Forever Her Sissy - Chapter 3 free porn video

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Forever Her Sissy - Chapter 3 This is a work of fiction for your enjoyment, all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. We were driving west, the sun was shining and the morning was warm without being hot. Although it was a beautiful day I was sweating profusely and my stomach was doing backflips to the point of nausea. Karen and I were usually chatty and had great conversations when we went out shopping but my nerves had me so worked up I was afraid to speak. Looking over at her I was struck as always by how pretty she was. She was toned and fit with what I considered perfect breast, maybe c-cup which fit so well on her tanned athletic body. Today her shoulder length auburn hair was loose and wavy, falling across her shoulders. I couldn't see them but I knew that behind her sunglasses were the most beautiful and expressive hazel eyes. The soft fabric of her sun dress was gorgeous against her skin. I would do anything for this woman, I thought to myself, but was I willing to go into public wearing women's clothes, even if they were on the androgynous side. The other aspect of all of this that was driving me crazy was why was it all so exciting. Why did I love holding my wife's bag and being so submissive to her? Why was wearing panties and a pad making my locked up little penis so excited that it was constantly dripping pre-cum? Just the thought of making her so happy last night and this morning with my tongue and mouth gave me a quiver of excitement and I could smell her soft fragrance in the clothes I was wearing which was driving me crazy. Looking down at the pretty sandals I was wearing and my sexy shaved legs was surreal. Was I a sissy? I just knew that I loved everything feminine and I loved my wife and I felt happy when I was doing nice things for her. I always enjoyed holding her purse, even in public. It use to make me feel quite embarrassed but now the only time I really blushed was when a sales lady would make a comment saying something like, "That is a lovely purse your husband has" or commenting on how my bag and shirt matched. This was different though, I was wearing women's clothes, panties and a girdle. Even walking to the car inside our garage was unnerving and that was in a totally private space. Between the huge maxi-pad the stiff girdle and flat sandals I felt that I was walking different, with a bit of hip sway. I was a self conscience nervous wreck. Karen reached over and patted her bag that was sitting in my lap, smiling and glancing quickly over at me, "Try to relax honey, everything will probably be all right, you are going to be a little embarrassed today but lets be honest about it, the rest of your life is going to be embarrassing and uncomfortable, but that is what you have always wanted, it's what you have always needed. I will give you a little bit of a break today but I'm not going to put up with a silent little sissy sitting and brooding all the time. I want a happy, silly, fun sissy husband who enjoys enduring endless discomfort and humiliation for his beautiful wife and mistress. Do I make myself clear?" Forcing a smile and wiping a little bit of moisture from the corner of my eye I looked over at the most beautiful woman in the world whom I loved more than anything. "Yes ma'am Mrs. Karen, I understand. It's just that I am so scared that everyone is going to find out about me being a sissy and that they will laugh at me. I don't think I could bear the humiliation if our little secret got out." With a weary sigh Karen put her right turn signal on, the sound of it's dink, dink, dink was loud in the quiet cabin of her luxury SUV, and turned into a gas station. Pulling into a parking spot she put the car in park but did not turn off the engine. Twisting in her seat towards me she reached out with both hands and gently took mine. "Look at me honey and listen very, very carefully. I love you with all my heart, more than you could ever imagine. That is the most important thing that you need to understand." I stared back blankly at her, having a hard time meeting her eyes I looked down studying the way the pretty peach colored fabric laid against her tan legs. "Honey," she said, interrupting my thoughts about her dress, "Do you understand what I am saying? This is important, I want you to know that I love you." "Yes ma'am, I understand, and I love you too, more that anything ever. I just don't understand what is happening," I said quietly. "It is because I love you so much that all of this is happening. I love you so much and I want you to be who you need to be and I want us to be everything we can be together. I am going to help you understand the real person, the sissy, that you are. You are so sweet and kind, getting up every morning to make my clothes pretty for me before I go to work, helping with so many of the household chores. This is who you are, not some neanderthal alpha male. Last night when you used your mouth to please me it was such a beautiful act of love and it made me feel so good. You thrived on pleasing me with the punishment to your little balls and it made you work harder to please me with your tongue. Don't you understand