The Four Year Plan

by Jennifer White

 

Bryan and Theresa had been married for four years now. He was fairly happy about how things were between them, but like most men he had some resentment of how his wife acted sometimes. Like when she'd want to be with him all the time, instead of letting him run with his friends.

Or there was the way that she'd only put out for him a couple of times a week. Bryan wanted her all the time, but she just didn't get into it like he did. He bought her different exciting outfits and costumes, which she'd dutifully wear for him, but still, she wasn't all that interested in it all.

When she did let him have his way, it was always good. He was constantly trying to show her what he liked, and she was pretty good about doing what he asked. But still, it wasn't quite what he had dreamed. He had hoped that they'd really get busy, and do it all the time.

He had no idea though, what she was up to. He didn't realize how much she was studying him, understanding what he liked, and calmly filing all the information away to be used one day in the near future....

 

* * *

 

It was their four year wedding anniversary. Bryan wanted it to be something special, so he went out and he bought something for the occasion: an exciting new set of fancy lingerie. He browsed through the lingerie store until he found just the right set. Dark silk stockings which would look so good on Theresa's long legs, held up by an exciting garter belt. It was a dark brown color, rather wide, and he could just picture it wrapped around his wife.

The finishing touch for the set was the shelf bra that she would wear up top, to support her full pair of lovely breasts. It matched the color of the garter, and featured thin straps that would arch over her petite shoulders. The cups in the front were semitransparent, so her wonderful nipples would show right through, as would the two inch wide ring of color around them. The bra was built to support and lift from the bottom, leaving much of the top exposed.

And then there was the panty. What little of it there was, that is. It matched the color of the rest of the set, and the little triangle in the front was made of the semitransparent material. That meant that Bryan would be able to see the neatly trimmed rectangle of hair that Theresa maintained down there. Other than that small triangle, there wasn't much to the panties; they were thong style, covering almost nothing else. And right in the front, there was a tiny bow, as if to indicate that what they covered was a gift for him.

Theresa would look stunning in her new lingerie set, especially in heels. Bryan was picturing her in his mind, as he paid at the cash register. She would be so thankful that he had bought her such a nice gift, and they'd make love for sure. Plus, it was a special day, their anniversary. Chicks loved big days like that. He was definite that he would get laid.

 

* * *

 

Bryan and Theresa went out to one of their favorite restaurants for dinner, sharing a bottle of champagne to celebrate their four years together. Bryan smiled as he watched Theresa get all bubbly and silly, as the champagne went to her head. So much better for him, once he got her home!

He thought about how romantic it was, and what a wonderful husband he was to her. He drove her home, full of anticipation of how awesome she would look once she donned the new set of lingerie. He could picture her long dark hair hanging down, her seductive eyes, her lips red with lipstick. He could not wait to see the look on her face.

 

* * *

 

Theresa had a feeling about what was coming. So far, it had been a wonderful night, with a romantic dinner, and good conversation. Bryan had given her a card, but so far no gift. If he had bought her something like a necklace or a ring, he would have presented it to her at the restaurant. But he had not.

That meant he most likely had bought something that he wouldn't want to show off in public. Or in other words, something for her to wear in the bedroom. Most of his gifts weren't really for her; they were for him. She had quite a collection now, including a naughty nurse outfit, a fancy French maid, an exotic dancer, and more. There was even a cheerleader outfit he liked for her to wear when it was football season. She sighed. This would be yet one more.

 

Sure enough, he led her up to the bedroom, and told her that he had a surprise for her. On the bed, there were a series of boxes. She opened them, and looked at the latest set of lingerie that he wanted her to wear. It *was* very nice, and she knew that she'd feel very sexy once she had it on. But now it was time for her to make her move.

 

Theresa had a secret, which she had kept from her husband for the four years they were married. When they first met and fell in love, she had tried to bury her secret desire deep inside, and let it go. But nothing she could do would hide it forever; her deepest desires were never far from her mind. Sometimes she'd imagine her husband was doing what *she* wanted, so she'd feel aroused enough to make love with him.

Now it was time to reveal her true feelings. She had a plan as to how she'd get what *she* wanted in their love life, and for four long years she had studied her husband, learning what she would need to set it in motion. But first came the hardest part: telling him what she was about to do.

 

"Bryan, thank you so much for the wonderful romantic evening" she started. "And thank you for such a nice thoughtful gift."

"You're welcome" he replied, almost drooling in anticipation of seeing her dressed up in her new things.

 

"We've been married for four years now" continued Theresa. "And in those four years, I've never told you about a fantasy of mine. We've played out many of your fantasies in the bedroom, but I have needs too, and I wanted you to know about one of mine."

 

"Go on" said Bryan, willing to listen to anything that meant having her in the bed! We wanted her so much, right then and there. But he knew he'd have to wait. Chicks liked to talk sometimes, instead of jumping ahead to the good part.

 

"When I discovered my first orgasm, it was quite by accident" said Theresa. "I was laying in bed, and my hand had moved down between my legs, almost unconsciously. I was touching myself, and it felt good, although I wasn't really thinking about what I was doing."

"But then for some reason, I thought about this girl in my math class. She sat right ahead of me. She always wore these skirts than were knee length, and very attractive. That day, she had worn one that was a beige plaid pattern. As I thought about the sight of that skirt, I started to tingle even more down there. And I started to rub myself harder."

"I thought about her long hair, the gentle rise of her chest, and how the skirt hugged the curvy lines of her body. All of a sudden, I had this feeling I wasn't ready for.... I came! It was fantastic, but I didn't know what it was at first. It took me some time to realize that I had just discovered my orgasm."

 

"Wow" said Bryan. That was kind of hot, Theresa thinking of another chick, and it making her come!

 

"After that, I would 'stimulate' myself from time to time, because it felt so good. The funny thing was though, if I thought about the boys in my class, I never peaked. I never came. But if I thought about Jodi, I always climaxed. I would imagine kissing her, and right away I'd start to tingle. I wanted her so much!"

 

"You wanted to be with a girl?" said Bryan, amazed.

 

"Yes. In fact, after a few bad dates with the boys, I started to date girls, in secret. But I was too ashamed of it, and I went back to boys. I even made love once, but it wasn't anything special. But then I met another girl, who hit on *me* first! I was so amazed that a girl could want me, the way I wanted her. I fell in love, and we dated for a whole year. When I made love with her, it was so special. I came and came. I loved her with all my heart."

 

Theresa looked down, sadly.

 

"What happened?" asked Bryan.

"She moved off to college, and we drifted apart. We wrote each other letters for a time, but eventually, they stopped coming. I invited her to our wedding, but she never even returned the invitation. I guess she must have thought that I betrayed her by marrying you."

 

Bryan nodded, his mind fixed on the image of Theresa kissing another hot chick. That would be *so* awesome for him to watch, and then join in! Instead of focusing on her emotional outpouring, he was focused on his own needs. As usual.

 

"What was her name?" he asked.

"Gina" replied Theresa.

Bryan nodded, imaging what she'd look like.

 

"I thought I'd find another girlfriend, and stay with her forever, after I graduated college. But then a strange thing happened; I met *you*. I never thought I could love a man. You were just a friend. But as we got to know each other, you made me feel something I never felt before. I fell in love with you! You! A man. It was then I realized that I needed to marry you; you are the only man for me."

 

Bryan smiled. He knew he was lucky to have such a hottie for a wife. And now what she was telling him was blowing his mind, making him think of all sorts of fantasies he could live out. How about two cheerleaders together, kissing each other, and then him?

 

"So now you understand that I have needs that you don't fulfill as a man. You're not doing anything wrong; it is just that sometimes I need a *woman*. And so I wanted to ask you, on this special day, are you willing to be adventurous?"

 

"Sure!" said Bryan, picturing the three-way they'd have. There was this one hot chick at work. Maybe he could get her involved....

 

"I'm glad" she said, putting her arms seductively around his neck. She kissed him lightly on the cheek. Bryan was all revved up. Now the talking was done, so they could get down to business!

 

"Now darling" said Theresa, "Its time for you to dress up for me."

"What?" said Bryan, confused.

"In the new lingerie set you bought" she said. "Like we agreed."

 

"I didn't agree to dress up in that!" said Bryan defensively.

"I thought you agreed to be adventurous" said Theresa, removing her hands from his neck and taking as step back.

"But I didn't think you meant *that*!" protested Bryan.

 

"I don't even want to know what you thought I meant" she replied, with a hint of anger in her voice. "For these four years, haven't I done everything you've wanted? I've dressed up in all the outfits you've bought me. I've been a cheerleader for you. I dressed up as a sexy French maid for you. I wore the stripper outfit you bought, even though I find it insulting to women. I even took the disgusting pole dancing class you signed me up for, so I could do that for you."

 

She put her hands on her hips now, and her voice took on an angrier tone as she continued. Bryan's reaction to her growing tirade was that he decided she must be about to start her period, and she was having her monthly mood swing. He didn't sense the true frustration she was expressing.

 

"I've done all the things that *you* like" she continued. "Now just once, I ask for you to do something for me. I ask you to dress up for me just one time, and you act like a baby!"

 

"But its not the same. Men don't dress up in clothes like that" said Bryan.

"And women go around in clothes like you've bought me? When is the last time you saw a maid dressed in that skimpy thing you bought me? When you had your broken leg, did you see any nurses in the hospital dressed like the outfit you had me wear? I don't think so!"

