Encouragement free porn video

I stared at her a moment, trying to figure out if I heard her correctly. Finally, getting no response, she repeated the question. "Why don't you dress up anymore? When we first moved in together, and you told me you were a cross-dresser, you often wore your feminine clothes. Now, you don't seem to ever do it." I had heard her correctly, but it had come out of the blue so suddenly, it stunned me momentarily. She was smiling, not like she was trying to start an argument, so I answered honestly. "I guess I felt self-conscious about it. I mean, it is unusual for a guy to like to dress like a woman. I didn't want to make you unhappy and I assumed it was uncomfortable for you when I was dressed." "It was unusual, but I knew you were kind of unique when we started dating. I mean I never dated anyone who was so kind, helpful, caring, and emotional. Most guys had a hard, dominant persona, but you seem to cultivate a softer, gentler image. When you told me you like to dress up to look like a female, it made sense. It certainly matched many of the traits I admired and found desirable in you." I had to smile. Anne was honest to a fault. I knew I was not like most guys she dated. Anne was a natural beauty. She had dark auburn hair, green eyes, light skin sprinkled with freckles, and a body that seemed crafted by gods. Not many women had such a perfect hourglass figure balanced by a large bust and shapely butt, without the aid of plastic surgery. Plus she was smart and personable. Nearly every athlete and big-man-on-campus type wanted to date her. She always had someone chasing her and she seemed to be booked up every weekend and evening. But most if not all those guys only saw the beautiful outer package and she saw that shallowness. We had met in an obscure poetry class, which seemed to be the only place that her normal suitors were not around. Through the class and the required oral readings of our original poems, she noticed me and actually asked me out for coffee. Of course I knew who she was. Oberman College was pretty small and a beauty like her was basically known to everyone. I liked her because her poems occasionally had a touch of sensuality but they were always very thought provoking. I could tell she was a complicated person underneath that beauty. In fact, her personality and intelligence attracted me as much as her physical beauty. I know it stunned everyone that knew us, when we started dating. I was short, for a guy, trim almost skinny, with pale skin, bright blue eyes, and long blonde hair. I was usually immersed in English literature, poetry, or art classes as much as my major in business. But, we became a couple and finally moved in together our senior year. We had lived as a couple for more than four years, spanning the transition from seniors in college to two entry level managers at a large company that developed specialized software. I had realized she was so special that I couldn't imagine living without her. I leaned over and kissed her, stroking her cheek. "Thanks, you see the real me more than anyone else I've ever known and you seem comfortable with who I really am." "Then why don't you dress anymore? I know you enjoyed it, so I think you should express yourself. In fact, I always expected you to take it further rather than back away." "Take it further, what do you mean?" "Well for starters, I think you should shave yourself. You have nice shaped legs and they would look so much better in stockings if they were smooth. All I'm saying is, you should think about it. I would love for you to let your true inner self out." I kissed her again. Anne was always thinking of others and what would suit them best. I didn't do it immediately, but eventually I did shave my body and I started wearing girl's clothes again when we were alone at home. Anne also encouraged me to start using cosmetics, to play with them until I could easily emphasize the feminine features of my face. Same with my hair; longer and highlighted, it became something else for me to style to increase my femininity. She pushed me to move closer to feminine ideals with everything I did. No matter how much I changed, how much I stepped away from masculine to approach feminine, she remained my love. She encouraged me to make love to her that way too; she said my tongue would be a lesbian's dream. And I loved kneeling between her legs, kissing, licking, and worshiping her pussy. Not that we gave up intercourse, but it became secondary to my cunnilingus and her masturbating me. She also started buying me women's things as gifts, for my birthday, our anniversary, and Christmas. It became a staple for me to expect something sensual in her pretty wrapped presents. So when I received the luxurious lace and satin corsets, one in black and one in white, for my birthday it was not a totally surprise. They were full body, with a shelf-like bra, that allowed me with the proper silicon pads to create noticeable cleavage. They were covered in lace that had small roses, her signature look for me. The detachable garters allowed me to use stockings when needed, but I could go without as well. She told me I was to wear it daily, as she wanted my body to start emulating her hourglass shape. I began my corset training and was committed to altering my body to her ideal. Not that it was easy. The first few weeks took a lot of adjusting, learning to breathe, how to bend, move and sit without it becoming too painful. She had bought a rather expensive brand that promised a six-inch waist reduction. I started out at about three, and vowed to have it cinched in completely by the Christmas holidays. She loved my promise and as a marker for me, she bought two small padlocks. They would fit through eyelets at the top and bottom of the lacing seam. If I was able to totally cinch up the corset so the laces were as tight as they could go, then the little padlocks could be attached and closed. She left the locks in a heart shaped dish on her dresser; the keys stayed with her. To achieve my goal, I took a risky step of wearing it to work all day. I had not been a regular suit wearer before that, but now it became my uniform. The coat and vest effectively hid the corset. These changes in our relationship, although significant, were not the most dramatic shift we experienced. We had just finished our probationary term as managers and were ready for more permanent assignments within the company. I had been assigned as the new manager of the temp pool. This was a small group, usually young women who were new to the company, that were shifted around to help with secretarial, filing, and document needs until they too found a permanent home. Although much of the work was electronic, any large firm has a certain amount of paper to generate and my group helped with that. The assignment was generally one of the less stressful ones and not a stepping stone that typically lead to higher authority in the company. To manage the group, one needed to be able to listen effectively to both the groups asking for help and to the staff. Young women tended to need quite a bit of attention so that cliques did not develop within the group and petty rivalries did not fracture the ability to get jobs done. I had the perfect skill set for the group and could easily relate to the workers without the usual male-female clashes. I had a knack for making each woman feel appreciated without making it feel like I was hitting on her; a strange blend of best friend and mom, with a little bit of dad thrown in. Anne however was assigned as the lead manager for the Alpha Group, the primary software designers of the company with the most staff. They got the highest priority within the company and were expected to generate the top products. It was the most desired position among the ambitious managers; both the current CEO and president had at one time lead Alpha, and other former leaders were sprinkled among all the top board members. It clearly was the prime step to