honey, you are a sissy and it is wrong not to treat you like one. Pretending you are a real man is just a lie and it's not fair to you or me." Her words were swirling around in my confused mind, I was trying to understand everything she was telling me. Hearing her affirm her love for me felt so good but I didn't understand what she meant by my not being a man. With a shake of her head she let my hands slide from her fingers and reached out to touched my cheek lightly, her hand drifting back to curl her fingers in my long brown hair. "Now to talk about your concerns. I understand you are scared that people are going to find out about "our little secret" but there is no reason to be concerned because in time everyone is going to know and it will not be a secret. Yes, people are going to laugh at you. They will laugh and poke fun at you behind your back, they will laugh right in your face, you will be called a faggot, a sissy, a pervert and probably worse. You will be humiliated in ways that you can't even imagine but this is what you need honey. You are a sissy, but more importantly you are my sissy and I love you. I will be as gentle as I can but you are going to be my sissy, my little purse-sissy. I am going to own your mind, body, heart and soul completely. Today isn't going to be too bad for you as long as you play along and let your wife have some fun. Remember, we can do this the easy way or the hard way but it is going to happen. Now perk up and be my happy little simple minded purse-sissy do you understand?" Nodding my head I responded with the standard "Yes ma'am Mrs. Karen." Smiling and turning to check for traffic she backed out of the parking spot. As we continued our drive I made a conscious effort to be chatty, telling her how pretty her dress was and that we probably needed to find her a different purse because the black one she had now just didn't seem playful enough for summer. I could tell that this was exactly what she wanted and to be honest it did lighten up the mood in the car and I felt a little better. The drive took over an hour, the second part of which was less tense but I was still a basket case. As Karen turned into a large mall she patted my hand in a reassuring manner. "Honey, for your first trip I thought it would be easier if we traveled further from home where there is less chances of running into anyone we know. I know this is hard for you but you will live through it. Today we are going to get you a new work wardrobe because I want you to look nice for your job. I really like Penny and your coworkers and want you to put your best foot forward. Also remember that I have to punish you for your little outburst of defiance over the pretty clothes that I let you borrow for todays shopping trip." Looking towards the rows of shops I quietly replied with a, "Yes ma'am," as the butterflies in my stomach started to work overtime. We drove around the lot, which was very busy since it was a Saturday and a pretty day, until Karen found a parking spot. As she pulled in and shut the engine off my knees began to physically tremble and my hands started shaking. Looking up at her I was beginning to cry. Not a loud, heartbroken sob but more of a pitiful nervous weeping that I could not control. "Mrs. Karen, I know you told me that you love me and that this is for my own good but I am scared, I'm sorry, I am not trying to be disobedient, please don't be mad at me, I'm so sorry, please don't make me do this, anything else but I can't do this" I pleaded, pulling in sharp breaths between sniffles, my hands were nervously twisting around the shoulder straps of the purse in my lap. I thought that my wife was going to be furious with me for the display I was putting on but instead of yelling at me she leaned over and gave me a warm hug, pulling me tight against her and whispered in my ear. "Darling, I am going to make you do this, this and so much more. I'm not mad at you, I understand that you are conflicted inside and I know this is hard for you but it is for your own good. You need nice clothes for your new job. No, that's not entirely true, but I insist that you have pretty clothes for your new job. Since we have both agreed that you are a sissy and not a man then it would be silly for you to either be dressed as a real man or buy clothes that a real man would. Think of today like this if it helps, you don't have a choice because you are totally controlled by your wife now. You will just have to suffer through a long day of humiliating shopping while carrying your wife's purse. If you are a good purse-sissy I will let you pick out a new summer bag for me. Now dry up those tears and get your pantied ass out of the car!" she said with a smile while giving me a big kiss. Karen walked around the car and opened my door. On shaky legs I stood up, put her black hobo bag over my shoulder and began walking by her side. My cheeks were flush and felt like they were on fire. I tried to not focus on any of the people that we walked past on our way to the first store. The feeling that everyone was watching me, their eyes burning into my psyche, was overwhelming. At least she was holding my hand which gave me some confidence. Karen leaned over and whispered, "Oh this is so much fun sissy, those