Happy Ending

by Jennifer White

 

"Please honey" said Monty. "You know I've wanted to try this for a long time."

"Yes," replied Christina, "but I've told you over and over. It does nothing for me. It turns me off. In fact, it frightens me a bit. I just have no interest in seeing you dressed up as a woman. And I don't think I can bring myself to make love with you if you were to go through all that trouble. I don't go that way. I'm not into women at all. I married you because you're a man."

"I understand," said Monty, "but its a fantasy I always have. I need to get it out of my system now and then. Why can't you be more supportive of me?"

"Didn't you just hear me? Don't you value my feelings on this? I love you Monty, but I just have no interest in your fantasy. Why can't you do it by yourself when I'm with the girls or something."

He was silent. She looked at him.

"You *do* it when I'm gone?" she said.

"Yes" he replied, with his head down.

No wonder she had found a few of her clothes that seemed like they were stretched out a bit. She had thought it was because she was losing weight. But no, it was her husband putting her clothes on while she was gone! Without asking her! What kind of nerve did he have!

"I can't believe you would do that behind my back, in *my* clothes!"

"But you won't do it with me" he said, defensively.

"You could get your own wardrobe, instead of ruining my clothes. Don't you care at all about me feelings? Do you think so little of me? I don't satisfy you. That's it. You're not happy with me. You think I'm not attractive to you anymore. I don't turn you on."

"No!" protested Monty. "It's nothing like that. You're great in bed! You are beautiful and attractive! But part of me wishes that I was you Chris. I have this need inside me to be a woman sometimes. And I want to share it with you."

"You want me to forget what I think is wrong or right, forget what I feel, and play a game so you can get off in bed, even though you claim that you love me, and we're doing fine together. That makes a lot of sense."

She crossed her arms, and turned her back. She was very hurt by him. Didn't he hear a word she said? He never listened to her most of the time anyway. Most of her girlfriends complained about their husbands not listening either. They were all the same, those men. If he was such a woman inside, then how come he didn't act like one? He was always invalidating her feelings. He made her feel undesirable.

"Do you realize" she said, "how it makes me feel that you want to be a woman? Its like I do such a bad job at satisfying you, that I've driven you to liking men or something."

"No!" said Monty. "I only want women. I only want you! And this is something I've always had inside me."

"Then you should have discussed it with me before we married, instead of keeping it a secret, and running into a problem like this. You don't communicate Monty. Look where it got us again! Every time we have a problem, it is because you don't listen. You don't communicate. And I can't take this anymore. I'm going to visit a friend. I need to get out of here. I might not come home tonight. Don't wait up for me. And don't ruin my clothes while I'm gone! Get your own d*&n dress if you have to wear one."

She stormed out of the room, grabbed her purse, and sped off in her car. The conversation was over.

 

* * *

 

"Now lets discuss this like two sensible adults" said Monty.

"The subject is not open for debate" replied Christina icily. She had drawn the line. She had made as plain as she could. There was no way that she would go to bed with Monty, if he was dressed up like a woman.

"I'm begging you. Lets try it, just once. If it doesn't work for you, then I won't ever bother you. But who knows, maybe you'll enjoy it too."

"Did you listen to me, to what I said last time?" asked Christina. She was certain that he only half listened.

"Yes I did. I've thought about it, but I have to let you know: I have feelings too. And I want to give this a try. Please! Just once!"

Christina sat in silence, with her arms folded.

"Please!" he begged. "Do this for me, if you love me."

"I love you Monty" she said, wiping a tear from her eye. "I really do. If you are so dead set on this, even over my objections, then I'll give in. We will do it tonight. But things will never be the same after this. You are changing our whole relationship. Do you understand that?"

"Yes!" said Monty, all excited now. He was going to live his fantasy!

"And you realize that however it goes tonight, we'll never go back to exactly how it was before? You are initiating this change, and you are the one who really wants to do this."

"I understand!" said Monty, enthusiastically.

"I married you because I wanted you as a man. But you want to be a woman."

"You understand!" he said. "I love you Chris."

"I went to the library and read a lot on the internet about men like you. I'm going to give you what you really want, based on what I read. But I'm giving you one last chance to call this all off. If we go forward, it is by your decision alone."

"I want this" he said. "I want it more than anything."

"Fine" she said. "Go take a bubble bath, and shave off all your body hair. Then after you clean out the tub, come upstairs in just your bathrobe."

"Why do I have to clean out the tub?"

