly on the cheek before  slipping her arm underneath his and escorted him on a tour of the public spaces devoted to first class passengers including the dining room, first class lounge with its grand piano and several large crystal chandeliers , the ballroom with its ornate decor, and to his amazement an eighty foot swimming pool. However, a bigger surprise was when she informed him his accommodation would not be in steerage or even second class as was usually the case with other employees but in an adjoining room to her state room. She explained that it would not be practical for him to be accommodated elsewhere on the vessel as she would require him to run errands and to continue to assist her with the various rehabilitation exercises they had been working on. It would also allow him to become familiar with the type of people in her social circle and how to deal with various situations that may arise.

After completing a circuits of the upper deck they returned to the first class lounge where Mrs. Goodwood choose a table in a quiet location and as they sat awaiting their tea to arrive an elegant lady of a similar vintage to his employer approached. Both women embraced and kissed each other on the cheek, neither seemed surprised to see the other. After exchanging pleasantries and a brief account of her recovery from her recent injury Mrs Goodwood introduced Vivian to her good friend, Mrs. Edith Esterhaus and gave a short explanation for his presence on the voyage. 

“Butler...chauffeur... nurse...” she said , raising a perfectly arched eyebrow and instantly inspecting every inch of the young man the way mature women do. She then turned to her friend with an expression of concern “I thought you had better be aware that Beatrice van Horne is also on board, I was with her on the upper deck when we saw you earlier strolling arm in arm on the deck below.”

“Oh...I see...”Mrs Goodwood replied, a unmistakable note of disquiet in her voice as her eyes fell upon her young male employee.

“So you see the problem.” her friend said.

The conversation halted as a steward politely interrupted advising her luggage had been delivered to her rooms and gave her the keys to her rooms.

“Indeed I do Edith” Mrs Goodwood said gravely as the steward departed. “This is a most unfortunate turn of events.

Noting the seriousness of the ladies faces Vivian followed the conversation closely with mounting bewilderment and not a little unease. Finally, Mrs Goodwood turned to Vivian and explained in an earnest  voice,

“Mrs. Beatrice van Horne a member of our immediate social circle and although mostly well meaning she does have a dreadful tendency to gossip and in a most dangerous way. Her seeing the two of us promenading on the deck in such a fashion will have fuelled her overly vivid imagination. Do you understand my meaning?”

He looked at her blankly.

“What your mistress is trying to say, dear boy,” Mrs Esterhaus explained as if to a five year old,”is that Mrs. Van Horne is putting two and two together and getting five. She will assume you and your mistress are...shall we say... romantically linked.”

She paused to allow the young man to absorb this.

The word ‘mistress’  hit him, reminding him of his servant status, perhaps foolishly he’d thought  he’d left behind left the confines of his  class ridden and societal hidebound country. It now seemed to him wealth and privilege, regardless of country, revelled in such archaic hierarchies. However, he also immediately grasped the significance of Mrs. Esterhaus’s remark. The suggestion that there was more than an employee/employer relationship between them was indeed shocking. Having spent time in the service of the Duchess he was only too well aware of what a lady’s reputation meant, particularly in such elevated society circles and instantly recognised the seriousness of the implication for Mrs. Goodwood’s good character. Consequently, he was also very much aware of how such an accusation, regardless of how ridiculously false, could impact his employment prospects. She could always find another employee, he would find it difficult to find another employer that could fund his ambitious plans.

A panic rose inside him, such a dreadful allegation could quite possibly ruin everything he had hoped for and he began to see his future disappear before him.

 “If such a gross misrepresentation of the facts were to circulate in New York’s society circles, it would have dire consequences for your mistress. I do hope you understand.” Mrs Esterhaus addressed him directly and with an expression that something bad was about to happen, she then turned to her friend and said gravely, “Cynthia, we really need to nip this in the bud. I would suggest severing your connection with the boy and remove him to steerage for the duration of the voyage. He can remain on board for the return journey. A new butler, nurse or chauffeur can easily be found in New York.”

The young man felt his heart pounding as Mrs. Goodwood remained silent for several seconds.

“You may be right Edith. Beatrice van Horne has a habit of embellishing her stories to curry favour with our friends.” Mrs Goodwood eventually said wearily, the young man felt a knot in the pit of his stomach and suddenly understood the significance of these events. He could feel his dreams being wrenched from him and barely heard Mrs. Goodwood voice adding,“This is terribly unfair, that woman is an utter menace.”

“That may very well be, Cynthia.” Mrs Esterhaus replied sympathetically “But the fact remains, that dreadful Van Horne woman will be only too happy to exaggerate and suggest a totally different relationship, particularly when she discovers he has a cabin next to yours. Even if you manage to conceal him for the duration of the voyage she will still remember him when she calls on you in New York. And as we all know, once such a rumour begins it is impossible to stop. Much better to end this now.”

“Surely, there must another way.” Mrs.Goodwood sighed as she held Vivian’s hand in hers. “Vivian has been incredibly loyal and has so many endearing qualities, nothing was too much trouble for him and has done all I have asked and more.”

Despite his crushing disappointment, the young man blushed at her praise as he knew it was all true, he had indeed performed tasks that would not usually be undertaken by a butler or any male servant for that matter. Over the course of several weeks these duties had become normalised and second nature to him as their relationship had deepened and developed.

She patted him on the knee in an affectionate manner and added,

“Indeed, I have had lady’s maids who were not as attentive.”

 This was not the first time she had made such a remark and his cheeks continued to redden at the comparison as he struggled to prevent overtly wincing. In fact, the Duchess and her maid had been present on the last occasion she’d said it and both seemed to accept that such praise was quite acceptable. He had come to realise that given the opportunity Mrs. Goodwood was affording him it would not only be churlish to object but against his best interest. By now he knew how to acknowledge  her various  observations and comments and although cringing inside he lowered his eyes and smiled shyly.

“Nor as appealing, Cynthia...” Mrs Esterhaus said as she noticed his increasingly crimson glow and paused for a few seconds to gather her thoughts before continuing  in a tone he found slightly unsettling.“More charming than your previous girls, quite delicate features, dainty hands almost...I wonder....”

Her voice trailed off and she caught her friend’s eye.

“Are you suggesting what I think you are suggesting, Edith?” Mrs. Goodwood asked.

“I don’t see why not.” Edith Esterhaus answered evenly as she ran a finger down his cheek and over his lips. “Just look at those cheeks, the full lips. Now that I look at him differently I can so very easily see the potential .Surely you can see it also.”

“Now that you say it...” Mrs Goodwood mused, her eyes intently inspecting his face. ,“Mmm...perhaps. And now that I think of it,  I have seen it done before. You recall Gloria Bassington’s, dreadful and profligate son?”

“That’s exactly who I was thinking of.” Her friend said excitedly “And he wasn’t half as pretty as your young man.”

Vivian looked at his employer and then to Mrs. Esterhaus, his expression one of complete bewilderment. He knew he was the subject of their conversation but had absolutely no idea of the part he played. Mrs. Esterhaus was the first to address him.

“Yes, it must be confusing, dear boy.” she said quietly “But I think we may have found a way around your mistress’s predicament. That is if you still wish to remain in her employ.”

“Oh, yes, yes, of course, Madam.” he blurted, the straws he was clinging to had suddenly become a sturdy ladder and his feet were on the first rung. He dared to hope once more.

“I’m delighted to hear it, after all we have become so close ” Mrs. Goodwood chirped, grasping his hands in hers, he nodded eagerly. “But to ensure that our plan is successful, it will entail much sacrifice and not inconsiderable risk on all our parts.

“Of course, of course, Madam.”he gushed enthusiastically as a naive optimism flooded his brain.

“Perhaps it would be better if I explained in simple terms so you will have no difficulty in understanding.” Mrs. Esterhaus said addressing him directly in a patronising voice “As you now know a lady of our acquaintance ,Mrs. Van Horne ,is on board and will sooner or later call on your mistress. If she finds that your mistress is accompanied on the voyage by a male, she will, as is her nature, come to the most absurd conclusion that there is some kind romantic liaison between you.”

