Caught In The Home Ofice free porn video

Caught In The Home Office by Superbuilt Like a certain percentage of the population, I was interested in girls underthings at a rather early age, the lacier and frillier the better. By nine, I was sneaking my older sister's long red nylon nightgown with the red lace hem and bodice, to sleep in. I also had two younger sisters, and as I grew up I often sought comfort and stimulation in the intimate things from my sisters' drawers. Since you're reading this, I'll assume that you understand these feelings too, and skip all the intimate details. Suffice it to say that for whatever reason we are like this, I had the typical transvestite fascination with the trappings of femininity, and with three sisters I was never short of things to experiment with. Like most transvestites I am heterosexual. Since the time I reached sexual awareness I have fantasized about having female accompaniment with whom I could share my unusual interests. I dreamed about meeting someone who would understand me and accept me the way I really am. Somehow I managed to survive puberty with nothing worse than a few close calls. Once, my little sister Susie spilled the last of the nail polish remover at the worst possible time (for me). And I'll never forget the time I discovered my older sister's new bottle of liquid eyeliner. I had no idea she bought it to wear to swim team practice until I found out the hard way how waterproof it really was! Talk about bringing tears to your eyes! I made it all the through high school, college, and law school, and eventually passed the state bar exam, without ever being the subject of an embarrassing discovery. Not long after that I married for the first time. I made sure my future wife understood "how I am" ahead of time, and she occasionally let me wear something during sex before we married. I had high hopes that a little dressing up would remain a part of our 'activities' after we were married. Unfortunately, within two years my marriage went down the tubes. I stayed single for almost five years before I met my present wife, Nancy. Once again I made sure, before we were married, that she understood my proclivities, and accepted them. Nonetheless, it was soon apparent that my fascination with lingerie was not helping our relationship. Maybe I'm a slow learner, but I was finally beginning to understand: the real fantasy isn't dressing up, the real fantasy is having a significant other that wants us the way we are. As time progressed I suggested practically every compromise I could think of. I even offered to limit my dressing activities to once a month if she would agree to get involved. In truth, I knew there was no way that I could limit my cravings to once a month, but if I could have gotten her involved that often I would have accepted it and been thrilled, gladly "taking care of it" between times myself. She declined my offer, and I began taking care of all of it myself. Among other things, I began wearing something sexy under my 'regular' clothes just for the thrill of getting away with it. By time we had been together for 7 years, Nancy entered menopause. In addition to hot flashes and night sweats, her already nominal libido plummeted to zero. I, on the other hand, had just bought my first silicon breast enhancers via the Internet, and wanted to wear them all the time! Nancy was working full-time (and then some) managing the office of a large medical practice with several doctors in it. One day I was having this daydream / fantasy. I imagined one of her secretaries calling in sick and my wife dressing me up and taking me to work with her to fill in, when a brilliant idea suddenly occurred to me! If I set up a home office I could hire myself as a secretary! When I suggested the home office part of this fantasy to Nancy she readily accepted the idea. In no time my computer was connected via 'virtual private networking' to my "real" office downtown and I was all set! At first, I just waited 'till Nancy left for work to slip a few things on under my street clothes. Then I would work in my home office until I ran out of things to do. It was an interesting feeling, looking down and seeing the lace of my bra in my partially buttoned blouse, (and cleavage - wow) while talking to clients on the phone. I could stare at all the cleavage I wanted without fear of a sexual harassment lawsuit! I loved the feel of my pendulous new breasts jiggling as I moved about the office. After I finished what work I could do from home, if there were depositions or other things which needed my attention downtown I would change and then go on in to the "real" office. Then one morning, as I was laying in bed waiting for her to finish in the bathroom, I decided to see if I could get my lingerie on under my street clothes before she came back into the bedroom, just for the rush. I figured that in the worst case I would hear her coming in time to jump back between the sheets before she could see me. I was in my favorite bra and panties, a slip, and thigh highs in a heartbeat. I barely had time to pull up my