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Cassidy and Vanessa by William Kincaid The ice lay heavy on the bleak Indiana landscape. The barren farm fields lay encased in a crust of frozen snow while the wood lots were stripped of leaves, dark, and foreboding. The sky mirrored the frozen ground, gray and featureless, a somber blanket that matched the mood of the two passengers in a Jeep Patriot in the southbound lane of I-69. Mark Baxter and his sixteen year old son Tommy had been thrown out of their home by Cathy Baxter, Mark's wife of fifteen years. At Thanksgiving, in a fit of optimism, Tommy had come out to his parents as transgendered. A devout Christian, Cathy immediately ordered him to repent or move out of the home. Mark, an equally devout Christian, however, surprised everybody including himself, by stating that if Tommy went, he would have to leave too, as he was transgendered. At age thirty-four, Mark had denied this aspect of his life for decades, and kept it a secret from his family, and the people of the town where he served as a highly effective city manager. Now, Mark's secret had been blown and his relationship with his wife torn asunder. Mark chose not to contest the divorce proceedings, and acquiesced to most demands. He did walk away with full legal and physical custody of Tommy, naturally, but in exchange surrendered both physical and legal custody of his fourteen year old daughter, Elizabeth. Mark, Tommy, and Elizabeth spent Christmas Day with Mark's parents, but on the day after Christmas, Mark and Tommy left the warmth of the family hearth to drive through blowing snow on the interstate heading to a place neither had ever seen before. Breaking a two hour silence, Tommy looked at his father behind the wheel. "Thanks for standing up for me, Dad. I am sorry I got us into this." Mark hesitated and stared at the road. "This is the most significant thing I may ever say," he thought. "You're my son. I have to take care of you and stick up for you. I wasn't going to see you put out onto the street. Besides, it would be wrong of me to see that happen to you, while I stayed quiet about myself. Don't worry. We are a team, you and me, the Baxter men, and we will get through this together. I promise you." "Thanks, Dad," Tommy choked. The blowing snow continued after the two stopped for gas, a bathroom break, a large bag of beef jerky, and a cup of hot chocolate for Tommy from a thermos which his grandmother had given him for the trip. Warmed by the hot chocolate, Tommy leaned over to his father. "Dad, if I was a girl, what name would I have been given?" "You know you would have been named Elizabeth, like we named her when she was born." "Yes, I figured that, but I would like you to give me my girl's name. You are my father, and I plan to be your daughter soon enough." "You can name yourself. I am sure you will come up with something very pretty." "No, Dad, I want it to come from you." Mark Baxter thought for a minute, Elizabeth had been the agreed upon choice between him and Cathy if they had a daughter, but his second child had assumed that name. Tommy, however, was insistent that he give him his female name, the one that he would go through the rest of his life with. Mark tried to remember the conversations of seventeen years ago after Cathy had discovered she was pregnant. Finally, he remembered a name that he loved, but that was shot down by his fianc?e. "Cassidy. How do you like Cassidy? I liked it but your mother didn't." "I love it Dad. Thank you," Tommy smiled his first smile in over a month. For the next hour, Tommy kept using his new name under his breath. "Cassidy, Cassidy Baxter. Hi, I'm Cassidy, Cassidy Baxter. It's nice to meet you. I'm Cassidy. I'm Cassidy. I'm a girl, now." Tommy then texted Elizabeth. "Hey, sis!!!" "I hope you and Dad are all right. The snow sux." "We are doing fine. I'm Cassidy now." "How cute!!!" "Please change my name on your phone." The text was silent for a minute. "Done. I guess I have a new sister, now." "I guess you do." "I can't wait to see what you look like as a girl. I'm sure you will look HOT!!!" "Thanks. I can't wait either." "I miss you." "I miss you too. You will have to come down and visit." "Will I see Cassidy???" "I hope so." "I found lots of nice things for us to do. I will even learn to like seafood." "You better, sister." "You know it, sister." "Luv ya." "XXXOOO. Give my love to Dad." "Done." "Elizabeth sends you her love, and hopes you're ok." "Tell her I love her and wish her a Happy New Year." Tommy sent the text, and then quietly sat, watching the featureless landscape pass his window. Finally, he broke himself out of his spell. "Dad, can you call me Cassidy from now on, rather than using that other name, at least when nobody is around, or call me girl." Mark felt a tightening in his chest and lost a breath, but smiled. "sure Cassidy. You're my daughter from now on." Except for administrative and logistical purposes Tommy Baxter ceased to exist on an unmarked stretch of interstate, to be forever replaced by Cassidy Baxter who thought of the destination and her new life that lay ahead. Cassidy then pored over her iPhone for the next several hours searching girl's clothing sites, and finding numerous cute ensembles that she would talk her father into purchasing for her once they got settled in their new home. She also surfed the internet for a long blonde wig that would match her natural hair color. Soon, she had several shopping apps and had enrolled for online membership at Payless, Venus, Bebe, Banana Republic, TJ Maxx, Victoria's Secret, and Frederick's of Hollywood. She was going to love being a girl. Despite the snow continuing to fall, and the darkening mid-winter sky, Cassidy felt a surge of optimism and hope. Dad was right, this was going to work out. Cassidy scrolled through her iTunes and played "All Alone on Christmas" as the Patriot crossed the Ohio River into Kentucky. Within a mile of entering into Kentucky, Cassidy noticed that the tenor of the billboards had changed. Even to her young eyes and na?ve understanding, she grasped that sanctimonious Hoosiers crossed over to Kentucky for their sinning. A billboard for the "Affairs" Gentleman's Club caught her eye, prominently featuring an attractive and heavily made up blonde a few years older than her. Cassidy fantasized about being an exotic dancer when she turned eighteen and relished at the thought of appearing in a skimpy and seductive outfit arousing truckers, rednecks, doctors, lawyers, and Indian chiefs, and then giving them lap dances to remember. "What would my stripper name be?" Cassidy wondered, and then drawing her inspiration from the day's events decided on Winter Storm. "That only works for three