New Friend, A

A New Friend < a sequel to: She Found a Sissy > or < A One Sided Marriage: The End>

By Donna Sash [email protected]

She had not had any time for herself in a while. Between her job as a nurse, all the wild sex, and the special times at Shirley’s, life was full. Ever since the castrations had started life had changed so much. She was living in a kinky fantasyland, but it was real.

Julie loved how things were these days but still a girl needed some time for her self. Today was the day. She came to Bardwell’s to get a new dress. Not for work. Those ones were all the same, just the new woman executive. Today she wanted to find an old fashioned 50’s type of dress. Tight at the top, hugging her tummy, and a full skirt all in starched white, she wanted the look of a housewife in the 50’s.

She was walking through the woman’s department when a scarf on a mannequin caught her eye. All the women in her small group of friends in the castration parties wore scarves, and this one was really pretty. It was black silk with small orchids on it. As she felt the fabric the sales women came over. Ms. Diane Watson had been at Bardwell’s for a long time now and spent many years working the scarf counter. In those years she had met many new friends, in fact it was only a few months ago that she had met Bobbie her new special friend.

“Isn’t it pretty?”

“Yes. It caught my eye as I was walking by”.

“We just got in that line, the designer has lots of pretty scarves.”

“I just have to have this one, the girls will all be jealous.”

“Oh, you have some friends that wear scarves too?”

“I’m sure they must come here to get some of theirs, they all have such nice ones.”

Julie took it and put it around her neck, she liked the way the colors of the flowers looked.

“I’ll take it, I’m sure the men will find it sexy with one of my outfits, and my husband will turn green when I wear it out.”

“You know most men like the look on pretty women, not too many these days know just how to wear a scarf.”

“My girlfriends do. I always like the way each one of them uses their scarves to accent. I’m not that much of a clothing horse. I am usually in a suit.”

“What is it that you do, dear?” Diane asked as she wrapped the scarf in a pink box with a ribbon.

“I’m in lawyer. In fact I am here to find a new dress.”

“Really, the ones I have seen here seem so old fashioned.”

Julie smiled, “That’s just what I am looking for. Some men just seem to react better to a housewife dressed like they remember from their childhood.”

Diane looked at her. She caught something underling in what she said.

“I think all men are just little boys. They want to have a woman like their mother’s to take care of them and like a whore in bed.”

“That’s why my girlfriends and I, well forget it.”

“Your girlfriends and you do what?”

“I can’t really say, but we know all about men and their little fantasies. Some of them come true, others, they find out who is really in charge, and we are not mommies”.

“My Bobbie is only treated like a little sissy.” There she said it. Something about this customer was telling her that there was something Ellen and she could use on their little sissy boy. They were always looking for something new to shock their sissy.

“You have a sissy?” Asked Julie. Julie had turned her husband into a sissy, a cuckold, and then a eunuch.

“If I can be candid, yes. I met him right here. He was buying a scarf for himself and things progressed from there.”

“It seems that there s a lot of that kind of thing going around these days’.

“I hadn’t noticed. I do so like a man who is in his panties.”

“And we like even less of them in their panties she laughed.”

What could she have meant by that.

“Listen dear, I am bout to go on break, may I come with you to look at the dresses, maybe we could share some stories.”

“Sure if you want to.”

When Julie went to hand Diane her credit card, Diane said, “Lets just say its something from one sissy owning woman to another.”

They went up to the dress section and it did not take Julie long to find just what she was looking for. She went in to try it on and came out to show her new friend.

“That would be very intimidating to my Bobbie.”

“You look just like June Cleaver.”

“To the men that see me in it I will be more like a disciplinarian. I’m sure this will go over really good at out next party”.

They went to the food court. While having a coffee, Diane started to tell Julie a little about her life with her sissy.

“Bobbie is under my discipline. My best friend Ellen and I have used spankings and enema treatment to keep him in line. We also have introduced oral training, both on female and male.”

“Really! You’ve turned your sissy into a cocksucker?”

“You should see him. Sometimes I think he likes cock better than pussy. Although, he will always have to eat me to orgasm, I never let him have intercourse. He is a virgin and I want to keep him that way always.”

“Its so easy to control a man. When I started seeing Alex, I kept him chaste to a point. I had many lovers before him, but I wanted to keep him on a short leash. Little did I know that after a time I would be keeping him on a “real” leash? When I found out how tiny his cock was there was no way that was the only prick that was going into my pussy. I started to train him. I made him lick my cunt with his cum all over the lips; he did not want to, but after that he ate my pussy no matter what condition it was in. I love the idea that he is a chaste cuckold.”

“How do you keep him chaste, I keep Bobbie in a chastity belt.”

“I started Alex off in a chastity belt but I don’t need it anymore.” She said with a smug smile.

“Oh why is that?”

“He is a eunuch!”

“Really? You had him castrated? How did that happen?”

“Dear, some secrets are better off kept. Lets just say if you ever want to make your sissy a eunuch, we might be able to discuss it more.”

“I never really thought about it, maybe if I had some information, t might help.”

“If you really want to know, we can make an appointment with a Dr. She can explain it all to you. Anyway I have to be going, here is my card. You think about it and maybe I can get you in to see her.”

Diane had lots to think about. Castration, could she really do that to Bobbie? She really loved to keep him frustrated. Denying him orgasm was fun. Later that evening Ellen came over and they discussed what had transpired that day. Bobbie of course was sent down to the playroom and was in bondage awaiting his nightly torture at their hands.

“What do you think? Should a sissy be castrated?”

“I don’t know. We do have so much fun with him the way he is. I love it when we get him so close and make him wait. His frustration is such a turn on. Moreover, I don’t know if I ever expressed just how much I appreciate how you share him with me. I really would love to get a boy of my own.”

