To Be The One

By Jennifer White

 

At Mark's office, Gina was *the* one. By far, the hottest chick in the place. The One that all the men were constantly after, even the ones who already had wives and girlfriends. Every man in the place wanted to be the one to date her.

Gina was tall, dark, and awesomely beautiful. She had long black hair, that was so thick, so full, so sweet. Her face was that of an angel, and her body was inspirational. If Mark had a magic power to change anything about her physical appearance, he wouldn't know what to use it on. She was the rare, perfect woman.

Except that not one single guy in the office had ever been successful in getting her out on a date. Not that they didn't try. But Gina was always polite, and always brushed them off. One by one they tried, and one by one they failed.

 

Mark wasn't exactly a perfect hunk himself. He was thin, but not overly muscular. He wasn't the tallest guy, but he wasn't short. Sort of average in most ways. But whenever he saw Gina, his heart beat faster, and he *knew* in his soul that he had to be with her. She was the one for him.

And so he decided that he had to take action. He had to get her out on a date. He knew her track record, so he decided that it wasn't going to work if he tried what everyone else did. They bought her flowers, dropped off coffee on their way back from the cafeteria, gave her cards, talked to her and tried to flirt. Much better looking men than him had failed. Richer men had failed as well. No, he needed to try something different.

He had seen the guys take runs at her before. The sweet talk. The subtle hints. And then the requests for a date, which were met with stern disapproval. All that didn't work, as it did with most girls. Mark decided that he was going to try something new: a very direct approach. Women were supposed to like men who took charge. He was going to do that right now.

Mark marched down the aisle towards Gina's desk, trying to look as confident in his stride as possible. He wore his best suit and tie that day, and had even shined his shoes. He saw her typing away, so he stood there until she looked up at him.

"Can I help you?" said Gina in her sweet voice, with her soft southern accent.

"Yes" replied Mark. "You and I need to talk. Now. Will you please step into the conference room?"

"Sure" she said. "What is all this about?"

"Please sit down" said Mark, pointing to a chair, as he closed the door.

It was like a work of art to watch Gina sit down and cross her legs. Mark had to try with all his might to keep his eyes focused on hers. Now was not the time to ogle her, and blow it, as hard as it was not to look at her tight skirt and her legs encased in shiny nylon.

"Gina, I know that every man in the office has tried to date you. And I know that you have turned every single one of them down. And I'm sure that you know by the way I look at you, that I'm in love with you, and I also wanted to ask you out. But I know that you will shoot me down like the others."

Gina looked at him with wide eyes, and a smile on her face. She giggled, covering her mouth with her hand.

"I'm not going to give you the chance to say 'no' to me" continued Mark. "Instead, you are going to ask me out on a date with you, for Friday night."

"Oh really?" said Gina, now very much amused at this novel approach.

"Yes" said Mark. "If I don't ask you out, you can't say no to me. And so, I pose the following question to you Gina: what will it take, for you to go out with me on a date Friday?"

Gina looked at Mark, and rubbed her chin, as if in deep thought.

"You are right Mark" she said. "I have shot down every guy in the office. You know I look good, as does every man here. I appreciate you not lying to me, trying to pretend that you're interested in *me*, instead of my body. You don't know me at all. What's my favorite food? What's my favorite color? What's the name of my cat? Where do my sisters live? You don't know *anything* about me, other than you think I'm hot."

"You *are* hot" replied Mark. "And I would like more than anything to get a chance to learn everything about you. But I can't do that, unless you ask me out for a date Friday."

Gina smiled again.

"Men are all alike" she said. "They all say they love me, but every time I go out with a guy from the office, they really only have one thing in mind: they look at me as a conquest. They want to get me into the bedroom, and have sex. That's all. They want me for sex. If I'm going to date a man, it has to be more than that. I can get any man I want into the sack. I need to have a man who loves *me*. Not just my body, but *me*."

Mark nodded.

"I understand" he said.

"No you don't" said Gina. "You can't possibly understand what its like to have every single man in the whole company, and even some of the women, constantly hitting on you. Some days, I can barely get work done, with all the traffic around me."

"If they all knew we were dating, they would leave you alone" said Mark. "You'd get some peace and quiet."

"I never thought of it that way" laughed Gina. "I tell you what. If you can prove to me that you are interested in *me*, and not just in my body, then I will go out with you on Friday."

"Now we're getting somewhere!" said Mark. "Now how can I prove that to you?"

Gina paused for a moment, then a smile lit up her face.

"We need to take sex out of the equation. We need to get it off the table. You need to show me without a doubt that you're not in it for the sex."

"Great" said Mark. "And how do you propose that I do that?"

Gina looked him right in the eye and spoke.

"You will go out with me on a date Friday, but you'll do it as a girl."

 

"A girl?" said Mark, not sure what she meant.