“But...that’s...that’s...I mean...”he stammered as Mrs. Goodwood smiled sweetly at him and squeezing his hand. “

“Preposterous, I know.” Mrs Esterhaus said.

“Why, don’t you find me attractive Vivian?” Mrs. Goodwood asked him, a hint of sadness in her voice.

“No...I mean...yes Madam...very...It’s just that...” he stammered his face brightening by the second.

Of course she was an attractive woman and he had seen her in ways a male servant or indeed male nurse would not usually see such a lady but he had always taken great care to ensure she did not see the physical effects of her effect on him. He now doubted if he’d been successful and suddenly he could feel a bead of sweat form at his temple.

Mrs Goodwood’s face remained serious, almost hurt.

“Of course Madam.”he said desperately trying to recover some composure but his voice still faltered slightly and with his eyes lowered, he added truthfully.” You are very attractive.”

Her face softened and she smiled tenderly at him.

“Oh do stop teasing the boy, Cynthia.”Mrs Esterhaus gently admonished her friend before addressing him “I think your mistress has illustrated my point, if Mrs van Horne sees your doe-eyed devotion she will consider this proof of her suspicions. Do you understand?”

The rebuke was enough to get his attention, he nodded eagerly keenly awaiting her instructions.

“We really do need to finalise our plans and quickly.” she said “As I said, a male regardless of his servant’s status accompanying a lady will be a source of scandal. Outrageous of course, however, such a rumour no matter how unfounded would be extremely dangerous to the lady’s reputation. Now, a girl, perhaps a lady’s maid or a companion, accompanying her mistress would not raise an eyebrow.”

She paused and both women looked at him intently, his face took on an expression of complete bafflement.

“Ah...I’m...I’m sorry...do you mean...I...”he spluttered incoherently, his mouth agape.

“Oh do close your mouth, dear boy.” Mrs Goodwood said softly “It makes you look most unattractive.”

 “He’s not that bright, is he Cynthia? Yes, we mean that you will dress as a girl.” Mrs Esterhaus snorted derisively “As your mistress’s lady’s maid to be precise. It is the only way to ensure Mrs. Van Horne does not suspect something. That is unless you want to ruin your mistress’s reputation.”

“A companion/nurse maybe an option.” Mrs Goodwood wondered out loud.

“But...I...you don’t...” he continued to blather but Mrs Esterhaus immediately cut him short.

“Please don’t interrupt, boy.” she snapped. “There is simply no other way to protect your mistress’s good name and I assume you do wish to ensure that and of course remain in her employ.”

“Yes, yes...of course .” he answered without hesitation.

“That is so gratifying to hear, I have become quite fond of you too.” Mrs. Goodwood said with a reassuring smile from which he took great comfort.

“It’s just...surely ...there could be another...”he continued

“No .”Mrs Esterhaus once more interrupted him in an emphatic tone, dismissing his feeble objection with a wave of her hand and placing a finger under his chin addressed her friend. “If there is even the merest hint of a male presence around your mistress Mrs. Van Horne will have it all over New York society before we even arrive. Do I make myself clear?”

“Ah...er...”he babbled absorbing the consequences.

He looked meekly at Mrs. Goodwood for some support.

“It is true Vivian, Mrs van Horne could ruin my reputation.” she said and smiled encouragingly “It will only be for a few days until we arrive.”

“Do I make myself clear young man?”Mrs. Esterhaus reiterated once more, her voice growing more impatient and forceful.

“Em...ah...yes Madam” he finally succumbed to her relentless offensive.

“I’m glad you have come to your senses.” she sighed, her voice softening “I’m sure your mistress will not forget your loyalty.  Luckily you don’t have a truly masculine face, not exactly feminine but with some light make up and one of my wigs I expect we could make you into a  reasonably presentable girl.”

Any confusion he had as to what was now expected of him had disappeared and was replaced by the fear of what was now being asked of him. His mouth opened but only a barely audible whine emitted.

“And it is most fortunate that he is not that much larger than me.” Mrs. Goodwood observed “But my girdles are made to measure so they may be a little tight on him but at least he will fit into one of my black or grey dresses. You know the ones Vivian, they have a Peter Pan collar. I’m sure they will fit you.”

Girdles...dresses...the words echoed in his head.

Another low whimper left his mouth but neither of the women seemed to notice.

“Have you seen his legs, Cynthia?” Mrs Esterhaus asked “I do hope his calves are not too heavy. I had a housemaid once with legs like tree trunks. A pleasant girl but looked terrible in her uniform.”

“I have no idea Edith. But I expect they will have that ghastly male hair on them.” Mrs Goodwood answered” We will find out soon enough however, opaque stockings will solve that issue until we can shave them properly.”

“A...aah...”the pitiful sound finally became audible.

“Don’t worry dear boy.”Mrs Esterhaus consoled him “By the time we are finished with you, you will look every inch a lady’s maid.”

“Or companion, I have not decided yet.” Mrs. Goodwood confided in her friend before turning to the young man and handed him the key to her stateroom. “Perhaps both roles could be combined.”

He could only nod his acknowledgement and still dazed turned to leave.

“Before you go, dear boy.” Mrs. Goodwood noticing his disconcertion  “As we will have to begin your transformation immediately He winced visibly at the prospect.

“We will have to begin your transformation immediately. I suspect that Van Horne’s woman will seek me out quite soon.,” Mrs Goodwood said, ignoring his obvious distress “After you have finished unpacking my luggage lay out several of my foundation garments, I’m still not sure which style will best suit our objectives.”

“I’d advise a long girdle, knee length if you have one, Cynthia” Mrs. Esterhaus suggested “It should be sufficiently long to ensure his male gait is restricted. He will also require one of your long line brassieres, some rolled up stockings will fill the cups and will lend a more authentic look to his figure.”

“I agree Edith, we will require every item in the feminine armoury to ensure he is presentable.” Mrs. Goodwood concurred. “Luckily, because of the weeks we have spent together during my convalescence he has become intimately acquainted with all my foundation wear and lingerie and will know exactly what items are required. Isn’t that so Vivian?”

He could not deny it, squirming with shame he blushed yet again, his eyes trained on the floor.

“It is not something to be ashamed of, Vivian.” Mrs. Goodwood said in a soothing voice. “It has given you an insight into our world, the feminine realm. A place you will now become even more familiar with. I think the long corselette, the one that laces from the back, it will mould your figure into a suitably feminine silhouette.  Now run along like a good girl, we will join you shortly.”

“I think the dear boy should put them on before we arrive.” Mrs. Esterhaus suggested as she looked at him directly “Unless of course you want us to see you naked.”

The idea that these women should see him in such a state was even more terrifying than having to dress as a girl.

As he left their company the emotional turmoil only grew larger. The ghastly prospect and the shame of being dressed a as girl as well as the fear of being discovered was now uppermost in his mind. He also wrestled with the anger that his future had been derailed because of some wealthy woman he did not even know. On the way to the stateroom the thought briefly occurred to him to refuse to comply and accept that this would put an end to his dreams of a new life in a new and exciting country, not to mention the lost opportunities. As he turned the key in the door of the stateroom, he quickly realised he would never have the hope of such good fortune again. He had to concede that Mrs. Goodwood has been very generous and had delivered on her promise and both women were very confident that he could succeed in impersonating a girl. He shuddered at the very idea but considering what was at stake, it was, perhaps, worth the cost of the humiliation.

He quickly began unpacking the several very large trunks containing Mrs. Goodwood’s clothes, it was an easy task as he had, under her supervision, packed them himself and in the weeks he had spent with her had learned how her clothes should be arranged in wardrobes and drawers. As he went about his task in the silence of the stateroom, Mrs. Goodwood words suddenly echoed in his brain,

 “I have had lady’s maids who were not as attentive.”

