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An Exquisitely Ordered LifestyleIt had been a bit of a rough deal and six weeks later, although thesituation had calmed down things had changed. Tim’s wife had found hislarge black suitcase in the garage by accident. It was a stupid mistakebut it had happened. He was working at home as usual and had noticedthe lightbulb on one of the garage door openers had gone out. A simplefix, get the ladder out, put in a replacement light bulb and end ofstory. But, in this case it was only the beginning of the story!Tim had gotten side tracked. After changing the lightbulb the phonerang and then he had to check the casserole he had going in the oven forsupper that evening. He forgot to make the salads so after the phonecall he started in on those then set the dinner table. When his wifeCindy returned home from her office she didn’t notice the ladder in themiddle of the garage that Tim forgot to put away. She bumped into theladder with her car and knocked it over into a large wooden shelf whichcaused a box and a large black suitcase to tumble to the garage floorwith a loud, heavy thud. After putting the ladder away and putting thebox back on the shelf she reached for the large suitcase and found itfilled and heavy. Once she unzipped the case and opened it and saw thecarefully folded collection of ladies clothing and accessories Tim’ssecret was now out once and for all.They were a young, moderately well-off couple who’d been married only afew years. Cindy had learned about Tim’s “hobby” after catching him oneafternoon dressed in his women’s things. Nothing radical, just ablouse, skirt, hose and smart ladies shoes. He didn’t fuss with muchmakeup or do his hair, he was just spending the afternoon like that inhis home office while working. He tried to explain as usual, to defusethe situation, to dismiss it as the harmless hobby it really was. Hedidn’t do it every day, just now and then. It took a few weeks for herto get over it, she didn’t want to know anymore about it and tried toput it out of her mind to get back to the way things were. After allthey had a good life and got along very well but, that suitcase was nowa game changer.That’s where he had hidden all his things. And in opening the caseCindy now knew that this was far more than just a casual thing. Sheconfronted Tim again, and this time she was angry. But although thestorm seemed to pass, Tim began to notice a distance between them he’dnever known before. Like she was pushing away now. The engaging dinnerconversation fell away as did the romance. The next few weeks passedand it seemed like business as usual but things had changed now, for theworse. The evidence came one evening when Cindy returned home and toldhim that “Mother wants to see you this evening, after supper.”He’d put the suitcase back on the garage shelf where he’d always keptit. He hadn’t touched it in the six weeks since Cindy had found it. Butthings still didn’t change for the better. As he left for theconference with Cindy’s mother and as he backed his car out of thegarage, for some reason he looked to the familiar shelf. This time thelarge black suitcase that was always there was now gone!Tim didn’t put two and two together at first as he drove out into theexclusive suburbs but he felt a nagging question at the back of hismind. He had to visit his mother-in-law and now his case was missing?He pulled up to the service box at the front gate of the secluded treelined estate. The large metal gate opened and Tim pulled into the longdriveway. He parked in the small roundabout at the front of the house. He walked to the large front door and rang the bell. His mother-in-lawanswered and let him inside. She closed the door and motioned him intothe living room, asking if he wanted a drink, which he declined as hefelt his nerves starting in.Madge Greystone had always been a bit “cool” to Tim. She always calledhim “Timothy” which he didn’t really care for, it always seemed toreinforced the strictness she seemed to exude. But this evening sheseemed a bit more severe. Madge didn’t waste anytime starting theconversation.”Where’s your housekeeper?” he asked looking around. Since Cindy hadtaken him to meet Madge when he met her that first time her housekeeperLindsay was always flittering about, matter of fact she always answeredthe front door too. But this evening Madge had answered the doorherself. “She’s been discharged,” Madge said in passing then continued.”Timothy Benson. I think it’s safe to assume you know why I’ve askedyou here,” she started in cooly.”Well, I’m not really sure ma’am,” Tim answered.”Ms. Greystone. From now on you will address me as Ms. Greystone. Isthat understood?” she returned.”Alright, sure,” Tim returned a bit nervously.”I prefer to live a well ordered life. And lately you have become adisruption in the family,” she said firmly. “What exactly is it, wouldyou mind telling me?””What. What do you mean!?” Tim added without a clue as to where theconversation was going.”Do you want to be a woman? Is that it? Or are you just some kind ofmincing, preening sissy?” she said as she looked directly at himunblinking for the moment. He could sense her anger then stammered tofind an answer. “Sickening!” she said as she looked him over. She thengot up from the couch. “Follow me Timothy,” she said as she beganmoving through the living room.Tim was forced to follow her. He walked along behind her as she minceddown a hallway and entered the large kitchen. She then moved to a largewhite door Tim knew to be the servant’s quarters, the room that Lindsayhad lived in for years. Madge opened the door and entered, Timfollowed.He’d only caught a glimpse or two of these quarters just off thekitchen. But he could tell Madge had made a few changes. The room wasfeminine now, very feminine like an elegant woman’s boudoir all done upin pink pastels and white French provincial furniture. The lace trimmedcurtains on the windows, pictures of flowers and such on the walls and alarge four poster bed with a lace trimmed canopy. And then he saw it,right there on the bed. It was his large black suitcase, the one he’dkept in the garage!He felt faint as the color ran out of his face as Madge went to the bed,unzipped the case and began rummaging through it. “Sickening,” she saidin a simmering tone. “A pathetic, unorganized collection, cheapclothing, cheap makeup and I can smell the cheap perfume too,” she saidas she stuffed everything back into the case and flipped the cover backonto the case without re-zipping it. “Come with me,” she said as sheleft the maid’s suite and returned to the kitchen. She then opened abriefcase at the kitchen table and took out a stack of printed papers.”Go ahead, have a look princess, it’s all there!” He could hear thedisgust in her voice as he took a seat at the table joining her. Andthen he began looking through the papers.His mind reeled! Madge not only had his suitcase but now she knew itall. The transcripts of several chats he’d made, the printouts ofclothing and lingerie sites, sissy sites, cross dressing sites, andprintouts of several pictures from his picture files. Everything comingfrom his personal computer in his upstairs office at home. Cindy hadgotten his password somehow and had printed all this stuff out inaddition to giving her mother the suitcase! There was no way to explainor cajole his way out of this situation, Madge Greystone now knew itall. She then reached into her leather briefcase and took out some longlegal papers that looked like contracts.”I want you to sign here, here and here and initial there,” she saidpointing to each entry with emotionless efficiency as she paged throughthe legal papers.”What, what are these papers Ms. Greystone!?” Tim gasped as he began towade through the pages of legalese.”Why, they’re divorce papers of course!” she replied.”D…Divorce papers!?” Tim gasped. He gasped again when he returned tothe title of the document and actually saw the words “Bill ofDivorcement,” but Madge only continued. She produced an expensive pen,opened it and set it on the contract.Tim tried to hedge, to explain but it was all over now. His secret wasout, Cindy knew it all now and now, so did his mother-in-law! “Get busyTimothy. Sign those papers, it’s all been arranged,” Madge said with atone of finality. She prodded him until he actually began signing thepapers and adding his initials, he then noticed that his wife Cindy hadalready signed the same papers. Madge then signed as a witness and thenstamped it with a notary seal she produced from her briefcase. That wasit, it was now final. No argument, no discussion.He felt like he’d been cut adrift. Years, decades of thoughts nowswirled through his mind as he swooned sitting there at the table asMadge took away the pen and folded up the contract and put it back intoher briefcase. He’d had a pretty good life thanks mostly to Cindy andof course Madge, sole owner and matriarch of “Greystone CorporationsLimited.”In the space of only a few seconds his mind raced at light speed as hesat in the quiet kitchen at the kitchen table, the only sound was thefaint ticking of a wall clock as it marked the passing seconds. Heremembered the arguments about not wanting to have c***dren, a stickingpoint in the relationship. And how he’d been a writer when he and Cindyhad met. She’d gotten him in at a small publishing company her motherowned and had gotten him agency representation. He’d made some goodmoney in selling two novels that became minor hits but the new storiesover the past four years didn’t sell, his talent seemingly had run itscourse.He’d put most of his money into the new house, Cindy put up the restwith help from her mother and while he toiled as a writer he lived off ameager monthly allowance from his residuals. But it wasn’t long untilthose ran dry and he became dependent on Cindy. Of course he did thecooking and the cleaning and the washing and housework and yard work buthe kept writing. Cindy had moved up to manage the small publishingcompany as one of the lead editors and helped to oversee the artdepartment responsible for book cover art as well. They were getting bywell but with the black suitcase and his computer files now well lookedthrough by both Cindy and her mother he knew he was between a rock and ahard place!He thought of moving on, but where could he work? What could he do? Hecouldn’t survive on a minimum wage job. Where would he live? And howwould he get around? The nice late model Mercedes he drove was inMadge’s name, he didn’t own it. All he had were a few nick-knacks,mementos