Note: This story was dynamically reformatted for online reading convenience. Title: Training Author: Missy Cum Slut (wearinglingerie10@yahoo.com) This is one of my much earlier writings that I never finished. Please bear with me and forgive any improper language arts, I may have commas where they should not or run-on sentences or whatever). Now for the disclaimer: This story is for entertainment purposes only. It is not to be used by any commercial web sites or businesses. Person(s) do not have my permission to modify the story at all. This story is a work of fictional art and intended for adult entertainment. It should not be accessible to children or person(s) under the age of eighteen. My stories may include, but not limited to, extreme fetishes, bondage, Dom/submissive, incest, underage/extreme underage, water sports, public sex, exhibitionism, etc... At no time, do I ever condone the actual REAL Life acts of any sexual act that has been deemed illegal by your government including but not limited to, underage sexual acts with minors or incest....you will most likely end up in jail. **If any of the above mentioned offends you, then I would apologize for any offense & recommend that you stop reading and have a great day.** This story is an original piece of work and cums from my imagination as well many among many inspirations of the countless erotica stories that I have read over many years. I would like to recognize some of, but not limited to, my favorite authors of Frank McCoy, C.D.E. Cuckold, Cuckold Wimp John, Kristen and all of the countless authors of ASSTR.org. Thank you very much for inspiring me to branch out and give writing a try. Any and all similarities from this story to any others on the internet or written is strictly coincidental and I apologize in advance for it happening, I guess great minds think alike and have similar turn on's. I do hope that you enjoy and cum back for more. Comments are more than welcome. Title: Training Aurthor: Missy Cum Slut (wearinglingerie10@yahoo.com) The next morning I awoke with my new Mistress standing over me. She was wearing her light blue sheer robe that you could see right through. Under her robe she was wearing a black satin bra and matching panties. She had an expression on her face that was very unhappy. "You slept in!!" she said very sternly looking down at me. "You have been a very bad girl, get up and out of that bed!!" she said. I got up and stood in front of her. She sat down on the bed and grabbed my wrist. "Bend over my knee bitch; you need to be punished for sleeping in on your first day of training." With a pull of my wrist by my new mistress, I obeyed. I bent over her knee and before I knew it...SMACK...SMACK...SMACK!! I felt the sting of pain shoot from my pantied bottom. SMACK!! Then she stopped and began to massage my ass saying "you know this training will do you a lot of good in the long run, but this is not really the way to start your first day is it?" I replied with a whimper from the pain I felt that was burning from my ass. SMACK!! "Bitch, I asked you a question! Was it really the way that you wanted to start your first day of training?" she said. "No mistress." I replied, almost crying now. She began to massage my ass through my panties again. "Maid slaves get up before their mistress's in order be to ready to service them once they wake up" she explained calmly. "Now get up and go to the bathroom, we will begin your fem training." She said sharpening her tone of voice again. I got up still feeling the stinging pain that was burning on my pantied covered bottom. I walked over the bathroom, and waited for instructions. Mistress Jackie walked into the bathroom a few minutes after I had. I noticed that she carried some items in her arms as she walked into the room. She walked up to the counter and laid out the items that she was carrying, shaving cream, razor, make up and finally she placed an enema bag on the counter. "Well, here is where we start" she said. "We are beginning your training to be more femmine. I will show & teach you how to shave your legs & underarms, how to apply makeup, how to walk, talk and act more lady like. In time you will be very proud of your accomplishment of your training, I am sure of it. Now we will start with a shower, take off those panties and get in there" she said as she pointed to the shower stall. "Yes mistress" I replied. As pulled my panties down, the panties passed my asscheeks. I was again reminded of the pain that I was feeling from my spanking earlier. After my panties were nothing but a lovely pile on the floor, I stepped into the shower stall. Mistress Jackie turned on the water and informed me that I should always use a warm water to help soften my skin. I grabbed the soap and was about to apply it to my skin, when Mistress Jackie interrupted me. "No, No, No you will from now on use a body wash to further enhance the feminity of your skin. It will also make you smell better." She said as she reached for the body wash that was sitting on the shelf. She applied the body wash to the sponge and handed the sponge to me. As I rubbed the sponge over my body, I felt the soap lather