Agreed free porn video

The ride to Jessie's house in Pennsylvania had been normal, but the whole situation for the trip was quite different than our usual visits. We visited her parents often; I enjoyed their company and liked being able to just lay around and relax as well as visit nice restaurants, do some shopping, and sightseeing in Philadelphia. We'd done both winter and summer trips, so the time of year wasn't unusual. What distinguished this trip was that after we arrived, Jessie, her dad, and her siblings were leaving early the next day for a week-long snow skiing trip; her mother and I would remain at their house. Jessie loved to ski, as did all her family, and had made side trips when we came north in the winter. I never really liked it, and her mother had injured her neck and could no longer ski. So it did make sense in some way, although I had suggested she just go alone on the vacation. She insisted that the ski trip was only half of our normal visit duration and we'd have the following week together. So, I followed her lead. I had done more of that lately than ever before. About a month earlier, she had insisted I shave myself completely smooth and bought me a few pairs of lacey panties to wear to bed. At night she made a big deal of caressing me through the panties and generally becoming more aggressive sexually. She would position herself astride my face, insisting I bring her to orgasm orally, and then would masturbate me to my climax while I buried my face between her legs. This aggressive approach and in particular how she insisted I wear panties was exciting to me. I had always been a cross-dresser, and told her before we married that it was a big part of me. But until those actions, we had never done anything together when I was dressed. She said it made her feel uncomfortable, so I was thrilled with these changes. I didn't even question her why, but just did as she suggested since it was an improvement over our previous arrangement. I even agreed to continue to sleep in my panties once we got to her parent's house. I woke only briefly as she kissed me goodbye in bed; they were leaving around 5 AM so they could get to the mountains in time for a long day of skiing. I rolled over and went back to sleep, enjoying the first real day of my vacation. I knew her mom would wake me later, probably with the rich smells of coffee and bacon. As I expected, I could smell the aroma of fresh brewed coffee when I heard her mom calling up to me. Jane and I got along really well together. I guess raising four kids made her particularly good at interacting with younger people. She always seemed to like me and we had some really interesting conversations over coffee in the morning, as we were both early risers. I looked at the clock, 7 AM, good enough for me. Her second call out soon followed. "Time to wakeup sleepy head and come down for some coffee; we have a lot to do today and we really need to talk about it." "Okay, I'll be right down." I rolled over and put my feet on the ground. Rubbing my eyes I looked over toward the wall where my duffle bag had been. When we undressed last night, I laid my dirty clothes on it. But now, it wasn't there. So I got up and looked around the room, thinking Jessie might have put it in the closet, or under the bed. But I couldn't find it. Now I was starting to panic; all my clothes were in that bag and I only had a small flowery pair of boy short panties on. Maybe her mom had it. "Mrs. J. I was looking for my duffle bag but can't find it. Did Jessie move it? I hope she hasn't taken it by mistake. It has all my clothes." "We can talk about that over coffee. There should be a robe and a pair of slippers in the closet. Just put those on and come down here." I opened the closet and noticed a robe hanging on a hook in the back. It was a short kimono style in satin with a red and pink flowery pattern and trimmed in pink lace. A quick glance downward confirmed that it was an exact match to my panty. My heart started to race, as I knew this couldn't just be a coincidence. I slipped it on, tying the sash to cover as much of me as possible, but its short length hit only mid-thigh. The slippers were a wedge heel slide with a pink bow. Now I was really nervous, as I felt extremely vulnerable with my feminized appearance, but she called for me once again. Walking down the stairs was awkward with the heels and entering the kitchen I was trembling with fear and embarrassment. Jane looked up at me, smiled, and handed me a cup of coffee. "Here you go, cream and sugar, just the way you like it. I hope the slippers fit okay; Jessie told me your shoe size and I just looked for something in pink to match the robe. Have a seat; we need to talk, obviously." I took the coffee and quickly took a drink, almost wishing it had a shot of whisky or something strong to settle my nerves. I sat down at the table, and self-consciously crossed my legs, as the short robe rode up making my panty visible. I couldn't look at her directly and was mulling a wide array of crazy thoughts in my head, trying to understand what was happening. "Evan, you know I like to get right to the point, so let me explain. About two months ago, Jessie called me to talk and was real upset. She said she wasn't sure she could continue to stay married to you, as she was depressed about how your relationship had developed. She told me about your cross-dressing and how it affected her opinion of you. She still felt like she loved you and wanted to be together, but couldn't get the images of you in girl's clothes out of her head. She said it was really affecting her desires for you sexually, and she was afraid it was beginning to spill over into her everyday interactions with you. I told her I could understand, and I listened to her for a long time. Finally I told her I really didn't know a lot about cross-dressers, so I ask her to let me educate myself and then maybe I could offer a solution. So I did that; I looked online and talked with a couple of my doctor friends, and generally researched the whole issue. I came to a conclusion about her relationship with you and then we talked about it. I gave her my opinions and told her what I had learned. Then I suggested that she try a few things and see how they went. That is when she told you to shave and bought you the panties. I told her that most cross-dressers were straight, but often were submissive and needed some direction. Your enthusiastic response to the changes she implemented suggested we were on the right track. Although at first reluctant, she agreed that she could see modifying her relationship with you in the manner I proposed. So that is how you got where you are this morning. This week is to be one of training and preparation for a new life and a new way of relating to Jessie. I won't lie and say it will be easy, but I do think it is for the best, especially if you wish to remain her husband. I understand the dilemma you face with your cross-dressing, and know it isn't really something you could opt out of, even if you wished to. I also like you very much and I think it will be best for Jessie to keep you as her husband. However, if you don't want to continue with my proposed solution, then I'm ready to take you down to the bus station so you can go home. But you will need to pack up your stuff and leave because Jessie is prepared to file divorce papers if you are not still here with me when she returns. So I suggest you think seriously about your relationship, because the decision needs to be made quickly. As I said earlier, we have a lot to do if you agree to my proposal." She then got up to freshen up her cup of coffee and grab a tray of crullers, which she brought to the table. My mind was reeling from her speech. It was wild enough that Jessie had told her about my cross- dressing, but the fact that she now had a plan to train and prepare me for a new role in life was stupefying. I could only imagine what she had in mind and given how embarrassed I