“My plan is simple, honey…” Jenny answered Karen’s question.

“You’ll stay here today until mid-afternoon. Then I want you to come to the salon for your appointment which I have in my book for 4.00pm. Don’t be late. This one will take some time.”

“Aw, do I have to stay in all day?” Karen’s voice took on a moany tinge. She would be bored.

“I know, I know, it might be boring staying here in my home.... with all my clothes and make-up!” Jenny teased her lover, knowing that she couldn’t possibly be bored if given free rein around the place like that.

“No, no… you know what I mean…. I’ll miss you……” Karen’s tone softened but she meant what she said. She would miss Jenny while she was at work.

“You’ll love it — a day to yourself, to make yourself pretty for me. What could be better?!.......” Jenny went on, “…. And before you leave for the salon, you must do something specific, to help with my plan. You’re to dress in what you like all day, I really don’t mind - You’ll find I have some really sexy clothes that you haven’t even dreamt I own - All I ask is that you take care with them… be gentle because they’re all very precious to me……. Each one has a memory, even though some haven’t yet been worn!”

Andy didn’t follow. For a moment, he slipped back into ‘him’ mode. “What d’you mean…/ Something very specific… what do I have to do?”

“Ah, yes, the specific task you have………. When it gets to about 2.00pm, you have to start to prepare yourself to come to the salon. You should start by using the Veet crá¨me that you’ll find on my vanity unit….. Spread it over your arms and legs to remove the hair that’s there. Don’t worry about your chest hair — we’ll deal with that another time…. Leave it for as long as it says on the pack.. and a few minutes longer, for good measure. I want to feel your skin up close to mine tonight, OK?”

Karen had never thought about her bodily hair, but it was clearly an issue that Jenny wanted to have addressed…….. Should be no problem, he/she thought. Jenny went on…..

“You then go on by showering and giving yourself the closest shave you can. I don’t want to find any facial hair at all when I inspect you very closely as soon as I see you.”

“Why?...”

“Patience, darling Karen, patience!”

There was a moment’s pause and Andy disappeared again. Karen replied, “OK, honey.”

“Once you’ve showered and shaved, you should cover yourself with the body lotion that I have left out for you in the bathroom. Let it really penetrate into your skin. You’ll enjoy that. It will soothe the skin where the hair had been…. And you’ll feel wonderfully feminine, if you let your mind wander… It’s one of the nicest feelings a girl can experience, short of what you just did for me!”

Karen smiled. That was a compliment to her technique between the sheets!

“What do I do next, then?” she asked of Jenny who, by now was dressing ready to leave for work.

“Then, my love, you dress yourself for the visit to the salon. And you will choose some clothes that don’t attract attention to yourself…. Understand me? You’re going to come into my salon just looking ‘ordinary’. It will be my job to transform you for the evening to follow. OK? I have very special plans for the evening. You just won’t believe!”

“Karen got the message, saying “I like the sound of that!”

“No, no…. I haven’t finished. When I say ‘ordinary’, I mean ‘ordinary’. That means plain clothes, neutral colours, low heels. You can make the underwear as sexy as you feel comfortable in, but to the World, you’re ‘ordinary’ Karen. OK? Promise me you’ll do that?”

“I promise………”

“And it also means little or no make-up…. No nail polish……..’au naturelle’, as they say in France.

“OK, OK, I promise…” Karen really had got the message. What this would lead to she couldn’t imagine….. She could dream… She could hope…….. But she had no idea!

***********

The lovers kissed after a brief coffee and toast breakfast. Jenny climbed into her 4x4 tractor’ and left for the short drive to the salon.

Karen was left, still in her nightwear but with no other vestige of her feminine self. She was still — in the mirror — she was still the Andy that had fucked Jenny so gloriously last night, but also the Andy that wore a nightie as he became Karen this morning and tongue-fucked Jenny…. Twice!

What a crazy mixed-up guy I must be, he thought…….

