A Sudden Turn Of Events
It sounded so simple. All I had to do was spend a degree of time with
him as his companion - his 'female' companion at least that was the
plan.
A facade maybe, but one that would project a convincing enough image of
being his attractively dressed, feminine partner and a woman on his arm.
He wanted the vision of an ideal housewife, a homemaker and as an added
bonus, if at all possible, someone who could maybe even fill in as his
secretary!
This role wasn't to be full time, but regular enough for his neighbours
to notice the comings and goings of a lady or a 'female' companion. My
purpose would be to paint an illusion to stop what he perceived to be
were the wagging tongues and gossip in his home village and that
illusion had to be credible.
In truth there weren't any wagging tongues and his neighbours were
almost indifferent to the slightly quiet loner who lived on the edge of
their village. But Tom still couldn't come to terms with his sexuality
and the fact that he didn't have in theory what every other man should
have and that was the attractive, dutiful housewife at home.
His family background, his upbringing and even his schooling had simply
made his own sexuality something to be ashamed of and subsequently he
had suppressed it and lived a lie.
Even with the passing of his parents and that the fact the modern world
didn't care, he still worried deeply about what other people thought of
him. Tom was a good looking reasonably successful man, he should have a
wife or at least a girlfriend and in his own mind, despite barely having
anything to do with his neighbours; he still wanted them to see him as
what he thought was 'normal'!
Finding a real woman to play the part was almost impossible and of
course in doing so, he would have to tell them that he was gay. It was
after watching a programme on television one night about lady boys and
transvestites that a germ of an idea began to grow in his head. Could a
transvestite play that role?
He'd thought this through thoroughly and realised that many
transvestites were not only straight, but like him, they were equally
keeping a great secret. What if he could find an attractive, convincing
cross dresser who could be given a safe haven to dress up until their
hearts content whilst at the same time passing themselves off as his
'wife' or girlfriend?
It was a long shot.
He had no desire to be attracted to or have an attraction to the
transvestite; the chosen transvestite of course would be there to simply
play a role.
But by having 'her' on the scene, it would free him up to finding a man
to begin a relationship with. He recognised that this would still have
to be hidden of course, but with the visual appearance of a 'woman'
regularly coming and going, it would tick all of the boxes for
conformity and respectability.
Perhaps a tangle of thoughts, but in his mind it made sense and all of
the 'secrets' could remain safe!
The idea seemed perfect, what could possibly go wrong?
It turned out that I was that transvestite!
I had advertised myself on an online dating website specialising for
those with particular tastes and for those with dominant and / or
submissive tendencies. I was submissive. By chance Tom had equally
signed up to the same site and being a dominant himself, he'd found my
profile and I certainly got his interest.
I wasn't sure how convincing I was, though I knew that I didn't look bad
and my profile was well put together with a selection of nice photos and
a well written bio. But clearly I ticked the boxes that Tom was looking
for in that he found me convincing enough, I was straight or at least I
believed so and that I kept my dressing a secret.
Like him I'd hidden my true self, but equally knew that I couldn't fight
my desire to be en femme. I had also quietly dreamt of finding a
situation to become the real me.
Tom didn't want to be judged or laughed at and theoretically someone
like me wouldn't do that due to my own shame and embarrassment of what I
was. Potentially this could be the perfect arrangement?
But like many 'straight' submissive transvestites I was hoping to find a
female dominant who might be interested in me. The thought of dressing
up before a man had never really entered my mind, but I quickly found
out that there weren't that many genuine lady's out there and reality
soon hit home!
In truth I had met one or two women and even received a several offers,
but most were either from professional Mistresses who charged an
extortionate fee, or from one or two who in truth seemed dangerously
psychopathic!
So when I eventually received a message from a gentleman called Tom on
this particular site, although initially dismissive, there was something
about his approach that made me wonder.
Unbeknown to me Tom had actually viewed my profile for several days. My
profile contained several photographs that he clearly liked and on
reading my bio and my lists of likes and dislikes, Tom became more and
more interested.
Although it was worded that I was looking for a female, within the text
I hadn't actually specified that I wasn't looking for a male dominant so
for Tom it was worth a go!
To be fair, I had received mail from men before and although I would
have always been too scared to have even considered that option, I did
find some of their requests slightly exciting and almost as a pleasant
distraction.
I picked up on the fact that Tom's initial message was extremely well
written. It was unlike the more obvious pushy and graphic messages that
most sent. It was incredibly polite, considerate and very thoughtful and
it gave enough to make me re-read it several times over without deleting
it!
Two days later I plucked up enough courage to reply. I kept it short and
sweet and certainly non-committal as one thing I never wanted to do was
to lead anyone on.
Sure enough his reply came back quickly. It was far more detailed and
very long. Explaining in great detail as to what he was looking for, why
and indeed what my role would be, if I were to consider it.
Although it piqued my interest, I was still wise enough to realise that
Tom, very probably wasn't he real name and that he was probably just
another timewaster. But what harm was there in that and we could both
have a bit of online harmless fun, so I indulged his fantasy and in turn
indulged a degree of my own!
Messages went back and forth which slowly became longer and longer and
amazingly something clearly was happening between the two of us. We were
both becoming fascinated with the thought that he could actually have me
play the part of his wife and I that could actually pull this off!
Perhaps we were both scared to actually admit it, but this crazy idea of
his actually began to sound like a possibility, not that we were ever
really going to do it of course!
The thought of me dressing as a woman in the presence of a man worried
me and in particular a gay man, but Tom knew that I wasn't interested in
men. He also knew that I wasn't a real woman and of course he had
reassured me that although he was looking for a man, he was looking for
man (albeit a submissive one) but nevertheless, one in trousers.
All of the above should have made me end this connection, but as our
messaging back and forth continued, I was slowly becoming more and more
interested in this crazy idea, though I had no idea on how Tom was now
considering this option!
In truth Tom's original plan was changing and quite dramatically.
What if looking for a man who looked like a man would still be too
tricky? But falling for a man masquerading convincingly as a woman could
make his life even easier. After all, from his point of view all he
wanted to do was project an image. Maybe falling in love with an
attractive transvestite could actually be the way forward?
It wasn't as if Tom had ever been un-attracted to the face and image of
a female, in fact he loved a certain dress style and image which nicely
married up with what also liked. But with someone like me, he would
still have his man underneath!
Could he have both?
As his mind worked, he could see the potential. He the dominant and the
man, he would be the one wearing the trousers and the one in charge.
Then of course there was me, that is if he could convince me?
Underneath I would still be a man technically, but outwardly and for all
intense and purposes I would be the woman, a submissive, dutiful and
feminine woman!
He knew that I wore a chastity cage and that would have to continue, he
had no desire in those particular 'bits', but they could be hidden away
under pretty lingerie day and night. He did have a desire for using me
in 'other' ways of course and of course he would still be technically
making love to a man, but would I agree to that?
Such a plan would also eradicate the need to still sneak a man in
through his front door. Anyone watching would simply see what they saw,
or what they believed they saw - a female!
Who would question it? As long as I could pass, or pass to a good enough
and from my photographs he was convinced I could, then Tom could then be
gay in plain sight, with no need for a third person!
None of this had been put to me of course, which was probably just as
well. Despite my own confusion and indeed challenges to come, I wouldn't
have been ready for such a suggestion at that stage and I still believed
quite nicely that my role would be there to fulfil his original plan. To
simply play a part!
We weren't psychologists and maybe things would simply fall into place
quite naturally. Of course events might force that issue, but either way
both of us were looking down a rabbit hole and maybe we were both at
different points to ask what was waiting at the bottom!
But there was no denying the fact that we were strongly connecting
together on what our vision was of what the man and the woman should be.
Although I had specified in considerable detail about how I liked to
dress and behave when en femme, everything seemed to tally up with his
likes and desires as to what he was looking for.
Everything from the style of clothing, to the level of makeup, to even
knowing ones 'station in life as the woman', it fit perfectly with the
type of woman he was now seemingly looking for. Every response that he
sent back was perfectly crafted to reassure and tell me that he was
certainly a thoughtful and an intelligent man.
In fact, he came across as a perfect gentleman!
Again, I pushed certain thoughts to the back of my mind as I somehow
didn't want to be challenged too much, or more worryingly end this
liaison. I was enjoying our contact, just as much as he was!
That scared me, but I still didn?t run.
