Date With A Mistress                 by: Patricia Anne Anderson

 

Part II

The week went rather slow for Patrick and he was anticipating Friday night. He didn’t know what would happen as he picked up the phone. He dialed the number with trembling hands. When the phone rang the person on the other end told him to call back in an hour as the Mistress wasn’t at home at that time. He hung up and was trying to reason why he had gotten involved with this in the first place.

He went into his bedroom and went to the dresser drawer and took out the butt plug that Mistress Netasha had given him. He looked at it with a casual look. He then stuffed it into the over night bag he was preparing.

He was already wearing the lacy panties that he was told to wear. All week long when he got home from work he would change into his female clothing. He was getting quite used to wearing a bra and the tricks that Netasha had shown him how to enhance his bust line were working. His natural breasts filled in the bra rather well, but still he knew that she would attach those false breasts. He went to the phone and dialed the number once again and this time Mistress Netasha answered.

"Hello, who is speaking?" She asked in a cool voice.

"Hello Mistress this is Patricia."

"Well hello my dear are you coming over as you were told?"

"Yes Mistress I was just about to leave."

"Well when you get here Susan has been instructed on what to do."

"Susan? who is Susan?"

"Well lets just say she is your sister so to speak."

Netasha hung up the phone and Patrick didn’t know what to think he was wondering who Susan was all the way there. When he got there and rang the door bell the most beautiful girl he had ever seen answered the door.

"Good evening sir, my name is Susan."

"Hello Susan, my name is Patrick."

"Oh, you are expected, the mistress went out for a bit but she told me what to do to get you ready, please come this way."

Patrick followed her to the spacious bathroom where she started to draw a bath. She told Patrick to get undressed and to please get in the tub and as he did he blushed. When he was in the bath she took out a razor and some shave cream and sat it on the edge of the tub. She took his arms and spread the shave cream on them and proceeded to shave the hair off.

Then she had him stand as she did the same to the rest of his body it wasn’t hard as he had shaved the day before and that morning. When she was finished he was as smooth as a baby no body hair was left and she even shaved off what was left of his pubic patch. Then she told Patrick to get out so she could dry him off. As she was drying him off he started to get a rather substantial hard on. Susan gave it a whack and it shrank.

"Ouch, that hurt." He cried.

"It was supposed to, I didn’t want you to get in trouble."

She continued to dry him off and when done she led him to the bedroom. There she told him to lay on the bed. She picked something up that looked like panties. She pulled the latex thing up his legs. This thing was very strange looking. There was a pouch in it and Susan expertly stuffed his limp cock into it. She pushed his balls up into his body and pulled the thing into place. When Patrick looked down there was no trace of his male equipment and as a matter of fact he had a vegina.

"Did you bring the butt plug that mistress ordered you to bring?"

"Of course I did, it is there in the bag I brought."

Susan went to the bag and retrieved the plug and as she shoved it up inside him he again started to get an erection but the constriction of the latex panty kept him from it. It was kind of painful and she could see him grimace.

Next she took some glue or something and spread it on the breast forms and attached them to his chest. He sat on the bed and wondered who this girl was. His questions would be answered when Mistress Netasha came back. Susan led him to the corner where the corseting bar was and attached his wrists to the restraints. As she pulled him in the air she smiled.

She never spoke only to give him directions. She went about her business in a timely manner. She took the black corset and wrapped it around Patrick’s waist and then attached the snaps in front. She pulled on the draw strings, tighter and tighter so that Patrick was having a hard time breathing.

When this was done she immediately rolled the black seemed nylons up his legs. She looked at what she had done and just then Mistress Netasha walked in. She saw that Patrick was wearing the false vagina and immediately admonished Susan for putting it on him.

"I didn’t want this on him Susan."

" I am sorry mistress."

"Now take it off of him, I want his little pecker to be visible tonight."

Susan started to take the thing off of him as he hung there. When she let him down Netasha led him to the vanity where her and Susan applied the make up.

