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From Man to Maid Donna and I had been living together for six months when the changes started. It was a Friday night and I was the first to arrive at our apartment after work. Then I heard a key in the front door. Donna came bounding into the living room with a huge grin on her face. I rose to greet her. She wrapped her arms around me and we kissed. "How was your day Bill?" "Same shit, different day. Answer the phone. Stare at the computer screen. Process the paperwork. As you know, being an insurance adjuster isn't the most glamorous job in the world." "I know darling. That horrible man you work for just doesn't appreciate your talent. But wait till you hear my good news. Meet the new Vice President of Marketing! As of Monday my salary will basically double. Now let's you and I go into the bedroom and celebrate my promotion." She grabbed my hand and pulled me into our bedroom. She pushed me back on our bed and pulled my pants down before getting on top of me. Normally I am the one who initiates sex. It was so out of character for Donna to be the aggressor. It was also out of character for her to be on top with me on my back. At any rate the sex was great. I seemed to last longer than usual; maybe because she was setting the pace. I'm pretty sure she had two orgasms before I finally shot my load. We ordered in a pizza for supper, watched a little TV and went to bed after the news. Two nights later Donna initiated sex again. It was a repeat of prior time. She got on top; took control and rode me to an orgasm. Only this time when I shot my load she slid up my chest and squatted down on my face, telling me to lick her. We had never done oral sex before. She had hinted at it a couple times, but now she was basically demanding that I lick her cum filled pussy. I wanted to refuse, but my head was pinned between her thighs and there was nothing I could do to avoid the disgusting act. Finally I relented. At the end she had a very vocal orgasm and I wound up swallowing everything I licked from her crotch which included my own emissions. This pattern continued for several months. I guess if you do something often enough you sort of learn to accept it and it basically became part of your routine. During this time her career blossomed, while mine flat lined. She got a huge bonus check and another big raise after her first review. In my own performance review my boss said if I didn't show improvement he would have to terminate me. One Saturday morning Donna was up before me. When I finished showering and got dressed she was in the living room on her phone. She put the phone down, looked up at me and said, "Hey Bill, guess what we're going to do today?" "I don't know. Grocery shopping?" "No silly, we're going house shopping?" "Donna, I haven't had a raise in five years. There's no way I can afford to own a home now." "With my new salary I can afford to buy a home. I can't wait to get out of this dumpy apartment and into a real home." "But we've been splitting the rent here fifty-fifty. How would I be able to pay my half of the mortgage and utilities and stuff?" "Bill, I'm going to buy a house. It will be my house; not our house. Of course I want you to move in with me. But please don't worry about the money side of it. Since I'm working more hours in my new position, I'll rely on you to take care of things at home. You can start doing all the cooking, the laundry and cleaning. You know how much you enjoy cooking. You can be my house maid. That way you can earn your keep without having any out of pocket expenses. How does that sound?" "Where will I find time to do all the housework while holding down a full time job?" "I see no point in you wasting your time at that insurance agency when you can be helping take care of me and my house instead." "Actually that sounds pretty great Donna. I love cooking, and I don't really mind doing laundry and housework. Staying home and taking care of things there would be a hell of a lot better than working for that asshole and pushing paper across my desk all day. If you want me to be your maid I'll gladly say yes." We looked at six houses and she made an offer on one. After a couple of counters it went under contract and she closed on it two weeks later. The house was huge; almost a mansion. Five bedrooms, six baths, living room, dining room, den, office, exercise room, professional kitchen, a four car garage, and servant's quarters. The whole place was already fully furnished. The sellers were going back to China and didn't want to ship furniture that far. There was even a grand piano, a massive grandfather's clock and lots of other luxurious furnishings. Donna decided to leave all our old furniture in the apartment so when we moved in all we took were clothing and personal items. Our old landlord was happy to get our furniture since he could charge more rent for a furnished apartment. It took three trips in her car to get all the stuff we were taking with us moved. I helped carry her clothing up into the master bedroom while Donna organized her closet. Then I carried up an armload of my clothes and approached her in the bedroom. "Oh, your stuff stays downstairs Bill." "What do you mean?" "You'll be sleeping in the maid's room off the back of the kitchen." "The maid's room? I want to sleep with you, not alone in that little servant's room." "But Bill darling, you agreed to become my maid. It is hardly appropriate for a maid to sleep in the same bed as her mistress." "But ..." "No buts. I've made my decision. If you're going to be my maid you'll live like any other maid. Of course if you change you mind you're free to leave at any time." "I don't want to leave you Donna. I love you. I just want it to be like it was back in the apartment is all." "Back there we were sort of like equal partners sharing the expenses. Buy going forward it's not a partnership. I am your employer and you are my maid. Of course we can still have sex from time to time, but on a day to day basis I am in charge here. Do you understand?" "Yes I understand Donna. If you want me to sleep in the maid's room I will." "How do you think a real maid would address her mistress?" "I don't know. I suppose she would call you Miss Carson, or just Miss or maybe Mistress." "But a real maid would never be on a first name basis would she?" "No I guess not." "So from now on, you'll refer to me as Miss Carson, or Mistress. Alright?" "Yes alright. Alright Miss Carson." "Now then, how should I address you going forward? Bill is hardly an appropriate name for a ladies maid is it?" "My legal name is William, but I've always gone by Bill." "William. Hum. Willa, Wendy, Wanda. Which do you prefer?" "Donna I don't want a girl's name." "What did you just say?" "I said I don't want a girl's name." "Before that?" "I said Don ... I should have said Miss Carson, I don't want a girl's name." "What you want or don't want is irrelevant. Now which do you prefer, Willa, Wendy or Wanda?" "I guess Wendy is a kind of normal girl's name." "Very good. Now Wendy please go unload the rest of my car and hang your clothing in your new closet. I have to do some emails for work." "Yes Miss Carson." She left me alone in the maid's room. The room was actually not that bad; it was about the same size as the bedroom in our old apartment. There was a big walk in closet and an adjoining bathroom with toilet, sink and tub. It was all decorated in what I thought of as a feminine style with pink flowered wallpaper. It was an interior room so there were no windows but the lighting was good. There was a single bed, dresser, end table and a vanity or makeup table with lighted mirror. Other than the bed the only place to sit was on a wooden stool which sat in front of the makeup table. We spent the balance of the weekend settling in. I did some major grocery