months," Cassidy smiled to herself. "I should also be Summer Heat, Autumn Mist, and Spring Eternal." In her reverie, Cassidy let her mind freely wander into fantasizing about sex with young men; in the back of a car, sprawled over the hood, or in an expensive hotel suite with her wearing lavish lingerie. She was a virgin now, but some day she would be a wanton but good natured slut. "What are you smiling about?" her father asked, noticing his daughter's grin in the darkened cab of the Patriot. "Oh, nothing. I'm just happy we're going." "If you're happy, then I'm happy, Tommy. I'm sorry, I mean Cassidy." "Thanks, Dad," Cassidy beamed. After a long drive from northern Indiana, Father and daughter stopped at a Kentucky Fried Chicken for dinner in order to keep costs down, when in Kentucky. They then checked into a hotel room for the night and felt the tensions of the past month and the day's travel melt away after a shower and the feel of entering into a clean, warm bed. As she fell asleep, Cassidy wondered whether she would have as nice a bed when she and her father finally arrived in Key West. The morning sun streamed through the windows, giving Cassidy her signal to get out of bed. Yesterday's blizzard had passed. Her father vigorously snored on the next bed, so that Cassidy quietly walked to the bathroom and took her shower. Mark still lay asleep when she emerged from showering and brushing her teeth. The stress of the past month had to be overwhelming to him. Cassidy dressed in her boy's clothes and went to a McDonalds a few buildings over from the hotel, purchasing breakfast for herself and her father. Mark was awake when she returned with a large bag of breakfast and two large orange juices. "Rise and shine, Dad," Cassidy smiled. "I hope you like your McMuffins. Oh, and dad, I want to drive today. It's not snowing, and the highway should be fine, except around Nashville." Munching on a hash brown, Mark grinned. His newly minted daughter was already growing into a woman. Three days later, the Jeep Patriot pulled into the parking lot of Disney World. The family had been there several times in the past, but never with Cassidy being herself. She initially had protested about visiting the site, saying that she was sixteen and that it was no longer necessary to go to Disney World. Mark prevailed, however, by stating that Cassidy could learn a lot by observing the princesses, an offer which took the young lady aback. She finally could openly wish that she was a princess. Mark and Cassidy thoroughly enjoyed Disney World, and Mark purchased several framed pictures of Cinderella, Aurora, and Belle for Cassidy's new room. The next day they shopped together at the Ikea in Orlando, filling the Patriot with inexpensive, unassembled furniture with clean lines, that would go well in any Keys apartment. Both Mark and Cassidy let off a sigh of relief when the Patriot drove onto the first bridge of the Overseas Highway, connecting the island of Key West with the Florida mainland. The sun glinted warmly on the turquoise waters, and sea gulls winged easily on the thermals. They had made it. Soon Cassidy was pointing out breaching dolphins, flights of pelicans, and diving terns to her father. Now that she had arrived, she never wanted to leave this place. The next few days went by in a blur, renting an apartment, enrolling Cassidy in high school, albeit by the other name, and finding a job for Mark. Eventually, Mark found a position as the concierge at a large gay resort, the Sea Breezes. To celebrate the beginning of their transition, Mark and Cassidy feasted at a local seafood restaurant. Neither transition, however, started upon touchdown in Key West. Cassidy began taking hormones, but presented herself as a boy at high school. She had yet to purchase any feminine attire, and conceded that it would be best to transition over the summer as she became comfortable in her new surroundings. Worse still, Mark, now working in a new job and over a thousand miles away from his ex-wife enjoyed his freedom and independence, and pushed the idea of transitioning to the back of his mind. Maybe he would even find a nice girl down here, there were plenty to choose from. Keeping his transgendered nature a secret for so long had led Mark to the fiction that he maintained for years that he really wasn't transgendered. Now that the initial crisis was past, Mark tried to leave his transgendered nature behind once more, in the hustle of his new Key West life. Disappointed at her father's refusal to begin HRT with her, Cassidy still moved forward. She had easily convinced her father to purchase clothing and shoes online, and had recently received in the mail a long blonde Syd wig. Cassidy had been letting her own hair grow out and in another month could begin to style it in a girlish manner, although she insisted on sticking with her plan of wearing her wig for her first outings until the end of the spring semester. Cassidy had been an excellent student in Indiana, and continued her performance in Florida, quickly being noticed for her academic skill. Her transcript had her placed into the college preparation classes where she had begun to make friends. Cassidy soon learned of the school's Gay- Straight Alliance or GSA, and that several of her classmates participated in the group. "Hi, I'm David," a classmate stated, offering his hand to Cassidy at the next meeting of the GSA. "Hi, I'm Cassidy. Cassidy Baxter." "I thought you were Tom Baxter. That's what the teachers call you." "I'm really Cassidy. I'm transgendered. I just haven't transitioned yet. My Dad and I moved down here from Indiana over Christmas. I'm taking hormones but I don't plan on transitioning until summer." "Wow, that's really cool," David exclaimed. "It is really nice to meet you, Cassidy. I think that's a cute name." "Thanks." David then gestured over to Gabrielle Kent, a classmate of the two of them. Gabrielle acknowledged his wave and walked over to the pair with feline grace, a haughty posture, and a warm smile. Gabrielle was Cassidy's height, 5'7", slender with small breasts, and had light brown hair, with deep, soulful brown eyes. She was beautiful. Gabrielle took a seat next to David and Cassidy and crossed her legs, showing off her smooth, tanned skin. "Girl, I would like you to meet Cassidy. Cassidy Baxter. She is just like you. She and her father just moved down here." Gabrielle looked confused for a second, staring at Cassidy, until she exclaimed in a beautiful English accent. "That is sooo cool. It is so nice to meet you, Cassidy. I am sorry I haven't introduced myself earlier, I'm Gabrielle Kent. My dad is English but my mum is American. They vacationed here one winter and decided this was the very best place