I Want To Be A Sissy free porn video

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He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person looked at her, fear and anxiety written all over her face. She too swung her legs out and moved out slowly. The chauffeur stood by the door silently unsure if the lady needed help. It took some moments and it seemed she might fall but was able to stand upright in low two inch heels. She didn't utter a word and had set of large dark red lips which appeared to be like a pacifier. Her hands were at her side and appeared to be attached to a belt around her waist. Joe, the chauffeur, had driven many strange characters to the Sanatorium as it was called. But this second lady appeared to be a grotesque imitation of a woman. She had a very small bust and appeared to be around d 5ft 7" and weigh around 155 lbs. Her heels were just two inches or so whist the other lady wore heels nearer 4" high. Joe had seen enough to know that men of all shapes and sizes came here and left as exaggerated versions of femininity. It was no business of his. It was an easy job with a regular sexual perk. The two ladies walked up to the main door which was opened by a tall and well developed female. She stood over 6 ft. tall in 4" spikes, had a massive chest, matching bubble butt and a bouffant hairstyle which made her look even taller. Her face was heavy with make-up. It was just 11 am but this lady was dressed for a heavy night on the town. Her low cut dress exposing the two rather large globes came just below her crotch. Her feet were encased in stockings. Quite a sight for a morning visitor. The greeter led the two visitors down a narrow corridor her butt swinging. "Mistress is expecting you," she said in a husky voice. She didn't introduce herself They entered a large spacious office after their greeter knocked and heard "Enter. " There was a large desk and high backed chair. Soft leather couches separated by a low coffee table. The lady rose and greeted them. She was dressed all in black, her hair pulled back into a bun. Her figure hugging top was a fine see through blouse; the skirt mid-calf in leather. Her stockings were fine dernier. Her make-up was discreet but her dark crimson lipstick stood out. "Welcome to the Sanatorium, LouAnne. I am Divina," she said extending her hand to the lady in the mauve suit. She ignored the other visitor. "Jaime, coffee for our visitor and make sure you don't spill a drop." She turned to LouAnne. "And who is this?" LouAnne sat down on one of long sofas. "Hello, Divina, it's so nice to meet you. His, i mean her name is Dan. We haven't got a female name for her yet." "Well, don't think he deserves a femme name looking like that. But we can soon change that. We'll use Dani for now." Divina smiled with pearly white teeth showing. Jaime walked in with a tray. There were only two cups with a pot of coffee, milk and sugar. Divina inspected the tray. "Pour," she commanded. Jaime poured the coffee and had the misfortune to spill a drop on Divina's saucer. Jaime looked horrified at Divina. "I thought you had learned by now," Divina said in a stern voice. "You know the drill. Our guest is not an excuse." Jaime looked downcast and walked over to a cabinet. She opened a drawer and took out a thin cane. She walked back to Divina and kissed the cane three times. She went behind the couch and hiked up her dress exposing two rather large round globes. She pulled down the panty and bent over. She was obviously used to this. There appeared to be a slight lump there. "Jaime it is time you learned to do simple things well." Divina got up, cane in hand and walked over to Jaime whose face showed no emotion. Divina rubbed the two globes and brought the cane down hard. "One," whimpered Jaime. The cane struck twice more. Jaime counted the strokes, then rose up, pulled up her panty and straightened her dress. She then went to Divina and took the cane, kissing it. "Thank you for my punishment Mistress Divina," she said and put the cane back in the drawer. She came back to stand next to Dan. LouAnne and Dan watched this scene play out silently. Divina had a big smile on her face. She reached into a small box on the table and took out a cigar. Jaime sprang to attention and took the cigar, clipped it and offered Divina a light. After a few seconds Divina blew out a cloud of fragrant smoke contentedly. "Excuse my manners. Would you like one?" She offered a cigar to LouAnne who declined. "Pity, they are the finest Cubans. James had ordered a continuous supply. I didn't see what he got out of it till I tried one. Now his pleasure is to watch me enjoy them." "James?" LouAnne asked. ""Sorry James is my husband and used to love these as do I now. But Jaime is not allowed cigars. Sissy sluts learn to suck and enjoy other things." "Jaime is James?" LouAnne asked. "Oh yes, and she is now happy to obey without question. You saw her screw up and pay the price," Divina said blowing out a perfect ring of smoke. "You should try these sometime. Jaime is reminded of his previous life every time she smells the smoke.? She took another light puff. ?Jaime, take our new pupil and get her something to drink. She has a gag. I want it replaced after she has drunk. Bring her back here when I buzz you.? LouAnne and Divina watched as Jaime led Dan away. ?So tell me about Dan,? Divina said blowing out another perfect ring of smoke. LouAnne looked at Divina. ?Dan and I have been married for eight years now. He was very busy in a startup and worked hard. He was too tired for sex and frankly I didn?t show much interest either. He is 38 now and I am two years younger. His hard work paid off and he cashed out his options and we were able to buy our home outright. Neither one of us needs to work again.? LouAnne paused, took a sip of coffee and watched Divina inhale and stub out her fat cigar. She had a flash that the unlit cigar resembled a penis in Divina?s mouth. ?Anyway with time on his hands Dan is spending more time on the computer. Not sure of what triggered his interest in dressing and fetish behavior. Perhaps the lack of more sexual activity caused it. Even before we married we had very limited sexual experience with others. Anyway he mentioned it briefly. I had no opinion on it and wasn?t paying attention. A few days later he mentioned a party at a fetish club he had seen online and he wanted to attend. I later discovered I was to be a Mistress and he would be my sissy. I had no idea what that meant but agreed to dress in a short black dress and heels. When Dan came out of the bathroom I got a shock. He is 5?8? and 155 lbs. and looked like a sack of potatoes. He was dressed just as you saw him without the gag and special belt. I was mortified. His makeup was sloppy, had no breasts and had on high heels I didn?t know he possessed. His cheap blonde wig was askew. He was walking confidently so he must have practiced. ?LouAnne paused but saw no emotion in Divina?s face. ?I was ashamed to be seen with him but he appeared happy. We drove to the club. It was quite large and full of people, many like ourselves. Several things were clear: Dan was the ugliest sissy in the club and I was devastated. Luckily I met Tammy who took pity on me. She gave me a collar and leash for Dan. She tried to force him to do things and he refused. She showed how her sissy Brittany behaved. She was an exaggerated female but suitably dressed and made up, beautiful in her own way. She asked her to kiss Dan which she did without hesitation right in the middle of the crowd. Then she had Brittany suck Dan off and swallow. Again no hesitation. Brittany dropped to her knees and swallowed Dan?s cock in one motion. Dan was shocked and erupted in a minute. The onlookers clapped. She then had each refresh the lipstick of the other. Brittany was a credit to her authority so we got talking and she gave me your contact details. Apparently you had trained Brittany. So here we are.? Divina looked closely at LouAnne. ?Yes, I remember. You?ve explained what Dan wants. What do you want?? It was LouAnne?s turn to stare back at Divina. ?I still love Dan in many ways. He has given me economic security. I haven?t been the loving wife he wanted so I would like to humor him in this fantasy.? ?This won?t be easy but we will make some changes which neither you nor he might like.? ?Like what?? It was hard to explain how a sissy should look to ?her? partner. ?It depends on the Mistress, you, but could include hair removal, breast implants, pierced ears, tattoos etc. You saw Brittany. Tammy agreed to implants in chest and buttocks. Her lips received collagen injections and she is strictly corseted.? ?Are these reversible?? ?Most are reversible except tattoos of course. Hair grows back eventually. Pierced ears heal if not used. Even implants can be withdrawn.? ?This is all new. I want to indulge him but I don?t want the humiliation of walking with someone who looks like a badly dressed woman.? ?Once you leave her here there?s no going back. Within 6 weeks there will be a graduation and you will witness her performing as will any others graduating. We have three others in training now. No communication directly with her till graduation. You can email or call me for updates. By the way, we do punish harshly if they don?t obey or make silly mistakes.? ?I don?t want him hurt.? ?You want her to be a perfect sissy. So there?s hard training and sticks and carrots.? ?Carrots? I saw the stick earlier.? ?She may be allowed to masturbate or suck off another sissy. She may even get fucked.? ?He has to suck somebody? Or be taken in the back?? ?Of course. You said you saw that at the club.? ?I don?t think he would like that ?LouAnne said horrified that Dan would need to do that. She didn?t do it and felt uneasy about Dan doing it. ?Yes. She will like it and do it without hesitation. She?ll even enjoying cleaning you up after your lover has deposited his load in you. She?ll even lick him clean after he?s finished. She would also clean your back passage if that?s where your lover deposits his load.? ?No, no. I don?t have any lover. Besides, he may not like my husband cleaning him up like that.? LouAnne didn?t want to even think that a potential lover would take her anally. Divina looked at the woman across from her. She could understand the confusion but her academy had a standard to live up to. There were no exceptions and no other way to justify the expense. ?Frankly, it is your decision. Seems to me you need to find a stud who can fuck you silly with a big load. Then have your sissy clean him and you up. Nothing will give you more pleasure. You will not want your sissy to fuck you as that would completely destroy our training. In any case you already mentioned that Dan never got you excited in bed. Whether you introduce her as your husband, sissy, slut or anything else is your decision. Of course if you have a female partner, she?ll clean you both out thoroughly. She?ll be an equal opportunity provider.? Divina smiled at her joke. LouAnne had never thought about sex with another man or woman. She had allowed Dan to fuck her as necessary but it was mostly for his pleasure. She couldnt remember when she last had an orgasm if ever. ?Look LouAnne, you?re here because you need help to make her your perfect sissy. I know your thinking. I loved James too but he wasn?t ever satisfied. Now I love Jaime and she enjoys serving me in any way I want. She looks the part, is presentable and will drop to her knees in an instant. She craves it and is always anxious to please in whatever way I demand. You had better decide. Then we?ll get your sissy here and go over stuff. Then a quick tour and you can leave her in our capable hands. Ok?? Divina got up. She was an attractive woman and full of confidence. ?Come with me for a quick tour whilst you are thinking.? LouAnne followed Divina. ?This building was an old hospital. It has many rooms which serve our purpose. Living quarters are upstairs. As they passed rooms Divina opened some doors. ?This is the waxing room. All our candidates get a full body waxing every two weeks or as needed. ? They moved to the next room which had a few