Note: This story was dynamically reformatted for online reading convenience. WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are under age, PLEASE DELETE THIS FILE NOW!!!! ARRANGEMENT WITH MISTRESS TINA - CHAPTER 1 ________________________________________________________________________ WARNING: This story is fiction and should be treated as such. The following story and subsequent chapters and/or revisions are for the entertainment of ADULTS ONLY and contain descriptions of explicit sex. If you are not an adult or reading stories involving fetish related sex upsets you, DO NOT READ any further. If it is illegal in your location to access or read such material, DO NOT READ it. This is a copyrighted work. Copyright 2012, by Krissy. Reposting, publication or any other use of this work is strictly prohibited without the express, written permission of the copyright holder. Please DO NOT remove the author information or make any changes to this story. All rights reserved. Thank you for your consideration. DISCLAIMER: ALL characters are fictitious. Any resemblance to anyone either alive or dead is purely coincidental. Please send me your comments! ___________________________________________________________________________ "Arrangement with Mistress Tina" - Chapter 1 by Krissy *** The first chapter in an ongoing story about a young widow who transforms her male friend into her personal sissy maid, play thing and all around slave. As the story develops new characters are introduced as Mistress Tina increases her circle of kinky friends. (MF, FemDom, Humiliation, Consensual, Corporal Punishment, CBT) My arrangement with Tina was mutually advantageous. We happened upon it quite innocently one day over coffee. We were in our favorite local coffee shop discussing the common stressors of the day. She is in her mid-thirties and unfortunately widowed two years leaving her with two school aged children to raise on her own. Tina was doing a more than admirable job rearing her two small boys and running the household but admitted that she was frequently overwhelmed with household demands and sometimes felt lonely while the children were at school. Tina, who was later to become known to me as Mistress Tina is a very attractive young lady with all-American good looks and genuine sex appeal. She is tall and lithe at nearly six feet with small perky breasts, a taut flawless ass and long legs. Tina's big brown eyes matched her below the shoulder length hair that she frequently held up in a ponytail. On this particular morning sitting across from me in a booth her hair was held up with a lavender scrunchie and she was warming her delicate hands by holding them around an oversized mug filled with coffee. "I swear," she said with a slight shake of the head. "Sometimes I wish I could afford a cleaning lady. It's such a pain in the ass trying to keep up with the day to day cleaning and all the laundry. I could probably swing it financially but I just can't justify spending the money on something like that. I would rather save it for a rainy day or to do something fun. You men have it easier." Tina shot an endearing smile across the table and tilted her head. "What do you mean?" I asked placing my coffee down on the table and reaching for the creamer. "Oh, I was just thinking out loud," she said with a wave of her manicured hand. "It was just something silly I saw on the internet. It was one of those strange personal interest stories. They're all over the place. Forget I said anything. I'm just rambling over here." Her clear complexion was a bit flushed and it was obvious that she was blushing. "No. Seriously, what was it?" I pressed playfully. "It was obviously something you thought was either funny or interesting. C'mon, what was the story about?" "OK. OK", she relented laughing. She put her coffee mug down and wiggled in her seat as she composed herself. Tina looked to her left and right to make sure no one was within earshot. For a moment I thought she was going to disclose the location of nuclear missile silos or something of equal importance. "Have you ever heard of those services where you can hire a pretty maid to come to your house and clean and she wears something sexy like a French maid's uniform?" "Oh, sure. I've heard about that," I confirmed in a matter of fact tone. "I always wondered if they really cleaned or if the homeowner just hired them as eye candy. Actually, I never thought it had much to do with cleaning houses." She looked at me from across the table with a raised eyebrow so I continued. "I saw a story on the news once. There was this cleaning service that charged something like $400 per hour. The lady who owned the company was interviewed and said it was all legit. She said her girls really did clean house. The only unique thing was that they did it while wearing sexy clothing. Sounded like bullshit to me. I had no doubt they charged $400 an hour but I figured that was just what the service charged to get the lady to your house. Then the customer would negotiate separately for `extras'. Who the hell is going to pay $400 an hour to have anyone clean house? I couldn't believe the lady who ran the company was stupid enough to give an interview. She was practically begging to get investigated and arrested for prostitution. Is that what you meant by guys have it easier?" I asked looking for the connection. "Well yes. Sort of anyway", replied Tina looking as if she felt a little foolish. "I mean I didn't think it through like you did. I was just thinking about the surface of the arrangement. No one provides that sort of arrangement for ladies. Its old fashioned thinking I suppose. Everyone seems to think that only ladies clean house and only men enjoy naughty eye candy. In any event, what I meant was the guys have it easy because if they are lonely