He felt a shiver run down his spine as the phrase sank in, a slow surge of shame welled up inside him, triggering a recent memory of when Marie, the Duchess’s lady’s maid, had given him some advice in dealing with lady’s toilette, complimented him on how well he was doing in attending to Mrs. Goodwood requirements. She was particularly impressed with how he took care of her clothes and he remembered her smiling as she saw him laying out her evening gown, asking  him what foundation garment she would wear under it.  Of course he became flustered and hesitated but she persisted, telling him most maids shared such information about their mistresses as it was helpful to know which foundations worked best under certain gowns. He recalled his initial anger that she was implying that, he too was a lady’s maid, but before he could say anything she quickly explained that if he wanted to impress Mrs. Goodwood, an informed view of what would suit her figure would be invaluable. It was part of his role to offer advice and as a male this would be invaluable to Mrs. Greenwood as it would give a different perspective. Annoyed as he was at the ludicrous and mortifying comparison with a lady’s maid, nevertheless, considering his long term goal he could see merit in her advice. Without realising it he soon became her protégé, learning how to remove stains from blouses and skirts, how to care for various delicate fabrics, gaining knowledge about coordinating colours and of course, acquiring an intimate and indispensible knowledge about lady’s foundation garments. He could justify his immersion in this new feminine world as it was done with his ultimate goal in mind, ensuring he pleased Mrs. Goodwood which would allow him to leave his present life for something far better. His diligence did not go unnoticed by her and the recent comparison to her previous maids was no doubt meant as a compliment even though he still found hard to accept.

These thoughts ran through his mind as he began unpacking her luggage, however, his focus remained resolutely on what he’d been taught by Marie, hanging her various skirts and  dresses in the correct order, checking her blouses for wrinkles before placing them on their hangers, arranging her shoes in order of heel height. But, at the back of his mind was the nagging resentment of her humiliating  observation and it was when he finally turned to the last large item of luggage, his internal conversation ended abruptly. He sighed wearily as he gazed at it with a mixture of fear and loathing, only too well aware that it contained Mrs.  Goodwood’s corsetry and lingerie.  He gingerly began removing the diverse array of intimate garments, silk stockings in several hues, brassieres of various styles and colours, girdles of differing lengths, styles and rigidity, formidable corsellettes, there were even two old fashioned corsets among the collection. When he’d finished the entire area of the large bed was covered in her foundation garments. He gasped as her departing instruction rang in his head like a bell,

he has become intimately acquainted with all my foundation wear and lingerie and will know exactly what items are required.”

He was only too well aware of the garment she’d had in mind and his eyes were now drawn inexorably to it. A long corsellette rolled neatly, tea rose in colour,  its laces coiled around it tied in a neat bow,  and as he silently acknowledged ,shamefully knotted by his own hands. Its function was to encase the wearer from the breast to just above the knee, in an attempt to disguise its discomforting structural function it had a dainty lace hem. He had packed these foundations himself, never thinking for one moment that within days he would be forced into wearing some of them, he felt his heart pound as he picked up the required item, before, in a fit of shame and disgust at his helplessness, throwing it back onto the bed. The thought of refusing to comply with their outlandish proposal once more entered his thoughts but immediately a sober and more measured, competing voice inside his head told him a refusal would put an end to his ambitions for a new life. As he considered his predicament he also had to concede that over the course of their brief relationship Mrs Goodwood had been extremely generous to him. Gifts of clothes he could never have afforded, several items of gold jewellery including two watches that although appearing more like ones ladies would wear were obviously very expensive. He suddenly realised that apart for his daily duties, she had never asked anything of him.

Until now.

In the silence of the stateroom the clock suddenly chimed as loud as Big Ben.

Mrs. Esterhaus’s strict instruction advising to ready himself before their arrival snapped him from his trance like state and, hands trembling he reached out for the other dreadful article she had insisted he wear, a long line brassiere.  By now, he had become very familiar with all these items of intimate apparel, indeed, the memory of the first time he had encountered them was seared into his brain. It was in the second week of her stay that Mrs. Goodwood had requested the assistance of a maid in dressing, , however, as none appeared readily available he was, despite his obvious unease at the prospect , dispatched by the Duchess to facilitate her friend. Of course, because of her injury he had been assisting her with various tasks and was now familiar with her routine but this task went beyond duties a male should be required to perform and although irked by the Duchess’s instruction to carry out a maid’s duties, he was loath to object. He clearly recollected how, when he’d hesitated at her instructions Mrs. Goodwood encouraged and cajoled him at first, citing her injuries as the obvious reason and telling how diligent and helpful he was. When he continued to dither her voice became quite firm almost severe and her commanding tone almost immediately intimidated him and he quietly acquiesced as he knew even at that stage he had too much to lose. As she fixed him with a steely gaze he knew if he wished to remain in her good graces he would have to do as he was told. Lowering his eyes he slowly moved closer and with each step he had a vague feeling of  himself being drawn tighter and deeper under her control. Generous as she was she was not a woman that took ‘no’ for an answer and he began to undress.

 Even now, weeks after the events of that evening her words and demeanour were etched into his brain and he remembered it word for word.

“Oh do come along Vivian, there is no need to be shy.” her voice was quite firm but balanced with a note of friendly reassurance. “If you are to be of any benefit to me, and I sincerely hope you will, you must be able to provide any and all assistance that I require including some tasks that you may feel are beyond your realm of experience.”

She was dressed in a full length heavy satin dressing gown in pale pink and turning her back to him she opened it and let it slip to the ground. Underneath she wore long corselette of a similar colour hanging loosely from her womanly frame, the laces dangling from the back, it was quite obvious what was required of him. Looking at the reflection of the disorientated young man in the full length mirror she instructed him to pull the laces gently but firmly, first from the centre and then moving to the lower end before switching his efforts to the upper part. As the corselette began to stiffen, she held on to the bedpost and directed him to draw the laces slightly tighter. He had never before been this close to a woman clad only in corsetry, the intimate surroundings of her bedroom with its feminine odours only heightened his anxiety. The nature of his task required that his hips be within inches of hers, the proximity of her soft feminine flesh was almost overwhelming. Her perfume seeped into his nostrils and suddenly he became acutely aware of his organ swelling and the embarrassment it would cause if she were to detect it.

  He followed her instructions carefully and almost instinctively was guided by the visible reshaping of her body and the low but audible sighs and moans that greeted every tug of the stays. Between these low whines she informed him such discomfort was necessary to ensure a truly feminine figure but he was far too focused on what was happening between his legs that he barely heard her. When she was satisfied the correct silhouette had been achieved she instructed him to tie the slack lacing into a neat bow. Turning her back to the mirror she glanced over her shoulder to examine his efforts and once satisfied turned once more to face the mirror, inspecting her reflection closely she adjusted her bosom in the lace cups of her long line brassiere to ensure an attractive cleavage. Her hands ran over the satin material following the noticeable new contours of her torso, fanning out over her womanly hips before pronouncing her verdict.

“Quite impressive for your first attempt, you have very nimble fingers for a young man.” she complimented him as her eyes remained on her reflection as she continued to  run her hands over the curves of her body, she added almost absentmindedly , “On my first night here one of the Duchess’s maids attended me, a ghastly experience. The poor girl had absolutely no sense of subtlety whatsoever, almost squeezed the life out of me. A different girl the following night was little better. You on the other hand, despite your sex, seem to have more of a natural feel for such duties. Obviously your nursing experience is most beneficial when dealing with others on an intimate level. I just wish the Duchess’s maids were as capable.”

He folded his hands in front of his groin and hoped she would not notice the slight but noticeable bulge.

“Oh I’m so sorry I didn’t mean to embarrass you.” she said quietly, seemingly unaware of his predicament. “I should have realised that such duties for a male are quite foreign and perhaps somewhat embarrassing but if you feel such tasks are beyond you I could always ask the Duchess to provide me with Marie, her own maid, to attend me. It would be a great pity as I find your company most agreeable not to mention your attentiveness, dedication and willingness to learn. You could be a great addition to my household” she paused for a second or two before adding, “ but of course if you feel it is unbecoming or perhaps in some way unmanly ... ”

“Oh no Mrs Goodwood...no ...not al all.” he blurted, fearful of jeopardising the hope of  a new life and immediately noticing she seemed somewhat unconvinced, he added enthusiastically for good measure, “I would most grateful for the opportunity.”