Two months went by and there was never any pressure placed upon me as
each email got longer and longer, but at all times he came across as
intelligent, polite, yet humorous and very understanding.
He let on that he had always been quietly fascinated by cross dressers,
but only those who could appear convincing and those who could pass in
real life situations. Drag queens and anything over the top or garish
just didn?t float his boat.
He also knew that I liked to appear convincing or as convincing as
possible and he often asked (hypothetically) that if given the chance
what type of woman I would like to project?
We both liked the ?classic? image. We both favoured an elegant smart
court shoe, with a slim heel, not too high, but most definitely not too
low. We both disliked flats or pumps, or anything chunky and that a slim
elegant ankle should always be covered in taut sheer nylon! As for
skirts and dresses, again we both liked the image of sensible length
skirts, particularly well cut pencil skirts and dresses, all to be fully
lined and of a quality brand.
Lingerie should never be cheap or tacky. It had to be very feminine of
course and indeed sexy, but nothing cheap or rough, only sheer silk,
satin and nylon, with some delicate lace. Colours should generally be
black, though white, ivory and cream would be acceptable, other colours
could be acceptable, but never anything gaudy or garish.
Tasteful and elegant were the words that kept cropping up.
We both also agreed that a lady?s legs should be permanently hairless
and always be nicely moisturised. Trousers were clearly a no go
regardless of the occasion or the weather. A woman should look like a
woman and that meant a skirt or a dress.
Likewise, no bare legs! That was simply not acceptable; instead a
woman?s legs must at all times be adorned in sheer diaphanous, well
maintained fine stockings. Tights should only be a last option where
stockings might be impractical, but again these should be fine, sheer
and of a quality brand.
The choice of colours should ideally be black, barely black for most
occasions. However, possibly grey or navy colours, or maybe ivory or
cream colours for certain occasions, such as Weddings etc... But most
definitely no flesh tones or beige colours! Again stockings must be
regularly checked, always wrinkle and snag free and any seams should be
as straight as an arrow!
All of this set my heart pulsing particularly as he moved onto corsetry!
I had clearly mentioned my liking for tightly laced corsets and indeed
silky full slips on my profile and it had come up in our many exchanges.
Tom had never really considered such foundation wear, or indeed women?s
clothing in general, but the more we exchanged ideas, the more he was
falling for the image of me wearing all of this for him. His evenings
were soon spent researching women?s fashions online and he made it clear
that he?d like to see his woman in corsets and slips and stockings on a
daily basis and under all attire!
All of this was music to my ears, but this was just talk wasn?t it? I
still didn?t realistically consider that we would actually meet up, so I
pushed that and other bigger and scarier thoughts away.
With our enthusiastic messaging, I had almost forgotten just why we were
chatting in the first place! It still hadn?t really dawned on me that
even if we did meet, that I had been talking myself into an incredible
dress code that he would expect me to wear!
But it wasn?t even just the clothing. We had gone back and forth in
depth about how we both felt a woman and indeed a man should behave. We
went into detail about traditional roles within the home or in the
workplace and expectations.
He liked the idea of women being the housewife or the homemaker, or if
at work she should be the secretary or the assistant, but never the
boss. It was very much the 1950?s mentality, an image that in truth
quietly appealed to the both of us.
The female should be dutiful and always feminine and what those ideals
and visions should entail. He explained that he was the type to hold a
door open for a lady, assist her into and out of a car, to pay for the
meal or the drinks and for her to take his arm. In return the lady of
course was expected to always be perfectly turned out. She should be in
skirts, dresses and heels only, always in nylons and with make-up,
subtly, but always perfectly applied.
He liked a woman to be there to please a man visually, almost to be eye
candy on a man?s arm as it were. Likewise, in conversation the lady
could have opinions, but to know when to step back and accept her
position when a man was talking. To never muddle her pretty head with
the bigger subjects like politics or world issues. Her natural default
should be to think about what to wear the next day and which accessories
would go with that.
The man of course should be the breadwinner, the holder of the purse
strings. Housekeeping money could be given and likewise he should
provide the funds to keep his lady in the best of fashions. But he would
be the overall lead in any final decisions within a relationship.
It was almost a bygone age that he was slowly falling in love and it was
an image that I was also being seduced by. It had got to the point where
I could barely wait for our next exchange and I found myself typing back
either consciously or unconsciously as ?that perfect female? that he was
describing.
Every now and then he would type something along the lines of "well if
you were my secretary" or "if you were my wife" and "a girl like you"
and inside I loved it!
Likewise he?d taken to messaging me and attaching photos of female
fashions that he liked; he would say, "I bet you?d look great in this!"
Those particular moments were always exciting for me when he would show
images of women dressed in various outfits that he liked and more
daringly, he?d found plenty of pictures of women in lingerie. It might
have started his interest, but he?d clearly got the corset bug and many
the pictures were of women tightly laced into glorious corsets with
nipped in waist lines and sheer seamed hosiery, all of which took my
breath away!
None of his suggestions ever seemed sordid or dirty, though quietly and
just maybe a bit of me wanted that and maybe so did he!
He did daringly suggest that he liked the idea of seeing me dressed in a
maid?s uniform and then even more daringly with me in the classic sexy
French Maids style, with all of its trimmings! It was done so in a light
hearted manner, but it was mentioned more than once he clearly left that
as an option!
After regaining my composure, I remember typing back a cheeky "Oui
Monsieur" and sent him a verbal curtsey!
He had already seen a picture on my profile page of me wearing such a
uniform and I knew that such attire sent my own pulses racing, but
surely this whole role that was expected of me was to show
respectability in the eyes of his neighbours?
Heaven forbid a glimpse of a French Maid at a window would certainly set
tongues wagging like never before!
All of this was subtle most of the time, but there was a clear
undercurrent of excitement and anticipation of what might be suggested
next!
But again I kept telling myself, this was just harmless fun and some
cheeky word play. That was all, wasn?t it?
We then progressed onto telephoning each other. This of course made a
more natural flow to our conversations and somehow made everything just
that little more real. You could also get a better feel for someone when
you heard their voice and he did sound nice.
We found that we chatted easily and I quickly learnt my place in the
conversation pecking order. I purposely allowed him to take the lead and
dictate the subject, which he clearly liked. I also carefully lowered my
voice and just hoped that I sounded feminine enough. My voice was one
area that I would have worried about if trying to pass, Tom fortunately
didn?t appear concerned.
Over the phone it wasn?t long before the subject of sex came up. After
all there was no hiding the fact that our original profiles on the
contact site had given enough away to know that there was a charged
sense of control and submission underpinning both of us, so he gently
quizzed me about why I dressed and what that did for me and more
importantly what I got out of it.
He was careful in his wording as he still hadn?t let on that he was
becoming attracted to. He did however stress that he would expect me to
remain in chastity, which was something that I was happy with and of
course he only wanted me there every now and then, so two or three days
a week I would easily cope with that.
After all, this wasn?t a full time position.
He realised that I was still working alone the lines of him potentially
having a boyfriend arrive, but he made no mention of meeting anyone or
when that might potentially happen. Of course the reality of him now
seeking that someone was getting further and further away!
But he gently quizzed me on how I would feel if on the odd occasion when
neighbours saw us together, would I be prepared purely for show of
course, to allow certain levels of affection that a normal couple might
display?
Such as the holding of hands, maybe an arm placed around my waist, or
even a quick ?peck? on the cheek! "Just as a gentleman would" he would
repeat over and over.
He asked if that would be acceptable for the both of us to show a degree
of affection, at least publically. It would enable the facade to appear
real and although that worried me a little, it did after all make sense
and besides, it would only be acting wouldn?t it?
There would be no pressure or rush, but hopefully just a mutual growing
fondness, after all he equally hoped that the two of us could become
good friends, regardless of the supposed deception.
Though he did also say that he quietly loved the image of those old
black and white movies, the ones where the man would take the woman in
his strong arms. Pulling her into him tightly and kissing her! He loved
the idea of the woman ?swooning? whilst doing the classic elegantly one
heeled and hosed leg bent up and backwards from the knee!
I knew exactly the image he meant and it momentarily took my breath
away, it was a very submissive vision of the woman allowing the man to
use his masculinity to dominate and take charge. But he quickly moved
the subject on. He was of course fully aware that I didn?t object to
that image in any shape or form!
