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Put Him In Dresses         by: Emily Ross      2000                       emily_ross_98@yahoo.com

 

Claire was on the telephone to her sister.

Karen Put him in dresses.
Claire What? I don’t think I heard you right.
Karen Put him in dresses, Claire, I’m telling you, it’s the only way.
Claire What do you mean?
Karen Two years ago I came home and discovered Mike in bed with a fourteen-year-old schoolgirl. It was his day off so I’d left work early to be with him, but when I got home I found them both in our bed!
Claire Oh no, Karen. What did you do?
Karen I could have turned him over to the police. I could have just booted him out but I decided that it would be best if I punished him. Every Saturday I turned him into a little girl. He had to wear little dresses and I called him Molly. He had to call me mummy.
Claire Mike in a little dress? How did you manage to persuade him to do it?
Karen Well it was either dress as Molly or I was down the police station.
Claire And did it work?
Karen Oh yes. He’s never been unfaithful since. And now your Mark is playing away from home with his secretary. What did you call her?
Claire Amy. Amy McLaren
Karen Yes, Amy. Well I think you ought to do to him what I did to Mike. It works, Claire, it really works.
Claire But where would I get the clothes from?
Karen You could borrow some of Molly’s. Mike wouldn’t mind and he’s about the same size as Mark. I’ll find some and post them to you. Let me know what you think, OK?
Claire OK. I’ll ring you next week. Bye
Karen Bye.

A week later

Claire Thanks for sending the clothes, Karen. They arrived yesterday. Fortunately Mark was at work. Aren’t they cute? I love the little pink dress with the pretty floral pattern.
Karen Oh yes, Molly looked so sweet in it. I must send you a photo. The white cuffs and Peter Pan collar are so girly.
Claire And where did you get the gorgeous red and white gingham dress?
Karen You wouldn’t believe the trouble I had to go to in getting those dresses in Molly’s size, Claire, but I think you’ll agree it was worth it. The gingham dress is slightly shorter than the pink one - I suppose it’s three or four inches above the knee - so Molly had to shave his legs before he wore it. Do you like the school uniform?
Claire Oh Karen, the white blouse, school tie and navy blue pleated school skirt all take me back till when I was about eight. And I had a pink hair band like that one.
Karen Yes, I remember. You looked so pretty and Mark will look pretty too in his school skirt, blouse, white knee high socks and black Mary Jane shoes. I bet you can’t wait to see him.
Claire What about the undies, Karen? Does he really have to wear the white lace-edged panties and the full-length petticoat Like you said, it’s very girly. Don’t you think it will be humiliating for him?
Karen Of course, it’s humiliating. It’s meant to be humiliating. Isn’t it humiliating for you to find out he’s shagging his bimbo of a secretary? He’s got to wear it all; the dress, the socks, the shoes, the underwear, the wig and the hair band. OK?
Claire Sure. He’ll look cute in those clothes, but how do I get him to wear it?
Karen Claire, just tell him if he doesn’t, you’ll boot him out. It’s your house. He’d have to pay you alimony. You’d probably be better off than at present but he wouldn’t be. He’ll soon come round to your way of thinking and put the dress on. It’s only one day a week after all.
Claire OK. I’ll ring you next week and let you know how I’ve got on. Bye
Karen Bye.

A week later

Karen How are you getting on with that sissy husband of yours? Did you get him into a dress?
Claire Yes.
Karen Well done. Tell me everything. Have you got a new name for him?
Claire Yes, he’s called Mary and he calls me mummy. Well of course, he protested when I told him what his punishment was going to be but when I told him what the alternative was, he quickly slipped upstairs and put the dress on. I’ll have to send you the photos when I get them developed.
Karen Photos. Wow.
Claire Yes, I insisted I had to take some photos. I took some in the pink dress and some in just his petticoat. I hope they come out.
Karen I can’t wait to see them. Did you keep him in the dress all day?
Claire Yes. He complained when I told him he’d have to stay dressed as Mary all day. You know he plays golf on Saturday afternoons with Keith and Dave. I told him to phone up and cancel or play in that dress.
Karen You didn’t! I suppose he cancelled.
Claire Yes but I can tell you something else? I asked him to lift up his dress so that I could check that he was wearing his petticoat and panties. Poor Mark. I almost felt sorry for him as he slowly lifted the hem of his dress from his knees. But it was his own fault. He’d brought it all on himself! His fingers tugged at the lacy hem of the petticoat and pulled it up revealing his virgin white panties. He let go quickly but I could have sworn that there was a bulge in his undies.
Karen You mean, he was …
Claire … aroused. Yes I think he secretly liked wearing that dress and those panties. He didn’t admit it, of course. I’ll tell you more next time you ring. Bye.
Karen Bye.