“How about if I make an appointment and you come with me?”

“Sure that would be ok.”

“Lets get the enema bag and go have some fun.”

The next day she called Julie at her work number and got an appointment to see the Dr.

Ellen and Diane were wondering what kind of doctor would have a consulting meeting at a dinner. Valhalla was a known Feminist hangout. It was known for radicals and lesbian activities. Neither of the girls had ever been there before but ordered a nice meal. Julie came over to the table and introduced Dr. Deborah Johnson, a female specialist.

“Julie tells me you might be interested in having your sissy become a eunuch, is that true?”

Diane spoke, “I don’t really know. I have heard of that kind of thing all my life; I really did not think these things still went on. Actually Ellen and I like having Bobbie with working genitals. It is a lot of fun.”

“You are right. Castration is not for everyone. Many of the women who come to me do so for many different reasons. Some have cheating husbands, others aren’t satisfies with the length of their husbands penis and can’t orgasm with him, others just want to have a docile slave.”

“Do these women like the results?”

“Ask Julie, her husband was one of the first here in this city.”

“One of the first? How many eunuchs are they’re walking around?”

“I’ve done around 30 since moving here. Listen, would you two like to come and see for your selves what goes on at a sissy castration?”

“Sure, I mean could we?”

Dr. Johnson took out her cell phone and called Shirley, “Hon are you and Sara ready for Saturday night?”

“Donna knows that something special is going to happen, but not what. I’m so happy. Sara is going to be here.”

“Do you mind if I invite some one to the castration?”

“Who do you have in mind?”

“Two friends of Julie, they have their own sissy, but are not sure if the want to make him a her yet.”

“Tell you what, f they want to come they should bring their sissy, and we all can have some fun in the outer room before the main event.”

“I think that will work out. Bye.”

“Here is the deal, you bring Bobbie with you, we all have some fun teasing your sissy, and then leave him bound while we all go into the room where the castration will take place. We never want a male to know what goes on in that room till they are tight in the char and their fate is sealed.”

“That sounds really nice, how about you Ellen, are you ready to see your first sissy castration?”

“Girls, I have to tell you, my pussy is on fire at the thought. I can’t wait.”

“Then it’s all set, we will see you at Shirley’s on Sat. evening, later girls.” Moreover, Dr. Johnson the castrator left the table.

“Julie, you have been so nice to us, might you like to come over and meet Bobbie? I’m sure he would be happy to make you feel good.”

“Really, that might be nice, and I always like to meet a new sissy. Sure”.

They left and met at Diane’s house. After all the times Ellen had been here for their kinky games, she felt right at home. Bobbie was dressed in his pink maids uniform. It was just a day ware not to frilly but very feminine, a white lace trimmed apron adorned her and on her head was not a maid’s cap, but a scarf tied at the nape of her neck. He looked up just expecting to see his mistress, and was very surprised to see Auntie Ellen and another woman.

“Bobbie, come over here and meet a new friend.”

Bobbie came over and curtsied for Julie.

“Julie, this is sissy Bobbie, and Bobbie, this is Mistress Julie, you will treat her as if she was myself or Aunty Ellen, do you understand?

Bobbie had learned that he was not to question his mistress about anything, especially when a new person was there and he was on display.

“Yes Mommy, I understand that Mistress Julie is to be another Aunty and all that it means to be an Aunty.”

“Then I think you should make us something cool to drink and after serving us come and join us”

Bobbie went and made some ice tea, brought it out on a silver tray, and went about serving all the women, guest first of course. When done he came back into the room curtsied and kneeled in front of Mommy.

“Honey, Aunty Julie has a sissy husband. She knows all about sissies like you. Do you have any demerits?”

“Mommy, I have 10 demerits. I was given them because you found some dust on the curios.”

“What is the punishment for 10 demerits?”

He looked at this new woman sitting here with him during this interrogation. He was very humiliated. He hated having to tell this punishment, but also knew that not to tell it all would just make it worse.

“My punishment should be an enema, with a holding tip so that I can be spanked before I let it out.”

Julie broke out laughing. “This is great! I actually haven’t heard a sissy before telling his own punishments.”

Bobbie broke out in some very red cheeks, and his embarrassment was total. He was being laughed at just after meeting a new friend.

Diane and Ellen joined in, in the laughter.

“Julie, would you like to help us punish Bobbie?”

“I would love to.”

They all went down to the basement. Bobbie took off his apron and pink uniform. He stood next to the OB-Gyn chair. He stood there in just his bra, panties, stockings attached to a matching garter belt, and his heels.

Mommy took down his panties. “Julie, our sissy isn’t very well endowed that’s part of why he is kept in panties.”

“Diane, his little prick is the usual for a sissy.” She walked over to Bobbie and took his balls in hand. “This is pretty much what I expected.”

Bobbie was once again starting with the red cheeks. He knew that his cock wasn’t too big, but it was always embarrassing to have it pointed out to him, especially by a woman who he did not know.

“Ok Bobbie, hop up and we’ll strap you in.”

Bobbie climbed into the chair, it was set so he was slouched down, and he put his knees in place and his feet in the stirrups. Mommy tightened the straps at his knees and ankles. As usual he tried to strain against his bindings to see if they were truly holding him in place. They did. He couldn’t move out of his position. He had suffered many indignities in this chair; he knew that tonight would be no different. Although there was a difference, he looked at this woman he had just met. He was embarrassed at the fact he had met her dressed as a sissy, and the fact that she was here at his discipline session.

Julie came next to him, smiled, and once again reached for his sissy balls.

“Bobbie, have you ever been spooned?”

“I don’t know what that is, so maybe I have been and don’t know it.”

