She Likes It More

by Jennifer White

 

When I married Jada, I decided that I was going to have to give up some of my hobbies. No more late-night sessions with the guys watching football. No more going out drinking with Ted, coming home at 3:00am. And of course, most important of all, no more dressing up as a woman.

If she knew that I loved to put on pretty things, she'd dump me in a moment. I mean, a guy in a bra and panties isn't exactly what a woman likes to see. So I knew I had to get rid of my collection (as painful as that was!), and give up my days of dressing up forever.

Our marriage was great, and I was *so* happy. Jada was such a beautiful girl, and a really beautiful person. She was kind, gentle, loving, and all that. Oh yes, and she was really hot, and she wanted to make love *all* the time. We couldn't get enough of each other! It was perfect.

But over time, I started to really miss dressing up. Especially, since she had so many fantastic clothes. She had everything from lingerie to skirts to thong panties, and more. I was surrounded by the things I loved to wear, but I couldn't wear them! The best I could do was to content myself with poking through her drawers when she was out, and maybe touching something I particularly liked, or holding it up to myself, while looking in a mirror.

Today was a day like that. She had left to go grocery shopping, so I went up to our bedroom, and opened up her panty drawer. She had just bought this pair of pink ones, with glittery letters on the back that said "hot to trot". On the front, there was glitter making a heart shape. I dug through her drawer to find them, then touched them, soaking up the feeling of the soft silky fabric. I imagined what they would feel like if I had them on. I held them up in front of me in the mirror.

I carefully put them back, then looked at her bras. She had a new one as well, which was also pink. It was textured and padded (not that she needed that with her ample bosom!). That too I held up in the mirror, admiring how wonderful it looked. Oh to feel it on me, the straps tight over my shoulder, as the band constricted around me! I wanted to feel that so much!

I was so caught up in her exciting underwear, that I didn't notice her standing there in the doorway! I looked up, as I held her bra to my chest.

"What are you doing with my bra?" she asked.

"Imagining what it would look like on you" I said, making up a quick excuse.

"I don't think so" she said, shaking her head. "I think you wanted to *wear* it. The way you were holding it up to yourself, it looked like you *really* wanted to wear it."

She walked over to her part of the dresser, and pulled open her panty drawer.

"Hmmm. Someone has been rummaging through this too. Again. Now who would that be? There is only you and I in this house, and sometimes I find my things disturbed. I wonder who has been doing that?"

I was too caught up in the shock of being discovered to answer. Plus, what good would it do? She had caught me red-handed, and I had no plausible excuse.

She reached down, and took out a pair of pink panties.

"If you like my things so much, I think you should wear them. Put these on" she said, holding out the panties.

"Now Jada" I said, "Don't be silly."

"No, I mean it. You've been into my things since day one. Now let me see you put them on."

I was trapped. I had no way out. I was going to have to do this, to keep her from getting angry. I undid my belt, unzipped my pants, and pulled them off. Then I took off my boxers. She had seen me nude a zillion times, but now I felt embarrassed. I took the panties from her, and pulled them on.

The soft silky fabric enveloped me, and the felt so good! I was wearing panties! Of course, my body responded by becoming very aroused. I was as hard as a rock, a fact that didn't go unnoticed by her.

"Your mouth says no, but your dick gives away your true feelings" she said. "It is very plain to see that you *really* like wearing panties. Have you ever worn a bra?"

"Um, no" I lied.

"Well, no time like the present to start. Put this on."

"Come on Jada, I get the point" I said. "I won't go through your things anymore."

"No Josh, I mean it. Put on the bra. I want to see you in it."

She came over to me, gently kissed me on the cheek, and rubbed my chest with her hand.

"Put on the bra for me" she whispered into my ear.

I was stunned! I never expected her to ask me that! So I took off my shirt, took the bra, put my arms through the straps, and fastened it behind me.

"I see this isn't your first time wearing a bra either" she said. "You did that too easily. You've had a lot of practice to be that smooth about it. In fact, I bet that you've dressed up completely before, haven't you?"

I nodded weakly. No sense in denying it now.

"You like dressing up as a woman" she said.

Again, I nodded. I couldn't argue. My position was weak.

"Go ahead, put your clothes back on" she said, much to my relief!

I reached behind me, to undo the bra, but she held her hand up.

"I didn't say to take that off! Just put your pants and shirt back on."

I did as she asked. On the outside, I was wearing my normal clothes. But on the inside, I was wearing women's underwear! I had a bra and panties on, and my wife knew about it!

We went through the rest of our day, as if it was a normal day. We unloaded the groceries from her car, put them away, did some chores around the house, like we would do on a normal weekend. She didn't talk to me any differently than normal. Everything seemed to be regular, other than my strange attire under my clothes.

 

But when we went to bed, then she did do something different.

"I want you to go down on me, like a girl" she said. "You can pretend that you're a girl too. My lesbian lover. Go ahead. Worship my pussy. It's all right for you to pretend that you have one too."

She laid back, and spread her legs for me. I immediately put my mouth onto her.

"Do I taste okay?" she asked.

"Mmmmmm" I replied, as I went at her with my tongue.

 

When at last she wanted me up in the bed with her, she ordered me to lie down on my back, and to keep my bra on. She mounted me from the top.

"Since you're a girl now, you can be on the bottom. It's okay if you imagine that I'm penetrating you. Go ahead."

 

She was riding me, and clearly enjoying it. She was clawing at my nipples through the bra I was wearing.

"Oh baby, you're such a pretty girl" she said. "You're such a hot chick. So feminine, so delicate. I'm so glad that you're my girl now. I just love that you're my woman."

 

Needless to say, I came *really* hard. I liked it a lot! This was wild! She had played off my fantasy, and brought our lovemaking to a whole new level. When we were done, we snuggled. Then she went to the closet, and brought out a pink nightie for me, similar to the one she put on. We fell asleep in each other's arms.

 

* * *

 

The next morning was Sunday. We went downstairs together, still in our nighties, and we had our breakfast. Then we went upstairs to take a shower together, as we usually did.

"How about a bath today instead?" she asked.

"Sure!" I replied.