for me to transition." Cassidy smiled. "it's nice to meet you too." "So are you on hormones yet?" Cassidy beamed. "I just started." Gabrielle silently studied Cassidy for several seconds and then turned to David. "Well, what do you think?" "Incredible potential. Great facial structure and the perfect height." "We do need to give her a makeover," Gabrielle smiled. "And a shopping trip." "Many shopping trips," Gabrielle confirmed, "admitting her into the inner-most circle of her friends. "Girl, are you busy this weekend?" "I hadn't planned anything." "Well, you must come over to my place for a makeover. David is great with makeup and hair." "Holy shit, is that me? I'm gorgeous." Cassidy stared entranced at her reflection in the mirror of Gabrielle's bedroom. She was gorgeous in a tangerine dress with short sleeves and nude high heeled sandals. David and Gabrielle beamed at her, now that she had been revealed to the world. "Lovely work." Gabrielle grinned at David. "She's f'in hot." David pulled out his smart phone with a stylized Florida flamingo case and requested that Cassidy pose for pictures. Fully embracing her new image, Cassidy flaunted her new look, smiling broadly and posing ever more provocatively to the young gay man. "She really needs a good cock in her," Gabrielle laughed, "and from the looks of it, is going to find it." Gabrielle, however, knew from experience that the boys at her high school were happy to admire her from afar, but would never proclaim their interest in dating her or Cassidy, or give them anything more than a chaste hug. Understanding the boy's hang-ups, Gabrielle had shrugged it off. She knew she was attractive, and soon enough she could be putting herself out there at the bars of Key West and beyond that would eventually be dating men at her college. "Please send some pics to my sister at 260-555-1212, she would love them," Cassidy requested of David. "Wow, is that Cassidy?" Elizabeth asked via text. "Yep. Gorgeous, huh?" "Oh hell yeah. She is going to be a heart breaker." "Oh hell yeah." "Did you do her makeup?" "Yes, and helped style her wig." "I thought so. She said a lot of good things about you. Next you have to give our Dad a makeover." "Your Dad?" "Yeah. He is trans just like Cassidy." "Wow!!!" "Yeah, I know. Please do it for Cassidy and me. Dad deserves to be happy too." "I will, I promise." "Thanks." David and the two girls went downstairs to show Cassidy off to Gabrielle's parents, Colin and Margot Kent. Colin had been a stock broker on the London Exchange and Margot an international attorney working in the city. They had a son together, Brian Kent, who at age fifteen had came out to them as transgendered. Brian was not greeted with the drama overload that Cassidy encountered from her mother. Instead, Colin and Margot had embraced their daughter's new identity, moving to Key West in six months, a town that they had vacationed at several times, and which Colin far preferred to the damp English climate. Colin worked from home as a financial consultant, and Margot now did extensive volunteer work. Cassidy swayed down the hardwood stairway in her heels and was presented to Mr. and Mrs. Kent who were watching television in the lounge with their two cats. Bob and Taz, one gray and one orange tabby. "Wow, you really outdid yourself this time," Mr. Kent remarked as Cassidy twirled in front of him in her heels, flouncing her skirt. "Thanks, Cassidy was easy to work with," Gabrielle responded. "I can see that." "David and Gabrielle have a bigger challenge, my Dad," Cassidy volunteered. "Your father?" Mrs. Kent questioned the girl. "Yes, he and I are both transgendered. Our Mom kicked us both out of our house, but when he got down here, he just resumed his life as a guy." "How does that make you feel?" Mrs. Kent grilled the young lady. "Like not accepting himself means he doesn't fully accept me." "Have you talked to him about this?" "All the time. He stood by me. Now I want to stand by him." "So what is holding your dad back?" "He has never been out as a woman. I think a large part of it he's scared that he won't be passable." Mrs. Kent gestured to David. "Not with him running the makeover. I think your father will be most pleased. I have an idea. I don't think he can say no." Four days later an expensive envelope appeared in the Baxter's mailbox addressed to Ms. Baxter and her daughter Cassidy. The two were invited to a formal dinner at the Kent's home in three weeks, with other guests in attendance. On the note card Mrs. Kent insisted that Mark come as a woman. "Why did you tell them about me?" Mark complained to Cassidy. "Because I was trying to help you, and I was tired of you treating yourself like you were some kind of perv. Both Elizabeth and I think you should at least start dressing as a woman to see if you actually like being one." "Elizabeth thinks that?" "Yes." "Well, I have no clothes. I don't even know what size I am." "You are a size 10, two sizes up from me, and your shoe size is one size bigger than your man's shoe. Any more questions." "I don't know anything about makeup." "Neither did I until I met David. He has offered to give you a makeover for the event. He also gave me a book off amazon to practice with. I'm pretty good at my own makeup now." "I will do this once, but as long as you promise me, never ever talk about my being trans with anybody else." "It's a promise, Dad." The smooth legs of Cassidy and Vanessa Baxter emerged from the Patriot three weeks later at the Kent's home. David, Gabrielle, and Cassidy had performed in a stellar manner and now Vanessa shone as bright as the moon dappling the ocean with its brilliance. Vanessa wore a lavender ruched dress with long sleeves, with matching heel sandals and bangles that clicked each time she swung her arm. Her makeup was superlative, and complimented her dress. Bringing up the rear so that the girls could be featured front and center during the introduction, Gabrielle and David noticed that although Vanessa walked comfortably in her heels, her stride was awkward, and her body seemed tense. She still walks like a man, David thought to himself. Despite her feminine appearance, Vanessa felt like she was a man in disguise as she walked up the Kent's driveway. She would be in the company of total strangers who would expect that she act and present herself as a woman. Vanessa had briefly talked with Margot Kent, who assured her that the other guests would be entirely comfortable with her, but Vanessa was not comfortable with herself. "Hi," Margot warmly greeted Vanessa and Cassidy at her doorway. You must be Vanessa, she beamed, as she extended her hand. "You look incredible, it's so nice to meet you." Nervous, Vanessa didn't extend her hand, until she