"Yes. I will bring you an outfit tomorrow. On Friday, when I come to pick you up at your place, you will be dressed in it. From head to toe, you will transform yourself into a woman. And when we are out on the date, you will walk like a woman, you will talk like a woman, you will speak like a woman, you will act like a woman. Your name will be Ashley when we are together. We will go out as two girlfriends, having a great time together out on the town."

Mark swallowed hard. What was he getting himself into? He felt completely intimidated by Gina now.

"What do you say Ashley? Do you want to go out with me Friday? Or are you going to turn down a chance to date me?"

"Here's my address" said Mark, handing her a piece of paper. "What time will you pick me up?"

"7:30" said Gina. "I'm glad you've willing to go out with me Ashley. I'm sure we'll have a wonderful time together. Now I've got to get back to work. Stop by tomorrow, and I'll give you your outfit for Friday. Oh, and if you tell anyone we're dating yet, the deal is off."

"Gotcha" said Mark. "Friday, 7:30."

 

As Mark walked back to his cubicle, he felt like he was floating on air. He had a date with Gina!!!!

 

* * *

 

The next day was Thursday. After lunch, Mark walked over to Gina's desk.

"Hello" he said, smiling.

"Hey Ashley!" she replied, also smiling at him. "Here's your outfit for tomorrow. No peaking!"

She went to the coat hanger on her cubicle, and handed him what looked like a suit bag, except that it was quite heavy. He took it from her, and he trembled as his hand brushed against hers.

"You will take tomorrow off. You'll need all day to prepare yourself. I've written instructions inside on what you need to do. I'll see you tomorrow, 7:30. Bye-bye Ashley!"

"Bye Gina" said Mark, as he headed back to his cubicle. He was dying to see what was inside the bag, but she had said not to peek. He would wait until the next day, like she said. He didn't want to risk getting off on the wrong foot with her!

 

* * *

 

Friday, Mark's alarm woke him at 7:00am, as usual. By the time he got up, had a cup of coffee, and ate a light breakfast, it as 7:30. Just 12 hours until Gina arrived for the date. He decided he had better get to work. He went up to his bedroom, and opened the suit bag.

Inside was a light purple dress. It had ruffles on the trim around the V-neck, and over the shoulders. The point of the V in the neckline had a darker purple ribbon tied into a bow. The sheer material then flowed down gracefully to form a skirt, with the same ruffled edging around the hem. He cleared some space in his closet, and moved the dress into there.

Next, there was another hanger which held a pair of purple panties, which were heavily padded in the rear and the hips. There was also a heavily padded matching bra, which had a little flower right in the middle. It was all silky and lacy, and seemed very intimidating, when he thought that he was going to have to *wear* it. Also on the hanger were a pair of tan pantyhose, with a strip of white cotton in the crotch. Mark moved that hanger into the closet, next to the dress.

Another hanger held a white half-slip, made out of the softest material Mark had ever felt. He moved that to the closet, and found one last hanger, with a corset style girdle. It looked *really* scary. He transferred it to the closet with the other clothes.

At the bottom of the hanging bag, there were several boxes. He opened the first one, to examine the contents. It was a pair of high heel shoes, purple in color. The heels seemed so thin, so narrow, and so tall! There were all these straps, and they looked equally scary.

The next box had a wide variety of cosmetics, creams and lotions. He put that box over on the bed, and went for the next one, which seemed to be the heaviest of them all. He opened it up, and he was shocked when he saw what was staring back up at him from inside: boobs. It was a pair of very realistic looking breasts, which he knew he was going to have to put into his bra. Now *that* was scary!

Also, there was a long thin box he opened up next, which turned out to be holding a wig. The hair was long and wavy, brown with blonde highlights. He set it aside, and opened the last box which held several pieces of jewelry, which he placed on his nightstand, along with a small purse that he found in there as well.

Lastly, there were several pieces of paper with instructions for what he was supposed to do.

 

Dear Ashley,

Follow these instructions carefully, and don't skip any steps! See you tonight,

Gina.

 

 

"Okay" said Mark, not sure if he wanted to really do this or not. Dating Gina was a dream come true, but he wasn't sure if he wanted to really go out in public, wearing all this stuff, looking like a girl. He sighed. He couldn't go down in history as the man who turned down Gina. And he didn't want her to slam the door in his face if he wasn't dressed up as she had wanted. He had to do this. Maybe it was a test, and after that night, they could have what he considered a 'normal' relationship.

"Step one" read Mark. He was to run a hot bath, with a rose scented bath oil to soften his skin, and also with the bubble bath she had supplied in a small bottle. He hadn't taken a bubble bath in years! He got in, and he could really smell the flowery scent from the rose oil. He cleaned himself up, and let it all soak in.