and need their houses cleaned, they could call this service. They would have someone around to keep them company even it were just to talk or something and get the house tidied up. And as you said, they would also get something sexy to look at too. Like a sexy butt sashaying down the hallway with a dust broom." She smiled broadly and there was a glint in her eye. I weighed what I said to her next very carefully. Given my secret desires the conversation could quickly turn very embarrassing for me. After an anxious moment or two I blurted, "You know something? As pretty as you are you could have that too. In fact, you could flip the transaction upside down. You could get your house cleaned, make a few bucks and not lift a finger." She narrowed her eyes and asked, "Have what? I'm not following you." "Well," I began after taking a big gulp of coffee for courage. "There are guys out there who enjoy dressing up like sissy maids in uniforms or just sexy lingerie in front of women. Because they find it embarrassing, most of them won't do it with their wives or girlfriends. I guess their pride gets in the way or they're afraid it would be too emasculating for them. Since they choose to remain in the closet so to speak, they go to professional Dominatrices who cater to their special needs." Tina giggled eyeing me intently. "But I'm a single mother with two kids. I'm not a professional Dominatrix. I just want to get help cleaning my house. It wouldn't feel right taking money from someone to do it. Even if it were a guy like you described. It would feel like I was sort of prostituting myself. I wouldn't feel right about that." "I see what you're saying," I replied pensively. "But I bet you could find a guy willing to do housework for you in exchange for the privilege of doing it while dressed up and being treated like a sissy maid. You would be surprised how many guys there are out there who would jump at the opportunity to do that for you. You're really smart. You're gorgeous. Best of all, you're an honest and decent person." For a moment I felt that I was laying it on a bit too thick. I disregarded the notion and chalked it up to candor and honesty. I had known Tina for many years and she was all of those things and more. I picked up my coffee and peered over the rim before drinking. "Who knows? You might enjoy the eye candy too. And if you have a Dominant side, you'll enjoy bossing the guy around and he'll enjoy being bossed around. Best of all, you wouldn't have to do any more boring housework. Hell, you could probably have him run errands for you too. You would have more time to yourself. It could be a win-win situation for you and the slave." A curious smile played across Tina's face and my heart immediately began to race. Deciding to revert to a nonchalant tone, I added, "That is of course if you found the right guy." Tina's brown eyes went wide as she raised her cup to her lips and took a sip of her coffee. "Jeez! That does sound tempting. I would have more time to go to the gym. I've also been thinking of starting up my website design company again. A number of my old clients have been calling me. I've had to put them off because of time constraints. And they are damn good clients by the way." She glanced over my shoulder across the café seemingly lost in thought. She appeared to be considering the possibility of such an arrangement. Through sheer instinct my cock stirred in my shorts. After the silence hung between us and our coffees she shook her head shrugged her shoulders and said, "I suppose a girl can dream, huh? Something like that would never just fall into my lap. Seriously, how could someone like me find a guy like that? First off, it would have to be someone I know and trust pretty well. After all, I would be letting him into my house. It isn't as if I could put an ad in the local paper or anything. What would it say? `Local widow with two kids in search of sissy slave with low self-esteem to perform menial household chores for free.' It sounds even more ridiculous when I say it out loud." She formed a meek smile, shrugged her milky white shoulders again and added, "But I have to admit it. It does sound really, really tempting. It would be great to have someone else scrubbing my kitchen floors, vacuuming the carpets and folding my laundry. And it probably would be exciting to have a willing guy do it in frilly panties and high heels. This girl", she said placing her palm on the top of her chest, "Could sure use some excitement and entertainment in that department. That's for damned sure." Tina was beaming as she put the words to her thoughts. "Who knows? Maybe I could even have him or her wear make-up too!" Tina quickly glanced to her left and right fearful that someone may have heard her. With my hands placed flat on the table on either side of my coffee cup I looked her in the eye and said evenly, "You could make him wear anything you like. And I'm sure he would fall all over himself to make you happy and do whatever you wanted. You could transition easily into the role of a Dominant if you thought it was fun and something you were interested in exploring. A lot of Female Dominants are not professionals." Not wishing to reveal that I was as intimate with the fetish world as I was, I added, "I think they are called lifestyle Dominants. They are simply ladies who enjoy dominating and controlling slaves - male or female." Evidently, my plan of "dumbing down" my familiarity with subject was futile. She smiled broadly this time showing off her perfect teeth. "Now how do you know he would do whatever I wanted? You seem to know an awful lot about this stuff. What's the deal?" She reached across the small table and poked my shoulder gently with her finger. "C'mon spill it. You bought up this kinky subject. Don't leave me hanging with