The Bequest
by
Paula Dillon
The Bequest
by
Paula Dillon
The ten relatives of John Herman sat at a large conference table, in the offices of Beckham, Beckham and Winslow. Charles Beckham rolled the large TV monitor to the center of the room and inserted the video tape, as his assistant passed out the first of many documents they would have to go over today. Charles pushed a button on the remote and the tape started.
An image of John Herman filled the center of the screen and John began talking.
“If a group of my family is watching this, it means that I have passed away and am no longer with you. That is a relief on my part as I am sure it is on yours also. I never knew you all half as well as you wanted and twice as much as I cared. My condolences to J.R.R. Tolkien’s relatives, who with my paraphrase I am sure probably offended.
I now want to go over my mental state as that will be the first thing questioned in this will. Charles has passed to each of you copies of my psychological fitness as certified by three preeminent Psychiatrists. Please take this time to go over the reports that lay in front of each of you. You will notice that each is personalized with your names and the names of the Psychiatrists and notarized by the Honorable William Crowley, judge of the 215th district of the State of California. You will sign the last page of the document or receive one dollar in your bequest, and hand over the document to Charles. If you contest my mental clarity now is the time to do so. I will say at this point that everyone here is receiving a sizeable bequest and nobody here is being cut out of the will. Also at this time, you will note the inclusion of a confidentiality agreement, you will not discuss the terms of the will amongst yourselves and anybody else other than your individual lawyers, and what is legally required.”
One by one they read the papers and a few signed quickly, a few fidgeted over them, till only one had not signed them.
“Sign the dang paper Timothy Herman, there aint nothing there that will come as a surprise to you.”
Timothy was startled by John’s reference to him in the video tape and signed the papers. All the papers were collected, notarized and a clerk headed off to court to file them, copies were returned to the various signatories.
“Now that we got my mental state out of the way let me say that each of you here is to receive at least five hundred thousand dollars in a bequest before I get to the main bequests.”
That brought smiles to each of the people there, and some smirks as they knew that they were going to receive more than the measly 500k that the others were getting.
“Now to the bequests for each of my employees; a schedule of their names should be handed to you now.” The assistant was passing out said schedule as John spoke. “I leave two hundred thousand dollars and a promise that you may stay at my mansion; despite what my main heir’s desire. Additionally my chauffeur Terri, I know how much you love that 1939 Rolls Royce Wraith, it’s yours. Dana, my Stewardess, the Beach front house in Malibu it’s yours.” Assorted bequests were made to various other employees. “Now to my main heirs you are receiving a document that states that you will not contest these bequests. Again if you do not sign you will receive one dollar as your bequest. So without further ado please sign.”
They looked over the documents and although they were disgruntled that some prime assets were given to mere employees; they one by one signed, but one.
“Margaret I know you are pissed that you didn’t get the Malibu house, you always wanted to live there I know, but sign it.”
Margaret signed the paper and snorted at her uncle’s attempt at humor. Again the papers were notarized and a clerk was sent to file the documents after copies were provided to the participants.
“Now a list of charities that are receiving funds and property from my estate are being passed out to you. I know that some of the bequests are sizable but I am assured that they are just the tip of the iceberg by my accountants. Again if you want a shot at the big prize sign the papers.”
It did not take long this time as they were anticipating their reward.
“Now for some more legalities.”
The tape went on listing the necessary things that were left; mentioning people who would be in charge till the terms of his will are discharged and such. The crew was starting to get restless. John was always known to be a man of many words. John was a consummate politician who never ran for office. He could have graced the floor of the Senate at any filibuster and held his own. Held his own hell, he could have owned the floor of the senate. They each knew that there could be at least six hours of recording on that tape and that John had probably not wasted an inch. John knew when he recorded this tape that he finally had them where he wanted them, and used this to his advantage. One portion of the will included a proviso that short of a medical emergency, that any participant, who left early, received only a one dollar bequest. He even had a respected doctor, his staff, and a ton of equipment on hand to verify any medical emergency for his lawyer.
“I know you are probably bored stiff by this time, and I am not sorry for it. I have had to listen to your bickering and backbiting for too many years and now you know how it felt, but I guess all good things must come to an end. Each of you are now being handed a certified check for five hundred thousand dollars and a document to sign, failure to sign the document and you guessed it, you get a dollar bequest. It just says that this is the first part of my gift to you and that you are not going to challenge the right of any other heir to their bequest.”
They all grudgingly signed the document. It was true that some were miffed that others were here and getting a sizable bequest but John had been crafty in his life and they had to submit.
“Now I know your itching to know about the rest of my estate. When I made this tape it was valued at one hundred twenty million dollars and now Charles if you would please inform them of its current value.”
“As per John’s request I have had the accounting firm of Johnson and Hardcourt do an appraisal of the estate and the value is up to one hundred sixty three million and some change.”
“Thank you Charles, for those stellar figures. Ok to my two children Kathy and Robert 6 million each, to my sister Anita 6 million, to my nieces and nephews a million a piece with the exception of my nephew Carlton. Each of you is being handed a paper again that you guessed it you have to agree to or receive no more bequests.”
The family was in shock so far. Jessica Herman looked at her cousin only a small portion of the estate had been handed out and Carlton seemed to be cut out. Carlton was a nice kid, she thought, probably the nicest of the bunch here, she wondered why he was the apparent black sheep, but nobody wanted to be in his shoes. She saw that he signed without hesitation, and had a smile on his face.
“There are more bequests people and everybody is getting something more, but we shall not go on till you sign, or leave.” John had a smug smile on his face, on the screen. He had maneuvered them well in his will and he had been proud of himself. After some grumbling the assembled masses signed them and as before they were notarized and sent by clerk for filling, copies were returned for each person.
“Now for the last bequests.” John went on about giving this to this person and that to this other person and so forth. It was noticed that Carlton was left out here too but no one said anything. It was also noticed that the bulk of the estate remained as John said. “That concludes the last of my general bequests with one exception. You will now sign that you will not challenge any past proviso and this time any future proviso to my will, failure to sign here and any bequest you might have already received and will receive will be null and void and you will receive, you guessed it a dollar. By the way dear family this whole affair has been recorded as a part of the legal formalities associated to this will and will become part and parcel to this will.”
The assembled family grumbled as they looked around to where Charles and his associates pointed out hidden cameras and gear to record them.
“Now for the last bequest and the bulk of my estate. You might have noticed Carlton that I have left you out of many parts of the will. I know this is alright with you, but it is not alright with me. Subject to certain provisions that you will learn in private, and certain other provisos, you receive the bulk of the estate. The provisos will be made public to the others no sooner than sixty days from now Charles, and if the rest of you leeches will now leave I will tell Carlton of the rest of the provisos.”
As if to emphasize John’s remarks, the buildings security arrived, to help escort the troop out to their waiting vehicles. There were shouts of recrimination and such but Charles reminded everyone that they had signed confidentiality agreements and signed away any right to attempt to contest the various provisions of the will. Any attempt at any legal action would be meet immediately by further legal action that will leave them basically penniless, as to their new fortune. Each family having received a place to live are being moved. Their belongings were currently being carefully removed from the mansion by a bonded moving agent and that they are being relocated to their new living quarters, as we speak.
The families grouped up and each made a beeline to their various lawyers and such carrying all the filed documents in their possession. Their lawyers will inform them that the will was well made and that their signatures had indeed been legal, that they also were not to talk to each other about the will or anybody else for that matter and that if they choose to contest the will that they could suffer much loss, and that any action they should take should wait until the rest of the document becomes public.
The room now cleared three people that had not been there before entered and sat across from Carlton, and Charles rolled the tape.
“Thank you Carlton for waiting here. You have always been my favorite. Here now with you is Dr. Susan Parker, a psychiatrist and all that rigmarole, she will explain it to you, Dr. Samuel Jennings, and Dr. Thomas Lane. They will explain their portions in what is to come. When you leave today twenty million dollars will be deposited in your account before you hit the first floor. I hope to God you stay and listen to the rest though. I know that you have always been different of all the people I know. You are a sweet and innocent child even at the age of twenty when I made this will. I know that you love the nicer things in life. Not money and cars and such but silks and lace.
