The Refresher Course - Part II free porn video

The Refresher Course - Part II By Sissie Maid Cuckold Jolene swallowed hard as he heard what his wife was saying. He knew he had to do it and with some hesitation looked back and forth a few times then slowly walked to the two men. He walked slowly partly because he was scared to death but also because he was in high heels and not only was he uncomfortable about navigating in them but they were beginning to hurt his feet. His first thought was "how do women wear these things all day." Then the ridiculousness of his thinking struck him. He had just given two Black men oral sex. Then watched his wife get totally satisfied and filled by them, next he cleaned his wife of their cum and now he was going to thank them, suck them off and then beg them to come back n a week and fuck his own sissy ass! "Sirs, thank you so much for fucking my wife. I have never seen her so well satisfied or doing the things she did with you. She obviously enjoyed it very much Sirs and I want to sincerely thank you for fucking her like you did. Too show my gratitude I would love to give you each another blow job as a sign of my gratitude and Sirs, if it is not too much trouble would you please come back in a week and fuck my sissy ass like you did my wife's?" Mr. Mursal spoke, "Well aren't you becoming the perfect little white boi. Learning how to please Black Men, please your wife after she has been serviced by Black men and to know your place as a sissy cuckold. You are just the kind of white sissy we want in our harem in Somali to please our clients and be a good little white sissy pussy for them. Yes we will be happy to come back in a week to fuck you, that way we will see how your progress is coming along. But I tell you one thing white boi, if you DON"T please us, if you don't wiggle and bounce and pump up and down like we want and in a way that shows you are anxious to please us your ass will be ours and you won't like it!" Jolene felt like such a pansy, he felt little and weak and inferior to everyone. He felt helpless and vulnerable and he liked it. It scared him but he liked it, it made him want to suck their cocks and he fell to his knees and started in right away telling himself he had no choice but in his heart he knew he wanted to be a sissy now and to please his wife and others. He did not know or understand why but it was now a desire and he snapped right to it. He recognized he was being told and not given a choice and this felt right, it made him feel that it was something he needed. Yes he needed the control. He showed their hard Black cocks the kind of care they deserved and did his best to please them. He did a better job than the first time which showed he was sincere. Both Black men mentioned this and everybody told him he was a good girl. It felt weird to be told he was a good girl but it also made him proud. As Mr. Mursal got close to a climax he grabbed Jolene's head and mouth fucked him to the point Jolene almost gagged but he managed not to and swallowed every drop to which he heard Multiple "good Girl' from those nearby. Then it was time to suck Mr. Hamza's cock which he did and as Mr. Hamza was ready to shoot his load he pulled it from Jolene's mouth and shot it over his face, in his eyes and hair. The two Black men were pleased and assured Madam Rebecca and Ms. Amanda they would be back to try out their new property. Just hearing this made Jolene sick to his stomach. "When was Ms. Andrea going to see she was better off with him staying there? When would she understand he was a changed man, a REALLY changed man? Certainly she would not sell him now?" Yet she seemed intent on carrying through with his sale to the two men from Somalia. The sissy's were dismissed and Sissie and Jolene went to Jolene's bedroom to talk. "Well Jolene, did you like it, did you like serving your Mistress like that?" asked Sissie excitedly. "Jolene still deep in thought about the pending sale took a moment to answer. "Yes, yes I kind of did like it; does that make me weird Sissie?" "No sweetheart it makes you a normal everyday sissy cuckold. Sissies like us actually do better when we are put into dresses and taught to serve and please. No, no real man would ever do the things we do but honey we are not real men we are sissies and pleasing our owners is what we were made for. I know how you feel, unsure, excited and liking it but wondering if it is right or what others may think of us. Well all I can tell you is that as long as Madam likes it and her guests like it then I am happy. I love to see them happy. I love to feel unselfish and I love to do whatever they want and I don't care WHO knows it or what they think or say about it. I am a sissy and PROUD of it!" "You seem so Ok with it all Sissie I don't know how but it seems to fit you and you seem to fit it. You really do seem happy and proud and I notice that all the other sissies and even the women and men seem to respect you. Not like a man gets respect of course but like they admire what a good sissy you are." "Thank you Jolene but I was not always that way. I