"Yes, but...." he started.

 

"Don't 'yes but' me" said Theresa. I've had it with you Bryan! I'm really angry about this. I do for you and do for you, and the one time I ask you to do something special for me, you refuse. I know you complain to your friends that I don't, as you say, 'put out' enough. Maybe its because you're not doing what *I* want for once. Maybe if you did what *I* wanted for a change, and you met *my* needs, then maybe I'd be willing to do it more often."

 

"But it's humiliating to ask me to dress up in lingerie" he said defensively.

"And it isn't humiliating for me to dress up in the outfits you buy me?"

 

Bryan, in typical male fashion, clammed up and didn't say a word, as he felt attacked.

 

"So that's how its going to be? You won't talk to me? Then let me tell you how things are going to be around here. I'm not going to make love with you again, until you let me have *my* turn at a fantasy. If you're not willing to dress up for me now, then you're cut off. I won't 'put out' for you again, until you do what I want."

 

Bryan just glared at her.

 

"Go to the store, and buy an identical set, just like this one, but in your size. When you're ready to have sex with me again, come to me with your legs shaved, and nothing on but *your* lingerie set. Then I'll put mine on, and I'll fuck you so hard that you'll be seeing stars."

"If you'll dress up for me, I'll have as much sex with you as you want. Five times a day, or whatever you can handle. But until you dress up for me, there is *nothing* going on in our bedroom. Unless you want to go out, buy a girlie magazine, and take care of yourself."

 

She turned and stormed out of the room, leaving Bryan stunned and angry. He threw up his hands, and went downstairs to pour himself a good strong drink.

 

* * *

 

All the following week, Theresa acted cordially towards Bryan, except in the bedroom. She slept with her back to him. If he tried to touch her, she'd push him away. Once when he tried to wrap his arms around her, she left the bedroom, and went to sleep on the couch. Bryan was cut off, and very upset.

 

He tried to reason with her, but she just crossed her arms and refused to back down.

 

"If you want me, you can have me all you want" she said. "All you need to do is to wear some clothes for me, just like I've done for you. It would mean so much to me, and you won't do it? So I won't do anything for you."

 

 

It seemed to Bryan that she was wearing the sexiest outfits she owned, just to tease him. On the tenth day for example, she wore a tight leather miniskirt, with a black cami top, and no bra. He could clearly make out the outline of her nipples. He wanted her so much! But she told him no.

The next day, she had on tight jeans and a tight white T-shirt that let him see through to her lacy bra underneath. Again, his heart raced, and he wanted her so much, but she refused. The next day was even worse, as she wore just one of his dress shirts around the house. He could see that she didn't have any panties on beneath it. He got hard just looking at her, but she wouldn't do it with him. Not unless it was *her* way.

 

She tortured Bryan by looking so good, so tantalizing, but rebuffing any moves he tried to make on her. On the twelfth day of her holding out on him, he found her in the kitchen, looking at a girlie magazine herself! She was drooling over the centerfold. She went into the guest bedroom locked the door, and soon he heard soft moaning coming from in there. She was doing herself! He wanted to join in, but he couldn't. He wanted her so much! But how could he do what she wanted?

Finally, on the 14th day, she broke his will. She was talking on the phone to some girl named Wendy, and Bryan realized that she was trying to set up a date! His wife was going to go out with a girlfriend, but what were they going to do? He would be a total laughingstock if word got out that he lost his wife, not to another man, but to another woman!

His spirit was crushed. He wanted her so much, and he couldn't go on anymore seeing her, but not being able to touch her, or have her. He headed out to the lingerie store, and he bought a set that matched the one for Theresa. Only this one was in his size.

 

Back home, he took a shower, and with a great feeling of misgiving, he shaved all of the hair off his legs. Then he did his chest too, and under his arms for good measure. There was quite a bit of hair to clean out from the drain when he was done! He kind of itched as he got out of the shower, so he put on some of the cream that Theresa always used on herself.

 

Then it was time for him to dress up. The moment he was dreading. He hardly knew where to start. He was used to taking items lingerie off his wife; he wasn't used to putting them on himself! He started with the panties, and felt so awkward as the thong pulled into place. It all felt so wrong!

Then he put on the stockings, which didn't feel bad. But it was humiliating to look down and see them on his legs. He put on the garter belt, and fastened them in place. Then it was time for the bra. He had taken bras off women man times in his life. He thought *that* was hard. But putting one on himself? How did the get those little things hooked up behind their backs? He really had to struggle to get it all into place.

Finally, he looked in the mirror. He turned bright red when he saw himself. What a horror to see his own reflection, and to have his body wrapped in all of these feminine things! Worse yet, he had done it by his own hand, in order to get ld. For a moment he considered taking all off. But he *had* to do it with Theresa. He couldn't wait any longer!

 

Now he went out to the bedroom so he could call her up. He was shocked to find her standing there, waiting for him, already dressed up in her own set of lingerie. She was stunning. One look at her, and he got really hard, right away. Just as he imagined, seeing her like that was just unbelievable! She was so hot!

 

"I'm glad you finally came around" said Theresa. "Today is going to be the best day of your life."

 

She walked up to him, and leaned her body into his. Her touch set his nerves on fire. The way she smelled! How soft she was! Her red lips, her long hair! For a moment, Bryan even forgot that he was dressed up exactly like she was.

 

Theresa took her time, and took control. Bryan was so docile, now that he was dressed up. He didn't look like a woman at all, standing there blushing, awkwardly wearing his lingerie set for the first time. But this was just the start. She had a lot of work to do before he'd pass as a woman. But she couldn't let her mind drift off; she needed to be sharp.

Theresa had been studying Bryan for the past four years. She knew *exactly* what he liked. How to touch him, where, how hard, and more. She knew what turned him on more than he knew about himself. Plus, she had held back a few moves that she had learned back when she and her girlfriend used to make love together. Now she applied all this knowledge to make this the best sex that Bryan would ever have in his life.

She worked efficiently, working him up into a fever. She mounted him from the top, so she could control the pace. He liked to go too hard and quick, which would make him come too soon. Plus, with two weeks off from lovemaking, he'd climax *so* easily. With her on top, she could control the pace, and make sure it took a long time. The longer, the bigger he'd come in the end.

She knew that by telling him he was a woman (or like a woman), it would lower his libido. And that would make him last longer. So as she tweaked his nipples, she told him what a beautiful woman he was, and how his boobs turned her on. Just as she knew it would, that made him loose steam for a while. Then she could build him back up, before saying more things to back him off.

 

"After today, you'll always *want* to be a woman" she said. "The female personality inside you is growing stronger by the minute. You're becoming a woman. My woman. Once you're a woman, we can make love all the time, all day long. You're not a man anymore. Now you're a *woman*."

 

This almost deflated him, and Theresa had to work hard to build him back up. She didn't want him to go all soft, and fall out of her. That would be disaster; he'd never want to do this again. So she kept him right on the edge, not able to come because of what she'd tell him, but not so much that he lost his erection.

 

Finally, she went for it. She started to go harder, while twisting and pulling on his nipples. She leaned over so he'd get a great view of her boobs. She told him how much she loved him, and how good he made her feel. She bounced up and down harder and harder, until she felt the warm explosion inside of her, as Bryan came harder than he ever had in his entire life. She slowed down, and purred as she held his hands down and kissed him.

 

Both were breathless when they were done. It was good for her, and it was mind-blowing for him!

 

"Now tell me dear, in all honesty, was that good for you?" she asked innocently.

"Yes" he panted.

"If you let me feminize you, it can be like that all the time. If you'll be my dress-up doll, we will do it as often as you want. It can be like this every day. Multiple times a day. So tell me baby, will you let me turn you into a girl?"

 

Bryan looked at her and smiled.

 

"Yes" he said.

 

Theresa looked back at him. Perfect. She had him now.

 

* * *

 

For the next couple of days, Theresa didn't say anything to Bryan about what they had done. But he noticed how happy she was around the house. He was almost afraid to try something in bed with her, but much to his relief, when he touched her tenderly and kissed her, she responded by letting him have his way with her.

She laid there on her back, her legs spread wide apart, and she let him do his thing. He went at it hard and fast, then it was quickly over. When he climbed off of her, she turned to him.

 

"How did that feel?" she asked. "Was it as good as last time?"

"Not really" he replied.

"It didn't do anything for me at all" she said. "When we do it like that, I get no pleasure. I'm just doing it out of duty to you. Do you understand?"

"Yes" said Bryan, although he wasn't sure he did. But she said no more, and they fell asleep in each others arms.

 

 

The next night, he decided to test her. Normally after they made love, she'd wait a few days before letting him have another go at it. She had said that if he dressed up, he could have sex as often as he wanted. So when he got home from work, he put on the lingerie again. Much to his delight, she was excited, and once again they had fantastic sex, which he had to admit was *much* better than the previous night.

He went to bed, still dressed in the lingerie, and she surprised him by going down on him. He had just come a few hours before, so it took more work for her to get him to climax again. But she did it, and he felt so good, that he fell asleep wearing the lingerie.

 

In fact, over the next few weeks, he started to wear it almost every day, so that they could have sex all the time. Sometimes, three times in one day! Bryan was so happy with their new arrangement, that it never dawned on him that by wearing it so much, he was getting used to it, and it no longer felt strange for him to wear a bra or panties.