remembered her manners. "Thank you. It's nice to meet you too. Thanks for inviting us." Margot led Vanessa to the living room, introducing her and Cassidy to her guests; Anthony and Meghan D'Orazio, friends from P-Flag, Hector Diaz, a city council member, and his incredibly hot wife Maria, Brian and Ann Grimes, a friendly retired couple in love with Key West after a professional lifetime in Manhattan, Jeff Lee and Kyle Martin, a gay couple, and Robert "Bob" Paulson, a retired naval officer and wannabe charter captain. Margot motioned Vanessa to a chair next to the Grimes, and Vanessa sat uncomfortably, forgetting to cross her legs until she noticed those of Maria Grimes, provocatively crossed and featuring her high heeled sandals. Vanessa mimicked Maria, while Cassidy, observing her mother interact with the guests, noticed that Bob took notice, and regularly stared at Vanessa's newly shaven legs. The conversation went well, and Vanessa started to volunteer information about herself and Cassidy. Kyle Martin knew her boss at the Sea Breeze, and they recommended several places for Vanessa to party as there were plenty of men who would be interested in her. Ann Grimes gushed over Vanessa's dress and Maria Diaz complimented Vanessa on Cassidy's poise and intelligence, asking if she had yet to find a boyfriend. In a formal manner, Margot announced that dinner was served and the group formed a line at the Kent's large table. Dinner was buffet style, and featured grouper fillets freshly caught from Bob Paulson's boat, jerked chicken, spiny lobster that Hector Diaz had harvested snorkeling, and a key lime pie that Ann Grimes had whipped. Elizabeth served homemade punch spiked with rum, which she served to Gabrielle, David, and Cassidy, in an effort to teach them the European philosophy of drinking responsibly rather than going on drunken binges which were synonymous with life on the island. After dinner, Margot requested that Vanessa accompany her to the porch, where the two could talk privately. "Watching you at the party tonight was like watching a flower bloom, you were so nervous at the start but now you are all woman. At least as far as I'm concerned." "Thanks." "So are you going to take hormones?" "I haven't thought about it." "I know transitioning is not easy, but know this, Vanessa Baxter, you now have a friend, from the looks of it, several friends. That's a good start for your first night out." Leaving Vanessa at the rail of the porch to ponder her words, Margot walked back inside to attend to the rest of her guests, encountering Bob Paulson on his way to the porch. "She's all yours," Margot whispered to Bob, while seductively winking. "I have a date," Vanessa shyly declared to Cassidy on the ride home. "and I have nothing to wear." Vanessa killed it in a little black dress, black stockings and black high heeled pumps the next Friday night when Bob came calling. He presented her a bouquet of tropical flowers which she had Cassidy place in a vase, and then held her hand while he escorted her to his pick-up truck. Bob towered over Vanessa, even in her heels, 6'6" of rangy Texan salted by a life time at sea. At dinner Bob talked about his life, his navy career, a fledgling charter boat service, his grown children, and a divorce from his wife so he could actively pursue his attraction to transgendered women. "I have been with a lot of girls like you, Vanessa, this place is full of them, but I am very attracted to you," Bob quietly and sincerely said while taking Vanessa's hand in his own. "But I have never been with a man." "You deserve a good man," Bob answered while using his other hand to delicately stroke Vanessa's stocking clad leg underneath the table. "Would you think the worse of me if I came home with you?" "I think it's long overdue that you came home with a man." "Then lead the way, please." Vanessa called Cassidy and advised her that she would be late, and to ensure the doors were locked. After a ten minute drive, the pair arrived back at Bob's home, and were soon sipping bourbon while snuggling on the sofa. Bob leaned over and brushed his lips against Vanessa's and she found herself returning his kisses and stirring to his advances. She wanted him inside her. Sensing Vanessa's mood, Bob led her to a guest bedroom where on the bed lay a black bustier with garters and stockings, accompanied by a matching choker. "I'll be downstairs, put it on," he commanded, "and don't keep me waiting." Frightened but aroused, Vanessa did as ordered, stripping out of her clothes and donning the lingerie. She touched up her makeup and gazed at her image in the darkened mirror. "Wow, I am hot." Vanessa stared at her image for several minutes, posing, licking her lips, and winking, when she heard Bob call from below. "Are you ready?" Vanessa scurried down the stairs in her heels, and presented herself to her man. Bob Handed her a small bottle emblazoned with a Union Jack cellophane wrapper. "English Royale. You inhale it. It will turn you into a slut and ease the pain of penetration." "Penetration?" Vanessa meekly asked, her bravado in the mirror vanished as she stood in her skimpy outfit before a large naked man with a cock that would soon be pounding her ass. "Inhale it," Bob repeated, while ripping off the wrapper with his teeth. Vanessa placed the now open bottle under her nostril and sealed the other one off with her manicured finger. She then inhaled the sweet smelling chemical fumes, feeling them wash away her inhibitions, distilling her psyche to its basest and most fundamental nature as an aroused slut. "Hmmm, I want you," Vanessa purred, while delicately rubbing her smooth body and alternately staring Bob in his eyes or glancing to his massive, engorged cock. "Get on the table, dance for me," Bob firmly stated. In her heels, Vanessa stepped onto the table, and steadied herself, dizzy with the nitrates. Her head cleared and Bob selected "Let's Get It On" from his smart phone. "Don't just stand there, move." Vanessa took another series of hits from the bottle of English Royale and felt the tidal wave of lust wash over her. She was not an experienced dancer but that didn't matter, she knew she was sexy as Bob was hard. Vanessa instinctively sensed that going forward, making a man hard would be a significant and joyful part of her life. Becoming one with the moment, Vanessa gyrated and bumped and grinded to the demanding growls of Bob. She did not recognize the seductress she had become, but embraced her new identity. Enjoying the show, Bob reached into the pocket of his khaki trousers, lying next to the couch and removed a large wad of crisp bills, placing a one hundred dollar bill in Vanessa's garter strap. "I'm not a whore, you don't have to do that." "You're