girls we just walked past were staring and pointing at you, they were laughing at a sissy in women's sandals carrying his wife's purse. Mmmmmm she murmured, it makes me so moist, I may just cum from your humiliation." I swear it almost sounded like my wife was purring like a kitten, "Give them a little wave honey" she said. I just looked at her not understanding what she was asking. "Turn around and give them a sissy wave and a smile or I swear you will regret it!" My wife demanded. Quickly I turned towards the young women, smiling and waving at them like a complete air-head sissy. They immediately doubled over in laughter. My face was beet red with embarrassment. I heard Karen gasp and she squeezed my hand, I felt her miss a step and glancing over at her I could see her shudder a little as she was biting at her lower lip. With a soft smile she hugged me and leaned over next to my ear. "Darling, I just came without being touched, oh how I am going to love our new life together, you make me so happy my little sissy. Why don't you walk ahead of me so I can watch your little ass wiggle, besides I want to watch you go into a woman's clothing store by yourself. Just go in and look around for a bit. I will be right behind you." On trembling legs I walked towards the front entrance of the store until I came to the glass doors. Looking inside I saw that it was busy with customers, all ladies except for one guy who was standing by the dressing rooms looking at his phone with a bored look on his face. Taking a deep breath I pulled on the handle and swung the door open, hearing the tell-tell chime that announced customers entering the store I winced. At the same time a lady looked up at the entrance, she was older, perhaps in her mid fifties but attractive, wearing black dress pants a cream colored shell and a light dress jacket in a black and cream houndstooth pattern. On her feet were no-nonsense black pumps with about two inch heels. For a splash of color she wore a fun necklace of large graduated beads, alternating between pink and black, starting smaller and getting larger towards the center of the necklace. Her name tag identified her as Becky, and as an employee. With an amused smile she looked me over from head to toe. "Good morning.....Sir." She paused before using the term "sir" it made me wonder if she had to decide if I was a man or a woman or if she wanted to just embarrass me a little. "How can I help you? By the way, I love your sandals and purse, very trendy," she said while trying not to laugh. Hearing another chime as the door opened for my wife I quickly and politely replied so my wife would know that I was being respectful. "Thank you Mrs. Becky ma'am, that is very kind of you. My wife was sweet enough to choose my clothes for me this morning. She will be very happy that you like them." Behind me I heard Karen pipe up, "Oh you silly goose, if I remember correctly you just about begged to wear those sandals this morning. If I may quote you directly I think it was something like "I really love the clothes you picked out for me, thank you so much." Am I right or am I wrong sissy?" In shame I spoke up, "Yes ma'am, that is exactly what I said, thank you for clarifying for Mrs. Becky." The sales lady was no longer trying to hide her amusement but was laughing openly at me. "Now then, how can I help you today?" She asked. Karen stepped forward and shook the sales ladies hand. "We need a new work wardrobe, my husband has taken a very important new job and will be working for a wonderful lady who does not want him to come in all willy- nilly or shabby. I would like to stick to slacks for now, I don't think my little sissy is ready for skirts just yet." Becky seemed a little surprised but then the sales person in her kicked in and it seemed that she enjoyed, or at least was amused by the control that my wife was exerting on me. "Yes, we can definitely do that, I am guessing that your husband knows his size in women's clothing" "No, I don't think he does, I just recently decided that he should stop pretending to be a real man and dress like the sissy he is. Would you mind measuring him for me?" With that I was led towards the back of the store where another lady, younger, in her early twenties and wearing a short navy skirt with a flouncy pink top and a name tag that read Tori had me stand on a short stool. Turning to my wife she asked "what height heel are you going to have her wear, that will be important in how we pick the length and hem her slacks" Karen hummed a bit and tapped a pretty manicured finger against her lips, "You know, I hadn't even thought of that. You are such a wonderful help. I am thinking if we stay in the three inch range there should be a lot to choose from." The sales lady smiled, looking first at me then Karen. "You know we have shoes, it would probably be best if you picked her out a pair to wear while I am measuring and for her to use while trying on slacks just to be sure. I mean, you're going to have to buy some anyway I suppose." Both women looked at each other for a second and then burst out into giggles. I could have crawled into a dark corner and died but I just stood there, looking down at my feet and thinking how I was going to miss wearing the