The Competition

By Pamela

(pamelapamela@hotmail.com)

I’m, Greg Meekman, an assistant director for point-of-purchase advertising at IYF, Inc. – one of the largest advertising companies in the world. My job is coequal with that of Alice Bow and the two of us work under Catherine Chase, who was just brought in as the head of our division under a corporate realignment and merger.

I’m a pretty nice guy. Single, fairly ambitious, and reasonably good at what I do. If I’d been alive in the sixties I would have been a hippie. I like working at IYF because of its relaxed corporate culture. Creativity is rewarded and considered more important than following a rigid structure. I keep my hair pretty long and otherwise maintain a relaxed demeanor which helps to keep my staff comfortable, respected, and motivated.

Alice is a more or less feminine woman preferring flouncy dresses, stockings, and high heels. She rarely wears slacks to work. She’s as skilled as I am, but unfortunately she’s two-faced. To the upper management she’s respectful and courteous, even flirty, to everyone below her she’s unsympathetic, haughty, and critical. To me she’s neutral. Her attitude has caused most of the staff to despise her – they don’t like being talked down to and endlessly criticized for bullshit reasons. I wish I knew why Alice was so mean to some very nice people – especially why she has to belittle them – but it is what it is and there’s nothing I can do about it.

Our boss, Catherine Chase, is a whole other story. She’s a woman of supreme self-confidence, talent, and ambition. From the moment she arrived she’s been a beehive of directives and assignments that have kept us all unusually busy. By appearance she’s a conservative dresser: tailored almost masculine looking pant suits. Yet it’s not hard to guess that she’s an extraordinarily sexy woman if one were to peek inside her clothes.

The secretary that accompanies Catherine’s position, Madge, is a close friend of mine. She’s an older woman with a great sense of humor. From the beginning we clicked and more than anyone else in the company she has my back! I’ve relied on her for years to keep me informed of what the big boss is up to. Since Catherine has taken charge, Madge has tipped me off about how much a stickler Catherine is for accuracy and precision. She’s counseled me to obey Catherine’s instructions to the letter if I want to avoid her criticism or worse.

Unfortunately, I found out the hard way how true that was. With one day lead time, Catherine asked Alice and I to give her reports on the different accounts in our portfolios. It was a great deal of work – including staying late into the night - and I decided after I had done a good chunk of the work to call it quits and go home.

The next morning at a meeting in Catherine’s office Catherine thanked Alice for her report and flipped through it assessing her work. “Very good, Alice, very good. Now, Greg, let me see yours.” I handed her what I had finished thus far and she tossed it back to me. “This isn’t what I asked for.”

“I realize … but you see it was late last night and I …”

“When I ask you for something, Greg, it’s not really asking – it’s telling you. Obey my orders and you’ll remain on my good side. If you don’t obey, then your life at the company will become difficult and brief.

“Yes, Catherine. I’m sorry.”

Catherine looked at me severely and said, “It’s ‘yes, Ms. Chase.’”

“I’m sorry. Yes, Ms. Chase.” Catherine gazed fixedly at my eyes. Her eyes were beautiful but with a steely glint to them. I wanted to look away but couldn’t. I was under her power and would have to wait until she released me from her spell. When she finally looked away I gathered up my things and fled her office.

***

Later Madge said, “I told you so, Greg. You should have listened to me. My guess is that Catherine will give you a pass on this screw up. Just don’t do it again.”

“You’re right. I’m an idiot!”

“No argument there,” Madge said and laughed.

Her face turned serious and she said, “You’re going to be hearing later today from upper management that your position is being downsized. You and Alice are going to have to compete against each other for the one remaining job. It’s the Hunger Games for you two.”

“That doesn’t sound good.”

“It’s not.”

“Oh no! If I lose my job I won’t be able to afford the monthly payment for my new condo!”

“That means you have to win against Alice.”

“I could lose everything! My life savings! I could end up on the street!”

“Greg, you’re not listening to me,” Madge said. “You haven’t yet lost to Alice, and you have every opportunity to win against her.”

“How? She’s as talented as I am at her job, plus I’ve already screwed things up with Catherine. How will I ever win?”

“Calm down, Greg,” Madge said. “You sound like a hysterical woman seeing a mouse. Get a hold of yourself. We have to put our heads together and think about how we can get Catherine to choose you. All is not lost until it actually is!”

“You’re right, Madge. Sorry. I’m prone to panicking in stressful situations.”

“You know as well as I do how unsufferable Alice is to people like me. You’ll be doing us all a favor if you win the competition. I imagine that most of the office will be behind you, hoping that you succeed. Alice is likely to be doing everything in her power to make sure you don’t get the job, so we have to be serious and dedicated in our efforts to get you to be the winner.”

“I guess I’m willing to give it a try!”

“Actually, there’s one more tidbit about Catherine that you should know. It affects Alice and you equally. It turns out from getting to know Catherine at a personal level that she’s gay. Actually, her passion is being a dom to submissive women. That is her major kink. She has a weakness for relationships with pretty, feminine, subs. She loves seducing and controlling them. She loves to see them begging her for attention and wanting to serve her.”

“Oh great. I have no chance! Why do you think this affects Alice the same as me? At least she’s a woman!”

“Alice may be a woman, but she’s not submissive. The point is that doms want submissive subjects. This turns out to be Catherine’s kryptonite. She cannot resist pretty young things that she can dominate.”

“I don’t understand how that relates to me,” I said.

“If we can sell you to Catherine as being a cute, submissive woman who desperately wants to be her sub, then there’s no way that Catherine could pass you up. She’ll have to select you. Alice will be oblivious to this side of Catherine, and even though she’s a woman she won’t act submissive or allow Catherine to dominate her in this way. You’ll have a surefire opportunity to get Catherine absolutely enthralled by you. She’ll see that you can become her little office plaything. What I’d call her office bitch.”

“I’d be Catherine’s office bitch?”

“Yes, besides assistant director, she’d have a separate relationship with you as dom to sub.”

“What do I have to do as a sub?”

“I think every dom is different. Probably some sexual things, you know, cunnilingus, for example. Who knows what kinks Catherine has.”

“Wouldn’t this all be against company rules!”

Madge laughed. “You know as well as I do that the company rules are only enforced when they want to get rid of or punish someone they don’t like.”

“This is all mind blowing, Madge. I’m not even a woman, yet I’d have to make Catherine see me as if I were a submissive woman. I’d have to have sex of some sort with my boss at her whim. It’s all so crazy.”

“Crazy, yes,” Madge said, “but impossible, no. Let me sleep on it, Greg. I often wake up with great ideas! Maybe I’ll see a way to get you to be the kind of sub that Catherine will not be able to turn away from.”

***

The next day Madge met up with me for lunch at our favorite diner. “Have you thought of anything?” I said. “I’m stumped.

Madge laughed, “I have come up with the perfect solution – only it’s a question as to whether or not you’re willing to do it."

"I’ll do anything. I have to do anything!”

“Okay, Greg. Now the way to be Catherine’s favorite is to train you to be a woman, and then a submissive woman. I can be your coach and I can procure the clothes we need. We’ve got about a month to do this and I think it’s doable so long as you’re willing. The trick will be to convert you publicly so that Catherine, in particular, has a front row seat watching you become ever more feminine. This will build up tension in her that will explode the day she interviews you to keep your job. That day we present you as a perfect, pretty, submissive woman and Catherine will be so flummoxed with desire for you, that she’ll pick you over Alice.”

"You actually think this can work?”

