Are You Trying Turning Me Into A Sissy

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Chapter 20: My new outfit.

I headed home from the office just after lunchtime. I made sure that everything that I needed was ready and had a bubble bath. 

The first job was to apply red polish to my toenails. Apply false fingernails and paint them with a couple of coats of bright red polish. I had a new navel chain, which was simple and had a pale yellow stone. 

I had chosen this because of what was to go over it. The first item of clothing was a white basque, a proper foundation garment this time that, when fastened, pulled my waist in, exaggerated my hips, and pulled spare flesh on my chest upwards. 

Okay, it did not provide breasts, but that was rectified with a pair of breast forms that I had ordered. When they were inserted in the cups, they looked huge, something that was going to attract attention. 

They had been supplied with adhesive and a release agent, but I thought that was not necessary at this time. Next came a pair of nude, seamed nylon stockings. They had a heel and a seam, and I spent quite a few minutes getting them straight and making sure that the ankle chain was in the right place. 

Over that, I pulled on a pair of full-cut pants with lace trim that matched the basque. I sat at the vanity to apply my makeup. I started with a foundation that I had purchased for an interesting lunchtime at a department store. 

I thought back to the brave step of asking the assistant to help me select a good tone to match my skin. She had initially looked surprised but got on with the job and was a great help, but I am sure that she wanted to ask many more questions. 

I struggled with a pair of false lashes but managed to get them in place, then added mascara, eyeliner, and shadow in a neutral beige shade with a pale yellow on the lids. A little blusher and red lipstick to match the nails. 

All in all, I was very happy when I had finished. Victoria would have done a better job in half the time, but I took real pride in managing it myself. I added earrings, a bracelet, and a new fashion watch, ladies, of course. 

I stepped into my new shoes. These were a bit crazy because they were red with small white polka dots, peep toes with a fabric rose at the toe, an ankle strap, and 4-inch heels. 

They were a kind of 1950s style. The red was the same shade as the nails and the lipstick. Next was the wig. I had purchased a new wig in dark red. 

It was quite long, and I had spent a long time two nights ago when Victoria had a late meeting styling it with a flick and a roll in a 1950s style that I had seen in an episode of Mad Men. 

There was lots of hairspray involved, but it went on without any difficulty and required minimal adjustment. The final item was the dress. Again, it was a 1950's style. It was yellow with white polka dots. 

It had a scoop neckline and was sleeveless (the main thing that I was nervous about). It had a fitted waist and a very full skirt that flared out from below the waist, and there was a mesh overskirt. It had several layers of underskirt built into it, so it flared and stood away from the legs. It was knee-length and quite modest, but it was a look that I just adored. 

I stepped into it and managed to fasten the zipper. It fitted me very well, and when I stepped in front of the mirror for the first time in the complete outfit, I nearly fainted. Yes, this was the look that I had wanted; it was feminine but more mature, far from sissy but very girly. 

The breast forms were the right size and really helped the look. To think that a few weeks ago a bra and breast fillets seemed like too far, these were not going to go unnoticed. 

Victoria knew that I would be dressed when she arrived home, but she had no idea what I would be wearing. In addition to the outfit for myself, I had also ordered a new night dress and robe, bedroom slippers, and new underwear. They were very fancy, and I had laid them out on our bed. I had prepared a light supper and chilled some wine. 

I had about 30 minutes to kill and decided to have a glass of wine while waiting. I also took a couple of selfies, and I was so pleased with the look. 

Chapter 21: Victoria Arriving Home.

Getting out of the office seemed to take an age. I knew that Chris, actually Missy, would be waiting, and he or she had selected and purchased a completely new outfit. I had no idea what it looked like, but I was excited. Actually, I had been horny all day and really needed to get home and change just for that reason. 

The front door was ajar, and I stepped inside, dropped my bag and coat, and entered the kitchen. A very elegant, beautiful woman was leaning against the kitchen island, drinking a glass of white wine. 

It could only have been a few seconds, but it seemed like a lifetime before it registered that the woman was Missy, who was actually my wonderful husband, Chris. 

"Oh, wow. That is incredible. Wine now!" 

Missy handed me a glass of cold white wine, and I gulped at it. I could not tear my eyes away from this vision. "My god, you look incredible. I have been on edge all day wondering, and I did not expect this." 

"I take it that you approve. You have a choice. Knickers off up on the worktop or go and shower and change." 