a whore now." "Mmmm," Vanessa moaned, increasing her tempo as the music changed to "Cookie". Soon she was beckoning Bob to treat her from the ever- dwindling stack of bills, like the whore she now was, until her lingerie had $2,000 festooned from its lacy purchase holds. The song changed to "Loca" when Bob ordered his whore to turn around and bend over. Vanessa complied and soon felt a sensation of coldness on her rosebud, as Bob started to probe her with a lubricated finger. Her heart missed a beat when Bob's finger penetrated her. "Ooohh," she moaned. "That feels sooo good." Vanessa's voice had now permanently found its feminine timbre. For twenty minutes Bob swirled his fingers inside Vanessa's ass, adding more fingers as he felt her resistance weaken and her body respond to his ministrations. Suddenly, he swept the moaning whore up into his arms and carried her to his bedroom up the stairs, the lover's path marked by one hundred dollar bills that had fallen from Vanessa's lingerie. "High heels are best when they point towards the sky," Bob explained as he placed a pillow under Vanessa's rear for easier entry, and held her stocking clad legs over his shoulders. He released his grasp on her left leg, which now rested on his shoulder, and guided his cock into his woman, watching her expression change from grimacing pain to wide eyed rapture. "God, this is so wonderful. Fuck me, Bob. Fuck me, hard." Not needing the urging, Bob thrust hard and deep into Vanessa's bowels, eliciting a high pitched shriek. Savagely, Bob continued ramming into Vanessa until her eyes started to tear and mascara started running down her face in black streaks. The woman was game, however, and soon began meeting Bob's thrusts with her own, driving him ever deeper, probing into her very soul. Vanessa panted and screamed. Nothing in her life had ever felt like this. Ohh, yes, she shouted, as she released on Bob's bed. Bob, however, had greater endurance and discipline and continued to pound into Vanessa, driving her to a newer plane of existence. She could no longer utter words, just scream in a completely feminine manner. An unknowing person listening would not have discerned that the screams were from anyone but a woman overcome with lust. Finally, Vanessa received her reward. Bob shuddered and bucked, and she felt his warm essence fill her insides as his sweaty body collapsed upon her. "Wake up, sleepyhead," Vanessa cheerfully chirped to Cassidy the following morning, opening the blinds in her daughter's room to let in the early morning sun. The birds sang from the bushes outside the window, and Vanessa glowed from last night's brutal deflowering. She instinctively knew that Bob was so rough with her so that she could embrace her true identity. "Dad?" Cassidy asked, wiping the sleep from her eyes. Do I look like that idiot Mark Baxter to you? Cassidy had to admit that a person would have to study the woman in front of her for some time to detect any traces of her father. Vanessa had woken early, applied her makeup in a truly inspired manner and donned a long summer dress, a silk scarf to cover her shoulders, and flat sandals. She was every inch a woman now. "Do you want me to call you Mom?" Vanessa hesitated for a second, then smiled. "Yes, please. I would like that." "Sure thing, Mom," Cassidy returned her smile. Cassidy rose from her bed, took a shower and then came down to breakfast. Not being the greatest cook, Vanessa had prepared a meal of Jimmy Dean breakfast sandwiches, and grapefruit with cottage cheese. "Why are you in your boy's clothes?" she queried Cassidy. "I want us to spend the day as we really are and do some mother/daughter bonding. I don't want either of us to spend any more time trying to live as male. Next Monday you will show up to school as Cassidy and I will show up to work as Vanessa and we can get on with our lives like we came down here for. You have a good support group with Gabrielle and David and I have a good one with Maria and Margot, and hopefully after last night, Bob Paulson." Thrilled by her mother's words, Cassidy scampered upstairs to her room to change into a blouse, shorts, and high heeled sandals. As Cassidy changed, Vanessa blissfully thought about last night. She still carried Bob's seed within her, and wistfully wished for a moment that he had impregnated her and that she would be the mother of his child. She then thought about Cassidy and Bob becoming her step-father. It could work, she thought. Bob would be a good father for Cassidy, but how do I make him my husband, she asked herself, confronted with a goal she never anticipated. Vanessa thought about becoming Bob's wife. He was definitely attracted to her sexually, and she would have to continue to arouse him, which should be easy enough. She had embraced her inner whore and was confident she could please him sexually for a lifetime. Vanessa enjoyed it as much as he did. Bob, however, had dated numerous women like herself, and eventually they split ways. The newly fledged woman immediately understood that she needed to be more than a willing receptacle for her man's lust, she needed to earn his sincere respect and become his friend. As a friend and a lover she could become his wife. Cassidy strutted down in her heels, smiling like Vanessa had never seen before, and embraced her mother in a hug. "I love you, Mom. I have never been happier." Holding her high heel sandals in her hand as she strolled with her mother on the white, coral sands of a local beach, Cassidy quietly asked her mother. "Mom, what is sex like as a woman?" The pair continued for some distance before Vanessa answered. "fantastic. It was so natural, being taken by Bob. It was like I was meant to be fucked in the ass. I loved it," Vanessa beamed, then looked down in embarrassment at her spontaneous vulgarity. "You go, Mom," Cassidy grinned. Vanessa and Cassidy did as planned, and began erasing any trace of their prior identities the following week. Vanessa started hormones and the two made a daily ritual of applying the roller gel in their arm pits. All their male clothes were deposited at Goodwill and Vanessa submitted her application for her name change. The transition at work and school went smoothly enough. Gabrielle and David kept Cassidy under their wings in the class room and the lunch room, and David drove her back and forth to school. Working at a gay resort, Vanessa was warmly received and soon became quite stunning, arriving to work in a short skirt, blazer, and high heeled pumps. She especially enjoyed the harmless flirting with the gay men, and in some of her more wicked moments, fantasized about turning them straight. Ecstatic at Vanessa's transition, Bob continued to assault Vanessa's ass with