Crystal's StorySite
storysite.org

  

Into The Pool

by Jennifer White

 

Jenna hated her boss Kevin. He was such a control freak. While officially, all of the girls in the secretarial pool were available for any of the executives at MegaCorp to use, he had 'claimed' her as his own. The other executives regularly broke the rules like this for each other, and there was nothing the girls could do about it. This made Jenna feel so powerless.

But she needed her job, since she was a single mother raising a teenage daughter. And with eight years of service at MegaCorp, she was just two years away from being vested in the pension plan. If she left now, she would get nothing for her retirement from them. So she felt that she had to stick it out. Executives got promoted. Maybe Kevin would go away. But he didn't.

Things got worse, as he started to insist that she perform duties that were outside of the official list. She was not supposed to get coffee for him. She was not supposed to have to fix his computer for him when he screwed it up. There were technicians for that, but he wanted to have *her* hovering around his desk, sitting in his chair, looking so pretty and so fine.

 

And so it was one day, that Jenna was called away from her typing by Kevin.

"Jenna, come to my office now. I need you."

"Yes Mr. McAbee" she said.

She had to stop in the middle of what she was doing, and make him her priority. Last time he needed help, he had deleted a file, and didn't even know how to go to the recycle bin and restore it. Sometimes she thought that maybe he was actually good on the computer, and he just did these things to get her to be with him.

"Jenna, I think that Excel is broken" he said.

"What's the matter sir?" she asked.

"I open this sheet, and I get formula errors."

"Let me see" she said.

In less than five minutes, she had an answer.

"Look sir. This sheet was generated with version 10.6, but you're running version 10.1. All you need to do is to upgrade it to the latest version, and everything will work."

"Fine" he said. "Do that for me, while I go to my meeting. Thanks Jenna."

Jenna pretended to smile, saving her scowl until after he was gone. Now she'd get yelled at for not getting her typing done fast enough, and there was nothing she could do about it. This wasn't her job! How dare Kevin think that she was his personal servant, at his beck and call?

She opened a web browser, so she could go the web site and download the latest patch for Excel. But when the browser window opened, instead of MegaCorp.com (the standard first page on all company browsers), it opened up to a page with "adult content".

Jenna knew from what she had seen with her daughter's boyfriend playing on her computer at home, some of those "adult" web sites reset your browser to open up to *their* page. So if he had this site on his browser, that meant he was surfing the web, going to inappropriate web sites. She could get him fired for that!

But then she realized that he would explain it away, and the "old boy network" would find a way to keep from firing him. He'd probably say that *she* did it, and *she* would get fired for *his* actions. No, she needed to do something else. But what?

She looked at the list of recently visited web sites. She smiled when she saw their names. ControlledByAWoman.com. FemmeDomme.com. SubmissiveMales.com. He wasn't into good old fashioned porno; instead, he was one of those men who liked to be controlled by a woman, at least in his fantasies.

And idea popped up in Jenna's head. She hurriedly fixed his browser, so he would never know that she found out his secret. Then she fixed Excel by applying the latest patch, and opened the spreadsheet with no errors. She wrote a message on a yellow sticky note, telling him that everything was fixed now, and she returned to her real job.

* * *

 

After making the final plans that night, Jenna got to work. She went out to a web site that offered free email, and she registered for a new account: MistressNina1@freemail.com. She had a cousin named Nina, and she had always liked that name. She logged on, and started to compose a note.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina1@freemail.com

Dear Kevin,

I know you want to be controlled by a woman. And *I* want to control *you*.

Show me that you are submissive, by replying to this note, and pledging your service to me.

Mistress Nina.

(P.S. Send a photo, so I can see what you look like).

----------

 

Jenna pushed 'send', and waited for the fun to begin.

 

The next day at work, Kevin called her into his office.

"Jenna, thanks for fixing my computer yesterday. I have something I need from you today. At lunch, I want you to go to the store, and buy a digital camera for me. Make it one that is really easy to use, and then you can help me set it up when you get back here."

"Okay..." she said. She had plans with her girlfriends from the secretarial pool, but the realized why he might suddenly need a camera. Her friends could wait!

"Here's an extra $20. Go buy yourself something while you're out."

"Thank you sir" she said.

Oh boy. $20. She could buy something really nice with that much....not! But she smiled, and smoothed out her skirt as she stood up. She gave him a wink, and exaggerated the swing of her hips as she walked off. He wanted a camera. Why? To take a picture of himself to send to Mistress Nina! This was wonderful. He was falling right into her trap.

 

After her shopping trip, Jenna came back to the office with the camera. She plugged it in to start charging, then installed the software on Kevin's machine. She read the manual quickly, then gave her boss a quick lesson on how to use it. She made sure to buy a model that had a timer, because that would be important for later! And it was easy to use, because although he was a VP, Kevin wasn't exactly the brightest bulb in the chandelier.

She showed him how to aim it at a target, push the delay button, then move into the pictures. A few seconds later, the flash went off, as it captured his image. Jenna showed him how to download the pictures from the camera, onto a folder on the desktop of his computer. Now he knew enough to use the camera himself. Her work was done. She left the office with a big smile on her face.

 

At home, Jenna opened the email on her new account. She was thrilled to see a message from Kevin.

 

----------

To: MistressNina1@freemail.com

From: Kevin.McAbee@MegaCorp.com

Dear Nina,

I don't know how you found me, but you are right about me. I would

love to have you dominate me. But I need you to prove to me that you

are a woman. I am sorry not to trust you, but people can pretend to

be someone they are not on the internet, and I must know that

you are really a woman.

Here's my picture. I look forward to hearing from you.

Kevin

----------

 

Jenna was thrilled. This was perfect. He had even done something to "dig his own grave" in the letter. She had wondered how to make one certain part of her plan work, but he had just done the work for her. She smiled as she typed the reply.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina1@freemail.com

Slave Kevin,

Thank you for your picture. You are a nice handsome man. And soon, you will

be my total slave, completely under my control. You will do whatever I tell you,

when I tell you, without argument. You belong to *me* now. You will not call

me 'Nina'. I am Mistress Nina to you. Do not make that mistake again.

 

Because this is our first encounter, I will let you off the hook for daring to question

me. You are a slave, and you are in no position to question your dominant woman.

For just this one time, I will allow you an answer. Be on your computer at 6:00pm

tomorrow, and I will send you an email to prove who I am.

Mistress Nina

----------

 

Jenna pushed send. Everything was falling into place.

 

* * *

 

The next day at work, Jenna had lunch with the girls. She told them what she was doing, and they were all thrilled. They all offered any support needed for her plan, and she responded by telling them that she would indeed need their help later on. All they needed to do for now though, was to keep it a secret, and be prepared to help.

 

Back at the office, Kevin informed Jenna that he would be working late.

"But sir, you always leave at 4:30 to beat the traffic."

"I know" he said. "But I'll be here until at last 7:00, if not later."

"But I can't stay that late sir. I have to pick up my daughter, and I'll have to be out of here no later that 5:00."

"That's okay Jenna. I'm not asking you to stay with me. I just wanted you to know."

"Thanks sir" she said.

Wonderful! So he was planning on staying late, to have his email conversation with his new mistress. Jenna made sure she left work early, picked her daughter Elizabeth up, and dropped her off at a friend's house, where they were going to study and watch a movie.

"Be home by 10:00" she said.

"Mom, I'm a senior in high school! I'm not a baby anymore."

"Okay, 11:00, but this is a school night. You'll need to go right to bed when you get home."

"You're so unfair!" she said, stomping off.

 

Ah, teenagers.

At 5:55, Jenna composed a note to Kevin, and sent it just before 6:00.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina1@freemail.com

Slave,

I am ready to prove to you that I am a woman. I have a digital camera with me.

I could just send you a picture, but then how would you know it is I? I am wearing

a black leather bra, and a black thong bikini bottom. I will take a close-up picture

of myself. Tell me how many fingers to hold up on each hand.

Your Mistress

----------

 

Five minutes later came the reply.

 

----------

To: MistressNina1@freemail.com

From: Kevin.McAbee@MegaCorp.com

Dear Mistress Nina.

One finger on the left hand, three on the right.

Kevin

----------

 

Jenna set up the camera, set the timer, and took the picture. She uploaded it, and sent of an email back to Kevin.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina1@freemail.com

Slave Kevin,

Here is the picture. As you can see, it has the fingers, just as you specified. You

can see from my large firm breasts, and the way that the thong lies against my pussy, I

am all woman.

And now that you know I am a woman, you are *mine*. Reply to this email, and

agree to each of the following.