"I want the first, but that would mess things up, so I will go and change, but you had better know that I have needed sex very badly and a lot of it, and seeing you like this has made that need much greater." 

With that, I left the room. I knew that I had to. My husband looked stunning, beautiful, and astonishing. I showered and changed into the clothes that he had left for me and purchased for me. Wow.  I dashed back downstairs to get my wine. I made Missy twirl. I inspected her up close, including her legs, shoes, dress, nails, hair, and make-up. I was astonished. She was perfect. "Okay," I said. "Let's get a seat, and you can tell me all about it." 

We spoke for an hour, and he had the clothes and the ideas. 

"Things that I haven't yet seen: the bust, and you must have a corset or something." 

"I have on a basque. You know what a shock the bra/waist cincher was, but when I thought about the shape, it provided the idea of going a little further to enhance, which appealed to me. It is the correct size and takes another 2 inches off the waist, which pulls other things up and some down. It has garters, which made sense with the silk stockings." 

"Yes, I noticed the seams. What about the bust? That is not all the basque and the fillets, is it?"

"No. I purchased a pair of breast forms. I know that the idea was strange, and I was reluctant, but it really enhances my figure and completes the look. Do you mind?" 

"Oh no. No, I don't mind at all. First, you are correct; it does make the outfit and your figure look so feminine, but mostly your having the guts to buy them astonishes me, but I am very happy. You look very, very feminine—perhaps a touch girly, but not a sissy."

"Ah, but don't forget, I am a guy in a dress. Complete with makeup, underwear, a wig, heels, and false breasts. I may not look like a sissy, but there is little doubt in my mind that that is who I am. I just don't want to look like that caricature that we created at first." 

"Does that mean that I won't get to see her again?" "Well, possibly, but I like this look much more; it feels more me, more right." That made me think, and I paused before asking, "So, tell me about how you feel." 

"I love the style; even though it is now dated, I love how I feel and look." 

"So is this going to be permanent?" I thought that Missy was going to faint. "No, no, don't be silly; this is just between us, just fun." 

"Are you going to show Jess?" 

"I did take a selfie, so possibly if I can get up the courage." 

"Oh, I wasn't thinking about a photo; I was thinking about it in person." 

"Victoria, you cannot be serious; I couldn't." And the color drained entirely, and I could see him shake a little. "Just remember what I said a few days ago. 

It has to happen at some point, and you need to control it. Did you buy anything else?" "No, just this outfit and the things that you have on." 

"I love the color of the hair. It really suits you. Maybe you should get Jess to color yours that shade." 

Again, she looked astonished. "Just a little joke, at least for now. But when you get your own tits that size, you have to get the hair that color." 

"Oh no, this is just fun." 

With that, we had sex. 

We were late getting up the next morning, and I had to go to the shops as it had been a busy week and I needed a few things. Chris was getting ready again when I left. As I drove into the town center, I thought about Missy. 

I loved the look and the style. I loved seeing my husband in feminine clothes. I knew that was strange for some people, but I also knew that there are many more cross-dressers and trans people out there than we knew about. 

Last night, I felt like I had a girlfriend. I liked the way things were. It occurred to me that watching Chris' weight a bit more might help keep his waist down, which would be good. As I wandered through the shops, I noticed a black jersey flirty skater-type skirt. 

I don't know why I stopped to examine it; it is not something that I would choose for myself, but perhaps Missy could wear it. I stopped for coffee and to think. 

During our dressing weekends, Missy usually got all dolled up during the mornings, and often that was awkward, so perhaps having something less glamorous or flashy would be a good idea. After finishing my coffee, I went straight back and bought the skirt. 

Then I realized that she would need a top and found a thin woolen pullover with batwing sleeves. Not very masculine, that's for sure. 

I was very pleased with myself as I headed back to my car. I was passing a charity shop when I stopped suddenly. There in the window was a dress. It was 1950s style, had a nipped waist, a black long-sleeved blouse with large turned-back cuffs, and a black and white striped full skirt. 

I stood and gaped. Then I went in. The dress was in good condition, hardly worn; it was a good few years old, possibly even from the 1950s; it was very striking; and it was the right size for Missy. 

I was astonished and headed for the assistant. As it was being wrapped, I noticed a pair of black patent shoes also in good condition and in Missy's size. They would be perfect, so I added them to my haul. 

On my way home, I realized that Chris and Missy were going to need more wardrobe space. That made me laugh out loud. A few seconds later, I realized that if I had my way, it would mean much more space. 