He needed to shave anyway so the bathroom was his first calling point. A quick shower was enough, followed by the razor……… Then, he went to the vanity unit to check that this Veet crá¨me was there……. I wonder what that will feel like?, he thought. “I might just do that this morning, to be certain I do it right.” He said out loud to nobody in particular who could be listening.

He checked the dressing table for all the make-up he might play with this morning.

Finally, Jenny had mentioned clothes that he hadn’t even seen, clothes that were, in her words, sexy. If Jenny said they were sexy, they would be extremely so…. How had he been lucky enough to find this wonderful woman???

He pulled open the door of the double wardrobe in the opposite corner of the bedroom from where Jenny kept all her everyday clothes.

“What a treasure store!” he said as soon as his eyes alighted on the array of the most beautiful dresses, blouses and shirts, evening gowns and accessories that stood before his eyes. There was also a set of polystyrene ‘heads’, each of which had a beautiful wig upon it……. each beautifully styled…… and in a range of colours. There were eight in total. Karen’s fantasy soon ran riot. She couldn’t wait to try them on…..

……..but then she recalled, advice a long time ago….

“Do the make-up first… then get dressed…. Then use your wig as the crowning glory!”

Who had told him that? Or had he read it in a women’s magazine…… It was good advice; never risk soiling the clothes, or the hair, with make-up applied last.

Karen would choose which wig to wear later….. This was not going to be a boring morning!

She continued by examining the full array of Jenny’s clothes. There were garments of every colour in the rainbow, although it had to be said that there were more in what a Colourist would call the Shades of Autumn…….. reds, oranges, browns, some purples, all set off by some beautiful pure white numbers that would ‘go with anything’. Such a collection!

Karen decided to put off the final choice for a morning’s feminine joy, and she turned to the underwear that jenny had brought home with her earlier in the week. She selected the peach satin bra and panties set with the suspenders and a lovely pair of smokey-grey stockings. They were the ‘support’ or ‘shaper’ style so gave her legs an extra zingy feeling of fashionable sheen.

It would be low heels that afternoon, so, this morning it would be the highest pair of stilettos that Jenny owned……. Wonderful! Karen found a pair of dark, even ‘burnt’ orange court shoes. She climbed into them and stood up…. Tottering almost immediately before she found her balance.

What a brilliant feeling………!!!

There she stood, before the full-length mirror in the bedroom, her stilettos and sheer stockings leading up to suspenders, panties and, higher still, her peachy satin bra! Wow!, she thought,
I could fuck you happily, any time!

But there was no make-upon the face and there was only his own hair. Though longer than it had been for years, that was still dull and ordinary. Jenny’s colouring from earlier in the week was long-gone. In no way did it do justice to the rest of the illusion that he was fast creating.

He forgot about the hair removal process and sat at the dressing table, Karen getting as close as she could to the mirror. This should be right…… A glamour morning, if the afternoon was to be ‘au naturelle’ as Jenny had told her to be.

The make-up took longer than Karen had hoped it would. Always…. Always…. There are mistakes that need to be cleared up. The overall impression is critical and mascara flecks on the cheek aren’t anything but a give-away of inexperience!

But the final look was almost as good as he could have hoped……. An evening make-up, of course. This was for glamour… but not so much as any hint of a drag queen look. This was as sophisticated as Karen could make it. Autumnal hues were easy to find in Jenny’s palette — smokey-brown and hazel eyeshadows, brown eye-liner, luscious red busher, finished with a beautiful matte red-brown lipstick.

Before getting dressed, Karen looked in the mirror once more and realized that she needed a figure-controlling shaper for her waist and, luckily, she found one that would fit in Jenny’s corsetry drawer. Tight? It would be.. but.. no pain, no gain! She thought.

And so to the dresses…….

Karen stood up again, on those wonderful stilettos. She tottered over to the wardrobe where the doors were open. The first run through had drawn her attention to the ‘long gowns’ end of the rail. There were several to choose from. Autumnal hues were what she needed. She settled on a figure-hugging ankle-length dress in greens and browns. The waist was snug, but the shaper was doing its work very well.

