A Change Of Career free porn video

A Change Of Career By Jennifer Richardson I so much enjoyed our chat the other day and seeing your sexy photos!! So much so that I was moved into writing a little scenario that I hope you might enjoy. If we're on line at the same time again I'd love to explore the possibilities, as you probably guessed I am rather submissive! It is rather long so perhaps you'd be better sending it as a text file and reading it later. Jennifer xxx. If you're sitting comfortably, then I'll begin! It started out as a bit of a dare, a dare I played on myself really. I had a two weeks off work while my girlfriend was on an all girls' holiday in Spain. She didn't know that I had planned my time off to coincide with hers and would have been annoyed to find out that I had. As it was I planned to use my two weeks to explore her wardrobe more fully, which was why I was dressed in a white satin blouse, black suit jacket and a mid thigh suit skirt. Why I'd chosen a black satin and lace lingerie set and super sheer tan stockings over my super smooth long legs. I'd wound a lilac scarf round my throat to disguise my Adam's apple and fixed my long blonde wig on and had painted my face up heavily. I'd gone for a sexy secretarial look with the emphasis on sexy. It didn't explain why I'd rung one of the temp agencies in town and made an appointment for an interview. Nor did it explain why in about twenty minutes time I'd be setting off for an office on the other side of town where I was to report to someone called Monica who needed secretarial cover for a few days. I drove across town feeling exhilarated at being out dressed and also felt a vulnerability which was a huge turn on in spite having an edge of fear to it. I know that I can pretty much pass in public but didn't often dare, apart from some rushed drives at night. The main thing that counts against me is my height. I don't feel properly dressed without my high heels, in this case four inch heeled black strappy sandals. At the office I reported to reception using my best girly voice and was told to take a seat. I did so nervously while the young girl behind the desk rang through to Monica. When Monica arrived my heart beat even harder under my silicon breast forms. I could even feel the medical adhesive pulling against my skin at each beat. Monica is a stunning lady with a very sexy slightly strict look. Her lips were painted scarlet to match her long fingernails, she gave me a brief smile then called me through to her office upstairs. My eyes were glued to her heels and bum as I followed her up. Once in the office she gave me a typing test which I struggled with due to my own long finger nails, frosted coral pink to match my lips. "Having trouble Jennifer?" She had asked from behind me. "I just can't get used to typing in these!" I said, wiggling my fingers at the same time as realising I'd made a huge mistake. She gave me an appraising look and then reached for the scarf at my throat. After easing it away from my neck she gave me a half smile, the sort of look that told me that she knew I wasn't who I purported to be and that she was the one in charge. My heart was thudding even harder, my knees felt week and I felt I was going to burst into tears. I watched Monica close the blinds over the office windows and then lock the door. "Stand up Jennifer." She ordered. I did as I was told, fearing what she would do if I didn't. "Like to wear girl's clothes do you Jennifer?" Her voice had a mocking edge to it. I nodded and went even brighter red. "Say it out loud Jennifer." Monica sounded slightly bored. "I like to wear girl's clothes." I mumbled, then had to repeat it more loudly. "I see, and what should I do about having a kinky pervert dressed as a girl in my office?" "Let me go and say no more about it?" I asked hopefully. "I don't think we can do that can we Jennifer? Now that your secrets out wouldn't you like to know how it feels to be a sexy tarty secretary?" "No, not really." "Oh I think you do Jennifer, you see, if you don't do as you're told I'm going to open this office door and shout pervert very loudly. You fancy being dragged out of the office by security?" "No Monica." "So, do as you're told. I'm going to open the door, then you are going to walk out into the main office as if you're going to the photocopier. Half way across you are going to drop this sheaf of papers. Bend over to pick them up, bend from the waist, no crouching, I want to see your ass high in the air." Monica cocked an eye at me as she waited for my response. I meekly nodded. "Put your car keys and anything else you brought with you on the desk." I did so and then stood silently while she tied the scarf round my throat again, leaving a long length which she told me would become a lead if I tried to run away. I was so very conscious of her eyes on me when I walked through the main office. Not only Monica's eyes, especially when I bent to pick up the papers I'd dropped. I felt the pull on my suspender straps too and only hoped that I wasn't showing my stocking tops off. When I was