Chapter 22: Victoria is back from the shops. 

Victoria had been away for quite a while and had several bags when she came into the house. They disappeared, and when I asked, she told me about the things that she had bought for herself. I didn't give it much thought, except that I was slightly disappointed that there was nothing for me. We both did some work and cooked together. 

We watched some TV and had another early night. Well, we went to bed but did not actually get to sleep until much later. 

Victoria was up first on Sunday morning. She brought me a cup of tea in bed. "Give me a call when you go in the shower. I have an idea." 

About 30 minutes later, I stretched, headed for the bathroom, and called out to tell her I was up. When I emerged wrapped in a towel, up around my torso as women do it, Victora was in the room. 

"Sometimes it's not so practical to dress in fancy outfits when we are doing chores, etc. So I had an idea yesterday. I've laid out your clothes for the day. Put them on, do your hair and make-up, and you can change later." 

With that, she left. The basque was there, along with black tights, pants, breast forms, and two bags. One contained a black skater skirt and a thin sweater, both in my size, with labels still attached. The other bag contained a pair of black patent court shoes with a 3 1/2-inch heel. 

They had been worn but were in good condition. What was all this about? I dressed in the clothes that Victoria had left and did my make-up, which was fairly light, using some grey eyeshadow and a more subtle lip gloss. The clothes and shoes all fit, and I felt good in them. The red wig was not quite the right style for the outfit, but that didn't seem to matter. 

Victoria was reading the paper in the kitchen when I got there. She looked up. "Well, look at you; that outfit looks good. How does it feel?" 

"It feels good; it all fits; it is a nice look, but I'm puzzled; didn't you like my outfit?" She explained the thoughts that she had had the previous day, hence the outfit. It seemed to make sense. 

Actually, it felt really good to be wearing the outfit, as it was more appropriate for the time of day. I had worn the breast fillets and breast forms because they created the look for the outfits that I had worn them with. The sweater did not need them, but I had them in place before realizing that and also realized that they felt appropriate. Maybe I needed my own. I laughed to myself, and then I stopped. Maybe that wasn't funny at all. That was too far, and how could I ever hide them?

We spent a few hours on household chores, and I looked at my investment portfolio. Things were going nicely in that regard, better than I had expected. Victoria appeared and asked if I was finished and if I wanted to change for the evening. 

"I'll be with you in five minutes." 

When I had closed down, the laptop went to the bedroom. 

"Yesterday, I spotted something else that I thought you might like." 

"Another outfit?" 

I queried. 

"Yes, love. It was in a charity shop and looked so suitable given what you had selected, I could not resist. Oh, and it was inexpensive." "Actually, our investments are doing really well. I have a reasonable salary, and yours is great." Then Victoria produced the hanger with the black and white dress. It was beautiful and had a lovely style. I slipped out of the skirt and sweater and straight into the dress. It fitted like a glove. 

"Wow, it's lovely. Thank you." 

The heels went perfectly with it. Victoria told me to sit, and she did my makeup and hair. As she was doing so, she said, "I was laughing on my way home yesterday and thinking that Melissa and Chris might need more wardrobe space if we keep going like this." 

I considered my response. 

"I know what you mean. We do have a lot of dress-up clothes, and they do cost money. I spent quite a bit on my outfit. Perhaps we should cool it a bit." 

Victoria gasped. 

"What? I didn't mean that. I thought that we were having fun. I was excited at the prospect of adding to your wardrobe. Do you want to stop, because I will if that is what you want?" 

"No, I like what we are doing; I was just worried about whether we were going too far and spending too much." 

"Well, you just said that we were doing okay for money, and in any case, the charity shop dress cost less than a set of underwear. Actually, when I thought about the room your clothes were taking up, I was excited about adding to them. I don't think we have gone too far; in fact, I wonder how far we can go." 

"There is a natural limit. Some things would be hard to hide from day-to-day. You don't want to go about in Chris' clothes with those nails, do you?" " No, that would be awkward. Actually, I have a confession. 

Yesterday, when I put on the sweater, I never thought about removing the breast forms, and when I realized that they seemed natural, I wondered how I could hide a pair. 

Then I realized what a stupid thought that was. I'm a guy; guys don't have breasts." "I must say that had never seriously crossed my mind. You would not be able to hide them, but they would be fun to play with. You could never really conceal them if we decided or you decided to stop the dressing. We have not done anything permanent." 