"With all the hair you'll be shaving off, there will be a lot of it that doesn't go down the drain. And I'm not going to clean it for you. Make sure you clean out the drain cover too, so it doesn't get all clogged up either."

Monty never cleaned up his hair after a shower anyway. She was always having to do it for him. If he was going to be a woman tonight, it would be a good time for him to start cleaning up after himself.

Monty happily ran the tub and put in the bubble bath, while Christina went upstairs to prepare for his transformation...

 

* * *

 

Christina had gone to the library as she said, and she had read a book on men who liked to dress as women. Then she found a story site on the internet with fantasies they liked to read about. She wanted to do her reading in private, without a chance that he would interrupt her.

As soon as she got home, she looked on the computer's recently visited pages, to see if indeed Monty was going to this storysite.org she had found. Sure enough, he had been going there a lot, and it was all in the browser history file. She even read a few of the stories that he had looked at, so she would be sure what he was into.

Now that she knew, she was even more upset. Mostly upset that he had hidden all this from her for so long, but also upset because it seemed that he was more into it than he claimed. He didn't just like stories about men dressing up as women; he liked stories where they actually *became* women.

She realized that Monty wasn't like one of the men in the psychology book who just had a complex about their mothers. He really wanted to be a woman, and that was his greatest turn-on. While she could not understand why in the world a man would want to be a woman, she decided that she needed to get it out of his system, for good. If she showed him what it really was like, he would quit asking, and never go down that path again.

 

When Monty walked into the bedroom, she was ready. She didn't want to do this, but she steeled herself, getting her resolve together. This was for them. For their relationship. If this didn't work, he was going to be lost to her anyway.

"Sit on the chair there" she said, pointing to a chair in the middle of the room, which she had set up.

Monty walked over, and sat. Christina came over, put a towel under his feet, and took out a bottle of bright red nail polish. She put cotton balls between his toes, and then started to paint his toes as she talked.

"When you are a woman in your mind, what is your name?" she said, dipping the brush into the bottle.

"I like to think of myself as Audrey."

"Was that a name of an old girlfriend of yours?" she said as she applied it to his big toe.

"No, like Audrey Hepburn. She is so glamorous, so perfect."

"The feminine ideal. I see."

She moved to the left foot now, letting the right one dry.

"Your legs have a little stubble. You might want to try Nair. I use it, and my legs come out much better. It kind of stinks, but the results are worth it. And you don't get all irritated from the razor."

It didn't dawn on him yet that she was talking to him as if shaving his legs would be something that he would be doing regularly from then on. He also didn't pick up on her tone. She was talking the way she would to a girlfriend, not to her husband. All this eluded him. As much as he wanted to be a woman, he was completely focused on the external things and the secondary sex characteristics, instead of what was important. But he would learn.

"Now I'm sure you know what this is Audrey" said Christina, holding up something for him to see.

"It's a fake pussy!" he said.

"Yes. It will hide your manhood from view. Put it on. Now."

"But how will I be able to get off, if I'm tucked up into one of those?" he asked.

"Don't argue! Just do it!"

Monty pulled it up, tucked himself in, and put it in place.

"There Audrey. Now you have a pussy. Just like a real woman" said Christina.

Monty looked down. It did look like he had a pussy between his legs now. And his wife was calling him 'Audrey'. It made him really excited. But with the fake pussy on, it was impossible to get hard. But he tingled all over with excitement. She was feminizing him, just like in his fantasies.

"And of course, you'll need these" she said, handing him a pair of large breast forms. She gave him the special glue, and he attached them to his chest. After the glue dried, she gave him a bra with matching panties to put on. She shook her head as he fastened the bra. He had worn one *many* times before. He was very expert at it.

Now Monty had what looked like boobs filling out his bra. He was flat in front, in his panties. His legs were smooth (except for the odd stubble), and his toenails were painted. Christina was painting his fingernails now, as she talked to him.

"I find that a manicure is a real luxury. You get your cuticles done, they massage your hand and wrist, and the polish comes out so nice! But it does cost a lot, so you'll just get a polish change sometimes to save time and money. But it is *so* nice to get the massage. You'll also love getting pedicures. They massage your feet and ankles. The lady I go to soaks my feet, then files the calluses on the soles of my feet. You'll love getting that done too!"

"Sounds nice" said Monty, trying to use a more female tone of voice.

"When this polish gets worn down, you can go with me to see Janie. She'll take good care of you. Your nails aren't too bad, but your cuticles do need some work. But you're lucky. Some girls keep chipping their nails. Yours seem to be in very good shape. But your hands are pretty rough. I think you should start using moisturizing lotion, a couple of times a day, until your skin feels soft and smooth like it is supposed to be."