up. I smelt the sent of roses that the soap provided. "Now I want you to pay extra attention to your little cock clit, and wash your pussy ass." She said as she watched me take my shower. "Yes mistress" I replied. After I rinsed off all of the body wash soap, Mistress Jackie reached for the shaving cream and squeezed the nozzle of the can. She allowed a small pool of the cream to collect in the palm of her hand, she then rubbed them together and I saw the lather of the shaving cream form in her hands. "Now I am only going to show you how to shave your legs and underarms just this once, so pay attention. One of your regular duties, as the maid, will to shave my legs, underarms, and pussy." She said as she applied the shaving cream to my legs. After the lather was applied, she reached for the razor and began at the top of my toes and moved in long strokes up towards the top of my leg rinsing the razor after each stroke in order to ensure a clean blade. She then repeated the same process on my other leg, underarms, and chest. Mistress Jackie now looked up at me smirked. She then put another small pool of the shaving cream into the palm of her hand and lathered it up again; she then applied the shaving cream to my genitals. I began to sweat as she reached for the razor, sensing my fear; she looked back up at me and smiled. "trust me, it will all be okay." She said calming me down. She applied the razor and again rinsed after each stroke. She was extra careful when using the razor to shave my balls. "Now, that was not that bad, now was it?" she said as she finished shaving my balls and underside near my pussy. I felt the warm water splash against my skin as I did a final rinse, which seemed much softer now and more sensitive, and then I stepped out of the shower. "Now shave that face of yours, all of the pretty ladies are very careful not to have facial hair. So shave." She said. I stepped up to the mirror that was above the counter and applied the shaving cream to my face, just like I had done repeatedly throughout the years. After I shaved off all of my facial hair, Mistress Jackie sat me down on the toilet. "Good girl, nice and smooth all over. Very femmine." She said smiling. "You will shave everything your face, legs, underarms, chest, and yes even your little cock clit every 2 days to keep your femmine appearance." She said pointing to each section of my body as she listed it. "Any slacking will lead to punishment, do you understand?" she said. "Yes mistress." I replied. "Good girl." she said smiling. Mistress Jackie took the enema bag off of the counter and filled it with water. "Bend over the bath tub and stick that cute little slut ass in the air" she said. I bent over and I felt the nozzle of the enema hose touch the tip of my anus. After rubbing the nozzle a little while I began to relax and I felt it enter me. "Now, just relax" Mistress Jackie said pushing the nozzle deeper into my pussy. "Now I want you to hold as much as you can in, do you understand?" she asked. "Yes, Mistress." I replied. I felt the warm water rush up into my body as Mistress Jackie loosened the valve on the hose. I could feel the water fill me up and try to over flow, I tightened my stomach, and tried to hold as much as I could. After a few minutes, I made a noise that I could hold no more. Mistress Jackie read my body language and pulled the nozzle out, I held it and went over to the toilet and expelled the water, cleansing my pussy. After I was finished, Mistress Jackie praised me with a kiss and then reached for the makeup kit that was also on the counter. I was instructed to sit on the toilet and close my eyes. "now it is time to make you look pretty, now I don't expect you to be able to do this yet, but in time you will." She said as she opened the foundation. After applying the foundation, she continued to apply makeup to my face, which included eyeliner, eye shadow, a slight amount of blush, pink lipstick and liner, finished with a pink lip gloss. "Done" she said smiling and nodding. I got up and went over to the mirror; I looked and saw a beautiful female face staring back at me. "Go into the bedroom and get changed into your uniform, and be careful not to mess up your makeup." She said as she walked out of the bathroom. As I walked out of the bathroom and headed towards the bedroom, I felt smoothness feeling of having no hair on my legs, cock & balls, it was incredible. They felt so smooth and silky, my cock stirred with excitement. As I walked into the bedroom, I saw my uniform already laid out on the bed for me. I put on the panties, which were lacey pink satin, and then the lacy black garter belt. I felt the smoothness of my legs once again as I pulled my stockings over each leg. I noticed how much more easily the stockings went on, after my legs have been shaved. I attached the stockings to the garter straps. I carefully pulled the blouse of the uniform over my head, and then pulled up my short skirt. I zipped up the zipper that was in the back. I walked into the living room and saw that Mistress Jackie was sitting down on the couch waiting for me patiently. "Come here and sit next to me, it is time to go over the rules." She said patting the seat of the couch next to her. I sat down and Mistress Jackie handed me a piece of paper. As I looked and read the paper it said the following: THE RULES OF SISSY MAID SLAVE JENNIFER: Any rule breaking results in punishment 1. You must obey all orders immediately that are given by me or any other person/s without question. 