I have had many conversations with Susan about you. I feel that you should have been born a female. You would make one heck of a broad there. (John giggled at what he just said). Here is my proposition to you everything else I own is yours if you will transition to female. To do this you have to convince Susan that I was right and you will have to believe it yourself.
The other two Doctors present are there to make it possible for you to do this. You have sixty days to decide to begin and a hundred twenty days to actually start. You will have to successfully complete, what they call a real life test, and certain other goals I have added and that they have agreed to. Nothing they do for one year will be irreversible to you and you can walk away with what you have so far received and will receive to the point you quit. I hope you will decide today so that you will be far ahead of where you are when it is finally made known to the rest of the clan.
My whole staff at home is ready to support you and to help you in any way. They can be trusted, they already know and they love you Carlton. I love you Carlton and please believe me, I am not making fun of you and I am not trying to make you into something you’re not. If after one year from the start of your Real Life Test, you wish to transition they will do whatever it takes to make you whole, otherwise they will return you to your present condition.
Each four months you persist you will receive twenty million, if you make a full year and transition then the rest of my estate is yours good luck Carlton or should I say Carly. If you wish to proceed then tell Susan now or whenever you decide, and she will start the ball rolling. You will have a hundred and twenty days from now, Carlton to start your RLT. I love you Carlton you are the best.” The tape ended at that point. (Basically Carlton has 120 days to convince Dr. Susan that he should be a woman so he can begin the legal requirements of the real life test. He had 60 days to decide whether or not he would make the attempt and sixty additional days to convince Dr. Susan her should.)
Charles stood and looked at Carlton, “Carlton I was your uncles attorney and if you wish I am yours now? I am set to defend you from any attacks from the others and I will win.”
“Yes thank you Charles, I will keep you.”
Charles produced a document and Carlton signed the agreement. “I have already been handsomely rewarded for my services but if you will give me a dollar then our relationship will be cemented.”
Carlton reached into his wallet and pulled out a dollar and handed it to Charles. Everybody there signed as witness that the will was completely read.
“Now what is your wish Carlton?” Susan asked, “I counseled John against it but I will honor his request if it is your desire.”
“I don’t know but I think I might like to try. I have always had questions, but I have always been afraid. Yes I will try Uncle John’s request.”
“Ok you have a hundred and twenty days to convince me and if you do then Dr. Jennings an endocrinologist will start his work. If you go forward then, Dr. Lane will take care of any surgical needs. Rest assured we are some of the best in the business, you may check out our credentials if you wish and make other selections. We are good at what we are doing and although I am not sure about you, you appear to be a good candidate but we will need convincing Carlton, and I assure you that will not be easy.”
They each set up initial appointments up with Carlton and wished him good luck. Susan asked if she could stay with Carlton for the rest of the day.
“Well that concludes our business today Carlton, thank you for your patience. You now have forty million in your account.” Charles said.
Carlton and Susan headed out the door; an assistant of Charles’s had an elevator car ready and waiting for them. Susan chatted amiably with Carlton about lots of things as they descended. Carlton really liked her. She had a bubbly personality and was easy to get along with.
As they exited the building Carlton saw Terri standing in period chauffeur attire, with another lady out side the immaculately kept 1939 Rolls Royce Wraith.
“Evening Carlton, Susan,” Terri said, “If you would be so kind as to give Cindy the keys to your auto she will take care of it for you, dear.”
Carlton reached into his pocket and retrieved the keys to his 1998 Chevy Blazer and handed it to Cindy. “Be careful Cindy it pulls to the right a little and the tires are a little worn but it is a good vehicle. It is just over…”
Cindy curtseyed to Carlton and interrupted him. “Thank you sir, yes I know where it is, and I am dropping it off at the shop for a major overhaul inside and out sir.” She smiled warmly at Carlton, and left.
Terri bowed to them and held open the door to the back of the Rolls. Carlton helped Susan in and then sat beside her, as Terri closed the door. Terri got in the driver’s seat and asked, “Shall we go home Carlton, or do you wish to eat, or do something else?”
“Susan, are you hungry, would you care for something to eat?”
“Sure if you are hungry.”
“Yes I am a little hungry.” To tell the truth, he was starving.
“Ok that sounds wonderful, what would you like to eat?”
“Oh I don’t care what would you like Susan? I am amenable to anything.”
“Well I have a fondness to seafood, what about you?”
“Yes I love seafood. Terri, do you know any good seafood restaurants?”
“Yes Carlton I do, I will make arrangements for you.”
Susan made some notes on her PDA, as they rode, and chatted with Carlton.
The inside of the Rolls was nice. It was a fully restored to original condition and was immaculate. It was very comfortable Carlton was in awe as he looked about it. Terri took very good care of it.
They pulled in outside a very nice restaurant. A Valet sprang to his feet and rushed to the door. At least I wore my best suit Carlton thought and Susan looked nice. Carlton stepped out and offered his hand to Susan.
“I feel underdressed here Susan.”
“Yes a little perhaps, but you’ll be alright dear.”
“Well, I really like that your lavender dress, it is lovely on you. Looks like you were expecting something like this.”
“Why thank you Carlton. I was rather hoping for a good dinner, I would have gone somewhere nice with or without you.”
“Well I am glad for the company, I spend most of my meals by myself and I am not the best cook.”
They enter the restaurant and were greeted, when Carlton mentioned his name they were quickly seated. Terri had called ahead and money definitely talked here.
Susan and Carlton talked about what was on the menu and all, she had to tell Carlton what some of the items were. Susan ordered a bottle of white wine. Carlton just asked that Susan surprise him. She smiled at that and when their waiter arrived Susan ordered for both of them.
“Tell me about your family Carlton?” Susan asked as they sipped their wine, and ate their salads.
Carlton ate in small bites and carefully wiped his lips.
“Well my father, Chance, was John’s brother. My mother Heather Compton was married to him for six years and I was born the fifth year, the year before she divorced him. He had very little to do with me, he died about eight years ago. We had very little to do with Chance’s side of the family until about seven years ago. John invited us to his home for Christmas. John wanted us to move in with him but Mom refused. We did alright we came out of the divorce with just what Mom had before and a few things, that were clearly hers. Dad’s lawyer was vicious she told me. We received three thousand a month in support till I reached eighteen.
Their meals arrived Susan had a seafood platter, with oysters, shrimp, crab and scallops. Carlton had Blackened Haddock.
Father’s estate went to his current wife when he died I got about twenty thousand out of it and my child support still continued, much to his widow’s consternation. He wasn’t as rich as John but the other wife still got about seven million. John pushed me to fight the will but I just let it be. Mom died about a year and a half ago and I have been living alone since. We visited John about ten; fifteen times a year but mom wouldn’t become a ‘kept woman’. John really liked us and I liked him. I never expected anything from him, not like this.”
Susan could see her selection was a hit with Carlton. He seemed to savor every bite. He was very dainty about the way he ate.
“Tell me how do you feel about what has happened so far?”
“I am shocked. I don’t know why he did what he did. I mean do I look like a girl to you.”
Susan looked over Carlton as she had been doing ever since she had first set eyes on him. Carlton stood about five foot eight and looked to be about a hundred and forty pounds. His features was soft and androgynous, he could very well pass as a female, except for the deficiencies in his figure. No Breasts and no butt she thought. His shoulders were not broad and his hands were fine though a little calloused from work. He had incredible blue eyes, his eyelashes were to die for and collar length hair of sandy blonde that could be styled in a sexy pixie or a short page boy cut. He had high cheekbones for a guy but not overly so, looking at his face he still doesn’t shave much and a weak chin a lot narrower than most males. He had nice skin almost translucent. She wouldn’t be surprise if he didn’t already have a hormone imbalance. He also talked like a female although his pitch was lower than most women. He did not have a particularly dominant personality; he most definitely was a type B personality. He negotiated like a woman, instead of making pronouncements like a male. He wasn’t handsome he was cute, that is the only way to describe it, cute.
“You would be surprised Carlton, with what can be done with a little makeup, black magic, smoke and mirrors. You don’t exactly cut a dashing figure do you?”
Carlton appeared to be a little hurt by Susan’s words. This was also noted by Susan, but he held his tongue.
“I guess your right,” he said in a dejected tone.
“I am not trying to hurt you dear but you must face facts. Let me make a few guesses. You make friends well, mostly female, but you rarely date. You mostly go out in groups and are well treated in the groups again mostly female. How did I do?”