shopping and filled the refrigerator, freezer and pantry with enough food for a couple weeks. Donna, or Miss Carson as I now must call her, mostly did office work while I did the housework and prepared our meals. We ate our meals together in the dining room. Monday morning after a quick breakfast Donna headed off to work leaving me alone for the day. I was so happy not to have to drag my ass back to that office job I hated. I busied myself with housework, laundry and ironing. I know it's not a glamorous job but the reality is that most jobs are anything but glamorous. I liked that when I completed a task there was tangible evidence of what I had accomplished. The bed was made; her blouses were ironed. The dust was gone. My new job sure beat pushing paper across a desk in a cubicle all day. So what if she wants to call me Wendy. I guess since maids are almost all girls, maybe it makes sense to give me a girl's name; a proper name for a maid. She got home about six that evening. I opened a bottle of wine and served her a glass in the den. I had a roast in the oven and worked on the rest of dinner while she relaxed after her a long day. When dinner was ready in the dining room I went back to the den. "Dinner is ready Miss Carson." "Thank you Wendy. I'll be right in." She sat at the end of the large dining room table, which could seat twelve people. I served her plate and then moved to sit beside her. "I've been thinking Wendy, it's really not appropriate for a maid to dine with her mistress is it?" "No Miss Carson, I suppose usually the maid would serve the mistress and then eat her meal in the kitchen after that." "Yes that is precisely what I was thinking. Why don't you just stand over by the side table and wait while I eat. Then you can clear and have you meal in the kitchen." With some reluctance I stood at the side table watching my love eat her dinner. On one occasion she told me to refill her water glass and later to refill her wine glass. Other than that I just stood there uncomfortably. When she stood to leave I cleared the dining room table and stood at the kitchen counter to eat a quick bite. I loaded the dishwasher and put the leftovers in the refrigerator. Then I went to the den, hoping to get lucky in the romance department. "Miss Carson I was wondering if ... like you wanted to have sex tonight?" "That's very thoughtful of you Wendy. I got wound pretty tight at work today and I think an orgasm right now would do wonders for me." She stood and unzipped her skirt, letting it fall to the floor. She pulled down her panties. She was wearing a garter belt with stockings and that stayed on. I approached her and started to wrap my arms around her. She put her hands on my shoulders and pushed down until I was kneeling on the floor, my face at eye level to her pussy. She spread her legs apart and put her hands on the back of my head, guiding me to the target. Normally she would ride my cock first before I went down on her, but this time she ignored my cock as I licked at her pussy. With my tongue hard at work it didn't take long for her to climax. Finally she let go of my head and I pulled back, my face coated in her fluids. "That was very nice Wendy. You have a talented tongue." I stood back up and started to unzip my trousers. "Not tonight Wendy. You've fully satisfied me. Why don't you go back to your room and get ready for bed." "Yes Miss Carson." I was disappointed. It was the first time we had sex without me getting off. I hoped this was not a precursor of what our sex life would become. I settled into my new routine. I organized the housework and made a calendar schedule of what tasks to do what days. With a house this big being the maid really was a full time job and I was on my feet from six am until about 9 pm every day. Several times a week Donna would have me serve her orally, though she no longer wanted my penis inside her. I had to resort to masturbating to fulfill my own needs. About a month after we moved into her new house Donna approached me in the kitchen. "Wendy I've been thinking." "Yes Miss?" "You're doing a really excellent job with your maid duties. I'm very proud of you. My house is always clean and your meals are great. You are really becoming a very professional maid." "Thank you Miss Carson. I try my best to do a good job." "I think a professional maid like you ought to dress more professionally as well, don't you?" "Yes I guess so Miss." "How do you suppose a professional ladies maid should dress?" "Well a female maid would probably wear some sort of uniform; a dress or a suit perhaps?" "Yes Wendy, I think a properly dressed maid should be in a trimly tailored uniform; something brown or blue; nothing too colorful or flashy. With your blue eyes I think I'll go with dark blue for your uniforms. And maybe for more formal occasions something black with white trim." "Yes Miss Carson. If you think I should wear uniforms while on duty that will be fine with me." Of course I expected that my uniforms would consist of tailored pants with shirts and maybe a sport coat type jacket. Donna made me an appointment with a tailor shop to be measured for my new uniforms which would be custom made. A week later packages were delivered to the house addressed to Miss Carson but the return address was the tailor shop. I assumed the packages contained my new uniforms but figured I better not open them since they weren't addressed to me. That evening when Donna arrived home she told me to take the packages into the den and bring her a glass of wine. I served her wine and stood expectantly, curious about my new uniforms. The packages were all numbered. She handed me package number one to open. I wasn't sure what it was at first. The thing was made of heavy black rubber and had rows of hooks and eyes on each end. I looked confusedly at Donna. "It's a waist chinch. Undress and wrap it around your waste fastening it in front." I tried wrapping it around my waist but the two ends didn't quite meet. "It's too small Mistress. They must have measured wrong." "It has to be very tight to reduce your waistline Wendy. Rubber stretches. Pull harder." It was a struggle but I managed to get the twelve hooks and eyes fastened. I ran my hands over the outside of the smooth black rubber and could feel new curves at my waist. There was something sensual about the feel of wearing the rubber garment and I could feel the beginnings of an erection. Donna motioned for me to stand in front of her. She took a cloth tape measure out of her purse and wrapped it around my waist. "Twenty seven inches. Not bad considering your natural waist is about thirty. Time for package number two." She handed me another package to open. It contained a dozen packages of women's nylon stockings and a handful of black rubber straps about an inch wide and eight inches long. "You want me to wear nylon stockings Mistress?" "Yes Wendy, a proper maid must always keep her legs covered. It's part of her uniform." "But I'm not a "her" Mistress." "Yes that's rather obvious from the little stiff thing growing between your legs. It seems you are excited by wearing your pretty new things. Now please attach the garter straps to the bottom of your waist cinch and I'll show you how to put on your stockings." The garter straps had a snap fastener on one end which attached to the base of the waist cinch. At the other end of the eight straps were garter clasps to which the stocking tops were clipped. Donna showed me how to roll up the tall sheer stockings and how the clips worked. Before long both of my legs were encased in dark shiny nylon stockings. I was shocked to discover that the next package contained bras! Not ordinary girl bras, but bras made of the same heavy black rubber of my waist cinch. Having some experience removing bras from girls I dated over the years, I had no difficulty getting