and things in his office, his computer and a small dresser andcloset for his clothes, that was it. And now, he’d signed his divorcepapers. Timothy was on his own.He forfeited his portion of his home in the divorce. And, of courseMadge was taking back the car. It was to be sold on consignment. Hiscredit cards? Gone. His bank account which contained a grand total offifteen-hundred dollars was now the sum total of his net worth. For amoment he pictured himself thumbing for a ride as he walked along a busyhighway, a duffel bag hanging over his shoulder. His mind raced as thepanic set in!”Well, I guess there’s no fixing things now,” Tim gasped in desperationand resignation. “I guess I’ll just have to find a way into town, maybea friend can put me up until I get back on my feet,” He said to Madge.”I really doubt you have any friends left dear,” she said with a slightsmile.”What does that mean?” Tim returned.”It seems that Cindy has explained to your friends, the unfortunatecircumstances. Her poor husband finally admitting that he wasTransgendered. The c***dless marriage, the division, the mutualdecision to divorce and part company,” Madge spoke filling Tim in, allthe bases covered now. No wonder that his few friends didn’t stop by orcall anymore.”Trans…transgendered!? I…I”m not that!” Tim gasped in retort.”Well, you certainly aren’t much of a man now are you Timothy? Hummm?What kind of a man wears women’s things?” She added as Tim shrunk inhis chair.”Well, what am I to do? I don’t have any money to speak of, my house isgone and now my car? And you and Cindy have taken care of any friends Ihad,” He gasped.”It’s all been taken care of. You’re not being kicked out onto thestreet. You were my son-in-law for many years, I’m not that heartless,”She assured. “If you agree to a few conditions I will allow you to stayon here, with me.””Doing what?” Tim returned not knowing what to think.”Why, helping around the house of course. I did mention dischargingLindsay didn’t I? As I said, I’ve made arrangements, things are takencare of. We’ll all make a fresh start and put our lives back in balanceand move on from there,” Madge said.Madge realized that Tim now did most all the work at home in between hiswriting work. She chuckled when she mentioned that it was he who wasactually the housewife in the relationship. And that he probably,secretly relished the position.Once Cindy made her decision she informed her mother. That had happenedwithin days of Cindy discovering Tim’s large black suitcase in thegarage. The next six weeks, that coolness in the relationship was farmore than just a period of thought. Madge had gone to work. Afterreading all the files Cindy had brought over and after studying Tim’s”condition” she made a few changes by dismissing housekeeper Lindsay.She then had the maid’s quarters completely redone into the boudoir thatTim had just seen. But that was just the beginning. Madge then walkedTim back into the maid’s room, the boudoir suite!”Your duties won’t be that difficult. There’s a schedule of dutiesyou’ll soon get used to. Mostly some light housework and some basiccooking and such. If I need major cleaning done I’ll contract that workout, as well as catering should I host a dinner. Your main duties areto keep house and assist me,” Madge said.”What about all my other stuff at home?” Tim asked.”It’s being taken care of. Cindy will pack your things and donate themto Goodwill,” Madge said as a matter-of-fact. “Go ahead, get out ofyour clothes. You’ll need a proper bath before bed.”She made him start undressing, right there in the middle of the boudoirbedroom! She returned from the closet with a long ladies robe in lacetrimmed pink nylon and a matching pair of ladies slippers. Tim set hismen’s clothes on the bed, his men’s shoes on the floor in front of thefeminine bed. Madge handed him the robe and slippers and as he slidinto the robe and tied the sash he watched as Madge folded all of hismen’s clothing and put them into the large black suitcase. Afterfitting his shoes into the case she pushed the lid down tight and zippedthe case shut.”Take this suitcase out and set it by the car in the garage,” sheinstructed.”What for?” Tim returned.”I’ll have my driver drop it off at Goodwill in the morning. You won’tbe needing it anymore,” Madge said with certainty.”Where are my quarters then?” He asked, looking around. He then went tothe closet and opened the large doors looking for a butler’s uniform ofsome kind but instead found rows of dresses, skirts, blouses and gowns. High heels lined the floor and to the right, at the front of the closethe saw the black patent leather oxford court shoes, six pair, lace upshoes with a full five inch stiletto heel. And hanging directly abovethe shoes? Six proper maids uniforms. All long sleeved with buttonedwhite cuffs, the dresses all mid calf length and done up in a crisp andshiny black acetate satin, tailor made, including the crisp starchedwhite cotton full bib ladies aprons!Before Tim could recover his thoughts Madge informed him that these werehis new quarters!Tim choked a dry swallow as his head spun! Madge noticed him blushing. “Now now, none of that. We both know what you are. You might evenenjoy it, isn’t that right? What was it. Oh yes, you always fanciedyourself mincing about the house looking like June Cleaver isn’t thatright? A prim and proper, vintage housewife? That may take some timeto accomplish, but it’s possible,” She giggled as she led him out of thebedroom with him lugging his heavy black suitcase. After placing thecase in the garage by the car she then led him into the basement, intothe laundry room. And to the side of the laundry room was a small butcomplete home hair salon!”W…what are you going to do M…Madge!?” he gasped as he clutched hispink robe and pulled away.”Ms. Greystone. Remember what I told you? From now on you will addressme as Ms. Greystone,” she said as she moved him into the room. “Youdidn’t know I used to be a hairstylist did you. But first you’ll need agood scrubbing.” And with that she entered a small room off the salonand started a hot bubble bath. She also brought out a large bottle ofNair depilatory and a pair of white latex gloves as Tim looked on indisbelief!Tim felt himself swoon again. “I…I’m s…sorry about all thathappened. I didn’t hurt anybody.” he insisted. “I…I think, maybethat I should just put my clothes back on and just leave in the morningMs. Greystone. I’ll just move away, I’ll find a job somewhere,” Hegasped but Madge only continued by swirling her hand in the bath water,making sure it wasn’t too hot.”We’ve gone to a great deal of effort to make these arrangements. I paymy maid-servant well, however, you’ll have several months of work torepay me for the expense in getting your new wardrobe ready, and yournew quarters. But, I’m sure you’ll come right along in no time. Andsoon, your new position and lifestyle will become second nature,” Sheassured as she had him step into the scented bubble bath. “After all,how could a weak example of a man like you ever get by alone. You’retoo used to a life of luxury. It would be such a shame to see you haveto thumb a ride back to the mid-west and to end up stocking shelves atWal-mart, or working at McDonalds. Imagine the dingy apartment you’dhave to live in, the threadbare furniture, the poor meals and neverhaving any money to go anywhere or do anything, nothing but endlessdrudgery. Tragic. Is my offer really that bad Timothy dear? Hummm?”She finished in a lilting feminine tone as she tossed his shoulderlength hair with her fingers.He mentioned his hesitation, his embarrassment, the fact that now Cindyand Madge knew all about him now, but Madge continued. “I’ve spent thepast month putting things together, and I’ve spent the past monthstudying your “condition,” I know exactly who you are and moreimportantly, what you are,” Madge had once been married but her husbandhad passed away before Tim and Cindy had gotten married. Turns out thatit was Madge who ran the empire, Madge who kept things running at peakperformance and peak return. She relished working on a project. Andnow, Timothy was her new project! She went about the salon gettingthings ready then returned to the bath and had Tim stand in the tub asshe put the white latex gloves on and opened the large bottle of Nairhair remover!After she’d slathered his body from the eyebrows down, leaving only alittle heart shaped trim below she had him stand until the stinging pinkgel did it’s work. Then wiping him down with a washcloth he watched ashis body hair swirled down the drain. His sparse and fine body hair wasgone now, he was totally smooth, pink skinned and hairless!Dried and back in his pink robe and slippers he felt the coolness of thepink plastic salon cape as Madge clipped it snugly around his neck. Shethen tilted the chair and washed his hair. She then added a lighteneruntil his brown hair was a lighter honey blonde. After toweling hishair damp-dry she quickly styled it using a scissors and didn’t stopuntil it was in a feminine, ladies hairstyle. After a rinse she toweledhis hair again and added a strong perm solution, then, after gatheringsections of hair she began putting him in curlers. She worked quicklyas Tim’s head spun. He’d never worn curlers and now, here he was,totally smooth, smelling of a floral scent and having his hair done in aladies hair style! A pink hairnet followed and then she put him underthe dryer. While his hair dried Madge returned from the counter with apiercing gun and quickly pierced his ears, little pearl earrings werenow affixed to his newly pierced lobes!A pedicure followed, leaving his toenails trim and smooth and shaped andwith two coats of bright gloss red and one coat of clear gloss. Afterchecking his hair Madge then gave Tim a manicure. She then glued onlong salon nails that went a half-an-inch beyond his finger tips. Soon,all ten fingernails were painted in the same high gloss bright red ashis toenails! As his nails dried Madge then wheeled away the hairdrier. She then removed the curlers and began styling Tim’s hair.Working with a comb, a pick and a brush she expertly worked and teasedthe tightly permed tresses into a classic vintage 50’s ladies hairdo.She added hair spray as she worked and continued until Tim’s hair wasstyled into something that couldn’t possibly be combed out to resembleanything male. Madge finished with more hair spray until the curls werelacquered tight! Since it was getting late she put a pink satin bonnetover his new hair set for the night and told him that she’d do hismakeup