This of course opened up the subject of him taking me outside. To be
fair it would appear odd if Tom?s mystery lady only ever stayed in the
house. He didn?t go into too much detail, but hinted at going out for
drives, the odd accompanied shopping trip, maybe to the cinema, the
theatre, possibly a restaurant, or even taking me to church!
I loved the idea, but the reality would petrify me and I told him so.
But again, he reassured me that he would look after me and that at all
times I would be safe and never put into danger or placed in any
situation where I or would get into trouble.
The fact that he equally had no desire to get into trouble did reassure
me. This whole exercise was if anything designed to allow him to melt
into the background and not attract attention, at least the wrong
attention!
Whatever my position was at the start of this insane liaison, I was
being utterly drawn in and falling very heavily for that image myself. I
had no idea if I could cope with that, but somehow common sense and
normal rational thinking seemed to fly out of the window.
Of course trust was a huge thing and how on earth could I trust him?
But he had sent me plenty of photographs of himself and even some
recorded hand held footage, so I knew he was real and that did help. He
was good looking. He was nine years older than me; he was trim in shape,
clean shaven and a non smoker. His overall appearance was stylish.
He was classically dressed, often in smart chinos, open necked shirts
and in smart shoes. Not stuffy or old fashioned, but slightly middle
class, he was university educated and ran his own business as an
accountant.
Judging by some of the pictures he included of his home, he appeared
financially comfortable and his furniture and home style was very much
along the lines John Lewis, if you know what I mean. He really did seem
a nice man!
All I had to do was to dress and appear as his perfectly attractive
wife, girlfriend and partner, whilst he looked for a man ? what could go
wrong?
So it was inevitable that a meeting for coffee was finally put to me,
after all talking about it could only go so far and none of this had
been rushed.
We?d already established that we were about an hour?s drive from each
other and that he was more than happy to drive more my way if I
preferred?
But there was one big requirement he needed from me and of course I knew
from our endless telephone chats what was coming. He wanted to meet the
femme me and only the femme me!
There was to be no half measures. I would have to be fully dressed,
inside and out, fully made up and in full female mode if this were to
happen!
My femme name was Chrissie and it was Chrissie that he wanted to meet.
After all, it was to be Chrissie who was going to have to convince his
neighbours!
Ever the gentleman, he quickly told me that a daytime public setting
would be the best option for my own safety, but of course he recognised
that it would mean me having the confidence to do so.
Again, without any pressure we battered back and forth various
suggestions until he finally suggested on a half way beauty spot. There
was car park, a small cafe and several benches that overlooked some
lovely views.
I listened carefully as he suggested that we would both park next to
each other at the far end of the car park near one of the numerous
benches and hopefully sit outside. Mid week should be fairly quiet, but
there could be dog walkers and the like, but he would be there to ensure
my safety.
He would then walk to the cafe and collect two coffees and bring them
back. He would give me the option of him joining me in my car, but if
the weather was nice, ideally he would prefer us to sit together on a
bench in front of our cars, particularly if the weather was nice.
He reiterated that he wanted to be able to actually see me dressed as
Chrissie, in full length and preferably with me not just sitting down in
my car!
He wanted to be able to see what I was wearing, he told me that not only
did he want to see my heels and my legs (within reason), but that also
wanted to see my face and my smile in clear broad daylight, along with
my height and my physique and to be fair he had a point.
He stressed that I would be safe and that he would ensure that no harm
came to me. My car could also act as a safety net if need be, but that
at some point I had to be brave.
In truth I couldn?t argue that and it seemed like the best compromise
for me as an initial meet up. He appeared to consider every aspect of
not only my safety, but also my nerves!
He didn?t insist, but he did say that he would prefer if I could not
only make the journey fully dressed and made up as Chrissie, but that
ideally he liked the idea of me actually leaving my house that way and
not changing half way or just around the corner from our meeting point.
It wasn?t a deal breaker and I did tell him that neighbours could
potentially see and that could be a problem. So I came up with my own
compromise of another discrete parking area a couple of miles from my
own house.
I would leave my house with all of my underwear on underneath some light
male attire and then I would change fully before continuing the bulk of
my journey onto him. I would arrive fully transformed as Chrissie which
seemed to satisfy him; though making such a journey dressed as I would
be would still leave me on edge.
His reasons were that he wanted me not only dressed en femme, but in the
right mindset and he confessed that the thought of me changing back and
forth was something that he struggled with.
"I guess I only want to think of you as a lady..." he said, "...I truly
don?t even want to think of the other you!"
I remember saying back a "thank you" and saying that I understood what
he meant and that ideally I would prefer to comply with his wishes, but
that I did have to think of my own home life situation and although I
barely knew my neighbours, I didn?t want to risk ridicule or potential
abuse.
I remember apologising to him and stressing that on the day, he would
see me fully feminised and that I would do my very to look especially
pretty for him! I could barely believe my own ears at what I was saying!
"Good girl," was his simple reply.
It was as if I were caught in a game, a game that I didn?t know how to
get out of, or even if I did want to get out of it!
The meeting was planned for two days time, which was just as well as my
whole focus seemed to be fixed on this event. My nervous excitement
kicked in within an instant and I knew that sleep and even eating would
be a challenge for those two long days ahead!
To try to say here just how that day went in minute detail would be too
exhaustive, except to say that we did indeed meet and I did complete
almost my entire journey fully made up head to toe as Chrissie.
It was a sunny day and I did sit on that bench with Tom and although I
was petrified, he honoured every word and looked after me perfectly. He
really was quite lovely.
I wore a beautifully cut skirt, sheer black stockings, not seams as they
would have been inappropriate. Smart heels, a gorgeous blouse, an
elegant coat and along with all of the trimmings. I gave the appearance
of the smartly dressed secretary out to lunch meeting her beau.
I felt utterly feminine and very demure and I?ll confess to feeling
unbelievably turned on!
I looked the way he wanted and I felt amazing!
Knowing that I couldn?t stop for a toilet on my journey home, I barely
drank my coffee, but we sat for nearly two hours chatting like any
normal couple. Only I was the woman and he was the man!
That night we chatted on the phone and over the evening and days to
come. He didn?t pressure me and he took his time, but the next invite
was to his house. Somehow I still held back my own address and although
it meant changing on route again, this time I entered his house as
Chrissie.
Despite my nerves, I had an amazing evening whilst fully dressed to the
nines! Slowly I began to relax and enjoy myself. The meal was lovely and
Tom?s the perfect host throughout. Conversation relaxed and I felt no
pressure whatsoever. Slowly I began to trust him, though he did sneak a
quick goodbye peck on my cheek as I departed!
From then onwards, two dozen more meet ups at his house and not just for
the evening. He asked me to join during the morning and stay all day,
asking me to bring more than one outfit and allowing me to change in
what was a lovely spare double room with en suite.
This of course progressed into staying over. Nothing was pushed and he
reassured me all the way. That spare room would be mine, there was even
a key so that I could lock my bedroom door from the inside if I
preferred.
One weekend soon became two and then almost an expectation. As for touch
and intimacy, he did manage to get several more kisses, even progressing
to a light hug, a hand lightly around my waist and to eventually sharing
the sofa with a hand resting on my skirted thigh!
One of his favourite ways of touching me was when we were on the sofa
watching television. Now his general rule was for me to keep my heels on
at all times, but slowly he encouraged me to slip them off and place my
stocking covered legs up on his knees to offer me a soothing foot rub!
This was usually after a meal and some wine and often even with a
further glass of wine being consumed, which of course nicely relaxed the
mood and my inhibitions. But of course it didn?t take long before his
hands would slide up beyond my ankles and over my nylon clad lower legs.
I noticed that he always held my legs gently, but quite firmly with one
hand, almost to stop me from pulling away. Meanwhile the other hand
would do the massaging. It was done almost casually and seemingly
innocently and despite the pleasant sensation, as he pulled my legs into
him I was sure that I could feel his erection through his trousers!
Nothing was said and to be fair he remained courteous at all times.
Likewise there were occasions when we would be sitting closely next to
each other and his hand would rest on my skirted thigh, sometimes only
momentarily, but other times it would stay there. Small circling finger
and movements would then casually trace the outline of my suspenders
beneath!
I would barely breathe and of course I could focus on nothing else as
mixed emotions and conflicting thoughts would fly around my head.
I knew that I should pull away, yet I didn?t!
And of course throughout this whole time, there was no mention of the
illusive boyfriend that Tom was supposed to be searching for!