1. I belong to Mistress Nina now, in heart, mind, body and soul.

2. I agree to do whatever Mistress Nina tells me, no matter how disagreeable.

3. I am nothing. I am a slave. Mistress Nina is a superior being who controls me.

4. I give myself to my Mistress fully, and freely. I am completely hers.

5. I will only address my Mistress as "Mistress Nina" or "Mistress"

6. I will sign all correspondence to her as "Slave Kevin" or "Your Slave"

7. I agree to be controlled by Mistress Nina and dominated by her.

8. I understand that if I fail to do as she says the consequences for me are terrible.

(P.S. you are already *mine*. This is just to certify that you understand your new position)

Mistress Nina

----------

 

It only took ten minutes to get a reply back, with Kevin swearing to each of the points. Jenna decided to show him something right away, to prove that she was in control. She composed another email.

 

----------

To: KevinMcAbee@MegaCorp.com

From: MistressNina1@freemail.com

Slave Kevin,

You are mine now, in every way. I *own* you. I control you. I am going to dominate you,

and make you become what *I* want. You are my slave now, and you have no say in matters

anymore. You will do whatever I tell you, immediately, without hesitation, without question.

 

Now that you are my slave, I command you this: you are no longer allowed to have

sexual pleasure with anyone, unless *I* tell you to. You may no longer sleep with your wife,

your mistress, or even pleasure yourself unless *I* command it. You are my slave, and I don't

want you to enjoy the pleasure of orgasm, unless it serves *my* purposes.

Prove your submission to me by pulling your manhood out of your pants right now!

Look at the picture of my sexy body, and pleasure yourself until you come.

 

Oh, and one last thing, slave. You didn't trust me, and made me send you a picture

of myself. Because you didn't trust me, I can't be sure to trust you. So from now on, when

I give you a command, you must send *me* a picture, to prove that you did it. Use your camera

now, and take a picture, so that I can see it is you with his fly open, jacking off to my photo.

Prove to me that you are my slave. You are weak and I am strong. You are submissive to

*me* and my feminine power.

Do it now, slave.

Mistress Nina.

----------

 

Oh what terrible things must be going through his mind! Jenna rubbed her hands together. She had spent a few hours surfing the web, trying to see what language to use in her notes. She found some common things that submissives seemed to like, so she did it. She knew that Kevin's marriage wasn't going all that well, so "cutting him off" wasn't as drastic as it would be for most men. They probably didn't do it very often anyway. But she was setting the tone right away, of dominance, including control of his sex life.

She was very pleased when a reply message came from Kevin, about twenty minutes later. It was empty, except for the digital photo of him, wanking off, with his fly open, right there in the office! Jenna was thrilled. Not only was he the type that said he wanted to be controlled, he was actually willing to do what she instructed!

Jenna carefully archived the photo. She would need to save it for later, but she didn't want her daughter Elizabeth to find it. Nor did she want it to be lost by accident, so she also burned it onto a CD/RW. Then she scrambled to get her clothes back on. What would Elizabeth say if she found her mother sitting in front of the computer, looking at Kevin's photo, while wearing nothing but a black leather bra and a thong bikini bottom?

She was relieved. The hard part was over. Now came the fun.

* * *

 

Jenna had a fear that somehow Kevin would connect the dots at some point, and figure out that it was *her* who was doing this. She was the one person in his life with the biggest motive to hurt him. So if he ever got suspicious, he might think of her. Thus, it was critical right away, to make him think it could not be her at all.

One of the other girls in the secretarial pool was Becky, who was a close friend of Jenna's. They hung out together, both of them being divorced single mothers with teenage daughters. With so much in common, it was easy to see why they could be friends. They could relate to each other, tell each other their problems, and they were almost like sisters.

Jenna showed Becky how to log on to her new email account, and showed her a draft note she had composed. She had a meeting with Kevin, so Becky was to wait twenty minutes before hitting the send button. She went into Kevin's office, and crinkled her nose.

"Something smells funny in here" she said.

Kevin blushed. He had cleaned up his mess from the past night with a tissue, which was still in his garbage can. He couldn't smell it, but maybe Jenna did. This distressed him greatly. He tried to get the meeting back on track, by starting to go over the figures with her (she always double checked his work), and then he dictated a note to her.

Right on cue, there was a dinging noise on his computer, indicating new email. He took a look a look, and saw that it was an urgent note from his Mistress. Jenna had to keep from laughing, as Kevin's face went aghast.

"Hang on Jenna. I have an urgent note from a Senior VP which I need to respond to."

He typed furiously in reply, then with a shaky voice he concluded the letter. Unbeknownst to him, Jenna knew exactly what the email had said.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina1@freemail.com

Slave Kevin,

I received your photo from last night. You see? You belong to me now,

completely. I control you in every way, and you no longer have a will of your own.

From now on, it is *I*, a woman, who will run your life for you.

As a sign that you belong to me, and a sign that it is a woman who

controls and dominates you, I am making a small change to your lifestyle. You

will go out at lunchtime, and you will buy a dozen pairs of sexy panties. From

now on, you will wear these panties at all times, under your clothes. This will

be a constant reminder to you that it is a female who is controlling you, and

that you are submissive to her.

If you have a secretary, offer to take her to lunch. Then, ask her what

is a good place to buy panties. Have her help you pick them out, since you are

just a man, and you cannot comprehend things that even the lowest woman

understands.

Reply to me NOW, and acknowledge that you will do this.

Mistress Nina

----------

 

Jenna got the last of the note written down in shorthand, so she could go back in later and type it up for him. She turned as if to go, but he stopped her.

"Um Jenna" he said, "You've been a very good worker lately. I want to take you to lunch today. My treat."

"Wow sir, that's really nice of you" she replied. "I'll go get my purse."

She went to her desk, where Becky was smiling.

"He replied yes" she said.

"I know. We're going out to lunch right now."

"You go girl!"

The secretaries gave each other knowing smiles. They were really enjoying this. Each one was thinking of her own ideas of what to do to Kevin next, and passing them on to Jenna. Soon, she had more ideas of how to dominate and torture Kevin, then she knew what to do with.

 

After lunch, Kevin looked very uncomfortable, squirming in his seat.

"Um, Jenna, I need to ask a favor of you. This is very embarrassing, but I need your help."

"Sure thing sir" she replied. "By the way thank you so much for lunch. It is nice to feel recognized for all the hard work I put in."

"You're welcome" he said. "Now for my problem. I need to buy a dozen pairs of panties for my wife, and I have no idea where to start."

"Why don't you ask her sir?" said Jenna innocently.

"This is embarrassing, but I need to do it right away. Can you help me? Please?"

He had never said 'please' on any request, ever. This was *so* good, and felt marvelous to Jenna.

"All right sir. You know, there is a Victoria's Secret at the mall. They have a wonderful selection. I'll help you find some there."

"Great" he said, relieved. "And please don't tell her, or anyone, that we did this. I, um, want it to be a surprise."

"Sure thing sir. My lips are sealed."

 

And so Jenna found herself with her boss in the panty department at Victoria's Secret. She was picking out pair of panties for him, and telling him why each one was so great. She made sure to get ones that were very sexy, lacy, and ultrafeminine. She picked out thong panties, ones with glitter, ones with just a little bit of coverage, and ones that would be a knockout on a woman, but silly looking on a man.

With a full dozen pairs selected, they went to the checkout line. Kevin seemed very relieved when they were in the car, driving back to the office. And when he got to his office, he found another email from Mistress Nina waiting for him.

 

----------

To: KevinMcAbee@MegaCorp.com

From: MistressNina1@freemail.com

Slave Kevin,

I hope you enjoyed shopping for panties. How does it feel to have a *woman* control you,

and bend you to her will? You like being forced to do things by your Mistress, don't you? You are

my slave now, and you will always obey me.

Now that you own panties, go put on a pair, and send me a photo to prove it. You might as

well throw away your old underwear, because you will never use it again. From now on, you will

*always* be in panties, as a sign of your submissiveness to *me*. This goes for you at home too.

But your wife won't find out, because you're not allowed to have sex with her anymore, so she will

never see you naked again. You belong to me now. Always remember that.

Mistress Nina.

----------

 

Jenna and Becky had to suppress a laugh, as they watched Kevin walk past them, and into the executive restrooms, with his face turning bright red. Then ten minutes later, he walked out of there.

"Jenna, hold my calls. I have an important thing to do for the next fifteen minutes" he said.

"Sure thing sir" she replied.

They watched as he closed the blinds to his office, after closing the door. Even with the blinds up, they could all see the flash of the camera go off. And ten minutes later, Jenna forwarded a copy of the photo to all the girls. It showed Kevin standing in his office, his pants down, wearing a pair of red thong panties.