was to get to where we were, with me sitting here with her in panties, girl's robe, and heels, made me anxious about her plan. But I also knew I loved Jessie deeply, couldn't see living without her, and had really enjoyed the changes we had made during the last month. So I stopped worrying about consequences and made up my mind. "Mrs. J., I really love Jessie and want to stay with her. She has always been the best thing in my life, so I will agree to do anything to keep her. Is this plan, some sort of counseling or treatment to try to get me to stop dressing? I'm willing to agree to whatever you want." "Oh no, it isn't counseling. A quick look online told me that it is almost impossible to stop men from cross-dressing, especially by your age. My doctor friends told me the same thing. So this is more funneling your desires in a way that will be beneficial to Jessie and make your relationship work. So since you agree, I need to take the next step. Why don't you slip off that robe, walk a bit for me and let me see what I have to work with." I stood up, and slipped off my robe. As I did so, I felt my face flush and knew I was blushing profusely. But I continued to do as she asked and walked across the kitchen, feeling quite foolish. I could see her nodding her head with a smile on her face. "Well I must admit your body has more than a little feminine quality to it. You are slim, but could be a bit smaller, so I guess no crullers this week for you. It really helps that your hair is long, the way it hits your shoulders frames your face well. I always assumed you wore it long because of your liberal leanings, but now I better understand your preferences. You will need some work on your mannerisms, for example, try walking with a bit more swivel to your hips. Imagine a straight line on the floor in front of you, and place each foot on that line as you walk. Tuck your elbows in toward your waist, hold your forearms parallel to the floor, but let your hands fall loosely from the wrist. Also shorten your stride, there's no need to rush. You do seem comfortable in heels, which is a plus, since I will expect you to wear them often." I did as she described, and noticed an immediate change to my gait. It was decidedly more feminine, making my ass twitch as I walked. She had me walk across the floor several times and then told me to stop in front of her. "Now Evan I need to get your measurements, so stand up straight." Mrs. Jefferson proceeded to measure my body, getting shoulders, bust, waist, hip, rise, and inseam sizes using a cloth tape measure. She also confirmed my shoe size and dutifully noted it all done in a little notebook. Finally she came back around in front of me and sat down. "I only have one more set of measurements but they may be a bit embarrassing for you, but just remember I've raised two boys and have been married 29 years, so I've seen plenty of males in the nude. Also Jessie has already told me that you are on the small size, which is fine, so don't feel like it is a surprise." She then reached forward and gently pulled down my panty. I stood there as if I was a statue, both because I really couldn't believe this was happening and I didn't know what else to do. Taking the tape she got the length and circumference of my penis and measured the circumference behind my sack next to my body. Despite her warning, I blushed even deeper as she handled me; there was no excitement to it at all and I even seemed to get smaller as it went on. Finally she grasped the head and put it up against the narrow landing strip of pubic hair that I had left when I shaved myself. "Evan, I like the little design for your bush, but it needs to be trimmed a bit more. It shouldn't be any longer than the length of your penis. I'd say if you shorten it by half it would be about right. Also make it a bit narrower. I want you to go upstairs, take a shower, and get cleaned up, including trimming your pubic hair. But I don't want you to shave your face. I'll layout some clothes on the bed for you to wear. We need to go into the city today, so be quick about it." I followed her instructions, down to the tee. When I came out to get dressed, there was a plain pair of light blue panties, some navy stretch pants and a long square-neck sweater. It didn't fit exactly, but she seemed pleased when I showed her. She had changed into a smart- looking black check pantsuit and we both slipped on some boots and headed out the door. The drive to Philadelphia took about 40 minutes but it seemed to go quickly, as she chatted with me about what had happened at work, and at home since I last saw her - just like we had always done. Soon she pulled into a large brick building that by the signs out front was some sort of spa. I followed her into the first office. The receptionist was very friendly and greeted Mrs. Jefferson by name. A short conversation followed, with the gist of it being that the treatment they had discussed last week was to be done. The receptionist said it would take about 3 hours so come back for me at noon. I was a little panicked, which Mrs. J. noticed. "Don't worry Evan; I've just arranged some electrolysis treatment to remove your beard. It shouldn't be painful and all you have to do is lie back and let the skin technicians do their work." I nodded my head in agreement; secretly relieved that is was something that minor. I never like shaving anyway, so whether I went further with her other ideas, I could live with not having any facial hair. The technicians took me back to a room and over the next few hours, two of them worked diligently to zap each hair in my beard. Mrs. J. was right, the pain was minimal and in a way it was relaxing. Soon they were done, and I had time for a cup of tea before she returned. After she took care of the bill, we drove to a small diner to have a quick lunch. While we ate she made a couple of phone calls, we were on our way again. This time, we stopped at a beauty salon. I could see what was coming next. Another quick consult with the receptionist and I was again left to be worked on. A nice young lady took me back to her work station and soon she was putting a solution on my hair, which was followed by 20 minutes under a drier, and a shampoo. After the shampoo, she trimmed my hair, not taken much off, but I could tell she was giving me some bangs. She finished by rolling my hair in large curlers. With my hair in curlers, I was transferred to another girl, who quickly waxed my brows and pierced each ear leaving me with a gold stud in each one, before sending me to the nail technicians. Thirty minutes later, I was sporting bright red toenails, and half inch extensions on my fingers, polished in the same color. I wound up back with the first lady, who checked the dampness of my hair, put me under a drier for 10 minutes, and then removed the curlers to comb out my hair. After the rollers were out, she brushed and sprayed my hair till she was satisfied. Turning me around to face the mirror, I was a bit taken back. I knew I was getting a woman's hairstyle, but the color was much lighter than I expected and I was now a true light blonde. The color coupled with the loose wavy curls and the straight bangs gave me a look that I knew would not be easy to modify when I wanted to look male, e.g., at work. This was especially true when I looked at my new arched brows and pierced ears. At this point, I began to get worried, but I had agreed to the proposal, so I had to see where it took me. A few minutes later, Mrs. Jefferson showed up and we were off again. She had been shopping and had gotten everything but cosmetics. So the last stop was the cosmetic counter at Nordstrom's where we spent a good 45 minutes getting the whole range of products in appropriate colors for my skin. The saleslady took a lot of pride in doing my face and when she was done, I was surprised and a bit excited about how feminine I looked. I knew this was a major change for me, but as a cross- dresser, it was hard not to like