it fastened around my chest. The bra cups were quite prominent; about a B cup. The cups were filled with some padding; probably foam rubber. Needless to say, it felt very strange to have these faux breasts protruding from my chest. The next item in my new wardrobe was a shirt, or perhaps I should say a blouse since it buttoned backwards from all of my shirts. The blouse was tailored and tapered at the waist to fit snuggly over my waist cinch. Without the compression of the waist cinch I doubt that I could have gotten it buttoned. The blouse was a heavy dark blue cotton fabric with pearl buttons at the cuffs and front. The fit was perfect. The next item another bit of black rubber. This one snapped to the bottom front of my waist cinch, passed between my legs and buckled in back. It had to be stretched tight to attach it, compressing my genitals so that from the front my crotch was smooth, like a girls. "Mistress I'm feeling very hot, especially under the waist cinch and bra." "Excellent. The heavy rubber will hold in your body heat and help with your fat burn." She handed me a skirt. It was a dark blue woolen fabric and surprisingly heavy. I pulled it up with the zipper in front but it didn't fit right. "The zipper goes on your left side Wendy." I rotated the skirt and was able to pull it up to my newly narrowed waist. I zipped and buttoned it. The fit was snug. It would never fit if I wasn't wearing the waist cinch. Next was a jacket of the same fabric and color as the skirt. It was tailored so it fit fine over my new bra and then tapered to fit snuggly at the waist. The jacket was much shorter than my men's suit jackets, ending at the small of my waist. It was kind of a double breasted design with two rows of brass buttons running up the front. Next she handed me an apron. "You'll need to wear an apron while on duty to protect your tailored skirt suits, which were quite expensive." The apron was a pale blue. It had a front bib with a strap that went up over my shoulders and around the back of my neck. At each side were straps which I tied in a bow at the small of my back. It was trimmed with ruffles. By this time I was sweating. Between the rubber underwear and the heavy wool skirt and jacket, my uniform was very warm to wear. The final item of my maid uniform was shoes. They were navy blue to tie in with my skirt and jacket. They had block heels that were very high. "Mistress, how high are these heels? I've never worn anything with a high heel before." "These are only four and a half inches Wendy. I know that is less than ideal, but once you get broken in to wearing them we can step up to something higher and more appropriate for a ladies maid." I couldn't imagine what it would be like to walk in such high heels; not just walk, but do housework in them. "Mistress, do you expect me to wear high heels all the time now?" "Of course not Wendy. You'll only wear them when you are on duty. Once you finish your day's work and are off duty in the maid's quarters feel free to kick off your heels." "But Mistress I'm on duty every day from like six in the morning to nine at night." "Well then you'll be wearing heels from six to nine won't you Wendy? That still gives you nine hours a day when you can run around barefoot if you feel like it." "Yes Mistress. Thank you for not requiring I wear heels in my room Mistress." "Now, it's dinner time. To the kitchen girl. You have work to do." It took a few weeks but eventually I got used to wearing high heels and to the tight compression of my hot rubber underwear. I found that it took less food to fill me up, since my stomach was squished under the waist cinch. I was losing weight. I dropped five pounds in the first month of wearing my new uniforms. As I was serving her breakfast one morning Donna sort of stared intently at me. "Wendy, I'm really not happy with your appearance." "Is there something wrong with my uniform Mistress?" "No girl, your uniform is perfect. It's your face and hair that displease me." "It's the face I was born with Mistress. There's nothing I can do about that." "On the contrary Wendy, there are many things we can do to improve your appearance. The problem now is that while your uniform says "girl" from the neck down, you head still says "boy". I've made you an appointment with a cosmetic surgeon for this morning. We'll leave as soon as I finish breakfast, ok?" "Um ... yes I guess that's ok if you really think so Mistress." At Doctor Brighton's clinic I was photographed and measured. The doctor took a marker pen and started drawing lines on my face and making notes on his laptop. Then he told me to take off my blouse and bra. He made more marks and took more notes. Then he turned to Donna. "What do you want for a cup size?" "I was thinking a C or D cup." "Yes I think she can carry a D cup without it being out of proportion, especially as her waist shrinks. As far as her face is concerned I'll reduce her nose and trim her chin. I'll open up her eyes a bit and of course the Adam's apple has to be cut back. We can do everything in one appointment. I have a two hour block open on Wednesday morning. How does that sound?" "That's fine doctor Brighton. We'll see you Wednesday." "Make sure she signs the consent forms. I'll have to have them before I can do any cutting." My head was spinning. She wanted to change my face; to make it more feminine looking. And breast implants; D cup breasts! Back home Donna handed me a two page document. "Initial it here and here. Then sign and date it at the bottom." "But Mistress. I don't want my face changed. I don't want breasts." "You're my maid Wendy. You readily agreed to wear your uniforms and high heels. You've been dressing like a girl for months now. I'm simply offering you the opportunity to compliment your uniforms with a more compatible total image. Up until now, I've allowed you to wear your old male clothing when outside in public. I didn't want to embarrass you in public when people perceived you as a boy in a dress. With the surgeries that will no longer be an issue. People will perceive you as 100 percent girl. I'm doing this for your benefit Wendy. I'm very disappointed that you aren't more thankful, considering all the money I'm spending on your behalf." "I ... I'm sorry Mistress. I'm really very grateful for the job you have given me. I've been so much happier as your maid than I ever was working in that office. If you really think I need the operations I'll agree." I signed and initialed the document, committing myself to have the surgeries. Two days later I was in the hospital, waking up from the anesthetic. My face hurt. My throat hurt. My chest hurt. And of course when I looked down there were two prominent bumps under the covers where my new breasts resided. On top of that my feet hurt. Donna was next to me when I finally regained consciousness. "How are you feeling Wendy dear?" "I hurt all over Mistress. My face, my throat, my chest. My feet even hurt. Did they do something to my feet too?" "Oh yes I figured as long as you were under we might as well fix your feet at the same time." "What was wrong with my feet that needed fixing?" "I had doctor Brighton shorten your Achilles tendons. That will make it easier for you to wear higher heels." "I've been wearing four and a half inch heels for months Mistress." "With your feet corrected you'll be wearing a six inch heel from now on Wendy. Isn't that wonderful!" "I guess that's good if you really think I need to wear heels that high." "Keeping you in high heels is an excellent discipline. It helps remind you of your status." "Yes Mistress, if you say so." Donna brought me home the next day. I spent a week mostly in bed recuperating. I was able to sit up on the edge of my bed. My feet were definitely pointed down at a sharper than normal angle. I tried to stand but my feet would no longer