Best of
Cross-Dressing

2018

Boy for the Cheer


Daring Diane - 2018
    With visions of being a star athlete, Lee is disappointed when he is not good enough to play on the high school soccer team. Days later, his best friend Darby and several other cheerleaders convince Lee to help them train. As the year progresses, Lee becomes more and more involved in the cheerleading program leading to his reluctant introduction to cross-dressing and feminization. There will be surprises and successes along the way as Lee blazes his own path. Spending most of his first year immersed with a group of high school girls will have an effect on Lee. He will build strong friendships with many of the girls. The majority of crossdressers are heterosexual and most people don’t understand how their preferences fit into their daily life. Every crossdresser has their own story of how their fetish developed. They also have a personal story on how they integrate crossdressing into their life. This story deals with a reluctant crossdresser who tries not to sacrifice his manhood while enjoying his unusual choice in clothing. Being a freshman in high school only complicates the situation. The story begins with a few pages to introduce the primary characters and provide a bit of historical context to allow the reader to get to know the different players. The Background section will help the reader understand the characters and their interaction in the long term. This book tries to deal with cross-dressing as part of a real life. In many ways, Lee has a life many real-world crossdressers only dream of. Given the ages of the characters, the story does not involve explicit sex. The story focuses on cross-dressing [not gender change]. Young adult readers should be comfortable reading this book. ********** The Cheerleader series follows Lee Corcoran as he grows, matures, and experiences life from pre-high school through college. The main characters in this story will be recurring in future installments in the series. While the long-term series involves romance, the first installment lays the groundwork while focusing on character development. Enjoy Daring Diane Disclaimer This story is a work of fiction. Names, characters, businesses, places, events, locales, and incidents are either the products of the author’s imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. Keywords: cross-dressing, reluctant feminization, cheerleader, romance, coming of age

Panty Club


Daring Diane - 2018
    They do everything together. Jordan, the only boy in the group, is confronted with a dilemma when one of his friends gives them all matching panties for Christmas and suggests they create a secret club. The four club members will wear matching panties on certain days of the week. How will Jordan react? Will he join the club? This story is a fun short read that explores Jordan's adaption to hanging out with his friends who are girls and how he adjusts to school and his personal life as he grows up. Will he explore cross-dressing? Is there romance in the air? Enjoy Daring Diane Disclaimer This story is a work of fiction. Names, characters, businesses, places, events, locales, and incidents are either the products of the author’s imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental.

The Secretary: Crossdressing, Feminization


Sally Laces - 2018
     Everyone except me, that is. I’m just a temp without any stock options. There’s one way for me to change that: a new job at the same company. There’s a spot that just opened up, working directly under the CEO. I told them I’d take it. I told them I’d be a great secretary. They told me to put on a silk blouse, pencil skirt, and a pair of heels. Now I’m sitting in a chair at the salon, getting my nails painted and my head fitted for a platinum blonde wig. If this is what it takes to get the job, then I'll do it. Besides, it’s only for a few days, right? It’s not like I’m about to find out I make a far better woman than I ever did a man… Right?

Punk Rock Girl : First Time Feminization


Ava Hayes - 2018
    They've attracted the attention of a label executive and now all they need to do is put on a good show to edge out their rivals. Ethan is their cheerleader. He's Jenny's best friend and he's been with the band since the beginning, even helping to write some of their songs. When Jess jumps ship and joins a more prominent band just before their big show they need to get creative. Luckily Tera and Jenny know just what to do. They enlist Ethan to take Jess's place. Ethan is more than willing to fill Jess's role, but is he willing to wear her skimpy skirt, bra, and panties as well? Jenny and Tera might have to convince him but luckily they are very persuasive.

My Femdom Marriage: A True Story (Part Two)


Ann Michelle - 2018
    This 30,100 word, 126 page autobiographical story includes female domination, power exchange, forced feminization, cross-dressing, foot worship, spanking, threatened-cuckolding, small penis humiliation, erotic humiliation, and so much more!May 2018 No. 1 Best Seller in Transgender Erotica at Amazon!

