The Personal Assistant free porn video

CHAPTER 1 I had been unemployed for nearly six months after being made redundant from my IT job. There were no real problems with paying the bills Penny my wife was making good money in a solicitors firm. When the offer of a job came I should have jumped at the chance, but it came from such a strange source and at such a strange cost. Penny and I sat at the kitchen table one morning. Despite me not working I was always up to make breakfast and see her off. I would then spend the morning dressed as Sissy Maid Davina doing the housework, something my wife was totally unaware of. She was happy to see the housework done and a hot meal waiting when she got home. After lunch I would usually hit the computer, write a few erotic stories and generally chat with my sissy friends. Recently though I had been spending too much time in the chat rooms and barely had time to make dinner before Penny came home. She had even commented on the meal been badly prepared on a couple of occasions. Last night was a case in point, I had been chatting to a couple of sissy maids and only had time to make sausage and mash for when Penny got home. So it was no surprise when Penny asked me when I would be going back to work. She had been a little annoyed about me simply lazing around the house playing games, my cover for surfing the web and doing sissy things. "Have you thought about re-training," she asked. "I had not really thought about that," I replied. "well my PA Melissa is going on maternity leave in two week, why don't you take her job." I laughed and then realised she was serious. "I have no typing skills and know very little about your work..." I answered "...and besides I would look stupid in a skirt," I quipped, secretly loving the thought. "Oh......Well you would have to make some changes," she answered cryptically. "What do you mean." "Well Davina is not ready to go out in public yet." My mouth dropped open. She knew all about Davina! How! "Do you really think I hadn't noticed dear....." she smiled. "You may have been good at applying makeup but you made a few mistakes removing it. I have noticed the traces of mascara and eye shadow. I presume you have your own clothes because I have noticed mine have not been disturbed...." she eyed me across the table. "And close your mouth you look like a guppy." I shut my mouth too shocked to say anything. "So It's settled then, you will become my new PA in two weeks time." With that she stood to leave. "Sarah will be here at eleven, do exactly what she tells you or there will be hell to pay." She kissed me on the cheek and waltzed out. Her parting remark. "Have dinner ready......and wear what you think is appropriate." I heard the door close and simply sat there for a few minutes in shock. My wife Penny knew I was a secret sissy and instead of screaming and asking for a divorce she was going to make me her personal assistant. My heart hammered and my cock throbbed, this was a dream come true. I was also a little nervous, did she really want me to go to work with her? Davina had never been out in public before. Also on my mind was who was Sarah? This question was answered at eleven o'clock exactly, when the door bell rang. I opened the door to a blond haired woman in her mid twenties. "You must be Davina...I'm Miss Sarah." With that she brushed past into the house. I stood red faced. Penny had given her my sissy name! "Bring my case in...there's a good girl" she quipped handing me her car keys. I reddened even more at the term "girl" and my cock throbbed very hard. I had resisted playing with myself during the morning not sure of what was going to happen so I was extremely turned on. I went to find her car, not sure which one it was I pressed the door open button until I got a deep from a rather expensive jaguar. The case turned out to be a suit case on wheels. I grabbed the handled and pulled it inside. I followed Miss Sarah into the Dining room, admiring her pert bum as we went. Once in the dining room she ordered me to put the case on the table and proceeded to open it. "OK, strip all your clothes off...." She noticed my reluctance and quipped with a grin. "You can fetch a towel for modesty if you want but I will no doubt be seeing the whole lot eventually" she smiled cruelly and I shivered at her gaze. I reluctantly removed all my clothing and stood before this dominant woman, I was getting turned on by her dominant nature and my cock was hard. I held my hands over my crotch to hide my embarrassment. "Hands at you side" she ordered knowing full well the effect she was having on me. "I see now why penny wants you transformed, it is very small, even hard!" she sniggered. I blushed bright red and my cock throbbed fit to bursting. She turned and opened her case and began to pull out various items and put them on the table. She handed me a large pot of cream and ordered. "Go to the bathroom and get into the shower, cover yourself from the neck downwards in this cream. I will be in, in a second to help you with your back." "Yes Miss Sarah," I answered taking the pot and heading for the bathroom. In the shower I opened the pot and was immediately hit with the smell. It was strong hair remover, I had on occasions used some on my legs but never my whole body. I scooped a blob out and began to coat my chest. I had done down my body and most of my legs when Miss Sarah arrived. I had deliberately avoided my crotch area knowing that you should not apply it to sensitive areas, Miss Sarah had other plans. Taking a large blob she sheared it over my cock and balls, the cold cream had the effect of shrinking my tiny cock, she smirked at this. Ordering me to turn round she coated my back making sure between my bottom cheeks was liberally smothered. "Wait here," she ordered. I waited and as I did I felt the heat begin to rise, soon the heat was a burning. I was at the point of rinsing off the cream when she returned. She obviously knew I was in pain but made me suffer longing by checking that the hairs were coming loose. I felt sure my skin was coming lose! "Rinse off thoroughly, wash your hair, then come and join me." She turned and left. I gratefully switched on the shower and began to rinse myself down, watching all the hair from my body washed away. I then washed my hair and after drying myself returned nervously to the dining room. Miss Sarah had set up a chair next to the table, she pointed for me to seat myself. She then began to massage an ammonia smelling gel into my hair. Once it was fully coated she wrapped my hair in a plastic bag, again I could feel the slightly uncomfortable heat. I wondered if she was also going to remove all my head hair as well. I watched nervously as she began to fill several needles with liquid. Taking the first she came towards me and I flinched in fear. "Don't worry dear, all you will feel is a little prick....nothing new to you," she smirked. She then pushed the needle into my cheek, she did the same to the other cheek and both my lips. I immediately felt my skin begin to swell and tighten, my lips felt big as I ran my tongue over them nervously. This must be what it is like to have Botox injections! "Stand up," she ordered. I did as ordered and watched her inject my hips and bottom cheeks. I felt them begin to throb. She then took a tape measure and began to take my measurements, chest, waist, hips and several in my crotch. As she was doing this the gel in my hair began to itch and burn, I fidgeted at the discomfort. "Stand still girl," she admonished. "She used the term girl again!" I wondered, I blushed and my cock throbbed. She then took another needle and injected both my breasts these where the most painful injections of them all, she smiled at my discomfort. "Go to the bathroom and rinse your hair, then wash it again," Miss Sarah ordered. I returned to the bathroom stopping to stare in wonder at myself