“Yes, Greg. During the night I had a vision of your body passing as a lovely female. You’re definitely the type that could be made into a pretty sub for Catherine to play with. Trust me.”

“I trust you Madge!”

“Think of what we’re doing this way, Greg: haven’t there been times where you’ve seen something in a store, or in an advertisement where you just knew you had to have it? We can make you so adorably subby that Catherine will take one look at you and know she has to have you.”

“Well, okay, though to be honest it seems like an impossibly difficult task to get me to be more feminine and prettier than Alice.”

“As long as you’re brave enough to follow along the path to femininity, then I’m sure you’ll succeed. We’ll feminize you slowly, step by step, noting at each point how Catherine reacts. If for some reason she doesn’t seem to be going along with the changes we make, we’ll abort the mission.”

“So Catherine might not respond to me being more feminine?”

“It’s possible, but my hunch is that she’ll love anything that reduces your masculinity. In her career she’s had to contend with the occasional man blocking her advancement. So she may not be too sympathetic to men in general, but we can hope that femininized men she takes kindly to. They’re men who are acknowledging the superiority of women.”

“But won’t her being gay be a problem? Gay women are not looking for men.”

“But you won’t be just any man. You’ll be femininized and besides, she might have a kink in which she likes that kind of man.”

“Yeah, I guess this is my only hope.”

“True, we haven’t any other plan. We’ll find out soon enough if we can make Catherine warm to you through your femininization.”

“What’s the first step?”

“A couple of blocks away is a jewelry store where we can get your ears pierced. When you come back to the office this afternoon with gold studs in your ears make sure that Catherine sees you. That will give us a quick insight into her reaction.”

“Me with earrings?”

“Yes. It’s a cute step toward femininization that sort of hides in the fact that many men have pierced ears because of a style choice.”

“Well, Madge, I’m going to trust you on this. You’ve never led me astray.”

“I know it’s a big step for you, but I’m convinced it’s both necessary and worth it.”

***

Madge and I went to a jewelry store nearby and a kind saleswoman pierced my ears, put gold studs in them, and gave me instructions for taking care of my ears so they don’t become infected.

Coming back to the office I was self-conscious. I was sure that everyone was noticing my earrings and wondering what had happened to me. As luck would have it, I was summoned by Catherine to a brief afternoon meeting. When I entered her office she looked up at me and smiled. In my peripheral vision I noticed Alice staring fixedly at me.

After the meeting I saw Madge and said, “I think Catherine smiled a little when she saw me. It’s the first smile she’s ever given me.”

“That’s encouraging. I suggest that tomorrow we up the game a bit. I have a necklace and bracelet for you to wear and a corsage of pretty artificial flowers. Between the earrings and the jewelry it should show you off as being seriously interested in femininizing your appearance“

"A corsage?”

“Yes, it’s a pretty, feminine, accessory that will make a statement about your feelings. Men might wear necklaces, bracelets, and earrings, but a corsage is pretty much restricted to women. It’s a significant step forward in removing some of the ambiguity. It will announce to Catherine that you really do have a feminine side.”

“Okay, Madge. If you say so.”

“I do say so.”

Later Alice dropped into my office and asked, “What’s with the earrings, Greg?”

“I’m working to get a jewelry account and wanted to learn firsthand what they’re about,” I said.

Alice laughed, “That’s strange Greg.”

“I agree it’s a bit unconventional but why shouldn’t I see the products I advertise through the eyes of the customers who buy them?”

I didn’t get the feeling that Alice bought into my explanation. Maybe she was already suspicious about what I was up to.

***

The next day Madge met with me in my office first thing in the morning. I put on the bracelet and necklace and she pinned the corsage to the front of my shirt next to my lapel. It was a bit disconcerting to have a cluster of artificial flowers ever present on my chest. Any doubts I had about what I was doing were ameliorated by thinking about my pricey mortgage. Keeping my job was my highest priority.

My new slightly femininized self was greeted by occasional inquiries from coworkers asking what I was up to. My standard reply was: “My portfolio is mostly products of interest to women. It’s about time I familiarized myself with what women experience in their lives.” This seemed to satisfy most everyone’s curiosity, though some gave me looks of disbelief.

Late in the day Madge dropped by my office. “Catherine asked me about you. She saw the corsage and jewelry and was curious. I told her that you want to experience women’s products for yourself. She was surprised but seemed pleased. Here’s the kicker: she said she thought the corsage looked nice on you and that the bracelet was also a nice touch.”

“Holy cow,” I said. “You’re brilliant! This might turn out to be exactly what I need!”

“Let’s pray that it is.”

“So now what?”

“I’m ahead of you Greg. I bought s tailored pink blouse for you to wear tomorrow. Stylistically it’s similar to a man’s dress shirt, but it comes from the women’s department at Macy’s.”

“Wow. Wearing a pink, woman’s blouse to work!”

“With your corsage, of course.”

“Yeah, with my corsage and jewelry.”

“I nice step toward prettifying you!”

“You don’t think I’m moving too fast, do you?”

“No, not at all. Be bold. You’ve got nothing to lose.”

***

The next day I wore the bright pink blouse with Madge’s necklace dangling over my chest, a corsage, and her bracelet on my wrist, I knew that I would be seen as femme – which was the purpose. As a final touch Madge reworked my hair to frame my face.

“Now we’re starting to get there,” Madge said. She held up a mirror. She was right. There was no doubt that my masculinity was becoming a question mark. “In a few days I’ll put some makeup on you. I’ll get you in a pretty white blouse – a blouse that is designed for women. Also, panties and women’s slacks. For that you’ll wear knee highs and some flats. It will be your debut as a woman – though pretty low key.”

***

As Madge said, a few days later she supervised my dressing up in a white blouse that was conspicuously feminine in style with lace trim and delicate pearly buttons. I wore panties and women’s slacks. Madge spent extra time styling my hair into a cute, feminine look. “Remember what I’m doing so you can do it yourself.”

“Yes, Madge.”

“This will be your permanent hairstyle unless you go to a beauty salon and have a professional style it for you. You might want to think about doing that at some point.”

“You’ll suggest one?”

“Sure. You can go to the woman that does my hair. Now I’ll apply some makeup. Concentrate on everything I do. It takes practice to get makeup right so I’ll help you for a few days, but I expect you to graduate to doing it yourself.”

Madge worked on my face. The last step was lipstick that she put on my lips after I puckered them. When she was done I felt like there was a separation between my mind and body. My body had become that of a woman while my mind was still Greg. I felt pressure to force Greg into a more female mindset in order to dissolve the mind body conflict.

“I can’t thank you enough for what you’re doing for me,” I said.

“It’s my pleasure, Greg,” Madge laughed. “It’s like playing with a life-sized doll!”

***

My colleagues, for the most part, took my new look in stride. Alice gave me a double take when she saw me and said, “You look ridiculous, Greg. If you want my advice, stick to being a man – such as it is.” I had to wonder if Alice could see where I was headed and why I was headed there.

Mr. Harry Brown, one of the very big bosses – a level or two above Catherine – rode the elevator with me. I saw his eyes checking me out. “You’re, Greg, aren’t you?” he asked.

“Yeah.”

“Are you transitioning?”

I told him my standard line and he seemed somewhat incredulous.

“In any event you should visit HR. There are company sponsored programs for helping you transition. Getting you hormones, implants, even surgery.”

“Thanks a lot, Mr. Brown. I’ll keep that in mind.”