be flat on the floor. My heels were still like five or six inches off the floor. Donna handed me a new pair of skyscraper heels which I slipped on. Then I was able to stand and eventually to walk around a bit. We went back to Doctor Brighton's office and he removed the bandages. I was shocked when I looked in the mirror. Though there was still a little swelling, the face reflected back at me was that of a girl; a girl with features similar to mine, but decidedly more feminine. When he unwrapped the bandages around my chest I saw my new breasts for the first time. They looked so real! I touched them. They were firm. They didn't sag when I sat up. It occurred to me that I might not even need to wear bras any more. Donna bought me new uniforms. They were cut fuller in the chest to accommodate my new breasts. My old blouses buttoned up to the collar. The new ones were tailored to show quite a bit of my cleavage. I kind of liked the idea of being able to show off my new breasts, even though I still had mixed feelings about having gotten them. At her insistence I went to a salon and had a makeover. I got a new hair style, longer bright red fingernails, and full makeup on my girly face. They taught me how to maintain the new look and provided me with a makeup kit to take home. With my new image I felt more confident about appearing in public. I looked like a girl in all respects. I even sort of started to feel like a girl, though of course under my panties I was still a man. That evening I was kneeling under the dining room table licking my mistress while she ate dinner. She had her daily orgasm thanks to my oral skills. I crawled out from under the table and stood at the side table to await any further instructions. I had an erection, but hoped she wouldn't notice. "That was lovely Wendy. I'm so very pleased with your work. However at the moment your maleness is on display. That bump at the front of your skirt is ruining the feminine image I have worked so hard to create. We really must do something to fix that." "I ... I'm sorry Mistress. It's just that I get so turned on sometimes when I'm pleasuring you." "Since you no longer are allowed sexual release in my presence I assume you must be masturbating back in your maid's quarters." "Yes Mistress I do that sometimes." "I really don't approve of that at all Wendy. Ideally my maid should remain chaste so she can devote her full energy to pleasing her Mistress and others; not to selfish pleasures from masturbating." "I can try to stop doing it Mistress, but I doubt if that will work. I don't seem to have much self control when I get horny." "Yes I suppose it's too much to expect you to just willingly become chaste. Thankfully there are ... devices which can control your carnal urges. I'll make the necessary arrangements. You, of course, will sign a consent form agreeing to the changes. That should permanently solve your little problem. The next day she took me to a tattoo and piercing studio. With some reluctance I signed the release forms. When I came out I had a heavy steel ring in each nipple, a Prince Albert ring in the head of my penis and three barbells running through the underside of my penis starting just below the corona and spaced about an inch apart. It had been both a painful and somewhat bloody ordeal, but by the time we were back in her car the pain was pretty much gone and there was no more bleeding I was given instructions and an aftercare kit and Donna drove us back home. It took about four weeks for the piercings to heal. During that time my maid's duties went on as usual. Thanks to the surgery on my tendons I adapted well to wearing six inch high heels full time. Indeed, I could not imagine wearing anything less than a six inch heel. I continued to serve my Mistress orally almost every night. I would still get the occasional erection. I tried masturbating a couple times in my room, but with the four piercings in my penis still healing I never got over the top. When the piercings were healed we returned to the tattoo and piercing studio. The piercer removed all the jewelry from my penis. She then slid a stainless steel tube over my deflated member. The outside of the tube was covered with steel spikes about a quarter of an inch long. I surmised that the spikes would be a deterrence for me penetrating anyone sexually while wearing the tube. Once she had the tube in position she fed the three barbells through pairs of holes on opposite sides of the tube. Threading the barbell ends, they now held the tube securely around my penis. She replaced the ring in my Prince Albert piercing with a larger gauge ring that was noticeably heavier. When everything was in place my penis pointed straight down between my legs. I was handed another consent and release form; this one for tattoos! I had to remove my skirt and pull down my panties. She began to tattoo my butt! It took about an hour. It was painful and a little bit bloody. It seems like everything they do in the studio involves pain and blood. When the tattoos were finished she covered them with bandages and we were instructed to keep them covered for a week until they healed at which time a scab would come off revealing the finished tattoos. On the drive back home I said, "Mistress what did she tattoo on my bottom?" "Just a little something I wanted Wendy. You'll see them in a week when I take off the bandages. It will be a little like when the cosmetic surgeon removed your bandages after your surgeries." "Yes Mistress." A week later my tattoos were revealed. Centered on each cheek was the letter S in a sort of gothic font. The letters were about three or four inches high and were obviously very prominent unless I was clothed. "Why the letter S, Mistress?" "What do you think the S stands for Wendy?" "I don't know. It's not my initials; not yours either." "Let me show you some pictures Wendy. Perhaps that will help." She opened her laptop and pulled up a series of photos. They were all pictures of very attractive girls. The girls all had rings in their nipples just like mine. And the girls all had penises! Penises that were pierced and covered in steel just like mine. They weren't real girls; they were shemales, just like what I have become. They all wore high heels and if they weren't totally naked, most were wearing corsets that left their ringed breasts and penises exposed. "Is this what you want me to become Mistress? A shemale? Half man; half woman." "This is what you have already become Wendy. The only thing you lack is a corset and I just happen to have one here in your size. Take off everything but your heels and put on your new corset. I'll help you lace it." I stood passively while my Mistress slowly tightened the laces of my corset, compressing my waist by several inches. When finished she started taking photos of me. Photos just like the ones on her computer. "How do you like your new uniform Wendy?" "Do you mean this is how I'll be dressed going forward?" "Yes my dear girl. I decided it was a shame to keep your pretty ringed breasts covered and of course I want others to see your new chastity as well." "But I feel so naked and exposed Mistress. Can't I keep wearing skirts and blouses please?" "No you may not keep wearing skirts Wendy. Slaves are supposed to feel naked and exposed." "Is that what I am now? A slave?" "Yes dear I have slowly transformed you into my shemale sex slave. This has long been a dream of mine and you offered me the chance to turn my dream into reality." "So is that what the letters on my butt cheeks stand for? S equals slave?" "Yes Wendy dear, those tattoos mark you as my slave. How long will you wear my marks?" "Tattoos are like forever Mistress. I'll wear the mark of a slave for the rest of my life won't I?" "Yes my darling. Now, down on your knees. I have something that requires the use of your tongue."

