3 comments/  48181 views/  14 favorites

The Billy becomes Billie Story

By: Grey Eagle 286



William Johnston read the notice again very carefully. It was posted on a Cross-Dressing Internet site he visited regularly. When he noticed the message on several more sites, he read it. Bill was not an active cross dresser or a transvestite but the idea fascinated him and had for several years. The ad read:

Attention Young Men:

We are offering a wonderful opportunity for a few good young men. You must be between 18 and 22 years of age, no more than 5' 8" tall and of a light or slim build. We need people with inquisitive minds and high IQs. Geeks and nerds may also apply. A free 4-year college education, room and board, clothing and a moderate wage will be provided with the signing of a 10 year contract. Failure to meet academic and social goals will be reasons for termination. Classes will start in September and entrance and physical exams will start in June and will end on 15 August. There are currently twenty openings remaining in the next class. Details are available.

E-mail and mail addresses were listed, followed by phone numbers.

Bill read it several times. He had graduated from High School in early June. He had little or no chance of getting a college education. While his grades were very high he was a very small person. He was only five two and 105 pounds with longer than average blonde hair. He knew he was never going to be able to do physical labor like his older brothers did. He needed an office job of some kind. They are hard to get without some higher education. He decided he was going to look into the notice.

He called the number and a woman asked him a number of questions. He answered all of them truthfully and she seemed very sympathetic and suggested he come to Washington, D.C. for testing and an interview. He said that he had no way to get to Washington. She asked where he lived and he told her he lived in Orlando, Florida.

She seemed delighted and informed him that their main office and the school were located in Sanford, Florida, only ten miles away. He laughed and told her there was a bus he could catch from near his house and the route went through Sanford. She gave him the address and they agreed on an appointment the following week. She told him the papers he need to bring with him, birth certificate, driver's license, school records, and a résumé of his life and his future plans. She told him to be completely honest because if that didn't match his psychological profile, which they would determine from his tests, he would not be accepted.

Bill was early for his appointment and had to wait for almost an hour before the door was opened, there were 9 other boys waiting too. Four very pretty and well dressed young women administered the tests. The boys were advised to answer the questions on the first test with the first answer that came to mind. There would be further instructions for each test and that if there were any further questions during the test to raise their hands. 

Bill started on his test then raised his hand. The young woman that walked over to him advised him that any stupid or frivolous questions would reflect on his grade.

He looked at her, "Ma'am, I have a four page test, page two is blank, and the remaining three pages are here and are correct."

The girl giggled and said that was a legitimate question if she ever heard one. She took his papers and soon returned with a complete set, she smiled and said, "You will have an additional five minutes if you need it."

Bill was the first to finish. He finished first on the remaining tests too. When they were all finished they were told there would be an hour wait while the tests were graded. Those who passed the tests would then be given a physical evaluation that could take several hours. 

The girl who had helped Bill returned and stood in front of the group. She looked at the group. "I will read the names of the candidates who have been selected for further testing. We wish those whose names are not called the best of luck in the future, you will receive a detailed report in the mail on your grade and how it was determined. Thank you. 

"Those whose names are called proceed to the desk in the back of the room. William Johnston, David Harms, and Samuel Stone please report to the desk."

Bill checked out the other two guys as they walked to the desk. They were both slim, both were taller and one appeared to be close to the 5' 8" limit, they looked very young. They were each given a file folder and a bath robe and were led down a hallway to a smaller room. The girls from the other tests were there; the three boys were weighed, and measured. Their pictures were taken from several sides. 

Then each was taken to another small room where they were told to remove their clothes and stand in the center of a small platform. There was a series of flashes and they were told to put on the robes and wait outside in the first room. Bill was taken to an examining room where a doctor and nurse waited for him. The doctor watched as the nurse took his blood pressure, drew blood, and measured him in many places. She measured his height, chest, waist, shoulder width, inseam, took his shoe size, hat size, measured his wrist and ring sizes. She also had a number of skin toned cards she held against his face to determine exact skin tones.

Then the doctor listened to his chest, looked at his penis and examined his testicles, and checked his prostate with his finger. Then he very carefully examined Bill's chest, feeling the pectoral muscles and the breast and nipples.

When Bill was finished he was told to put the robe on and to follow the girl again. She led him to another room and knocked on the door, a female voice answered, and "Come in please."

They entered and Bill was introduced to a lovely petite older woman behind a large desk. She was wearing a pretty beige suit with a yellow lace blouse. Her name was Mrs. Ann Brock. She smiled and greeted him warmly. She signaled the girl to leave and directed him to set in a chair. She looked at his folder for five minutes then smiled at him. "William, Welcome to WSW, Wintergreen School for Women. I am pleased to be able to offer you the chance of a lifetime. I know you are wondering what it is we do, we are purposely vague about that until we determine if you are a good candidate. We provide the people to science, business, and industry who become the leaders of those organizations. Our graduates are now the top executives in 35 major companies that each gross over a billion dollars a year. We have 157 more who lead smaller companies. Our people are in great demand because of our tremendous record. Every one of our graduates is successful and some guide programs that are not commercial in nature and lead many successful projects. Now let me tell you why. Many years ago our founder and mentor assembled a group of scientists and behaviorists to arrive at a set of characteristics for the ideal executive. After years of study they came up with an answer. The ideal administrator is a she-male having the best characteristics of both sexes. The ideal person is a male with female external characteristics. This only works if the primary external characteristics are female. These characteristics can be learned and enhanced by careful hormone treatments and some surgery. We don't want a complete woman, she must retain functioning male sex organs.

Our students attend college as females, and carry two or more major studies. They are trained to be perfect females during the afternoons and evenings. You will be taught all the social graces demonstrated by the most elegant and refined women in the world. You will also become externally a beautiful sexy woman. Now I have a question for you before I answer questions for you. My question is, 'How many males have you seen on these premises today?'"

Bill thought for a second, "One, he answered."

Mrs. Brock smiled. "You are wrong. Every person in this building was born a male."

Bill looked at her, his eyes wide, "Everyone? You too?"

"Yes, I was born a male and I am very happily married to a male. We have two adopted children. She smiled gently at Billy, "Does that bother you very much."

