She Found a Sissy PART 3 Donna Sash

She Found a Sissy PART 3 Donna Sash



In the following weeks he had many lessons. Each day he was put into one of the seemingly endless maid’s uniforms his Mistress had for him. The house was coming along nicely and after a time it was all polished, clean, and shiny.

During the evenings his lessons in becoming more of a sissy were held. In the first week he had make up lessons where he was told to sit at the vanity and for hours he put on new make up and then took it off. He was shown how to apply it for daytime evenings, and special times where he would wear it looking like a slut whore. He learned all the color combinations and could do his own make up.

It was in the second week that his new Aunty Ellen came over and taught him about a sissy douche. He was led into one of the locked rooms he had never entered before and when the lights came on he saw an examining room. It had a chair kind of like the one he had been jerked off in, but this one had more straps and knee holders beside the stirrups. Mistress Diane and Aunty Ellen had him strip down to his bra, garter belt and stockings. He was told to sit in the examining chair. First a strap was placed at his waist and he found that the chair ended before his would cheek fit on the seat. When his knees went into their holders he felt himself stretched out as much as his legs could. Each was strapped in place and his feet were put into the stirrups and tightened down. His arms were also placed at his sides and a belt at each wrist and elbow were tightened till he couldn’t move at all. When he was fully in place, he felt very vulnerable. They had access to his most private parts. What he was to learn ton9ight was that there was nothing private on his whole body or in it.

“Are you ready for some real fun dear?” His aunty asked.

“I am ready for what you have planed for me, I am only a sissy and here for your pleasure.” He stated.

“I’m sure you are dear, but I really don’t think you know what you are in for tonight.” His Mistress told him.

They left him here for a bit to think about what might happen. They went to her room and changed. They had the pleasure of helping each other into some latex clothing for the night’s fun. Mistress in black and Aunty in white, they put on stockings made of the thinnest latex, and the same for the panties and bras. Then each put on a dress made out of thicker latex. Over the neck aprons of the thickest latex followed next, and finally they put on scarves on their head in peasant style.

When the reentered the examining room he gasped. The each smiled at him.

“Well dear you are going to learn about how a sissy gets his douche tonight. Women have to douche their pussies to keep themselves clean. Of course a sissy doesn’t have a pussy, but then again they do have a place that could be used like one. I am going to be using a dildo to train you so you need to have a nice clean place to put it.”

He was getting just a little frightened now. Dildo training, and cleaning, the only thing he could imagine was an enema. His Mommy had given him a few when he was a very small boy and he didn’t like them then and he was sure he would not like one now. He saw Aunty Ellen take out a red bag. His worst fears were coming true.

“Oh Please, Mistress, not an enema. I don’t like them. Please don’t do this.” He begged.

“Now lets not complain. Aunty Ellen and I have gone through a lot of trouble to get dressed just for this occasion, your first enema from us. Don’t you like the way we look?”

“Both of you look very sexy and you know I really want to do the best for you, Mistress, but enemas. They hurt and I do not like them at all.”

He heard the water running and saw his Aunty feeling the tempters of the water. He saw his Mistress taking things out of the cabinet. Hoses, clamps, and some things he had never seen before. She put them on a rolling cart with some other stainless steal things. He then saw her put on a pair of latex gloves. About the same time his Aunty came over and put on her own set of gloves.

“Your new Aunt is going to be the first to examine you. You should be thankful to have not only me to do this to you but also a caring friend like you have in Ellen. So few sissies actually get to live this kind of thing, yet so many wish that just once in their lives they could have even just one woman doing things like this to them. Because of your complaints, you are going to experience what is known as a discipline enema. A regular enema will give some pressure and at times some cramping. Tonight you are going to get both. Tonight you are going to learn once again that I know what is best for you and that you do not have any rights now. You have become my sissy. I own you body and soul and tonight you are going to learn that.”

Aunty Ellen sat in a stool and rolled in between his out stretched legs.

“Diane, dear, I was going to use the speculum that is room temp, but with his complaining, maybe we should use the special one.”

“I’ll get it.”

He saw his Aunty take a tube of KY, spread some on her fingers, and felt it as she put some on his ass hole. He wasn’t used to having any thing down there. She worked her finger into his hole. He felt it open to her ministrations, felt her lube him up. His Mistress entered the room and gave his aunty something. He jumped as he fest a very cold thing start to enter him.