reckless abandon, while Vanessa improved her dance moves, adding lap dancing to her repertoire. Two weeks after the transition Vanessa brought home a bunch of bananas, which was atypical of her. "What are these for?" Cassidy asked. "You never buy bananas." "We both need to learn how to give a good blow job. If you leave your lipstick farther than me, I will buy you a new dress." "You're on, Mother." Cassidy looked stunning in a short, pale peach dress, with long sleeves and strategically placed sheer panels. Wearing that outfit, she was sure to use her newfound skills when she turned thirty, Vanessa joked to herself. Bob's Boston Whaler cut through the harbor entrance while the sun rose over the eastern horizon. The early morning was cool, and Vanessa shivered in her rain jacket and shorts, and moved closer to feel Bob's warmth. Steering with one hand, Bob slid his arm around his woman, and she melted against him. "I have been fishing before, but we didn't do much of it in Indiana." "This is nothing like Indiana." "In so many ways," Vanessa purred, reaching up to kiss Bob on the chin. Bob leaned over and gave Vanessa a deep, passionate kiss, lingering for a second on her lips before throttling up on the Whaler and putting it on plane. After thirty minutes of cruising along the innumerable islets and sand banks, Bob cut the engine over a deep channel and handed his girl-friend a hefty spinning rod and reel with a large plastic swim bait attached to the lure keeper. "You can use a spinning reel, right." "Yes, I can." "Just cast out as far as you can, count it down ten seconds, and then reel as fast as you can, stopping every five cranks." "Sure," Vanessa said as she whipped her lure out into the cobalt blue water. Vanessa kept casting for twenty minutes until she started to become discouraged. "Maybe we should try for something easier, darling." "Nope, babe, give it time. They will be here. Let the tide move a little more." Just as Bob spoke, a large tarpon cut the surface with its dorsal fin fifty feet from the boat, frightening Vanessa. She had never seen a fish so large. "Cast right out there," Bob pointed, leading the school of fish he suspected lurked underwater. Vanessa hesitated, her eyes wide, but then threw out the large swimbait. Immediately upon hitting the water she felt a large weight that bent her rod double and struck the fish hard three times, setting the hook in the rock hard maw of the massive fish. Feeling the tension of the line, the tarpon immediately went airborne, dazzling Vanessa with its beautiful silver sides and graceful athleticism. The fish jumped again upon entering the water, repeating the process until it had stripped almost one hundred yards of line by jumping. Bob placed a reassuring hand on Vanessa's shoulder, and gently squeezed it, easing the pain of holding the rod. "Just be patient, keep the pressure on, but gently, and the fish will be yours." Vanessa smiled, heeding her man's advice. She did keep the pressure on, gently, and in nine months she wore a wedding dress at a makeshift altar on the beach. Vanessa Baxter had landed Robert Paulson as her soon to be husband. Vanessa's bridal party included Cassidy, Margot and Gabrielle Kent, and Maria Diaz. Her daughter Elizabeth, was watching the wedding via skype, barricaded in her bedroom, and never felt happier for her second mother. "You ought to run for student body president," Gabrielle chirped to Cassidy. The two were in her bedroom doing their nails, while David messaged on his smart phone. "Are you crazy? Who would vote for me." "I would," David affirmed without looking up from his phone. "Me too, so that makes two votes for you." "That's hardly anybody." A lot of people like you, believe it or not, and respect you for transitioning, Gabrielle confirmed. "But I have never gone out on a date." "That's different," David joined in. "The guys don't want to be seen as gay." "But you're gay." "And I'm not interested in girls like yourself." "But there are other people more popular. Christine is the junior class president. If she runs, which I think she will. I would lose." "Christine is popular with the in crowd. You would have broader appeal. A lot more people could identify with you," Gabrielle smiled, thrilled with her suggestion. "As trans? There are four of us." "No dumbass," Gabrielle asserted. "As somebody who is an outsider but still is smart and does a lot for the school. You are always helping out on volunteer projects at school and in town with me and my mom. I think you might be able to get more people engaged." "Something for Everyone," David chimed in, still maintaining unbroken eye contact with his phone. "That's your slogan. A lot of people will trust you and vote for that." A lot of people did vote for that promise, enough to be a clear majority, and Cassidy Lynn Baxter became the high school's first transgendered student body president. "I can't believe you are letting Cassidy dress like that for school," Bob complained to Vanessa. Bob only had an afternoon charter that day, and had taken breakfast with his wife and daughter. "Let Cassidy have some fun. She is eighteen now anyways, and has not gone out on a date yet. She needs some confidence in her sexuality and needs to learn how to satisfy a man. Besides, she is student body president and just got accepted at Barnard. Our daughter will never be just some dumb slut." Vanessa then undid the belt to her robe and slipped the robe to the floor, presenting her naked body to her husband. She slid her hands over her smooth skin and then cupped her breasts for Bob to view, licking her lips. "Oooh, I think I am going to be late for work today," Vanessa laughed, observing her husband's arousal. Cassidy and Gabrielle cut a swath through the crowded hallway, leaving both girls and boys staring at the provocatively dressed seniors in their wake. Both girls wore tight short dresses with strategically placed cutouts and matching high heeled sandals, Cassidy wore the dress she won from her mother, while Gabrielle donned a hot baby blue number. Despite their churning insides at the stares they were receiving, the girls held their head high in a show of confidence, and tried to keep from breaking into broad but shy grins. They had to be aloof and tempting, not readily available for conversation. Riding in the girl's wake, David tracked the response of the boys to his friend's catwalk strut. Maybe this would push one or hopefully two of the girls' classmates out of the closet. Despite the sincere respect and friendships with many of their classmates, neither Cassidy nor Gabrielle had gone out on anything that would be called a date with a boy. They had been invited to pool and parties, and watched the other girls pair