"I'll do that" said Monty.

"You should see what having a baby did for Nancy's skin. She is just glowing. If they could just put that in a bottle, all of us women would have perfect skin, wouldn't we?"

She laughed, and Monty tried to laugh with her. He had no idea, but she seemed to think it was funny for some reason, so he tried to humor her. Whatever it took to keep this going! It was just divine to be pampered, and made to feel pretty and feminine.

Monty held his hands out, waiting for the nail polish to dry. Christina put on two coats, plus a clear top coat. Now she turned to the eyebrows on his face. First, she used a small pair of scissors to trim back the wildest hairs. And then she took out the tweezers.

"This might hurt a little" she said, as she started pullout out offensive hairs.

"Ouch!" said Monty.

"Hold still Audrey. I'm just getting started" said Christina.

 

By the time she was done, 'Audrey' no longer had thick full eyebrows. They were smaller and thinner. They tapered down as you looked at them from the inside of the face to the outside. They were very cute and feminine. And that was when Christina started to apply the makeup.

"Now I really prefer Clinique myself" she said, "but I think you should experiment. Different brands have different colors, and maybe there is something more suited for you. We'll go to the department store one day soon, and have you get a makeover from a professional. She can help pick what colors are best for you. But lets give it a go with what I've got on hand here. Lets see what we can do with those lips of yours."

Christina carefully applied the cosmetics to Monty's face. He was looking in the mirror as she did her work, and she was careful to explain what she was doing, and why. She put an alluring eye shadow on him, and thick mascara. Along with his thin eyebrows, it made his eyes look very pretty.

Carefully applied rouge brought out his cheekbones. A pink lip gloss was on his lips now, giving them a shimmer of cool color. His face looked pretty, but without looking like he was wearing too much makeup. Everything other than the eyes was done with subtle colors, sparingly applied.

"Some girls put on so much makeup that they look like cheap tarts. Or they make their features fight each other for attention. You'll find that if you focus on one element, whether it is the lips or your eyes, you can build your whole makeup scheme around that feature, and you'll be better off for it. Of course, that's just how *I* like to approach it. You might prefer to wear heavier makeup that I like."

"No, that's great. Tell me more" said 'Audrey'.

"In order for makeup to look good on your face, your face needs to look good. You're not getting any younger, so you need to take care of it. I've seen you dry off your face. You don't pat it dry, you wipe it. That stretches the skin, and can help wrinkles to show up sooner. And just as with your hands, you need to start using a moisturizer on your face each night when you go to bed..."

 

* * *

 

Monty stood up and looked in the mirror. Christina had dressed him up in a black skirt, with a tight tank top that had pink trim, and the words "Mrs. Timberlake" written over the boobs with a glittery script. She had put a wig on his head, and adorned him with accessories. It felt funny to have bracelets on his wrists, or to feel the gold chain around his neck with the dangling Gucci logo. And wearing the clip-on earrings felt strange too.

Every time he moved, he felt something new and exciting. The long hair brushing on his shoulders. The bracelets moving on his wrist. The smell of his perfume wafting up. Or the pinch of the narrow shoes on his feet. They were women's shoes with high heels and an open toe to show off his polished toenails.

Monty was in heaven. His wife was treating him like a woman, and calling him Audrey. She had dressed him up like this! It was his fantasy turned true. His thoughts were interrupted when the phone rang.

"Hello?" said Christina. "Kathy, hey, how's it going? Yeah? Me too."

Monty practiced a very feminine walk while Christina chatted. He wasn't paying too much attention to her conversation, but every now and then, he caught a bit of it.

"Well, I'm here with Audrey. She's all dressed up, and no place to go. Yes, she is. Uh-huh. Really? Do you think he would? Hang on."

She put her hand over the mouthpiece on the phone, and turned to Monty.

"Kathy wants to know if us girls want to join up with them tonight. There's a bunch of girls getting together to see a movie, and then go out for drinks after. Do you want to join us?"

"I don't know..." said Monty, not sure about going in public as Audrey.

"Come on, it will be fun! It would be fun to have another girl join our group."

"I just don't know about going out like *this*" he said, waving his hands across his body.

"Look Audrey, when you're a jet, you're a jet all the way."

"Huh?"

"We'll have to work on your knowledge of Broadway plays some time later."