When I told Madge what Mr. Brown said, she said, “This is very good. It gives us more ammunition to use when we’re going up against Alice. You can allude to a desire to take advantage of the company benefits for your transition. That should help Catherine to take you more seriously.”

“Right, but transitioning sounds like permanent changes to myself.”

“True, there is that. But what is more important? Not taking on some female characteristics vs. keeping your condo?’

“Right. I have to learn to think like that!”

***

Before the end of the day Catherine called me into her office. “I can’t help from noticing a change coming over you, Greg. What’s it all about?”

Her eyes drilled into me. I didn’t know how a person could look so fierce with just their eyes. I felt like this was a Star Wars movie and she could levitate me with her mind if she wanted to. How can one ever get power over a woman like her?

“I was thinking about how I could improve my performance and I realized that I work on selling many products for women: handbags, pantyhose, perfumes, bathing suits, and so on but I don’t really know what women experience with them. So, I’ve decided to immerse myself in femininity to get a firsthand view.”

Catherine laughed until she had to use her handkerchief to dab at her eyes. “Greg, I’ll take your word for it that this is your motivation, but between you and me I don’t believe you. You’ve got something else up your sleeve and that’s okay. I personally don’t object to you imitating women. We’re the superior sex, after all, though don’t quote me on that.”

“Thank you, Ms. Chase.”

“I hope you understand that you and Alice are starting your competition as equals. There’s no prejudice on my part because you’re a man and she’s a woman. So let’s see how you perform in the next few weeks.”

“Yes, Ms. Chase.”

***

The next day I told Madge about my conversation with Catherine. “So Catherine seemingly doesn’t find our strategy to be offensive. It may very well be the right way to get her to prefer you over Alice.”

“You were psychic!”

“Yesterday Catherine told me that she thought you looked cute in your outfit,” Madge said. “She’s enjoying watching your transition. She digs watching you adopt each new aspect of femininity.”

“I’m enjoying the transition myself. Femininity is nice – at least the aspects of being a woman that you’ve taught me and the clothes that you’ve gotten me to wear.”

“I’m glad to hear that because the next thing I want you to wear is a bra. It’ll be visible through the white blouse. One way or another you need to make sure that Catherine sees that you’re wearing a bra. That will likely strike a nerve in her sexual lust. For her, seeing a cute woman in a bra will be a turn on. As time goes on we’ll enhance this aspect of her carnal desire.”

“A bra? I guess that really is a big step.”

Madge laughed. “What did you think was going to happen, Greg? We women wear bras, at least most of us do. At first I imagine you’ll find it strange, but no doubt you’ll learn to take wearing a bra for granted like all women do.”

“Right. So the end game here has me dressed completely like a sexy woman?”

“Yes. You’re going to end up looking like Alice but even more feminine.”

“Wow!

“Yes, wow.”

“Do you think I’ll have to continue to dress like a girl if Catherine chooses me?”

“You mean can you return to being your old Greg?”

“Yeah.”

“I doubt it. I suppose that once Catherine anoints you as her office bitch, she’ll never want to give that up. Reverting back to the old Greg will disappoint her. That could lead to unfortunate consequences for you.”

“I guess there are worse things that could happen to me than being a woman that Catherine preys upon.”

“True, let’s assume her peccadillos are not too weird. They could just be some kissing and feeling you up, or could be some heavy duty sex. Eventually you’ll find out.”

“If I’m lucky!”

“Yes, if you’re lucky.”

***

The next day I put on the lacy white bra that Madge had acquired for me. Even though the bra had DD cups, she put in A cup falsies.

“We’ll start you off as an A cup and gradually work you up to DD. That’s best for letting the office acculturate to your transition. Your appearance with a bra and boobs is enough of a surprise without immediately presenting you as a large bosomed woman!”

“You’re the expert!”

“The bra straps can easily be seen through the back of your blouse and the lace of the cups are hazily visible from the front. Catherine is bound to notice one way or another.”

“Okay, that’ll be good.”

“You know you’re adorable in this outfit. Your small boobs are just noticeable – I mean there’s enough there that Catherine will immediately catch on that you’re growing out your breasts. She’ll love it!”

“I hope so!”

For the most part as I went about my day, the men were bewildered by my wearing a bra, while the women were curious. Three women who work within my group, Sara, Barbara, and Ellen, invited me to join them for lunch in the company cafeteria. “We see you’re wearing a bra,” Sara said. “Now you know what we ladies feel like in our bras.”

“Yes, it should help me make better advertising pitches,” I said.

“Greg, that is such BS, though it is admittedly a nice, fanciful explanation,” Sara said. “What’s the real reason you’re wearing a bra?”

“Yeah,” Barbara said. “Be honest!”

“I wish I could,” I said. “If I tell you it could end up forcing me to leave the company.”

“How? We would never reveal your secret,” Sara said. “Anyway, we think that you’re trying to be a woman in order to compete against Alice for your job.”

The women stared at me, until I decided I had no choice except to trust them. “Okay, but please don’t let Catherine or Alice know what I’m up to!”

“So, it’s true. Being a woman levels the playing field against Alice?” Ellen asked.

“Being a woman is just a piece of it. What I’m aiming for is to take advantage of Catherine’s soft spot for pretty, submissive women. She’s a dom and her passion is lording over subby women. I want to be one of her subs.”

“In other words, you’re hoping that Catherine will see that if she chooses you then she gets her own personal office bitch!” Sara said.

“Yes basically. Madge figured out that this was the best way I could compete against Alice.”

“It’s a brilliant idea,” Ellen said. “Even if Alice knew that being a sub could help her chances for the job, she’d never do it.”

“The only thing is,” Barbara added, “you don’t know what life will be like as Catherine’s bitch.”

“You’re right and that does trouble me to some extent,” I said.

“We’re happy to talk to Madge to see if there’s anything we can do to help,” Barbara said.

“That would be great, thanks,” I said.

“It will be fun to help you become a woman,” Barbara said.

“Definitely,” Ellen and Sara said.

“That’s so kind of you!” I said.

“We’re rooting for you to keep your job!”

***

Later that day Madge said, “Sara, Barbara, and Ellen want to join Team Greg. We’ll all meet with you one evening this week to set up your training regimen. Besides selecting your clothes, we also want to think about how we’ll teach you to be like us – in other words, to think like a woman. Barbara has a dominatrix friend, Mimi, who she’ll bring to the meeting to give you some pointers on how to be ideally submissive from the dom perspective.”

“I can’t thank you all enough.”

“Hopefully we can get Catherine salivating over you.”

***

At the meeting between myself and the ladies, Barbara introduced Mimi to us all. She was an imposing woman not unlike Catherine. “So this is the little subby,” Mimi said, indicating me.

“Yes, Mimi,” Barbara said. “We hope to use your know how to make Greg irresistible to our big boss, Catherine. She’s a dom like you.”

“I’m happy to help.”

“So far we’ve been dressing Greg in women’s clothing at work to help raise Catherine’s interest in Greg as a sexual creature. Thus far a pretty blouse, bra and falsies, slacks, and shoes. Catherine is intrigued by the direction Greg is going which we consider to be a positive sign that our plan is working. I think Madge will soon have Greg show up at work in a dress. Am I right?”

“In a little while,” Madge said. “Right now I’ve got a schedule in which I’m slowly increasing his bust side toward DD. We should get there the week after next. Then we’ll put him in a dress. The gradual change in Greg’s bust should further excite Catherine, we hope. On the day of reckoning we’ll up the ante to the max by putting Greg in a fancy pink dress – one with a little pouf!”

