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Only Man In office - Part 5
🕑 Added 2025-03-24 15:11:58 +0000 UTCThe women were all quiet for a moment, then Melissa added.
"Once my sister-in-law was having a problem with my brother, as she found he was cheating on her when he was out of town on business. I was not surprised as my brother always flirts with women. She told me she solved the problem by locking him into a chastity device."
Amy was puzzled, "What is that?".
Sandy listened intently too. Melissa responded, "There are products that men can have locked on their thing that make it impossible for them to have an erection or have sexual intercourse with women as well."
Amy and Sandy had never heard about such things and were curious to hear more. Melissa explained more to them and confessed that her sister-in-law had her brother show her how it looked and worked. He only wore it when he was going out of town alone.
"His device is stainless steel and has a little padlock and my sister-in-law holds the key to it until he returns home and she unlocks him again," Melissa added.
"Maybe we would all feel much better if Michelle is required to wear such a device here at work too..., at least until we all get to know him better and know his true intentions," Sandy added "Maybe we should all go and talk to Mrs. Sharp about that?"
When Michael returned to Mrs. Sharps's office she was talking on the phone. With a gesture with her hand she let him serve the coffee on her desk.
"Yes, yes, of course. It would be perfect if you could come over here in a few minutes... I would be really pleased if you would take your time.... Bye, dear and I look forward to seeing you then."
With that, she hung up the phone and smiled. "Thank you, Michelle. Really nice of you to get me a coffee, I really need one now. Did anybody see you wearing your heels and a skirt?"
"Yes, I met Amy and several of my co-workers for lunch.
They were very complimentary about my outfit and said I looked good in a skirt and should always wear one," Michael stuttered.
"Michelle, I will have a guest over here in fifteen minutes.
Will you please prepare some more coffee and a few cookies? Cookies must be in the wall cupboard in the kitchen too. And don't forget your manners, I expect you to meet my high serving expectations. Do not disappoint me.
Please be back here in 15 minutes sharp," With this, she dismissed Michael and continued reading her messages.
Michael went to the kitchen again, thinking about the expected guest. Again he had to cross the open office space and a lot of the other employees watched him walking in his heels and tight skirt. 'Maybe she only does this to show me around...' Michael thought.
In the kitchen, he made a pot of coffee and prepared a cookie plate. He arranged everything on a silver tray together with milk and sugar, coffee cups and coasters, spoons, and napkins. He watched the clock so he could be back in her office on time.
Right on time, he entered Mrs. Sharp's office. The guest, a lady, was already there sitting with her back to the door. Michael went in and placed the tray on the table. The lady turned towards him it was Mrs. Sinclair.
"Oh, Michelle, thank you so much, dear. I guess you are surprised to see Mrs. Sinclair, right? I wanted to surprise you."
Mrs. Sinclair smiled at him and said "Wow, Michael, you have changed a lot since my last visit! You look stunning.
If I didn't expect you here I would not have recognized you. And you are called 'Michelle' now fantastic! I came here to talk with Mrs.
Sharp about the courses next week and I wanted to persuade her to make you look a little more feminine. But, wow! I did not expect to see you like this. You have far exceeded my expectations. So I guess there is not much to do to you now."
Michael was not able to move. Caught between embarrassment and shame he watched the ladies. Both were smiling at him and after a few moments, he felt a bit better. "Don't be embarrassed, my dear.
Sooner or later you knew that you were to be seen in your nice skirts by everybody here and you knew too that I wanted you to become a trainer for Mrs. Sinclair's business courses too.
So now she sees what a lovely creature you became and that you are 100% suited for her company, right, Mrs. Sinclair?"
"Yes, for sure. I thought you were coming to us in a nice pantsuit with slightly feminine blouses but now that I can see you here, dressed to impress and with such cute makeup, your pierced ears, your nails being perfectly done, I am really impressed.
You are really well suited for us, to be sure," Michael blushed. He was relieved to hear Mrs. Sinclair praise him so much. Next week he was to go to her to do the training in his feminine role.