Christina smiled to herself. It was yet one more point of proof for her: Monty wasn't really a girl inside. He was just focused on all of the external things. In his mind, for some reason, the things that should turn him on about women like dresses, boobs and panties were things that he wanted on himself. But he didn't want to *be* a woman.

She had read that some men did that to themselves because they had a complex about women. Some did it because of a hormonal imbalance. Some, because their brains were more like a woman's than a mans. He was most likely doing it because something early on traumatized him. She would help him. She would show him that this wasn't what he really wanted to do. She would push him, and scare it out of his system.

 

"Now come on Audrey, tell me that you're going out with us. Or do you want to say home by yourself all night?"

"Well, okay" said Monty, "but I need to wear something else if we're going out."

"Of course. Hang on."

She put the phone back up to her head.

"Audrey says that she'll join us. Sure. See you then. Bye!"

Monty looked at Christina, as she hung up the phone.

"She'll be by around 6 to pick us up. And you're right. That's not a good outfit for this occasion. You need something casual, yet fun. I know, I have just the outfit for you."

She went to the closet, and emerged with a different outfit on hangers. There was a jeans skirt, about knee length. And a brown peasant top to go with it. Fun, casual, and appropriate.

"You'll also need different shoes. You can't wear heels with something this casual."

She handed Monty a pair of brown flats. He was disappointed in a way to be out of the heels, because they were so much sexier. But when he had the new outfit on, he had to admit that Christina knew what she was talking about with the shoes. Black heels looked silly with that outfit.

 

Christina went to change into her own clothes, and was just fixing her hair when the doorbell rang.

"That should be Kathy. Go let her in."

"But..." said Monty.

"Come on, I'm busy! Don't keep her waiting! Let her in."

"Okay...." he replied, unsure of himself. He took a deep breath, and went to the front door. He looked through the eyehole, and saw two women standing there impatiently. He undid the chain, the deadbolt, and opened up the door.

"Hi, you must be Kathy" he said. He did in fact know Kathy, having met her many times before. He prayed that she wouldn't recognize him.

"And you must be Audrey. Nice to meet you."

"Won't you come in?" said Monty, holding the door open.

"I'm Jan" said the other woman.

"Audrey. Nice to meet you. Christina will be right down. She's just fixing her hair. Would you like something to drink?"

"No thanks" said Jan.

"That's okay" said Kathy.

"Have a seat. Let me check on her, and I'll be right back."

Monty was *so* relieved that they didn't think anything unusual was up. They just sort of accepted him as a woman, right away. He found that Christina was just touching up her makeup.

"I'm glad you came back up" she said. "I forgot to give you this."

She handed him a black purse with a long thin strap. He looked inside, and saw lipstick, tissues, tampons, a compact, photos of relative's babies, and lots more. He didn't have time to scope it all out, but it was exciting to be carrying a purse! He put it over his shoulder, and followed Christina down the steps. It was time to go out of the house as a girl.

 

* * *

 

Monty was *so* scared going out as Audrey. He was terrified that someone might recognize him. Or that he might get stares from people who realized he was a man dressed up as a woman. He was thankful that it was dusk when they left, so he wouldn't be out in the sunlight where it was easy to see him.

They went to the movie theater, and bought tickets for a "tear jerker" film. Not his usual style, but he was a chick tonight, so he needed to see a chick-flick. He was surprised when Christina went to the snack line. She usually talked about how she needed to keep weight off, while he always wanted popcorn.

In fact, Christina bought a large popcorn, and put extra salt on it. Just like he liked! Then she bought an extra large soda.

"So we can share" she said.

They got to their seats and chatted until the theater went dark to start the movie. Monty relaxed now. He had seated himself between them, so he wouldn't be next to any strangers. And he had been slumping low in his seat, always squirming. But now the danger was over, and he could relax. He started to eat the salty popcorn, which made him thirsty. It was a good thing that Christina had been wise enough to buy an extra-large soda, because he drank nearly all of it.

But as the film neared its end, Monty was once again really squirming. This time, it was because he really, really had to go! And that meant trouble. He would have to use the Lady's room. They were going to the bar after the show, so even there he would be out of luck. And there was no way he could hold it in until he got home.

"I have to go pee" he whispered to Christina.

"Audrey has to use the little girl's room" giggled Christina.

"I have to go too" said Jan.

"Have fun you two" said Christina, as she watched her husband squirm. He was going to have to enter the lady's room, accompanied by a real woman, who he didn't want to let in on his secret. He shot her a look that seemed to say "help me!", but she just smiled and waved. There was no way out. He had to go on in.