"No Ma'am, I can never compete as a man. I am so small I have never even been able to get a date. Maybe I could find someone who likes small girls."

"That is one of the reasons we have our best luck with small boys, they don't have much to lose and everything to gain. We have never had a student who was disappointed in his change except a few who wanted to go further and become complete women."

"What about my name and IDs."

"We take care of that. In your case I would recommend you take Billie as a first name and retain your last name." 

Bill grinned, "That would be easy. Can you explain about the financial end of things and the contract?"

"Yes, Billie, We pay you $40.00 a week for incidentals for the first year. The second year it goes up to $80.00 and stays there. The last two years you are offered jobs, usually part time. Your grades determine what you can do. The grades come first. The girls that gave you the tests are seniors. They are all sweet girls."

"Those were students? I can't believe that. And you, Ma'am I still think you are a very sweet and kind lady."

"Well they are and I do try to be sweet!"

"What about the contract?"

"Well that is so we can recoup our expenses for your tuition, board and medications and surgery. We take ten percent of what you earn until your expenses are paid or the last six years are over."

"We also get a recruiting fee when we get you a job. We have always gotten our girls top dollar, usually much higher than a real girl with an equal education. If you want I can run you off a list of a hundred of our graduates, with addresses and phone numbers."

"That won't be necessary." Billie grinned as he signed the contract. 

As Billie walked out and got his clothes to change he saw the girl who had given him the page for his test. He smiled, "I just can't believe you are a guy too."

She laughed, "Give me your hand." She dragged him to another small room. She pulled him to her and kissed him on the lips, placing his hand between her legs."

She giggled and jumped back, "Do you believe it now?"

"Yes! Hell yes, thank you."

She patted his cheek, "When you get settled in this fall, look me up, I'll be happy to prove it again." She laughed as she smiled and walked away.

Billie showed the admission form to his step-father who was not interested and was glad to be rid of him. No one else would miss him except his older sister who had married and moved away. He called and told her his plans, she was happy for him and wanted him to stay in touch.

He reported to the school in Sanford as directed, with nothing but the clothes he wore on his back. There were about fifty young men there. They were each handed a small booklet to read about the program they were entering. Classes at the nearby college started in twenty days. They were enrolled as girls and had twenty days in which to learn to pass as female. It was going to be hard work but they could do it. The schedule for breast augmentation was posted. The operations were scheduled by order of the scores on the tests. Billie was surprised to see he was first on the list and he and his roommate Sally were having the operation the next morning. He was also scheduled for minor cosmetic surgery. He was to report later that day to the main office for PREOP information. They were told that four 'Girls" were done each day.

Bill and his roommate, Sal (Salvador) talked together and found they had both received instructions in the mail to stop taking certain medications, aspirin and vitamins for a week prior to arriving.

They were assigned rooms in the dormitory. They were assigned to a specific bed, closet, and dresser. Their new clothing was already in place and toiletries were on the beds. They were to place the clothes they wore in the trashcans in the hallways; nothing but the new, issued clothes was to be worn.

All the new items were marked with a number in the waistband, neck, bottom or other inconspicuous place. Each time a change of clothes was required a series of numbers would announced over the speakers in each room, the numbers on an item for one person would not necessarily match the numbers on an item for any other person. 

In other words the number three for one person might be a pink bra, while the number three for another person might be a white bra. If the number is given for a bra each person would determine if breast forms were needed.

The first afternoon they changed clothes twice and then once for dinner and once for bed. One constant item of clothing that was worn day and night was a corset. It was adjustable in the back and closed with Velcro in the front. The linen liners were changed twice a day.

Each student watched a video on basic make-up techniques. They were provided make-up materials matched to their skin tones. They worked on their make-up for an hour. They were only being taught basic daytime make-up. The results that first night for dinner were crude, only one or two were passable. Billie was passable because he used as little as possible. His new cloths felt strange at first then faded from his consciousness. The strangest thing was the 'gaff' that held his cock and balls in place out of sight under tiny thong panties. They were all dressed in skirts and tops and low-heeled shoes. At dinner there were two older students at each table correcting the new students in feminine demeanor and manners.

They soon learned that this supervision would be constant for the first year. Both Billie and his roommate Sally were having surgery in the morning so they both went to bed early in their new cute little night gowns. Two days later the two, Billie and Sally, were back from the hospital and were served their meals in their room. They were both miserable and sore. There were few ways they could move without making somewhere on their bodies hurt. Both had their chests bandaged and their faces and throats as well. School nurses visited them every few hours.

It was a week before they were able to see the results of the surgery. They both continually looked at their breasts and faces; they were still a little bruised and swollen. Each of them now had a slightly higher pitched voice. Friday they were back in their regular classes. 

A beautician gave each of them individual instructions on doing daytime make up and then how to modify it for casual evenings. They repeated doing it time after time, after each attempt they properly cleansed the face, moisturized and prepared it for bed. They did this each time they removed their make-up. It established a routine they would use for the rest of their lives.

Billie's hair was much longer than Sally's. Their hair dresser showed Billie how to put hers in a girlish fashion that was cute on her. She could easily pass as a young teenage girl now. Sally had her blonde hair fitted with hair extensions which were long enough to wear in a pony tail. The roommates were fast friends by now. They explored each other's new breasts and loved the feeling of touching them or by being touched. Even their nipples were larger and more sensitive.

Billy was in love with his new clothes, He loved the way the bras cupped and supported his breasts. He had been showed on the first day how to tuck his balls up into the holes in his pelvis and out of the way. He was so used to it by now they stayed tucked all the time. He still needed the gaff to control unwanted erections. He was getting very good at controlling his erections and hoped to soon do away with the uncomfortable gaff. His wardrobe included a lighter control panty he would use later. The rooms all had two large full length mirrors. 

They had at least one hour of physical education each day. Billie loved putting on a pair of tiny shorts and a sports bra with yellow or pink cross trainers. Most of the PE class was specific exercises to enhance their feminine characteristics. Next year they would learn tennis and golf and were to take lessons for the next three years.