in the mirror. My cheek bones where defined and my lips were fat and plump. Speaking of plump I looked down at my swelling breasts, then past them to my swelling hips. I turned slightly to admire my plump bottom. My cock was hard and weeping at the transformation. I stepped into the shower and rinsed the gel from my hair, again I washed. As I stepped out of the shower I was shocked to see that my hair was now platinum blond. I dried and returned to Miss Sarah. She proceeded to dry and style my hair, it was not very long so she styled it into a simple bob. She produced a mirror and let me admire her work and my new girly reflection. As I was admiring myself she packed away her things. "All done girl, get dressed," she ordered. I hurried to dress and having finished was ordered to take her case back to her car, I was a little nervous because although I was in male clothes I had a distinctly female face and figure, something I had noticed when I put on my male clothes they just did not feel right. I put the case in the car. "See you in two weeks," was her cryptic good bye. I wondered in a haze back into the house, I looked at the clock and realised the transformation had taken three hours, it was two o'clock! I knew I could not wear the male clothes for too long, they felt rough and scratchy. I went to my secret stash of clothes and started to select my girly attire. CHAPTER 2. I knew I had to pick the most girly clothes in my wardrobe. I selected a pink satin basque, a pair of pink full and frilly panties and a pair of white silk stockings. For my feet I selected a pair of pink shiny patent leather Mary Jane style shoes and the finishing item would be a very sissy pink satin maids uniform. I stripped as quickly as possible out of my male clothes. Taking the first stocking I slipped my foot into it, it was the most delicious feeling. I had removed the hairs on my legs before but this time it was different, the cream Miss Sarah used seemed to have not only removed the hairs but made my skin extremely sensitive. I put on the second stocking and then grabbed the basque in an erotic frenzy to feel its tight embrace. The satin was cool but again deliciously soft. After attaching the stockings I stepped before the full length mirror. What I saw made my mouth drop open in awe. Where the male clothes had felt uncomfortable the female attire felt right, but not only that now that I had a feminine figure the underwear moulded to my shape. When I had worn the same basque previously it had not quite felt or looked right. Now I marvelled at how it accentuated my new feminine curves. My tiny cock throbbed painfully between my legs in dire need of attention. I reached down mesmerised by my reflection, and stroked once...twice...three times and exploded onto the floor in front of me. The release of the pent up sexual energy brought me back to reality again but my cock was still hard and eager. I cleaned up the mess and myself and put on the satin panties to stop me playing with myself a second time. I slipped into the silken embrace of the maids uniform and then the shoes, a white frilly apron finishing off my attire. I sat at the dressing table and proceeded to apply my makeup, hoping penny would like my efforts. Looking at the time I realise I had to get on with making Penny's dinner. I knew it had to be something special. One, to say thank you for my new feminine looks and two, to show her I accept and loved my new role in life. I prepared a starter, main course and dessert and had just enough time to spruce the house up before Penny arrived. Just before her arrival I opened a bottle of wine and poured her a glass. I then stood by the door to await her return. My timing was spot on as Penny arrived a few minutes after I had taken up my station. She smiled a knowing smile when she saw me, taking the glass of wine she headed for the living room. I followed obediently wondering what she was going to say and do. "Stand in the centre of the room and let me inspect you," she ordered. She then circled me, lifting the hem of my maids dress, feeling the soft roundness of my new breasts. When she lifted the front of my dress she noticed my tiny hard cock tenting the front of my panties. "Mmmm this will never do..." she mused scratching my hardness through the panties. I almost came on the spot and struggled to keep still. "I know you have a chastity device, you will put it on first thing tomorrow. "Yes....erm..." I paused. "You will call me Miss Penny, get used to it because that is how you will address me at work." "Yes Miss Penny," I answered obediently. "Sarah has done a good job, and your selection of attire is good for home, I shall have to approve your work wear. The makeup however is a mess, you look like a tart, you will work on that." "Yes Miss Penny." "Is dinner prepared." "Yes Miss Penny, please take a seat at the table and I will serve you." That is exactly what I did. I served here the starter and stood patiently waiting whilst she ate. I then served the main course topping up her wine glass when required, finally the dessert and coffee. When I had served the coffee she had me kneel at the table beside her. "Have you eaten yet Davina." "No Miss Penny." "Good, that is the way it will be from now on, you will eat after me unless I say so and you will then clear and wash the dishes." "Yes Miss Penny," I made to get up. "Did I say I was finished!" she commanded. "No Miss Penny," I whimpered. A wicked grin spread across her face as she realised what control she had over me. "You may go," she stated. I got up and curtsied before I left. "I like that you will do that every time," she smirked behind me. I had a little bit to eat part nervous excitement and part the tightness of the dress, then I washed the dishes and tidied the kitchen. When I returned to the living room Miss Penny was on the couch watching the news. "Kneel here Davina," she said pointing to the floor in front of her. "I am so horny looking at you," she mused. With that she opened her legs and let her work skirt ride up to her waist. Without breaking eye contact with me she pulled the skirt all the way up so that her pussy was completely exposed. I so much wanted to look down but she held me spell bound with her stare. A wicked grin slowly crept across her face. "You want to look at my pussy....don't you slut." "Yes Miss Penny," I whispered. "What else?" "I want to worship it Miss Penny." "Worship?.....how very obedient......you may look slut." My eyes dropped to her pussy, I could see the lips were swollen and red with excitement. I could also see the slight glint of her juices and my mouth watered at the thought of tasting them. Her excitement was obvious, as was her hunger for my ministrations. "Worship me slut....pleasure your Mistress," she murmured. My cock throbbed in its silken confinement at her dominant words. Eagerly I moved between her leg, immediately picking up the scent of her excitement. There is nothing in the world as far as I am concerned to compared with the heavenly scent of an excited woman. I paused and inhaled causing my head to spin and my cock to throb painfully. Then I extended my tongue and licked slowly from the bottom of her pussy to her clit. I relished the divine taste and Mistress sighed with pleasure. Her clit was hard and excited, I knew she would climax if I licked it so I made to lick further down. "Make me cum slut," she demanded knowing that I was going to tease her. I did not need telling twice my tongue darted to her clit and she squealed her pleasure, minutes later she was screaming her climax. Knowing how sensitive her clit was now I moved to gentle kisses, slowly starting the process again by gently licking her swollen pussy lips. In this way I brought her to three climaxes. "Enough....enough..." she sighed. "You may have a tiny cock but your pussy licking skills are fantastic. "Thank you Miss Penny." I