 

One Monday morning, after Bryan got up and took a shower, Theresa told him she had a surprise. He came to the bedroom to find a pair of pink panties laying on the bed. They were cotton, bright pink, and they covered a lot more than the thong style ones he had been wearing. They too had a little bow on the front, and they would have looked wonderful on Theresa.

 

"I want you to wear these today" she said.

"I'll put them on when I get home from work" he replied. That wouldn't be a problem.

"I mean now!" she said.

"But I need to leave for work, or I'll be late. We don't have time to make love."

"No silly. I want you to put them on now, and wear them to work" she said.

"Why?" asked Bryan, confused.

"If you wear them, I'll be thinking of you all day, and the fact that you're going around in panties. It will drive me crazy! By the time you get home from work, I'll want you *so* much, that I'll be ripping your clothes off to get at you. I'm getting wet now, just thinking about it."

 

It was an offer he couldn't refuse. What would it hurt to wear them under his clothes? Nobody would know. Then he could have her the moment he got home. It sounded like a great deal to him! Bryan pulled the pink panties on, then dressed up for work in his usual clothes. They didn't feel bad, in fact, they were quite comfortable. But knowing that he had them on, it burned in his mind. He was very aware of having them on, and he hoped that nobody could tell.

 

Theresa knew that by thinking of the panties all day, it would build up the expectation for her husband. All day long, knowing that he had the panties on, he'd be thinking of the sex they'd have at night once he got home. She wanted to make sure that he kept thinking of them all day. So she called him up at work.

 

"How's it going today?" he asked her, as he took a sip of coffee.

"Very good. I've got fresh sheets on the bed, so we're all ready for tonight."

"Cool" said Bryan.

"Tell me what you're wearing, under you clothes" she said.

"You know. I'm wearing what you gave me" he replied, not wanting to say something that could be overheard.

"What? Can't you say it? Tell me that you're wearing panties."

"I'm at work honey" said Bryan. "In the office."

"And you're wearing panties" she said. "I've been thinking of you *all* day. Thinking of the cute little pink panties that are caressing you. It makes me want you so much! If you were here, I'd do you right now. I want you so much! Hurry home. I can't wait to have you."

 

Now it would be impossible for Bryan *not* to think about her all day. And when he got home from work, he'd be so revved up that it would be easy for her to send him over the top again. And she had a few new tricks for him in bed.

 

When Bryan got home, Theresa was all over him.

 

"The thought of you in panties has been driving me crazy!" she said, handing him a dozen pink roses. "I want you so much! I can't wait for dinner. I just want to fuck. Now!"

Bryan was amazed how aggressive Theresa was being. She led him up to their bedroom, where she had lit candles, and set up everything for a romantic mood. She pulled off her sun dress, showing him the matching white panties and bra she had on beneath. She was so hot! Now she almost tore off Bryan's clothes.

She put her hands on his panties, then got on her knees to kiss them. She pushed him back onto the bed, and kept gently rubbing him through the soft cotton fabric of the panties. Then she started to kiss him hard. She moved her head down to his chest, where she kissed him some more. And then she started sucking on his nipples.

Bryan felt a tingle all over. He never knew that it could feel so good to have someone suck on your nipples! It was driving him crazy, and he wanted to put himself into Theresa so bad. When she stood up, removed her bra, and pulled off her panties, he was more than ready for her.

He pulled off his own panties, and smiled as she laid on her back, and spread her legs wide open for him. He gladly put himself into her very wet pussy, and pushed himself in all the way. His eyes closed with pleasure. Theresa resumed sucking on his nipple as he thrust in and out, and then she put her hands on his butt.

 

"Let me guide how fast you go" she said.

 

He pulled out a little, and she grabbed him, guiding him back in. She controlled the rhythm, and it felt really good for her to keep her hands there. she had never done that before and there were so many nerve endings. He continued to go at her, and now she did something else unexpected: she put her finger *inside* him. She pressed in just the right place, and suddenly he just exploded inside her. How could her touch do that to him? Why had she not ever done this to him before?

 

"Wow" was all he could say when they were done. "That was amazing!"

"And for me too" she said. "If I can think of you as a woman when we make love, it makes it *so* good for me, that I want to do it again and again."

"You thought of me as a woman?"

"Yes. I thought of you in your panties, or wearing your lingerie. I was imaging you with nice full breasts, long hair, and in makeup. That drove me crazy! If you'd put on a bra for me, I'd do you again, right now."

"How about after dinner?" he asked.

"I can't wait" she said enthusiastically.

 

The stood up, and she picked up the bra she had been wearing. It was still warm from her body heat. She put it on Brian, and she fastened it in back for him. Then she handed him the matching white panties, which he put on himself. She put on her sun dress, with no underwear. He put on his shirt, and they went downstairs to eat dinner. When they were done, Bryan was in for another wild ride.

 

* * *

 

Over the next few weeks, Theresa had Bryan wearing lingerie around the house so much, that it was no longer something that felt "wrong" for him. In fact, knowing that it would lead to sex, he began to like how it felt, savoring the soft fabrics, the silky hose, the soft panties. He was even beginning to like the constricting feel of a bra wrapped around him. He didn't realize that his wife was "reprogramming" his mind, making him *want* to dress as a woman.

 

One day, as he got ready to leave for work, Theresa told him that the pants he had on weren't a good match for the shirt he had chosen. He took them off, exposing to her the pair of pink panties he had on beneath. She smiled, and touched him gently between the legs.

 

"I was going to wait for an occasion to give this to you, but I'll do it now. They're a perfect match with your shirt you've got on today" she said, as she handed him the shopping bag. Inside were a pair of beige pants. They *would* perfectly match his sports coat, so he put them on.

 

"They're kind of tight in the waist" he said.

"I guess someone needs to loose some weight" replied Theresa, patting him on the tummy.

"This fabric is really soft" said Bryan, noting that the pants fit unlike any others he had ever worn before.

"Yes" she replied. "They're very nice, aren't they? Now you had better get going! You don't want to be late for work."

 

Bryan went into the office, and sat down at his computer. A few minutes later, the phone rang. He picked it up.

 

"Hello?" he asked.

"Hi dear" said Theresa. "How was your drive into work?"

"Just fine" he replied. "What's up?"

"Oh nothing. I just forgot to tell you something about your new pants."

"And what is that?" he said, as he logged on to his email system.

"I bought them in the women's department" said Theresa.

 

The phone was silent. Bryan felt his heart pound, as his face blushed.

 

"You mean..." he said.

"That's right dear. You're at work, wearing women's pants. Oh, nobody will notice. I made sure I bought a pair that were pretty androgynous. But they *are* made for a woman. I just wanted you to think about the fact that you're out in public, and half of you is dressed up like a woman now."

"Theresa..." said Bryan.

"Think about it all day. And when you get home, you'll be in for quite the treat! I told you that I was going to turn you into a girl, and you agreed. You like wearing lingerie already. Now it is time for you to start dressing up in women's clothes on the outside too."

"But I'm at work!" he protested.

"It will be a very slow and gradual transition" she replied. "Nobody will notice a thing. It will be out little secret. You promised you'd let me do it. Now I'm making it happen. As you go around your office today, look at all the women. You've just taken a big step towards becoming one of them."

 

"I've got to go" said Bryan, desperate to get off the phone.

"I understand. You've got work to day" replied Theresa. "I just wanted to make sure you realized that you were going around dressed in women's pants. I also wanted to give you a homework assignment."

"Homework?" asked Bryan.

"Yes dear. I want you to really study the women in your office. And the best way to do that, is to befriend some of them. Start hanging out with the girls when you're on break. Start going out to lunch with them. Observe how they talk, how they move, how they look each other in the eye when they're speaking. Watch and learn. I want you to promise me that you'll start hanging out with the *girls* in the office from now on."

 

"Okay" said Bryan, eager to please her and make the phone call come to an end.

"I love you, my darling. I can' t wait for you to get home! I want you so much! I'm getting wet just thinking about you wearing those pants. Hurry home."

"I will" said Bryan, as he hung up the phone.

 

Just as Theresa wanted, Bryan could not help but to spend the entire day thinking about what he had on. And thinking about women. Which meant that by the time he did get home, it didn't take much for Theresa to get him aroused. She was like an animal, tearing his shirt off to get at him. She didn't even let him get up stairs, she did him right there in the livingroom!

 

After they were done, she got him to change into his regular bra and panty set under his clothes. Then she sat him down, rubbed his feet, and brought him his favorite drink. As he took another sip of the martini, she let go his feet, and undid his zipper. Soon, she had him all hard again, and worked his erect penis out of his fly. She wrapped her mouth around it, and went to work. Bryan sat back, feeling a buzz from the drink, enjoying the feeling as his wife brought him yet again to climax.

 

* * *

 

Bryan had a hangover the next morning when he got up to go to work. He was tired. What a wild night! Theresa had been all over him, even waking him up at 2:00 asking if he'd do her again. He was living a dream, having such a beautiful woman wanting him so much. No matter how often they did it, she wanted more!

He took his shower, and shaved his legs. It was a small price to pay for what he was getting from her now. She had her little fantasy that he was "becoming" a girl for her. He didn't mind the clothes, if it was in private, although having worn the pants to work the day before was something new. He didn't want anyone else to know about what he and his wife were doing in private!