Her eyes locked onto his and a self-satisfied, almost triumphant smile lit up her face, it was a smile that for some unknown reason made him slightly uneasy.

“I am so glad to hear that, Vivian.” she said, maintaining her smile “Most males would find it demeaning but thankfully you’re not like most males. I do hope I am correct.”

Still recovering from the experience of being performing such an intimate act he was slightly disorientated. He was vaguely aware that although her words were insulting he knew he dare not seem ungrateful or in any way sullen as this could be yet another test of his willingness to go beyond what was expected of a male. He swallowed his pride and somehow managed to smile in appreciation.

“Yes, Mrs. Goodwood.” he answered.

“Good, now as you will become my new maid, you may address me as Madam.”

He could not prevent his face contorting in consternation, his mouth fell open but no sound emitted.

“Oh silly me, did I say maid.” she laughed lightly and reached out to clasp his hands reassuringly “No...no ...I meant aide. How foolish of me. I do hope you’re not offended.”

“Aah...aah...”a low whine answered her, his mouth remaining agape.

 “Now fetch my stockings like a good boy, the grey ones draped over the chair. My injury means I’m still have difficulty putting them on or attaching them to my garters and you will have to assist me. But don’t worry you have done wonderfully so far and I will guide you in every step, soon it will be like second nature to you.”

He stood motionless still unsure if he was being humiliated or praised.

Her face took on a look of mild impatience.

“My stockings Vivian.” she said in a firm manner as if speaking to a five year old. It was enough to rouse him from his confusion.

“Aah..emm..yes Mrs Goodwood.” he replied.

Vivian.”she snapped

“Madam...I’m sorry Madam.” he said meekly

“And do close your mouth Vivian, it is so unbecoming in a maid.” she added as he turned to retrieve her silk hosiery.

Maid!  He repeated silently to himself.

He wasn’t sure if he heard her correctly but considering her slightly irked mood he decided not to mention it and concentrated on the task at hand.

That incident was several weeks ago and to his shame he had to admit it was repeated several times since so much so that he had begun to lose any sense of just how humiliating his position now was. He was brought back to reality as the clock chimed announcing a quarter hour had passed and knowing it would not be long before the ladies made their appearance he removed his remaining clothes.  He carefully avoided glancing at the full length mirror he chose a lightweight girdle and with shame coursing through his veins he placed his feet inside and pulled it up his legs and over his hips. Through the tightness of the girdle he could feel the satin panel press against his male organ and to his horror it began to stir and swell slightly. A mixture of confusion, disgust and panic hit him and he quickly forced his hand under the taut material and before the offending member grew larger he forced it between his legs to ensure it would not embarrass him even further.

His eyes then fell on the long-line brassiere, another wave of degradation washed over him. Again,he became acutely aware of the clock’s rhythmic ticking which now seemed unnaturally loud  as if audibly reminding him of the imminent arrival of the ladies. This was enough to focus his mind and he picked up the offending article. Of course it was not the first time he had held the garment, on several occasions he had witnessed Mrs. Goodwood struggle, due to her injury, to don a similar style of brassiere. He was pressed into service to assist with the demeaning task, yet another which should have been performed by a lady’s maid. In retrospect he now recognised this was another plank of his masculinity being removed.  Now and to his utter shame it was his turn and to put on the brassiere, and without assistance. He imitated her actions and slipped his arms through the garment’s wide and sturdy straps, arms twisted behind his back and with his nimble fingers  he could feel at least some of the eyes engaging with various  hooks. Swivelling his head to check, he looked in the mirror and saw to his surprise that all hooks were attached to the correct eyes. He did not know whether to be pleased or depressed by his unmanly achievement. The biting straps and restrictive fabric of the long line brassieres added to the alien sensation of the girdle’s compression, looking down the empty lace cups were yet another reminder of how utterly far he was being separated from his masculinity. 

However, the ticking clock continued to march on relentlessly, a quick glance informed him that he had little time. Thoughts of his humiliating situation tried to penetrate his brain but were immediately suppressed at the expense of the greater good.

After all, a voice in his head said quite calmly, Mrs Goodwood has been so good to me and I could not be responsible for destroying her reputation. Isn’t that so? How could I ever forgive yourself? And besides, I do have my future to think about.

“Yes” he whispered his agreement, fingers trembling he reached out for the frightening garment.

Quickly, they will be here any moment now, the voice exhorted.

The urgency of his situation was now foremost in his mind and he could feel his heart quickening, without further consideration he picked up the long and heavy garment and, as he had seen Mrs. Goodwod do, wrapped it around his torso securing the small clasps on one side of the corselette’s busk to the pins on the other busk. The corselette now encased his body from his brassiere covered  chest to just above his knees, the lace hem adding an additional layer of femininity to the garment. He knew his frame was larger than Mrs. Goodwood’s and he expected to struggle to secure the clasps but  was more than surprised that it was not as tight as he’d expected and it felt more snug than narrow and cramped, almost as if it was meant to fit him. A ridiculous thought he reasoned, and considered he probably had lost some weight which would account for the favourable fit.  The problem of how to lace it now presented itself. Luckily, he recalled in one of his conversations with Maria, the Duchess’s maid, who had told him how she had received a similar corselette as a gift from her mistress and could without assistance lace herself into it. When she insisted on giving him a demonstration he blushed and demurred but she insisted telling him that as he was performing a similar role to hers, she felt closer to him than the other maids. Her words stung but as he did not wish to offend her he watched as she placed her hands behind her back and at first gently drawing in the laces at the small of her back before moving upwards and repeating but a little tighter this time before duplicating the action on the lower half but ensuring to leave a little slack to allow movement of her thighs.

Her lesson had proved to be valuable, his focus returned as he extended his arms behind his back and began to draw in the laces. The effect was immediate and he grimaced as he felt the pressure of the corselette against stomach and back. The silence in the room was suddenly broken.

“Oh my!” Mrs. Esterhaus’s voice exclaimed  as he turned to find both women standing in the doorway. “He looks absolutely divine. Far better than I had hoped for. You really have trained him well Cynthia. Just look at how he has managed to hook up his brassiere.”

Even though he knew this moment would come he was nevertheless quite startled at their arrival and made a  ridiculous attempt to cover himself with one of Mrs.Goodwoord’s satin slips that lay on the bed.

“How sweet. And so very girlish.” Mrs. Goodwood gushed, clasping her hands to her breasts in genuine admiration at the sight before her, she added in a soft supportive voice “But there is no need to hide your modesty or feel awkward, my dear. You will very soon become comfortable in our company wearing your new foundations. You must now begin to think of yourself as just another girl.”

She gently took the slip from his hands and sat him on the bed.




“You forgot to put on your stockings and shoes.” she said “an easy mistake for a young man to make but as your corselette is not yet fully laced, we can easily fix that. I have a nice pair of patent leather court shoes with a modest two inch heel. Once you have mastered those we can put you into three or even four inch heels.”

“At least his legs are quite shapely and thankfully not too hairy for a male.” Mrs Esterhaus said as she rolled a slightly opaque stocking up his left leg and locating the garter under the corselette attached it with remarkable dexterity.”But we will still need to remove it if he is to wear sheer silk stockings.”

“I’m sure the beauty salon on board will be able to take care of that.” Mrs Goodwood said as she repeated the exercise on his right leg and as she began attaching the stocking to the garter looked at him “Ghastly hairy legs would be a dead giveaway and we don’t want that, now do we, Vivian?”

The touch of their hands on his upper thighs was beginning to have a very disconcerting effect between his legs and all his concentration was required to ensure it did not become a growing and most embarrassing problem.