“I have kept this in the refrigerator just for you, in case you had these complaints. I know how some sissies can be.”

He really felt it as it went into his body. It was too cold, but he now knew better than to complain again. It would only get worse. He endured it. After a while his Aunty pulled it out saying he was opened enough. She took a enema nozzle and worked it into him. He grunted as the first of the inflatable cuffs went into him.

“Feel good Baby?’ She said with a smile, knowing that it filled him more than he had ever been in his life. She started to pump it till she could see it in his face that it was tight. Taking the other pump in hand she started to work the other.

“There I’m sure that will make a good seal.”

His Mistress handed her a hose and she put it on the nozzle. His Mistress attached the other end to the Plug in the bag. She hooked it onto a stand at the back of the chair. He couldn’t believe how invaded he felt. Even back when his mommy had given him an enema way back then she did it with love. This was just embarrassment.

“Ready Dear?” She asked and opened the clamp.

He felt the hot water start to enter him. The temp of the water made him hot instantly. He felt it grow in him. His whole tummy felt on fire. He started to feel bloated instantly. He broke out in a sweat.

“There, there baby, Let it take hold of you. Let it fill you with love. This would have been so much easier on you if you did not complain, but now we are going to go for a real tough experience for you. We want you to be really filled.”

He started to feel the cramping now. His face was in a grimace. He started to cry. He was loosing all control of his emotions as he was filled more and more. He felt like he had to shit, in fact it was worse than any feeling he ever had on his way to the toilet. In addition, he knew it was just starting.

His Aunty took the key from his Mistress and opened his chastity.

“Look, he got hard real quick. He must really like it. Do you? Do you really love it when we pay attention to you, Dear sissy?”

“Please! I have to go. I feel like I really have to go now. Please let me empty.”

‘Oh no sissy, we haven’t even gotten a half bag into you yet. I want you to know dear boy that when you suffer like this for us, we both love you. You can take more for Mommy and Aunty. You can take lots more, you can suffer, and we will love you all the more for it.” His Mistress was stroking him on his wet forehead.

His Aunty came and placed a pacifier at his mouth. It wasn’t a baby toy. It looked like the one you would give to a baby, but the tip that went into the mouth had a little penis. He started to chew in it and suckle it.

“That’s if baby, use your little cock for your security. Suck on your toy cock. You look so uncomfortable. You look like your going to burst.’ She said with a laugh in her throat. In fact they were both laughing at his discomfort. Aunty rubbed his tummy. Mommy stroked his head. He cried. The cramps were hitting him hard now. He tried to close his body, but the restraints held him in place. He tried to shit out the plug in his ass to give him relief, but it held. It held all of it in him. He wanted to shit. He wanted relief real bad, but he wasn’t getting any. In fact it was getting worse with each second. The pressure, the cramps, the humiliation, was all getting to him. He felt like a baby, so much a lack of control, his emotions got the best of him and he wailed, but it was quiet, for the little cock in his mouth was keeping it from becoming too loud. He suckled and worked the pacifier. In addition, he cried.

Mommy took a hankie and tried to dry his tears, but she couldn’t keep up with them. Aunty stroked his tummy and then his cock. She jerked him off till she saw that he was starting to hump in her hand, and dropped the cock and laughed again. She could see the frustration in the sissies face. She could see the loss of control. She looked at his hands clenching and un-clenching, at his feet moving, is toes trying to stretch in and out, and she was pleased.

"See, the bag is empty now. You have it all in you dear,” Aunty said. “You only have to keep it in for 15 minutes.”

His wail, if it could be called that because of the little penis plug in his mouth got stronger and he was shaking his head no. His Aunty started stroking him. She brought him to the edge of cumming and stopped. His Mommy was attaching a 5-gallon bucket under him in the retainer on the chair.

“It won’t be long now, only 10 to go.” She laughed.

Again his aunty stroked him to almost cumming. His sissy cock was as hard as either of the women had ever seen.

For his part he was suffering. He was straining his whole body. He was uncomfortable from head to toe. When his Aunty was jerking him off it took his mind off his discomfort, but the second she let go, it came back harder and harder each time. His tummy was so full. He really wanted to release everything that was inside of him. He wanted out of this terrible room. He wanted out of this chair. He wanted. Nevertheless, he got nothing but more cramps and pain. It wasn’t the kind of pain that one gets when spanked or strapped, it was deep inside. It was a steady pressure that was growing. It hurt him in places he didn’t know he had. It was real suffering.