really fought it at first. But I was all alone. I mean alone with Madam and she was just really learning how to train a male so a lot of what she tried and did was not good. Back then everybody thought you had to beat a male into becoming a sissy. You had to torture them. But Madam being the brilliant woman she is, (thank God) figured out that rewards were the best way with limited punishment. Mostly the punishment was to remove the guilt that a sissy possessed and not because he was that bad of a person. Let me tell you I spent MONTHS in age regression training starting out as a little girl and graduating each year to the next year in age. I had to spend hours and hours coloring little girls coloring books and playing with dolls and cut outs. I spent hundreds of hours practicing sucking on plastic dildos. YUK and I do mean YUK, the real thing tastes and feels a lot better and is a lot more exciting and rewarding." "You mean when they cum in your mouth kind of reward?" Sissie laughed and said, "well that too but I mean seeing the man get off, feeling him tense and knowing you are the one controlling his cock and when and how hard he cums. I mean yes I am the sub and I am the sissy but think of it. We actually have the power to tease and control his orgasm and make him feel really good and special. That's a big responsibility to make you wife's lover feel that good so he will have great sex with her and not beat your butt too hard!" "But listen Jolene, those two men are coming back in a week to fuck YOUR brains out and I do mean fuck them out. You have never had an anal orgasm and when you do it will be life changing. When a man fucks you to a climax you will understand much better the female climax and you will feel so very different about everything. But you need to get ready. Let's get your bottom up here and get a small vibrating butt plug in you to get you used to it." "But this is too embarrassing and why can't I just wait, it's going to hurt like hell anyway so why go through it?" "No it won't Jolene not if we do it right. You can get used to it and learn to relax and accept the hard cock for what it is, a pleasure tool and you will get pleasure out of it but you need to train yourself. The first thing we want to do is warm the butt plug. A cold one is NO fun, let me tell you. The second thing is to get you well lubricated. Now we will start with this small one and allow it to relax you by having it vibrate. The trick is not to push, just to relax and let it go in. This one is small enough it will go in easy and not hurt but it will feel uncomfortable for just a moment as it begins to enter you. You will get used to that and learn to relax and then even that will stop being so uncomfortable." Sissie then began to hold the vibrating plug against Jolene's sissy hole and slowly pushed it in and out then suddenly before Jolene could react Sissie pushed it in and held it in until Jolene's body and brain caught up to Sissie's words. "WOW that was kind of weird but it does not feel that bad honestly." "See I told you so but let's let this one work in there for about ten minutes then we will go to the next size." "Really, that fast?" "Yes Jolene, you see what happens is that it relaxes you and we can go to the next size quite easily." After the ten minutes went by, Sissie played with the butt plug pulling it part way out and pushing it back in doing this over and over until, POP it was out. Jolene's sissy hole was spasming from the shock but it was not unpleasant. As Jolene relaxed again Sissie took the next larger size butt plug and worked her sissy hole again with it and soon it to was in. This one filled Jolene a lot more and made her aware that she definitely had something in her bottom. Sissie told Jolene to wear it all night and to wait until she was there to help her remove it. Jolene agreed to the plan and soon was ready for bed and heading for the pre- bed time inspection. Jolene was dressed in a darling shorty nightgown with a semi full skirt and lots of frills and lace. She had a large pink bow in her hair, one around her neck and one around each wrist. Her nails had been done in a matching color and her panties were very special, they had "I love being a Big Sissy" sewn on the bottom. Sissie had sewn them on himself and thought this would make the perfect impression on Ms. Amanda. Jolene liked the idea and was beginning to do whatever Sissie said without hesitation. As the sissified girls presented themselves, Sissie announced, "Madam, Ms. Amanda, Jolene has something special to show the both of you if she has your permission to do so?" Madam spoke, "Why yes I think we would like to see what Jolene has to show us, please proceed." "Thank You Madam, Jolene turn around and bend over." Jolene did as instructed and her shorty skirt rose high enough so that they had a good view of the "I love being a Big Sissy." Ms. Amanda's heart skipped a beat. She was so hopping that Jolene would come around to being a wonderful sissy maid cuckold like Sissie was. "Is that true Jolene, do you like being a Big Sissy?" Jolene still bent over and looking