The New Secretary II free porn video

"The New Secretary II" I had thought about ending the charade but the paychecks were good and for the moment I didn't have anywhere else to go. Since the job market was still tight I stayed on at the law office and continued as "Deborah" the secretary. As the months passed and then a year and then two and with Donna's continued tutoring I had become quite used to dressing and acting the part of not only a proper secretary but as a lady. That seemed to please her to no end! Then I began to notice that after all the raises she'd given me and the bonuses that usually came after a settlement from a successful client case that my bank account was doing surprisingly well. I began thinking of stepping back into my masculine role and leaving the law office behind but then began thinking that if things went like they had been before I met Donna my fortunes and circumstances might very well end up just like they were then! For now I couldn't deal with that. I said nothing to her about my thinking it was time to move on and as strange a situation as I was in I decided to stay on at least for a while longer. Another couple of months passed and it was the fall once again. I continued my secretarial duties as usual then one day noticed a gentleman I had not seen in over a year enter the office for a meeting with Donna. We didn't get many visitors and Donna usually preferred meeting by appointment but I remembered this man on his first visit and the way he looked me over. Most men would look or glance at me when they entered the office but this one took his time! As I stepped out from behind my desk to greet him I felt sure that he would hear the swish of my nylons and the tinkle of my jewelry, while my freshly sprayed perfume pervaded the room. "My name's Clive Henderson, Junior but just call me Clive," he smiled as I greeted him. He came around, took my hand and in a gentlemanly fashion kissed it like they used to do in high society. He looked me over again, noticed the satin blouse, the tight skirt, the shiny nylons and the stiletto heels. Then he paused to take in the fragrance of my perfume once again. After a lingering look and a smile he finally returned my hand to me! It felt it a bit creepy but I kept my professional demeanor and returned to my work as he went to see Donna in her office. Obviously they had business to do again. He was a tycoon of sorts and had inherited a sizable fortune from his late father, hence the "junior" title. With his father now gone and Clive now in his early fifties the nickname "junior" had stuck. After working for many years under the shadow of his father he was now a business and industry leader and a financial giant in his own right. I later learned he was interested in developing property in the area to put up a new high rise building with office and apartment space along with a mall and parkway. The meeting with Donna didn't take that long but he being behind schedule they concluded business in the limo on the way to the airport. It was when we pulled into a secluded area of the airport that I could see Clive's private jet! He instructed the limo driver to take Donna and I back to the office and thanked Donna for her time and efforts on his behalf. He then smiled at me then offered me a job as his personal, private executive secretary! I was stunned at the offer. Mr. Henderson smiled again, looked at me and with conviction and asked me to "think it over" telling me it could be quite an opportunity. Aside from blushing slightly I passed on his offer without saying a word. Then with that he was off with his briefcase to his private jet where his pilots were already preparing the plane for takeoff! We were soon on the way back to the law office to finish the day. After work we locked up the office and headed back to Donna's condominium. Since she had moved me in so she could work on me to get me looking more like the proper secretary it hadn't taken long to get used to living a better lifestyle, even though I was living it as Deborah! I was watching my bank account and financial investments as they grew and figured that I could make the change back to being Dennis and be financially free forever if I could just hang on a while longer. It wasn't all that bad living with Donna but of course since I was living as a woman secretary my dating life suffered. I wasn't in the least bit gay so that meant I wasn't interested in guys but I didn't know any women who would understand the arrangement Donna and I had either. Our relationship wasn't sexual at all and I was thankful for that because as nice as she was, Donna being ever so slightly masculine and take-charge in her ways she wasn't really my type. I just kept my eye on my financial ball and bid my time. When we sat down to dinner that evening, it was a relaxing part of the day that I liked when I got to literally kick my heels off and have a glass of wine or two. As we talked I soon learned things might be changing. "I almost lost you today Deborah," she said as she started on her salad. "What do you mean?" I asked with interest, worrying I might be losing my job. But that wasn't it. "Mr. Henderson has taken a keen interest in you dear," she said. I knew that he almost always got what he wanted so it would only be a matter of time before he would be back asking me once again to go to work for him! I got up from the table. "I'll be right back," I said as I excused myself then left the room. After changing out of my office clothes, I removed my earrings and necklace then went to the bathroom and scrubbed all the makeup off my face. After combing my hair back into a tight ponytail I rummaged through Donna's closet and found a pair of gray sweat pants and a white T-shirt. Since I'd been living with her my wardrobe didn't contain a stitch of male clothing. She liked it that way and said it would keep me in "character." So now, I had to grab the most masculine outfit in the house to try and make a point. I changed and then returned. I sat at the table, gathered my salad fork and continued with dinner as Donna took a sip of wine and looked me over. "In case you've forgotten I'm a guy? A guy named Dennis? Remember now?" I said as I pointed to myself and looked right at her. She looked at me and observed my finely plucked eyebrows, the way I was sitting on the chair with one leg under me and the dainty way I was eating dinner. She giggled at my attempt to act like a man and pointed those things out to me. So I realized that her "girly lessons" and my constant practice had taken hold a bit more extensively than even I had thought. She said that I seemed out of character now but if she looked close Dennis was there, sitting at the other end of the table. Then she told me that Clive was interested in that "cute, feminine little secretary" of hers and that because of his workload he needed a personal secretary to help with the day to day goings on with his company and many holdings. "I told him you probably wouldn't be interested but that didn't seem to sway him though," she said as she returned to eat her salad. "He's offered me a lucrative deal to enable me to make a lot of money," she said. "Trouble is he wants me to let you go and he'll cover the time and expense of hiring a new secretary." "Why me?" I asked. "Well, he seemed to like your professional demeanor and that feminine, no, that hyper feminine look that women used to have that you possess." That was the look that Donna had worked so hard to achieve. "Did you bother to mention that it's all a show? All your doing? Look, I needed this job when I found it and played along to make you happy but mostly to keep my job! I should have left that first day you showed up with those frilly panties but the raise you offered to me was just too good to pass up. So I put up with it and well, here we are now. I still need the job no matter whether it's Dennis or Deborah who answers the phone and files the