how I looked. We then went back to Mrs. J.'s house where I took all the packages up to my room. Again a mix of excitement and fear filled me as I could imagine what was in the packages. Before I could open any, she told me to remove my clothes and put them in the laundry and go to her room. Although I had been nude in front of her earlier today, standing there again was not comfortable at all. She arrived in her room carrying some clothes, shoes, and several boxes. She put the clothes on the bed and opened one box. Inside were a couple of realistic looking breast forms. She took one out and pealed back the cover on the inside of the form. Pressing it against my chest, she had me hold it on with one hand. She then repeated the process with the other form, telling me to hold them there for a few minutes. She then sat down on the bed and opened a smaller box. "Evan, I have looked a lot of web sites about feminizing men and controlling cross-dressers, and almost everyone recommends this approach. I know it will be difficult and a bit humiliating for you, but it is essential for the training. I think once you get accustomed to it, you will be fine." With that, she reached out and began to slip a plastic ring over my penis. The shock was evident in my face, both from what she was doing and the tightness of the ring. She pushed the ring past my balls so it sat close against my body and then continued by inserting my penis into a tube which she worked down until she could attach it to the ring with a lock. Once everything was in place, she pulled and tugged it a bit until she was satisfied that I could not get out. "I think it is essential that your sexual relief be tied to good performances during this transition. This device is designed to prevent erections and only by doing everything Jessie and I ask will you be allowed out of it. I know you agreed to my proposition, but I want you to realize that it is far reaching and we will expect you to obey anything we tell you. Chastity is part of that and whether Jessie continues it or not, while you are under my training you will be restrained. I have also got your clothes for the rest of the day. I want you to get dressed and then join me in the kitchen where I will start your cooking lessons." As she left, I stood there in complete shock. Removing my hands from the forms, I could see in the mirror above her chest of drawers that they gave me a totally different look. But I was more interested in the chastity tube. I too pulled and tugged on it; I even tried to get one of my balls through the gap between the tube and the ring, but the pain was too much. It was evident that it would stay on me until she decided to remove the lock or I broke the plastic. Resigning myself to this bondage, I turned to the clothes on the bed. I was excited as I picked up the lingerie and examined each piece. They were all white, with lace trim, and included a bra in a 38 D, bikini panties, a padded girdle, and half-slip. I put on the bra and panty and then opened a package of hose in a dark gray, and worked those up my legs. I finished by pulling on the girdle and slip. Looking at the dress on the bed, I could see it was a shirt-dress style uniform that buttoned up the front. It was a light gray with white eyelet trim on the collar, cuffs, and hem. Once I had it on, I could see how the flared skirt and padded girdle gave me more hips and the large forms created a full bust. The shoes were a matching gray pump with at least a 3 inch heel. The outfit was finalized by tying on a white half apron with eyelet trim. I was pretty excited about how I now looked, my penis straining inside the tube. Looking at myself in the mirror, it was a like one of my fantasies. The uniform, shoes, hair, and makeup made me appear more realistically feminine than I could ever have imagined. If I get to look like this, then being Jessie's maid would be an agreeable trade-off. I went downstairs to join Mrs. Jefferson. She quickly put me to work, helping make the dinner. I felt really odd working around her in the dress and heels, but she treated me just the same. She did require me to call her ma'am or Mrs. Jefferson. She said when I was dressed as the maid I should be respectful to my superiors. She gave me tips on cutting the meat for cooking, how to prepare the vegetables, and other cooking knowledge. She also showed me how to properly set the table. Everything went smoothly through dinner and then cleanup. I was washing the last of the dishes; when she noticed I had put the crystal glass ware in the dishwasher, rather than hand wash it as I was doing the bigger pots. "Evan, did I not tell you to do the delicate items by hand? Why are these in the washer?" "Well, I thought it would be alright. I mean they seem sturdy to me." I realized my error now and tried to mumble an apology, but she would have none of it. She told me to do it correctly and when I was finished I was to go get her long-handled hair brush from her vanity and to meet her in the den. I nervously completed my chore and went as quickly as I could to get the hair brush. I knew I was in trouble, and sensed I might get a spanking with the brush, so I was quite apprehensive as I entered the den. She was sitting on the couch, waiting for me. "Evan, I realize much of this is new to you, but I can't agree to sloppy work or not fully paying attention to my instructions. Since we only have a week, I need you to truly focus on your work. Although I can understand, it is important that when you make a mistake that you realize there are consequences. Discipline is important; from now on, when you make a mistake, for me and later Jessie, you will be corrected in this manner, so pay attention. First, find the nearest level surface, whether that is a table, desk, counter or whatever. Stand close enough in front of it, so that when you bend over at the waist you can rest your forehead on it. Next, you are to pull down your underwear: panty, girdle, and hose, everything you might have on, down to your knees, so that your bottom is bare. Once you have done that, then place your forehead on the surface, and cross your arms across your lower back and wait. Now do as I instructed." Blushing at this humiliation, I stepped in front of her desk, and pulled down my garments as she said. Bending over to present my bottom to her was the most embarrassing thing that had happened today. I crossed my arms and waited. She let me stand there a few minutes before she stood up and came over to me. Reaching between my legs, she pushed them apart a little more. Then she felt around till she found my balls and grasped them with her right hand. She rolled them around briefly in her hand before she applied a fair amount of pressure, enough to make my eyes water. "Evan, I want you to pay attention to what is said at this stage. I'll squeeze your testicles just enough so that you are not distracted. When I told you what I wanted, you thought you knew better. You thought you could determine what was best, and not follow my instructions. However, you are in a new role; neither Jessie nor I want your help from now on in making decisions. Thinking is not something you should try; your role is to do as you are told. Thinking will more than likely just get you in trouble from now on. Agree to that and you will be okay. Now I am going to spank you; the amounts are my decisions so don't even bother trying to plead your case. All I want you to do, is announce when you have received ten strokes, like that is ten ma'am; that is 20 ma'am; and so on. I don't want you announcing each one, just multiples of 10. It is enough that I have to take my time to spank you, but I shouldn't have to be bothered with keeping count." With that she released my balls, and struck me swiftly and painfully across my right cheek. It rang out with a loud slap, and each succeeding one stung just as much. I dutifully called out my punishment and after I had called out 30, she stopped. My whole ass was on fire