through her legs upside down at his wife said, "Oh yes Ms. Amanda I do love it I do and I want to stay with you and be a good sissy maid cuckold like my best friend Sissie is, oh please Ms. Amada don't sell me to the Somalian's I want to stay with you and serve you and your friends and your lovers. Oh please, please?" "Well Jolene I have already made the deal with those men, you saw them, you heard them, I would have to submit to being fucked by them for months to get out of the contract, besides your just saying what I want to hear and as soon as I tell them the deals off you will revert back to being the bastard you were before, no I think I should carry though on the deal and then find a real sissy to take your place." "Madam and Ms. Amanda there is more to see. Jolene lower your pretty pink panties so the Ladies can see what else you have done. Jolene trembling at Ms. Amanda's words did as Sissie told, like a robot, not like a thinking person at all. He was too upset and terrified at the prospects that lay before him to think at all. As he lowered his panties the medium sized butt plug came into view. "Honored Ladies you will note that Jolene has already worked to take the second size butt plug in her attempt to properly provide satisfaction to the two Sirs that were here today and who promised to come back in a week and fuck sissy Jolene. Jolene has made a commitment to wear this plug all night and to practice faithfully for the next week in order to be the best possible sissy slut she can be." Madam Rebecca laid her hand on Ms. Amanda's arm and mouthed the words "give him some hope." Ms. Amanda wanted to just take him in her arms and love him but she understood perfectly what she had to do. "Jolene, I must say I am very proud of you. Your efforts to learn to take cock properly impress me. I will take your request under consideration but make no promises. I will wait until I have seen more of your actions before making my final decision. In the meantime, Madam Rebecca, I have really learned to love the idea of owning a sissy so would you do a search of your students incase Jolene does not work out so I may leave here with a well trained and appreciative sissy maid cuckold if Jolene does end up being sold?" "Why I think that's a splendid idea Amanda. I will line up several sissies for you to interview. Well trained and perfectly disciplined sissies that will meet your needs." Just as Ms. Amanda gave Jolene hope it was left hanging on a string by Madam Rebecca. Yet still he could see that she might just give in IF he was to be the best sissy she could imagine. The psychology being used on Jolene had been fine tuned by Madam Rebecca over many years and literally thousands of sissy trainings. Madam had learned not to fight or force sissy candidates but to make them want to be sissies. Males were not as tough or nearly as masculine as they themselves believed and with the proper techniques a 90 pound female teenager could put a 200 pound drill sergeant in panties and make him love it! Madam often laughed nearly hysterically at males who said that they would never wear panties let alone a bra, or who said they would never sever their wife willingly when she was with her lover. Madam knew that deep inside, males loved to be controlled and forced to be good little girls that secretly their desire to see naked girls or watch them change their clothes was the fascination and admiration for the female form and their clothing and that boys all secretly wanted to be like them. Take Sissie for example, before Madam met him he was a man's man by all standards. But now he feared even the wearing of a masculine piece of clothing or making a masculine gesture. He was dedicated to being the perfect feminized sissy and converting other males into the same thing, a true panty waist by anyone's standards. The girls all headed off to bed and on the way Sissie noticed that Jolene was crying, Sissie asked. "whats the matter Jolene." "Oh Sissie I think she is really going to sell me and then find a real sissy to take my place, oh how I wish I could convince her that I really would be the best sissy maid cuckold possible for her, I would, I promise." "Oh don't be silly Jolene, you have a very good chance, she was impressed with your progress and frankly so am I. Let's just work as hard as we can into making you into a sissy she can't resist in keeping, OK?" "Ok, I will do what you say, you are the best sissy ever Sissie and you are my best friend." "Thank you Jolene now let's get some sleep." The next morning Jolene had Sissy help her with the butt plug. Jolene wanted to immediately stick a larger one in but Sissie advised against it telling Jolene she needed some time to rest her sissy hole. They bathed, shaved their legs and then did their hair, makeup and nails. They talked about what they were doing and Jolene smiled several times and said he was actually enjoying it and never thought he would. He talked about how he had made fun of girls doing these sorts of things before but now he understood it better and liked it. Sissie concurred with him and handed