Crossdressing and Jocks: First Time Sissy


Sissy Scarlet - 2018
    A revered story of a boy and fascination with dressing up, that eventually leads to hooking up with two of the most popular jocks of high school: One's a douchebag and the other is a pretty boy! We take a look at how this sissy boy in this story learns the art of feminization and how he learns how to use his seductive powers to get what SHE wants!

Handle With Care: Collection: Volume 1 (Crossdressing Bundle)


M.C. Questgend - 2018
    GET THIS BUNDLE AND SAVE. This book series tells the story of Andrew, Casey, Amy and Mike... Book 1: Handle With Care Andrew is a young mail clerk trying to get ahead and move up the corporate ladder, but has a secret and that secret has been exposed. He now has to make some tough choices. Ignore the blackmailing threats and risk a promising career or give into them and risk the same thing. Find out how Andrew comes up with a third option and turns the table on his blackmailer. Book 2: Handle with CD Care Andrew is now Julie and flourishing in her new life working along side Casey. So much so that the company is growing at a record pace, but things are about the change. Casey's sudden departure now leaves Julie with some tough choices to make. How does she run the company and keep her clients happy? She uses her hidden assets and what she's learned to keep one client in particular very happy and a staff member even happier. Only this story doesn't end happily... it ends with a cliffhanger. Book 3: Handle with Caution: Casey's Return After returning from a long eventful vacation, Julie learns that her Andrew persona has been reported missing and the police suspect foul play. She now faces her worst fear and jail time if she is not careful, but the investigation is no accident and Julie must not only find out the who, but the why and bring them all to justice before her life comes to a gruesome end.

My Perfect Partner: A Transgender Suspense Novel


M.C. Questgend - 2018
    As a result, they decide to separate for a while to try and get their careers on track, but while Brenda’s career is moving up, Jim’s is spiraling down the drain. His frustration and extended time off lands him at a goth bar where he meets Olivia, who sees something in him and tries to help him see his mistakes, by teaching him how the other half lives. His experimentation reinvigorates Jim and his newfound focus has carried over to his career as his work ethic has been noticed by his boss, his colleagues, and his wife Brenda. As the two try and patch things up, Jim is very secretive about the change in him which has Brenda suspicious so she follows him and discovers his secret. Outraged and humiliated, she decides to show him just how different she can be as she forces Jim to carry out his secret fantasy into a reality he is not ready for.

My Femdom Marriage: A True Story (Part One)


Ann Michelle - 2018
     This is Part One of Two.

Feminization & Sissy Bundle (3 Transgender, Sissification & First-Time Stories)


Natalie Keyes - 2018
    Black Tie Sissy Brian has really done it this time! His practical joke results in his roommate Carl missing an important meeting at work, and Carl has had it. After giving it some thought, Carl figures out the perfect way for Brian to make it up to him. There's an important office gala dinner on Saturday night, and Carl's date backs out at the last minute. It doesn't take him long to figure out that Brian would be the perfect replacement. He just has to turn him into a beautiful woman in time for the party. After the gala dinner, Brian (Brianna now) finds out that the after party at the hotel is really a party for 3 - her, Carl, and Carl's boss! It turns out he's more convincing than he thought, and decides to test out his newly found female wiles on a rich out of town businessman who wants to take her for a night on the town. 2. The Perfect Shot Jamie is a young aspiring model hoping to make it big in the industry, and when he finally gets booked for something other than a department store magazine, he's convinced this is his big break! When he arrives for the shoot, he finds out he's not the only model involved. His fellow model is tall, dark and handsome, and Jamie is meant to be his pretty, girly counterpart in this artsy and alternative photo shoot. He can't help but get excited, and quickly changes into his outfit - complete with fishnet stockings and stilettos. Can Jamie handle the big, hard task ahead of him? 3. Pride Surprise Dean's a lonely law student, and new in town, so he doesn't have a busy social life. One day, he gets the surprise of his life when he goes out to explore his new city and stumbles upon the local Pride Parade. He meets Violet, a beautiful and friendly girl - but is she more than he can handle? She's got a big hard secret that she's more than willing to show him... for some first-time fun.