off with the boys and disappear into someplace somewhat more discreet. Gabrielle and Cassidy would hear their friends moan and scream, and the next day brag about their escapades, and envy would settle in their very core. The word was you could be friends with a trans girl, you could copy of their test answers, you could even vote them to be your student body president, but in high school under no circumstances could you fuck them. The assistant principal poked his head into English class in second period and beckoned the two young temptresses to accompany him to his office, a place where the girls had never been. ?I have never had to bring you two in here,? the assistant principal complained to the terrified young ladies who sat with their knees tightly together. ?You know why you are here?? he asked. ?Uhh, is it because of the way we dressed today?? Gabrielle meekly responded. ?You know it is. What you are wearing is against the dress code.? ?But we looked at the code, Cassidy asserted. Our skirts are in standards. Besides, Kelly wore something more slutty last week and you didn?t do anything to her.? Cassidy provocatively crossed her smooth legs, if she was going to be sent home, she would go out with guns blazing. ?And besides, do you know that neither of us have had a date since we have been here, not one kiss, not one blow job, not one ride in the back of a car. How do you think that makes us feel?? ?Miss Baxter, both you and Miss Kent are exceptional students, and class leaders, and I would expect the student body president to carry herself better.? ?Oh, so there is a different standard for me than Kelly Davis. Well for the record, I think I nailed the look this morning, and I showed the world that I was a strong, confident, beautiful and sexy young woman, even if I am the student body president and trans.? ?Miss Baxter, you are suspended for the rest of the day. Miss Kent if you don?t go home immediately and change into something more suitable, you are suspended too.? Looking at Cassidy?s beseeching eyes, Gabrielle instantly knew her decision. ?Looks like a day at the beach, huh, girlfriend.? ?And ice cream.? As the assistant principal watched the two young ladies proudly depart from his office, trying mightily to keep his eyes off their inviting asses, he stifled a laugh. He could not be prouder of the two young ladies who he had just suspended, they had come a long way since they first enrolled in his school, and they had a bright future ahead of them. Laying on the beach during lunch in bikinis and skirts while sipping diet sodas and eating oranges with Gabrielle, Cassidy received a phone call from David. ?Big Ass.? ?What?? ?He wants you.? ?How do you know?? ?After Mr. Delgado took you and Gabrielle to his office, the guys started carrying on about how hot you looked, except for Big Ass. He didn?t say a word.? ?He never does anyway.? ?He also couldn?t stop staring at your legs.? ?Ohhh.? Travis ?Big Ass? Collins stood six feet vertically, and almost stood a horizontal six feet at the shoulders. They were that broad. Growing up as the oldest of six siblings, and the son of a DEA Agent, Travis had very little attention from his parents, and despite his impressive strength, was quiet and shy. Travis was a star center for the football team, and he was being heavily recruited by division one colleges. Moreover, Travis was not a dumb jock, but was in the same college preparatory classes that Cassidy, Gabrielle, and David took. Cassidy remembered how uncomfortable Big Ass was giving a presentation in English class on Shakespeare, and in the light of David?s revelation, felt her heart warming to the gentle giant. She would be his woman, and eventually spread her legs for him. ?Big Ass isn?t a big ladies man, not like Darren or Robert,? Cassidy observed to David, noting the two boys he typically associated with. ?You are going to have to make the first move then, flirt with him.? ?How? I didn?t think I would get this far.? ?Keep your wardrobe fabulous, just don?t get suspended every day. Make eye contact. Talk to him.? ?Ok,? Cassidy was a little uneasy. It was fine dressing white hot in a vacuum in which she didn?t expect any reaction. It was another to win the affections of a young man who she was willing to sleep with. ?Just be patient, you will be underneath him in no time.? ?David.? ?You know you want it.? Yes. David then hung up. ?Big Ass, huh,? Gabrielle observed. ?You go, girl.? Cassidy?s stomach fluttered the following day. She had toned it back a notch, wearing a denim skirt, white blouse and nude high heeled sandals, but her smooth legs invited the eyes of any male classmates, especially Big Ass. The fact that she was offering herself to a specific man both frightened and thrilled her. You couldn?t find a nicer, sweeter guy than Travis Collins, but he did have a cock and she desired him to use it. She desired him inside her like she had never desired a man before, and once inside her, all pretense of gentleness and kindness were off. Fourth period was Cassidy?s best opportunity to make her move. Big Ass was rarely separated from his buddies Darren or Robert at lunch, and any overtures would be too obvious. Travis, however, sat directly behind her and in the row to the left, providing a wide open field of fire for her to gain eye contact while he stared at her smooth, inviting legs. ?Are you going to do this?? Gabrielle asked at lunch. ?You do look great.? ?He couldn?t keep his eyes off you in second period,? David noted. ?Girl, you are in.? Cassidy sat at her desk in fourth period and tried to keep from hyperventilating as the bulk of Big Ass Collins moved past her and strained his chair. She had a one minute window to do this before class started. Her legs were provocatively crossed and she hoped he would be looking her way. Pivoting at the waist, Cassidy moved to directly confront Travis. She looked at him for two seconds when he made eye contact with her, at which time she winked and pursed her lips, blowing him a kiss. Travis?s eyes went wide in fear, and he quickly buried his gaze in the text book. For a week Cassidy kept up her flirtation campaign, refining her technique, until she gazed at him with a smoldering gaze and opened her mouth as if she was starving for his affection. She could not believe how brazen and bold she had become, and Gabrielle, observing the fourth period interactions from the seat behind Cassidy could only smile at her best friend?s growth. With his natural shyness and decency, coupled with the stigma of dating Cassidy, Travis was immune to her advances. Finally, David suggested upping Cassidy?s game. She left a card in Travis?s locker with a picture of her in lingerie, my place, 10:00 next Tuesday. Any young