felt a warm glow and also the slight pang of humiliation at the reference to my tiny cock. "Get me a glass of wine," she ordered. When I returned she had composed herself. "Kneel before me and I will give you your instructions for the coming weeks so that you will be ready to go to work. This week in the mornings you will learn deportment, because you walk like man pretending to be a woman. In the afternoon you will be taking elocution lesson, Miss Cindy will take both classes, make sure you obey her. I will hear of anything you do wrong but I have given her free reign to punish you as she sees fit....." "Yes Miss Penny." My heart was racing my cock throbbing at the thought of this dominant sounding tutor. "The second week I have booked you on a crash secretarial course, you will learn short hand and touch typing it will also be a chance to test the skills you have learnt in week one.." "Yes Miss Penny." I shivered realising that I would be attending this course as a female! "So you need to do a little homework on a few thing...your makeup, deportment....." She handed me her iPad with the instructions. "No looking at sissy porn, you can of course chat with your sissy friends....." She laughed at my shocked reaction, it appears she knew everything about the sissy side of my persona. "I'm sure they can give you some tips." So I spent the night looking for tips on makeup, sissy clothes and deportment. I served Mistress when she needed something until finally it was time for bed. "You will be sleeping in the spare bedroom from now on, I don't want you waking me when you get up early to prepare my breakfast...in fact I will take breakfast in bed." "Yes Miss Penny," I said disappointed. "Oh don't be sad sissy, the spare bedroom is rather dull at the moment, but I'm sure your can make it all pretty and sissy," she smirked. "Good night Davina." "Good night," Miss Penny. Chapter 3. It was strange to sleep and wake up alone but since I would be waking at five o'clock it meant I would not disturb Mistress. In the cold light of day I wondered what I had let myself in for, but as soon as I saw my newly feminised shape in the bathroom mirror all doubts washed away. In fact my tiny cock began to stiffen. I remembered the restrainer and after a cold shower locked my tiny cock away. I wondered how long I would be in chastity. Dismissing this worry I dressed putting on simple makeup and prepared Mistresses breakfast which I served to her in bed. "The makeup is better," she commented. After she had left I tided the house and waited nervously for Miss Cindy. She arrived at nine exactly. She was small of stature, her dress prim and proper. Shiny simple shoes, black stockings, black skirt ending below the knees. A shiny black belt circled her tiny waist into which was tucked a long sleeve, startlingly white blouse. Her hair was pulled back into a severe bun. She was in her late fifties I guessed, probably an ex school Mistress. To qualify this guess she had a old style school cane tucked under her arm. I shuddered at the thought of what that was going to be used for, my tiny cock swelling to crushing point in its tight confines. Other than a handbag she had nothing else. "You must be Davina," she said after I had shown her in. "Yes Miss Cindy." I simpered and curtsied. "May I offer you a drink?" I asked. "I would like a tea, young lady," she answered. She seemed completely un phased that I was not a woman. When I returned she had me sit beside her. "So young lady, your manners are fine...perhaps a little refinement. Your deportment needs a lot of work as does your speech." "Yes Miss Cindy," I answered obediently. "Take off the uniform and shoes," she ordered. "I will be using the cane to correct you, but do not think I am some professional dominatrix, if I even think you are getting excited I will simply leave," she stated. I was glad of the restrainer because I knew my libido would have me hot and hard at the first touch of the cane, let alone her dominant manner. I told myself that the subservient side must not show too much for fear of offending her. It seemed strange to be undressing in front of this older women but I knew I had to obey her fully. So deportment class began. Miss Cindy had me walking straight lines, walking with hand on waist, walking with a book on my head, all in only my underwear. The cane was used frequently to correct me and soon my bottom and thighs were red. She was not brutal with the cane, she simply applied it with enough force to sting not bruise. After two hours work I was allowed a rest and drink, I also prepared a tea for Miss Cindy. Then it was back to work. I made lunch for her and then after washing the dishes sat at the dining table for my elocution lessons. Punishment consisted of a ruler to my knuckles. At the end of the day before Miss Cindy left she spoke. "I expect you to practice these skills for the rest of the day....tomorrow I want to see some improvement before we start," she ordered. "Yes Miss Cindy," I answered meekly. When Mistress arrived home she was delighted with my basic improvement. "Well done Davina..." she complimented. I blushed with pride, and my cock throbbed at the humiliating reaction I was having to my continued feminization. "Keep this up and I may reward you," she stated cryptically. "Now strip off everything," she ordered. She examined my restrainer and took the keys from me. She took off the padlock and grinning inserted her own padlock into the restrainer. "Not that I don't trust you, but now I know I have ALL of the keys," she laughed. Mistress had brought home a few bags, so in the evening she showed me their contents. They turned out to be my office wear. Mistress had me model each ensemble, with the comment that she would be adding to my wardrobe from time to time. "Miss Cindy spoke well of you, and I can see she used her own method of correction..." She smiled tracing the almost none existent marks of my chastisement. "But she said a maids dress is not proper for her lessons, so choose one of your new outfits tomorrow," she ordered. That evening I spent kneeling at Mistresses side, seeing to her every whim whilst surfing the net for guides on how to be more feminine. I had confided in a few of my online sissy friends as to my new evolving situation. Some were jealous, all of them were interested, offering advice and encouragement. The next day I dressed more appropriately for Miss Cindy and was ecstatic when she said she was pleased with my progress. So the week flew by in this manner, I went from pumps to six inch heels under Miss Cindy's tutelage. On the last day of Miss Cindy's tuition I was tested. It consisted of a shopping trip to buy myself an office outfit, everything including underwear . Miss Cindy watched from afar judging my acts and the reactions other people had to me. On returning home she sat me down. "You did well Davina, I think a few of the females you encountered were suspicious, but none of the men. Well they are dumb animal! Remember however that these were brief encounters. The real test will be when you are in someone's company for a while." "Thank you, Miss Cindy," I simpered in a girly voice. Yes I was now beginning to talk in a higher more feminine manner all the time, in fact I could not remember my deeper male voice. Mistress was delighted with the results of my tuition and that night before I was allowed to worship Mistresses pussy I was given my reward. Mistress took off the restrainer which was a reward in its self, but the real reward was a vibrating butt plug. It was about six inches long two wide and bright pink! She smirked when I opened the package. "I thought your sissy pussy needs some training," she stated cryptically. Training? Training for what? I shivered at the thought and deliciously my tiny cock was allowed to come to erection. Mistress laughed at this. She made me go to my room and insert