Urban
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Only Man In office - Part 1
🕑 Added 2025-03-03 13:37:29 +0000 UTCWhen he came back to his former office his two female colleagues greeted him again and asked about how the meeting went. Suddenly Susan asked with a bewildered smile, "Oh, you just changed your clothes too? What is the matter with that? Didn't you wear your leather pants and a pullover earlier this morning?"
"Oh, well, Mrs. Sharp, the head of HR just wants me to become her personal assistant and this is the only possibility that I may stay here as an employee.
All the other male employees have to go because of the internal restructuring of the company," Michael replied shyly.
"And she gave me the clothes and insisted that I had to change into that suit and shoes which she got for me right now."
"Oh, and you are so lucky to be allowed to stay here. That's so nice. We really love you as a colleague and didn't want to lose you," Susan said in a warm tone. "Well, don't be afraid, you look really nice in that suit. It's really your color and it seems to fit you perfectly," Susan said with a smile.
"I think that I have exactly the same suit for me. Is it an 'Ann Taylor'-suit? I really love that brand and it's nice that you wear it with such pride too.
The blouse is a perfect match and you look so good in it.
Don't be ashamed, dear, I always found you a really sweet person and I even recognized that you sometimes wore some ladies' fashion like these leather pants to work. I have already seen your smartly manicured hands and your perfectly shaped nails.
I assume you had them professionally done in a nail salon? I guess you would fit in perfectly into the role of personal assistant to Mrs. Sharp and I'm so happy for you that you can stay here and work with us.
Maybe you can support me from time to time when we still have to hold lessons for some customers," His other colleague, Beth also chimed in, "Yes, I think the same as Susan. You will become a perfect secretary for Mrs. Sharp."
"Secretary?" Michael nearly cried, Deep down he saw that one of his deepest desires seemed to become reality. He often dreamed about becoming a female secretary because he loved to wear skirted suits and other ladies' apparel. But he never thought that this could happen.
"Oh, dear, don't look so ashamed.
You are such a cute colleague and we know that you will do well. And of course, we will support you with everything and if you need our help preparing you to become a proper secretary then please ask us," Beth said. Susan replied with a smile, "If you ever need some company for a shopping trip to complete your wardrobe or for a nice salon visit then you can count on us."
"Thank you so much for your understanding and the help," Michael returned.
"I think I have to go back to Mrs. Sharp now, it was a bit too much for me today. See you, girls. Have a nice day," After bringing his belongings to his new desk he took the opportunity the early leave.
When Michael came home his wife still was not there. So he thought about changing his pantsuit and blouse immediately and dressing casually. He felt better to greet her in his regular clothes.
When his wife came home later Michael was sitting in the living room reading the newspaper. "Hello dear, how was your day?" he asked his wife when she came in. "Oh, really stressful, I had many patients today. It would be nice to get some rest now," she replied.
"I'll go and make you a tea," Michael suggested. When he returned with the tea his wife sat on the couch and thanked him.
"Would you be so kind as to give my feet a slight massage dear?" she asked him "My feet are so sore," "Of course, dear," Michael replied and sat down on the carpet and grabbed one of her feet. Today she wore pantyhose and Michael always loved to caress her legs and feet when she wore thin hosiery, which was not very often.
"Mmmhhh, that's so nice, darling," she said "I really love that so much. You are a true gem. I can not imagine what I would do without you. But tell me: how was your day? You seem to be a bit nervous, darling, what's wrong with you?"
"Well," Michael stuttered "today was a really strange day.
You know, the company was taken over by new management and so there were some rumors about profound changes and also layoffs in the last few days."
"Layoffs? I thought your job was safe, what's going on?" his wife asked with an alarmed face.
"Today I had a meeting with the new head of HR, Mrs. Rebecca Sharp. She is a strong and powerful lady and she told me that all males in my division are to be dismissed," Michael told her in a quiet tone.
"Dismissed?" his wife shrieked "That's impossible, we need your income right now until the practice is running better that cannot be, you need to do everything she asks to keep your job!" Mrs. Garrett said with a concerned voice.