2. You must wear panties whenever dressed in clothing, even under your male work clothing. 3. You must serve myself and/or guests breakfast, lunch, dinner & snacks before yourself. 4. You must wear the required maids' uniform when ever at home cleaning/serving at some other location. Exceptions: 1. When family comes over 5. You must accept punishment, whatever it may be. If you agree to the above statement/s, please sign & date on the line below. Legal Name / Maid Slave Name ___________________________¬_____ I signed the rules and handed the paper back to Mistress Jackie. "Very good, now it is time to go eat breakfast." I got up and went to the kitchen. I made breakfast and then served Mistress Jackie first. I then went cleaned up the breakfast items and ate my breakfast. When I was walking into the living room Jackie told me to come to the bathroom to continue my training. Jackie had me sit on the toilet seat. She spoke softly to me showing me each piece of make up and how it was applied. She then told me to sit still while she applied the make up to my face. She chose a pretty pink lipstick color and then applied that to my lips. "I hope you are paying attention to how I am applying this make up to you, because I am only going to be doing this a couple of times. You will me the one responsible for applying your makeup after that." She smiled even wider as she finished applying the makeup and lipstick. "I think that we will not get a wig quite yet, but have your hair stay the same. I want to see that you can tell that you are still a guy, a sissy. "Yes mistress." I replied. Jackie raised a hand and touched my cheek. "You are very lovely and pretty, Jennifer." She said admiring her work. I stood up off of the toilet seat, and looked at my reflection in the mirror. I was amazed at what I saw staring back at me; it was not my usual self. Instead of a young blonde haired man, I was staring at the face of a young beautiful girl. My facial features had been altered with the makeup to highlight my cheekbones, pink lipstick to brighten the contrast of my lips, blue eyeliner to bring out the blue in my hazel eyes. My hair was still styled the same, combed backwards. My combined appearance, the makeup, lipstick, and my hairstyle made me appear to be a lesbian or a prostitute with really short hair. "Hello Jennifer, nice to meet you." I thought. I went about the rest of the day cleaning the house, doing the dishes, and vacuuming. Mistress Jackie was watching T.V. in the evening when a sudden knock at the door sounded. I should not need to tell you that I panicked. "Well, see who it is!" said Jackie sharply. "I can't, not the way that I am dressed!" I exclaimed while holding out my hands showing my maids uniform. Jackie suddenly looked at me with such a stare that could have melted away ice. The knock at the door continued. While still staring at me, Jackie said in a sharp tone "I said see who it is!" I was about to protest again, I mean I did not want anyone to see me in this kind of way. Sensing my hesitation, Jackie said in a sharper voice "I SAID SEE WHO IT IS, NOW!!! YOU'RE THE MAID REMEMBER!!" I went over to the door and took a look into the peephole in the middle of the door, I saw Jackie's friend named Jessica waiting patiently. "It is Jessica" I said as I turned to look at Jackie. "Oh, yes I have wanted to speak with her. Please see her in." Jackie said. I opened the door and stood there in my uniform embarrassed. Jessica's mouth fell open when she saw the sight that stood before her. I lowered my head in embarrassment and moved out of the way so that Jessica could enter the house. Jessica stepped in but still remained near the doorway staring at me. The silence only lasted for about 5 seconds, but seemed much longer. Jessica finally broke the silence by asking the question that I knew that she was going to ask. "Jeremy, is that you? What on Earth are you doing?" she said not letting me answer the first question. When I was about to respond, Jackie stood up. "Hi Jessica, please do come in." she said. "Oh, I see that you have taken notice to my new maid." She said gesturing towards me. "Her name is Jennifer, and she is my sissy maid slave." She continued smiling. Jessica's eyes looked over to me and then to Jackie and back to me. Jessica giggled and smiled as she looked over my body taking in the sight of me in the black French maids uniform trimmed with lace. "Is he...I mean, she, wearing lingerie?" inquired Jessica looking at my skirt and legs. "Yes she is." Jackie answered. Jackie looked at me. "Jennifer, Lift up your skirt to show Jessica your lovely lingerie, then turn around to provide Jessica a great look at your outfit. Jessica moved towards the couch and sat down. I followed her and stood directly in front of her. I lifted up my skirt...