"No, we haven't, if you exclude ear and navel piercing." 

"That is true, but it was you who mentioned a tattoo. Something to acknowledge what you have been doing." 

"Yes, I know that. Actually, I had wondered about removing my beard. I never had heavy growth for a beard, but it would help." Victoria laughed. 

"That is a great idea; we should do that. And you could think about doing your legs too; I love mine, having had mine done. Maybe even your pubic hair would be permanent." 

I was shocked. 

"Really, you want me to permanently remove my pubic hair?" 

"Well, you wanted to do your face; you keep your legs shaved and your pubes, so why not?" 

"That would be something I could not undo. Let me think about it." 

We made dinner together, had some wine, watched a movie on TV, and went to the bedroom. I kept all of my things on hand. 

Victoria tore a hole in my tights, and she fucked me. When she was done, she crawled up the bed and lowered herself above my face. I could see my cum dripping into my mouth, and she sat down. I tongued and sucked her for so long that I got hard again. 

She slipped down and onto my erection. When I came, she repeated her earlier actions. She fell to her side of the bed exhausted, and so did I. We both fell asleep. 

I awoke the next morning feeling good but slightly uncomfortable. I was still dressed, including my hair, makeup, and wig. My shoes were off, and I looked like a mess. Victoria came into the bathroom as I was in the shower. 

"Morning Missy. You slept well; you must have been tired to forget about your makeup." 

"Yes, it is a bit embarrassing. I'll be finishing in a minute. I just need to run the razor over my legs." 

"Don't shave this morning. The laser treatment works better with a day's growth. I thought we could start there this evening and do your  beard next weekend." "You want me to permanently remove my hair?" 

"Yes, I do, and so do you, so stop pretending. I know you. You must have been thinking about it for a while, or you would not have said anything. Same with the tattoo and the tits. I know that you have not made up your mind about them yet."

I was shocked, but she was correct. I dressed and went to work. 

Chapter 23: The Laser.

That day, I could not help but think about what had happened that weekend or the things that we had talked about. But I decided on a couple of things. I did want to get my beard and legs done. 

I wanted a tattoo and even had an idea, but it would have to wait. The tits, breasts, and boobs—no, that was stupid. Nice fantasy, but nothing else. 

Later that evening, we talked, and I told her about how I had been distracted all day. Her response was a bit of a surprise. 

"I had the same sort of day. I was distracted and thinking too. 

I want you to remove all of your body hair.  If you are committed to dressing and doing this as we have, and I think that you are, why not? 

If anyone ever asks, you could always explain it away as a disorder of some sort. I also think that you should get a tasteful tattoo if that is what you want—discreet and not easily seen but very feminine. 

It would turn me on to know that my husband had such a decoration, but be aware that it could not easily be removed. Did you have any ideas about a location and design?" 

"Wow. I will think about that before I decide, but possibly a small butterfly next to my pubic hair region, or at least where my pubic hair was."

"Okay. I like that idea, and you can show me the design when you decide so that I approve and I will come with you. 

Unless you want Jess to go with you,"

"Don't be silly, of course not." 

"When are you going to invite her around?" 

I felt faint. I could not imagine doing that. 

"Not yet." That evening, we started on the laser hair removal. It turns out that I could tolerate more than Victoria had, so it went a bit quicker. Over the next couple of weeks, we did my legs, chest, underarms, and beard. 

We left the public area until last. Victoria wanted me to be sure, but I was. I liked the smooth skin, and I was not worried about having to explain it. 

When it was done, it felt great; it was so smooth, it made me look bigger, and it was quite sexy. There was no denying that it may have been a bit odd for a guy, but I had crossed that line already, and I loved my new look. 

We had little chance for games and dressing over that time because of social events and work jobs around the house, but I did occasionally change into a skirt, my sweater, and my heels. 

We had a discussion about that. 

Victoria said, "I'm used to you wearing underwear at all times and your nightwear, and I don't mind that, even the heels. But I do struggle a little with all the clothes, but no wig or makeup. 

I'd prefer that when I'm around and you want to wear a skirt, dress, etc., you do it all. If I'm not around, I don't mind." 

That seemed like a reasonable request, and I decided to comply. 

Victoria also told me that she wanted to get a new outfit that was a bit out of style but that she wanted to try a very different look. I told her that I was okay with it, and she promised to get what was needed.