papers." Donna slid her salad plate aside, stood up and picked up the bottle of wine. "Oh I much prefer 'Deborah' answering the phone," she said as she came over, poured me another drink then returned to her chair and poured herself a refill. The silence was deafening. I looked at her and she looked at me and for some reason seemed pleased with all her efforts in creating the perfect secretary. "What!" I asked as I looked her in the eye figuring Clive wasn't out of the picture. "Clive must have been serious because he's offered to pay you another quarter of a million a year more than you are making right now and that doesn't include the bonus schedule or the free room and board he's offering!" Donna said with a sober look, the kind of serious, no- nonsense look that lawyers get where that kind of money is concerned. I then got to thinking about the money. I dropped my salad fork onto the plate and after the echo died it got silent once again. I would only need to work a few months maybe a year, two at the outside. I would put all my salary in annuities and with the money I already had earning interest in the bank I would have it made in short order and be Dennis again. Maybe a trip through Europe, maybe the Caribbean and do a little beach combing or to just hang out with the well heeled in the best part of any major city. "Hummm." I said, "So I play sweet little secretary Deborah for him instead of you. You did tell him I am really a guy?" I took a gulp of the wine. "That's the part he seemed to like the best!" She said with a quizzical look and a lilting giggle in her voice. The wine never made it down my throat as I choked in mid swallow! I coughed and aimed for the glass but a spray of red wine filled the air! I choked again then with stuttering gasps tried to catch my breath! I wiped the table clean with my linen table napkin. "You've got to be kidding," I said my voice still not back to normal so I coughed again and gasped then finally composed myself. "No, I don't think he was kidding," Donna said. "He said he would be back in a few days with another bigger offer!" "That's got to be crazy," I replied. "You'll need to take more typing lessons. He wants 100 words per minute on the computer and you're going to need to learn shorthand. He wants to get you a new wardrobe and change your look as well, probably to make you more up-scale to fit your new job. But it should work out because he has some upcoming business dealings that will keep him out of the country for a while and in the meantime you'll take your secretarial classes and learn all about your new job, she said. "You will be working in his private corporate penthouse office suites but you would also be required to travel with him when the need arose. It's a far better job with a penthouse apartment of your own and the ability to travel because he goes all over the world!" I sat back stunned. "It's a truly executive position and although you will be playing the part of "Deborah" it's a fantastic opportunity and far more than you would be able to accomplish whether you were Dennis or not!" I just kept thinking of the money and realized that with only a couple more years to work I began to think that it just might just be worth it! Clive showed up as expected the following Friday to finalize his dealings with Donna on the downtown project then when he exited her office and came to my desk. Donna was at the door of her office looking on as he spoke. "Well, Deborah my dear will you take my job offer?" I had talked it over with Donna and thinking it over more than once by myself over the past week I told him that I would accept his offer. And after getting ready for the past two days I was already packed and ready to go so I nodded yes. "Excellent!" He said with a smile as he gave me a little box. I opened it to see a necklace with a diamond pennant the size of a brooch! He took it and then clasped it around my neck. "Just a little something to welcome you aboard my dear." I looked at the necklace and then realized I could have sold it and lived for years off this one piece of jewelry alone! My interest grew and I found myself actually excited at changing jobs now. After saying our good-byes and knowing we would be in touch with Donna from time to time with her being one of his lawyers it wasn't hard to leave. I grabbed my purse and after he helped me into my coat we were on our way! We picked up my luggage which consisted of three suitcases, a makeup/overnight case and a small trunk. Donna had already checked that I didn't have a stitch of male clothing in any of the cases so I was going totally as Deborah. And after being in that role for two years anyway I figured I could put up with playing the part for a bit longer. Upon arriving at the airport, my bags were loaded for me and I was helped up the stairs by Clive into the jet already being prepared for takeoff. I was introduced as Miss Deborah Smith, Mr. Henderson's new personal, private executive secretary and that was it. No one gave me a second look that anything was out of the ordinary but I was treated like a lady. I remembered the lessons and realized that Donna had indeed done a good job with me and in teaching me to stay in character because now, it was second nature. Within minutes we were buckled into our seats and heading for Chicago! I was quite tired when we touched down and was wondering how much longer it would be before I could get some sleep at my new apartment. But I was amazed when I found myself in a helicopter with Clive and two other staff members flying downtown to the helicopter pad at the top of the building he owned! From the time I left Donna's office and entered the limo my high-heeled shoes had seen nothing but carpet! At the airport getting into the plane it was red carpet! After we walked to the private apartment suites I was shown my own quarters. The wardrobes were filled with lovely feminine clothes all my size. I took a bath, changed into a nightgown then looked out the windows at the city way below. There were no traffic jams, no noise and no hassles. Everything had been more than first class. I looked around the apartment and couldn't believe this was all mine to use for free! It was ten times bigger than Donna's condominium and I had it all to myself! The floors that weren't covered in carpeting or expensive rugs were tiled in marble, the walls were burnished hand crafted wood, several paintings hung around the place. I noticed one Picasso then realized it wasn't a lithograph, it was the original! The furniture was top notch too along with all the other furnishings. Beside a dozen red roses by the window was some Dom Perignon champagne in the silver bucket. This, was how billionaires lived I thought to myself with satisfaction as I looked out the large windows still in a whirl at my new position! I then had to snicker at the thought of my buddies back home. Here I was, so far ahead of them it was unbelievable. Not only that but I was playing the part of female secretary called Deborah! It was quite a lot to think about but I knew I would have to work to earn my keep so I decided to forgo the champagne and get some much- needed sleep. The next morning I awoke early and soon learned that there was a nutritionist that put the meals together and a penthouse staff that cooked the meals. They also kept all the apartments clean and there was a matronly older lady named Ms. Lawrence who was assigned to see to my new wardrobe. After a trip to the hair salon in the building my blonde hair was dyed a reddish brown at his request which made a striking difference. My new look with makeup was redone in a higher class, more defined look but in a heavier, older style. As I sat in the styling chair I also was told that he wanted my well-manicured French polished nails lengthened to glamor length and painted in high gloss red. I looked at them and wondered who could do 100 words a minute with these on their fingers. I was instructed