My Story: Making A Maid free porn video

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Disclaimer; fiction, x-rated-language -sex; gender issues; all names are fictitious and relate to no one living or dead. Feed back welcome and appreciated. Mail to: [email protected] My Story: The Making a Maid By G. K. Mitchell Part One When I was young, I knew I was different then the other boys in my neighborhood. Though I participated in their activities, I felt out of place, kind of like I didn't really belong. Often, I would make up excuses to get away and be on my own. At the onset of puberty, I became really confused. While the boys seemed to be only interested in the girls, I found an equal attraction to both sexes. This fact really put me on the outside, since at that time there was nowhere to turn for help or advice. My self-being really changed when I took a sitting job after school and on weekends at sixteen. It all started quite innocently when on one occasion, Sandra, my employer left me a note to take the laundry from her washer and with a list of settings for the drier, what to fold and what to hang because she was running late and didn't want all her expensive things damage. I didn't think it would be a problem, her kids never got off their bus until at least an hour after I got there, so at least I had something to do. It was when I opened the washer and found a couple of netted bags filled with lacy, skimpy things and pulled a few out to inspect them that something seemed to turn inside of me. I suddenly felt like a curtain had opened in my head. A tingling sensation over came me as I felt a pair of Sandra's skimpy little under things and suddenly I had an overwhelming desire to slip them on, soaking wet or not. For the rest of the day, I couldn't think of anything but wearing sexy, frilly underwear. I thought to myself, that maybe my attraction to both sexes had something to do with my sudden desire to wear female cloths. Realizing that I was sure, that I was neither male, nor female, but a combination of both and I'm not sure why, but suddenly started to feel better about myself. That night, at bedtime, I undressed in my room and looked at my nakedness with a different prospective. I tried to imagine myself dressed in a girl's skirt. Posing, as I thought a young teen girl would. There was something I saw in the mirror that reinforced my unisex thoughts. Maybe if my hair was a little longer, styled and curled. I knew I would make a pretty girl. Over the next few days, I thought of almost nothing else. My desire to try on Sandra's things grew to an ache .I never even dreamed my mother might wear anything as nice as Sandra. Besides, it was a longstanding rule in our house, that you didn't go into other people's belongings and you respected the privacy of others if you wanted the same in return. It was different with Sandra she had asked me to help her out with her laundry. I knew were everything went and all the treasures within her scented dresser. Panties, garter belts, bras, hose and other nice looking stuff I couldn't even name. There were different styles of everything and a multitude of colors and fabrics. I didn't know what to do. I didn't want to breech my trust with Sandra by stealing her things and I didn't think the hour or so I had alone in her house after school would be long enough. So by Friday, I was starting to feel a little depressed. Sandra asked me something that not only cheered me, but would forever change my life. Her and her husband wanted to go away for their anniversary. Just one night, they wanted me to stay with the kids from about 4 pm on Saturday to Sunday afternoon. All I could think about was a whole night to satisfy my curiosity. I even said I'd do it for free, as a gift for them. Little did she know the gift she just gave to me. From 4 to 9, was the longest 5 hours of my life, waiting for bedtime then until the kids were asleep, seemed an eternity. Then it was time. I had no qualms about entering the master bedroom, Sandra insisted I sleep there anyway, just in case one of the children woke up in the night, they always came to her room. I just hoped it wouldn't happen that night. I totally stripped on the inside of threshold after closing the door. I thought that I should shower first so that I wouldn't get any strange odors on her lingerie. Besides, I wanted this first experience to be total and that meant to me I should use her soaps and sprays. I was amazed at all the different things she had to make a girl feel feminine. I didn't have to worry about any body hair, what I did have, was almost invisible any way. So ten minutes later I was wrapped in a towel standing in front of her dresser searching through her treasures for my first try at finding myself. My first choice of color was red. Satin and lace matching bra and panties, a wide garter belt that was tight enough to make my hips appear larger. I couldn't believe how I felt after I put on a skirt and a top from the closet. I felt like this was who I was meant to be. I cried that first time, tears of joy. I couldn't stop myself. It just felt so good. I spent a couple of hours walking around the house in heels, tripping constantly at first, and lounging around where I could see my reflection. For the first time in my life I had begun to like myself. I felt terrific. Later, when I began to fall asleep, I found the most feminine PJ's I could and after putting everything away I went to sleep as satisfied as I can ever remember. The morning was a shock as Sandra's kids came running into the room. Jumped on the bed yelling for their mom. It really made me feel weird, but nice. Over the next year and half, I relished every opportunity I got to dress up while sitting for Sandra. She kept a box by the washer for old cast-offs. I began to collect what ever I could and even wear panties in public under my clothes. I noticed things about myself during that period. When I wore something feminine, my posture improved, my state of mind was more at ease and I even found myself moving different. I started experimenting with make-up. I even bought my own, under the guise of filling a list for Sandra, something I did quite often. I thought I was smart at covering my tracks. I found out later that Sandra had suspected that I had been tampering with her things from that very first time. Her suspicions where vilified when unsuspectingly I removed a matching set of panties, bra, hose and garter belt that she had bought and planted in the cast- off box. Then she began her own plans to catch me in the act. It was just after my 18 birthday, Sandra's husband Ken was away for two weeks on a business trip. On his second day away I was asked to sit while she went out with friends and not to expect her home early. The children were already asleep so I wasted no time at all. As soon as the car was out of sight, off came my tracksuit. I had the set of lingerie Sandra had planted already on. So I just wandered up to her room to see if I could find something nice to wear over top of them. My first mistake was I should of known something was up Sandra never left anything laying around. But there on the bed was a new dress. It was made of pleated satin, black with a very delicate white lace trim on hem and on the top of the bodice. I just had to try it on and that was my second mistake. As I looked at my reflection, I couldn't believe how sexy I looked. The top fit my chest perfectly. The hem stopped about two inches below my bum making it impossible for me to bend over without showing off my bright red satin panties. I thought that she must have bought it by accident, because she would never get her breasts to fit into this outfit. As much as how great I felt wearing it I thought I'd better take it off before something happened to it, just in case Sandra wanted to take it back to the store. As I reached to undo the zipper, Sandra stepped into the room. Well, I was caught, I swear my heart stopped, I could feel the blood drain from my face. The room started to spin, I was overcome with dizziness and the last thing I remember seeing was the grin on Sandra's face before went I down into darkness and fainted. As I felt myself float back to realty, I found that I had been placed in a chair with my head between my legs. I felt something cold on the back of my neck. There were other differences also, I could feel a light tugging on my ears and I heard a tinkling sound when I tried to move my head. I opened my eyes and slowly focused my vision on my feet. I thought I was seeing things, on my feet where a pair of black patent leather shoes with ankle straps and at least a four-inch spiked heels. As I tried to sit up I felt a hand on my shoulder restraining me. I heard Sandra say, "Now, now Kary, not to fast, you've had a nasty fall, just relax a few moments until you get your wits back. Besides I wouldn't want you to fall off your new shoes until I get a chance to