Carlton sat open mouthed for several seconds and took a sip of wine as Susan talked. He felt her guesses weren’t guesses.
“Very good, Susan, too good; did John fill you in on all that?” he said with a touch of resentment in his voice.
“No he didn’t, what he did tell me is what was in the will and asked that I get to know you. I started to turn him down flat Gender Dysphoria is a condition not a game. I didn’t like it then and I still don’t like it; but I can see why he did this. He paid me well I will tell you that right now, but that doesn’t make your job any easier, in fact it will be harder because of it. I really don’t believe you can do it.” Well a few lies are out there already, she really believed he could and will do it. He just needs to convince himself. “For the next year plus your life is going to be hell. I intend to make it that way.” Not to forceful I hope but she needs a reality check. “According to the proviso between now and the beginning of your real life test you can dress how you want to, but I won’t let you start till you dress only as a female. I won’t approve hormones for you till you dress only as female and you can’t start your RLT till your on hormones and you only have a hundred and twenty days to convince me you need hormones. I get paid whether you pass or fail.”
Susan noted that Carlton cheeks were flush as if he was mad but he held his tongue. His eyes were watered like he was about to cry. She thought ‘oh lord, have I pushed too hard.’ A resigned look came over Carlton’s face, but somewhere he found a backbone.
“Well I will just have to see about that Miss Prissy.” Carlton said.
The way Carlton spoke and the voice he used to say it, how precious, he almost made Susan choke on her wine. She wished that she had that on video tape. This was going to be fun for her and for Carly she thought, but she would be sure before it was over. They both would. That was one thing she would not compromise on.
“Ok as Sherlock Holmes use to say ‘Come, Watson, come! The game is a foot’.” Susan said giving her best Sherlock Holmes impression.
They completed their meal and their chat and headed out the door, Terri had made arrangements and there was no check. As they were headed out the door the rolls pulled up to the entrance. The Valet opened the door for them, and Carlton assisted Susan into the Rolls, before entering himself.
As they pulled away, Carlton asked, “where to Dr. Parker?”
“Oh I am sure Dr. Parker would like to drop by the house for a short time Mr. Herman I mean if it isn’t too much trouble that is Ma’am,” added Terri.
“It is Friday and I haven’t got anything planned for Saturday Terri, I would be delighted to see Carlton’s new digs,” Susan giggled.
Carlton looked somewhat confused but brushed it off. “Ok home then, James.” Carlton said in a high brow English accent.
Terri giggled at Carlton, “Yes Sir, Mr. Herman,” she replied in as deep and husky a voice as she could affect. “Will there be anything else, sir?”
“Not at this time.” He turned to Susan and whispered, “What gives?”
“Don’t ask me, she works for you. I am as at a loss as you.”
They sat back and chatted about what had happened that day. Susan thanked Carlton for the meal and the company. Both had turned out better than she had expected. Carly was really a sociable character at heart.
They pulled in at John’s estate; it was a 6:30pm when they arrived. There was a stately lady at the end of the drive waiting for them. As they pulled to a stop Terri exited the vehicle and opened the door for Carlton and Susan. Carlton exited and assisted Susan which brought a smile to the lady’s face. Terri joined the rest of the Staff after shutting the door. There were 14 people lining either side of the walk to the front door. When Terri took her place in line, the lady addressed Carlton.
“Welcome Carlton, of course you know that I am Dana Smith, I am the Stewardess of this home. We all want to welcome you to your new home. This is your new staff. You already know many of them. The rest you will come to know. They are here to see that you have no need to worry while you are here. We have a little surprise for you according to your Uncles wishes. If you will, please accompany Anna your upstairs maid, and Sarah your handmaid.”
Everybody entered the mansion. It was not a Grand mansion by any means but it was close. Susan was escorted to the Library by Dana, as Carlton was escorted upstairs.
Carlton found himself taken to what they said was his new room. Sarah turned to Carlton and told him, “I don’t know any easy way to do this except come straight out and tell you. In accordance to your uncle’s wishes and your apparent acceptance of the will’s provisos, we are prepared to help transform you into a woman. What we want from you now is to take off your clothes and let us get you ready. We will do a transformation of sorts for you. If you will strip for us now Carlton.”
Carlton was at a loss for words and stood there with his mouth gaping.
“Come now Carlton it will be just us girls, trust us we will never hurt you.” Anna added.
Carlton just started removing clothes, when he got down to his briefs he hesitated, but was brought out of it by Sarah’s foot tapping. They smiled warmly at him when he was finally naked. They led him to the bath room where they started smearing him down with a foul smelling gunk. He knew what it was from his mom’s use. It was a hair removal cream. From the chin down he was completely covered. He stood there for fifteen minutes while the girls took care of other matters. They returned and had him step into the shower while they rubbed the hair away and rinsed the cream off. What few stray hairs were left they shaved. They dried him off and wrapped a towel around his waist.
Carlton was then led to a salon chair, where Anna went to work on his hair washing and conditioning it. She completely shaved off his sideburns. Sarah had glued something heavy on his chest while his hair was being washed and then started work on his nails. Anna sat him up and he saw that he now had breasts, silicone breast forms humongous ones he thought although in reality a small D large C is what they were. Their size actually complemented his figure nicely. He felt his hair was being clipped and shaped. Sarah switched hands. About the time Sarah was finished Anna was finishing his hair with a blow dryer. Carlton now had a set of red colored, three-quarters of an inch long acrylic nails on his fingers.
They had him lay down on a table and Sarah began working on his hips and butt, gluing silicone pads there. They also spread his legs and both began working with his scrotum, and penis. He smelled super glue, after four minutes they had him stand and turn around, nothing hung down. Anna brushed glue down on his crotch and cemented a hair piece to give him a dense but sculpted feminine bush. The mirrors were all covered and he could not see how he looked.
Another girl entered. She said her name was Belinda and she had some clothes in her arms. Together they pantied him in a pale yellow silk bikini panty with an embedded floral motif and Belinda drew a matching yellow silk, satin and lace corset around his waist. It’s busk was hooked in the front and his new breasts were adjusted in the cups of the corset. The corset extended down just past the top of his hips. Anna then tightened the corset but not overly so and sat him down in the salon chair.
Sarah started work on his face and Anna on his feet. His brows were first ripped out from his head or so it felt, he was wondering if he was going to have any eye brows left at all. His toes were being filed and painted. Sarah then started work on his face. He felt a sting in one ear and then the other, as Belinda pierced his ears. Sarah was putting all sorts of junk on his face and eyes. It seemed to take forever but they were working quite fast on him. They did everything in an organized manner and had planned for this day for a while.
They stood him up and Belinda tightened the corset once again, a lot tighter this time. He was sure that his sides were going to meet in the middle. He had a hard time breathing but they told him to take short breaths and relax they were only taking three inches off his thirty inch waist. Not much at all they said. They pulled a pale yellow silk camisole over his head; off black dot patterned silk stockings were rolled up his legs and attached to garters hanging beneath the corset. A short half slip that matched the camisole came next and he felt shoes with heels being placed on his feet. A translucent white silk blouse went up his arms and buttoned up his back and his feet lifted one at a time as he stepped into a skirt. The skirt was pulled up to his waist and zipped with his blouse tucked in. Anna touched up his hair and was spraying it as Sarah was touching up his makeup. A touch of an incredibly intoxicating perfume was added.
He felt a necklace being fastened around his throat, rings on his fingers and bracelets on his wrist. The last touch was a ladies diamond Rolex on his left wrist. The two girls stood and admired their work while he sat there. All total they had taken a little over an hour and a half. They stood him up and led him into his room. He had to walk carefully as he had never walked on three inch heels before and was quite wobbly. There was a tri-fold mirror set up in his room. Sarah had him close his eyes and they led him in front of the mirror. He stood there for five seconds before they told him to open his eyes.
When he opened them he couldn’t believe what he saw. Anna and Sarah were beautiful but he was in shock as he looked stunning. His hair had been given a Pixie cut and he had princess cut ruby drop earrings hanging from his ears. Around his neck was a gold chain with a larger princess cut ruby sitting on his chest. His breasts looked great beneath the princess collared white silk blouse and he could clearly see the patterning in the silk camisole. A black chiffon skirt hugged his hips and draped down to mid thigh, over his silk stockings into black patent leather pumps with three inch heels on his feet.