She ran the hot water, and added in some of her scented bath oils. The whole room smelled like fresh cut roses now. As usual, we washed each other's backs, giving each other a bit of a neck and shoulder rub at the same time. It felt good to be so close to her, our warm bodies touching.

I was washing my face, when she picked up her pink shaver. She did under her arms, then rinsed it off, as I took a deep breath to enjoy the soft aroma of the bath oils. I was reaching for the soap, when she took the shaver, and touched it to my chest.

"What are you doing?" I asked.

"Shaving your chest" she said. "You look funny in a bra, when you have hair on your chest. You'll look much nicer when your chest is clean-shaven."

 

I sat still as she shaved me. And I got really hard too! The fact that she was doing this meant that she wanted me to be in a bra again! Wow. Yesterday, being in her underthings all day had built up my anticipation, so that when we did go into bed, I was *so* ready. Today would be more of the same! Awesome!

 

"Now hold your arms up, dear" she said.

I did, and she removed my hair under there too! There was lots of hair floating in the water now. My hair. I looked at her as she smiled, and started on my legs! She was removing my hair there too! Wow, I was going to be completely hairless. What a turn-on!

 

When we got out of the tub, there was so much hair that we had to take a quick shower to get it off of ourselves. I took out a rag, and cleaned it out from the tub. Finally, I was ready to dry off. She had me use her after-bath splash on myself, then had me use the same powder scented deodorant that she used.

Now we went to the dresser. She handed me the same bra I had worn yesterday, the pink one with the texture on the top, and a little bit of padding.

"Go ahead dear" she said. "Pick out a nice pair of panties for yourself."

Naturally, I chose the ones I had admired yesterday, with the glittery writing on them. They felt as good on me as I imagined they would. And now that I was hairless, the bra looked so much better on me. I was all hard again.

 

After I put on my normal clothes, we once again started to go about our normal routine.

"There's a sale today" she told me. "We're going out shopping."

"But I smell like roses" I said.

"Just stick close to me. Nobody will think the scent is coming from you."

I nodded. A good idea! I got out my car keys, and was about to get in.

"No" she said. "*I* will drive now."

She held open the passenger door, like a guy does for his girl. I got in, and she closed it for me. It felt weird to be the passenger in my own car!

 

We went to the department store, and walked upstairs to the women's department. As usual, Jada examined one thing after the other on the racks. Sometimes she'd pick something up, and hold it up to herself to see if it was the right size. But then she started looking at things which were several sizes bigger than hers. I realized who they were for: me!

Here we were in a department store, and my very own wife was buying female clothes for me! And since *she* was doing it, it wasn't embarrassing like it had been when I had shopped for myself. This was so cool!

 

"What do you think of this one?" she asked, holding up a purple cami.

"Very cute" I said.

"You'll look good in it" she whispered, as she handed it to me. Wow.

 

She picked out six different tops for me, a sweater, a couple of skirts, a couple of pairs of women's pants, and then we went to the shoe department. She bought a couple of pairs which weren't too obviously feminine. I could even get away with wearing them in public, and most people wouldn't know I had women's shoes on. Cool.

We took the stuff to the car, then went back to the mall, into a lingerie store. There she selected a dozen pairs of panties for me, in various styles. And then, she bought me a slip, a garter, and two pairs of nylons. I was elated, as we walked over to the section where the bras were.

"With your big shoulders, you'll need to be a D or DD" she said.

"DD" I replied.

"Very good" she said, as she started to pick out some bras for me, a bustier, and then a corset.

 

It was getting later, so we went out to dinner after we took everything to the car. She would ask me about the outfits of the women who entered the restaurant, and what I thought about their fashion sense. She instructed me on different looks, and why some of them were doing certain things.

The cami top with the tight jeans was cool on one girl, along with her short boots with high heels. But another girl had on a skirt that was too dressy, with a casual top, and it didn't work. I was learning a lot about how women dressed up, and what you should (or shouldn't) do!

 

Our last stop before we went home was a specialty store. Jada told me to stay in the car, while she went in to shop. She came out with a big bag.

"What's in there?" I asked.

"Breast forms for you" she said. "And some other things."

 

Wow! Something to fill out my bra. This was going to be so awesome! I couldn't wait to see boobs pushing out my top again, after going so long without it. Jada was the most awesome wife a man like me could ever ask for!

 

We got home, unloaded the car, and took everything upstairs. I wanted to get dressed up right away, but Jada insisted that we needed to carefully put everything away. I had to clear out a bunch of my man-clothes to make room for it. It took a lot of time to go through everything, and pick out the things I didn't wear much anymore, or the ones that were no longer in fashion.

It was getting late, and we were both tired, when the closet reorganizing was done.

"Josh, when you're fully dressed up as a woman, what's your name?"

"Emma" I said.

"Emma. Very pretty" she replied.

I had never admitted that to anyone before! It felt good to have this new level of intimacy with Jada.

 

We made love again, just as before. I went down on her. Then I laid on my back, and she mounted me from the top. She was moaning with pleasure.

"Oh Emma, you're so pretty" she said. "You turn me on so much, with those boobs of yours, and your sweet pussy! Oooh! Emma! Yes! Yes!!!!!"

 

Needless to say, it was great for me too! I put on my new nightie, and went to bed with her.

 

* * *

 

I woke up to the alarm, and it was Monday morning. Time to get ready for work. I went and took a quick shower. I was surprised to see that Jada had laid out an outfit for me on the bed. A white bra, white panties, and a white blouse, along with my usual slacks and jacket.

"You want me to wear *those*?" I asked.

"Of course dear" she said. "Don't be silly. A woman doesn't go to work bra-less."

 

I immediately got hard. Now let me explain: yesterday I had been out in public wearing male clothes, but with the female undergarments. That gave such a sense of *danger* of discovery by everyone, that my senses were heightened all day long. And when we got back home, my anticipation for what we did in bed had grown so strong, that I almost came from just her first touch.

If going out like that in a store was a turn-on, then what would it be like at work? I liked this game! And anyway, the blouse she picked out was one that wasn't very feminine at all. I could have worn it as a shirt, and nobody would have given me a second glance. Plus, with my jacket on, no one would be the wiser.