walking back to Monica's office I saw she'd taken her jacket off to reveal her fabulous figure sheathed in a tailored blouse, she was slowly easing a thin belt from the loops of her smart skirt and my heart rose to my mouth. She locked the door behind me and told me to sit down. Monica stood right behind me and again unlooped the scarf from my throat, tying it to my left wrist then taking it behind my back to my right wrist. "You should still be able to type Jennifer, but of course you need a lead." I felt the belt being fixed round my neck. "Now if you're very good I might take the lead and scarf off before coffee break. If you're not a good girl then I might just send you out t the coffee machine in your bondage. Now, tell me all about it, every detail, don't miss anything out, tell me why you feel the need to dress in girl's clothes." At first it was hesitant but eventually I had told her everything. "So while my girlfriend is away I thought it might be fun to see if I could get a temp job. Silly really." "Very silly Jennifer," Monica agreed, "so silly in fact that at the touch of a button I can have you in real trouble, imagine the newspaper headlines? I bet your girlfriend would love that wouldn't she?" "Please! No!" I squealed. "You have an e-mail address Jennifer?" I told her yes and what it was. "And does your girlfriend have one too?" "Yes, it's secure, I can't get into it." "I see, very well then, open the e-mail programme and type yourself a memo, if you can manage it in your nails." She leaned over my shoulder, I could feel her left breast through the sheer blouse I was wearing. "Ready for some dictation Jennifer?" Monica asked, then began dictating the memo. "I have been caught dressed as a girl in my girlfriend's clothes, my face is made up like a slut and my hair is a cascade for girlish curls. hereby accept that if I wish to dress as a girl I should act and feel like a girl. I freely and willingly put myself in the hands of Madame Monica to deal with as she feels fit. From this moment I will address Monica as Miss in public, Madame in private. I belong to Madame Monica for as long as Madame Monica wishes to own me. Signed, humbly and devotedly, Sissy Girl Jennifer." "Put your real name under your new name and send it." I did as ordered, then, once it had gone she made me address another to my girlfriend. "But Monica, I mean, Miss Monica, Madam, what if it gets sent by accident?" The thought of my girlfriend receiving such a mail terrified me. Her voice was a whisper in my right ear. "If I send it Jennifer, it won't be by accident, it will be because you've been a bad girl." Madame Monica made me ease the hem of my skirt up so it just covered my stocking tops then unlocked the office door before returning to her side of the desk, she ignored me for a while and left me to get on with a mountain of paperwork. At half past ten I was sent to the drinks machine to fetch her coffee, a small plastic cup that was steaming hot and threatened to singe my fingers. I wasn't allowed to have a drink and as soon as I was back in her office she locked the door and put me back into the belt and scarf bondage. "Kneel here beside my chair." I did so, feeling the rough carpet against my legs. "Skirt up to your waist, now!" Madame Monica snapped when I hesitated. I was left kneeling there until she had finished her coffee. "I shall be in a meeting from eleven thirty until one, you are to go for lunch at twelve and be back at twelve thirty. You are not to put your jacket on, I want everyone to see you in your blouse. You can just about see your bra through it." I watched her lock my handbag in her drawer, my handbag that contained my car and house keys, plus my wallet. Madame Monica handed me a fifty pence piece. "That should buy you an apple and a banana from the shop on the corner. If, while I'm at the meeting, anyone should come into the office you are to smile sweetly and tell them where I am, take messages from the phone. Female callers are to be addressed as Madame, mail callers as Sir. Understand?" "Yes Madame." I replied, knowing that doing as I was told would not only offer me the prospect of being discovered at any moment but also put me further and further in her power. As if to confirm me worry Madame Monica told me that she would be compiling her own report of what I had been doing and if I made one slip up that too would be sent to my girlfriends e-mail address. There were fourteen phone calls and six visitors to the office in Madame Monica's absence. I dealt with them as efficiently as I could manage but found myself more and more humiliated each time I said Sir or Madame. I did go to the shop but didn't have the stomach to eat the fruit so they remained uneaten on the desk top when Madame returned. "Not hungry Sissy Girl Jennifer?" "No Madame." I demurred. "Well we can't have that can we? Open wide." She proffered the apple, when I opened my mouth she told me to bite but not all the way through. "There, now you're a kinky sissy girl with a nice apple to gag you." I was left like that until half past four, thankfully