and I found it hard to focus on anything else. But she quickly got my attention by again grabbing my balls. This time she applied much more force, tugging on them as well. "Evan, I hope you keep this experience in your mind as you do my chores from now on. I won't tolerate incompetence even when you are just learning. I think it would benefit you to realize how nice I was to allow you to put the dishes in the dishwasher. So until I tell you otherwise, you are to do everything by hand. I want it washed, dried and put away. You can start with the dishes in the dishwasher. When you are done, go upstairs and put away the rest of the clothes I bought for you. Then please come see me. I'll be watching television." After she left, I rubbed my bottom and softly held my balls. Both were throbbing in pain, but I knew I couldn't delay very long, so I gingerly pulled up my underwear. The girdle reinforced the pain as it tightly held me. But I went ahead and did the chores as she asked. I was especially careful washing the dishes as I didn't want any more mistakes. Then I went upstairs to put the clothes away, some of the excitement returned as I loved all the things she had bought. There were several matching bras and girdles, along with panties and pantyhose in different colors. Included was a short chemise nightgown that matched the robe and panty. She had gotten two other uniforms, one in traditional black and another in a light pink pinstripe. Both had matching shoes, black pumps and pink strappy sandals. There were a few regular dresses too, short jersey shifts, one in tan and another in brown. A pair of tan sling-back shoes, and a short dress coat went with these outfits; I assumed these were for when I wasn't serving or perhaps to run errands. Once I finished, I headed down to talk with Mrs. Jefferson. She told me to sit and we chatted like we always did when Jessie and I visited. It seemed both normal and strange at the same time, given what had happened today. After a while, she told me she expected me to get up early, be dressed in a uniform, and have the coffee waiting for her. For the rest of the night, I was to practice using the cosmetics so I could get comfortable doing my own makeup. So, I went back upstairs. After changing into my nightgown and robe, I spent the next two hours applying and removing my makeup for practice. I was getting better, but still had problems with the eye liner. When Mrs. J. came up to say good night, she suggested that I just go without it, until I could practice more. It took me a while to fall asleep, as I lay there mulling over what my life was coming to and the fact that I wanted to masturbate, but was now unable to. The alarm went off just as I was waking up. A quick shower and a slow but steady application of makeup before I slipped into the darling pink uniform started my day. Mrs. Jefferson and I spent the rest of the day going over cleaning the house. I learned so much, a lot of little things she said made big differences on how special a home would look. Of course, I prepared breakfast, lunch, and dinner, as well as hand washing the dishes. It was over before I knew it. She praised me for my hard work and for paying attention. After yesterday, I tried my best because my bottom still was a little sore. This was the pattern for most of the week. She taught me more house cleaning skills, how to do the laundry, including ironing, lots of cooking recipes, how to properly make beds, how to answer the phone, and even some table setting ideas for special occasions. She said it would be respectful for me to treat dinners with Jessie as if they were the most important part of my day. I also practiced makeup applications every day, as well as how to roll and set my hair. The first night I slept in rollers was really different, but by the third time, I could fall asleep easily in them. My only misstep occurred as I was sweeping up the hardwood floors. I had made piles in each area, then went back to remove them with the dust pan. But I had forgotten one little pile in the foyer by a small table. When Mrs. J. saw it, I had to position myself there for disciplining. It was right by the front door, with the side windows putting me plainly in view. She grabbed my balls lightly squeezing them as she emphasized how important it was to stay focused, and gave me 20 swats while still holding them, tugging on them occasionally. She then stepped back and told me to wait. I was extremely anxious, as I had to stay there a good 20 minutes staring down at the small pile of dust until she returned to give me another twenty. That had such an impact that I made sure not to make any other mistakes. By the end of the week, I had made a lot of progress. I could apply my simple makeup reasonably well and knew or had been shown almost everything needed to make a house clean and welcoming. I was really looking forward to Jessie's return, as Mrs. J. seemed so pleased with my progress and I hopefully assumed that she would unlock me for some sexual relief. Except for the spankings, that was the hardest part of the week, as I had never gone that long without an orgasm since I was a young teen. They were to return from the ski trip late Saturday, so Mrs. J. told me when I got up that morning to get dressed in one of my regular dresses, as we needed to go shopping before their return. I choose the tan shift, with matching nude bra, girdle, panties, and hose. I loved how the shift looked and spent a lot of time on my hair and makeup so it would as good as possible. I had not been out fully dressed before, and wanted to be as feminine looking as possible. I felt pretty good about my appearance and with the tips she had given me, I walked and talked as much like a woman as I could. The first thing we did was to pick up a few accessories. She said I should have a nice woman's watch, some pretty jewelry, and a couple of purses. I felt truly feminine as we tried on different pieces and she pointed out how to compliment an outfit. She said little details can really improve your appearance, but it was important not to be too gaudy. Mrs. J. also surprised me by letting me pick out a couple of skirts and blouses. She said I had been such a good student that I deserved a reward. Of course, I needed to find some matching shoes. She encouraged me to get something a little colorful, so I wound up with a red skirt and a floral one, with several blouses that could match either one. Two pairs of heels in red and tan would match the outfits. We then went to get some flowers to use on the dinner table and around the house. Finally, we went to the grocery store. She and I had prepared a list of meals that I would make over the next few days, so I worked off of that to decide what to buy. She gave me some instruction on how to find bargains, how to tell ripe but not old fruits and vegetables, and what to look for in steaks and fish. Everything was going great, until one of her neighbors ran into us. "Hello Jane, how are you? Did Jessie and her husband make it up for their visit?" "Hi Sally, I'm fine thanks. Yes, they did make it here without any problems. Jessie, her dad, and the rest of the family went off to Sugar Woods resort to ski for the week. I spent the week here with her husband. You haven't met him before have you? Sally, this is my son- in-law, Evan. Evan, this is Mrs. Sally Vinson; she lives in the brick one story house down the street." I stood there in shock. Not knowing what else to do, I smiled and extended my hand and as we exchanged a gentle hand shake, I told her it was nice to meet her. My face was flushing rapidly and I imagined it was visible even through my foundation. "Evan here is cross-dresser, so Jessie left him to me, so I could teach him some proper housekeeping skills and how to be presentable. He's done a wonderful job this week; and I think Jessie will be happy in how I have trained him. I expect you will see him serving in the future at one of our holiday parties. He's a natural