“A...aah...aah...no... no...of course...”he croaked, their delicate yet powerful ministrations were now having a noticeable effect on the organ between his legs but because of the tight and restrictive feminine garments he now wore the expanding bulge was minimised.

“Now aren’t you glad you are wearing a sturdy girdle.” Mrs. Esterhaus whispered as she continued to stroke his inside upper thigh.

Unable to answer, his brain was in turmoil as he strained trying to control himself.

“You should understand, your foundations have a dual function.” Mrs. Greenwood explained quietly, fixing him with her expressive eyes as she too caressed his skin, and ignoring his low groans, continued “

“Firstly, now that you will be dressed as a girl your new corsetry will help give you a very feminine shape. Secondly and probably more important, you may find yourself in the company of women, many of whom you may be attracted to or perhaps they may even find you attractive so you really don’t want to be discovered as a male. It would be extremely embarrassing if you had an unsightly bulge in the front of a tight pencil skirt. My reputation would be in ruins. So it’s very important that you act as feminine as possible at all times and your new foundations will provide the required protection against such an eventuality. They may be restrictive but I can assure you no woman feels properly dressed without  strong, stiff  and supportive under garments.  Mrs. Esterhaus and I will ensure you are never alone and will provide you with additional support and protection. You do appreciate how important this is, Vivian?”

He nodded as the women withdrew their hands and gently slipped the court shoes on his feet.

“That’s a good boy.” Mrs. Goodwood said, patting him on the head like a lap dog.

“Cynthia!” Mrs. Esterhaus said brusquely “If we are to succeed we really do need to stop thinking of or addressing him as a male.”

“Of course you are correct Edith, how silly of me.” Mrs. Goodwood answered “Now Vivian, be a darling girl and stand up be a darling girl we will help finish lacing your corselette before we put you into a nice pink satin slip and a suitable dress and do your make-up.”

After she had positioned him in front of the full length mirror, she then turned to her friend,

“As this was your idea Edith, would you like to finish lacing Vivian’s new corselette while I choose a dress.”

It was the first time Vivian had seem Mrs. Esterhaus smile as she arranged herself just behind him just as he had done with Mrs. Goodwood. He noticed a broad smile appeared on her face  and for some reason he felt it added greatly to the utter indignity he was experiencing.

“Oh don’t you worry about anything, dear boy.” she whispered in his ear, his stomach compressed slightly as he felt the first tug on the laces.

An overwhelming ignominy began to descend on him and in an attempt to ensure he retained  some semblance of masculinity, he glanced furtively at the mirror but unfortunately caught Mrs. Esterhaus’s eye, her face seemed quite thrilled by his discomfort.

“Take a good look. By the time we are finished, you will barely recognise yourself. Once we put you in a dress, apply the appropriate make-up together with a pale pink lipstick you will be one of the prettiest girls in New York.”

He opened his mouth to respond just as Mrs. Goodwood returned with a number of dresses over her arm and as Mrs. Esterhaus drew the laces around the tops of his thighs tighter he felt panic and confusion rise inside him. Perhaps he mis-heard. In his confused state he could not remember what day it was, when the ship would reach New York and how long he could endure such mortification. There were so many questions.

He looked at his image in the mirror and saw both women standing immediately behind him staring in admiration at their handiwork, their hands caressing the womanly contours of his new figure, their faces unable to contain their obvious delight and satisfaction.

“How much longer will I have to remain dressed as a girl. When will we reach New York?”  he asked the women in a dejected voice, “Four...five days?”

The women exchanged knowing glances and smiled at one another but did not answer.

After several seconds both women turned to him, Mrs. Goodwood caressed his face as Mrs. Esterhaus adjusted the frilled hem of the corselette.

“We’ll see, my dear.” Mrs Goodwood eventually said. “You have so much potential.”

“But...Madam...I...can’t ...”he babbled, her  ambivalent attitude to his predicament triggered a mounting panic inside him.

“But you look so adorable, my dear.” Mrs Esterhaus gushed clearly delighted at his transformation thus far. “W...we...weeks... girl...but...I...”he continued to splutter incoherently  as Mrs. Goodwood lifted a pale pink satin slip over his head.

“Oh at the very least.” Mrs Goodwood said “After all we can’t have my reputation damaged now can we?

“B...but...” he tried to raise his voice but was completely ignored as the women inspected him further.

“We may need to tighten her corselette Cynthia.” Mrs Esterhaus said examining his waist “Nipped waists are so fashionable with young girls these days.”

Mrs Esterhaus looked at him with matronly warmth.

“Don’t you worry your pretty little head, after a few weeks dressed en femme you will become quite used to being a girl.  

“You may find it difficult at first.” Mrs. Goodwood said and took his hand adding in a tone that left him in no doubt that any objections or defiance would not be tolerated “But you will soon learn. Now let’s get you into that pretty dress.”

A terror now gripped him as he saw his future ahead of him, his mouth opened but the sound of the ship’s engine drowned out his long slow whine.


Friday, 26 September 2025

Patience Has Its Limits- New Image

 


The image below is yet another cautionary tale of a male naivety. 

It never ceases to amaze me that foolish young men like William allow themselves to be so very easily beguiled by attractive yet conniving girls. It appears shortly after being introduced to their mothers, aunts and assorted female figures. These once proud specimens of masculinity somehow,

begin to slowly but inevitably, lose their grip on their manliness.

And so begins their inexorable slide into femininity under the stern authority of the mature female.

Are they to be pitied or envied?

The caption is a bit too wordy so many thanks to Jennifer for somehow managing to include all the text into the image. You'll probably have to click on it to enlarge- the image that is.😇

Hopefully you will enjoy it.


I’ve started another story but as usual it will be a few weeks before I can post.


Take care

Carrie





Wednesday, 27 August 2025

Resignation and Acceptance Image - text by Jennifer

 


I suppose we all interpret images differently, my idea of what goes on in the images I post is reflected in my captions and I’ve no doubt every reader has their own version of the events depicted. So it’s always interesting to get a different perspective, Jennifer kindly supplied the text to the image below- Resignation and Acceptance. We all should be so lucky.

Hopefully you will enjoy it.

I’ve started a story but Summer has been a distraction so will try to post something in the next month or two.


Didn’t have time to do a new image for the main picture so many will have seen Slipping into Femininity before. Lately, I’ve  been looking at a lot of forced femme pics with males in curlers and it’s another layer of humiliation that I hadn’t considered before. 

I'll post another image in the next week or so.

Take care 

Carrie 






Thursday, 24 July 2025

A Work in Progress- Story will image

 Writing stuff like this while the world is spinning out of control on so many levels seems almost vacuous and self- indulgent but I think unless we have another world to retreat into, even if only for a few minutes, we would go completely mad – I know I would. 


The story below was based on one of my last images- First Impressions. The intention was that it would be about 700-1000 words, more a vignette than a story, I suppose. Turns out that was much harder to achieve than I thought, it didn’t develop the way I had originally envisioned and ended up at 5k words. There is a lot to be said for brevity so I’m not sure if this was a good outcome.


In the story St Jude’s is referred to, so for those not familiar with the name-  it is a Finishing School for Young Ladies(first mentioned in some chapter of another story, A Very Victorian Education) where difficult young males were sent when they displeased their mothers/aunts. Shocking!- yes I know. This story is set the 1940’s/50’s so obviously it is an institution that endures, much to the relief of said mothers/aunts and assorted female relatives. Truth be told, I’m fond of the place myself. 


Thanks to Jennifer for formatting the text on the new main image and also the previous one.


Thank you also to those who have continued to voice their support for the material I post through their comments and also for your patience. I’m very grateful.


This story is for you, hopefully you will enjoy it.


Take care


Carrie.



 

 

A Work in Progress

By

CarrieP

 

 

T

he black Daimler stopped outside the imposing residence in one of the most exclusive neighbourhoods in the city, the chauffeur in a peaked cap and grey uniform  with trousers tucked into gleaming knee high black boots opened the rear passenger door.