him some women's magazines and told him about some of the articles that were in them. He suggested that if Jolene had any spare time he may want to read them as they were both informative and quite interesting. "You know Jolene; there is a lot to being a girl. Back when I was still a guy I never appreciated how much a girl has to do to look pretty but now I sure do. Not that it's really work because it's not it's a lot of fun and I do really like it but it is time consuming." "Do you ever miss being a boy Sissie?" "NO, NEVER, I would hate it if Madam said I had to go back to being a boy again, that's just ridiculous, I am a sissy and I want to stay a sissy!" "OK, OK, I didn't mean to upset you I was just wondering if I would regret it, that's all." "I am sorry Jolene it's just that I like being feminine. I know I grew up being told it was bad to be feminine and girls were beneath boys but they were wrong. Girls are so far above us if they just knew half of it there would not be a boy who ever went to school or ever got out of corsets and high heels!" When you think about it we are very fortunate to have women who understand this and are helping transform us into better happier persons." "But don't you ever get jealous or hurt when Madam takes lovers? I did when I saw my wife giving herself so freely and completely to those two Black men, I mean she never did some of that stuff with me." "At first I guess I did but it really makes me happy now. I mean I get the biggest smile on my face when Madam cums because of one of her lovers and I love to see and know how excited she gets from one of her lovers spanking me. No Jolene the happier she is the happier I am, whatever she wants I want, I have actually learned to and enjoy having her do my thinking for me, it's better that way." "I trust you Sissie and I guess I just have to work on that stuff." Sissie left Jolene to go to bed and went to his own perfectly feminine bedroom and went to bed as well. The rest of the week was fairly routine with Jolene learning more about feminization, serving, obedience and undergoing physical training with gestures, walking, sitting and dildo practice. Saturday rolled around very fast and Jolene suddenly got nervous. That morning everything seemed to be difficult for her. Even her sissy hole was not as relaxed as it had been and this made things more uncomfortable. She had managed to take the largest butt plug and though she was tender she had handled the size quite well for one so new at it. Sissie noticed the problem and said, "Listen Jolene, you're just nervous, but I have the perfect solution to your problem so do exactly as I saw and it will all be OK." Jolene had found Sissie to be her best sissy girlfriend and admired her tremendously. Sissie knew all to well that as an individual male or even if there were just two of them they could be easily trained and swayed to think however the dominants wanted them to think. The plan had worked flawlessly to get Jo to become Jolene but it was not over yet. When they were done little Miss Jolene would be totally emasculated mentally and fully indoctrinated into being a sissy maid cuckold for his wife. And beyond that he would think it an honor and be tickled pink to prance before her and her lovers in pick panties, tight corsets and frill dresses filling their humiliating requests like an airhead bimbo! As Sissie knew from years of personal experience this made the perfect companion for any Alpha female providing her with exactly what she wanted. Sissie also knew that as silly as this may look or sound to anyone outside the lifestyle it fit perfectly into the life of the dominant female who wanted things her way, wanted control over her life and had no use for a male to take those rights away from her. Alfa males had airhead bimbo girls to entertain and serve them. Bimbo's dressed ridiculously provocative and wearing things that would embarrass a real woman, so it made sense that any Real Woman would desire and find the same thing very attractive. The main difference was that males were much easier to train and transform than even female bimbos were and the loyalty and dedication was much higher in sissified males as well. So the well trained and fully sissified male was a wonderful pet to own for any upper class woman who knew what she wanted and how to get it. "Here Jolene, inset this vibrating egg in your bottom and turn it on and allow it to vibrate. Then when the men are ready for you excuse yourself to the rest room, remove it and lube up good and let them have you and it will be fine, I promise." Jolene did as told and a few hours later there were two Black men with large bulges in their pants ready to try out their future property. Jolene was very nervous but remembered sissie's words and retreated to the restroom to do what she had been instructed to do. When she returned there was an audience. Madam Rebecca and Ms. Amanda were there as was Sissie and another sissy introduced as Sissy Prudence and Ms. Amanda's candidate for a replacement sissy for Jolene. Jolene's heart sank all the way to his toes. "Oh