Skirting Gender: Life and Lessons of a Cross Dresser


Vera Wylde - 2018
    Full of personal stories and practical advice, this book is a guide for those questioning for themselves, wishing to understand a loved one, or simply sate their own curiosity.

Guys Gone Girls: Sorority Sissies


Courtney Captisa - 2018
    Desperate times call for desperate measures as the ladies have to resort to recruiting members an alternative way if they want to keep their chapter alive! Who knew little brothers, boyfriends, and co-workers could look so passable with a little work? Problems arise when their rival sorority doesn’t like the idea of them having genetic boys crossdressing in their chapter and complains to the dean of Greek life who puts in place that they must live as girls while on campus! How could they get revenge? Some of the boys like dressing and living as girls more than others, but one thing is for sure, their party antics still aren’t over! Word Count: About 13,000. Warning: For fans of gender transformation only. Contains several consenting adult sexual situations. Themes: Bimbo, Bondage, Crossdressing/TV, Cultural Change, Good Boy To Bad Girl, Multiple Transformations, Physically Forced or Blackmailed, Real Life Situation, School Girl, Transitioning, Voluntary

Snow Bunny: Feminization, Crossdressing


Sally Laces - 2018
     Now, braving a snowstorm and a power outage, the burly mountain man and the shivering college Freshman have to use all their wits to survive - and maybe find out a bit more about themselves in the process. Once Erik discovers women’s clothes are much warmer than men’s, he’ll find himself trying out things he never considered before - and going even further with the man who could open him up to all kinds of new ideas. It’s a cozy winter feminization story from Sally Laces!

T-Girl Tales #6 Family Affairs


Crystal Veeyant - 2018
    In "Travels with My Aunt," an 18 year old sissy runs away from home with his hippie step-aunt. As they hitchhike to California, Aunt Chloe encourages all of his desires. Big surprises await him! "Dressing Up Daddy" tells of a college girl and her girlfriend who blackmail her mom’s new husband into being their toy."Sissy Nuns for Mother Superior" is a novella set in 1968. Two half-stepbrothers escape the Vietnam draft by hiding out dressed as nuns in aconvent run by their depraved former stepmother. They have no choice but to do whatever kinky things she wants. "Mom’s Roadhouse Slut" continues the story of Norma and her shemale lover Louise—whose21st birthday party flies out of control when outlaws take over the bar where they celebrate.50,000 words 166 pages

Gloria's Secret & Other Stories


Damien Dsoul - 2018
    A housewife decides to reveal to her husband her infidelity secret in the most unusual way; A husband blindfolds his wife before leading her into a room with an encounter with multiple black men; a Black dominant tricks a submissive executive into convincing his wife of his secret fetish.Here are ten stories of high caliber story-telling and erotic pleasure showcasing the tantalizing lengths of which married couples would go toward achieving their sexual pleasures.

Red Bun Motel: Night 2


Ash Winnapeg - 2018
    Angel is dolled up and forced into a shotgun wedding. The couples honey moon awakens something deep inside of Angel and after a steamy performance for the men in the Break Room, Angel cuts a deal with Paul. This 4000+ word short contains Yaoi, Gloryhole, First Time Anal, Sissyfication, Taker POV and more.

SONIA'S CAGE: A FEM DOM TAKE OF MALE CHASTITY


Vickie Scott - 2018
    Sonia makes and designs restraints supplying the top end of the BDSM market. Once she discovers that Toby is also into BDSM she decides that he would be ideal to use to test her equipment before it goes on sale. Quite excited and keen at the start Toby soon find out how frustrating chastity can be much to the delight of Sonia as he become frequented with her dungeon and also her paddle. Satisfied that Toby needs a lot of training to be more use to her than just testing equipment Sonia sets about handing Toby back to his last girlfriend and giving her a key to his chastity cage while hoping she can retain his services for testing her new products. Alicia is unsure, so can Sonia persuade her to take control over her former boyfriend and become his new Mistress? Will Toby agree and accept Alicia as his Mistress? This is an enjoyable novelette for adults only, it features chastity, bondage, cross dressing, spanking, and other adult pursuits.