 

He went to go put on a pair of panties, as Theresa liked him to do. He opened his dresser drawer, and he was somewhat dismayed to find that she had replaced *all* of his boxers with panties now! There were no more men's undies, just neat stacks of panties of all colors and descriptions. He picked out a pair that were white with lace trim.

Then he went to put on the shirt she had on a hanger, by his new pants. Theresa brought him a cup of coffee, which he sipped as he went to put on his shirt. He thought it was funny; the buttons were on the wrong side. He decided that it must be a "factory second" or something which she bought at a discount. Why else would it button up the wrong way? He put it on, along with the pants.

It did bother him to know he was wearing women's pants. But nobody at work had noticed at all. So what harm was there in wearing them again? He went downstairs, where Theresa had cooked him his favorite breakfast: bacon and eggs. She was being so kind to him now, since he was willing to dress up for her. That made it easier on him, although it did seem so strange. But the benefits make it well worth it!

 

Bryan went off to work, and was soon immersed in task after task he needed to perform. As usual, Theresa called him a couple of times as he worked.

 

"How do you like your new shirt?" she asked him, when she called the second time.

"It's fine, except the buttons" he replied.

"They are on the 'wrong' side?" she said.

"Exactly."

"That's because you're wearing a shirt designed for a woman" said Theresa. "I'm so proud of my baby; she's at work wearing a whole outfit of women's clothes."

 

Bryan felt stunned, and almost betrayed. She had dressed him up in a woman's shirt now too? Other than the buttons being on the wrong side, he never would have guessed, although it *was* fitting him differently than his normal shirts. Plus, he had on panties. Other than his shoes and socks, he was at work dressed as a woman! And nobody even noticed.

And to top that off, Theresa had referred to him as 'she' again. She had started to do that, which alarmed him. He didn't like how it felt for her to do that. But he couldn't exactly say anything about it, when others in the office might hear him!

 

"Hurry home" said Theresa, breaking his train of thought. "I want you *so* bad. I want you *now*."

"I've got to go..." said Bryan.

"I love you, baby" she said.

"I love you too. Bye-bye" he replied.

"And don't forget to hang out with the girls" said Theresa. "Now that you're dressed as one, you'll fit in better."

 

Bryan hung up the phone, feeling numb.

 

* * *

 

Of course, that night Bryan had fantastic sex with Theresa, multiple times. As soon as he got home, they did it once. Then as usual, she had him put on a bra and panty set, before putting on some clothes so they could go eat dinner. But the bra she had for him this day was different. It had a lot of padding, so that when he put on the tank top she gave him, it looked like he had little mounds on his chest.

"Wow, that is so cool!" cooed Theresa. "It turns me on *so* much to see your chest looking like that."

"It feels weird" said Bryan. "I don't think I like it."

"You'll get used to it honey" she said, reassuringly, although that brought little comfort to Bryan. "Getting used to it" would mean that he'd be wearing something like that more and more. But by now, he was used to wearing a bra, so in a surprisingly short time, he forgot about the padding, and went on with things as normal. Or what passed as "normal" now in his house!

 

* * *

 

The next day at work, Theresa had him wear a new sports jacket with his outfit, which included another shirt with the buttons on "the wrong side". Of course, he wasn't too surprised when she called him and told him he was wearing a women's blazer. He sighed. He had resigned himself to this already. But as long as nobody at work could tell, he was okay with it.

 

"You know, with your blazer on too" said Theresa, "nobody would be able to tell if you wore a bra to work too."

 

The very thought was scary. What if someone saw? He couldn't wear a bra to work! But he couldn't argue with Theresa. Not from his desk at work.

 

"Are you going to lunch with the girls again today?" she asked.

"Yes" he replied.

"Good" she said. "I love you, and I can't wait until you get home."

"Me too" he replied. "And I love you."

 

It was hard to think about work, as he thought of what Theresa and he would be doing that night, once he got home!

 

* * *

 

All that week, when he arrived home, Theresa had been all over him, so impatient to make love that they didn't even make it up to the bedroom. But this time, she did something different.

"My girl is home!" she said, running over to give Bryan a kiss.

"Hello" he said, as he put his hand on her chest, ready to go at it.

"Not yet" she said. "First there is something we need to do upstairs."

 

Bryan followed her up the stairs, full of anticipation. Every day, things got better. What would she do this time to raise the bar?

 

"Have a seat" she said, pointing to her vanity.

Bryan sat down, unsure of what was to follow.

 

"You'll look *so* much prettier, when you put on your makeup" said Theresa. "I'll teach you what you need to do."

 

First, she applied a light coat of mascara to his eyelashes, followed by a dash of color to bring out his eyes. Next, she dapped on just a hint of rouge, then she completed the work by putting a bright red lipstick onto his bare lips. Bryan had never worn makeup of course, and he was shocked at how it made him look.

 

"Now you look like a pretty girl" she said as she put her hand down between his legs. "You're dressed all in women's clothes, and now you've got makeup on. Bit by bit, I'm turning you into the girl of my dreams."

 

Bryan should have been upset at her for saying that, but his body had become so accustomed to having sex with her right away when he came home, that he got hard from her touch. And before he knew it, they were kissing, and she was taking off his clothes. She wanted him badly, and he wanted her. But now, he was all made up, and quite intimidated about it all.

 

"Do you feel like a girl yet?" asked Theresa.

"I feel... funny" said Bryan. "Uncomfortable I guess."

"Don't worry baby. Soon, you'll be wearing makeup all the time, and you'll come to like in. In fact, after a little while, you'll feel naked without it. Just think about how pretty you look now. Just think about how you're well on your way to becoming my girl."

Bryan nodded, not really liking to hear all that.

 

"You're my *girl*" said Theresa. "Can you tell me that?"

"I'm your girl" said Bryan, not wanting to do something that would get her mad, and prevent her from doing him.

"Yes, you are. You dressed as a woman to day at work, didn't you?"

"Yes" he had to admit.

"And now you're wearing makeup. You wear bras. You wear panties. You *are* my girl now."

 

With that, Theresa was so excited, that she couldn't talk anymore. She had to kiss Bryan, and go at him so hard that soon he forgot his troubles, as his fully erect manhood plunged into her warm and very wet pussy. As usual, she used all of her knowledge of his body to make him come *big*. Both were panting, out of breath, when they were done.

 

Bryan knew the drill now. He put on his padded bra and a fresh pair of panties, then went to put on some clothes.

"Try these, honey" said Theresa, handing him an outfit. First, there was a silky powder blue cami top, with lacy trim around the v-neck. The straps were so thin that you could clearly see that he was wearing a bra underneath. To go with it, she had a pair of black pants which were cropped so that they came down to just below the knee. A nice casual outfit for being around the house... if you were a woman.

She had never asked him to wear anything so overtly feminine before. And he was still in makeup. But he was so blissed out from their lovemaking, that he did as she requested. He knew she'd do him again that night if he did as she asked. He couldn't miss out on the pleasure again! So now he had on the outfit.

They went downstairs, and ate the wonderful dinner she had prepared for him. He helped with the dishes, and then they sat on the couch together, watching his favorite TV show, as she brought him drinks. When his show was over, he asked what she wanted to do.

 

"I'm going to teach you how to paint my toenails" she said.

"Okay" he replied, seeing no harm in it.

 

She led him upstairs, and asked him to sit down at the vanity where she had applied his makeup earlier in the evening. Then she opened the drawer where she stored her nail polish, and selected hot pink for the color. She shook it up, and showed Bryan how the top doubled as a brush.

 

"The trick is not to put on too much" she said. "Otherwise, it clumps up, and it takes too long to dry. Let me show you."

 

She unscrewed the top, dabbed off some excess nailpolish from the brush, and applied it to the big toe on Bryan's right foot. She talked as she carefully painted nail after nail, until all ten of his toenails were glowing in the hot pink color. She told him to be very careful not to touch anything with his foot, so the polish wasn't ruined before it dried.

Bryan looked down at his smooth legs, and his painted toenails. Suddenly it dawned on him; she had tricked him into letting her paint his toenails! He had polish on his toenails! He would have to take it off in the morning. He looked down at her, as she licked her lips and winked at him.

 

"Oh, that turns me on so much to see my girl with pretty polish on her feet" said Theresa. "Now be careful not to smudge it, your toes aren't dry yet."

 

Bryan looked down as she undid his pants, got him hard, and put her mouth around him. Her hands were all over him, caressing his nipples through the padding of his bra, as she went at him with a passion and hunger that made the experience so wonderful for him. She pushed on the inside of his legs to spread them further apart; something she had been doing lately when she went down on him. He tried to hold back, but he couldn't; he exploded in a burst of pleasure that made him close his eyes and let out a deep sigh.

 

It took a few minutes for Bryan to catch his breath. When Theresa asked him to paint *her* toenails, he did his best to do it the way she had shown him. When he was done, he looked up to see her pulling up her skirt, and pulling down her panties.

 

"Now its your turn for this too" she said.

 

Fair was fair. She had done him. So now, he did her. As he applied his tongue to her pussy, she moaned.