mannequins and large cabinets with drawers. There was also a long steel table. ?We get them into basic foundation garments to give them the right shape. They get their breast forms glued on. Of course if they have implants this is not necessary. Dani will get hers tomorrow.? LouAnne was astounded by Divina?s calmness in describing this. ?Of course they all get implants before they graduate. ? The next room had a range of tall closets. There was a long rack of shoes in every size and color along one wall. All the shoes appeared to be stilettos with at least 4? heels. ?This is the dressing room where they get their outfits and shoes. Before they graduate they will need to be able to walk in at least 5? heels. Typically during the day it will be 4?.? The next room was larger and had two styling chairs. Large mirrors with lights all around were mounted in front of the chairs. The other wall had rows and rows of wigs of all colors and styled mounted on heads. ?They all spend hours doing and redoing their makeup. They must be proficient to graduate.? Divina opened the door to the next room. ?I think Dani will be spending a lot of time here. This is the training room.? The room had figures of two males: one Caucasian the other black. There were cutouts at the groin. The figures were painted to look like athletic men dressed casually with trousers at their ankles. There was also a straight baked chair with a large protrusion in the center. ?Dani will spend some time on her knees learning to suck and deep throat. She needs to deep throat 9? to graduate. Every day the size increases until she is able to accommodate that size. Of course we will have real models to teach her to swallow. The chair will help get her ready for anal penetration. She must accommodate 9? to graduate.? They went to the next room. All the rooms were painted in black. Spotlights shone on the wall where punishment tools hung. Canes in several sizes, whips and many other instruments to inflict pain. ?As you observed we punish harshly to teach them quicker. There cannot be any hesitation to obey. You saw that earlier.? Divina turned to LouAnne. ?We have other rooms capable of medical procedures. Breast implants, enlargements even orchiectomies with proper surgical supervision.? They went back to Divina?s office. ?Time to decide,? she said. ?I?ll be back shortly.? LouAnne did not know how to proceed. She knew Dan wanted this but she didn?t know if he had any idea what he might have to endure. Fantasy and reality were meeting. It seemed that Divina and Jaime had a good relationship. At just 36 it seemed there had to be more to life. Sex meant nothing to her as she never had enjoyed it. It seemed that Dan wanted to live out his fantasy even if he had not thought through the details. LouAnne was attractive, had a good figure and well read. Perhaps it was time to break out and explore her own fantasies, with a man or woman. Even smoke a fat cigar. Problem is that LouAnne had never thought about it to explore. She knew she couldnt live out the rest of her life like this. Looking about her, seeing Divina and Jaime?s life and relationship she came to a snap decision: Dan should become who he wanted to be. She would begin to explore new relationships with men and women rather than regret a wasted life. LouAnne would become what the world threw at her. Dan or Dani would be her sissy and do as Divina described. Divina returned at that moment. ?So, it?s decision time. ?She looked at LouAnne, eyebrows raised. ?Yes, I think so.? LouAnne looked at Divina. ?Can I try one of those cigars now?? Divina?s face broke into a big smile. ?I normally only smoke one a day. But let?s celebrate.? LouAnne reached for the box on the table. ?No, don?t do that. Let?s get Jaime to do that. It?s her job.? On her desk there was a small cordless buzzer. She depressed the top. She was smiling. ?They?ll be here in a moment and you can tell us all your decision.? ?Is that a buzzer?? LouAnne asked. ?Oh yes. Jaime is on call 24/7. When she was punished you may have noticed a small bulge when her panty was down. The buzzer connects to that plug in her behind which she can?t possibly miss.? Divina?s broad smile indicated she used it often. ?We can fit Dani with one when she graduates.? This brought a smile to LouAnne?s face. Within minutes Jaime and Dani entered. It appeared the gag was back in her mouth judging by the oversized mouth covering. ?Was she any trouble?? Divina asked ?No, ma?am. She didn?t want to at first. But a hard blow on each arse cheek caused her to open her mouth.? ?Excellent. Dani will learn that orders are to be followed out immediately. Otherwise punishment is swift and harsh.? LouAnne looked at Dani. Her arms were still locked at the waist, the oversized mouth gag appearing grotesque. ?So,? Divina began, ?Your Mistress and I have had a long discussion about our program here. She said she would give us her answer when you returned.? Divina reached again for the box and took out a cigar. Jaime sprang to get it and snip the end. Divina offered one to LouAnne who accepted. She watched as Dani?s eye grew larger. Jaime lit Divina?s cigar and took LouAnne?s, snipped it and lit it. LouAnne had never been a smoker. She had tried a cigarette but this was different. She inhaled lightly and was intoxicated by the aroma, taste and Dani?s astonished look. ?So,? LouAnne began feeling in control. ?Dan or Dani you have explained what you wanted and your need to fulfill this fantasy.? LouAnne paused and took in a deeper drag. ?I want you to fulfill your fantasy. However, i don?t want to be humiliated in the process. You saw how the other sissies were dressed, made up and behaved. Their Mistress was proud of them. I want to also be proud of my sissy. ?LouAnne paused, inhaled and blew out smoke. ?So whilst Mistress Divina prepares you to live out your fantasy, I am also going to explore my fantasies. No room for discussion. I am signing the contract to hand you over to Mistress Divina whom you will obey or be punished as she sees fit. I have also given her full authority to make any changes to your body as she deems appropriate. I will see you at graduation whenever that will be.? LouAnne smiled broadly and blew out another cloud of smoke. It was a longer monologue than she intended. She saw the desperation in Dani?s face: the need to talk, fear of what Mistress Divina would do to her and uncertainty about her future life made her desperate to talk. But she also could see the glint in Divina?s eyes just waiting for an excuse to punish her harshly in front of LouAnne. Divina stubbed out her cigar as did LouAnne. ?Dani, pay attention and you can be the sissy slut you want to be. Be ready to accept without question all I say and put you through. If not, you can imagine what happens. You do t have any say or choice. Do you understand? Nod.? ?Dani, I asked you a question. I expect instant reaction.? Dani looked pathetic and after a small lapse nodded her head in defeat. She had wanted this very much but didn?t have much choice now. ?Good. Tomorrow you will be guided by Mistress Dixie. She will decide how you will look, dress and set up your training schedule. Jaime take Dani to the dorm. I want you to shave her everywhere from eyebrows down. Glue on the 38 DD forms for now. Get her dressed in her current outfit and made up properly ready for dinner at 6 pm with our other three trainees. 4? heels today. Paint her finger and toenails for now. Maria will take care of everything tomorrow. If she does not co-operate bring her down. Please get Item 3 from the punishment drawer.? Jaime wiggled to the cabinet and brought out a cat o? nine tails. She kissed it before giving it to Divina. ?I will use this on you if you don?t behave exactly as Jaime says. Keep her gag, Jaime. I am not sure how she will behave.? Divina swished the cat o nine tails. ?I know how to use this as Jaime can confirm. She couldnt sit for a week. But that?s up to you. Now go. You?ll see LouAnne when you are ready.? LouAnne watched Jaime and Dani walk away. She was torn between sending Dani to an unknown fate even if it is something she wanted. On the other hand this visit with Divina had sparked something within that released her own inner frustration. She felt power showing Dani another side of her. ?Don?t worry. It takes all of them time to adjust. They know the rules. I think Dani will have some problems sitting in the next week but she?ll learn.? Divina looked straight at LouAnne. ?Seems this is an opportunity for you to break out and explore. Dani will thank you for it.? ?Yes, I need to do that,? LouAnne said slowly. ?I?m not sure what I want.? ?Look LouAnne, take the next month or so to explore. Be sure that Dani will have many sexual experiences. Use the time to find what you like. I am not suggesting you break up with Dani. Rather find a way to share in what she wants. She?ll do and accept everything you want.? She parted from Divina with mixed emotions. ?Call me or Tammy if you need anything, I?ll email you when Dani is ready to graduate. It will be within 6 weeks,? was Divina?s parting comment. Joe drove LouAnne back to the house she and Dan owned. It would be strange to be alone in the house and in bed. She had no idea whose bed Dani would be sharing. It was almost 4 pm LouAnne needed to dispel her mood. She decided to call Tammy for advice. She picked up and after a brief chat agreed to meet for a drink at 7 pm. Tammy invited her to her house set in an old part of town with large homes. LouAnne dressed in a simple white blouse and black skirt. Her only application was a dark red lipstick. She drove there early. The tree lined street had large houses with several stories and some even had basements. She noted that Tammy?s house had some steps leading to the front door. There was a bell and she rang it. The door was opened by Brittany as Tammy had introduced them at the club. Brittany was dressed as if she was heading to the clubs. Her big breasts contrasted with small waist and big behind. Her heels had to be at least 5? but she seemed very comfortable in them. Her face was heavily made up with thick false eyelashes and bright lipstick. Her cheeks were heavily rouged and somewhat full. Her hair was piled high. LouAnne felt particularly unfeminine compared to this larger than life female. But she had enormous sex appeal. She didn?t speak but curtsied and let LouAnne into the spacious living room with large bay window. Tammy was in the lounge and looked up as they entered. ?Hi LouAnne,? she said giving her a kiss on both cheeks. ?Some wine and cheese, Brittany,? Tammy ordered. Brittany scuttled away. She patted a place for LouAnne to sit. They had barely had a chance to speak when Brittany returned with a tray of cheese, crackers and two glasses of white wine. Brittany stood there tray in hand awaiting instruction. She hadn?t spoken one word since LouAnne arrived. ?I hope you can stay for a light supper. Brittany here is a decent cook.? ?I?d love to if it?s no problem,? LouAnne replied. ?My pleasure,? Tammy replied. ?We?ll eat at eight.? Brittany walked away. ?So, did you call Divina?? Tammy asked taking a sip of wine. ?Yes. Thank you for the recommendation,? LouAnne said. ?I was there today and left Dani there for training. We had a good discussion and she gave me good pointers. Frankly, this is all new to me and I wanted your advice in adjusting to Dan, now Dani. I know what he wants but I am not sure how to cope.? Tammy had a big smile on her face. ?I know. Divina called ne earlier. She trained Brittany, you know. I am so pleased with the result.? ?Oh, Brittany is your husband like Jaime is to Divina?? ?No. Brittany was my boyfriend once. He was serious and wanted to marry me. However, much as I liked him, he expected a certain behavior from me in and out of bed. I told him we could be together if he would accept my terms. He wanted to know what they were. I told him he would undergo a lifestyle change and have to obey me in everything I wanted. He hesitated at first but I told him he would never have any financial worries and I would pay for everything. I don?t think he fully understood all the changes I wanted. But