“Honey, after you have been spooned you will know it. Diane, do you have a large wooden spoon, or at least a metal one?”

Dine went to the pantry and came back with one of each.

“Now Bobbie, being spooned is when a Mistress takes a spoon and uses it on your balls.” With that she cracked his right nut with the spoon.

“Owwwwww” he cried.

“See if you had felt a spoon you would have remembered it.” She smiled.

“Want to try?” She asked Ellen.

Ellen took the metal spoon and cracked him a few times. With each Bobbie let out a yelp of pain.

“I always like to get the attention of a sissy through their balls. Since they are still males, it would seem that they live through their precious little nuts.” Julie said as she squeezed them again.

Diane had only used CBT sparingly on Bobbie but she saw that Julie really took control quickly through his balls. She thought any participating in these castrations must know how to use these vulnerable parts of a man’s body to her ends.

Diane got out the bardex with the long nozzle. She loved it when she put it in his ass, but tonight she was going to let him feel mostly everything at Julie’s hand. She wanted to see how another woman tormented a sissy.

“Julie, would you like to do the honors?” She held out the nozzle.

“Sure if you don’t mind. It has been a while since I played with a sissy like yours.”

Diane knew what she meant, because her’s was a eunuch. She thought about it some more. She held Bobbie’s balls in her hand as Julie worked some KY into the sissy’s ass. What would he be like with out these? He is so submissive right now. Ellen and I can do anything we like to him and he never protests, how much more docile can he get?

Julie for her part was having fun. She had put on a pair of latex gloves and was feeling the insides of this cute little boy tied in his lingerie. She did miss the fact that her husband never got hard like this sissy when she played these kinds of games with him. Nevertheless, she did get her share of hard cock. All those men, so many cocks.

“How does that feel Bobbie? I can tell from the look on your face you like having your ass hole played with. Do you like it when a stranger puts her fingers in your ass?”

“It is embarrassing, but yes it feels nice. Mommy and aunty Ellen do it all the time to me.”

Diane was pleased so far with Bobbie’s behavior, she hoped when the spankings started and he was filled he would keep the same.

Ellen did not watch these first steps. She was in the other room getting the bag ready. She was using the large 3 quart one tonight and he was going to make the solution heavy. She added and extra dose of the soap, knowing that it would be really irritating. Enemas were a lot of fun. She even liked it when she would get one, but hers were more for pleasure and not s a punishment.

When she entered the room she saw that Bobbie was ready. She hung the bag on the stand and attached the hose and nozzle.

Julie took it and worked some Ky on it.

“Here we go, Bobbie.”

Bobbie looked at his new tormentor. She was a pretty woman, but she had a cruel look on her face.

Julie placed the nozzle at the entrance to Bobbie’s body and pushed it in harshly. This was a punishment enema, as she well knew and that meant no mercy. She then squeezed the bulb to fill the inside bag with air holding it in place and when she saw him react to the pressure she then filled the outer.

“Ok, Bobbie, here it comes.” Moreover, she released the petcock.

The water was hot and Bobbie could feel it growing in side him. He had taken many enemas, right here in this chair. He knew that this would be a rough one. As it slowly filled him he started to feel the pressure growing. The first cramp hit him. Diane came over and held his hand. He was happy to feel her love for him. He started to sweat. His make up started to melt on his forehead. He felt it going deeper and deeper into his body as the warmth filled his insides. He could feel the soap working on his intestines. Already he wanted to evacuate. He knew that he could not and it would be a while before he could. As the pressure built he thought about what would come next.

Julie was watching his face as he went through the different sensations. She loved this, as did both Diane and Ellen.

“Almost done, your about 2/3 through the bag.”

Finley hi was filled and the bag empty. He was already feeling full. The pressure in had built to an uncomfortable level and still was not all the way there. He knew from past experiences that the feelings he was having now would increase as time when on. He already wanted to relieve himself. His body was telling him to sit at a toilet now. The bardex would not let him go. He could not go until someone released him.

“Now I think we all agreed that a spanking was in order.” His Mommy said. “Lets go over to the stocks and get you installed.”

They walked over to the spanking block on the other side of the room. Just the waddling brought him more pressure. He was leaned over the block and his wrists were strapped to the legs of the block. His skirt and petticoats were raised and he was strapped around the waist. His legs were opened and attached with leather bindings. His bardex was sticking out of his ass. He was ready. He could not move and his body pressing on his tummy was assign to the growing pressure.

Mommy took a strop from the wall and gave him 10 strokes. He wailed with each stroke as his ass reddened. His Aunty took a riding crop and gave him 10. He was really in misery. He had taken lot of spankings over the last year, but few were on top of an enema. Tears were coming from his sissy eyes.

“Julie would you like to try him out? I know that a first spanking on a new sissy can be real fun.”

“I was hoping you would ask.”

Julie went over to the wall and inspected what was there for her to use on him. She saw a twase. She took it and went over to the sissy; she took his face in her hand and raised it so he could see into her eyes. He still had tears dripping down and suck a cute look of submission and hurt, which she just had to smile at.

“Don’t worry dear, I know how to spank a sissy. My husband is spanked often. I hope you don’t mind that I am going to give you some pain. Your pain and tears are for my pleasure, they re also given to your Mommy and Aunty. You must understand that women rule your life. The pain you suffer is your sacrifice to all the women that have suffered at the hands of men since the beginnings of mankind. The suffering you do, is for all of them. The clothing you wear is to symbolize that you understand, women are your rulers, women now have the power over you, and now I am the woman representing all the women of the world, and I am going to make your ass feel it. Cry sissy, cry real tears and show me that you understand, cry and grow hard on, let your little sissy cock get engorged with your blood. I want you to be stimulated by the pain you suffer for me.”

