Her Red Dress

by Lauran Travis

 

You like them! You wear them. That was the start, he was looking at her clothes and saying how much he liked the red dress with the splits up the sides. It was PMT time, so he backed off quickly once he realised, not knowing how she would react. But a few days later he mentioned the dress again, she agreed it was nice, but she did not have a flat stomach, or nice legs for it, unlike him.

It was Saturday afternoon, and they were just lounging in front of the tele, with the evening looking as though it would be spent the same way. So he went upstairs to get the dress to see what it would look like. In his boxers he slips the dress over his head, then looks in the mirror and poses. He comes quickly back to earth when he notices his wife stood in the doorway, and blushes. He tries to get the dress off, some how hoping she has not seen. But she stops him and asks for a look. Yes it is better on him; he has a much firmer figure. Then she announces she has an idea for going out that evening, and she is sure it will be fun. She gives him a stare that means he cannot disagree, and she was usually right about these things. First he should take the dress off, then have a shower, but let her rub some special cream on him first. Then with her creams, shower gel and shampoo, he showers and though half expecting it his body hair washing away. He calls out, telling her what has happened, but she calmly tells him to use the moisturiser when he has dried himself.

Now with clear limbs, she starts to dress him, a girdle first, then a bra stuffed with tights. Next she asks if he prefers her in tights or stockings for a special occasion, she smiles as he hesitates, and passes a suspender belt for him to fasten around his waist, followed by shiny stockings. He is rather enjoying himself and with the girdle hiding his pleasure rather wonders where she will go next.

"Now come over here and let me show you how pretty your face can look" she quickly applies foundation, blusher, silver eye shadow, black liner, mascara and plum lip-gloss. She has a wig a legacy from their younger years when they went out more. So on his head is fixed this blonde shoulder length hair. "Next we shall have to do something to those nails" from a drawer she tips out a packet of nails. Telling him to hold still she glues them on, then paints them a plum colour. "And now we are ready for you to try the dress on, and I bet it will look better on you than me" the dress is slipped over his head and eased down his body. "Before you look in a mirror, slip these on" and she gives him a pair of low sandals to wear.

With his eyes shut, she leads him by the hand to a full-length mirror, and then when she has made a few last touches to the dress and hair, asks him to take a look. As he stands there admiring himself, and thinking how good he does look, she surprises him with a camera flash, "just so you can't say I was wrong".

'Now' she instructs 'is my turn to get ready, you be a sweet and go and made us a couple of strong drinks, that is if you can tear yourself away from the mirror'

He delivers the gin to find her nearly ready in a trouser suit. 'One or two little extras' she informs him, 'a purse, a coat and some more elegant shoes' he has always liked high sandals, but that was always on other people, now he cannot do the tiny buckles with the long nails, so she fastens the ankle straps and he takes his first steps uncertainly. She offers a little advice on walking, but reminds him how hard it will be to get them off with out her. So he had better go and get some practise. Luckily being fit he soon has the hang of walking on his toes.

Another drink and the taxi arrives. Excited by the new experience he thinks nothing of walking out to the car. She gives the destination and soon they are dropped at a restaurant he does not know. She does the talking and they go to sit down. Wine and a nice meal, combined with a randy wife who starts playing footsie under the table on his stocking leg, then when he needs the toilet she shows him the ladies, where she follows him into a cubicle, pulls up his dress, and pulls out his manhood, he needs no extra stimulation as she sits across his lap and lowers herself onto him.

Both relieved of the sexual tension, they finish their meal and confess to enjoying the experience, he has found the whole dressing up a turn on, and she unexpectedly found that having her man dressed was so sexy. Now full of confidence and not wishing the night to end, she takes a chance and walks him to a gay bar, she wants to see how it would be to be seen as a lesbian, and also to see how many heads he would turn, before heading home.

He did not remember much after that, he assumes he had too much to drink, but does remember waking up, with hair in his face and one of her long satin nighties on. He tries to go back to sleep but feels so different in the unfamiliar clothes; he ends it by getting up. The nightie being lovely and soft, he decided to have breakfast in it, quietly reading the paper she appeared, and suggests they talk. He is interrogated about how he felt the night before, and he asks her how she took it. But he is sat in a nightie and a wig, feeling very nice. So it is hard to deny liking the experience, it had been a great buzz to go out dressed, he finally admitted. She said she had thrilled at it also; the recklessness, and the apparent sexiness of him in a dress turned her on.