A lot of other ladies will see him there dressed as a woman and he would need to pass properly each day. That was a long imagined dream of his and now it would become reality.
"Michelle, dear, please serve us a cup of coffee and then you can leave us alone," Mrs. Sharp said to him with a smile. "We need to Talk some business now.
The meeting with Mrs. Sinclair went better than she expected and having Michelle conduct the training sessions proved to have solidified the working arrangement between the two companies and it could prove to be a very lucrative arrangement if Michelle actually conducted the training exceptionally.
After half an hour the ladies kissed goodbye and Mrs. Sinclair left the office. She smiled at Michael and said that she really looked forward to seeing him in the following week at her company. Michael was a bit excited to hear her compliments about his style and was looking forward to working for her.
Mrs. Sharp was really pleased with all the developments of the last few days. It was late in the day and Amy called and asked if she and a couple of the other employees could come to talk to her. Mrs. Sharp was tired, but she respected Amy and knew it must be something important. She agreed and a few minutes later Amy, Melissa, and Sandy came into her office and closed the door.
"How may I help you ladies?" Mrs. Sharp asked politely. Amy was the first to speak.
"Mrs. Sharp, I think accepting Michelle as your new secretary was the right thing to do. I have gotten to know her a little bit and think she is a wonderful person.
But Melissa and Sandy were approached by several other employees and what they heard I think is important for you to hear too."
Mrs. Sharp asked. "Melissa, Sandy... what did you hear that you think was so important for me to know?" The women went on to explain both what they had been hearing and how they personally felt. Mrs. Sharp was not terribly surprised but knew it was an issue she needed to contend with right away before she had a bigger problem to contend with. She wanted Michelle to stay as her secretary and she would call Michelle's wife to figure out the best course of action for the problem.
It was near the end of the day and Michael asked Mrs. Sharp if there was anything else she would like him to do. "No Michelle, thank you, when you're ready you can leave for home.
I wish you a pleasant evening. Oh, and please tell me tomorrow what your wife said about your new image," she closed with a smile.
A few minutes after he left, Mrs. Sharp picked up the phone and called Michael's wife. Thankfully she picked up on the first ring. "Hello, this is Dr. Garrett."
"Christine, this is Becky Sharp."
"Hello, Becky, is Michael okay? Did anything happen to him?"
"No Christine, nothing bad happened, actually be prepared.
Michael looks gorgeous.
I had him sent to a salon visit this morning together with Amy. I am really pleased with how he looks now. I guess you will be surprised to see him when he comes home this evening. He is all made up beautifully and I look forward to when he can have his own hair professionally styled too and leave the wig at home."
"Oh my,... so you are saying, I had better prepare myself?" asked Christine Garrett. "Yes, you better prepare yourself for a lovely surprise, Christine," said Mrs. Sharp. She continued.
"But we still have a small problem. Some of the other employees are suspicious about him and because they don't know Michael personally, they don't feel safe around him.
He has done nothing wrong. No one is accusing him of doing something wrong. But they all know he is still a man, but dressing up as a woman. He is the only man working for the company... and today he used the ladiesΒ΄ restroom."
"Oh, I didn't anticipate this problem," said Mrs. Garrett. "What would you suggest to make the other employees feel better around him?"
"I am going to ask you a favor, Christine," said Mrs. Sharp. "Two things. I have already an idea that could solve our problems."
"Yes, what is it?" said Christine Garrett. "Go ahead."
"Please take the weekend to sort things out and maybe Michael can come in and see me Monday morning and tell me what you decided. But I think Michael, with your help needs to decide how he wants to explain his femininity to other people.
Does he want to tell people that he is just a cross-dresser who only dresses as a woman to keep his job, or does he really want to become a woman? I know this will be a difficult discussion. I worry that if he only identifies himself as a man who crossdresses it could cause some irritations.
And I may have serious personnel problems to contend with," Dr. Garrett listened in silence.