see you in them." She went down on one knee in front of me and cupping my chin in her hand raised my face so I was looking up into her face. "I just knew that you'd like that outfit," she said with a sly grin, "especially after you took the surprise I left for you in the cast-off box." I felt my cheeks getting hot and I tried to stammer out an apologies. "No, no dear Kary, no need to talk like that, I don't mind at all." She said as she stood up to tower over me. "Actually, I've known your little secret all along. Didn't you ever wonder why those things you found in the cast-offs were still in perfect shape?" I started to cry and Sandra pulled me to her and said, "It's really okay, dear I was so glad when you discovered how much you enjoyed my clothes. Ken and I have been searching quite awhile for a girl like you. I'm sure you will enjoy it as much as we have anticipated the day we would find the perfect girl to include in our lives." She pulled me up from the chair and helped me get my balance before she walked to the door. Turning with a smile she said. "I also found the paper you used to practice writing your new name, so from now on I will call you by that name, or girl. Now, go to the basement, the room beside the spare bath will yours when you are here. I'm sure you'll find everything you need." Dumb founded, I started to walk with out even thinking. "Oh, and Kary, do be careful on the stairs, I wouldn't want you to twist your ankle and fall again. Meet me in the dining room after you have put on some make-up and freshen up some, okay dear?" "Yes ma'am." I replied meekly. "I like that answer, you'll do nicely I'm sure dear." I can't even recall what I was thinking as I made my way down stairs. A mixture of fear, dread and embarrassment at being caught. First I went to the bathroom and washed my face, as I looked in the mirror I saw what was tugging on my ears. It seems that Sandra had pierced my ears before I woke up. All I could think of is why? What did she have in mind? Why had she trapped me? As I turned my head and felt my new ear rings brush against my neck and heard the tinkling sound they made I became excited. Then I thought about what she said about her and Ken looking for a girl "like" me. My emotions started to come alive. She called me a girl; I started to become light headed again. I knew she must have planned this day for a while and I started to feel like maybe things will be okay. After all, she could of gotten into quite a fix along time ago if she wanted too. It was then that I noticed the box beside the sink. It was a plan wooden box with the name Kary written on it. More surprises I thought. My hand was shaking when I reached to open it. It was full of cosmetics and a note: Dear Kary, Now that you are reading this, you have taken the first step in your new position in our household. Here you will find some instructions on how I expect your make-up to be applied and the colors I expect you to use. Everything is numbered so that you shouldn't take too much time. I don't want to wait too long for your appearance in the dining room. I would like you to take a moment to check out the surprises in you're room. But be quick, I will be waiting. Love Mistress Sandra I couldn't believe what the implications of what that mistress meant. I felt a shiver of fear run through me along with a tinge of excitement. I thought if I ran, where would I go dressed like this? As I looked at the make-up Sandra had given me to use and then at my reflection. I felt like I had no choice and after a few minutes of thinking about it, the excitement took over. I really felt like I wanted this. I hurriedly followed Sandra's instructions after all I had some practice. I don't think I did to bad of a job at it even with my hands shaking with nervousness. I did a quick check of the room that was to be mine. There on the bed were a few more outfits like the one I had on, in different colors, red, white, and pink. There were also several other things, but I just wanted to get upstairs. My curiosity about her plans was making me very excited and I just couldn't wait any longer to find out. I found Sandra sitting on the edge of the table. She wore a full- length satin robe I had never seen before. Incredibly long heeled black shoes and black gloves that disappeared into her white sleeves. "Not too bad," she said as she looked at my face, "I'm sure you'll get better at applying it, but I think I'll have to show you a few tricks to bring out your best features." "I would like that a lot ma'am." I said, as I looked down, still slightly embarrassed at being caught. I could feel myself blushing under her scrutiny. "Well," She started, "If you want to agree to my terms, you will present yourself as you are when possible." "Yes ma'am." Sandra threw me an icy glance, "Do not speak until asked, you will listen to what I have to say before you speak again. I am about to give you the terms of your service. What will be expected of you and what will happen if you do not." I became a little worried; it was a little scary to think that I was about to be black mailed into subservience. While, a part of was thrilled that this beautiful woman wanted to enslave me. "I'm sure you know what would happen to you if your secret was found out, but I don't think that either of us would want that to happen and I'd like to think that you would join us because you wanted to. Are you still a virgin Kary?" "Yes ma'am." "Are you attracted to girls?" "Yes, Ma'am!" "What about boys?" I hesitated, I wasn't sure where this was going, "I'm not sure ma'am." "Well," she smiled, "I think that perhaps you are, I did see the way you looked at Ken in his Speedo's at the pool. You see Kary the reason I'm asking these questions is to make sure you understand completely what your new responsibilities will be." I could feel her eyes burning into the top of my head when she paused. "Of course you will still do the things for us you have always done, but if you choose to stay on in my employ you will have to see to the sexual needs of Ken and myself." I couldn't believe what I had just heard; all my fantasies were about to come true in one swift moment. I wanted to jump for joy. "As a matter of fact, dear your first duty will be to prove your loyalty. I want you on your knees directly in front of me." I was shaking with excitement as I dropped to my knees without even thinking about it. Sandra released a wicked little laugh before speaking again, "So Kary, are you ready to submit to the whims of myself and Ken, be they what they may?" Looking up at her, I'm sure she could see my excitement know as tripped over my tongue just to say, "Yes ma'am." "Good," Sandra coed, "In the next two weeks, I will train you. If at that time I deem you satisfactory, Ken will be home, the children will be away for a while. At the end of that time we will decide if you will carry on in our employ or you will never come back. Think carefully before you answer dear." I was so worked up that I would have screamed to the world that I wore women's clothes, if she had asked me. As meekly as I could I stated, " Yes Ma'am, I would do anything for you to please you." "That was just what I wanted to hear girl," Sandra said with an evil smile, "this will be your first task in you new position." Sandra opened her robe, it was the first time I had seen a women naked in real life. She was shaved bald. I didn't really know what she wanted. I just stared at her openness, pink and wet. "The first thing that I'd like you to do Kary is to put on one of these, It will keep you from soiling your new panties and help with your new training. Have you ever tried to put one on before?" I looked at the condom in her hand and a chill went down my spine when I heard the word training, "No ma'am." "Well then, I will show you how I want you to wear them this time. You will use one whenever you wear your panties, understand. Stand up." "Yes ma'am." I said as I stood. She instructed me raise my skirt. Sandra pulled my panties down with a sly grin as I blushed with embarrassment. "Well now," she said in a taunting voice as she held my penis, "not much of a cock. But then, it will make a lovely clit. I knew a girl in college that had a bigger one than this." I felt crushed as Sandra degraded my manhood, my embarrassment increased so much that I felt like fainting again. I could feel my penis soften as she giggled at me. But then she rolled the condom onto me and stretched it out so she could fit my testicals inside of it also. "Take a good look at this Kary, This is how you will be required to wear them from now on. I think we will have to come up with some form of punishment for when you do not follow all of your instructions perfectly." "Punishments, ma'am?" I asked with a trembling voice. "Yes of course punishments dear, how else would you be able to become properly servile if there isn't some form of rewards or punishments. Besides, I'm