 

As Monty stood in line with Jan, he had never been so scared in all his life. She would find out what he really was. Or some other woman in line would be able to know. He got some strange looks, and with each of them, he felt a sickness in the pit of this stomach. They knew.

The line moved so slowly! Jan was talking to him about one of the characters from the film.

"...and I just couldn't believe when she went back to him like that. I don't know how a woman could stay with a man that treated her that way. I guess we sometimes get comfortable with our situations, and hope that our men will change to be the way we want them. What do you think, Audrey?"

"Um, yeah, I agree with you" he said.

Jan kept looking at him. He thought it was because she was laughing at him, because he was a guy dressed up as a girl. He didn't realize that when women talk, and they have had their say, they tend to be quiet for a while, and wait for their friend to take her turn talking. He completely misread her, and didn't realize his mistake. He blushed, turning a red color in his face.

"I feel hot" he said.

"Yeah, I've been getting hot flashes too" she said. "Menopause is a real bi$*h, isn't it? It's not fair. First we get our periods, while men don't have anything going on each month. Then when we're done with all that, we get menopause. They get viagra, and can keep going even after the get older. And on top of that, as men get older, they still look good! We start to sag. And then our men start looking at younger women all the time. I feel so insecure sometimes. I know he wouldn't cheat on me, but what if Henry were to leave me for a younger woman?"

"Don't worry Jan" said Monty. "You are very pretty, and he'd never leave you. Not if he has half a brain."

"Oh thank you" she said, giving Monty a warm hug. "I feel so much better when a girlfriend tells me something like that."

It was their turn to go into the stalls (finally!). Monty felt like he was going to burst. The fake pussy had a tube, so that you could sit down and pee like a real girl. He had never done that before, and it felt weird. He wiped it up when he was done, and couldn't help but to feel out of place. He went to wash up, and noticed that almost all the women were checking their makeup, fixing their hair, or some other form of preening before heading back out. So he looked in the mirror, and put on some more lip gloss.

He was *so* glad once that was over, and they were safely in the car. But now, it was time to head to a bar. He could use a drink. Or two.

 

The girls got a table together, and ordered a pitcher of pina coladas. The bar was (thankfully) dark, so there would be very little chance of Monty getting found out. A candle in the middle of the table flickered, throwing random light on the girl's faces. Monty wanted to get out of there. He wanted to get home. And he wanted to get out of the fake pussy. He was getting very sore and uncomfortable down there.

And it had been exciting to get all dolled up at first, but now his shoulders felt sore from having a bra strap digging into them after so long (he didn't realize that she had picked the most uncomfortable bra she could, in order to accentuate the effect). His feet *hurt* from the shoes (he didn't know of the vast conspiracy of women's shoe manufacturers, to make the least comfortable shoes possible, nor that we have to put up with that if we want something better than athletic shoes to wear!). His earlobes bothered him where the clip-ons grabbed him tightly. And he was sick of being outside where people kept giving him "the look", as they smiled to themselves, laughing at a man in a dress.

Little did he know it, but this *exactly* Christina's plan, all along. She hoped that by doing this, it would change his reactions. Instead of being turned on by the idea of wearing a bra, he would remember the soreness and the embarrassment. Instead of being excited about wearing heels, he would remember how his feet ached. And the thought of dressing up like a girl would turn him off.

Yet with all that had gone on so far, she wasn't done yet. She wanted to be really sure that this was the one and only time that he would ever ask to 'be' Audrey. So there was more to come for him.

 

Kathy and Christina went to the lady's room together. They stopped at the bar on the way back, and Monty saw them talking to some guys. He hoped that it wasn't something she was setting up to embarrass him further. He was relieved when he saw a waitress coming to them with a tray of shots.

"Apple pucker" she said. "It tastes like sour apples. Very yummy. Drink up girls" she said.

They all downed the shots.

"Courtesy of the gentleman right there" she said, pointing to the guy at the bar.

Oh no! He had a drink that a guy had bought him! And now the guy was coming over. Christina moved over, so that the largest gap at the table was between her and Monty. That meant the guy was going to sit down right next to him! He looked at Christina with fear in his eyes. She just shrugged. And the guy pulled up a chair, and sat down next to him.

"Hi, I'm Michael" he said.

"I'm Jan."

"Christina."

"Kathy."

"And who are you?" said the man right to Monty. "You're so quiet and shy. I like that in a woman."

"Um, I'm Audrey" he said quietly.

"Audrey? That's a beautiful name, for a beautiful lady. Can I buy you another round?"

"I'm driving" said Kathy, "but those three would all love another drink."