The dress had a neckline that was high, high enough to mask his ‘Adam’s Apple’ and give a statuesque look to the ensemble. The high neck also hid any vestiges of chest hair that were very much unwanted.

Made-up, dressed-up and in beautiful shoes, Karen felt ready for the mirror again…….

Except for one thing!...

The hair!....

The hair was still wrong. His own hair was just too short, and not styled at all……

He was still a bloke in a dress!..... And then he thought of the wigs!

Tottering again, he retraced his steps to the wardrobe across the room. He looked inside, almost not daring to touch any for the poly-heads that held the glorious hairpieces.

Andy remembered he had bought his wife a wig some years ago, thinking that it would liven up her image and make her that much more attractive to himself as someone whose fixation with hair was a known quantity……. She had accepted the gift, albeit reluctantly, wearing it a few times. Andy felt that it had been a lovely thing for her to have — and to have the option to change her appearance. Sadly, she had ‘gone off it’ and for years thereafter, the wig sat alone and unloved in the back of her wardrobe……… Until…

Until Andy had tried it for himself, years later, when his wife was away for one of her increasingly frequent trips away with friends….. girlfriends.. Leaving him at home.

With time on his hands…….

It had been a lovely thick and full bob-cut with heavy fringe and razor-cut even length that fell beautifully in all directions from the crown and a clever ‘scalp-like parting’ that made it very natural in its look. Well, Andy had thought so. It was a beautiful deep dark burgundy red. Andy loved it…. but his wife was less enamoured of it………. He always fancied fucking her when she was wearing it, for some unknown reason…… but she didn’t see the connection.

Perhaps he should have found a way to explain….. It was, indeed, his fault…. His fault that his wife couldn’t be encouraged to ‘come out of herself’ and be more confident in ther love-making. It was his fault alright…..

The first time he dared to try the wig on, it was wonderful, he remembered, but then it all went wrong when he found he’d made a bit of a mess of the sheer, sleek style….. It had all gone ‘fly-away’ and he couldn’t control it. he tried to comb it through but that only seemed to make it worse…….. Shit!.. he’d thought. She’ll know I’ve been at it….. What the hell do I do??

He had remembered that the wig came with instructions. He had to find them — buried somewhere. True enough, he found them and read that a conditioning spray was the answer, together with careful and gentle brushing…. With the wig firmly upon the poly-head stand. All was well. He succeeded in restoring the sheen and normalizing the style. She never did guess… well, not that time at least!

Karen reached for one of the wigs that sat within Jenny’s wardrobe. She had a choice of the eight hairpieces. The first two didn’t get considered… too short and quite tightly curled….. yesterday’s fashion. Two others were discounted. These were very long — halfway down the back length. Too much! That left four. One was a lovely blonde, but Karen didn’t see herself as a blonde — not today or any day really. Then two were nearer Jenny’s own colour, a rich chestnut brown and one darker one, rather like her current colour. Not today though……..

That left one that was an obvious choice, from the moment Karen had opened the door…. This one was exactly as Karen saw herself……. It was a fabulous light auburn one, below chin-length and with a beautiful layer of lighter, almost blonde, highlights framing the face. The strands of near-blonde flicked away from the face, laying gently over the underlying red. The hair swung as she held the wig in her hands…

This was the one! Karen nearly had tears in her eyes, it was so pretty. And it would go so well with the dress she was wearing. She sat at the dressing table and faced the mirror. Its scalloped edges made a very feminine frame. His make-up was, if she said so herself, very good for an amateur!

Now for the wig! Karen carefully put her hand inside the cap-shaped top and swung the body of loose curls around to the crown of her head. She remembered how to fix the wig in the best place by pinning it to her scalp in the centre at the front, all with one hand, and then pulling the base down over her head, right down to the nape of her neck.

……..So it felt like it fitted closely all over her head. And it did! First time… First time lucky more like! She finished off by making sure the parting, that was visible with a real-skin look, was central above her right eye. She then took a roller-style brush and sprayed it with conditioner. The result, after some very gentle styling was something she felt really proud of.