sure a girl like you would learn to enjoy it. Now fix your clothing and get back on your knees." "Yes ma'am." I did as told and with in a few heartbeats I was once again less than a foot away from Sandra's pussy. I watched as she reached down to stroke herself and spread her lips. I could smell her aroma and I felt my excitement begin to grow again. "Now Kary, your first new duty, you will be required to service my little pussy here. Especially after Ken and I have sex. That is why I want the condom in place, so you will learn to enjoy eating cum. So lets start right in by kissing it lightly here." I was shaking with desire as I moved closer to the spot she spread open between her fingers. "This is my clit dear," she moaned as it began to swell against my lips, "yes, very nice. Use your tongue now." Sandra began to moan and sigh, her breathing began to increase as I licked her. My own heart began to race and my quickening breath caused me to snort into her pussy. "Suck on it," she panted hoarsely. Her moaning grew to shrieks as I sucked and licked on the clit in my mouth. After a few minutes she emitted a long deep groan and her hips shook so violently I almost lost contact with her clit. She stood and stepped away from me, she was flushed and trembling. Looking down at me she sighed, "Yes Kary, I think you will do very well. Now go touch yourself up and meet me in my room for your next lesson." She turned and swept away. Leaving me on my knees to try and stand. As I made my way to my rooms I realized that I had ejaculated while I serviced Sandra's pussy. I wonder what she meant by, "it would help with your training" I figured that I had better wait and ask before I took off the condom though. I was a little frightened of what she might have meant by punishment. But, the thought did kind of give me the shivers. I quickly washed off my smeared lipstick and applied a fresh coat. I ran as fast as I could in my heels to see what the next exciting part of my training Sandra had in store for me. Part Two The door was slightly open, something inside me warned me to knock. I rapped softly three times and waited for permission. "Yes Kary come in," she stated, "you only need to knock when I am not expecting you dear. When you have been instructed to come into a room, you may do so unannounced." Sandra was seated at her dressing table. She had changed into a black leather vest and pants, smiling she continued, "First of all, I think that you can remove that dress for our next lesson. We will be going into the bathroom to begin with, you will need to know proper hygiene and how to maintain yourself for freshness." She stood to help me. I couldn't help but notice a very large lump in the crotch of her leather pants. It looked about eight inches long or more. Sandra spun me around to undo the zipper. I could feel the bulge as she gyrated her hips against my ass. My face felt flushed and I felt my erection grow. "Do you like what you feel Kary?" she breathed into my ear and rubbed the front of my panties, "I think you do don't you dear? You make me hard." "Yes ma'am," I stammered, my voice was hoarse with excitement as I wondered what was going to happen to me next. "Don't worry my little slut, I'll be gentle when take your cherry tonight." She laughed and slapped with butt, hard enough to sting and make me jump. Once inside the bathroom, Sandra got down to business, "Take off your panties dear. This is something that I insist you do for yourself daily. So pay close attention, starting tomorrow morning, before your shower and anytime you have a bowel movement you must clean yourself out." Going to the cupboard, she removed a container that was attached to a hose and a tube of lubricant. That's when Sandra noticed that I had filled the condom. She reached out and I gasped as pinched my small penis. "My, my," she smiled, "look what you have done you bad girl, have you been playing with yourself, when did this happen?" "No ma'am," I stammered, fearful of the punishment I might receive, "I'm not sure when it happened." "Well I guess we will just have to teach you some control. Take it off and sit down and pee while you have a chance." She took the condom from as I sat on the toilet. From under here vest she removed a bulb that was attached to hose that went into her pants. Disconnecting the bulb, she used it to suck up all of my cum. Then reconnected the hose, she left it hanging in plain sight. I wasn't sure if I wanted to know what it was for, so I didn't ask. "When your finished, I want you clean your condom with your tongue before putting it back on the way I showed you to and pay close attention to what I'm doing because you'll be doing it yourself tomorrow dear." She handed me back the condom and began to fill the container with warm water, adding a few drops of a thick liquid from a small bottle. When it was full, she hung the container from the shower rod and instructed me to lie on the floor. Sandra rubbed some lube on the end of the hose and knelt down between my legs, "Now Kary, in case you don't know, you're about to receive an enema. After you have inserted this end in to your anus at least two inches, release this little valve and you should feel the water begin to flow." Sandra told me suiting action to words. "Then dear, slowly push the tube deeper and deeper until the valve makes contact with your cute little butt." I watched as my abdomen slowly began to swell. Sandra watched me as I began to feel the discomfort of being overly filled. Just when I thought I'd explode, Sandra stopped the flow and pulled me into a sitting position. "That's not so bad is it dear?" she said in a smug manner, "when it starts to feel like you can't hold it in anymore, make sure you turn the valve off and then expel the fluid. To be perfectly cleaned out dear you must repeat this process three times, every time. I will know Kary if you do not follow my instructions to the letter and you will be dually punished for such transgressions. Do you understand dear?" "Yes ma'am," I replied as I hung my head in shame at the embarrassment I felt at the noises my body was making. After repeating the process two more times, Sandra gave me a cloth and some soap and told me to clean myself up, put my panties back on and met her in her room again as quickly as possible. Sandra was once again seated at her chair, playing with a weird shaped object. She looked up and used the object to point at a spot directly in front of her. "On your knees," she commanded, "Do you know what this is dear?" "No ma'am." I replied meekly. "It's a butt plug. This one has a little surprise in it." She said as she handed the object to me. As I took it from her hand I notified it was attached to wire, I almost dropped it when she turned it on and it started to vibrate. Laughing, Sandra took it out of my hands and said, "Turn around dear and put your face on the floor so your pretty pantied ass is high and open." I did as she told me, I felt her hands on my back as she moved to my panties and slide them off of my butt so that I was exposed enough for her purpose. I felt the end slowly push into my opening, the deeper it went in the larger it got. I know it was only about four inches from the point to its widest spot and about three inches around, but it felt much bigger as Sandra slowly twisted and pushed it into place. Just when I thought I'd be ripped apart, I felt my ass muscles relax and close around the thinner base. Sandra pulled my panties over the base of the butt plug and told me turn around, but to stay on my knees. When I was facing her she turned on at max. Instantly, my body quivered and I thought that I would cum again. Then, just as quickly she turned it off and I couldn't suppress the moan that escaped me. Laughing at my discomfort Sandra said, "My, wasn't that fun, eh dear? By the look on your face, I'd say that you enjoyed it. I think that this should be a daily chore for you also Kary, after your enema I want you to insert this devise into yourself. But, I will be the one to control the pleasure you receive from it. Is that clear dear?" "Yes Ma'am." "Did you like it?" "Yes Ma'am" "Seeing that you have been so honest and obedient so far Kary, I believe you deserve a reward." Sandra stood and began to undo her pants. As she peeled the leather from her body the imitation penis that she had attached to herself with a harness appeared before my eyes. I then noticed that the bulb she used to clean up my cum was attached to the fake cock. It looked even bigger than it had felt. I wasn't sure if I was excited or scared of what she would do next. I was breathing hard, I felt hot and flushed, my erection was aching and I wanted to touch it. "Do you like my cock Kary?" She taunted as she waved it under my nose, "Beg me, Beg your mistress to let you kiss it." I looked up, "Please ma'am?" "Please ma'am what?" "Please ma'am, may I kiss it?" "Kiss what?" "Please may I kiss