my God she is serious she is going to sell me and has already found my replacement," Jolene thought. In fact Prudence belonged to Evelyn Roberts and had just been dropped off for a refresher course. Prudence however had been told that his owner, Ms. Roberts was dissatisfied with him and was leaving him for a refresher course and a review by Ms. Amanda as a possible sale to her if he did not perform well during his stay. In this way both sissies had as much to fear and a reason to work very hard and develop good sissy habits. The attachment bond between a sissy and his owner is very strong and it seems to be the absolute worst punishment for an owner to disown that sissy. They will typically do anything to hold on to that bond. So Madam had set them both up with very strong inspirational motives to improve and become perfect sissies. Along with that factor came the habit factor. Good or bad habits are formed from repetition. Repetition is enhanced with a strong motive which we have already seen was a vital aspect of the training regimen. Madam Rebecca's understanding of the male mind made their fate a sure thing the moment they were introduced to her and her magic was at work for all to see and impossible to stop. The room they were in contained a rack which Jolene was placed in. It was a wonderful contraption in that the sissy could be fastened in a way he could not resist any move made. He could be turned or flipped or moved to any position wanted by his captor. Even the leg and arm restraints were adjustable independently so his legs could be placed up and over his head, bent in the doggy style position, spread wide on his back or even contorted! The device insured and taught total submission and prevented the sissy from giving any resistance. Madam Rebecca and Ms. Amanda were well dressed in pant suits with 2 inch heels and hair put up and back. This both made them look and feel quite confident and in control. The two Black men were well dressed as well wearing expensive clothes that fit them well and looked very professional. Their clothes fit quite nicely and emphasized the large bulges that made them real men. Both sissies were attired in formal skirts very short and full with tight corsets and 5 inch spike heels. Their skirts were short enough that even with their legs properly crossed at their nylon covered knees they were required to keep their folded hands in their lap holding down their skirts hems to keep their panties from showing. Both sissies were perfectly made up and each one had bows in their hair to signify their sissification. They each were well aware of their status and accepted their feminized state as they waited for the performance to begin. Jolene was dressed like a 16 year old girl of the 50's. A girl that was on her first date and going to have her cherry popped! Clothes do make the man and in this case they make the sissy and direct how the sissy acts, feels and reacts. Dress a sissy up like a 16 year old girl on their first date and that is how the sissy will act. They can't help it or ignore it. Jolene was handed a lolly pop and immediately stuck it in his mouth and started to lick it. Both of the ladies giggled at this as they knew what effect it would have on the two Black men that were there to fuck him. They watched and enjoyed as the men's bulges increased in size. Jolene was taken to the rack and guided into it like a lamb for slaughter. No resistance was offered, just bewilderment on her face, she was truly turning into the air head bimbo Ms. Amanda wanted of her. Ms. Amanda was impressed with the lack of resistance and how submissive Jolene had become in only one week of training. Jolene did look over at Prudence with wonderment and trying to visualize Prudence serving her beloved Ms. Amanda. That however was short lived as suddenly Jolene felt his panties being removed and the clamp, clamp, clamp of the locking cuffs that restrained him to the rack. Madam Rebecca spoke up, "Ok let's make sure the video cameras and sound are working, and lets all watch as little pansy Jolene gets to take her first man like the sissy slut she is going to become. Jolene I hope you understand that any hopes you may have still have in ever regaining manhood will soon be gone. When they are finished with you all vestiges of maleness will be forever removed and you will no longer have the capacity to be, look like, act or think like a man again. Are you ready for this Jolene or do you want a few moments?" Jolene remembered what Sissie had told her and said, "I am ready Ma'am I want to please my wonderful wife Ms. Amanda with my performance here today no matter what happens. I want her to be able to be proud of me as a sissy maid cuckold so please Madam, begin my indoctrination." The two Black men wasted no time. Their huge Black cocks were fully erect and wanting some relief. They took turns with Jolene's mouth and pussy ass. Each of them fucking her four times and getting blow jobs in between. The sounds coming from Jolene told the tale. They went from muffled groans to excited moans and back again. Her little sissy cock