The next step was to remove his body hair. Gina had supplied a tube of cream which he was supposed to rub all over, except his head. It didn't smell very good, and he felt a little cold as he waited five minutes for it to work. It was a relief when he was able to slide back down into the tub, and feel the warmth of the water again.

He put in more hot water, and scrubbed himself all over with the pink rose scented soap that she supplied him with. It all felt good, except that now his arms, his legs, his chest, under his arms and everywhere else was now smooth and hairless. It felt so weird! And it looked so funny to see his legs poking out of the water, with no hair on them at all. Mark shivered all over. His transformation into Ashley had begun.

 

After drying off, Mark shaved his face. Now it was time to work on his eyebrows. The instructions said they were too bushy, and he needed to control them. He trimmed them with small scissors, then plucked out some of the stray hairs. Mark didn't realize how much it hurt to pluck a hair. Ouch!!

With his eyebrows under control, he could now more on to the next step. He was now supposed to put a lotion all over his body, to help keep his skin soft and smooth. A second cream was to be applied all over his face, for the same reason. But first, he had to put on some green goop all over, and let it harden. He looked at himself with the green mask on his face, and laughed out loud.

After letting it sit for ten minutes, he peeled it off, which hurt only a little. Mark didn't realize that it would hurt so much to be a woman. But his face felt really fresh, and it readily absorbed the cream he now put on it. There. Now he was ready to move on to the next step.

 

Mark picked up the checklist and looked at the next step. He was shocked when he read what it was: Gina told him to go think of her naked, and to 'relieve himself' using his hand. "You are about to become a girl" said the instructions. "You need to get the last of your male urges out of your system. Once you are a girl, you need to think like a girl. And you can't do that if you get a male reaction from my body. Go clear yourself out."

Mark did as she said. He had been 'relieving himself' every night, thinking of being with Gina. He got excited *so* easily thinking of her! Very soon, he exploded with pleasure, and cleaned himself up. He returned to his instructions, and read on.

"Put on your panties. One you have them on, it is *critical* that you realize that since you are a girl, you have a *pussy* under them. Put them on, look into the mirror, and say it out loud: I am a girl now. I have a pussy inside of my panties. Repeat it over and over, out loud."

It was bad enough to be putting on panties for the first time in his life, but to also be saying out load that he was a girl, and that he had a pussy was *really* hard to do. The first few tries, it came out as a whisper. It took over a dozen repetitions before he was able to say it in a somewhat normal voice.

"Now put on your boobs" said the instructions. "You need to get used to how it feels to have them, so you will wear them all day long. There is a special glue in the box with them, so that they stay in place. After the glue has set, put on your bra. It is *imperitive* that you think of them as part of your body. Say it out loud: I am a woman, and I have big boobs; I am a girl, and I have a pussy inside my panties. Repeat it over and over.

Mark found the glue, read the directions, and attached the fake boobs to his chest. It was scary to see them there! They seemed so huge. At the top of them, there was a darker circle of color, and in the middle of that, a large nipple stood stiffly at attention. They felt cold at first, but now they were warming up to his body temperature, as the glue hardened and set.

Mark carefully put on the bra, and looked at himself in the mirror. It looked like his body, but with boobs inside a bra, and with panties. There was only a little bit of a bulge visible in his panties, because they were heavily padded. They also made his backside seem rounder, and his hips wider. It was scary all that he had done so far, and it wasn't even noon yet!

 

"Now you have D cup boobs. You are Ashely now" read the instructions. "Say it out loud: I am Ashley. I am a girl. I have a pussy. I have boobs. I am Ashley. I am a girl."

Mark did that, and again, it was really hard at first! It took lots and lots or repetitions before he could even say it in a somewhat normal tone of voice.

"You are a girl going out on a date" continued the directions. "And so, you will be wearing makeup. But it will take you quite a bit of practice for it to look good! The next few pages tell you what you will need to do. There are articles I cut out from Glamour to show you how it is done. Practice putting on your makeup Ashley, It might take you ten or twelve tries before it looks half way decent. Don't worry if it comes out bad at first; practice makes perfect!"

 

For the next two hours, Mark stood there in his panties and his bra, putting on makeup, and taking it off. Some of the stuff was pretty easy, like the foundation. But it was hard to blend the blush, and make it look good. On the first try, it looked like *way* too much. On the second try, it wasn't much better. But finally, about the fifth try, he get better what that.

They eyes were really hard to get right too. The mascara wanted to clump up if he put too much on, and having to close his eyelid, it was difficult to see well enough to get his eyeshadow to come out right. But in time, he got better at that too.

All the while, his boobs kept seeming to get in the way. They rubbed against the insides of his arms, when he reached across himself to get something, they were there, in the way. Gina was right; it would take a lot of practice to get used to them!