She let his face drop and went to his behind; she raised her arm and brought it down full force. The crack of leather and skin filled the room. He let out a cry from deep within him. The sting, then the fire he felt stiffened his whole body, and this was only the first. With each stroke of the twase he arched repeatedly, his cries were true cries. The tears he shed were real. The pain he felt was real, as was the alarming pressure in his tummy, which was crying out to be released.

She came again and held hi face; she saw that her spanking had made an impression on him. She was pleased.

He was released from the block and brought over to the special potty. Julie put on the elbow length latex gloves and as she looked into his tortured eyes and released the outside bulb.

“Would you like me to let your other one go, so you can let out your enema?”

“Please, Aunty Julie, would you please allow me release?”

“How bad do you want it?”

“Please!” He cried. “I beg of you, it is hurting my insides.”

Mommy and Auntie were so pleased to see him begging this woman. They knew he was truly submissive to her. They both loved to see him squirm.

“What would you promise me?”

“I can only promise what Mommy will allow. I can’t make any thoughts of my own in this matter.”

“If your Mommy would allow it, would you lick me? Would you make me cum with your tongue?” She had his balls in her hand and waiting for an answer she squeezed them. She heard him cry out!

“I will do anything Mommy allows. If Mommy wants I would please you. Oh Please, I need to go so bad. Please. May I go?”

Julie looked to Diane and saw the look in her eyes that told her she had tormented him enough and that she would let her sissy please her. Julie smiled and released the final bulb from his ass and pulled it out. She was impressed that he still did not let it go.

“Please Mommy, may I?”

“Yes dear, show us how you shit!”

It was an explosive burst. The sissy started to cry it was so bad. Each of the women enjoyed the torment they had put Bobbie though was enough to get each of their pussies wet. Julie was working her legs against each other in a gentle masturbation. The idea of Bobbie eating her pussy after all this torment had her blood pressure up, looking at the sissy sitting there on the toilet suffering as she let out her enema was a turn on in and of its self. Bobbie looked at her and their eyes met. Julie smiled with a dominant look. Bobbie just flushed even more. Bobbie had been in this position many times before. Sitting on the potty evacuating the pressure of the enema, letting himself be opened for all to see. The difference this time was Julie. The pretty woman had used him. She had filled him and beet him. She had shown no mercy and he new that his next torment was to work to be pleasing to her. He would place his face in her lap for her pleasure.

It was time to get off the potty. He was done. He already felt wasted. Spankings took a lot out of a sissy. A spanking on top of an enema was a lot to suffer.

He was told to take off his clothing. He was put in the shower stall and sprayed with warm water all over. Aunty soaped him all over then Mommy rinsed him off. A scarf was placed on his head to hold his hair back. He was put in a pretty baby doll nightie in shear pink with lace trim. His panties were pulled up. Aunty Julie is waiting in your room on your bed. You are to treat her to anything she wants. You will please her just as if it was Aunty Diane or myself. Anything she wants, or you will be punished stricter than you already have been tonight.

Bobbie went to the sissy room and saw that Aunty Julie had taken off her outer clothing and was lying there in just her bra, panties, and neckerchief. He went to her. She motioned him to bring his face to her panties.

“Do you smell me? Can you tell how turned on I am? I am very ready to feel good. You are going to make me feel good. Take my panties off.”

Bobbie lowered her panty and lowered then down the legs of this woman he had just met. He had suffered at her hands and now it was his time to please her.

“Sissy boy, I want you to start to lick me. Nice and softly. I am in no hurry. Take your time and let it build.”

He lowered his head and stuck out his tongue. He worked it around her muff. He could taste her secretions. He slowly licked at her outer pussy lips. The smooth flesh felt good on his tongue. He really loved eating pussy. It was one of those things where he was satisfied just by making the person feel good. He could feel her responding to his oral touch.

For her part, she was feeling good. Her cunt was already on fire. All the activities of the afternoon had made her as hot as she had been in a while. This sissy knew how to eat pussy. His tongue was touching all of the places that teased a pussy. She could not help her self from feeling small climaxes even though she was not ready to cum yet. He was good though. She felt him starting to reach deeper into her. He was lapping at her innermost folds and it was sending ripples of pleasure through out her whole body. Then he licked up the whole vulva and circled her clitoris. That was all it took. She felt the orgasm starting deep with in her body. She started to scream out in pleasure as wave after wave of her orgasm rippled through out her whole being.

He not only felt her cumming, but also tasted he female cum. He loved the fact that he could cause this to happen. He was content that he was giving of himself.

She loved the way he sensed her orgasm was over and licked her tenderly instead of trying to keep it the pressure on. Her owner had trained her sissy very well.

“That was nice. I want you to kneel next to me.”

When Bobbie was kneeling, she put her hand on his little sissy balls.

“Its too bad you are in chastity. I would love to see your tiny little cocklette spurt your cream.”

“Mommy only lets me have an orgasm on special occasions.”

“Isn’t this a special occasion?”

“Yes, Auntie Julie, but I am not the one who decides if it is special enough.”

“You look so cute in your lingerie and scarf, maybe if I asked your mommy she would let me. Go and get her for me.”

Bobbie went back to the living room where Mommy and Aunty Diane were sitting.

“Mommy, if you please, Aunty Julie wants to ask you something.”

She followed her sissy thinking she knew what was to be asked.

When she entered the sissy room she was pleased to see her new friend lying there all satisfied. Julie looked like the cat who had just been eaten by the canary.

“Diane, I have had such a nice day, I was wondering if I might be able to masturbate your sissy. He has given me such pleasure today I wanted to make it special for him too.”

“Bobbie has already had his orgasm for this month. I think that it might be ok; after all it is kind of special today. Bobbie, what do you think?”

