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He looked up at the dark sky as it parted and the raindrops began to hit the ground. He could hear her high heels hitting the floor as she took step after step closer his way.

He had been standing at the doorway with umbrella in hand awaiting her arrival. His timing was perfect as he pushed open the door and opened up the umbrella.

She walked out the door and under the umbrella as they headed towards the limo. He opened the door for her and helped her into the car and once seated he handed her the leather bound book and briefcase.

She was notorious for writing and she was always jotting down stories and notes. He was responsible for reading her work and making corrections when needed. The stories were good but some were mediocre and he dare not tell her so as he feared repercussions.

She would never punish him for honesty but he wasn’t about to say words that would come back to haunt him.  She had a distaste for those that were rich and famous and flaunted it.

Her instagram account was filled with pictures of her work and as she looked at other profiles she ran across a model that was tall with long blonde hair. So many thought the model was pretty but the mistress didnt think so.

No matter how attractive someone may be their actions can easily make them look ugly. The model had turned herself into a very ugly person as she posted pics of her expensive meals, clothing and countries that she worked in.

She was extremely vain and she was always taking selfies and pictures of her expensive purchases such as Chanel and Gucci. Girls like the model needed to have their asses beat and live among the poorest of poor for a day.

Turning away from the computer screen she rested her head on the comfortable padded leather.With  her eyes closed, she thought of the upcoming meeting with a new client.

The client was filthy rich and had acted like a fucking moron at their first meeting. He had called her numerous times and she had refused all of his calls until he promised to finance the local animal shelter.

She loved animals and absolutely abhorred  animal cruelty of any kind. Yes, she could have easily supported cancer research or the arts but she knew that the arts would always have funds supporting it and cancer research was ran by non profits that used 80 percent of the money to pay themselves as well as all of the perks.

He had called no less than fifty times a day for weeks until she finally gave in and accepted his call. She was polite but firm that she would not see him but he begged and told her he would do anything just to have another meeting with her.

Staying at a suite in the  Westin Hotel, he would spare no expense to impress the mistress if he could only talk her into giving him some of her time. Finally, she agreed to see him and meet him at the 24Grille.

Her sissy maid sat next to her in total silence and he only spoke when spoken too. She asked for his opinion many times and she had ordered him to give his honest opinion. She could always tell when he was unsure of his feelings on a subject and she told him she would severely punish him if he didnt answer from the heart.

The limo pulled up in front of the hotel and the sissy maid got out and held her Vintage Birkin 35 Calfskin Handbag  bag while she exited the car. She wasn’t one to spend money frivolously and her expensive clothes and accessories were gifts.

She never expected anyone to give her anything and she was always so appreciative for anything anyone gave her. She had received so many presents and most did not impress her or she didnt have a use for them.

She had received Leontine Linens Home Trousseau and she loved the bedding and so enjoyed the feel of it.  Diamonds, rubies and emeralds were more often than not given to her and she would put them in her vault, never to be worn.

The sissy followed behind her as the door was opened to the entrance of the hotel. The sissy informed the concierge that the mistress was a guest of the sheik. They were lead to the front desk and the sheik was called and informed of her arrival.

She headed towards the bar and the sissy was to direct him when he arrived. He had dressed down as not to be noticed by others and even had gone as far as arriving in an outfit that made him look average at best.

His religion as well as lifestyle could never be tarnished by his kinky side and no one knew who he really was. He even thought he had fooled the mistress but that was how stupid most men were.

She did background checks on everyone she came in contact with and no one could hide anything from her. She didn’t care what your kink was and she would never divulge her clients to anyone. She guarded her privacy as well as those that worked for her or came to visit her dungeon.

He walked up to her table and was surprised to see the sissy as well as the mistress. Taking her hand and kissing it gently, he gave her a sheepish grin that screamed out his hidden kinky side.

When he attempted to sit down she told him no and pointed next to the sissy. She said “you will sit next to my sissy bitch”. He sat down and feeling quite submissive he looked down until she spoke again.

She asked him why did he want to meet with her again even though she told him she had no desire to spend one second with him. “Rich fuckers, all the same as you feel entitled to anything you want”.

The sissy did all he could to hold back the laugh in his throat as his mistress was always in your face honest. The sheik humbly requested a session with her at any price and he had agreed to finance local animal shelters.

He opened his briefcase and took out an envelope which he handed to her immediately.  He asked her if there was anything else she would like him to do or to give her. She was not one you could impress with expensive gifts. She did appreciate the numerous gifts she had received but she was happier to see animals being cared for.

Finally, she agreed to giving him a session and told him he had one hour of her time once they left the hotel. She lived a half hour south of the city which gave him a half hour to get his kink on.

They entered the dungeon and he followed her into a room of comfortable chairs, couches and ottomans. She ordered him to sit on the ottoman and she placed one foot on his lap and told him to remove her shoe.

He gently removed the stiletto and buried his nose into the shoe. He loved the smell of a woman’s shoe and true to form hers was just lovely. She had him do the same to her other foot. Standing up she ordered him to remove her stockings which gave him a chance to touch her upper thigh.

While she was in session her sissy had walked her dogs and was preparing a bubble bath. In the kitchen, there was  a lovely Coq Au Vin cooking and fresh homemade rolls rising in the proofing box.

The sissy new there was going to be some painful moments with the mistress when she was done with with her session. Stupid me said the sissy as he thought back to the earlier meeting. He had made the mistake of interrupting the conversation between the mistress and her client.

The mistress was very kind but also very firm and the sissy knew that when the mistress gave the sissy a present it was more likely than not new lingerie. The sissy knew that the mistress would want to see the sissy in the outfit and the sissy always complied.

As the mistress was in session the sissy opened the box and found a lovely set of lingerie made up of soft pink and lace. He touched the lace panties to his cheek and then he rubbed them on his cock.

He loved ladies lingerie and the gift was so appreciated and he couldn’t wait to put them on. Assuming the mistress would be in an hour long session, he snuck into her bedroom and he removed his maids uniform.

Placing his uniform on the mistresses bed he slipped off his shoes, stockings, garter and bra. He then sat on her bed and slipped the panties on then the bra but he was unaware that the mistress was standing in the doorway watching.

She was wrapping up her session with the sheik by allowing him to lick her boots and rub his cock on them. She left him sitting on the ottoman in total bliss as she went looking for her sissy.

She followed the aroma of the cooking food and the only thing in the kitchen was dinner cooking. She walked through her home looking for the sissy and she finally headed toward her bedroom looking for him.

She did not expect to see him admiring himself in her full length mirror but that is where she found him. Hands on his hips he bent this way then that way checking himself out and totally in love with what he saw.

She whistled at him which shocked him as he wasnt expecting her and he turned around so quickly he almost fell. She didnt say a word but her eyes told him all he needed to know.

She turned and walked away without a single word which made things even worse as her silence would always be followed by a severe lashing. He quickly removed the clothing and put back on his uniform.

Once dressed, the sissy headed towards the kitchen to finish dinner. His mistress had returned to the dungeon and the sheik was shooting his wad all over her boots. Once finished, she ordered him to clean and polish her boots.