was dripping from the prostrate milking and the slight but restricted moments of her hips and head showed that she wanted it; she wanted cock in her throat and her ass like the sissy slut they were training her to become. The spectators all knew that in a very short time getting this type of sex, that Jolene would only want sex in this manner. He would no longer want to use his little dick but would rather be fucked and made to suck real cock. Jolene was put in every position possible in the rack. This was to indoctrinate him to the various positions and imprint on his little weak mind that he was sex toy and was to be used however a real man or a real woman wanted. After the two men had exhausted themselves, Jolene was allowed to rest a moment in the rack still restrained. Madam said, "Prudence its time for you to fit Ms. Amanda's cock to her now." Jolene watched in amazement as a very large Black Strap on was carried over to Ms. Amanda by Sissy Prudence. It looked quite sexy seeing her lily white fingers with bright red nail polish wrapped around it. Then he watched in further amazement as Prudence knelt before his wife and stuck the head o f the big Black cock in his mouth between his red lipstick covered lips and began to fasten it in place. It looked sexy to him and even after all his fucking and sucking it stirred him sexually to see this. When Prudence was finished, she moved to Jolene's face and Jolene instinctively opened his lips and tried to take the large Black dildo in but could not fit very much of it. That was when he realized how truly large the object was. It also made him feel inferior to Prudence because she had managed to get much more of it in her mouth. She told him to get it good and wet which he tried to the best of his ability. She then moved around to the back of him and took his sissy ass like a pro. He now had nothing in his mouth to muffle his noises and he let out a loud grown as the huge Black cock slid in. But Ms. Amanda did not want him to feel pain so she paused once it was buried deep in him all the way to the fake balls it was equipped with and allowed his bottom time to relax and adjust. She then begin to work him like a hot bitch in heat. She made him beg and howl and plead and moan. He was puddy in her hands and she molded him in every direction possible. He felt completely defeated on every front. He had been fucked and molded and made to show off his inferior submissiveness to several witnesses. If there had been any tiny pockets of manhood left they were blowing in the wind. Madam Rebecca had been perfectly correct in what she had said before they started. As he lay completely spent, his only thought was to fix his makeup and brush his hair. He had been turned into the pussy whipped pansy he had been taken there to become. He no longer had his own will, he could not think of resisting or fighting. He was beaten and transformed. He had become an object to serve and please. His needs and wants no longer mattered. If his wife wanted to sell him to the Somalian's it was Ok with him, he would be a fuck and suck slave if that pleased her. Madam had hoped this would be the effect the training had on him and so she spoke up after knowing he was ready. "Jolene dear, how do you feel?" "Very relaxed and satisfied Madam." "How does it feel to have all that nice Black cum dripping from your bottom, in your throat and around your face?" "Nice, it's comforting, it feels comfortable." "Why does it feel comfortable to you Jolene, explain?" "I don't know I just feel like everything is settled and I am Ok with all of it. I guess I found what I'm supposed to do in life and I accept it." "Jolene, tell me what it is you feel you are supposed to do in life and what is it you are accepting?" "Well first I accept that my wife Ms. Amanda is way more powerful than I and I should have submitted to her a long time ago and had her teach me how to be. And I accept that I am not a man and that I am a sissy, hopefully as good some day as Sissie is because I really truly admire her. And that I am to be used for pleasure by her and her friends and that their pleasure gives me pleasure. I never really thought about it before but having them get their pleasure with me makes me feel real good inside and very satisfied and not in conflict with others. And I am ready to go to Somalia like Ms. Amanda wants and get her the money she deserves and I hope Sissy Prudence will please her like she deserves." "So now you want to go to Somalia and sped your time serving Black Men rather than please Ms. Amanda as her sissy maid cuckold? Why is that? What made you change your mind?" "It's not that I want to go I just want to make her happy. If she wants to sell me to them and that's what will make her happy then that's why I want to do it. But I wish I had the chance to serve her as her sissy maid cuckold. I think I could be very good at it with some more training and practice." "I am very proud of you Jolene. You have come a long way in a very short time. You really were a very terrible person when you arrived but you have made a huge amount of