So I dressed up in the outfit she had selected.

 

I walked into my office, and I couldn't believe it! I was wearing female things at work! I was so aroused! I had to call Jada right away, and thank her.

"Just remember" she said "every time you see a secretary walk by, you're like *her* under your clothes. Every time you see a woman in a business suit, think about the fact that underneath, you're both the same now."

 

Work went well, without a hitch. Nobody noticed a thing. Nobody blinked.

 

When I got home, Jada had me take of my jacket, take off my slacks, and put on a pair of women's pants that we had bought the day before.

"Hold still Emma" she said, as she put lipstick on me. "You'll be wearing this around the house, from now on."

 

The color she picked wasn't very bright; you'd hardly notice I was wearing it. But just the fact in my mind that I had it on was a *huge* turn-on! And the fact that *all* of my attire now was feminine, even if it wasn't really noticeable. I was *so* ready when we went to bed, that I went at it with an even greater passion. We kissed, and she put her tongue into my mouth! Wow.

 

* * *

 

The next day, Jada again had an outfit ready for me. A similar blouse, bra and panties, but something new: pantyhose. On Wednesday, she had me wear thong panties to work. That wasn't bad, although I found them uncomfortable to wear.

"How was work today dear?" she asked.

"Just fine" I said.

"I told you nobody would notice."

"You were right" I said, relieved. It would be really bad to get caught there!

"Now sit down here at the table, so I can do something for you."

"What's that?" I asked.

Jada smiled. She held up a jar of nailpolish. She was going to paint my nails!

 

I held out my hand, as she applied the liquid onto my nails for the first time. I had never done this when I was by myself dressing up! This was something new, and exciting.

"I picked this color, because it is so close to your natural nail bed color" she said. "Other than the fact that there aren't any variations in color, nobody will even know that you're wearing it."

"But it's so shiny" I said.

"That's because it's wet, silly. Wait until it dries."

 

When the nail polish dried, it was indeed very subtle, and difficult to detect. Nobody would know that I was wearing it. And in fact, at work Thursday, nobody did. Nor did they say anything on Friday, when I went in with a long dangling necklace on. It was under my shirt, and nobody saw a thing. Some guys wore necklaces anyway, so it wouldn't matter if the did catch that.

I couldn't wait for the weekend, to see what fun Jada had planned for me.

 

* * *

 

Saturday morning, as we showered together, we each shaved our legs. Jada rubbed some cream onto my chest which burned a little, but she explained that it would remove the hair much better than shaving did. With my body all smooth, she allowed me to put on a skirt, to wear around the house for the first time! I felt so pretty in it, but I was so sad that I still looked so flat up top.

"Please, can I wear my breast forms now. My bra seems so sad, with nothing to hold up."

"Shh" she said. "Soon."

 

Now Jada put makeup on my face, as I watched in the mirror. She carefully explained everything she was doing; how she was doing it, and why.

"Pay close attention" she said when we started. "You'll need to learn to do this for yourself."

She put quite a few things onto me, starting with foundation, then adding on makeup for my eyes, lips, and cheeks. The final touch was mascara. I loved how she had made my eyes look! I hoped I could do as well when I tried it myself.

"Naturally" she said, as she touched up my nails, "you'll stop cutting your nails so they can grow out longer. And your hair too. It will take some time, but some day when your hair is long, I can teach you how to make it look pretty."

I nodded. But that would take a long time. Years.

 

Now that I was fully made up, Jada told me to follow her up the stairs. In our bedroom, she presented me with a pair of pumps, with five inch heels.

"Have you ever worn heels before?" she asked.

"No" I said, truthfully. I wouldn't lie to her about dressing up anymore.

"That's okay. I'm going to teach you. Lets start with getting your feet into them, then just standing in place. Once you've got that, we'll work on walking. You're going to need to learn a whole new walk, now that you're a woman."

 

I put my feet into the shoes. I hadn't seen her buy these when we were together. They fit perfectly, so I guessed that she had gone to some specialty shop that had women's shoes in larger sizes. I buckled up the straps, and it was exciting to see them on my feet. I stood up in heels for the first time.. and almost fell right back over. It was hard! How did she make it look so easy?

She had me start by working on my balance. I held both arms out, and steadied myself.

"Good. Now you're standing. But look at that poor posture! You need to keep your spine straight, your shoulders back more, and thrust out your chest. Like this. There. That's better."

 

And now it was time for me to take my first steps. It wasn't pretty! But Jada had me work on it for an hour, at the end of which, my legs ached, as did my back.

"Don't worry Emma. You'll get the hang of it. Soon, you'll be running up and down the stairs in heels, and think nothing of it. From now on, when we're home, I want you in heels. You won't learn if you don't practice."

I nodded. This wouldn't be easy! But I was determined to master the art of high heels!

 

That night, as we made love, I felt more feminine than I had ever felt in my life. And it was good.

 

On Sunday, after we ate breakfast (in our nighties, as usual), and then showered together, Jada had me dress up in a women's pants we had bought together, along with one of the blouses that wasn't overly feminine. She had me put on the shoes we had bought, which also weren't overly womanly. I was dressed in women's clothes, but you wouldn't really know it.

Now we went out shopping. When we got to the department store, I did sweat a bit though; I realized that the clerks who worked in the women's department would recognize their own wares. They would know what I was wearing! I tried to keep myself out of sight as much as possible, or duck behind a clothes rack if they came near!

But Jada made it easy for me, and kept me from being exposed by keeping the clerk's attention on her. I loved her so much! We bought more lingerie for me, tops, pants, and a few skirts. We also bought a corset for me, a bustier, and a girdle, for body shaping. I didn't have curves, so I would need help if I was to really go for a feminine look.

 

After the department store, we went out to lunch. I was going to order the burger, but she insisted that I get the salad.

"You need to go on a special diet" she said. "We need to get your body into shape so you can look prettier. And we're going to start working out. After we eat, we'll go and buy you some workout clothes and a sports bra."