pretty little flat sandals. Karen, gaining her composure, excused herself so she could go over and look at the shoes. The entire time this was going on I was just standing there on the short platform in front of three angled mirrors being talked about like I didn't have any say in the matter, which I suppose I didn't. As other women walked past, on their way to the fitting rooms in the back, I got some double takes and giggles, standing in my shorts and sandals being measured and fitted for my new wardrobe. When Karen returned she had a pair of black peep toe pumps with a narrow 3 inch heel and a pair of the little hose socks that women use when trying on shoes, all I could do is stare at the pretty shoes. I could feel my little clittie trying to get hard, smooshed in its cage by the tight panty girdle. Why was this exciting me, it didn't make sense. I was drawn out of my thoughts when the young sales lady handed me the pair of heels and hose and told me to put them on. I glanced over at Mrs. Karen and her glare made it very clear that I was to obey. Politely I took the shoes from her, sitting down I removed my sandals and rolled the short hose foot socks on then slid my feet into the shiny black pumps. When I stood up and looked down the effect was stunning, the heels totally changed the profile of my already slim legs. In the place of my man legs were slender, shaven lady-like legs ending in a pair of peep toe high heels. My head was swimming and I was getting more and more aroused. I could feel pre-cum dripping out of my trapped little penis. Looking over at my wife I could see that the effect was similar for her, she was biting her lower lip again and I thought I saw a shimmer pass through her, then I realized that she had experienced another little orgasm watching my humiliation. I quietly stood for Ms. Tori to finish taking my measurements and then after trying on the first pair of slacks, a black pair with a side zipper and no pockets I was instructed to come back out so that her and my wife could see how they fit me with my new heels on. They were pants but definitely did not feel masculine. I pointed out that the hem seemed a bit high but Ms. Tori told me that was so my pretty shoes would be more visible, I felt totally humiliated. It seemed like I tried on everything in the store. In the end Mrs. Karen and Mrs Becky picked out several outfits and had me model them by walking to the front of the store and back during which I was given instructions on how to walk more lady like in the heels. I was told to take shorter steps, walk heel to toe, use my core to help support me. Karen also added in that she wanted my upper arms to stay closer to my body and let my forearms swing more freely with my wrists limp. I was given different shoes and purses with each outfit and for what felt like forever I modeled clothes and accessories for my wife, Miss Tori, Mrs. Becky, and all the other shoppers in the store, to the amusement and delight of several women who encouraged me with some cat whistles and even a pinch on the tush. Karen asked me if I would like a pair of jeans, I got very excited because I thought that this meant that I would get to wear some boy clothes occasionally but I was wrong. She picked out a very pretty pair of jeans that no one would confuse for mens. They were curvy with three buttons in the front a high waist and fit very, very snugly. Both my wife and the sales ladies thought that they would look great with heels and a pink sleeveless turtle neck. I concentrated on answering their questions and being very polite. In the back of my mind I remembered that Mrs. Karen had said something about punishment, and I didn't think that what we were doing now was what she meant, and I didn't want to anger my wife. Maybe she would forget after all of the time I spent trying on clothes. It was well after lunch by the time Mrs. Karen had finished picking out my clothes, to be honest I really didn't know exactly what we had bought but by the number of bags and boxes I had the start of a new wardrobe. I was standing at the register trying to manage holding all of the packages and fish her wallet out of her purse so she could pay. Mrs. Karen was having light conversation with Miss Tori, it seems that the two women had hit it off pretty well. With an impatient glance toward me while waiting for her wallet Karen looked back at Tori and in a loud whisper said, "You can bet that my sissy has a lot of tongue work to do for me in the coming weeks to pay off her expensive clothes shopping spree!" With that both women exploded into laughter. Before we left Ms. Tori got several pictures of me with her phone, she said that it was to share with her friends because they weren't going to believe her story about a sissy who was totally owned by his wife. After all that shopping and walking in heels I was absolutely famished but I didn't dare complain or mention anything to Mrs. Karen. I worked hard to keep up the mindless banter of small talk as we walked through the mall. She was very excited about the clothes we had just bought and we talked about how nice I was going to look for my new job and how all of this change was for the good, still in a daze I was quick to agree, and though I was walking