Danni


Terri Peterson - 2018
    His girlfriend Chloe suspects he may be gay, and enlists the help of her cousin, Tom, to uncover the truth.Tom is a tall, dark and handsome gay man who, at a party, solves the mystery for Dan, once and for all, opening up a whole new world for him. The trouble is that Tom is not what he seems, and Danny soon has far more than he bargained for. He learns about daddies and sons, domination and submission, and the pleasures, and perils, of cross-dressing. He becomes a Daddy’s girl. He becomes Danni.

Futanari Halloween: Three Sexy, Spooky Fetish Stories.


Elizabeth Ravenswood - 2018
    Things take a turn when the vampire reveals the true LENGTHS of her powers! In SAPPHIC SPIRITS, a woman is stranded at a spooky bed and breakfast for Halloween. Things are looking up when she meets a beautiful girl and the two share a blissful evening together -- until it turns out the girl has been dead for ten years. The fun continues when more ghosts show up, showing off their spectral powers to conjure not only lingerie but "extra" body parts to enhance everyone's pleasure! In A STIFF SURPRISE, a wife offers her crossdressing husband a "girls' night" on the town for Halloween and he jumps at the chance. But his wife has plans her husband could never dream of, involving Luciana Blackwood, San Francisco's futanari Satanic High Priestess. After a wild all-"girl" threesome, the husband wakes up to one surprise after another the following morning, beginning with a strangely feminine face in the mirror! Elizabeth Ravenswood writes lesbian erotica with a gender-bending twist, including "mind-blowing" sex scenes. FUTANARI HALLOWEEN is a stand-alone anthology set in the PANTYHOSE FUTANARI FANTASIES universe.

The Husband Games: Sissy Erotica


Princess Pegger - 2018
    One he'd been keeping from his wife Susan since they'd first gotten met over a decade ago. Jim liked to read stories online. The naughty sort of stories where men were transformed into little sissy bitches by all powerful women. He'd read them when Susan was at work. Sometime's he'd get so into the fantasy that he'd put on a pair of her worn panties, one of her looser fitting blouses, or a skirt. He'd read his sissy stories dressed like that and touch himself until he made a mess in his panties. Over time their sex life deteriorated. The less satisfied Susan became the more time Jim spent spurting into panties and fapping off to fantasies of being reduced to a simpering cliché. Susan wanted nothing more than to feel him pound into her over and over again until she couldn't take it any more. Susan didn't know that Jim wanted her in the same way. He had read dozens of stories about men being pegged. Boys taken by women wearing obscene strapons. It was a fantasy that always aroused him. The few times that he and Susan even tried to make love he'd conjure up images of her strutting into the bedroom with her fake phallus bouncing in front of her. It got him in the mood for their lovemaking. A little too well. The thought of Susan dominating him that way was always too much for Jim to handle. He'd explode too soon leaving Susan unsatisfied and feeling used. Then one night he told her about his fantasies. Susan didn't take it well. She decided that there was only going to be one cock in their relationship – the small one mother nature had equipped Jim with, or the one that strapped on the Susan's belt. There'd be a competition to see who deserved to wear the family cock. Susan called it The Husband Games. Jim quickly found himself living the life he'd only read about in stories as Susan feminized him. She glued rubber breasts to his shaved girlish chest. She trapped his manhood away behind a faux vagina. She took him lingerie shopping and had him experience his first bra fitting. She did everything she could think of to make him every bit as feminine as she was so that they could compete on equal terms in the games. She didn't realize all the places this decision would take them. She couldn't guess that a younger man would become such a huge part of both their lives. And she certainly couldn't have guessed who ultimately won the Husband Games. (Warning: This 41,000 word erotic novel contains adult themes and content not suitable for anyone under the age of 18. This work of erotic fiction includes scenes of female domination, feminization, sexual situations, verbal humiliation, pegging, sissy fellatio, and numerous other kinky elements. Not for the prudish or the faint of heart.)