pants as Nancy was entering the bedroom! Thank god I wore nude stockings, because I hadn't had a chance to put my socks on over them yet. Yep! It was a rush! I was sure that the straps of my bra and slip would be visible across my back if I bent down to put my socks on, so I just slipped my feet into a pair of loafers to hide my nylons. The thought of slipping into a pair of her heels entered my mind, but sanity prevailed and I waited 'till she left. Then I slipped my silicone breast enhancers into my bra, buckled my feet into her highest heels, and jiggled around the office savoring the sexy sway as I worked. As time went on I steadily upped the ante. One day while I was downtown I saw a beautiful women's business suit in the window of "Seasons." Knowing that Nancy is one of those "routine" people who always does things exactly the same way, I realized that I could expand a little without having to worry too much about her coming home early. Impulsively deciding to stretch the limits, I bought it! I also bought a very sheer blouse with beautiful lace trim to go with it, confident that I would look very professional in it. The hem of the skirt was a little conservative, but I grew up with three sisters, I could easily handle that! Soon, I was putting my lingerie on every day while she was in the bathroom. She never caught me, and I began to grow complacent. Occasionally, just for an extra thrill, I would begin exchanging my outer clothes for something more secretarial while she was still in the garage, getting into her car. I could feel my bra and camisole straps as I reached to button my blouse behind my back. Knowing that she wasn't really gone yet just made it that much more exciting! I bought more sexy secretary things as time progressed, but the skirt suit from Seasons remained my favorite outfit. Although Nancy never had a clue, it was an imperfect solution at best. For one thing, when I got into my "real" office I couldn't help but notice the way the "other" secretaries were dressed. I wished that the secretary in my home office could do justice to her lingerie like that. I was jealous: I knew that when THEIR breasts jiggled they could actually feel their feminine bras caressing their nipples. Not that I was planning to DO anything about it, but when I occasionally saw the lace of a bra through a sheer blouse at the office it really set my mind wandering. Imperfect or not, for several months the home office thing seemed to be working out. Nancy was still in the throes of hormonally induced insanity, so I didn't even consider approaching her regarding sex. On the other hand, I still loved her, and with plenty of opportunities to "handle it" myself, her participation in our sex life wasn't as important as it had been. In fact, due perhaps to the frequent relief I was providing myself, I was able to be more 'cuddly' with her, without making any demands, which she seemed to appreciate. Then, things changed, BIG TIME! When I heard the door to the garage slam thirty minutes after she left, I knew that she was home, but not why. I also knew that I was in deep doo-doo. My home office is right next to the garage, and there wasn't even time to get out of my chair before she entered the room. When she saw me, it was apparent that she was rather upset, but she didn't say a word! I thought it was finding me sitting there dressed and made up like office help! I only found out later that the situation was precipitated by her having a surprise visitor, her first period in seven months. The menses, which hit just before she arrived at work, might not have been a problem if she didn't always feel like she has to be the first person in to her office. She had quit carrying tampons in her purse months before, and with no one there to loan her supplies she had no choice but to rush home. By the time she got home she was bleeding through her skirt and having major cramps. As she entered the room she had been pulling her scarf off. She walked up to me, rotating my chair, so that we were both facing the computer monitor. Thank god that I had really been working, and not taking one of my occasional visits to Fictionmania! As we looked at the monitor she placed her hands on my shoulders. I could feel the straps of my bra and camisole under her soft warm fingertips, and "willies" ran up my back. She slid her hands over my shoulders and down my arms, gently guiding them back behind my back. She seemed to be caressing my hands with her diaphanous scarf, and the thought that she was going to "play" sent another erotic shiver through my body. In the time it took me to remind myself how unlikely that was, she had somehow encased my hands in silk and secured them there with her scarf, tightly! She did something else back there, and then left the room without saying a thing. When I heard her departing footsteps I swivelled my chair and watched her go. She never looked back! As soon as I started to struggle, I knew that it was hopeless. Not only were my hands securely tied together inside a mitten of silk, but she had somehow secured them to the back