The blonde highlights surrounded her face but the overall impression was that of a fabulous redhead, ready for the evening’s ball. Joy! …………Cinderella!

The thought made him recall the character in Julia Roberts’ film “Pretty Woman”…… How did the phrase “Cinder-fucking-rella!” come into it??

Karen rose from the dressing table and piroueted in front of the full-length mirror. Her hair swung out and her eyes sparkled. She felt ALL Woman!

By now, it was 11.30am and the morning was running away….. Karen knew that there was so much to do before going out…….. But she decided to have lunch with herself. 2.00pm was still a long way away.

**********

When the afternoon’s deadline rolled around, Karen had spent a little more time experimenting with a change of look. She had changed from the figure-hugging ankle-length dress in greens and browns into a very sexy black dress that called for sheer black stockings and high black stilettos…. It also shouted for a change in make-up, so Karen hastily found a bright scarlet lip pencil and filled in its outline with the most wonderfully glossy crimson lipstick that Jenny owned.

Now, she paraded in front of the mirror, as a true “Vamp”! Her heavily-laden mascara gave her eyes an especially sultry look.

All of that had taken a long time. There were other dresses and accessories that Karen would have loved to have tried, but time wouldn’t allow. Now, she had to remove her make-up…. Recall? Remember? None! Or almost none! She had to find clothes that were the opposite of glamour or vampishness.

She also had to use the depilatory crá¨me and then shower herself!

First, she shaved again. There was a fine amount of very short stubble beginning to appear…. Oh, how Andy hated shaving! It was probably the most unfeminine thing that as a man you’re forced to do, every day of your life! Hateful…… ever since the age of 14 or 15…… He paid special attention to the uneven areas of skin where hairs would hide, ready to emerge later and mess up the effect of any cosmetics.

The Veet came in a large tube but, Karen thought, there’s not enough here for all over my legs and arms…….. She decided to work away from the areas most likely to show……. So she started around her neckline, seeking out any stray hairs that the razor had missed. She continued with her hands and lower arms, her ankles and calf areas. Soon, she felt covered in the damned stuff….. There was just enough to do her upper arms and thighs, but only with a thin covering. Maybe she had put too much on in the first areas she did….??

Just a few minutes were allowed before the crá¨me was to be removed. She had only just finished the application when the earliest coverings began to give a warming sensation. Clearly, something was going on! The crá¨me’s fragrance was not unpleasant.

Andy stepped into the shower with the plastic scraper, shaped like a magnolia petal, which clearly was to be used to remove the crá¨me in the fast-flowing waters of the shower.

The shower was exhilarating……. He didn’t know how well this stuff would work but he had used the whole damned tube!!! It should make him as soft as a baby’s bottom!

Andy stepped out of the shower and surrounded Karen’s soft body with the huge bath towel. She sunk into its fluffy folds and felt warm. Looking back, Karen saw the shower tray was almost full of the hair that once adorned his body…… What a crazy mixed-up world! …And loved it! the feel of his skin in the soft towel was wonderful……. Good stuff that Veet!

Karen sat, wrapped in the towel for a few minutes, feeling the softness all around him. He dreamt about that time when he was with his wife in their early years.

The time, or times, when their love had been intense and passionate. The time when family was more important than anything. When love-making was easy. When he learnt, with her, to do things that pleased another without perhaps being a turn-on for himself.

He had never been a confident man in bed. Never sure he would “get it up” — how he hated that phrase……. And it didn’t take many times where she had tried to initiate sex and find him unresponsive for it to lapse into… “OK, whenever…”

The whenever would become whenever he, Andy, felt he was ready and could see the fucking through to an end. She took it personally, which he resented……. Wrongly, he now knew…. It was a problem in his own head……. But then it wasn’t fair on him for it always to be his responsibility to choose when they had sex…. And what they should do…… he did find that his wife was happy to explore a few interesting highways and byways of sex…. She developed a bit of a fetish for her feet, and for shoes….