"The second favor I need to ask you is if you would be willing to assist in completely emasculating Michael by having him wear a chastity device when he is here at work?" asked Mrs. Sharp. "That could help the other ladies feel safer around his presence."
"What is that device?" asked Dr. Garrett. Mrs. Sharp went on to explain what she had learned from Melissa.
She stated she felt if she could assure all the women in the office that Michael was 'locked up', it would allay their fears and they would not be as concerned about having a man around in the office anymore.
Dr. Christine was quiet for a moment and finally stated.
"Thank you, Becky, for giving us the weekend to sort things out. Michael and I have a lot to talk about. But it also sounds like unless I agree to have Michael locked up... he could lose his job?"
"Yes Christine, I am afraid so. I don't want to lose Michael as my secretary, but I also can't have other employees causing discrimination problems or submit claims of sexism," said Mrs. Sharp.
"I think if I could tell everyone that Michael will be unable to bother them in any way as a man, the problem will dissipate."
"Okay, thank you Becky for doing all you can to keep Michael employed. I do appreciate it and Michael and I will have some serious discussions these next couple of days," Dr. Garrett finally said.
"I guess we'll find a suitable solution for your problems at the office, Becky. Thank you for calling me, I really appreciate your due diligence with Michael really much."
"Bye Christine, it was a pleasure to talk to you," Mrs. Sharp answered. "Maybe when everything is solved we can meet together with our husbands for a nice occasion. Maybe we could go to the opera or the theater or we'll have a nice dinner together, what do you think?" she asked.
"Or both perhaps," Dr. Garrett said laughing. "But I assume, that your husband will be the only person there then dressed as a male, Becky, am I right?" she asked. "Oh, for sure! Maybe you'll find a lovely evening gown and some five-inch heels for your Michael Christine," Mrs. Sharp said laughing. Both women said their goodbyes and the call was over.
When it was around 5 p.m. Michael took his skirt off put his pants back on and changed the high heels for the laced court shoes.
Then he grabbed his purse and left for home. Meanwhile, he was really confident when riding the train in his feminine clothes. Now that he looked perfectly feminine nobody thought about him to be anything other than a businesswoman commuting home.
At home he put his coat he even thought about his wife's coat now as 'his' on the coat rack and placed the purse on the table. His wife was already at home.
When she saw him her eyes lightened up and she smiled in amazement.
"Wow, Sweetie, look at you! You are gorgeous! Tell me what happened today that you are made up so professionally. Oh, you are wearing real earrings too?
Amazing, you had your ears pierced! And look at those nails of yours and your eyebrows are so cute..."
Michael felt a bit ashamed when his wife praised him in such a manner. But he was comforted that she was obviously ok with his new image. He sat down at the table and talked to her.
"Well, this morning Mrs. Sharp announced that I have a salon appointment today and that I needed to go there together with Amy. She also told me to let the ladies at the salon do their work as she has told them that I am not to dispute or refuse any of the treatments. She was really imperious.
I was not able to argue."
"That was really wise, my dear. I know Mrs. Sharp is not someone to argue with. You better keep calm and do what she tells you to do. It's important to please her to keep your job," his wife answered. "I see that you even had a hair treatment, it looks to be in better condition now. What else did they do at the salon and did you enjoy the feminine experience?"
"To be honest, it was a really exciting experience. It was nice to be pampered by the ladies there and everything felt so nice to me. You did not see it but they even made my toenails beautiful. And then they even pierced my ears. But that was not as painful as I thought. I hope you are ok with me having pierced ears now?"
"Yes, that's ok for me and it is good that it was done now. So now you have many more choices of nice earrings and I really love those cute creoles you are wearing now.
Please let me inspect the holes," With that she came to him and grabbed one of his earlobes. "It looks professionally done, dear. I guess that will heal properly with no infection. I see that the creoles are made from real silver, that's good for the healing process too.
But you have to clean the holes every day properly with a sterilizing solution. I will give you some of it later. But now let's have some dinner, I prepared a nice vegetable soup for us."