“Ok your down to 5 left, you can do 5 more minuets. Look at you though. You seem to be really struggling I love it. Oh my sissy dear, feel it for me. Fell all of this discomfort and know that it makes my pussy wet. The more you are suffering here, the hotter I am getting. I could cum just watching you.” His Mistress smiled at him once again while staring into his wide eyes. “When it is time for your release I think it will be alright if you cum. I don’t think you could hold back anyway.”

Aunty Ellen was stroking him again. Mistress had taken out the hose from the enema. All was in readiness for his release.

“Dear sissy, before you get to expel, do you think you have something to say to us?”

He shook his head yes and His Mistress Mommy took the penis pacifier from his mouth.

“Please Mommy and Aunty, I won’t give you a fuss any more. I will be a good sissy for you. Please it hurts so much. May I expel the enema? Please! Please!” He begged.

“Yes dear it is time now.” Moreover, she let out the air from the enema sleeves and pulled it from his ass. At the same time his Aunty was jerking him off. His sissy cock was as hard as it had ever been. Whoosh! The enema came from his ass. He suddenly felt and explosions coming from his behind. The feelings in his sissy cock overcame him and he started to spurt cum all over his Auntie’s hand. Spurt after spurt came out of it, at the same time he exploded repeatedly from his ass, the pressure was great, and at the same time his body felt the relief as it all came out of him.

His Mommy and Aunty were laughing at him. He was straining at his restraints and his body was convulsing. It took a while but finally he calmed down. His breathing was coming hard. The sweat was running down his brow. He collapsed back into his chair, totally exhausted.

Mommy cleaned him and Aunty placed her hand by his lips. He opened his mouth and started licking her latex glove. He knows he better lick all of his cum off or something even worse might happen. When her hand was clean, Aunty filled another enema bag with clear warm water. When he saw it he started to cry again.

“Now dear this will be ok, this will go in and out real fast. It’s just for a quick cleaning and we’ll be done.”

He felt a little better, but not really. Mommy lubed him again, he was surprised at how quickly the bag emptied, and he let it out. There was no pressure like the last time.

Things went back to normal for the next few weeks. The sissy did his housework. At night he pleasured his Mistress/Mommy. He took hand held enemas regularly and his Mommy started oral dildo training. She also started to train him to take it anally. His aunty came over from time to time, his Mommy and aunty would give him his spankings, and he would than them both by satisfying their sexual urges with his mouth.

It was on a Saturday afternoon that Mommy came to him and told him they were doing something special tonight and he was to shower and come to the enema room when he was done. When he entered the room Aunty was already there and his Mommy was filling the bag.

“Dear we are going to give you a good enema now. It won’t be a punishment enema unless you give us trouble.”

He went to the chair and sat in it, put his knees in their holder, his arms in place and his feel in the stirrups.

The enema went well he had some cramping and a little pain but for the most part it was ok. Aunty and Mommy spent time cleaning him afterwards and he was sent to the sissy room to wait.

When Aunty came in she told him to sit at the vanity and she started to put on his makeup. This didn’t happen often anymore. He was very good at doing his own. Aunty did it to a striking look. He looked more a street whore than a sissy. Mommy came in and they told him to stand on the stool under the corsetry bar. He hadn’t had to wear a sever corset in a while. He put his hands around the bar and Mommy used the wrist cuffs to hold him. He was told to step off the stool and he was hanging there with only his toes touching. Aunty took a corset he had never seen before. It was deep pink with white lace trim at the bra top, and around the whole bottom of it. It also had rows of lace in the back along the lacing. They worked the laces the first time and he started to feel it holding him in. In the second tightening he really felt constricted. They went a third time. He had never been pulled in a third time. Using a lace hook he was constricted more than he ever was and when he was let down he had a hard time breathing.

“Don’t worry, you will get used to it in a while?”