“Mommy, your wishes in this matter are all that matters. I am your sissy and will always do as instructed’

Diane was so pleased with this answer that she took the key from around her neck and took off the sissies chastity belt.

“Julie, if you want, you may jerk off this sissy, but I will not ever let his tiny cock in a woman’s mouth or pussy.’

“You are so right. No sissy should ever enter a woman, maybe another sissy, but never a woman.”

“Do you mind if Ellen and I watch?”

“Mind, he he not at all.”

She called Ellen in and saw as Julie started to rub the sissies cock. Julie stroked him softly. When the little cock was as hard and big as it would get, Julie put a finger up his ass.

“Please, may I cum?”

“Not yet, I am not ready for it.”

Bobbie was having a really hard time. He wanted to cum so bad; he knew that he would be severely punished if he came without permission.

Julie watched the agony he was in. She could see the fight he was outing up to keep from cumming till it was time.

“Now, Bobbie, let your sissy cum out. Cum at the orders of a woman.”

Cum he did. Three good spurts came out of his little cock, each landing on Julie’s hand or belly.

When the sissy was spent, Julie told him to lick it al up and not to waist a drop.

After Bobbie had cleaned all his cum off her, Julie took the chastity and reinstalled it on his cock.

“Go now little one I have to get dressed.”

When Julie finished dressing she came back into the living room and thanked Diane and Ellen for a really interesting afternoon, and left.

Diane and Ellen talked about the day’s happenings and about what might happen this Saturday night. Both of them were ready for a good time out. They knew that what ever happened it would be an unusual time.

On Saturday afternoon Diane started preparations. She had Bobbie give her a bath; wash set her hair and put a scarf on her rollers. Bobbie started working on Mommies makeup. The doorbell rang and it was Aunty Ellen, her hair was also set and not only a scarf to hold her rollers in place but a nice net under it.

For the next hour Bobbie helped the women getting ready. Diane had suggested wearing some 50’s housewife dresses like the one Julie had bought on the day they met. Neither Diane nor Ellen really knew what to wear to a castration. It had been decided that they would follow Julie’s example and dress the way a Mommy might have in the 50’s. After having the rollers taken out of their hair Bobbi had done each of their hair do’s in a fluffy but sprayed Up Do.

The women also dressed Bobbie. They put her in her frilliest lingerie. More lace than anything else, her panties were so sissy. A nice training bra, no falsies today, followed by a camisole and half-slip, four layers of petticoats were added and the purple satin little girls party dress with lace trim and a lace tie, that was made into a pretty bow in the back. They put a pair of Mary Jane’s on his feet, a special pair with a 3” court heel. His makeup was done in little girl whore fashion. He had natural colors except for his lipstick. It was bright red. They put on his little girl coat and tied a headscarf over his curls and they left for an exciting night.

Upon arriving at Shirley’s house the door was opened by Donna. Donna was in a pink maid’s dress, it was very frilly and had a lace and shear nylon apron. In her head was a pink floral scarf tied as a headband. Donna’s makeup was a little more severe than Bobbie’s. They were brought into the living room where introductions were made.

Julie introduced Diane and Ellen to Shirley, Sara, and Dr. Deborah Johnson. Sitting over on a couch were their husbands, Hennery, and Alex. Castrated and made into sissy cuckolds, they were not in the conversation at all. They were dressed in a sissy style, short skirts, feminine blouses, and neckerchiefs. What was interesting was that each had is wrists and ankles bound with a scarf, and each had another scarf gag in their mouths.

Julie explained that their husbands were there as ornaments only and would not be participating in tonight’s fun.

Everyone, I would like to introduce Bobbie. Bobbie has been with me for around a year now. Ellen and I have been training him as a sissy boy. When we first met he had taken the first steps on his own, we have helped him along bringing him much further than he would have ever gone on his own.

Bobbie curtsied to each of the women in turn. Diane took off his coat and each of the women smiled at his pretty dress.

Donna returned with a tray in her hand, served white wine to each of the women, and then took a place next to Bobbie. The two sissies looked cute next to each other.

“Donna, take Bobbies, scarf from her hair, and we can all see the results of her first perm.”

Donna untied the knot at the other boy’s neck, looking into his eyes he knew that Bobbie understood that both of them were really going to be put through their paces tonight. Each would be humiliated and embarrassed through and through. Of course neither of them knew the ultimate end it would come to, but they both knew that they would be doing things to make these dominant women happy.

Bobbie knew the same thing. He thought that Donna made very attractive sissy. He liked the way Donna worked her painted fingers at her neck. Bobbie had had some loving from other sissies in the past year and although he was not homosexual, he had enjoyed playing with another sissy more than the men he had been forced to suck off.

Donna left the pretty scarf on Bobbie’s shoulder and stood back.

“I love your new hair, Bobbie.” Said Julie. “It s much cuter than the other afternoon.”

“Boys.” Said Shirley, “I think we should all go down to the play room.”

With that they all wet downstairs, except for the bound eunuch sissy husbands, who were left to their own. Each of them knew what was going to happen tonight. Each had been strapped into that chair in the special castration room. Each had left his manhood in there. Each had been emasculated by these women that they had married and their friends. Each knew the horror of castration and cuckoldry. Each of them knew that their places with their wives was now a place of servitude and worship, the or else was to spend a live as a man who was of no use to women at all.

When they all arrived down stairs Diane, Ellen and even Bobbie were impressed with the torture chamber they saw. There were implements of bondage and spanking on the walls. The center place was a chair/table with restraints on it. It had movable sections that would allow who ever was doing the torture to have access to any part of the body they wanted.

“Donna, Take off bobbies dress and hang it up for us.” Said Shirley.