CD Rental


M.C. Questgend - 2018
    Skeletons his family can't accept so he hires Kelly to accompany him and try to dismiss the suspicions his family has, but in the process, Kelly gets too involved in showing him the darker side of her career and puts Mike through the ringer physically, emotionally and sexually.

Futas & Feminizers: Seven Short Tales of First-Time Femininity


Solar Harris - 2018
    unless it's seven first times. Mandy's got an online friend goading her to go out as a crossdresser for the very first time. David's into his witchy friend Katie, but she's got a surprise when she takes him back to her place. Cherry's a predator who's about to teach Carl a lesson. A gooner gets gooned. Wicked, innocent, naughty, or thrilling, each of the seven tales contained in this collection puts someone in close proximity to the blurry line between genders and then bends them all the way around. This work of fiction contains adult material and explicit scenes with erotic descriptions. Themes include breast expansion, body transformation, bimbo transformation, futanari fetish, gooning, lingerie fetish, mind control, bikini fetish, oral sex, anal sex, butt plugs, body transformation, ass worship, erotic hypnosis, mind control, hypersexualized bodies, inflation, femdom, gender transformation, lesbian sex, exhibitionism, brainwashing, corruption, and light bondage. All characters over 18.

Whatever She Wants


Jocelyn Gray - 2018
    If you are not interested in D/s erotica, please do not purchase this book. Makeover Movie: Like many other girls, Natalie has built up a following online. Lots of people watch her videos because she's cute, sweet, charismatic and knowledgeable. Her makeup videos are watched by tens of thousands of girls all across the country. But now she wants to do something a little bit different. And it involves her friend, Kyle. Natalie wants to transform Kyle into a girl, right in front of all of her many fans. She's going to strip him, shave him, put him in panties and a corset, and she's going to do his makeup! Along the way, this rugged boy is going to learn how to be a docile girl. Kyle will become Kylie. And Kylie is going to be a good little girl who’ll curtsy, smile, and be adorable. After all, if Kylie disobeys, then she's going to need to be spanked. Thoroughly—in front of everyone. Laboratory Revenge: Like so many other professors, Craig is used to being in charge. In front of his students, he takes command. With his research assistants, he knows he’ll be obeyed. He has respect and power within his small domain. And up until this point, he's used that influence beautifully. He has a sexy graduate assistant, Becky, and she knows her place. She understands that he only keeps her around because she is a hot little piece. On the cusp of his greatest success, Craig makes a decision. He doesn't want to wait for the usual formalities with human testing. The paper work and red tape will take too long. Instead, he's going to use his newly developed technique to give himself a perfect body. He goes into the machine, and he tells Becky to initiate the transformation exactly as he’s programmed it. This time, she doesn't obey. Instead, she brings someone else into the laboratory, his old research assistant, Amy. Amy has always been a rather aggressive feminist, and now she has something very special planned for the exploitive teacher. She transforms him, but she doesn't give him the perfect muscular build and strong, masculine jaw that he has always wanted. Amy transforms him into a blonde, blue-eyed bimbo with great breasts and a cute butt. Only that isn't all. His mind might remain the same, but this new body is desperate for sex. That's why these girls are about to take the newly renamed Cassie to a very special party on campus. If this professor doesn't figure out something quick, he's going to find himself as the bimbo slave of a bunch of frat boys. Ribbon Bound: He's persistent; Cassie can almost respect him for that. Yes, she’s rejected him several times already, only Justin just won't stop. It’s cute. He’s like a puppy eager for a new owner. He keeps asking her out. He follows her around like an eager boy, ready and willing to do anything she wants if it means the chance to date her. His dedication raises an interesting question. What would he really be willing to do? Cassie and her best friend, Alicia, decide to come up with a little wager. This is going to be fun. It’s going to be mean. Justin is shocked when Cassie does something he never expected; she asks him out. But this date is going to be completely different from anything he imagined. Yes, there's dinner and a movie, but that’s just part of the game. When the night begins, he's a virile man. As the evening continues, he finds himself in padded panties, snug skirts, and tights. She’ll decorate her new plaything with lace and ribbons and bows.