So, what did he do? Of course, he bought her some sexy shoes and they would fuck with her wearing them, usually starting with her newly-washed feet being sucked as part of their fore-play. He didn’t much like having his tongue between her toes, or even her full five toes in his mouth, but he found the way to make it seem like he was enjoying it as much as she was…. She really did seem turned on by the whole thing. Of course, when you’ve gobbled a woman’s feet, the next point of call is her pussy, so inevitably, these sessions would lead to her getting tongue-fucked — which she clearly adored……

There must have been an element of BDSM in her enjoyment. She did become quite assertive — at last — when this was their usual practice… as it was for several years…… She wasn’t a bad lover…….. She was enthusiastic when this was going on…. But it did always have to be his initiation……. If only he’d found a way — in those early days — to be more confident as a lover, more masterful. But he hadn’t …. And so he’d lapsed into this more ‘girly’ way of ‘let’s make love together’ like two girls might…… and with his past history — from teen years and in all his time at Uni — the latency of his crossdressing was never far below the surface.

As time had passed, Andy had become less and less able to set sex in motion, so they had sex less and less. They still had what most people would call a ‘good marriage’ — without nearly as much resentment as there could have been. It had reached the stage where neither of them really bothered to try any more. That gave him great sadness, really it did.

He found a way to compensate for that by his imaginings of his alter-ego, Karen. He read, and wrote, to keep his fantasies alive but deeply-buried…… And that was how it was….. Today……. Still married, but in a way ’at arms length’. And she was far away, with friends, at the moment, and he was here…..sitting on the bed, wrapped in a fabulous towel all warm and snug, preparing to get dressed in female clothes to go out and meet a woman who he was falling in love with….. who would set his hair before a night of love!

What more could a man want? Karen couldn’t really answer that one……….
But she knew it wasn’t going to be a long-term solution….. unless she was very careful!

************

Karen’s thoughts returned to the ‘here and now’…….., and as she had been told explicitly to do, she took up and used the moisturizer to soften and soothe her skin. All over!

After relaxing for a while, to let the moisturizer do its job, Karen went to the clothes rail that Jenny had indicated would provide the subdued and everyday clothes that she was to wear to the salon. Jenny had clearly wanted her to blend in with the crowd — if a crowd there was — of woman in the salon having their Friday shampoos and sets……. Blend in with the crowd. Don’t get noticed….. Feel at home? Feel ordinary. Feel like a woman.

Feel……. Feel……. Feel……

There were enough to choose from. Plain skirts, Unfancy blouses, Everyday things…. Greys and dark browns and whites and tartans and striped business-like outfits…… Nothing to set the pulse racing here………

But there were the things that Jenny wanted Karen to be wearing… so she would!

She carefully folded away the dresses from the morning, and put away the shoes, deftly rolled the stockings and put them away. The ‘Glam’ stuff could wait another while.

************

Just like the beginning of his story, outside the salon, Karen recalled…….

She rehearsed what she would say many times over.

She summoned up courage, it still took courage, despite the week’s events.

She had wanted to share her morning’s experiences.

She knew Jenny would enter discussion, depending on how full the salon might be.

Karen felt confident she would. She had styled her hair many times now.

But only a few times here. In her little village salon. Usually first appointment of the day.

This was late afternoon. Friday. Busy.

Another stylist came in for afternoons. Had Jenny told her about Karen?

It wouldn’t be quiet. Karen’s thoughts went on…..

As he had dressed in his underwear, his comfort was all-embracing.

He had slipped into his panties, fastened the suspender belt and rolled up the stockings.

This time, no painted toenails. He liked the shimmering shade of red Jenny used for him before..

His bra matched the panties, with lovely lace surrounds. Crystal blue satin. Slinky.

He stood back and looked in the mirror, and put on the low-heeled shoes.

As he had sat on Jenny’s bed, the stockings pulled this way and that.

Size nines. Difficult to find. But these were ordinary, everyday shoes.

He could go out in them — he could drive the car in them….