With that said she went to the oven to get the pot of soup. Michael stood up and got the plates and glasses as well as the cutlery and set the table. Then they ate together.
Michael praised the soup as it was really delicious. "And it is really healthy too," his wife added. "It is wise to watch your figure as you want to wear lovely tight clothes from now on, my dear," she replied smiling.
"I'm really happy that you help me so much around the house, dear," Mrs. Garrett said then. "You are not like other husbands who let their wives do all the domestic work.
I knew that it has its advantages if the man of the house has a feminine streak," she said with a smile. After dinner Michael took out an apron and did the dishes while she returned to the living room to read something for her work.
When everything was cleaned up and put away Michael also prepared an herbal tea for his wife and served it to her.
"Thank you dear," she said to him. "You really make a great housewife!" she mocked him a bit. Michael loved to hear that his wife had become so comfortable with the whole situation.
"Dear, I just talked to the neighbors today. I wanted to let them know about the new situation and now they possibly will see you dressed as a woman more often," Michael went pale. He had not thought about that issue yet. But his wife was right, it was important. He could not deny it anymore and they had to know. "What did they say...?" he asked a bit uncertainly.
"Well, they were ok with it I guess. Everyone understands that it is important to keep a job these days and so even Mrs. Miller didn't have any problems with the new situation. Did you know that she had already spotted you twice in your pantsuit and she was wondering why you were dressed so feminine?"
"Oh, I was not aware of that," Michael replied. But now he was relieved that the secret was out in the open and everyone seemed to be ok with it. "I plan to do a garden party this weekend and invite the neighbors over. It would be nice to introduce the new you to them, don't you think?"
Mrs. Garrett asked. "Maybe then you will get used to wearing skirts and dresses openly and you can dress in a nice summer dress when you greet the guests and prepare the dishes.
I guess you would look so cute also wearing a nice frilly apron too. You can serve them and make them feel comfortable seeing you dressed as the lady of the house, don't you think?"
"Uhh, oh,... I don't know if I am ready for that, dear but if you mean it will be ok for everybody then let's do that. I guess I will be really embarrassed at first but maybe after the outing I will feel much better," "Definitely, Sweetie.
You will get used to being the lovely housewife then and will take pride in serving our guests. And I think we need to invite Mrs. Sharp to the party too because she is the reason for this development.
You should ask her opinion tomorrow and if she has time to come to our party. If so, you can help me with the invitations and then you can deliver them to our neighbors."
That night they had incredible sex. His wife undressed Michael really slowly but still, let him wear the corselet and the stockings to bed. He loved to feel her hands caressing his stockinged legs. That was something he always wanted and he was able to experience it now.
The next morning he woke up refreshed and got dressed. Together with his wife, he did his makeup in the bathroom and she even gave him some beauty tips too.
When he took out his blue pin-striped pantsuit from the wardrobe his wife interrupted him. "My, dear, after wearing a skirt at the office yesterday you should continue doing that.
I guess that's what Mrs. Sharp insisted on too, right? And if you are to do that at the office it would be quite better to put your dress on every morning at home. So you don't have to change at the office and you will get used to wearing skirts on your way to work too."
"Oh, I guess, you are right, dear. Ok, so I better put on one of my suits. What do you think about the light grey one with the shorter pencil skirt?" Michael asked. "That would be a great choice, dear. I guess Mrs. Sharp will be thrilled to see you in it and you can also show off your lovely legs too," Mrs. Garrett said.
Michael wears his light grey skirt-suit on his way to work.
"Oh, Michael, there is still one thing more. Please, if Mrs. Sharp tells you something to do to keep your job, show obedience to her and don't question anything that she wants you to do or what she wants you to wear, ok?
You know, you are the only male left in the company and if someone feels unsafe with you, you have to do everything possible to resolve their concerns. Maybe even things you never did before. Will you promise me to do that?"
"Ok, dear, I promise," Michael replied. Surely he would have to show a lot more obedience in the future. Not only to Mrs. Sharp but also to his wife...
With that said his wife left for work and Michael finished dressing.