of my chair too. They weren't particularly uncomfortable, but, try as I might, there was nothing I could do to get loose either. I was sure she would return soon, but after several minutes in the bathroom, I heard her turn on the shower. Shit! When she finally strolled back into the room she was wearing a different outfit and she looked clean, fresh, and relaxed. "So?" she asked casually, "Bob didn't tell me he had a new secretary?" What could I say? "I'm just a temp. Sometimes I help out here in the office, in the morning." "Oh!" she said, feigning surprise, "I thought perhaps he called you in from the downtown office. (She knows everyone there). That's a very attractive outfit! Where did you find it?" "Seasons," I admitted. "If you'd like, I'll speak to Bob and see if I can get you a position downtown?" "Thanks..." I had to laugh despite my predicament. "... but I prefer the more 'private' atmosphere here." "Well, ..." she offered (was it just a little sarcastically?) "perhaps I can get you on full time here! How would you like that?" As she was asking she reached over my shoulders and released the button on my jacket, pulling it open. I looked up at her and it was apparent that she was looking at my "breasts," standing out firm and high in my lace underwire bra, clearly visible through the sheer blouse. "Thanks for the offer. Bob is a really swell guy ..." I admitted, "but I already have an afternoon job." "Perhaps, but I'll bet you don't get to dress like this at work, do you?" she asked as she cupped a breast in each hand and hefted them. They may not have been connected to my body, but they were certainly connected to my libido. I practically came on the spot! She leaned over and whispered in my ear conspiratorially "Admit it! You'd really love to dress like this for work all the time, wouldn't you?" "Bob says there isn't enough work here for a full time employee!" I gasped. "Oh, what does he know!?" she exclaimed as she continued to caress me through the sheer material of my blouse. "He's just a guy. I'm sure I could find enough to do around here keep you busy all afternoon!" She reached down and started untying the scarf. I thought she was going to release me, but she only released the knot securing my hands to the chair. "Come on, I know just the place for you to think my offer over while I'm at work." She lead me to the bathroom and pushed me down on the toilet. It was strange feeling the opening under me while sitting there fully dressed. She stuck the dangling ends of the scarf through the hinge and secured my already bound hands there. Once she secured me she resumed her teasing and caressing. Running her hands up my nylons, and up past the hem of my skirt, she discovered the garters holding them up and laughed. "I see you're an old fashioned girl! What other surprises are you hiding?" She pulled my skirt up over my hips. "What a pretty slip!" she commented as the lace hem of my yellow nylon half slip came into view. "Do you have matching panties on?" she queried, pulling the slip up as well. "Perfect!" she exclaimed when she saw my yellow panties. "And you were thoughtful enough to put your garters through your panties! How handy!" I wasn't sure where she was heading, and, to be honest she was scaring the shit out of me. On the other hand, I was also hotter than I had ever been in my life! The problem was that I just couldn't read her. I knew she had to be angry but there was no sign of it in her demeanor at all! Without a moments' hesitation she pulled my panties over my knees and down to her heels, which were strapped to my ankles. "Huh!" she said, noticing them for the first time as she knelt down in front of me with her knees trapping my feet together. When she started unbuckling one of the ankle straps I thought mabye she was going to take them back, at least until I felt her run the strap through the strap on other high heel and re-buckle it. She looked up and saw the throbbing blue veiner she had exposed when she pulled my panties down. "What's this?!" she asked, feigning surprise. "It looks like you're a little swollen down here? I'd say it's a good thing I'm leaving you where you are while I'm at work. You know how it is when us girls have an urgent need and can't get to the toilet - we wouldn't want you to have an accident like I did this morning! Oh, that's right. We're forgetting something!" She reached over to the counter and removed a "Tampax Super" from the box. "If it can happen to me, it can happen to anyone!" she said as she unwrapped it and used the toothpaste on the counter to coat the end of it. She got a firm grip on my rigid tool, lifted it up, and reached under it with the other hand. She started moving the toothpaste covered end of the tampax around down there until she hit her target, and then pushed it in. Her years of female experience were apparent in the ease with which she inserted it and removed the applicator. "I wouldn't want you to have an accident. I know that in your present condition you won't have any more access to tampons than I did, and I ended up having to come home to