It took nothing for them to go back to the bedroom and dress him again, this time in blouse and skirt. But not just any skirt, it was one she had bought but never had the nerve to wear, she did not even know if it looked good on. So if the red dress had looked good on him, why not try this leather skirt with lacing up the sides, and a sheer fuchsia top. He had a black lacy bra on, but the knickers had to come off as they showed in the lacing. She did the face and then let him look, the skirt was tight but the image of himself turned him on, and a bulge appeared. They both agreed he looked great, and if the bulge could be sorted he would wear it to go somewhere special.

As he was all made up she gave him some satin underwear and a slip to go under a plain pink dress. And after doing the housework sat down for a rest. They then discussed the bulge problem. He could stay calm, not practical, wear a girdle, would be seen, find some way of holding the bits between the legs. Tape was the answer, and a roll of sticking plaster was tried which was a success visually, if not comfortable. While feeling creative she found some latex gloves, knotted them then filled them with different things, thick paper paste felt the best. She did two and told him to try them. They filled her small bra, weighted it down and bounced about in a way he was unused too, but gained her immediate approval.

The next shock in this whirlwind weekend is she announces she wants to go clubbing that evening, and he has the outfit, so she will wear stockings etc if he wears the leather skirt. Never one to argue with something he enjoys, he changes into the skirt, bra and blouse of the morning, along with some bangles and anklet, and her in the sexy undies, they go out and have a great night dancing, drinking, being chatted up and stimulating one another.

But their plans are hindered when they try sex, both in skirts should make access easier but he is taped up, so they have to wait till they get home. All excited, she says that no knickers for a girl is easy access, not so for him, and tape is still well stuck on. They pet, then he finds her dildo and climaxes her, but all she can do is suck his end, until she climaxes agian, then cleans the dildo and uses it on him until somewhere between the pain and pleasure he comes. Both collapse exhausted.

A couple of busy weeks pass, and nothing interesting happens. Until they have a day off together and she suggests they go out again, he tries to appear casual about it but once out of bed, starts preparing for a femme day. He shaves and tapes himself, then fixes his face as instructed. The camisole set are splendidly luxurious, but she chooses a loose blouse and skirt and informs him it is time he had some clothes of his own. (Maybe he realises she has noticed he has been wearing hers when she was at work) he is under a spell that means he will do whatever she suggests, so he finds himself in a store looking at underwear, then nightwear, and daywear. This is the start of his wardrobe, bras and knickers, a long satin nightie, and a plain cream blouse and a brown pencil skirt. Last they buy some brown stilettos. He goes home to change, and is then told that as the afternoon has gone so well, who would have thought he would get away with trying on the blouse and skirt in the shop, they would eat out at a nice restaurant. With all his new clothes on he feels special and she makes his confidence soar as they enter a straight bar and nobody takes any notice, other than for a few letching men who run their eyes over him.

When at home alone he secretly learns as much as he can about make up, posture, clothes and how to look. So after a few more days out he is not nervous but able to enjoy the feelings.

After six months he is leading a double life, male at work, female at home, but not exclusively for her, he is wearing nighties at night, knickers all the time, he keeps himself tucked back all the time. He has bought some female trousers that he wears to work and is wondering where this is leading.

One evening he mentions how his hair is getting long and needs a cut, he playfully suggests a barber, to see what reaction it gets. She goes all stern on him; he can have his haircut when they go on holiday in a few weeks, if he allows her to make the arrangements.

In the meantime she has been dieting in response to his looking so good in her dresses, and has lost some weight and firmed up her stomach. Now she feels that the red dress looks good on her and wears it with confidence.

His education has continued, he has been shopping alone, is now left to dress himself and does an excellent job. They also like to set little challenges for him. She had even dropped him in town, told him to buy a skirt which he had to try on and wear that night, (so no taking it back because it did not fit), then catch a bus home, all of which he did. Tried on three skirts, and bought a top as well. She was most impressed.