through the mall wearing my wife's clothes my mind was not as focused on the humiliation of it all. It was at that moment that I saw my wife begin to smile. "Honey, I want you to walk ahead to the food court, I will be right behind you." I began to question her but once again I remembered that I had not received my promised punishment and decided it was best to comply without question. As soon as I started walking ahead by myself I noticed a trio of women walking towards me, they were all staring directly at me, a sissy wearing women's tan shorts, an obviously female t-shirt, women's sandals, shaved legs and carrying a purse and packages from several women's clothing stores. From behind me I heard my wife say, "Sway your hips and wiggle your little ass while you walk sissy, I want a show." Feeling total dread I began to sway my hips as I walked, still fully burdened with all of the shopping bags. The closer I got to them the more they laughed, as we walked past each other one of them turned to me and said, "Nice sandals faggot" in my shame I just looked down at the floor but from behind I heard a familiar voice say, "thank the nice lady sissy." Turning to the tall blond lady in a pretty outfit of a black scoop neck top and grey slacks with flared legs I meekly said, "Thank you ma'am for noticing my sandals, I am glad that you like them." This brought on a wave of hysterical laughter from the women. They stoped walking and turned to look at me. The blond lady who had first spoke looked me up and down. "So are you a fag or what?" she said. Remembering my wife was well within ear shot I dared not come back with a nasty retort. "No ma'am, just an obedient sissy husband shopping with his wife." She retorted with a bit of a huff-snort and then stepped right up to me, her face only inches from mine. "I think the boys would like you better if you wore a little lipstick sissy" As she spoke she reached into her purse and pulled out a tube of lipstick. Removing the cap she exposed the gold of the tube underneath. Slowly twisting the base I watched in horror and fascination as the bright pink lipstick emerged from the shiny gold tube. "Pucker up pussy," she said in an aggressive tone. Almost without thinking I puckered up my lips and leaned in towards her. Behind me I could hear my wife laughing out loud and then she called out "paint that sissy's lips!" My own wife was cheering these ladies on as they humiliated me. I felt the creamy smoothness of the lipstick gliding across my lips, the subtle cosmetic smell permeated my nose. For a second I thought that I would faint, I started to pull away but now the woman's fingers were holding my face firmly as she applied several coats, going over my lips repeatedly. "There you go fag, some nice dick sucking lips. You better not clean that off either, if I see you in this shopping center without my lipstick on you will be sorry." Pulling out her phone she cuddled in close to me and took a selfie of the two of us. I smiled like a complete air-head so she would have a better picture. The three ladies continued to make fun of me, each making me hold her purse for a photo. The darker haired of the trio sternly warned me not to remove her friends lipstick if I knew what was good for me. I was quick to reply, "Yes ma'am," which garnered a bit more laughter as they walked away. It must have been more than I could take, at that moment I felt as if the walls of the world were collapsing around me. So this is what a panic attack feels like, my breathing was short and rapid as I looked around for somewhere to sit. Nearby was a marble bench set up against a topiary of large leafed palms. Still being careful to hold onto all of the packages I sat down, swinging my wife's purse into my lap in what was a very practiced move. My eyes seemed to not have the capacity to focus and the world was spinning around me. I don't even think that I noticed Karen sit next to me, I first became aware of her not by her touch but by the faint smell of her sex, she had obviously had another orgasm while the woman was forcing me to wear lipstick. Wrapping her arm around me she pulled me in close to her. "Is my little purse-sissy okay? Is this a little more than you bargained for in your little sissy fantasies?" Looking up at her with tears streaming down my face I just nodded my head, unable to speak. "Now, now, everything is going to be ok. Were the pretty ladies mean to my sissy? Did she make you wear the nasty lipstick?" Sobbing I said, "Yes ma'am, she made me." Pulling her arms back from the hug she was giving me Karen placed her hand under my chin and lifted my face up so our eyes met. "Listen sissy, you could have told the lady no, you didn't want to wear lipstick and that you weren't a sissy but you didn't. I saw you, leaning in and puckering up you juicy sissy lips. I bet you tried to get a hard on while she was painting your lips. You wanted to wear her lipstick because you are a sissy." I looked up at her, still crying. "But I don't want to wear lipstick, I don't want to wear women's clothes. I just want things to go back to the way they were." Using her hand that was still under my chin Karen forced my head back up so that our eyes met again. "I'll bet you love wearing her lipstick