“Yes, that’s about right,” Mimi said. “I can help him with the submissive traits that doms love to see in their subbies.”

“Great,” Madge said.

“Why not start now,” Barbara said.

“Good,” Mimi said. “Ready Greg?”

“Yeah, sure,” I said.

Barbara, Sara, Ellen, and Madge sat on the sofa while Mimi and I sat facing each other on two chairs.

“I should say at the outset that I’m a straight dom and my subs tend to be men, but what I like in a sub shouldn’t be too different than what a lesbian dom wants from her female subs. Greg will have to compensate for his having a dick by making clear to Catherine that there never was a more feminine man than Greg. He’ll be so feminine that she’ll feel little pulses of desire in her pussy. She’ll be irresistibly drawn to the thought of thoroughly dominating him."

"I see what you’re saying,” Barbara said.

“Hopefully we can prepare Greg for whatever Catherine demands from her subbies,” Madge said.

If the truth be told, I was worried where this was going. There was a power in Mimi that scared me and I wondered if I had seen glimpses of the same sort in Catherine. Once I descended into being Catherine’s subby I would be defenseless and entirely at her mercy. It could be permanent servitude until she tired of me – if she ever did.

“First of all, do we have a dress Greg can change into?” Mimi said. “It’ll help us gauge how much he has to learn.”

“Sure, I can find a dress for Greg,” Barbara said. She went to her bedroom and came back with a simple, red, A-line cotton house dress. “I also have a panty and bra for him as well as falsies.”

I took the clothes, went into Barbara’s bedroom, and came back a few minutes later wearing the dress. Looking at the women I found myself unable to see myself as being a man. An innate desire to blend in with them, to become one of them, was rising up to an overpowering crescendo in my mind. It was a feeling I had never had before and it’s power and intensity exhilarated me. It must be the dress, I thought. It offered a pathway for the women’s collective femininity to infect me like a virus – to change me into one of them. We were all women now. There was no room among us for a man.

“Come here woman,” Mimi ordered me and I got up and stood in front of her. Being addressed as ‘woman’ caused a shot of euphoria to run up and down my spine. My hand gestures became distinctly feminine. “Greg, I sense an authenticity to your pose as a woman. That’s exactly what you need to do in order to convince Catherine of your sincere desire to be her girly sub.”

“The dress makes me feel like I’m a woman.”

“That’s very encouraging. Now we need to push you further along in every detail.”

“I don’t feel like Greg right now. Is this to be expected?” I asked.

“It is and it isn’t,” Mimi said. “I’ve had subby men that I order to wear a bra and panty and the next thing you know they’re begging me to put them in a dress. I’ve had others that act like the bra and panty is wearing a hairshirt. It’s a matter of whether or not you have a secret or hidden longing to be a woman.”

“So Greg has a secret yearning to be a woman?” Madge asked.

“It sure looks like that,” Mimi said.

I thought about what they were saying. It dawned on me that I was going to be sad to take off the dress. “When I take the dress off and become Greg again, I’m going to be longing to put the dress back on.”

“I’m glad you feel that way,” Ellen said.

“I agree,” Sara said. “There’s nothing better than being a woman!”

“This is perfect – a fine starting point for Greg to acquire the subtle female attributes that distinguish us from men,” Mimi said. “Catherine’s radar will be noticing any residual masculinity in Greg, so it’s important to work on these things. Let’s use this time for Greg to practice how he’ll comport himself with Catherine.”

“Sure, that’s great,” I said.

“You must remember that Catherine is completely in charge. You have no ego when you’re with her. Doms don’t accept resistance to their commands. In fact, you’re expected to respond instantly without thinking about what she tells you to do. Even if it’s something you don’t like doing, you do it anyway and you do it without hesitation.”

“Like what, for instance?”

“Get on your hands and knees,” Mimi said. Her tone of voice was severe.

I stared at her wondering what I should do until Mimi said, “So much for obedience, Greg. If you were one of my subs, I would have caned you into submission already.” I looked at her sheepishly and she suddenly yelled, “NO THINKING!” causing me to drop onto my hands and knees. I trembled with fear.

Mimi turned to the women and said, “Your Greg is lucky to get this training. He really needs it.”

Mimi walked across the room and turned to face me. “Crawl over here and kiss my shoes!”

I slunk across the floor on my hands and knees and lowered my face to kiss the top of Mimi’s shoe. “Much better, Greg. See? Subs don’t think. They obey without thinking, without hesitation. Catherine will expect her office bitch to be supremely responsive to her demands.”

I lifted my head up to join the conversation and Mimi sharply rebuked me, “Where do you think you’re going? I haven’t told you to stop. Keep loving my shoe!”

Once again I lowered my lips to her shoe and kissed it. A feeling of helplessness descended on me. I felt like I was being forcibly held down in this humiliating position yet it was only words that kept me here. How did Mimi create so much power in so few words? Is this how Catherine will treat me?

I sensed the women watching me kiss Mimi’s shoe. A few minutes ticked by and I felt ever more under Mimi’s control. My mind was shutting down into a passive state listening for a command. She had defeated my ego. My mind and body were owned by Mimi. She could manipulate me any way she wanted now.

“This is incredible, Mimi,” Barbara said. “Greg can’t get up; you’ve obtained total power over him.”

“Deep down in Greg’s psyche he wants a strong woman to control him,” Mimi said. “He might not have realized that before this evening, but now he does. He’s been captured because he wants to be captured whether his conscious mind approves of it or not.”

“So he has to convince Catherine that he wants her to own him?” Sara asked.

“Exactly,” Mimi said. “Once Catherine senses that, Greg will be easy pickings. She’ll know she can turn him into her office bitch. That’s the kind of gift that keeps on giving and she’ll not want to give it up.”

“What do you think she’ll command Greg to do?” Ellen asked.

“If I were Catherine, I’d have Greg licking my pussy whenever I was in the mood. Get him under my desk, lean back, and enjoy his tongue.” Mimi laughed.

“What’s the joke?” Ellen asked.

“Catherine will enjoy making Greg an expert in licking her vagina. Most men are too lazy, impatient, or incompetent to get it right. With Greg, Catherine can go over it and over it until he finally understands what he has to do. He’ll become an expert. I’m a bit envious.”

“My vagina is getting wet thinking about that,” Barbara said.

“I think all our vaginas are reacting the same way!” Madge said, and the women laughed.

“It’s routine for me to get my subs begging me for a chance to suck on my pussy. I enjoy watching grown men beg and the supreme power I have over them.”

“Do you let them suck on you?” Ellen asked.

“Not usually, but sometimes. You see it’s possible for a subby to do something for me that deserves a special reward. So I might let him suck on my cunt for a while. You can’t imagine how happy they are.”

I listened to this conversation while covering Mimi’s shoe with many small kisses. There was still time to bail out of the trajectory I was on. I didn’t have to end up as Catherine’s office bitch. I could remain free. One way to remain free was to mess up my work so Alice got chosen. I could also look for another job. While these thoughts tried to gain a foothold in my mind, rising up from my unconscious mind was a thrilling desire for Catherine to own me. The thought made my heart race. To have her set the limits of my world was an intoxicating thought.

“Fascinating,” Sara said.

“Greg will have to get used to the idea that his desires and wishes will mean nothing to Catherine,” Mimi said. “Greg will be present only to fulfill her own needs. Subs are mindless drones existing to give their doms pleasure. Of course, subs derive pleasure from giving their doms pleasure.”