in the antep rus escort morning. With that, she removed the pink salon cape.Then after slipping back into his pink slippers she led him back to hisnew bedroom.It was more than just a small servant’s quarters. It had a large fullbedroom and a study, lounging living room area and a full bath, and allwas tucked in just off the kitchen and didn’t involve any of the rest ofthe large two story home. Then while Tim’s thoughts were still swirlingMadge handed him a pair of pink stiletto heeled Marabou slippers and ashort, layered, frilly pink nylon chiffon baby doll nightgown andmatching pink panties. He was just stepping into them as Madge pulledthe covers down on the bed with a zipping swish to reveal white satinsheets! Mentioning that there was a lot to accomplish in the morningMadge left the room switching off the lights before she closed the doorbehind her.Tim reached under the lace trimmed lamp shade and switched off thelittle light on the white night stand then laid back in bed feeling histight curled and hair sprayed hair set as it crunched against the satinpillow. He could feel the hair, the earrings in his newly pierced earsand feel his totally smooth skin and he could smell the floral scent inthe air. His head spun at all that had happened in such a short timesince earlier that evening. Exhausted, he finally drifted off to atroubled sleep.”Get up Timothy, we’ve lots to do today,” Were Madge’s words that awokeTim early the next morning. He felt the slippery swish of the satinsheets and his nightgown as he moved in the bed. Madge was already atthe dresser, he watched as she gathered a pair of sheer nylon hose.”Let’s get ready shall we?” she said as she led him to the attached fullbath as he teetered and wobbled on the high stiletto heeled slippers.Madge had Tim take hold of the bathroom counter and then lean over. Hepulled away as she began rubbing the front of his panties! “M…Madge! I…I mean Ms. Gladstone! Wha…what are you d…doing!?” He gasped asshe rubbed the front of his pink nylon panties with her hand covered inthe sheer nylon of the stocking. She sensed his nervousness but wasfirm, pushing him back over the sink. Soon, she worked him into anerection. Then quickly, she pulled down the front of the panties thenproduced a latex condom and put it on him. She then worked one stockingover his erection and then he felt the slippery sensation as the secondsheer stocking was pulled into place. Madge then began pulling gentlyworking the second stocking over the first and then picking up speeduntil the familiar nylon zip could be heard! Tim grunted and thengasped at the nearly overwhelming sensation as Madge chuckled withsatisfaction over her new knowledge and control of her former son-in-law. He gasped again as he wobbled tip toed on the high stilettoslippers as she worked in and out, in and out, the near frictionlessnylon zipping with each stroke.”Mmmmm. Yes. Feels so good doesn’t it precious?” she cooed excitedly. “Yes, so nice and feminine, and so nice and silky. Feels deliciousdoesn’t it princess?” She coaxed. Until finally Tim became weak at theknees he teetered on the high stiletto heels yet again then grunted ashis hips thrust forward. Madge stroked his erection harder and fasternow, until finally she held him tight then with satisfaction felt himtwitching as he ejaculated into the reservoir tip of the condom. Tim’shead was spinning as Madge took the stockings away to soak in the sink. She then carefully removed the condom and poured the contents into asmall glass tube.Madge was at the dresser going through the drawers, each one filled witha certain type of ladies vintage lingerie. The closet was already open,she’d selected a proper black satin maid’s uniform and a full whiteapron. Tim’s head spun at seeing all the women’s clothing. Just thenthe intercom in the kitchen rang. Madge left the room as Tim milledabout, befuddled. He became embarrassed as Madge escorted the ladydoctor into the room. It seemed that this was a house call! JudyWilton M.D. was similar in age to Madge and was also one of her friendsbut it didn’t help Tim. The lady doctor entered the feminine bedroomand smiled with a slight smirk at seeing Tim. He was told he’d be givena quick looking over. Madge handed the doctor the little glass tubecontaining Tim’s ejaculate which she put in her doctor’s bag. She thentook out a stethoscope and began looking Tim over. She checked histemperature, checked his eyes, ears and throat and then she produced twopre-loaded syringes! Before Tim could complain or resist the doctorswabbed the area on his right hip and quickly gave him two injections.She then handed Madge a large bottle of pills. Apparently for a newdaily “vitamin” regimen.The doctor was soon finished but before she left she handed Madge somemore of those injectable medications. Madge then escorted the lady tothe front door. She then returned to the bedroom with a small glass ofwater and one of the pink pills and made sure Tim swallowed it down.With that out of the way the dressing for the day began in earnest.”What are those!?” Tim gasped as he watched Madge put the large siliconebreast forms into the pockets of a sturdy, new mastectomy brassiere.”These are breast forms. You’ll need them to fill out your dresses andblouses,” she said as she worked.Madge had Tim slip into a pair of white, lace trimmed ladies nylonbriefs. She then approached with the brassiere and slipped the widesatin straps over Tim’s shoulders. She quickly hooked the four backhooks and adjusted the straps for a perfect fit. She then begangathering the appropriate lingerie. Tim immediately felt the weight ofthe forms and the pull of the brassiere straps. The sensation causedhim to gasp slightly as he’d never worn proper forms before.Tim’s head spun at the realization of what was happening as Madgerummaged through the dresser drawers selecting various pieces oflingerie and putting them on the bed. His mind was still in turmoil.Within the space of barely a day he’d become divorced, lost his house,lost his car, all his clothing and personal effects at his home werebeing packed up and being hauled off for donation to a thrift shop.Even the clothes he arrived in were now packed up with the ladiesclothes that were in his suitcase, a suitcase that would soon be at athrift shop as well. And then the make over, the vintage hair set, themanicure and pedicure, the pierced earrings. Then, after spending thenight in a feminine boudoir came a quick medical physical. No money, nojob, no future to speak of. Tim knew he’d have to put up with thissituation until he could find a way out. But for now, the chances ofthat were bleak. Before his thoughts could clear, Madge quickly begandressing him.Tim gasped at seeing all the lingerie on the bed. He’d dressed before,he had tried vintage stockings and foundation garments before and haddressed completely but he quickly realized as Madge dressed him thatthis was far more involved than anything he’d ever done before. Madgehad made detailed plans, this wasn’t any lark, or just playing “dressup” for fun or even fetish, this was serious, far more involved than herealized.The only sound in the quiet boudoir now was the sounds of the clothing,the sound of hooks and clasps and zippers, the fabrics, the nylon, thesatin, the taffeta that swished, rustled and zipped as Madge supervisedTim’s new look. He was soon dressed fully in lingerie, the ladies nylonbriefs, the sturdy mastectomy brassiere, a pair of nude supportpantyhose. Before working the pantyhose up and smoothing them intoplace Madge had had Tim bend at the waist. She worked the panties downthen from behind she fumbled at his now hairless manhood.Tim winced at first as she fumbled with his testes, he grunted slightlyas she quickly pulled his manhood back tightly between his smooth shavenlegs and then pressed the testes, working them up into his body cavityuntil they were up tight like ovaries. The briefs and pantyhose werethen pulled up high and tight then smoothed into place.A sturdy paneled fan-laced panty girdle came next. Madge then gathereda pair of neutral grey nylon stockings and began rolling one of them up.She put it on Tim’s smooth right leg and quickly worked and smoothed itup and then gartered it tightly. The left leg was next. She thenpulled the girdle all the way up high on Tim’s waist then pulled thestraps on each side. The white silk laces zipped and whirred throughthe stainless steel eyelets at the back of the sturdy white paneledgirdle, another zipping pull and Tim’s waist and hips started taking ona more feminine shape. Another stiff pull and Madge quickly hooked thestraps down holding the lacings tight. The nylon stockings now tightlygartered high on his thighs, the filmy grey material gleaming in thelight. A white nylon spandex waist cincher was fitted around his waistnext and quickly clipped into place. It wasn’t tight, but he felt thedifference and the shaping effect the snug fit had on his slender frame.Madge then swished a long, lace trimmed, waltz length white nylon slipfrom the bed and began gathering it. She slipped it over Tim’s head,worked his arms through the satin straps then after fitting the lacetrimmed cups of the slip over his bra and weighted silicone forms shesmoothed the slip down over his trim waist then let the wide sweep ofthe full slip swirl down to its full length at mid calf length.Tim heard the loud crisp swish of another white slip. He recognized itas a long half slip but this wasn’t a standard half slip. Madge had himstep into it and was soon swishing it up to his waist where she quicklytied the white taffeta straps into a tight bow at the back. The taffetagarment was a classic petticoat, not an overly frilly one, just one togive the skirt of a dress a bit more shape and volume and to give thatadded silken sound. As Madge went to the open closet to gather the restof Tim’s outfit he gasped at seeing the crisp white taffeta petticoat,he noticed the wide four inch flounce at the bottom of the garment andheard the loud zipping, swishing sound as he moved. Then he heardanother zipping sound!Madge unzipped the long back zipper on the black satin dress as sheapproached. She set the long full apron on the bed then handed him apair of the black patent leather stiletto heeled lace up oxford shoeshe’d seen the night before. “Take a seat at your vanity and put theseon,” she said without emotion. Tim did as he was asked but then aquestion arose as soon as he put on the first shoe and found it aperfect fit. “These, these clothes all seem to fit!” He gasped. “Ofcourse they