"Waitress!" said Michael, waving his hand. He turned to Monty and smiled. He moved his head closer, and whispered.

"I don't want to offend your friends, but you are by far the most attractive woman in the bar tonight" he said. "Where have you been all my life?"

Had Christina told him to come over and flirt, or was he really attracted to 'Audrey'? In either case, Monty felt more uncomfortable than he had ever felt in his life. This was bad. Very bad. He had to get out of it somehow.

"I need to use the little girl's room" he said. "Christina, will you come with me?"

"Oh you girls, always needing to go in pairs. I'll never understand you women" said Michael.

It was ironic; an hour ago the lady's room was a scary place for Monty to visit. Now, it was a welcomed haven and shelter.

"What are you doing trying to set me up with that guy!" demanded Monty.

"Why Audrey, he told me he was interested in you, and just asked if he could buy us drinks. We let men buy us drinks all the time. They talk to us, we blow them off, and we get to drink for free. I know that's a rotten thing to do to a man, but they're just looking to have female company for the night. None of my friends are interested in hooking up with some guy we meet at a bar. I mean, ew! You wouldn't want to make it with some guy you just met at a bar, would you?"

"No!" said Monty, upset that she would imply that he would want to 'make it' with a guy.

"See? Very few women do, especially these days. So it might be mean for us to drink for free off them, but hey, if they want to buy for us, who are we to argue? But that guy thinks you're hot."

"I'm not hot!" protested Monty.

"Don't be so down on yourself" said Christina. "Too many women suffer from low self esteem. That's how we end up with loser guys. Think highly of yourself! You are an attractive, intelligent woman. You can be with *any* guy you want."

Monty was very quiet. He had nothing more to say in this conversation. Things were going worse and worse from his perspective.

 

* * *

 

When they finally got home, Monty was *so* relieved. No more trips to the lady's room. No more having guys flirt with him and buy him drinks. No more being 'one of the girls' at the bar. He was embarrassed, humiliated, and he had enough of it. He swore never to go out again as a girl.

Christina and he started to undress. She put on her nightie, and he started to take off his fake pussy.

"Oh Audrey, I would hate to see Monty show up here, and ruin everything."

"What?" he replied.

"I mean, men want quick satisfaction. They want to do the old 'wham, bam, thank you Ma'am. But we women know better, don't we? We know that by building up slowly, it makes the climax *so* much more enjoyable. A fantasy for a man is to come right away. A fantasy for a woman is to build up from a romantic evening, to a long session of foreplay, to extended lovemaking. Not a rush, not a 'quickie', but something where you build up the excitement more and more and more! Aren't you glad you're a woman, so that you understand this?"

"Yes" said Monty, not wanting to break character. So Christina wasn't going to let him make love to her that night. It would have to wait until tomorrow. But he could wait. If a long buildup and having it in your mind all day was such a turn-on like she said, then it would really be worth it.

 

* * *

 

Monty woke up a couple of times that night, feeling uncomfortable. He normally slept on his chest, but now he had 'boobs' sticking out from there, and he couldn't get comfortable. So he had to sleep on his side. And he ached between his legs. When men sleep, for some reason they get hard. But with his penis inserted up in the tube for the fake pussy, there was no room. So he got sore.

The nightgown did feel good on his skin though, with its soft silky fabric. But it made him slide around a little more on the soft satin sheets that Christina had made the bed with. All night long, he dreamed that he had real boobs, but he was afraid for anyone to see them. He would try to hide them with his arms, but they were just too big. He would wake up in a cold sweat.

 

In the morning, Christina was well relaxed and refreshed, but Monty was somewhat bleary eyed. But no matter, now he was going to be able to dress up as a girl again, and go through another day of discovery. Although what he ended up discovering was just how much work Christina really did around the house all day when he was out having fun.

She made him cook breakfast for them both, clean up the dishes, wash the kitchen floor, clean the stove, the microwave and the crumb tray from the toaster. Then he washed the windows on the second floor, vacuumed, and did two loads of clothes.

"You do all this every Sunday?"

"I only do the windows on one floor ever other weekend. But while Monty is out golfing with the guys, I do all this and *more*. I'm glad you're here Audrey, to help out with the chores. Now lets get the grocery list together, and prepare the menu for supper."

 

The day had flown by. It was already afternoon! The guys would be done golfing by now, and would be watching the game and drinking beer. Monty had never really thought of the fact that all this time, Christina would be home by herself working hard. He was lucky that it was raining; that meant he didn't have to go out and weed the garden.