 

"This is how my girlfriend Gina used to make me come" she said. "You make me feel like *you* are my girlfriend now. Seeing you dressed so nicely, with your makeup and your painted toenails.... you turn me on so much! I'm so glad that you're my girlfriend now. You're becoming more and more like Gina. I'm so glad that you're becoming a woman."

 

As he kept going at her with his tongue, she kept talking.

 

"You're so pretty, so feminine. I'm so glad your my girl now. With each day, you move closer to truly becoming a woman. One day soon, I'll do this to *you*. I'll lick *your* pussy, and make *you* come as a woman. Of course, you'll have boobs by then, nice big firm ones like mine. You're becoming a woman now. You are becoming *my* woman."

 

Bryan knew it was just a fantasy for her, and she didn't really mean it. She didn't want him to have a pussy! So he just ignored her, and played along. She had played all his fantasy scenarios; it was only fair that he did this for her too. And as she said it, she got so excited. He loved that he could drive her this crazy. It would only make her want him more!

 

After he had made her climax *twice*, she had to push him away, as she got all sensitive down between her legs. She stood up and hugged him so hard, and then they kissed.

 

"I love you baby" she said.

"I love you too" he replied.

 

* * *

 

In the morning, Theresa dressed Bryan up for work. Again, it was an outfit of all women's clothes, including a woman's shirt, pants, and a blazer this time. But it was all so androgynous that nobody would know what his clothes were for a woman. At least, that was the plan. She also had new shoes for him, simple flats that would pass as men's shoes.

There wasn't time for him to remove the polish from his toenails, but under his socks and shoes, nobody would see, so it wasn't so bad. But what was the scariest was when she insisted on putting on just a light touch of foundation on his face. It wasn't really noticeable, but *he* knew it was there. Now he was wearing makeup into work too!

Yet the worst for him was when she had him also wear one of his new padded bras under all of his clothes. He was so frightened that someone would be able to see it, but she had him look in the mirror. With his jacket on, there was no way to tell that he was wearing a bra. He was frightened, yet excited. He'd never worn a bra outside of the house before.

 

"Hurry home" she said. "Its Friday night, and I have something special planned."

 

Bryan couldn't wait to see what that was, although he felt very intimidated about his new outfit. As usual, when he got to work, he got so busy that he didn't have time to think about what he was wearing.

 

"You coming to lunch with us again today?" asked Tina, one of the office girls.

"Of course" he replied. "Just as usual."

"Great. See you around noon" she said.

 

Just as Theresa had asked him to, he had been hanging out with the girls in the office all the time now, going to lunch with them, taking breaks together, talking, and becoming friends. He loved it; most wives were jealous. His wanted him to hang out with other chicks! He loved Theresa so much. He couldn't wait to get home to see her.

 

* * *

 

When Bryan arrived back home after work, he didn't know what to expect. All he knew was that his beautiful wife was going to do something new and different to make him come, and it would be a new high. He was so full of anticipation that he was tingling all over as he walked in the front door. She was there waiting for him, wearing a pretty yellow dress with a flared skirt at the bottom.

"Come with me upstairs" she said, which of course he did!

 

When they got to the bedroom, she knelt down in front of him. Bryan responded by starting to get hard. His body was already responding, getting ready for her. She undid his belt buckle, then his fly, and finally his pants. She removed pulled them down, and took them off, along with his shoes. Now only his panties covered his smooth legs. And he was anticipating the moment when she'd pull those off of him too.

But instead, she did something to surprise him. From under the bed, she pulled out a pair of pantyhose, and she began to work them onto his feet, then up his legs. Soon they were in position, with the control top going around his belly. His legs were encased in nylon, and it felt strange, but somehow good at the same time.

 

Now she stood up and took off his blazer, then unbuttoned his shirt. But she didn't remove it from him. Instead, she opened the dresser drawer and took out two large flesh colored things, which looked just like women's breasts. She smiled as she inserted one into the empty cup of his bra, and then the other. Instead of hanging there empty on him, now the cups of his bra were completely full. And now that they had something to support, the straps pulled down on his shoulder a bit.

Theresa buttoned his shirt back up, and now it sat completely differently on him, since there were the two large mounds on his chest. The buttons strained to hold the shirt in place, which allowed Theresa to get a little peak from the side, and clearly see his bra under his shirt.

 

"Now over here" said Theresa, having Bryan follow her to the closet. There, she took out a hanger with a navy blue chalk-striped suit on it. A woman's suit. She first removed the pencil skirt, and handed it to her husband. He knew what to do. He stepped into it, as she showed him which way was the front, and how to fasten it once he had it on.

Then she had him put on the jacket, which was styled in a very feminine manner. There was no mistaking this one for a man's jacket; not with the tapering lines which then flared out at the hips, the rounded lapels, or the oversized buttons. It perfectly matched the skirt, making a wonderful outfit for a businesswoman.

 

"Lift your foot" said Theresa, as she knelt down in front of Bryan again.

 

When he lifted his foot up, she put something new on it: an elegant black pump with a four-inch heel. Then she had him put on the second one. Now he was wearing heels. Bryan thought that the shoes would be the last step, but he was quite wrong.

 

"Now to the mirror" said Theresa.

 

Bryan followed her there, and couldn't help but to stare at his reflection. He was wearing a skirt! He had high heel shoes on! And pantyhose! And it looked like he had large boobs! Other than his face, he looked like he *was* a woman. He was completely aroused now, harder than a steel nail. He wanted Theresa so bad, so he was willing to do whatever she asked of him now.

 

"You're going to have to learn how to do this for yourself" she said, as she applied his makeup again, using far more color than she had the last time. "It will seem difficult at first, but in time you'll get good at it."

 

Now he was in full makeup. But something was still wrong: his hair. It looked like a man's hair. But not for long. Theresa had thought of that too. She opened a box, and presented Bryan with a wig. It was long, auburn, and slightly curly. He put it on, and she showed him how to attach it to his head so it wouldn't fall off.

Now the reflection in the mirror did look just like that of a woman. He just stared as Theresa decorated him with jewelry, and sprayed him with perfume. She handed him a purse, and told him to sling it over his shoulder. Then she led him by the hand back downstairs, and told him to stand by the door.

 

"Lets try this again" she said. "Call to me, and tell me you're home."

"Okay" he said, as she went off to the kitchen.

 

"Honey, I'm home!" he called out.

"Coming dear!!" she replied, hurrying into the foyer.

 

She ran over to him, grabbed his hands in hers, kissed him on the lips, lifting up her leg in back as she did.

 

"I'm so glad you're home!" she said. "I've got a drink ready for you. Come on into the livingroom, and tell me all about your day."

"It was a good day at work" he said. "I got a lot accomplished."

"That's nice" she said. "And how was lunch with the girls?"

"Very good" he said. "We had a fun time."

"Did Jenna's daughter get accepted at the college?" she asked, remembering something he had told her from a conversation earlier in the week.

"Yes, she did" he replied.

"And what about Sandy? You were telling me about her office romance?"

"She's going out with Michael tomorrow. We'll all hear the dirt on Monday. I can't wait."

"Me neither. I'd like to attend one of your lunches some time. They sound fun!"

"They are?" replied Bryan.

 

It was remarkable. She was treating him as if he *was* a woman, and he had just returned from a day of work.

 

"And what about your day?" asked Bryan.

 

A few months ago, he wouldn't have asked it. But hanging out with the girls at work so much, he was starting to pick up on the way they conversed, and without thinking about it, he was starting to talk like them.

 

"I finished my latest painting" said Theresa.

"Really? Can I see it?"

"Sure!" she said.

 

Theresa painted in her spare time, and she was quite good at it. Between all of the housework, the shopping, keeping the garden nice, she only had a few hours a week to paint. So when she finished a piece, it was important to her. Bryan smiled as he looked at it. The picture was of a beautiful woman, topless, laying on the bed. Bryan could recognize the face.

"That's me, isn't it" he said.

"Yes" she replied. "You are so beautiful, I wanted you to be a subject for my painting."

 

Bryan looked at her sketchbook, which was full of studies she had drawn. All of him as a woman. He realized that this must be how Theresa saw him.

 

 

After talking and sharing a few drinks, they went to the kitchen. Bryan helped as Theresa completed cooking their meal. Then they sat down and ate. Ever since he had been dressing up for her, when Bryan arrived home from work, it had always been within a few minutes that Theresa had attacked him, unable to contain her lust. But now it had been hours, he was still dressed up completely as a woman, but they hadn't done anything yet.

Bryan ached for her. He wanted her so much! He helped her clear the table and do the dishes. How long was she going to make him wait? He thought that he might explode any moment.

 

And so when Theresa finally took him upstairs, he was so full of anticipation that it didn't take much for her to make him come. She made him go down on her first, and then she went down on him. He exploded in the biggest orgasm yet, although it was a bummer for him that when she massaged his 'breasts', he couldn't feel it, because of the large breast forms that he wore inside his bra now.

 

But Theresa wasn't done. She took out a new thing, a sex toy. It was a dld, very large and realistic looking.

 

"Take this" she said. "Use it on me, and make me come again, my sweet beautiful darling."

 

Bryan took it from her gingerly, feeling very weird to be holding something that looked so much like a man's anatomy. He used it on Theresa, plunging it in and out of her, as he kissed her, then sucked on her nipple, at her request. She came so hard that she screamed!

 

"Okay baby" she said. "Now it's your turn, if you want. Would you like me to use this on you?"