Really Mean Girls: A Story about a Confused College Student


M.C. Questgend - 2018
    Being in a new place all alone tests his nerve and his trust when he meets Jenny and Becky. Their fun-loving attitude is a great smokescreen for their mean-spirited tactics to maintain control. Justin's depression clouds his judgement and he trusts the girls to help him adjust to college life and shares a very personal secret he has struggled with for years. The girls take it upon themselves to help Justin only to turn the tables on him and leave him facing a frightening and uncertain future.

Big Daddy's Girls: All the Way


Angel Belmont - 2018
     The maid continues Darling's tour of the house. She gets more acquainted with some of her new sisters when they come across them engaged in passionate congress with some of the household staff. Darling takes her first French lesson with the handsome tutor, and has to run back to her room for a new pair of panties. She meets with Doctor Poppy, and learns a little about the changes that are happening to her body. And finally, Darling is invited to watch Big Daddy entertain some guests. When she finds a wife in lingerie begging to take Big Daddy's massive cock into her unprotected pussy, and a husband tied up and forced to watch. Things keep getting hotter for Big Daddy's Girls. This is the third part of a continuing saga. Common themes are: Sissy, Feminization, Diapers, ABDL, Cuckolding, Massive Cocks, Pegging, BDSM, impregnation, Breastfeeding, Oral, Anal, Vaginal, Toys, Hormones, Gender Bending, Interracial, and many more filthy delights. As the story progresses (Part 4 and onward), I will introduce 'Choose Your Own Adventure' style choices for upcoming material. Get in at the beginning, and help drive the story down the path you lust for. Short sample: "Rachel said, “I see Gwen’s lesson is going about the way it always does.” Darling caught movement in the middle of the far court. Rachel and Darling went closer, and it become clear that Gwen was bent over and gripping the net, while a tall dark-haired man was drilling her from behind. Gwen was still wearing her sports bra, but her tits had been pulled out and were swaying in the cool autumn air. Her nipples were two centimeters long and as wide as a shirt button. Her tights were pulled down to her knees and her six-inch dick was swaying back and forth with a trail of precum flicking around between her and the clay court-top. She was furiously pushing back to get Brad’s cock as deep inside her as she could. Rachel said, “Brad, this is Darling.” She offered the introduction as if she wasn’t interrupting anything. “I love your name, Darling,” Brad said. He smiled at her, but never ceased from humping Gwen. He wore a white polo shirt, tennis shoes, and nothing else. “Thanks,” Darling said, and felt her face become flush. “Ooohhhhhh fuuuccccckkkkk,” Gwen exclaimed as her eyes rolled back in her head at the relentless fucking of her asshole. Rachel continued. “She’s new around here. When you have time, I think she would love to hear your advice on which muscle groups she should work on.” Brad looked Darling up and down. He turned his head and a bead of sweat crept out from his hairline. “There’s a lot of places to go. I’m thinking we’ll want to start on the hips right away.” Gwen belted out, “Ohhh fuck you -ah- bastard. Did you just -ah- look at her and -ah- get harder?” Brad grabbed Gwen’s ponytail and pulled her up to say right into her ear, “You like that, don’t you? You like that I get hard when I think about making you girls sweat. Don’t you dare lie to me.” He bit Gwen on the earlobe and threw his other arm around her chest and grabbed one of her breasts, hard. He thrust his pelvis forward several times, making Gwen release a humming noise out of her throat that Darling had never heard before. Gwen’s six-inch cock suddenly became completely hard and a few streams of jizz squirted out, passing through the tennis net and onto the court.