“You mean Greg should expect to enjoy licking Catherine’s pussy?” Ellen asked. “Assuming that’s what she wants.”

“That’s not quite the right way to look at it,” Mimi said. “Rather, Greg should derive pleasure from being ordered to lick Catherine’s pussy. It’s the fact of obedience and helplessness that creates pleasure in both dom and sub. What the task actually is matters less.”

“Fascinating,” Ellen said.

“I don’t know enough about Greg to say that he’ll blossom into a real sub. Granted he’s resigned to kissing my shoe and is unable to stop until I tell him to. That’s a good sign that he is by nature subservient. For Catherine to see him as her potential office bitch, she’ll need to be convinced that Greg’s subby behavior is real. If it’s not, then he has to put on a great performance to make her think that it’s real.”

I grew ever more worried listening to this conversation. I had thought that ‘office bitch’ referred to Catherine demanding that I be affectionate to her. We’d kiss or maybe have sex but it would be warm and supportive. I hadn’t anticipated kissing Catherine’s feet or licking her pussy, not that those things were so terrible. What if there were other things that she wanted me to do that were obnoxious? My imagination ran wild.

***

My first day in the office wearing a dress coincided with Madge elevating me to DD cup breast forms as well as high heels. She also had a purse for me to use and gave me the rudiments of how I was to use it and not lose it. It was blowing the lid right off of whatever masculinity was left in me. The office was abuzz with the excitement of my having become what looked to be a real woman.

Madge carefully chose a slinky dark blue dress for my first appearance. It was Monday and I’d alternate it with a light green sheath dress until Friday which would be judgement day – the day Catherine was required to choose between Alice and me. For my encounter with Catherine I was going to let out all the stops. I would be turned into a wonder of femininity in a pink dress.

As soon as Alice saw me in my blue dress she said, “In my office, now!”

I minced my way in the heels to her office and sat down making a point to cross my legs and show off my pantyhose. “Yes, Alice, what can I do for you?”

“I don’t know how dumb you think I am,” Alice said, “but I can see exactly what you’re doing and it’s not going to work.”

“What am I doing?”

“Playing dumb only insults my intelligence. You might think that you can pass as a girl, but Catherine sees right through it.”

I laughed. “What has Catherine got to do with anything?”

This added fuel to the fire and Alice said, “You’re belittling her judgement if you think that she’s prejudiced toward giving me the job because I’m a woman.”

“Then why are you so agitated? That means that you’re worried that Catherine will decide based on which of us is sexier.”

Alice laughed. “A guy wearing a dress can never be sexier than a real woman!”

“Then you have nothing to worry about. So why are you worried?”

***

I reported to Madge that Alice was clueless about what really drove Catherine. “She’s not focused on us competing to be Catherine’s office bitch. It’s not on her radar at all.”

“Good news. Then you should have clear sailing on Friday!”

***

During my week in the office wearing dresses and showing off my large breasts allowed me to get ever more comfortable with myself. I no longer was able to think of myself as Greg, the man. Instead I assumed a female identity that was admittedly a little vague since I had to confront my penis every time I peed. Out of necessity I used the women’s restroom – an important symbol of how far I had gone in my transformation.

Madge had purposefully chosen dresses for me that created a heightened sense of projection for my boobs. She thought it would be an additional factor in raising Catherine’s sexual interest in me. I don’t know about that, but it certainly raised the interest of the men I passed in the hallways at work. I became the object of catcalls by any number of men. I wondered if my having a penis was of any concern to them.

***

The big day arrived and Madge, Ellen, Barbara, and Sara gathered with me in my office first thing in the morning.

“Boy have I got a dress for you!” Madge said, and the women giggled.

Madge took an enchanting pink dress out of a garment bag. With its accent on femininity – mignon comes to mind – this wasn’t office attire, far from it. This was a dress designed to capture Catherine’s lust for a pretty, delicate, creature that she could dominate. Madge had brought three pink crinolines to go with it and after some discussion the ladies opted for two crinolines. With three I was borderline looking like a six year old girl going to a birthday party. One crinoline was not enough and with two there was a solid hint of the ultra-femininity that they felt that I had to display to arouse Catherine.

“Incredible, Madge, you found the perfect dress,” Sara said.

“Patience and persistence paid off!” Madge said.

“Take no prisoners!” Ellen said.

“She’s right,” Sara said. “With this dress, Catherine is going to be hard pressed to think of anything else today other than Greg.”

The women fussed over me, perfecting my hair by adding two pink bows. My makeup was perfect. My lips showed a lovely shade of red. I wore pantyhose and black heels.

“What time are you seeing Catherine?”

“Alice is at ten and I’m at eleven,” I said. “Catherine said she’ll go over the work we’ve done in the last month so we’ll know exactly what she thought of everything. If she missed something we can point it out to her. Then, at two o’clock she’ll summon the loser to her office to explain why they lost.”

\“And the winner?”

“When she’s all done with the potential histrionics of the loser, she’ll call the office together to celebrate the winner.”

“This is scary!” Madge said.

“Don’t you know it!” I said.

***

I passed a very confident looking Alice in the hallway on her way back from Catherine’s office. She was grinning from ear to ear. She must have had a fine interview.

“Greg, your dress is cute. I used to wear dresses like that in grade school. I’m not sure that Catherine is looking for a pretty girl as assistant director. Probably a grown woman would be more what she’s aiming toward.”

“Thanks for the advice, but I’ve had only positive feedback from everyone else in the office about my transformation. They think Catherine will appreciate the warm feminine touch I provide to the company.”

Alice laughed and kept on walking.

***

I tapped softly on Catherine’s door and she said, “Enter.”

Catherine did a double take when she saw me. “I thought you’d be wearing a dress, but this one?”

“I wanted to be as pretty as I could be for the interview,” I said. This was a line I had worked out with the help of Madge and the other women. Right from the get-go I should drop hints about my ambition of becoming her office bitch. I batted my eyes, and said, “This dress symbolizes the fact that I want to serve you, Ms. Chase, in any way that I can.”

“You mean the company, don’t you?”

“Oh, for sure, I want to serve the company, but I also really want to serve you!”

“In what way?” Catherine asked.

This was not what I had anticipated. Catherine was not making it easy for me. Perhaps we had misjudged her entirely. This could end up being a disaster.

“The dress emphasizes my dependency on you. Women like me need a strong leader to follow. I’m hoping that you’ll be that leader.” Mimi had emphasized that the notion of dependency would enflame Catherine’s lust for me.

“A woman like you?” Catherine said. “Don’t you mean man?”

“I can see why you would say that Ms. Chase. I was Greg, a man but as I began femininizing myself …”

“You remember that I told you that Alice had no advantage over you because she’s a woman?”

“Yes, but that’s not why I transitioned …”

“It wasn’t because of your nonsensical desire to get a woman’s perspective on female products?”

“No.”

“Then what was it, Greg?”

I was afraid of this moment. If I spilled the beans she might become furious with me.

“Greg, it’s obvious to me that your desire to serve me is an ingenious way of making me unwilling to fire you. Am I right?”

Panicked, I said, “I won’t deny that that idea passed through my mind … but … but once I began femininizing I truly developed the need to serve you. It’s actually a kind of worship. To me you’re a living goddess!”

“This is the truth?”

“Yes, I swear. After I started to transition I realized that I yearned to be an actual woman. In fact, now I feel like I am a woman, both emotionally and spiritually. I should add that I’m now more comfortable in women’s clothing than in men’s clothing. I no longer wear men’s clothing.”