your cock Ma'am?" "Of course you can dear," She moved closer and let the head brush my lips and gave a little squeeze on the bulb. I felt the wetness as the fake cock moved across my lips. "You will be doing a lot with more than just kissing my cock tonight dear." She told me with a wicked sounding chuckle, "Lick up that precum you have on your lips and lick off the rest that you made drip from the end of my cock you nasty little slut." As I started to lick up my own cum that was draining from the end of Sandra's fake cock, I started to get really excited. I always wondered what it would be like to suck cock. Even though it wasn't a real one, it was close enough for my first. I was getting incredibly turned on by what Sandra was making me do. "Open your mouth girl, I want to fuck your pretty face slut." Sandra demanded. As I felt the head pass my lips I started to snort and my body shock as I came into the rubber I wore once again. Sandra grabbed a handful of hair and started to move her cock in and out of my mouth. After about a minute, she grabbed the bulb and said, "Get ready to take my load bitch," She squeezed the bulb and I felt her cum hit the roof of my mouth. She pulled the end away from my lips and shot a blast onto my face. I couldn't help myself, I grabbed her cock in both hands and tried to swallow it as she kept squeezing the bulb until there was nothing left. I kept on sucking on it as she sat back into the chair. Sandra sighed, "Oh baby, I knew you'd be a good cocksucker, Ken is going to love your enthusiasm. Just wait until you have a real cock between your lips, you'll never want suck on my piece of rubber again." Sandra was rubbing my head forcing more of her cock into my mouth so that I couldn't tell her that her cock would always be special to me because it was my first. I would suck her cock with as much enthusiasm as I would her pussy. "Yes Kary, you keep practicing while I tell you of what comes next." Suddenly the butt plug began to vibrate. My body spasmed and Sandra began to laugh, "My aren't we touchy, would you like me to tell you what I have planned for you next dear or should I just do it?" I didn't know what to do; Sandra was holding my head so that I couldn't get her fake cock out of my mouth to answer her. All I could do was nod. "Well, Seeing as you just nodded, I'll assume that you just want me to fuck your virgin ass." She let go of my head and with her foot, pushed me off her cock. I did keep one hand wrapped around it; I just didn't want to lose contact. Mean while the butt plug started to increase in its vibrating until I thought I was cumming again. Then, Sandra stopped it completely. With a sly look, she asked, "What do you want, Kary?" "I don't know ma'am, I've never done anything like this before, I'm not sure." I stammered. As soon as I looked down, Sandra hit the max button again. I lurched forward as my body convulsed and as I groaned, Sandra made sure her cock found my lips. With another handful of hair started fucking my face. Every time she pulled out, the vibes in my ass would decrease and as she tried to force her cock down my throat, the vibes jumped to max. I didn't even try to count the number of times Sandra forced my head down, but when I felt myself ejaculate again I felt my nose touch the flesh just below her leather vest I knew I would not deny her anything. Her skin felt as hot as mine. I couldn't stop shivering. I wanted to beg her to fuck my ass. "That was wild babe," Sandra cooed at me," Are you ready to tell me what you want Kary?" I nodded and moaned onto her cock. Sandra let my head go so I could answer her, "Yes ma'am." Part Three After I caught my breath and calmed down, which wasn't easy with Sandra playing with the controls of the butt plug she had forced into my ass. "Well," Sandra asked, "what do you want my pretty little sissy slut?" "I want you to do me with your cock Ma'am." I replied without looking up. "I think that you can do better than that," She turned the plug to max again and I started to shake. "And you will have to if you want it dear. But first, I think I would like some wine. Bring me the white wine and a glass. Hurry back dear." As I stood on shaky legs Sandra turned down the butt plug and placed the control inside the front of my panties. "No touching now. We need a longer wire so that I can control you anywhere in the house, any time." I heard Sandra's sly giggle turn into a vicious laugh as I stumbled down the stairs in my over frustrated state of mind. I moved as fast as I could so I wouldn't keep her waiting. I also had a feeling that Sandra was going to tease me for some time before she would take my cherry. When I once again, stood before her, she removed the control from my panties and motioned for me to kneel at her feet again. She used the butt plug control when I didn't get down quick enough for her. "Place the tray on the floor beside you and pour for me like a well trained maid should dear." Every time I tried to tip the bottle to pour, Sandra would max the butt plug. This caused me to spill some on the tray. By the time I filled the glass I'm sure that at least one quarter of the bottle laid on the spilled on the tray. "Dear, dear Kary, What should we do with such a sloppy Maid?" she smirked. "I guess you'll just have to lick it up." Somewhere inside of me a small little part of my old self screamed at the degradation Sandra was inflicting on me. But the new me was getting more turned on as I accepted every order without hesitation. Sandra slowly increased the vibration in my ass the closer I got to the tray and as my tongue made contact with the wine it was on max again. Every time my tongue reached out to the tray, she would hit the max button, and then shut it off completely when I lifted my face from the tray to swallow. After about fifteen minutes my body felt like I was having convulsions, I was sure that I had cum in my panties at least once, But I was so excited I couldn't be sure. Just as I had gotten the tray as clean as I could, Sandra reached for the bottle and poured some more onto the tray and laughed while filling her glass. "I know you were enjoying your wine as much as I enjoyed watching you lick it up dear. Besides, the wine will help loosen you up for the night's highlight." As I bent to resume my licking Sandra slapped my ass and demanded, "Where are your manners slut." Followed be several more slaps. "Thank you Ma'am," I blurted out in pain and surprise, "I'm sorry ma'am, I won't forget my manners again, I promise." With one final slap, Sandra pointed to the tray and laughed evilly at my subservience. It seemed to take even longer this time to clean the tray. Sandra still kept me on the edge of sanity with the controls of the vibrating butt plug. When the tray was cleaned to her satisfaction she used a toe to straighten me up. Once again Sandra fixed me with an evil glare and said, "Tell your mistress what you want slut. Beg for it." Without a thought I replied with a nervous pleading voice, "Please ma'am, will you fuck me with your beautiful cock? I want your cock inside of me, I need to feel your wonderful cock inside of me ma'am." "Well now my sissy slut, since you have put it that way, I think I could oblige you. But first there's something I'm sure you need to attend to." She pulled me towards her rubber cock again, "Better get it nice and wet for that virgin hole of yours first. I wouldn't want to hurt you too much your first time." She used her toes to slide my panties to my knees, and then pushed my mouth away from her cock. She removed the bulb and pointed to the condom. I had cum so many times that it looked like I had a water balloon tied to my crotch, Slowly she slid it off saving all but a little, with a sly grin she filled and replaced the bulb. She handed me back the condom and watched, as I licked it clean without hesitation. Moaning, Sandra breathed throatily, "You don't know how hot that looks slut, if this cock was real, it would be shooting all over your face right now." With that said she rubbed the end across my lips and squeezed a small amount of cum out. Without thinking, I licked the end of her cock and she rewarded me with another squirt. I was really beginning to enjoy being a cocksucker and forced as much cock down my throat as I could before Sandra pushed me away. "Don't worry lover," she cooed, "I'll want to cum over your face after I take your cherry and give you a fucking like you never dreamed." Sandra walked to the bed and pointed. "Kneel here on the edge of the bed and don't loose your panties. I want to see them around your ankles so you have something to reach for." With nervous anticipation, I crawled onto the bed. Sandra forced my face down until my shoulders were flat on the mattress. Slowly she rubbed the end of her fake cock up and down the cleft of my cheeks. My body shuddered every time she pushed on the butt plug. Suddenly, without warning, Sandra twisted and