the plug then return to her to begin my worship. It was both frustration and exciting to be pleasing her whilst the plug vibrated away in my new "Sissy Pussy.," When she was satiated she ordered me to go to my room. "Go and wank that tiny cock, thinking about how feminine you are, and how like a man you are not. Pretend that's a cock in your pussy," she smirked. I nearly came on the spot and as it was it only took a couple of strokes to climax. Something not unnoticed by Mistress when I returned to have my restrained locked back on again. "So soon Davina," she smirked, I blushed and my cock hardened painfully in its confines. "You can keep you new friend in for the evening," she further turned the screw. I had to admit it was quite a distraction whilst I served Mistress over the evening. By the end of the night I was crazy to climax again but knew I would have to please Mistress before that pleasure would be given again. After that the plug was my constant companion and tormentor. Mistress would have me insert it before worshipping her, it would then stay in until I retired for the night. The weekend was taken up with chores around the house and waiting on Mistresses every whim. The start of the next week saw me nervously heading to secretarial school. The class consisted of seven students, four older women brushing up on their skills, two young women, early twenties I would say and myself. After introductions we got straight to work with little time for talking. This suited me fine because I was not sure if the others realised I was a man. At the end of the first day I had worked out that one of the older women was suspicious, she barely spoke to me unless she had to. The two younger women laughed and talked with me, usually about women's interests which thanks to some recent internet surfing I was more clued up on. The second day it seemed the other older women had realised what I was because any break time conversations were stilted. On the third day I was surprised to find the younger ladies avoiding me. I realised why after the first break because I saw them talking to one of the older ladies whilst looking at me. After that I became the butt of their jokes, I heard half conversations, with names like "faggot, wimp and pervert," and I blushed knowing they were talking about me. Thankfully the course was only four days long, on day four we were tested. I had wondered if the tutor knew I was a man, that question was answered when she handed me my results. "I hope Penny likes that score," she said smirking. "Later faggot," quipped one of the young ladies as we all left. I must admit I was feeling sad that evening when I handed Mistress my results after dinner, I had scored one hundred percent on my test but had not really passed as a women in a real life situation. "Well done Davina top marks, with a score like that you will be getting a special reward this week. So why do you have such a sad face?" I told her my worries about not passing as a woman. "Nonsense, you will be fine. You are starting to lose some of your womanly shape but Miss Sarah is coming tomorrow so she will make you shapely again. As my PA you will have minimum contact with most of the office staff." This eased my mind slightly and I spent the night serving Mistress in a lighter mood. Friday Miss Sarah arrived at eleven o'clock exactly. I brought her things in from the car and taking the pot of cream from her headed for the bathroom. My hair had started to grow back but I noticed it was a lot finer. I commented on this to Miss Sarah. "Yes with two more applications of this cream it will stop growing completely. It is quite expensive." Once more I was lathered in the cream and left to cook, when I rinsed this time very little hair was washed down the drain. Back in the dining room Miss Sarah did my hair again stating this would be the last time, I would now be a permanent platinum blond bimbo, I shivered at being called a bimbo but if the name fits. Miss Sarah then proceeded to administer my injections. Cheeks, lips, bottom, hips and finally the painful ones in my still swollen breasts. "The injections will start to last a bit longer but we will get to a point where only surgery will increase your size," advised Miss Sarah. I shuddered wondering if I would be going under the knife to please Miss Penny, I had mixed emotions. I really fancied the idea of having a large pair of tits and a big bottom! Miss Sarah then produced a pair on strange looking flesh coloured rubber knickers. She took hold of my caged cock and unlocked it! Miss Penny had given her a key to my chastity! "Don't get any ideas sissy," she admonished. This was however impossible, my tiny cock had a mind of its own. Once released it began to swell. Miss Sarah sighed and then pushed an ice pack into my crotch smiling. Once I had shrivelled to nothing she had me coat it in lubricant gel, the reason soon became apparent. Taking the rubber knickers she told me to put them on. As soon as I had them I knew they were not rubber knickers but a fake rubber pussy. I pulled the rubber up my legs realising at the same time that they were exactly the same colour as my skin. When they reached my crotch Miss Sarah instructed me on how to squash my tiny cock into a special pouch, then the pussy was pulled fully into place. I marvelled at the fact that I now had a rubber pussy in place of my own tiny cock. Miss Sarah inserted a finger into the pussy and I felt her rubbing my encased cock, it felt delicious! "You will have to pee sitting down and there is a hole at the back for exit...and entry," she winked and grinned. Packing her things she got me to take them to the car and said I would see her in a month's time. I rushed back into the house and threw off my clothes. I posed in front of the mirror, I was now completely feminine, there was nothing male about me. In a haze of lust I pulled a chair in front of the mirror and slotted two fingers into my rubber pussy. I rubbed feeling waves of pleasure flowing over me. My eyes fixed on the mirror watching a shapely woman finger herself, I came in seconds. This in turn was a strange sensation as my sissy seed coated my fingers and lubricated the pussy. Withdrawing my fingers I tentatively licked them, salty and metallic but not unpleasant. I cleaned my fingers and then went to the bathroom to clean my pussy. Dressing I prepared Mistresses dinner and eagerly awaited her arrival. Mistress was pleased with my renewed shapely form. She had me pull down my knickers and took a closer look at my new pussy. "There you go Davina...now you have something useful between your legs," she smirked. I blushed and giggled like a girl and my pussy became wet! After I had washed the dishes that evening and had settled down to kneel by her side she spoke. "You have done well this last two weeks Davina....." "Thank you Miss Penny." I blushed. "I think you are ready to be my Personal assistant. Remember I said you deserved a special treat..." she smiled. "Yes Miss Penny," my heart skipped a beat. "Go to your room and take off your uniform, put on something sexy and come to my room." "Yes Miss Penny," I jumped up eager to go and almost missed doing a curtsey. When I got to her bedroom I found her naked on the bed. "Pleasure me Davina," she ordered. I eagerly complied bringing her to three climaxes. Satisfied she slipped from the bed. "Get comfortable," she said as she disappeared into the en suite. When she again entered the bedroom my eyes and mouth popped open, because there, strapped between her legs was a pink life like eight inch strap on. She moved to the foot of the bed and my eyes were drawn to her new cock. How strange it seemed, I the man had no semblance of manhood and she the woman had! My cock was throbbing away in its pouch at this thought, this in turn was making my rubber pussy wet. My reverie was broken by Mistress. "Finger yourself