nobody came into the office to see me that way. If I'd been hoping my nightmare was close to ending I was mistaken. At half past four I was told to stand up and turn round with my back to her. "Hands up behind your back, between your shoulder blades Jennifer." She instructed. Only half an hour until the office closes I thought to myself, half an hour to endure and then freedom. So I did as I was told and felt the scarf being tied round my wrists so that my hands were held there between my shoulders. It hurt a little bit but not as much as when she used the belt to pull my elbows close together. This also served to push my chest out and even when Madame Monica had draped my jacket over my shoulders my breasts jutted proudly out. "Now you'll have to be very careful not to let the jacket slip off Jennifer, take small mincing sissy steps and you should manage. Come along, I'll give you a lift." So saying she took the apple out of my mouth. "A lift, Madame, I have my car." I pointed out, a little too much protest made Madame raise her eyes in question. "I don't think so Jennifer, you're a dizzy blonde secretary and much too much of an airhead to drive." Madame Monica walked past me and I was forced to follow behind, taking, as she'd suggested, mincing steps in my all too high heels. We actually had to pass my car in the visitors car park, a case of so near so far. Madame Monica put me in the back seat of her car, belting the seat belt over me. There was a bag on the floor containing jump leads which I happened to move with a foot. "Good idea Jennifer." Madame Monica said, then got the leads from the bag. The black one she wound round my knees and locked with the large jaws of the leads. The red one wrapped round my ankles and was secured the same way. "Be good or the clamps might have to be attached somewhere very sensitive." It was enough of a threat to keep me quiet but once we'd pulled out of the car park and travelled a few hundred yards she pulled into the kerb. Madame turned in her seat and proffered the browning apple to my lips. Gagged once again all I could do was hope nobody looked in the car. There was one more stop in the centre of town where Madame Monica left me in the car and disappeared into a charity shop. She was only gone fifteen minutes at most but it was long enough for me to begin feeling all the more vulnerable without her. "Soon be home Jennifer." She said as she got back in the car with a plastic shopping bag. We were home soon, not my home, her home. A house on an estate where all the windows look toward each other. Madame parked in the garage and then took the red lead from my ankles. "I think you can manage to hobble to the front door can't you? Wait there until I collect you." If I'd taken mincing steps in the office then I was taking even smaller ones now. At the office I had my jacket to hide my bound and captive arms but Madame took the jacket from me just as I wiggled out of the garage. The whole of the estate could have seen my plight if they'd only looked. I stood on the steps for what seemed like an hour before Madame Monica finally opened the door to me. She took the apple out of my mouth and asked me what I wanted. "Please Madame! May I come in?" I pleaded. She put the apple back in my mouth before letting me over the doorstep. I was so relieved to hear the door securely closed behind me that I just about forgot how much trouble I was in, until I stepped behind her into the front room. There was a tripod on which was set a digital camera facing a small round coffee table which was in front of a low easy chair without any arms. "Kneel on the chair, facing the camera, I'm going to free your hands but if you even once fail to follow my directions I will throw you out of the house and will send the e-mail as soon as I get in the office in the morning. Understand?" I nodded. Madame took the apple out of my mouth and put it to one side, then she placed a cardboard box full of cosmetics on the table top. "Take the make up remover and the cloth, then remove your make up." I felt that freedom could only have been getting closer so I immediately set off removing my make up. As soon as I began wiping it off the camera began to snap. I realised that with every picture taken my real identity was being revealed to both it and whoever might see the pictures. "Now the wig Jennifer." "Ear rings, bracelets, chain and necklace." "And now strip naked." With the removal of each item of clothing came the click of the camera. Worse still was the order that I had to hold each item up to my lips and kiss it while smiling into the camera. Naked but for the breast forms I was told to gather the clothes I'd stripped from and to put them all into a large black bin bag. Madame Monica watched me, then told me to kneel on the low chair again. "Sit! Stay, good slut!" Her laughter mocked me. She left the room for quite a while, a time that I spent regretting ever having left home that morning. When Madame Monica returned she was wearing a black satin wrap and had replaced her work shoes for a pair of spike heeled