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Journal of Samuel (Samantha) Waterman January 1; I'm thirteen and thought I would start this journal. I ain't much at writing but I'll give it a try. I think it will be cool. I know boys don't keep a diary so I'm calling it a journal besides it sounds more grown up than a sissy diary. And this way when I tell my grandchildren my tales of youth, like grandpa does, I can say, "see its right here in my journal." Not much happened today, no school. So I thought I'd start this journal,...

2 years ago
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Batwoman meets Catwoman Part Two

Holly crept up behind Kate with instinctive ease, then like some guard dog she bit on Kate's cunt then chewed playfully on her flesh through her latex while her hands shot forward, and grabbed Kate's tits. She let out a deep, long moan that resonated through the latex into Kate's cunt as latex covered flesh muffled it. She couldn't resist Kate's succulent position one moment, and she wanted some of that sweet pussy so badly! "Ahhhhhhhhhhh...., uuuhhhhh....,...

4 years ago
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Mandys sickest stories Mandy reloaded

Mandy's sickest stories - Mandy reloadedAuthor: SickoChickMandyAuthor's email: mandydarkfantasies [at] gmail [dot] comTags: F/f, torture, snuff, feet, nc, cannibalismProofread by EmmaPNote, that English is not my native language, so my writing will surely have many grammatical and syntax errors just as improper usage of expressions. I can only hope someone will still find it exciting. Be aware, this is graphic, brutal and extreme. I read it after writing and scared of myself.DisclaimerThis...

3 years ago
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Old Man with Hot Young Maid

” I am the new maid, sir. Someone called me yesterday.” “Na…Nan…Nanditha?” “No, sir. Nandini.” “Yes. Come in – (cough, cough) – sorry” “I will take care of you from now on, sir. Don’t worry.” “Thank you, darling. Can I call you darling?” “You can call me whatever name you want, sir.” “Don’t call me sir. Think of this as your own house.” “Ok, sir. (laughs) Sorry!” Sundaram can’t believe his eyes this is happening. Before leaving for abroad, his son told him he would hire a maid to look after...

3 years ago
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Man Maid

"I am glad the weekend is almost here." said my roommate Todd. "If I can get through tomorrow, it's two days of peace and quiet with nothing to do." "Nothing to do except the dishes, laundry, sweeping and the pool needs cleaning." I answered. "Oh yeah, I forgot. No rest for the weary. Shame we can't hire a maid to do all that." "To expensive. You want a beer?" I asked getting up and heading for the kitchen. "Yeah, ok. How much you figure a maid service costs anyway?" "More...

4 years ago
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Batman and Robin Changes in Wayne Manor

The following story contains characters owned by DC Comics/Warner Bros. It is written as a fanfic parody story not intended to make any use of actual story lines in published books. The story is purely for fun, with no profit to be made by the author. It is free to be archived on any site wishing to do so, provided the author is given proper credit. I would really love to hear any comments you'd like to send me. Thanks, and I hope you enjoy it! I wrote a story a few years...

4 years ago
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Romantic Relaxation From Tiredness By Chandana The Sexy Maid

Hi friends, this is my first story to ISS network. Forgive me if anything seems wrong. And this is totally a true story. Please give me feedback if you like it. You can contact me in my mail id Before beginning about myself, I am KK from Burdwan, West Bengal, Currently working as a manager in a company. I am 5ft 9inch in height. Have a average body. So let me start my story. This story is about my maid and me. Her name is Chandana. She is of age between 27 – 30. She is nice looking with good...

3 years ago
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Mandy the Maid

Every since I remember, we had Mandy live with us. She's the maid: in her early forties, blonde, slim and with massive boobs so she was the subject of many a teenage fantasy of mine. On my 16th birthday, Mandy came into my room opened the curtains and got onto the bed with me, pulling me into a tight hug and wished me a very happy birthday. I loved the feel of her big tits against my face and was a bit disappointed when she released me but then she said it was present time and that my mom and...

2 years ago
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Traveling salesman and the motel maid

I was crushed and mad, mad at the company, mad at the government, mad at the world and mad at myself. Mostly, I was worried. I had bills, lots of bills and I was looking at not being able to pay them. I had a mortgage payment of almost two thousand dollars due in three weeks and I only had sixteen hundred dollars in the bank and that had to buy food and everything else you have to spend to care for a family. It was only a little after two and I did not have any other appointments for...

3 years ago
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The First CommandChapter 18 Truman

What can I say about Truman? The first time I saw it, it was much like the first time I saw Jupiter Station: a jumble of ships, equipment, half-built habitats and stations. The biggest difference was that half the construction was down on the planet, trying to put together a place for humans to live. Truman was marginally habitable, meaning that it could be lived on with technical assistance. That doesn't mean that it was a terrestrial planet. It was the moon of a gas giant somewhat close...