change my clothes!" After that, she got out one of our long unused and almost forgotten condoms from the medicine cabinet. Then she stated rifling the drawers with what I could only describe as an evil grin. I hadn't the foggiest idea what she was seeking, but when she found whatever it was she was looking for, she did something I couldn't see that involved it and the condom. She then turned around and grasped my rigid, straining, throbbing cock in her smooth soft warm hand, stroking it several times before she proceeded to put the condom on it. "Does that feel nice?" she asked as she stroked me. "Oh God! Oh God! I'm about to come!" I squeaked as I sat there trembling on the brink. "We can't have that, can we?" she asked as she rubbed the end of the condom over the head of my penis. As she squished the end of the condom the pressure of her palm forced some sort of goo that she had put in the tip to coat the end of my throbber. It felt like I had already come. "We can't have our temp staff sitting around here all day just stimming themselves, can we? They'd never get anything done!" She continued to stroke and squeeze me, but, for some reason, I was losing feeling down there. Here she was, finally getting involved in my kink, and my cock felt like it was going numb! "What did you do to me?!" I asked. "I can hardly feel you touching me!" "Well..." she drew it out ... "I just knew all that swelling down there had to hurt, so I used some topical Lanacaine to stop the pain." She reached down and pulled my panties up above my knees and then pushed my cock down between my thighs before she trapped my knees between hers, holding them together. Then she pulled up the slack in the leg openings on each side of my panties and tied the extra fabric in a knot, securing my thighs together with my own panties, and trapping my cock below them. "Think about my employment offer," she said. "I'll see if I can bring something home for you that will make my offer irresaistable. Have a nice day! It was nice meeting you!" She left the room, and for several minutes I could hear her in the bedroom getting ready to leave. Then, as she passed by the doorway on her way out she added "If that tampon isn't still in there when I get back ..., oh..., why wait?" She approached me again, and pulled my jacket back over my shoulders and part way down my back. She unbuttoned several buttons on my blouse and ran her hands down my chest, under my bra, slipping them between my chest and the enhancers. I could feel the moisture my aroused body had built up there, and I'm sure she could too. A smile crossed her face. "Perfect!" she exclaimed as she reached to the medicine cabinet. She held up an estrogen "patch" in each hand. She made a big show of peeling the backing of one off the adhesive, like a Band- Aid. She reached back into my bra and applied the patch to my chest. "It's apparent that you need all the help you can get!" As she peeled the backing off the second one she said "The instructions say you should take them off if you go swimming so that you don't get all the estrogen at once. I guess when they get wet it comes out too fast, so I'm going to give you a second one, just in case!" She reached into the other cup of my bra and stuck the other patch to my chest. "But honey," I suggested, "if being wet makes the estrogen come out faster, shouldn't I only need half a patch, instead of two of them?" It was bad enough that she had taken away the last vestige of my maleness. I was so close to crying that I'm sure she could hear it in my voice. "What's the matter?" Nancy asked. "Don't you WANT yours to be more like mine?" She caressed her boobs in front of my face, just to make her point. "Well... don't you think there might be some health ramifications that need to be considered before you just ...mumf ...snur ..." She took the damp panties drying on the towel rod behind my head and stuffed them into my mouth before I could finish, so I guessed that she didn't think so! After a gentle slap on the face, she said "You lawyers! You never know when to shut your mouths, do you? Perhaps you'll do better as a secretary! Maybe even as a housekeeper! "I'll be late tonight, since I need to pick up a few things to sweeten the deal for you, like I promised. And I suppose that I'd better get my prescription refilled too! My patches won't last long if we're sharing them. You know, my prescription allows me to get patches or pills. Maybe I'll get pills for you so we don't have to worry about your patch coming off when I'm not around to help you? Bye, Cutie!" and she left. I thought about it, and I couldn't feel my penis at all, but I was becoming aware of a burning sensation in my rectum from the toothpaste. When I heard the door close behind her I spit out the panties, but that was the only relief I got all day. No, the patches didn't make my breasts blossom before my eyes. No, The cups of my bra didn't swell to overflowing either! In fact, the only real difference I was aware of was the adhesive constantly pulling on my chest hairs, as if they were trying to remind me that