sissy, in fact I want you to tell me how much you love wearing her lipstick, I want you to tell me right here and now!" She was speaking in a firm and quite loud voice, I was afraid that people would hear and start to pay attention to us. "I said I want to hear you tell me how much you love wearing her lipstick sissy, now!" Like a far away voice, one that didn't even sound like it was coming from me I heard the words more than spoke them. "Yes ma'am, I enjoyed having her put lipstick on me. I hope you like it, is it a pretty color?" My wife exploded into laughter. "See, you are such a sissy. Now get up and let's go get something to eat." Walking into the food court Karen found a table for us and allowed me to put down the bags and packages. "Honey, I will stay here and watch to make sure no one tries to take any of your pretty new clothes, be a dear and go get me a sushi tray and a diet soda. Oh, I almost forgot, unfortunately I don't think you are going to be able to eat, that would wear off your lipstick and I don't have the right color to replace it with and you heard the nice ladies order and threat didn't you?" I was really hungry but I did remember being told not to remove the lipstick so with a resigned sigh and the standard "yes ma'am" response I went to get my wife some lunch. As we sat at the table I became mesmerized just watching Karen wrap her lips around the straw and drinking. I had never thought about that as a sexual act but with my little clittie being locked up and all of the sexual frustration and tension of the past two days everything was taking on a sexual overtone. Her pretty lips wrapping around the straw and sucking out the soda, the little ring of lipstick that was left when she pulled away, everything was enthralling to me. She must have noticed because now she was trying to be sensual as she drank, licking around the straw, puckering her lips as she drank. She even asked me to find the right lipstick out of her makeup bag, which she proceeded to slowly apply to her lips before engulfing the straw again. I was leaking precum or as she called it "chastity tears" and trying to get hard in my cage. Leaning across the table and handing me the open tube of lipstick so I could roll it back down, put the cap on and replace it in her makeup bag she whispered, "Is purse-sissy's little clittie suffering today? I hope it is because your little thingie is not coming out to play for a long time. How does that make you feel sweetie?" "Confused," I said without thinking. "Go on honey, explain yourself," she replied. "I want to cum so bad, everything hurts down there but it is amazing knowing that I can't because you won't let me and there is nothing I can do about it. I don't understand why I try to get hard and start to leak every time I am embarrassed or humiliated. I want to cry almost all the time but I think that I am happy because what is happening to me is making you happy. I'm sorry Mrs. Karen, I am just babbling." "No, sweetie, babble on. I need you to start understanding what you really are. You are a sissy, but a very lucky sissy. Do you know why you are such a lucky sissy?" "I don't know ma'am, I know that I am lucky because you are my wife and I love you more than anything in the world. I don't totally understand why it makes you feel so good to see me hurt or humiliated, but it makes me happy knowing that you are happy." Karen sighed, took another sensuous sip of soda and set the cup back down. "Let me help you sissy, there are many things about our new arrangements that are going to make me happy. Starting today I will not be doing any of the housework or home chores. All the cleaning, laundry, cooking, grocery shopping, everything is going to be yours to do. And I might add that you are going to do it perfectly or be severely punished. I am also adding some very special new chores. All of my intimates will now be hand washed, you will also be given a schedule for shining and cleaning my shoes, you will clean and condition all of my purses and handbags on a regular basis as well. I just can't tolerate a dirty pair of shoes or purse, not when I have a sissy to wait on me hand and foot. Which brings up anther point, you will wait on me hand and foot. I am to be your princess, your whole world. This is what I call the convenience portion of our new relationship, well it will be convenient for me. For you it will mean endless hours of drudgery and work, very little rest and no free time. You will rise before work in time to prepare my clothes for the day, shower and shave from below your eyebrows down, fix me breakfast, and give me my morning orgasm. We will also leave a little time in the morning for any punishments or amusements that I, or any other lady deem necessary. Are we very clear little purse-sissy?" With tears in my eyes, why was I crying again, this was totally out of control. "Yes ma'am I understand, but I thought you said you loved me, all of that sounds so mean." Now I was actually sobbing, I'm sure that people could hear but at the moment I didn't care. "I want to squirt again and cuddle with you and be friends, can we do that, please ma'am." "No honey, there will be very little squirting in your future. If I am going to be honest with you I