They all giggled, and they all knew that any one of them could get him fired now. They *all* had a power over him now, but each and every one of them would hold back, waiting to see just how far Jenna could push things. They all had their ideas of what she should do to him, and a long term plan was beginning to form in her mind.

And as an added bonus, it was not firmly established in his mind that she was not Mistress Nina, because she had been with him when the notes were sent. He would never suspect her now, and that gave her great freedom in what she could do. Now, it was time for her next step.

* * *

 

Jenna's next few notes to Kevin were milder. She reminded him that he was hers, reminded him that he was not allowed to have an orgasm unless she directed it, and reminded him that he was going to be in panties for life. She asked him questions about his work, his home life, and his family. Jenna knew all of this of course, be she wanted to see if he told any lies which she could trap him in.

And just as she suspected, he wasn't quite truthful in a note to his Mistress. She had asked him about his secretary, and their relationship. He responded that there was a pool of secretaries, and that there wasn't any one in particular he used more than any other.

 

----------

From: MistressNina1@freemail.com

To: Kevin.McAbee@MegaCorp.com

Dear Slave,

You were a very, very bad boy. You lied to your Mistress, and now you will be punished.

You must remember that I am very powerful, and I know more about you then you realize. I

know that you don't use all the secretaries equally. I know that one of them is very special to

you, and you use her exclusively. Yes slave, I know how you feel about Jenna.

You lied to your Mistress, and now you will be punished. You will learn in time that

any disobedience to me has deep consequences. And here is what you will do, because

you were not truthful with me.

 

1. You will click on the web link below, and purchase six bras in size 38D. And you will

wear your bra under your male clothes from now on. You may buy white ones for now,

so that they don't show through as much.

 

2. You will shave your legs tomorrow morning when you take your shower, and you will

keep them shaved for me.

 

3. You are forbidden to get a haircut, unless I direct you to.

 

Of course, you will take a picture of yourself wearing the bra and panties, with your shaved legs

and you will email it to me first thing in the morning. You are my slave, and you will do as I

say.

(P.S. if you have any thoughts of ending our relationship, I would advise against that. With the

pictures I have of you, I can get you fired immediately. And you'll never get a job again, so don't

even think of disobeying me, unless you want to wind up homeless and alone. See? You are

totally powerless, and I control you in all things now.)

Mistress Nina

----------

 

The girls in the secretarial pool had to keep from laughing out loud, as Kevin walked in the next morning. To a girl, they all knew he was wearing panties and a bra underneath his important looking business suit, and that his legs were shaved. After he took the picture of himself and sent it to Mistress Nina, Jenna distributed it around the office.

That day, the girls all got together for lunch.

"So Jenna, how far are you going to take it? What are you going to do to him? Get him fired?" asked Kathy.

"No, I decided on something better. We could send off the photos to the executive committee today, and he'd be history. But we're having so much fun, why not keep doing things to him?" replied Jenna.

"This *is* a lot of fun" said Betsy.

"Okay, what's next?"

"I say we keep going down this path. I'll be slow, and gradual, but bit by bit, I will turn him into a woman. When I'm done with him, he won't even think of himself as a man anymore."

"You are pure evil!" said Annette, with a grin on her face.

* * *

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina1@freemail.com

Slave Kevin,

You have been a good slave lately. You have shown me that you understand

your place now, and you have been very obedient. For this, I am going to reward you.

Today at lunch, you are to run out to the drugstore, and buy a bottle of bright red

nail polish. When you return to the office, you will paint your toenails with this color,

and then I will allow you sexual release. You are to concentrate on how it feels to

wear a bra and panties, concentrate on your smooth legs and your painted toes,

and know inside that a woman is controlling you, making you do all these things,

bending your own will to hers.

I live in you now, and each of the things I make you do is proof to the world

that inside, you are becoming nothing but an empty vassal for my spirit. I am erasing

you, and replace your spirit with my own. In time, you will become an echo of me,

with nothing of your former self left. And there is nothing you can do to stop it. I

own you, and you are completely mine.

Enjoy your sexual release, slave. Enjoy the feeling of knowing that I am

going to turn you, into me.

Mistress Nina

----------

 

It was the most extreme note she had written yet. She took the wording from several "femme dom" web sites that she had found. Apparently, men like him got off on being told things like that. The girls all laughed as they saw the picture of him with painted toenails.

Jenna went into his office, and sniffed.

"Hmmm" she said, "that smells kind of like nail polish".

Kevin of course was mortified.

"I used some glue to fix something" he said. "That's what you smell."

"Oh, because it reminded me so much of nail polish" she said.

There was nothing like rubbing it in. Kevin's greatest fear of course, would be of having her discover his secret. It was way too early in the process for her to reveal to him that *she* was Mistress Nina. That would have to wait until lthe end.

* * *

 

The next thing which 'Mistress Nina' asked of Kevin was quite amusing to Jenna and the girls.

 

----------

To: Mevin.McAbee@MegaCorp.com

From: MistressNina1@freemail.com

Slave Kevin,

I am looking at your most recent picture, and I am distressed at that little

flabby belly of yours. I am putting you on a diet, starting today. Take all of the girls

in the secretarial pool out to lunch as a treat, and order just a salad for yourself, with

no dressing. You *will* lose 30 pounds for me.

In the mean time, to help keep you from looking so flabby, you will go with

your precious Jenna to the store, and buy some control top pantyhose for yourself.

And of course, you will wear them every day from now on, under your suit. If you

lose enough weight, I might relent and allow you to not wear them. But until I

am satisfied, you will *always* wear them at work, every day, without exception.

Mistress Nina

----------

 

The girls all pretended to be surprised when Kevin told them that he was going to treat them all to lunch. At Jenna's insistence, every single woman was kind to Kevin, wanted to talk to him, and made a big fuss over him. It was critical at this point for her to establish a friendship between him and the girls in the secretarial pool. She would need this for later on.

As instructed, he ordered just a plain salad, with no dressing.

"I think its wonderful that you're trying to lose weight like that" said Susan.

"Yes, most men don't care about their bodies like women do" added Betsy. "We are all very proud of you sir."

 

After lunch, they all thanked him for being so generous. Jenna had ridden with him in the car from the office, and now he drove to the mall.

"I need your help finding some control top pantyhose" he said.

"Oh, so your wife was pleased with the panties, and she wants you to buy her nylons now?"

"Um, yes" he said.

Jenna helped him pick out several pairs. She chose some that were sheer and light colored, and some that were dark and sexy.

"While we're here, you should get her a matching bra and panty set. I bet she'd like that too" said Jenna.

"I don't know..." he replied.

"Oh come on, she loved it before. Look at this nice lacy bra, with matching panties. What woman wouldn't love that?"

"Okay" he relented.

Jenna smiled when he asked for the bra in 34D. *His* size.

* * *

 

The girls all had a riot looking at the picture of Kevin in control top pantyhose. And they all got a big kick out of the next note which Jenna sent out.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

I am very pleased at how obedient you have become. You follow my orders very

well, and I am glad that you understand your place in the world, as my total slave. Your

latest picture looks wonderful, but I am afraid that you look very sill with a bra on, having

all of that hair on your chest.

Tomorrow morning when you shower, you are to shave off all your chest hair, your

underarms, and any that is growing on your back. Below is a web link showing a body cream

that you will put on all over, so that you don't feel all itchy from shaving. It will also help keep

your skin nice, soft and smooth.

You will of course continue to wear your panties, bra, control tops, and you will

repaint your nails when needed. Remember, I am watching you, and I will know if you do

not do as I say. And as you have learned, the consequences for failure to comply are

dire for you.

Mistress Nina

----------

 

All of the secretaries felt like they had X-ray vision, as Kevin walked in that morning, and they all knew what he had on underneath his business suit. The picture of him with a hairless chest was hilarious, and they all got a huge laugh from it.

Jenna knew it had been some time since he had painted his toenails, and she hadn't smelled nail polish in his office again. A simple search of his desk when he was in a meeting proved to her that the bottle of nail polish was still in his desk drawer. It was time for a surprise inspection. Kevin got out of his meeting, and found an email waiting for him.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

No questions, just do as I say. Take a picture of your feet *right now*, and

send it to me. Make it a close-up Do it!!!

Mistress Nina

----------

 

A few minutes later, the photo arrived. And just as she suspected, the polish his toenails was showing some wear. It was chipped in a few places, and peeling off in others. She had him now.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

You failed to comply with a direct order. I told you to paint your toenails when they

needed it. Just look at them! They are a mess, and they need to be polished again, right

away. You will do that NOW of course.

As a punishment for not doing as I say, you are to do the following:

 

1. Send me your credit card information. I will use it only to buy things for you.

 

2. Tomorrow, an item will arrive in the mail for you at home. It will be several pairs of women's

pants, which you will start to wear with your suit coat.