they were there. The only effect the patches had, the only effect they could have had that first day, was the purely psychological effect of knowing that they were constantly pumping their estrogen based hormonal messages into my bloodstream and there was nothing I could do about it. I squirmed and fidgeted for a while, until it was apparent that I wasn't going anywhere. I realized that I was living a real live bondage story, and I was powerless! Until then I had never had much interest in bondage or submission, complete or otherwise (or in taking hormones, for that matter). Of course, I'd read b & d stories, but they didn't do anything in particular for me, and I had never even experimented with it. Now I was amazed! The feelings I was experiencing were terrifyingly erotic. I realized that being under someone else's control completely was causing me to be incredibly aroused, even without an erection, and it was a mind blower! As the day wore on being tied up got pretty old, but the arousal never went away. I ran through countless scenarios in which I tried to think of every possible outcome. What did Nancy have in mind for me? Was she just giving me a day of erotic excitement without having to participate herself, or was it more? Was she really suggesting that I stay home afternoons too? If so, what "activities" did she have planned to keep me busy? If she was offering me "employment" did that make her the boss? Endless permutations ran through my mind as the day wore on. I realized that I was totally turned on by the idea of her really being in charge! I had to remind myself that somewhere down beneath my bound thighs there was a penis, whether or not I could feel it. Nancy didn't return 'till some time around eight (I couldn't see my Lady Timex so I can't confirm the exact time). When she came in she hiked her skirt up, sat across my lap, and kissed me on the lips. "Any improvement yet?" she asked, pulling out the top of my blouse and peeking into my bra. "Nope! No BIG changes yet. Don't give up!" Her teasing was so erotic that it was like she was reading my mind. Not my conscious mind, but something deeper within me that knew what I wanted better than I did. She seemed to know exactly how crazy she was making me. "Why don't you take the patches off now?" I suggested. "It's been 12 hours so they've probably done all they're going to do anyway, and the stickum is pulling my hair something fierce." "It's not my fault you're one of those girls with a lot of body hair." she said as pulled her purse over on the counter and began rummaging through it. "I'll make you a deal." She retrieved a bottle of pills and waved them in front of my face. "Take your pills like a good girl, and I'll remove the patches." When she called me a "good girl" I wished once again that my penis was't numb, because I was ready to come! She took out two of the pills and placed them on the counter, then got a glass of water. "If you want me to make you pretty, say 'pretty, please'," she said, holding one of the pills up in front of my face. "Pretty, please?" I pleaded, as if someone else was in control of my mind and all I could do was watch. She pushed the pill between my lips and then held up the glass so that I could wash it down. Then she held the other one in front of my face and said "The first one was to turn you into my pretty little girl. The next one is to turn you into a BIG girl. Now beg me to make you a big girl, like me!" She jiggled her beautiful big breasts in my face. There could be no question in either of our minds what I was asking for as I said "Please! Make me into a big girl. Make me into a big, busty, sexy girl, just like you! Please?" She pushed the second pill into my mouth and covered my lips with her hand. "Chew!" she instructed. Despite the awful taste, I chewed it to powder. As Nancy rewarded me with another sip of water she commented, "Well, I guess that should speed things up a little!" After she removed those damned itchy patches she took the lipstick tube from the counter. "Have you considered my employment offer?" she asked as she freshened up my lipstick. "What would my responsibilities be?" I inquired. "Want a hint?" she quipped. "Please!" I responded. Wait right there!" she laughed, getting up from my lap and leaving the room. She returned and hooked a hanger over the top of the door. It had a plastic bag from a local uniform store over whatever was on the hanger. "Ready?" When I nodded, she tore the bag off to reveal a uniform. A maid's uniform. Not the ruffles and lace french maid type thing, but a pink nylon or polyester dress with a white collar and cuffs, like hotel maids and waitresses sometimes wear. "You want me to be your waitress?" I inquired, teasing her. "Well..." she reflected for a few seconds, "As my household helper, your duties would include cooking, and once you were done someone would have to wait on me at the dinner table. Why not you?" "What does the position pay?" I asked. "I guess I could let you continue to work as Bob's secretary in the morning, and keep whatever pay he's been giving you. (She