4 years ago
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The maid

Becoming the maid..It was hard to believe that a whole year had passed since I arrived atthis place. The place was called "The Mansion" and it was run byMistress Deena. It was a very large facility almost hotel like size andMistress Deena's main focus was on training and transforming males intobeautiful feminized submissive permanent full time maids. The first dayI arrived at about 10am and after a long cab ride I was dropped off atthe front automatic gate. I gave the driver his fare and then...

2 years ago
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The Story of Lisas Maid

The Story of Lisa's Maid My feet were killing me. But I guess I shouldn't expect anything less after standing and working in 5" heels for the last thirteen hours. My "shift" was almost up - only an hour or two left to go - and I still had the bed to turn down, the candles to light, the strawberries to chocolate, and the champagne to pour. Then my aching arches would finally get some relief. I put the last dinner plate into the cabinet, then minced over to the refrigerator to get...

4 years ago
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Me Mother Maid

"Oh God......" Lalit panted. "It feels so good. You suck cock so good."Both a smile and a tinge of embarrassment covered Malini,s face as herassumption proved true. Her eighteen year old son was getting a blowjob. "I wonder who it is?" Malini said to herself as her curiosityovercame her embarrassment.The thought of interrupting them never entered her mind. She knew thatwhen the time came, there wasn't anything she could do the prevent herson from becoming sexually active. No more than her...

3 years ago
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The Ruined Maid

The Ruined Maid Belladonna Charles' heart raced as he slipped up the steps of the servants' staircase to their corridor. Not a sole girl was remaining there as they had all changed into their black, afternoon uniforms, leaving their freshly worn lilac dresses from the morning to him for the take. Charles searched the floor in silence to ensure that he was alone as he set about proceeding with his plan. A grin came upon Charles's face and grew wider as he removed his clothing...

3 years ago
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Playing the Maid

Playing the Maid As far as old country houses go, this one was entirely too big to be quaint, but too friendly to be imposing. It stood on its own acre of land about three hours north of San Francisco, up near Napa Valley. While this was a long commute for us, my wife Emma and I had already been telecommuting to our respective offices a few days each week, and we made arrangements so we only had to be in San Fran the same two days out of the week. It was only by luck that we'd...

2 years ago
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The Making of a Maid

The Making of a Maid Belladonna My name is Annie Jones. I was born a rich man's son. My parents named me Tommy Richards after my grandfather who had built our family's multibillion dollar company from the ground up. I had a life of privilege that was most would kill for. Like the other children I grew up around, I was left a substantial trust fund by my parents just as their parents had done for them. By the time, I came into my families money, we no longer owned my...

1 year ago
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Chrissie The Saga of a Lovestruck Sissy Maid

Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...

3 years ago
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The Bettor Maid

The Bettor Maid Belladonna [Based on an idea by Tondelaya] Trystan Pretto stared at the large brown box containing the only clothing that he was going to be permitted to wear that month. He peered up at his wife, Natalie, with a smile as he wondered what ridiculous costume she was going to make him wear given their ever escalating series of bets. They started making bets with each other a few months after they won an interstate lottery. The sum of money they had received ensured...

1 year ago
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Jennifers Maid

Jennifer's Maid By Susan Day This is a story of a fireside chat between Penelope Primrose, usually known as 'Auntie', and her old schoolfriend, Jennifer. Jennifer asks her husband for domestic help. When she finds how expensive it is, her friend introduces her to a special agency where a special kind of maid can be found. After employing a maid from the agency, her husband takes a greater interest. (number one...

4 years ago
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Dad8217s Secret Affair With Hot Divorced Maid

Hello all, this story is real-life incident which happened between my lovable dad and hot maid. My dad is a handsome person in his early 60s. My mom is a homemaker. I am their only son who witnessed the hot sweaty sex between my dad and maid. We had a maid – a divorced woman of 45 years who used to take care of household works. She has a slightly brownish skin tone and is slightly chubby with fat in the right place. The main highlight is the fold in her hips. She wears her saree in such a way...

2 years ago
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Lady Heathers Maid

Lady Heather's Maid. By Trish. This is the story of how I was seduced from a university course that bored me into a life of skirts and service to Heather Lane. I first heard of Heather when I was about thirteen. It was after school one evening and as usual my mum was picking me on her way home from work. I was on first glance a typical teenage boy in most respects, for instance I was not happy about being forced to sit in the back because mum was giving Edith, her best friend a...

2 years ago
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Friends mother and maid

Hi this is Jairam 26 year old from Hyderabad, India. I’m average guy without any bad habits. But I’m very interested in sex right from my childhood, you know what I mean. I was more attracted to the boobs and belly buttons. The story which I’m going to write is not a real story. The story is about my friend’s maid and her mother Sunita. Sunita was not very beautiful, but was having good amount of flesh at the right places. She is 42year old with 38, 27, 38 measurement. I was very close to...

Incest
2 years ago
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The Palace Maid

Joe Abernathy's wife knew about his cross-dressing from their third date. Susan said she was not bothered by it. She let him do it from time to time. Joe knew her previous boyfriends were effeminate. Susan never liked the man's man, John Wayne type. To Joe, Susan often seemed more accepting of his cross-dressing than he was. Joe had an androgynous appearance in his youth that was amplified by his long hair. Susan playfully threatened to divorce him if he got a man's haircut when he...

2 years ago
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Man Maid

The following story is meant for a mature audience. If you are under the allowable age wherever you live then you are not allowed to read this. If you are looking for a 'hot' story with lots of sex, don't bother to read any further. This story was designed to express a favorite fantasy of mine about how a self centered man is taught to appreciate the softer side of his personality. Unwillingly forced into cross dressing by his wife he .... Man Maid by gennie TV Part 1 ----...

4 years ago
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The New Maid

The New Maid By Emily Ross [email protected] Part One - Vicky's Story I hadn't seen my sister in three years while I had been working in Australia. Now here I was knocking on her front door. A maid answered. 'Miss Simmons? Come in. Let me take your suitcase. Would you like to go into the drawing room? I'll tell Mrs Hardy that you are here.' 'Thank you.' I went into the drawing room and sat down. A minute or so later my sister came in. I jumped up and gave her a hug. We...