"I want her to look like an absolute slut tonight Susan." "Very well Mistress." Said Susan as she applied a thick coat of make up.

That being done Mistress Netasha took a blonde wig from the closet and put it on his head. It was a platinum blonde wig that was almost to the middle of his back. Netasha styled the wig to give him a slutty look and then told him to look in the mirror. What he saw astounded him it was different than the last time. He certainly looked like a slut and his lips and eyes had that come fuck me appearance.

Once that was done Netasha took out a dress that looked way to tight for him but when she put it on him it fit like a glove. It showed off every curve he had. The dress came down to about mid thigh and when he walked it swung out and you could catch a glimpse of his well rounded ass. Mistress Netasha took hold of his penis and pulled it back between his legs and then pulled a pair of very tight panties up his legs and around his waist. The butt plug he had in was very secure and when he walked he had to alter his walk and as he did his hips swayed.

Next Mistress Netasha put the high heels on his feet. 7 Inch stilleto heels with an ankle strap. They were almost like the ones she put on him last Friday but the heel was much thinner. Patrick however had an easier time walking in them because he was used to it by now.

With all the preparations done Mistress Netasha grabbed Patrick by the arm and led him to the car. He had to sit in back this time with her as Susan did the driving. They drove for about an hour out of town to the country they pulled into the driveway of a very expensive looking mansion.

When they got out of the car there was someone there to take the car and park it. Patrick was wondering who owned such a place.

"This is Master Charles place and you will be on your best behavior, you are here as an escort and you will please what ever man decides to take you home tonight, is that clear Patricia?" "Yes mistress Netasha." Said Patrick in a low voice.

There was a butler or something that met them at the door. He showed them into the study where there were about 10 men sitting there talking to Charles. When they saw Patrick their eyes went wide.

"You will not be serving anything tonight Patricia, you are mearly here as an escort. Susan will be the server for tonight. Do you understand Patricia?"

Patrick nodded his head as Mistress Netasha went on.

"As far as these men know you are a Shemale in transition to be a real woman."

This wasn’t far from the truth as Patrick had wrestled with the idea of going full time as a female especially after his marriage broke up. He was the kind of person who didn’t like being alone.

"Now take a seat over there and remember you will entice as many of these men as you can."

Patrick didn’t know it at the time but these men paid Charles a very large sum of money to be with a girl with Patricks talents. That being a shemale, all these men were interested in having a shemale as a bed companion for the night. Patrick went and sat down and as he did he made sure he showed as much leg as he could. Being Patricia wasn’t that easy especially under these circumstances. As he sat there Susan brought him a drink and smiled at him. She talked to him as she gave him his drink.

"Don’t worry sweetie, I was just like you not too long ago."

"You mean you are a slave of Mistress Netasha also?"

"Why yes I am dear, I have had surgery to implant breasts and I have had cosmetic surgery to alter my appearance. I still have my cock and balls and these men love it. Now here is your drink, I suggest that you enjoy it while you can, it will help take the edge off."

Patrick took the drink and it was so strong that he nearly gagged but he took Susan’s advice and sipped on it slowly. As he sat there flashing his beautiful legs one of the men got up and walked over to him.

"Hello beautiful my name is Peter what is yours?"

"Hello Peter, I am Patricia." he said in the most feminine voice he could muster.

Peter sat down next to Patrick and put his arm around him. He wasn’t quite sure what to do but with Mistress Netasha watching he figured he had better respond. He laid his head on the man’s shoulder and put his hand in the man’s lap. He could feel the excitement there as the man’s cock was getting hard.

"Charles has made one of his rooms available, would you like to go to that room, I would treat you nicely."

Patrick looked up at the man and nodded his head yes. This man wasn’t all that bad looking maybe in his mid 40’s. He was tall about 6’ 4" tall and very muscular. He wasn’t fat nor was he skinny, he took Patrick’s hand and led him to the private room. What he didn’t know was that there was a hidden camera there and whatever went on in that room the people in the den could see.