By noon, Mark was getting pretty good putting on his makeup, and he was hungry. So he put on an oversized T-shirt, and went downstairs to eat. As he took a sip of water, he looked at his cup, and shivered when he saw the lipstick stain on it. From *his* lips. He could still smell the cosmetics on his face, and he felt hyperaware of all the new things; the boobs, the makeup, the fact that if someone was looking into his window, they'd see him sitting there with D-cup boobs on his chest.

 

After lunch, it was time for more work.

"Put on your high heels Ashley" read the instructions. "You need to get used to walking in them. When you wear them with pantyhose later, you will slide around a little, so you had better get used to walking in them with bare feet first!"

Mark strapped the shoes onto his feet, and took a few tentative teetering steps.

"Take small steps Ashley, as if you're walking a tightrope. Make sure to swing your hips back and forth as you walk. You are a woman now, and you need to swish. You need to sway. You are a girl, and you have to learn how to move like one."

 

For the next hour, Mark did the exercises that Gina had written down. How to stand. How to sit, How to cross his legs like a girl. How to walk. How to move. And all the while, he was supposed to keep saying out loud how he was Ashley, he was a girl, he was a woman, he had a pussy, he had boobs, and that he was *female*.

Then one by one, he added more and more things to himself. The wig, so it seemed like he had long hair. The fingernail extensions, which he painted a bright red color, along with his toes. They jewelry, including the clip-on earrings which really pinched his earlobes, as the silver earrings dangled down, ticking as they jiggled with every move of his.

There were more things to practice; how to hold the purse over his shoulder. More things to say, more ways to move. Now it was time for the corset, which was really hard to get on! It pinched in his waist, giving him an even more feminine looking figure. Then he put on the control top nylons, and it felt both exciting and strange to have his legs wrapped up by the silky nylon material.

It was now 6:00, and time to begin dressing in full. Mark put the half-slip on, and then the dress. With every movement now, the slip lightly brushed against his nylons, sending chills up and down his spine. It was so strange to look down and see a skirt moving as he walked! With it on, he now needed to do more practice sitting and standing.

 

Now it was time for one last attempt at putting on his makeup. Using the skills he had gathered with all the attempts earlier in the day, Mark actually did a fairly credible job of applying the makeup. He was especially proud of his eyes, and how good they looked! Gina would be pleased.

It was now 7:00. He sprayed himself with perfume. He played with his hair, trying to make sure it was perfect. He touched up one nail that needed it. He was really nervous now, and was pacing around the house, repeating his mantra: "I am Ashley. I am a girl."

 

When the doorbell rang, Mark hurried to the door, throwing it open. It was only as it was swinging open that it dawned on him that if this was a friend of his stopping off unexpectedly, he would *really* have some explaining to do. But it was Gina herself! And Gina was dressed up in a pretty casual outfit, not that different from what he had on.

"Hello Ashley" she said. "You look very pretty tonight."

"And so do you" said Mark.

"You're so perky and feminine, you really look good in that dress" said Gina. "And your makeup come out very nicely tonight. I love your eyes."

"Thank you" said Mark somewhat proud that she had noticed. He decided he had better return the compliment to her, so he continued on: "I love your hair. How did you get it to come out like that?"

"I got a new volumizer" explained Gina. "But we can compare notes on beauty products later. I'm hungry. Are you ready to go out and have some fun?"

"I sure am!" said Mark.

"Then grab your purse, and lets go!" said Gina.

Mark took the purse, and put it over his shoulder, as he had practiced doing before. They went out the door, and he locked it up. He took his keys, and went to put them into the purse. It was his first time looking inside the purse, and he gasped when he saw what was in there. The makeup and the mirror weren't too bad, now that he had been Ashley all day. But the *tampon* was really scary to see! He quickly put his keys in, and closed the lid.

They got into Gina's car, and she drove a few miles away to the downtown area. She parked the car, and Mark got out, walking side by side with her down the street. His skirt ruffled around in the breeze, and some of the wind seemed to shoot up under the skirt. He was feeling really intimidated, that all the people walking down the street were seeing him all dressed up as a woman.

The men were by far staring at Gina. But being with her meant that they didn't scope him out as closely, and he didn't think any of them realized that he was really a guy. This was both good and bad! The good part was that it would feel terrible for someone to look at him, and know he was a dressed-up guy. But being accepted as a woman was perhaps even more intimidating of a feeling! They all thought he was a woman.

How strange it felt to have a guy look at him, and think he was a girl! If Gina was right, and all guys wanted from a girl was to sex, then they were thinking of *him* that way. It gave him the shivers all over, and he tried to put it out of his mind. He tried to just concentrate on the conversation with Gina.

"This cafe is really good" she said. "Its such a nice evening, let's get a table outside."

"Okay" replied Mark.

"Then we can check out all the cute guys as they walk by."