With the talk of haircuts she asks if he objects to their new way of life, he does not admit it, not wishing to let her go too far, but says he likes the little challenges being dressed as a woman was creating, which makes her think of challenges rather than enjoyment, and would he take on bigger challenges if asked.

The last day at work comes; she has obviously been planning, but would not let on at all what she had in mind for the holiday, except they will spend the next fortnight away and without his trousers. 'Oh' he says, but does not fully realise what she means. First a double booking at her salon, she introduces him as her partner, which causes a stir, but she has already booked the treatments necessary, so after the introductions asks them where they should go. She has her hair, cut, tinted and permed, her nails extended, and her lashes tinted. At the same time he keeps quiet not sure what is coming, but they are told to use their imagination. He is not sure if they recognise he is not a she, or that his wife has set it up, or they are reckless when told to use their imagination. But after a couple of hours he is looking in a mirror at the new him. His hair is now lighter and blonde at the tips, it seems to have grown in volume with a spiky look. The lashes were all tinted dark, the eyebrows sculpted. His nails were also done, and unlike the glue on type these are firm and longer. He is just thinking that maybe this is to far, when she suggests just one last thing. And while he is realising they are going to pierce his ears he feels the pain in one and winces, 'you can't have just one that will look silly' and they do the other. Anything else he wonders as they drive home.

Waiting at home she has another surprise, in a box are a pair of silicone tits, ' I noticed you bought B cups, that will never do for a sexy one like you' They are size D and have a realistic shape and nipple. He is left to secure them to his chest and fasten a bigger lacy bra to support them, while she is left to put the cases in the car. He wished he could be firmer, but she packed for him earlier and he knew it would be a completely female fortnight, especially after the salon, and there was no way he would look right in trousers looking the way he did now, at least not without heels, and a nice jacket. So he rather had to accept that it was going to be heels and skirts for the next two weeks, he was trying to feel negative in some way, but he kept hearing himself saying 'could be worse, just imagine going without for a fortnight'

They spent two weeks in London, the plan was, sight seeing in the day, then out at night to clubs, theatre or just pubs. After half a week she asks how he feels. He has slept with the tits on, the penis is secured back, and he has had sex every night, and enjoyed it. He does not know where this loaded question is going, but is helpless to say this is enough just let me enjoy what we have, she might take it wrong and how could he give up his beautiful clothes now. She observes there have been no objections since the first dress, so assumes he is fine with her plans. So far he has agreed to everything she has done to him, so throws in a bombshell 'it's just I fancy a man' he is just about to say but what about me, when he is cut short, 'don't worry, I will not forget you.' At first he is stunned by the idea, what she wants is penis inside her, and he currently and quite regularly has it taped out of the way, and not much use to her needs. Then ponders the possibilities, men did look, what would it be like with a man, a man would need to know before, and what would it be like to see her seduced.

It comes as no surprise to find out she has things arranged. After a phone call she announces he should dress smart for dinner, that cross cut green dress about the calf length, and a long scarf would be great, with high sandals. She wore a revealing halter neck and boots, said it was to be sure she won if there was a competition.

They dined with two smart men who were attentive, and knew her from some time in the past, ex boyfriend it is assumed. Very quickly he realises it is a blind date. They eat, and then it is a warm evening so they walk to a bar, and then a karaoke. She has a great time being chatted up and flirting, he is a little out of his depth, but they keep on buying drinks and his inhibitions subside, to the point where they take them back to a flat, she goes to the bedroom and can be heard enjoying herself, his date asks if he would be interested in some such fun. While he is thinking a hand caresses his inner thigh and no seems the wrong word.

He is next aware of his wife when he opens his eyes and looks up from the arm of the settee he is draped over, with the dress pushed up past his hips. 'Sorry to spoil the fun, but I think it is time we left' she says passes him his shoes knickers and a tampon, softly saying 'that was quick, your first date, you randy thing, go to the bathroom and slide the tampon inside, then say thank you'. Not much is said, but once in the room he makes it clear he is in need of relief, and she obliges if he will please her the next evening, knowing it will not be a dull favour, and readily he agrees.