The way to work was uneventful, even the train ride. Michael felt the cold breeze on his legs and enjoyed that feeling immensely. Only a few weeks ago he was only able to dress on really rare occasions and now he must wear a skirt each day to work? Michael shuddered when he thought about that but deep inside him. However, he was not sure if he wanted to enter the women's world completely yet.
When he arrived at work Mrs. Sharp was already there.
"Wow, Michelle, you look great. I really love your tight skirt. I'm sure you will get a lot of compliments today," she said with a smile. "Please come to my office, we need to talk about an important issue."
When Michael stepped into her office Mrs. Sharp closed the door and walked behind her impressive desk. When Michael walked to one of the chairs and started to sit down she said in a harsh tone "No, Michelle. Please stay standing over there."
Michael froze. Did he do something wrong? Did he offend Mrs. Sharp? His thoughts rolled over. He was worried that he had done something wrong.
"Well, Michelle, I really appreciate your behavior among your co-workers. I love that you are socializing with the other secretaries.
But there is something, that some of the other ladies are worried about you. You know, they know that you are really a male and that there is something well hidden in your nice lace panties that makes them insecure.
When you walked into the ladies restroom with them yesterday it became a problem for them. They're worried that on occasion you can still become the aggressive male again and that they may have to fear your maleness."
"Oh, Mrs. Sharp, you know that nobody has to fear me," he whined. "Please tell them that I will always behave myself and treat them with the utmost respect."
"I know that, my dear, I know. But I want to assure everybody that you are in a safe state and nothing can happen in that direction. Do you know what a chastity device is, Michelle?" she asked with a stern look.
Michael blushed. Surely he knew that. Some time ago he thought to try out such a device himself but couldn't decide to do so. "Yes, I know, Mrs. Sharp. Are you saying that you want to lock me up, right here?" he asked.
"Yes, Michelle, I want to do that to you.
And I want to tell the other ladies working here that you are locked up and that they can now feel safe with you. I want you to return to your desk right now and look for a suitable device on the internet. At noon you'll send me a message with the links to your favorite items and ask me nicely to buy you such a device.
After arrival I want you first thing in the morning to appear in my office so that I can lock you up in it.
You will stay locked the whole day and when you want to leave for home you'll come back to me and ask me demurely if I can release you from your chastity cage. And I want to hear no excuses. Is that clear?"
Michael blushed in shame. But he was to obey this strong woman and as his wife told him he was not to argue about anything Mrs. Sharp wanted.
"Of course, Mrs. Sharp, I will do as you ask," he quickly replied.
"Oh, Mrs. Sharp, there is one thing my wife wanted me to ask you. She wants to hold a garden party for the neighbors to introduce the new feminine me to them. And she would appreciate it very much if you would attend. Would you have time on Sunday afternoon? My wife and I would be delighted," he asked.
"Oh, Sweetie, that would be wonderful. Of course, I would love to come to get to know your neighbors and see their reactions when they meet my lovely secretary. Do you already know what you will wear?" Mrs. Sharp said glowingly. "My wife wants me to wear a nice summer dress for that occasion. And when I will be serving the guests I will have to put on her nice frilly apron too, I guess," Michael replied.
"IΒ΄d love to come, dear. I can't wait to see you serving your guests. Please tell your wife that I will be thrilled to see her then," With that, he was dismissed to look for the chastity device.
After some time browsing the internet he found a suitable item made out of a clear plastic material. It was a penis-shaped thing with a ring behind the balls and a lock to get it fastened. He put the link into a message to Mrs. Sharp and even asked her politely in his message if she would buy it for him to wear at the office.
Mrs. Sharp was so pleased to read his message afterward and quickly bought the best-suited device in a tiny size with express delivery from the company's account. Michael would have to squeeze his middle thing into the tiny device but it would look like he has a feminine flat front in his panties then.
Right after that talk with Michael she wrote a message to all the employees of the company. She said that Michael was a really good employee and that he agreed to stay at the company when told he had to become more feminine.