4 years ago
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A new maid

"Life can't get much better than this," Jack thought aloud as he laid around his family pool. Jack was the heir to his family's vast fortune and constantly thought that this made him better than everyone else. This was especially true with regards to his younger sister. Jack was 19 years old and loved to threaten his younger sister, Jackie, about how if something ever happened to their parents she would find herself penniless and destitute. The thought of his 18 year old sister...

Horror
4 years ago
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The Indentured Maid

The Indentured Maid By Janis Elizabeth Devon Lindsey had two passions in his life, neither of which he could or would reveal to his family and friends. First was his love of wearing women's clothing, a love that first began in his pre-teen years when he had found a pair of his mother's silky panties folded on top of the clean laundry in the basket. When he touched them, he felt an exciting sensation go through him, a sensation that caused him to hurry to his room and try on this...

4 years ago
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Made To Order Maid

Maid To Order Mr. Carstairs shuffled to the door and managed to stand fully upright in order to hug and "air kiss" his wife goodbye for the day. "Now honey, remember what the doctor said," she reminded him. "Keep taking your heart medications and try to keep calm. Remember your blood meds too!" she chided him as she stepped out the door and off into her Porsche. "Don't worry, dear, I won't forget!" he promised as she sped away. Mr. Carstairs then shuffled himself over to his...

4 years ago
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Breeding My Familys Filipino Maid

I lay awake naked on my bed, staring up at the ceiling in the dark. We were going through another blackout and the air conditioning was dead. The sweltering Bangkok heat was unbearable, even in the middle of the night. I couldn't sleep anyway; I was a few months over 18 and my near-uncontrollable sex drive had no outlet. My big cock was a steel pipe that I gripped and pumped in my hand, lubed up with a palm of spit. I was frustrated; I was a good-looking white k** from a well-off American...

4 years ago
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Justine The Maid

The next few days were bliss.  Justine rushed home from college each day to be transformed into Aunty Sophie’s niece as she tried on all the outfits they had chosen at the shops.  Justine, with a bit of makeup and the right clothes had become a beautiful young woman.  She learnt the power of a peeping lacy slip could make men weak at the knees.  Sophie also lent Justine some more lingerie until she was able to build up her own collection. Perhaps they would make another trip to M&S at the end...

Incest
4 years ago
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Lust Adventures 8211 Part 2 Laid With Maid

Hello readers, this is Rahul and it has been a while since I last visited ISS. Thanks for the overwhelming support for my first story. If you haven’t read it yet, please go read it. In continuation to my first story, it’s been 5 months since then and whenever my sister visits home, I used to find a chance and fuck her. After 5 months, my brother-in-law shifted to Canada and so was my sister. What the hell!!!! All the fun I had was gone and I was feeling lonely. I tried to get busy with work...

4 years ago
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Maid

Copyright© (c) 1994-2003 "Oden the bardling averred His muse was the bum of a bird, And his Lesbian wife Would finger his fife While Fisherwood waited as third." -author unknown She came highly recommended, with references and a resume that greatly impressed me. The children loved her, my wife was thankful of the excellent work she did, and I was able to spend more time with my work. The maid also entered my family and began to systematically control or terrorize everyone in the...

2 years ago
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Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

2 years ago
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The Resort Maid

The Resort Maid Belladonna Elias Dara and his wife, Mariasela, exited the bus with smiles on their faces as the warm wind off the Caribbean Sea brushed against them as they stepped onto the resort's grounds. They followed their fellow travelers towards the check in desk while the resort staff began to unload the luggage from the bus. As Elias followed behind them, hand in hand with his wife, he smiled as he thought about how his vacation was going to be far different than that of...

3 years ago
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Samanthas Sex LessonChapter 4 Samantha Learns More

Samantha backed into her bedroom watching Aaron follow her. His eyes were glued to her boobs and hard cock pointed straight at her. When she reached her bed, the teen flopped into it calling out, "Get in here with me, and teach me more about what boys want to do to sexy girls like me!" "Ugh! I don't think that's a good idea, but let me show you something any guy who sees those gorgeous tits of yours is going to want to do." Aaron leaned over Samantha on her bed and took her swelling...

4 years ago
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Summertime Maid

It was all in place for Leo Munby. He had sold the company that he had built from the ground up for over 100 million dollars. He had given 20 years to creating that company and now he was going to enjoy the middle years of his life. The deal was signed. He had bid goodbye to all of his employees and returned home from the office for the last time. He exited the building through the servant's entrance as he often did. The feeling of walking under that sign always gave him a thrill. Of...

4 years ago
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The Master the Madam and the Maid

The drive to Don and Carol’s isn’t far but traffic was snarled making the journey irritating. It had been an arduous work week for both Jean and I and we were looking forward to the evening as we always do to these special get-togethers.Jean and I are married, in our late fifties and began swinging about eight years ago. Jean is 5’ 8’’ tall, a slim blonde who could easily pass for 38. She has small breasts with large, erect nipples, an ass to die for and a multiple orgasmic pussy topped with...

1 year ago
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The Master the Madam and the Maid

The drive to Don and Carol’s isn’t far but traffic was snarled making the journey irritating. It had been an arduous work week for both Jean and I and we were looking forward to the evening as we always do to these special get-togethers. Jean and I are married, in our late fifties and began swinging about eight years ago. Jean is 5’ 8’’ tall, a slim blonde who could easily pass for 38. She has small breasts with large, erect nipples, an ass to die for and a multiple orgasmic pussy topped with...

Swinger
4 years ago
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Boarding School Encounter 04 Miss Marilynn Molests the Maid

Chapter Four: Miss Marilynn Molests the Maid By mypenname3000 Copyright 2016 “Miss Marilynn! Missy Marilynn,” a panicked, feminine voice called, reaching into the confused thoughts of Marilynn Gully, the young philosophy teacher at The Kensington Boarding School, an all-girls school in the English countryside. “Please, please wake up, Miss Marilynn.” What happened? the teacher wondered, trying to organize her thoughts while her body lay limp, her eyes closed. She felt the hands push on...