Donna came over to Bobbie and untied the bow unzipped the dress and took it off of him. Bobbie stood there in his sissy lingerie. He hated the first exposé to new women. It was worse tonight than the other day. On Wed. it was just Julie, but tonight there were 3 women he had just met and here he was exposed as a true sissy to them.

“Ok, clime up here,’ she said tapping the bondage table.

Bobbie lay down on the table. It was set so the legs when bound would come apart and open his legs. Diane took off his lace sissy panties, as Sara took each leg in turn and strapped it to the table. Bobbie looked at Sara. He knew that this was a woman who was used to handling men. Ellen came over to him and looked into his eyes.

“Sweetie, tonight you are going to make us all happy. You have shown your Mommy and I just how you can be pleasing to us, tonight I want you to be in your best behavior and make us proud of you. It ok to cry and even call out in your suffering, but you still can take it. I want you to know that each one of us will get wet in our panties. Women like us need to have a sissy to torment. We need you. Moreover, sweetie, you need us. A sissy like you would not be fulfilled with out this kind of treatment.” Ellen stepped back.

Bobbie realized that as she was speaking to him the others had finished binding him to the table. Mommy came over to him and took the key from her neck.

“Bobbie, I am going to take off your chastity now. You realize that even with it off, if you have an orgasm with out permission, your torment will become real punishment instead of play, don’t you.”

“Yes, Mommy,” the sissy said.

Ellen came over with a penis gag. She had Bobbie open up, placed the plastic cock in his mouth, and buckled it behind his head. Shirley took his scarf that he had worn in earlier, rolled it up, and tied it on his head as a blindfold.

Each of the women took a set of light clamps and placed them biting him on some part of his body. Mommy put one on each ball, Ellen on his sissy cock, Julie did his breasts, Sara did his tummy, Shirley did something kind of new, she put one on each ear lobe like nice earrings. Dr. Johnson just watched. She loved seeing a man treated like this. She thought all men should become a sissy toy at the hands of a woman. For all time, women had suffered at the hands of men. It was only now that women were taking their revenge on mankind. She was a leader in this movement. For years now her greatest pleasure was taking a man’s balls in her hand and cutting them from him. She knew that she would be doing this tonight to Donna; she hoped in the future she could handle this sissy too.

Sara in her nurse’s uniform had gone and gotten a stainless steal bowl and filled it with hot water and soap. Bobbie’s first torment was to be bulb enemaed. The girls would take turns filling him. They would not let him expel till they all had put a few up his ass. Bobbie liked this kind of enema. It was an intimate thing for a woman to push the bulb in him and squeeze. Mommy was at his head holding it giving him comfort. Bobbie realized that maybe he was not going to get the worst kind of treatment tonight. Usually when he got this kind of enema, he was in for a playful night. Even playful nights were humiliating but the did not cause him the kind of pain he knew. When it was time Mommy told him to let it loose. Sara, whose hands and arms were in long latex gloves held the pan under him and he excreted the enema. He blushed as the farting noise came and the relief from the pressure. They played with him for about an hour putting him through mild CBT. He was then taken from the table.

“Bobbie, please be a good sissy and take off Donna’s uniform and hang it up next to yours,” Said Shirley.

Bobbie came to the other sissy, took off her apron first, and then took off her dress. Much like Bobbie her lingerie was in sissy pink and very feminine. He unlike Bobbie had on his bra with falsies in it. Go ahead, Bobbie take his bra off too.

Donna now stood there in high heels a garter belt holding her black stockings and her panties, the only other thing he had on was the scarf in his hair.

“Donna, You are going to give Bobbie head now. I want you to show Diane and Ellen just how good you have become as a cocksucker.”

Donna got on her knees and took the sissy’s little cock in her mouth. It tasted sweet. Donna loved to have sissy cock in her mouth. She loved eating pussy, and his wife, Shirley had him do this most every night, and many times with cum form one of her lovers. Donna really did not like eating sperm from her pussy, but he did it as well as he could not to be punished. He also gave head to many of his wife’s lovers. He did not like that as much as a sissy cocks. Most men when there had a sissy n their cocks became really rough. Many of them hurt her as their cocks were so large she had to open up really wide to take them.

Bobbie had not had his cock sucked n a long time. He was lucky if Mommy even let him cum by her or his own hand. Now he had his little sissy cock in the mouth of Donna, another sissy. His tiny cock felt so good. Bobbie looked down at the sissy head bobbing on him. His legs were weak; he had not felt anything like this in such a long time. He knew that he would have a hard time keeping from cumming in a sissy mouth. He also knew if the came with out permission that his mistress would punish him greatly. However, his cock felt so hot in the warm mouth, as it went up and down on the tiny prick. The lips felt like heaven, their painted surface gliding over his skin on his sex glands.

Donna was having fun for a change. He liked the way it felt in his mouth. The sissy cock was just right, the taste of his skin, the little drip of precum, and the salty sweat, made him work his lipsticked lips suckle the tiny penis. He wondered if he might get his too. He licked at the head and at times when the head was almost out of his mouth he stuck his tongue into the piss hole. Donna did not think of himself as gay, and really did not like sucking men, but having this sissy cock was so sweet.

Of course all of this action was not lost on the women watching. Each of them was lost in their thoughts of this sexy spectacle in front of them. Seeing these feminized boys having oral sex was a turn on. They all were getting even wetter in their panties than they were just a little while ago during the torment section of the fun.

Diane was looking for signs of her little sissy boy about to reach an orgasm. She could tell that Bobbie was almost ready. She told Bobbie that he could not cum. She saw the look of terror on his face. She knew that he could not last long. She waited until she thought he could not last any longer.

“Donna, stop sucking him this instant.”

Donna took his mouth off the prick instantly. Bobbie sighed in frustration. His little red cock hung there sticking out obscenely. The women laughed.