man would be there for a clandestine fuck, David assured her. Vanessa was puzzled at Cassidy?s feigned illness. Cassidy was typically the picture of health, and the tropical climate agreed with her. She had given no signs of being sick the day prior. Instead she appeared to have been giddy with excitement while talking to Gabrielle over the phone. Vanessa then remembered the days in Indiana where she had similarly played ill, to get out of school for a day and try on her mother?s clothing, masturbating while she fantasized a handsome man was fucking her. Now Vanessa was a mother and had her handsome man who fucked her hard and often, just the way she liked it. ?You are going to need these when whoever is coming by comes by, Vanessa said to her prone daughter, leaving a tube of lubricant, a box of condoms, and a bottle of English Royale on her bed stand. The bottle is an inhalant. Take three or four good hits before sex and it will get you in the mood. It will also help you take a cock inside that hot little ass of yours. Have fun.? Vanessa arrived home from work at 5:00 and Cassidy was nowhere to be found, except by the trail she left. Next to the living room couch were her white stiletto pumps, the torn wrapper for the English Royale and two expended condoms, repackaged in their foil, causing Vanessa to grin broadly. On the table in front of the couch were two glasses of lemonade, one with heavy lipstick residue and the remains of two Cubano sandwiches. Cassidy was a good hostess for her man. Starting to search from the epicenter of the couch, Vanessa found another expended condom and its wrapper in Bob?s man cave next to a recliner. The remainder of Vanessa?s ground floor search bore no further evidence of sex, but the kitchen had two cereal bowls in the sink, three empty beer bottles in the trash which she presumed Travis had imbibed, two microwavable pot pie holders and their boxes, a bowl of ice cream residue with two spoons on the kitchen table, and a pomegranate husk on the counter with red stains emanating outward. Sex had definitely increased her daughter?s appetite, Vanessa smiled, thinking of her own tryst with her husband that morning on the same couch that Cassidy lost her virginity. Cassidy was found snoring in her bed, still wearing her lace choker and fingerless gloves. Two more condoms lay next to her bed, along with the bottle of English Royale, and the bottle of lubricant, now half empty. Staring proudly at her daughter, Vanessa cleared her throat. ?Ahem.? Waking from her coma, Cassidy yawned. ?sorry darling, I can?t do it anymore today. Besides Mom will be home in another hour.? ?She?s already home.? Cassidy shot upright, revealing that she still wore her now cum stained teddy. ?Mom,? she stated in terror, her eyes wide. ?It seems you have had quite the day,? Vanessa laughed. I?m glad your step-father did not come home early.? ?Oh shit. I was going to clean everything up, Mom. I promise I was.? ?Oh I?m certain you fully intended to leave a trail of sex through the house for us to track back to you.? ?I passed out the last time. It was like I short circuited, it was so good.? ?Yes, and Travis left without cleaning up. I hope you learned a lesson about this. Guys cum and run. But you young lady apparently kept him around for a long time. Bravo. I am proud of you.? Vanessa, sat down on the bed and gave her daughter a heartfelt hug. Surprised by her mother?s acceptance, Cassidy let her mother embrace her for over ten seconds before she returned the hug, her first official act as a now deflowered woman. ?Mom, it was great. I have never felt this way before. Travis was wonderful.? ?So did the English Royale help?? ?Oh yeah, Travis is damn big. I?m going to start calling him Big Cock Collins.? ?You are a lucky young woman. So is Bob.? ?I could figure that out, Mom. But the English Royale was kind of scary. I was wicked and nasty.? ?Nasty girls make the world work.? Cassidy gave her mother another hug. ?I love you, Mom. I am so glad we did what we did.? Vanessa?s mascara started to smear, matching her daughter?s bedraggled appearance. ?So am I baby, so am I.? Travis had fucked the student body president and she had loved it. He had turned her into a complete freak in their clandestine tryst. Nobody would have ever thought that Travis would be the guy to fuck the student body president. He was usually the guy that people overlooked while focusing on his more popular friends or on his younger siblings. But Cassidy changed all that. She was a nice girl who had given herself over to him. He could leave it at that, but he didn?t want to. Fucking the student body president changed everything. The next day Travis saw Cassidy with an expression of bliss on her face, retrieving her books from her locker. He marched up to Cassidy, spun her around, looking deep into her beautiful blue eyes and planted a deep, soulful kiss inside her parted crimson lips to the applause of his classmates. Cassidy was his girl and he was her man, and that is how it was going to be from here on out. The music blared out at stage at the Sea Breeze while Family Jewels, a mother daughter act consisting of Elizabeth, Gabrielle, Vanessa, and Cassidy marched on the stage wearing plastic chain mail armor, and carrying shields and swords, singing a bastardized version of the Disney song. ?A Man Worth Fightin? For.? The ladies threw off their chain mail at the first boisterous chorus line, revealing mesh bikinis and bras underneath to the excited whooping of the crowd. With a wicked smile on her face, Vanessa sang out the altered line, I don?t care what my man looks like, I just care what he fucks like.? The three other women stood in a line, with Elizabeth spreading her legs, and shouting missionary, Gabrielle going to her knees and shouting cowgirl, and Cassidy going on all fours and shouting doggie. The song ended with the four women embracing in the middle and then going to the four corners of the stage to show off their beautiful bodies. All of them had by now found a man worth fighting for. A caravan of cars headed north late the next summer, three cars heading to New York City, while Travis drove himself to Indiana, where he would play football for Notre Dame. Cassidy, however, was not worried about losing her man, as she wore an engagement ring from Tiffany that he had presented her. She was his woman from here on out and he was her man. Observing the pelicans fly along the surface of the beautiful blue water she smiled, and then looked at her mother and step father driving. Vanessa held Bob?s hand and smiled. She had made the right decision to leave Indiana three years ago, and now she and Cassidy had both blossomed into confident, beautiful women with beautiful futures.