"Well, we talked for a while and during the talk, she suggested the only option to keep me employed there," Michael said. "And I hope you took that option?" his wife interrupted him.
"Well yes, I said that I would do anything to keep my job there, even if that meant to work in another division. And she agreed and gave me a new contract to sign," "Oh dear, that's great, I hope you signed it immediately. So what are you afraid of - the new tasks in the new division?"
"Well yes, there would be some changes for me to fulfill the new role. I will have to become the new personal assistant for Mrs. Sharp and she said that, that would mean some changes in my wardrobe too," Michael confessed, not sure what his wife would think about that. "Dear, that's nice I think. I really loved it when you were working for your previous firm and sometimes had to wear ties and a suit to work. You know I like well-dressed men," his wife said with a smile. Little did he know that his wife already knew the facts.
"Dear, I well, that's not what Mrs. Sharp has in mind for me," Michael said. "She gave me some new clothes today right after our meeting and insisted that I had to change into them right away," "Right away?" his wife asked a bit concerned "I hope she had not seen your today's choice of underwear?".
Michael was always shaking and could not stop getting tears in his eyes.
"Yes, she saw them!" he cried, "But that's not the point. The clothes she gave me before she saw my underwear were feminine clothes, it was an Ann Taylor women's pantsuit and a blouse.
And some matching lace-up pumps with a slight heel. She gave me clothes suitable for a female secretary and said that's what she wants me to become in no time. And when she saw my underwear she laughed and said that she never knew that it would be so easy to change me into her personal assistant" Michael said full of tears now.
"Shh, don't cry, baby, everything will be fine," his wife tried to calm him down. "We will solve that sooner or later, trust me. Maybe that's just the chance you were longing to get, eh?
Don't forget: I saw your Flickr pictures and all the comments there about a secretary job and such fun. Maybe now you have to deal with the opportunity that this fun game of yours will become serious," his wife said with a smile.
"And our children? What will we talk to them about that?" Michael asked nearly crying. "We will find the opportunity to talk it over with them. They're nice and will understand that. And we can start by telling them that you have to do that to keep your job. I guess Mrs. Sharp will change you slowly into the role of her secretary and so we have time to deal with our daughters," Dr. Garrett exclaimed. "Now go and put on that suit that Mrs. Sharp gave you. I want to see how you will be dressed at work from now on," she added with a smile.
Michael did as he was told and changed into the pantsuit and blouse. And he put on the laced shoes with the slight heel. When he entered the living room where his wife was waiting for him she gave him a big smile. "Oh, what a cute suit you wear, it looks like it is an expensive one. Really impressive. You look like a proper personal assistant or even someone from management to me," his wife mentioned.
"I learned that it is an "Ann Taylor"-suit" Michael added, "my colleague Susan said so and."
"And?" his wife asked. "Well, and she said that she has the very same one herself," Michael finished with a shamed look. "Oh, so your colleagues have already seen you in your new clothes?" his wife asked.
"Well, yes, the girls at my office had seen me when I had to return to my office to pick up my stuff. But they were really nice about that and said they would even help me when I need some help with going shopping or else."
"Oh, yes, we'll see." his wife said "Sooner or later we need to go shopping together for some more appropriate office wear. But for now, I think you have enough clothes, even if Mrs. Sharp wants to see you at work in a skirted suit and a satin pussy bow blouse," she said with a laugh. Michael looked down in embarrassment.
"Now let's go to bed, dear, tomorrow will be an interesting day for you," she added with a smile.
The next day Michael started with a good shower and a clean shaving of his face. Mrs. Sharp insisted he put on the same basque with stockings he wore the previous day followed by one of the new blouses in white and the pant suit. Because his daughter already left for school he was able to dress completely in the bathroom and then he put on the laced court shoes too.
The way to work was a bit difficult for him, he wore his man's coat over the pantsuit to try to not raise too much attention. He entered his new office punctually at eight and put his coat on the wardrobe stand. While doing that Mrs. Sharp entered the office too and when she saw him she smiled.