on how to keep my long hair in the proper style between salon visits which usually included keeping it in a tight bun pinned at the back and was also instructed on how to maintain my appearance with the new makeup I was given to wear. After I started learning how to use bobby-pins, I then started learning Pitman's short hand and began practicing every day on my laptop to gain the needed speed. It was pain with the nails but I got faster thanks to spell checking. With everything going on I was quite busy and I hadn't even seen my new office or started working with Clive yet! The days of training continued. Ms. Lawrence had me wear 4" heels which were a good bit higher now than before and my waist was now to be corseted each day. I di my bras had a much larger cup size than the ones I wore and I could feel the weight of the new silicone breast forms immediately. I complained about the size and the weight but Ms. Lawrence mentioned that I would get used to them in soon. Besides Clive wanted me this way and he was paying me a lot of money she explained. The girdles and foundation garments were different too. The hip and rear padding was much more pronounced on the panty girdles than the ones Donna had me wear but seeing as I was getting paid for it I put up with it. Once satisfied with my new measurements, Ms. Lawrence measured me for a new wardrobe. I wondered why she never said anything because she must have realized by now that I wasn't a real woman. Although I dressed and looked the part she was the only one who fitted me for clothes so hiding anything from her was virtually impossible. It seemed I was just matter-of-fact, just a job to her and a project for a rich client she worked for. I was just another clothes fitting. When she returned the next morning with my new outfits and other new clothes she would help me try them on and slowly she saw that my old wardrobe disappeared until finally everything had been replaced. "Now you have this style you wont be needing this one," she would say taking it with her as she left. The dresser drawers began filling with all sorts of lingerie, underwear and dozens of pairs of sheer seamed stockings in all shades and colors. I asked Ms. Lawrence about the old fashioned nylons and was told that seamed hose were Clive's favorite. The closets were filled to brimming with dresses, gowns, skirts and blouses and several of those old style full-length nylon chiffon nightgowns and bathrobes. Hat and glove boxes lined the shelves as did more hosiery boxes and dozens of pairs of high heels lined the carpeted floor of the closet. There wasn't a pair of pants in sight as they'd been removed shortly after I'd arrived! My vanity was stocked the same as everything else and was chock full of a wide assortment of cosmetics, makeup and expensive perfumes. Even my jewelry box was full! Most of the really good expensive stuff was kept in a wall safe behind a painting and I was given the combination. With the staff almost always around and living in a fortress like this place no one from street level could ever get up here! I found that I couldn't get down there. After a few days I was expected to exercise a bit then have a light breakfast which included several vitamins. I figured that idea must have come from the Swedish nutritionist who saw to all my meals. Then there were the spa treatments and some B-12 vitamin injections. There were massages, mud packs, facials and a whole gamut of feminine pampering. All the while Ms. Lawrence saw to it my corseted waist never got larger and in matter of fact she kept lacing me tighter. When I complained she told me that I had to have my figure curvier. The typing and shorthand lessons continued as did lessons in how to conduct myself around a business office. By now the weeks had started passing and I still hadn't seen Clive! "He's off to Europe on business dear," Ms. Lawrence told me a day or so later while fitting me for yet another women's business suit. I found all the outfits for the office a bit restrictive and retro in look. The skirts were usually made of heavy wool but they were all satin lined and tailored for a tight pencil fit and appearance. It made walking on the higher stiletto heels a bit more difficult but over time I got used to the new clothes. I continued on anxious to actually start my job as his personal, private executive secretary. I started feeling like an object the way everyone was waiting on me and fussing over me though. There was staff who saw to it I didn't have to cook or clean. There was in-house salon which always kept my hair and nails just perfectly touched up and there was the fully staffed women's spa, the nutritionist, and of course the ever present Ms. Lawrence. "Where's Mr. Henderson?" I continued asking. "He's just so busy and so rushed these days," she would tell me. It was Hong Kong this week, then Europe once again, then Australia a few days later then off on a hunting trip or some other business dealings. I was told that when he returned I would be getting plenty of work doing my secretarial duties so until then I was to just relax and enjoy my new situation. I began feeling strange when I noticed my look at the spa. The intense corseting had visibly shrunk my waist by several inches and my skin seemed much softer now. My hair seemed thicker and more luxurious than before. When I asked I was told it was the shampoos, the soap and herbal balms they were using. Then when I asked why my hips were getting wider it was passed off by saying that it was Ms. Lawrence who always laced me into corsets every morning. They said it was my new, smaller waist that made my hips look wider. I didn't say any more that day but three days later during another treatment and after having to put up with still another vitamin injection I complained. "What about my tits?" I asked as I pointed to the now budding mounds on my chest. They weren't swelling as a byproduct of wearing a corset, or the herbs or balms or anything like that! These weren't silicone forms this time, these were real breasts! I could feel the tenderness and how breasts were forming on my chest. The nipples were larger and standing out. The aureole were getting larger and turning a darker shade of pink than they had been before. Suddenly they caught me off guard and they quickly went to work! I felt the sturdy padded leather straps going around my wrists and ankles. Then I felt them being buckled and cinched down tight! As I struggled on the bed-like massage table a nurse then approached. "Now, now Deborah dear. Tits are nothing to get into a tizzy about! We thought you might have noticed sooner but no matter," she said as she wheeled a trolley over with an IV set up. She inserted it into my arm and started the saline drip going. She took out a little bottle and a new disposable syringe. She began loading it and then prepared it for an injection! "What are you trying to do?" I hollered. "Kill me?" I struggled against the straps but the nurse and the masseuse giggled. "Hurt Mr. Henderson's personal, private executive secretary? Really now, that wouldn't do at all! Matter of fact we've been hired to see to it that you are treated with the utmost care! I would hate to think what he would do should anything happen to his favorite secretary! You just relax Deborah dear, everything's going to be just fine." I watched as she sped up the IV drip then injected the syringe into the injection point in the IV tubing. I noticed the bottle of liquid she still held and saw the label that read, "Estrogen!" "What are you doing? Are those are female hormones? Those are female hormones aren't they?" I hollered out gasping. I watched as the Estrogen mixed with the sedative in the IV drip and then watched as it started down the tube and began flowing into my arm! I gasped again and whimpered in terror as I struggled on the table yanking at the straps causing them to creak but they held me fast. The nurse giggled then spoke again, "Just relax and enjoy Deborah. We've had you on female hormones since the day you arrived!" My mind reeled! "How can that be?" "You've been taking them in pill form, and along with those B-12 injections." "What was in those shots?" "Not what you thought," she said as she shook her head, "Estrogen and Progesterone. You've been taking a few vitamins, but mostly you have been on a strict regimen of female hormones. And now with this booster shot, you'll start blossoming in no time! You're still going to be a secretary dear, but you see, Mr. Henderson has always insisted on a real lady, or a real... 