 

We did that, then went grocery shopping. Normally she did that, but now I was expected to help her, which wasn't all bad. Jada picked out soy milk, which she said is good for a woman to drink. She said that soy and some other plants have natural compounds in them, which mimic the female hormone estrogen. She bought a bottle of a dietary supplement called black cohosh, which she said was loaded with them.

"You'll start taking these" she said. "It will help you."

 

After we put away the groceries together, she allowed me to try on my new black skirt, and a cute top we had picked out to go with it. Then it was time for me to try my own had at applying my makeup. First, she let me practice on her face, and I did an awful job. But she showed me what I did right, and what I did wrong, so when I tried it on myself, I wasn't as bad. Not good, but now awful this time. I hoped I'd get better at it soon.

After I put on my heels, it was time to practice my movements. She would give me an order, and I would try to do it in the feminine manner that she taught me. Sit, and cross my legs. Stand, and assume a feminine posture. Walk, gracefully, with tight little steps. Turn, walk back, and sit. Over and over.

 

I was exhausted when we were done, as you can imagine. She told me to stay seated, and that she had a surprise for me. I waited eagerly for her return.

Jada handed me a bag. I opened it up, and looked inside. A wig! She had bought me a blonde wig! It was a good one, very realistic looking. I put it on, and stared into the mirror. How it changed my whole look to have long blonde hair!

 

"Very pretty, Emma" she said. "Soon, you'll pass so easily for a female, that we'll be able to go out in public with you fully dressed, and nobody will know the difference."

Bang. I was hard again.

 

We spent the rest of the day acting like girlfriends. We ate dinner, watched a tear-jerker movie, then went upstairs to bed, where we made love. We took off our makeup, put on our nighties, and went to sleep, exhausted from a long, fun weekend.

 

* * *

 

Bzzzz. The alarm. Monday morning. I sighed. I hated Mondays. I got up and showered, then dried off. As she had done the past week, Jada had an outfit laid out for me. I pulled up the white cotton panties, then put on my bra. I was about to go for the pants, when Jada handed me something. Thin little silicon breast forms, A-cup sized.

"Go ahead, put them in" she said.

"I thought I was going to be a DD girl" I said.

"You will be in time. But first, a girl develops small boobs. It is only later that she gets big. So you will start small, and gradually fill out your bra."

 

I put them in, but they were so small and thin, they barely did anything. You wouldn't even notice that I had them in. But I realized that it was just as well; I was about to go into work! But it was a thrill to think I was at work, and I had boobs (albeit small ones!). I got through work without a hitch.

As with the past week, every day Jada had something new for me. On Tuesday, it was women's pants with my outfit. On Wednesday, the same pants, plus a non-threatening looking blouse. She wouldn't let me wear my jacket. I would be going in wearing *all* female clothes, inside and out. I was relieved when nobody said anything.

Thursday, I got my jacket back on, but I was to wear light foundation. And on Friday, she added just a hint of beige eye shadow. Again, I got through it without anyone looking at me funny. It was so subtle and gradual, that nobody noticed I had been dressing up as a woman!

 

* * *

 

Saturday was fun. We took our usual shower, shaving our legs together. But then she took the shaver to my pubic hair, and started to trim it into a small, neat rectangle, just like hers. Then we went to the bedroom. After putting on my panties and my bra, Jada painted my toenails, a hot pink color. With my little A-cup breast forms in place, I felt so special.

She had me dress up in a casual skirt, and I spent the entire day in full feminine attire. It was marvelous! As we made love on the bed that night, she didn't undress me; she simply pulled up my skirt, and pulled down my panties.

"Oh Emma, you're becoming so feminine" she said as she rode me. "I'm so glad that you're a girl now. I love you *so* much, now that you're female too."

 

Sunday was even better. I was putting on a new bra she had bought me. It was white with pink trim, and it looked really sexy. After closing it up in back and admiring how it looked on me, I was preparing to put in my breast forms. But her hand stopped me.

"I have something better" she said.

 

Jada handed me a box, which I opened. It contained larger ones! B-cups!

"You'll be wearing those from now on. Your feminine side is developing nicely. As your personality becomes more and more female, you'll be rewarded with larger and larger boobs. I'm starting to think of you more as a girlfriend now. And so, you're ready for the next step, and the next size up."

"Thank you so much!" I said, as I put them in. Wow, what a difference! My bra cups were a lot more full now, and after I put on my cute little top, they were much more noticeable than the A-cups I had worn before.

 

But then a thought dawned on me: what about work? If they were noticeable here, they would be noticeable there too.

"Can I go back to A-cups for work?" I asked. "I don't want to be discovered there."

"No" said Jada. "When a girl's boobs get bigger, they stay that way. You'll always have them on, at least until you graduate to the next size up. But don't worry honey. As long as you don't take off your jacket, nobody will see that you're stacked."

I felt a little afraid but I also felt that thrill of being able to dress as a woman, and go undetected at work!

 

"I think that from now on, no matter what the situation, I'll be calling you Emma" said Jada, as she started to paint my fingernails in a color that was still muted, but more noticeable than what I had been wearing. "Not just when we're at home, but all the time. You're a woman to me now."

That made me glow inside; I felt so good about things! This was my ultimate fantasy come true. My wife not only allowing me to dress up, but encouraging me, helping me, and making a game out of it. I had never been so happy in my entire life.

 

That night, when I was putting on my nightie, she stopped me and held out a jar of cream.

"From now on, you'll use the same nightcream I do on my face. You want to keep your skin soft and smooth. Also, use this tube of cream, and spread it around your breasts."

"What does it do?" I asked.

"It is a breast enhancing cream. It takes time to work, perhaps six months. But in that time, you'll add a cup size. Instead of a flat chest, you'll have *real* boobs. Some day, you won't need breast forms anymore."

 

I put on the cream, and watched as it soaked in. As I laid back on the bed, falling asleep, I wasn't sure if I wanted to really go that far. Did I want real boobs? But think of how wonderful that would be! Think of all the things I could wear and look good in, if only I had real boobs! I could be so sexy.

"I wish you had real breasts, as bit as mine" whispered Jada, putting her hand on my chest. As I fell asleep, visions of DD cups danced in my head.