“No cumming for you right now, honey, maybe later. Now I think you should help your new friend like he helped you.”

Bobbie took his place on his knees and took Donna in his mouth. Bobbie loved to suck cock. He really loved pussy more, but in the last year he had learned not only how to, but also to like sucking cock. Unlike Donna, he loved it when men dominated his mouth with their real man cocks. As a really submissive, he took to it like a fish takes to water. Sure he was still humiliated the first time he took a new man in his mouth, but once it was there he liked it. He liked this one too. It was so small it was like a piece of human candy. Bobbie worked it like it was the last cock on earth.

Donna was thrusting into his new girlfriends mouth. Even though he knew that Bobbie was a man, he thought of the lingerie dressed sissy as a special girlfriend. She looked so sweet in her feminine things, even to the scarf on her head to keep the curls clean and out of the way as he sucked.

The women were whispering to each other about what was to be Donna’s last cum. Donna, of course did not know yet what was going to happen, but the women were awaiting the finish to this first part of the night’s entertainment. Shirley came over to her husband. She smiled at him seeing the heat in his face. She had not let him have an orgasm in over two months. She knew that he had a lot built up.

“Donna, would you like to cum tonight?”

“If it would be pleasing to you, yes Madam.”

“Then you may. I want you to let all of your sperm into Bobbie’s mouth. Make that sissy eat your cum as I have made you eat the cum of so many of my lovers.”

Cum. Yes, that is just what Donna did. After getting permission, it did not take but another minuet. He filled the sissy’s mouth with spurt after spurt of hot jizz. It felt so good to let it all come out. His knees were weak as the lust came out of his sissy prick.

Bobbie was ready. He felt the tiny cock in his mouth start to flair and then spurt. The sweet cum filled his mouth as his body still filled with frustration after having not been able to cum him self. He did like the idea that he was satisfying his new girlfriend. His own cock was still as hard as a rod.

When they separated, Julie and Diane took Bobbie and strapped him on the table. They took the scarf off his head and blindfolded him.

Shirley took Donna to the door he had never entered.

“Donna, tonight we are going to do something special.”

She unlocked the door to the castration room. Donna did not know about what had happened in here. He knew hat men would come over with their wives and sometimes other women and enter that room. No matter who it was when they exited, they wee not happy. Each man that visited his Mistress and went in there came out different in some way. He was scared.

Diane and Ellen were with Donna telling him that he was to wait there bound and think of how nice life was as a sissy with them. Diane reattached his chastity and they left him.

Donna entered the room. Shirley held his hand.

“Did you enjoy your orgasm?”

“Yes maan, thank you very much.”

“Its ok dear, this is where you finally become the wife that I have been making you into for all this time.” As she said this she led him to the chair in the middle of the room. She took off his panties and sat him down. She kept on talking to him. “Tonight really is going to be special.” Julie and Sra were using the belts on the chair to strap him into position. “You are going to begin a new part of your life.” Dr. Johnson was at the sink at the other end of the room, she was taking interments out of the cabinet and setting them on a tray. Shirley noticed that Donna was secure. Donna tonight we are going to castrate you.”

“What?” Donna cried.

“Honey tonight you become the sissy for real. We are going to geld you, take your balls, that orgasm you experienced, and I am glad you got to have one and especially at the lips of such a sweet silly like yourself, It is to be your last.”

Donna started to pull at his restraints.

‘No! Please, you can’ do that. I have done all that you have asked of me. I have given up everything I ever have been for you. Please, my manhood is all I have left. Please don’t castrate me.”

“It will be alright. You really did not know but there has only been one man here that ever left this room with his balls, and he was asked to be here to witness a castration of the husband of the women he was fucking. I could not let a sissy enter this room and not leave with his balls it just isn’t done. No they have to come off tonight.”

“But you can’t do this. I need them. I need to be able to cum!”

“Silly boy, you do not need your balls. No man “needs” balls. Women don’t have them and we live just fine. You will be fine with out yours. Look t what they do to you. Here we are talking about your castration and you have another hard on. You just shot your load and already this talk of loosing them has them pumping testosterone into your system. Men are pathetic. The only reason I even go out with the men that I do is to get fucked. Women do love to get fucked, but we need a “real man”. You knew it even from the very first time we made love during our honeymoon. Your tiny little prick could not even enter my pussy with out cumming all over it. You could not satisfy me with that, she pointed to his little hard on. What do I need it for?”

“Shirley, you don’t need it, I do.”

“Oh it has become Shirley now? You forget your self sissy.”

“I haven’t forgotten my self. We have played these sexual games all our marriage so that you could fulfill your self, but what you’re talking about is way over the line. I don’t want to play any more. Please let me go, I will leave and never come back. You can keep everything. I just want to leave with my health and I will start over somewhere else. I will give you a divorce and any thing you want.”

“I don’t want a divorce, I love you. I love the sissy that you have become. I love everything about you, just the way you are. Well almost she said with a smile.”

While they were talking bout what was about to happen, Sara and Julie had been going about their usual preparations. Sara came in between Donna’s legs and started to lather up his balls.

“Stop that, Sara. I am not going to be castrated.”

“Donna, haven’t you been listening to your Mistress? Do you really think you are going to be the first sissy to be left out of here with his precious balls? Hennery did not, and Alex did not. Yes they are castrated. You know them and interact with them all the time. You could not tell that they are eunuchs, but they are.” Sara started to shave him.

Julie came over to him and said, “Donna, do you think that all those men you saw that came in here with us and exited with such a look of disappointment left here with their balls?”