"Not tonight" said Bryan, not wanting to feel that *thing* inside him.

"Your loss" she replied, shrugging her shoulders.

 

Theresa changed into a sexy nightie, then handed a matching one to Bryan. He put it on without question, keep on his bra and breast forms though, at her request. They spend the rest of the night giving each other foot rubs, painting each others fingernails, kissing, hugging, snuggling, and most of all, talking.

 

* * *

 

"I feel bad about something" said Theresa.

"What's that?" asked Bryan, as he pulled up his jeans over his panties.

"Well, every woman has her own sense of style. But I'm always picking out your clothes and dressing you up. I think it is important that you feel comfortable in your own clothes. So we're going shopping."

"But how can we do that?" asked Bryan. "I can't go into a store and pick out women's clothes!"

"They won't know" said Theresa, reassuringly. "I'll pretend I'm picking it out for me, and I'll ask you if you like it. Anyone looking on will think you're a typical man being dragged around by his wife. What do you say?"

"Couldn't we just shop online?" asked Bryan.

"If you feel more comfortable with that. But the colors never quite look the same as they do in person. And you can't feel the fabric, see if a particular garment runs small or large, and then you have to wait for it to be shipped."

"Yeah, I didn't think about that" he replied.

"So what do you say? Do you want to go shopping with me?"

Fifteen minutes later, Bryan was walking around a women's store with his wife, as she picked different skirts off the rack, and asked him what he thought. He was able to make sure that she bought things that he wouldn't feel uncomfortable about, or that didn't fit his sense of style.

They bought him more bras, panties, pantyhose, shorts, shirts, blouses, and more. Then they shopped for PJs, slippers, and even a new purse. Now loaded with bags, they returned home, and began to put it all away in the closet and the dresser. They had to make room for it, so they took many of Bryan's old clothes, putting them into bags to give away to the poor.

 

"Next time, before we shop, I'll have you do some homework" said Theresa.

"Homework?"

"You know, reading Cosmo, Glamour and other magazines where you can learn about the latest trends and looks. Go through the magazine, pick out some looks you think are 'you', then we'll go find them in the stores."

 

Bryan thought about it. He was going to become a Cosmo reader? He felt like all of this feminization stuff was getting pretty serious! But he couldn't complain, his life had never been happier.

 

"Are you ready to try on some clothes?" asked Theresa.

"I sure am" replied Bryan.

 

Theresa let him pick out his own outfit for the first time. He selected a mid-length brown skirt, along with a frosty green sweater. It featured long arms and a V-neck that came dangerously close to revealing the top of his bra. With a tight sweater on, it really showed off the large mounds on his chest. His bra perfectly positioned and supported the breast forms, giving him the look of a woman with boobs. He also wore a pair of 'nude' pantyhose under his skirt, and black pumps.

Then Theresa and he painted their nails together in the same color. After the polish dried, Bryan tried to put on his own makeup for the first time. Of course, he didn't do as well as Theresa, but with her advice and help, along with several tries, he finally got it to look pretty good.

 

"I need a lot more practice" he said, disappointedly.

"You'll get better in time" she replied.

 

Bryan put his wig on, but he wasn't happy.

 

"Something still doesn't look right" he said.

"It's your eyebrows" said Theresa. "Can I help you with them?"

"Okay" he replied.

 

Theresa trimmed back his eyebrows a bit, then plucked a few stray hairs, which made things look a lot better. But she didn't go too far, so that it wouldn't arouse suspicion when he went to work dressed up as a man. Bryan nodded in approval. It *did* help his face look less manly. He still didn't quite look like a woman, but he was getting close.

 

"There. Now you look much better" she said. "Now there is only one more thing you need."

"And what is that?" he asked excitedly. Every time he added something new, there was quite a reward for him! And so he was very willing to add something new to their routine.

"A name" said Theresa. "I just don't feel right calling you 'Bryan', when you look so pretty and all."

"You want me to have a girl's name?" he asked, surprise.

"Yes baby. My girl should have a proper name. What do you want me to call you? Or do you want me to pick one out for you?"

Bryan thought a moment. He didn't want to be called a name he wouldn't like. He didn't go for all the newfangled names that were too fancy or too wild sounding. He wanted something plain and conservative.

 

"Nancy" he said.

"You want me to call you 'Nancy'?" asked Theresa.

"Yes" he replied.

"Very well" she said, nodding her head. "From now on, you're no longer Bryan to me; now you're a woman, and your name is Nancy."

 

It had been fun dressing up. But now, as usual, Theresa and 'Nancy' were undressing, and soon they were in the bed, bringing each other to a wonderful climx. Theresa used the dld on Bryan, and he had never come so hard in all his life.

 

* * *

 

That night in bed for the second time, Theresa showed 'Nancy' some of the techniques that her ex-girlfriend Gina had used on her. Like going down on her, licking at the top, and fingering her below. Or using a dld on her at the same time. Or using the dld, while sucking on her nipples.

This time when she did it to Bryan, he didn't object when she used the dld on *him*. It was so good for him that she knew he'd be begging her to use it from now on. Getting stimulated in more than one place at once was quite exciting!

 

But after all of that, Theresa got on top of Bryan, so she could feel his penis up inside her. She loved that angle the best; it gave her the most stimulation. As she bounced up and down on him, her hands grabbing the large mounds of the breast forms on his chest, she thought about how perfect this was.

When she had made love with Gina, it was different. She and Gina connected so well on a personal level, and they did their best to please each other in bed. Gina used to wear a strap-on for her, so she could climb on top of her, as she was with Bryan at the moment.

But feeling a cold piece of plastic-rubber up inside her wasn't nearly as good as feeling Bryan's hot throbbing penis. A strap-on couldn't come inside of her. It made her feel so good to know that she was giving him pleasure. It was so much better to fuck a penis than a strap-on!

But at the same time, she loved doing it with a woman so much. Now that Bryan was letting her turn him into a woman, she had the best of both worlds. A female she could relate to, who dressed like her, talked like her, and *felt* like her. But one with a dick! As Bryan became Nancy more and more, he became her perfect lover.

She felt good about what she was doing too, because he had never been happier in all his life. He didn't realize all that she had done to set this up, and there was no need for him to know. All he needed to know was the pleasure that he was feeling right now, feeling like a woman, and coming yet again.

 

* * *

 

It was Sunday, and Bryan was dressing up nicely, as Theresa had requested. He selected an outfit from the new clothes he had bought for himself. After putting on a brand new strapless bra, filled with his large breast forms, he added a silky pink cami top, which featured white lace across the neck.

Then he layered another top over it, this one white, frilly, with a very deep v-neck. If not for the cami, the v-neck would have shown off the front of his bra. That made his layered look even better. The pink and white all looked very feminine. He selected a pair of tight jeans to go with it. But first, he put on a waist cincher that Theresa had picked out for him in the lingerie department. That helped it look as if he had curves.

He put on a new pair of ankle high boots, with a moderate heel. They went well with his jeans. Then he put on his wig, and did his own makeup. He adorned himself with jewelry, and sprayed perfume on to make himself smell nicer. When it was all done, he looked in the mirror, and he was pleased. It would be really hard for anyone to know that he wasn't a woman.

 

Using the walk that Theresa had been teaching him, he sauntered down the stairs, and into the kitchen.

 

"Would you be a dear, and bring the tea tray in?" called out Theresa.

"Sure thing!" he replied.

 

He was eager for her to see how well his new outfit turned out. She would be pleased to see his curves, and how good he looked in tight jeans. He picked up the tray. The door to the livingroom was shut, so he turned backwards, so that he could push it inwards with his shoulder, and back into the room.

Bryan turned around to face Theresa, and he almost dropped the tray. There, sitting next to her was her sister Lisa! Here he was all dressed up, and Lisa was there! This was their private thing! He didn't want Lisa to see him like that!

 

Immediately, he blushed. She was going to make fun of him, and he'd never hear the end of it. He felt so ashamed, that he thought he was going to cry. He was about to run out of the room, when Lisa spoke.

 

"Thanks for the tea, I'm *so* thirsty after the drive" she said.

 

Bryan put down the tray with a trembling hand.

 

"Have a seat!" said Lisa, enthusiastically. "We have a lot of catching up to do. I haven't seen you in what, six months?"

"That's about right" replied Bryan.

"I like what you did with the livingroom. Theresa tells me that you helped?"

 

Bryan was confused. She was ignoring how he was dressed up. In fact, she was talking to him, as if he had always been a girl. It was just like talking to the girls at work. That made him feel comfortable. Soon, he was chatting long with her, sipping tea. He put down his tea cup, and looked at the red stains from the lipstick on the rim.

 

Lisa and Theresa chatted with Bryan. Both of them called him "Nancy" when they used a name. In less than an hour, Bryan had all but forgotten about being dressed up; everything just flowed, and he was being "himself". He ended up having a lot of fun hanging out with Lisa, talking, eating lunch, and making plans to visit her one day soon.

 

After she left, Theresa was all over Bryan.

 

"I'm so proud of you" she said.

"What for?" he asked.

"You know what. You're my girl now, and I love you so."

 

Soon, Bryan was coming yet again, thinking how perfect his life was.