They gave him stockings like he never saw before. These were real nylon with seams and reinforced heel and toe. Aunty helped him get the seams strait and attached them to the garters on his corset. In the mean time Mommy had put in new breast forms larger than he wore before, his tits seemed vary large. Mommy put his panties on him. They were the same color as his corset, but across the ass there were rows and rows of lace. He really felt like a sissy when he saw them. Aunty brought out some petticoats. He had worn petticoats with his maid’s uniform, but these were different. She put them on him and it seemed that they came from his legs in layers until the final petticoat was almost strait out. Mommy put a lacier camisole on him than he ever saw. Finally the dress they had for him was a little girls. It looked like a party dress that a 4 year old would wear; in the same pink as his corset again with lace trim everywhere. They put on a blond wig. He had not been allowed to wear wigs often because he had his own sissy hair but for some reason today they wanted him looking like a sissy girl. Pink leather shoes came next. Finally a headscarf was tied under his chin. Mommy took his hands and tied them with a scarf and then she walked him back to the corset bar and attached his hands there so he had to stand.

“You will have to wait here for a while. I don’t want you to get messed up. Tonight you will finally find out what it really means to be a sissy. All your training has come to this. I want you to remember: If you don’t mind us in every aspect tonight you will be severely punished. Moreover, this punishment will be public. What I mean is that we are having guests tonight and I don’t want you to humiliate me. If you do, the only response will be to humiliate you back and you know that I know how to do that, but I will do it in front of our guests. Do you understand?”

“Yes, mommy, I will be good.”

‘You had better be for your own good.”

In addition, they left the sissy hanging there to ponder his fate. What could it be? What sissy thing had he not done with them?

It was around two hours later when he heard the doorbell ring.

He heard voices. It had been a long time now since he last felt a dread of what might come next. Nevertheless, he was shaking now. What could be coming?

Aunty came for him. She untied his hands. She led him to the living room. What he saw shocked him. There sitting on the couch wan a man and a woman he had never seen before. Next to them was another sissy. He was dressed very much in the same fashion. Right down to wearing a headscarf, this sissy was looking just as scared.

“Darling I want you to meet Mr. And Mrs. Roland, Peter, and Mary. In addition, this is their sissy, Donna. Donna I want you to meet Sally.”

This was the first time since he had come to Mommy’s house that he was referred to by name. It was a girl’s name. He blushed.

“Go over to them and shake hands and give the sissy a kiss on the cheek.”

He did so.

“I think you tow should sit on the love seat and hold hands.”

Donna and Sally looked so cute sitting there.

“Now my little dears for the last few months you tow have been going through mostly the same training. Donna your Mommy and Daddy have given you some training Sally hasn’t had and I hope you will help her through it.”

Aunty came in the room and served drinks. Sally wondered about this, usually it was her doing all of the serving. Aunty put 2 Shirley Temple cocktails for the sissies.

“Sally tonight you will learn the final thing a sissy has to know. You will practice with Donna and then you will show us all you have learned. Of course your practice will happen with us all watching and helping you.”

‘Now Dear, I want you to kneel in front of Donna, lift up her skirt and petticoat and lower her panties.”

When Sally did so she saw that the chastity device on Donna was much more than the one she wore. Donna’s Daddy took a key from around the neck of her Mommy, came, opened the lock, and took off the chastity.

“Sally, see how hard Donna is. You are going to help her out. Tonight you are going to take Donna in your mouth and suck her sissy clitty till she is satisfied.”

Sally was shocked! I’m not gay she thought. Suck a cock! She looked at Mommy and was about to say something, but the look on mommy’s face reminded her of the threat from before. With all the things she had been forced to do, no matter what pain and humiliation she had endured, sucking cock went against everything she felt as a man. Now she wasn’t a man anymore. She was a sissy, and sitting in front of her was another sissy, one with a hard cock. Aunty came over and sat next to Donna, took out a lipstick and put it on Sally.

“Dear, a cock sucker should always have on fresh lipstick before taking a cock in her mouth.”

The term, cocksucker, was that what Sally would now become. She always had thought of a cocksucker as an old man lurking somewhere just waiting for a cock to suck. She never thought of a sissy as a cocksucker. Of course she knew that these things happened, but not to her.

‘Now dear, lean in and kiss Donna’s cock. Show us all that you are a trained sissy and do what you are told.”

Sally looked at the new people sitting there. The man had a smile on his face and the woman had a look that was so satisfied. It was a look of superiority. It was a look that said I hope you fuck up so we can discipline you.

She looked up into Donna’s face and saw that she too had a satisfied look. It was a look that said, I’m going to get my rocks off, and it’s going to be in your mouth. Sally didn’t want to do this, but what could she do?

“Take the cock head in your mouth!”