His eyes travel back to his face and he moved closer to the mirror. He had a hard time believing that it was him. His most striking feature was his eyes. From the high arc of his brows, to the silvery dark plumb shadow, the dark brown liner and mascara. Sarah had done an incredible job on his eyes. He was lost in his own gaze. Carlton couldn’t understand how any man’s gaze could drift down to stare at breasts after looking into such eyes. For several minutes he just stared and his eyes were misting. His dark red painted lips began to tremble. He was actually gorgeous.
“Don’t cry dear, if there is anything wrong we can fix it, nothing has been done permanent yet dear,” Sarah said.
“There is nothing wrong,” Carlton said trying to speak in a voice that matched the image he provided. “It’s just I have always been just a plain looking guy but you have made me look… I just can’t put it into words but I look like a stunning woman. It’s incredible; how?”
“Your uncle loved you a whole bunch Carlton and had us planning this for a long time. He had wanted to find a way for you to do this, while he was alive, but included it in his will hoping you would agree.
We knew all about you. From your height, weight, measurements, eye color, hair color, skin tones, to the things you liked. We took that information and put it together and came up with a plan. It would hurt us to hurt you dear. We loved John so much; he took care of us and asked us to take care of you.” Anna said.
Carlton just hugged the three girls that were with him. The girls just giggled as they realized that he liked what he saw. They saw him straighten up and look into the mirror. They stood in awe and could see a change come over him as if he had mentally shifted gears. A more feminine Carlton stood there. He simply glowed before them. They helped him walk around for a few minutes, he was far from expert, but at least he had not fallen on his face.
“Have you gotten a feminine name yet?” Belinda asked.
“Not yet but I think I would like Carly Marie Compton. Marie was mom’s middle name and Compton was her maiden name. I would like to honor her by taking them.”
“How sweet, Carly Marie Compton is a lovely name. It fits you well dear. Carly let’s go meet the others, they are waiting.” Sarah said.
Although the skirt allowed sufficient freedom of movement, the heels caused him to take shorter almost dainty steps. The girls kept giving him instruction in walking as they went. The going was slow but Carly was a quick study. They took five minutes for a one minute walk, to get to the library where Dana was entertaining Susan. Susan did a double take as Carly entered with the two girls. A look of wonder and surprise was on her face.
“My god is that you Carlton?” Susan asked. He was somewhat effeminate before but he was just plain feminine now.
“No Susan, it’s Carly. Carly Marie Compton, if you please.”
“Ok Carly Marie Compton, I will make the necessary changes to my files and I will expect you in my office at 11:00am on Monday and you better keep looking good, if you want to convince me. Now walk around, for me.”
For the next hour or so they coached Carly in walking, carrying her arms and such. Everyone pitched in, even Susan was suggesting and correcting. They had her sitting and standing. Crossing and uncrossing her legs while maintaining her modesty. They tried to instill the manners of a proper lady into Carly. She gained more confidence as they went, but she realized she would still be in school for a while.
The long day was starting to show on her, she was on the verge of exhaustion but refused to let that slow her down. Her feet, not used to heels were killing her. Finally Susan got everyone to relent; they all sat and talked for a few minutes. Susan wrote out a prescription and gave it to Dana who sent one of her girls out to get it.
Susan hugged Carly and thanked everyone for a wonderful evening. Terri was waiting for Susan in an immaculate Mercedes, and gave her a ride to her car.
Cindy returned from the pharmacy and handed Dana three bottles. One bottle had a mild tranquilizer, one a muscle relaxant, and the last an aide to sleep. Dana knew the meds well but still read the instructions and warnings carefully. Carly would not wind up another celebrity strung out on drugs, her health wrecked and her mind destroyed, not while she was alive.
“Carly before you take any medicine or pills promise to check with me dear. I don’t care which doctor prescribes them to you. I have a nursing degree and I know how doctors can prescribe all sorts of meds and are not really concerned about or paying attention to what they are doing. To many rich people think there are pills for everything, and wind up ruining their lives. All your uncle's money isn’t worth wrecking your life for, dear. If you carry this through you are going to be swallowing a lot of pills. I will teach you how to make intelligent choices in taking medicines. These three that Dr. Parker has prescribed are good in this case, but they may not be in other cases. Use your head; learn the way the meds work and how to recognize any of the bad side effects. It is your health.” Dana said handing Carly three pills and a glass of water.
“Yes Ma’am, I promise and thank you for caring.” Carly took the pills and swallowed them with a gulp of water.
“Anna, Sarah and Belinda you did a superb job with Carly today. Thank you so much, now take her and get her ready for bed.” Dana said, “I don’t expect you up Carly till at least 9:00 am but we will be ready for you if you get up earlier.”
Anna and Sarah escorted Carly upstairs; they made sure she kept her balance on her heels. Carly was doing better but she was obviously tired. She followed them to her room and helped her take off, her blouse, camisole, skirt, and half slip. Her corset was loosened a bit, but it was left on. They took her shoes and stockings off. She was helped into a chemise. She was led into the bathroom her face was cleansed, toned and moisturized. They took off her jewelry, put studs in her ears instead of the drops and brushed her hair. Carly was finally put in bed and the lights turned out. What she did not realize as she drifted into oblivion was Anna sitting in a chair watching over her as she slept.
(to be continued)
Carlton's Uncle always liked him although he lived on the fringe of his extended family. It was at the reading of his Uncle's will that Carlton found out just how much his Uncle cared for him. Carlton begins his transition into Carly.
The Bequest Ch. 2
by
Paula Dillon
Carly woke at her usual time of 6:00. She was use to the time; this gave her plenty of time to get ready for work. She was somewhat disoriented by her surroundings and the strange pressure on her chest.
“Morning Carly, how are you,” Sarah asked.
“Morning Sarah, were you up all night dear.”
“No Ma’am, I wasn’t, but there was someone here all night to comfort you in your new environment and trappings lest you panic, and to remind you to sit now to pee, since you have been rearranged down there somewhat.”
Carly tried to sit up but the corset gave her problems. Sarah came over and assisted her to stand. Carly threw her arms around Sarah and gave her a big hug.
“Thank you for all that you did. Everyone was so wonderful.” Carly whispered to her before releasing her.
The hug brought a tear to Sarah’s eye. It surprised her but it felt so good. “You’re welcome, dear. Your bathroom is right here. Dry yourself to as you will get a little wet when you pee.”
Carly headed to her bathroom. She walked on the balls of her feet as if she had heels on, and sat to pee after pulling her panties down. She took some tissue and dried herself. She stood and reached behind her and loosened the corset enough to unhooked the busk. It was strange working with these incredibly long nails. She laid the corset on the counter and took off her panties. Looking in the big mirror she saw herself. Her waist was somewhat narrowed by having worn the corset. Her breasts looked so real, as did her hips and butt. She giggled as she looked at her mound. It looked like any of the ladies pictures he (she) had seen before.
Carly reached in the shower and turned on the water.
“Sarah I am going to take a quick shower.”
“Ok do you need help getting out of the corset?”
“Nope, way ahead of your dear.”
The shower was a real nice European model with eight shower heads at various levels. Carly found a loofah and some shower gel that smelled divine. First she shampooed and conditioned her hair. Then she scrubbed herself with the loofah and gel. She was careful around her breasts, her mound and hips she didn’t know if they would peel off or not. She just loved that tuft of fur there.
Sarah was there waiting for her as she came out and dried her off. She then handed her a pair of white satin and lace panties. Sarah took a skin moisturize and worked it into her skin. It felt wonderful to Carly as Sarah worked. Deodorant for the pits, a soft silky powder, and then a matching white corset was wrapped around her. This corset didn’t go as low but it was very pretty.
“Your waist retained some of the shape from your previous corset dear and as you wear them more you will be able to have a more ladylike appearance even without them. But first we need to train your waist.”
“I saw that this morning Sarah and I liked how they helped me maintain my posture. So how tight are you going to shoot for today?”
“I am going to take four inches off your thirty inch waist, but you won’t notice it that much dear.”
Carly felt her whole insides being squeezed impossibly and her breath was taken away, but she endured it well. Sarah had Carly sit in the salon chair, and blow dried her hair. Makeup was next, Sarah was taking time to show Carly what she was doing.