 

3. From now on, from time to time, I will order things for you, and you *will* wear them.

 

Of course, you will send me a photo of yourself in them at work, to prove you are wearing them.

You may click on the web link below, to see a preview of what they look like.

Mistress Nina

----------

 

 

Oh how they all got a kick out of that. Jenna had gone online, and found a pair of pants that were kind of gender neutral. A man could wear them, and not arouse suspicion. But she and all of the other office girls would know that Kevin was going around in women's underwear, and women's pants.

Up until now, all of the things she had asked him to do were hidden. But this was something visible. Something that everyone would see. And twenty minutes later when she received the email with his credit card

information, she gleefully went to the web site, and ordered the pants in several colors, and several similar styles. She set it up for rush delivery, so it would arrive the next day.

 

When Kevin walked into the office wearing women's pants, none of the men were fashion conscious enough to even notice. And all of the women were in on the secret, and they said nothing either. They all giggled when he sent out the photo of himself. Without the jacket to hide it, you could tell a lot better that they were a women's style. He had taken a big step, but it was just one of many to come.

 

The next thing that Jenna did, was to order a girdle for him. 'Mistress Nina' told him in an email that he wasn't losing weight fast enough, and that he needed to start wearing it to work. Jenna picked out one that would help to enhance curves too, so that he would have a more feminine figure.

And with that in place, it wasn't too big of a jump to put him into blouses. She ordered a mandarin-collar blouse, which could have passed for a man's shirt, except that the cuffs were too wide, and there were no buttons in the front. But with a jacket and tie, nobody would notice except for Kevin, and the other girls of course. She also bought him a silk tunic, which had buttons going 3/4 of the way down the front, and a little collar. Again, under his suit, you'd never know it was a woman's garment.

She emailed him asking for details on his measurements, so she could be sure to get the right size garments for him. And she warned him to make sure to always wear a blouse from now on, and that she'd be checking on him regularly. "You don't want to have me find out that you're not doing what I say, would you?" she wrote.

 

After Kevin had been in blouses a few days, there was an opportunity for Jenna when she was alone with him in his office. It was a hot summer day, and with the door closed, it got warm in his little office. Being a tall office tower, the windows did not open, and it started to get stuff in there. Jenna removed her suit jacket.

"Wow, it's warm in here. You look kind of hot there sir. Why don't you take off your jacket too?"

"Oh, I'm okay" he said.

"I can see that sweat on your forehead sir. Just take off your jacket. The door is closed, and it's not like I've never seen you with your jacket off before."

"I suppose you're right" he said, taking it off.

Jenna could see that it was the tunic she had bought for him, but she didn't say a word about it. After half an hour, they were done, and Kevin left his office to go to the restroom. He walked by all the girls, who didn't even blink at the fact that he was wearing a woman's top. That made him feel more comfortable about it, and from then on, he would sometimes go around without his jacket on. None of the girls mentioned to him that being a silk blouse, you could clearly see the bra straps through the material in back. And none of the men in the office dared to go there. They pretended they didn't see it, and looked away.

* * *

 

The next day, Jenna sent out her next email, right before the end of the business day.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

You have been a good slave lately, and very obedient. I loved the picture

of you in the office wearing a blouse. You are to be rewarded. When you arrive

home tonight, you will find a package waiting for you. Attached is a picture, so

that you can see what it is. They are inserts for your bra.

We women sometimes use these to make our boobs seem a size

larger than they are. You are not very well endowed, so I want you to put

them in your bra, so it does not look so sad and limp, with nothing to

support.

Once you have your boobs in place, you will vacuum your house,

doing some of the women's work for the first time. As you have guessed by

now, it is my will to turn you into a woman. So you had better get used to it,

and start learning how to act like one. For now, you will just do this at home,

unless you do something to anger me.

After you have vacuumed your house, you may finally have a

sexual release. It has been a little time, and I'm sure you're very eager

to come. You will concentrate on your new boobs, and the fact that you

are becoming a woman, because *I* want you to be one. You will form an

image in your mind, that in order to be my obedient slave, you will become

a woman. And you will make yourself come, with these images in your mind.

I know this not what you *want* to do, but it is *my* will. You are

my slave, and as I have told you, I am erasing you, so that I can replace the

empty shell of your soul with *me*. You cannot resist, you cannot say no.

Tomorrow morning, you will send me a picture to prove that you

are wearing your inserts to work. You will wear them every day from now

on. If you anger me, I may make you wear full size ones, which you cannot

hide. You are mine. You are my slave. Now go and do my bidding.

Mistress Nina.

----------

 

Jenna had a good laugh as Kevin scooted out of the office, racing home. Soon, he'd have his inserts in his bra, and he would be vacuuming his house. Oh what his wife would think of that!

 

The next day, she received the email with the photo of Kevin, revealing his bra under his blouse, and the inserts in place. The girls all got a huge kick out of that one, and they became more and more anxious to speed things up. However Jenna told them that she wanted to take her time, and go slowly. She smiled as she composed the next email, a few days later:

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

You look very pretty with your boobs. How does it feel to know that you are becoming

a woman now, just like me? One of the things that we women do, is care for our nails. You

already are painting your toenails, and you are doing a fine job. However, your fingernails are

atrocious. From now on, you are forbidden to cut them. They need more length, if you are to

do anything with them.

In addition, you will go out at lunch today, and you will buy a bottle of clear nail polish.

You will put two coats of it over your fingernails, so that you get used to how it feels. Keep the

nail polish in your desk, along with the red one for your toes. Every few days, you will add a new

coat, when the current one gets worn.

And I know I don't have to tell you, to send me a picture of you wearing your new clear

nail polish. You are my slave, and you *will* obey me.

Mistress Nina.

----------

 

The girls in the office pretended not to notice, when Kevin walked past them, with his nails shiny from the clear coat finish on them. Jenna made a comment about the nailpolish smell in his office again, but Kevin explained it away a second time. He was beginning to really regret falling into Mistress Nina's control. He decided that it had gone too far, and he couldn't take anymore. So he wrote an email.

 

----------

To: MistressNina1@freemail.com

From: Kevin.McAbee@MegaCorp.com

Mistress Nina,

I am afraid that things have gone too far. The girls are work are starting to notice, and I can't

let that happen. This has been a lot of fun, but it has to stop. I am sorry, but I need to end our

relationship. Why don't you buy yourself something nice with my credit card, and we'll call it a day?

Thank you for all you did, it was fun,

Kevin.

----------

 

It was only when he received the reply to the email, that Kevin realized what a mistake he had just made.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Naughty Slave!

How *dare* you question my judgment? Only *I* can end our relationship, not

you! You are a slave, and it is not your place to suggest anything, let alone ending our

agreement.

Below are some things that you will do to show me that you are sorry, and

that I will not see a repeat of your behavior. If you do not do all of them immediately,

then I will have no choice but to send your boss some of the pictures that you have

taken. I will also send them to your wife, your children, the secretaries at work, your

parents, and the local newspapers. Needless to say, I *know* that you will comply.

 

1. You will start to wear makeup every day, from now on. You will wear some light foundation, and

lipstick in a color very similar to your natural lips.

 

2. You will start to wear a light floral perfume. You will receive it in the mail tomorrow, along with

your makeup.

 

3. You will go out and buy a purse for yourself. You will store your makeup and your nail polish in

your purse, which you will keep in your desk. You will also stock your purse with nail files,

pictures of your friend's babies, a small coin purse, and a cute little address book which you

will buy today as well.

 

4. You will buy a box of tampons. You will keep a few in your purse, and the rest in your desk drawer.

 

5. You will receive in the mail a large set of inserts for your bra, which you will immediately start

to wear on a daily basis. You will also be receiving more blouses, which are quite a bit more

girly, with ruffles and such. You will start to wear them, NOW.

 

6. In the mail, you will also find a pair of women's boots. They won't be high heeled, or too

noticeable, but you will start to wear them every day.

 

You will send me a picture of all this, or else you will find yourself in deeper trouble then you

could ever imagine. Do not ever even *think* of going against me again, or you will find that

this punishment is mild in comparison to what I have in store for you next.

Mistress Nina

----------

 

Jenna and the girls all arrived early the next day to see Kevin as he arrived in the office. He was wearing his suit jacket, so you couldn't really see his new blouse, although if his tie was askew to the side just a bit, you'd be able to see the lace running up the middle of it. The foundation and lipstick she had sent him were very subtle, and you had to really be looking for it to notice them. Jenna went into his office to bring him the mail, and his morning cup of coffee.

"You smell very good today sir" she said.