Mark realized that she was trying to get him to 'break character'. She was testing him. He didn't want things to end, just as they were starting up! So he had to play along with her little game. He sat down beside her at the table, where they had a full view of the street. And anyone walking by had a full view of them.

"Ladies" said the waiter, who brought them the menus. "Can I get anything for you to drink?"

Mark felt like he really needed a drink! His first instinct was to ask for a beer, but then he decided that might not be the most ladylike drink.

"Ashley, you go first" said Gina.

She was still testing him.

"How about iced tea?" said Mark. "Long island, that is."

"Oh, and for me too!" said Gina, who seemed pleased that Mark had picked out something a girl might order. For the same reason, he selected a salad for dinner, which wasn't going to be enough to satisfy him, but he had to eat like a girl, to keep the game going. He decided to use a phrase that he had heard a million times from his girlfriends of the past.

"I've got to watch what I eat" he said. "I put on weight so easily! Guys are lucky. They can eat whatever they want, and they don't seem to gain any weight."

"You said it, sister" said Gina, clinking her glass with his. "It is so nice to be out with a girlfriend like you Ashley, who really understands women. At work, I'm smothered all day long by guys who are after me. It is great to spend time with another woman."

Mark thought now was a good time talk to her about dating.

"Do you have any prospects?" he said. "Any cute guys?"

"Well there is one, but I don't know. Its too early to say" she replied. "How about *you* Ashley? Are you dating any guys at the moment? Or any good prospects? Dish out the dirt, girl!"

"Um, no, I don't have any boyfriends right now" said Mark, who was really frightened by the question. He hadn't expected this turn of the conversation!

"But surely you must have your eye on *some* hot bod. Who in the office do you think is the cutest guy?"

"I don't know" said Mark. "Carl?"

"Carl! Do you see what kind of shoes he wears? Who would want do date a guy who doesn't care enough about himself to even keep his shoes nice? You have strange taste in guys Ashley."

Mark decided that he had to change the topic. He thought back to the conversation in the conference room, where Gina had told him a little about what a guy should know about her. That seemed like a good place to start.

"So tell me Gina" said Mark, "tell me about your sisters. I know you have two or three, but I don't even know their names."

"That's so nice of you to ask" said Gina, smiling warmly for the first time all evening. "Let me tell you...."

 

For the next hour, Mark was in heaven, as Gina talked to him like a friend. He learned so many details about her and her life! He learned about her sisters, her parents, her cats, her apartment, her background....so much information that he was afraid how much of it he might forget.

In return, Gina probed him for information. Guys aren't as close with their siblings as sisters are to each other, so he wasn't able to get into the level of detail that she did. But she seemed genuinely interested to learn about him and his family.

They ate their meals together, and Mark decided that it was the best date he had ever been on, even if he was dressed up as a woman, and even if Gina was treating him as if he really was a girl named Ashley.

 

After dinner, they took a long walk together, window shopping at all the stores downtown which were now closed for the night. Gina then drove Mark home, and dropped him off at his doorstep.

"I had a wonderful time" she said. "We must do this again sometime soon."

"Yes, that would be wonderful" replied Mark.

"How about next week? Same time, same place?"

"You're on" said Mark.

"Good night Ashley."

"Good night Gina."

Mark watched as she drove off. No goodnight kiss, or anything. But the date was more than he had expected, and he couldn't complain at all.

 

* * *

 

The next week at work, Mark felt so wonderful. Not only had he dated Gina, but she wanted a second date with him! He made a point to go over and see her when he went for his coffee break on Monday morning.

"Ashley" she hissed in a low voice when he came by, "you can't hang out here! People will talk. What will they say if they think I'm dating a girl? You'll ruin my reputation. You can email me, but you can't hang out here and flirt."

"I'm sorry" he replied, heading back to his desk.

What did she mean? Yes, if he really was a girl, then it would look bad for him to be hanging out and flirting with her. But he wasn't! He was Mark! Why was she carrying on the game like this? But it didn't matter: they had a date on Friday, and he wasn't about to do anything to jeopardize that! Maybe she was embarrassed by him. Or maybe she just wanted to keep her reputation in tact as being unobtainable.

Gina handed him a slip of paper. It read:

 

Dear Ashley,

I have created an email ID for you: GlamourBabe36D@email.com. Your password

is 'Ashley1'. Use that so we can chat online, since our company ID's might be spied on.

 

Love Gina.

 

 

Love? Love Gina? Mark felt a thrill run through his body from just those words. He hurried back to his desk, where he went to email.com, and logged on as GlamourBabe36D. Gina said that she had loved her date, and was excited to do it again! Mark was just *so* overwhelmed with excitement now, knowing that she really did like him.