a couple of hard spankings later he agreed. I got him into female clothes and makeup and sent him to Divina. Now he is truly a happy Brittany who will never forget her place.? LouAnne listened fascinated, sipping her wine and nibbling on some cheese. ?Can I ask if he still has his boy parts?? LouAnne smiled. ?Oh yes. I will never have them cut off. I want her to remember what she once was. Sissies generally want feminization, some degree of humiliation and of course punishment. All serve to confirm their submissiveness.? ?Do you still sl.. ?? ?Sleep with him? Of course not. There are many better lovers out there where no commitments are necessary. It is purely physical. Brittany helps me with preparing my lovers and later cleaning us both up.? ?Preparing?? ?Yes, i don?t need to suck my lover?s cock to get it hard. Brittany does that for me. She also cleans out his jism out of my pussy giving me another orgasm. Then she sucks his cock to free it off all my juices. She does that too if I occasionally want my lover to fuck my arse.? Tammy smiled at the look on LouAnne?s face. ?Be sure she enjoys it now.? LouAnne was silent for a moment sipping her wine. There were so many questions. ?Arse?? Tammy looked at her with a grin. ?You?ve never been fucked in the arse, have you? You have a lot to experience.? ?Dan never did that. I would have said no probably,? LouAnne said with remorse in her voice. ?I never was interested in normal sex either with Dan or before.? Tammy looked at LouAnne with a soft look.? I think that perhaps I should guide you in the time Dani is being trained by Divina. Are you willing? Like Divina, you have to obey without hesitation and question. Willing?? LouAnne looked downcast. Like her hesitation and later embracing of Dani?s training. She now had a chance to explore and find self- expression. She needed guidance just like Dani. Tammy appeared to have personal experience with sissies like Brittany, with sexual partners and life in general. LouAnne must appear to be naive in her eyes. She wouldn?t find a better guide through her current position and needed desperately to break out. LouAnne nodded. ?Yes I will do my best.? ?Good.? Tamny stood up. ?Remember to obey.? LouAnne just nodded. ?Ok. Dinner will be served in 5 minutes. The bathroom is down the corridor to the left. You can?t miss it. Please go there and remove your panties. Come to the table and I want to see them in your hand.? LouAnne looked stunned. She opened her mouth to ask why. But Tammy interrupted. ?No hesitation. Do as you?re told.? LouAnne stood up and walked to the bathroom. She looked in the bathroom mirror. What Tammy would teach her would be nothing to shat changes Dani would be put through. She removed her panty, a sense of daring, defiance and satisfaction brought a glow to her face. She returned to the dining room, panty in hand. Tammy smiled when she saw the item in LouAnne?s hand. Brittany had laid the table for two and there were two salads waiting for them. Tammy was standing by her chair, Brittany hands at her side stood silently next to her. ?Please sit,? Tammy said indicating the vacant chair. She then turned to Brittany and put her finger over Brittany?s mouth. There was a low hiss and LouAnne watched as Brittany?s cheeks deflated. Tammy pulled out a small bladder from her mouth. ?I didn?t want Brittany here talking,? said. ?I use this inflatable gag to keep her mouth shut. Please sit.? Brittany stood by passively not showing any emotion her cheeks now returning to their normal position. Those large eyelashes blinked in gratitude. Over the meal Tammy asked LouAnne to relate her story about family, education, relationships and sexual experiences. ?So do you have any fantasy?? She asked. LouAnne looked at her blankly. ?No,? came the hushed reply. ?No you don?t have any or no you don?t want to talk about it.? ?No, I haven?t any. Never thought about it.? ?God, Lulu, which century were you born in? How did you even manage to hook Dan?? LouAnne looked sheepishly at Tammy. ?You have a lot to learn. Hope you are ready.? Within minutes Brittany had cleared the dishes. Dessert was ice cream. Brittany laid out the plates with the tub of ice cream. Tammy looked at Brittany and nodded. Within minutes Brittany crawled under the table. LouAnne paused with the teaspoon in her hand as she felt her skirt pushed up. ?Brittany is getting her dessert. Just enjoy.? Tammy smiled closely observing LouAnne who was trying to allow Brittany access and eat ice cream at the same time. It didn?t take long for Brittany?s practiced tongue to lick her lips into waves of pleasure. Dan?s tongue was nothing to the soft lapping of Brittany?s. She used her tongue to enter her vagina, seeking, lapping and swallowing the copious flow of juices now flowing freely. LouAnne had never experienced such sexual pleasure. Her eyes closed as Brittany brought her to two orgasms in rapid succession. Tammy saw the glow of sexual satisfaction as LouAnne climaxed. Brittany kissed her swollen lips and pulled down her skirt. To LouAnne?s dismay the tongue was withdrawn as Brittany moved away. Within minutes she felt Brittany?s heels touch her extended feet. It seemed that Brittany was now paying attention to Tammy who continued to slowly eat her ice cream lasciviously. Her face betrayed no emotion as Brittany used her talented tongue to finally bring her to a shuddering climax. Tammy?s eyes closed for an instant in sexual bliss. ?Well, that was a nice end to a meal,? Tammy said rising and smoothing down her dress. LouAnne did the same. Brittany crawled out from under the table. Her face was covered in a sheen of drying liquid, her lipstick smeared and hair mussed. ?Clear up the table and clean yourself up,? Tammy ordered. ?We?ll take coffee in the lounge.? Tammy led LouAnne back to the lounge. ?Hope you liked that. Brittany does that every night, sometimes more than once. Your Dani will learn that too. So, how are your oral skills?? LouAnne looked at Tammy blankly. ?Oral skills?? She repeated. ?Yes. Do you know how to suck a cock or tongue a woman?? ?I did it to Dan once or twice but never with a woman.? ?Why only once or twice? You were married many years.? ?I didn?t like it.? ?You have a strange way to get sexual satisfaction. I?ll introduce you to Marcus. You?ll love sucking his cock. Or maybe you prefer to tongue a woman.? ?No i don?t,? LouAnne said horrified. ?You?ll have to learn. Sometimes you?ll want a hard fucking. Other times you?ll want the soft touch of a woman.? LouAnne looked stunned. She was over her head. She did want to explore but she had never thought about enjoying sex. She had always thought it for a man?s release or to have a family. She knew he and his college friends had experimented with many things including same sex relationships. LouAnne had a hard time with males and females. ?Please use the bathroom again and apply plenty of lipstick but don?t blot. You can wear the panties too if you want.? LouAnne was on autopilot as she grabbed her purse and the panty and went back to the bathroom. She applied many layers of lipstick and drew up the panty. She returned to the lounge. Tammy had something in her hand. ?So let?s do a test. Just as Dani will graduate you need to graduate. Open your mouth and take this deeply.? Tammy had a dildo in her hand and slowly inserted it into LouAnne?s mouth. She began to choke and Tamny withdrew it with bright lipstick marks. ?Almost 5? only. Not so good if you want a stud to pleasure you. Don?t forget Divina expects 9? from Dani.? Tammy smiled. ?I think I know a lot of men you can practice on.? LouAnne looked startled. ?Most studs would like you to blow them before they fuck your brains out. They will not mind a sissy cleaning them up. So you?ll have to practice for Marcus.? She handed the dido to LouAnne. ?You can practice at home.? Brittany brought in the coffee and poured out two cups. She looked at Tammy. ?Bring me the strap and prepare yourself,? commanded. Brittany walked away shaking her booty. ?You?ll need to keep your sissy in training. You need a strap on and fuck her regularly. I do Brittany almost every day. She is not allowed to masturbate. I check that by how much she ejects into a condom. Little or no jism means a severe caning. Of course I empty the condom into her mouth.? Tammy explained this in a matter of fact voice. ?You can use a chastity device but I like my sissy to have her cock sticking out of her outfit. It reminds her of who she has become.? Brittany returned with the strap on. She kissed it and gave it to Tammy. She had no inhibitions to lift her dress and attach the harness to her crotch. It was at least 8? long, black and quite thick. Brittany got to her knees immediately and took the head into her mouth. Slowly she took that monster ever deeper till her mouth reached the harness. The monster was covered in saliva. LouAnne watched in amazement. It was like being an observer in a porn movie. Tammy tapped Brittany?s head and withdrew the monster. Brittany rose and bent over. She had no panty on. She bent over the couch and lifter her dress. Tammy went behind her and inched her way into Brittany?s anus. Soon she had thrust all the way in and began to pull out and thrust faster and faster. Brittany took it all and gave a small sound indicating she had erupted. Tammy withdrew. Brittany turned around still lifting her dress. The condom had a good amount of jism. Tammy nodded and Brittany carefully removed the sheath, inverted it and let the contents drip into her mouth. ?Good girl,? Tammy said as she removed the harness. Brittany took it without comment and left the room. ?I hope you get some idea of how to get pleasure from life and your Dani. I think we need to get you some new outfits, a new makeover and get some guys drooling over you. Maybe even some girls. You may even find someone of interest. So as Dani is realizing her fantasy, we?re going to create one for you.? Tammy kissed LouAnne on both cheeks. ?I?ll call in the next day or two. Keep the weekend free. Practice.? She pointed to the dildo and pointed at LouAnne?s mouth. LouAnne left Tammy in a confused state. It had been quite a day for Dani and herself. She had seen what Dani would have to endure but that was her choice. What she had seen and experienced tonight caused her to question her own motives and desires. The orgasm she had reached through Brittany was beyond anything she had ever experienced. Dan never gave her oral as she didn?t do it to him. She had tried it during the first days of their marriage but Dan had erupted on her mouth even before she took it in. She hated it. He had never given her an orgasm through penetration either. Since it was something she hadn?t experienced before she had no expectations and allowed Dan to orgasm in her when she was ready. Brittany?s mouth had caused her to regret she hadn?t taken more interest in oral sex before. That was in the past and hopefully Dani?s training would provide the orgasms she wanted. The dildo was on the passenger seat. At the lights she took it briefly into her mouth. Tammy said she would need to use her mouth on Marcus. Could she do that? She had put a fat cigar in her mouth today and enjoyed it. Marcus was surely bigger but it wouldn?t be that strange as she could practice with the dildo. In many ways she had to learn to be a mistress as Dani was learning to be a sissy. Just as Divina would transform Dani so she would let Tammy transform her into a fun and sex loving mistress. She slept that night dreaming that it was Marcus she had in her mouth. The cold plastic reminded her that sex with Marcus would be just that: physical without emotional attachment. Divina and Jaime were her role models just like Tammy and Brittany. The weeks that followed were hectic for LouAnne. Tammy had instigated mega changes. LouAnne had now her hair up in a tight bunch if curls. Her eyebrows shaped, delicate use of shadow, mascara and blush. Her lips appeared fuller and painted a dark crimson. She was getting used to 4? stilettos. LouAnne now was almost Vogue cover material. It took daily applications of makeup to get to this stage. Motivation was a powerful thing. Not