pulled out the plug and drove her rubber penis into my ass before the muscles could contract. I muffled a scream into the mattress and my knuckles turned white as I grasped the blankets in my fists. My ass throbbed around her cock and I feel myself clenching and releasing it as I waited for Sandra's next move. "Did that hurt sissy?" she said in a mocking voice, "Poor little slut, didn't you know there is always a little bit of pain when a cherry is involved." She laughed and rubbed my back and ass cheeks for a moment. When she noticed that I had begun to relax, she slowly began to move. First I felt the pressure in my ass ease as Sandra withdrew, then she pushed against me until I flinched. "It's going in rather quicker than I thought Kary, I didn't think you'd take half of my cock by the second push." I remember feeling proud as she spoke, I knew how big her fake cock was and I wanted it all. Even though I felt like my ass was on fire, I was so turned on I knew I could bear the pain. Sandra withdrew slightly, and when she started to push in again I met her thrust. I groaned as my discomfort grew, but I couldn't help but push back harder. "My Kary you really want your ass fucked, don't you slut?" she laughed. "Yes ma'am, please." Sandra laughed again and started to move in and out, driving the rubber cock deeper and deeper with every thrust. I felt a combination of pain, then a sensation I can't describe even now, as she pulled out slightly. When I finally felt Sandra's hot flesh contact my back, I felt her hips shake. "Oh God Baby I'm cumming," Sandra yelled, "Ugh, I'm really going to fuck your ass hard now." Sandra started to slam into me; she would pull her cock out until it was just touching my anus, and then drive it back into the hilt. Every time I felt her stomach slap against my ass, my body convulsed. I don't know how long it lasted, but the last thing I remember was my body going numb and falling flat on the bed shivering from head to toe every time Sandra moved. I couldn't even talk. I just panted along with Sandra who fell with me. Driving deep into me. She wrapped a leg under me and helped me so that we rolled onto our sides with my first cock still buried deep inside. "Oh ma'am, you fuck so good." I sighed. Gasping for breath, Sandra whispered into my ear, "You're a good fuck slut, but just wait until Ken gives you a piece of real cock." I quivered at her words; I got excited at the prospect of a real penis inside of me. Wondering if there would be a different kind of sensation. I remember seeing the bulge in Ken's tight swimsuit last summer at the beach when Sandra was teasing him. I couldn't remember how long it was for sure, but I was sure that it was thicker than the one in me now. My body shivered again at the thought. Sandra slapped my ass cheek saying, "You're such a wanton, little slut Kary, are you still cumming?" I just groan as she pushed me off and away from what I knew I could never live without again. Sandra sat up on the edge of the bed, "Get up you lazy thing," she demanded, "You're not finished yet." She grabbed me by the hair and pulled me off the bed until was once again on my knees in front of her, facing the center of all my desires. "You still haven't got your reward," she said with a grin, "Come and suck it out, Kary, show my cock how much you liked getting fucked by it dear." Without a thought I engulfed as much as of the rubber penis as I could. I don't even remember the taste or smell, or if there was any. I didn't care. I just wanted to please the penis that had given me such pleasure. I wanted to give my all for Sandra. I wanted it to last for as long as it could. I sucked and buried that cock deep into my throat for about ten minutes before Sandra spoke again. "Kary, you're such a dirty li'l cocksucker," she groaned, "You make me so hot, I think I'll cum in you're mouth." I moaned around her cock, when I had only the head left in my mouth, Sandra squeezed the bulb as hard as she could. Suddenly my mouth was filled with my own cum. Leaking past my lips to run down the sides of Sandra's fake cock. Before I could swallow it all she blasted it again and again until there was none left. "Don't forget to lick up the drippings dear. You don't want anyone to think of you as a messy cocksucker do you?" "No ma'am." I replied "Good girl and when you're done we'll get you ready for bed." The trip downstairs to my room, ten minutes later was an ordeal for me. Not only where my feet and ankles sore from not being accustomed to wearing high heels for such a long time. I felt more than a little bowed legged from the intense fucking Sandra had given me. The first order of business was to wash off my make-up. Sandra had made sure I had everything a girl would need to keep her skin clean and healthy. She also stood by to instruct me in proper hygiene. Next, I was told to undress and as I started, Sandra went into my new room and came back with a white see through teddy and matching panties. But before she gave them to me she pointed to my crotch, I knew what she wanted me to do. "Yes ma'am." I replied meekly. Once again I removed the condom and cleaned it out with my tongue. I watched as Sandra's eyes smoldered and her face flushed. I'm not sure which one of us enjoyed it more. "The first order of business for you in the morning dear will be to give yourself an enema and then shower." Sandra went on very business like. "Then you will wash all of the lingerie that you have worn, including sleepwear. Tomorrow, you may wear a track suit over your lingerie, but only because the children will be present." I listened carefully, I was sure Sandra was just waiting for some reason to punish me. I followed her to my room and stood by the bed waiting for her to continue. "Every night you will insert this into yourself, it is connected to the alarm clock." She said holding up a slightly smaller plug with a wire attached, "Turn and bend over and I will help you tonight." I did as I was told, the cold butt plug hurt slightly as Sandra forced it into my very tender ass. When I let out a whimper and jumped, Sandra slapped me on the ass. "Don't forget this dear, you must be up and ready before anyone else and this is your alarm." She gave me a stern look, "If you don't wear it, you won't get up in time, but then you might like the punishment. That's up to you." She folded back the blanket and twisted my butt plug and said, "Now get into bed, you've got a busy day tomorrow Kary. You'll need your sleep and I have some wonderful surprises to tell you about in the morning dear. Good night." "Good night ma'am." I replied half asleep. Sandra bent over, kissed my forehead and left the room. As I lay, waiting to sleep, I thought about those surprises. What would happen next, I felt a moment of dread. But as I thought of how much had happened in one short night. A warmth came over me. I would never be the same again. I didn't want to be the same again. I am now Kary, forever. Part Four I don't remember falling asleep, I remember thinking of how worn out my body felt from being used and how good that made me feel. I awoke with a tingling sensation that started in my anus and moved out through my body. It wasn't until I realized that the vibrations slowly started to increase in intensity, that I opened my eyes and saw the clock beside my bed. It was five A.M., my alarm was telling me it was time to get up. The longer I stayed in bed, the more intense the vibration in my ass became. The feelings and thoughts of the night before filled my head, I began to revel in the sensations I was experiencing when it dawned on me. If I were not ready when Sandra expected me to be, she would punish me. I could barely stand. My thighs felt like they were in a huge clamp that pinched me from knees to ass. They met, in the center that was increasing in intensity with every moment I took to find the end of the wire to unplug it just as my body began to shiver uncontrollably in an orgasm. I felt so weak I just crawled to the bathroom on my hands and knees. Hoping that a shower would sooth my spent body. When I turned on the light, I saw the container that Sandra had filled the night before to clean me out. There was a note attached: Kary, Good morning dear, I hope you have slept well? Today looks like a very promising day. I have laid out the clothes that you will wear this morning. We have much to talk about after you have prepared my breakfast. As I told you last night, you have many surprises in store. So get ready dear, your new life is about to begin. Your Mistress Sandra As I read the note, I realized that last night had forever changed me. I was suddenly wide-awake and ready to start my preparations for the day. After I gave myself the required enema and showered, I looked over the clothing I was to wear. Everything was white, hose, garter belt, high-cut panties and a shift that felt like there was nothing at all covering my upper body. Over