Also in the note, was a set of web links to sites that sold women's clothes. Gina instructed him to purchase the outfit she had chosen for him, and to wear it on Friday. He put in the orders right away, to be sure that he'd have it in time to wear on Friday.

First, there was a green and blue kilt, with a light blue dress shirt, and a gray sweater. Under the kilt was a thong panty, and a white lacy garter belt to hold dark thigh high nylons. There were also black shoes, with just a bit of a blocky heel. It reminded him almost of a schoolgirl uniform. He ordered everything with an expedite, so that it would arrive in time.

 

In fact, but Thursday, everything *was* there. Now Mark had to take off Friday afternoon, so he could again become Ashley. There was stubble to remove from his legs, as well as all of the other things it took so much hard work and time to do.

He left the office at lunchtime, and after a really quick bite, he went home and begin his process. Bit by bit, he added things, until he was slowly transformed. By 5:30, he was done, with time to spare! That gave him a half hour to practice his walk, how to sit, and of course, how to talk, as he waited for Gina to arrive.

Right on time, there she was. Wearing an identical outfit, just like his. Somehow, seeing her dressed exactly like him, with the same sweater, the same kilt, and even the same shoes, made Mark feel something he hadn't before: he felt that he was becoming a replica of her.

Gina seemed incredibly powerful at that moment, and he seemed weak. She was turning him into an image of herself! And he was glad to go along with it, because it meant a chance to date her. He looked at her, and she seemed incredibly sexy in her outfit. But he was wearing the same thing! That made him feel almost as if he was looking into a mirror or something. But *she* was the true image; he was a mere reflection.

"Hello Ashley" she said.

"Hello" replied Mark. "You look very pretty tonight."

"Just like you" she said, sending a shiver through his body. "You are a very pretty girl. Come on now, lets get going! We're going to have fun tonight."

 

And indeed, they did have fun. After a light dinner and a few drinks, Gina took Mark to the movies. Then they took a long walk together, talking the whole time. They sat together on a park bench, and for the first time, they held hands. Mark was floating on air again, as he felt the warmth of Gina's hand in his. He wanted her *so* much!

She leaned forward, and for an instant, their lips met together with the softest, gentlest, most passionate kiss that Mark had ever experienced in his entire life! He actually saw stars. It was that intense. As they walked back to the car, they held hands together now, which made people stare at them. Two identically dressed women, walking down the street holding hands. Now *that* was sure to draw a stare!

 

* * *

 

On Saturday night, Mark was reading a magazine, sitting on the couch. The phone rang.

"Hello? This is Mark" he said.

"Hi, this is Gina. Can I please speak to Ashley?"

"Sure" said Mark, surprised not only that Gina was calling, but also that she didn't want to speak to him; she wanted to speak to Ashley.

"Hi, this is Ashley" he said in the softer voice he used when he 'was' her.

"Oh Ashley, I'm so glad you're home. I had such a good time last night, and I wanted to talk to you."

"Well I'm glad you called" replied Mark.

They talked on the phone for four hours, about this and that, about nothing, and about everything.

 

On Sunday, Gina again called and asked for Ashley.

"I just sent you an email" she said. "I picked out another new outfit for you."

"Cool" said Mark. "I'll wear it when we go out Friday."

"No" replied Gina. "It is for our lunch date, on Tuesday. You're going to pick me up at work at noon, and we're going out to lunch."

Now this was yet another shock to Mark. A lunch date? That would mean he'd have to come into the office as Ashley, and everyone would see him! He immediately realized it was another one of her tests, and that if he didn't do it, they would be through. And just when they were making progress! They were talking every day now, exchanging emails, dating, holding hands, and even kissing. How could Mark say no now? He was so close to getting to the next base with her. He *had* to continue on.

"Sounds wonderful!" he said, not missing a beat.

 

The outfit was very nice, but since it was Sunday, there was no way it would arrive in time. That meant only one thing: Mark would have to go into a local store, and buy it in person. That was a scary daunting task. Gina had picked out a full outfit, including a new matching bra and panty set. The top was a white blouse with 3/4 length sleeves, and a blue print skirt. The skirt was dark blue, with light blue and white patterns printed all over, shaped like flowers. There was also a pair of shiny pantyhose, with an almost white tinge to their color. As a final touch, there were black, casual fun shoes. All Mark had to do was to walk into the local department store, and buy it all for himself.

After work on Friday, he came upon an idea. If he went shopping as Mark, it would look really funny, and he'd be completely embarrassed. But if he went as Ashley, then it wouldn't be nearly as hard! So he went home, transformed himself, wearing the outfit from his first date with Gina. Then he went shopping, and picked up the outfit that she had selected for him.

 

Tuesday morning, Mark called in sick. He wouldn't have the time to go to work, go home, transform, go back to work, and pick up Gina. So he spent the whole morning preening himself, making sure everything was perfect. And he practiced even more, so that nobody would be able to pick him out as a man.