"Michael! You look so cute in your new suit. So wonderful. You are a lovely person and for sure the right person to be my personal assistant," she said out loud. "Please come over here and let me see you up close."
Michael went to Mrs. Sharp, still a bit unsure of wearing his feminine garments in front of his new boss. "Good morning, Mrs. Sharp. I hope you are pleased with me on my first morning?" he asked shyly.
"Well, my dear, I really am!" she said. "Everything looks so good on you and fits you perfectly. I guess you will get a lot of compliments today."
"But now, please be a gem and bring me a freshly brewed coffee, I really need one to start my day," she said with a smile. "You have to use the small kitchen at the end of this floor. If you are not sure where it is you may ask one of the other secretaries there. They will help you."
Michael blushed when he heard her comment about the "other secretaries" so he found himself becoming part of the secretary pool really soon. But he remembered to work efficiently and asked, "Yes, right away, Mrs. Sharp. Would you prefer black coffee or one with sugar and milk, Mrs. Sharp?" he asked.
"Please with milk and some sugar, Michael" Mrs. Sharp answered and turned to her desk.
Michael went out of the office and along the long floor.
His new lace-up shoes made some noticeable noises and he was really scared to meet other colleagues. It was a sound he loved so much to hear when other women were wearing heels but now that he was the source of such sound right here at his workplace he was scared and also embarrassed.
He reached the end of the floor and looked for the kitchenette when Amy, another secretary from HR came out of her office.
"Hi, I'm Amy," she said with a smile. "I have not seen you here before. How may I help you?"
Michael turned red "Hi Amy, I'm Michael, the new assistant to Mrs. Sharp. I have started work for her this morning and she likes to have a coffee but I was unable to find the kitchenette," he answered with a bit of shame in his voice.
"Oh, Mrs. Sharp's new PA! Nice to meet you, dear," Amy answered. "Well, she is a really nice boss, I have worked for her for a few years and I wish you good luck in your new position. You don't have to be afraid, if you do what Mrs. Sharp demands then you'll have a really good boss in her."
"Thank you, Amy. I am a bit nervous right now, I've never been a personal assistant and everything is new to me," Michael said.
"Don't be afraid, dear, we all started one day and had to develop our knowledge.
I guess you will do good after a while. Oh, and I really love your suit, Michael. It is a really lovely fit for you and the perfect color. I think it is the perfect choice for your first day to impress Mrs. Sharp," Amy smiled.
"Well, to be true, it is not really my choice," Michael answered. "She gave it to me to wear here yesterday and also some nice shirts to go with it."
"Oh, lucky you! But you should always wear such fine clothes from now on, it is really important to be very well dressed for Mrs. Sharp. She loves her employees dressed nicely. And by the way, this is not a shirt, it's a women's blouse.
You don't have to be ashamed but I can tell the differences between men's and women's fashions. But that doesn't matter to me.
You look perfect as her assistant and I really think that a man can wear some feminine things too when he does it with such pride as you. And I really love your shoes, dear.
Not overly feminine but not man's shoes either. Really clever choice, dear."
Michael was a bit ashamed that Amy praised his look that way but he really liked her from the beginning. Now he calmed down a little bit. "Well, I have to go now," Amy said with a smiling face. "I hope we will meet again soon, Michael. Oh, and the kitchenette is right here next door. Coffee is in the cupboard and everything else that you need. And be aware, Mrs. Sharp always wants to see good etiquette of her employees when serving her coffee. Especially when she has guests."
"Thank you so much and see you soon, Amy, it was a pleasure to talk to you," Michael replied with his eyes demurely down.
Soon he was able to finish the coffee and arranged it with some sugar and a small jar of milk on a tray that he found in the cupboard. After that, he went back to Mrs. Sharps's office.