When the twenty days were over they started classes at the local college with about five hundred other girls. The total enrollment of the school was over 4 thousand. They blended right in and were accepted like any other girl. They had been instructed about how to handle advances from the male college students. There were very strict rules about the freshmen 'girls' becoming involved with any male. No dates were allowed for the first year. Sex between the special 'girls' was not encouraged, but was overlooked. Almost every 'girl' had a dildo, butt plug, or vibrator hidden in her room. Small bottles of Astro Glide personal lubricant were included with the toiletries.

Sally and Billie were lovers from the time they healed from the surgery. They often spent the night in the other's bed cuddled together. Billie had looked at Sally in her little baby doll nightie, "Damn girl, you are the hottest girl I have ever seen." Sally smiled and walked to Billie; she stopped with her chest inches from Billie and lifted her sheer top. Billie's eyes widened and her hands slowly reached out and pulled Sally closer until his lips closed around a firm pink nipple. He was quivering as his lips surrounded the nipple. She gently sucked and Sally moaned and pulled Billie closer. Billie's hands roamed eagerly over Sally's lush young body. 

He had never explored another person's body. This one was very erotic to him. He wanted to kiss and suck on every bit of it. His fingers found the waist band of Sally's little sheer panties and pulled them down. Sally's cock was pink and hard, Billie couldn't resist the overwhelming desire to feel and examine it more closely. He just had to kiss it and take it into his mouth. It smelled of perfume, a very feminine fragrance. The cock in his mouth was slick and slippery from his own saliva. He took every bit of it in his mouth. He loved how it felt in his mouth. He paused and just relished the taste and warmth. He could feel Sally's pulse in her cock. 

Sally moaned and her hands found Billie's breasts and squeezed and caressed the soft, warm, firm, globes, she had dreamed of being with a sexy girl and she knew that the silky wet mouth slurping on her cock was going to bring her off in seconds. This was much better than any dream she had ever had. 

Little Billie was the prettiest and sexiest girl he had ever seen. Now she was sucking on his cock and he was cuming in her sweet mouth. Billie kept on sucking and swallowing Sally's cum until it was all gone, Billie looked up at Sally, "Thank you Honey that was wonderful, you taste so good. I want to do that again real soon."

"Billie, I loved that and I want to do that to you too. Lie back on the bed and let me look at your cock. Here let me help you get your panties down. Oh! You are so sexy looking. I love your titties, they are beautiful." Sally sucked gently on Billie's nipples then licked down her flat belly to her cock. Sally had to have it. She wanted it so badly. It was erect and hard. Precum ran from the little slit in the top. Sally touched the clear fluid with her tongue. She tasted it, it was a little salty but she loved it and took Billie's whole cock in her mouth. 

She loved the way it felt in her mouth as Billie started thrusting in and out. She kept Billie's cock wet and slippery with her saliva. Her lips were closed tightly around the warm, hard, yet soft flesh in her mouth. Her tongue and lips ensured that that wonderful cock was coated with her saliva as it plunged deeper and deeper into her mouth until it was almost entering her throat. Sally felt the urge to gag but she didn't. Suddenly Billie stroked harder and faster, and then the cock filled her mouth with Billie's love juice. It was wonderful. She was happy she was able to bring him the pleasure she had shared. She licked all of the cum from Billie's deflating cock and smiled at her.


The Billy becomes Billie Story



Billie smiled back and pulled Sally into her arms and kissed her lips tenderly. They held and caressed each other until sleep came for both of them. The next morning they smiled at each other. Billie said, "That was so beautiful last night, I loved it and I love you."

"Oh, Billie I love you too!"

Billie enjoyed the clothes they were wearing to classes now, jeans and tops, shorts and Ts, and as the weather cooled they often wore miniskirts with cropped tops. She loved the fashionable suits they wore from time to time. Her favorite was a black pin striped suit with an above the knee pencil skirt, a white blouse and stockings and black three inch heels. Once or twice a week after the freshman year they could chose their own outfits. She had a very cute ass and her breasts constantly drew stares from the males. She loved wearing tight pants and skirts and showing a little cleavage or a touch of lace. 

She was a stunning young woman now and the scrawny little boy was gone forever. The sophomore and junior years refined the social skills and reinforced the feminine behavior and appearance of the 'girls'. Billie was a perfect student and was always at the top of her class; Sally was always close behind her. They were very fond of each other and enjoyed sex with each other.

Billie was usually the instigator in their loving. She would gently grab Sally from behind and cup her breasts, holding her while she planted soft moist kisses on the back of her neck. Sally would soon twist around until their lips met and their bodies were pressed tightly together. 

Billie would slide a hand up under her skirt and down into Sally's panties. Billie gently caressed Sally's ass and slipped a finger down to slip up and down the crack in her ass. Sally would help Billie work Sally's little panties down until they dropped to the floor. Sally would kneel on the bed and flip her skirt up over her back.

Billie lifted her skirt and dropped her panties, then Billie would drop her panties to the floor and kneel on the floor so she could press her face between Sally's ass cheeks and lick them up and down. Sally loved that because she knew Billie would soon have her tongue up Sally's asshole and lubricate it with her saliva. Billie then worked her fingers deep into Sally's little puckered hole.

When Sally's boy pussy was juicy enough Billie would slowly and carefully work his cock inside her. Sally loved how that felt. Sally adored Billie's long slow strokes. The first few strokes hurt a little but soon changed to a sensation she loved. 

Billie was in heaven too and she always added a few drops of Astro Glide Lubricant from time to time, she hated it if Sally yelped from the pain of not being slippery enough. It hurt Billie too but usually hurt Sally first. Billie would pull out and squirt some of the liquid up in Sally's gaping hole. Sally knew when Billie was about to cum, she got faster and harder with her thrusts. Sally would feel her stiffen as she shot her load up inside her and the slipperiness increased, usually making her cum too. Next time she would fuck Billie.

The summer before the senior year they were permitted to go home if they desired. Sally invited Billie to stay with her and her family. Billie was accepted as part of the family and loved it. She had no experience with a close, loving, and supportive family. Sally's mother and father were obviously very much in love with each other. They were an average blue collar family and both parents worked and Sally and her two sisters and three brothers pitched in and did most of the house work without being told. Sally and Billy were gently teased about their transformations. Sally, born Salvador, was dearly loved by all her siblings who viewed his change as a sacrifice she was making so the others could have a better chance at college.