Davina, like you did this afternoon," she laughed. How did she know my every move my shocked mind wondered, but my fingers flew to my rubbers pussy. Within seconds my fingers were sticky with sissy juice. "Now use that to get your new friend wet," she smirked. I wiped my juices over the cock hardly covered the tip which made Mistress snigger. "Not a lot there sissy, it's a good job I have some lube." I blushed and took the offer tube of lubricant from Mistress. "Get it nice and wet sissy because you know where it is going." I lathered the cock with lubricant marvelling at its size and wondering if it was going to fit. "On your back sissy, arse at the edge of the bed," she ordered. I moved to the end of the bed and then lifted my legs to allow Mistress access, she grinned at my eagerness. Looking down she directed the tip of the cock to my sissy pussy and then rested it there. She then looked me in the eye. "Ready to become a complete sissy slut?" she asked. "Yes Miss Penny," I sighed. "No turning back, after tonight this is the only way you will be getting off," she warned. "Yes Miss Penny." A wicked grin crossed her lips. "What so you want sissy?" she asked nudging the cock against my sissy pussy. "Oh please fuck me...Please Miss Penny," I begged. She applied a gentle force and the head of the cock popped inside my tight sissy pussy. I squealed like a girl at the slight pain. Slowly she sank the full eight inches into me. Fully embedded her face was close to mine. ," How does it feeeeel sissy," she murmured. "Wonderful Miss Penny," and it did, I felt full and my sissy pussy twitched around the intruder sending ripples of pleasure to my brain. However much I thought this was good I was in for even more pleasure! When she withdrew, the head of the cock raked my prostrate and I yelped with surprise and pleasure. Mistress noticed this and nudged the cock back and forth over the same spot driving me wild with desire. "Miss Penny......please!" as I wriggled under her. "Am I getting sissy all hot and bothered," she crooned. "Yessssss," was all I could gasp. She moved to longer strokes but she had already stoked the fire so every time she hit the spot she brought me closer to climax. "Miss....I....I...I'm going to cum," I gasped in surprise. I was totally blown away, without touching myself and having just cum I was about to cum again. On top of this was the fact that it was building to be one mind blowing orgasm. When it came Mistress was ramming my sissy pussy and I was screaming with delight, my head thrown back, heels digging into the bed. I collapsed in an exhausted heap and Mistress gently removed the cock from my pussy. She allowed me a few minutes to recover then she headed for the shower. "Take the strap on, clean it and put it away, replace the bedclothes on my bed and then off to bed," she ordered. "Yes Miss Penny......Thank you Miss Penny," I smiled at her. She had disappeared into the bathroom. Chapter 4. I sat nervously in the parking lot watching the people arrive for work. I was slightly early so I had time to steel myself for what was ahead. I had prepared breakfast for Mistress and then changed for works. Mistress had inspected me meticulously then sent me off with a peck on the cheek. Mistress started work later than me but I would be finishing early to give me time to get home changed and prepare dinner. Taking a deep breath I stepped out of the car and headed into the building. I went straight to the security desk. "Hello I am Davina the new Personal Assistant of Penny Croft," I said to the young male security guard. He looked at his computer and then at me. "Come this was Miss Smith," he said in a very formal voice. My heart skipped a beat as he ushered me into the security office. Had he recognised that I was not a woman I wondered, was he going to detain me until the police arrived. I followed nervously into the room. "Sit on that chair Miss." As he said this I noticed the camera facing the chair, I sat. "You can smile, this is not a mug shot," he quipped smiling. I smiled nervously. "There, that's better, you look pretty when you smile." Was he flirting with me, my smile broadened as I realised he was attracted to me, although what was it Miss Cindy said. Men are stupid animals. "OK miss the card will take a few minutes to process, here is a lanyard. You have to wear the pass all the time in the building and it will let you into only the areas you are allowed to go." "Thank you," I smiled fluttering my eyes at him, he in turned blushed. Feeling bolstered by my early conquest I headed upstairs to Miss Penny's office. My desk was in a little ante room in front of Miss Penny's so all visitors would have to pass by me before getting to Miss Penny's office. I had just settled at my desk when a pretty and very curvy young black lady entered. "Hello, my name is Marcia....you must be Davina," she smiled. "Yes....Hello Marcia." "I am here to give you the grand tour before Penny gets in! she smiled. She then took me around the office, showing me the ladies room, cafeteria, post room, printing room. She showed me how to work the office equipment and most important the coffee machine. Smiling she said she would see me in the cafeteria for lunch. I thanked her and prepared for Miss Penny to arrive, she did just after nine taking the offered coffee and dropping a pile of notes on my desk. "I need them typing up pronto....then bring them to me for proofing." "Yes Miss Penny..." I almost curtsied but managed to stop myself. So it was straight to work, I started typing up the notes whilst continually being interrupted by demands from Mistress....sorry Miss Penny and answering phone calls. At ten Miss Penny demanded the notes, fortunately they were finished. I hurried through to Miss Penny. "Stand in front of my desk," she ordered. I stood whilst she proof read my work, tutting now and again when she found a mistake. "Ten mistakes....and slow to do the work...that's twelve strokes." I stood looking at her in confusion....was this punishment for later? "Come on girl over my knee," she ordered. She was going to spank me in her office....on my first day. Do not get me wrong I was excited, my cock was throbbing, but I was sure someone would hear. "Stop stalling girl, all the rooms are sound proofed, to stop the wrong people eves dropping on private meeting...now come," she patted her knee. I went around the desk and positioned myself over her knee. She raised my skirt and lowered my knickers. I was then soundly spanked. I returned to my desk my pussy damp and my bottom throbbing, thinking to myself...I love this job! At lunch I went to the cafeteria luckily Miss Penny works for a big company so I was lost in the crowd, I seated myself at a predominantly female table and no one really batted an eyelid which boosted my confident. I even joined in with a little bit of chat about the latest soap opera. Midway through lunch Marcia arrived. "How is it going Davina?" she asked. Thinking about my throbbing bum I answered. "Very well, I think I am going to like it here." "What do you think of Penny?" she asked grinning. I was a little nervous as to what I should say so I decided truth was the best option. "She is quite strict and a stickler for meticulous work," my throbbing bum was testament to that! Marcia laughed. "Yes she has got a reputation for being hard...I almost applied for your job." "Oh really," I answered innocently. "Yeah but it had to be put out to external....or so I'm told." Somehow I felt there was another story here but I did not want to get involved. I finished my lunch and excused myself. The afternoon involved more typing but sadly no more spanking. I finished early and headed home, where I became sissy maid Davina. That evening Mistress quizzed me on what others had said about her, I diplomatically told her they said she was efficient and exacting, she smiled and I think she knew I