“Sarah it was incredible what you did to my eyes last night. You got to show me how you did that. I just loved it.”
“That was a nighttime makeup Carly, but I will show you how to do them so they will always look good. You have some really great eyes, they are very easy to highlight dear. They are definitely you best facial feature. You can melt men’s hearts and look into their soul with those eyes.”
“Sarah I don’t know about men right now. I have never been attracted to them. That might change but I did love what you did.”
Sarah completed her makeup and as promised highlighted her eyes, but it was a different look. Carly’s eyes were no less attractive and just as stunning.
Sarah handed Carly a pair of pantyhose and told her how to put them on. Carly looked like she had done that before although she denied it. A matching camisole and half slip followed. Her outfit was completed with a powder blue long sleeve chiffon blouse, a white knee length twill skirt and the same pumps she wore the night before. Carly took time to revel in the soft silkiness of her clothes today. All her nerves were firing as the fabrics moved across her skin. She put on some bangles, a normal watch, a couple of rings and a light fragrance.
Carly looked at her appearance in the mirror. It was hard for her to believe that just yesterday she was a rather plain looking guy.
“Sarah, thank you so much for all you have done. Tell Dana I would like to have breakfast, in about an hour, with as many of the staff as possible please; if that would be alright?”
“Your welcome Carly and I will tell Dana.”
Carly walked around the room, she began to practice sitting, standing and such. She was interrupted by a lovely young lady who knocked at her door.
“Come in dear,” Carly said, “Hello I am Carly Compton.” She said holding out her hand.
“Hello Miss Compton, I am Randi Lewis.” She took Carly’s hand in hers and gave it a squeeze.
“When it is just me and the other staff you must call me Carly, ok. I want you all to be my friends.”
“Very good, then you must call me Randi. I would love to be your friend. My job is to teach you feminine deportment. You seem to have better than average skills already, but you will be like a flower blossoming when we are through. You will move like a lady, stand like a lady and act like a lady.”
“Ok we have a short time before breakfast, let’s begin.”
“Ok, when a lady walks it should look like she is gliding. Her arms are kept closer to her body and are not swung as she walks.” Randi said demonstrating as she spoke. “She walks like she is on a tight rope one foot in front of the other swinging her hips slightly as she walks. Never exaggerate any movement. Take smaller steps than you did as a male. Now it's your turn.”
Carly tried to copy the movements and action of Randi. Try as hard as she could she just wasn’t as graceful.
“Not bad, not bad at all for a start. You’re trying too hard, just relax and remember to glide. Flow into the room like a breeze dear. Hold your head high try not to bob it up and down. Keep your arms closer to your sides. That’s good, turn smoother dear. That is right, now sit. Smooth your skirt under you, as you sit and don’t plop down. Good. Now cross your legs at either the ankle, which is preferable, or at your knee. Try not to flash your panty dear. Again, but smooth the top of your skirt as you change legs. Hands folded together in your lap, back straight, not touching the chair. Very good. To stand, keep both feet together, knees together, push your chest forward and rise over your feet. Very good, don’t lean forward to stand, push your chest forward and rise. Now do it all again; walk around the room, turn, come back, sit, ankles, knees, hands, arms and stand.” Randi directed. “Better dear, again. Back straight when walking not leaning forward. Good you’re learning. I will give you an A+ for effort and a C+ for execution.”
Carly started to frown at the C+.
“Now don’t get frumpy dear, you were doing so well. Ladies don’t show frumpy. They may get mad as hell but they may never show it. Good that is better, smile show those pearly whites. You are lovely dear.”
“Thank you. Is it polite to hug?”
“Yes there are several hugs. The polite hug, one hand to back like this and an air kiss to either one cheek most of the time or to both cheeks like this.” Randi demonstrated. “A more familiar hug is like this, for a mother, father, a close friend. Don’t grind your chest into them dear, you are not out to seduce them, only light contact if any with your breasts. Now a hug for a very close friend in a not too public place, we can squeeze a little tighter your breasts can press into them but we still are not trying to seduce them. The more romantic hugs we will cover later. Very good, I love your hugs dear.”
“Thank you Randi. I like you,” Carly said.
A knock at the door was heard and Carly said, “Come in.”
Sarah entered and said, “Breakfast is ready, Carly.”
“Thank you Sarah, I will be down shortly. Randi, go on down I want to make my own entrance, and thank you again.”
Carly took a few minutes to steel herself before heading down stairs. She put one hand on the rail and the other on her skirt as she made her way down the stairs to the dining room. She stopped outside for a second to compose herself and entered the room. Everyone was there and standing behind a chair. She glided as best she could to the head of the table, turned as gracefully as she could and stopped by the chair. Head up, back straight, big smile on face.
“Hello, I am Carly Marie Compton, and I want to thank everyone for my welcome here yesterday. Everyone, when it is just us, please call me Carly, no Miss or Ma’am. I want to think of all of you as friends and co-workers. I know there are times for formalities and such, but at times like this we are friends. I understand that you have your jobs and I consider being a lady mine now. I would love to have your help. I know my Uncle cared for each of you. I want to care for you also, and according to his wishes this is your home. I would very much like to dine with many of you during the week. I hate eating alone. I hope this meets with your approval. I want to thank each of you again.”
Carly stood there for several seconds as her staff looked at her. She started to feel small but she just showed them a big smile. The silence seemed to hang in the air.
“Carly, I want to thank you for your kind words. You showed such grace and poise I would not have thought possible for just under half a day of training. I can say this and I believe my staff will agree that it will be a real pleasure assisting you. Randi whatever you did with her today keep it up.” Dana said and started to applaud.
The rest of the staff joined in the applause and their smiles beamed brightly.
“You have met Terri and Cindy, your chauffeurs. Anna is your upstairs maid and hairdresser. Sarah is your handmaid and makeup. Belinda is in charge of fashion and laundry, and Randi is deportment and your personal secretary. Mary is your voice coach and finance. You know George, our chef; and Vanessa and Nicolas are kitchen staff. Theresa is the downstairs maid; Denise is your head grounds keeper, with Eddy and Felicia as her assistants. These are your staff dear.”
We all sat down, except for Vanessa and Nicolas who began serving breakfast. Carly made sure she smoothed her skirt before she sat and sat up straight, her back away from the chair back, hands in her lap, and her ankles crossed. She was served first but she waited till all had been served and seated before starting to eat. She took her napkin and laid it across her lap. She ate in a dainty manner, a trait she had picked up from eating with the girls at the office. She listened intently to the conversation at the table and picked up what was proper and acceptable with these people. She joined in where she felt she could add to it in an intelligent manner. The girls were impressed that Carly was able to join right into their conversations.
After they had finished eating, Mary got Carly’s attention and together they paid their respects to the others. Carly followed Mary into another room where they sat. Nicolas delivered a pitcher of water and a couple of glasses.
“I am here to help you learn to talk and sound like a woman. We have all heard the cliché that if it looks like a duck, walks like a duck and quacks like a duck, it must be a duck. Well honey, let me tell you, you look like a duck and walk like one but you don’t quack like one right now. This is the area that a lot of transgendered fail to pass in, and the big shame is if they had enough training they could easily pass. Take your voice for example you are just a hair or two from a normal female range, but the pitch of a voice doesn’t make it male or female. The things that make a voice sound male or female deal with resonance, range and enunciation more than pitch. I can talk in a baritone voice but I still sound female. You could talk in an alto and you would still be seen as a male. Close your eyes and listen to these voices and tell me if they are male or female.” Mary said starting an audio file on her laptop.
The file went through about ten different voices. Carly responded male and female to the voices.
“Ok, open your eyes and watch various speakers as they speak.” Mary restarted the file and various people spoke. One person provided three voices, which Carly misidentified twice. “One person there is a professional female impersonator. He can pass vocally as female but would never pass visually, so he does a parody of their appearance.”
Mary then had Carly do several vocal exercises and recorded her as she read off the screen of the laptop. Carly worked hard for over an hour. Mary then played back the first lesson and the last lesson. Carly could hardly tell any difference, but Mary was encouraging. Mary then gave Carly, an I-pod with a big MP3 lesson and exercise. She told her to listen and practice what she heard and talk, talk, talk girl.