Their senior year found them busier than ever when they returned with a month to go before classes started. Both Billie and Sally were part of the instruction team welcoming new students. They taught the new 'girls' what they had learned and refined over the past three years. The two were indistinguishable from real females and were actually much more feminine than many genetic females. Both girls now had their own long hair they could style many ways. They no longer had to wear the corsets because their figures were permanently trained in a feminine shape with the slim waist and girlish hips. They were expert in styling their own hair and doing their own make-up for any occasion. They no longer had to obey the 'numbered' selections for what they wore to classes or anywhere. They both had graduated with two degrees and were working part time. Sally worked in a large commercial real estate office. Billie was employed in an investment company. No one in either company suspected they were anything but what they appeared to be, beautiful, intelligent, stylish, hard working young interns.

Billie and Sally dated a few young men as part of their training. They had enjoyed sex up to the point of intercourse with many of them, but would go no further. Both of them would give head but declined to receive it. They enjoyed oral sex and anal intercourse with each other. They were both aware that sex with males could lead to disclosure and ruin their chances for the careers they had worked so hard for. 

Billy and Sally enjoyed the sex but not wanting anal sex from their dates they became very proficient at giving head. They practiced on each other. They were easily the best cock suckers in the college. Knowing how it feels from both sides was a big advantage.

Billie earned a degree in psychology as well as degrees in business and marketing. They were reviewing job offers from many companies. There was one possibility that intrigued both of them, the company wanted to hire both of the girls and was aware that they were both shemales.

The company was located in Miami and had an extremely good record and while the salaries were among the best, the perks were great, including a clothing allowance because the dress code required the ladies wear suits or similar dresses at work. They discussed the offer and decided to take it. They would only be three hours or so from home and the two girls could share an apartment. Both of the girls saved every dime they could and they were able to afford a small apartment in a complex not too far from work that was recommended by their new employers.

Sally's family had given her an old but reliable Honda Civic. Her brothers also helped them move to Miami because the Civic was too small to carry all their clothes and things. They agreed that the first priority was to get a larger, newer vehicle as soon as they could. The company was very helpful in getting them settled in Miami.

The girls went through an orientation class before they were assigned to their new jobs. Sally was assigned as the assistant to the Chief Financial Officer. Billie was happily surprised to find she was the new Administrative Assistant to the GEO of the company. Both girls were sent to meet the CEO when they were all settled in with the Company. Thompson Enterprises was a large company providing services primarily for the South American trade. 

The CEO was a lovely woman who greeted them warmly. She smiled and said, "My name is Mrs. Charlene Bennett, I am happy to finally meet the two of you in person, I have been following the progress of both of you ever since you enrolled at Wintergreen School, I am an Alumnae of Wintergreen too! We have a total of eight members of the 'Wintergreen School for Women Alumnae Association' working here now. I know we will be happy with your work. You will each be working with one of us. Each of you is being groomed for a high position in this company, we need you and I know you won't let us down." She grinned, "Now that the business is taken care of, are both of you settled in, and is everything OK. Any problems at all? We are very well established in this community and have agreements with businesses of all sorts. Anything you need from cars to shoes, you check with Human Resources first, we will get you what you need at ridiculous prices. We are the agent for thousands of buyers from South and Central America and are now expanding into the Asian markets. If you want to buy American goods we are the people to see, if you want to sell goods to American markets we are the people to see. We are the official buyers for over 47 countries now."

Billie said, "I think we are fine for now, we need a new car but it took all of our savings to get in an apartment. When we save some money we'll let you know."

"Don't be silly, Girl. What kind of car do you want?" 

"We are not locked into anything except that we want a mid-sized 4-door sedan." 

Mrs. Bennett picked up a phone from her desk, she pressed a button and paused before she said, "Betty, get me our best price on a mid-sized 4-door sedan for two employees. Fine, call me right back."

She smiled, "Our very best prices are with Chrysler right now. She will find one for you in a few minutes. We will buy it and sell it to you. We take the interest free payments from your pay. Do each of you want one?"

Sally and Billie looked at each other. They each thought for a moment. Billie said, "Depending on the payment, that would seem to be the best way to go." 

The phone on the desk rang. Mrs. Bennett answered, and listened. Then she said, "If you want immediate delivery, we can get two Chrysler Sebring Convertibles, loaded, one white, one silver gray, both with gray interiors, Retail Price $31,200.00, you get it for $205.56 a month for 72 months, with a $14,800.00 total price. They are on hold for two days so you can go to any dealer and look at them and compare prices. How does that sound? This is a great deal and only available because we are loading a ship with a full load of Chrysler, and Dodge cars and trucks. We simply ordered some extras at a huge discount."

The girls looked at each other and smiled. They both said, "Yes." 

Mrs. Bennett laughed, "Each of you will get a raise bigger than that at the end of your 90 day probation period. Oh! Were you told about your clothing allowance? If you shop at one of our customers you get at least fifty percent off retail and they are some of the best shops in Miami. Get a list from the HR Lady. No, tell her I want her to give you the pamphlet. That lists every place you can get a discount on anything. You girls are starting out in the 'Management' category and are expected to be very well dressed and perfectly made-up at all times. You are entitled to use the executive salon on the top floor. The operators up there are some of the best in town. Use it, it's free. I don't want you to get big headed but you are the two most beautiful girls we have ever seen come out of Wintergreen, or anywhere else for that matter."

Billie said, "I just want you to know that Sally is beautiful inside and out."

Sally said, "Mrs. Bennett, you are very lovely too, are there many girls like us who are married to a man?"

"We don't have accurate figures on that, of the 1782 graduates we have lost track of almost twenty. As best we can tell 1639 of them are still living as women. Over half of those are married to men. Many have genetic women as wives and most of the rest are with shemales. Several have had children."

After the girls were settled in their jobs and past the probation period they became involved with social invitations. Most of the customers were Latin and the blondes were constantly being asked out. They usually double dated and rarely accepted a second date.

Billie was very fond of her boss, Mrs. Bennett. Mrs. Bennett was very impressed with Billie, and told Billie she was by far the best assistant she had ever had. The two roommates were invited to the Bennett home on Star Island, near Miami Beach. The estate was magnificent with tennis courts and an Olympic pool overlooking Biscayne Bay.