Sally opened her painted lips; she took the soft cock head into her mouth. She felt it in her mouth. It was a cock, a sissy cock, but a cock nonetheless. She felt it start to grow. She moved her lips on the cock. It got harder. She started to suck on it a bit. She was just getting used to having it in her mouth when she heard:

“That is it. You now have witnesses that you are a cocksucker. That is right. For the rest of your life, you will know in your heart of hearts that you are a cocksucker. Work that sissy cock. Make it feel as good as you have felt when someone sucked you. We all want you to make it cum in your mouth. A sissy cock is only a practice cock. The next one you have in your mouth will be a real man’s cock.”

Sally had a tear in her eye. Of all the things she had done with her Mommy and Aunty, this was the most humiliating of all. She looked to the side and saw Peter and Mary watching. She blushed even more. Sally knew that this was the Mommy and Daddy of the sissy she was sucking, but still they were a man and woman she did not know and to have to perform in front of them made her even more embarrassed.

Aunty came and sat next to Donna. Aunty reached under Sally’s skirt and fondled her chastity.

“Sally if you want this to ever come off again you must make this sissy cum. It will be your first taste of cum. We all want to see it happen.”

Sally noticed the camera. While many of her adventures in this house were on video, she was really scared of this one.

Sally started to concentrate on her job, a blowjob that is. She was sucking cock. Her painted lips had a cock in them. She was sucking it in and out of her mouth now. It had really gotten hard. There was a lot of it. In and out it went. Her jaw was kind of getting tired. It tasted good. As humiliated she was, she started to feel good about sucking. From time to time she tasted a little pre-cum. It wasn’t as bad as she imagined. A cocksucker, that’s what I am now a faggot cocksucker. Here I am with a dick in my mouth and I like it. I hate the fact that everyone in the room was watching.

Mommy came next to her and said, “Not bad is it. You’re really getting into having a little prick in your mouth. It looks as if you were born to suck cock. When I met you, you were a young man, then I came to know you as a sissy, and now you’re a faggot. You are bi, I know that, but a friend of mine once said, ”Either you suck cock or not.” You my dear suck cock, and your doing really well at it if I can read Donna’s face.”

Donna, of course was having a great time. Her little cock had not had any pleasure in months, and to get pleasure at the expense of this cute sissy giving her first blow job made it even better. Donna wasn’t gay either. She had been taught to suck cock a while ago. Donna liked to take her Master’s cock in her mouth as much as she liked to pleasure her Mistress’s pussy. However, tonight it was her turn to receive pleasure and for a first time Sally was making her feel real good.

Donna was getting ready. She felt the need for release.

“Please, Master, May I cum.” Donna asked, she knew even though she was here to cum in the mouth of a new sissy she needed permission, like all sissies, to cum.

“You may cum, Donna, but you must put it all in Sally’s mouth. If I see any cum at all you both will be punished.”

Sally was working really hard now. Her hands were on the back of Donna’s legs to keep her from falling as she sucked cock. It was really great, feeling this sissy cock in her mouth feeling the thrusts she made as Sally worked her mouth on the length of it. The cock in her mouth was really wet now and her mouth was full of drool.

Wham, Sally felt the first spurt of cum in her mouth. It took her by surprise, and before the second spurt came, Donna held Sally’s head on her cock and pumped.

Sally took the second spurt but started to gag. It wasn’t a lot of cum, but all of a sudden as her mouth filled her brain revolted. She understood that this was cum in her mouth. It was hot fresh strait from the dick, cum. She choked at the thought of what was in her mouth. Some of the cum came out of her lips as the final few spurts entered her mouth.

Master Peter came over to see.

“There is cum on her lips. See everyone, Donna’s cum is on Sally’s lips. I want you all to take note because I told them there would be punishment if I saw cum.”

Mommy came over to Sally and kissed her on the forehead. She looked into Sally’s eyes and could see the tears of a virgin, a virgin who has been violated.

“I know sweetie. Once I too was a virgin, but as a young woman I had my first cock. I wanted to surprise you with yours. You did well, but when a Master speaks you must listen. It will be a little tough on you. A man has never disciplined you; all of your punishments have been at the hands of women, your Aunty and I, but now you are about to feel what it is like to be spanked and strapped by a man. If it gets too hard to take, I might be able to negotiate a lesser punishment for you, but if I do, you must be ready. I am so pleased to see that you have become a cock-sucking faggot sissy. Now you will have your spanking.”