domestic and will be a real asset for when Jessie wants to entertain friends. Of course, she was disappointed at first that he has these tendencies, but once she realized that he could be beneficial to her by assuming the house cleaning duties, she became more understanding." "Well, that is quite unusual. I must admit he presents a very feminine appearance and I would have never guessed he was a male. You say you have taught him to keep house?" "Oh yes, he is a very quick learner. He understands that it will be his responsibility to make their house a home. That can be very helpful to her career wise as well since her job is pretty demanding. I expect her to have more success now that she has been relieved of her domestic duties. She was always a modern woman; more interested in a career than being a housewife. I think Evan will be perfect for supporting her. And I totally agree with you about his appearance. He is much prettier as a woman than he was handsome as a man. I mean, he never had rugged masculine features and he loves pretty things. Don't you Evan?" "Yes, Mrs. Jefferson. I guess I do." This whole conversation was extremely humiliating. I had hoped to pass through this day, as just another young woman out with her mother-in- law. But now I had been exposed as a swishing sissy, best suited for a life as a housewife or domestic, and it was hard to claim that I was anything else dressed and made up as I was. Mrs. Vinson was nice about it, but I could see how odd she thought it was. She subtly glanced up and down my figure, mentally noting my broad hips, narrow waist, and prominent bust. I had worn a short dress that featured my shapely legs, accentuated by very high heels. The outfit I had taken pride in wearing, properly matched and accessorized, now was a statement about my lack of masculinity and how I was more suited to being a feminized sissy. My face was so flushed and hot, I was sure she could feel it. But she just nodded her head and smiled. "Well Evan, I hope you appreciate what Jane is doing for you and Jessie. She is an excellent house keeper herself, and has raised a wonderful family. You couldn't have a better teacher for sure. It is an unusual situation; I mean not many men are as open as you are about their attraction to female things. But if that is what you are, then you should be honest about it. I would expect that Jessie will find you darling; Jane has done a fabulous job on your appearance. And to be honest about it, I couldn't imagine being a man; woman's wear is so much more fun and interesting. I mean those shoes are so cute and I love that purse. Did you buy that at Macy's or Nordstrom's?" We then lapsed into some talk about my outfit, what I had purchased today, and ended the conversation by discussing the meals and cooking I was to do for Jessie's return. When she left, Mrs. J. turned to me and smiled. "Good job, Evan. Sally is one of my closest friends but also one of the most critical. If she thinks you look cute and likes how you appear, then that is a great compliment. I know you were embarrassed, but this is your life now. It will be better if your friends see you like you really are. Now, when you and Jessie come back for the holidays and I have my neighborhood party, it will be easy for you to serve them in a formal maid uniform than if she had not seen you. I expect her to tell most of my friends, she is quite a gossip as well, but that is good. I fully intended to have your situation front and center; as I am not one to keep secrets. I know it is different to have a son-in-law that likes feminine things, but you are what you are. That is why it was important to make you over, so when friends see you, they realize that you make an attractive girl and it is what fits your personality, rather than have it be some hidden pervasion. Now, let's finish the shopping. We have a lot to do before our family returns." The rest of the day speed by, with the focus on getting prepared for their return. My mind kept drifting back to the encounter with Mrs. Vinson and how Jane described my new situation. I had envisioned that my role once I returned home would be something just between Jessie and me, behind closed doors so to speak. But from what Mrs. J. said, it would be open knowledge among our friends. What about my family or work? Would they find out as well? I realized my appearance had been changed considerably and had worried about if I could hide it under a more masculine look. Now it seems that charade wouldn't be an option. Luckily, she kept me so busy that these thoughts only flashed through my mind and did not have time to dwell on them. Once we had everything prepared, Mrs. J. suggested I go put on my black uniform. Dressing in the all black lace underwear, including very sheer black stockings, and then slipping on the maid's dress with 5-inch high heel pumps reminded me why I was obsessed with women's clothing. I touched up my make-up and hair and had just returned downstairs, when I heard the family car pull into the driveway. Mrs. J. and I waited expectantly in the kitchen and she was very welcoming as her sons and younger daughter came in carrying their luggage. They all looked a bit fatigued, but hugged their mom straight away. I stood just to the side, my heart racing a mile a minute, unsure how to act and whether they already knew of my conversion. As they released their mom, both boys just nodded to me and said a quick hello, the snarky grins stretched across their faces indicating that they knew how I was to be dressed, but also that they had likely been warned not to say anything inappropriate. Ginny, Jessie's younger sister also gave her mom a big hug and a kiss and spilled out a quick synopsis of the trip. She then turned to me, leaned in, and said she always thought my long hair would look great if I styled it right. She then winked and gave me a quick hug. Mrs. J told them to take their luggage upstairs and separate out the dirty clothes for me, as I would come collect them shortly. Finally Mr. J. came in with Jessie. They both greeted Jane, and he gave her a big kiss. Looking quickly at me, he shook his head, turned back to kiss his wife again, and not-so-subtly told her she had done an amazing job on me. Still hugging his wife, Jim turned and complimented me on my appearance. With a bit of embarrassment, he commented that I seemed to be well suited for my new role; at least my appearance was appropriate. With that, he released his wife and followed his kids upstairs. Jessie was all that was left; she stood there, quickly appraising me, before she hugged and kissed her mom. She then came over to me, walked calmly around me in a circle, appraising her mom's work. Standing in front of me, she pulled me in for a hug; staring at me with a broad grin the whole time. She ran her fingers over my face, lightly touching it, almost tracing out the makeup that now fashioned it into a female form. She did the same with my outfit, sliding her fingers gently across my chest and down my dress. Stepping back, she looked at her mom. "Mom, you did a fantastic job. He is so feminine, it is unbelievable. I was expecting something far less convincing, but he looks totally appropriate. Between his hair, face and outfit, you would never suspect Evan is anything but a girl. How did you do so much in just a week?" "It took a lot of work, but he was very agreeing of everything. He has also become quite adept at his new job and I expect him to be a wonderful domestic for you if he continues to improve his housewife skills over the next few months. He already has the basics down, and has shown no resistance at all to his new role in life. I think he not only had a desire to appear feminine, but has a strong female component to his character. He seems quite content in almost everything he does now. Of course, he is still adjusting to it; I mean he is so embarrassed when others find out about his true identity. But that will fade in time, as he realizes the permanency