A huge yacht was moored beside the large house. Mr. Bennett was a charming host and their son David Jr. was a handsome 28 year old young man. He was very polite with both girls but he was very shy around Billie. He seemed more relaxed and friendly with Sally. They had a grand time and Billie was declared the all-time Champion Tennis player of the Island. She handily whipped all comers and often it was no contest. Davey, as his family called him, was not able to take his eyes off of Billie, especially when she changed from her tennis outfit into her tiny Bikini. Sally smiled to herself, because Davey asked so many questions about Billie, how old she was, did she date much, did she have a boyfriend, where was she from, did she like to dance?

Sally picked up Dave's hand in hers, "Davey, she is as free as a bird; she is a very sweet and caring person and is lots of fun to be around. You should be asking her these questions. She is very real and nice. Go talk to her."

Davey looked at Sally, "Thanks for talking to me, I am afraid I'll stutter if I try and talk to her, she is so damned beautiful."

"Davey, that girl doesn't know how beautiful she is, she is very friendly and will never reject anyone who treats her as a lady."

Davey looked at Sally and stood up. He walked over and sat beside Billie who was talking with his mother and father. He smiled, "Hi Mom, hi Dad, please introduce me to this lovely lady."

Mrs. Bennett laughed, "Davey this sweet girl is my Administrative Assistant, Miss Billie Johnston. Billie, this young man is our son David Jr., We all call him Davey. What is all this formality about, son, we introduced everyone earlier."

"Momma, I just wanted to make a good impression on her before I ask her if she would like to go water skiing."

Billie laughed, "You don't need to do that, I would love to go, but I have never done it before."

Mr. Bennett said, "Don't worry about that, little girl, Davey is an excellent teacher." Davey took Billie's hand and led her over to where Sally was talking to another young man. 

Sally looked up and smiled, Davey said, "Hey you guys, Billie wants to learn to water ski, I need someone to run the boat, Sally do you want to try it too?"

Sally grinned, "I learned to ski at school a couple of years ago, but I would love to go."

"Great, Mike and I will go get the skis and the boat keys, we'll be right back."

When the guys left Sally said, "What are you up to? You were the best skier in our class."

"Well he's so damned cute I wanted to be with him for a while, I thought you had him hooked."

"No Sweetie, all he did was talk about you. He was afraid to talk to you because you are so beautiful he was afraid he would stutter or drool all over himself."

"Really? He said that?"

"Yes he did, except for the drool part, I made that up." They hushed as the guys returned and led them to the boat. They motored slowly out to a sandbar in the bay. Davey helped Billie out of the boat; the water was only about three feet deep. He helped Billie put the skis on and held her while he put a pair on too. He showed her how to squat down in the water and extend the skis with the tips above the water while she held the tow rope between the tips of the skis. He had a firm grip on her arm as he nodded to Mike. 

Mike applied the power to the boat and it surged ahead. When both Davey and Billie started to rise out of the water on their skis, Davey yelled, "Pull yourself up." Billie wobbled about some at first, then was fine. Mike started a slow turn back toward the sandbar. They went past it and made another lap. When they approached the sandbar again Davey told Billie he was going to drop off and she could try it alone. She made another lap, gingerly grossing the wake several times. Mike made another lap and Billie dropped off and settled into the water next to Davey. He grinned and told her she did great for a novice. She looked at him, "Davey, I fibbed to you, I have skied before, but I wanted very much to be with you. Please forgive me."

Davey laughed, "You sure put on a good act. I was thinking I was really a great teacher. Come on get in the boat and we can let your friend have a try. He lifted her easily into the boat. Sally and Mike got in the water; they each wore a single Slalom ski. They were both good skiers and had fun cutting back and forth across the boat wake. They finally signaled that they wanted to stop. Davey headed back to the sand bar and they dropped off. When they were back aboard Sally turned to Billie and said, "Why don't you put on those wake skis and show us how to do it?"

Davey smiled at Billy, "Are you that good?"

"No, not really, but I would like a couple of solo runs on your 'wake skis' if nobody minds." 

Davey chuckled, "Get ready babe, show us what ya gots."

Billie got ready and gave Davey a thumbs up, he slammed the throttle forward and the boat leaped ahead. Billie immediately leaned away from the tow line and swept out to the right, reversed course and cut across the wake leaping into a full twist before she hit the water again, reversed again, crossed the wake and did a single flip. Back and forth she went flipping and twisting. She did a last flip with a half twist and landed backwards. She skied backwards for a bit cutting back and forth and still flipping, then twisted back forward. She signaled she was through and Davie headed for the sandbar. When she hit the water Sandy yelped, "Something's wrong, hurry back!"

Davey spun the wheel and chopped the throttle. Only Billie's head was above water when they pulled up near her. Sally screamed, "Are you OK."

Billie shook her head, "I lost my top, see if you can find it, Please."

Mike yelled, "There it is, right over there."

Billie looked where he was pointing and swam that way. She found it and waved them over. Billie threw the top to Sally, "I can't see what is wrong, can you fix it? She handed the skis to Mike."

Sally looked at it. "Billie, the clasp is broken. I can't fix it." Davey motored the boat over to her, when it was beside her she yelled, "Davey, pull me out." 

Davey ran to the side of the boat and grabbed her hands and lifted her aboard. She calmly took a towel from Sally and dried her face while her gorgeous breasts jiggled. She sat in one of the seats and took the Bikini top from Sally and carefully examined it, "You are right, it's broken. Take off your top and we'll both go topless."

Sally giggled and removed her top. "There, now we are even." They both stood and walked to each other and hugged. Sally looked at Mike, she smiled, "That feels good, you should try it."

Mike started toward her, his arms extended. Sally laughed, "No Mike, try it with Dave." 

Dave hooted, "No damned way buddy." He picked up his T-shirt and handed it to Billie. "Here girl, I don't need it."

Billie giggled, "My hero, thank you kind Sir. You are a true gentleman. She looked at her hands, "I know better than to ski bare handed. My hands hurt." 

"Bullcrap!" moaned Mike, "We have them both topless and dumbhead gives her a shirt."