only did she appear attractive and seductive, she also had grown tremendously in confidence. There was just one area where LouAnne felt uncomfortable. That was the various forms of discipline. She had seen Divina use it on Jaime who seemed to accept it and even wanted it. Tammy had disciplined Brittany for not producing enough juice. She didn?t need a strong reason. She had Brittany lay across her knees, panty down and gave her five hard slaps on each cheek. Brittany had to count each slap. She accepted with just the hint of tears in her eyes. She stood up, pulled up her panty and thanked Mistress. She walked with a very red behind. LouAnne could see that Tammy used less force than Divina. But she knew that Divina had to enforce discipline. Tammy introduced LouAnne to Marcus. She made sure that LouAnne was dressed appropriately in a very short dress with silver sequins, matching 4? heels, and perfect makeup. Her cleavage was cleverly enhanced with a padded bra. Marcus took her for dinner, dancing and finally invited her for a nightcap in his suite. It didn?t take long for his tongue to dance with hers in a long kiss. Lips glued, he was able to undress her. LouAnne had never been kissed like this and swooned. She couldnt remember when Dan had put his tongue in her mouth during their lovemaking. It seemed only natural that LouAnne also help disrobe Marcus. She pulled at his belt and managed to let his pants fall to the floor. Her hands groped inside his boxers. This was all done naturally as their tongues danced. They broke for air and LouAnne found herself dropping to her knees. This was the first time she did it voluntarily. For the first time she was faced with a very large and thick cock probably eight or nine inches long. She didn?t need encouragement to give the head a sloppy kiss. She didn?t look up as she slowly tried to take it ever deeper. Her small fist held the cock at the root, the other his rather large sac. This reduced the penis to about 6?. She almost choked but had her mouth against her hand. Only then did she look up. A smiling Marcus looked down at her. ?Just amazing,? he said, hands at his side. He did not force nor hold her head. Hands at his side he just made guttural sounds of pleasure. This drove LouAnne to try even harder to cram more into her mouth. She gagged but before she could try again he tapped her shoulder. He spewed a mouthful of cum that LouAnne savored and swallowed. What had she been missing all this time? She wanted more but knew he needed time to recover. She arose and standing on tiptoe kissed him deeply. He didn?t seem to mind that her mouth must have tasted of his cum. ?Thank you,? she said softly. Marcus held her at arm?s length. ?What for? It was great.? ?Thanking you for showing me what it tastes like.? She didn?t explain that she had enjoyed the taste, texture and pulsing of his cock in her mouth and for introducing her to the taste of his cum. Of course it didn?t end there. Marcus brought her to unknown heights with multiple orgasms. She spent the night with him and woke him up by sucking him to hardness. He looked at het trying to decide and slid down the bed. He licked her until his face was covered in her juices. He then stopped and she was shocked. Was something wrong? Even before she could utter a word his pointed tongue was poking at her anus. She squeaked with pleasure as he licked and applied saliva with two fingers. A moment later he was poised at her rosebud and thrust in slowly, stopping frequently to let her adjust. There was pain mixed with excitement but she didn?t want it to end. She pulled him in and soon had his full length in her. Slowly he thrust as LouAnne came alive with lust tinged with regret. Why had she waited so long to explore this? They were both exhausted. After a brief nap, they showered and LouAnne left. There was a swagger in her walk and some pain. But she had decided she needed to make up for lost time. Of course she agreed to meet Marcus when and where he wanted. She was reminded of the serene look on Brittany?s face as Tammy pounded him. She was enjoying it. She wondered if Dani would be getting fucked like that. No matter. She would be buying a strap on and would use it often. LouAnne was so busy and taken up with her new life, she rarely thought of Dani. Divina had warned het not contact her or Dan unless critical. The truth was that between Tammy, Marcus and regular oral attention from Brittany her mind was a whirl. Additionally she continued to go shopping regularly and became very adept at makeup after long practice. As icing on the cake Tammy invited her to dinner one evening to meet a new guest. Linda was a few years younger with a great figure and well developed bosom. She gave Tammy a deep kiss on the mouth. LouAnne got the same treatment. Surprised she accepted the kiss. LouAnne knew the drill and now dared to go to dinner at Tammy?s without a panty. She put one in her purse for after Brittany?s expected attention. The evening was great with good food and laughter. Brittany served them and stood there with bloated cheeks in a black silk maid?s uniform with a small white apron at her waist. LouAnne thought this would be a perfect uniform for Dani. Tammy went to Brittany and as before deflated the gag and pulled the bladder out. Brittany served a perfect dinner and brought out dessert. This time, without any warning, Linda stood up and crept under the table. Her mouth found LouAnne?s naked lips and began licking. LouAnne emitted a surprised squeal. Tammy smiled as Brittany wasn?t far behind at Tammy?s crotch. She knew what Linda was doing. From personal experience she knew how delicious Linda?s tongue could be. It didn?t take long for LouAnne?s eyes to close in ecstasy as she enjoyed a body wracking orgasm. She had never experimented with other girls in college. Linda?s tongue knew exactly where to lick and suck. Brittany?s technique had been different but both had resulted in huge waves of pleasure. ?Coffee in the lounge,? Tammy told Brittany as they rose from the table. Linda had a big grin on her face. ?Delicious,? she said and walked to the bathroom. Brittany brought in the three cups and coffee on a tray. Tammy rose and went to her. ?Poor Brittany,? she said. ?I know you wanted to lick LouAnne too. Get the strap.? Brittany disappeared. Linda returned and sat very close to LouAnne, thighs touching. They sipped coffee in silence. It didn?t take long for Brittany to return strap in hand. Tammy got up and attached the harness. Soon Brittany was on her knees sucking on the protruding monster. Some minutes later Brittany rose, bent over the chair and lifted her skirt. Tammy positioned herself behind Brittany. LouAnne had seen this scene several times by now. Just at that moment Linda sprang up, lifted her skirt and thrust her groin into LouAnne?s face. ?Lick her out,? Tammy suggested as Linda held LouAnne?s head firmly with one hand. Left with no choice LouAnne inserted her tongue and started to lick the swollen lips. Linda encouraged her. She tasted the copious juices and lapped it. In no time she began to savor the taste encouraged by Linda?s cooing. It seemed like a long time but just as Tammy withdrew from Brittany Linda shouted out in orgasm. She held LouAnne?s head firmly at her groin till her wave subsided. ?Incredible,? was all Linda could utter as she flopped down next to LouAnne and gave her tonguey kiss. LouAnne accepted her tongue knowing she had received and given back to this woman. Whilst her days and many evenings were busy, LouAnne?s mind wandered to Dani. LouAnne was now thrust into many sexual adventures and regretted she had not participated in Dan?s fantasies. She herself had no ideas and never even thought there was more to sexual enjoyment until Dan had forced her to try a visit to the club. Subsequently Divina and Tammy had influenced her to try new adventures which she was now enjoying. She was grateful to Dan whose fantasy opened the door to this new world. It was almost five weeks later that LouAnne received an email from Divina. It was a Monday. There was a formal invitation for LouAnne to be at the graduation of Dani Forester. 5 pm on Saturday. RSVP. Dress code was to be provocative for the ladies as Mistresses of the graduating students. LouAnne was somehow excited to see Dani. She hadn?t thought about her too much, busy with her own changes. She was now a beautiful lady and determined to enjoy every aspect of life. She accepted the invitation immediately and asked Divina if she could bring guests. The reply came a short time later. A Mistress could invite a male friend and any alumni. Guests may be invited to participate. LouAnne immediately emailed Marcus and Tammy. Both were promised a fun evening and a small party on their return to the house. Marcus offered to drive them all there. There was plenty of space in his large Hummer SUV. Tammy called LouAnne that afternoon. She would be over at 6 pm. ?Chill some wine, please.? Even though LouAnne had been alone for five weeks she had never needed to entertain visitors. Marcus cane over after dinner or after they had been out. She had wine chilling and cheese. She also found a box of unopened crackers. She hoped they were still good. Promptly at 6 pm there was a knock on the door. It was Tammy and Brittany. Tammy was dressed in black with an ankle length skirt. Brittany, as usual, was dressed to the nines in a short pink maid?s dress, pink stockings and 5? pink heels. Her makeup was heavy as usual with pink eyeshadow and massive black eyelashes. Her lipstick was a high gloss pink. Her cheeks were puffed out with a gag. A pink collar was around her neck with a similar colored leash. She carried a small bag. Tammy kissed LouAnne on both cheeks and Brittany curtsied. They went into the lounge. ?I?ll get the wine and cheese,? LouAnne said. ?No need,? Tammy interrupted. ?Show Brittany here where everything is and she?ll serve us.? Tammy sat on the sofa. LouAnne on a large chair at her side. ?So LouAnne, it looks like your sissy will graduate this weekend.? ?Yes, i don?t know what to expect,? LouAnne responded wistfully. ?First of all, Dani won?t look like Dan. You can?t know how Divina has changed her looks. Brittany is totally different to Ben. Except that she still has something hanging between her legs, she is a full female. Secondly, you have had a lot of fun with Marcus and Linda and you may want to continue that. But you also need to take care of Dani. As you have seen, I fuck Brittany daily. Its s reward for her being good but also a punishment because she doesn?t get to fuck any more. She gets her pleasure from using her mouth and her anus. Thirdly, you need to be able to also punish physically with cane, whip or paddle. I think Divina showed that. Can you do this?? LouAnne looked at Tammy. The last few weeks she had been immersed in her own exploration of sexual fulfillment. Dani had not been fully in her thoughts ever since Tammy had chosen to guide her. ?I don?t know,? she said softly as Brittany brought in two glasses of wine and some cheese with crackers. They were carefully arranged on a plate. ?Brittany, come here,? Tammy Saud. As Brittany approached, she deflated the gag and removed the bladder. ?Go to the kitchen and have some cheese and crackers. You may take a very small glass of milk. Check the refrigerator. I will call when I want you here.? Brittany left them. Tammy helped herself to a cracker and cheese. She allowed LouAnne time to decide. ?Well?? Tammy asked LouAnne who was wringing her hands in her lap. ?I have no idea. What can I do?? Tammy nibbled on a piece of cheese. ?When we met over a month ago you had no idea how to break out of your shell.? Tammy smiled. ?Marcus is very discreet but I see from your behavior and Marcus? predilections, that he has deflowered all three of your openings. And you enjoyed that as you have met him many times. I know.? LouAnne thought that last sentence indicated Tammy had all her openings used by Marcus too. ?Yes. My views have changed. I enjoyed everything more than I can describe. I regret I lost time. It is my reluctance that caused Dan to go this route. I know I need to learn