fit!” Madge returned. “All of your new clothing is in yoursize!”He wobbled and teetered on the high stiletto heels as Madge gathered thebulky black satin dress. She had him put his arms into the long sleevesthen worked the dress down, the satin sliding easily against the silkynylon under slips. Madge pulled and smoothed until finally, the wideskirt of the dress fluttered down to mid-calf length with a loud satinswish. Tim next heard the whirr of the long back zipper then felt thedress pulling tight around him. The bib apron was next. Madge put hisarms through the white shoulder straps, criss-crossed them at the backthen after fluffing the long apron out she tied the wide starched cottonsashes into a tight and feminine bow at the back. After buttoning thewhite satin buttons at the crisp white satin cuffs at Tim’s wrists shefixed the collar on the dress. After smoothing everything out Madgestood back and had a look. Satisfied with her work thus far she had Timtake a seat back at his vanity.She removed his new pierced pearl earrings and swabbed the lobes with analcohol swab and then replaced the studs in each ear. She then went towork on his eyebrows with a tweezer and a bit of waxed tape and didn’tstop until Tim’s brows were shaped into a high and feminine arch. Shethen began his makeup regimen. “I’ll be doing your hair and makeup inthe mornings but you’ll be expected to soon be able to do this on yourown, so pay attention,” Madge said as she began her instruction.Tim gasped at his look in the vanity mirror. He could see the dress andapron he was now wearing, he could see the tightly curled hair set andthe earrings Madge had done him up with the night before and now he feltthe cold, creamy flesh colored foundation that Madge began to apply tohis face.He wasn’t listening to her words as she worked. He felt his stomachtighten and his head begin to spin. This was far, far more dressing upthan he’d ever done before. He never really did his hair and hisattempt at makeup was mediocre at best and he never used nail polishbecause of being discovered by Cindy, but now, as he looked at his long,gloss red salon nails he felt himself being pulled, pulled away from hismasculinity as Madge continued on pulling him deeper and deeper into herplan and deeper into femininity than he’d ever been before!He could still feel the mask like foundation on his face as Madge begangluing the false eyelashes into place with a sturdy long lasting glue.He heard the part about having to reapply them only once a week or so.He looked into the lighted vanity mirror to see how smooth and uniformhis facial skin tone was now, and the shade was lighter too, almostporcelain in appearance! His appearance was never considered rugged, oreven very masculine but now, those features were quickly being replacedby feminine ones.Black liquid eyeliner came next, and then Madge brushed in the mascarathat blended his lashes with the false ones. A powder blue eyeshadowcame next, a “vintage look” Madge explained as she dusted his lids fullyand then added a darker shade of blue at the edges making his eyesappear larger and more pronounced. This wasn’t any rudimentary exercisein makeup application. Madge had a similar look but not quite aspronounced, and, as she’d been applying her own makeup, the decades ofexperience she had, she was now applying to Timothy!Madge then began lining Tim’s lips with a lip pencil. This was followedup by a matching bright red, long lasting lipstick that matched his nailcolor. Tim’s head spun and his long eyelashes fluttered as Madgeapplied the creamy red lipstick to his pouting lips in broad heavystrokes. She finished by dabbing his lips with a tissue.A blusher came next, a strong powdered rouge that added to the classic,vintage look of the proper lady, the proper “housewife” of the 1950’s.Smiling at her accomplishment, Madge put the brush down and began with afinishing powder to set the look. She finished up with a liberal amountof a strong floral perfume. Tim’s eyes burned slightly causing him toblink and he coughed a bit as the perfume encircled his head.Almost finished, Madge picked up a brush and comb once again, to tightenand freshen Tim’s ladylike vintage hair set that had been tussled a bitfrom a sleepless night. Soon his curls were once again lacquered tight.She then pinned a small black satin bow to the right side of his head,the black color giving quite a contrast to his now blonde hair. Withoutceremony Madge finished by clipping a real pearl necklace around hisneck. The white pearls felt cool against the hairless skin of his upperchest.And that was the morning routine, a strict hour of getting into prim andproper ladylike shape that would be expected each and every day! Madgethen led Tim out of the room to start his day. He heard the sharp clickof his stiletto heeled shoes echoing in the kitchen as he minced along. He also heard the glassy, crisp swish of the wide black satin skirt andthe stiff, white flounced taffeta petticoats underneath.”Keep your legs together as you walk. Short steps and move from thehips, I want to hear your nylon stockings too. I want to hear them zip.You must remember, don’t you darling? That ‘shick-shick-shick’ sound?”she said with a chuckling smile as she led Tim out of the kitchen andinto the dining room. “You already know the layout of the house but toget a proper start we’ll begin upstairs. She then had him mincingacross the large living room and up to the second and top floor.They toured the four bedrooms upstairs, the master suite done up toMadge’s taste. The master suit contained a large bath and there weretwo others just off the wide hallway. She pointed out the flowers ontwo of the tables along the hallway and pointed out a painting or twothat would need dusting as well. Then came the living room, the diningroom again with a stop at the large dish and silverware cabinet he’dneed to learn about. And then the kitchen, where everything was. Andthen the garage, where the garbage bin was and finally the basement,laundry room and storage areas. The whole tour taking place while Tim,now totally dressed as a vintage housemaid minced and wiggled along sidehis former mother-in-law!She showed him how she liked her morning coffee made. They took a breakin the kitchen but the instruction continued. How to walk, how to sit,how to gesture, how to speak softly, how to move as a proper lady.Tim’s head spun with all the details! But of course the new jobwouldn’t hit him full force, he’d be able to work into the job. But,within a weeks time she assured Tim that he would indeed be up to speed.Meanwhile he’d continue on wearing only women’s things, doing onlywomen’s things. As far as Madge was concerned his days living as a manwere now over! Aside from breaking in her new “maid” in, Madge wascontent that Timothy, was now well on his way.Although Madge often smiled with satisfaction at seeing Tim as the newhousemaid and how he was taking to his new feminine lifestyle and newjob, she checked her smirks and her vindictive thoughts at how easilyand completely she had taken control over him. But the sensation to herwas exquisite. Timothy after all was getting just what he deserved.But, there wasn’t any laughter from Madge directed at Tim. No jibes, noinsults as to how he now looked and dressed and the type of work he wasnow doing, it was just business as usual.It was a much larger house but as Madge had mentioned the night before,that was really the only difference. Tim had already done all thecooking, washing, cleaning and general housekeeping as his former houseanyway, now though, he was just in a different place. The onlyremaining detail? Madge determined that since his last few books hadfailed miserably, it would probably be best if he just faded away as TimBenson author. It wasn’t long until Madge’s instruction on duties, thenotes and corrections faded away as well as Tim began to overcome thelearning curve and settle into his new position. He soon got used tobeing addressed as “Tiffany,” since it was now obvious with his new lookand new station in life that the name Timothy was simply out of place, amale leftover no longer needed or for that matter tolerated. Madge wasintent in her all encompassing plan. Soon, the problems that had beendiscovered soon went away and her once well ordered life was back ontrack just as it had always been.Two weeks passed and then another two. Madge kept watch on Tim in hislooks, and in his performance in his duties. She also kept up theinstruction, her version of “charm-school” for her wayward former son-in-law. She still did his hair, the strict wash and permed vintage hairset he was expected to have daily but he was learning to keep his hairnice by himself between sets. The hair set was standard and uniformfrom day to week, but the makeup, Tim’s new feminine look from day today that was standard as well was a bit trickier to master. The manysteps in putting on proper makeup took a bit longer to master butfinally he was able to get a look every bit as flawless as Madge wasable to accomplish. He was soon dressing himself daily now as well. Hewas able to dress in his proper maid attire for his job but Madge wouldoften select a nice day dress or something for the evening from hisextensive wardrobe. She was always available to help with lacingcorsets when she felt one was called for. And all the while the twoshots Tim understood to be vitamin shots continued on twice monthly, andthe pink “vitamin” pill she made sure he took daily continued on aswell. So did the regimen of the thrice weekly milkings at the bathroomsink!The previous days worn stockings would be used by Madge on thosemornings. Tim would teeter on the high pink stiletto slippers as Madgewould reach under the lace trim of his vintage layered nylon chiffonbaby doll nightie, lower his panties then after sliding the slipperynylon hose over his erection she’d work him into a gasping frenzy as heheld tight to the bathroom counter. Sometimes she’d use a condom andthen save the “specimen” to give to her lady doctor friend, otherwisethe ejaculate would end up in the sheer stocking toes, the stockingsdeposited in the sink to be soaked in Woolite later and then rinsed andwashed with his other lingerie.It wasn’t long until Tim’s “vitamin” therapy and the strict tuckingprogram Madge had decided on was starting to have an effect. Unknown toTim, this was her way to gauge her progress. She found she was havingto antep rus escort bayan stifle her giggles on those three mornings a week because as muchexcitement as Tim had gotten from