curiosity. Why is it you are you so well versed in this topic, huh?" Tina pulled her hand back and looked at me curiously. "Wait a second. I think I understand. You're into this sort of thing aren't you?" She folded her forearms demurely on the table and leaned forward. She lowered her voice until she was nearly whispering. "C'mon we're just talking here. I promise to keep it between us girls." She gave me another good natured poke and winked at me. Dammit, I thought to myself. I had a longstanding crush on Tina for years. Due to my kinky inclinations my fantasies always involved being her sissy slave and having her feminizing and tormenting me as a bitchy and demanding Mistress. I never raised the subject with her because I was embarrassed about my fetish. In fact, most submissive guys like were relegated to the anonymous fantasy world of the internet. It was even more embarrassing for submissive guys who got their rocks off being "forced" into wearing panties and high heels. What I said to her earlier was in fact quite true. Tina was incredible. More particularly, she was smart, pretty and honest. Given her natural beauty and the way she carried herself it was easy to imagine her in the role of a lifestyle Dominant. This coffee date quickly turned into a make or break situation for me. The door was open and the opportunity may never present itself again. Tina was a good friend. I imagined or at least hoped that the worse that could happen would be that she would laugh at me and simply decline my offer. We would never have to discuss it again. She trained her eyes on me expectantly. Knowing I had to say something or the moment would slip through my fingers, I blurted. "Yeah. I'm one of those guys who are into that sort of thing." "Hold on," she replied teasing. "What do you mean one of those guys? I want to hear you say it so we both know what you're talking about." Tina was half smiling. In fact, she was smirking and there was a playful edge to her voice. I cleared my throat, closed my eyes and tilted my head up trying to summon more nerve. When I opened my eyes and looked across from me Tina had not moved and continued to appraise me. I took a deep breath and said, "I am one of those guys who like dressing up like a slut and doing housework for a Dominant Mistress. I've fantasized about being your slave or sissy maid for years but never had the guts to say anything. It would be a dream come true if I could serve you in that way. Since I am self-employed and make my own hours, I have plenty of spare time to clean your house. Most importantly, I would do an excellent job. I would keep your house as neat as a pin. The only thing I would ask in return is to be disciplined, punished and trained to be the sort of sissy slave you would like to have and the one I would like to be. Simply stated, you would be the Mistress and I would be the obedient, eager slave." With my elbow on the table I rested my forehead on the heel of my hand and stared into my half empty coffee mug. "Damn, this is embarrassing." Despite getting it out as quickly as I could the confession left me feeling drained. I sucked in a lung full of air and waited for her reaction. "First off, don't be embarrassed," Tina said with gentle assurance. She tented her fingers in a point and rested her chin on them. "There is nothing to be embarrassed about. We're both adults and as I said we're just talking. Besides, it's just between us girls, right? I meant that. You trust me don't you?" "Oh, of course I do." It was very important to me that our mutual trust and respect remained intact. Truth be told, I needed more assurance than her. Such intimacies could devastate a professional career. She smiled as the waitress refilled her coffee selected a sweetener from the condiment holder. As she tilted the small package into her cup and stirred it in she said with an almost businesslike tone, "You present a tempting and interesting offer. Your `fantasy' squares with my own unexplored interests as well the need to have someone clean my house for me. Not to be too picky here but you will actually clean my house right? You're not just talking about skipping around the kitchen in in a corset and high heels with a feather duster are you? I hope you were sincere about keeping my house as `neat as a pin'. For better or worse, I would hold you to that standard. If you want to work for me in this capacity I expect some genuine effort and results." It seemed that she was actually considering the idea. I was overwhelmed and stuck between the urge to jump from my seat or get down on the floor and kiss her sandaled feet in gratitude. Fortunately, I took the more subtle route. "Absolutely, Tina," I confirmed. "As you know, I am a bit of a neat freak myself. My place is always clean. You've seen it a thousand times. I could do the same for you. And like I said, since I make my own hours with my writing I could work around your schedule." "Just to warn you", Tina added. "I've been putting off a lot of household projects. I need the windows cleaned. There are several closets that need to be sorted. I have tons of stuff to be donated. The bathrooms and the kitchen need to be detailed. The garage needs to be cleaned out and organized. I have some large projects to do in addition to the day to day stuff. I'm concerned that you may sign on then lose interest after you see all the work there is to be done." "I wouldn't let that happen. If it ever became too much for me I would tell you and we would work it out. I wouldn't leave you in a lurch". The slave in me wanted to make certain the conversation still included an understanding of the kinky and fetish angles of my proposal. "Besides, having you as a Dominant Mistress would be a great motivator." I simply could not help myself. Sitting across from her I pictured her