Peter had Patrick/Patricia lay on the bed as he started to undress. It wasn’t long and he was down to just his shorts and T-shirt. Patricia reached over and undid his belt and unzipped his fly. She helped him out of his trousers and she instantly noticed the huge bulge in his undershorts. She pulled down his shorts and there stearing her in the face was a cock that looked to be about 9 inches long. Not as big as Master Charles but sufficient.

Patrick/Patricia took the cock in her hand and started to work it back and forth and Peter was mumbeling something. She saw the look of pure lust in his eyes as he started to move his hips in rhythm with her manipulations.

There was a drop pr pre-cum forming at the opening and Patrick/Patricia stuck her tongue out and licked it off. This made Peter suck in his breath as she opened her mouth to take the head of his cock in. It didn’t take long and he was moving his hips back and forth as his cock went in and out of Patrick’s mouth. He sucked on the man’s cock till he could feel it start to expand. The first spirt of cum hit the back of his throat and he swallowed as fast as he could.

"Ohhhhhhhhhhh Godddddddddd, suck it baby, suck all my cum

out." Hissed Peter.

Patrick licked and sucked on his cock until he stopped cumming and pulled out. He was still hard as a rock and was ready for something else. It appeared that he had other intentions besides a blow job. He took Patricia by the waist and laid her back on the bed. He lifted her skirt and pulled off her panties. He saw that her cock was trapped between her legs and he freed it.

"You are so lovely my dear, what if I sucked on your clit for a little while?"

Patricia didn’t know what to do as he lay back and let Peter do what he wanted. He sucked on Patricia’s cock til it was also hard, then he let it go he rolled her over and spread her ass cheeks. Patricia could feel his tongue on her ass hole as he was licking here there. He pulled the butt plug out and continued his licking.

"Ohhhhhhhhhhhh, that feels so good Peter."

"Yes my dear, I am getting you ready for you know what."

"No I don’t know what Peter."

"I am going to fuck you like you have never been fucked before."

Now this fact was so close to the truth. Patrick had never had anal sex with any man before. As Peter got up on his knees he pulled Patricia up to her hands and knees. She could feel the head of his cock at the entrance to her man pussy. As he pushed forward his spincer muscle was denying Peter access. He pushed really hard and the head went in.

"Ow, that hurts, please stop."

"Oh my god I can’t believe my luck, I have a virgin Shemale."

Peter continued his assault on Patricia’s tender ass hole. The fact that she was crying didn’t stop him at all. It really hurt and Patricia thought he was going to tear her in half. He continued to push himself into her and with each inch that went in the pain was terrible. Patriciua tried to get away but Peter was having nothing of it. He continued to push forward until his balls were resting on Patricia’s ass.

"You are so tight sweetie, just relax and let it happen."

Patricia tried to relax and after a while the pain started to despite. It was replaced with a feeling that she had never felt before. It was as if a hot flash had taken her over and she began to respond. Her own cock was hard as hell and there was pre-cum flowing out the tip. Peter started to withdraw his cock very slowly and Patricia was going crazy. As a male she had never experienced this before. She clenched her ass hole closed around Peter’s cock. He with drew until just the head was inside. Then he pushed back in again this time quicker. As his cock went all the way back in it was massaging Patrick’s prostrate which was driving him crazy. Suddenly Patrick started to shudder and a wave of passion swept over him. He release his own spray of cum into the sheets. This had never happened before, he didn’t even have to touch himself.

Peter was now fucking Patrick/Patricia for all his worth and as he did he was calling his Shemale all sorts of names.

"Oh you little whore, fuck me back, God you are the best piece of ass I have ever had. You are better than any female could be."

Patrick now felt like a female totally, he was no longer Patrick but Patricia and his life would never be the same. As Peter was fucking Patricia in the ass the door came open and there stood another man, his cock in his hand. He approached the bed and put his cock up to Patricia’s lips. She opened her mouth and accepted the cock. As Peter was fucking her from behind this other man was fucking her mouth.