 

Two weeks later

Karen Thanks for sending the photos, Claire.
Claire Yes, I’m sorry it took so long to get them developed. What do you think?
Karen I think you’re very lucky to have such a cute husband. He looks so sweet in the gingham dress.
Claire Yes, I think it suits him and the shoes and socks fit very well. My favourite photo, though, is the one in the school uniform. I love it when he ties bunches in the wig like that. Adorable, don’t you think?
Karen Yes. It’s hard to tell it’s your husband. And doesn’t he look so sweet in that petticoat photo?
Claire Isn’t he a doll? I made him shave his legs before I took it. He’s lovely.
Karen You must be so proud of him. Has he complained much?
Claire Other than that first time I dressed him as Mary, surprisingly, no. How long do you think I should continue the experiment, Karen? Mark’s already a changed man, helpful and pleasant all the time. He’s giving me a lot of attention and, I’m told, no longer chasing bimbos in the office. Perhaps it will soon be time to let him be himself and go back to his golf.
Karen Oh no, you mustn’t stop now that you’ve got him in your power. I bet he likes dressing as Mary. Secretly, most men like it. He might not want to go back to his golf. Once you’ve got your man in dresses, there’s no turning back.
Claire You mean that Mike is still in dresses?
Karen Of course he’s still in dresses. And very pretty they are too. Tell me, Claire, have you ever made love to Mary?
Claire Yes
Karen And how was it? Was it better?
Claire Yes. He was in his petticoat and I was wearing my silk camisole. I loved the feeling as our clothes rubbed. It was so sexy.
Karen Well, Claire, you mustn’t stop. If anything, you need to go further. It’s time for stage two. Tell him that from now on he must be Mary all weekend, every weekend, from the moment he gets home from work on Fridays till when he gets up on Monday morning. But don’t just dress him as a little girl. Buy him outfits for someone a little older. You know, shorter skirts, high heels, tights. Try a little make-up. He really will love it. Molly does.
Claire I’ll certainly think about it, Karen. Bye
Karen Bye

 

Two weeks later

Karen I’ve been so busy at work these past few weeks, Claire, so I haven’t had time to ring you. I’ve been thinking about you, though. How is Mary getting on with phase two?
Claire Well, after I last spoke to you, I told Mary that he would have to dress as a girl all weekend but as he had been so good, I was going to buy him some more clothes and he could call me Claire. I expected him to be a little cross but it seemed to have the opposite effect. I got the impression that he couldn’t wait until the next weekend. He didn’t so much as murmur.
Karen I remember when I first told Molly he’d spend the whole weekend in dresses. He was excited too, but he didn’t dare say so.
Claire On the Wednesday when I was out shopping, I saw the most delightful black mini-skirt in one of my favourite shops. In truth I think I’m a bit too old to wear something like that but I knew that Mark liked short skirts so I bought it for him on impulse. Then I bought him a denim mini-skirt and a cream blouse to go with it. I also bought some black sandals with 4 inch stiletto heels, a waist nipper to give him the right shape, a lace trimmed bra, breast forms, some cosmetics in his colours to wear in the evenings – nothing outrageous of course - a baby doll nightie to sleep in, tights and a black basque with matching stockings and suspenders.
Karen I love it when Molly wears suspenders…
Claire Men are supposed to find suspenders sexy and I think Mark is no different! I am certain he wanted to try on the new clothes right away but he couldn’t pluck up the courage to ask. Much that I would have liked to dress him as Mary there and then, I would have said no. He had to be a good boy and wait till Friday evening.
Karen You did the right thing. It is his punishment, remember.
Claire Mark came home from work early that Friday. I’m sure he did it so that he could try on his new clothes. By the time I cooked the meal he was already dressed and fully made-up. He had shapely breasts, was very feminine and very pretty. His make up was tasteful and well done. He looked so sexy that I had to make love to him right away! I’m afraid the food was a bit overcooked.
Karen You are naughty, sis. And he stayed dressed as Mary all weekend?
Claire Of course.
Karen And he tried on all the new outfits?
Claire Absolutely.
Karen Do you think he might be ready to go on to stage three?
Claire What’s stage three?
Karen Stage three? Why that’s where he wears women’s underwear all the time, even when he’s not dressed as Mary.
Claire What? Including when he’s at work?
Karen Definitely.
Claire What fun! Does Mike go to work in women’s undies?
Karen Sure. It’s so sexy. I’m sure he loves it.
Claire But doesn’t his bra show under his shirt? What if someone noticed the outline of a suspender clasp under his trousers?
Karen So? It’s not my problem. It’ll teach him to be careful. Now, Claire, you’ve got to get Mark on to stage three. If he says no, tell him you’ll send these photos to all his colleagues at work.
Claire OK, Karen. Phase three it is. I’ll speak to you next week. Bye.
Karen Bye.