become a major player in the company and Anne was the youngest ever given the job and the first woman. That fit her personality and skill set; she was a born leader and her intelligence gave her insights that others missed. Some gossiped that it was because she was so beautiful; even in her usual women?s business suits she was a stunner. But management saw her potential and knew the bottom line would profit with her advancement. The drawback for us was that the company expected her to commit more time and effort to her job. Ten to twelve-hour days were typical now, as was extra time on weekends. They compensated her with much more money so her salary was nearly double mine. The first thing she insisted we do after her promotion is move into Central Towers, a tall condo development located in the heart of downtown. Our new place was on the 20th floor, with a great view of downtown and the riverfront. It was expensive, but she wanted a home more in keeping with her new status than the old brownstone we had been renting. She directed me to furnish it, and not surprisingly I designed a very modern but feminine home. But the change produced a shift in our personal dynamic as well as our location. Because of her new time commitment at work, she needed me to cover for her at home. Neither one of us was comfortable with using a cleaning service nor were we quite ready for live in help, so I became the default housekeeper and cook. I took the job with relish, because I was so proud of her accomplishment. I wanted her to succeed even more than she did I guess. I had never been driven at work, so I was happy with my assignment. I encouraged her to give her new position all her efforts and convinced her that I had no reservations about doing all the domestic work. She fretted about it, so I redoubled my efforts to show her that I actual enjoyed my new role at home. I also told her that it fit perfectly with my new feminine image and allowed me to dress as she liked while I did my housework. She got used to seeing me in dresses, heels and sensual lingerie when she made it home after work. Not unexpectedly, she also began to demonstrate more control at home, even setting a household budget and making all major decisions, leaving me only the ?frilly-type? choices such as the color of the drapes or whether we had floral sheets or the silky satin ones on our bed. I stepped back to allow her to lead completely, sensing that it was tough to switch out of that mode, as it was essential for her in her career. We made special efforts to compensate for her added time at work, and implemented a Saturday night routine. I would prepare a mix of party foods, centered on some steak, vegetable, and shrimp kabobs that could be grilled on our patio balcony and a pitcher of margaritas or martinis. Dressed up as sexily as I could, I would welcome her and wait on her hand and foot through drinks and dinner. The evening would be finished with an extended massage and sex sessions, with me giving her multiple oral climaxes. Even if she had to work the following Sunday afternoon, we kept this routine. However, the reduced time at home did impact our overall sexual relations and we often talked about ways to turn up the volume when we did have time together. I employed much more foreplay and massage to take away her stress. She worried that our sex was becoming as one sided as our work and home life and we spent a lot of time discussing options to keep my interest in her at a peak. I guess I should have expected something like she proposed, but it was a total surprise. We were lying in bed after a nice round of sex. She looked at me and began to outline her idea. "Ross, I think I found a solution for our sexual issues. I want you to be on edge sexually even when we aren?t together. Something that will make the time we do share as special as possible. I took some time to look online and have a proposal for you. I guess my greatest fear is that you will seek satisfaction elsewhere. Not that I don?t trust you or expect that you would have an affair, but I want to know that when you orgasm when we are together that those are your only orgasms. I don?t want to miss that joy you feel. I may be a bit selfish, but I?ve given up so much of our time together I want the sex to be the one thing we always share and I don?t miss. You can tell that I would prefer you not masturbate or come without me, so my proposal is to ask you to be chaste while I?m gone. Again, not that I don?t trust you, but it would mean everything to me if you would agree to wear a chastity device; something I can lock and keep the key. That way, when we are together for sex I would know it would be as exciting for you as for me." With that, she laid out a small gift wrapped box on the bed. I had been shocked by the idea, but did understand where she was coming from. I did fear giving her control of my cock, but only because she was so right. I had begun to masturbate quite frequently in her absence and was worried I couldn?t make it between releases. But I appreciated her honesty, and despite my concerns understood her point. Opening the box, I took out a small gold contraption that looked more like jewelry than some chastity belt. It had an air of solidness to it in weight, but had an airy appearance. It was obviously custom-made, indicating that Anne had planned this for some time, and likely expensive as well, further suggesting that wearing it was not negotiable. As I held it in my hand, she took it and began to show me how it worked. There was a thick ring that she pulled my cock and balls through, so the ring rested against my pubic bone. It had an attached small tube, tapering to a rounded end that fit over my cock. It wasn?t solid but was composed of a tight pattern of vines, roses, and leaves with small openings between the gold metal. The final piece was a curved shell that fit over everything and was designed with a similar weave of gold roses. She took a small padlock, inscribed with her name and fastened it together. Once I was soundly locked into it, I tugged on it gently; despite its airy appearance, it was very solid and I was convinced I could gain release only by the key, which she kept. She dubbed it my ?rose garden?, a take- off on her nickname for my penis, ?rosebud?. When we first met I had been worried that she wouldn?t be satisfied with my small size, but she dismissed my worries, saying my little penis was like a rosebud that blossomed into a full rose when it became erect. From then on, she liked me to wear anything that had roses or similar designs. Seeing me locked under her control, her face sported a wide grin and she pulled me by the ears back down to her pussy, encouraging me to give her another orgasm. As I did so, my cock started to swell, but the tube contained it, with painful little points of the gold weave discouraging my erection. The first few weeks were a little difficult, but she generally released me at least every other day. Luckily her estimated measurements of my genitals had been very accurate and there was only a little binding or rubbing when I wore my rose garden. In short order, I had acclimated to it physically. She had been right, my abstinence while she was gone and inability to give myself release, kept my sexual desire for her at a peak. I had to find other outlets for my sexual energy and focused on learning new recipes, keeping the condo spotless, and always tweaking the interior design so it reflected the latest trends, while keeping its feminine focus. I also spent a lot of time perfecting my feminine appearance. I was determined to reach my goal of six inches of waist reduction with my corset. These distractions were not as successful once she began, as she described it, to wean me from daily ejaculations. The first time I had to wait a week to climax it was as challenging as anything I had ever done. Of course, she did not have to forego orgasms, using my fingers, tongue, lips, and face for her pleasure practically