He had looked at the makeup tray, neatly laid out on Jenny’s dressing table.

Just a smidgin of foundation, very light lipstick and a little eyeshadow. Nothing noticeable.

Now, it was 4.15pm. Karen was waiting outside the salon.

He watched Jenny through the little salon’s window, from behind the driver’s wheel of his car.

Could he go through with it? Of course, he could.

***********

“Good afternoon, d’you have an appointment?” asked Jenny’s colleague, the other stlistt.

“Indeed I do…” Karen’s soft voice turned no heads in the noise of the salon. Except Jenny’s.

She turned and smiled at her lover, pleased to see that he had done as instructed. His outfit was exactly as required. Her friend, Marie, would deal with her new customer…. She went on with teasing the high volume of hair that Karen realized must again have Mrs. Bouffant under it!

“Please do take a seat…. Oh and I’ve got this for you….” said Marie, handing Karen an envelope with Jenny’s handwriting upon it.

She opened it up and began to read….. This was unexpected!

“Welcome to Curl up & Dye, your favourite hairstyling resort! Thank you for coming to see us again.

Just a few thoughts before your appointment…….

First of all…… Nobody else here knows who you are.

Nobody else here knows that you’re not what you seem!

So, just relax and enjoy your whole evening.

Secondly, you will be asked some questions and, whatever they are, your answer will be either “YES” or “YES, PLEASE!”

Have a great time. Love, Jenny XXXX

Karn didn’t know what to make of that but , sitting where she was, felt entirely at home and would do as the letter told her to do. She sat back and relaxed, waiting for the fun to begin.

Marie returned to ask if she wanted a cup of tea……

“Yes, please.” was the correct answer.

When she came back with Karen’s drink, Marie asked “This your first time here, isn’t it?”

“Yes, indeed..” was the correct answer.

Marie continued..” Well, Jenny likes to spend time with her customers who are having a colouring so there will be a bit of a wait…. Is that OK?”

“Yes, that’ll be fine..” was the correct answer.

“Would you like to look through some colour shade charts before you talk to Jenny?”

“Oh! Yes, please!.” was the correct answer. And Karen meant it!

“Oh, good…. And your manicure and pedicure will be done while the colour is developing on your hair, is that OK too?”

“Oh! Yes, indeed!.” was the correct answer.

Marie left Karen in peace with a monster volume of hair colour swatches, each backed with a wonderful picture of the colour used on a model’s head, illustrating just how fabulous each and every one of the colours would look. It would be impossible to choose! They were ALL just adorable!.

Karen looked around the salon. There were several other customers, all ladies, each at a different stage in their beautification…… There was “Mrs Bouffant”, a brunette with bold ‘tiger stripe’ highlights getting the final touches, in clouds of hair lacquer, at Jenny’s styling point. Marie was now washing the hair of a younger woman at the wash basins. She was evidently a beautiful blonde. Two others were under high-domed hood dryers, their hair clearly wound up in masses of rollers. Their hair colours were obscured by the dryers.

Karen felt quite at home……. She felt like the woman she looked like. She could see herself in a mirror. She didn’t look out of place at all. She was relaxed. Jenny knew exactly how to set this up, She was right! Karen’s consciousness switched to her beautiful underwear that clung to her. This made her aware that all of that body hair was long gone. Her skin was soft and smooth under all of these clothes. Jenny knew exactly how to set this up, She was right!

So, she thought, she was having her hair coloured. She was having a manicure…. She was having a pedicure — which she had never had before!....... That only left a make-up. How and when would that be fitted in? And where would he, Karen, and she, Jenny, go for the evening?

It wasn’t long before Mrs Bouffant was ‘done’ — in all her back-combed, highlighted glory. She left the salon with loud farewells to everyone, not noticing that she had, in fact, seen Karen before.

Jenny turned to Karen from the doorway and advanced to her, seated a few steps away. “Are you ready?!” she asked. ……………..“Oh! Yes, indeed!.” was the correct answer.

….. AND SO FRIDAY NIGHT IS MUSIC NIGHT!