don't know if I will ever let you cum again like a man, maybe if you are a very good sissy and it is a special occasion. It is not something that a sissy deserves. No, it is going to be swollen blue balls for the rest of your life and I for one won't have a bit of trouble sleeping at night knowing that you are going to be forever miserable and unbelievably sexually frustrated. As for the being friends, I love you and I am your wife, I want you for your love, your devotion, your service, your pain, mental anguish, humiliation and suffering but yes sweet heart we will be the best of friends, and yes, there is going to be a lot cuddling." With that Karen leaned over the table and gave me a very sweet kiss sending warm shivers through by entire body. It was the best that I had felt all day, there was a new sensation though, the feel of our lips sliding together, both coated with lipstick, gliding together. I felt her tongue quickly probe into my mouth, forcing my lips apart. Suddenly I was terrified as I realized that I was smearing my lipstick. When we pulled apart I franticly dug into Mrs. Karens purse to find her compact mirror to check. When she realized what I was doing she exploded into laughter. "Well sissy, looks like you are going to get punished for messing up your lipstick! We need to go take care of your original punishment from me but we also need to look for your three new friends so we can show them how disobedient you are." With that Karen stood up signaling that I should do the same and she began to walk away. In a rush I put her compact back in her makeup case and put returned it to her purse then picked up all my packages and rushed after her. "Keep an eye out for your friends, if you see them I expect you to go directly to them and apologize for messing up the lipstick that they asked you to wear, I will be along right behind you to help them with your punishment." I was once again a ball of nerves following my wife through the mall. I was looking around trying to find three women that I didn't know so they could ridicule and punish me for messing up my lipstick. My wife had just given me one of the most sensual kisses of my life but was it the most sensual because I was wearing lipstick? On top of all of this I had just been told that I would probably never get to cum again, ever. I was so confused. Karen was walking quickly and I was having a little bit of trouble keeping up with her, we seemed to be heading towards a small jewelry store kiosk in the center of the mall. When we got there I was told to set down my packages and have a seat while my wife spoke with the girl working there. When the young girl came back around to where I was sitting I saw that she had an ear piercing gun and some alcohol wipes. I looked at my wife with pleading eyes. "Yes, sissy, your punishment for not loving the clothes that I laid out for you this morning is having your ears pierced. Each of your pretty lobes will get three holes, and we are going to do a nose piercing as well. You may thank me if you would like to. Quickly I began to thank my wife for taking the time and having the creativity to give me an appropriate punishment for my poor behavior earlier. I also thanked her for the pretty pearl earrings that she had picked out for my bottom two holes. The top two holes in each ear would be little pink stoned studs and my nose piercing was a gold ring with a pink enameled flower. When the piercing needle went through my nose it made me cry but when I looked in the mirror and saw how silly I looked with the new jewelry I cried even more. Looking at my wife for support I was met with another stern glare, and with dread I knew exactly what she expected of me. "Thank you miss for doing such a wonderful job on my piercings," I told the young girl working at the jewelry store. "Thank you Mrs. Karen for the pretty jewelry for your sissy," I told my wife. With a smile and a kiss she got up from her seat. "Now, let's go finish our shopping sissy, maybe we will see those nice ladies again so they can talk to you about your lipstick!" To be continued....

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Good Sissy Girl

Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...

4 years ago
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Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
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Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

4 years ago
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She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
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100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

4 years ago
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Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

4 years ago
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Femocracy A Sissy Maids Tale

The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...

2 years ago
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A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

4 years ago
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407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

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