how to deal with Dani or a sissy.? Tammy looked at LouAnne directly. ?I am going to show you and you can decide how to take it further. I was in your position once and somebody helped me. I was like you until I met Davina. ?She took a big gulp of wine. ?You are going to discipline Brittany and fuck her. She will accept if that is what I want. So, are you ready for that?? ?What do I need to do? Dani will have gone through a lot and I don?t want to let her down.? ?Good girl,? Tammy said. ?I am going to call someone over. He can be here soon. Go remove your panties. Make your makeup darker. Look the part even if you are not dressed the part. I?ll call Brittany.? Tammy took out her cell and made a call. She was smiling. Thirty minutes later there was a knock on the door. Tammy had Brittany open the door to Jake. Her eyes opened wide as she saw him and showed him the way into the lounge. She didn?t speak. Tammy and LouAnne were standing in the lounge. LouAnne had used a much darker eyeshadow and deep plum lipstick mirroring Tammy?s look. Jake said ?Hello, what a nice surprise,? strode up to Tammy and gave her a deep kiss on the mouth. She introduced him to LouAnne who got a kiss on the cheek. Brittany stood there in her pink uniform, eyes wide open, waiting for her next instruction. ?Brittany, get Jake a glass of wine.? Brittany obediently disappeared into the kitchen returning a moment later with a glass and bottle of wine. She topped up the glasses and gave Jake his glass. They all clinked glasses. Brittany had a downcast look. Tammy glared at her. ?Get me the bag,? Tammy snapped. Brittany rushed to get the bag. ?LouAnne, I got you a graduation present,? Tammy said. ?LouAnne, show Brittany the bathroom. Brittany, go prepare yourself.? Tammy was in charge. LouAnne walked to the corridor. Brittany hesitated, bottle of wine in hand. It was just a brief pause. ?Go,? Tammy barked. ?That hesitation needs correction. Put the bottle on the table.? Brittany blinked but didn?t utter word and followed LouAnne. LouAnne returned. ?Jake,? Tammy said, ?it?s been some days since we met. It seems that LouAnne here is going to have some training with Brittany and I didn?t want to be left out.? Tammy?s smile indicated that she was looking forward to Jake?s attention. ?LouAnne open your present. You?ll be using it regularly.? LouAnne opened the package wrapped in black. The box inside contained a holster and 8? pink dildo with a sac. Her eyes widened. It was similar to the one Tammy used. ?So insert the dildo into the harness and strap it on. That smaller end goes into you.? Tammy took the harness, inserted the dildo and strapped it on LouAnne. It stood out obscenely at her crotch but the small part that was buried inside her promised pleasure. ?Say nothing. Do as I ask when Brittany returns,? Tammy said softly as she secured the harness. Brittany returned to the lounge moments later. She observed the pink appendage at LouAnne?s crotch and her disappointment showed. ?Now Brittany, it seems you forgot your place. Bend over that chair and drop your panty. You need some reminding it seems.? Brittany went to the chair, let her panty drop and bent over raising the dress and petticoat of her uniform. From the bag Tammy removed a paddle. She went up to Brittany and caressed her exposed cheeks. ?I wonder if we can make your arse cheeks match the color of your uniform,? Tammy said with a grin and waved LouAnne to her side. ?Remember to count,? she reminded Brittany. Without hesitation she brought the paddle hard down on the right cheek. A whimper was heard and the word ?one?. Behind Brittany, Tammy handed the paddle to Brittany and indicated the left cheek. LouAnne smacked down on the left cheek but it was not as hard as Tammy?s. Brittany counted ?two?. Tammy indicated she needed to hit harder. In total three strokes to each cheek. They had turned red and Tammy stroked the reddened cheeks. ?Ok, straighten up but you can keep your panty down.? Brittany knew what was coming next. She stood up and turned around. Her face did not betray her feelings. Tammy went up to Jake, pulled his head down and kissed him deeply, her tongue pushing into his mouth. One hand went to his belt and zipper. Jake?s boxers were next as his large penis began to rise. Tammy broke the kiss for air and looked at Brittany, pointing to the floor at Jake?s feet. Brittany approached Jake in an awkward movement and went to her knees. Within seconds her hands went around Jake?s behind pulling him in deeper. Brittany had no problem to take him in from tip to root. Tammy stood there proudly allowing Brittany to get Jake stiff. A few minutes later Tammy tapped Brittany on the shoulder. Jake was hard. She lent down and sucked in Jakes head covered in Brittany?s saliva. Brittany was still on her knees and Tammy motioned for LouAnne to take Jakes place. Brittany looked at Tammy and took LouAnne?s cock into her mouth. She couldnt see Tammy lie on the couch as Jake lifted her legs and entered her. LouAnne didn?t know how long Brittany should suck on the dildo and kept moving back and forth fucking her mouth. She didn?t look up but concentrated on taking the whole length in. Then Brittany looked up at LouAnne with those long curling eyelashes. She wondered if Dani would look like that when LouAnne fucked her mouth. It was time and she withdrew the dildo from Brittany?s mouth. She got up and waddled to the straight chair, bent over and lifted her dress. LouAnne moved behind her. Brittany let her dress go and pulled her cheeks apart allowing LouAnne full access. She pushed in and slowly thrust forward. It was a new experience and she was reminded of how Marcus had taken her anal virginity. It didn?t take lo g for Leanne to establish a rhythm and she thought Brittany was responding. After some minutes Brittany thrust back hard indicating she had cum. LouAnne slowed down grateful for Brittany?s help. Brittany turned around and offered LouAnne the condom. It was quite full of cum. Having observed Tammy previously, LouAnne took the condom and let it dribble into Brittany?s open mouth. She appeared happy, pulled up her panty and went away with the empty condom. Tamny and Jake were done and had observed the LouAnne Brittany interaction. Tammy made a small clapping sound as she applauded LouAnne. ?Well done. Brittany got her milking.? She motioned to LouAnne to come closer and removed the harness. ?It seems you had an eruption too,? she said seeing the wetness on the part that was inside her. ?I think you?re ready for Dani.? After they left, LouAnne held the paddle and strap on in her hand. It had been easier than she had imagined. She stroked the paddle and felt powerful in administering those blows to Brittany who had accepted it without flinching. She hoped Dani would have a similar attitude. On the Friday before graduation LouAnne met with Tammy. They decided to go to that club again. LouAnne wanted a new look at the sissies. Brittany was dressed as always in a very short revealing white dress. Her heels appeared to be even higher, her makeup heavier. As expected her cheeks appeared bloated over her bright red lips. The white collar was attached to a leash of similar color. Brittany was the envy of all other Mistresses and basked approbation. Brittany was not asked to perform at the club by Tammy. They returned to Tammy?s house where Brittany served them chilled wine. The two ladies sat alongside each other on the sofa. Tammy beckoned Brittany over, pushed her to her knees and undid the gag. Brittany?s relief was evident but short lived as Tammy wanted her to use her mouth. Brittany removed the panty and started to lick and suck Tammy. It was an incredible sight. Tammy turned to LouAnne as her sexual urges increased and gave her a deep long kiss. It was the first time for them to kiss. It took LouAnne a moment to react and soon found herself kissing back. Tammy came to a shattering orgasm. Brittany?s respite was brief as Tammy moved her to LouAnne who allowed access. Brittany used her tongue to lave LouAnne. Tammy and LouAnne continued their kissing and groping till LouAnne shuddered with an orgasm. ?It shouldn?t just be sissies sharing their juices,? Tammy said as they broke apart. LouAnne couldnt see any sissy there looking as feminine, sexy and attractive as Brittany. She hoped Dani would look as good and make her proud. She was very conscious and grateful that it was Dan?s desire to explore his fantasy that had led to a dramatic change in her own life with excitement and sexual fulfillment. She felt ready to manage a sissy. Marcus had agreed to pick LouAnne first and then Tammy and Brittany. He wanted to stop en route for a snack but Tammy suggested a light lunch at her house. LouAnne was ready in a black mesh top and mid-thigh skirt. Her makeup was heavy and dark, her heels 4?. She had followed Tammy?s advice as she too would be dressing in black. Her makeup would also be dark and heavy like LouAnne?s. They drove to Tammy?s house. Tammy thought bright pink from head to toe including a pink rinse would be perfect for Brittany. Her bosom seemed bigger and her waist smaller. She stood upright on her 5? pink stilettos proud of her sissyhood. Brittany was an exaggerated female in pink. Brittany served small sandwiches with coffee or wine. They talked about what to expect. Tammy helped LouAnne check her makeup and darkened it. She removed the gag and asked Brittany to eat and then adjust her makeup. Brittany returned to the group, full lips now glistening with pink lipstick. The gag went back in and was inflated till her cheeks puffed out delicately. She had Brittany bend over and pulling down her panty inserted a fat plug in her behind. Brittany couldnt speak but she uttered no noise. The flat disc was at her hole. Brittany didn?t appear to mind the discomfort or the humiliation of the gag and plug inserted in front of others. Her eyes with those large curling eyelashes above and smaller below did not betray her feelings. LouAnne wondered if Dani would be so accepting. She would find out later today. As Tammy led out Brittany on a pink leash LouAnne and Marcus admired Brittany?s poise. Her full cheeks indicated she was gagged but nobody saw this. . Brittany sat down and squirmed on the leather seats. ?Get yourself together and sit still,? Tammy admonished her. She turned to LouAnne and softly said ?i thought she should have that dildo back there to remind her of when she was at Divina?s.? Brittany just looked down at her pink stockinged feet and stilettos. ?That is where Brittany was created and trained.? It was a two hour drive and Marcus entertained them with stories and jokes. Soon they arrived at Divina?s for the big reveal. LouAnne was as curious and a fretful as she assumed Dani would be. As they drew up, Jaime was waiting. Her attire was similar to the last time. Short silver colored mini-dress, shimmering heels and 5? heels. The blonde hair was piled high on her head and the makeup heavy as usual. Brittany appeared to have the same large eyelashes as Jaime and the usual bright red lipstick. The two sissies made quite a contrast: one in a cloud of pink on a pink leash and the other in shimmering silver. She curtsied and led them silently to Mistress Divina?s office. She knocked and brought in the visitors with a deep curtsy to Divina who was seated at her desk. She smiled broadly when she saw them and rose from her chair. She gave Tammy and LouAnne a big hug and kisses on both cheeks. She studied Marcus carefully, smiled and said, ?Welcome,? she said taking Brittany?s leash and indicating the sofas. Tammy and LouAnne sat on one sofa, Marcus took the other opposite them and Divina took the high backed chair and sat like a monarch surveying her subjects. ?Brittany here has turned out brilliantly into an elegant sissy if such a thing is possible. ? She undid the leash. ?I know you both want to hug and kiss but I don?t want you to have to redo your makeup. Maybe later, if you both behave. Jaime we?ll start with coffee. Let Brittany help.? The two held hands and walked away their big behinds swaying. ?So how are you LouAnne? Excited to see your sissy?? ?Oh yes. I?m very grateful