wearing a leather bodice or cup less bra with matching thong and stiletto heels. My imagination was running wild. "Do you think you would be into being a Dominant? You mentioned that my fantasy was in line with your own unexplored interests. Is being a Dominant Mistress with a male slave one of those interests? Do you know anything about the fetish lifestyle?" Tina cocked her head to the side and looked up at me with mischief playing across her face. "Oh, I see that you were listening. I would think that is an excellent quality for subjugated sissy slave." She curled a wisp of hair behind her ear. "You asked if I knew anything about the fetish lifestyle." She placed her manicured fingers around the oversized coffee mug. "Truthfully?" she asked crinkling her nose. "I don't know much more that what I have seen in the movies and on television. But I have read dozens of articles and seen other interesting things on the internet. Needless to say, my curiosity was piqued." Again she looked around before leaning forward until her face was nearly across the table. "This much I can tell you for sure. I really liked what I saw and read. It seemed pretty exciting. After I read or viewed some of the material, I truly regretted being alone if you know what I mean." Tina was warming up to the conversation and continued evenly. "Being a sexy but bossy bitch sure as hell looks like a lot of fun. I'm guessing it can be satisfying on so many levels." When she broke off, her voice took on a serious minded tenor. "But what about you? Are you sure this is what you're looking for? To be treated like a slave and ordered to do whatever I want you to do? To do menial chores and skip around my house in panties, loin clothes or whatever humiliating outfit I can think of? And on top of that, you want to be punished if you don't do a good job, right? As a Female Dominant I would think I would be a pretty demanding bitch. You've known me long enough to appreciate how particular I can be as well. I like everything done just so." "That is precisely what I am looking for." I was beaming as I grew increasingly comfortable with the intimate conversation. "In fact, I would want you to punish me even it was just because you felt like it. If it made you feel good or got you excited you could come up with any trivial reason for punishing me. That is what attracted me to the lifestyle in the first place. I am a masochist and enjoy being punished and humiliated. I think you would agree that `forcing' a guy to wear lingerie and heels while he irons your clothes would be pretty humiliating for him." "I guess it would be!" Tina was laughing now. "I was just wondering", she continued. "How would I punish you? I mean, you're a grown man. How would that work? Practically speaking." "Oh. I see what you mean", I replied smiling. "I suppose you would have to start off by not thinking of me as just a grown man. I would be your sissy slave. I would be your property so to speak. As nothing more than a piece of property, you could order me to do anything you wished. In one moment you could order me to iron and starch your blouses. Assume you didn't like the way I hung your blouses on the hangar. You might order me over your knee and give me a sound spanking and then tell me to kneel in the corner with my nose pressed to the wall with my hands on my head. You could leave me that way for as long as you wished to consider what I did wrong until you decided that it was time to perform another chore. The possibilities are literally endless." "Wow!" Tina responded her eyes widening. "I suppose they are. Best of all, I wouldn't have to deal with day to day housework anymore. And you would work around my schedule, right? We would have to come up with some rules for you and I would have to learn more about being a Dominant Mistress and all around bitch. Between going to the gym and spanking your ass I'm going to get in excellent shape too." We shared a laugh as I pictured myself over her lap in a pair of red satin pulled down to my upper thighs as she slapped my bare ass cheeks senseless. "I really don't think you have to worry too much about getting in shape. You've always looked fantastic." It was true. In fact, Tina was even more attractive now in her mid-thirties than when I met seven years earlier. Her figure was toned and flawless. She grew into one of those gorgeous soccer moms who stand on the sidelines in shorts and a sweatshirt and enthusiastically encourage their kids. "Why thank you," she said curling a wisp of hair behind her ear. Then she smirked and pointed a finger directly at me. "Don't think for a second that hollow compliments are going to trick me into going easy on you. If you want to be my domestic slave, I am going to keep a very close eye on you and really ride your ass. Do you understand that?" The direction our discussion had taken was incredible. My longstanding fantasies were neatly unfolding into reality. "Of course I understand Tina," I responded eagerly. "And with all due respect I was serious about my compliment. You are extremely attractive. I've seen firsthand how you turn heads. It happens all the time. I've seen guys bump into walls all over town staring at you." She wiggled her sexy ass in the padded bench again and took another sip of coffee. "Well, thank you. But as I was saying, we will have to formulate some household rules for you to follow and educate ourselves on our respective roles. If we are going to do this we have to do it right. Otherwise it may all fall apart before we even get started. Do you know what I mean?" "Definitely", I concurred. "That makes perfect sense. I would really like to make this work. I will do my own research on being an obedient and useful sissy slave. I would also make it a point to learn more about household cleaning tips." It was