Billie smiled and before she pulled the shirt on she put a hand on each side of Davey's face, "I reward my heroes." and pulled him down for a sweet kiss,, her breasts pressed against his bare chest. She whispered, "Thanks, babe, I appreciate that." She watched him as she raised her arms and pulled the shirt on. His eyes never left hers. Dave turned and patted the seat beside him. She sat and he turned the boat and headed for home. Sally had her top back on and smiled at Billie with a wink.

When they got back to the mansion they were warmly greeted and Dave's Mom and Dad wanted to know if they a good time. Everybody said that they did. Mr. and Mrs. Bennett said they were invited to a party that evening and were going to have to excuse themselves so they could get ready. Billie hugged Mr. Bennett and told him she had had a super good time, and then she kissed him on the cheek. She turned to Mrs. Bennett and kissed her too. "I'll see you in the morning boss." Davey took Billie's hand and led her aside, "Will you let me take you out to dinner tonight?" He looked soulfully at his shoes, "I'll have to eat all alone tonight. I hate to eat alone." His lower lip was in a full pout. Billie patted the back of his hand that still held hers. "Poor Baby, They are going to leave you at home all alone aren't they." She looked as if she was going to cry, then she brightened, "What a crock of Bull. NO! I will not go out to dinner with you!" She smiled gently, "But I would love it if you would come home and have dinner with Sally and I. We have a frozen Lasagna, some bread sticks and salad. You can stop on the way and pick up a bottle of nice Italian Wine."




The Billy becomes Billie Story



His face glowed with a huge smile. "Really, I would love that. What time?"

"How about seven?"

"Wonderful, casual?"

"Yes. Can I borrow your T-shirt to drive home in?"

"Oh yes, I love the way you look in my shirt." He looked around quickly, then grabbed a small pillow from a chair and held it in front of his groin. 

Billie looked down at what he was doing. She looked up into his eyes, searching them, she whispered, "Do I do that to you?" 

He blushed and nodded, "Yes, you sure do. You are so beautiful, I can't help it." 

Sally walked up to them; she looked at Billie, "Are you ready to go?"

"Yes, I invited Davey to have dinner with us tonight. OK?"

Sally laughed, "I was just going to tell you I had invited Mike for dinner. Let's just order from the Italian place down the street, they are pretty good." 

"Sounds like a plan. Tell them to plan on eating about seven OK?"

Billie looked out of the apartment window for what Sally claimed was the 57th time when she saw Davey getting out of a car. He lifted out several shopping bags and headed for the door. The apartment was on the ground floor and he was reaching for the doorbell when Billie opened the door and rushed to help with the bags. Davey handed her a tall bag and said, "This is for you Billie." 

"For me? I know I'll love it. Oh! Look, Sally, Mike is here." 

Everyone moved into the kitchen and put all the bags on the counter. Billie squealed, "Oh! Look, yellow roses, they are beautiful, thank you Davey, how did you know yellow is my favorite color for roses?" 

Sally yelped and held up white roses. "MY favorite!" 

Davey held his hands up, "Girls put your flowers in some water and we will start to serve up. For an appetizer I got us Stone Crab Claws from the 'World Famous Joe's Stone Crab'. They are served cold with their famous mustard sauce." The girls were seated and Dave placed a plate with 3 claws in front of each place while Mike poured each of them a glass of white wine. The claws were already cracked and the succulent crabmeat was superb. 

When they were all finished Dave pulled out a large covered platter. He removed another platter and put it on the counter.

Dave clapped his hands for attention, "Ladies we now have before us an Italian Feast for Four, consisting of Spaghetti with Marinara sauce, Italian sausage with peppers, Lasagna, and a salad and fresh baked bread sticks. Thank you, Bon Appetito! Mike will now serve the dinner wine." They passed the platters around the table, toasted each other and ate an excellent dinner. When they were finished Billie rubbed her little flat belly and said, "Oh My God, You guys out-did your selves, I'll never get in these pants again, if I can get them off." 

Davey grinned, "I'll help you get them off."

"Thank you for your spirit of cooperation, you were very helpful this afternoon, but Sally is my clothing assistant. You guys are damned good, do you do this with all the girls?"

Mike looked at Davey, "No, not all of them, right Davey boy, remember the two six months ago we didn't do this for."

"Yeah, then we have to do it again later tonight unless we get delayed here."

Billie giggled, "Davey Bennett, you guys are real bullshit artists. But, you guys go on to your next dates. Sally and I can get some guys to keep us company, all I have to do is open the door and whistle." 

Dave looked at his feet, "You are right, we have never done this before, and we don't have another date. There is no way in the world we could ever find a pair of girls as sweet and beautiful as the two of you. I am sorry; I just get carried away sometimes. I guess I haven't grown up yet, I am trying to show off and I don't think I have much to brag about. Please forgive me." Billie saw a single tear run down his cheek." 

Billie put her hand on his arm, "Davey, you have a lot to offer any girl. Any girl would be so damned lucky to have you as a boyfriend she wouldn't know what to do. JUST BE YOURSELF! That would please any girl." She looked at him, sobbed and ran into another room and shut the door.

Davey looked at Sally and Mike, "I guess I really blew it this time, I don't know what I did. I guess I better leave, I just don't know what else to do." Mike said, "I need to get on my way too. I'm working a Midnight shift tonight and I need to change for work."

After the guys were gone Sally knocked on Billie's door, "Are you OK Honey?" Sally tried the door, Billie was face down on her bed softly crying. Sally sat on the bed beside her and caressed her friend's back. "Baby girl, can I help, what is wrong?"

"Sniff, I'll be OK, are they gone? I guess I ran them off acting like a nut case!" She sobbed and shook and softly cried again, Sally kissed her cheek.

"Honey, tell me what is wrong? How can I help?"

Billie sat up and threw her arms around Sally's neck. "Oh Sally, I fell in love with Davey. Head over heels! We can't do that, we can never love someone, it's just not fair, I can't see him again ever. He deserves a real woman he can have a family with, not a silly half man, half girl who is nothing and will never be anything any man would want after he found out about us." She fell on her face and cried softly in total despair. 

Sally gently lifted Billie's face and kissed her lips, "Honey, I know I am not anything either, but you will always have me, I love you. You know what you have to do don't you?"

Billie slowly lifted her head, she looked at Sally, "What? What do I have to do?"