“Come along girl, your new home, or should I say workplace.”Janet, the female chauffeur issued the curt order and with no response from inside quickly snapped, “I hope you won’t make a scene, I would hate to have to drag you out.”

The threat worked and immediately a patent leather three inch heel encasing a black nylon leg emerged onto the pavement, a few seconds later a figure in a black dress with a white collar and cuffs emerged and stood next to the chauffeur, eyes darting around like a frightened rabbit before coming to rest on her.

“I see you are quite taken by my uniform.”  The chauffeur said, as she adjusted her cap.

The figure in the black dress didn’t respond.

“Jealous, I suppose.” She grinned. “I’m not surprised, Madam tells me it is five perhaps six months since you last wore trousers, so you have probably forgotten what it feels like.”

There was no response from her passenger, only a shameful expression and downcast eyes. Janet, warming to her theme continued,

“The sheer freedom. The release from the tyranny of dresses and skirts, not having to fasten nylon stockings to six or eight garters of a girdle every day, making sure seams were straight. Oh how I hated that. Although, from what I’ve heard you have become quite proficient in such feminine skills. Yes, quite the girly girl I believe. I believe St Jude’s is expert at such transformations.”

An impatient silence radiated from the newly alighted passenger as his eyes scanned the almost empty street for passers-by. As two well dressed women rounded the corner, it was quite obvious he did not want to linger on a public thoroughfare.

“It must be so degrading for you.” The chauffeur ignored the silent plea but feigned sympathy. “A male in a dress, standing next to a woman wearing pants, but not just any dress...a maid’s uniform. I wonder will you ever be allowed wear trousers again.”

He stifled a groan at the prospect and she immediately  knew she’d hit a nerve,she continued,

“Maybe if you please your new mistress, in time perhaps she may ask Miss Bracegirdle to relent.”

Of course he dare not admit it but ever since his confinement and being forcibly feminised in the role of a servant girl under the strict supervision of Miss Bracegirdle , the Headmistress at St Jude’s Finishing School for Young Ladies, his masculinity was being slowly eroded.  Over the course of the last several months, to his horror small but visible fleshy mounds had inexplicably begun to protrude from his once manly chest. He dreaded to think what effect another six months in that establishment would have on him.

Would he be completely be subsumed by the femininity that was being forced upon him? Would he eventually become indistinguishable from other housemaids? Stripped of his manliness and reduced to a mere servant girl, it was a frightening thought and one that installed a constant fear. Only away from St. Jude’s, its extensive gardens patrolled by large ferocious Dobermans, could he hope to formulate a plan to escape his ghastly fate and return to his previously male existence. And the only way to achieve this was to gain access to male clothing. The Headmistress had agreed to provide her friend, Ms. Martindale, with a temporary housemaid and perhaps this was the opportunity for the escape that he had hoped for.

As these thoughts ran through his mind he also knew the chauffeur was right. He had indeed coveted her uniform, reminding him of a life he once took for granted and so different from the humiliating one he was now forced to wear. Could this be the chance he had dreamed of? She seemed to read his thoughts and smiled,

“If you are nice to me, I mean really nice ...”she grinned in a way that made him even more uncomfortable than the long and very tight girdle he was wearing.

“I may allow you wear it once in a while. Make you feel manly again. You’d like that, wouldn’t you?”

His heart raced at the prospect. His face betrayed the hope she had ignited within his brain. There was no need for an answer.

“Yes I thought you might.” she crowed and after an instant examination of his figure added with a laugh,” But you’ll probably need to wear an even tighter girdle. I’m a size smaller than you.”

She returned to the car to retrieve a suitcase and in the few seconds she had left him he suddenly became aware of the mostly female passers-by casually glancing in his direction as they approached, he quickly became gripped with fear as he had never before been seen in public dressed as a female. In that peculiarly feminine way women view each other, their eyes focused on him just long enough to scrutinise everything from his shoes to his hair. One or two allowed their eyes to linger longer than he felt comfortable with and he felt a tremble in his knees at the thought of his secret being publicly uncovered.  To his relief it seemed their fleeting inspection appeared to view him as just another servant girl who did not warrant further examination, they continued their journey. This encounter confirmed Janet’s opinion that he had indeed absorbed more feminine traits than even he had realised and unless his appearance and characteristics were studied more closely it appeared he could pass as a female. His relief at not being publicly discovered as a male quickly turned to despair at the realisation that, despite his best efforts to retain his masculinity while incarcerated in St. Jude’s he had acquired a definite feminine aspect to his bearing.

As Janet returned to his side with his suitcase the front door opened revealing an imposing, full figured woman. He had enough experience of such figures to know that underneath her black satin dress there was a long, controlling and restrictive foundation garment and it seemed her stern face reflected this.

“Janet, escort him to the servant’s hall.” she instructed the chauffeur in a loud voice. “Madam is in the drawing room and will ring for him when she is ready.”

Two women standing close by obviously heard the resounding order and with a perplexed expression began to look at him with renewed interest, his eyes fell to the ground and he felt the knot in his stomach tighten as he overheard one of them say,

“Did she say ‘him’?

As the large woman retreated inside the house he was grateful that Janet appeared by his side and quickly guided him away from the ladies on the pavement and towards the steps leading down to the basement floor and the servant’s entrance. A quick glance over his shoulder confirmed the women were still looking in his direction and engaged in an animated conversation.  His relief to be off the street was palpable as he descended the steps.

“Miss Windsor, Madam’s housekeeper. She’s quite strict with new servants and doesn’t much care for the male sex.” Janet explained and taking a step back, she looked him up and down once more before adding with a condescending smile, “But then again, I suppose you’re not really a male any more, are you?”

Her comment stung and he visibly reddened. She stepped closer and placed her hand on his chest, he could feel her thumb and forefinger through the lace cups of his tight long-line brassiere.

“Sissy.” she said softly as she squeezed gently. “Isn’t that what feminised males are called.

Six months ago such remarks would have immediately triggered an angry outburst accompanied by a  physical threat but his incarceration in St. Jude’s had drastically modified  such behaviour and although anger was ever present he quickly learned that any outpouring of temper was quickly punished in the most painful and degrading manner. Now, the  overriding emotion by far was utter humiliation. Constantly under female control, stripped of male clothing, physically weakened, forced to wear constricting female foundations to accommodate an evolving nascent female figure and  with no means of escape he had no choice but to submit to feminine authority and don the degrading uniform of a housemaid. However, now finding himself away from St. Jude’s he suddenly felt the faint spark of optimism, hope even, that perhaps there would be an opportunity to abscond and leave this nightmare behind. Janet’s remark about her uniform fanned that spark of hope into a small yet perceptible flicker that took hold in his brain. He briefly imagined the feeling of pulling on a pair of trousers and reclaiming his masculinity, such was his desperation to do so he didn’t care if they were hers.

One word was all it took to wreck this familiar daydream.

Sissy! It was a word that he was all too familiar with, frequently used by the pupils at St. Jude’s when they wished to tease him and knowing that he was powerless to react in a typical male fashion they employed it on a daily basis.

He would never get used to the ghastly word and winced at every use of it, it was a constant reminder of his humiliating situation and he was only too aware that, dressed in the uniform of a servant girl, a denial would not only be ridiculous but confrontational. Bitter experience had taught him to avoid making enemies of the female sex regardless of their social rank. Although it went against every fibre of his masculinity he had come to learn the hard way that as escape was out of his reach, submissiveness and deference to all females made his life so much easier. Not for the first time he swallowed his manly pride and shamefully nodded confirmation of her assessment.

Janet seemed to recognise his distaste for the term and sniggered.

“Or maybe you would you prefer ‘girl.’?”

He blushed, a mixture of anger and shame welled up inside him. How could a man be expected to make such a horrible choice, as his fingers anxiously clasped the folds of his dress.

She pulled him closer, her hand lifted his dress.

He tried to push back but she was too strong, he gasped as her hands stroked his satin slip and moving to his buttocks she gripped them tightly, before jerking him into her. Unable to stop her, he squealed as her right hand slipped between his legs.