She declared that he was now to be addressed as 'Michelle' and that no one should treat him badly. Finally, she wrote that the company will ensure that Michelle always stays chaste and that no one is to be feared for any male misbehavior.
When she was ready she sent the message out to Michael to have it formally checked and put onto the company's internal website. Michelle was also told to send it out to all employees in the name of Mrs. Sharp as the head of HR.
When that was done Mrs. Sharp smiled to herself. She even got a bit wet while thinking about her feminized secretary. Surely she would have fun with her in the future and she would become her lesbian lover sooner or later too.
In the late afternoon, a business courier arrived at Michael's desk. It was a nice-looking young man carrying a backpack. "Hi," he said "I have a parcel for a Mrs. Rebecca Sharp here. Is she here?"
"Well, yes, she is here and I will bring it to her right away.,," Michael replied. During their conversation, the courier smiled at him and obviously ogled Michael's stockinged legs.
"No, sorry, Miss, it is a personal parcel and I just need Mrs. Sharp to sign for the delivery," the guy said.
"Oh, ok, I'll tell her that you are waiting for her. Please take a seat right over there," Michael showed the man the chairs in the waiting area and took the phone.
After the third ring, Mrs. Sharp answered. "Oh, Mrs. Sharp, there is a personal delivery here for you and he needs you to sign for it," Michael said.
"Oh my, that was really fast!" Mrs. Sharp said very pleased. "Please offer him a coffee from our kitchen, dear, and tell him I just need a few minutes. Be kind to him, he will bring you a lovely surprise," she closed with a laugh.
So Michael told the guy that Mrs. Sharp would be out in a few minutes and asked him if he would like some coffee. Of course, he said yes so Michael left for the kitchen. The delivery guy watched him closely and enjoyed seeing Michael's legs under his tight pencil skirt.
Meanwhile,e Michael was getting used to walking around the office in his high heels and a skirt. A few minutes later he returned with a tray with a cup of coffee, some milk, and sugar. The guy smiled at him, surely not always treated so nicely.
"Oh, thank you Miss," he said after Michael placed the coffee at his table. "I don't want to be pushy, Miss, but you have very nice shapely legs. You are an attractive woman. Are you single?" Michael blushed. "No, Sir, I am married. But thank you really much for the nice compliments. I hope you enjoyed the view," Michael answered. "Oh, yes, I did!" the guy said while Michael returned to his desk and sat gracefully on his chair, surely aware and enjoying the stares from the young man.
After a moment Mrs. Sharp came from her office and walked straight to the delivery guy. He promptly rose to his feet when he saw her impressive appearance. "So you have something for me, young man?" she asked.
"Yes, Ma'am. Would you be so kind as to sign for the delivery?" he asked her uncertainly. Mrs. Sharp signed his papers and took the parcel. "Thank you, Ma'am. I wish you a pleasant day," the guy said, and she turned around and walked back into her office.
The delivery man left the office not before smiling back at Michael behind his desk. A few minutes later Mrs. Sharp called him into her office. When he entered she said "Please close the door, dear, and lock it up. I need some undisturbed minutes with you."
She continued. "Michael, you know we have the problem that I already discussed with Christine last night after you left work and we came up with a solution.
Some of the other women who work here are concerned that despite your very feminine appearance, you are still a man.
They were concerned that you would be using the restroom now and that some of your co-workers would feel unsafe, as I told you this morning."
"Did I offend anyone?" asked Michael, unaware of any concerns.
"No, dear, no one made a complaint... but to avoid any unnecessary personnel problems, Christine and I agreed on a solution. You know, to lock you up in a chastity device during office hours. Now come over here and pull up your skirt!"
Michael thought that he had misunderstood her and asked "Pardon, Mrs. Sharp. You really want me to lift my skirt in front of you, Ma'am?"
"Yes, for sure, now hurry up, girl, we don't have all day..," she said angrily.
Of course, Michael hurried to step in front of her and lifted up his tight costume skirt.