When he entered her office Mrs. Sharp was in a conversation with another lady. When Mrs. Sharp smiled at him he entered and put the tray on her small sideboard. "Your coffee, Mrs. Sharp," he said "Would your guest also like to have something to drink?" The other lady turned to Michael, looked him up and down, and smiled too.
After some seconds Mrs. Sharp said to the lady "Bethany, may I introduce you to my new assistant Michael? Michael has been employed in this company for a long time and he will work here for me as my PA from now on. It is his first morning here as my assistant."
"Michael, this is Ms. Bethany Moore, the head of unit administration. We have a lot of work together and maybe you will help her out sometimes too. So please say hello."
"Hello Ms. Moore," Michael answered quickly. "Nice to meet you."
"Nice to meet you too, Michael," Ms. Moore replied. "Rebecca told me that you wanted to stay here at the company and so you transferred to her department as her assistant although that means a step backward in your career?
That's really great. I really appreciate people who do everything to keep their jobs and are not afraid to try something new. And maybe something unusual too."
"May I say that you look great and I love how you dressed yourself. Really impressive, dear, I like this business-style outfit and the lightly feminine touch in your wardrobe," Michael blushed when he heard her compliments for his outfit. "Thank you for asking, dear, but I don't want anything to drink right now. I have to return to my unit right now.
But later this morning we will have a meeting here. So maybe you can serve me something then?" she said with a smile. "Bye Becky," Ms. Moore said to Mrs. Sharp and left the office.
When they were still alone at Mrs. Sharps office Michael got weak. "Oh my God, that was really embarrassing, Mrs. Sharp," he said. "I hope I will get used to these embarrassing outings soon."
"I don't think that Ms. Moore wanted to embarrass you, dear, she is a really nice lady. And from now on you will not only report to me but also to her. I want you to help out as her secretary sometimes and fill in as her assistant if there is any need," Mrs. Sharp replied.
"You will get used to be treated as a secretary really soon, I guess. Isn't that something you always wanted, Michael?" she asked with a smile. Michael gulped, not sure what to say.
"So now go outside and prepare yourself for the meeting at noon. We will have a discussion with Ms. Moore and some new clients here. Please read the agenda for the meeting, which is on your desk, and prepare yourself for the topics. I need you then to welcome our guests and do the records during the meeting. And of course, you will prepare some coffee and tea and some small snacks before, for 5 people, please."
When the time of the meeting occurred Michael went outside and waited for the arrival of the guests. The guests were two ladies in their mid-thirties dressed in smart-skirted business suits. Michael always loved to watch well-dressed ladies and dreamed about being one of them. Little did he know that soon his dream would become reality.
"Hello Ladies, welcome here at our company. I'm Michael Garrett, the Personal Assistant of Mrs. Rebecca Sharp. May I show you the way to the conference rooms?" Michael welcomed them with a warm smile.
The ladies smiled at him and introduced themselves, "Hello Michael, my name is Cynthia Sinclair and this is Barbara Mc Lair. Nice to meet you," "Please follow me, ladies," Michael replied.
The ladies followed Michael on the way to the conference room where everything was well prepared for the meeting. After arrival and being seated Michael asked the guests if they would like anything. "Would you like some refreshments, ladies?"
Mrs. Sinclair answered, "That's really nice of you, Michael. Well, I'd like a coffee and Mrs. Mc Lair would like a black tea please," Michael went to the sideboard and prepared the coffee and a black tea for them. After putting everything on a tray he came back to the guests and served the ladies.
"Thank you, dear," Mrs. Sinclair said to him "You are very kind and obviously a very good assistant, Michael. How long have you worked here as a PA for Mrs. Sharp?"
"Oh, to be honest, this is my first day as her assistant," Michael replied. "I'm really new at this but hope I can handle that to everyone's satisfaction," he answered promptly.
"Well, I'm impressed," Mrs. Sinclair answered. "You seem to be very well suited for that job. If you ever think about a change you may ask me if I have any vacancies. I would be happy to get such an effective assistant too," Michael blushed when he heard that.