 

* * *

 

The work week was nerve-wracking for me. On Monday, I was going into the office with B-cups filling out my bra, and with far more noticeable nailpolish on my fingernails. I got through the day without incident, but I felt nervous the whole time. Of course, that made me feel so excited, so when I came home, I just *had* to have Jada right then and there.

On Tuesday, she gave me a new blouse to wear, which she had just bought. The front was fine, but the cuffs were ruffled. Luckily, the sleeves were a little short for me, so the ruffles were hidden under my jacket. Now I *really* couldn't take off my jacket, or I'd be discovered for sure! If someone saw me with boobs and a blouse with ruffled cuffs, I don't know what would happen!

 

Wednesday brought a whole new level of femininity for me. First of all, Jada had me put on the white corset we had bought the first day of shopping. I had never worn it yet. It was very tight, and it forced my waist to narrow, making it look like I had a little bit of curves! That wouldn't have been too bad, except that the women's pants I was wearing to work every day were cut for a woman, going way high up on the waist so they showed the curves. I'd have to keep my jacket buttoned, and be very careful not to let that show!

Also, with the corset, we used the special glue to hold the breast forms in place, rather than having the bra support them. It felt so different to have boobs, but not be wearing a bra! The support came from underneath, instead of coming from over my shoulders. The corset was even more constricting than the bra, and it felt delightful!

As a finishing touch, Jada also had me put on a garter belt, and the sexy black silk nylons we had bought. As I walked, I felt every sensation as my pants moved against them. Wow, it was electric! Jada called during the day and asked how I was doing.

"Hi Emma, how is work today?"

"Just fine" I said. "I've been thinking of you all day."

"Me too" replied Jada. "I can't wait to see you tonight, girlfriend."

I smiled. I loved when she called me that.

"Listen, I have an assignment for you" said Jada.

"Sure" I replied. "What?"

"I know you go out to lunch with the guys most days. But since you're learning to be a woman, it is important that you learn female social skills. Take the secretaries at work out for lunch today. And from now on, you are to go out to lunch only with the girls, unless it is a business lunch where you have to be in a meeting."

"Sure" I said. "I can do that."

"Be very observant" said Jada. "See how they sit, how they talk, how the listen. Learn from them. Become like them. I want you to pick up all of their skills. When we have lunch on the weekends, I want to see you acting like the women at your office do during the week."

 

On Thursday, after I dressed up, Jada took out a bottle of perfume, and put a couple of small dabs of it on my neck. I had that pretty scent in my nose all day. I decided that I had to do something, so I bought flowers, and put them in a vase in my office, in case anyone commented on the aroma. She had told me it would be something permanent in my routine. I'd need lots of flowers!

And then on Friday, I wore women's shoes. My jacket was the *only* male thing left on me! What a rush it was! How exciting to be dressed as a woman in public! But my clothes were androgynous enough, that nobody notice! I was so wound up, that we made love twice that night.

 

* * *

 

Now Saturday turned out to be a wonderful day for me. After our shower, Jada announced that I had made so much progress towards being a woman, that she was upgrading me again! She gave me new C-cup breast forms, and what a difference they made! Now my bra was full, and my chest seemed so big. I just loved it. It looked so good in the mirror, and I still had more sizes to go!

After putting on my corset, Jada had me wear women's jeans for the first time. They were really tight, and they showed off the little bit of a curve I had from the corset. Then she had me put on a powder blue cashmere sweater, which was short and tight. It really showed off my boobs! I couldn't help but to keep staring at my reflection in the mirror. Wow! I was in heaven.

After I put on my wig and did my makeup, I went downstairs. I put on my shoes (women's casual shoes of course), and then we headed out to go shopping. Little did I know that today would be even better than I could imagine. I was already giddy; I looked so feminine, and I *felt* so much like a girl.

We did a lot, but the highlight of my day was going out, in full makeup, my wig on, my new C-cups in place, and getting my ears pierced! Jada picked out diamond studs which wouldn't be too out of place for a man. Lots of guys had pierced ears these days.

"You can't take them out for a while, or else the holes will close up" she said. "When you're ready, we'll get you some nice dangly ones, loopy ones, and other pretty ones more suited for a *girl*."

 

On Sunday, we went shopping, this time with me in a skirt. We bought lots more clothes for myself (and some for her of course! She was more than a little jealous of *me* being able to buy so many things lately!). But then we went into an adult store, and we bought two matching vibrators.

"What for?" I asked.

"You'll see, when the time is right" she said.

"When will that be?"

"I'll teach you how to use it, when the time is right. Soon, my love."

 

I couldn't wait!

She also bough something else she wouldn't show me, which she said would be a big surprise. I liked her surprises! They always ended up being something really exciting for me! I was almost drooling as we drove home.

 

We made love that night, and it was so wonderful. Most of the guys I knew always complained that their wives didn't "put out" for them often enough. But Jada and I were doing it at least once, every single day. And I was living out my lifelong fantasy about dressing up as a woman.

But as I laid there in bed that night, I felt apprehensive about the day to come. I was going into the office with breast forms in C-cup size. Somebody would notice for sure. My secret would get out. You see, this was a wonderful game to me, but it was like Jada was trying to make it a way of life for me. I had a moment of doubt. Should I stop all this? But it had been so wonderful! And each day was better than the last. How could I tell her, after all she had done for me, that I wanted this to end? I couldn't do that to her. I at least owed it to her to keep this going.

 

* * *

 

Monday I dressed up for work. As usual, my jacket was the only piece of male clothes I had on. I was so scared. My earrings showed. My nails were more noticeable, and they were getting longer, since I hadn't cut them in weeks. My new larger breast forms made my jacket push out in front. No matter what posture I used in the mirror, it was plain, at least to me, that I had boobs under my jacket. I could never hide them!

And now I wore more makeup, and a dash of perfume. They would smell me. I was trembling as I walked in, and hurried into my office. I tried to keep the door closed all day long, and I hid behind the computer if someone came in. I was too scared to go out to lunch with the girls. By the end of the day, I was sure that everyone in the office would be talking about me.

One Tuesday it was worse, as Jada added blush to my face for the first time on a workday. Again, I hid in my office as much as possible. But then on Wednesday, that was impossible. In the morning, Jada called me.