About noon, Carly was kidnapped by Cindy, Belinda, and Randi. They actually made her go shopping. Carly was handed a purse made to fix her face and forcibly dragged to the Mercedes. Well they really didn’t kidnap her and they didn’t actually have to drag her; they just had to show her where it was parked. They took her to the mall. Carly started getting nervous the closer they got to the mall. She didn’t want to get out of the car when they parked, but they didn’t give her much choice. Carly tried to remember what Randi had drilled into her and she tried to glide.
Carly tried to pay attention to the people around them. Nobody seemed to pay any particular attention to them other than a few extra stares but they were looks of lust rather than revulsion. The first store they hit was the Gap. The sales lady took Carly’s measurements and gave her a size range for the various jeans. Belinda showed her some things and Carly was made to find others. After they had found about a half-dozen jeans and four tops Belinda led her to the fitting room. Hesitating for a few seconds she steeled her nerves and entered.
Carly stepped out of her heels, took off her skirt and blouse. The jeans Carly was trying to put on were tight. She almost wished she had a shoe horn. She finally got the pants worked up her legs. She felt the pants pull up her crack as she pulled the waist up, and somehow she got them buttoned. Stepping back into her heels she went out to the mirror. She was admiring them when Belinda came up behind her.
“Those look great girl. I like your corset with them.”
“Oh I forgot to put a blouse on.” Carly started to dash into her cubicle to get it.
“Don’t bother girl, plenty of girls wear a corset as a top. That combo looks GOOOOOD on you.”
“The jeans are way too tight,” Carly complained.
“That’s the way we wear them. We will get four pair like those and a pair or two of the relaxed fit jeans for knocking around but you definitely want those.”
Carly wound up with a dozen jeans, all of them tight but two pair, and a dozen tops. Cindy made arrangements for them to be delivered to the mansion.
Their next stop was the lingerie shop her corsets had come from. They selected dozens of bras and panties, chemises, camisoles, slips, stockings, pantyhose, nighties, six more corsets (tighter than the previous corsets) and everything else that a girl would need. Although money was not a problem now, she still winced when she heard the final price.
Slowly she started to really get into this shopping thing, and began enjoying herself. She found herself buzzing around the various shops looking at various lines of clothing. Belinda taught her, what went with what, and what would work best with her. She even started picking out things for the other girls to try.
They entered a shop that specialized in Professional Women’s Business clothing. Carly picked out a couple of suits that were off the Rack.
“Belinda you may think this is strange but I love women’s business suits. I know they aren’t as sexy as other clothing but the girls at the office really looked great in their suits.”
“Suits are a power image Carly, they say I am a woman but I still have power. Let’s find you some suits that make you look good girl.”
They hit the racks and found four suits that complimented Carly well, so she took them to the fitting room. Two of them fit like a glove and needed no alterations, the other two they discarded, and Belinda arranged to have three more hand tailored for Carly. Carly liked the two piece black suit so much she chose to wear it out. It had a fitted mid thigh length skirt, a short slit in the front left side and a very tight fit at the waist. Belinda assured her that it would be ok. The jacket had wide lapels that came down in a deep v to a single button. Carly’s blouse fit in well with the suit. Belinda made Carly change the shade of her pantyhose to a darker black, and buy a scarf, a purse, a wallet and a pair of pumps with a four inch heel to go with the suit.
“Good suits are good suits, but it’s in accessorizing them that makes them stand out. A scarf here, a lapel pin there, the right jewelry, all can make a woman look right.”
They hit the mall. Carly found the new heels more precarious. Her steps were forced to be shorter and her hips developed a little more swing. This had the girls giggling as they saw Carly move. Randi was very pleased with her pupil. Keeping control of her purse helped keep her right arm in a more feminine position, and her left looked very natural.
Carly saw one of the girls from work and without thinking went after her. Cindy moved to stop her but was too late.
“Sheryl how are you?”
Sheryl turned to where her name was called and had a very strange expression on her face as she saw a strange woman headed to her.
“Hello, do I know you?”
“Of course Sheryl,” Carly said as she came to a stop and then realized that Sheryl knew Carlton, not Carly.
Carly’s friends caught up to her and stopped by her side, as a look of recognition sprang on Sheryl’s face.
“Sheryl why don’t we all have a cup of coffee over at that shop, dear,” Randi said.
Sheryl walked next to Carly as they entered the store. They all took their seats in the corner, while Cindy took everyone’s orders and headed to the counter.
“Sheryl I think Carly has something to tell you. Please let her finish before you say anything.”
“Sheryl I am sorry if I startled you dear, there have been some things I have been meaning to discuss with you and the rest of the girls.” Carly improvised.
“You’re finally becoming a women right.” Sheryl said.
“Well yes, how did you know?” Carly sputtered, “Well I guess it is rather obvious seeing how I am dressed.”
“Oh Carly this is just the icing on the cake, several of the girls at work have been wondering about you for a long time dear.”
“You mean you talked about me doing this?” Carly asked in an incredulous tone, “They must think I am a freak then.”
“Not in the least Carly, believe me; they have been rooting for you. There will be some at work that won’t accept it and it won’t be easy for you dear; but there are quite a few of us that will stand by you.”
“I don’t think I am coming back to work Sheryl.”
“Yes you are dear; you don’t need to worry about how you will be treated.”
“You don’t understand, it’s not that I don’t want to, but that….”
“I won’t hear it dear, you’re coming back to work if I have to get a truck load of the girls and we have to drag you back. You can’t throw away a good job like that, besides we need you and you know it. Now be a dear and introduce your friends to me.”
Carly was lost in thought for a few seconds. In a way it was true, for a lot of their work Carlton was an important figure. It wasn’t that he was irreplaceable but it would take them a while to get Carlton’s replacement up to speed. The company could lose accounts, while that happened. It wouldn’t hurt Carly to leave work but it could affect the others left behind.
“Well Carly are you going to introduce me or am I going to have to hang a sign around my neck?”
“Oh sorry Sheryl, Sheryl this is Randi Lewis, Belinda Keys and the girl bringing our drinks is Cindy Reed. I sorta moved in with them this last week. Randi, Belinda and Cindy this is Sheryl Smith, one of my favorite co-workers.”
The girls hit it off with Sheryl and they were all soon trading gossip. The girls had heard enough that they were able to fall in line and not give Carly away.
“The three of us work for the same employer. We have known Carlton for a while and when we found out he wanted to transition we insisted Carly move in with us. We think she is just great. We are teaching her about being a woman.” Cindy said.
“Really? That is interesting. It is good she found some nice people to help her. I am sure that there are some of us at work who would love to help her. What all are you teaching her?”
“Well I am teaching her how to move, act, and present herself as a woman. I think she is doing great I haven’t had to teach her all that much, I bet she picked up a lot from the girls she works with,” Randi said.
“You’re right about that Randi, she was the odd man out at work, and she didn’t fit in with the guys that’s for sure. I guess that is why she worked so hard to fit in with us girls. Carlton was a bit awkward at first, but he helped us out in so many ways and tried hard to fit in with us. Never in a pushy masculine way, he never pushed us with sexual advances, or told crude jokes; he just worked to become one of the girls. Now he is one of us. Poor guy I know he took a lot of grief over it, but he was too valuable to us for the macho types to run off.”
Carly felt weird hearing herself talked about like that, but Sheryl was being so sweet.
“I am teaching Carly about fashion. She seems to know so much about it already. I am just polishing what I guess you girls started. I assume you talked about clothes and such around Carlton?”
“Carlton spent a lot of time with us away from work, and we do have some clothes horses at work so we often talked about that. I must say Carly that the girls at work are going to be so jealous of you, you are absolutely gorgeous. You are going to have to fight guys off. I would never have thought you would look so good. I would never have recognized you if it wasn’t for your voice dear, a little work and nobody would ever know.”
“Thank you Sheryl, I know this may seem awfully sudden, but I felt I needed a clean break with my past. I am just afraid about how I will be perceived at work. I am not doing this to make fun of the girls. It is just something I felt I had to do.”
“Well said, Carly. I think you will do just fine,” Sheryl smiles a big genuine smile at Carly.
We all got up to leave; Sheryl gave us all hugs, especially Carly.
“See you Monday, girl.”
“Ok, Sheryl, I am afraid I will need your help to grease the squeaky wheels.”
They had to hit some more shops.
“Oh lordy, what have I got myself into now.” Carly muttered.