progress. Tell me Jolene, did you like the real men's cocks or your wife's strap on the best?" "Well at first the real cock hurt but then it felt good and it felt very nice, It was warm and controlling and when he shot his first load in me and I felt it, it made me cum. I like the feeling of the hot cum in me and I really like the taste and smell of the hot cum in my mouth and around my face. But when Ms. Amanda fucked me it was extra special, I really liked it but not for the same reasons. I liked it because she made me feel so small and feminine and helpless. I liked her power and I really truly respected her for that power. It was like wonder woman was there and I was lucky to be being taken by her. It was the most wonderful feeling I ever experienced and I will never forget it. I imagine I will think of that moment each time one of the mine workers does me. I am so thankful she fucked me like that I just wish she had done it years ago and helped me to become a perfect sissy maid cuckold back then when I first married her." "So if she would reconsider and keep you on as her sissy maid cuckold you would be fine with her fucking all the men she wanted and anytime she wanted and show no hesitation or regret in serving them, cleaning up after them, doing their laundry or cleaning their homes?" "Oh Madam I would do anything, I would be glad to do anything for her that would make her happy." And if she were to bring guests or old friends to her home you would willingly and perfectly serve them and take whatever humiliations she dumped on you in front of them with a smile?" "Oh yes Ma'am I would do that. It does not matter what is done to me I just really want to please her and serve her. I don't care what anyone else thinks about me it's just her that matters." "Thank you Jolene, I want you to get cleaned up now but leave the cum where it's at and when it leaks out and your panties get wet from it I want you to leave that as well, is that clear?" "Yes Ma'am, thank you Ma'am, really thank you for everything Ma'am." "Sissie, I want you and prudence to help Jolene." "Yes Madam." Sissie and Prudence then released Jolene from the rack and took her from the room. Madam asked the two Black Men to shower and relax a bit and then come back and pleasure Ms. Amanda. "Amanda, now that we are alone let's talk about Jolene. I think we have accomplished what we set out to do. Yes there is much work and further training to do but he was quite sincere in his felling and he is completely defeated as a male at this point. I would like to suggest one final nail in his male coffin to reinforce his position and your power." "Sure what do you have in mind?" "His ex girlfriend, the one you caught him cheating on you with, what do you know about her?" "Well she was not aware that he was married and was quite shocked that he was when she found out. She is as mad at him as I was." "Does she have a new boyfriend yet?" "In fact she does, she is going with Joes work colleague. She had met him at an event they were at together and she has now hooked up with him. It may be just to get back at Joe I don't know but they are going out together. But since this guy and Joe were always at odds I think it's more the get even dating thing." "So how do the two of you get along?" "Ok. I mean were not best friends but we are both scorned women by the same man so we have that in common, why?" "Would she come to a dinner if you invited her and her boyfriend?" "I don't really know, why? What do you have in mind?" "I would like to have her and her friend come to a dinner that Jolene serves in his French Maids uniform so they can see what's become of him. Do you think she would?" "You know I bet she would, just to get even with him. It would be perfect Jolene would be so humiliated and I like it, I like it. Can we tell her what's going on?" "Yes sort of. We'll tell her enough to get her and her boy friend to come but not the whole story." "OK let's do it." Amanda called Sarah and told her that as part of Joe's punishment he was going to have to serve a dinner to her and Sarah in a maid's uniform to prove he was serious about the apology. Amanda said she had heard Sarah was going out with Steve Darby and she really wished she would bring him along to, to further the humiliation. Sarah loved the idea right from the start but said she would have to ask Steve if he wanted to come or not and would let Amanda know. It wasn't ten minutes and Sarah was calling back and said, "Steve would love to participate as he hated Joe anyway and wanted to get him back for hurting her." They set the dinner for the following day, Sunday at 1:00 PM. Amanda's two Black lovers were ready for her so she went off to a bedroom and enjoyed a few hours of man pleasure. She was asked to video it and she did. When she was finished Jolene was sent in to give her a nice long tongue bath which was also videotaped and then Madam wanted a meeting of the whole staff. Madam informed them that there was to be a dinner the next day and how many guests would be there. She did not mention who would be there but said that since Jolene