dressing feminine and even with theslippery feel of sheer nylon stockings over his member she was nowhaving trouble working him to a full erection! And the constant tuckingof his testes into his warmer body cavity was having an effect as well. Madge had gotten reports from her lady doctor friend who was keepingtrack of Tim’s physical condition. Madge’s regimen showed that Tim’ssperm count was now in steep decline! She began to relish those morningworkouts. Smiling with satisfaction as he struggled to gain anerection. The erections were only half as strong as they had been now,and the copious, thick creamy ejaculate was now quite lessened, thedischarge now weak and cloudy, watery! Madge noticed how much moreluxurious the hair on his head had become, thicker too now. She noticedhow smooth Tim’s skin was becoming, how his trim waist looked eventrimmer, his hips ever so slightly wider and rounder. But his breasts,they were beginning to bud nicely! Tim had complained about a tinglingand a soreness but Madge had said it might be a reaction to the latex inhis breast forms. That would buy her time to continue her therapy butshe knew Tim wasn’t stupid. He’d soon figure out what was going on!Three weeks later he finally confronted her about his still buddingbreasts. The areolae were much larger now, there was pronounced nipplegrowth, and as the breasts continued growing outward they now began towiden and take on weight!Madge was in Timothy’s boudoir room putting his hair up for the nightwhen the urgent complaint came. Her reply? “No. Its no reaction tothe silicone breast forms,” She stated then continued. “You’re a bigboy, or at least you were,” She then added, chuckling with satisfactionat her accomplishment. “What did you expect Timothy!? I’ve had you onthe female hormone estrogen since the day you arrived! Those pink pillsyou take every morning are female hormones. And those ‘vitamin’injections? A stronger hormone dosage and another d**g to shut downyour little testes, to stop any male production of testosterone.”Tim’s head spun, he swooned as he sat at the vanity. “It can still allbe undone at this point. But you needed to be brought more in line withyour new self. Haven’t you noticed your thoughts changing, I’ve noticedyour emotions becoming more feminine in nature too. We’re going to getyour mind-right,” she said with satisfaction.”I…I d…don’t want to t…take anymore of that stuff, Ms. Greystone!”Tim gasped.”And if we continue on a while longer you’ll soon only have femalehormones in your system and you’ll continue to develop more and morefeminine traits,” she added.”I d…don’t want, want that!?” he gasped in panic as he choked a dryswallow.”What did you think, that this was all a joke, a game!?” she saidangrily. “Don’t you recall why you’re here? Do you remember the firstconversation we had the evening you arrived? You disrupted this family,quite severely. I had to take measures to avoid a scandal, measures torestore our well ordered lives. And I’ve done that. You’ll continue inyour position here and do as you’re told!””But I’ve d…done everything you’ve asked Ms. Greystone!” He said witha tremble in his voice as he felt the full weight and panic of his newlifestyle, a lifestyle Madge was pulling him deeper and deeper into!His head spun with the realization that if he didn’t get out of thispredicament soon there may be no escape!”I’ve only given you what you like, what you apparently need, isn’t thatright Timothy? Sickening! My son-in-law, unemployed, doing houseworklike a regular housewife and trying to write books instead of finding areal job. And then, while my daughter is hard at work there you are,all dressed up as a woman at home behind closed doors, mincing andpreening as you enjoy your feminine attire. Well, how do you like itnow ‘Tiffany,’ hummm? she said with a lilt in her voice as she finishedhis hair and more roughly than usual put the pink satin bonnet over hishair set for the night. “Do you feel ladylike now? Do you feelfeminine!?” She relished the sensation of her power and control overher once errant son-in-law, now fully conditioned, trained and turnedinto a docile and proper housemaid.”The expense I’ve gone through, the time and effort. Redoing yourservant’s quarters, collecting an entire wardrobe of the expensivevintage women’s clothing and lingerie and the hosiery you adore tookquite an effort just to enable you to look and feel like the proper’June Cleaver’ lady of the house you’ve always wanted to be. But thenagain, cross-dressing swishes like you only dress up from time to time,depending on how strong your affliction is, isn’t that right princess?Yeah, I am quite well read on your condition now. Dressing up in allyour silky things and then doing your disgusting practice, and thenafterwards you have to undress quickly don’t you? Put all your femininefinery away, to get it out of sight because afterwards all those silkythings become too much if you stay dressed too long. After your releaseyou have no need for your feminine things, that is, until the urgereturns, and it always does doesn’t it sissy? And then meanwhile, youwait until all the guilt and embarrassment subsides as you return toyour pathetic so called ‘male’ life. Isn’t that right? It’s your maleside that’s the phony, the true lie, isn’t it princess?” she saidhammering home her plan, her intention. “The unfortunate discovery ofmy son-in-law was tragic to say the least.I decided to inform what few friends you have that my poor son-in-lawwas battling his conscience over his inner transgendered self. Cindymentioned the divorce, and then finding another man so she can finallyhave the c***dren she always wanted. I arranged the divorce andarranged you to take over Lindsay’s former job as my full time live inhousekeeper. That took you out of the picture and put you under mycontrol where I could work with you personally. So, do you enjoy yournew job and your new lifestyle princess? Do you finally feel feminine? Because if you don’t feel feminine yet you soon will!””I…I’m leaving! I d…don’t want to, to do this anymore! You can’tkeep me here, you can’t force me!” Tim stammered as he squirmed on hiswhite satin covered vanity chair.”That’s true, it’s always been true,” Madge said as she turned to pacethe room in thought. “Well, I guess after a good nights sleep you’refree to go then.””Just like that?” Tim gasped.”Just like that,” Madge returned. She then walked over and opened thewalk in closet and looked inside. “What dress would you like to wearwhen you leave in the morning?” she asked casually as she then moved tothe dresser and opened several drawers brimming with ladies hosiery,slips, teddies, panties, bras and girdles. She then went back to thecloset and returned with a vintage outfit, a long sleeve mauve ladiesskirt suit. She also gathered matching pumps with five inch heels and amid sized ladies vintage purse. She laid everything over the whitechaise lounge in the corner past the foot of the bed. “I’ll tell youwhat, I’ll sweeten the deal since you’ve been such a good housekeeper.I’ll add one-thousand dollars in cash, I’ll put it in your purse. Thatway you might be able to find an apartment, well, a small one for amonth if you’re lucky,” She added, grinding in the painful reality soonto be in store for Tim! “Well, you’ll need more than just one outfittoo. I’ll let you use one of my large cases, you can select anythingyou want and pack up tonight. Then tomorrow you can walk down to thegate, press the button and be well on your way. Or, better yet, I’llhave my driver take you. Would you like him to drop you at the airportor the bus stop, or would you rather search for a job locally?” Shefinished with satisfaction standing there looking at Tim in that satinbonnet and his white satin long gown and matching robe as his head justspun forcing him to silence.”I…I want my own clothes back!” he returned still planning to leave.”Sorry, but the clothes you wore here that first night are long gonewith your suitcase of ladies things. If you leave tomorrow I’m afraidyou’ll have to choose from what’s in this room because there isn’t astitch of any male clothing here,” She added then smiled as Tim seemedto shrink in his chair with defeat.She could see the wheels turning, the gears turning, well grinding nowactually. The window of escape quickly closing right in front of hiseyes. She continued on. “Look at you now? You can shave off thecurls, scrub off the makeup and remove the salon nails but haven’t younoticed your new and feminine demeanor and mannerisms, how you move?Certainly not manly, not anymore. Your waist is smaller, your hips nowtwo inches wider than before, and your bust line, well, I’d say thatyou’re a full “B” cup now, at least. I really doubt you could find anymen’s clothes to fit your new shape. Tell me, where will you go? Wherewill you work? A waitress maybe? A hotel maid? But oh, there’s thatpesky money problem again. Your Mercedes is long gone and that thousandI offered to give you won’t last long. And overall, your look? WellTiffany dear, you’re very feminine, very ladylike now. You’ve done sowell but truthfully, if someone looked close enough, even after all thefemale hormones and the laser electrolysis they’d still see a hint ofTimothy. That would be so tragic if you were to be caught in a badneighborhood, wouldn’t it?” she said with a knowing smirk. She thenreturned to the vanity.”I’m still not finished with you Timothy. You’re coming along, quitewell actually. But there’s still more work to do, still more I have inmind for you dear. And I admit, you’ve become a very efficienthousekeeper. I’d much enjoy if you stayed on here with me. You’d bemuch more fulfilled here and much safer, don’t you agree?” She finishedthen waited for an answer she didn’t need to hear.Tim got up stunned and walked almost in a staggering trance back to hisfeminine four poster bed for the evening. She’d beaten him, she’d won. He knew he was too far gone now, no useable education, broke, without ahouse, or car, or job or any employment prospects. But, he was safe aslong as he stayed under Madge’s kindly influence.”In the morning why don’t you go ahead and put that cute ladies suit Iput out. We need to get a few things done in the morning,” she saidwith a smile as she left the bedroom, switching off the light as sheclosed the door behind her.The next day Tim was given another physical another round of injectionsand was taken to out-patient surgery. The doctor also gave Madge a newpill prescription. Tim’s ‘vitamins’ were stronger this time. Theremainder of the old