It was on my mind, but I didn?t question him. Whatever was happening
felt nice and maybe both of us simply didn?t want to change that.
But then Covid hit!
We?d both seen the gathering news stories during the January and
February and like most we probably dismissed it as a bit of a non story
that would soon blow over. But by mid March lockdown kicked in.
Suddenly being able to be Chrissie for Tom became tricky. He jokingly
asked if I would move in with him immediately to avoid the separation,
but that felt too ridiculous and too much at that stage, besides I was
just playing a part and all of this virus business would soon be sorted.
Surely a week or two and everything would be back to normal, or so we
thought. But it did feel strange not going to his house that weekend and
the next and next and soon life soon began to feel a little flat. We had
set up a nice little routine and we were soon both missing it.
As the first few weeks went by, we maintained a steady level of contact
via our phones, email and of course via zoom, but the world had been
thrust into this stark change and we were casualties as much as anyone
else was.
But then a bigger worry hit.
My employment very quickly came under threat!
I?d never earned a fortune, but I had a steady job working in IT
support. However, as a self employed contractor, when the company I
worked for began to tighten its belt, I was one of the first to be let
go. On top of that, having not been with the company for long, the
severance package I received was minimal.
I had never faced unemployment before in my life and I suddenly felt
lost. I had a mortgage, a car loan, along with bills coming in and all
of the other normal living costs to find. As each month went by I soon
found myself dipping into what savings I had, but it was clear that
wouldn?t last long.
I was careful what I told Tom as my finances were my own business, but
he knew that I was getting worried and I was thankful that he was on the
other end of the phone supporting in the background. But in reality,
what could he do?
Fortunately his own situation was the complete opposite. He was more
than comfortable financially, mortgage free and running his own private
accountancy business, his customers still gave him enough work. Plus
he?d also inherited nicely some years earlier, which had left him nicely
secure.
He worked from his home office and apart from the obvious social
distancing and socialising aspects, his life was barely affected.
But with my own worries mounting, I began to lose sleep. My stress
levels seemed to be rocketing and even my thoughts of wanting to dress
up and become Chrissie took a back seat. He tried to encourage me by
getting to dress up for him via zoom, but I simply wasn?t in the mood.
By that the end of that summer my cash flow was drying up and I reckoned
that I could meet four more mortgage payments at best and that was with
the three month bank mortgage freeze! Being self employed, single and
without children I qualified for the lowest level of income support and
quite frankly I was scared.
Not that I was alone; I was one of many thousands now facing this
unforeseen dilemma and never before had I ever felt so financially
vulnerable. I knew that I could technically lose the very roof over my
head!
Another six weeks went by and following a particularly stressful call
that I?d made to Tom where I blurted out my fears, he listened and
quietly put his own plans into action.
The following week he telephoned and told me to sit down and just
listen.
He knew that my lack of work and the looming mortgage worries couldn?t
be ignored and he told me that as the man he intended to take charge!
Without telling me, he had done his research and he?d found a letting
agency who were ready to take on my property at short notice. Even with
the agency fees, my mortgage would be covered and amazingly I would be
nearly ?450 better off each month!
It wasn?t that I lived in a big house, but the location simply made it
ideal for renting. But the agency wanted empty properties only, so he?d
also found a storage company who could come and collect everything and
place it all in a secure storage unit for ?300 per month.
It wasn?t a command, but he said there was to be no debate; he had
simply decided that I was to move in with him as soon as possible!
Obviously having stayed at his house I knew that there was more than
enough space. He lived in a lovely detached five bed house that was very
private on the edge of a pretty little village and I?d even become
remarkably relaxed staying with him as Chrissie. But I?d only ever
stayed for the odd day or two at most and I always had the ability to
come home.
There was of course the one big caveat!
Of course I knew what was coming and my body slowly began to tremble.
Swallowing, my mouth felt parched as I tried to take on board what he
was saying.
I was to move in and become his housewife, his maid and even his
occasional secretary full time!
Everything would be free for me, not one cost.
But I had to be Chrissie. There was to be no deviation, no half
measures, I had to be permanently en femme within his house, 24/7!
He didn?t expect or even ask for a reply there and then, he knew that I
had to process this. But he also knew that the clock was ticking for me
and of course he knew that my options were fast running out.
His plan had never been to corner or manipulate me further into his
life, but if Covid could be used to his advantage to get Chrissie
through his front door on a permanent basis then he would take that
route. The subsequent knock on from the virus had forced the issue and
effectively given me to him on a plate!
These last month?s he?d found something in me, something very unique and
special that he?d been searching for years for and he was quietly
determined to do his best not to let me slip away.
Tom was sensible enough to know that pressure wouldn?t work, at least
not at that precise moment, but he set about slowly dangling the carrot
and reeling me in carefully. Over the next week he carefully chatted to
me about what else I might do, what other options I might have, but in
truth there really wasn?t anything that I could think of.
Of course the week that went by saw my finances drop even further and I
knew I was stuck. I didn?t have family to turn to and I needed an exit
and I needed one quick.
Tom was offering me one!
"Would it be so bad?" he said on one phone call. "I adore seeing you as
Chrissie..." he said, "...and I think it?s quite clear that you crave
being Chrissie!"
"I have the room, the space and the money" he would say and so on, to a
point where it became almost impossible to think of a reason not to.
What also worked in Tom?s favour at that particular moment was that the
lockdown restrictions had lifted slightly and there was a window to make
such a move. But there was talk of an even stricter lockdown being
brought in soon and the letting agency was now chasing him for an
answer.
I vaguely remember that fateful day when I rang him. I recall just
sitting there for what felt like an eternity staring out of my window.
My mobile phone was next to me and almost didn?t want to look at it. All
it would take would be one telephone call to say yes. Eventually and in
an almost detached way, my mobile was in my hand and I heard myself
agreeing to move on his terms.
I would move in as Chrissie.
I could tell he was pleased in his voice, but he was equally careful
contain himself knowing the enormity of what I had just agreed to do.
For several moments he just reassured me and told me that it would all
be fine and that he would look after me. Inside of course, he was almost
doing back flips with joy!
The next few weeks were simply handed over to him as arrangements were
quickly made and I was almost left to taking a back seat and told to
somehow relax. Nothing was to be left to chance, every detail right down
to how where and when was sorted, from the emptying of my house to how
he would collect me and even how I should be dressed.
Maybe it was the sheer relief of no longer having to worry about paying
my bills, or wondering desperately what possible job I could do in the
future, at least this that huge stress was removed in an instant.
Over those days he constantly reassured me that everything would be ok,
but also urged me to dress and feminise myself for as long as possible.
Telling me that I needed to get into the right mindset of being Chrissie
and more importantly to get used to wearing my heels everyday!
Although I?d dressed for many years, it was always in short stints! On
occasions, maybe for few days at a time, but always with the knowledge
that at anytime I could change back just whenever it suited. This would
now change.
I was aware of what I had agreed to, but the easiest way to deal with
that was again just to push it to the back of my mind. As Tom had said
to me "How hard would it really be to live under my roof as Chrissie?"
On one hand a huge dark cloud had been lifted from my mind, the stress
and worry and all that went with that was gone, but what was in its
place? This was big; this was heading very much into the unknown and it
was now getting scarily close!
But what other options did I have?
Or was that just a giant cop out for me to justify this?
After all, plenty of people were in financial dire straits with no clear
way forward, but I doubt they were considering such a lifestyle change
as I was!
And yet again, I kept pushing it back to the back of my mind as I tried
desperately not to think about the enormity of what I?d agreed to do.
Maybe deep down I simply needed someone to take the lead and the Covid
pandemic had been the catalyst and the wakeup call?
Covid wasn?t Tom?s doing, I could hardly blame him, but he was the one
offering me safety and sanctuary. But it would be safety and sanctuary
at a cost.
For starters I would become totally dependent upon him for everything
the moment I moved in, just as so many ?real? women had done so in times
gone past. Careers were given up, financial freedom was sacrificed and
duty, or indeed expectation was placed on the ?women? to honour and obey
their husbands!
Tom effectively wanted that era of coming home to find his wife ready
with the dinner in the oven and the house cleaned top to bottom. She of
course would be waiting for him in a nice dress, heels on, seams
straight, freshly applied lipstick and his favourite G&T poured ready in
her manicured hands!
I was about to become that woman!
That was going to be my role!
And scarily I think I wanted it, or at least the image of it.