every night. After a few weeks, she extended me to a two week interval of chastity, with the excuse being that she was stressed from work. Despite my sexual frustration, I was as obedient as I could be. Although she never indicated that I had to be submissive or earn my release, I was not taking any chances. I made her meals, exactly as ordered. I wore the clothes she liked; she had developed a preference for me in very high heels, silky stockings, sheer blouses, and very short skirts. I wore my corsets virtually every waking moment. I had evolved into wearing outfits that bore a remarkable resemblance to maid uniforms, although nothing formal. Usually I gravitated toward white sheer blouses, short black or gray skirts with matching heels. Aprons had become a staple when I cleaned and cooked; she liked ones that featured lots of lace or of course rose-based designs. After dinner, she often suggested I slip out of my skirt and blouse, and just wear the apron over my corset as I brought her drinks or we sat and relaxed. As we approached Thanksgiving, she abruptly changed her approach. Twice she released me within a week and I had thunderous orgasms. Anne obviously knew me and that by varying her releases, kept me at a fever pitch. That also applied to her gifts to me. After a light holiday meal, she gave me two very large dress boxes. The first contained two simple shirt dresses, one gray and one black. They were lined with scalloped lace on the neck, sleeves, and hem. There were matching aprons and hair bands in white, as well as gray and black high heel pumps. Obviously these were maid?s uniform. After I opened the box, I gave her an inquisitive look. "Yes, Ross it is what you think. I know I?ve asked you to take over the household chores and you?ve done a wonderful job. But I think it would do you some good, if you take the next step. If you are in a maid?s uniform then you will see that the work you are doing at home is as important as your job with the company. I don?t expect you to wear it every day, but on occasions I will ask you to assume that role. The humility and obedience that comes from wearing this uniform will serve you well in the long run. I?ve come to view you as the wife in our relationship but sometimes I want to have you support me as only a domestic servant can. If my work takes my every waking thought, then I will feel less guilty about having to ignore you if you appear as my servant. Alpha Group is entering the final push for a major project and I will be away from you much more over the next month. Even when I am at home I will need to focus on the project. I need you to step back and be the maid for me during this crucial period. " Nodding my head to indicate I understood her rationale, I opened the second box. Inside was a gorgeous dress, a maid?s dress, but beautiful anyway. It was a very short, black strapless, satin sheath, with a skirt that flared out from the waist. It was very tight across the bust with a low-cut sweetheart neckline. Attached to the outside of the dress, was a sheer white organza net with lace roses. The overskirt extended a few inches beyond the bottom of the dress, had narrow cap sleeves that fit over my shoulders, and a wide waist band that could be tied into a large bow in the back. It appeared to almost float around the black sheath and gave the image of a sheer apron. She included matching black sling-back pumps with a white rose attached to the toe and a white rose-trimmed head piece. Again I looked at her after opening the box. "Lovely, isn?t it; I wanted you to have something to wear for the upcoming holiday season. Something like a party dress, but with your new role in mind, I like the idea of having a special night when you will dress to serve me. So, please keep this in your closet, only to wear at my request." With that, she came over and gave me a kiss, and whispered that perhaps I should go to the bedroom that I had earned a sexual reward. After I had that special night of repeated orgasms, I began a period of extended chastity, and even restricted sexual release for her. The work on the latest Alpha project took all of her time, as she spent nearly 16 hrs a day at work; bouncing between our plant site in the factory district along the river and the downtown corporate headquarters. Even when she was at home, her focus was elsewhere. I took it upon myself to wear my maid?s uniform whenever she was with me. I wanted her to understand that I fully supported her. The salvation was that once the project was complete, and her target date was just before Christmas, then we would both have a two-week vacation that lasted past New Year?s Eve. It was a goal that kept me going, both at home and with my temp girls at work. As we entered the third week of December, Anne indicated that she would be ready to celebrate soon. She told me she had scheduled a visit for me to our beauty salon for some special treatment on Saturday; that fit my schedule as Friday was my last work day before my holiday break. She had to work, but hoped that it would signal the last of her recent arduous work schedule and we could take our two-week break. The company liked to reward the majority of the staff with a break at Christmas, with only a minimal staff completing a light inventory of product over the break. As she left that Saturday morning, she lifted up my maid?s dress, pulled down my panties, and unlocked my ?rose garden?. She told me she had scheduled a Brazilian wax as part of my salon visit and asked if she could trust me to be good, to resist any masturbatory urges, and lock myself back up when I returned from the salon. I promised I would and wished her well in completing her project; I knew well enough that if she didn?t meet the deadline, any planned break would be lost. Normally when I went out to run errands, or do other tasks, I dressed fully as a man. However, the exception was when I went to the salon. I knew when I returned home that I?d be much more feminine looking so I opted for more gender neutral or mildly feminine styles. Saturday I wore light gray Capri pants, flat thong sandals, and a white side-wrap sweater. It was one of the few times I went without my corset, with only small bikini panties and a lace trimmed camisole under my clothes. I had first gone to the salon with Anne. It was a very intimidating place; this was not a general salon, or even unisex, and had an exclusive female clientele. It was decorated in floral patterns, with lots of cut flowers, lovely scented candles, and soft music. I had begun just getting my hair cut there, but gradually Anne had my hair highlighted and styled as well as cut. I never received waxing there, but had become a regular for pedicures with colorful polish, and manicures with clear polish. Also they had given me the dual ear piercings I now sported. So generally I looked forward to my visits, as I knew most of the stylists there and had become one of the few regular male customers. Today was different, however, as Anne had suggested that I get a bit more done than usual; we would have a nice two-week break over which I could be as fully feminine as possible. So, I had no idea what all Anne had ordered for me, beyond the Brazilian which was scary in and of itself. Checking in at reception, I was greeted, told that Anne had thoroughly outlined what services I was to receive, and given a nice cup of soothing herbal tea as I waited. Soon I was taken to see Lindsey, the color specialist. This made sense, as it had been awhile since my last highlighting. But unlike other times, Lindsey applied color to all my hair, which stayed on for a full 40 minutes before shampooing. Brittany took over from there, lightly trimming my wet hair, before setting it in large rollers that they used to give me straight hair. Normally I would either go to the nail techs at that point or under a dryer, but this time, Ashleigh took me to her make-up station. She explained that I was to receive eyelash extensions and some