"Hello Emma" she said.

"Hi" I replied meekly.

"Listen Emma" she said. "I am meeting you for lunch today. I want you to invite one of the girls who you normally hang out with at lunch. Do you understand? This isn't a question. It is a *command*."

The way she said 'command' shook me.

"Yes, of course" I blurted out.

"Great!" she said, her tone of voice back to normal. "I'll see you two girls at Sally's Salad Bowl, at 11:30."

"Okay" I replied, writing down the name of the restaurant. "Bye."

"Bye-bye sweetie" said Jada as she hung up the phone.

 

Now I had no choice. I *had* to go outside of my office. I walked down the main aisle to where Kelli sat, and I invited her out to lunch. We went to her car, and drove to Sally's Salad Bowl, where Jada was waiting for us. We had a nice lunch together, eating, chatting and relaxing.

I was worried that Jada might do something to cue Kelli in on me, like accidentally calling me 'Emma' in front of her. But she was very good, and never did anything like that. I loved her so much; she was so kind to me. And so I was really eager to get home that night, so we could make love.

We went up to our bedroom, and there, Jada told me it was time for me to get my surprise from the other day.

"What is it?" I asked.

"I want you to strip from the waist down, then stand there and close your eyes."

 

I did as she asked, and I was fully aroused. What was she going to have for me? I was waiting eagerly.

"Lift up your foot" she said.

I did, and I felt her pull something over it. Then she asked me to lift other one, and again, something slipped over it. It felt like leather to me, because it was so thick and stiff. She was pulling it up my legs, and it got pretty tight when it got up near the top.

I felt her adjusting straps, then I felt her warm mouth engulf me down there. She hadn't gone down on me in ages, and it felt marvelous! I was there, with my eyes closed, dressed like a girl, as she gently stroked my balls, and sucked on me until I came hard.

"Keep your eyes closed Emma" she said.

I did, as I felt her slipping something cold and metal over my now limp penis. It felt pretty tight. She gently pushed it back and out of the way, then I heard a click.

"Open your eyes Emma" she said.

 

I did so, and looked down to see what she had put on me. It was a chastity belt! My manhood was trapped inside a metal tube, and only the key she was holding could free it again!

 

"Don't worry honey" she said. "I'll let you out in a few days. Think of all the tension you'll have built up, and how exciting it will be when you're freed again!"

"I guess" I said, not sure if I agreed.

"Plus, look at this. There is a cover that goes over, and attaches to the straps here."

She took it out, and showed me. I had shivers all over as she attached it. It made it look like I had a woman's anatomy between my legs! I was staring at myself in the mirror, and it looked like *I* had a pussy! And when she pulled up my panties, they laid flat against me!

 

The full impact of the chastity belt didn't hit me, until the next morning. Jada gave me pants with a far more feminine cut than I had ever worn into work, along with shoes that had more of a heel, and a pointier toe. I was aroused from thinking that I'd be wearing my new things, but I couldn't get hard! There wasn't room, and I was tucked in at an uncomfortable angle. I couldn't even get hard. I looked at her helplessly, but she smiled.

"Girls get wet when they get aroused, not hard. I'm just trying to help you understand what it feels like to really be a woman."

 

Now how could I say no to that?

 

Work was now even scarier, since I was dressed up so feminine. Only my jacket kept me from being fully revealed, but I wondered how many of the people in my office knew about me already. Someone had to have seen me by now, and said something to someone else.

But my real test came on Friday. The last Friday of the month was casual day around the office. And so I wouldn't be able to wear my jacket. To make matters worse, there was the outfit that Jada picked out for me: tight women's jeans, boots with high heels, and my tight powder blue sweater.

"I can't wear that to work!" I said.

"You can" she said harshly, "and you will."

"But everyone will see that I have boobs. Everyone will know that I'm dressing like a woman."

"Sooner or later, they're going to know that you're becoming a woman" she replied.

 

This had all been a game. It had all been to live out my sexual fantasy. It was something I did for fun. But I didn't want to actually *be* a woman! This was out of control.

 

"If you can't even show off your nice C-cup boobs, what are you going to do when you're a DD?"

"No!" I said. "This has to stop. Now."

 

Jada took a step back. She had a hurt look on her face.

"After all I've done for you?" she said, "After all I've taught you, and all I've given to you, this is how you thank me? I've made you *so* happy, and you repay my kindness like this?"

"Now Jada..." I said.

"No Emma, you listen to *me*. I've done so much for you. And I had so many plans. I have an appointment lined up for you, so you can have implants. You won't have to wear those awkward breast forms anymore honey."

"You want me to have implants?" I said, stunned.

"Yes" she said, smiling at me. "DD, like you wanted."

"You want me to have real boobs?" I asked.

"I want you to be a girl" she replied.

 

Now *that* was even more of a stunner. I stammered, not knowing what to say.

"When I was a girl, I used to love playing with dolls" she said. "I'd dress up my Barbie, and make her look pretty. I enjoyed that. But then one day, I took my brother's action figure doll, and I dressed him up in Barbie's clothes. Soon, he was her girlfriend, and they worked around the house together. I used magic markers to put makeup on him, and I turned him into a girl doll. My brother was furious! But it was the most fun I ever had."

 

I looked at her, my eyes wide. She had been into this since she was a girl!

"I thought those days were gone for good, but now I have something better. A *live* doll to play with. A live doll I can turn into a girl, and live out *my* fantasy. You see Emma, you aren't the only one in this house who has had the lifelong fantasy of putting you into skirts, and making you become a girl. And so you see, if you stop now, you'll ruin *my* fantasy, and break my heart. Please Emma, please let me keep turning you into a girl."

 

I loved her so much! I'd do anything for her. I couldn't hurt her like this. Maybe I would go into work in the outfit she had selected. But I had to know something.

"Just how far do you plan on taking this?" I asked.

"I'm going to make you more than presentable as a woman. You're going to be a woman full time. For now, you can keep your 'plumbing', but maybe one day in the future both of us will want it removed, so you can *really* be a girl. But lets wait until you've been on female hormones for a year, then see how you feel about completing your transition."