black patent courts. Madame had also re-done her make up, no longer office cool she now looked very heavily made up, a real strict Vamp with blended blue eye shadows, layer after layer of mascara and her eyes were lined with black kohl. Her lips were wasp stings in brilliant crimson to match her polished nails. She was carrying a leather hold all and the bag she'd brought from the charity shop. "Now we can see what you look like when you're done up like the sissy slut you are." From the leather hold all she produced a video camera with which she replaced the digital camera. I noticed the small microphone and feared that anything I said, or was made to say would be captured on film. I guess that during the time I had been on the step Madame Monica had been getting things together as she produced another bag from the side board and placed it next to the chair. "Hands into position Jennifer, wrists crossed fingers clasped." She said quietly, then tied my wrists together with a short white rope that came out of the bag by the chair. A second rope tied at my elbows again pulled my shoulders back and thrust my breasts forward. "I shouldn't be surprised really, you dress like a girl because your cock is smaller than most real girl's clitties!" Madame Monica laughed delightedly, pointing at my little penis which hung uselessly between my legs. "I bet your girlfriend doesn't get much fun with that does she?" "No Madame." I sniffed. "I mean, does it work?" "Not when I'm dressed as a girl Madame." "But you're not dressed like a girl now are you?" "No Madame, but I'm frightened and ashamed and humiliated!" I sobbed as if it was an excuse. "Good! That's exactly how you deserve to feel, how you want to feel, and certainly, that's how I'm going to keep you feeling!" She enthused, tying a rope from my wrists down to my ankles. I found that if I moved even slightly my wrists were drawn away from my back and sharp pain exploded in my elbows and shoulders. "That's right, stay very still while Madame helps you be a better sissy girly Jenny." I barely saw the corset before she was lacing me into it. From just below my breasts to just above my waist. A confection of sheer pink satin and frilly white lace trim. I felt the stays biting into my body as the lacing got tighter and tighter. To Madame Monica's orders I breathed deeply in and help it while she worked the laces. Once fastened off I felt I could barely breathe but a glance down showed me how much it formed my figure. There was a definite curve from my hips up to the swell of my jutting silicon breasts. The corset nipped my waist significantly, at least by six inches. Madame then released my hands and pointed to the box of cosmetics. "Now, take the bright scarlet glossy nail varnish from the box and paint your toes, at least three coats to each and add a layer of clear gloss over them when it's dry." She let me sit to paint my nails, moving back to the camera as I painstakingly bent to my work. "Make a very good job Jennifer, as good a job as you would if you were getting ready to go and stand on a street corner for the evening." "Yes Madame." Despite my fears and worries the thrill of dressing, of being dressing had begun to surface. The corset had six pink suspender straps trailed over my bottom and thighs and Madame Monica held up the stockings she intended to attach to them. "Won't these feel nice against your long legs?" "Yes Madame!" I heard myself speak in a soft, almost breathless voice. They were white lace topped stockings with frills and flounces, very girly, very soft and sexy. Madame untied my ankle bonds while she slipped them up my leg and they remained unbound while I stepped into the silky pink ruffled and frilled panties she held for me. "An old friend of mine gave me these, they don't fit me but I'm sure they'll fit you sissy girl Jennifer." A pair of white opened toed sandals were slipped onto my feet and buckled above and below my ankles. I was allowed to stand up and felt the incredible pull the heels forced into my leg muscles, when I was made to parade up and down I found I had to take tiny steps and found that my bum jiggled when I walked. A slim silver coloured bracelet was clipped to my wrists, a collar, a sparkling diamante collar that you'd put on a dog was fastened round my throat. Wide cuffs were fitted above my ankles and a strap above each knee. When Madame began adding light gold coloured chains to the cuffs and straps my heart skipped a beat. From ankle to ankle, ankle to thigh up to the collar and then down to my wrists. A cobweb of chains that made me feel even more of a captive. "Very good, you're nearly a proper mincing sissy girly Jenny, but, not yet, let's see you putting your dress on. I'm sure you'll like it, it was very cheap and it's very tarty, just like you sissy girl Jennifer, cheap and tarty." I was directed to the bag and the only thing in there other than ropes was a black lace dress, the thickest material on it was the zip which ran from the small of my back to the nape of my neck. The skirt only just covered the stocking tops but as