of his conversion." "Well Evan, I am so happy you agreed to this. You know I love you and I didn't know what to do about your inclinations. If I hadn't opened up to mom, I would have probably asked for a divorce. Now I can't believe how well everything is going. I know we will be totally happy with our choice to bring you out into the open." Jessie then hugged me again and gave me a deep kiss. I had worried about how she would feel now that I did look so feminine. But her words and actions told me I had made the right choice too and that this was going to work. Finally she broke our embrace and stepped back. Jane took this opportunity to tell me I need to go gather the dirty clothes from everyone and take it to the laundry. She handed me Jessie's suitcase and indicated that I also need to fix my lipstick after the kiss. They went into a small den off of the breakfast area, as I left to go upstairs. After quickly repairing my makeup from my embrace with Jessie, I got the laundry basket and went to each room to gather up the piles of dirty clothes. The boys had quickly jumped on their laptops and hardly paid me any attention as I did my chores. The same for Mr. J, he was laid out on his bed, obviously a little more drained by his having to drive back. Ginny was just exiting her room, wearing only a short robe. She smiled at me and dropped a bra and pair of panties into the basket. "The rest of my stuff is on the floor in my room. I know mom has shown you how to do laundry, but I expect all my lingerie to be hand washed and I also have couple of blouses that don't go in the washer. If you're not sure, just ask me to show you which ones. I'm going to take a quick shower. Your dinner smells great and I can't wait to try it. If mom has given you her recipe for London broil, then you are going to be making great meals." With that, she smiled and went on to the shower. I gathered her clothes as well, and could see she liked sexy little thongs and push up bras. She always struck me as a girl who liked to flirt and probably would be really hot in bed, a lot like her sister Jessie. I took everything into the laundry and sorted it out. Jane had told me I would likely be doing laundry first thing in the morning, as I had stripped all the beds and put on new sheets before everyone returned. With all their dirty clothes and the linens, it would be a lot of work. I came down the stairs from the laundry and was headed toward the kitchen when I caught the reflection of Mrs. J. and Jessie in the den. I could hear them talking and my curiosity got the better of me. I stopped and moved to side of the hall closer to the room. I stood motionless and tried to be as quiet as possible. Jane was talking and I was dying to know what was being discussed. They were laughing a little and then Jane continued. "As I see it, he is mostly on track the way we planned. There are only a few more details for you to decide on. The first is the easiest. Because you two were married here in Pennsylvania, you just need to fill out a form and publish a public notice in the paper about it. That will switch your last names back to your maiden name. If you and Evan both sign off, it is straight forward. You can even change his first name if you wanted. The second thing relates to marking your control over him. Most of the forced feminization sites I read emphasized that it is important that you symbolize your control over your husband with something permanent. Tattoos are most common, for example getting one of those ornate scrolls, what they call a tramp stamp, on his lower back just above his butt, maybe with your name in it, or a feminine symbol with some script by his penis. Just something that he can see that reinforces that you are in charge and he agrees with that. Third, the plastic chastity device I put on him is a good symbolic way to be sure that his sexual release is solely dependent on him pleasing you. But if you are serious about his chastity, then you need a device that is stronger with more security. I've already ordered a metal tube that will fit him; it is designed to work with a penis piercing, so that it can be directly locked onto the head of his penis. That makes it impossible for him to remove it or even have an erection without your permission. I found a good tattoo parlor that can do both jobs. Lastly, I purposely fitted him with large breast forms. They complement his body, making it very feminine; they are also not easily hidden. Their size alters the way he does many of his chores or every day duties, how he sees himself and again reinforces how you how determine his life completely. So I recommend that you go ahead and get implants that will give him a d-cup or larger bust. I spoke with Dr. Vinson and as long as you guys are here, he could go ahead and do the surgery right away. He even agreed to hold a slot open on Monday morning for the surgery. That way, Evan would be recovered enough later in the week if you decided on the other changes. If you make these decisions, then you should be on solid foundation for implementing this life style change when you go home." "Oh Mom, this is a little more than I had expected. I may need some time to think about some of these. I like what I've seen so far, but this would be going pretty fast." I had been stunned when I heard Jane's description of the next round of changes, and wanted to interject my opinion somehow. As I stood there, my nervousness got the best of me and I had to shift my stance, causing the floor to creak. The movement also put me in line so that the mirror at the entrance to the nook angled my reflection toward Jessie. She turned her head as she heard the creak and saw my reflection. The expression on her face changed from uncertainty to anger in a flash. "Evan, is that you? Don't tell me you've been standing out there eavesdropping on us. Come in here right now." I quickly went into the room. I could see that they were both mad and knew I was in trouble, but I just had to say something about Mrs. J.'s suggestions. I swallowed and before either could say anything, blurted out. "Jessie, let's talk about this. What your mom is suggesting is really a big step. I.." Before I could continue, Jessie stood up. I could see she was really mad and knew now I had made a big mistake. "Evan I certainly don't appreciate what you just did. I would never expect you to listen in on my private conversations with my mother. This is something I can't tolerate and I don't want this to ever occur again." "Jessie, it sounds like this is a perfect opportunity for me to show you the discipline I had to use on Evan while I was training him. He will make mistakes or deliberate challenge your authority like this and you need to assert your dominion over him at those times. Evan, I want you to go into the mud room, and bring Jessie the present that is on the counter." I looked at both, panic in my eyes, but I had to go get the present as Mrs. Jefferson ordered. I knew I was in trouble and my mind was racing thinking about how to get out of it, as well as what I wanted to tell Jessie about her mom's ideas. I got the present from the entry way. It was a box about the size of a tie box, only slightly longer and deeper. I hurried back to the women and Mrs. J indicated I should hand it to Jessie. I then stepped back, as she started to open it. Removing the paper and bow, Jessie opened the top and inside was a long, flat, narrow wooden paddle. At one end was a leather-wrapped handle and the other end had a raised letter, a J, attached to one side. Jessie lifted it carefully out of the box and looked at me and then her mother. "Evan, I think you know you should assume your position. Jessie, I've trained him to prepare himself to receive the discipline you need to provide. He knows what to do. Basically it involves three steps for you. When he is in position, you reach between his legs, grab his testicles and lightly squeeze them as you tell him what he has done wrong. Then you spank