important that I sold myself on being an efficient cleaning slave. Even though we were merely discussing initial details of our arrangement, my cock stirred in my shorts again as I anticipated the possibilities. Tina eyed me carefully and said, "It sounds as if you have already done some thorough studying and research. I'm assuming you did it on the internet, right?" I told her that was my reference tool of choice. "That's what I figured", she said leaning back against the booth's cushion. "This is what you are going to do. First, you're going to send me any useful links you can find on how to be a Mistress and own a personal sissy maid. Second, we're going to have to get you some appropriate clothing. Since we are about the same height, I may have some old things that will fit. We can buy whatever else we need. Something tells me we will need more than just clothes and cleaning supplies." She leaned in closer again. I could smell her perfume. "I've seen some pictures on the net. The Female Dominants wear some really cool looking stuff. Their dungeons looked pretty interesting too. Some of them had padded benches and crosses. Honestly, the thought of being in their position really got my juices flowing." Discussing this topic so openly with Tina was making my head swim. I could not believe the effect it was having on me. I had to fight off the urge to pinch myself to verify it was real. Tina rested her forearms on the table and interlaced her fingers. "Your first assignment as my sissy maid is to go to the counter and fetch me a toasted bagel with cream cheese, an iced tea and one sweetener. You may get yourself a glass of iced water with a slice of lemon. As my sissy maid you're going to have to slim down a bit and we might as well begin immediately." She leaned across the padded bench to her purse took out a lipstick and vanity mirror. Tina expertly touched up her lips with color and gloss before snapping the mirror shut with a click. She put the make-up items away and withdrew a small notebook and pen. Placing them on the table she looked up at me as if for the first time. "Are you still here?" she asked with incredulity. "I gave you my order. Now shake your pretty little ass up to that counter and get me what I told you. And now that I think of it," she added holding her pen in the air. "You can forget about ice for your water. It is getting too warm for that and you might find it more refreshing than you deserve. You only need tap water and lemon. Now move along while I take some notes sissy!" INTRODUCTION TO CHAPTER 2 Things moved quickly for Mistress Tina and me and before I knew it I was serving as her sissy maid and slave for nearly six months. She immersed herself into learning everything she could about the kinky lifestyle and quickly discovered she loved having a male sissy slave to tend to her needs. She joined a number of online groups and devoured nearly everything she read. She even joined some local, kink oriented groups and made quite a number of friends in the lifestyle. Mistress Tina became precisely what I had always longed for; a demanding, exacting and sometimes unpredictable Mistress. As promised, she and I went through some her old clothing and found a few items I was able to squeeze into without the seams bursting. For the first several weeks I cleaned her house in one of two of her skimpy "little black cocktail dresses", thigh highs, panties with garters and the only pair of heels I owned at the time. They were a 3.5 inch stiletto heeled patent leather heels in black. It did not take long to determine that I would need a whole new wardrobe as Mistress Tina's sissy maid and she made it a priority for the two of us to sit down and order the necessaries over the internet. Of course, she ordered a number of items herself as well. My search for appropriate clothing did not stop at the internet. Mistress Tina had me on the lookout for sales and bargains at local retailers as well. This lead to a number of humiliating visits to shopping centers and boutiques but I loved every minute of it. As with any sort of "employment" even that of a sissy maid, a schedule had to be formed. Through trial and error it was determined by Mistress that she required me to perform a minimum of 12 hours per week of cleaning duties. These were hours that I was required to be actually cleaning. It did not include time spent putting on my make-up, dressing, being punished or running her errands. There were generally four hours per week set aside for punishment, discipline and training so long as she had time and I was up to date with my chores. If Mistress's schedule was tight or she was simply worn out, my training sessions were curtailed as she saw these as optional rewards and privileges. I generally reported to her house for duty three days a week. Two of the three days were five hour shifts while the last usually a Friday, was for six full hours. My shift time did not include chores performed outside of Mistress's home. She had me run many of her mundane errands such as getting her car cleaned and filling it with gas. I was also responsible for picking up and dropping off all of her dry cleaning. She kept these items in a sack with a drawstring that hung from a hook in her walk-in closet. My duties included checking the hook at the end of each shift to see if there was something for me to drop off. Mistress Tina also gave me small grocery shopping lists for items she needed straightaway such as milk, butter or bread. She also made me her recycling sissy. Each week I returned all water and soft drink bottles for deposit. The funds were collected in a large plastic container labeled "Mistress Tina's Mad Money". We also tossed spare change in the container daily. The funds were used for the purchase of clothing, kinky toys and even BDSM furniture.