"You have to be fair to Dave. I have seen how he looks at you. He loves you too. You need to tell him. He will understand and know it is not something wrong with him. It's you. This could be devastating to his ego; he is too nice to do that to him."

Tears ran from Billie's eyes. "I think the answer is for me to resign and look for another job."

"WHAT? Are you crazy, you will never find a job like the one you have. Everyone here from Mrs. Bennett down to the lowest janitor loves you and they all believe you are the future of the company. They all believe you will be the CEO in a few years. You have been here less than a year, you run the place now. You run the Executive meetings; you preside over the Board of Director's meetings. Everyone in the company goes to you with their problems. Oh! Mrs. Bennett watches you like a hawk and she doesn't miss a thing, but no one has ever heard her correct you about anything. Talk to her. She knows both of you. See what she says."

Billy looked at Sally. She bowed her head, "Dear, sweet, Sally, thank you, you are right, I am being a selfish bitch. I would be letting down everyone who believes in me just because I am frustrated in my personal life. I can't do that. I will talk to her in the morning. I love you girl, what would I do without you."

"I hope we never have to find out."

"I am so selfish, you have the same problem, but I don't think you love Mike. Am I right?"

"No, I could easily fall for him, but I am not in love with Mike. Not yet anyway."

Billie smiled sadly, "I guess I need to think about what I have to say to Mrs. Bennett. I don't want to hurt her feelings, but my biggest concern is that I do not hurt Davey. He deserves better. I am going to bed now. Can I sleep with you tonight?"

"Of course you can, I love it when you cuddle with me all night."

Billie brought Mrs. Bennett a cup of coffee when she entered the office the next morning. Mrs. Bennett took one look at Billie and yelled, "Alice!"

Alice, Mrs. Bennett's personal secretary rushed in, "Yes Ma'am."

"Alice, Please hold all calls for Miss Johnston and I until further notice, I don't want to be disturbed."

"Yes Ma'am, the two of you are unavailable."

"Billie, sit down Dear, tell me what is bothering you, is it Davey?"

"Yes Ma'am, how did you know?"

"Davey was very upset this morning, he looks like you do, like you didn't sleep last night. He told me about your evening. He doesn't know what he did to upset you."

"Davey didn't do a thing wrong. He is a wonderful young man." A tear slipped down Billie's cheek.

"Honey, do you know my son is in love with you too?"

Billie's head jerked up and she sobbed and buried her face in her hands. "Oh! NO! I'm so sorry."

"Why, what is the problem?"

"I, I, I'm not a real girl! He will hate me when he finds out. Sob! I don't want to hurt him."

Billie felt Mrs. Bennett's arms go around her shoulders, "Honey, Davey knows, he has always known. We make no secret about that in our house, after all, I am just like you, sweetheart."

Billie's head slowly lifted. "Davey knows. He knows and still likes me?"

"No baby, he loves you. He thinks it is something he did. My husband and I are very happy about the two of you, we went through the same thing, and we have absolutely no regrets. We are lucky and have two wonderful kids. We had the same surrogate mother for both of them. I took medications that let me lactate and the first milk they ever tasted was mine. They are our children, my sister provided the eggs and they were fertilized artificially with Dave Sr.'s sperm.

"We have other Wintergreen girls who have had the embryo embedded in the wall of the stomach and carried the child full term, then had the birth by cesarean section."

"Are you saying we can now have babies?"

"Yes, Dear, you sure can." 

"Does Davie still live at home?"

"Yes and no! Did you notice the huge yacht beside our house? You did, great, that is where he lives. That boat was an abandoned derelict when he bought it five years ago. He has put four years of sweat and a lot of money into that boat. It was just appraised at 3 Million dollars. You will love it."

"Do you think Davey will forgive me for having a little emotional problem last night?"

"Billie, I know if you call him right now, he will want to see you tonight."

Mrs. Bennett pressed a key on her cell phone and handed it to Billie. The phone was set on speaker and they heard it ringing, Then they heard, "Bertram Yacht Brokers, David Bennett, Jr. speaking, how may I be of service?"

"Can you show me a nice boat tonight?"

"What? Who is this? This isn't.. You sound like ..Is this Billie?"

"Yes Davey, would you consider showing me your boat tonight? I would love to see it, I can bring dinner."

"Billie, I would love to see you tonight, I can't believe how I can't get you out of my thoughts today. You have been on my mind all day. My boss just laughed at me and told me to go home until I could think straight. Oh! I have a freezer full of food, just bring your beautiful self. I hope you are not angry with me anymore." 

"Oh Davey, I was never angry with you, I don't think I could ever be angry with you. I was upset with myself. Please forgive me, I hope I didn't upset you. I would hate that."

"How did you get Mom's cell phone?"

"I am sitting in her office with her and she handed me the phone and said, 'Talk to the sweetest little boy in the whole world.' I couldn't figure out who she was talking about until you told me your name. Oh! We are on the speaker."

"I talked to Dad a few minutes ago and he told me that if Mom and Billie ever really got together we would be in serious trouble."

Charlene giggled, "WHAT? What is the old fool talking about?"

"How would I know what he means?"

"Davey, I will see you about seven, OK?"

"Right, go around the right side of the house, you will see parking beside the boat. Do you want to bring Sally, I can see if Mike is free?"

"No sweetie, I want to be with just you and I."

"YES! I'll see you this evening."

Charlene smiled at Billie, "I know it is absolutely none of by business, but are you going to bed my boy tonight?"

"Ma'am, you are correct, it IS none of your business, but I love you. No, I will be a perfect lady tonight. I have no plan after that. I have long planed to not have full intercourse with any man before we have a full and formal commitment, including a ring."

"I agree with that plan, it is what any prudent girl would do."

Billie grinned, "Your son is so damned sweet and can be very persuasive. It may be difficult. I believe in him and if I can't trust him now, how will I ever trust him?" 

Charlene smiled gently, "My husband is right, we are a lot alike. I couldn't resist his Dad either."

Billie hurried to Sallie's office when she left Mrs. Bennett's office. Sally saw her face when she walked in and she jumped up and hugged and kissed Billie, "You look so happy, did you and Davey patch things up?"

"Boy, we sure did, I'm going to his place for dinner tonight. That huge yacht next to the Bennett house belongs to Davey. That is where he lives. He asked if I wanted to invite you and Mike too."