 

* * *

 

Bryan spent the week at work as normal. Every day, he dressed in women's clothing, but in a style that nobody would recognize as being such. He'd work, hang out with the girls only at lunch, then go home to his beloved Theresa. Once home, he'd change into something overtly feminine, and become her girlfriend for the night.

 

But on Friday, she told him that she had plans, and that she wasn't able to include him. An old friend of hers was getting married, and there was a bachelorette party. She said she'd like to get him invited, but it was a small group only.

 

"I understand. I'll find something to do" he said.

"I already took care of that" she replied. "I know I've been keeping you from your buddies lately. So I told them that you'd be by at 7:30, so you could all drink beer, watch the big game together, and whatever else it is that boys do when they're alone."

 

Bryan hadn't had a chance to hang out with the guys in a long time. It sounded exciting, although he'd miss being with Theresa. It felt really strange as he put on a pair of loose fitting men's jeans. They didn't offer the same exciting tightness as his women's jeans did.

And he felt almost naked without having his bra on. At least he wore panties underneath his jeans. Theresa had got rid of all his boxers. But even if he had a choice, he would have worn the panties. He just liked them better by now. He looked sadly in the mirror. No makeup. No pretty jewelry. No coordinated outfit. Just jeans, and a sweatshirt with a team logo on it. Boring!

 

When he arrived, Bryan was looking forward to seeing his buddies again. He missed them, after being away for what seemed like forever. But after only a few minutes, he started to feel uncomfortable. They were so loud, so obnoxious, and so difficult to be around.

 

"There's this one chick at work I want" said Allan.

"Which one? The blonde?" asked James.

"Yeah, her. Did you check out the tits on her?"

"Jumbo sized" said James.

"And what a tight little ass she has. I want to bang her so bad!"

 

"What kind of person is she? Is she nice? Do you think you two could have a relationship?" asked Bryan.

"Who cares?" said Allan. "After I bang her, I'll find another target."

 

"At least you'll get some" said Lloyd. "I'm married, and now she never puts out for me anymore. As soon as she had her kid, that was it. Maybe *I* had better hook up with this chick too!"

"You got that right" said Sam. "My wife has me cut off. She says its because of my beer gut, but she's just looking for an excuse. I bet she's banging someone else. I sure never get any from her. Hey, pass me another beer, will ya?"

 

As they insulted their wives and girlfriends, Bryan felt angry inside. How could they be so mean to their women? No wonder the women didn't like them, and didn't want to be with them. What a bunch of drunken slobs. How dare they insult their women, and act like all they were good for was sex!

Bryan was so ashamed to be with these people. They were so awful! They put each other down, they burped, they slopped their beer around, they didn't care how the dressed.... he didn't want any part of them anymore. He made an excuse that he wasn't feeling well, and he was going home.

 

"What, Theresa has you so pussy-whipped that you can't play with the boys anymore?" said Allan.

The others laughed.

 

"Good night" said Bryan quietly, as he closed the door. He knew in his heart that he would never hang out with them again. There was no reason to. He had nothing in common with them anymore.

 

* * *

 

On Saturday morning, when Theresa woke up, she saw Bryan sleeping next to her. He had his nightie on, and underneath it, his bra with his breast forms in place. She smiled. Everything had gone perfectly with the guys. She knew that from now on, he'd be on her side. Whether he realized it or not, he had just taken a large step. She knew that now he identified with women more than he did with men. The timing couldn't be better. She had big plans for the weekend.

 

She woke Bryan up gently, and gave him breakfast in bed.

 

"Get dressed Nancy. I have a surprise for you" she said.

 

Bryan go up, and dressed himself. He wore his new knee length plaid skirt, knee high boots, and a black turtleneck sweater which really showed off his boobs. He put his wig on, his makeup, his jewelry, and then he came downstairs to see what Theresa wanted.

 

"Get in the car" she said. "Don't worry, everything is going to be all right."

 

He trusted her completely. She wasn't going to humiliate him. Not like the guys. *They* would humiliate someone, and not even care. But Theresa loved him. And so, she had his full trust. He grabbed the purse she had given him, and he got into the passenger seat.

 

They drove onto the freeway, and headed west for a couple of hours. Then she turned North, until she reached the lake shore. On the shore of the large lake were several small towns, a restful and relaxing environment. Theresa drove past the picturesque village of Brookeport, and went into the forest up on the hill overlooking the lake.

There, she pulled off the road, into the driveway for a hotel. She parked the car, and looked over at Bryan.

 

"Wait here Nancy" she said. "I'll be right back."

"Okay" he said.

 

He didn't mind waiting in the car; he was too scared to go out in public as Nancy. What if someone saw him, and knew that he was really a man? He was so ashamed of being male. He wished he really could be a woman, like Theresa. Then he could freely dress in pretty clothes all the time, and not have to worry about being seen in public.

Soon enough, she returned, room key in hand.

 

"We're in room 105" she said. "Grab your suitcase, and lets get settled in."

 

Bryan took his suitcase, while she carried hers. They went into the room, and it was a lovely rustic setting, with the knotty pine wood walls, the fireplace, the warm cozy rug, and the queen sized four-poster bed. Theresa went to unpack, so he joined her.

As he opened up his suitcase, he was almost shocked to find that every single item that she had packed for him was women's clothes. Not one single stitch of men's clothes to be found. A tingle went up and down his spine. For their entire trip, he was going to be Nancy.

 

"I checked us in as Theresa and Nancy Dixon" she said. "They are *expecting* for us both to be women. You have nothing to fear. We're a long way from home, isolated. Nobody will know, even if you go out on the street in public. Everyone here thinks you are a woman. For the whole weekend, you can be a woman, without having to worry or be ashamed of anything."

"I'm not afraid" said Bryan. "And I'm not ashamed of who I am. I'm just glad I'm not like those men I was with last night. I'm not one of *them*. I'm more like you."

"And that is why I love you so much" said Theresa, giving him a little kiss.

 

The little kiss led to a big kiss, and that led to touching each other, which led to..... well, the usual.

 

* * *

 

After their lovemaking session, both of them agreed that they needed to shower before going out. They went into the oversized shower together, washing each other's backs. Theresa used her razor to shave his legs, and then a little bit of hair he had on his back.

Then she handed it to him, so he could shave her legs. When that was done, she pointed to the little rectangle of nicely trimmed hair that she had just above her pussy. She wanted that shaved now too. It felt very exciting for Bryan to do this for her; he had never done anything like it before.

Now it was her turn with the razor again. She used it on him, shaving *him* between the legs, so that he matched her, with just a little rectangle of hair, instead of the bushy triangle it had been.

 

"Just like me" she said, which made him smile.

 

They toweled off, and Theresa showed Bryan how to pat his face dry instead of wiping it, so he wouldn't stretch the skin, and cause premature wrinkles. She had him use the same after-bath splash that she did, and told him that he really should think about using some creams on his face and his body to help keep his skin softer.

 

"You always get excited when I dress up for you in bed" she said, after they had their panties and bras on.

 

Bryan nodded. It was true.

 

"So I know you're going to like the next surprise" said Theresa, her face lit up in a smile.

 

She led Bryan by the hand over to the closet, where she had unpacked her things. First, she took out a white blouse, and handed it to him. Then she took out an identical one, and put it on herself. Then she got out a pair of identical short red plaid skirts. As Bryan put his on, he knew what was going on. They were *both* dressing up as schoolgirls! He had loved it when she had done that for him; now he was doing it for her too.

They both put on identical ties, knee high white hose, and shoes with large buckles on them. Theresa pulled her long hair back into a ponytail, then did the same to 'Nancy'. They did each other's makeup, and painted their nails.

 

"Now we are two girls, just back home from school" said Theresa, initiating the game.

"Class sure was hard today" said Bryan, playing along.

"Do you know what my favorite subject was?" asked Theresa.

"I know" he said. "sex ed."

"Exactly. And our teacher said we have homework to do."

"Then he had better get right to it" said Bryan.

 

"Lets see. I'll start. This area is definitely the breast" said Theresa, putting her hands onto Bryan's chest.

"And these are the lips" he said, kissing her.

"But I'm more interested in the reproductive organs" she said, moving her hand downwards.

"Me too" said Bryan.

"Now this is what you call a labia" she said, as she put her hand under his skirt, and into his panties. "This is the entrance to your vagina. Inside, you have your fallopian tubes, your ovaries, your uterus and your cervix. And what do your ovaries do each month?"

"They release an egg" said Bryan, who was now fully erect from Theresa's touch.

"That's right Nancy. And what happens if you have sex with a boy, without protection?"

"He could get me pregnant" replied Bryan.

"That's right!" she said, kissing him as a reward.

"But I'm not going to sleep with any boys" he said.

"Me neither" replied Theresa. "Boys are nasty and dirty. I much prefer being with girls."

"Me too."

"I'm so glad you're my girlfriend."

"And I'm so glad that you're *my* girlfriend."

 

They kissed, and soon they were all over each other again. Bryan went down on Theresa, just the way she liked it. And she did the same for him. The outfits made everything so exciting! Even though she had just made him come an hour before, this time it seemed even better somehow.

 

* * *

 

After they put their regular clothes back on (regular for 'Nancy' being a skirt and sweater!), they went down into the town of Brookeport. They walked along the beach, went shopping in all of the little unusual stores, the souvenir shops, and some of the local stores where artists displayed their wares.