2 years ago
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My Father The Maid

My Father, The Maid, by Oona. I thought it was really weird when I received the random text from my step mother, even though I had known her for most of my adult life as my father's new wife we had never really been close. Hell, for that matter I had never really been close to my father either, he was always pulling long hours at the office when I was young, so he was never around. Nowadays I rarely if ever saw him, once a year for Christmas at most, and maybe a text on my birthday....

4 years ago
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Made to Maid

Made to Maid name of author withheld by request Part I It was great having my own car. Even though it was a just a used Neon, I didn't care. A car was a car. My parents had bought it for me only a few weeks ago for my 18th birthday. And today, I was making the drive by myself from Omaha to Chicago for a cousin's wedding. I was shocked when they said I could make the drive myself, but happy to have the newfound freedom. Having left after school, I knew it I wouldn't make it...

4 years ago
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Becoming a Career Sissy Maid

I have been submissive for as long as I can remember. Growing up I adored my mother and would watch everything she did around the house. Eventually I would help her with more and of the cleaning, cooking and laundry. She playfully called me her maid when I was helping her and I began to refer to her as Ma'am. When I was 13, we decided that I should go to a friend's Halloween party as a French Maid. For some reason this really excited me! My first masturbation fantasy was imagining...

1 year ago
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Connie The Junior Maid

CONNIE THE JUNIOR MAID by Monica Graz PART 1 - Connie becomes a maid My name is Connie and I'm a 23 years old gender fluid male. I work by choice as a full-time live-in housemaid for almost a year now. But let me tell you my rather unusual story and how it all started. I was born as Michael (Mike) Allen the only child to a well-off family and I grew up as a privileged boy going to the best private schools and eventually to a prestigious university where I was studying...

2 years ago
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The Patched Up Maid

THE PATCHED UP MAID It all started when I was first seriously dating Carla, my soon to be wife. Well no, I suppose it really started when I was about six or seven years old. That was when I first discovered the wonderful feeling of my older sister's underwear. I got hooked and although I tried to kick my compulsion many times, I knew I had to tell the woman I was going to ask to be my wife my little secret. I admitted that I was ashamed of what I did and she agreed. Carla...

2 years ago
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My First Experience As A Maid

My first experiences as a maid Hi, I am Mariëlle (28) and I like to tell you about my first experiencesas... a french maid! I hope my (rather naughty) story does not only turn youon, but may also inspire you. I know there are a lot of people (both men andwomen) who fantasize about being a maid or having one, but usually people don'tspeak our about it. Not even to their partner, because they feel ashamed orsomething. Something they shouldn't be! I have had submissive feelings as long as I know....

2 years ago
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Friday Night Maid

Friday Night Maid - By: Diane Leonard I am a Friday night maid. After a week of hard work, I relax by dressing up in a sexy maids outfit and serving, pleasing and pleasuring my wife. While she is out dancing with her friends, I am dressed up as a Friday uniform waiting for my wife to return home. She doesn't like my fetish, but this agreement, once a week seems to work for us. But this last week was to be totally different. It started out like any other Friday night session. I...

4 years ago
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Transformation Finale The Maid

The maid. I open my eyes and stare at the ceiling. I feel the smooth silk of the sheets against my skin and revel in the sensation. My mind flicks through the miriad of bodies I have inhabited over the last few months. Despite the different faces one thing has been constant, the fact that they were all submissive, something I now relate to. I look around, It appears by the light through the blinds that it is early morning. I rub my eyes.......wait! Those are my hands, I am back in my...

4 years ago
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Boarding School EncounterChapter 4 Miss Marilynn Molests the Maid

“Miss Marilynn! Missy Marilynn,” a panicked, feminine voice called, reaching into the confused thoughts of Marilynn Gully, the young philosophy teacher at The Kensington Boarding School, an all-girls school in the English countryside. “Please, please wake up, Miss Marilynn.” What happened? the teacher wondered, trying to organize her thoughts while her body lay limp, her eyes closed. She felt the hands push on her. Who is that? Daisy? ... disconnected... an alien voice whispered through...

4 years ago
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Forgetful Maid

Forgetful Maid by Sally Tranz 1 - Dressing for Sunday chores My silent alarm buzzed and my arm jerked slightly as the watch brought me out of my light sleep. Although it had been a late night, I rarely slept past 7am, but Sunday was a special day. Sometimes, the alarm was set as late as 9am, which meant that I lay in bed even when awake. Sunday was the day my lady was treated very special. Today it was 7.30. As I eased out of our bed, the gentle breathing of my lady reassured...

4 years ago
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The Happy Maid

THE HAPPY MAID "You don't need a husband, Carol dear, you need a maid," Tina West told her best friend. "I know you're well paid but the idea of you going home and being the little housewife makes me shudder. How do you put up with it?" "It's not quite as bad as you make it sound Tina, Norman usually does the cooking and other household chores. He knows that his job isn't as demanding as mine. The trouble is that I still feel that I should look after him better than I...

1 year ago
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My first experiences as a french maid

Hi, I am Mariëlle (28) and I like to tell you about my first experiences as... a french maid! I hope my (rather naughty) story does not only turn you on, but may also inspire you. I know there are a lot of people (both men and women) who fantasize about being a maid or having one, but usually people don't speak our about it. Not even to their partner, because they feel ashamed or something. Something they shouldn't be! I have had master I could serve. I decided the internet was a nice...

Fetish
2 years ago
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My New Maid

My New Maid By Margaret Jeanette Sarah and Jim Toomey were enjoying a steak at their favorite steak house. He was looking all around and observing the other patrons. "What are you looking at?" "I am just observing all the customers. Do you notice all the men are wearing dark suits and all the women are wearing bright, colorful outfits? Look at the woman at the table next to us. She is wearing a bright yellow blouse with lots of ruffles on it. She looks so feminine. Look...

2 years ago
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A Faithful Maid

James felt a hand on his shoulder as he slept but ignored it.“Young Master.” A female called out, at the same time shaking him again. “It’s time for you to get up now.”“Just a few more minutes… please, Paulette.” He flipped onto his side, putting his back to her.She giggled. “I’m not falling for that one again, mister. Last time, it took you almost an hour to get ready.”Letting out a sigh, he finally sat over the edge of the bed to see the woman standing in front of him. She was...

Mature

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