"Time to change, and work out for an hour" said Christina, as Monty put away the last of the bottles of cleaner under the sink, as they put the finishing touches on the bathroom.

"Work out? We've been working hard all day!"

"But a girl won't loose weight just doing this. You need to keep your heart rate up too. Guys can just drop a few pounds in a couple of days if the need to, but we retain fat, don't we? Its all those female hormones in your body. You can blame your ovaries for this one" she said, patting him on the back where the ovaries would be for a woman.

The couple changed into workout clothes, and went downstairs. They did aerobics along with a tape in the VCR, then some light weightlifting to build muscle, followed by stretching exercises. Monty was sore all over, and needed an aspirin when he was done working out.

Now it was time to shower, put on something nicer, and start preparing for dinner. Monty had to reglue his breasts into place, then put the bra back on. It was like a sinking feeling, as the straps dug into his shoulders again. He felt irritated there too. Now he understood why Christina wanted bras with wider straps, instead of ones with the little thin straps that he kept telling her were sexier on her.

The day had just whizzed by so fast! And there had been really no time for fun, or anything he *wanted* to do. He looked at Christina with a new-found respect in his eyes. He vowed to never accuse her of 'whining' about something again. She worked hard around the house! He had no idea.

As for Christina, she was very happy. As they worked, they talked together. Monty really opened up, and expressed his feelings. It was something she had always wanted him to do, but he had seemed incapable of. This was the first time they had really *talked* in quite some time. Christina was ecstatic. She hadn't expected this from him. She had given up on him ever being able to do more than say 3 word sentences in response to her questions.

 

Monty cooked with her, preparing dinner. Then they ate together, buy candle light, with a bottle of wine. After cleaning up and putting away the leftovers, Christina waved her finger at him. At long last, it was time to go upstairs and into bed! But Monty's legs ached as he pulled himself up the stairs by the railing. Between his legs wasn't the only part of him that was sore now!

They got into the bedroom, and started off with hugging and kissing.

"Slow and easy" reminded Christina. "Let me set the pace."

He let her dictate what they did, and how fast. Instead of just ripping their clothes off, it was like a slow sensuous dance, as the removed article after article of clothing. Eventually, they were both down to just their bras and panties.

"Take my panties off Audrey" said Christina.

Instead of just pulling them down, he had learned by now the right way to do it. He touched her lightly all over, and gently worked them off, bit by bit. Christina was now almost naked. She sat on the bed, and laid back, with her feet still on the floor. She spread her legs wide open.

"This is how girls please each other Audrey. You go first. Go down on me."

Christina loved it when Monty went down on her. But he hated it, and would only do it once in a great while, if she asked him a *lot*, and he was in the right mood. Now, as Audrey, he didn't put up a fight. He just got on his knees, and did what Christina loved the most. He made her come again and again with his tongue, while his hands touched her all over.

Christina's bra opened from the front, so she undid it, and guided his hands onto her nipples.

"Make slow, gentle circles" she said. "When I tell you, do it harder and harder."

With the extra stimulation, she came again, almost right away. She was in heaven. But suddenly, she felt very tender between her legs, and she had to push him away. This was the best he had ever done her. And with his face so smooth from shaving and makeup (instead of the normal stubble he had on a Sunday), it didn't set off her ticklish reaction as his face went between her legs. This was perfect.

 

Now it was Monty's turn, at long last. After all the work, after all the buildup. Christina removed his panties, slowly and gently. She had him lay down as she had. Now she removed his fake pussy, to expose his real genitals. His manhood sat there soft and limp.

"You are so pretty, you are such a beautiful girl" she said. "Look at how big and full your boobs are. You fill out that bra so well! And what a sweet pussy you have between your legs. Wow. I bet you're all wet inside."

They were words that Monty had longed to hear from Christina, for as long as he had known her. It was his fantasy come true. But between the wine and the soreness between his legs from being folded in for so long, he did not get hard.

Christina went down on him (which he also loved, but didn't feel he got enough of), and went at him. But still, he was soft and limp. After ten minutes of trying, she came up for air.

"Well Audrey, for some women, it is just really hard to get aroused. I'm sorry you don't feel more excited."

Monty was actually crying now. Here was his fantasy of a lifetime, and he couldn't perform! Tears flowed.

"There there" said Christina, hugging him.

Monty felt upset that at his big moment, he couldn't perform. But Christina was very pleased at how things went. She had introduced enough negative experiences, that Monty would never again ask to live out his crazy fantasy. And on top of that, she had taught him the right way to please her, without him accusing her of being "controlling" like he did, when she attempted to show him how to do it in the past. It was the best possible outcome for her, but the worst for him.