brow work. The good part was, all I had to do was lie back, relax with my eyes closed while she attached the extensions. It would take nearly two hours, but it was soothing to just let someone pamper me. While Ashleigh worked on my lashes, her assistant Sue worked on my brows, first applying a little color and then shaping them a bit. She told me the shaping was primarily removing stray hairs and to thin the outer half of the brow to give it a more defined shape. When my eyes were complete, I was sent to Dolores for my waxing. It was quite embarrassing to slip off my Capri?s and bikini, but she chatted away the whole time and the actual waxing was not nearly as painful as I had feared. I also had worried that because I had been restrained for so long, that the mere touch by a female would cause an embarrassing erection, but I was able to keep everything under control. Looking at my cock after I was hairless was a bit discouraging. I had always heard that removing the pubic hair would make a man look bigger, but I just looked even more petite than before. Thankfully, Dolores had not made any comments about my size. Dressed again, I went over to the nail tech, Kim. She did my normal pedicure, using my preferred true red color. But this time she also applied a ? inch extensions to my fingernails, shaped them in a nice oval and polished them a red that matched my toes. It was the first time I had ever gone so feminine with my nails. When my nails were fully dried, Brittany came by to do my hair. Removing the curlers, she began to pull the straight hair up on my head. Pinning it, she fashioned a sophisticated up-do, finishing it by making lots of curls on top with her curling iron, and weaving in small white rose hair decorations. As with the other work, she told me I couldn?t see how I looked until Ashleigh finished my makeup. At her station, Ashleigh applied a light foundation and began to work on my eyes. Normally mascara would not be applied to lash extensions for 48 hr; however if I promised to leave the specially adapted, long-wearing brand on for several days, they would be okay. Anne had told them I could keep it on that long, and as she wanted me to be as dramatic as possible asked them to do that. Ashleigh matched my long-use mascara with some lipstick stain. Unlike the regular lipstick I wore, the lip stain penetrated my lips; the color would last for several days, and would not rub off. I knew what Anne had in mind, as she often wished that my lips would stay their pretty bright red throughout my time nestled between her thighs. After the stain was applied, Ashleigh used a shiny, wet look lip gloss. I would need to apply that throughout the day, but it would give my lips a sexy, sensual appearance. She finished my face with some nice smoky eye shadow, waterproof eye liner, and blush. Finally, I was turned so I faced the mirror. I was stunned. My hair-do looked so sophisticated, and the color was about two shades lighter than even my highlights had been, changing my hair from a dark blonde to a very light gold. My eyes were amazing. The lash extensions and mascara made the eyelashes look large, sexy, and so feminine. My brows were no longer the light blonde, typical of the rest of my body hair, but had been given a light brown color, were arched outward, and were very noticeable. They were definitely not male brows and totally framed my new more feminine eyes. The lip stain and gloss made my lips look full and sexy. Inside I was so excited and couldn?t wait for Anne to see my new look. I asked Ashleigh about how long I had to wait to remove the mascara; her answer was a minimum of three days, which would be fine given my expected vacation duration. I asked if the brow color would be the same, but she just laughed and replied that no, those were done with a hair dye and would be good until at least my next regular monthly visit. Leaving the salon, I was concerned about my much more feminine appearance, but by the time I got home, I had decided to just enjoy it over the break and worry later. The visit had taken the entire afternoon and I knew I had a lot to do before Anne came home. Once I was back in the condo, I quickly began to prepare the food for our evening. She had asked that I do our special kabobs, only to make about 12. We usually ate 3 or 4, but often made more as the meat could be used in many recipes later. It was a way to prepare ahead of time so that we could spend more time with each other. I made other snacks and finger foods. Things that we could snack on, without needing to cook, because of our limited time together lately I had developed a variety of tasty little recipes. It took me a bit longer, because I was being careful with my new nail tips. I was getting used to them, but I just didn?t want to break any. I finished up by making a pitcher of margaritas. If all was going well at work, Anne would be home in an hour or so; I needed to hurry to get dressed for her. I stripped off my clothes and with only a little reluctance, locked my cock back in its? golden cage. Although I looked much smaller without my pubic hair, I loved how it looked with the gleaming gold around it. I knew that Anne would release me later, making it much easier to lock myself, without any temptation to masturbate. I slipped on my sheer black thong; it had small white roses at the corners of where the waist band attached to the sheer panty in the front and in the rear where the thong snuggled in between my butt cheeks. The fabric was so sheer; the gold rose weave was easily visible. I then stepped into my corset, gently pulling it up my legs and past my hips. I normally left it unlaced just enough to wiggle out of it, so it was bit tight to get into. If this was a normal day, I would have a cotton chemise liner on beneath it, but when I knew we would be having sex later, I went without one. Once it was in place, I pulled my chest tissue up in the bra cups, slipping the silicon pushup pads below my small boobs. Reaching around to the back, I began the slow process of tightening the laces. It took a bit longer than normal, as I was still getting used to my longer nails and I had to feel for the laces behind my back. Halfway through, I pulled up my boobs again and repositioned the pads. I had learned that by repeating the process, as my waist was restricted I could create really impressive cleavage. Everything was going well until the laces seem to get hung up; I pulled several times, but was unable to tighten them more. Occasionally something like this happened, like when the laces got tangled or crossed. Turning around so my back was to the dresser mirror, I looked over my shoulder trying to spot where the tangle was. As I looked, I smiled and almost wanted to cry. I could not see any tangles or knots; the reason I could not tighten the laces further was that the two stays on either side of the lacing seam were flush against each other. I had made my goal of a six inch waist reduction. Joyfully, I wrapped the long laces around my waist and tied them off in back. I picked up my cloth measure tape, wrapped it around my new waist, and read the measurement; 24 inches. I had been slim to begin with, but I now had a perfect woman?s figure, a padded 36 on top, my new 24, and a rounded 35 ass. Almost skipping in excitement, I went to Anne?s dresser and retrieved the two small locks from their heart dish. Reaching around, I slipped each one through the eyelets and clicked them shut. Seeing them in the mirror, made my heart skipped a beat and I had to let Anne know. I retrieved my phone and quickly texted her. She preferred texts, because she could look at them even if she was occupied. If she was alone in her office, she would respond. My text was simple: Everything good? On time and task? I only had to wait a few moments and her response popped up. Yes, great in fact. How was salon? Wonderful. Think you?ll like results, but I have other news. What? Click, click. Oh you put rose garden back on. Good