“I think you did quite well, Carly. Not quite the truth but not really lying. I think she is such a nice lady Carly,” Randi added. “Going to work as a woman will be good for you, you can see how the other side makes a living. It will be a good teaching tool also. What exactly do you do Carly?”
“I worked as an expediter for an interior design company. We don’t carry an inventory and our design coordinators depend on me to see that they have what they need when they need it. Nobody does what I do for the company. So my job is pretty important. Without me the coordinators have to hustle their own supplies. I guess I could work for a couple of weeks and train my replacement.”
“That is not a bad idea,” commented Cindy.
“Well if you are going to work on Monday we have got to get cracking.”
They picked up more work style clothes, a cell phone, a PDA, briefcase, and more moderately priced jewelry. A stop at the Este Lauder counter had the three girls busy selecting makeup that Carly could learn and use.
After a day of shopping madness, we finally headed home arriving at about 6:00 that evening. Everybody whistled as Carly entered. Belinda made her change out of the suit into an evening dress before dinner. It was an ankle length of oriental styling made of corded turtle and knot type closures, a dragon was beaded into the black silk dress with slits up the sides to the hip. She kept Carly in her four inch heeled pumps. A change of jewelry and makeup and she was ready for dinner.
Randi appeared dressed in an evening dress as well. She was there to instruct her in walking in the ankle length dress. Although her feet hurt from being in heels all day Carly took it in stride. She found walking in a long dress a little more difficult, but was soon walking like any other girl. Belinda appeared, nicely attired, and together they headed to the dinning room. Carly was handed an evening bag to carry with her like she was out somewhere else.
The girls stood by their chairs till Nicolas and Eddy assisted them to sit. Everyone looked so nice, the guys in tuxes and the ladies in formal dresses, Carly made sure to comment and compliment each of them. Dana especially looked like a Grand Dame. She could easily mix with royalty. She was graceful and lovely in a stately sort of way. The table was set in a formal dinner setting with a whole slew of utensils and glasses by each place. Randi was sitting to Carly’s left and was instructing her in etiquette. The meal was served in courses, first was an array of Hors d’oevers, soup, appetizers, sorbet, fish entree, bread and salad, and finally desert. They had three different wines with the various courses, and a brandy after dinner. Carly had never eaten in this manner but she paid attention to the others instead of asking questions.
After dinner she was made to fix her makeup from her evening bag. This was something she had not done yet, but again, she followed the other girl’s leads and powdered her face and touched up her lipstick. After dinner they had a sort of mixer like a cocktail party. Carly took a snifter of brandy, not exactly a lady-like drink but she liked it. She was shown how to move from one group to another, socializing along the way. She was not allowed to just stand in one place, but was escorted from one group to another till she moved between groups on her own. She had to engage in polite conversation with each group.
At the end of it, they all sat around and Carly had to describe her day in as much detail as possible. She got a rise out of everybody as she described seeing a friend that Carlton worked with, and calling out to her, forgetting that she was Carly now. The girls complimented her handling of the incident. They giggled again as she told them that she was roped into working for at least a little while. The fact that Sheryl and other female coworkers had seen a woman in Carlton made them smile at each other. Cindy, Belinda and Randi made her give more in-depth details. They all agreed that it would be a good place for her to expand her female experience.
At about 11:00, Dana called an end to everything and Carly was taken to her room. Sarah had her remove her own makeup and take care of her skin. She removed her jewelry, hung her dress, and removed her shoes and pantyhose. Sarah didn’t loosen her corset like before but it wasn’t as uncomfortable as it had been that morning. Carly put on her chemise and gave Sarah a good hug before lying down in bed. She was asleep before Sarah closed the door to her room.
Carly woke, still a little unsure of her environ, but she quickly recovered. She got up and took care of her morning business. She worked her way out of the corset and jumped into the shower. She inspected her chest closely and saw that the breast forms were still attached well and really matched her skin tone. The seams were hard to detect and the breasts felt pretty natural, not that Carlton had ever handled any real breasts.
Carly dried herself off and found a silk kimono robe in ice blue, and silk panties. She put them on and entered her room. Sarah was waiting for her.
“Morning Carly, how are you today?”
“Morning Sarah, do you ever sleep dear?”
“Yes, but I was going to ask you the same question.”
“I never sleep more than six and a half hours. I usually get up this early anyway, to get ready for work. It carries over to my days off.”
“Ok, I know the feeling Hun. Well, let me take your waist measurements Carly.”
Carly opened her robe and Sarah wrapped a measuring tape around her.
“Twenty six and a half inches very good I think we should shoot for twenty four inches that will give you a very nice 38-24-36 figure. What would you like to wear today dear?”
“How about I wear one of my corsets, jeans with an open camp shirt.”
“Sounds daring but not overly so.” Sarah went to the dresser and selected a teal satin corset that was very pretty and fitted it on Carly. She tightened it unmercifully, till Carly was down to at least twenty three inches. She then handed her a pair of pantyhose, which Carly carefully pulled on. Carly then worked her way into a tight fitting low rise pair of jeans. It took her several minutes to work the jeans on but buttoning them was quite easy. They only came up just over the top of her panties. She had to roll her pantyhose down beneath the waist band.
“They look great but how do women put up with skin tight jeans?” Carly asked putting on the camp shirt and admiring herself in the mirror.
“They do it so they can attract the attention of men dear.”
“I don’t know that I want to attract the attention of men, I still like women. Is that strange?”
“Then look good for yourself, and to attract women. Women like to admire pretty women also. I think that if everybody was honest most people at some time or other question their own sexuality, attraction and roles. More and more people are seeking a transgender solution to their lives. Openly it is less acceptable for men to express their femininity but why, after all, it is just another aspect of humanity.”
“Ok I will accept that, for now.”
“Let me teach you basic makeup today. You will need to be able to do your own away at work.”
Carly followed Sarah’s instructions as best she could. She found out it wasn’t as easy as it looked. Applying eyeliner and shadow was the hardest. It was an hour trying before she started to get acceptable results. It was work but Carly was having fun. She really wanted to be able to do her eyes like Sarah had done hers. It was about 8:30 so they broke for breakfast. Carly looked pretty good, at least as good as the average lady.
It was Dana, Randi, Mary, and Terri for breakfast. They complimented Carly on her appearance. They had omelets for breakfast today. Vanessa brought out hot tea instead of coffee for another new taste for Carly.
After breakfast it was Mary who occupied Carly’s time. For two hours she listened and talked, listened and talked. One voice exercise followed after another. Again Mary played Carly’s first and last attempt from the previous day, and the first and last from today. Mary was pleased with the results; Carly could hardly tell one from the other.
“There is a lot of difference from the first yesterday to the last today playing them first to last disguises the progress. I can’t say when, or if, you will sound completely female Carly. I believe you will, but I can’t say that with a 100% certainty. It may take one month, six months, or a year, then again next week you might make a major break through. You will start to see more people on the phone Ma'aming you. Yes ma’am, no ma’am, how can I help you ma’am. When you see that happen, that is when you will understand.”
Carly was tired and was headed to the kitchen to get a drink when she heard the chime for the front door. Without thinking she headed to the door and opened it. There stood Jessica Herman.
“Hello Jessie, come on in,” Carly replied.
Jessica came in staring at Carly knowing something wasn’t right.
“Oh shit, oh shit!” Carly said. She turned as Theresa arrived, “Better get Dana, Theresa; we will be in the library. Jessie please come with me and let me explain if I can.”
A very confused Jessica followed Carly into the library. She sat in the chair Carly indicated. She never took her eyes of Carly.
Dana arrived shortly and made all the connections she needed.
“Hello Miss Jessica. How are you?”
“I am not sure Dana. Is this who I think it is?”
“Well, I am not sure unless you indicate the supposed identity dear.”
“Jessie It is Carly now, Carly Marie Compton is what I go by now.”
“Carly as in Carlton Herman?”
“I don’t think Carlton would fit me anymore do you?”
“No, you definitely don’t look like a Carlton, but why?”
“I won’t lie to you Jessie, I have always liked you, but I need my sixty days or as many of them as I can have before the rest of the clan find out. I am becoming what you see Jessie. I know it is weird and strange, but now I need your help. I know I won’t be able to keep this secret, but I would like to present it as a fait accompli.”