him; the number and severity of the blows are your decision and should reflect the seriousness of his error. When you are through, grab his testicles again, with a bit more force and then tell him what you expect in the future. This process both humiliates him and is physically painful. For a man, the testicles represent his manhood. By offering them to you, he admits his submission. They are also extremely sensitive, so the pressure you apply will create a dull pain for quite some time after you are through disciplining him. Combined with the pain from the spanking, it provides a considerable reminder of his error and an incentive not to make the same mistake again." While Jane was talking, I knew what was coming. So I turned to face the side table, reached under my dress, and pulled down my girdle, hose and panties. I then leaned forward, placing my forehead on the table and crossed my arms. Although I had done this twice before this was by far the most humiliating because this time my wife was going to apply the discipline and because I had been trained to agree it, indicating how submissive I really was. Jessie watched my actions as she listened to her mother's instructions. Once I was in position, she flipped up my skirt, reached in and grabbed my balls. She squeezed them, much harder than any time that Mrs. J. had, and then explained my error. "Evan, you violated my privacy by eavesdropping on my conversation. It is important that you respect me and my decisions. Your reaction also shows your prideful ways. That has to change. I'm in charge now and you are only to offer your opinion when I request it. That is part of what you accepted in our proposal. Now I want you to remember this, as it is very important." Jessie released my balls, stepped back and immediately swatted me on my right buttock with her new paddle. She quickly handed out ten swats, five to each cheek, and when I announced the count, she smiled and looked at her mom. "That's part of his training, dear. He is to let you know how many swats you have given him." "Well that is certainly helpful. Also I love how this paddle leaves a J-impression every time I swat him." She then continued the paddling, switching her target zone to my upper thighs, with five more swats on each one, followed by five more on each cheek. The force she used was more than Mrs. Jefferson had done, and she struck me more rapidly. The pain was building and it seemed like my entire rear end was on fire. As I called out 30, she leaned forward and pulled up my ass cheek, exposing the crease where the thigh and butt meet. She then struck me five times on that area on each leg and finished with five more for each cheek. I announced the 50th stroke barely choking back my sobs. Tears were rolling down my face both from the pain and humiliation. Jessie reached forward and began to trace the little J's laid out across my rear, before once again grabbing my balls. Her squeeze was again more forceful than before. "Evan, I hope that makes it clear that I deserve your respect and you will do as I want, not as you think you should do. If I ever catch you listening on my conversations again, then you will get twice this or more. Mom, I totally understand now what you had in mind. If I am to make the changes we planned and that Evan has agreed to, then there is little to be gained by delaying. I definitely want to change our last name back to Jefferson. Evan is going to be my wife; I will be the head of the house and as such, he will change his last name. But I also think it will do him good to change his first name as well. His new appearance won't match his old name, so we will switch it to Eva, but it will be listed as his middle name. His new first name will be Puss. That's been my nickname for him ever since he shaved and started wearing panties for me. I think it fits him even better now, as he is destined to be a full-fledged pussy- boy. Tattoos are even a more serious change than changing his name, but again I see your logic. So, I think a nice little tramp stamp with his new name, Puss, embedded in it will be an excellent reminder of his new role. But I also want something next to his penis showing my ownership, maybe a cute little fairy tattoo with Jessie's Sissy Maid in script. Finally, I think a couple of block J letters, one on the center of each butt cheek, will serve as permanent reminders of why he shouldn't dare to disobey me, unless he is willing for them to be surrounded by many red little letters. Since permanent change is what we are talking about, switching to a metal chastity device makes perfect sense. The idea of piercing his penis does seem extreme, but if that is what it takes to make his compliance with me mandatory then it will just have to be done. I definitely like taking control over his orgasms. He should know that everything about him is mine to control and I expect that he will quickly see how pleasing me always will lead to his pleasure too. The change I was least in favor of was getting him breast implants. I think it would be hard to ever see him as a real man again, if he had breasts bigger than me. But as I spanked him, I understood that he will never have that role again anyway. So in that context it makes perfect sense to go ahead and get him implants. I do favor large breasts for him given the reasons you provided. Along with his other physical changes in how he keeps his face, does his hair and nails, and what he will be allowed to wear, large boobs will just compliment his new appearance. Of course, these changes will be a change for his friends, family and at work, but they can adjust. I've already talked with my friend Cathy about having him work for her as a personal assistant. She manages four dress shops and could use someone to help her with paperwork, scheduling and running errands. Puss will be perfect for that role and it will be only a part-time position so she can keep her housekeeping responsibilities as her most important duty. Also, his sister knows how I've been keeping him in panties, and what his future would be like when we came back from vacation. I'm sure she has shared this information with her parents as well, so the first time they see Eva rather than Evan won't be a total shock. So, definitely let Dr. Vinson know we will have him there for his Monday appointment. Now Puss, I expect you to pull yourself together, be on your best behavior from now on and do as my mother and I tell you to. It is getting close to dinner, so I want you to go fix your make up and do what you need to do to prepare our meal. Normally, you will be allowed to eat with us, but I think it would be better today if you merely serve. It might be easier anyway for you to eat your dinner standing at the kitchen counter." Jessie released my balls and leaned in close to whisper in my ear. "I know this is a big change for you, but you agreed to our proposal. Do as you are told and then I will unlock you tonight and you can have some sexual release. Otherwise, it might be weeks before you get to come again, as it will take your pierced penis time to heal." I then straightened up and pulled up my underwear. The heat trapped by the panty, hose, and girdle felt like a fireplace. As I went upstairs to repair my makeup, they rubbed across the creases below my butt, inflaming them even more. I did make it through dinner, and was actually glad to eat in the kitchen. She was so right about not wanting to sit down. It was a bit humiliating to serve my in-laws, especially since they had all heard my punishment. But I adjusted to it. Finally after completing all my chores, Jessie told me I could go upstairs and put on my nightgown. She would be up in a bit. After changing I laid on the bed, face down, to give my butt a chance to recover. She arrived, removed her clothes, and showing me the key, asked if I wanted to be released. I enthusiastically agreed, and she made it clear that in the future, if I had been punished as I was earlier then it would