 

I felt a shudder all over. I loved dressing up in women's clothes. I loved feeling feminine. But for the first time, I realized that my wife was into it all *more* than I was! She would even remove my manhood if it was up to her! I saw myself in the mirror. I was already more woman than man. I was scared. I had to change the subject; I didn't want to think about that right now.

"Look" I said. "If I go into the office like this, everyone will start talking about me, and there will be all sorts of vicious rumors about me."

"No there won't" said Jada.

"How can you be so sure?" I asked.

"You remember when we had lunch with Kelli? I called her at work that afternoon, and we've met a few times since then. I told her that day that you were transitioning to womanhood, and she told me that lots of the girls already suspected that you were. She told everyone at work about it, and they all have been expecting you to be more feminine day by day. They'll all be supportive of you."

"But my boss will fire me, or something!" I protested.

"No she won't. She knows. It is against the law to discriminate, job-wise. Your job there is safe."

 

I was in a daze as I got ready to leave. Jada handed me my purse, which I carried over my arm. There was no hiding the fact that I had big boobs on my chest. I had makeup on. Women's jeans. Short boots with high heels. And a sweater that showed off my bust. Everyone would know I was becoming a woman. What was a little hand bag compared to all that?

 

As I entered the office, everyone was kind to me.

"Hello Emma" said Joan, one of the secretaries.

"Hi Joan" I replied.

"Why don't you come out to lunch with the girls today?"

"Sure!" I said, smiling.

 

How did she know my female name was Emma? If she knew... then everyone here knew! They were all expecting me to be a girl today! Even my boss. She called me into her office.

"Now Emma, I know that you are going through a change in your life right now. I'm here if you need anything at all. I just wanted to remind you though, that if you're going be a woman from now on, I'm expecting that you'll dress appropriately."

I nodded. She turned out to be very kind and supportive, as did all of the girls in the office. And so, work turned out to be enjoyable after all! I was treated like I was already one of the girls. To be hanging out with the secretaries and the other office girls, and to be *accepted* as one of them made me feel so wonderful! It was one thing to have Jada call me 'Emma' and treat me like a girlfriend. But to have the entire office doing the same was unbelievable!

 

That night, I still had my chastity belt on. After I went down on Jada, she used my vibrator on me, first teasing me all over with it, and then penetrating me as she fondled my breast forms.

"Soon, you'll have a pussy, so I you can feel what I feel in bed" she said.

 

* * *

 

On Saturday, the first thing that Jada did after we showered and shaved our legs, was to upgrade me to D-cup breast forms.

"You've really developed your feminine side" she said. "I don't think that you've got much maleness left in you, if any at all. Your mind has developed so many female traits, that it is time for your chest to catch up."

She put the D cup sized breast forms in, and now my bra was almost bursting, as the fabric stretched over their massive girth. There would be no hiding these! No matter what I wore, I'd be viewed as 'busty' now. I wore a tight black turtleneck sweater, to really show them off.

 

We went shopping now, at a store that specialized in women's business suits. The first one I picked out included a blue pinstriped pencil skirt with matching jacket, along with a couple of nice feminine blouses to wear with it. Then I found a gray suit with a longer skirt, but still very businesslike. I also bought a pants suit, in a conservative dark blue color. I was a career girl, and I needed the appropriate clothes.

Then we went shopping for more shoes for myself, and a new pair for her too! That was a lot of fun, trying on all types of pumps, mules, and wedges. With all of the practice I had been doing, walking in heels was easy now. Jada had me practicing going up and down the stairs, which had been a huge challenge at first!

I learned a trick for going up the stairs, where you step with just the toe of the shoe on the stair, with the heel dangling off the edge. That way, you could scoot right up the stairs, as long as you were careful to lift your leg straight up, so you didn't catch the heel!

Now going *down* the stairs was much more of a challenge. At first, I had been holding the hand rail. But now, I was practically gliding down the steps too. Jada told me it was time for the final challenge in heels.

"I have a tray set up, with four glasses of water" she said. "I want you to practice going up and down the stairs, holding the tray in the air, and not spilling the water. We'll start with plastic glasses, but soon you'll be good enough that you can carry the good crystal on a tray, and fly up the stairs. Are you ready?"

"Sure!" I said.

"Great. This will *really* teach you to glide smoothly in heels."

 

And so by now, I was flying up and down the stairs, carrying a full tray, and not so much as spilling a drop.

 

 

Sunday was fun. We went to a spa, and we both got facials to start. Then we got manicures and pedicures together. My nails were getting longer, and they were looking much nicer now. I was getting used to having nail polish on. This time, I went for a very noticeable deep crimson color.

We went to a jewelry store, and I bought a couple of rings for myself, and some new dangling earrings to replace the plain diamond studs I had. I really wanted this pretty diamond tennis bracelet, but we shot our budget for the week!

 

Back home, Jada had another new surprise for me. She had bought a strap-on! She put it onto herself, and she had me get on my knees and suck it to get it good and wet. Then she used on me, and she was very gentle. It was a lot bigger than my vibrator, but she went slowly, so it wasn't painful or anything. In fact, I found it very pleasurable.

When she was done, she showed me that she had bought another one.

"What's that for?" I asked.

"For *you*" she replied.

 

I was aching inside my chastity belt. I wanted *so* much to be freed, so *I* could penetrate her. Instead, I found her attaching the strap-on to me, then spreading her legs so I could enter into her. And so here I was, doing her, but not getting any stimulation from it. It was like I could go through the motions of being a man, but I wasn't a man anymore.

"Please, release me so *I* can be inside you" I said.

"You are inside me" she said. "When you have a pussy of your own, this is what it will feel like when we make love. I'm just trying to make you feel like you will, once you're completely feminized. You like that, don't you?"

"Of course!" I said. "I love feeling like a woman."

"Then you love what you're feeling now, because that's what it's like to be female. As a woman, you don't have anything to put inside me. So from now on, you can use your strap-on for that."

 

She was so kind to me. I loved her so much.