"God, I hope you said no!"

"I did."

"Are you going to let him get in your panties tonight?"

"Damn, why does everyone want to know that?"

"Because we all love you, and we want all the gory details."

"Well, like I told his Mom, not 'til I have a ring on my finger." Billie grinned, "That is not carved in stone though! But I am positive it will not be tonight. Caressing through the clothes is as far as he will get tonight. That IS in stone."

Sally grinned at Billie, "I see the glint in your eye and I know you. That IS as far as he will get. You are just going to let him get just a bit further each time until he says what you want to hear. Right?"

"I hope it will work like that, and that is how I feel right now. But when I am in his arms and we are kissing and touching each other I don't know how strong I can be. He is so damned handsome and sweet, AND, he knows all about us!"

Sally's hands flew to her face, "Does Mike know too?"

"I don't know, but it is no secret in the Bennett household. After all, she is one of us. But my guess is that it is not something they would let anyone else know, because it could expose his mom. I'll find out tonight. OK?" 

Billie came home that night in an ecstatic mood. She was grinning from ear to ear. "OH! Sally, that boat just took my breath away, the sweet boy said he fixed it up just for me. I said he didn't even know me when he did that. He looked so solemn when he said he did it for the girl of his dreams and that was me. He made me shed a few tears when he said that. That boat IS magnificent though. It is made of very heavy steel and is fifty years old, The interior was just a little dirty when he bought it. He had his eye on it for years, it was in a slip at the back of the boat yard where he works. 

"He would slip down once a month and run the engines and the generator. They are perfect. The owner died and the estate was broke and they owed thousands on the dockage. He had many people look at it, they never got past the mess he had made in the salon, all of it was surface dirt and removable trash. He had painted fake rust and oil leaks all over the engines and it looked terrible inside and out. He paid the back dockage and took over the dockage and the boat belonged to him. He did most of the work on the outside himself. He went through the courts and got title to it. Now it is valued in the millions.

"He had been putting trash aboard her for years, He hired four Cubans and they had it cleaned up in a day. Then they ground the rust off the topsides and painted it. Six months later they took it out of the water and cleaned and painted the bottom. His boss saw it, went aboard and offered him several million on the spot. He says it is not quite complete but is not for sale at any price."

"What needs to be done?"

"I don't know, he won't tell me, he just changes the subject."

"I guess you were able to retain your 'virginity' tonight."

"Yes, I think it was harder on me than it was on him. I really wanted him bad. Real bad. I don't know how long I can hang on."

"I would guess it won't take too much longer. After all this was only your second real date, give him a chance. Don't be available the next time he asks, tell him you already have a date you made a week ago. Make him think there is some competition."

Billie looked at Sally, "No, I will not lie to him. I won't go out with him and he can think what he wants to think. I have to be very careful, I don't want to discourage him. I just want him to wonder a little and think 'Wow she is not that eager. Maybe there are other guys sniffing around and I better make my move. Is that reasonable?"

"Sure, that's what I would think, if he asks if you are dating other guys just say, "Yes, I consider any offer, I only accept very nice guys who I think are good prospects. You do date other girls don't you?" 

The next day Mrs. Bennett asked how she liked the yacht. She said it was very nice. Then smiled, "Does he take all his girlfriends there?"

Mrs. Bennett looked startled, "No! As a matter of fact I don't believe he has taken any girl there but you. I know he is leery of his dates finding out he is wealthy. He doesn't seem to be worried about you though." 

"Well I am not actively looking for a husband, if the right guy asks, then things would change. I don't trust most guys, there are too many guys who are married or are after a quick fling. Sometimes I think they are all that way."

Charlene Bennett looked carefully at her. "I hope you don't think Davey is like that."

"I don't really know, I like him way better than anyone else right now, but he doesn't talk about what he wants in the future. I don't know if he even believes in marriage, commitment or things like that." 

The two women turned quickly when someone opened the office door and entered. "AH! My two favorite girls in the whole world." Said Davey. He walked to his mother and bent and kissed her cheek, he straightened, he looked at Billie, she was wearing a white summer suit with her blonde hair in a tight bun behind her neck, his heart skipped a beat, he walked to Billie holding out his hands, Billie raised her hands, he lifted her from her seat and kissed her lips passionately. Looking in her eyes he softly said, "Billie, I love you, will you marry me?"

Billie looked at him for a moment or two. "Yes. I can't imagine ever marrying anyone else. I love you too." Charlene rushed to them and hugged them both. She kissed them both, "This is wonderful I have to call Daddy, he will be tickled to death, he thinks Billie is so cute and smart as a whip, and he said he would kick you off the end of the dock if you let her get away. Did you buy a ring yet? No! Go across the street and see Mr. Irving Sr., tell him who you are and use Billie's discount. Everything he sells is first rate. You will pay half of what you would pay otherwise."

Billie looked at her, "Can we just stand here and kiss for an hour or two?"

"Go ahead I have a couple of calls to make."

Two minutes later the door flew open and Sally ran in, "BILLIE, IS IT TRUE?"

"Yes", she looked at Davey, "I think so. Let me kiss him again and see." Billie pulled Dave down and kissed him again.

"When." Asked Sally. Everyone looked blank. 

Davey smiled, "Tomorrow."

Charlene screeched, "Too soon."

Dave looked up from kissing Billie. "OK, Day after tomorrow."

Billie turned, "I agree, I have only about 3 people I want at the wedding, the Bennett family could have hundreds. I want a small private wedding with only close family and friends. Because of the unique aspects of the bride and the mother of the groom I think it would be smart to have a quiet little wedding."

Charlene smiled, "You are right Billie, Dear. We don't need a big wedding, however the purpose of the engagement is for the bride and groom to let the two of them get to know each other better and to more slowly integrate their lives. Again, that is really the decision of the bride, the groom is always eager."

Sally said, "As a very close friend of the bride I feel entitled to put in my two cents worth, I think this is a perfect matching of a couple, but we don't really know how they will fit together. Might I suggest a month or two of living together before a date is set? There is nothing to lose and a lot to be learned. There is a lot of difference between some dates of several hours and living together full time. It's a lot easier to just give a ring back than to get a divorce."