was being subtle. So I settled into my new life and about three weeks in met Miss Penny's boss Peter. He had been away finishing a deal so this was my first chance to see him. He came into my office one morning. "Hello...you must be Davina." "Yes Mister Morton," I said getting up and shaking the offered hand. "You recognise me what a clever girl." I blushed and my pussy became wet at the thought of being 'his girl'. He was taller than me and athletically built, his grip was strong, dominant and he looked me up and down, I blushed even more which made him smile even more. "Is Penny in?" "Yes Mister Morton." "Oh call me Peter," he grinned and headed in to see Miss Penny. "Peter good to see you," exclaimed Miss Penny. She came around her desk and hugged him, the kiss she gave was rather longer than I expected. Seeing me Miss Penny said. "Davina make Peter and myself a coffee......milk, one sugar for Peter." As I poured the coffee, I noticed Peter appraising my bottom, which made my pussy even wetter. I left them relaxing on the couch and got on with my work. That evening Mistress said that Peter had taken rather a shine to me, and had asked if I was married. She was smirking when she suggested she might get the both of us together. I shuddered nervous and excited, and that weeks fucking was punctuated with Mistress suggesting I imagined it was Peters cock fucking me. Needless to say I came buckets! A few weeks later Miss Penny told me to pack and that we were going away on a conference together. It was not until we arrived at the hotel that I found out Peter was also there. I was a little nervous about what Miss Penny had cooked up but after a couple of days I realised she was very interested in Peter. Miss Penny had a luxury room and I had a standard so I did not know exactly what was going on, but they flirted nonstop each evening and went to their rooms together. I know this because during the day I was the Personal Assistant and at night I was hers and Peters personal waiter/slave, something Peter commented on. "Penny you are such a slave driver, having Davina wait on you all day and all night," he said. "Nonsense she loves it...don't you Davina," she smirked. "Yes Miss Penny," I answered obediently. I noticed the look of lust in Peters eye at my answer, it seemed Miss Penny had noted it as well. A day later Miss Penny ordered me to her room in the early evening. I arrived at Mistresses room as instructed. Naked under my long coat except for my underwear. I knocked and waited. "Come in," came her reply. I entered the room to find Mistress naked on the bed. "Oh it's you...." she remarked. "I thought it was Peter." "Sorry Miss Penny I will leave," I said turning to go. "No! Tonight you will be part of my sex session," she grinned. "Take off the coat......your knickers....and your rubber pussy." The grin turned wicked. I thrilled at the thought of watching Mistress making love to another man, so when I removed my rubber pussy my tiny cock sprang up hard, partly due to being released at last but mostly due to the humiliating experience I knew I was about to have. The hardness did not go unnoticed by mistress. "Are we excited about seeing another man screw your wife," she sniggered. "Yes Miss Penny," I answered meekly, my cock throbbing even harder at her humiliating comment. "God! You are so pathetic! Get on the bed, I want your face in my pussy and your arse in the air," she ordered. I eagerly complied excited at the prospect of tasting Mistress, but slightly nervous as to my part in tonight's sex session. I knew I made quite a sight. My arse in the air, my sissy pussy exposed, framed by the suspender straps leading down to my stocking clad legs. This was exactly how Peter found me two climaxes later. I heard him knock and enter the room, then a gasp. "My god! Penny, what the...." he exclaimed. At his outburst I raised my head and looked back at him. "Davina....you're a....I mean....what the hell!" He looked shocked and flustered. "Davina up! Stand by the bed," ordered Mistress. I immediately complied, and stood with my head bowed. My cock? Well it was rock hard of course. "Peter, allow me to introduce my husband Davina...." "Your husband! You're kidding!" he exclaimed. "No, I am not kidding, at home she is my maid at work she is my personal assistant. She is a completely obedient sissy.," She smiled at me and I squirmed under Peters intense stare. I blushed bright red at the description and my cock throbbed all the harder. "You brought you pathetic faggot husband to work." he seemed to have regained some composure, and was about to storm out, so Mistress threw him off balance again. "Remember the blow job I promised." That got his attention, diverting his coming outrage. "You said you didn't give blow jobs like some whore." He pouted. "I don't...." she answered soothing. "But I know a girl who does!" I looked up shocked, to see my Mistresses smirking face. I then glanced over at Peter. The outrage he may have had was gone, replaced by lust. Of course like all men he was a creature driven by his cock. I knew what was expected of me but I was nervous. I had never sucked a man's cock before. I had fantasies many times, but this was reality! Taking a deep breath I moved around the bed. "Would sir like me to pleasure him?" I asked submissively. I was unsure of how this was going to go. Would he beat me up for being a faggot? I could see by the look on his face he was torn, was he wondering if he was gay? Because I could see his cock tenting his pants. "I....I....." In the end I took the decision from him. I knelt before him and looking up into his eyes began to stroke his cock through his trousers. He gasped in pleasure and I knew what he wanted. Still fixing his gaze I pulled down his fly, his cock was rock hard and I could see the wet spot of excitement on his underwear. Sticking out my tongue I tasted his excitement. He gasped and his eyes snapped shut. "Davina make him comfortable in that chair, before he falls down," smirked Mistress. He opened his eyes all anger gone now. All he wanted now was my lips around his cock. I thrilled at this thought. I directed him to the chair, as he went he kicked off his shoes, socks t-shirt and unbuckled his trousers. I helped him pull down his trousers and shorts allowing his rock hard cock to spring free. It was more than twice the size of my cock at around nine inches and thicker. He fell into the chair and I looked up at him from my knees, feeling very subservient and excited. His body was that of an athlete, washboard abs, bulging Pecs, no wonder Mistress wanted him. He was the total opposite to my slight sissy build. Pushing these humiliating thoughts aside I moved between his legs. Up close to his cock it seemed even bigger, but it was his manly scent that had my pulse racing. It was a mix of sweat and excitement and it filled my senses causing my cock to dribble. I was so excited to be sucking my first cock, and the thought of doing it to please my Mistress made it doubly so. I began by licking his balls. Tasting a man for the first time, and I knew not the last. He groaned his appreciation, I looked up into his lust glazed eyes. I then kissed up the length of his cock and sucked in the purple head. His eyes snapped shut and his head fell back against the chair. I then concentrated on pleasuring him. The taste of his precum was tangy on my tongue and I knew I wanted more. I alternated between licking and sucking slowly bringing him on. Slowly his breath quickened and he began to thrust slightly against me. I looked up to find him grinning down at me. "That's it bitch suck that cock! I am going to fill that sissy mouth with spunk!" This excited me even more and I felt my sissy juices dripping from my tiny cock. I redoubled my efforts to please him. I felt him begin to swell and heard him gasp. He was about to come. I sucked harder and was rewarded with