Donna was thrashing in his restraints now. He was struggling more than he ever had since the very first time Shirley put him in panties. He had suffered all the indignities that she had forced upon him, but this was different. She wanted to geld him! Castration. No not me. I’m getting out of here. At least that was what he thought but He really could not do anything to get loose.

“Donna,” said Shirley. I think it’s about time you settled down. You are going to loose your balls. Dr. Johnson is going to castrate you. You are going to become even more docile to me. No more hard ons. No more bothering me to let you out of your chastity belt, after tonight you will not need it any more. In fact, if you’re a really good girl, I will have Dr. Johnson give you a pussy. Would not you like that. You would have a pussy to fuck men with. You won’t be just a cocksucking sissy, but a real girl who fucks too.’

“No!”

Just them Dr. Johnson came over to the chair. She had a needle in her hand.

“Donna, this will help. This will calm you down. I have taken the balls of over 30 men right here in this chair. I have never had a complaint of pain, and actually once a eunuch gets used to not having their balls they become really happy with them selves.”

She gave him the injection. He started to feel the comforting medicine in going throughout his body. Calmness filled him.

“You did not think we were here to hurt you, did you dear?” Asked Dr. Johnson.

“I am so scared. I don’t know what to think. I don’t want to be castrated. I don’t want to be a girl. Please don’t do this to me. Please!”

“There now, do not be so upset. I have done this to many men. Every one of them begged to keep their balls. They all thought it was the end of the world. It isn’t.

It is the end of your old way of life though. You will loose that poison called testosterone. All through out history men have ruled the world through their balls. Wars, rape, and keeping women from their rightful place all has to do with men’s balls. I’m just doing my part to start things on their way to a better world.

I think you should know that your new life would be a good one. It will take about a month for it all to leave your body. In that time you will come to realize that your balls are really not something to be missed. You will stop having sexual thoughts, and you really won’t miss them. You are really fortunate that you wife is willing to remake you into a woman. I can give you a really nice pussy. It will be useful too. You will come to learn how nice it can be to get fucked. You are a sissy with a little prick after tonight you are on your way to become a productive member of the better sex.”

Sara had finished the shaving now. He was fully exposed. He knew that there was nothing he could do about what was about to happen. He started to cry. He was shaking in his bounds. He was as hard as he ever was. His tiny prick was at attention. All glorious 3 inches, and he was proud to have that. His makeup was starting to run.

Standing in the back and watching everything Diane was doubtful that she wanted this to happen to Bobbie. Somehow this was more that the torment she and Ellen gave to him. This was torture.

Julie wheeled the cart next to the operation chare. “I think we are ready to start.”

Shirley put on a pair of latex gloves.

“Honey, I will be right here with you. I will be here to comfort you during this castration. You are going to make me very happy. The idea of having you as a eunuch is getting my pussy wet. You know how much you love to please me; this is something I have been waiting for all this year. Every time I came here to help others being castrated I pictured you strapped here just like you are right now. I can’t wait till I see your balls in a jar.”

Sara started to give him some injections right into his balls and all around the sack.

“It won’t be long now. Do you feel it getting numb?”

“I can’t feel much down there at all. Don’t do this to me, Shirley. I have been all that you have asked. I have done things that made me sick, but I did them for you. Please I am begging you, do not do this to me.’

“Its ok baby, you can cry, beg, and plead, but you are going to have your balls cut off and it is going to happen right now.”

She started to crank up the chair so he could really watch what was going on down there. Dr. Johnson was sitting on a stool in between his legs.

“Here we go.” Dr. Johnson took a scalpel and made a cut all along his sack. She removed it exposing his fragile manhood. “See they are really only very small part of your body. They are just your balls.”

Shirley held his head in her arms.

Julie took his tiny cock in her latex gloved hand and started to rub it.

“By masturbating during your castration and having you see it will help you to accept the fact that you are castrated.”

Donna was fully involved in his castration now. His prick was betraying him. It felt so good. He felt that he could cum one more time. Dr. Johnson was tying off the cords to his balls. Each was becoming ready for the final cut.

When all was ready Dr. Johnson handed the scalpel to Shirley.

“Shirley, he is ready when you are.’

Shirley replaced the doctor in between his legs. Sara was holding his head now stroking it. Julie was stroking his other head.

“Now, Donna, cum for us. I want you to get out that one last one. As you are spurting I am going to be the one. For the rest of your life you will know deep inside of you that your wife cut off your balls. I don’t do this out of malaise but out of love. I love you dear, and I want you to become more of a slave to my love for you. Cum now sweetie.

There was nothing he could do to hold back, he felt his cock begin to cum. He felt it deep in side of him. He also realized that this would never happen again.

As the last spurt came out, Shirley cut off his left ball and placed it in a jar.

“Don.” She had not called him by his male name for many years now, not since from a time way before his sissy marriage to her. “Don, I am your Wife, Your Mistress, Your Dominatrix, and now your Castratrix. You will now be mine forever. No woman would want a eunuch that she did not do herself. I now give you the feminine name of Donna and it will be real. With this cut you will no longer be a male but a eunuch. If it pleases me I will make you into a real girl.”

She cut off his last ball.

He wept. His tears were the self-pity that came with knowing that he was now less than he had been before. He knew deep inside that he was not the same. He would never again get hard, he would never again orgasm. He knew that he was a castrated eunuch.

As Dr. Johnson finished cleaning and preparing him for his recovery Diane and Ellen started to walk to the door. Julie came over to them.

“Julie it has been an interesting experience, but this is not for us. I want to keep Bobbie as he is for now. If at sometime in the future he wishes to become a woman, I will contact you, but not now and not this way.”

They got Bobbie out of his bounds and left for their home and the fun they knew they would have. She thought maybe someday, but for now it was much more fun having a fully intact sissy to frustrate and torment for the pleasure of all involved.