be a long time before I would be allowed out of my chastity. My cock hardened as soon as she released it, but I spent the next 30 minutes with my face buried between her legs. After multiple climaxes, she told me to roll over. Although it hurt my ass, I gladly took the pain so that she could slide her wet pussy over my throbbing cock. She started out by gently rocking back and forth, rubbing herself over me and stimulating my cock. Each movement brought pleasure to it, but pain to my ass. As she became more aroused, she bounced up and down the shaft, creating more pain and pleasure. She also started to whisper her plans to me as to how we would live in the future, including the fact that she might take on lovers. She admitted that my cock was not the biggest she had ever had, and wanted to experience thicker or longer ones again. When she told me the name of her first new lover, a sales rep at her company, I couldn't contain myself and exploded into her. My orgasm was so intense, fueled by my week of celibacy, that it was amazing. Of course, she took this as a sign I approved of her cuckolding me, and insisted that I finish her off with my mouth. Straddling my face she continued to describe our new life, as I brought her to more orgasms and cleaned up her pussy. The whole sexual episode was heightened by our trying to limit our noise making so as to not be heard by her family. The rest of our visit went by in a blur. Between the surgery, tattooing, piercing, and just being dressed so feminine in front of her family, it was like a crash course in submission. I seemed to be sore everywhere, but made it through the gauntlet. Our return home only continued the roller coaster ride of my new life. Looking back now, it hardly seems that it was less than a year since we visited her parents. So much has happened and my life has changed so dramatically. I can feel the tight restraint of the red satin and velvet bustier holding me in and projecting my large boobs upward. Jessie has taken to having me wear low-cut designs as much as possible, and this one is no exception. Hooking myself into it and maneuvering my breasts into the shelf-like cups I knew I would have to be careful when I moved around tonight. The lace trim at the edge of the cups barely covered my nipples and if I lean forward, I'm sure my D-cup breasts would just pop out of the dress. The tug of the garters on my stockings as I walk, reminds me that I need to stand up straight to be sure the short hem covers the lace tops. Complimented by a red lace thong wrapped snuggly around my chastised penis, the lingerie was lovely to behold, a prime compensation of my new lifestyle. The uniform that covers it is also in velvet, a deep green, with trim of red lace. Of course it has a scoop neck bodice and a very, very short flared skirt, accentuated by the white and red half apron that matches the maid's cap in my upswept hair. The mix of ribbons, lace, and velvet in red, green, and white colors totally reflects the Christmas holidays that is the reason for the Jefferson's party. It is my first year serving for them and I want to do well. Luckily it is an easy night of serving appetizers and delivering drinks provided by the caterers. As I walk through the crowd with my serving tray, I see them glancing at me. The men intrigued by my sexy appearance, but knowing I am nominally still a male, are somewhat conflicted. The woman tend not to begrudge their spouses looking because they know I am no threat, more like a visual treat for the holidays. Jessie stands chatting with some of her college friends, reliving the past, her arms entwined with her latest boy toy, Billy, whose large cock gives her immense pleasure, but who is a little dim for much conversation. I've gotten used to these men, although it is still humiliating when I have to kneel to warm her pussy up with my tongue and lips for their large cocks. Also, they inevitably can't resist at some point fondling my boobs and showing their masculine dominance by having me suck their impressive tool. It seems the sight of my large doe-like eyes looking up at them, while they gaze down at my face and breasts is always satisfying. I continue on, as none of them need what I carry on my tray. Leaving the room, I run into Mrs. Vinson. I recognize her from my last visit. She was the first to know of my new journey and her husband created much of my new look. I remain as I have been instructed, smiling but silent, I hold out my tray to her. I assume she doesn't remember me, but am a bit pleased when she smiles back and stops to talk. "Evan you look so cute tonight. I love that holiday outfit, is it custom?" "Oh yes, Mrs. Vinson, Jessie and Mrs. Jefferson had it designed for me tonight. And it is Eva now, Evan just didn't seem appropriate any longer. Although I must admit, most people call me by my first name, Puss." "Well then, Puss it is. I've wondered how you have done since I last saw you. My husband mentioned how you did in surgery and felt like you would look really good and I must agree. He has given you a stunning bust and that dress really highlights it." "That is Jessie's doing. She trained me early on that I was to be proud of my new assets and not be ashamed of them. At first, I tried to minimize their appearance, which made her mad. But she broke me of that reluctance; a week wearing nothing but sheer blouses as I ran my errands taught me the errors of my ways. Now it is easy to feel comfortable with any style, especially if it involves a lovely bra." Just as I was finishing my statement, I caught a glimpse of someone out of the corner of my eye. I turned to see if they wanted one of my appetizers, but didn't realize how close I was to Mrs. Vinson. The tray caught the edge of her arm and suddenly the food was spilling off the tray. I looked at it horrified, as the pate and crackers hit the floor and also several smeared across her lovely dress as well. I stood there, not knowing what to clean up first, and then finally I kneeled down to retrieve what I could from the floor. Standing up, I started to use the napkin that had been on the tray to wipe off Mrs. Vinson's dress but stopped abruptly, as Jessie and Mrs. Jefferson approached. I could see they were angry and more than a bit disappointed. Mrs. Jefferson told me to take the tray and ruined food into the kitchen and then come back with a hand broom and wet towel to mop up the mess on the floor. Luckily we had been standing on the hardwood floor and not the carpet. I scurried away and as I returned to clean up, the ladies went out to the kitchen, where they were carefully cleaning Sally's pretty dress. I had a sickening feeling as I brought the rest of the mess out to put in the garbage can. The women were talking, and I could see that I was in trouble. "Puss, I can't believe you sometimes. It seems like you can't take two steps forward without taking one backwards as well. I know this was an accident, but I stressed to you before the party, that mom expects your best effort. You wouldn't be in this situation if you had followed orders to serve the guests, being polite, but don't get involved in conversations. You had plenty of other times you could talk with Sally. Tonight you had other more pressing responsibilities. Well, I'm going to just have to use it as another lesson opportunity. Please go to the Christmas tree and bring back the gift I got for mom; it is wrapped in gold and silver paper with a big lace bow." I nodded my head, and said yes ma'am before heading out to do as I was told. Bringing back the present; I could sense what was in it. The shape and size looked all too familiar. Handing it to Mrs. J, I stepped back and watched her open it. As I expected, she removed a wooden paddle, in a lovely dark stain with a raised J letter at one end. But there were also two metal clips in the box, like small cones open down the middle. "Jessie, this is so sweet. I know you told me that I was to use Puss as if she was my servant as well as