chuckled). ALL the rest of your time would belong to me. I'd pay you minimum wage unless and until you convinced me that you were worth more! "Two afternoons a week I would allow you to work your other afternoon job. Of course, since it would be on my time, you'd turn the paychecks over to me. I'd even give you back 15% of what you make there, for you to buy your own clothes, makeup, and that sort of thing. You can't keep borrowing my accessories," she added, looking down at her heels (the ones on my feet). She apparently had a better idea of the amount time I really HAD to spend in the office than I thought. My office staff handled my clients for me (with a few exceptions) and two afternoons a week were just about what I would need to make the necessary court appearances, depositions, and such. When I didn't respond immediately, she added "The job includes a private room, and board, and you can use your time off any way you want!" She reached her hand down between my thighs and grabbed my throbbing penis, which I was relieved to find had regained it's sensation. "Your little friend here has obviously made up his mind!" she suggested as she squeezed my rigid tool. "Since your can't lie to me with her around you might as well just follow along with her! Say it!" I was still hesitating, trying to think, but all the blood from my brain was in my penis. "Come on, silly girl. Let me hear you say the word 'yes' and I'll show you to your new room. What's it going to be? If you need more time to think about it, I can use the other bathroom for one night!" "Yes!" I blurted, terrified at the idea of even one more minute tied to the toilet, much less an entire night. "Your wish is my command, and your command is my wish!" "Good girl!" she responded, sliding her hand down my nylon clad leg to my ankle and re-buckling my heels correctly. After she untied my panties she released my hands from the seat hinge and helped me up, pulling my panties up and my slip and skirt back down before she led me to the master bedroom. We arrived to find my tool box and a new bedroom door lock with a key awaiting me in the hall. "Your first domestic chore will be to improve the security around here." she said as she pulled me down to a kneeling position in front of the door. After she tied a piece of clothesline around my neck and tied the other end to my ankles, she released my hands. In order to sit up straight, I had to sit back with my butt on my ankles. It wasn't comfortable, but it sure was nice to have my hands free! It only took me a few minutes to change the lock on the bedroom door, after which she came up behind me and pulled my hands behind my back again. I had some misgivings when I felt the cold steel grip of handcuffs encircling my wrists, but the renewed throbbing of my penis reassured me that I had made the right decision. She untied the rope from my ankles and helped me to stand again. As she led me to the "spare" bedroom, she told me that she had been so sure that I would accept her offer that she had called my office and told them that I had decided to attend a "training seminar" for the next 2 weeks, and that they shouldn't expect me to be in! From her laugh, it was clear that she thought it was a lot funnier than I did! She pushed me face down on the bed and removed my heels, pulled my legs apart, and tied them to the bed posts. As she was leaving the room she tossed the heels on the bed next to me and informed me that the seminar was already starting. "Despite what they may think at your office, it's not legal training, it's domestic training, and it starts right now, with you being taught who the boss is!" Almost the instant that she left the room I began sliding back and forth rubbing myself on the bed. Knowing that my wife now knew about me, and had handcuffed me and left me helpless was so erotic that I was afraid that if I didn't do something to get a nut, they might explode! It only took seconds of rubbing myself against the bed and feeling my cock sliding in my lingerie to bring my sexual frenzy to a crescendo! I filled the condom with cum, spurting and spurting until I passed out! I awoke in the morning with the sun in my eyes. The curtains were open, I was on my back, and my hands were cuffed in the front now. When I got up to pee, I found her note on the dresser: Dear Roberta: You have until 12:00 to finish your morning's work for Bob. Try not to feel too bad about having to wear your office attire while you complete your afternoon domestic responsibilities. We'll make sure that you get up earlier tomorrow, so that we have time to dress you properly. I expect the washing and ironing to be done, the kitchen cleaned, and the kitchen floor waxed before I get home. You may cook me whatever you wish for dinner, but it better be good! The Boss. P.S. You'd better start trying real hard to impress me if you EVER want to work without your "training bracelets!" The pink uniform was hanging on the closet door, laughing at me as I practically ran to the bathroom. I knew it was going to be REAL hard to stay focused on work this morning!