pink pills would be discarded, the new pills werethe same estrogen combination but now at full feminine strength!The ride home in the back of Madge’s limousine was both uneventful andsilent. Tim sat in his mauve ladies skirt suit, clutching the purse inhis lap with his white gloved hands as he looked out the window stillfeeling the numbing effects of the medication and the tingle of thestitches in his still hairless but now very empty scrotum! Madge feltthe sense of satisfaction as the driver continued back to her estate.The paperwork Tim had signed for surgery was completed, as was thepaperwork from the lady doctor stating that Tim was indeed undergoing”therapy” for his transgendered condition. His records would be amendednow to show him as a female with the new name of Tiffany Benson.Madge’s ongoing work was continuing splendidly!After a few days recuperation Tiffany was back at “her” job. And timewent on. The elevated rate of female hormones in his system was nowfull strength and with a total absence of any more male testosterone thefemale hormones continued working unabated. The feminizing results notonly continued but at an even faster pace than before. His facial skinnow totally hairless though laser electrolysis was smooth and uniform.A few weeks later a bit of work on his nose and cheekbones as well asredoing his hairline into a more feminine shape really clinched the dealand made Tim even more convincing as Tiffany.Madge noticed as she watched Tiffany work. The corseted trim waist, theshort high heeled mincing steps and the swish of the black satin maidsuniform and the rustle of the taffeta petticoats underneath, the flairof his now womanly hips that accentuated a wiggle and his growing bustsize. Outwardly the bust size remained the same but she’d had to updateTiffany’s bras on a regular basis, shrinking the size of the siliconeforms as his natural breasts grew. Once the hormones had done as muchas they could to accentuate Tim’s bust line he was scheduled for anotherprocedure. After wearing a nondescript sports brassiere for a period ofthree weeks Madge finally did away with the silicone forms and themastectomy brassieres and after measuring Tim’s new size found it wasjust a bit larger than his normal look. After a shopping trip onemorning she returned home with a dozen new regular and femininebrassieres. Tim was soon healed up and back at work, his new augmentedbreasts, pendulous now as they jiggled in his brassiere filled out thefront of his maid’s uniform nicely. With his fully feminine 40 “DD”breasts nestled in a white, lace lavished satin brassiere there was nodoubt he now had a fully feminine form.Madge had worked on Tim’s voice, making it softer and more feminine andworking with him to get his inflections right but still wasn’t quitesatisfied with his voice that was a bit too husky to match his newappearance. Another visit to the clinic to work on his vocal chordssoon cured the problem. Tim sipped honey tea and tried not to speak forthe better part of a week after the procedure. Madge worried at firstabout the rasp in his voice which at first sounded even rougher than hisoriginal voice. But as the days passed she noticed a definite change asTim’s voice began to reach a higher register, then started sounding evenslightly more higher pitched until finally he sounded nothing like anyman. His voice was feminine now, melodious and matched his appearance.Madge was pleased with her new housekeeper Tiffany Benson.Tim continued on being Madge’s prim and proper housekeeper and femininecompanion. It got to the point that even Madge from time to time caughtherself of thinking of Tiffany as only Tiffany. Her world was back inorder now.They’d often have the driver take them out for coffee and lunch,shopping trips to the exclusive ladies salons became common place.Tiffany sometimes even accompanied Madge to her various ladies clubfunctions as well. Since Tiffany was now fully competent in gettingdressed and made up properly Madge expanded her duties to helping herdress in the mornings and to offer opinions on her various outfits.At home Tim, now Tiffany was the vintage “housewife,” rigidly feminineas in days gone by, prim and very proper. But Tim had always rememberedMadge’s classic look as well. Not quite as “vintage” but elegant andalways very feminine. He always noticed her breasts in her satinblouses, the roundness of her hips under a tight, satin lined skirt, thejewelry she wore. He remembered and still noticed how she carriedherself, how her hair and makeup was always perfect. He remembered herperfume scent that followed her and the zipping sound her nylon cladthighs and calves would make under her trim skirts as she minced along. Even though Tim now looked that way himself as housekeeper Tiffany, andnow that he himself was living such a feminine lifestyle andexperiencing everything as Madge was when he used to notice in hismother-in-law Madge, although the notice he took these days had beenmuted due to his feminine experiences he still took at least a faintnotice in his ex mother-in-law. Yet another facet of his new existence.It was quite a shock when Madge announced that her daughter, his ex-wifeCindy was engaged to be remarried! A small dinner was arranged. Madgedecided it would be a catered affair to relieve Tiffany of the chore andto allow “her” to be a proper dinner guest.It had been over two years since that night that Tim had gone to theestate at his mother-in-law’s request. Cindy came to visit carryingseveral bridal magazines to show her mother. She didn’t recognizeTim/Tiffany at first. So much time had passed that she’d moved on fromhim, moved on from their marriage and had started over. Tim was gonenow, their few friends they associated with now only associated withCindy and her new boyfriend. Their knowledge of Tim moving away andhaving transgendered issues was quietly forgotten. They didn’t wantthat stigma in their social circles.Cindy noticed Tim mincing and swishing around the house, arrangingfloral displays and dusting and straightening and bringing Madgeafternoon tea and such but it took a prolonged stare to finally realizeher mother’s handiwork. She remembered catching him dressed once ortwice early in their marriage but now, the transformation was complete. At seeing him swishing around with limp wrists and with every maleattribute he ever had now long removed Cindy giggled at the result ofTim finally getting what he really deserved. The first meeting betweenCindy and housekeeper Tiffany was cool at first. Tim was embarrassedand befuddled but Cindy had moved well beyond their former relationship.She wished him well and complimented him on his new look and was glad hehad a position in life but it went little farther than that as Timreturned to his duties and Cindy took a seat in the living room to goover the bridal books she’d brought.About an hour later after Tim had brought afternoon tea and then takenthe tray away when Cindy and Madge were finished he heard giggles andthen loud unrestrained laughter coming from the living room. Afterstraightening the kitchen Tim minced into the diningroom and listenedin. It seems that Cindy had selected her wedding gown and then thebridesmaids dresses. All done up in layered knee length pink nylonchiffon, a vintage style. Madge took notice of seeing Tim dusting thedining room table and had him take a look at Cindy’s choices of outfits.Tim approved then excused himself to finish his duties for the day. Butthen Cindy revealed a turn of events she wanted five bridesmaids butonly had a total of four. Both ladies looked at Tim and giggled. Well,he was still taller than her other friends, not by much but they decidedit might actually work. Tim could be the bridesmaid on the far left inthe picture, short to tall. Tim’s head spun as both ladies chuckled andgiggled. The wedding was still weeks away, it wouldn’t take hardly anyeffort at all to have Tiffany Benson’s name changed to a different lastname. Then there could be no name recognition, and with all of Tim’sprocedures Tiffany only had a vague resemblance to Tim. He’d pass as abridesmaid quite unnoticed. The afternoon was a greater success thancould have been expected. Tim was recruited and due for a dress fittingwithin the week as an exclusive downtown bridal salon. Then on the waydown to the bridal salon Madge made a stop at her attorney’s office. Itwasn’t much trouble really, just procedure. Tim Benson’s name andidentity had been changed from male to a female named Tiffany Benson.This time the change was far less drastic but it worked flawlessly.Tiffany would go to the wedding as a bridesmaid in the wedding party.If the subject came up it would be mentioned that Tiffany was Madge’shousekeeper helping her daughter out at the wedding. And with that thewedding was scheduled, the programs printed. Tiffany Palmer, would beone of the official bridesmaids!When the time finally arrived, Madge took Tim to a salon to have hishair done especially for the wedding after he’d finished with his dressalterations. The next day she helped him dress for the wedding. Thelayered pink nylon chiffon gown fluttered at Tim’s nyloned and smoothshaven legs as he teetered on his pink stiletto heels. Madge added thefeminine dangle earrings and a pearl necklace that felt cool on hissmooth hairless chest, the scoop neckline of the bridesmaid’s dress nowshowing his ample cleavage, his ample bust. The well tailored dress waszipped tight at the back, the shiny pink satin sash tied around hiswaist and into a feminine bow at the back to reveal his trim waist andwide feminine hips. And underneath? The standard ladies nylon briefs,garter belt, sheer opera length beige ladies hosiery and a standard laceaccented white satin bra that now supported very real breasts. And thefinal touch? A simple white nylon spandex girdle briefer a size or twotoo small for a nice snug fit. Madge pulled Tim’s wilted manhood backtightly between his legs while dressing him, the manhood tucking easilyover the now smooth, empty scrotum. Madge pulled the girdle up high andtight until the center seam pulled in, the smooth and feminine mound nowevident, and the center seam pulling in to create the illusion ofvaginal lips. Doubtful that anyone would ever see but the look was nowtotally feminine rus escort antep and quite undetectable! She added a pair of flared,lace trimmed pink satin tap panties to round out his ensemble for theevent.Madge sensed Tim’s nerves on the way to the ceremony, and when they gotthere the crowd was a bit larger than he’d expected. In his