He was aghast that she noticed the perfume, but at least she was complimentive about it. He had been carrying a brown paper bag with him, which she assumed was there to hide his new purse from public view, along with the box of tampons he was supposed to have been carrying. Under his suit jacket, it was hard to see if he had his larger inserts in place, but she was sure he would have put them in too. Jenna gave a quick glance down to his feet, and recognized the boots she had ordered for him. Kevin noticed this and blushed.

"I was just admiring your shoes sir" she said. "You are very 'with it' when it comes to fashion! I am impressed."

"Um, thank you" he said. "I'm sorry, but I need you to go. I have something very important to do."

"Can I help you with it, sir?"

"No, this is confidential company business. You understand."

"Right sir. I'll be at my desk if you need me."

 

The girls all giggled to themselves as his blinds closed, and the flashes of light went off, as he took the pictures. They all gasped as the saw the results in the email a few minutes later. Jenna coached them all on things to say when Kevin came out of his office eventually.

"Sir, I don't know what it is about you today, but you seem younger. More virile" said Becky. "I mean, your skin seems so clear and youthful. And with all that weight you're losing, you are so much more, oh I don't know, attractive?"

She spread her legs suggestively, but Kevin looked away. He thanked her, and moved on. They had never known him to turn down a chance to flirt before. The effects of 'Mistress Nina' on him were wonderful so far, and there was a lot more to come.

* * *

 

Jenna's next move was to send Kevin some new pants, which were quite a bit more feminine looking. First, she bought some white tab-waist trousers, along with a wide red belt. They tapered down quite a bit more narrow at the top than the previous pants, as well as flaring out at the bottom. Then she bought a pair of black stretch trousers, which also got quite narrow at the top. He would need to tighten his girdle to get into them, even with the weight he was losing.

Then there was a pair of high-waist trousers, navy blue with pinstripes, and lastly, stretch linen pants in a light blue color, with large bell bottoms rolled up into a cuff. Also in the same shipment, she sent a few more pairs of women's boots. One had a little pointier of a toe, one had a moderate heel, and one pair was pink! Those were just there to frighten him into wearing the others. They wouldn't seem as girly and scary as pink high heel boots!

The girls were all very nice to him, complimenting him on how fashionable he looked. The even invited him out to lunch with them, which they had never done before. They chatted with him, and for the first time, nobody called him 'sir'. They treated him as if he was one of the girls, whether he realized it or not.

 

Jenna decided to torture him one day, just for fun. She came into his office, and closed the door.

"Sir, I have a personal problem" she said.

"What's the matter?" he asked, looking up from his work.

"I need to take an hour off. I'm having a...a female problem."

"Just an hour? What's the mater?"

"Well, I guess I can tell you this. I just started my period, but I forgot to bring any tampons with me today. Can you believe that? I've never done that before in my life. And I checked with a few of the girls, but nobody had any on hand. So I need to run to the store, and get some. But by the time I get there, I'm sure my panties will be dirty, so I'll need to go home, or buy a new emergency pair. So I might be gone a couple of hours. I know the Bidwell report is due by 1:00, but I need to take care of this."

Kevin looked at her, and even under the layer of foundation on his face, you could see him blush.

"This is embarrassing to tell you" he said, reaching into his desk drawer, "but my wife was here with me one day, and she left some of these in my desk. I keep meaning to take them home, but I always forget. So why don't you take a few?"

He handed her three tampons.

"Oh sir, you're a lifesaver! I've never had a boss so understanding of female problems, nor one who would have tampons on hand for me, to save the day. You're my hero."

 

Kevin breathed a huge sigh of relief when she left. The report would get done on time now, and he was a hero to his favorite secretary. Between that and the way they were all treating him so much nicer these days, even inviting him with them to lunch, he decided that perhaps all that Mistress Nina had done to him so far hadn't been all that bad.

* * *

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

The time has come for you to start painting your nails with a color. I have selected a very light

pink for you, so that it will hardly be noticeable. You will apply it immediately, and whenever your nails

need touching up. They are growing out nicely, and soon you will be ready for your first manicure. You

will find the package with the nail polish in the mail at work today.

Your hair is also growing out nicely, but it is time for a haircut. Attached is a picture. Today,

you will go to a beauty salon (not a barbershop!), and you will show them the picture I have attached.

You will tell them to style your hair that way.

Because your ears are covered now, nobody will notice when you go to the jewelry store,

get your ears pierced, and put in a pair of diamond studs. You will do this all today, and send me

the pictures by 6:00. You had better get moving now, slave.

Mistress Nina

----------

 

Kevin didn't like this one bit. But his hair was getting a little shaggy, and it was in need of getting cut. And it was true that it would cover his ears completely, so nobody would notice that he had earrings in. Lots of guys got their ears pierced these days anyway, so perhaps that wasn't so bad.

Jenna brought him the mail, which included a package. He opened it, and stared at the bottle of pink nailpolish. There was also a ring in the package, bug enough to go around his pinkie. Mistress Nina hadn't mentioned anything about a ring, but he knew that she would want it on his finger.

He went out to the mall, found the hair salon, and got his hair cut as he had been instructed. When the stylist was done, he didn't look too bad he decided. It wasn't quite a feminine style, and it could pass as a man's hair. He went to the jewelry store, picked out diamond stud earrings, and got them put in. He felt like everyone was staring at him as he walked down the aisle of the mall.

Other than his tie and his jacket, everything he had one was women's clothes. So far, the women in the office were telling him that he had a wonderful fashion sense, and that he looked very good. But how long would that go on for? When would they start to tell him that he looked as though he was dressing like a woman?

He went back to the office, painted his nails, took pictures, and sent it all to Mistress Nina.

* * *

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

I'm so glad you liked the ring I bought for you. Since you are so fond of jewelry,

I have decided that from now on you will wear the pretty necklace which you will receive

in the mail at work today, along with the bracelets I bought you. Also note that in the

same package, you will find a women's watch, which you will wear in place of the one

you normally have on.

I am thrilled at your progress so far, and soon you will find that you are ready

to have your progress accelerated greatly. In preparation for this, I want you to go

and find a small apartment for yourself. You will be spending time there in the

future, as you adjust to becoming a woman.

You are in my complete and total control my dear, and you cannot stop

what has already started. I can't wait to see the picture of you with your new jewelry

on, but I want you to do something special for me. You will take a picture as usual,

but I want you to remove your jacket, so I can see everything clearly. Also, you will

ask your secretary to pose along with you. I want to see what she looks like,

because I may want to include her in my future plans, as I turn you into more and

more of a woman. Tell me all about her when you send the photo.

You will obey. You are mine, and you have no choice. You *must* do

my bidding. You belong to me, and you are my slave.

Mistress Nina

----------

 

Kevin trembled as he replaced his Rolex watch with an elegant lady's watch, with a thin narrow band, and a tiny little face. Why were women's watches so small? That made the time hard to read! He also put on the pretty silver necklace with silver heart at the end of the chain, and the bracelet. He felt completely out of control.

"Jenna, will you come in here please?" he said on the phone.

"Sure thing sir."

"I know this sounds strange, but I want to take a picture of myself, with you in it."

"Sure thing sir. Not a problem."

She pretended not to notice his jewelry, or the bra which was clearly visible under his silk blouse. Today, he had on women's pants with quite a flare at the bottom, and the boots with the pointy toe. She could have worn that same outfit, and would have seemed right in place.

 

Kevin sent in the photo, and waited to see what she would have to say. He did as she asked, and described Jenna in great detail, telling her all about his secretary. How fun it was for Jenna to ready his reply, and see what he truly thought about her. As she suspected, he thought she had a wonderful body, an intelligent mind, and he really liked being with her. He all but admitted that he wanted her.

She gleefully sent back a reply.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

Your secretary Jenna is lovely indeed, and she will fit in perfect with my plans for you.

She won't even realize that she is helping *me*, she will think that what she is doing is for

*your* benefit.

You will call her into your office immediately, and tell her that there is to be a change

in your relationship with her. From now on, you are to show respect to her, as you would to

me. In private, you are to call her Ms. Moore. You will offer to bring her coffee every morning,

and you will show your obedience to me by serving her, and doing her bidding, should she

ever ask anything of you.

Do this now, slave.

Mistress Nina

----------

 

Jenna smiled when Kevin poked his head out of his office, and called her in.

"Jenna, I have not been the best of bosses to you all the time" he said. "And from now on, I want you to know that I have seen the error of my ways. I want to show this to you, so I can prove that I am a changed man. So from now on, when we are in private, I will be calling you Ms. Moore. And I promise to you, that I will do anything you ask of me. Anything."

"Thank you sir" she said.

"I don't think you should call me that anymore. Just Kevin will do."

"Why thank you Kevin."