it was completely see through it's shortness didn't make much difference. You could clearly see the corset, panties and stockings through it. The chains were visible too, even the wrist to collar chains which were inside the sleeves. Madame made me clip another chain from y left wrist to my right, the chain of course ran behind my back. "Such a whore sissy, but lets see your make up on first." I sat down again, relieved to be off my heels but finding that the chains now offered as much restriction to movement as the shoes or corset had. Making up my face was to be a long difficult time. "Some foundation to begin with, sponge it on and blend it at your forehead and neck." "Very good Jennifer, you've done this a lot of times before when you've been turning yourself into a sissy girly haven't you?" "Yes Madame." I said breathlessly, my admission captured by the video camera and microphone. "Lots of eye liner to begin with, really emphasise those eyes, think Cleopatra." "Deep magenta shadow on the inner of your lids, blend to royal blue in the middle and then azure blue eye shadow on the outer, add a little more, cover all of the lid, not just part." "Mascara next, lots of thick black mascara. Make sure each lash is lengthened and curly. Another coat." "Another coat Jennifer, you don't look anywhere near tarty enough to pull a punter yet." After five coats if mascara which made my lashes feel heavy I was told to see to my lips. "Burgundy lip liner I think, emphasise the shape, the full pout of your sissy lips." "Now the scarlet lip paint, the thick glossy paint." "And blot, and apply another coat. "And again." "Now they look quite shiny and glossy, but you want them to look even more inviting don't you sissy girl Jennifer?" "Yes Madame!" I whimpered. "So use some glossy clear nail varnish to finish your lips then add some rose blush to your cheek bones. I'd done it before I realised what I had done. Without nail varnish remover I was stuck with scarlet glossed lips! The last thing she had me do was paint my finger nails in the same scarlet varnish as was on my toes. Over this I had to fix plain false nails which were at least an inch beyond my fingertips. These also had to be painted scarlet. "Now turn side ways on the chair, on all fours, your favourite sissy position I imagine." I did so and felt my ankles being parted as wide as the chain would allow. My feet were then roped to the chair legs. Similarly my wrists were then roped, another rope, long enough to trail down my spine but short enough to make me keep my head up was looped round my throat and then tied round the heels of the sandals. If my head drooped even just a little I could end up choking myself. "Now you look like a proper sissy girl Jennifer, and we know you act like one so let's find out if you like being one." Madame Monica said. I felt her hand between my legs, easing the front of the pink frilly panties down under my dangling balls. I whimpered when I felt her squeeze my little cock and was ashamed when it twitched between her fingers. "Oh no sissy, sissy's don't cum first, you know that." Madame Monica came to stand right in front of my, close enough for her soft wrap to brush my painted face. "First, sissy has to make Madame cum, lets see that tongue flicking in and out." I felt so stupid, kneeling chained up with my tongue flickering in and out and round and round like it was a snakes. "Very good sissy girl Jennifer, good enough to lick Madame's clittie?" Her fingers the hair away from the side of my face and her wrap slowly slipped open. Glistening rubber panties caught my eye but the long thick cock rearing through it made me yelp in surprise. She lowered the front of her panties and tucked them behind her heavy balls. "Come along sissy, don't make me have to shove it in your pretty mouth." Madame pushed my head down a little, just enough for me to feel that she could choke me at any time. When she raised my head again the head of her cock, her clittie, was an inch from my lips. "Let's see that lovely tongue sissy." I flicked my tongue out with my eyes closed and felt it brush against the head. "Eyes open Jennifer, you'll not do a good job if you can't see what you're doing." I opened my eyes and continued to flick my tongue in and out until her clittie reared upright, hot and rigid. I ran my tongue along the long throbbing vein. I caught a glimpse out of the corner of my eye. Seeing a reflection of a sissy whore sucking cock in the glass fronted cabinet, seeing me swallowing the length until my face disappeared in Madame Monica's neatly trimmed triangle. And as I watched the harder I got, as I watched the more my tongue slithered back and forth across her length. I saw myself greedily licking and lashing at the clittie, my mouth filling with it, sucking on the head when it was just opening my lips, balls slapping on my chin when Madame Monica began to shaft it in and out of her mouth, faster and more fully in length when she began to tremble. Then an eruption of hot lava erupted from it. Filling my mouth as she continued to slide the flesh