There were painters, sculptors, craftsmen, locally made furniture, and locally made one-of-a-kind clothing. Bryan was so taken by one embroidered skirt, that he just had to buy it. And Theresa loved looking at all of the pictures, being an artist herself.

 

"You know, you're as good or better than most of the artists we saw in there" said Bryan, as they walked back to the car.

"You're just saying that" said Theresa, looking down.

"I am not. You're really good. You should be in there, selling your own paintings."

"That's always been my deepest dream" she said, sighing. "I always wanted to move here, open up my own studio, and spend all my time creating works of art. Then my studio could sell them, and I'd make my living doing what I loved."

 

Bryan took a look around as he walked down the street. Had thought he had noticed something during the day, but this time he was quite sure of it. There were two women, perhaps in the their forties, walking down the street hand-in-hand. He had thought that other pairs of women he had met during the day were 'together'. He looked over to Theresa, who smiled back at him.

"This town has a lot of people who live 'alternate' lifestyles" she said. "I picked this as our vacation place, because nobody is going to think anything of it if they see us together."

 

Bryan smiled and took her by the hand.

"I'm glad for everyone to know we're together. I want everyone to know you're my woman."

 

They shared a quick kiss. It was starting to get cold out. They got into the car, and drove over to the far side of town, where Theresa had made a reservation for dinner. They ate together at their candlelit table, holding hands and talking. There were other tables at the restaurant where pairs of women talked and flirted. Bryan and Theresa were indistinguishable from them. Everyone in the place thought that they too were a lesbian couple, and though nothing further of it.

 

* * *

 

That night, Bryan and Theresa did it yet again. This time, she dressed him up in the sexy French maid costume that he had bought for her, while she wore a formal dress. She was the mistress, and he was the maid. They played their roles in the game, as he had to serve her, while she ordered him around.

She pulled up the skirt of her dress to reveal that she was wearing a strap-on beneath it. She made him first suck on it, then beg for her to do him. After he went down on her, she did him with the strap-on, as she cupped her hands over his large breast forms.

 

"Next time, you can be the mistress, and I'll be the maid" she said, as they snuggled in bed afterwards. They fell asleep in each others arms, her hands still cupped over his large fake boobs.

 

* * *

 

The whole weekend was like that for Bryan. The entire time, he was Nancy. He spent all day Saturday and Sunday dressed as Nancy, acting like Nancy, walking and talking as 'her'. He didn't want for it to end. He called in sick to work on Monday, so they could extend their stay together. He told the office he might not make it in until Wednesday, or so.

It was Monday afternoon, and Theresa was on top of him, straddling him, bouncing up and down on him. It was the seventh time that they had made love, since they got into town. She squeezed the fake nipples on the end of his breast forms, and she closed her eyes as she felt herself go into yet another orgasm.

 

"I wish I could feel that" said Bryan, as she stopped, her knees weak from the explosion of pleasure inside.

"What do you mean, Nancy?" she asked breathlessly.

"I mean how you pinched my nipples. I love how the breast forms make me look, but I can't *feel* when you touch me there. I loved it so much before I had them, when you'd play with my nipples, suck them, and all that. You still do it, but I don't get any feeling from it. I know how having big boobs on my chest excites you. It excites me too! But I wish I could feel you touch me there."

 

"There is a way" she said. "But you have to make a huge commitment if we're going to do it."

"And what is that?" said Bryan, his ears perking up.

"I want you to grow *real* breasts" said Theresa.

 

"Me? Have boobs?" said Bryan, shocked.

"Yes. You can have nice large full breasts, *and* you can feel it when I touch them. You can do it, if you want. You can have your own real boobs."

 

"But how?" he asked, unsure.

"There are a couple of things we can do" she said, removing his breast forms carefully and slowly, so the glue holding them in place wouldn't hurt Bryan's skin.

 

He helped remove the other breast form, and set it aside. He looked at his chest. His nipples seemed to be so small, and so sad. It felt strange to have such a flat chest, after being Nancy for so many days in a row.

 

Theresa took out a tube of white cream, and gently began to rub it in, making small circles around Bryan's little nipples. It soaked in right away, and she applied a second helping of it.

 

"This is breast cream" she said. "It contains a mix of female hormones, which will help trigger your breasts to begin increasing in size. If you use it daily, three times a day, you'll add one cup size over the course of three to four months. Do you promise you'll use this every day?"

"I will" said Bryan.

 

"Secondly, I've been taking birth control pills since we got married. However, I've got at least six months of extra supplies. If you want to start taking them every day with me, that will help get more female hormones into your bloodstream. They'll make your body think it is pregnant, which makes your boobs swell, your skin become softer, and other little feminine things."

"I'll take them" said Bryan.

"I'm so proud of you. I love you so much" she said, as she handed him his first pill. He took it, following which she kissed him. They put on their night creams together, and went to bed. This time, he didn't have his breast forms in, just his nightie. So as she put her hands on his chest, he could *feel* it.

"My baby is going to have real boobs" whispered Theresa, as they drifted off towards sleep.

"I can't wait" he replied.

 

* * *

 

When it was finally time to pack up, Bryan felt so sad.

"I didn't want this trip to ever end" he said, sighing.

"It doesn't have to" replied Theresa.

"What do you mean?" he asked.

"I have a proposal for you, Nancy" she said.

"I'm all ears."

 

I want to move here. I saw one store downtown that is for lease. It included a loft apartment, right over the store. We could move in there. I could paint all day, while you work below, selling them. You never have to be a man again. You can stay as Nancy all the time. In fact, one day we can forget that you were ever called Bryan."

"I can have my dream, and you can have yours!" he said. "I can grow boobs as big as I want, and it will be okay!"
"Or you can even get implants, if you want to get there faster. Its all up to you Nancy. You're a woman now, as far as I'm concerned. And a woman is in charge of her own body. What do you think about it?"

 

Bryan didn't need to think.

 

"Lets do it" he said firmly.

 

* * *

 

It was exactly five years since Bryan and Theresa had been married. For the occasion, they closed down their store in downtown Brookeport. They rented the only hall in town, so they could renew their vows together. Only this time, *both* of them were brides.

Bryan had legally changed his name to Nancy a month after moving to Brookeport full time. He had decided to go with the implants, so he could have a full bust to show off for the renewal of his vows. He picked out a lovely dress, full of lace, tulle and taffeta. Theresa used the same dress she had worn at their original wedding.

They faced each other, looking through their veils, as the female minister gave them their vows to repeat. Before all of the friends gathered, they exchanged their vows, promising to stay together forever.

 

"The brides may now kiss" said the minister.

Nancy thought that Theresa had never looked better, her face aglow. Little did she know that her wife had just become pregnant, and that soon they would both be mothers.

 

As for her part, Theresa thought that Nancy looked so beautiful. She was so glad that Bryan had agreed to forego his manhood, so that he could become perfect. Now they were so happy together. She wanted to cry; it was so beautiful to see Nancy with her full breasts, showing off her cleavage in her pretty dress. Her face was made up so pretty, her eyebrows plucked then. The only part of Nancy that was in any way male, was the thing between her legs.

The brides hugged each other, and kissed. They were so happy, and would be so, for the rest of their lives.

 

* * *

 

Epilogue:

 

"So Theresa, you finally did it" said Gina, her former girlfriend from college.

"Just like you taught me" she replied. "I didn't think it would work when you first explained it."

"It was hard. It takes time to reprogram a man's mind, without him knowing it. When I showed you how to hypnotize him, and how to give him the fist suggestion, you still doubted me."

"I was wrong there" said Theresa. "I guess I was just impatient. I wanted him to become a woman right away! But it took me about four years, just like you had predicted."

"And now, are the two of you perfectly happy?"

"Yes!" she replied. "And I owe it all to you. If there is anything I could ever do to make it up to you, just name it."

 

"There is" said Gina. "There is a man who I have my sights set on now. He's going to come to Brookeport on vacation one day soon. I'll need your help to get the ball rolling."

"You're going to turn him into a woman too?"

"Exactly. Are you with me?"

"Of course my love" said Theresa.

 

"Look into my eyes" said Gina. "You are still in my power, even after all these years. You are still mine, and you will do as I say. As you stare into my eyes, you become mine again."

"I.... am... yours" said Theresa.

 

"You no longer are satisfied to see Nancy with a penis between her legs. From now on, in your heart, you want for her to have a pussy, so she can be just like you. That is your goal Theresa, to complete the job now, and turn Nancy into a real woman. Nancy must become a woman!"

"Nancy... must.... become.... a woman" whispered Theresa.

 

"Now kiss me, show me that you are mine."

Theresa's eyes closed, as she kissed Gina. A warm glow filled her; the glow of true love.

 

"When I snap my fingers, you will forget this conversation. You will not remember that we kissed. You will only know that you can never have peace until Nancy loses her dick. I was so disappointed when you married a man. But now, you will have a *woman*, all the way. Nancy must have a pussy! Nancy must become a woman!"

 

 

Theresa blinked, and looked around. She was alone. She needed to find Nancy. She had a great idea in her head. Wouldn't it be perfect if Nancy decided to give her a gift? Since she was about to have her baby, Nancy no longer needed that ugly *thing* between her legs, that prevented her from being perfect.

It had to go.

 

Theresa went to go find Nancy. She still had work to do.

 

The End?

  

  

  

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