it all was a tracksuit of gray, I felt a little sad when a pulled it on over the lingerie that I was wearing. It made me feel like someone that didn't want to be anymore. Next I made some coffee and toast and took it up to Sandra's room on a bed tray. Setting the tray on an end table I proceeded to wake her up by gentle shaking her shoulder. "Good morning ma'am, here is your breakfast." I tried to sound professional. "Good morning Kary, thank you." Sandra replied through a yawn. "Will there by anything else ma'am?" "Yes Kary, Sit on the edge of the bed here and just give me a chance to sip a bit of this coffee first." As Sandra drank her coffee the blanket slipped off revealing her breasts. I couldn't help but stare at them. They looked so perfectly shaped and firm, the nipples swelled from the chill air. I thought to myself, I wish I had breasts like those. As if she read my mind, "Do you like them dear? Maybe one day we'll get you some." Then she laughed when I turned red with embarrassment. "It can be done you know, but on to the more important things of the day, Are you wearing what you were instructed to wear girl?" "Yes Ma'am" I replied. "Close the door and let me see." I rose from the bed, shut the door and took off the tracksuit. "Great," Sandra smiled, "You look good enough to eat. Get dressed, open the door and sit down so that I can tell what the plan will be." She looked me straight in the eye, "That is, if you are still interested?" I looked away from her blushing again, "Yes ma'am, I want to please you and make you happy." "Good girl." She patted my hand and continued, "After lunch, I'm going to take the children to their grandparents farm for a month of summer vacation. That way, I'll have two weeks of uninterrupted training before Ken gets back. I want you fully prepared for his arrival. Also, I've spoken to your mother a few days ago and she thinks that I will need you to help with redecorating the house. So she has already agreed to let you stay here for the next little while." I was amazed at how well Sandra had it all figured out; all I could do was stare open mouthed. She smirked, "Close your mouth dear, it's very unladylike to stare like a dolt. Also, as your mother had confided with me several weeks ago that she would like to see her sister who is not well, I offered her a ride. Your aunt only lives about 30 miles out of my way so it won't be a problem and you won't have to worry about her popping over unannounced during your training. Any questions Kary?" she asked "No ma'am." "Great," she laughed grabbing my hand, "I think it's going to be a lot of fun, don't you dear?" "Yes ma'am." "I won't be back until tomorrow after noon, you'll have until then to decide if you really want to go through with this." "Yes Ma'am." I said, knowing already what my answer would be. "Good girl, if you want this as much as Ken and I do and I think you do if those blushing cheeks of yours have anything to say about it. I expect you to be ready for my arrival in full uniform. There is a list inside the closet door listing what to wear every day. Is that clear Kary?" "Yes ma'am." I couldn't help to show excitement in my voice. Sandra smiled and I think she knew that I would still be here. "After I leave, you may wear what ever you like for today. All I want you to do is keep the plug in your little hinny and turned on as much as you can stand it. There are fresh batteries in the kitchen if you need them and don't forget to put in your alarm tonight. Also I want you to save any accidents you have in this jar. I expect to see a good supply for my return." "Yes ma'am." I replied. "Oh, and one last thing," Sandra said holding out a small box, "I want this in your mouth, except when eating or drinking." "Yes ma'am." I answered taking the box and opening it I found a wide strap attached to a fake penis. It was about three inches long and about two thick. I looked up at Sandra a little confused at what she expected of me. "Silly girl," she laughed, "You put it in your mouth and put the strap around your head. Don't worry dear, I'll help you put it on before I leave." "Yes ma'am." I said wondering how it was going to feel having a cock in my mouth all that time. I also felt a little excited at the thought. It was a few hours later and the car was packed and ready to go. I was really excited about my new position and couldn't wait for it to begin. After the kids were belted in, Sandra made some excuse to run into the house, ordered me out of the track suit and made sure my gag was properly in place. I was now alone, I went to my room to inspect the closet and find something to wear. Sandra had put in a very nice array of dresses, all short and all tight. For now, I put on a black spandex mini and went to practice putting on make-up. I wanted to look my best for when Sandra came home. In the bathroom, I found another surprise, a blonde wig with a maids cap on it and a note: Dear Kary, I thought a nice wig would give you a more feminine feeling. You need not wear the cap, except with your uniform. You might find it easier to do your face without the gag, but be sure to replace it immediately. Also you'll find a nail kit, read the instructions and use it. I want to see long, lovely red nails when I get home. Have fun. Mistress Sandra I spent at least two hours playing with my make-up kit and was really enjoying myself. Trying different colors and shades. I couldn't believe how much more feminine my hands looked with long red nails. I would have played all afternoon, but was interrupted by the doorbell. At first I ran upstairs, before I remembered how I was dressed. Then I panicked. I didn't know what to do. The caller was very insistent and seemed not to be in a hurry to leave. After about five minutes of constant ringing I decided to take a chance of being found out and answer the door. I unhooked the penis gag and held it behind my back. I took a deep breath and opened the door saying; "May I help you?" in a voice I hoped would pass for a girl's. On the other side of the door was Steve. We went to the same school. He was a very attractive boy, I often found myself looking at him in the halls and on playing field. He was very athletic, and it showed on his lean and toned body. "My, you must be the maid Sandra told me she hired?" He asked as his eyes roamed up and down my body, "I need the key to the garden shed, I'm supposed to cut the lawn today." "Oh, yes," I mumbled, "Wait here please." I closed the door and ran to the kitchen, I felt more flustered than I ever had before and I wasn't sure if it was fear of being found out or the excited way his leering made me feel. Under the key was a note with my name on it: Kary dear, I take it that Steven has shown up, how nice of him to be prompt. Where you surprised? I hope you took off your gag before answering the door. That would have been embarrassing. I've heard that he's quite the girl chaser and I think that you should invite him into the sunroom at least once an hour to cool off and have some lemonade. Be polite dear and don't let things get out of hand, at least not on the first date if you know what I mean. There is a heavy elastic panty girdle in your bottom drawer, wear them just in case he makes a grab. They should hide your secret unless you get too excited and tell him it's your time of month. He may just have to settle for a hand or blowjob. I'll leave it up to you dear. Mistress Sandra P.S. I will expect a full report when I get back. I couldn't believe what Sandra was forcing me to do and how easily set up I was. But when I handed Steve the key, he grasped my fingers and gently squeezed. When I looked up our eyes met. He smiled and said, "Thanks, you're very pretty what's your name?" "Kary," I replied choking on the words as a tingling sensation over took my body, "Thank you, I'll make some lemonade for later." "That would be nice, thanks." As he turned to go to the shed I couldn't help but look as he walked away in his short cut-offs. The tingling that began when our eyes met started to get really intense and my breath seemed to catch in my throat. I thought I would cum by just thinking of the fact that he really thought I was a girl and he seemed interested in me. I ran to my room to change panties. I emptied out my condom and there must have been a teaspoon full of precum in it from all of the excitement I was feeling, plus a few drops I managed to squeeze into the bottle before I cleaned it out with my tongue. I changed into a gray cotton maid's uniform, it was about mid thigh and tight enough to help keep any wondering hands on the outside. The dress did make walking in heels a new experience, it was so tight on my thighs I could only take small steps. I almost had to crawl up the stairs. The combination of the panty girdle and tight cotton really made my bum stick out. I was starting to make myself tingle all over again. I made the lemonade and went to see were