deep into my throat. Making me gulp and swallow the salty sweet cum. Madame kept her clittie deep in my mouth while she softened and caught her breath. "Now, lick my pussy clean." My tongue and lips slaved over her cock and balls until she was satisfied, until she began to harden again. She stroked it in her long fingers until it was ram rod straight then patted my head. "Time to make a real sissy girl of you Jennifer." Madame Monica stepped away from me and I felt the hem of the skirt rise over the small of my back. Her fingers reached the waistband of the panties and she drew them down. I heard a bottle or jar being opened, knew what was coming next but I raised no protest. My own clittie had hardened as much as it would, half hard, half flaccid, but the arousal was coursing through my veins. Her fingers felt wet when she parted my cheeks. "Now just relax Jennifer, we've got all night if need be." I tried to relax as much as I could but when her first finger penetrated me I squirm and wriggled both from the initial pain and from reaction to such an intimate exploration. The second finger opened me wider and the third felt as if it were splitting me. When they began to stroke in and out they took whatever lubrication was on them in too. Soon they were sliding in and out easily but that observation was called into question when I felt the broad rounded velvet head of her clittie nudge against my bud. Her hands held my hips and she slowly, very slowly, began to push her clittie into my ass. I gasped, moaned and came close to squealing until her balls slapped mine. Then the first agonizing withdrawal until only the head remained within me. "Now you're going to truly become the sissy you've always desired to be. Aren't you Jennifer?" "Yes Madame!" I gasped when she stroked into me, moaned as she eased in and out. I panted when the thrusts grew harder and more rhythmic, bucked back as best I could to meet each thrust, begging for more while my own clittie spent it's load onto the inside of the lace dress. I felt Madame Monica stiffen, her hands gripped my hips more tightly and then a river flooded hot deep within me. Madame fell forward a little, rested over my back, I could feel her softening, deep inside and felt a sudden and surprising sadness when I felt her stepping back and slipping out of me. By midnight I was no longer chained to the chair though I still wore the chain cobweb. I bent over and held my heels for her, I lay on my back opened my legs wide with a large pillow supporting my behind. I knelt in front of the clittie that delivered that lovely creamy cum, willingly fingered and dildoed my own ass for the camera and sometime in the early hours I received her blessing deep inside me for the sixth time. I could almost feel all her cum sloshing about in my ass, as well as in my tummy. I was aching all over by the morning, freed from the dress chains, corset and lingerie I was allowed to soak under the shower. Knowing my ordeal must be nearing an end I felt was strange sense of satisfaction. I returned to the lounge to find Madame already dressed for the office, severe looking grey suit, comfortable shoes, her face looking serene and a smirk on her lips. There was a black bin bag on the low chair, she pointed to it and told me to get dressed. I opened it to find my bra, panties, stockings and suspenders. The sheer blouse and the jacket but the skirt wasn't there. "I thought this would suit you Jennifer, now, once we've got your corset on you can do the rest." The skirt she was holding was as good as ankle length and might as well have been a tube. What it did do was hide the chain cobweb which she fitted to me again. Though over the hips and cheeks of my ass it was so tight that it revealed the suspender straps of not only the corset but my own belt as well. The only chain that wasn't attached was the one from wrist to wrist and I found out why when my hands were tied high on my back between the shoulder blades. "And I think we'll have the same shoes as last night." Madame Monica pointed to the wicked high heels. "Make up? Well, you looked such a perfect sissy girl Jennifer last night that we'll go with that again today." With the jacket draped over my shoulders I was sent out of the front door until Madame emerged from the garage with the car. The skirt restricted my steps to tiny mincing steps, I had to simper round the office all day, knowing that every eye was on me. Some laughing at the office slut, some maybe undressing me, others must have wondered what on earth Miss Monica was thinking of employing such a dizzy blonde airhead. Madame never did send my girlfriend the e-mail, she needn't as she has me in her office every Saturday where she can keep her eye on me. Making sure I don't revert from being the sissy girly Jennifer that she identified and then moulded to her requirements. Some Saturdays I actually do some office work, though much of the time I'm between Madame Monica's legs beneath her desk, bent over her desk or kneeling on her chair. I don't mind at all, as long as I get my weekly fix of her cum.