At that moment Mrs. Sharp and Ms. Moore entered the conference room and greeted the guests. "Oh, welcome ladies.
I see you have already met my assistant Michael. I hope he took care of you well?" "Yes, sure he did great. We were well looked after," Mrs. Sinclair replied with a smile.
The ladies shook hands with each other and sat down at the table. After serving Mrs. Sharp and Ms. Moore some coffee Michael took his notepad and seated himself to the left of Mrs. Sharp.
Soon the meeting started and during that time Michael took notes on everything that was said. From time to time he rose and went to get the ladies some more coffee or tea.
The guests had a plan to introduce a new software in their area and needed the licenses, some support and additional training. Mrs. Sharp offered them a business plan and effective help. The guests were happy to hear that everything could be handled by the company and Mrs. Sharp was all smiles to get these ladies as new customers. One part included some required training for the new software at the guest's company. Mrs. Sinclair asked who would be the possible trainer for these instructions.
"Well, we have some experienced trainers over here," Mrs. Sharp answered.
"And even our Michael here is really experienced with this software and taught some lessons in different administrations in the past. Our customers were very satisfied with his lessons before," Ms. Moore added.
"Oh, that sounds nice," Mrs. Sinclair answered while looking at Michael. During that conversation he had crossed his legs to hold the notepad more comfortably in his crotch and while doing that his ankles were a bit exposed and his sheer nylon stockings were now in view. Mrs. Sinclair realized that and after exchanging a quick glance at Mrs. Mc Lair she was also aware of that. Ms. Moore became aware of the ladies' glances and also saw the exposed ankles. She simply smiled but said nothing.
"Well, I guess it would be really nice to get Michael as a trainer for us too if that is possible," Mrs. Mc Lair said to Mrs. Sharp. "He appears to be well suited to train our employees well," she said with a smile.
"Oh, well, I really need his help over here but maybe we could find some arrangement that will satisfy your needs. We always try to satisfy our customers. Right, Michael?" she looked at Michael. "Oh, well, yes, of course, Mrs. Sharp. If that is what you want, it would be a pleasure for me," Michael replied.
With that being decided the meeting ended and the ladies rose to their feet. Michael rose too and Mrs. Sharp and Ms. Moore kissed goodbye to the guests. Michael accompanied the ladies outside. Before saying goodbye to all, Mrs. Sinclair said to him, "It was a pleasure to meet you,
Michael. It would be really nice if you would become one of the trainers for us and we could work together in the future. And, by the way: I really love your smart suit and that matching blouse.
It is really lovely on you and fits you perfectly,"
"And, by the way, nice choice of shoes and stockings as well," Mrs. Mc Lair added with a smile.
"You have a nice fashion sense and look great in your suit. You are the perfect training person for us," Michael became red when he heard Mrs. Sinclair mentioning his blouse.
Surely she was aware that he wore women's clothes, he thought. How embarrassing. After the ladies had left he returned to his desk and continued his work until five without any further events.
Comments
Brett Schuhkraft
He definitely needs to go shopping thatβs a given but the question is with who His wife and boss or maybe his wife and his daughters And heβll definitely be getting his ears pierced but my question is will he willingly take the hormones or will his wife or boss slip them in his food
My Freeze
Urban I have a request and many of your fans I know would like to know. Are you going to write a follow-up or final chapter to your March 1, 2023 wonderful story, "Hair Transplant I Didn't Expect"? I'd like to know what happens, please.
Amanda
Be very interested to see how far Michael is propelled along his feminisation journey. Looking forward eagerly to more instalments.ππ»β€οΈπββοΈ
My Freeze
Always with the piercings, lets not rush the shy guy. How about one set of piercings and another after the next surprise? But definitely need shopping trips.
My Freeze
What devious schemes are in store for Michael? Will his wife be happy with the change, what about the children? So many questions and of course we need shopping trips.
Brianna Demonet
Sounds like Michael is going to have to start shopping very soon. May I suggest you get double love piercings for your ears, Michael! You may want to consider facial electrolysis too.