But probably more importantly, I had simply never dressed or feminised
myself for long durations. I had no idea just how long I would be in
this situation! Could I really do this?
This was all happening so quickly now and I felt so out of control of my
future and then there we were, the night before I was to move in with
Tom.
He arrived at my house with a takeaway. It was planned this way to
minimise effort the following morning. He?d even brought alone some
disposable plates and cutlery and even two disposable wine glasses as he
opened a nice bottle of pinot.
Sealed boxes and items of furniture were already stacked and waiting,
the last several days had been busy packing. Even my bed for this final
night would be a folding z-bed and a sleeping bag, as my own double bed
had been dismantled. I dressed fully for him as Chrissie and still with
my chastity cage on, though for one night only my outfit was to be a
stripped down version of my normal attire.
I wore a simple skirt; along with a pair of sheer barely black tights
and a basic bra, knickers and slip. On my feet was a pair cheap plain
two inch heeled court shoes and a simple cardigan over a cotton blouse.
My wig was on and I wore light makeup and just a few items of jewellery.
Apart from my wig, all of these items would go in the bin ready for the
dustmen first thing the next day. That was all part of Tom?s plan.
Every single stitch of male clothing that I owned had already been
packed and sealed away ready for storage. All of my ?nice? female
clothing, shoes, coats, lingerie; the lot had already been taken by Tom
and placed waiting for me in my new bedroom.
As arranged, did have one bag with me containing a complete set of my
normal and expected ?nice? lingerie ready in a bag for me to wear that
next morning. The plan was for me wear these under three specific items
that Tom had provided.
Once in my lingerie on the day of the move, the three specific items
that Tom had provided were a pair of cheap baggy unisex jogging bottoms
in light grey. On my top half, I was to wear an almost matching,
slightly baggy sweatshirt and finally on my feet I was to wear a pair of
cheap slip on lounge shoes.
In his car the next day he would bring with him two further bags. One
was a holdall containing all that I?d needed, shoes, makeup etc... and
the other was a garment bag with my chosen outfit to wear, between us we
had pre-prepared this.
As we ate the takeaway whilst sitting on the floor, Tom went over the
details once again with a military like precision. My task was to be up
early and showered. To dress fully in my fine lingerie and to wear his
specified three items over the top.
The basic outfit that I was wearing during the takeaway was to be
disposed of in the dustbin outside, along with my sleeping bag and my
wash kit. The z-bed would be folded up and placed along with the items
to go into storage.
He?d already supplied a box with a kettle, some cups and the basics for
not only me, but for the removal men for refreshments that following
morning. These items would also be disposed of once we left. A vacuum
cleaner was also left and he told me to whizz it round once removal men
had finished.
The removal men were booked for 8am sharp.
On the morning I would let them in and be on hand to offer cups of tea
and coffee as they loaded their lorry up with my belongings. I was to
remain in the background and not arouse any suspicion. The second they
left I was to telephone Tom who would be in the vicinity. He would
arrive soon after to check the house over, collect my last set of house
keys, take meter readings and finally lock the house up, before we
departed in his car.
That was all I needed to know, he said.
As he left me that night he passed me two small wrapped parcels, telling
me to open them when I got up in the morning. I was to read the enclosed
notes and to follow his instructions to the letter.
Then he was gone. I did receive a text an hour later reassuring me again
and wishing me a good night?s sleep. I let out a nervous giggle and
vaguely remember thinking, ?as if!?
I don?t know what time I did finally drift off, but before I knew it my
alarm sounded and I woke with a start. It was 6am and I knew that I
couldn?t afford to hang about.
Once showered, I quickly remembered the two small parcels and opened
them nervously. The smaller box actually said ?Open first? on it. I
could see my fingers trembling as I quickly discovered a new brass
padlock. The clasp was left open. There was no key!
The note inside was then no surprise, but still nevertheless heart
stopping - "Replace your chastity padlock with this new one and click it
firmly shut."
It went on, "I will trust you not to even briefly remove your cage.
Please don?t disappoint."
I still had my original key with me and although scared, I decided that
there would be no point in not doing as I was told. Barely thinking, I
unlocked my padlock, keeping both sections tightly held together and
quickly pushing the new lock through. I clicked in home shut!
I?ve no idea what went through my mind at that moment, but it was all a
little too late now.
The second package simply made me gasp "Oh Lord!." Inside was a brand
new Pulse, app controlled vibrating butt plug, along with a small tube
of lube!
An accompanying note was brief, but specific. "I want this up inside of
you before you put your knickers on. You are to keep it in throughout
the morning!"
Oh Fuck.
He knew that I had dabbled with plugs and we had talked about his
fondness for the idea of me wearing one on a regular basis. I was aware
of these new ?app? operated devices and to be honest the thought of them
excited me, but my experience was limited.
I was aware that my own internet connection had already been terminated
in readiness for the move, but of course the area where I lived was
covered well by 4G and potentially Tom could turn this on from his own
home at any point, even miles away!
Seeing the time tick by, the thought of the plug had to take a back a
seat as I had to put on my underwear.
First I wrapped my corset and pulled the laces tight and tying them off
securely. Next came a new pack of sheer black seamed stockings were
tantalisingly eased up my hairless smoothly shaved and moisturised legs.
With my newly padlocked cage already in place, the plug was next.
Laying on the floor and taking several deep breaths, it was soon up
inside and filling me. I knew that this was one sensation that I could
not forget and I?d be reminded with every single bodily movement! Next
came my knickers and I pulled them up tight to ensure no slippage of my
plug, though its shape seemed to hold nicely in place anyway.
Over the top I then put on the only three items of attire Tom had
permitted me. The jogging bottoms slid effortlessly up over slippery
nylons and up over my satin covered backside. This was followed by the
sweatshirt. I was glad for it all being slightly large and loose as I
was conscious of the outlines of my bra and the back lacing of my corset
showing beneath.
I knew that I?d have to be careful to avoid any glimpses of what lay
beneath!
Finally, I slid my black sheer nylon covered feet into a waiting pair of
male slip of soft lounge shoes. I could clearly see my red painted toes
through the nylon as they slipped effortlessly in. Tom hadn?t given me
any socks to wear, so I was now acutely aware that with every step a
glimpse of sheer nylon might be seen, along with the obvious darkened
section of my reinforced nylon heels!
Tom didn?t want me to be caught or exposed of course, least of all to
four burley removal men, but equally he didn?t want to make this too
easy or comfortable for me. I would soon learn that putting me on edge
and potentially making me squirm would become one of Tom?s little
pleasures and knowing or seeing my levels of my discomfort, turned him
on!
As he saw it, these were just some of the ?spoils? of being him being my
dominant!
Seamless stockings would of course been easier for me, or at least less
stressful, but he knew that!
I busied myself to be ready for 8am. There would be four men arriving
and they had estimated that if everything was prepared, it would take no
more than three hours to empty my home and load up the lorry.
Everything was indeed ready. Indeed, much of the packing had begun quite
a few days earlier. Shelves emptied, cupboards cleared and even my bed
collapsed and leaning neatly up against my bedroom wall.
At 8am sharp the removal began.
I watched as I saw all of my belongings being placed into the back of a
lorry, including all of my male clothing ? everything!
All labelled, taped up and going into secure storage and I didn?t even
know where!
Tom?s planning had been nothing but meticulous and almost ceremonial and
by doing it this way, either by luck or design, Tom had gotten me to
actually witness my former life literally go out of the door!
As the men worked, I remember thinking that these four guys were going
to go about their normal day then would return to their normal life. I
on the other hand wouldn?t be!
They barely spoke to me and to be fair I was in no mood to make idle
chit chat, but I did offer them tea and coffee on tap, which went down
well.
I almost tried to shrink away, thinking that they somehow tell what I
was wearing under my thin veneer of masculinity. But of course they
didn?t. Though I suspect I came across as simply a bit of an oddity and
my outfit hardly helped.
How little did they know.
Three hours they said. But they worked fast and were done in one hour
and forty five!
Fuck, I couldn?t even slow this day down!
Doors slammed and the lorry pulled away. I didn?t dwell on the fact that
everything that I owned was now driving off into the distance.
Technically I had an hour and a half spare, but for what reason?
I decided to get this over and done with and I telephoned Tom. He was
clearly eager, as he couldn?t have been far away because than ten
minutes later he was at my door ready for the next phase of his plan.