the first rope of sticky cum. I felt dirty and elated as I guzzled down his cum like a whore! The salty metallic taste filled my senses and I was lost in my own humiliating world of sissy obedience, quite oblivious to his bellowed climax. I was brought back to earth by his hand patting my head. "Shit! That was good bitch, you suck cock like a whore, must have had plenty of practice." "No you're her first," stated Mistress. He grinned down at me and I blushed. "Well you're a natural bitch, and by the look of it love it just as much as I did." He was of course referring to my hard dripping cock, that he began to rubbing with his foot, eliciting a sigh from me. "Hey lover boy, you've had some fun, time I had some," admonished Mistress. he looked up grinning and stopped touching me, I sighed at the loss of contact. "Davina, leave us!" commanded Mistress. I watch Peter jump onto the bed and start sucking Mistresses erect nipples as I gathered my things. As I left mistress was directing his again rock hard cock into her soaking wet pussy. The next time Peter came to Mistresses room for sex I was waiting knelt beside the chair as instructed by Mistress. He grinned when he saw me causing me to blush. He was undressed before he reached me and again I sucked him to climax, I was then ordered to leave whilst they had sex. I had to admit I was very frustrated, I so much wanted to be there when Peter pleasured Mistress, unfortunately Mistress was not interested however much I begged. "Do you think I want your pathetic face staring at me when I am getting fucked by a real man!" she laughed. "I know damn well your tiny dick would be hard as rock, as it probably is now." "Yes Miss Penny," I had to admit. I was as hard as rock at Mistresses humiliating comments, as I was at the thought of her having sex with a real man. "No, I will be sending you back to your room to wank your tiny dick thinking about us. With the taste of a real man on your lips," she sniggered. I was hard as rock but disappointed, still, I could only comply with mistresses wishes. "Now I do not want to hear you ask again, otherwise I will have your balls!" "Yes Miss Penny," I answered not sure how much weight her threat had. I was Peters cock sucking whore for the rest of the conference but I never got to participate with him and Mistress. The last night of the conference Mistress was working late for the final presentation so I was left to my own devices. I was getting ready for bed when there was a knock at the door of my room. I looked through the spy hole to see Peter standing waiting. Nervously I opened the door and let him in. As he moved past me I could smell alcohol on his breath, he rubbed himself suggestively against me as he passed. "Very nice," he stated. He was referring to the pink see-through baby doll I was wearing. "Thank you sir." "kneel by the bed!" he ordered. He then toured my room looking at my things. Unlike Mistresses deluxe suit mine was functional. One room with a small en suite. He opened the door of my wardrobe and ran his fingers through my clothes. He picked out a sexy, or should I say slutty red basque. "Am I really the first man you have given a blow job to?" he asked. "Yes sir." "What about that tight little arse of yours, are you a virgin?" "Yes sir." "Put this on...." he commanded. "I think it's time to change that." I stood and nervously took the garment from him. Although submissively I wanted this to happen, I was not sure about it happening without my consent. Still my submissive sissy slut side revelled in the situation, my cock throbbed in agreement. I shrugged the baby doll off and then slipped into the basque. "Slutty makeup," he ordered. I slipped into the en suite to make up my face. I heard him stripping and then the creak of the bed as he made himself comfortable. I looked at my face in the mirror. I was about to get my sissy arse fucked by this man! My mind whirled, my cock throbbed and my hands were shaking as I prepared. I made myself as slutty as possible, bright eye shadow, cock sucker red lips made shiny with lip gloss. I took the liberty of spurting lubricant into my sissy arse in preparation of what was to come. Taking a nervous breath and stepped into the room, he was laid on the bed his hard cock immediately drawing my attention. It was so big, what would it feel like inside me? I decided that since he wanted me to be the slut I would play the part. I went to the end of the bed and then got on crawling up his legs kissing as I went. "Do you want me to suck this sir? I asked grinning suggestively. "Only if you want your fucking to be long and slow," he commented. "I would love that sir!" and with that I took the head of his cock in my mouth. He gasped in pleasure. He was very turned on at the prospect of what he was about to do because it did not take long for him to climax. After he had cum I continued to kiss the shaft of his cock and balls to return him to full hardness. "I think I need this monster filling my pussy," I purred. He grinned a pleasure soaked grin allowing me to crawl up his body again kissing as I went. I sat up on his belly and looked down at him. My tiny rock hard cock throbbed in anticipation. I knew this was the final act, once I had done this I would no longer be able to count myself as a man, I would be a complete sissy. Keeping eye contact I moved back and took hold of his cock. It felt hot and so so big! I wondered if he was going to fit, but lust was taking over, I could see it in his face and I felt it thrilling through my body. I lifted up and positioned the head of his cock against my puckered hole. He watched my actions holding his breath, waiting for the pleasure he knew would come as he slipped inside. I allowed my body weight to force the head of his cock inside. There was the briefest of pain and then thanks to the lubrication he slipped inside. We groaned in unison as his length slipped full inside me and my balls came to rest in his groin. "My we are a wet little bitch!" he managed to gasp. I felt full and somehow content as I gazed at the pleasure written on his face. I was giving him that pleasure. I raised up again and then slowly down. The feeling was exquisite, this hot cock hard as iron was filling my very being. Like a whore I began to hump his cock moaning in pleasure. After a while his lust took over. He wanted to call the shots he wanted to ram his cock into me hard! "I want to fuck that sissy pussy good and hard!" he demanded. With that he flipped me effortlessly onto my back. He then rammed his cock into me hard. I screamed in pleasure and pain and came instantly. He on the other hand was still hard and horny, he settled into a rhythm, grunting and sweating. This had the effect of bringing me off, well that and the fact he was raking my prostrate in this new position, I was in sissy heaven! Finally we both came to a simultaneous crashing orgasm and collapsed in a sweaty heap. It felt really strange as I dozed in the nook of his arm like the fragile girly sissy I was. Just as I was drifting his phone rang. "Hello......I'm in my room.......sure, see you in five." He closed the phone. "Looks like your slutty wife need my cock now," he grinned. He quickly dressed an left. I could not believe it! He had fucked me twice and now he was going to fuck my wife, he really was the alpha male in our relationship! Chapter 5. A few days after the conference Peter came storming past me and into Miss Penny's office. Sensing something was wrong I followed. "What the fuck is this," he shouted, throwing something onto Miss Penny's desk, it skittered across the desk and onto the floor. "Calm down Peter....or do you want the whole office to hear." Noticing me she ordered. "Close the door Davina." Peter turned to look at me. "You can stay away from me faggot....." He turned back to Miss Penny. "So how much do you want bitch?" he demanded. "Peter calm down, I