He was actually shaking when he pulled into the visitor's space at work, and walked in to meet Gina at her desk.

"Ashley, right on time!" she said.

"Hello Gina" replied Mark.

"Girls, this is my friend Ashley I've been telling you all about" said Gina, addressing the other secretaries.

"Hello Ashley. You are as lovely as Gina told us" said one woman that Mark recognized.

They chatted for a while, but he was eager to get going, before anyone there recognized him. But before they could do that, a woman in a business suit that Mark recognized as Gina's manager approached them.

"Hey Boss, I'm going to lunch now" said Gina.

"Don't be late for the meeting with Hugh at 2:00" she reminded her.

"I won't be. Now Dorothy, this is my friend Ashley that I told you about."

"She's the one who wants to work here as a secretary?"

"Yes!" said Gina.

"It's nice to meet you Ashley" said Dorothy. "When you two get back from lunch, I'll have you fill out a resume. With Gina's recommendation of your skills, we can get you working here in under a week."

"Thank you" said Mark, who was burning inside with questions for Gina, as well as resentment. She wanted him to work as a secretary? As a woman?

 

"You didn't tell me about all this" said Mark, as he drove out of the parking lot, and towards the cafe.

"I just thought about it today Ashley" replied Gina. "You don't have to do it, but think of the advantages! We'd be working together, *every* day. We'd spend all day with each other at work, and then we'd be able to drive together. This would bring us so close! But more importantly, it would show your total commitment to me, and show me that you care about me more than you do yourself. If I saw that in you, then I'd know that you were the one for me. Forever."

Wow, what a dilemma! Mark was faced with a terrible choice: commit to joining in as one of the girls in the secretarial pool (and gaining Gina's love forever), or staying as himself, but at the risk of losing her. He could demonstrate his total devotion to her, or back off. He looked at Gina, and knew there could only be one choice.

"I'll do it" he said. "For you."

Gina kissed him.

"Do you want to skip lunch, and go to my place?" she said with a mischievous voice. "For a 'quickie'?"

Mark thought for a second.

"No" he said. "You have your meeting. You can't be late, or come in looking disheveled. We'll have to wait until tonight."

"Right answer" she said, leaning over to kiss him again. Another one of her tests. And he had once again passed.

 

* * *

 

Friday, it was quite a date. Mark wore the new shiny black miniskirt he had bought, along with the cami top. He was looking hot in his heels and nylons, while Gina was looking like a model, wearing a flowing pink dress with white trim.

After dinner, they went dancing. And then back to her place. There, they made out for the first time, and one hour later, they found themselves in bed. Gina pulled off Mark's skirt, and pushed him down on his back. They kissed, as she tore at his panties, pulling them off.

He reached up into her skirt to remove her panties, and she was ready for him. With Mark on his back, she moved on top of him, and guided him into her inviting wet slit between her legs. She sighed, and smiled.

"Oh that feels so wonderful Ashley" she said. "Your strap-on is one of the most realistic ones I've ever felt. I'm so glad you're the kind of girl willing to wear on for me."

As she bounced up and down on Mark, she kept telling him what a pretty girl he was, and how sweet and pretty he looked. Mark looked up at Gina, not caring what she said. He was making love with her, which was what every man who had ever met her wanted. But he was *the one*.

When he came, it was hard. He was glad to suck it all out of her, as she requested. She tasted sweet down there, and he knew that it was making her come again, as he worked her with his tongue, and sucked it all out.

 

* * *

 

The next few months were difficult for Mark. The legal name change. The paperwork to get officially recognized as a woman. Selling his place, and getting ready to move in with Gina. And most of all: coming in to work every single day as a woman, and working there as a secretary. But now he was with Gina full time, and was all worth it.

As time passed, Mark found that it became easier and easier for him to live as a woman. Now that he was never changing back into looking like a man, it became easier for him to get changed quickly, and get ready. It was no longer a multi-hour procedure. He just took a little longer than most natural born women did.

The more feminine he looked and acted, the more Gina reacted. They were totally in love. And one day, Mark decided that it was time. He was tired of putting on the breast forms every day. So without telling Gina, he scheduled an appointment with a plastic surgeon. After two appointments to prepare, the day finally came.

Mark told Gina that he had some errands in the morning. He drove to the clinic, waited in line, then walked proudly into the back when his name was called. He stripped down, put on the hospital gown, and followed the pretty nurse into the OR.

 

When Mark awoke, *they* were there on his chest. Boobs. His implants looked very realistic. He was so happy, that he actually cried. Ever since he had started taking the estrogen pills, he had been quite a bit more emotional.