'woman' as his secretary. You understand what that means don't you? So much more fitting and appropriate don't you think?" The realization of what was happening hit me like a sledge hammer! Both ladies looked on giggling slightly as they watched me writhe and squirm but to no avail. I knew now that I was really stuck! I yanked at the straps and grimaced again as I tried to get away but it only caused my now budding breasts to jiggle. They giggled with satisfaction as I struggled. I soon felt myself becoming weaker and I began to realize that in taking this job I was getting far more than I had ever bargained for! Then I heard the nurse call for the helicopter and to have the jet waiting at the airport. "We're going on a little trip dear, and when we get back and after you're stronger you'll be starting your new job!" The IV drip continued and as I felt myself being wheeled away, then, that was it a suddenly darkness and silence surrounded me! Then I remember seeing bright lights, doctors in white masks and hearing echoed voices and then waking up in a quiet hospital room. It was one of those exclusive, catered, retreat type of places that only the super rich can afford. However I found I was strapped to the bed as before and couldn't move. I could look around and although I was weak I managed to look out the window and noticed it was snowing outside! The last thing I remembered was that it was only early October. I could feel that I had bandages on my nose and face and that my chest felt a lot heavier than normal. I had no doubts about what had happened as I could see the mounds of my chest under the covers! A nurse in a starched white uniform entered the room then looked me over without saying a word. She noticed my dry parched lips and then poured me a glass of water to which she added a straw. She helped me lean up in bed slightly to drink the water and I nodded my thanks as I finished. As I lay back down she injected my IV with another solution that left me first groggy and then for a time things went black again. I would sometimes notice as if in a fog as nurses would come and go from the room and can remember being given a sponge bath then remember more bandages and being in pain and then the darkness once again. The next time I looked out the window leaves were just starting on the trees again. There were still bandages on my face and my throat was now tight and sore. But soon after the nurse noticed me looking around she came over, adjusted my IV drip, and again it went dark. The next view through the window saw it cloudy with a fresh layer of new fallen snow and a cold wind whistling through the naked branches of the slumbering trees as the grounds staff plowed the walkways and driveways with their little tractors and brooms! One year had passed, or was it two? I floated in and out like a science experiment in an old movie. I thought of my investments and dreamed of that Caribbean beach and the warm sunshine and the warm turquoise waters and the steel drum music and me as Dennis sitting on the beach drinking a rum punch with one of those little umbrellas they always put into the glass. I imagined hob-knobbing with the upper class on my trips to New York and LA. With my well-earned money vacationing in Vegas for a show or a turn at the high limit baccarat or high stakes poker tables or maybe a nice little world cruise just to take a break. Then after all this time resigned to a shadowy, twilight existence, reality began to invade my tranquil, floating thoughts! Things were in a whirl as I heard jet engines shut down and the door open and I was taken out on a stretcher. I felt the warm breeze as I was put aboard the waiting helicopter then felt it take to the air. I was being wheeled into my apartment where Ms. Lawrence and other staff were already waiting to see to my needs. I was quickly bathed and put to bed. I found that all my procedures had taken eighteen months and I didn't remember enough time during that period in minutes to be able to smoke a cigarette! As I returned to reality over the next several days and gained strength, I was informed as to what was going on. Clive was now back in town and had made it a point to stop by more than once to see the results of my "procedures" and to check my progress. I was usually sleeping when he stopped by but I had remembered him telling me he couldn't wait to welcome me to my new job! The staff told me that I was now finally worthy of being his personal, private executive secretary. Ms. Lawrence made a few minor changes in my wardrobe and I could see that the huge silicone breast forms and the padded girdles were gone! They were no longer needed and that wasn't the only change! They had not only totally reworked me, they had done it all! I always knew that he could have anything he wanted and in looking at the "new" me I could see that he had gotten exactly what he had paid for. It took a while for it all to soak in. I first took off my nightgown and saw myself for the first time in the mirror since being whisked off on that stretcher. My hair was more reddish than brown now and still thick and luxurious but now I had a woman's hairline! And over time it had grown halfway down my back in a cascade of curls! My nose had been changed into a perky little upturned button nose and my eyes had been reworked and looked larger, more feminine and doe-like and I had been given cheek implants too giving me a now heart shaped face! I gasped in amazement when I looked at my new breast size! I had already learned that the vitamins and B-12 shots weren't really vitamins. But in looking myself over and in feeling the size and weight of my new breasts noticed that they were much larger than normal. I was now "Bimbo" sized! I panicked as I rummaged the dressers and lingerie drawers and found a bra that Ms. Lawrence had put there. Then I found another dozen of the lacy, frilly concoctions and noticed they all were the same size. I was a 38DD! The hormones had indeed done their job but in addition I now knew that had fitted me with saline implants! And as hard as I looked and inspected myself I couldn't find a single scar to indicate where they had gone in. Not anywhere! My waist was barely 20 inches and my hips were rounder, more feminine and wider by inches now! I later learned that during my procedures, my lower ribs had been removed so Ms. Lawrence could corset me tighter still and that the leftover rib bone had been grafted onto my hips at the joints to make them even wider! I gasped to learn my new measurements were 38-20-38. I gasped as I looked into the mirror and tried to say something but only heard the melodic sound of a high pitched woman's voice passing through my newly changed lips! They had enhanced those too by making them more voluptuous and more pouting! There was laser hair removal making me forever smooth skinned and my eyebrows now sported a permanently shaped high and feminine arch! My neck no longer had an Adam's apple as they'd done a procedure on that too to give my throat a feminine appearance. But it was the sound of my voice that I couldn't get used to and I realized that they'd made a permanent adjustment to my vocal cords giving me a much higher register! Of course I knew that they had given me a sex change but it was still a shock when I noticed my little mound! There was simply no trace of