"Ts, ts, ts, what have we here... you have to learn a lot, girl!
Why are your panties under the garter straps? That has to be the other way around next time. We need to get faster access to your thingy in the future. Now hurry up and fix that!"
Michael hurried to loosen his garters from the stockings and slide them under his panties before he reattached them to the nylon stockings. "Sorry, Mrs. Sharp," he finally said "I know that I have to learn a lot to become your personal assistant, and thank you so much for your understanding."
"That's better now. I expect you to have it always that way if you don't want to be punished in the future.
I don't want to see any erection and your thingy poking at me right here!" she yelled. With those words, she rose and walked into the corner of her office.
While seeing that, Mrs. Sharp reached into the desk drawer and pulled out a small plastic chastity device. She inserted it into the small tube and fastened the cock ring beneath his shrunken balls.
She then inserted a tiny padlock and with a final click she closed the lock and Michael was locked up.
"Wow, that is nice now!" she said satisfied. "How do you like your device? From now on you will always be locked up in the office. Your wife will be your primary key-holder, Michelle. She and I have agreed to this and I will hold the spare key for emergencies.
She will make the decision if the device comes off at night or whether it stays on. Regardless, each day when you come to work the cage must be on you. I will be conducting random checks to ensure you have not engaged in any trickery to take it off or not wear it properly."
Michael was so ashamed standing there in front of his boss in the tiny plastic cage. He prayed that he would be unlocked each day when he got home. "Of course, Mrs. Sharp, Ma'am.
I'll always do as you say and thank you for working with Christine to come up with this solution. But haven't you said this morning, the device is to be worn during office hours only?"
"Yes, I said so but in the meantime, I decided different," she told him. "Maybe you will have to wear the device sooner or later full-time."
Then Mrs. Sharp pulled up his panties again and admired the new view "I really love how you look down there, Michelle. Really! You are such a sweet girl and I know that we will have so much fun in the future. Here in this envelope is the key to the lock.
I trust you to give it unopened this evening to your wife and tell her that she is now your keyholder. I know she will be pleased when you do this It shows her your love and your obedience."
With that she dismissed him and he returned to his desk after pulling down his skirt. 'Oh, god, hopefully, nobody sees the outline of that cage under my tight skirt' he prayed.
Mrs. Sharp pulled up his panties again and admired the new view
After five he called Mrs. Sharp and asked her if she would unlock his cage because he wanted to go home.
She called him into her office. After again pulling up his skirt in front of his boss she took out a chain out of her neckline with a tiny key on it. "You see, I am also your 'keyholder' now and you will do everything I ask you to do, clear?" she said mockingly.
"Of course, Ma'am," he answered reluctantly. With that, she opened the cage and put it away in a small bag. Then she pulled up his panties again and smiled. "You may tell your wife this evening about our problems here with the other secretaries and what kind of solution I found for you.
I am sure she wants to help me with teaching you behavior and keeping you in chastity, give her the envelope with the key and this bag with your chastity device. Then ask her kindly to please lock you up again before sending you to work the next morning. Now go home and enjoy your evening, Michelle."
Comments
My Freeze
Like your comments about the ear piercings.
Annah Rourke
I am intrigued between Mrs Sharp , her "friend" Mrs Silverman... co-conspirators (?) and Michelle's wife. Just who knew what when and their plans. What will hatch first. Just how submissive is Michelle? Has his wife always known and wondered how to get him/her there just hadn't recognized it? The daughters ? have / are they also into this FLR lifestyle? What about the neighbors? Birds of the feather?
My Freeze
Very interesting, uncomfortable but interesting. The garden party should be fun and Mrs. Sharp has devious plans for personal assistant. I wondered what a personal assistant did other than fetch coffee. I await more story, please.
Amanda
Michael/Michelle is quickly moving along his desired pathway, despite the embarrassing moments. Waiting for more of this story:πββοΈ
Brianna Demonet
Michelle is very close to the point of no return! A couple more ear piercings and next thing you know all his male clothes will be donated to the homeless.