pinkchiffon dress and as a bridesmaid he was going to get noticed as well asphotographed several times. His head spun as he exited Madge’s car andhe minced on his heels towards the building as onlookers stood by. Asudden gust of wind passing by caught several dresses including Tim’swhich fluttered the delicate layered pink satin chiffon to expose thosepink satin panties, his garter straps and his smooth, nylon sheathedladylike legs. The chuckles from the men ensued after the stimulatingpresentation as Tim, just as the other women scrambled to swish hisdress back down. A guest in the background, a man named Leslie tookquick notice of Tim’s now feminine legs!There were pictures of the happy couple indeed, with all the bridesmaidslined up to the left, and all the groomsmen lined up in their tuxedos tothe right. Madge made sure to order extra prints of the wedding picturelarge enough to frame and made sure that Tiffany was in each one.Time, and Tim’s lifestyle continued on. What would the future bring?How long could he keep doing this job? What about getting older andhaving to retire? Was he going to have to be a housekeeper for good?He often pondered those questions while going about his duties. Heoften chafed as he paused to dust one of the wedding pictures on thewall in Madge’s bedroom. Because every time he saw the pictures therehe was, Tim Benson all dolled up as a proper bridesmaid in pink chiffon,and no one had the slightest inkling that Tiffany Palmer was actually aman named Tim Benson, Cindy’s first husband!And then he met Leslie! One evening before supper Madge’s eldest sonLeslie Greystone returned to town. Tim had unknowingly met Leslie athis younger sister Cindy’s wedding those months ago with his little legshow. Tim didn’t understand the fuss, but he felt uncomfortable aroundLeslie. He could feel his eyes looking his now feminine shape over, thecurves, the smooth feminine legs, the shine of the sheer nylon stockingsand the zipping sound they always made. But Tim, in his black satinmaid’s uniform soldiered on serving dinner. He was a bit taken abackwhen Madge pulled him out of character and asked him to join them fordinner. And then he learned of an even deeper secret!Leslie had been out of work most of his life but unlike Tim Benson whohad no choice Leslie did. He’d been living cross country, his billspaid for by his mother Madge through a modest monthly stipend. Not abillionaire’s existence to be sure but Leslie was a playboy of sorts. Acarefree spirit, an educated cultured gentleman who was three yearsolder than Tim was.During the dinner conversation and then in sipping brandy in the livingroom afterwards Madge made mention that Leslie was returning to town,and, he’d be living in the guest house at the back of the estate. Notas large a house as Madge’s place but more than comfortable for a coupleand with a back entrance that led to another street in the next block.A wide concrete garden path separated the two places on the sameproperty, easily reached after passing the large pool in Madge’s backyard and crossing through her garden.Madge hadn’t been pleased to see that her son Leslie had been smitten atfirst sight when he noticed Tiffany Palmer at the wedding in his fullbridesmaid regalia. Leslie instantly noticed the vintage, excessivelyfeminine and ladylike creature, a look and demeanor that had longvanished in the mists of time. Leslie didn’t like the women of today.He had his sights on his very own housewife, his very own June Cleaver! But the more Madge thought it over the more she began to see theadvantages of such a situation. She realized it could be an absolutelyexquisite arrangement!Now, Leslie wasn’t a rugged man’s man but he wasn’t gay either. Apredicament that came to light as Madge had a long talk with him. But,on the other hand that June Cleaver type of housewife simply didn’texist anymore, and most likely never would again. Would it really bethat different, that impossible? Madge asked Leslie over eveningdrinks. Tim was already well versed in all the feminine ways, afterall, Madge had seen to that. Tim Benson was now gone and in beingmedically certified as well as castrated he could no longer be a male.He was actually a male eunuch but, legally he was now a female namedTiffany Palmer. Leslie quickly suggested the obvious, another and finalprocedure but Madge wasn’t so hasty. She then giggled with a giddysatisfaction that bordered on a full blown orgasm once she had her nextthought, a thought that until now had never, never crossed her mind!Tim had become accustomed to being Madge’s housekeeper, it had been thatway now for quite a long time. He was floored when Madge had her littletalk with him one afternoon.”I…I won’t do it! I can’t!” he screamed his reply.But the terms Madge had presented surfaced one more time. He was freeto leave again, but to what, and to where? Tim’s real situation hadn’tchanged one bit! His head spun, his mind reeled and his stomach churnedin knots as Madge giggled openly now, playing her new, and very finalcard! Leslie would soon be getting married and he would return to aposition of management somewhere in any number of Madge’s companies andhe would take the large guest house on the property.Tim sobbed quietly, sniffling and wiping his tears away with a Kleenexon the ride back home from the same bridal shop he’d gone to to befitted for that pink bridesmaid’s dress. Only this time it was Timbeing fitted for the wedding gown!!! The creation chosen was of courseof vintage design, of gleaming shiny white satin with a double layeredwhite nylon chiffon veil complete with a long white satin train thatcould be removed for the bridal reception. The well corseted waistflared out into a voluminous bell shaped skirt held wide by a series offour to six sweeping lace trimmed petticoats. Plenty of satin, nylon,rayon and taffeta to give the gown a thunderous silken rustle that wasfeminine enough to send Tim’s now fragile psyche into orbit! Of coursethere was the exception of actual c***dbirth which for Tim wasbiologically impossible but, he would now experience a limit offemininity that all but a few women ever have!Madge made sure to send Cindy an invitation. Cindy got a terrific laughout of the news, but, she decided to decline the invitation as she wasnow the mother of a two year old girl with another c***d due in just afew weeks.Madge oversaw the entire affair. Another wedding in the family tookplace without a hitch, it even made the society columns, with again,plenty of pictures for the wedding album. The pictures came out fineand very professionally done. Everyone smiling, even Tim. But if onelooked closely there was something behind Tim’s smile, something behindthe eyes, an apprehension with the knowledge that there would be nogoing back now, there would be no escape from this feminine existence!Madge had schooled Tim on Leslie’s ways, what he liked for dinners andhis general lifestyle. And Tim was instructed on how to remain femininefresh for his new “wifely duties!” Tim’s mind reeled at theimplications.Tim’s wardrobe had already been moved to the guest house and Madge hadeven hired professional cleaners and decorators to put the place back infine fettle. Everything was soon complete to Madge’s expectations.The long black limo pulled into the guest house driveway and up to thehouse after the newlywed couple said goodbye after the reception.Leslie wasted little time in bundling Tim up in his voluminous swirlingswishing gown and carrying him over the threshold and into their newhome where Tim would be upgraded from housekeeper to an actual, bonafidehousewife for real!Madge had continued on with her plans. She’d redone the servant’squarters just like Lindsay had kept it and then just as quickly shehired her back as her full-time housekeeper with a quite sizable wageincrease, thanks in part to Lindsay agreeing to vacate her positionwhile Madge’s plan for Tim was in effect. She was indeed a part ofMadge’s family, a loyal member she’d never enjoyed doing without.Finally, everything was back in synchronous harmony. Except for onelast thing, the icing on the cake!Late one evening as the two ladies were relaxing in the large livingroom getting back up to speed, Madge enjoyed hearing about Lindsay’sextended vacation and her world cruise. But the time off was more thanenough, she was happy to be settled back in once again. Madge then drewthe d****s and turned on the large high definition television that satalong the wall. There were several split screen views, eight in allthat appeared on the screen all at once. It was clear to Lindsay thatMadge had had the guest house totally wired for high definition colorpicture and stereo sound. Madge looked the screens over then chose thefreeze frame of the master bedroom of which there were three differentviews to chose from. Madge then scrolled through a computerized listand found the entry she wanted to see for the first time since thewedding a week earlier. She hadn’t bothered Tim/Tiffany or Leslie asshe wanted them to get comfortable in their new married lives. But now,came the payoff, a payoff so complete even Madge herself was amazed!Voices could be heard on the speakers and as Leslie entered the bedroomcarrying his new wife and he switched on the bright room lights thelarge and razor sharp television picture burst into full resolution.Tim was nervous the moment he saw the large king sized bed all ready forthe wedding night! He squirmed as Leslie laid him in the center of thebed, the gleaming white satin gown and multiple layers of frillypetticoats and the train shining in the light, rustling loudly. Lesliequickly removed his tuxedo jacket and climbed excitedly onto the bed.He lifted Tim’s double chiffon veil and nuzzled and kissed his redlipsticked lips as he held his new “bride” tight. He quickly becameexcited as he began fluffing up the front of Tim’s dress, the layers offrou-frou petticoats rustling, swirling and zipping loudly. Tim squirmedand tried to push him away, to stop his advances, but Leslie continued. Leslie had been told of the installed cameras and he grudgingly had toabide by Madge’s wishes, but Tim hadn’t a clue the entire affair wasbeing recorded for posterity. Madge and Lindsay giggled to see Lesliegetting more and more excited. He swished Tim’s dress up exposing thesheer white bridal hose and the white nylon and satin bridal lingerie.Leslie marveled as how smooth and silky they felt as he fondled Tim’snyloned legs up and down greedily. Moments later the ladies in theliving room giggled to see the growing erection tenting