Dennis! This had been the final procedure! Everything was gone and had been replaced with a totally natural looking vagina! It was a surreal experience as I looked myself over with trembling hands! I'd dated many women in the past but had never seen the look from this side! I was now what I had always lusted after when I was Dennis! Looking in the mirror at myself I felt between my smooth and hairless legs to find that only a trim little muff with sculpted labial lips remained! All thoughts of an early retirement after playing a skillful game initiated by Donna were now permanently gone! It was quite a shocking realization that Dennis was now dead and Miss Deborah Smith would now be around instead. I looked at all my new paperwork that included a new birth certificate, my school records, driver's license and even dental records with the appropriate change to a Miss Deborah Smith, "female." I later learned that Dennis had simply vanished or become a missing person and that Deborah would be taking his place permanently! My head spun at this new realization! So much so that I wanted to run out and to leave. The money didn't matter now and I didn't want that secretarial job any more but where could I go? They'd told I would be taking it easy for another week or so but the following Monday I would be starting in full time employment as Clive's new personal, private executive secretary! I tried to compose myself, knowing I was indeed stuck in this position for the foreseeable future but I was really upset. A nurse gave me a mild tranquilizer for a few days and eventually I decided to continue playing the part of Deborah as I had done with Donna. Although this time it would be for real. That next Monday morning Ms. Lawrence and her assistant got me up before sunrise. I was half awake when we started with a perfumed bubble bath. Despite years of dressing myself she told me that she wanted everything done correctly so I did as I was told and let her do all the work. After a body splash, my pedicure and manicure were both brightened by a fresh coat of red nail polish followed by a coat of high gloss clear. While my nails dried, Ms. Lawrence combed my damp hair out and began putting it into curlers until my hair was high and tight on my head. She started dressing me with a pair of white satin tap panties with lace trim. I noticed they had dainty little red bows at the front of each lace trimmed leg opening. With my nails still tacky she pulled the panties up tight and smoothed them into place. Once I saw my mound and those pouting vaginal lips outlined in the panties together with my now wide womanly hips I knew that Dennis was long gone. Next she took the matching white satin bra from the dresser and after carefully fitting my arms through the straps she had me lean forward slightly. I was caught off guard slightly by the weight as my now heavy breasts swung out in front of me and dangled pendulously while my nipples were erect in the cool room air. Expertly she then quickly fitted my bust into both bra cups. It was a strange sensation being fitted for a real bra as I felt my breasts disappearing into the cups. I felt the support as I watched the cup material became tight, shiny and smooth as she hooked me up with five hooks. I stood up and she began to tighten and adjust the wider than normal shoulder straps. I began to feel the support of the garment and encased in the bra my new bust stood straight out. My more than ample cleavage was readily apparent as my new bust mounded in the cups! The assistant took a hair dryer and began to blow dry my hair as Ms. Lawrence went to work on my face makeup. I was informed that I was to have an "office" look. It was old style and very fiftyish as she started with a heavy cream foundation base. She then powdered my face and put false eyelashes on my eyelids. The eyeshadow came next and was a smoky, dark blue color. She topped that off with some thick black mascara that made my eyes look even bigger! My lips were lined with a red lip pencil then she added gloss red lipstick in broad heavy strokes. After dabbing the excess away lip color away she selected a blusher to add more powder to my cheeks. She then added earrings with a colored flower design into my now pierced ears and all the while her assistant was busy with that blow dryer working on my long reddish hair! I was still noticing my look and now very womanly shape as she had me get up from the vanity and stand. She then wrapped a new smaller white satin corset around my already feminized waist! She expertly hooked up the front busks then moved around back and began fitting me into it by pulling on the laces. After pausing to feed the garter straps through the satin panties she continued. Ms. Lawrence then really started lacing me into it! My breasts jiggled and my hips wiggled as she tightened the corset laces. It soon became snug. After the wrinkles were out of the material it began to get really tight and gleam in the room light. I could hear and feel the silk laces as they whistled through the stainless steel eyelets. I felt my already small waist shrink further and for a classic feminine hour-glass shape that seemed even more pronounced. My hips appeared wider, more feminine and even more womanly than I remembered but that was before they'd been widened surgically. She continued until the corset started to creak and once she measured me at exactly a 20" waist she quickly cinched off the laces and tied them in a double knot so the corset wouldn't undo. Next she took a box of stockings from the dresser, opened them then expertly swished out a new pair of opera length, seamed garter stockings in the classic taupe color! She had me sit on the bed then worked them up my smooth hairless legs. After she made sure the seams were prefectly straight she hooked them to the garters and cinched them tight. With me being only five foot five, the tops of the nylons went all the way to the tops of my thighs! Ms. Lawrence nodded her approval of the look. Then she had me lift each foot and fitted me into a pair of emerald green, open toed, patent leather stiletto pumps with a tight ankle strap and gleaming 5" heels! She added a gold chain ankle bracelet with a tiny heart locket to my left ankle. Standing up she then took out a white creamy satin full slip complete with a frilly lace trim at the bust and hem and it even had a little blue satin bow attached between the bust and a larger one on the left side at the hem. Carefully she slipped it over my now dry hair and I noticed that as she put me into it and swished it into place that it was one of those old types of slips that had a zip at the side. Once she zipped me into it I could tell it was a tailored slip because it fit me perfectly! Next came what would be my office clothes. I was dressed in a long sleeved acetate satin blouse. It was ivory in color and buttoned up to the back of the high straight collar and each long starched cuff had billowy sleeves with four buttons per cuff. She smoothed out the blouse then took a ladies suit off a hanger. The A- line skirt was emerald green matching the high heels I wore unsteadily. She unzipped it and had me carefully step into it. The tight skirt was made of heavy wool and was the kind women used to wear in the fifties. As she pulled it up and tucked in the slip and blouse there was a green satin lining sewn inside the tailored skirt. I could feel the frictionless tightness as she worked and pulled the skirt up my legs, over my wide hips and up onto my waist! After straightening the skirt she buttoned and then pulled up zip at the back. She quickly smoothed the skirt that hugged my legs together and then fitted me for the suit jacket in matching emerald green. The jacket had wide but feminine lapels and was also lined in expensive green satin! I carefully sat down as her assistant began taking the curlers out of my hair. Within a few minutes she had combed my hair out and had pulled my