“Girls get your dresses off! I want you just in your corsets stockings and heels. I want to see everything else.”

Donna and Sally started to strip. Sally took off her dress, petticoats, and camisole. She looked up as she lowered her panties. Mary laughed when she saw the chastity on the sissy.

‘I think we should take off her chastity belt. I just love seeing a sissies cock and balls swing as they are spanked.” Said Mary.

Mommy came over to Sally, took the key from her neck, and took off the chastity belt. She stroked the sissy a few times just to get her really hard.

They all went downstairs. Sally was led into a room she had not been in before. This was a discipline room. She wondered why in all the time she had been in the house this room had not been used. There was some bondage furniture here. On the wall was an X with D-rings all up and down the sides. On one side of the room was an intricate pipe apparatus with what seemed to be many places that someone could be bound to. Moreover, in the middle of it was a horse with places to put arms and legs. On the other walls were cabinets. Sally was getting scared. She had seen things like this in S\&M; books but never in real life.

Donna knew what this was all about. In her home she had been put into heavy bondage and had real spankings done by both her Master and Mistress. She had many hours of this kind of discipline. She knew that this was going to be a rough time for both sissies.

Mommy opened a cabinet and in there were all kind of leather cuffs. She took out a pair with sheepskin lining. Mommy came over to Sally and attached the cuffs to her wrists. She made them very tight and put locks on them. Sally’s eyes went wide as she realized this was different from the scarf bondage Mommy usually used. She wondered where Mommy had gotten this kind of stuff and how she had used it in the past. In all the time she was with Mommy she had never seen any \[pictures of her former husband in this kind of restraint. She had seen the former sissy in a lot of pictures but what was in them was always after Sally had experienced it. Mommy brought Sally over to the horse and had her lay down on her tummy. She attached straps from the legs of the horse to the D-rings on Sally’s wrist cuffs. There was a thick leather strap that was attached from the bottom of the horse and it was tightened across the small of Sally’s back holding her down tightly. Some cuffs were in place and Sally’s ankles were put in place.

Sally couldn’t move at all. She tired her restraints, just to see, and found that it held her right in place. Master Peter came in front of her. He took her chin in hand and forced her to look in his face.

“I’m going to enjoy making you cry, my little sissy. You are not a real man. A real man would not let himself be put in this position with out a fight. I hope your tears do not ruin your make up too much.” He laughed.

With that he started to strap her. He was using the belt from his pants. It was about 1 ½ inch and it hurt her. He gave her about 10 strokes and by the 8th she was crying. Each stroke bit into her exposed flesh. Her ass was on fire already. Mistress Mary came to the front and looked at her. She asked if the sissy had enough. Sally had lost control so much she couldn’t answer. Finally Master Peter stood in front of Sally and opened his pants. He put his large cock right up to her lips.

“Suck it sissy. Suck me and maybe your punishment will be over. Show me that you have had enough of my belt.”

Sally opened her mouth and the cock came into it. It was much larger that Donna’s sissy cock. Sally noticed that Donna was bound to the large X on the wall. His Mommy and Aunty were teasing her. They had her sissy cock out of her panties and were taking turns playing with it. Mean while Master Peter was fucking her face. From time to time she gagged as his large prick touched the back of her throat. Humiliated and sore from the spanking she tried her best to keep up with his thrusts. Now she felt something at her rear entrance. Mistress Marry had taken a dildo and started to work it in her ass.

“I’m getting you ready, dear sissy.”

A new fear entered her mind. What did Mary mean? Ready for what?

She looked to the X frame and saw that Her Mommy started to strap Donna as Aunty stroked her cock. That was the treatment that Sally was used to. She knew that what was happening to her might be what Donna usually got.

Master Peter pulled out of her mouth. He went to the back and stood right behind her.

“Sissy, I am now going to take your virginity. You will be fucked like a woman. You will be fully trained to please a man when I am through with you.”

Every one stopped what they were doing. Mommy and Aunty came to watch. Donna could see from where they were. Mistress Marry came to her again and asked, “Are you ready? If you are you will beg Master Peter to take you, beg to loose your virginity.”

Aunty unbound Donna and brought her over to the horse.

“Donna I want you to lube both Sally and Master Peter.”

Sally took a tube of Ky and worked it all over the penis. She stroked it till it reached its full hardness.

In the mean time Mommy stooped by her sissy.