at the front ofhis tuxedo pants, straining at the dark fabric all while Tim squirmed onhis back on the bed. Leslie swished the wedding gown and petticoatshigher and higher in a zipping, swirling, lace trimmed, perfumedconfection until finally he reached the waist band of the white satintap panties. They slid frictionlessly down Tim’s smooth shaven legs andpast the white six inch, stiletto heeled ankle strap sandals. The whitespandex girdle briefer, the same small one that Tim had worn as abridesmaid was pulled down next. A bit strange to see a smooth,hairless and empty scrotum and then, the well atrophied manhood that nowresembled little more than an enlarged clitorise!Leslie had known what to expect, it had been the price to pay for such afeminine vintage housewife. And if “she” could now satisfy, keep himhappy, as far as Leslie was concerned? Well, no one ever need knowsuch a detail.Tim’s apprehension grew palpable as Leslie undid the button and then thezipper on his tuxedo trousers. As he worked them down his fully erectvein engorged erection sprang into view. Tim averted his gaze as Lesliequickly reached into the night table for a bottle of lubrication. Thenonce the throbbing manhood was glistening with the clear lubricating gelthe dress and petticoats zipped loudly once again. Another swish washeard as Leslie got between Tim’s feminine legs, Tim gasped as Lesliegot between his nylon clad legs, then with another nylon zip he hadTim’s womanly legs wide and high in the air, his high stiletto heelshanging over Leslie’s shoulders.The mood in Madge’s living room was met with Leslie’s excitement as theladies sat on the edge of their couches in rapt attention as theywatched the screen. The satin swished yet again as Leslie throttled hismanhood and moved in, steering himself against Tim. Tim gasped asLeslie found the opening, Tim grunted, grimacing as he pressed thebulbous head now dripping with pre-ejaculate against Tim!Tim’s panic began to build as the pressure began to build as Lesliehunched over his new wife, he began to press harder still, to wiggle hiships and to grind a bit as he continued pushing. Tim writhed under hisnew husband his eyes bulging wide his gloss red lips clenched in agasping grimace as the dance of love continued. Then Leslie pressedharder still, persisting until finally Tim’s resistance abated and thelubricant began to do it’s job.Tim let out a girlish, gasping grunt as the struggle continued. Stillwide eyed and writhing underneath while Leslie gasping with excitementgroaned with pleasure as he felt the head begin to enter. Tim gaspedand grabbed Leslie’s shoulders with his long gloss red manicure nailedand feminine hands, his large diamond wedding and engagement on fulldisplay now causing both Madge and Lindsay to roar with glee as theywatched it sparkle in the light. And then, another loud grunt and thena girlish shriek filled the room as Leslie moaned with pleasure, hisbulbous head forcing Tim open stretching him tight!Tim was unprepared for such an unknown sensation. His white nylonstockinged legs became taut, the garters straining against the glosswhite welts of the long seamed opera hose. Tim flexed his legs thenstretched them high and wide to adjust for some relief from thestretching sensation, but as Leslie moved in pushing in an inch deeperand then another inch groaning with pleasure Tim writhed underneath yetagain, his legs twitching now, the sheer shiny white nylons gleaming inthe light, his stiletto heels twitching over Leslie’s shoulders. ThenLeslie moved his hands past Tim’s wide womanly hips and held the smoothwhite satin corset that cinched his waist to a trim and femininehourglass shape. Then having a good hold he pulled still closer to Tim,humping and grinding as he sunk deeper and deeper!Tim let out another panicked, girlish grunt as Leslie moaned again withpleasure, Tim’s legs continued to flex and kick slightly but there wasno escape now. The white stiletto heels continued to twitch untilfinally Leslie was in as deep as he could get between Tim’s splayed andwomanly legs. Leslie then began thrusting!For some reason Tim sensed that Leslie was going to pull out, pull outcompletely, but no, this was just the opening act. He pulled back twoinches then pushed back in, out and then back in lengthening his strokesuntil finally Leslie was moaning with pleasure at the sensation of anexquisite tightness he’d never known.Madge and Lindsay giggled loudly as they watched Leslie humping Tim.Until finally the bed began to creak and the pat-pat-pat slapping soundbegan to echo through the quiet bedroom. Between the occasional swish ofsatin and the zip of nylon and the writhing gasping grunts there couldbe no doubt that Tim was indeed now performing his ‘wifely duties!’Tim laid on the satin pillow, staring towards the ceiling now, wide eyedbut unfocused, staring into space still gasping and grunting with eachthrust. Leslie quickly established a rhythm to his long full strokes,his large dangling ball sack swinging back and forth bouncing off thetops of Tim’s sheer, tightly gartered nylons until the ball sack wouldpress tight at the full measure of each stroke.Leslie moved faster now, continuing at a fevered pitch humping in long,lubricated strokes, in and out, in and out of his princess bride! Theonly way for Tim to keep his sanity at this moment was to redirect histhoughts. He remembered who and just what he really was, just as Madgehad mentioned. He remembered being caught by Cindy with his suitcase,he remembered the scolding from Madge and her inextricable solution andhe remembered the unrelenting “charm school” training and his eventualemployment as Madge’s housekeeper. He then finally realized that sheheld the ultimate power, and that this ultimately was his punishment,his penance for his past misbehavior. He was now experiencing thefetish existence he’d often fantasized about but that in reality wasonly a fantasy thought in an impossible fantasy world, until now. Madgehad through her planning seen to it that Tim was now at the absolutelimit of femininity. Full and inescapable immersion in a nowpermanently feminine lifestyle! Then Leslie began to slow his thrusts!He cooed with pleasure as Tim writhed underneath, the lingerie and gownstill swishing, the bed gently creaking, the pat-pat-pat slapping soundcontinuing. And then, Leslie groaned and pushed all the way back insideTim, his ball sack pressed tight, the full length of the large veinengorged erection buried to the hilt. Tim gasped in panic as the ballsack pulled tight and he felt Leslie swell larger still until finally,Leslie tilted his head back and moaned with the pleasure of release ashe wobbled weakly on his knees.And now, as Tim gasped and grimaced he felt the full feminizingsensation of his “wifely duties,” His legs twitched involuntarily as hefelt Leslie began ejaculating into him, feeling the spurts, the jettingropes of the thick creamy ejaculate that spurted even deeper then theend of the bulbous head. Finally, Leslie finished then as he began togo soft he pulled out breathless but well satisfied, his quickly fadingerection now swinging between his legs, the clear gel still glisteningin the light.Leslie then reached into the night stand and produced a tube like objectwrapped in paper. He opened it to reveal a pink tampon applicator! Heput the applicator in Tim’s hand then motioned, then watched as Timinserted the pink applicator. His face reddened with ultimate surrenderas he pushed the plunger then removed the applicator to reveal the whitestring that remained. He could immediately feel the humiliatingsensation as the tampon began swelling as it soaked up Leslie’s fullload. And with the deed done and the marriage officially consummatedLeslie kissed his bride deeply smearing Tim’s gloss red lipstickslightly as he probed his open mouth in a deep French kiss! Leslie thengot off the bed, finished undressing then was off to a hot shower. Timlaid there stunned for the moment until finally he found his white staintap panties and put them back on. He swirled the dress and petticoatsback down then curled up slightly in an almost fetal position layingthere trying to contemplate what his new life would be like.Madge and Lindsay had seen the whole wedding night performance. Madgeespecially was giddy with delight. A few days later she had Lindsaymake a coffee cake for a neighborly gift and Madge herself walked overto make sure that Tiffany got it. She went over to see the remodeledguest house and to have a slice of the delicious cake and watchedTiffany, now every bit the lady, the vintage June Cleaver housewife asshe minced around the kitchen gathering things for coffee and cake,keeping house while her husband was at work managing one of Madge’s manycompanies.She chuckled to herself at how Tiffany seemed to have a different,somehow vacant look as she moved about her new house. She also noticedthe more pronounced wiggle in her hips as well and surmised the cause!Tim was now fully conditioned and indoctrinated in all the ways of beinga prim and proper vintage housewife. The tightly gartered, seamed beigenylons still shined and zipped, the stiletto heels still clicked on thefloor, the slips and the lining of the dresses he wore still swished andrustled too. He wore a proper vintage ladies waist apron daily duringthe day now, there wasn’t as much work and not being a proper maid hewore a conventional house dress just like the June Cleaver he hadbecome. But the pierced earrings were well fixed now, as was the pearlnecklace. The makeup was a bit heavy but period perfect as was thetightly lacquered ladies hair set. Madge also noticed the floralscented perfume that still followed Tim around and finally, the bonus ofseeing the proper ladies wedding and engagement set still gleaming onhis ring finger.She watched Tim take his seat at the kitchen table and smooth his dress.She waited and listened as he crossed his still smooth, nyloned legs andheard the loud familiar zip of classic vintage nylon stockings and waspleased at how that slippery, silky sensation and that zipping soundstill made Tim’s long lashes flutter involuntarily as he took his openmouthed breath through his gloss red lipsticked lips in response to suchfeminine stimulation. Madge smiled with knowing satisfaction as sheenjoyed her coffee and coffee cake over the mornings idle conversationthat now dealt with hairdos, shoe styles and ladies fashions. Her workwas complete now and the sensation that washed over her? Exquisite!
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