long hair with the cascading curls tightly back into a tight bun. After adding several hairpins my hair was now expertly in place! Then Ms. Lawrence looked me over added another spray of perfume before affixing a brooch to my left lapel and putting the diamond necklace with the brooch like pendant on me that Clive had given me at Donna's office. Then she handed me a green leather purse matching my suit. I walked with her out of the room and the apartment to the elevator down the hall that was already waiting to take me to the top floor and Clive's office. When I arrived I noticed he was already there. The door closed behind me and we were now alone for the first time in the outer office that I soon realized was to be mine. He looked me over as I stood there. He noticed the tight skirt, the stiletto heels the perfect makeup and the perfume that surrounded me. He also noticed my wide hips and the bust that jiggled with every movement! He showed great interest and an almost pained restraint as he looked me over, more than pleased at my new look and appearance. "Shall we get started my dear?" he asked as he had me set my purse down on my desk and had me accompany him into his office. Once inside he closed the doors and moved behind his desk to begin dictating a letter. As I stood by the door nervously on this first day at work, he waited for me to come inside and take my seat in front of his desk. I paused for a moment, took a deep breath despite the corset and then clutching my pencil and notepad I made my way over to the chair just like the perfect little secretary I was supposed to be. I hadn't taken two steps when I saw him smile and saw his eyes light up and then roll back in satisfaction as he stood behind his desk watching me! He noticed the now, more than womanly wiggle in my walk and the pendulous jiggle in my breasts and even noticed the pendant necklace I was wearing that he had given to me as a gift when I told him I would go to work for him! It all seemed to excite him greatly! The tailored satin lined wool skirt was tight, very tight showing hardly a wrinkle. What it did do though was to force my legs together and shorten my steps. That in turn greatly caused me to really mince on the stiletto heels and amplify the sound of the satin slip I was wearing underneath. There was the sound of the sheer nylon stockings rubbing on my thighs and against the slip and the satin lining of the skirt! The sharp click of my heels echoed through the silent room as I stepped through the office from the tiled floor near the door to the thick carpeting that covered the rest of the room leading to his desk. Once the carpet silenced the staccato click of the heels the wisping, zipping swish of the nylon stockings under that tight skirt could still be clearly heard with each step. Shick-shick-shick the sound continued as I wiggled forward to the chair. It was almost too much but that's the way women used to dress and why Clive was now nearly beside himself with excitement as I moved to the chair. Before I sat down he looked at me, twirled his finger and said, "turn around for me please Deborah dear? I'd like to have a good look at you." He waited in anticipation and I did as I was asked. I heard a gasp and a slight moan from him. He must have gotten a good look at the seamed stockings I was wearing as I teetered on the emerald green stiletto heeled pumps and made my high fashion turn carefully! He regained his composure as I gathered my pad and pencil and took my seat. I heard the bright rasp of the satin lining of the skirt as I sat, crossed my shiny nyloned legs with a swish and smoothed my skirt then took pencil and pad in hand and prepared to begin my first day at work. But I could tell with my wide hips and jiggling bust and my "musical" clothing that even in taking my seat I had continued to excite him. As I waited for him to start his dictation I could tell my perfume had begun filling the air in the office. He paused to smell the fragrance and then smiled! Finally, he composed himself, started business and we got down to work. "Mr. Benson, Combine Legal Insurance Holdings Incorporated. Dear Mr. Benson: I thought I might bring to your attention...," he dictated and the letter went on. I noticed Clive pause every now and then from pacing his desk to watch me. Oh, I was taking shorthand perfectly, even though he was a fast talker once he got going and was deep in thought. But what was happening was that the faster I wrote, the more my new "titties" swung and jiggled. Every now and then I had to re-situate myself in the chair and re-cross my legs to keep up. That only brought another swish of nylon and satin which only pleased him further! But finally, the letter was finished! "I can't believe it!" He said with excitement, as he looked me over. I closed my notebook and got up to go to my office and computer to type up the letter. "Is there something wrong Mr. Henderson?" I asked. "No! No, not at all! It's just more than I could have imagined!" He said. I told him that I had been working with Donna for a couple years and didn't mention my recent physical make-over, but did say that aside from those tighter skirts, higher heels, more makeup and the heavier perfume the job was much the same. I almost said something about being quasi-abducted and re-fashioned into a "real" secretary but I didn't, because he was a powerful man and I didn't want to risk angering him. At least not on my first day! But he continued excitedly as he came out from behind his desk and began his animated reminiscence as he paced the office. "I remember when I was a kid," he said. "I used to get off from school and visit my dad at his office. Man, I remember those days! I loved the way the secretaries looked. The seamed stockings, the tight skirts and how they smelt. How they moved and wiggled around the office and how their clothes sounded when they moved. It was electrifying, even for a little boy! I knew what I liked, even then! I listened as he smiled. "Women were women back then, they could have controlled the world if they hadn't burned their bras back in the sixties! But times changed, and now what do we have? Fat, greasy haired women with attitudes who don't take dictation and who barely type even using a computer! Women who wear dirty sneakers and sweat pants thinking every day is 'casual Friday!' It's unacceptable anywhere not just here at the top you know but that's how it is nowadays. It's terrible. "But you, you have class! And since I'm supposed to be a business leader, a captain of industry who can have anything he wants, I decided I wanted a secretary again, a real secretary just like the kind I remembered. And with you Deborah I finally feel I've recaptured those days of my youth, or at least have a piece of the past that's all mine now! Thanks for coming to work for the company!" He smiled as he then composed himself again and returned to his desk to work with a spring in his step! I left the office fully aware he was watching every seamed stocking step I took to get back to my desk. I could hear the swish with each step and although I tried to stop my nylon encased thighs from rubbing, the satin lining of the skirt continued whispering as loudly as before! I returned to my office, took a deep breath then typed the letter up and had it back in his hands in ten minutes. He signed it without making any corrections! And that's how my first day went. No hassles and with my rate of pay, and benefits I made a sizable sum in only one day! But without having Dennis around to have the fun and to spend the money later, I began to wonder what was the point. But with nowhere to go I thought it best to just go with it, play the game, play the part and keep my job. The days and weeks started ticking by and we were actually getting a lot of work done. There were the letters, the office meetings and visitors, the phone and the internet meetings I orchestrated. There were a couple of trips