girl. Yes, but no. click, click. There was a slight pause before her next response. You mean corset? You made your goal? Yes, yes. What a wonderful surprise. I have surprises for tonight as well. I think we will have lots to celebrate. Can?t wait. Me either. Be sure to have pitcher of martinis ready and put some champagne on ice. Champagne I understand, but Martinis? You said margaritas earlier. Feel like martinis now; just make second pitcher. Yes ma?am. Xoxo. Xoxo. Later my little rose. I was elated. I could sense that she had made her project deadline and that we would have a wonderful two weeks together. I had to hurry to finish dressing in time, so I returned to bedroom. With my corset in place, I slipped on my stockings. This was always a sensual moment for me. Rolling them up, placing my pointed toes in and then gently sliding them up my smooth legs was guaranteed to give me goose bumps. These were real silk stockings in sheer black with a rose-pattern lace trim around the top and a back seam. I hooked them to my garters, making sure the seams were straight, and adjusted it so they were taut on my legs. The dress was next. I had dreamed about wearing this sexy maid outfit for Anne and knew tonight was going to be special. It seemed to really highlight my new hourglass shape; the low cut top, flared skirt, and tight apron-like waist tie all reinforced my new slender waist. With my dress in place, I put on my 5-inch sling-back heels, and stepped over to my full length mirror. Standing up straight and still, everything looked proper, sexy yes, but proper. However, when I walked I knew the lace top of my stockings would flash below my bouncing skirt. If I bent over, my pushed up bosom would seem ready to plop out of the top of my dress, while my ass would be framed by the garters, stockings, and top of my little thong. If I had to reach above my head, or even turn sideways, anyone sitting would have a wonderful view of my panty-clad gold chastity. The smallest movement turned me from a proper servant to a flirty, wanton, submissive maid; just the image I wanted to give my beloved Anne. Satisfied with my dress, I quickly pinned the white headpiece into my new hair-do, and found my jewelry accessories. Normally, when we were home I wore only a minimal amount. Tonight, I wanted to go all out; 4- strand tight pearl choker necklace, a single pearl stud in each upper hole and a long dangling pearl earring in each lower one. A three-strand pearl bracelet, petite diamond ladies watch, and an anklet with alternating pearls and small gold roses completed my outfit. A few light squirts of Anne?s favorite perfume, a final application of the wet lip gloss, and I sashayed out to the kitchen to make the pitcher of martinis. I was positive, she had requested margaritas, and it was unlike her to change, but I wanted to please her no matter what her request. Just as I finished and put it in the refrigerator and two bottles of champagne in an ice bucket, the door bell chimed. I was surprised as I thought Anne would be here any moment. Opening the door, I saw it was a flower delivery boy. He came here often, as Anne loved to shower me with flowers and I liked having cut fresh flowers to decorate our home. The boy recognized me; he had seen me often and only dressed femininely, but never as sexy as tonight. He seemed speechless, but his eyes were busy. After signing for the flowers, I asked if he would bring them in for me, as there seemed to be more than one bouquet. He swallowed nervously, but nodded his head. I turned and walked down the hall, I knew he would be watching my skirt and lace top of my stockings; I had to smile. This was one of the aspects of dressing as a woman that I totally loved; my mere appearance could make someone aroused and interested. As a man I could never do that. I had him follow me to the dining room table with the largest bouquet, a mix of red and pink roses. It made a great centerpiece for the table. He went back outside to get two other smaller ones, both a mix of white and yellow roses; one I had him put on the living room coffee table and the other on the table at the foot of the master bed. He looked very nervous when I had him follow me there. I don?t know if was hoping or afraid of going there with me; as we left I saw a mix of emotions, relief and disappointment, on his face. That turned to a smile when I gave him a fifty dollar tip. I was happy to do it; roses, and so many, meant success for sure for Anne?s project. After he left, I made myself busy finishing little food details in the kitchen and turning on just the right mood lighting. I wanted everything to be perfect when Anne arrived. I had turned on the two bedside lamps to give a soft glow to the room and was headed back to the living room, when I heard the door open. Right away I heard Anne?s voice but following immediately was almost a symphony of men and women?s voices, all chattering in a loud and happy conversation. I froze in the hall leading between the bedroom and the living area. I was within a foot or two of the kitchen, so I ducked into the room; I wanted to run toward the bedroom, but with my heels I would never make it without being seen. I had no idea why Anne had invited other people into our home, especially without telling me. All I could think of was how sexily I was dressed. I had imagined being seen by others and had brief encounters with service and delivery people like the flower boy, but it had always been in a more modest dress or even my regular maid?s uniform. But now, I was dressed as if I was a sexual toy; Anne knew I would be too. By the time all this flashed through my mind, Anne entered the kitchen; I thought the sounds of the others indicated they had gone into our living room. She was smiling, but her eyes grew wide as she took in my appearance. I tried to project how mad I was at her for inviting people over, but my anxiety was probably more obvious. "My little Rose, you look fantastic! Your hair-do looks so sophisticated and the make-up gives you such a sultry appearance. I couldn?t have imagined that you could look any better in that dress than you do in reality. You are certainly going to make me proud. I assume you can tell that we finished the project. The CEO gave us a special bonus, on top of our regular Christmas one. Everyone on the project was so happy and glad it was over, that they insisted we celebrate. They wouldn?t take no for an answer; when I said I needed to go home, the joy seemed to go out of them. I could tell that as a leader I needed to be with them tonight, but I also wanted to be with you. I knew that you were prepared for me and staying away would be hateful. So, I thought about it; I decided that perhaps it was time that our work mates meet my real spouse, Rose. I assume you?ve done your usual outstanding job of preparing food and drink?" I was floored at this explanation, still mad and even more nervous. "Anne, I can?t believe you brought people over from our work. Assuming your story is correct, you could have at least texted me so I wouldn?t be so shocked. If I had to be seen dressed as a woman, I could have at least changed into an outfit that wasn?t so revealing. What will they think of me dressed as I am?" "To be honest I did think of doing that, but I was selfish. I was dying to see you in this dress. I knew you would look stunning and I think I made the right choice. In any case, I need you to be brave and serve my guests." With that she leaned in and gave me a quick kiss and hug. She then grabbed my hand and pulled me toward the living room. I saw I had no other options, so despite feeling my face start to flush red, I followed submissively behind her. As we entered the room full of chattering and excited guests, Anne and I quickly caught their eyes. I could see surprise, shock and a little bit of amusement in their faces, as they saw me. The mix of loud chatter dropped to silence. As I expected, I knew most everyone. There were the six primary programmers