“Hush now, I won’t hurt you.” she whispered in a quiet but commanding tone as her fingers searched for evidence of his sex. Her gaze met his as he felt a gentle squeeze of her hand and despite his best efforts, his organ swelled slightly. “Ah...there it is, I see the Headmistress has you securely tucked away. Hold your dress up like a good girl so I can see.”

With tears of shame welling up, he held the skirt of his uniform and his black satin slip above his waist to allow for her inspection.

“Oh, what a beautiful girdle, a satin panel with a rose motif and obviously very tight, no nasty male bulge. Almost a perfectly feminine vulva, Madam and Miss Windsor will be pleased.” she said, admiring the smooth pubic region as her fingers continued to stroke his uncomfortably concealed genitalia. “And eight garters for your stockings, that must take you an age to get all those fastened and at the same time ensuring your seams are straight.”

She snapped one of the garters with a self-satisfied smirk, it was a demeaning gesture but something he had become used to at the hands of the pupils of St. Jude’s. It was yet another layer of humiliation he had to silently put up with. He blushed once more as he arranged his slip and then his dress over his knees, taking care as always to ensure the satin lace was not showing below the hem of the dress’s skirt.

“I don’t envy you.” she sighed condescendingly “All those garters, arranging your seams, mincing about on heels, not to mention those tight girdles, fully fashioned stockings  and girly satin and lace slips. But I suppose you sissies like that sort of thing.”

He felt a spasm of anger but immediately recognised the foolishness of reacting to her taunts, he needed friends not enemies.  She watched as he fussed with the hem of his dress, spending longer than necessary arranging the skirt of the dress and slip so she would not see the temper in his eyes.

“Oh Miss Windsor will just love you.” she laughed as he finally composed himself. “It usually takes her days to ensure a new maid understands the importance of being properly presented. If you want to ensure you get on her right side just make sure you remember that but somehow I don’t think that will pose many problems for you.”

Before he could answer the servants bell rang, a loud irritating jangle identical and practically identical to the one in St. Jude’s, the harsh metallic sound immediately and visibly unnerved him. His face became noticeably agitated his immediate reaction was to go to the mirror on the wall and check his appearance, fixing a stray strand of hair behind his ear.

“Time to meet your new mistress.” Janet said as she watched him become more flustered and not a little afraid.

“I can’t...I ...”he mumbled, his eyes frantically searching around the room “I’m not dressed properly.”

Appearing in front of Miss Bracegirdle or any female for that matter without an apron and cap was a serious misdemeanor. An irrational panic gripped him and his first thought was he would be returned to St. Jude’s immediately and with that any hope of escape.

Janet laughed, which made him more disconcerted.

“Madam wishes to speak to you before you begin your duties. I expect Miss Windsor will ensure you are appropriately attired before you begin your duties.” she said and discerning his obvious apprehension and quietly added, “If Madam finds you suitable of course. So be on your best sissy behaviour and make sure curtsy and I’d strongly suggest you do not display any ghastly male traits or else I’ll be taking you back to St. Jude’s.”

He swallowed hard as she cupped his left breast.

“And neither of us want that, now do we?” she smiled, feigning concern.

His mouth dry, he nodded his agreement.

“That’s a good sissy.” She said, patted his firmly girdled buttock and guided him out the door, he felt helpless and weak at her insulting description and groping hands, his eyes dropped to the floor.

“Enter.”

A  female voice responded to his weak knock, Janet opened the door and nudged him  inside, several sets of female eyes fell upon him, Ms. Martindale was the only one he recognised from her visit to St. Jude’s and was grateful her ghastly daughters were not present.

“The new housemaid, Madam.” Janet announced his presence and moved to side of the room.

“Don’t just stand there, boy.” Ms. Martindale  said in a loud, yet not unkind tone. “Come closer so we can inspect you.”

Although he had become inured over the previous months to wearing such degrading female clothing, exposure to women outside the confines of St. Jude’s always served to remind him of just how humiliating his life had become. Her use of the word ‘boy’ only emphasised his dreadful circumstances and ensured  he was aware that now everyone in the room was left in no doubt as to his true sex and served to further deepen his humiliation. He edged forward nervously and stopped a few metres from her and remembering Janet’s instruction, he curtsied. It had the desired effect as Ms. Martindale beamed and turned to the other women present who were unable to disguise their delight at the clearly startled figure in front of them.

“A male housemaid!” Mrs. Cynthia Penworth, squealed in amazement and clasped  her hands to her bosom. “How utterly delightful.”

“Yes.” Her friend, Mrs. Gertrude Malvern agreed and addressed her hostess.  “I didn’t believe you Margaret but you were right, he is reasonably presentable as a female.”       

“As you see ladies, he is quite well trained.” Ms. Martindale beamed. Still lacking some feminine qualities, I grant you but tolerable enough ...for the time being.”

 The stern older woman that he recognised from earlier as Miss Windsor was less enthused by his presence.

“With respect Madam, that remains to be seen. You will recall the last...she paused as her eyes examined him closely before adding with barely disguised contempt “girl sent to us was, at the very least, most unsuitable.”

Ms. Martindale laughed and addressed her companions,

“Of course Miss Windsor is correct. “The last housemaid wasn’t exactly the most feminine of girls but this one is a definite improvement and quite pretty for a male.”

Her friends clucked their agreement and his cheeks blushed at their remarks, confused at whether these were insults or compliments. She continued her explanation

“The other poor thing looked most awkward in a dress and seemed unwilling or unable to act as a proper housemaid should, and I suppose still found it difficult to fully embrace the femininity required of as a servant girl in a household of high social rank. I suspect a longer spell in an institution similar to St. Jude’s would have corrected that. As we know ladies, women of our social position require properly trained domestics but at the same time ones that  look reasonably pretty in a uniform. Pleasing on the eye, if you will.”

Her friends murmured their agreement.

Once again, the mention of a return to St. Jude’s filled him with alarm and he dreaded to think what had become of the previous maid.

The anxiety in his eyes did not go unnoticed by Ms. Martindale and she seemed to read his thoughts, she informed her friends,

“I sent the unfortunate creature to my sister to work as a scullery maid and as you know my sister’s cook can be a bit of a tyrant and I believe rarely allows the wretched thing out of her sight...day or night... if you understand my meaning.”

She looked at the now clearly alarmed figure in front of her and smiled at him.

“Beauty is in the eye of the beholder, I suppose.”

A shiver went down his spine at her account of his predecessor’s fate.

 “There seems to be a dearth of scullery maids of late.” Mrs. Penworth said clearly indifferent to the wretched future this individual was condemned to, “Indeed, my mother’s cook is also looking for such a servant.”

Somehow he found the strength to suppressthe strong urge to gasp as he saw her glance at him over Ms. Martindale’s shoulder.

Forced into domestic service as a housemaid was a ghastly and unbearably humiliating experience in itself but even he knew a scullery maid was by far a worse fate. Seldom allowed out of the kitchen except to scrub the front steps, under the constant supervision of the cook it was the lowest domestic position in any household, housemaids and other servants looked down on them with disdain and pity. The one in St. Jude’s was a timid, downtrodden individual who rarely left the kitchen and wore a most unflattering pale green uniform. He still wasn’t sure if it was male or female. A shiver went down his spine at the thought. He considered as fates went and as degrading as it was for him as a male, a housemaid was not the worst one.

“But this young thing is far too pretty to be confined to the kitchen as a scullery maid.” Mrs Malvern gushed as she smiled at him, somewhat alleviating his growing concern.

If he had learned anything from St. Jude’s it was if a lady offers a compliment, no matter how distasteful or demeaning to the male ego, it has to be acknowledged in the appropriate feminine manner. Wishing to ingratiate himself as best he could he jutted out his small but noticeable bosom and before curtsying he lowered his eyes he made sure to smile demurely in her direction as his remaining male pride would allow.

“How charmingly feminine.” Mrs. Penworth said, clearly impressed and although thoroughly shamed by his actions he felt a degree of relief.