"Oh god I am going to cum.’ Screamed Peter.

His cock seemed to grow to two times it’s size as Patricia felt him push in as far as he could. She could actually feel the cum racing up the shaft. As the first spirt started to fill her bowels she shuddered again and had her own orgasm. At the same time the man fucking her mouth shoved his cock in as far as he could and let loose with a spirt of warm salty cum. Patricia was shuddering and wavering under the control of these two men.

"I am going to cum." Screamed the man fucking her mouth.

Patricia took it all in and to her surprise was loving it. She laid stayed there on her hands and knees until both men were satisfied. She thought it was over when the two men got up and started to get dressed.

After they left Patricia lay there exhausted as she look over there in the bedstand were two crisp new $1000.00 bills. She couldn’t believe it at first. As she laid there thinking about what she had just done she couldn’t believe it and she was actually happy. The door swung open and in walked two more men, both half dressed and they approached her.

The biggest of the two rolled her over on her back and put her legs over his shoulders and started to push his hard cock into her. The other man came around to the front of the bed and turned Patricia’s head so the he could put his cock in her mouth. The scene she had just completed was repeated and she was thinking that this is what she was to be.

This went on throughout the night as Patricia was fucked again and again. She was so tired when it finally stopped. Then when she thought he evening was over Mistress Netasha came into the room and told her she was spending the night. Peter had requested her company and had paid Charles an extra amount of money. There was nothing Patricia could do.

"I will be back in the morning to get you Patricia." Said Netasha.

"Thank you mistress." Said Patricia.

The rest of the night was spent in the arms of Peter who told Patricia that he loved her and wanted her to go and live with him.

"Patricia, your name is Patrick isn’t it?"

"Yes it is Peter, why do you ask?"

"Well I am rather well off as you know and I have been searching for a beautiful girl like you for a long time."

"So, what are you saying Peter?"

"Well I want you to come and live with me as my wife, I don’t even care if you don’t become a real woman, I want you to be mine."

"Peter that is so flattering but don’t you think you should get to really know me first?"

"I don’t mean get hitched right away Patricia, just come and live with me, you are so beautiful, n one would know you and you look so much like a woman."

"I will think about it Peter."

"Please don’t make me sad Patricia, I want you for mine."

"I told you I would consider it Peter."

Peter smiled as the two of them drifted off to sleep. They were entangled in each others arms the next morning and Peter took Patricia once more. When Mistress Netasha came to get Patricia she told her mistress what had occurred.

"Mistress, Peter wants me to go live with him."

"Yes I know my dear, he has already talked to me."

"He has?"

"Yes my dear, you came to me wanting to experience what it was like to be a woman, well Peter is my brother and I have been looking for a girl or slave just like you. Peter was married before to a very wicked woman, she treated him very badly and left him taking their little girl with her. Peter has vowed never to get involved with another woman, that is when he started ;looking for special woman like yourself."

"Oh my god then you set this all up?"

"Yes I did dear and you will have to admit to yourself that you are one knock out chick."

"I don’t know mistress?"

"Well to start you don’t have to call me mistress anymore, you have proven yourself to me and Charles."

This made Patricia start to cry and Peter came to her and held her in his arms.

"I guess it is settled then?" Smiled Netasha.

All Patricia could do was smile back at her and Charles.

"Well there goes one fine slave, we could have made some good money with her." Laughed Charles.

"Yes I know Charles, but seeing my brother happy again it is worth losing her."

"That it is Netasha, that it is." Smiled Charles

Together Peter and Patricia left the mansion and as they left Susan smiled at Patricia and wished her luck. Patricia never did transition completely to a female but at Peters insistence she started to take female hormones and had breast implants and cosmetic surgery to make her look more female. This was something that Patrick was destined to be and he was finally happy.

The end

 

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