"Not a problem, Ms. Moore."

"We had better get back to work. The quarterly numbers are due" she said.

"Yes, I agree. Thank you for being so understanding."

 

The next day, all of the secretaries in the pool smiled broadly as Kevin carried a cup of hot coffee, and placed it on Jenna's desk. For years, she had been bringing *him* coffee. Now he did it for her.

 

Kevin found his apartment, as he had been instructed, and he started to rent it. When he informed Mistress Nina of this, she told him to expect a few packages there, with many new clothes for his future female wardrobe. She told him to hang them up, and make the place look nice.

A few days later, she wrote to him.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

The pictures of your new apartment are wonderful. Just what I had pictured for you.

You will begin to stay there one night a week for now, starting tonight. As you noticed, all

of the clothes in your closet are very feminine and sexy. When at your apartment, you will

wear them, so that you get used to it.

Tonight, you will take a picture of yourself in your new apartment, wearing a skirt,

a cami top, the new large fake boobs I sent you, and high heels shoes. You will go around

in that outfit all night, until you are ready for bed, at which time you will change into the

pink nightie I bought you, with the lacy trim. You need to get used to wearing clothes

like these, because they are your future. But if you are good, I won't make you wear

them in public.

I look forward to the pictures,

Mistress Nina

----------

 

This was all part of Jenna's plan. Get him wearing *very* feminine outfits in private. That way, the new ones she was buying for him wouldn't seem quite as bad. After wearing six inch stiletto heels, the three inch heels she was going to buy for him wouldn't seem that bad. After being in skirts and skimpy tops, his new blouses with bright colors, floral patterns and stitching wouldn't seem quite as bad either. And after wearing the size C breast forms around his apartment all day, the B cup sized ones would seem small when she made him wear them to work.

It was time for him to start wearing light blush to work, and to pluck his eyebrows. She instructed for him to do this, along with practicing a female voice when he was alone at home or in his new apartment. Soon she was ready for the time when "Nina" was going to bring Jenna into the picture more, to help Kevin with his transition to womanhood.

It was so fun for her to have him call her "Ms. Moore" when they were alone, or to have him always bring her coffee. She decided to test him once.

"Kevin?" she said, as she stuck her head into his office.

"Yes Ms. Moore?" he replied.

"Be a dear. After lunch, run to the store and pick up a box of maxipads for me. I just ran out, and I don't want a repeat of the little incident we had before. If I'm not there, just put them on my desk."

"Sure Ms. Moore" he said.

 

Jenna was pleased that an hour later, a box of maxipads was on her desk, as instructed. This proved that he had become very pliable, and would be willing to do what she said. She could now act as the proxy for Mistress Nina, and he would obey her. The time was right to move him to the next stage.

* * *

 

"Those are very stylish reading glasses."

"Thank you Ms. Moore" said a beleaguered Kevin. Mistress Nina had just told him that he needed to use his new reading glasses, which were a frame style designed for women. He hoped that she didn't spot the darker shade of pink nailpolish that he was wearing. Perhaps because she got so used to seeing him with the light pink color, this new shade wasn't that different, and she wouldn't notice.

What he was about to tell her was very hard for him to say. It would be something fun for the office, and all the girls would love him for it. But it would be very embarrassing for him to do.

"Ms. Moore, could you please get all of the girls in the secretarial pool to meet in room 12C, along with the staff who report directly to me?"

"Sure thing Kevin" she said. "And I wanted to thank you again for buying me those maxipads the other day. How much do I owe you for them?"

"Oh, don't worry about it" he said, eager not to talk about it again.

"Thank you Kevin! You really are becoming a friend."

 

When everyone was assembled in the conference room, Kevin spoke.

"I am introducing a new policy for the office: casual Friday. No ties, no jackets, no formal shoes. Now before you all get too excited, there *are* some limits. Nothing too racy or too skimpy! And there is a catch. In order to participate, you have to buy your way in. It costs $5 per month, with all of the money going to a charity."

"Which charity?" asked Betsy.

"We will rotate. The first month is for the battered women's shelter. You can all help choose who we'll donate to next month."

Now Kevin had to say something that Mistress Nina had told him: "To get things off in the right spirit, I will be the first."

He put a five dollar bill on the table, and removed his jacket and tie. There was a round of applause. Everyone loved the idea. And to a person, by the end of the day they had all contributed their money. But now Kevin was exposed, unable to hide behind his jacket. He was wearing a blouse in plain sight, along with a bra underneath which contained B cup breast forms.

But surprisingly, he didn't get any negative comments on how he was dressed. In fact, the girls all made a big fuss over him.

"I like your outfit sir" said Betsy. "Very trendy."

"I'd like you all to stop calling me 'sir' he said to the girls, precisely as Mistress Nina had instructed. "From now on, you can just call me Kevin. I want you to think of me as one of you, not your boss."

The all looked at each other in astonishment. Six months ago, such a statement from Kevin would have been impossible to imagine.

"Oh, we will sir...I mean Kevin" said Annette.

* * *

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

Casual Friday is quite a hit, from what I can see. You will set a good

example tomorrow, by wearing a new outfit that has arrived for you at your

apartment. You will wear it into the office tomorrow.

In addition, it is time for you to try some darker lipstick, and you are ready

for eyeliner. Nothing drastic, just something light. You will practice putting it on

at your apartment tonight.

Mistress Nina

----------

 

Kevin went to his apartment, where he was now spending a couple of nights every week, at Mistress Nina's insistence. He looked at the box which had arrived in the mail, put it on his bed, and looked inside. There was a whole new outfit for him.

First, there was a pair black flats, which didn't look too bad. And there was a pair of khaki pants. The label said that they were capris, but he didn't know what that meant. The top was a black turtleneck, with long sleeves, and somewhat frilly cuffs at the ends of the arms. He looked at it, and it seemed too short in the torso.

He tried it on, and immediately didn't like it. It made his boobs seem bigger somehow, being so tight on him, and it barely came down to where his pants were. If he sat wrong, it would expose his belly button. And just as bad, the pants were too short on him. They left the bottom of his leg exposed! They were tight, and form fitting. Looking in the mirror, with his ever lengthening hair, the light makeup he now wore, including the new darker lipstick and the eyeliner, he felt like he had crossed a line. He felt like he didn't know whether he was seeing a man in the mirror, or a woman.

This made him feel *so* weak. So out of control in his life. Mistress Nina was dominating his life now, controlling every aspect of it. She was forcing him to become something he didn't want to be. Yet, he had brought this all on himself, with his desire to be dominated and controlled by a woman. This was all his fault, and he had done this to himself.

He sighed. Tomorrow at the office would be very embarrassing.

 

Imagine his surprise when all of the girls at the office made a big fuss over him, and told him how wonderful he looked!

"I must say Kevin, you have quite a flare for fashion" said Betsy. "You look wonderful. I wish my husband dressed as well as you do."

"Oh yes" piped in Annette. "I mean, my husband would have worn jeans and a T-shirt on a casual day at the office, not something as flattering as you have on."

"Listen" said Betsy, "the girls are all going out to lunch today, and we'd like for you to join us. You told us to think of you as one of us, and we would like it very much if you did come with us. What do you say?"

"Sure" he replied. He had been out to lunch with them before, and it had been pretty fun, actually.

"Why don't you call them, and make a reservation?" said Jenna.

"Sure" he said. "Is there anything else I can do for you?"

"No, that will be all for now."

 

Kevin drove with Jenna again, as usual. They pulled into the parking lot, and went to the table where the others were already seated. The waiter came around, and took everyone's orders.

"And how about you Miss? Would you like to try our special today?"

Kevin was stunned. The waiter thought he was a woman! He didn't know what to say, so he just ordered his salad and iced tea, ignoring the comment. Jenna acted like she hadn't heard anything out of the ordinary, and he didn't want to discuss it, so he let it drop.

"Kevin" said Jenna, as they headed towards the parking lot, "I always wanted to see what its like to drive a BMW. Would you mind if I drove us back to the office?"

"No problem Ms. Moore" he said. "Here's the keys."

She pushed the button to unlock the doors, then walked around to hold the passenger door open for him. He got in, and she shut it for him. Just like you would do for a woman. Jenna drove them back to the office, then gave him the keys.

"That was fun!" she said. "I'd like to drive again next time."

"Any time you would like Ms. Moore" he said.

 

Back at the office, soon after lunch, Kevin received an email.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

How was lunch with the girls? Did you have a fun time? Tell me all about it.