Monty felt heartbroken as he removed his makeup, nailpolish, and took off the fake boobs. Now he was a man again, and he knew that he had failed as a woman, when it came to his fantasy. He could never ask her for this again. He couldn't go through all *that* again. After all the weekend as a woman, he couldn't even get hard so that he could have a "happy ending". His lifelong dream was crushed, and he resigned himself to giving up all thoughts of bras, panties, dresses and skirts. From now on, he would only be a man.

 

* * *

 

Three months went by since 'Audrey' had come into existence for the weekend. And things had settled into the usual cycle around the house. Monty had been more helpful in the chores at first, and had been better in bed. But now, it was all slowly fading back to 'normal'. He was spending all day Sunday with his buddies again, leaving Christina to do all the housework. And he was starting to rush in bed again, ignoring her needs.

Christina sighed. He had been so good to her when he was Audrey! She wished that there was a way to keep him in that mode of behavior. After just two days as a woman, he had improved so much! But now, being a man again, he was reverting.

She had been used to things for so long, that she had taken it for granted. But now after getting used to having him help with the chores (not to mention having him treat her right in bed!), it was very hard to accept that it would go back to what it used to be. She wanted and *needed* more from him. And there was only one way to get it. As much as she didn't want to do it, she had no choice.

 

 

Monty came home from work on Friday, and everything appeared normal.

"So, how was your day?" said Christina.

"The usual" he said, picking up the paper and reading, instead of talking to her. 'The Usual'. A typical non-responsive answer, as far as she was concerned. And it was the usual behavior for him these days, to boot. His verbal communication skills were very bad when he was in full "man mode" as he was now. Christina looked forward to having long talks with him again, like they did when he was Audrey for the weekend.

Audrey ignored his insulting answer, because she didn't want to get into a fight right now. She had a special surprise for him.

"I bought something new today" she said. "Come look at it."

"Sure, in a minute" he said, still not looking up from his sports section.

"Please honey, right now. This is important."

"Okay" he said, as if he was doing her a great favor by accompanying her to their bedroom. They went up the stairs, and Christina could barely contain her smile. They went into the bedroom, and there, on the bed, all laid out was a very pretty outfit. There was a white skirt and a pink top, with stretch fabric over the boobs, stitched so that there were creases that all joined up in the middle. It would draw attention to the boobs, making them look bigger to boot.

"Very nice" he said, turning to go.

"Wait honey. This isn't for me. It's for *you*."

Monty stopped in his tracks, and turned around.

"I can't go through all that again" he said. "I couldn't even finish at the end."

"It won't be so hard this time" said Christina. "But I hope *you* will be. Come on *Audrey*. Let me see you dress up again."

She pulled back the comforter on the bed to reveal all of "Audrey's" gear: the breast forms, the wig, lingerie...everything but the fake pussy.

"Come on Audrey. Dress up sexy for me, then we can make love. For real this time."

Monty got hard right away. He felt downright giddy as he dressed up, put on his makeup, his wig, his jewelry, all while Christina kept telling him what a pretty girl he was. But she wouldn't let him put his panties on. Instead, she told him to lie down on the bed. She took off her skirt, revealing that underneath she was not wearing anything. She got on top of him, his hard manhood plunging deep inside her.

Audrey was back. And 'she' was hard was a rock. Christina could control the pace and the angle being on top. Soon she was moaning as she gently moved atop of Monty.

"Oh baby, you are so pretty" she said. "Your breasts are so full, so big! You turn me on with your warm wet pussy. You are such a beautiful woman Audrey."

Monty's eyes closed, as he came harder than he could ever remember coming in his whole life. And Christina was able to come as well, almost at the same moment as him. It was delightful for them both.

 

When they were done, they both cleaned up.

"Come on Audrey, put your panties on" said Christina. "Do you want to go out to see a movie, or would you rather stay home and watch a movie on cable?"

"Lets stay in!" said Monty.

"Sure thing, my lover girl" she said.

They would watch movies and drink wine all night. Then tomorrow, she would get 'Audrey' to help with the housework, and have another lovemaking session. She would train 'her' again on how to do things right for a woman. And she would keep doing this, every weekend, until Monty become more and more like Audrey, all the time.

Christina had realized something startling: in order to have the man of her dreams, she needed to just do one little thing: bring out the woman in him.

 

The End.

  

  

  

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