After Mark waited for the anesthetic to fully wear off, the doctor cleared him to leave. He pulled out a special outfit he had bought, but had been waiting to use. He had a push-up bra, which helped enhance cleavage (not that he needed it now!). And a top with a very deep V-neck, to show his new cleavage off. Gina would approve when she saw it, he was sure.

With the matching blue skirt on, tan pantyhose and cute heels, Mark headed into the office to show Gina. He proudly strutted in, wearing his sexy new outfit. He sat down at his secretarial desk next to her, and use the posture he had been practicing, sticking out his chest to show it off.

"Ashley, you've got boobs!" whispered Gina.

"For you, my love" replied Mark, smiling when he saw how much she loved them.

"Ashley, come with me. We need to fix our makeup."

They walked down the hall together, into the ladies room. After making sure they were alone, Gina locked the door from the inside.

"I can't believe you did that!" she said. "She me them!"

"Maybe I can flash them to you tonight" replied Mark. "They're really tender right now, and the doctor said I'd need to keep a bra on for 2 days straight, so they would heal up faster."

Gina touched them gently, in the bare spot at the V of Mark's neckline.

"They feel harder than mine" she said.

"Yours are real. Mine are implants" replied Mark, somewhat sadly. "I could never have ones like yours, so what mother nature couldn't provide, the plastic surgeon could."

Gina kissed him hard, being careful not to press into him too much. She and Mark then really did fix their makeup in the mirror, and headed back to work.

 

"Gina, please come into my office" said Dorothy, just minutes after their return.

"What that all about?" asked Mark.

"I have no idea" replied Gina, shrugging her shoulders. She got up and walked her usual, sexy walk, heading to Dorothy's office. When she got in, Dorothy closed the door.

 

 

Twenty minutes later, Gina returned to her desk. She looked stunned.

"Oh honey, what's wrong?" said Mark, who was now feminine enough to tell, and with that he now had the empathy to really care that she seemed upset.

"Everything" she replied. "I got my longtime wish today, but....."

"Don't cry. Lets go to the cafeteria, get some coffee, and talk about this" said Mark.

He went downstairs with her. They actually selected tea instead of coffee, then took two seats in a quiet corner, so they could talk alone.

"Dorothy has noticed that we are being really really friendly" she said.

"That's not a problem, is it?" replied Mark.

"It is now."

"Why?"

"Dorothy just got promoted up to regional manager for HR."

"So who is going to replace her?"

"Me" said Gina.

 

"That's wonderful! You're getting promoted!" said Mark, truely happy for her.

"I know" she said, now crying again. "I've always wanted this. I wasn't ever able to go to college, so being a secretary was all I could do to get into the corporate world. I've been doing this for ten years now. And finally, all my hard work has paid off. Finally I'm going to be a manager."

Gina started crying full out.

"I'm so happy for you too" he said.

"These aren't tears of joy Mark" she said, using his male name for the first time in, well, almost forever.

"What do you mean?" he said.

"Now that I'm your manager, we can't have a relationship anymore. It's against the rules for a manager to date one of their employees."

"Then I'll go back to my old job" said Mark.

"You can't. That position was filled."

"I'll transfer to another department then."

"Not since the downsizing. It is almost impossible to move right now. Maybe in a year when things settle down. Dorothy only got promoted because someone *died*. I'm afraid that you can't leave your current job."

Mark felt dizzy. The implications hit him all at once: he was stuck as a secretary now. And he couldn't date Gina anymore, because she was his manager. And now, he had gone so far down the path of femininity, that there was no way to turn back. He was on hormones now. He had boobs.

"I'll go work for someone else..." he said, his voice breaking up.

"Good luck, in this job market" said Gina.

Mark thought about how bad his resume would look. Taking a demotion to secretary wasn't a great career move. And who would hire someone like him, a man in transition into womanhood? When he took a physical, they'd see what he really was. No, it would be next to impossible to get work somewhere else. He really was stuck as a secretary.

"I wish there was some other way" said Gina, now sobbing. "If I turn this down, they'll never offer it to me again, and I'll be stuck forever in a low-end job. This has always been my dream. I can't say no. But I love you, and I can't lose you. I don't know what to do!"

She was now crying full out, with uncontrollable sobs.

"Gina, your happiness is the most important thing to me" said Mark. "Take the job."

Gina looked up at him with her watery eyes.

"No! You can't sacrifice yourself for me!"

"It's the only way" said Mark, now sobbing himself.

Gina hugged him, the gave a sad-sweet smile, and walked away. Mark watched her go, knowing that she was now out of his life. His life! He was stuck as a secretary now, and a woman. This was not what he had intended for himself! There was only one thing he could do now: get the other operation he had been dreaming of, and start to explore the new feelings the hormones were giving him. They had been working on his mind, slowly altering it, and now he was open to new possibilities. One day in the future, he now hoped he could find a handsome man, and be his wife.

  

  

  

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