The next evening she has found a gay bar, and wants to set him up as a tart, which is easy. He has no objection to revealing outfits, but she wants to see if he can pull a bloke, and cop off. He just sees it as part of the fun, and listens carefully as she gives him tips on flirting. She dresses drab, letting her pupil be the star. A halter neck mini, the highest heels, and shiniest lips, he is told where to sit, and she sits at the back hoping nobody notices her. It takes a while before a drink is bought for him, but he plays the part well, and when invited to sit in a corner he follows, and enjoys a cuddle. She is keeping an eye on this, but when the bloke leads him to the back room, he is not sure why until the bloke gets very close and asks how far he will go, he asks what he has in mind, and with a condom in place, he sucks him off, straightens himself, and leaves to find his wife. Telling her all the details she gets quite excited herself, but he suggests she wait and he goes back to the bar full of confidence that he is attractive, and wanting more.

Eventually they get back to their room, he exhausted, and she turned on by his exploits and insists he satisfies her. As he sleeps she thinks things over, they are both enjoying the situation for different reasons, she is doing the teaching, he is her creation, she has power over him. He is loving the female bit, clothes, make up, attention, being attractive, and he is randy. They had been adventurous but the way things were going many more opportunities could reveal themselves; she just has to work out which way she intends it to go.

She decided to see how the next week went, she did not push the tart look, rather encouraged a sophisticated style on him, and with the unwitting help of her old friends sent him into more and more stylish restaurants and bars, they bought a gold sheath dress, and some luxurious underwear, which he had to try on in the shop, and pay for, she was insisting he did more public talking, no hiding behind her anymore.

Then she sets up a date before they leave to see how he will cope with a night. She persuades her friend to put her up for the night so he can invite his friend to the hotel for the night. And just for her own entertainment she leaves a video recording the bed, to make sure he is performing well. She sees he is using his feminine power to control the man, and is on top for most of the time making him ask for relief in the end. She is impressed with her student, but insists they spend the last night together, so she can reinforce her position in their relationship.

The journey home is very sombre, after the excitement the prospect of work is dull, even more so than usual after a holiday. They spend the Sunday colouring his hair to disguise the tints, removing nails etc, but the studs have to stay and he will have to see what is said.

A month passes and they are getting frustrated, the odd night out is not enough, he has withstood some insults for the studs, and the odd comment about his eyebrows and haircut, and she has been defensive about her holiday. It is about this time she sees an advert for escorts and her imagination starts to work, she rings a few then makes appointments with two after she has paved the way saying she has a very special lady for them to meet. He comes home that night and she gets him in the mood, by getting him to dress for bed early, then broaches the idea of the escort, and tells him he has two appointments the next day. He initially freaks, but she reminds him about the holiday experiences, but in the end he is persuaded easily, so it ends up with them taking a day off work.

First it is down to the salon, the hair is styled, and nails prepared, then back home where he redoes his make up, finally with the sheath dress on he is ready. He has always enjoyed the transformation from dull male to attractive woman, and the subsequent adventures that would follow, but this time there was a new purpose and he was not convinced he could carry it off, or whether it was the right thing to be doing either.

She has no such doubts as she is giving him advice while she drives him for the appointments, and sends him in alone. She sits outside and waits like a mother whose child has gone in for an exam.

Both businesses are stunned by the quality of this man, and do not really recognise what he is until they ask his name, then they politely ask how far he will go, and what are his limits when entertaining. Then they suggest a rate he could earn, but say they will have to think about it, and he says he will have to as well.

Back home and all feminised he takes the rest of the week off, no point in wasting all that grooming, and does the housewife bit for her, and waits for a call. One rings a few days later and says they will be happy to put him on their books as initial responses have been good. He is uncertain where this is leading, but when she gets home and he tells her, she is over the moon, 'think of the money, in a week you could earn what we both do in a month, and no more swapping, it will be pampering and shopping by day, sex by night, and I can be your taxi to keep an eye on things'

Six months later they have moved to a nicer flat, bought a comfortable car, he lost all his male clothes in the move and she denies all knowledge, but he knows it must have been her. He would have kept at least one set of clothes for just in case. They enjoy the salon at least once a week, and buy at least one complete outfit every pay day, and when she sees how much fun he has, and how much he earns, she goes on the books also, but as an ordinary girl she never earns as much as him, though enough to not have him as the bread winner.

All in all a good outcome to couple of randy flirts who bored on a Saturday afternoon, dabbled with something they knew nothing about.

  

  

  

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