for your advice and also Tammy?s. I think I have broadened my view and able to deal with Dani.? LouAnne saw Divina looking at Marcus. ?Marcus here has also helped me to explore.? ?I bet,? Divina said. I think Dani is ready. We had some issues at the start but she looks very different now and is extremely obedient. Dixie determined her look and I think you will be proud to take her around. You?ll see.? A few minutes later Jaime and Brittany appeared with trays in their hands. They placed cups in front of each and poured coffee. No word was spoken. They both stood on either side of Divina with trays. ?I think I need a celebratory cigar. After all two more graduates today.? Divina reached into the box and immediately Jaime was there snipping the end and offering a light. Divina puffed contentedly. ?LouAnne???? LouAnne nodded and took the cigar from Divina. Jaime was immediately at her side. Tammy watched and when offered, also accepted. Within minutes all four were puffing clouds into the air. ?Jaime, take. Brittany with you and prepare Dani. Make she is plugged at both ends and ensure her dress and makeup are As Mistress Dixie has ordered. Pay attention or you will cause pain not only for yourself but also Brittany and Dani. Bring her here when ready, knock and wait to enter.? Brittany and Jaime left holding hands again, their fates intertwined. There were satisfied looks on the part of all of them. ?I think we should make an investment in these cigars, LouAnne,? Tammy said blowing out a cloud. ?These are very special cigars smuggled from Cuba. Jack found a source. But?.? There was a knock on the door before Divina could finish. She inhaled calmly and blew out a perfect ring. ?Are you ready LouAnne?? LouAnne took several puffs of the cigar and nodded. ?Enter,? Divina commanded in a stern voice. The door opened slowly and Brittany in her pink outfit stood side by side with Jaime dressed in silver hiding Dani from immediate view. LouAnne almost choked as Dani came into view: she was wearing a black custom designed maid?s dress with short flared petticoats that was inches below her crotch. Black stockings led down to black heels of 5?. The upper part was low cut showing two very large globes. In contrast the waist appeared to have shrunk to give Dani a very pronounced female figure. LouAnne?s eyes roamed upward slowly taking in the image of this ?woman? who appeared to be her husband. Above the large globes there was a black leather collar with leash attached, now held by Jaime. LouAnne paused with the cigar in her mouth as she took in Dani?s face. Each ear had a bar with three dangling strands and two studs above. Each strand had three miniature bells that would sound whenever her head was moved. The face was heavy with makeup with signature bright red lips, very large black eyelashes on heavily lined eyes. The most startling feature of her face was now more evident: Dani had a shaved head and eyebrows. Dan?s previous medium brown hair which he had hidden under a blonde wig was gone. A shiny bald pate was all that remained. Thin eyebrows in a straight line at a steep angle were drawn above the eyes. The lids to the eyebrows had at least three colors of eyeshadow: from the brightest blue just below the eyebrow to a darker grey blue on the bottom lid. Dani was an exotic beauty that would stand out in any crowd. LouAnne gasped, cigar still at her mouth, at the full sight of what used to be her conventional husband now transformed into an exotic creature. LouAnne did not know how to greet her sissy. She inhaled smoke and thought of the cigar as a miniature of Marcus? large penis which she had learned to suck and enjoy. ?Sissy Dani, i think your Mistress has recovered from your transformation. You may courtesy to her in greeting.? Dani looked at LouAnne and pulled out her short skirt and curtsied gracefully, bald head shining, earrings swinging. ?So now would you like to be seen with your sissy? Quite a change from the Dani who came here five weeks ago.? LouAnne looked at the exotic creature. She would certainly be noticed and attractive. ?Yes, I can?t believe she looks like that. How easy will it be to remove those forms? They?re quite big.? ?That?s precious.? Divina said. ?Those babies are DD implants and can be removed. We redistributed some of the belly fat to her behind. You can see her rather voluptuous figure.? Divina smiled. ?Dixie gave her a present as she accepted the implants well: nipple rings. Very attractive on her.? ?Oh,? was LouAnne?s reply. ?Dixie, our image maker, tried many different styles for hair with wigs, extensions etc. nothing worked and she thought this look would be outstanding. I agree.? ?Oh yes, I?ll be happy to display her now. Had she been obedient?? LouAnne stubbed out her cigar. She was enjoying this and continued to stare at Dani. She couldnt believe this was Dani who had allowed all these changes to be made to her. ?Well, all our graduates have learned to obey. But we recommend daily reminders. All misbehaviors should be punished immediately and severely.? Divina blew out a last ring of smoke. ?Dixie had several sessions with Dani who seemed to want rather large breasts and a butt to match. That?s what she got and seems happy with it.? ?So she got punished often?? ?Well yes, all our sissies get disciplined hard. She had problems having her mouth and arse fucked. She craves it now. We pumped up her lips a little to fully feel the cock in her mouth.? Divina smiled. ?They all enjoy that eventually.? ?You?ve done a wonderful job with her. I don?t think she expected all of these changes.? ?No, none of them do. Reality is different to fantasy. But they need it badly so we give them what they want.? ?Has she sucked a cock?? ?What kind of sissy would she be if she didn?t suck? She had a hard time with our dildo but she loved the real thing.? ?Oh.? ?Well, people, nice as this chat is, I have to get things ready for the graduation. Two sissies are graduating tonight. Jaime, take Dani and make sure she is ready for the ceremony. Take Brittany with you.? Divina turned to LouAnne and the others. ?I did mention you have to participate. I am glad you brought Marcus.? LouAnne nodded. ?What do I need to do?? ?I have to go but ask Tammy.? Divina left the room. Tammy looked at LouAnne. ?As the saying goes, ?you?ve come a long way, baby.? When Brittany graduated, she was paraded in a skimpy outfit. She was faced with the other sissy graduating and had to share a tonguey kiss. Them they had to show she could deep throat a large dildo which she did well. Then Divina attached the dildo to a harness and fucked her till she came. She had to swallow her cum. She was then asked to choose an instrument. She chose a cane. She was strapped down and caned with ten strokes. Of course she had to count. Remember, they need punishment and humiliation. At the end Divina plugged her bottom, gave her the cane to give to me. I take care not to overdo it.? After a short pause she added,? but Divina changes her methods. Its two years since Brittany graduated.? LouAnne nodded. ?I can?t believe how exotic she looks. She?s so beautiful i can?t believe it. Also that she sucked a cock and got caned and fucked.? Tammy laughed. ?I doubt she had a choice. Divina has means to persuade her students. She?ll be a star at the club,? Tammy said. ?Make sure you select carefully who she services,? Tammy had a big grin. ?Remember: she?s a sissy who craves humiliation and is yours to do as you wish. See Divina and me.? LouAnne nodded thoughtfully. Her horizons were wider and she had enjoyed all of it. She hoped Dani had too. She wanted to live up to her sissy?s expectations. Moments later Divina returned and advised that they were ready. She explained that they should act exactly as requested. It would only be in conjunction with Dani and perhaps Brittany. They enter a fairly large room with a raised platform. There was a door from the corridor with a few steps leading to the stage from the side. There were several round tables where the audience could sit. In total perhaps 15 people could be seated. The stage had some props including a small padded bench, table and a stand. One table was already occupied with a large Asian gentleman and a creature next to him. The figure appeared female but was dressed like a cat. Her Hair was cropped short. Massive eyelashes curled from her eyes. Red shadow spread up to her brow. Most interesting were the whiskers that appeared in stiff strands at the side of her mouth. Her C cup breasts were bare with large rings through the nipples from which hung thin leather cords which merged into a single leash. The breasts appeared oversized for her frame size. She had a mini thong and very high heels. The leash was in the hand of the gentleman. The ?cat lady? appeared to have a tail which curved up from her crack. ?That?s Master Xi, and he has some rather exotic requirements,? Divina explained in hushed tones to the group. ?He wanted sissy felines to work in his club in Asia. That tail extrudes from a fat plug in her anus. The whiskers are attached to a 6? inch dildo in her mouth. He had them custom made.? Divina did not explain if that was a female or sissified male. All sissies appeared to be ?she?. The hands ended in tight pink gloves with open fingers with very long fingernails painted black much like those of a Cat?s paw. ?Xi found twin boys who both wanted to be sissies. One graduated yesterday; the other will today. He had all their teeth removed as they scraped his cock during a blowjob. See the white necklace around her neck? That is made out of her teeth. Her twin suffered the same fate. Now they have dentures only when they eat; he feeds them noodles which they can slurp without teeth. Of course they give superb oral which his customers love.? The group were astonished at the cruelty. A few minutes later Jaime led in a similar creature. The black leash was attached to the nipple rings. The breasts and other accessories were identical to her twin standing by Xi as was her makeup. The tail was almost vertical arising from between her cheeks. They would be quite an attraction in a club. Just like her twin, her face was a mask; even through the whisker gag and heavy makeup her face was inscrutable. She came to a small mat and knelt, eyes down. Xi got up from his chair. He was wearing a kimono style garment. His face too was impassive. He was a large man at around 6ft tall and 200 lbs. He appeared fit and had hard features. He was barefoot. Jaime who had the leash tugged on it. It must have hurt the nipples but the kneeling creature gave no sound and lifted her eyes to Xi who stared down at her. She stood up gracefully on those 5? heels and moved to a small table at the side. She did not hesitate and chose an instrument of discipline. It was a thin cane as Jaime had chosen in Divina?s office. She kissed it through the whiskered gag and head bowed gave it to Xi. She then turned to Jaime who turned her around and removed a very long plug that was attached go the tail. She then pulled the thong down to the creature?s knees. Turning her around again the gag and whiskers were removed. Immediately the face of the creature changed as her toothless mouth contracted. No command was needed as she went back to the low bench and bent over it. Jaime leaned down and looped the leash through a ring in the floor. Her breasts were pulled taut. Xi waved the cane in the air. It zinged. He moved to her back and caressed the globes tenderly. With a swift motion he brought the cane down twice on the right buttock. He moved to the other side noiselessly. There was neither sound nor movement from the creature. Two red welts appeared. The cane struck twice again forming angry red welts on the other cheek. Xi stood as Jaime released the leash. The creature turned and looked at her master through those thick long lashes without any emotion. He gave her the cane as she rose effortlessly to her feet, kissed the cane and placed it on the table. She returned to her kneeling position as Xi moved toward her. She opened the robe and exposed Xi?s rather large penis. She looked at him and took it into her mouth. All 8? were buried