on the corporate jet and then it was back to the office for more letters, more filing and more business. It took a while but things started running very smoothly and with everything now getting done with me there, Clive was very pleased. He even had a dozen roses brought in and placed on my desk regularly. Then there were the dresses he bought, the different hairdos but mostly the up and tight bun look that he liked. There was different makeovers although he preferred the old style look. He had me wear hoop earrings, dangle earrings, and pearl earrings. I went through six different perfumes before he finally told me he loved the one with a particular feminine floral scent. There were patterned blouses, shiny blouses, and dark skirts, light skirts, pencil skirts and gored skirts which were always tailored, and a variety of shoes from mules to sandals to standard pumps but always with those five inch heels and those old fashioned sheer nylon stockings. Whatever color hose I was wearing on any given day they were always seamed. It was great for him and I was getting my work done for him. Every day he got a feminine fashion show which as usual, thrilled him no end! Two months had gone by but it wasn't long that I could sense a change. I'd been sculpted by Clive's staff into his perfect secretary. I didn't deliberately try to be a tease but in the way I had been reworked into a such a hyper feminine shape and in the way I was now required to dress it made an impression. I then began to realize that Clive couldn't take much more! I'd seen him behind his desk watch me more than once after I'd taken dictation or bringing him coffee or paperwork. He loved watching my breasts jiggle under my feminine blouses and marveled at the curve of my wide rounded hips under my tight, satin lined skirts as I minced along. My hips were wiggling as my nylons brushed my thighs whispering, "shick- shick-shick" as I minced around the office. All the while there was that cloud of feminine perfume that followed me everywhere. He would try to adjust his pants and hide the fact that I was his biggest fantasy and that in looking at me he was getting a boner! He was mostly all business but I knew he never for a moment forgot I was there and he rarely took his eyes from me whenever I was in his office. I knew it was only a matter of time until he got around to me! I put the idea off in my mind because no matter what changes had taken place, I was still a guy inside and still a man! What satisfaction could he possibly have with me I figured? I guess I should have had deeper thoughts because the next day at work was THE big day! I had gotten used to working for him and in dealing with all the makeup and femininity. I put up with it because I knew he liked it. I was also performing a service or doing a job no matter what I looked like as I had done with Donna. But anyway, it was a Friday and shortly before noon after I'd taken down a couple of letters and done some filing he called me back into his office to dictate yet another letter! He watched me enter his office as always as I minced and jiggled over to take my seat like I always did. He seemed to watch me more closely this time. After I crossed my legs with the familiar nylon wisp and put my pad ready on my lap he paused and he moved out from behind his desk. "I really love having you work for me Deborah," he said as he came over. "You're the best secretary I've ever had. You're one beautiful woman, quite the little lady, did you know that?" He put his hands on my shoulders and began massaging me. I could feel the satin lining of my jacket move and could hear it swish as the fabric slipped over my satin blouse. It seemed to swish over my feminized shoulders release more of the perfume that surrounded me. "Thank you Mr. Henderson," I said, "Don't we have work to do now? What about that letter you wanted to dictate?" I readied myself to start taking shorthand again but he then leaned in and began putting his arms around me and brushed against my breasts causing them to jiggle in my blouse! "It's Friday, why don't we just forget about that letter and take the rest of the afternoon off, hummm?" He asked as he began hugging me close and nuzzling my ear. When he then took my pad and pencil away and set them down on the desk I knew the game was on! I gasped, quickly got up then began backing away! "Take it easy Mr. Henderson," I said, "I'm really a guy, you know, a man under all this? Just relax, compose yourself!" I tried to sound manly as I backed away teetering on my high heels while my tight skirt swished once again. But my voice didn't and couldn't sound manly, and the stern feminine voice I was using only excited him further. He moved around the chair and started for me so I ran around his desk to get away! "Haven't I given you everything you've always wanted and more Deborah?" he asked as he moved after me excitedly. "Yeah, and it's the 'more' part that worries me! I'm a guy playing a part like when I worked for Donna and I don't understand what's going on now!" I yelled as I continued running around the desk taking swishing, mincing steps because of the tight skirt all the while trying to keep him at bay as I teetered on the stiletto heels! "Relax darling. You stick with me Deborah and I'll treat you like a queen!" He said. "Why don't you find a nice girl? A 'real' girl?" I continued. "I can have anything," he said. "After seeing you at Donna's office I knew I'd found my 'dream girl' my feminine ideal and then after hiring you I improved on that, considerably! Don't you think?" He looked me over once again and I could see his excitement grow! I continued circling the desk and every now and then to confuse him I took a trip around the large chairs at the front of the desk but I knew what was up now. It was 1955 all over again and I was the woman secretary being chased around the desk in the head office by the boss and I knew where it ended! It was too much to take in all at once as my nylon covered legs swished and I stumbled on the high heels while my heavy "Barbie Doll" tits swung pendulously in the satin brassiere under my gleaming blouse! I had seen this comic relief, this stereotype played out in comics and movies before only now I realized that I was the girl! I was the woman being chased and lusted after! I then began wondering if Donna had an opening for her old secretary but it was far too late for that now. I'd never tried to tease or lead Clive on but the changes he'd made in me and in the clothes he required that I wear and in the corseting provided by Ms. Lawrence I had become a kind of retro-feminine ideal with which most men lusted after! In the secluded penthouse office and you could have fired a machine gun without drawing attention. We were alone in his private office suite and I was his only secretary! And I noticed as he chased me that under his expensive slacks he indeed had a hard on! This wasn't just a mild excitement and a little embarrassing bulge tenting the front of his pants. No, he was fully hard with his member straining and poking his pants just below his belt buckle! I quickly tiring running on the heels and he was bigger than I was. I made another circuit of the desk and managed to pull the pen and pencil set, his desk cover and the monitor of his computer off and send them crashing to the floor causing him to stumble as I continued running for my life! But in trying for the outer office door, I only got a few more steps! He caught my arm as he came around the desk, grabbed me then spun me around to face him! He immediately pulled me close then kissed me fully on the lips! I could feel my clothes swish, my lipstick smear and feel my hairpins "ping" as they popped out during the struggle! As he held me tight kissing me, probing me greedily with his tongue, I felt my breasts jiggle and then flatten out against his chest! I tried to struggle away but it was no use! He held me tight, kissed me again and then