“Continue,” Catherine said.

“But it’s more than that. As I became a woman I began to feel like a woman that wants to serve you. I look up to you and I feel a strong desire to do what I can to make your life better. I take tremendous pleasure from the thought I can be of service to you.”

“Interesting, Greg,” Catherine said. She had an amused expression on her face as if she were sorting through what I had said to figure out what was true and what was BS. She breathed in deeply and let it out.

“I was prepared to offer some comments about your work, but I’m not sure that that is a useful use of our time. Let’s just say your work is exemplary and I’ve been quite pleased. I think that in light of what you’ve been saying, I think the main point of this interview must be for me to assess your potential to fulfill the role of what is colloquially called my office bitch.”

I jumped slightly in surprise, and said, “Oh, yes, yes, I would love this chance to show you how well I can take on the role of office bitch!”

Catherine laughed again and said, “Okay, we agree on that. I should say at the start that you’ve been quite successful in dressing in a way that rouses my interest. You are pretty and even sexy in that dress and I like it.”

“I was hoping I could be pretty for you.”

“Pink suits you. A full skirt like that with crinolines and pantyhose?”

“Yes, pantyhose.”

“Your hair and makeup are effective. Do you have help?”

“Some of the ladies in the office help femininize me.”

“They’ve done a fabulous job, I must say.”

“I’ll let them know!”

“So, Greg, what can you do as an office bitch that would please and excite me?”

With the help of Mimi I had prepared for this question. To be most effective Mimi told me to act without explanation. Silently I walked around Catherine’s desk, stood in front of her and dropped onto my knees. I ever so gently signaled that I wanted to take off one of her shoes and she lifted up her leg and I took it off. Then I reached up her leg to the top of her knee high stocking and gently worked it off her foot. The whole time Catherine stared down at me without objecting.

Once Catherine’s stocking was off I slowly lowered my head to put her big toe in my mouth. Catherine shifted in her chair and crossed her barefoot leg over her other one making it easier for me to reach her toes. There I sucked carefully on her big toe and licked her other toes. After a minute or two I licked the sole of her foot. I moved my head so I could look at Catherine’s face while I made love to her foot.

I continued for several more minutes, keeping my gaze focused on Catherine. I softened my expression to one that I suppose one could call ‘puppy love.’

I saw Catherine close her eyes for a while and when she opened them again she said, “You’re adorable, Greg.” She laughed and said, “you’re making quite a case for yourself!”

I continued sucking on her toes until Catherine took her foot away from my mouth and said, “You’ve made your point Greg. You can sit back in your chair.” She put her stocking back on and then her shoe and looked at me from across the desk.

“Tell me more about your desire to serve me,” Catherine said.

“As I became a woman I realized that I wanted to be a feminine woman. I knew that I wasn’t strong like you are and then one day all the pieces came together. I realized that I was born to serve you. That’s what made complete sense. I could be a pretty, feminine girl that would be devoted to your every need. I want to offer my femininity as a salve to ease the burdens of a powerful woman like you – especially you. You’re by far the most mighty and virile woman I know or have ever met. This fueled my intense desire to serve you.”

Catherine stared at me for a long minute. “I believe you, Greg,” she said. “I can see the authenticity in your submissiveness.”

“I’ve learned that I’m a naturally born sub. I need a strong woman like you to make me feel whole.”

Catherine laughed suddenly. “I was just thinking that in our first meeting I saw that you weren’t much of a man. You could barely look into my eyes and when you did I saw fear. You seemed so delicate to me that I instinctively held my punches with you – unlike Alice, for example, - because you’re not man enough to take them.” Catherine paused and continued staring at me.

“Even now,” she continued, “I can see that you’re terrified of me. You’re waiting for me to tell you that you could qualify at being my office bitch. That I’ll let you keep your job because you’re of special value to me as office bitch. Is that about right?”

“Yes, Ms. Chase. You hold the key to my happiness.” I wondered if in my zeal to make sure that I kept my job, I had oversold my subservience to Catherine. Maybe I had offered too much and that could repulse her.

“The truth is, Greg, that your femininity, your weakness in the face of my strength, you’re delicacy and preciousness do arouse me. Being able to take complete control of you mind, body, and soul is as tempting a pleasure as I can imagine."

“Really!”

“Exclusively my subs have been women that enjoy my dominance and vice versa. Now I see that having a man utterly prostrate himself before me as a delicate girl is perhaps an even greater turn on.”

I almost came from excitement at hearing Catherine’s confession.

“The bottom line Greg is that I have no doubt that you would make an exemplary office bitch. That is something I’ll have to consider along with everything else in deciding between you and Alice.”

“I understand. Thank you, Ms. Chase.”

***

Back at my office Madge, Sara, Barbara, and Ellen were waiting for me. “You look a bit disheveled!” Madge said.

“Your lipstick needs work and your hair needs brushing,” Sara said.

“Tell us what happened!” Ellen said.

“What happened is that Catherine saw through my little plan to entice her to select me because I’d be her office bitch. She said that didn’t bother her because she’s convinced I’m an authentic office bitch. Not phony. I licked her toes like we talked about. She seemed quite pleased that I want to serve her as her bitch. She’ll get back to me this afternoon.”

“What about your work?” Sara asked.

“Oh yeah, she said it was exemplary.”

“We all wish you the best of luck,” Sara said.

“Let’s hope Catherine doesn’t call for Greg at 2 PM!” Madge said.

***

I had no appetite for lunch. I paced my office in my pretty dress. Every so often one of my staff dropped in to give me their support. The women who visited me cheered me up by complimenting me on how pretty I looked. They admired my courage in being myself.

As 2 PM approached I began shaking in fear and exactly on the hour Madge entered my office. She was holding back tears and said that Catherine wanted to see me.

As if on a funeral march behind a coffin I walked slowly to Catherine’s office. She told me to sit and I doubled over and began crying. After all I had done and still I was going to lose my condo.

Catherine handed me her handkerchief and said, “Greg, please don’t cry. Yes it’s true I’m selecting Alice over you – to tell you the truth it was almost impossible to see any difference between the two of you. You’re both talented and successful in your jobs. In fact, I was going to choose you based on the fact that employee morale is much higher for you than for Alice. However, this morning you exposed one main difference between you that I hadn’t thought about or been aware of. Your desire to be my office bitch. In fact, you’re so over the top good at it, I know that I can’t give you up.”

“But you’re not picking me!” I said.

“Not so fast,” Catherine said. “The problem Greg is that you can’t be both an assistant director and my office bitch. It’s not practical. When I need my bitch in the office I don’t want to figure out what meetings you’re having or where you are. I need to have you respond immediately to my needs.”

“So what happens to me?”

“As I said, Alice will stay on as assistant director, but you’re going to replace Madge as my personal secretary. That way you’ll always be outside my door and available whenever I need you to perform as my office bitch.”

I let the words sink in for a few seconds and said, “What about Madge?”

“She’s being promoted to being Mr. Brown’s secretary. She’ll get a nice raise and, in fact, be the head of all secretaries including you.”

“Wow, this is so surprising,” I said. My tears had cleared up but the full implications of what Catherine had said were still percolating through my mind.

“You made my choice so much simpler, Greg,” Catherine said. “I was having so much trouble trying to decide between you and Alice and then your wonderful confession of your need to serve me made my decision easy.”

“Oh,” I said, not knowing if I should be happy or sad to hear this revelation.