don't want money..." soothed Miss Penny. "What then!" "Mr Jackson is about to retire, I want his place on the board...." "But Carl Phillips will be getting old Jacksons job," answered Peter a little confused. "Come on you know I can do the job better than him, he is getting it because he's a man," returned Miss Penny. "Well the old man is old school and he has last say on who gets the post." I assumed by 'old man' he was referring to Mr Edwards the president of the company. "You are vice president, you have Mr Edwards ear....besides Phillips hates you and always argues against you on decisions." Peter seemed to think about this and I could see his anger subsiding. Miss Penny came round her desk and taking Peters hand led him to the couch. "Davina get us both a coffee," she ordered. "Look Peter I don't want to make an enemy of you...besides we both have a mutual interest." As she was saying this her hand was delving into Peters pants, Peter in return offered no resistance. "Leave us....and see we are not disturbed." An hour later Peter appeared red faced and dishevelled, he winked as he went past. Later that day when Miss Penny was in a meeting I searched her office for what had angered Peter so much. It turned out to be a USB stick and it was still on the floor. Nervously I took it back to my desk and plugged it into my computer. There were a number of video files, I played the first and was immediately shocked. They were hidden recordings of Peter and me, ones showing me sucking his cock and even the fuck session in my room! On most it was obvious I was a man, no wonder Peter was pissed, he was married...to Mr Edwards daughter in fact. He had a lot to lose so Miss Penny would no doubt getting what she wanted. As expected a month later Miss Penny was promoted onto the board. For my part I was given an office of my own....and the most fantastic fucking from Mistress, I could hardly walk the next day! Not long after Miss Penny was promoted she was visited by Mr Edwards. He was an old man of about sixty but he was slim and looked as though he kept himself fit. When I rounded my desk he looked me up and down obvious lust written on his face. I blushed and ushered him through to see Miss Penny. "Hello Mr Edwards, to what do I owe this honour," she smiled rounding the desk and shaking hands with him. "I have a business proposition," he stated seating himself on Miss Penny's couch. "Davina get Mr Edwards and myself a drink." "Coffee black," he stated. When I had poured Miss Penny's and Mr Edwards drink, she ordered me to leave. "No, your feminized cuck hubby can stay....he is part of the proposition." My mouth dropped open and my heart hammered in my chest. Miss Penny on the other hand did not bat an eyelid. "Davina here," she ordered indicating that I should come and kneel before them. "So what is your proposition Mr Edwards?" she asked. "I know Peter has been having sex with you...." he stated. Again I looked to Miss Penny but she did not flinch. "He has had several affairs, and my daughter has had enough. She wants a divorce but knows his lawyers will take her for half of everything she has. Since she is my only daughter I gave her control of half of this company, if he gets his way he will get half," he said anger in his voice. "How can I....we help." "I know you have something on him, otherwise he would not have pleaded your case for a position on the board." "Certainly My Edwards I can give you that straight away." "No, I know the leverage you have got, got you onto the board, but these are higher stakes, I want leverage that will completely destroy him and knock him off his ladies man perch." "I understand.........I know what I can do," she smiled. "Good see to it straight away...and I think you may get his post," with that he got up and left. Miss Penny was smiling from ear to ear. "Vice president Penny Croft....I think that has a ring to it." "Yes Miss Penny," I answered nervously knowing I was going to be a key figure in her plans. As I expected a few weeks later we jetted off to a conference, Miss Penny stated that we would be getting the leverage during the coming weeks, I was instructed to pack my sexiest outfits. A day after arriving Miss Penny ordered me to take all my clothes and lay them out on the bed. Peter would be coming to my room that night and I was to make an excuse for all my clothes being out. Miss penny wanted him to touch and feel my girly stuff....I sort of understood what she was trying to do. She was trying to get him into women's clothes. That evening Peter arrived as predicted, Miss Penny had made the excuse of working late, so I of course was his fall back fuck option. "Hello sir, please excuse the mess, I have just moved rooms because the air conditioning was not working in my first room," I lied. "No problem I can wait......but not too long," he grinned. He sat on the bed and picked up a red satin corset, I proceeded to put other things away. "Like it?" I asked innocently. "Yeah it feels silky," he stated. "Do you want to put it on?" "What!" he queried. "I said do you want me to put it on," I smiled. "Erm...Yeah....and fishnets...I fancy a slut tonight." I cleared away the rest of my things and made a show of dressing, telling him how much the feel of each garment excited me. Once dressed he had me suck his cock and then he fucked me doggy style, all the time feeling the corset. The following day he came to my room again, he was mad because Miss Penny had told him she was too busy and that he would probably not get to fuck her during this conference. "Never mind...." I simpered. "I will be your fuck buddy," I smiled. I took out a couple of outfits and had him feel and caress them under the pretext of choosing which one I would wear. I must admit he looked to be getting excite because of the underwear and not the prospect of sex! I confessed this to Miss Penny the following day. "Maybe he is a closet fag, let's see if we can bring her out," she smirked. The following night I had him choose again, and once he had, I made a comment about the outfit he had not chosen. "You would look good in this one," I smiled. "Not a chance...." he stated flatly. We fucked and I sucked and at the same time conspired in my head to get him into my knickers, literally. The following day he lingered over choosing the outfit I would wear but I did not get an opening to turn the screw. Afterwards as he was leaving he pulled me into the corridor. "Errmmm...listen about me putting something....on....." He blushed. "Don't worry...I understand...you want to know how it feels," I smiled. "Yes....but....." "But what...." "There is no way I am dressing in your room, Penny has probably got cameras set up to catch me." "Why would she do that...." I asked innocently. "She's got her place on the board, what more could she want?" "I...I don't know...perhaps she wants my job." "Nonsense," I lied my pulse quickening with the thought of him getting so close to the truth. I pressed on quickly to gain his confidence. "OK, I'm free tomorrow, I will buy some things for you, after all nothing of mine will fit you and then I will come to YOUR room." He smiled. "Yeah I think that will work." Without another word he hurried back to his room. "GREAT!..." Exclaimed Miss Penny when I told her later. "Little does he know I paid off the manager and have access to his room. He already has several cameras filming his every move," she grinned a wicked grin. So the scene was set. The next day I purchased two outfits, one girly the second very, very sissy. I had to admit I was quite excited about seeing Peter enfemme. I arrived at his room that evening to find him in his bathrobe. I had also prepared for the evening, under my coat I only had my underwear on. He ushered me inside obviously eager to see what I had purchased. "So what did you buy," he asked. "First things first..." I answered. "Take the bathrobe off let's