Little was said about the plug and chastity key, but he did ask if I had
followed his every instruction, along with his ?packages?? I told him
yes and his simple reply was "Good girl" as he checked over the house
and busied himself with last minute matters.
I stood there barely moving as he read the meters, texted them through.
He put the vacuum cleaner in the boot of his car and double checked all
of the windows and electrics. Later on he would drop off two sets of my
house keys to the letting agency, but none of that was my concern now.
Tom was in his element at taking charge of his new lady; in fact he
loved it. What he actually hated was seeing me without a wig or makeup
on and more frustratingly, without a skirt or dress on! But this would
only be momentary. It was unfortunate necessity for him to achieve his
goal.
In truth he had quite literally never seen me as a man and to be fair,
he had honoured my fear of not forcing me to be seen by my neighbours,
which I was grateful for.
My trips over to him right from our first initial meet, was always with
me arriving fully made up. But he knew that I finalised my change
somewhere in a quite car park, but at least he hadn?t had to see the
male me.
Very shortly that would change.
He accepted that seeing me like this for half an hour or so was worth it
to have his dream trophy wife living under his roof!
Me!
Everything now was just happening around me with little input on my own
part, other than to do as I was told.
So twenty minutes later we were driving off in his car, mine had already
been sold two weeks earlier through an online company that he had
arranged. Again, I had no say in his decisions.
I didn?t let on, but as I sat down into his car, my plug pushed upwards
just that little further and I had to fight letting out an small groan.
We barely made eye contact. Me through sheer nerves and him because I
wasn?t fully Chrissie yet.
But as he drove I remember sitting there feeling strange, only all too
aware of my underwear and in particular the restriction of my corset
along with the silkiness nylons on my legs underneath something other
than a skirt or dress. My fingers rested awkwardly in my lap and I could
feel my suspenders through the thin layer of my trousers.
It was if I wasn?t any gender at that point and it didn?t feel right. A
part of me was desperate to get into a skirt, but that scared me as I
had no idea when I might be allowed out of one!
That sensation of not feeling right truly didn?t last long, as quite
less than ten minutes later we pulled into my local Travelodge car park.
I had driven past it many a time, but never considered that I might be
going in here one day and certainly not for what I now knew was to
follow.
I could feel my body tremble, but somehow I had to hold my nerves, trust
and just go with the flow.
We got out and entered the hotel. I hovered a few steps behind as Tom
liaised with a young lady behind the counter. Then moments later he
simply led me off down a corridor and up a flight of stairs. I walked
alongside him in silence carrying the holdall and garment bag.
Sure enough this was where I was to change into Chrissie. A faceless
hotel room!
But equally it wasn?t lost on me that I had just walked into this hotel
as a man and presumably I?d be walking out as a girl! Oh fuck!
My breathing was deep and my body trembled, but I daren?t question as we
entered the room. It was as expected, a typically sterile, bland room.
It was clean, functional and very grey, the sort of room that a
dissatisfied sales rep might book into.
Only now this room clearly had a different purpose for me!
Despite booking for a night, our stay here would be far briefer, in fact
no more than an hour. It was purely to allow me to change and transform
myself fully.
I would be walking out of this room and hotel in heels!
Barely pausing, Tom instructed me to strip out of my jogging bottoms,
lounge shoes and sweat shirt and place them into a bin liner that he was
now quickly opening out.
Doing as instructed, I watched as he placed those items into the bin
bag. Now nervously standing in my stocking covered feet, I felt a slight
chill as he then carefully proceeded to lay out all of the items from
the holdall and the garment bag on the bed. The holdall and garment bag
then went into the bin liner.
Everything that I needed to become Chrissie was there before me. My
shoes, my make up bag and jewellery, my bra fillers and clothing,
including my coat and handbag.
Without any discussion, he walked to the door and turned.
He could see my fear and it excited him. "You know what to do..." he
simply said, adding "...I?ll be back in one hour!"
It was 11.20am.
And before I could blink, he was gone!
Fuck. One hour. Everything was now happening very quickly.
I stood almost numb and certainly lost or devoid of any thought.
Fuck. What was I doing? What the fuck was I doing here?
But there I was.
I hadn?t been forced into this; I had gone along with everything.
There I was, completely alone. Standing in a Travelodge hotel room
wearing nothing but a corset, sheer nylons and knickers. I had a
chastity cage locked onto me and a plug up my arse!
And on the bed before me were the only clothes that I now had access to.
Women?s clothes!
I had no car, no keys and no money and no job. My house effectively was
no longer available to me and in one hour I was going to be walked out
of this hotel fully dressed and into a new life and I didn?t even know
how long that would be for!
And what was more; I knew exactly what my future dress code was going to
be. I had played a major role in dictating and deciding that!
Even real women tended to wear trousers nowadays, or they at least had
the option! They rarely wore stockings, least of all fully fashioned
seamed ones and I?d wager that the vast majority of women had never
laced themselves tightly into a corset and probably for good reason!
Fuck.
Minutes passed without me moving. Despite the heating being on low in
the room, I also began to shiver, though I wasn?t sure how much of that
was down to the temperature, or my reality of my situation.
And what a situation!
In a way I was glad that he hadn?t told me the detail. Could I have
coped with this if I?d known?
Still standing there, maybe another five minutes went by when I realised
that it was perhaps a little too late to be changing my mind. I had to
focus and if I wanted to walk past that receptionist without being
laughed at, then I?d better get a move on and do a good job!
All I knew was that I would certainly be walking out of here a little
more smartly dressed than most of its regular customers I suspected and
that could actually cause people to look.
So I set about my task and finally at 12.15pm I felt ready, or as ready
as I could be in the circumstances. The time had flown by, but now
standing there I looked over myself in the wall mounted full length
mirror.
Over my corset, sheer black seamed nylons, knickers and now filled out
bra, I wore a glorious full satin slip in pearl white, edged beautifully
in lace. It shimmered and slid effortlessly over my lingerie beneath and
slightly took my breath away.
For sheer daring and even naughtiness, I?d also pulled up a black lacy
garter. Tom hadn?t requested a garter, but in my planning I either
wanted to impress him, or just feel amazing for myself.
Positioning it nicely at the point of my suspenders on my left thigh, it
looked sexy. I adored all of these intricacies, dressing in fine
lingerie was almost an art and I didn?t ever want to cut corners, least
of all today.
My feet were now in a pair of three inch, elegant heeled black court
style shoe and at least my legs were elevated correctly to show off the
shine of my nylons on my tight calf muscles.
These particular heels also came with a slim black straps fastened
securely around my slender ankles. Personally I had always favoured the
look of strapless court shoes, but Tom had caught me on one of my visits
to his house sneakily dangling a shoe to relieve some pressure from my
aching feet. He said nothing at the time, but as this was done without
permission, heels with a strap were quickly enforced to ensure
compliance to his requirements.
As caring as he was, there was a clear dominant side that seemed to be
just below the surface. I liked that, but it equally I worried me.
"No-one said beauty would be easy or comfortable, my darling" he quipped
when he introduced that rule. "Likewise..." he added, "...the corset you
wear might at times be restrictive, but you will wear it to please me.
Your heels are to be no different young lady!"
Quickly adding, "A little discomfort is a small price to pay and I
assure you that the finished product is much appreciated. Women
throughout the years have suffered just a little to dress for their men
folk. It?s not a big ask and you will simply have to get used to it!"
It was as simple as that!
In truth I could hardly argue. I was the one who had gone into great
detail about my desire to dress and wear such items on our numerous
original email exchanges. His requirements were simply drawn from my
very own detailed and exhaustive lists!
And I was now going to have to follow those lists and no doubt to the
letter!
However, back to my attire that I now wore. Over my full slip I wore a
gorgeous silk satin cream blouse. It was almost transparent in its
sheerness, but the bodice section was double layered with a camisole
inner in matching cream. This also served to hide my underwear below and
keep my look right and proper.
My skirt was made of a woollen mix, fully lined with black satin and of
a medium black and white dog tooth pattern. Utterly classic in styling
and shape, echoing slightly the look of a 1950?s secretary, if that made
sense?
With its slim, almost tulip cut it was effectively a pencil that fell a
few inches below my knees, with a three inch kick vent at the rear
allowed a degree of movement. However, its design would restrict my
steps without a doubt and it almost forced a slight wiggle if the wearer
were to walk with any speed.