began fondling me! I could hear another 'ping' of a hairpin and heard it bounce off the desk as we tussled causing my tightly bunned hair to come undone, fall down my back and across my shoulders in a cascade of reddish feminine curls! He pulled greedily at my jacket and flung it open with a swish then started fumbling with the buttons at the front of my satin blouse! The ones he couldn't unbutton were simply yanked open. Two of the buttons bounced off the floor as he quickly reached into my blouse and unhooked my bra! The bra had held me tight but Ms. Lawrence having selected my outfit and lingerie for the day just happened to pick out a three quarter cup demi- bra that was strapless, and I began to wonder if this wasn't all planned but it didn't matter now! In an instant he swished the bra out from under my blouse and tossed it aside! I could feel the lack of support as they fell loose from the weight and the full swinging jiggle of my breasts. I felt my nipples engorge and become erect as they hit the cool room air! He held my blouse open and started squeezing and kneading my breasts then as he leaned over still holding me they swung and bobbled against his face. He found a nipple then began sucking excitedly! It was too much to experience all at once! We tussled further and I finally managed to pull away then stepped back, breathless as I teetered on my heels, my lipstick smeared, my hair now fully down and the front of my satin blouse now wide open exposing my bust that swung with every movement! I was too shocked to speak and couldn't say anything so I pulled my blouse closed as best I could then decided to leave and return to my apartment but he had other ideas! As I started for the door he grabbed me and held me close once again facing him. He began rubbing my bottom through the tight wool skirt so he could hear the satin lining and feel the swish of the lacy nylon slip under the tight wool fabric. With my hair down he could really smell the perfume in the air! "You're all woman now Deborah! Too exciting!" He said. Then I felt him change his hold on me. He ran his hands up my hips and around and under my suit coat. He then began fumbling with the back of my skirt! I felt and heard the zipper being pulled down! Then I felt the button go next and with a little tug my skirt swished past my slip and was instantly down on the floor! I could see the hard on raging in his pants now as he spun me around! He pushed me over his desk and swished my slip up over my back to expose my lace trimmed satin tap pants! He marveled at the roundness and wideness of my hips, the sheen of the powder blue panties and the tops of the glossy, tightly gartered hose. As he fondled my nylon covered thighs he then reached between my legs to feel my tight little mound! I gasped as his probing hands found my mound through the satin material and heard his excited breathing as he rubbed and gently worked his hand back and forth! It was a strange sensation! Something I had never felt or experienced before and it caused me to gasp! Then as he concentrated and began gently working my mound and he found the slit with his fingers the sensation began to build! I gasped again and tried wiggling my hips to get away because I didn't want to experience what he was doing to me! "Mmmmm," he said as he continued. And then, the room started feeling warm, I felt giddy then I felt myself getting wet! So did he. "You see darling? I didn't spare any expense with you." He said as he continued leaning over me, holding me to his desk and all the while continuing to rub me! "Feels good doesn't it? Yesssss it feeeeels sooooooo good!" He said with quiet and determined excitement as he worked me. "I know how you went to work for Donna and how she made a few changes in your appearance and your lifestyle but that doesn't matter now." He said. "Everyone loves pleasure don't you agree Deborah, hummm?" I gasped a, "Ye...yes!" "I'm sure that Dennis enjoyed pleasure didn't he? But since he's gone now and Deborah has taken his place don't you agree that 'she' has the same needs as Dennis had? That she deserves to be pleasured too?" The strange one sided conversation continued. "Your desires might be different but with all the changes I'm afraid you won't be pleasuring women anymore at least not like you used to. You should just relax and go with it darling because now it's the man who will be pleasuring you! And, if it feels good, and it certainly will my dear, what difference does it really matter, hummm?" He asked with a soothing whisper as he spoke into my ear. He continued stroking and rubbing my mound then fondling and squeezing my pantied bottom with lust! My conflicted thoughts were in a whirl now. I was Dennis in my mind but now my body was working differently and reacting in a way I didn't want it to. "Go with it," I heard him whisper again as my perplexed thoughts continued. He touched me once again through my now soaked panties and this time he felt my vagina twitch against his fingers! I gasped in surprise and felt my knees buckle as I stumbled on my stiletto heels. He didn't waste any time as he quickly worked my tap pants down whisking them past my seamed stockings and down my legs. He then tossed them aside with my bra. He took off my jacket and bent me over his desk. Then after fluffing my half slip up over my back he spread my legs and leaned in! He was breathing hard as he started fumbling excitedly with his pants! I heard him undo his belt then heard him pull the zipper down! "Plea, please Mr. Henderson, I ca...can't...!" I said breathlessly as I started to panic and plead for him to stop but he already knew the score. I gasped then struggled for a moment in the silence with just us two in the office, with him breathing heavily behind me and me scared to death! He then started working his fingers inside me! His surgeons had done a consummate job, and if I hadn't been born a male I would have sworn I had always been a girl! I hated how he was making my body react! "You like feeling feminine don't you Deborah? Mmmmmm, I can tell. And even though you protested as Donna took you deeper and deeper into femininity you continued didn't you? Why is that?" He said as he began working his fingers in and out of me! "I....I needed the job!" I grunted and gasped but he continued. "I think you liked the women's clothes all along, and maybe the feminine thoughts too?" He said. "And since you took to the women's clothes and lifestyle so effortlessly with Donna maybe you should have been born a girl, don't you think? She really feminized you didn't she, and she did such a wonderful job! It should be really nice for you now because I've finished the job she started. You're a woman now Deborah!" As he leaned over me, I could feel his hot breath as he whispered in my ear! "You're a woman!" I could feel my vaginal mound and his fingers now working easily into the tight moistened slit as I struggled again. I felt him take his hand away then within moments felt him begin rubbing my vagina again but now instead of using his fingers it dawned on me that he was rubbing me with the head of his throbbing hard on now! I tried to ignore the sensation but could feel the large bulbous head of his engorged erection as he worked it up and down my now flowering slit! I then heard myself give an involuntary and very feminine moan causing me to arch my back! Sensing he was gaining ground he quickly reached around hunched over me and hugged me close, he held me around my tiny corseted waist with one hand as he began squeezing and kneading my breasts with the other. He whispered again! "Tell me you're a woman Deborah, tell me you want me to make you feel like a lady. I'll make it feel sooooo good for you, you'll see" he said as he continued rubbing me! "Tell me Deborah, tell me," he said. I knew he wanted me to finally admit that I now was a woman because it would give the whole process he had put me through a sense of closure. Th