“I understand that you may see this as a demotion,” Catherine said and laughed. “Oddly, Madge is now one of your supervisors. But I know how much it means to you to be my bitch, so it’s quite possible you’ll end up appreciating the change in your status.” She paused for a few seconds and said, “Well you’ll suffer a cut in pay, but I’m going to do my best to get you a bump up in secretary salary. Considering your experience and know how.”

“Thank you, Ms. Chase,” I said in a barely audible voice. I wondered if I’d be able to afford my condo at my reduced salary.

“I know this didn’t turn out for you the way you thought it would,” Catherine said. “It’s also true that it wouldn’t be fair to Alice to select you based on your becoming my office bitch. Keeping you both this way gives both Alice and you something to be happy about. That’s as close to a win as we can expect in this situation.”

“I understand, Ms. Chase. Knowing that I can be your bitch is thrilling and I will do everything in my power to be the best bitch I can be. The only wrinkle here is that I’m not sure that I can afford my condo on a secretary’s salary.”

“That’s easily remedied. How many bedrooms do you have?”

“Two.”

“Perfect. I’ll send three of my subbies to live there with you. Share the monthly payments. Two of you girls per bedroom. They’ll be perfect role models for you. Imitate their femininity, listen to their advice in pleasing me and you’ll continue to improve. I encourage my subbies to be affectionate with each other. Catherine laughed, “Three more pussies besides mine for you to suck on.” She laughed even harder and said, “They’ll be surprised when they try to suck on your pussy!”

“I never realized …”

“What the full extent of being office bitch means?” Catherine finished my sentence. “I am a goddess that my subs worship. You’re now part of that community of worshipers.” I meekly looked into Catherine’s eyes and she said, “I own you, Greg. I own your body, mind, and soul and I am your Goddess.”

Her words excited me in a way I had never been excited before. “I’m glad Ms. Chase.”

“We have some time until three o’clock when we’ll get together to congratulate Alice. I realize that will be a bit hard for you to watch, so let’s cheer you up a bit.”

“Of course, Ms. Chase.”

Catherine stood up, walked across the room, sat on a large chair next to a sofa, and said, laughing, “I enjoyed that little stunt with my foot you did this morning. I’ll count on seeing that again. Now I’d like you to sit on my lap.” She patted her lap indicating I should come over and sit on it.

I walked across the room and held up my skirts as I backed onto Catherine’s lap. “I’m not too heavy am I?”

“Not at all, Greg,” she said as she straightened out my skirts and crinolines.

“How many pink crinolines are you wearing?”

“Two,” I said.

Catherine laughed. “You’re a darling girl, Greg. You remind me of my little girlfriends growing up. Their mom’s would dress them in pretty dresses and crinolines just like you are today.”

“But not you?”

“No, not at all. My mom had to wrestle me into a dress. I knew I was butch from a young age. I would have loved to have made out with those cute girls in their pretty dresses – but we were all young and innocent at that age.”

“If I had been one of those girls I would have loved to kiss you.”

Catherine laughed. She looked at my chest and said, “Your breasts are as big as mine. Do you like having large breasts?”

“Yes, Ms. Chase.”

“Let me see your bra.”

“My bra?”

“A girl like you with big boobs and a pretty dress. I’ll bet you’re wearing an exquisite bra.”

“Can you unzip me?” I asked Catherine.

She pulled down the back zipper and helped me wiggle out of the top of my dress exposing a pretty, lacy, pink bra that Madge had found especially for this occasion. Leaving nothing to chance Madge had figured that Catherine might want to explore inside my dress so she’d have me in a bra that would further excite her.

“How pretty your bra is,” Catherine said. “You’ve got good taste and I love your large breasts. They suit you well.”

“I’m so happy you love my breasts,” I said. “That means everything to me.”

Catherine used her free hand to feel one of my breasts. She cupped her hand over my bra and gently lifted my breast and then jiggled it a bit to either side. “Luscious boobs,” Catherine said. “They feel real. You’ve got the good breast forms.”

I was Catherine’s plaything. Whatever thoughts I might have of my own, they were irrelevant. I existed within Catherine’s control. She’d tell me what to do and I’d do it.

Catherine sat with straight back holding me firmly. As I awaited her next command I felt sure that my own mind had become superfluous. I would be thinking Catherine’s thoughts and I’d be obeying her commands. I felt my mind emptying out leaving behind a robotic state where the complete focus of my life revolved around Catherine.

“I love your perfume, Greg,” Catherine said.

“Thank you!” It was a scent that team Greg had decided I should use to tantalize Catherine. Not in excess – just a drop or two well placed on my neck and at my decollete.

“Do your panties match your bra?” Catherine asked.

“Yes they’re a set.”

Catherine lifted up my dress and crinolines until my panty was visible. “Pantyhose,” she said, and lowered them down enough to expose my panty.

“Do you wear girdles?” Catherine asked.

“No, I haven’t thus far.”

“You’ll have to get some girdles. Panty girdles, open bottom girdles, and stockings. There are some very sexy ones on the market that would look so good on you.”

“Thank you, Ms. Chase, I’ll buy some.”

“I’ll give you some cash – go to a fine lingerie store and buy yourself some girdles and stockings. Good. I love your panties.” Her hand accidentally bumped into my penis.

“I’m sorry about that,” I said.

“Sorry about your vagina?” Catherine said. “I don’t understand.”

“You mean my … you know …” Catherine looked at me puzzled until I realized that from now on from her perspective I had a vagina. “Right, my vagina.”

“A man like you doesn’t have a penis even if he has one.”

“You’re right,” I said. I could see now more clearly the extent of her control over me. It was powerful enough to negate my penis.

Catherine moved onto my other breast and held it.

“The company insurance plan will pay to get you breast implants,” Catherine said.

“Mr. Brown mentioned that to me one day.”

"You’ll need to schedule implants. DD cup is fine. Really C, D, or DD would look nice on you.”

And just like that I saw the complete outlines of what I had committed myself to. As Catherine’s bitch I wasn’t going to merely be her plaything during office hours. No. My entire being would now be owned by her. She could order implants to give me boobs. Who knew what the next alteration was that she might want to do to me.

While feeling me up, Catherine leaned in and kissed me on the lips. I felt her tongue enter my mouth. After a minute she pulled her head away.

“I needed to see what it felt like kissing you. Curiously, I sensed your innate femininity. It’s no different than kissing my other subs.”

“I’m glad because I feel like I am a girl.”

"You are, Greg. You have a tender, feminine quality that drives me into wanting to own you. You’ll make a perfect office bitch.”

I looked into Catherine’s eyes and once again saw awesome power. My life was never going to be the same again. I felt Catherine’s arm firmly holding my back and I settled into a quiet state of bliss. Catherine’s large breasts thrust out her blouse and as I stared at them I became curious as to what bra she might be wearing. Would it be lacy like mine? What color would it be?

Catherine seemed to be as relaxed as I was and I placed my fingers on the top button of her blouse and very delicately undid it. I looked up at Catherine’s eyes to see her reaction. Her brow was furrowed like she was trying to figure out what I was up to. My fingers slid down to the next button and I undid that one.

“What in the world is little Greg doing?” Catherine said, half laughing. “Unbuttoning my blouse?”

“Yes,” I said. “Can I?”

“You mean, may I?”

“Sorry, may I?”

“Why do you want to unbutton it?”

“I want to see your bra. Is it like my bra?”

Catherine laughed. “Go ahead and investigate my bra if you must.”