Mistress Nina

----------

 

He told her about how he had fun, but it was disturbing that the waiter called him 'Miss'. He also told her how he let Jenna drive, and how it made him feel like a woman to have her hold the door for him like that. Soon, he received a reply message.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

Wonderful! I am delighted that people are starting to mistake you for a woman. Your

progress has been delightful to watch. As you become more and more feminine, you become

more and more *mine*. Every minute of every day, you are constantly reminded now, how you

are becoming a woman. You cannot escape it. It is all around you, at all times.

To celebrate this milestone in your feminization, you will take your secretary to a

nice jewelry store, and you will let her pick out something nice for herself. Then you will ask

her to find some pretty dangling earrings for *you*, and you will wear them back to the

office. And from now on, when you ride together, she drives.

You are also ready for larger breast forms full time, so you will start to wear your

C cups to work. A new pair of D cups will arrive at your apartment, for you to wear when

you are there.

Lastly, you will ask your secretary if you can borrow her mascara, and you will

have her help you put it on. Then you will go to a store tonight, and buy a supply of it

for yourself. You will need the supply, because you will start wearing it every day,

along with your other cosmetics. Keep a spare in your purse, if you ever need to

have a touchup.

I'm sure you will be a good obedient slave, so that I do not have to punish you.

Mistress Nina

----------

 

Several times, Mistress Nina had threatened him that she was going to start involving Jenna with her plans. It was going to be very scary for him to do this, but he had no choice. He asked her to come with him on an errand, and

gave her his car keys.

"Where are we going?" she asked, innocently.

"West Falls Mall."

"That's rather high-end, isn't it?" she replied.

"Yes it is. Please drive us there, Ms. Moore."

 

Soon, the arrived at the mall, where valet parking was offered.

"Ladies" said the valet, as he opened the doors for Jenna and Kevin. Kevin *hated* being mistaken for a woman, and it was only going to get worse after today. But he didn't dare refuse her orders. He would lose everything if he did.

He led Jenna to the jewelry store, and told her to pick something nice out for herself.

"Oh no Kevin. I can't do that" she said. "Are you trying to get me to go to bed with your or something?"

"No, nothing like that Ms. Moore" he said. "I just want you to be happy, and I have more money than I could ever spend. You will really be doing me a favor, if you picked out something ice for yourself."

After a little more urging, Jenna began looking over everything, finally deciding on a little ring with a bright red ruby and two diamond chips. It wasn't all that expensive, and she told him she'd feel bad if she chose something like the diamond tennis bracelet.

"And now I need your help" he said. "I need a pair of earrings. Something fashionable, and dangling."

"Okay..." she replied, acting surprised to hear that. She scanned everything, until she found just the right pair. Sterling silver, with diamonds.

"Would you like those wrapped?" asked the saleslady.

"No, I'll wear them" said Kevin.

"You have your ears pierced?" said Jenna, when the saleslady was out of earshot. "I didn't realize that!"

"Oh yes, for quite some time" he said.

The saleslady returned, rang up the sale, and helped Kevin put the new earrings in. As he moved, he felt them jiggle, which was quite uncomfortable of a feeling. He felt like everyone was staring at him, checking him out, as he walked through the mall. It never occurred to him that he used to do the same thing to all the girls when *he* was at the mall. Nor did it occur to him that women always scope each other's clothes out. So in fact, everyone *was* starting at him, but then, they did that to all the women in the mall.

When the returned to the office (with Jenna driving of course), Kevin asked her into his office.

"Ms. Moore, do you have some mascara I can borrow? I forgot mine" he said.

"Sure honey" she replied, going back to her desk. She returned, and handed it to him.

"I'm not very good at putting it on" he said.

She was glad to help, and showed him how to apply it to his eyes.

"You'll need eye makeup remover to get it off" she said, "if you don't have any of that."

"How do I look?" he asked, with trepidation.

"You look wonderful honey" she said, smiling broadly.

 

The girls in the office all loved the new pictures Kevin sent out, with the long earrings showing, and the mascara on his face. Annette was keeping a scrapbook, with his steady progress. He was looking more and more like a woman every day.

* * *

 

On Monday, when Kevin came into the office, he was wearing his C cup breast forms. All weekend, he had been wearing D's, so they didn't feel all that bad. But there was no hiding the gentle rise in his blouse now. He picked the loosest blouse he had, so they wouldn't show so much, but it looked terrible with a tie and jacket. So he ditched those all together.

He was wearing foundation, blush, lipstick, eyeliner and mascara. It was taking him longer and longer each morning to prepare for work! He had to touch up his nails, and remember to put on perfume. It was a lot of work making himself look pretty each day. He started to gain a new appreciation for the women in the office who did all that and more, every day.

He went to open his email, and of course, there was one from Mistress Nina for him. He trembled as he read it. And then he had to reread it twice, to make sure he really read what it told him.

 

----------

To: Kevin.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Kevin,

You are becoming a very pretty woman. I am remaking you in my image, and

turning you into a full female. You are being erased. You are becoming an image of

*me*. And you cannot stop it.

I have contacted your secretary over the weekend, and told her of my plans

for you. She was very supportive of you, and defended you. But it was very easy

for me to bring her under my control, and now she is mine as well. She will do

my bidding, without question, without hesitation.

She is like you now, a person without a will of her own. She belongs to me,

and she is dedicated to helping you become a woman, because I have made that

her mission in life.

So you no longer need hold secrets with her. She knows all about you, how

you are a slave to me, and how I am turning you into a woman. She will bring you

your tasks for today.

Mistress Nina

----------

 

A few minutes later, Jenna walked into his office.

"Close the blinds" she said sternly. "And sit down."

He sat, but she remained standing, so that he was looking up at her. He felt so weak, so powerless. He didn't feel like he was a man anymore. He had been stripped of all that.

"Jenna..." he started.

"That Ms. Moore to you" she replied.

"I'm sorry. Ms Moore. I heard...Nina..."

"I belong to Mistress Nina now" said Jenna. "I am hers, and I will do her bidding. I am here to help her with her goal, which is to turn you into one of us."

"A woman" said Kevin.

"A secretary" she replied.

"What?"

"Mistress Nina's instructions to me were to complete your feminization, and to help you begin your transition in careers. You will not just be one of the girls in the office; you will be a secretary."

Kevin was shocked. He was in line to make senior VP. He didn't want to become a secretary! But there was nothing he could do. He felt so weak, so used. Mistress Nina was strong enough to have ensnared Jenna too he though, and there was no hope of him getting out of his situation.

"Give me the keys to your car" she said, which he did.

"These are the keys to my five year old Honda. It is yours now. Tomorrow, we will sign our cars over to each other. You are to drive my Honda from now on."

Kevin was shocked. Jenna liked his black BMW, but now he was going to have to *give* it to her. Just a few days ago, she had been shy about accepting a $200 ring. Now she was willing to take his car without flinching. This made him realize even more how strong Mistress Nina must be.

"From now on, when we are in private" she said, "your name is Linda, with an 'I'. I am to treat you like a woman now, and Mistress Nina says that you need a woman's name now. Tell me your new name, Linda."

"I am Linda" he whispered.

"Louder. In the feminine voice you have been practicing."

"I am Linda" he said in a voice, which was not quite feminine, but a lot less manly than his normal voice.

"Mistress Nina said to tell you that from now on, you will always use your female voice. Always."

Kevin blushed bright red.

"Now take out your purse" she said.

"My purse?"

"Mistress Nina told me all about it. Take it out."

He opened his desk drawer, and pulled out his purse.

"Stand up, and put it over your shoulder" she said.

"What?"

"Do I need to report to Mistress Nina that you are being disobedient? I have felt the wrath of her punishment, and I recommend that you do as I say, so that you don't get punished yourself."

Kevin stood up, although his head was down in shame. He put the purse strap over his shoulder.

"Keep your head up Linda" said Jenna. "You need to work on your posture. Shoulders back, and stick out your chest. There, that's better. Now come with me."

"Where are we going?" he asked.

"To the hair salon."

 

Kevin walked behind Jenna through the office. As instructed, the girls hardly gave him a glance, acting as if it was normal for him to be carrying a purse. He was relieved when the got to the black BMW.

"This is my car now" she said. "You will sign the papers to make it official."

"Yes" he said, not daring to argue with her. She held the passenger door open for him again.

 

They drove to a hair salon located on the west side of town. They walked in, and the scent of mixed perfumes, hair conditioners, nail polish, and other chemical smells permeated the air.

"Hello ladies" said the receptionist. "What are we here for today?"

"The works" said Jenna. "Here is a picture of how Linda wants her hair done."

The picture showed a woman with long wavy hair, which looked very full and very sexy.

"Does she want the blonde highlights?"

"Of course. She also wants to get her eyebrows waxed, a full manicure, and pedicure."

"Very good. Linda, if you'll come with me, I'll introduce you to your stylist."