“Yes.” Mrs Malvern agreed enthusiastically, “Quite girlish, apart from one or two slight characteristics it is hard to detect any sense of overt masculinity.”

“I’m so glad you agree.” Ms. Martindale said “He is quite an improvement on his predecessor or as Miss Bracegirdle says, not  quite the finished article but a work in progress.”

 Naturally it was not what any red blooded male wanted to hear but he was in no position to contradict her.

“Harumph ” the housekeeper suddenly snorted derisively , obviously irked by the presence of the young man.”He couldn’t be much worse.”

“Miss Windsor is quite the traditionalist and does not approve of engaging feminised males as in the role of female domestic servants.”Ms. Martindale acknowledged her housekeeper’s evident but silent objection. “I was of a similar opinion but my dear friend Miss Bracegirdle has now convinced me that employing males in such roles is of great assistance in correcting their appalling behaviour and also has particular benefit for the male’s female relatives, not to mention the boon to society as a whole. As the civilised sex, we have a moral obligation to ensure males are rescued from their own depravity.”

Her companions nodded their agreement.

She fixed the young man with her steely grey eyes and continued

“I’m sure you agree your time spent as my housemaid will help rid you of those horrible male tendencies, dear boy.”

By now he was acutely aware that a dissenting opinion  or even the mere flicker of negativity would almost certainly ensure his immediate return to St. Jude’s or worse, dispatched to labour  as a scullery maid somewhere. At least remaining at Ms. Martindale’s house he had a chance, however slim, of escape. The stark reality was he had no choice and his response was immediate and without hesitation.

“Yes Madam.” he replied and now conscious of Miss Windsor’s view it was crucial he demonstrate he was far more suitable candidate than the former incumbent or indeed another female. He lowered his eyes and curtsied once more.

His response looked quite natural and was well received by the women and even Miss Windsor’s expression, although still stern and unconvinced, seemed less ferocious than previously.

“Excellent.”Ms Martindale crowed “I’m so glad you understand. As I’ve said Miss Bracegirdle has assured me most of your clumsy and awkward male traits have been subsumed into a more feminine persona.”

She paused for a few seconds before continuing,

“And it would be most unfortunate if her assurances were not fulfilled fully. It would be a great disappointment for all concerned.”

The threat was not lost on him, he felt his stomach tighten and knew it was not his girdle.

“Yes Madam.” he mumbled and curtsied for good measure.

Miss Windsor handed him a frilled white apron, one of the many hated symbols of his subservience to female authority but he had become so used to wearing one he barely gave it a second thought. The women watched as he placed it around his waist and expertly tied a large ornate bow at his back, quickly glancing in the mirror above the fireplace to check its symmetry.

“Your cap.” Miss Windsor said brusquely.





It was the ultimate symbol of female servility and one he hated above all else but such was his determination to avoid a return to St. Jude’s he accepted it without even a hint of a grimace and without even looking in the mirror confidently fixed it place on his head. Miss Windsor made a minor adjustment before securing it in place with two hair clips.

“Most males would struggle with such a simple task.” Mrs. Malvern said “I wish my own maid was as dexterous and diligent.”

“Mmm... reasonably acceptable I suppose.” Miss Windsor reluctantly conceded, the sternness of her face  continuing to soften.  “At least he knows how to tie his apron properly unlike that last excuse for a girl. I suppose with supervision he could become a tolerable servant girl.”

“I think Miss Windsor’s concerns may be overstated.” Mrs. Penworth tried to assuage the housekeeper’s fears as she eyed the clearly nervous girlish figure “Now that he is capped and aproned he looks almost like any girl I have had in my service. Perhaps a little gauche than an experienced female servant but I expect, somewhere inside the poor boy’s head, he is still trying desperately to cling to a modicum of masculinity. However, I expect that will recede with time. It pains me to say he is certainly more feminine than my youngest daughter. She refuses to wear a girdle and has to be forced into a dress when I receive visitors. I have no doubt he could teach her a thing or two. If you are satisfied with him perhaps we could arrange for me to send my daughter to stay for a few days.”

Ms. Martindale, knowing her daughter murmured her agreement and moved closer to Miss Windsor.

 “Dear Miss Windsor is very protective of me but I’m sure she will have no issue.” Miss Martindale informed her friends, smiling benevolently as she held the housekeeper’s hands in hers “But as we can see the boy is quite docile and effeminate and Miss Bracegirdle has assured me he is well trained in all matters pertaining to domestic service and will make a most competent maidservant. “

She turned back to the anxious creature standing in front of her and in a tone laden with authority said,

“Isn’t that so girl?”

Effeminate, docile, these words cut like a knife and he grasped his apron to stop his hands from shaking and now she was acknowledging him as a girl and although not unexpected the words confirmed how he was regarded by all present. Anger and confusion coursed through his body, however, he had plenty of experience being humiliated by the pupils of St. Jude’s and knew a reaction would only jeopardise his chances of escape. He immediately quelled his emotions and ensured his expression did not betray these feelings..

“Yes Madam.” he quietly replied.

“That’s a good girl.” Ms. Martindale cooed, obviously pleased with his display of subservience. “I think you will do nicely.”

Ms. Martindale’s friends looked at him and then at each other with unconcealed glee.

“And you don’t mind being called a girl?” Mrs. Penworth asked, her tone more than slightly disingenuous.

 “No Madam.” he lied and considering his attire, he quickly concluded that to say anything to the contrary would only invite more ridicule. He felt another layer of his masculinity seep away, yet with manful determination he suppressed the tears welling up behind his eyes.

“Of course he doesn’t.” Mrs. Malvern laughed “It’s far better than the alternative.”

“Alternative?” Mrs. Penworth enquired of her friend.

“Sissy.” Ms. Martindale interceded helpfully “I understand it is the common term for effeminate young males. Perhaps he should be referred to as such.”

“Ah...yes... of course.”Mrs. Penworth sighed, “Sissy, it is quite apt.

It was becoming too much for the young man, his steadfastness finally began to dissolve and he began to sob.

==================

“N...no...please... Madam...not that...please....”he pleaded and saw the women exchange glances.

“Janet.” Ms. Windsor addressed the chauffeur who stood silently by the door, “Give her a handkerchief and take her to her room, she looks quite pale and may wish to lie down for a while. Miss Windsor will summon her later to discuss her duties .”

Janet moved to his side and discreetly whispered in his ear.

“Yes Madam, thank you Madam. ” he sobbed and with his knees weakening  managed a clumsy curtsy before Janet led him from the room.

As the door closed behind them Janet allowed her hand slide over his girdled buttocks, squeezing them as she guided him down the hallway towards the servant’s quarters, her hand drifted down to his tight well girdled buttocks and she began rubbing and squeezing them gently.

“It’s been a while since I’ve had a...what were the words Madam used, I just can’t quite recall?”

Still sobbing lightly, he remained silent as he tried to recover what little dignity he still thought he had.

She slapped him hard on his behind.

“I have a hairbrush waiting. What were Madam’s words?”she snapped as her hand hit his cheeks again.

“Docile.” he whispered.

“And?”

He hesitated, his sobbing increasing and he felt her hand once more.

“Eff...effeminate...she called me effeminate.” he wept uncontrollably the tears flowing freely down his face. .

She opened the door to a bedroom and led him inside and sat him down on the soft pink satin quilted bed.

“Now my docile, effeminate sissy, I told you I would look after you if you were nice to me.” she whispered softly as her hand caressed his nylon clad thigh. “You are going to be nice to me, aren’t you?”

She gently pushed him face down on the satin quilt and opened a drawer of the bedside table.

“You... you... said ....you may  let me wear your trousers...please....” his voice still sobbing.

He heard a click of a switch and a low buzzing sound filled the air.

“If you’re a good girl for Janet, a really good girl...then maybe.” She murmured quietly, gently pushing his face into the soft satin fabric and then lifted his dress above his waist and began unzipping his girdle. “But I’m sure you will be. Now just relax.”