in Anne?s group, four guys and two women; they were an unusual mix of creative minds, focused mostly on their work. The guys were dressed in their usual outfits, jeans and comfortable shirts, while the women showed only a little more flair wearing dress pants, nicer tops, but not really paying much attention to their hair or makeup. There were two customer support programmers as well, a man and a woman; both were dressed in more usual corporate wear, as they worked with sponsors more than the other programmers. Surprisingly, two accountants were among the group; twins, Fred and George, who directed that group. They were young, but very smart and capable. I had worked with them many times, as they frequently needed support staff from my group. They were typical corporate and I assumed conservative as well. I almost started to hyperventilate when I caught their eyes, both smiled, but I felt humiliated having them see me like this. The one person that I didn?t recognize was a tall black man dressed in a black custom-made suit. He looked very imposing, but had a smile on his face like everyone else. Anne got everyone?s attention and started to speak. "Everyone, thanks for coming to my home. We have a lot to celebrate, so I want you to let loose. I am so proud of the effort you?ve made over the past month to finish the Jaguar project. Thanks for being the best group in the company. Hopefully, I have enough food and drink for all. I also want to introduce someone to you. Most of you know my boyfriend Ross at work; he manages quite successfully the ?Agency? that allows many of us to complete our projects. But at home, I call her Rose. She supports me here as well, and as I think you?ll see has a flair for food, drink, and serving it in a gorgeous fashion. If you need anything, just ask and she?ll meet your needs. So, I?d like to start the party with a toast. Rose, will you please get everyone a glass of champagne." I was glad she asked for that, as it gave me a reason to retreat into the kitchen. I quickly got out the champagne flutes, opened the bottles, filled the glasses, and put them on a serving tray. Walking back into the group, took all my courage, but I wanted Anne to be proud. Once everyone had a glass, they toasted their accomplishments, several times, as I flitted among them refilling glasses. This had the added benefit of calming my nerves, as I saw only friendly faces and quick hellos as I worked among them; although I knew that bending to fill drinks and working my way through the crowd, that I had to be flashing my stocking tops and panty. Finally, after multiple toasts, Anne asked me to start serving food and the other drinks. Again, I retreated into the kitchen. However, this time Anne followed me and brought the stranger with her. She was holding his hand and as they approached, I sensed a connection between them. "Rose, I want to introduce an old friend, Bart Manning. He attended college with us; you might remember him as a linebacker on the football team. He and I dated before I met you. Turns out, he is the director of Sigma Group, the marketing arm at Corporate. We?ve been working together a lot lately, as we prepared the Jag project for completion. The company expects big things out of this new software, so they wanted marketing to be ready to go when it was finished. I?ve been telling him all about you, and wanted him to meet you." She was smiling broadly as she finished, as was Bart. He extended his hand and we shook, but my end was a bit dainty; my hand felt swallowed up in his size and strength. Somehow, dressed like I was, it was more appropriate to give him a light little squeeze than the manly shake most men affect. I was also quite nervous. I had always been amazed that Anne had picked me over her many more masculine suitors and now I was faced with a prime example. Standing in front of him, with heels, very feminine lingerie, short skirt and an apron-like overskirt did nothing to reassure me of my preferred status with Anne. But I smiled and told him it was great to see him, and said I be glad to get him anything he needed. I then turned to begin working on the food again. As they stood and talked, I began placing trays of snacks on the dining room table, as our guests began to gravitate there for some food. I also began to pour the drinks, setting out a mix of martinis and margaritas. Back in the kitchen I was preparing the kabobs to take to the grill, when I sensed someone there. Looking over my shoulder, I saw Bart approach me. He placed a hand on my waist and leaned in close to whisper to my ear. "Congratulations" Not sure what he was referring to, I gave him a puzzled look. "Click, click. Anne told me about your corset success earlier. I can see the results. It gives you a striking figure." As he was talking, his hand went up the back of dress, until he found each little lock on the corset beneath. He momentarily outlined them with his fingers. I could feel my face start to flush again. This was uncomfortable for him to know my secrets, especially since he and Anne had dated. "They seem to be a perfect match for your other little lock. I like how Anne has you committed to her control. She says you?ve been locked up for some time. How long has she kept you in chastity?" His hands moved the entire time he spoke, tracing along my back, under my skirt and across my cheek. Finally he had reached underneath, slightly spreading my legs apart with the forcefulness of his explorations, until he was cupping the metal chastity through my panty. He made a point of gripping it firmly. Shocked, I cleared my throat to respond. My face was glowing hot as my humiliation grew. "It?s been about six weeks. But I?ve been unlocked many times during that period." Although it seemed silly, I had to add the last part. He merely smiled, and finally removing his hand, leaned in closer. "Well you make a delightful maid. Given your apparent small cock size and exceedingly feminine features, it was a good management decision on her part. I hope we can get to know each other better." With that, he released my chastity and gave me a quick kiss on the side of my face. Picking up his drink, he left to join the crowd. I was shocked and felt like any woman who had been sexually harassed. I tried to forget it, taking the kabobs out to the grill on the patio. Normally, I would cook only using the light from inside the condo; I was quite self conscious being outside on the deck. But tonight, Anne came over and purposefully switched on the outside lights, as if to reinforce how she had exposed my new role as her feminized companion. Although I felt like I was in the spotlight and it was seasonally cold, I did linger on the deck; it was a respite from the constant confrontations inside as I served Anne?s work associates. When everything was cooked, I went back inside to place the grilled meats and vegetables on serving platters and then onto the table. Everyone, was eating voraciously, as well as emptying glasses. So I stayed quite busy making more drink mixes. Again I was visited in the kitchen; this time it was the two female programmers, Jan and Rachel. Jan spoke up as they entered. "Rose you?ve done a great job with the food. The grilled steak and shrimp was so delicious. I don?t see how you can cook so well with all the running around you have to do. I mean it would be hard enough to keep enough food out for all these people normally, but dressed like you are it is really amazing. I could never wear heels like that, but you seem to almost glide around with them as if they were flats. And your dress is so sexy. Seeing you like this, I can understand how you are so successful with the Agency girls; you seem to fit in perfectly." "Thanks, Jan. I must admit I?m feeling a little overwhelmed. Luckily I had a lot of stuff made up ahead of time. I just feel quite embarrassed to have everyone see me like this. I mean, it wasn?t the kind of image I wanted people at work to know about. But I?m a bit