Rather worryingly, I also knew that the plug buried deep inside of me
would also serve to create a degree of involuntary wiggle as well!
It was one of those skirts that when worn with all of the delights
below, it would create an almost constant and audible ?zip-schick? sound
with every movement. I loved it and when I had worn it for Tom some
months ago, he often referred to it as one of ?my sexy secretary?
skirts!
I was confident that he wasn?t going to be displeased at least with my
chosen outfit today.
Around my already tightly nipped in waistline I then wore a wide black
patent belt with an oversized buckle fastening at the front. Again,
pulled tightly, this further accentuated my slim girlish waist, but also
served to give me even more restriction!
My wig was as usual. Shoulder length and tied up loosely in a white
satin chignon. Elegant hair clips kept loose strands neatly in place at
the sides. I was no expert at hair, but it was a well practised look
that was extremely feminine, but one that fitted nicely with my chose
attire.
Again, my makeup was reasonable. It always took me a bit of time and
application was always one of my weak areas. But I always managed and
very much worked on the ?less is more? approach. Tom had seemed happy
previously, so I was careful to apply enough, but to keep it correct and
appropriate.
Then there were the finishing touches, light jewellery, pearl coloured
stuck on nails and a gentle hint of Chanel.
To finish off, I draped a long thin wispy sheer silk scarf in blurry
pattern of delicate black and white. It hung round my neck and tied
loosely at my bosom.
I looked feminine, I looked professional and fuck, I strained beyond all
measure in my chastity cage!
On the bed remained my medium sized black patent handbag with a shoulder
length gold coloured chain strap and my classic fawn coloured ladies
trench coat. This would fall just below my skirt hemline and although it
came with buttons, it always looked its best tied with the tie belt
around the waist.
With minutes to spare, I checked that everything was picked up and my
makeup was put away in my handbag. Placing my coat on, I went back to
the mirror to check for once again. I looked good, or at least as good
as I could, but that didn?t stop my whole body from shaking nervously,
or my head from feeling light and slightly giddy!
I felt strangely detached. I had dressed before, but this now very
different.
Staring at myself I knew that normally I would be going home, if not
tonight, probably the next day. Now I had no idea.
I knew that subletting a property could only be done with certain
durations; I believed six months was possibly a bare minimum? I had no
idea what agreement Tom had made with the letting agency and I had been
too scared, or too stupid to ask. Maybe I just didn?t want to know?
Perhaps I was just too fearful of my other options. But that all was too
late now.
I knew that he was so keen for me to move in with him that I?d
unbelievably sat back and let him get on with it. The stress of no work
and my potential repossession had simply made me want to curl up and not
face any of it.
He was the man and he dealt with it.
Either way, Covid was still rampant and normality would or could be many
more months away? Even then with my employment ended, businesses were
now operating differently. They managed with less staff, things were
changing and I had no idea if it would ever pick up again after all of
this was over and by then, would I even care?
At least this way, I would be safe, wouldn?t I?
The run of a lovely house to live in. No financial worries, to have my
own room and considerable degree of space and I?d still have my own home
sitting there actually for once making me a little money!
And all I had to do dress up in the most wonderfully sexy clothes and
underwear every day and live this dream. A dream that I had fantasised
about for years. So why was I worried?
Tom had shown nothing but kindness, understanding and caring. All he
seemed to do was want to wrap his strong arms around me and take care of
me and all I had to do was to fall into those arms and become his damsel
in distress! A damsel who would dress up and play at being his adoring
housewife, a trophy wife, a secretary and possible even his maid ? this
should be every submissive transvestites dream!
Suddenly jolted from my thoughts, I heard movement at the door handle
and just as quickly Tom walked in.
I nervously turned towards him and he stopped just a few feet back
trying to take in what he saw. Now he?d seen me as Chrissie on numerous
occasions before, but everything about today was heightened and the air
was most definitely charged with unspoken anticipation!
Automatically, my eyes slightly lowered and my left leg ?cocked?
slightly into my right one. My hands fell together, gently clasping each
other at my groin height. I think I was nervously biting my lower lip,
unsure what on earth to say or do.
This wasn?t taught, but just a very natural stance of submission and
feminine gentleness that somehow just happened whenever I dressed up. I
shifted slightly and could feel my sheer nylons rubbing together beneath
a sea of satin and close restriction.
"Oh my," he said with a smile, absolutely loving my look and my obvious
fear. Pausing before letting out a slight sigh. "You look beautiful
Chrissie!"
I wasn?t gay, or at least I didn?t believe I was, though others would no
doubt dispute that. Yet those words did make my heart skip a beat. Why?
Yet everything in me wanted to please him visually. I wanted to be
appreciated as a ?convincing? woman and his words meant so much to me at
that moment, I actually had to fight back tears at that point!
"Ready," was all he said.
I must have faltered and he could see the fear once again in me. He?d
only just walked in and suddenly he wanted to go, yet I needed time,
more reassurance, something?
As if somehow more time would make this any the easier for me!
But of course Tom was now effectively calling the shots and to be fair
he had been since that moment I agreed to move in with him. Likewise he
was eager to get me to his home as soon as possible. For him it was
almost the equivalent of carrying me across the threshold, to seal the
?deal? as it were and it would symbolic to a point of him laying his
claim to me.
He was about to take his lady home!
Carefully not wanting to belittle me, he said almost glibly, "Well I
guess whether you?re ready or not Chrissie is somewhat immaterial
now..." he said. My eyes glanced up at him as he carried on, "...I think
you?ll find it?s all a little too late to have second thoughts. You?ve
come this far and you?ve truly no need to worry. I will look after you,"
he said.
I listened as he spoke, "I can?t force you and if you decide to stay
here, eventually housekeeping will find you and you?ll not only will you
get a bill that you won?t be able to pay, but I suspect they?d call the
police..." he paused, finally adding, "...why don?t we just go..."
"...come on, you can do this!" he said as he held his hand out to
gesture me forward.
Of course and he had no intention of leaving me there, but his words did
bring home the stark reality of the moment.
I felt myself turn round to pick up my handbag and blurted out "But the
receptionist, she?ll know!"
Again, he smiled, not unkindly but clearly hearing the words of a
frightened girl. There was no way on earth he would let anything happen
to me, at least not here in this hotel, but my abject fear was making
him wet with desire!
Unlike the day before, he now had me completely and utterly dependent on
him. Even this morning I could have potentially run. I could have
unpacked some of my male clothing and disappeared. But not now. Well I
guess I could, but I?d be dressed as I was and where would I go anyway?
Of course he realised that if he wanted to he could expose and humiliate
at the drop of a hat and just maybe he might consider such options
another day!
These were surely delicious thoughts for any dominant and unbeknown to
me, many more thoughts were running through his mind! But at that
precise moment, if anything all he really wanted to do was push me face
down onto the bed, hike up my skirt and rape me!
Thankfully I couldn?t read his mind!
But his task today and over the coming weeks was to slowly nurture me
and bring me round to his whole way of life. It was as if all of the
stars had aligned to open the door for today?s events. Putting aside our
initial contact, covid-19 despite is awful ramifications for so many had
smoothed and oiled the way to place us both where we were now.
Events had had simply taken over and worked nicely to enable his
protection and indeed my total subjugation into the two roles we were
about to embark upon.
Standing there he knew that he had acquired me far easier than even he
could have ever imagined. Without even any force, not that he would have
used that anyway. It had almost been too easy. Circumstances and a
sudden turn of events had paved the way and I had allowed myself to go
along.
He intended to mould me into his perfect lady. I was to be his project,
a pet even and like a collector, I was his prized possession. His pi?ce
de resistance, his fantasy dress up doll!
But in response to my almost helpless question about the receptionist,
he said, "Well Chrissie..." he said, "...yes she might notice, she might
not? Right now she?s probably bored out of her mind with her head buried
in her phone, but either way she won?t care."
He said, adding, "But if on that slim chance she does remember that shy,
plain unremarkable and slightly oddly dressed male an hour ago, what she
will she now is an attractive, beautifully dressed, extremely feminine
lady walking out with me..."
He carried on, "...and even if she twigs and thinks you?re some dirty
little fag who?s gone and got himself all prettied up for me, you?ll
never see her again anyway!"
And of course he was right. Though his choice of words cut and shamed me
and I felt my eyes fight back a slight tear.