“It was a shock, Carly. Carlton was the only person ever to call me Jessie. I liked you for doing it. I just couldn’t resolve what I was seeing and hearing to anybody I knew. The familial resemblance is there and your voice sounded a lot like Carlton, but you don’t look or sound like the old Carlton I knew.”
“The appearance is smoke and mirrors with a good application of makeup, a lot of silicone and glue. I can honestly say though, I really want it to be real, Jessie.”
“Well, Carly you really are stunning. If I had met you on the street I would have walked right by you and never have recognized you. If I heard you on the phone I would probably have figured it out but I would have wondered what happened to your voice.”
“I have spent 3 hours plus working with a voice coach and another five hours just practicing. My throat is a little tight now from all the work Jessie. I need to ask you to keep this between us now. I could just imagine what the others will say when they do find out.”
“Well Carly, they won’t hear it from me so you can rest that pretty head of yours. Stand up and walk back and sit for me please.”
Carly composed herself a second put her feet together in front of her, pushed her chest forward keeping her head level stood gave her best walk, turn, walk, turn and sit. She didn’t really think about it she just did it.
“My god, you look like you have been doing it all your life.”
“This is just my third day Jessie. I won’t go into why but it has just been great being Carly. What is your day like? Do you have anything planned, or can you stay for dinner Jessie.”
“I know how dressy Dana likes dinner to be, and I don’t have anything to wear. I guess I have plenty of time to go home and change.”
“I know I have something you can wear dear. You might have to put on a corset though,” Carly giggled.
Jessica looked at Carly’s waist, “Is that how you got your waist so small?”
Carly sat up a little straighter if that was possible to show off her waist, and flashed a smile at Jessica.
“I know this is hard to take Jessie, but how do you feel about it.”
“I am not that surprised Carly in a lot of ways you were like a girlfriend to me, but seeing you go from plain to a babe in three days, is a shock to my system.”
“You should see it from my side girl. I had never done anything like this. Some people I know encouraged and helped me, and voila.”
“Well they certainly did a good job.”
“You think I look good now? These are just rags, wait till you see me dressed to the nines, girl.”
Dana, seeing Carly had defused the current situation, at least for now, left them to talk.
Carly and Jessica wound up in her room. She showed Jessica all her new things. Somehow it became like high school girls checking out each other’s wardrobe. Jessica was pulling things out for Carly to model and Carly got Jessica to dress in some of her things. Jessica did need to put on a corset; Carly’s clothes were fitted tight at the waist. Jessica showed no embarrassment as Carly fastened a corset around her, and Carly showed no mercy when tightening the corset.
When Belinda, Anna and Sarah showed up the girls were in their undies between changes. Anna took Jessica to another room and started working on her hair. Belinda picked out dresses for both. Sarah started on Carly’s makeup concentrating on making her eyes, killer eyes.
Carly was dressed in an ankle length pink taffeta evening dress. It was form fitting, cowl neck, with puffed short sleeves. She wore a diamond encrusted necklace and matching bracelet. On her feet were matching pink satin pumps with 4 inch heels. Carly marveled that they had all these things ready for her arrival they had been so sure of her compliance. She was handed a small pink satin purse with the necessary accoutrements she would need if she really went out for a formal function.
The dress only was slit to slightly above the knee and it was the most confining dress she had worn yet. She could only move her knees inches and most of her movement was only by her lower legs. Randi made her practice walking some more in it, and gave her instructions for descending the stairway.
There was a knock at her door and Sarah entered. She looked like a dream in her knee length chiffon dress in a royal blue. “Your date is here Carly.”
Carly must have had a panicked expression on her face because Sarah took her hand and said, “Don’t look so worried we have him well reigned in dear.”
They left Carly’s room and found the others waiting at the head of the stairs. Jessica was simply beautiful in her beaded floor length gown of deep green. It had a deep V neckline that showed off her lovely cleavage and she was adorned with emeralds at strategic places. Five men looking very refined stood talking to Jessica and Anna. As Carly, Sarah and Randi arrived. A man stopped before each Lady and made their introductions before offering each an arm as they were escorted down the stairs. Rob was the gentleman who stood in front of Carly. He was about 6 feet tall and could have graced the cover of GQ magazine. He was handsome but he did nothing for her. She still flirted with him because she knew it was expected.
They went to a ballroom and were offered flutes of Champaign, and the couples mixed about the ball room. There were ten couples with the rest of the staff acting as wait staff. Carly’s date went to get her a refill of Champaign.
Dana approached and asked, “Are you enjoying yourself dear?”
Carly thought for a second before replying, “Yes I am. Where did these guys come from Dana?”
“Oh, these guys are hired guns, from a professional escort service, and they know better than to get out of line with anyone here tonight. I just wanted you to learn to be able to feel comfortable in situations like this in the future. You are doing so well, I doubt your date suspects. He also knows better than to make any suspicions known or to ask for another date Carly.”
Carly’s date arrived back just minutes before the dinner bell rang. He took the Champaign flute from her and escorted her to the dining room. Rob helped her with her chair and sat beside her.
The meal was served in courses and the conversation was lively. While not exactly at ease, Carly still managed to acquit herself quite admirably. Jessica sat across from Carly and they often caught each others eyes. Sarah had done a marvelous job on Jessica’s makeup, but Carly knew she had better eyes, but none of the girls here held a candle to Dana. Carly wondered where these thoughts had come from, now she was comparing her appearance to the other girls, trying to figure out who is prettiest.
Rob was charming and attentive to her, but it was easy to tell she was overtly not his type. He kept eyeing Randi’s date, across and down the table, it seemed. It is amazing what you can pick up by being attentive and using your peripheral vision. Carly found out that when not escorting pretty young damsels, Rob worked in advertising as an artist. He drew storyboards and other advertising artwork. He wasn’t a main cog in the organization but he made them look good. Carly told Rob she was an expediter for an interior design company which drew some interesting looks, as she described her job.
After dinner they retired back to the ballroom. Carly and Rob made the rounds talking with the various couples. The evening went well for her, and she found herself relaxing in her role. It was getting late, and she was going to go to work tomorrow, so she and Rob went over to each couple and made their goodbyes. Goodbyes seemed to take forever as a girl. She stopped by Jessica and her date.
“Jessie I am sorry. I am going to have to go to work tomorrow, so I really need to get to sleep. I hate to leave such gracious company.”
“I understand dear, I will drop by your room dear before I leave.” Jessica said hugging Carly, and giving her an air kiss.
Carly made her last stop at Dana. She marveled at how regal Dana appeared.
“Dana I am going to work Monday and I will need to get up early to be able to get there and function. So I will need to say good night dear.”
Dana took Carly by the arm and escorted her to the doorway, Rob by her side. The couples came by, one by one, polite hugs and handshakes were made, with polite goodbyes as they departed.
Rob escorted her to the foot of the stairs.
“Thank you Rob, I have had a wonderful evening. Take care, dear.”
“You’re welcome, Carly. I have had a great time being your date tonight.”
Carly gave Rob a peck on his cheek leaving a tell-tale lip print, and waved at Rob as she ascended the stairs.
In her room, she managed to remove her dress before Sarah arrived, and removed her shoes and stockings. Sarah supervised her skin care routine making sure she got everything right and helped her into her chemise. A knock was heard at her door. Carly put on her silk Kimono and opened the door. Jessica stood there looking still oh so pretty in her own clothes.
“Come in Jessie.”
Jessica entered Carly’s room, while Sarah retired from there, and said, “Thank you Carly for a wonderful afternoon and evening. I haven’t had such a good time in a while. You are such a gracious hostess dear.”
“Hostess?”
“Yes dear, from what I could see you were the acting hostess, and you acquitted your self quite admirably, as a hostess. You made everyone feel welcome.”
Jessica approached Carly and gave her a big hug. “Carly if there is anything you need, or if you just need a friend or a shoulder to cry on you will call me, won’t you.”
“Yes Jessie, I will call you. I am going to need all the help I can get. It would mean so much to me, if you would be there for me. I have always been quite fond of you, and it feels so good having you here now.”
Carly kissed Jessica’s cheek and released her hug on her. Jessica pulled Carly back for a second and left a kiss on her lips before leaving. It was not a lover’s kiss, not really, but it still burned into Carly’s consciousness. She dreamed of that kiss as she slept.
(to be continued)