in one swoop in her toothless mouth. She looked at him as she continued to suck from tip to root. This lasted some minutes as the other creature at the table came to Xi. From the table she strapped a harness with hollowed dildo. This is where her twin?s condom covered penis was inserted. As if on command the creature on her knees stopped her sucking, moved and bent over the bench. Her twin positioned herself in front with the strap on poised at her mouth. Xi moved behind and was poised at her anus. There was no visible signal but both penises entered mouth and anus in one synchronized thrust to the base. Both penises were pulled out to the tip and thrust to the base repeatedly. It was some ten minutes later that Xi stopped and moved to the sissy?s face. The twin moved aside and began to stroke her plastic phallus. The sissy on the bench held Xi?s cock and pointed it at her face and stroked it. Her twin knelt down and seemed to stroke the sissy?s small cock. Xi erupted all over the sissy?s faces and toothless mouth. She kissed the head and her tongue scooped out every drop. Her twin had increased her stroking and brought the sissy to a climax in her condom which she carefully rolled down. Xi belted his kimono and watched as the sissy twin dribble the contents over the kneeling sissy?s face. She then knelt down and began to lick the large globs of cum off her face and move it to her twin?s mouth with her tongue. Of course this resulted in some slow tongue action. Xi watched as all the cum was now licked clean and exchanged between the twins. He gave a slow clap of approval and stood up. Jaime took that signal to reinsert the fat dildo with tail into the sissy?s behind. The twin rose and reinserted the gag with whiskers into the sissy?s mouth as well as her own gag. Jaime ensured the gags were firmly embedded and helped the kneeling sissy stand. She took both leashes and gave them a little tug. The nipples stretched. She handed both leashes to Xi who tugged and pulled the twins away out of the room. Jaime brought in a tray with soft drinks. She told Divina that Dani was ready when they were. ?LouAnne, you and Marcus will need to participate for Dani. I hope you are ready.? Marcus had a big grin. He would be dumping a big load he just didn?t know in which orifice. LouAnne knew this was a moment she had been told to anticipate. She had experienced much in these last few weeks and whilst nervous felt she could cope. This would be an exciting chapter of her life. Divina told Jaime to lead out Dani with Brittany. All watched as Jaime left the room. Moments later Dani was led in by a leash around her neck. Her bald head shone in the spotlight; her heavy makeup and dangling earrings made her look appealing and exotic. Her cheeks were full indicating she was gagged. Her breasts were bare with very large pointed nipples threaded with medium sized posts. Her waist was constricted by a short corset that reduced her waist. Her condom covered cock was fully exposed and two well-rounded buttocks were very evident. Her measurements were now 38?x 28? x 36?. She was the creature of Dan?s dreams. She walked confidently on her 5? stilettos. LouAnne liked what she saw. Dani was somebody she could be proud of. Brittany followed a pace behind. She was dressed similarly with bare breasts, tight short corset and exposed condom covered genitals. Her look indicated she too had a gag. Divina nudged LouAnne. She had to get the leash from Jaime and take charge of her sissy. She stood up and moved to the low stage. This was a test for her as it was for Dani. She climbed the few steps and took the leash. Dani was pulled forward and her earrings jingled. Jaime made a silent movement indicating Dani?s gag. LouAnne went up to Dani, pressed her finger between those bright red lips and pulled out the bladder. She did the same for Brittany. They showed no emotion but their large eyelashes heavy with mascara blinked. Dani walked over to the table, selected an item, and brought it to LouAnne. Before handing it over she kissed it leaving a bright lipstick mark on the paddle. Without prompting she went to the bench and bent over it, breasts hanging on the other side. The nether cheeks exposed two well-rounded areas for paddling. The small disk at her anus indicated she was plugged. LouAnne knew she couldnt waver or climb down. Tammy had forced her to paddle Brittany. Her only thought was how many were appropriate. She decided to swat each cheek alternatively. It took three swats of increasing pace until she felt the color on her nether cheeks approximated the pink on her upper cheeks. Satisfied LouAnne put the paddle down. Dani had not whimpered as she counted the blows. Both LouAnne and Dani had passed their first test. It seemed that Brittany thought she was next as she went to the table and picked out a thin cane. She looked expectantly at Tammy who smiled and climbed the few steps to receive the cane from Brittany. Jaime helped Dani up who looked blankly at LouAnne. Without a prompt, Brittany bent over the bench, waiting for the blows. Her anus too had a disk indicating a plug. Tammy applied the cane leaving fresh marks on Brittany?s full cheeks. Jaime appeared to know the agenda and had Brittany move away from the bench and crouched on her hands and knees. She then separated the bench which must have been in two parts connected together. Now there were two thinner benches. Jaime moved Brittany to one and had her bend over it, breasts hanging down as before. She then went to Dani and had her on her hands and knees over the other bench. Brittany and Dani were now facing in opposite directions, their reddened cheeks almost touching. Jaime went to each and pulled out the fat plugs unceremoniously. Jamie showed no emotion as she went to the table and returned to the two sissies with a double ended dildo. She inserted one end into Dani almost a third of the way. She then held it firm guiding Brittany back into it until only a third was exposed. Tammy saw the scene and grinning grabbed a strap on from the table. She was not shy to lift her skirt and attach the strap on with a large black dildo. She pointed LouAnne to the table. She was slower to react and Jaime came over and helped her secure the strap on. Her dildo was also large but red in color. Both sissies were attached at their anuses and now faced two large appendages. LouAnne looked down at Dani, whose large eyelashes blinked. ?I want to see this deep in your throat,? she said with a big smile as she thrust the penis into Dani?s mouth. Tammy?s cock was deep in Brittany?s mouth. As the two Mistresses thrust deeper, the sissies were thrust back and further impaling themselves on the dildo attaching them. The bell earrings in Dani?s ear rang each time her head moved. Their fat nether cheeks touched as they were rocked back and forth by thrusts in their mouths. This went on for about ten minutes. LouAnne was staring at Tammy and imagined she was fucking Tammy even though there ten feet apart. Her hips moved rhythmically. Some ten minutes later Jaime tapped on LouAnne?s shoulder. She pulled the saliva coated dildo out of Dani?s mouth who looked up at LouAnne with a trail of saliva leading from her mouth to the dildo. Tammy saw this and stopped thrusting into Brittany. Jamie couldn?t speak with that gag in her mouth but she separated the sissies from the double ended monster but kept them still bent over the benches. Jaime managed to move the two sissies further apart. On cue Marcus appeared at Dani?s mouth in his boxers, Dani looked at the black cock poised at her mouth and looked at Marcus who was beaming. Without instruction she pulled down his boxers and held that big tool in her hand. She knew where it was going. As she brought it to her lips, sucking in the head, she felt the thrust of something again against her anus. She couldn?t see but judging from the hardness it had to be either LouAnne or Tammy. Once again she had something at both ends, but the one in her mouth had texture and taste and she could expect it to erupt. It took a long time but Marcus signaled he was ready. He pulled out of Dani?s mouth until only the tip was at her lips. ?Don?t miss a drop,? LouAnne said, stroking the red phallus at her crotch. Dani?s mouth filled with Marcus? load as he disengaged, a very happy man. Jaime had the two leashes in her hands and got both sissies facing each other. Their faces were without emotion as they stared at each other. Both had lipstick smeared mouths. Jamie had a smile on her face as she brought them nearer. It seemed that there was some pre-cum in their condoms. She took Brittany?s hands and moved then to Dani?s cock and balls. It was clear that she wanted Brittany to masturbate Dani. There was to be no further touching as Brittany began to pump Dani?s cock. She stood there passively as Brittany?s hands moved faster and faster. It took some time and probably Dani would be a little sore down there but she finally erupted again into the condom. Brittany stroked her so as to make every drop fall into the latex sheath. Jamie then intervened and rolled off Dani?s condom and brought it to Brittany?s mouth. She let it drain completely. Then it was Dani?s turn to milk Brittany. It took longer and finally the eruption was evident in a large amount of ejaculate in the sheath. Jaime brought this now to Dani?s mouth and ensured that the full contents were deposited in there. Jamie then reinserted the gags so that the taste would be retained. Divina who had orchestrated all of this and observed closely, clapped. ?Jaime, take them and get them ready for the journey back.? Jaime tugged on the leashes and led them out of the side door. ?So how do you like your sissy now?? Divina asked LouAnne. ?I think I will enjoy showing her off. She will certainly stand out.? LouAnne paused and then added, ?And give me a lot of pleasure.? There was a big smile on her face. ?Oh yes, that she will. Remember, keep up the discipline. She wants that and needs that. Use her as you feel the need. Let me know anything you want improved.? Divina was very pleased with the result. ?I will try to organize a Sissy Beauty Competition where Dani and Brittany can display their talents.? She smiled at the thought. Jaime led the two sissies back. Dani was in her black maid?s uniform. Brittany wore a pink uniform with white lace trim. The top was low cut and showed two very prominent globes. Their hands were attached to straps from a belt around their waists. Their gags were in place in their mouths and behinds. ?I have packed some outfits for Dani and also some of the instruments we used on her. Clean them thoroughly after each use. And enjoy!? Divina gave Tammy and LouAnne the leashes so that each had their sissy at hand for the ride home. LouAnne and Tammy appeared very pleased. Marcus had a big smile on his face. The sissies sat in the last row. Tammy and LouAnne in the seat behind Marcus who now was a chauffeur. They would be home by about 9 pm. ?Ladies, what about dinner?? Marcus asked. LouAnne and Tammy looked at each other. ?I have some gourmet pizzas that we can heat up. I am not sure I want to go out. I want to get to know my sissy better,? LouAnne said looking at Tammy. ?Oh yes,? I?d like that,? Tammy replied enthusiastically. ?Marcus can you stop and get us a bottle of champagne to celebrate?? ?Of course,? Marcus replied. A short while later as they turned off the highway Marcus spotted a liquor store and stopped his SUV. He returned a short while later with a bag which he handed to Tammy and LouAnne. Both ladies looked inside. It contained more than a bottle of champagne. ?Oh Marcus, what have you bought us here?? Tammy asked pulling out two small boxes. The champagne was cold. ?Well, I thought you ladies might like some chocolate. I also bought a box of fine cigars as I saw how you enjoyed them. You can train your sissies to prepare them for you like Jaime and then enjoy them as your sissies entertain you.? All three laughed. The sissies in the back were impassive but nobody turned around to look. The sissies would put on a good show. They would need to practice for their demonstration at the club this weekend.