I reached for the third button down and while I was undoing it Catherine said, “I like your polished fingernails. It reveals a lot about a woman. You have pretty fingers.”

I impulsively kissed Catherine on the cheek and she laughed.

“You have girl arms,” Catherine said. She felt where my bicep is supposed to be and said, “no muscle. No muscle at all.”

I gave Catherine another kiss and then resumed opening her third button. When it was open I pulled back the blouse enough to see the top of her bra. It was light blue but had no lace on it.

“Oh my God, Ms. Chase,” I said, “your bra is a pretty shade of blue but there’s no lace! Wow!”

Catherine laughed and said, “Lace is for my pretty girl subbies like you. I expect your bra to be as feminine as you can find, while my bra reflects my power over you girls.”

“Yes, Ms. Chase,” I said.

I undid the fourth button and then the remaining two. I pulled Catherine’s blouse fully open exposing her light blue bra that was completely filled out by her breasts. Our DD breasts in our bras faced each other.

“What are you thinking about, Greg?” Catherine asked me.

“I’m wondering what’s the next thing I can do for you.”

“You’re most important role as my office bitch is being in charge of my pussy, my vagina, my cunt. Whenever it wants to feel good I’ll summon you to my office and you’ll satisfy it’s craving for attention. Do you understand?”

“Yes, Ms. Chase.” This wasn’t a surprise. The women had figured that the big attraction for Catherine in having an office bitch was in having someone to lick her vagina whenever she needed to relax. “I’ll love to devote myself to your vagina’s pleasure.”

“I’m glad to hear it. Now, the thing is you must commit yourself to becoming an expert in cunnilingus. I’ll take you through a training process in which I expect you to get better and better at zooming in on the locations and tongue movements that most arouse me. I think you have the aptitude to become a master of stimulating my clitoris and I look forward to the day when you know exactly what to do causing me to orgasm at will.”

“I will put my heart and soul into it, Ms. Chase. Nothing could give me greater pleasure than to become an expert at sucking on your vagina.”

“Very good, Greg.”

Catherine had me stand up and then zipped up my dress. She stepped out of her pants and then took off her panties. After sitting back down in the chair she spread her legs apart. I sank to my knees and looked up at her blue bra and her large breasts and then turned my attention to her pussy. “Oh my God, Ms. Chase, your vagina is so beautiful and it’s shaved!”

“That’s one of the tasks of my subbies. I invite them to shave my vagina every month. Some subs prefer it hairy and I do accommodate them from time to time. What’s your preference?”

“I’m happy to lick on your vagina whether it’s shaved or not.”

“Good. So let’s see what you’ve got. Concentrate on any hints I give you.”

I rested my hands on Catherine’s naked thighs and moved my mouth in between her legs until my tongue could reach her vagina. I was overcome with the magnitude of Catherine’s sexuality. Between her large breasts and inviting vagina, her smooth skin and womanly domination over my mind and body I was fast becoming a useful tool for Catherine’s pleasure rather than a person. My personhood was no match for Catherine. It never would be.

The first touch of my tongue on the folds of her vagina was electric. After gently licking the outer surface my tongue found its way inside to encounter the intricate womanly flesh that defines the interior of the female sex organ. Here my tongue felt for her hardening blood filled clitoris. As it slid from one end to the other and then sideways across the middle I felt a tensing in Catherine’s thighs. “You’re very close to a great spot,” Catherine said. “A bit up from there and increase the pressure.”

My tongue pushed harder and moved up closer to the upper end of Catherine’s sex organ. “That’s good,” Catherine said through her heavy breathing. “A good start. Keep on that spot. Yes, excellent.” A minute later she said, “Ah, Greg, that’s sweet. I like that. Use your lips for a gentle nip! Oh, yes, Greg.”

A few minutes longer and Catherine stopped what we were doing. She took her shoe and knee high off and said, “I like you sucking my toes. I’ll finish what you started. Next time I’ll show you how to go further.”

With her leg resting on a chair, I sucked her toes while I watched Catherine fingering herself. “Good Greg. Watch what I do!” She vigorously ran one or two fingers in circular motions over her clitoris until her legs clenched and she emitted a loud moan.

Catherine took her foot back and buttoned her blouse and put on her panties, slacks, stocking, and shoe. It was nearing three o’clock and Catherine said, “I feel even more certain that I’ve made the right decision. You are the perfect office bitch, Greg. You should be proud of yourself.”

“Thank you, Ms. Chase.”

***

I passed Alice standing outside her office as I walked back to mine. I don’t think I’ve ever seen such a huge smile on anyone in my entire life.

“Congratulations,” I said.

“Thank you. Where will you be going?” Alice asked.

“Catherine has appointed me to replace Madge who’s moving up to be Mr. Brown’s secretary.”

“You’re being demoted to secretary?” Alice asked suppressing laughter.

“I’m afraid so.”

“You accepted that?”

“I did.”

“Well, I guess as long as you dress like that, Greg, you’ll fit in among the lady secretaries.”

As I walked away I realized that she was now going to treat me in the crappy way she treated all secretaries.

When I got to my office, Madge and the other women were waiting for me.

“Tell us what happened!” Madge said. “We’re so heartbroken!”

After I explained what Catherine said, Madge said, “I’m becoming Mr. Brown’s secretary? And you’re replacing me? What a twist of fate!”

“You’ve become my boss!” I said.

“I feel terrible, your push to be Catherine’s office bitch cost you your job as assistant director.”

“True."

“So there never truly was a need for you to transition to being a woman?” Barbara said.

“As I said, Catherine was going to pick me only because the employees find me more sympatico than Alice.”

“What a bummer,” Ellen said.

“Look, I don’t regret convincing Catherine to make me her bitch. From what happened today in her office I think I’m going to like it very much. She’s such a powerful woman and I love the way she spurs me to want to serve her needs. There’s some training I have to go through, but Catherine’s optimistic that I’ll blossom into the perfect bitch.”

“Well no matter what,” Madge said, “you’re one of us secretaries now and it’ll be great to have you in our group of ladies.”

“What about affording your condo?” Madge asked.

“Catherine will send three of her subbies to move in with me and pay rent. Us four girls will live together and otherwise continue our relations with her. They can help me learn how to be more feminine and how better to please Catherine.”

“She thinks of everything, doesn’t she!” Madge said.

***

At three o’clock the staff assembled and Catherine called for everyone’s attention. I noticed that Mr. Brown had come down for the brief ceremony. Catherine waved to Alice to join her. “I think most of you know by now that I’ve selected Alice to be the assistant-director. Please give her a round of applause.”

A weak smattering of claps could be heard. No one liked her. Catherine then announced Madge’s promotion to Mr. Brown’s secretary, which received thunderous applause. Mr. Brown stepped forward and waved at everyone.

“Lastly, Greg has kindly agreed to replace Madge as my personal secretary. Come up here dear and take a bow.” I shyly walked through the cheering crowd and joined Catherine at the front. “Isn’t Greg a lovely addition to our secretaries!” Catherine said, causing me to blush even more.

After everyone dispersed, Mr. Brown joined Catherine and me. He said to Catherine, “You’ve done well for yourself.”

“I have, haven’t I? Greg is going to make a fantastic office bitch.”

“You’ll be lending him to me sometimes?” Mr. Brown asked.

“Of course, Harry, just as long as you’re gentle with him. He’s pretty delicate.”

“You have my word, Catherine.”

I wondered what in the world Mr. Brown would want me for. It was clear that I was only just starting to discover the consequences of my having given Catherine control over myself.

The End

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