confused; you are the second person to call my support group, the ?Agency?. What is that about?" "I wouldn?t worry about what people think of your appearance. Everyone I talked to thought you looked fantastic. As far as the Agency, I though you?d know what I meant. The women in your group are usually young, very attractive, and generally dress very fashionably. They seem to stand out from most of the employees in the company. They seem better suited to be models, and the nickname came from that. Most everyone thinks your group is like a Model Agency or Agency for short. It really is complimentary when you think about it." "I guess so; I had just never heard us called that before. I mean all of the women in my group are attractive in their own way and I know they take pride in their appearance, but they are mostly concerned about their performance for the customer." "Oh don?t worry, just because we call you guys the Agency, doesn?t mean that we don?t realize how important you are. I know I?ve never asked any of your group for help and not gotten a job done well beyond the requirements. That?s one reason we keep coming back to you; your help allows us to focus on our core requirements and finish the mission. It?s just they do that and look good too; just like you do tonight." The women got another drink and headed back to the living room. I was learning much more about my group and myself than I had ever expected when Anne brought her friends. I finished putting together the snacks, and was just about to take them to the table, when Anne and the two accountants, George and Fred showed up. "Rose I have to speak with you a bit about work; you know I try to keep it at the office, but the accounting department has a major request. Because of the expected success of the Jaguar project, management wants to get this in production and out on the market as quickly as possible, so they want people to work the holiday break." "I know Anne; I was able to get four of my staff to volunteer to help the accounting group to do the inventory. They are all fairly new to the company and as starting staff pay is lower, they appreciated the chance to earn some overtime pay for Christmas." "Well I?m talking about more than that. Corporate decided they want inventory done in four days, not the two weeks that it normally takes. So I need you to get all your girls together for the work; they will have to start Sunday. Fred and George have lined up all their accountants too. Everyone will get double overtime rates, as well as a special bonus, to compensate for the trouble." "Okay, I can make some calls later. Susan will be my first one, as she will be an excellent leader of the team." "You will need her, but I?m afraid that your presence is needed too. George thought that you, Fred and he could tackle some of the production area, as well as direct the rest of the staff." It immediately struck me that what she was saying meant that I would have to go to work with my highly feminized features. The brows, nails, lip stain, hair style and long lashes would be hard to remove or return to normal without some transition. Plus, I loved how I looked and had been dreaming about how lovely it would be with Anne over the next two weeks. I would find it as hard to take off my new feminine touches as it would be to go to work with them. I must have had a stunned look on my face, until George broke the silence. "Rose, I know this will be a big sacrifice for you. But Anne assured Fred and me that you could do it. Personally I enjoyed working with you previously, and now that we see the real you, I will appreciate the opportunity much more. I know you understand from a leadership position, that if you are willing to come in during the break, that all of your staff will agree to it more readily. Workers always feel more like they are part of a team, when their leaders suffer the same hardships as they do. The buzz in the Company, is that the Agency is the most efficient and coherent group; they are a reflection of you and your willingness to pitch in will be the deciding factor in whether we can meet our goals to finish in four days." Not having much choice, I agreed to be there. Both twins took one of my hands and gave it a quick squeeze. That was an action neither would have done with me dressed as a man. Now it seemed perfectly logical. The rest of the evening was a bit of a blur. Finally the group began to thin out, as people headed home, until only the twins and Bart were left. Anne finished talking to them, and they headed to the door. I stood next to Anne as they were saying their goodbyes. Bart was on the other side of Anne, and turned to me as the twins opened our front door. "Rose I want you to do me a favor. I left my overnight bag in the trunk of my Mercedes and need you to go get it for me. My car is parked right next to your wife?s BMW; here are the keys." I was stunned by this request and what it implied. My face flushed immediately and I could hardly look at anyone. It was unthinkable to consider that Anne wanted Bart to sleep with her tonight, but to make this infidelity known to the two men that I would working with for the next few days, when I would be dressed as femininely as any Agency girl, was devastating. As I took the keys, feeling the most submissive I ever have, George spoke up. "You can go with us; we parked on the same floor of the garage, just down the row." I followed them out, head down in shame, as we took the elevator down to the garage. Normally I would be terrified to be outside the apartment, dressed in such sexy feminine attire, but now I didn?t even think about it. I was overwhelmed by what Bart had indicated and was in a trance. Exiting the elevator, the twins stopped with me by his car. They each took one of my hands again, glancing at each other, before Fred spoke. "Rose we know this has been an extremely surprising evening for you. It was obvious to us, that you had no idea that the group was coming with Anne and that your feminine persona would be known to everyone. But for what it is worth, we think you look stunning. You are the most attractive woman either one of us has ever seen. You radiate beauty, sexual attractiveness, and feminine appeal. Your actions in supporting Anne are also extraordinary and if it will make you feel better, we feel honored to know this side of you." The twins then leaned in and gave me a kiss on my cheeks. As they squeezed my hands, they placed their free hands on my waist drawing me closer to them. Hesitantly, George leaned in and kissed me fully on the lips, softly at first, then a bit more forcefully, his tongue snaking its way into my mouth. As he kissed me, he slid his hand up my body from the waist until he was cupping my breast. I didn?t quite know how to react. Kissing a man was something I had never thought about, but realizing that Anne was going to be with Bart tonight had shattered my boundaries. I felt like I should resist, but truthfully I felt appreciated by his kiss and my submissive training by Anne had taught me to follow the lead of a dominant partner. Breaking off the kiss, he stepped back and was quickly replaced by Fred, who repeated the actions of his brother. As he finished they both leaned in again and while nibbling at my ears, whispered that they were overwhelmed by my femininity, and couldn?t resist my allure. They were now looking forward to the extra work, as it would give them more time to be with the prettiest person they knew. Also, they wanted me to consider going further with them, as they desired me totally, assuming Anne would approve it. Finally breaking away to leave, I could see that they both sported full erections, easily visible in their pants. They got in the car and headed home. I was caught off guard by this action, but really appreciated their concern and support. Their actions left me quite confused, as the kisses and fondling had left me excited as well. The reaction to being seen as a sexually desirable woman by men was new