 

* * *

 

On Monday, I dressed up in my new pinstriped suit, with my frilly feminine blouse. I loved how I looked with the pinstriped skirt. I wore my fanciest garter belt, and dark nylons. Then I put on my highest heels, with the pointiest toes. I put on my wig, and full makeup. Now I was ready for work.

I came into the office, and all of the girls smiled at me.

"You look wonderful!" said Kelli.

"Thanks, you do too" I replied.

"I like your suit. You'll have to tell me where you got that."

"Certainly" I said. "We can talk at lunch. I've got a meeting with the boss."

"Cool" she said. "See you then."

 

I bypassed my desk, going straight to my bosses office. She was there waiting for me. She complimented me on my outfit, as I sat down and crossed my legs, as Jada had taught me to do. We talked for a while about my goals and aspirations at work. And then she made me an unexpected offer.

"How would you like to become my assistant? I'll groom you for management" she said.

"I'll do it!" I replied.

 

She told me the list of my tasks, and I was a little disappointed.

"It sounds like I'll be your secretary" I said.

"You will be" she replied. "But over time, as you learn how I really do my job from day to day, you'll move up. Yes, today you will start as my secretary. But soon, you'll be on your way to management."

I smiled. She was so kind to me too. I couldn't wait to get to my desk, so I could call Jada and tell her the wonderful news. My first day showing up in full feminine attire, and I was already a secretary!

 

During the week, I worked as a secretary. And at home, Jada had another assignment for me.

"I detect just a touch of male pride in you" she said.

I was stunned. I thought I had progressed past that.

"What can I do to get rid of it?" I asked.

"I have a solution" she said. "Would you be willing to be my maid, and to serve me? That way, you'd show that you're not being manly, and wanting to be in control. You'd learn humility. And you'd do what women tend to do, taking care of others. Of course, you'd cook, clean, and all of the other duties a maid has. What do you say?"

"That sounds wonderful" I said.

I was eager to burn out whatever maleness I had left. She was so kind, offering to help me like this.

 

"Excellent!" she said.

Jada took me by the hand upstairs, and showed me a red maid's outfit she had already bought for me. I tried it on, and I loved all of the frilly lace trim. It was cut very high, and really showed off my legs.

 

"When I ring the bell, you are to come to me, no matter where you are, no matter what you are doing. You must do whatever I tell you, because you're serving me. Do you understand Emma?"

"Yes" I said, eager to get started.

"Since you are serving me, I want you to call me Ms. Fontaine."

Fontaine. Her maiden name.

"Yes Ms. Fontaine" I said.

"When the phone rings, I want you to answer it by saying 'Fontaine residence'. If someone asks who you are, you tell them you're just the maid. Is that clear?"

"Yes Ms. Fontaine."

"Very good Emma. Now go down to the kitchen, and fetch me a glass of water. When you bring me something, I expect it to be on a tray."

"Yes Ms. Fontaine" I said, hurrying along downstairs to get her water. I wanted to show her what a good maid I could be.

 

I brought it up to her, she drank it, then told me I could go downstairs and start by doing the dishes.

 

 

And so, during the day I worked as a secretary. Then I'd go home, and be the maid. It was fun and exciting being a woman full time, wearing all of the sexy things I had always dreamed of, wearing makeup, plucking my eyebrows, wearing jewelry, skirts, heels... it was just heaven.

 

* * *

 

One day Jada told me to call in sick.

"I've got a surprise for you" she said.

I just loved her surprises.

 

She had me dress simply in sweat pants, and a loose sweater. We got in her car, and rode across town. She pulled in the parking lot of a set of one story buildings. We walked in the door of one of them, and I noticed how there were a bunch of dentists, orthodontists, and other doctors. This was some sort of professional medical building.

We went in a door, and my heart leapt. It was a plastic surgeon! I looked at her, with eyes wide open.

"That's right Emma" she said. "Today, you're getting your implants. You're going to have *real* boobs."

Real ones! On me! I was in a daze again, as we went inside. I was quivering as I laid on the table, and the doctor administered the anesthetic. I knew that when I awoke, I would be even *more* like a girl.

 

 

I was in a haze when I came too. I remember feeling my chest, and the new weight on it. My boobs seemed so huge! I was a DD girl at last. I could hear Jada talking to the doctor, but it was through a veil of fog, since the drugs hadn't quite worn off yet.

"And so, you can give me that prescription for estrogen that we talked about?" said Jada.

"Yes, here it is" he said. "I see no reason why you can't start her on it right away. I'm also prescribing a testosterone blocker, which will chemically castrate her."

 

I was going on female hormones too! I was so happy, that I cried.

"We need to wait about a year" said the doctor. "After that, she can return here, and we'll complete the job. She will make a wonderful woman."

"Did you hear that?" said Jada. "You're on your way. Soon, you'll be a *real* woman."

 

* * *

 

The next months were a blur for me. I had so many firsts! My first time wearing a low cut sweater, to show off my new cleavage. My first time going braless, so the shape of my nipples would show through my shirt. My first time going to the beach wearing a bikini (and having my first bikini wax!).

I had been on the estrogen for months now, and I was eager for the full effects to start kicking in. Jada and I had so many plans together! I couldn't wait until my transition was complete. After my last surgery, once I really was a woman, we were going to reaffirm our wedding vows. Only this time, *I* would be wearing a wedding dress.

Before the estrogen and the testosterone blocker completely stopped the last vestige of my manhood from functioning, Jada took off my chastity belt, and began to regularly milk me. She collected my output in a test tube, which she sealed.

"I need enough so that when I'm ready to be pregnant, we can use your 'milk' to do the job."

"What if it doesn't work? What if it doesn't last?" I said, worried.

"Then you can find a nice man for me, just to get me pregnant. We'll have the baby, and we can raise her together. Won't that be wonderful? We'll be mommies together."

"And when do you want to have a baby?"

"Right after our wedding. I don't want to be pregnant in a wedding dress! But before our second honeymoon, I'll do it. How does that sound dear?"

"Wonderful!" I said, kissing her.

 

We were two women, completely in love, ready for our whole lives together.

 

The End

  

  

  

*********************************************
© 2005 by Jennifer White. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, and compilation design) may be printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without the express written consent of StorySite and the copyright holder.