A week later

Karen How’s your sissy husband, Claire? Did you get him on to stage three?
Claire Yes.
Karen Did he object at all?
Claire Yes, he protested when I told him what he’d have to do but I don’t think he really minds. The past three days he’s gone into work with a bra, panties, suspender belt and stockings under his business suit. If only the other guys at work knew!
Karen In which case, Claire, perhaps you’d like to try stage four?
Claire Stage four?
Karen Yes, that’s where you go out with him dressed as Mary.
Claire Out?
Karen Yes. Like for a trip in the car.
Claire He won’t like it.
Karen Like it? Who cares if he likes it or not. This is a guy who dresses in skirts at the weekend, who wears a bra, panties and stockings all the time. How could he not like it? Tell me how you get on next week. OK? Bye.
Claire Bye.

A week later

Karen Did you get your sissy husband on to stage four, Claire?
Claire No problem.
Karen I told you he would like it
Claire On Sunday I suggested we went for a drive in the car. I said I would drive of course. He said that this time I’d gone too far. Mary was a private person who could never leave the house.
Karen Did you have to threaten him?
Claire I told him he looked so pretty his ‘school uniform’ that no-one would ever tell that Mary was really a man. He was wearing the white blouse and school tie you sent me together with a new, really short, pleated, navy-blue skirt, which I bought for him last week. I’d let him wear stockings and suspenders because the skirt really flounced as he walked and was so short it occasionally revealed his stocking tops.
Karen Nice.
Claire Yes. I got the impression that Mary liked the new short skirt but he was very nervous about going outside. Then he relented and said he would go but only if I wore a mini-skirt – one of his, of course. To tell the truth, Karen, I was a little jealous of all his new outfits and was looking for an excuse to wear one of his short skirts.
Karen I know exactly what you mean, Claire. I felt the same way about Molly’s dresses.
Claire I’ll let you in on a little secret. I’d actually spent one afternoon that very week wearing the very outfit he had on now.
Karen What? You were wearing his school uniform, Claire? While he was at work? Including the stockings?
Claire Of course. Now I agreed to his request and put on the denim mini while he redid his make-up. My skirt was short but not as short as his skirt! He insisted I went out and unlocked the car before he joined me in the passenger seat. I must say that his legs looked great and his eyes looked seductive in eye-liner, mascara and eye-shadow. Whether anyone else noticed a nearly six-foot tall schoolgirl coming out of the front door I don’t know and frankly I don’t care!
Karen Tut-tut, Claire. The neighbours will be talking…
Claire I started the car but there was more leg on display that in a butcher’s. Mary was feeling my thighs and I was getting so aroused. We had to drive into a secluded country lane, stop the car and make love – twice. It was a good job we were both wearing stockings!
Karen Oh, Claire, you’re wicked. It sounds like Mary’s ready for stage five.
Claire Stage five?
Karen Yes. For one day at weekends, Mary has to be your maid and do all the housework.
Claire What? All the housework?
Karen Yes. Cooking, washing up, dusting, hoovering, ironing the lot. Molly’s got quite good at it now.
Claire What? Molly does your housework?
Karen Oh yes. He’s done it for years.
Claire What does he wear?
Karen He has a selection of French maid’s outfits that I’ve bought him. A short dress - usually black but sometimes pink – with a white lace trim, stockings and high heels of course. And a little white apron. He looks so sweet. Sometimes I even wear one of these outfits myself when he’s not here!
Claire Where can I get one of these outfits?
Karen That’s the talk, Claire, but don’t worry. I’ve already posted one of Molly’s to you. You’ll get it by the weekend.
Claire I can’t wait.

A week later

Claire Guess what?
Karen What?
Claire I’ve now got a French maid called Marie. Only on Sundays but you should see her. Pretty as a picture and very good at keeping the place tidy. She calls me madam. I must send you a photo.
Karen Please do.

 

A month later

Claire Listen to this, Karen.
Karen What’s happened?
Claire Mark has received a promotion at work. He now works entirely from home. All his work is done electronically. No more commuting, no more going to that office. No more seeing his secretary, the beautiful Amy McLaren.
Karen So you’re ready for stage six?
Claire Stage six?
Karen Yes. This is where you dress Mark as Mary full-time.
Claire I already am, Karen. I already am. Except I’m not dressing him as Mary, I’m dressing him as Marie. My husband is now my full-time maid. Of course, he still has to do his work but he does it dressed in one of his maid’s outfits. When he finishes he then has to do the housework.
Karen I am envious. Sounds perfect.
Claire It is, except I’ve had to move him out of my bedroom. It doesn’t do to have sexual relations with the servants.
Karen Have you found someone else?
Claire Yes, my new lover moved in yesterday. This morning we were served breakfast in bed by Marie, dressed in her shortest maid’s dress.
Karen That is perfect. This new lover. Is it anyone I know?
Claire I don’t think you’ve met but you’ll know the name.
Karen Who is it?
Claire Amy McLaren.
Karen Amy McLaren? The beautiful girl Mark was having an affair with?
Claire The very same.
Karen Claire. Anyone would think you’ve planned all this.
Claire Oh I did, Karen, I did.

 



2000
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