“Sally, this is what we’ve been working toward from the very first time you came to my home. You did not know it but I saw in you a perfect sissy. This is something I never did even for my hubbie. You are getting a gift from me tonight. You will become a full sissy. You will have served a man. You have sucked a cock and now you are going to get fucked like a woman, except that you aren’t so you really will be fucked like a sissy slut.’

Sally shed another tear. She knew that Mommy was never wrong, but she still did not want to have a cock up her ass. She was scared. She never thought that day that she met Mommy that it would lead to any of the adventures that she had in these last few months. Now here she was belted and ready to feel it, feel a man cock.

Sally felt the fingers of another sissy enter her. She felt the lube cold to the touch, but it warmed quickly.

“You are ready. I want you to beg. You will plead to loose your virginity. We all will be here to hear it. Do it now! Beg a Master to fuck you.’

Sally knew her time had come. She could see Mommy and Aunty waiting. She could see Donna the sissy smiling at her, knowing what Sally was about to feel.

“Please, Master, Please take my virginity.”

“Tell me sissy, tell me what you want. Tell us all just what it is that you want me to do to you.’

“Please Sir, Please fuck my ass.”

With that, Master Peter thrust his massive cock into the sissy’s ass.

She had many things put up her ass, all kinds of toys and enema tubes, but nothing felt like the real thing, She knew she had a live cock in her. By the second thrust she knew that live man flesh was fucking her. She cried. In her mind she said, “I’m Not Queer!” In her heart she knew that now she had done queer things. She had sucked cock and now was getting fucked like a faggot.

“Now Sally, you are a sissy. You have become a faggot queer little sissy and I love it. You are a cocksucker and an ass fucker. I have made you that way.” Stated mommy.

Peter worked his cock in and out of the sissy’s ass. He loved fucking sissy ass. He loved fucking anything, but this was a special pleasure. He was getting a virgin sissy. It felt good and tight. He took her cheeks in hand for a better grip so he could thrust with all his might.

Mistress Marry came and kissed the crying sissy, “That’s it dear, take the cock, feel the cock, let the cock rule your entire being. He loves to fuck sissy ass so make it good for him, thrust back. Learn to love the cock in you. Feel what real manhood is all about. You are not a man, you are a sissy, but he is.”

Moreover, she could feel it. A prick was in her and she could feel it. Her entire being revolved around what was happening to her ass, fucked she was, and she started to like it. She started to love the feelings she was having. A live cock was in her. She could feel its warmth. She could feel that it was alive. She started to like it. It felt good. She started to hump back.

Seeing this Mommy told the sissy that if she felt the need she could cum. Aunty was stroking her head, petting her hair. Aunty made her feel loved. The cock in her ass was making her feel like a slut, but she was starting to feel the love coming from Mommy and Aunty.

Mistress Mary told Donna to stroke Sally’s little prick. She did. Donna knelt next to Sally and lovingly started to jerk off the sissy. Sally was going into sensory overload. With all this going on to her body, she did not know where to feel or what to think. She was still pushing back on the cock that was fucking her and at the same time the love she was feeling coming from her 2 mistresses, all that and a nice hand playing with her cock.

Then she heard Master Peter say, “I’m cumming”.

She felt him thrust deep into her, and felt the cock start to purge its self of its spunk. She felt it cum. She was so overwhelmed, and then she too started to spew her cum. Spurt after spurt came out of her tiny cock even as she was filled with spurts of cum in her ass.

Then it was over. She relaxed on her horse. The master pulled out of her and as her breathing started to slow she could see each of them hugging and kissing in front of her. They were celebrating her loss of virginity even as she was leaking cum from her ass. Donna came over, kissed her, and left the room. Master Peter and Mistress Mary thanked Mommy and Aunty and said that the next time it could be at their house.

When they left Mommy came over to Sally.

“I’m very proud of you. You took it like the sissy that you are. I want you to thank Aunty for her help in making this night so special, so kiss her pussy and make her cum.”

Aunty came over, lifted her skirt, and put her pussy in Sally’s face. It didn’t take long and she made her Aunty cum. Aunty thanked her and then left too.

Mommy came back to Sally and undid her bonds. She walked the sissy back to her room. She kissed the sissy on the forehead and said, “Sleep dear, your whole life is ahead of you. Now that you have learned all that there is to know about being a sissy we are going to have lots of new fun. Sleep my dear, you’re going to need your rest.”

Kristen