 

The receptionist came back to Jenna, who told her what *she* wanted done to herself. She had a relaxing massage, a manicure and a pedicure, along with a hair trim, since her bangs were getting too long.

 

When at long last 'Linda' was done, Jenna smiled broadly. Kevin's long hair was now wavy and full, with blonde highlights. It was styled so that you could really see the earrings dangling below his earlobes. His eyebrows were now just a thin line, well trimmed, tapering down as the moved to the outside. His nails were perfectly shaped, and painted in a plum color.

"I decided that we both want full makeovers" said Jenna.

"Certainly Miss" said the receptionist, who led them to the makeup artist. Kevin squirmed as the man started by taking off all of his makeup, and then began a full application. When it was done, his lips were full, luscious and dark red colored. Deep colored blush made his face look like it had cheekbones. His eyes looked wide and seductive, with all the colors, the liner, and the thick mascara. He looked even more like a woman now.

"Mistress said to take you shopping for cosmetics next" she whispered into his ear, "because you will wear full makeup like this, every day from now on."

 

After he paid for it all with his credit card, they went to a shoe store, where they both bough a new pair of high heel shoes. Then they went to the department store at the end of the mall, where Jenna selected which cosmetics he was to own from then on. She also bought a new perfume for him, which when applied, was much stronger than the one he was used to wearing.

 

"What now?" he asked.

"Back to work for you."

He walked back into the office, wearing high heel shoes, full makeup, pretty hair style, and a purse slung over his shoulder. Not one of the people in the office made any comment at all. Soon, his picture was on all of their computers.

* * *

 

When work was over, Jenna told Kevin to get into her Honda, and to drive to his apartment. Once there, she told him to show her around. She went to the clothing rack, and dug through it until she picked out just the right outfit. It was a navy blue women's business suit, with a knee high skirt. Along with that, she picked out dark pantyhose, and a frilly white blouse. She picked out a pair of high heels with very pointy toes, very strappy and feminine.

"You will wear this to work tomorrow" she said commandingly. "Now where do you keep your breast forms?"

"In this drawer here" he said, showing them to her.

"From now on, you will wear your D cups. At least, until your real breasts grow in."

"Real breasts?" he said.

"Yes. Mistress said that once you become a secretary, I am to ensure that you start on female hormones. They will make your boobs grow, and help to remold your mind. She said that you might require implants, if you don't fill out your bra fast enough. Soon, you will have real boobs of your own."

Kevin looked like he wanted to cry. His world was crumbling.

"Mistress Nina has contacted your wife as well, and she has filed for divorce. She is going to keep the house and most of your money, so this is your home now. You will live here full time."

Kevin was stunned. He had lost his wife and his house? A feeling of utter dread fell upon him.

 

"While you were out having your hair done, Becky delivered your official resignation as VP. I have been signing documents on your behalf for so long, nobody will be able to tell that it was actually *I* who signed it."

"What am I going to do?" he said, in a panic.

"We worked things out for you. Tomorrow, you will report to work as one of the secretaries. Annette is the senior secretary on staff, so you will report to her, as I do."

"Oh no..." said Kevin.

"From now on, you are Linda. Your company profile says you are female. You are a woman. You will dress as a woman full time, wear makeup, carry a purse, and even start taking female hormones. You are a woman now Linda. You are now a woman."

* * *

 

The next day, Kevin went into work wearing a skirt for the first time. From head to toe, he looked like a woman. At first, he started towards his office, but Jenna reminded him that he was a secretary now.

"You will sit here, between Annette and I" she said. "Isn't that wonderful?"

He took his seat, while the girls all gathered around to greet him as Linda, and to tell him how pretty he was, and what a good secretary he was going to make. Betsy took a picture of him, and sent it around, so that Annette could complete her album, documenting his gradual change from high powered male VP, to lowly female secretary.

"Now Linda, you are the new girl on the team here" said Annette. "I will be your supervisor, and you will report to me in all things. Since you are the new girl here, that means that you will assist all of us. You will do our filing, our busy work, and whatever we ask of you. Being the new girl, you'll also be the one that gets us coffee, runs our errands, and does whatever we need. Some day when we hire the next girl, you'll move a notch up the totem pole. But for now, you are basically a filing clerk and an intern."

Kevin watched helplessly, as they took his name off the door from his former office. He watched as they put a new name on it: Fracine Billington. Even his VP post had been replaced by a woman. She came over to introduce herself.

"Hello Linda" she said. "I have been briefed on your background and your situation. Because you know my job so well, I am going to look to you for help frequently. I may send you on errands, and have you do special things for me. But unfortunately for you, with our positions, *I* will get all the credit for your hard work. But such is the life of a secretary. Now please go pull the files listed here for me, and then go bring me a coffee."

"Sure thing Miss Billington" he said, feeling so low to have all women ordering him around. Not long ago, he had been king of his domain, with women all running do to *his* bidding. Now he was there in a dress, forced to obey them all. He needed his job now, having lost everything in his divorce. He couldn't afford not to do what he was told at work.

* * *

 

In the afternoon, Kevin opened up his email.

 

----------

To: Linda.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Slave Linda,

I am glad to see how your transition to womanhood is going. It is important for you to

understand a few things in your mind. First of all, you are still my slave, and you will always be.

While I can no longer hold the threat of blackmail over you, you know it in your heart that you

love to be controlled by women, and you still want to serve and please me.

In a way, I have given you paradise. Your entire life is run by women now, from your

boss to your supervisor, to Jenna, who will still act on my behalf when I need help. So now

you have the life you always wanted! You are fully controlled by women at all times!

But do not despair, my sweet slave. Your journey is not complete yet. Although

you now live a woman's life, and you now look like you are one of us, you still have a very

long way to go. This afternoon, Jenna will give you your first dose of female hormones, so

that you can begin the next phase of your transition into womanhood.

The hormones will alter your body. Your skin will become soft and smooth. You will

get curves. Your boobs will begin to grow. In a few months, I may give Jenna money, so that

you can go out and get implants, so that you're not so flat-chested. I want you to be a

busty girl.

And by the end of the year, when I think the time is right, you will begin your surgeries,

so that you can become a woman for real. You will have a new gender assigned to you, and you

will be a woman, for real.

Mistress Nina

----------

 

 

When Jenna handed Kevin the disk of birth control pills, he didn't need to be told to start taking them. She gave him a glass of water, and he took the little pink pill, starting him on his physical transition into become a woman, for real.

He signed his BMW over to her, and he signed the papers officially changing his name to 'Linda'. He signed the forms so that even the State would recognize him as a woman. He would get a new driver's license, with his womanly imagine for the picture, and 'F' marked under 'gender'. Jenna coordinated it all, so that he only had to sign the things she presented to him.

What Mistress Nina said was true. His life was now all about serving women. From his position as the lowliest secretary in the pool, to his supervisor, to his boss, he was under orders from women all day long at work. He lived in a woman's apartment. He was taking female hormones. His life was ruled by women now.

* * *

 

----------

To: Linda.McAbee@MegaCorp.com

From: MistressNina@freemail.com

Dearest Linda,

Jenna informed me that you have been taking your hormone pills, like a good girl.

I am glad that you have decided to join us in true womanhood. I look forward to the day

when you truly accept it, and you begin to think of *yourself* as a woman. Until then,

Jenna is available to help you with any problems you may run into, during your

transition. I know that becoming a woman is a difficult process, and there are many

hurdles left for you to face. But all will be right soon. Soon, you will truly be one of *us*.

Mistress Nina

----------

 

Inside, Kevin had given up. His former life was gone, and all that he could do now was to accept his fate, and allow events to unfold as they might. He accepted the fact that he was becoming a woman, in every sense of the word, and he no longer fought it. It would take some time, years in fact, before he truly thought of himself as female. But every day, he moved further and further towards the end point.

Jenna became Linda's best friend, helping her as she struggled with the subtitles of being female. Jenna helped her learn what to do in social situations, how to talk, how to listen. At Jenna's suggestion, Linda took up ballet to learn grace, and enrolled in finishing school, to learn proper feminine manners, postures and how to carry herself as a girl.

Soon, after seeing a doctor (with Jenna by her side to provide support), Linda found herself on female hormone replacement therapy, along with her birth control pills. With all of the female hormones flowing through Linda's bloodstream, she was slowly but surely being turned female. She read how estrogen effected the brain, and how she would soon be thinking like a girl does. Some day, she might even start to like men. It was too exciting and scary all at once. By then Linda knew in her heart, that one day she would wake up, and be fully female. She was well on her way towards true femininity.

 

The End.

  

  

  

*********************************************
© 2004 by Jennifer White. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, and compilation design) may be printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without the express written consent of StorySite and the copyright holder.