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She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

2 years ago
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Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

4 years ago
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Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

2 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
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A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
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The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

3 years ago
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Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
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How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

4 years ago
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Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

4 years ago
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Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
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Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
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The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
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Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

4 years ago
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Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
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Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

2 years ago
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Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

4 years ago
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New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

2 years ago
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Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

4 years ago
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stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

2 years ago
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My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
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A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

4 years ago
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Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

4 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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  • 44
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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  • 39
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
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Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
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Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

2 years ago
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Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
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The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
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First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual
3 years ago
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Im Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

2 years ago
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Richard the Sissy

Richard the Sissy by Joney Cunningham Hi, my name is Richard, or should I say Regina now. I am a sissy. It all started when I was 15 and my parents had taken my 13-year-old sister out of town for the weekend. I had a part-time job, so I couldn't go. My parents told me that the paid Gina, the high school senior across the street to decorate my mom's sewing room. Gina was into interior decorating and had gained a reputation of doing great work. They told me she would have a...

3 years ago
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The Lingerie Salesman Sissy

I had a career change a few years ago. Admittedly a door to door salesman did not sound good but the money was OK as long as I made plenty of commission but the fringe benefits were amazing. For me it was not household cleaners or insurance but sexy lingerie. Not only did the ladies on my round like to try on the lingerie but as soon as they felt super sexy I would get my “extra” commission. Yes I had all shapes, sizes and ages, even a mother and her daughter were regular customers and I had...

4 years ago
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son turned into moms sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use...

3 years ago
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Cum Craved Sissy

Taking a quick look at the clock, I noticed that the delivery had run late, and I was immediately stressed at the fact that Mistress would be home shortly. I knew I didn't have time to shower, and there was certainly no time for much cleanup either. I just pealed the skin-tight jeans down, crumpled them up and buried them at the bottom of the hamper.I carefully pulled the bright yellow panties down my legs, trying not to make any more mess. I washed the creamy jism away in the sink, squeezed...

2 years ago
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Born a Sissy

Born a Sissy This is the story told by me "grandmother" and my grandson Timmy. Most of it is true and only some parts have been modified. It all started back in 1979 when Timmy was only 9 years old. He was a beautiful child that I loved dearly. Timmy's mother, my daughter, had him at the young age of 17. Being so young she was not quite ready to be a full time mother. She was just like any other teenage girl who had social obligations to meet. She was a good mother but I understood...

2 years ago
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sissy

Thanks Megan for the courage to comment. I like constructive criticism, and in addition, would love to be your toy! This chapter is dedicated to you!After returning to my house, I realized that our shopping trip did not accomplish what we set out to do, which was to get more panties for me to wear. So as not to disappoint Elaine, I dressed, the panties in place of course, and returned to the store. Not sure what to expect I walked slowly through the door.The salesladies smiled and said, "Look...

3 years ago
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From manager to sub sissy

Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved to have an ongoing affair with Her. I know that I am not near man enough for Her and I have always know that from the first time I saw Her. Eventually after being friends for many years, I...

3 years ago
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Irsquom my Wifersquos Sissy

My story starts 2yrs ago when l retired early from work, also at that time l was having trouble with my sex life, so went to see a doctor who informed me l was going through what he described as a male menopause which l never knew existed. My scrotum had shrunk and looked like a shrivelled ping-pong ball, my penis had retreated into my balls and could only be seen if l got an erection which measured almost an inch and with a cock that size l was finding it impossible to please my wife Jolie, so...

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