to me, but it had obviously made me feel good about my feminine side. As they left, I got the bag and went back up the elevator. I was trying to think of some scathing commentary I could deliver that would make Anne reconsider her planned betrayal of me. Re-entering the apartment, I saw them sitting on the couch. Seeing the bag, Anne indicated that I should take it to the guest room and then return. Completing the task, I stood before them again, juggling a mixture of embarrassment and anger at what was going to happen. Anne saw that I was mad, and cut me off. "Rose, I hope you remember that you are still my submissive and that I expect you to follow my orders without question. I?ve watched you over the past few months and can clearly tell that your feminine nature is more suited to your personality. That is one of the reasons that I exposed that side of you to my staff tonight. I expect that with your work assignment over the next week that your feminine side will be commonly known and the conflict you feel will be resolved. As part of that process, I wanted Bart to be here tonight. When we dated in college, the rough sex he gave me was the best I had experienced. Between the size of his cock and the skill with which he used it, he gave me unbelievable orgasms; orgasms totally unlike the ones that your small, delicate cock can deliver. So I asked him here tonight to repeat that experience. Only this time it will be you that feels his sexual power. You see, although sex with Bart was out of this world, it did not complete me as sex does with you. I learned through him that there was something I desired from a sensitive, submissive partner that he could not provide. That desire led me to you. But he also learned something. He too found that his sexual needs were not met by a woman. His desires led him to seek feminine submissive personalities but not females. He realized he was gay and found men like you were his target. So tonight he is going to complete your feminine transformation. He will make you feel like a woman as only a man can. You are to obey him, as you would me, and satisfy his needs." Anne and Bart stood up, and he reached for my hand. Forcefully, he kissed me and I could sense his excitement. I was reeling, as this was totally unexpected but after the interlude with the twins in the garage, I found myself responding to him. I had realized that I had a desire to be totally feminine and that would likely include submitting to the desires of men as well as Anne. Anne hugged me from behind as Bart kissed me and she whispered in my ear that I was to let go and be the woman that she knew was inside of me. She would let us be together tonight and then later in the morning we would all play together. Bart was only here for a day and she wanted to share him with me. Pulling me away toward the bedroom, Bart took control and she went on to our bedroom. I was now going to experience the ultimate feminizing step. The night was unbelievable. He took me as he wanted; sublimating my desires for his own. At first, he undressed, proudly showing me his large cock. He had me begin our night, by licking and sucking it; his guidance was firm but useful as he taught me how to take him deeper and deeper into my throat. The idea of orally satisfying a man had never occurred to me, but the skills I had developed with Anne made the switch easier. Kneeling between his legs, focused only on his cock and balls was as submissive an act as kneeling between Anne?s. His first orgasm was defining for me, cum filling my mouth and throat, overwhelming me with his taste and feel. From that point forward, I was his play toy and he took me anally and orally repeatedly throughout the night. I slowly removed my clothing during the evening, until he finally unlocked my corset so he could suck and bite my nipples and small breasts. Being manhandled by him was so different than anything I had experienced with Anne. My cock remained locked in its cage, its swelling against the restraint a clear indicator that the dominant control Bart exerted was exciting to me. My being his submissive receptacle for his sexual releases triggered that feminine feeling I got from dressing and a sexual desire that was strong but different from that I got from Anne. By the time I fell asleep, with his balls filling my mouth, I knew what a woman feels like when she satisfies a man. I had crossed a threshold to a place where my whole being felt feminine. I knew I could not go back to being Ross with any regularity; Rose was my true self. The morning began with coffee and sweet roll bites brought to the bed by Anne. She was dressed simply in a sheer short gown and heels. I could tell as we awoke and refreshed ourselves, that her sexual desires needed to be met. Bart began to kiss her and I lapped at her pussy, reveling in the luscious taste. As he became hard, Bart moved me aside to mount her, positioning me between their legs with instructions to continue my oral service to them both. Licking her thighs, ass cheeks, and his balls I saw sex from a new vantage point. Her responses to him were electric and although she was my girlfriend, I knew I wanted her to feel the joy of his wonderful cock. We continued like that the rest of the day, interspersing brief breaks of eating and cuddling with tumultuous rounds of sex. Anne finally unlocked me and I received the release I had desperately needed. Only this time it was Bart who took me in his hand and roughly masturbated me as I lay on my back spread eagle for him. Anne kissed me as I came and then Bart fucked my ass with his massive cock causing me to harden and come again. The whole time, Anne watched as I submitted to his control. It would be hard to disagree with her assessment that I was more woman than man, after her seeing me orgasm with a cock up my ass. Finally, I took a bit more time away from them, allowing her to fully experience the force of his cock, to line up my staff for the work on Sunday. They all understood the importance of the request when I informed them that I would be there as well. By the time, he left that evening, Anne and I were exhausted but closer than we had ever been. The only distraction for me was the thought of facing my group, and showing them my new feminine identity. It had taken a lot of thought, but I had decided how to approach the revel of my feminine side to my group. At first, I had imagined many ways I could tone down my appearance, so that I looked more masculine than feminine. But they all involved removing or modifying the recent feminine touches that I had acquired; steps I really didn't want to make. Also, I had to admit that the cat was out of the bag already, as the story of my appearance at Anne's celebratory party would likely make the rounds at work in short order. So I decided to take the plunge. If I was going to come out of the closet to my group, then I was going to try to be the perfect representative of the Agency and look as attractive and devastatingly sexy as possible, within the confines of professional attire. I quickly choose a look and outfit that would meet those criteria. I also planned out my preparation, knowing how long it would take to achieve the look I wanted for Rose's debut. I awoke early the next morning to start getting ready. I had taken a nice soothing bath last night, so after I did my morning routine I got into my lingerie. I had chosen a plain black lace thong to hold my chastity in place, black sheer to the waist pantyhose that featured a rose pattern up the back as a seam, and my black corset. Tightening up the laces and clicking the locks shut gave me almost the same thrill as yesterday. With my foundations set, I began to do my face and hair. Because of my lash extensions and lip stain, I stayed with a makeup pattern similar to last night. I kept my hair simple, just loose wavy curls using a curling iron. I had chosen a professional outfit that Anne had given me last Christmas, one of the few I owned. It was a deep