Steve was. He was still working on the front lawn. I looked at the time and noticed that forty-five minutes had passed and he was still not even half finished. A chill went down my spine thinking that I might have to walk out into the front yard where anyone might recognize me just to follow my mistress's instructions. I peaked out through the front room curtains and watched him work. Steve had removed his shirt and was sweating. I was getting hot looking at his shiny skin ripple as he moved about the yard. I couldn't help but turn up the control on my plug and wondering what his cock looked like, how it would taste and how it would feel inside of me. So there I was ten minutes later, not caring who might see me, opening the front door and walking out to call Steve in for some refreshment. After all, Steve didn't recognize me and in my over excited state I didn't really care about anyone else. I heard the lawnmower shut off as I was struggling down the front steps in my tight skirt. Looking up I saw Steve walking towards me, eyeing my progress and grinning. "Is it break time all ready?" "Yes," I tried to say as seductively as I hoped, "Come around to the sun room and I'll let you in for something cool." "I hope you'll be joining me Kary?" I turned at the top of the stairs to see him standing behind me looking at my butt, "Not if you stand there all day." When Steve looked up he blushed, then turned to run for the back yard. Watching him made my heart flutter and my knees felt like they were melting. I made the boy blush, wow. By the time I got the tray of lemonade, with some cheese and crackers Steven was at the door to the sunroom using his T-shirt to wipe off the sweat on his firm body. Setting the tray on the table in front of the couch gave me a chance to turn my back on him so that he could watch me bend over. When I looked back his eyes where as wide open as his mouth. Then I let him in. "Wow Kary, I don't know what's hotter, you or that sun out there." He said as he fell on the couch watching me walk towards him. I just smiled at him, feeling myself blush at his boldness. My hands were shaking with nervous excitement as I poured the lemonade. He seemed to look a little disappointed when I choose to sit in a chair across from him. He leaned forward, "So Kary, where are from? I don't remember seeing you around and I'm sure I wouldn't forget you if I did." My heart skipped a beat, what if he knew I was the guy that sat behind him in History class? "Out east." I replied "How did you manage to get this gig?" "I answered an ad." I lied, I was trying to think of way to get him away from questions that I had no answers for. "How did you get your job Steve?" I blurted before he could ask me anything else. "Oh, my mom and Sandra are cousins," he said sitting back and crossing his legs, "I can't get a full time summer gig because of summer school and it was either this or work for my old man." When Steven sat back, I noticed that the end of his penis had escaped from his shorts. "What is wrong with working for your father?" I asked as I kept glancing quickly back and forth from his face to his growing cock. "He's a slave driver." Steve sneered. That's when Steven noticed his exposure and he stood and reached into the front of his shorts to fix himself. I don't really know what came over me, but I reached out and touched his cock. Steve just froze with his hand in his pants. I was shaking all over, our eyes met and we both moaned at the same time. I couldn't help it I felt myself blush and giggled at my own boldness. Steven leaned forward and kissed me lightly on the lips. I curled my fingers around his cock and felt it throb as his tongue traced lightly along my jaw to my earlobe. I couldn't believe that I was actually touching his penis, or rather trying to pull it through the leg hole of his cut-offs. My free hand reached up to the snap and Steve kissed his way from my ear to my neck with little bites and sucks to burrow under the collar of my uniform to my shoulder. I pulled his jeans down just far enough to expose his member. Steve stood up straight and took a step around the table so that his cock was level with my mouth. With my right hand slowly moving up and down his shaft and my left hand squeezing his sack, I pulled my first real cock within inches of my mouth. "Oh God Kary," Steven groaned, "You make me so hot, I'm going to lose it way to fast." I looked up at him, smiled, licked the head of his penis and squeezed his balls. He came immediately his first volley of cum hit my nose before I could open my mouth. I managed to catch the next spurt and felt four or five more throbs and eruptions before Steve fell back to the couch. I leaned forward with him, keeping his cock inside my mouth and sucked the last few drops of his cum. As I felt his member soften between my lips, listening as his labored breathing slowed and became more even. I savored the bittersweet flavor of his semen. It didn't taste like my own but was similar. One thing I realized was how much making him cum excited me. I really enjoyed it and I would have been happy to feed on his cock all afternoon. Just then the phone rang and regretfully, I pulled away from his cock to answer the phone. "Hello." I said out of breath. "Kary," Sandra sounded stern, "That is not the proper way for a maid to answer the phone." "I'm sorry ma'am," I stammered in shock at hearing her voice, "I promise I won't forget again." "Well, we will talk about that infraction when I'm home. You sound out of sorts girl, did I surprise you?" "Yes ma'am, I didn't expect you to call." "I bet you didn't," she laughed, "Is Steve there yet to do the yard work?" "Yes ma'am." I answered blushing as Steven Kissed my check and rubbed my bum before going back outside. I felt a shiver run up my spine. "He's just going out to finish the front ma'am." "Really, I didn't think you would have the nerve to go outside in the front. How did every thing go dear, did you and my new gardener get along?" "Yes ma'am, I think he likes me." "Well, just keep your legs closed young lady, we're saving that for Ken and don't forget I want a full report when I get home." "Yes ma'am." I giggled. "It sounds as if you already have something interesting to say?" We both broke out in laughter and I felt myself blushing again as we said good-bye and hung up. I took the unfinished lemonade back to the kitchen and went to sit where I could watch Steven working to wait out the next hour. All I could think about was how good his cum tasted and felt in my mouth and how much I wanted more. I wondered what he was thinking as he cut the grass. I noticed him looking at the house constantly. I wondered if he would let me suck his cock again. I turned up the vibration on my butt plug and rub my legs together until I had an orgasm. Only thirty minutes had passed, but it seemed liked days. A plan started to form in my head. I went down to my room to see if I could find something appropriate to wear by the pool. I found a one-piece swimsuit to that hid my panty girdle, white shorts and a see through black shirt and went once again to take my vigil at the window. Finally, the front yard was done and Steve went to the back. I retrieved the tray from the kitchen and went out to the patio by the pool. "Ready for something cool?" I tried to ask as seductively as I could. "I'd love it, thanks Kary." He said as he looked me up and down and sat on a deck chair. I brought Steve over a glass and sat down on the deck beside his chair. "I didn't get a chance to tell you how great you were earlier," He said looking down at me, "I've never cum that fast before, you're really good Kary." I could feel myself blush and looking down I blurted out, "Well, it was my first time." "Are you kidding me." He said in amazement. "No, it really was my first time. I'm a virgin." I replied shyly "Wow, you could have fooled me. It was the best any girl ever did me." I looked up at him as he cupped my chin in his hand, when our eyes met he asked, "Did you like it as much as I did?" I could feel myself begin to blush again and my body began to shake with excitement. I just smiled and reached to rub the front of his jeans. I looked up into his eyes and said, "I liked it enough to do it again." Steven was sipping his lemonade and started to splutter, we both began to laugh. He set down the glass and pulled me up into his lap to kiss me. I felt his erection grow against my thigh as I received my first French kiss. We both started to breath in gasps. As his hand slid up the back of my shorts I started to get a little scared. I didn't want him to find out what was in my pants or in my ass. I slid to knees between his legs, and started to undo his shorts again and said, "You'll have to settle for this right now, it' just not the right time for me." "What ever you say Kary, You can blow me all you want." "Is that a promise?" I asked as his cock sprang free. "Anytime, any