Moving closer to me, he quickly he placed his hand tenderly against my
right cheek. "Perhaps the wrong words my darling, but what you are doing
today is right. What does it matter what other people think? Though of
course, I was here from the start because he was scared of what his
neighbours thought, though I didn?t like to remind him of that!
He carried on, "I believe this is possibly one of the most right things
you?ve ever done in your life Chrissie ? you are finally going to be
you!"
"You need never to feel ashamed..." he smiled, "...you?re beautiful and
what?s more..." he said, "...you?ve even found a man who will not only
appreciate you every single day, but a man who will lift the weight of
the world off of your shoulders, who will look after you and drown you
in the most gorgeous female attire that you could ever hope for."
"You know..." he smiled, "...a lot of real women would love to be in
your shoes right now..." adding with a slight laugh "...but in truth
many wouldn?t carry them off as well as you do!"
"Now come on..." he said, "...let?s get going..." he said, "...and yes,
we will stop at reception. I will do the talking and then I will walk
you to my car."
"We are not going to run..." he smiled, saying, "...and quite frankly in
that skirt and heels you?re wearing, I doubt you could anyway!" he
smiled.
As we moved forwards to the hotel room door, again my fear kicked in as
said, "Tom I might faint."
Turning to me again and gently, but reassuringly squeezing my arms, he
simply said, "No you won?t. You?re just nervous and that?s completely
understandable. What you are doing is incredibly brave, but you look
amazing. You look better as Chrissie, you?re happier as Chrissie and you
can do this!"
I must have nodded. He was right.
His simple reply was, "That?s my girl!"
He then laughed, saying "Actually the thought of you fainting does sound
rather nice..." he laughed, adding, "...nothing would please me more as
your knight in shining armour to catch you and hold you tightly in my
arms!" he smiled. "Now there?s an image to savour!"
Adding, "Though perhaps let?s wait until we get you home, then my
darling petal you can be as fragile and delicate as you like. That would
be a quality that I would find quite becoming in you!"
Suddenly we were moving forward and out into the hotel corridor. I half
expected it to be busy, but everything was quiet and empty, this was
after all mid week in a bit of a dead hotel! But I heard the room door
close behind me, which was just one more escape route closing behind me.
With every second and with every step, I was now heading into something
far bigger than I could have ever imagined!
Somehow all of our earlier interactions, from the emails, our phone
chats, to the initial nervous meeting in that car park, to even the
numerous visits to his house, all of those were done with me retaining a
big degree of control. A car, a home, independence, money... a way out!
None of those things existed now, or at least not easily.
With my left arm through his, we walked along the corridor as he moved
me along. There was no force, but his hold ensured that the momentum was
kept up. With each step I could hear and feel my nylons brush against
each other, the tug of my suspenders and satin linings below slip and
slide.
Presuming that we would walk down the stairs, I was somewhat surprised
when we stopped at the lift. Seconds after he pressed the button the
doors opened and he walked me in. The whole rear internal wall was in
fact mirrored and I remember seeing myself arm in arm with Tom as he
ushered me in.
It was an intentional route as he said to me "Take a look" as I saw an
attractive couple looking back. A man and a woman and I was the woman!
Fuck, I looked petrified.
Quickly turning to face the doors, the lift descended and in no time the
doors would open. All I could then think of was what if people were
waiting to come in! There would be no hiding place for me.
As the doors opened I heard Tom say "Deep breath" as he walked me out
and into the ground floor corridor. A deep breath in a tightly laced
corset wasn?t easy and its glorious restriction just added to my
helplessness. We were now less than twenty feet away now was the
entrance foyer and the reception desk.
It felt as if I was walking in quicksand, then suddenly we came to a
stop. All I could do was look down slightly as I heard Tom?s confident
voice. I heard him mention checking out and a young girls voice
replying. Tom had let go of my arm to finalise the checking out process,
but I must have only been a foot or so back from the counter and clearly
on show.
Moments later pleasantries were exchanged and as Tom took my arm once
again, I heard the young lady simply say "Sir, Madam" and then he guided
me towards the door. I couldn?t tell from her tone if she had guessed or
not and then suddenly we were outside in broad daylight.
As always when stepping outside in a skirt heels and nylons, the first
sensation that always hit was that feeling of cool air circulating up
and around my legs, quickly followed by that glorious sound of my heels
clicking on the concrete pavement and car park.
Although feeling relived to be away from the receptionist, I instantly
felt vulnerable and of course now very much on show out of doors.
Furtively looking up, I saw Tom?s car ahead and I could feel him now
propelling me towards it, slightly more firmly. There was no one around,
but strangely it almost felt as if I was being kidnapped or abducted!
I suspect there must have been security cameras, not that that mattered.
But I wondered if the receptionist was watching and if so, what was she
thinking?
But I guess if anyone were to watch the tapes back for that morning, it
would have been obvious that two men walked in and a man and a woman
walked back out to and from the same car.
Strangely my last movements as a man could have been captured by the
security camera at a Travelodge. My last moments of a life that no
longer existed! The truth was that nobody would probably look over the
footage and tomorrow it will have been deleted and furthermore, nobody
would actually miss the old me!
That was quite a sobering thought. How easily the ?male? me could
disappear!
It made me feel vulnerable, yet turned on. A psychologist would have a
field day trying to understand this!
As we got to his car, I heard him open the front passenger door. I knew
that getting in would mean that yet another door would be closing around
me and that my next stop would be nearly an hours? drive away and into
my new home.
I would be miles away from my home town, from my own house, not that I
even had hold of the keys anymore, but also from everything that I knew
and I was dressed head to toe as a woman.
Smoothing my coat and skirt, I lowered myself into his car in an
appropriately feminine manner. The tightness of my skirt would ensure
that my legs remained closely together and of course the plug pushed up
once again as I sunk down into the car seat as I tried to hold my
breath.
Closing the door behind me, Tom was soon next to me in the driver?s
seat. Seatbelts were fastened and the engine turned over. Glancing at me
he simply said, "Are you ok?" turning momentarily to him, I think I
replied, "I don?t know," as he pulled the car out and onto the dual
carriageway.
A few minutes later we were stopped by red traffic lights as we waited.
Others car now appeared to my left and I tried to sink lower into the
car. "Relax," he laughed, "if they notice you, all they?ll see is an
attractive lady...." he said, adding, "...and lorry drivers might just
get a eyeful of those glorious nylon covered legs your displaying!"
My coat had of course opened up a little and in my seated position
caused my skirt to expose my sheer black nylon encased knees. I clamped
them tightly together and rested my painted and manicured nails firmly
on them.
What I hadn?t noticed was that in his right hand he was now fiddling
with his mobile. The lights changed and his automatic car glided
forwards, but what he had set in motion was the Pulse App on his screen
and seconds later I jumped and gasped as unseen vibes began to work away
up inside of me!
My hands quickly moved to clench my skirt covered thighs and felt my
suspenders below as I tried to control my body. Fuck, I could barely
think. I?d worm a few plugs before, but not like this and what?s more,
unbeknown to me he had set a random pattern so he could drive without
taking his hands off of the wheel whilst enjoying my only too obvious
predicament!
I cried out again, "Arrgh Tom," only to be met with a "Ssssh Chrissie,
just enjoy those vibes!"
Lost in a haze as the unseen vibrations alternated from fast to slow and
everything in between, he would occasionally chat as if this were the
most normal of days in the world. "I?ve got a special candle lit meal
planned for us tonight and I?ve bought you a new dress which is waiting
for you in your bedroom.
"I think you?ll love it..." he said, adding, "...it?s a gorgeous evening
gown with fitted bodice made of black silk satin, complete with a full
tulle and organza underskirt and I intend to have the honour of zipping
you into it young lady!"
"I?ve also bought you some gorgeous black satin nightwear to wear in bed
tonight..." he said, "...just think..." he said, "...you?ll get to
luxuriate all night long along in it with your corset, nylons and
panties remaining on my darling," he said as we drove on. "Just think of
the silken dreams you?ll have tonight!"
Fuck, my rectum spasm?d and my torso shook as my body simply gave way.
My eyes almost rolled and I drifted into a deep head space and pulse
after pulse wracked through my body. I was lost, but vaguely I heard his
words and could give no answer as he spoke...
"You?re a lucky girl Chrissie and from now on your only concern will be
to ensure that you remain wonderfully pretty and beautifully feminine
for me day and night and I think you?re going to do just fine," he said.
"Just fine!"