had performed so well this day that she would have the honor of doing the serving. She said that all the gurls were to help Jolene prepare and to teach her what to do. The rest of Saturday and Sunday morning were spent preparing for the guests. Late Sunday morning Sissie was taken to the side and informed of what was going on and instructed to make sure Jolene did not see the special guests until the right time. Jolene was quite proud of how she looked and very comfortable and happy about being able to do something so important. She was kept in the kitchen until the guests were all seated and then told to begin serving. There were eight guests at the table and it took a few moments for Jolene to recognize first Sarah and then Steve sitting next to her. Both of them were looking at Jolene in amazement at the transformation and shocked at it as well. They had imagined a man in a maid's dress not a completely transformed, perfectly made up sissy. Jolene nearly had a heart attack. He stumbled almost spilling the tray of soups he was carrying and brought full attention to himself. His face flushed then turned red and then flushed again. His breathing became erratic. Madam nearly choked with laughter and spoke up. "Guests let me introduce our server today. This is Jolene; he used to be a man but has decided being a girl is a lot more fun. This lady here used to be his girlfriend who he was cheating with his wife on and her name is Sarah. The man next to her of course is a real man and worked with Joe before Joe gave up being a man. His name is Steve and he is here to see what has become of his former co-worker and will undoubtedly inform the rest of the company of little Miss Jolene's where abouts." She then went on and introduce all the rest of the guests including Ms. Amanda and her two Black lovers which tickled Sarah and Steve to no end. Jolene was mortified and shaking and trembling but continued to serve. He was completely humbled. After desert was served and many comments and glances made in Jolene's behalf, Madam announced that there were now to be some home movies shown so they all retreated to the theater room. The movies all consisted of Jolene's training and experiences with the two Black cocks and Amanda's strap on. It showed what he said and then some of the time Amanda was with the two Black lovers. It showed how Jolene came in and cleaned them up with her tongue. Jolene was made to stand next to the screen so all could view her as they watched. When it was done Madam asked Sarah if she and Steve would enjoy some private time with Jolene to discuss old times in the room with the rack. Sarah looked at Steve and he shook his head in confirmation and Sarah then said, "We sure would if I can borrow that wonderful Black strap on that Amanda was wearing." Amanda said, "You bet you can, Jolene go get it for her and then get into the rack." Ms. Sarah and Mr. Steve spent over an hour with Jolene alone. There were some pretty terrible screams and lots of gagging going on that could be heard outside the door. When the couple exited the room their lie a limp exhausted Jolene covered in cum and completely spent. At first Ms. Amanda thought they may have fucked him to death but he was still alive and just tired. She went in and asked him if he was ready to serve her like the sissy she wanted and he told her he was. She told Jolene she was going to release him but he needed to go and apologize to Sarah and then thank Sarah and Steve and make sure they knew they were welcome anytime at Ms. Amanda's home. Jolene did as told and while they scorned him they accepted the invitation to carry on his torment and punishment. Something that Ms. Amanda looked forward to very much. It was then that Ms. Amanda said, "Jolene I am going to give you a six month trail as my sissy maid cuckold but any infractions will be dealt with in an extremely fast and furious manner is that clear?" "Yes Ma'am, thank you Ma'am, I won't let you down Ma'am." Then Madam Rebecca turned to Prudence and smiled and said, "One down and one to go. Seems you have not been a very good sissy maid cuckold to your owner Ms. Evelyn Roberts Miss Prudence, I think we shall fix that. What do you think prudence?" Prudence having witnessed what went on for the past two days was shaking like a leaf. "Yes Ma'am I am ready to improve and willing to do whatever it takes to get it done as soon as possible." "Yes I know you will for you see my dear. Jolene arrived here with no experience or understanding of what was expected of him but you have gone through training and it did not seem to stick I don't think we will be near as gentle with you!" And so it was that Jolene spent the next three weeks being fine tuned and learning what is was to be a good sissy maid cuckold and Prudence underwent some sever training to impress upon the wayward pansy what was expected of a proper sissy maid cuckold. Such is the way the world is turning, transforming incompetent unruly males into well trained sissy servants who are very capable of properly pleasing real women in a manner in which they shall be accustomed too!