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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...

3 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...

1 year 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...

3 years ago
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From Man to Maid

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. ...

3 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
2 years ago
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making a maid

When I was young, I knew I was different then the other boys in my neighborhood. Though I participated in their activities, I felt out of place, kind of like I didn't really belong. Often, I would make up excuses to get away and be on my own.At the onset of puberty, I became really confused. While the boys seemed to be only interested in the girls, I found an equal attraction to both sexes. This fact really put me on the outside, since at that time there was nowhere to turn for help or...

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...

3 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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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...

3 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
3 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...

1 year 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...

3 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...

3 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...

3 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...

3 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...

1 year 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
3 years ago
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Sex With My Hot Maid

Hi, Last month my regular maid went on holiday for 1 week. After 1 week she didn’t come so we got a new maid. Her name was sarika. She was around 30 years old. She was average looking slim and dark. She had small breasts. She had very less fat and her ass was a nice tight one. She would wear sarees or Punjabi suits. When I saw her for the first time my dick rose immediately! She wasn’t very good looking but her body was good! She was wearing a Punjabi suit and her ass was just awesome! It was...

2 years ago
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Forever Maid

He brought in the mail. As he looked through it there were 3 identical envelopes. One addressed to Josh, one to Mike, and his. The return address was just a symbol. He set the other two on the kitchen table for Josh & Mike, and opened his. Inside was an invitation to a Halloween party called "The French Maid Ball". Also, there was a credit voucher for a place called The Pleasure Pit. He had never heard of it. He looked back at the invitation again. The address of the party was in a...

3 years ago
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  • 23
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The Regents Maid

This is a role play between darknessmonger and Aurelié Catena It is written in third person so it can be read as a story instead of those roleplays that switch between characters. The rules of the game are: Aurelié decided on a torture that would break her and darknessmonger had 7 days to figure it out by noticing the hints on her reactions, and taking care of not overdoing and losing her. So, do you want to know who won? Read on. Introduction Aurelia is a maid at the Regent’s castle. At least...

3 years ago
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The Feminization Amy Maid

[ ] A long day of cooking for a group of angry men who are all big brutes that make iron slabs all day had me horny and ready to beg one of them to let me suck him until he got hard like a iron rod and bend me over to fuck me deep in my ass. Yet I was to scared that I would be called a fag or worse. I came into my bunk to sleep and I had a toy that I was going to use under my covers to satisfy my needs for a man. It was not a good comparison. The room was occupied by me and three men that were...

1 year ago
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Unexpected Maid

Unexpected Maid It was 7 o'clock in the evening and I'd been looking forward to tonight. I'd got a decent excuse for a night out with the lads as my wife Hannah had invited about a dozen of her friends round for wine, nibbles and probably a bit of Singstar as the evening progressed and the alcohol flowed. I was happy to get out of the way, meet the guys, probably go for a few beers and a curry. The gathering wasn't due to start for another hour so I was idly browsing at the PC...

2 years ago
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How I Became an Asian Maid

"Great. Just fucking great..." I muttered to myself as I banged my head against the steering wheel in frustration. My name is Jake Francis and I've been having a terrible week. So terrible, in fact, that I feel close to losing my mind. First the girl I've loved for two years broke up with me, then earlier this week my father died of old age. My mom had already died a long time ago ago, so apart from some distant relatives I never talk to I'm the last remaining member of...

3 years ago
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Mallika sherawat8217s maid

Hi, Hello everybody. This is a sequel of my first story Erode’s mallika sherawat in the couples category, this all started due to an accident. And I also forget to tell the aunty’s name in the story, her name was kalpana. We have fucked three to four times in those two days when she was all alone but afterwards there was no opportunity for us to enjoy each other, but at that time we enjoyed talking on the phone whenever she find time she used to call me and many a times we enjoyed phone sex in...

3 years ago
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The Maid

I was tasked to host a dinner party for the president of the company coming to Los Angeles from New York. He was here to see how the West Coast office was doing and if they needed anything in light of the economic downturn the country was going through. They had already closed one of the Midwest offices in St. Louis and broken that office up, sending the personnel to the other offices elsewhere. Obviously, my boss, Mr. Chapman was not interested in moving away from the sunny California home he...

2 years ago
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The Maid

I was tasked to host a dinner party for the president of the company coming to Los Angeles from New York. He was here to see how the West Coast office was doing and if they needed anything in light of the economic downturn the country was going through. They had already closed one of the Midwest offices in St. Louis and broken that office up, sending the personnel to the other offices elsewhere.Obviously, my boss, Mr. Chapman was not interested in moving away from the sunny California home he...

Uniform
4 years ago
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Blackmailed And Had Sex With A Virgin Maid

Hi, friends, my name is akshay .I’m from hyderabad.I love to fuck young and married women .I have long dick and stamina to satisfy a woman. They love to share their bed with me. Want to have sex with me you can message me at I am akshay, my dick is around 7-inch .I have an athlete body. Because I love fitness exercise and maintain my body.I had many encounters with school girls, young and married women.They always love to share there body and bed with me.   Coming to the story.This story is...

2 years ago
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Remaid

Re-maid By Lady_in_Waiting "How many times do I have to tell you to clean your room?!" Michael's mother stood in the doorway looking very upset. "If I have to tell you one more time, you'll regret it." "OK," said Michael. The usual response. He sat at his computer, talking to his girlfriend, Laura. He spent nearly all of his time there, talking to her. Michael didn't have time for things like cleaning his room. His mother stormed...

2 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...

2 years ago
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The Maid

This story takes place many years ago where there were large mansions,and the owners hired many servants to help out in the household. There was a young woman named Alice that lived a troubled life in herc***dhood. Her parents kicked her out into the streets, because she was atroublemaker and they could no longer take care of her. So Alice didanything to have clothes to wear and food to eat. This meant she got intotrouble with the law. So she spent many years in prison. Every time shewas...

2 years ago
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The Ruined Maid

Don Clarke walked on the sidewalk that ran along the Happy Hills strip mall. Don was the only owner the building had never known. He had built it on the grounds of a shuttered tire factory 14 years earlier. Ever since he had it built, it had been a gold mine for him. It was, however, just one of his many lucrative ventures. Don had built up a fortune over the years through land speculating, and there was nary a man better at it then him. He knew the value of a dollar better than anyone....

2 years ago
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Alice the New Maid

This story takes place many years ago where there were large mansions, and the owners hired many servants to help out in the household. There was a young woman named Alice that lived a troubled life in her childhood. Her parents kicked her out into the streets, because she was a troublemaker and they could no longer take care of her. So Alice did anything to have clothes to wear and food to eat. This meant she got into trouble with the law. So she spent many years in prison. Every time she was...

Spanking
3 years ago
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My first night as a Maid

I sat up slowly and streched my arms out wide as i sat on the sofa, groaning a little as the aches released, and caringly draped my arms around the gorgeous boy next to me. Kyle, my boyfriend for a few years now, was sitting beside me, with me resting my head on his lap only a few seconds ago. I loved lying like that, curled up just next to him, feeling so safe and protected. I gently rested my head now on his shoulder, closing my eyes from my sleepiness. Maybe i should describe us first of...

2 years ago
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A New Sissy Maid

Chapter 1 It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told...

1 year ago
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A New Sissy Maid

Chapter 1 It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told himself,...

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