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Anastasia's Life
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember, not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barb... Read full Story
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Free Shoes
"Lift your leg up on the sink and pull your panties down again. I like to watch you submit," the voice behind me commands. I didn't intend to go this far. It was supposed to be harmless fun. But as my throbbing cockhead rests against the cold of this stranger's bathroom sink and I can see ... Read full Story
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The Meadow Snare
Trapped 1 "W-what do you mean?" I stammered, knowing full well what Jason had meant. "You really think we'd invite you up here to toast to your change?" He scoffed, and my stomach sank as I realised how careless I had been. I really should have known. I looked for an ... Read full Story
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Pune crossdresser Night Girl
Hi friends, I hope you liked my earlier stories. This is my new story about a lady boy / crossdresser / sissy boy. Around 2 years back I came across a profile on Planet Romeo with name Nightgirl. I sent her message that i found her sexy and attracted to her and wanna meet her. I am alway... Read full Story
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To My Surprise
I was sitting around at home wishing thee was something to do when the phone rang it was a friend I know who is very sexy ,but, havn't see him for a few years . He ask what I was doing and I said nothing wife is out of town and i'm bored you can come over for a visit if you like --He said sure --I'l... Read full Story
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Spring Morning
First morning of spring After the long winter it was just starting to get brighter and greener, white anemones were blooming and in a few weeks spring would be at it's most beautiful phase, but for now the gloom of night and mist was just retreating back to the sea and sun was rising giving me ... Read full Story
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girls need a daddy
Friday July 18 Hello daddy, I have arranged to meet a man next week and we are in 'phone contact. He is coming to visit me and I just need to tell him whether Wednesday or Thursday. I haven't done this yet as once done is done .... I know he wants to take photos of me but I don't know if ... Read full Story
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He Could Have R*ped Me!
This guy was so big, taller than me and I'm 6 feet, and bigger, not fat, just right for his big size, and I am so skinny, except for my tummy, that he could have pinned me down and forced himself onto and into me against my will, and no matter how much I'd struggle with him and fight back, he could ... Read full Story
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SUBMISSA, ADESTRADA E BEM ALIMENTADA POR UM MACHO DOTADO parte 1
SUBMISSA, ADESTRADA E BEM ALIMENTADA POR UM MACHO DOTADO Ha alguns dias atras, quase antes de começar essa coisa toda do Coronavirus e do povo ficar isolado em casa, eu tava voltando pra casa, já umas 11 da noite. Meu onibus, o ultimo, ia demorar ainda pra passar, não tinha ninguem na rua, tudo f... Read full Story
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SUBMISSA, ADESTRADA E BEM ALIMENTADA POR UM MACHO DOTADO parte 2
SUBMISSA, ADESTRADA E BEM ALIMENTADA POR UM MACHO DOTADO (parte 2) Como eu falei, depois de ter minha boquinha judiada e meu cuzinho maltratado por um dotado, com pauzão grosso e pesado que gozou tanto na minha garganta que tive que ir engolindo pra não vazar nada pelos cantinhos da minha boca...... Read full Story
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My addiction to anal orgasm,
My addiction to anal orgasm, I love feeling the sensual contact of my corset and my nightie on my skin. In front of the wall mirror in my bedroom, I take suggestive poses to arouse my desire during my lingerie fittings. Feeling vaguely like a woman, I lower my last barrier of chastity by sl... Read full Story
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He caught me in his wife's cloths
I do odd job's and I was about to do one for my wife's best friend Tina and her Husband Phillip. I went over and looked at the job. I told her it would take several days and that I could do the work while her and her husband were at work. That way I wouldn't be in anyones way. Well the first day of ... Read full Story
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How I Became Vanessa Part 1
I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husband moved to... Read full Story
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Jobe, Cross Dresser Extraordinaire
I used to be pretty bored. Not last week, or a mouth ago, but the last twenty five years. Life has just always seemed to be… dull. But lately, things have been looking up. I grew my hair out recently, I've got black hair, I'm tall and skinny, perfect body to pretend you're a girl in. I'm t... Read full Story
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Candy Pink
Life pretty much sucked. I was the son of Ralph and Cindy Cassella. They named me Ralph Junior and my dad was thrilled to have a son he could raise to live out his past glory. My dad wasn't a bad guy and never abused me but I knew he was disappointed. He worked as a contractor in the present but he ... Read full Story
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Debbie Part 6
Debbie was awakened by someone holding a hand over her nose and mouth, so that she couldn't breathe. She struggled, weakly tossing her head before opening her eyes. She looked straight into the eyes of Dr. Jacobsen, smiling evilly down at her. He continued to hold her head so that she couldn't breat... Read full Story
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Made me a slut
I spent my time online since I was 18 watching tranny porn and crossdresser porn I really enjoy a mix of both especially with a big black cock in between I found a movie with a ebony tranny with a big cock and a white sissy gurl with a nice sized cock also... They got dolled up together and all of a... Read full Story
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The Greatest Lie Part 1
The greatest lie that they tell you is that what happens in high school doesn't really matter: that life begins in college. I pretended to agree, though I never believed it. For as you will see, I am the world's greatest liar. "Take Sadie Hawkins Day, for example," I said to my buddy Qu... Read full Story
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A Crossdresser Gets Fitted
Not long ago I was out shopping and stopped at one of the clothing outlet stores that I frequent when looking for sexy clothes and shoes to wear when I go out clubbing or to wear in my adult videos. I was looking through the display rack of my favorite brand of pantyhose, trying to find the colors I... Read full Story
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A Glory Hole for Tranny G
I am reveling in what a difference almost a year has made. I remember meeting Chris online, exchanging a few funny e-mails, two days after my birthday. No more and no less, just a person somewhere who I had no idea what he was like or looked like, but someone who made me laugh with our e-mails each ... Read full Story
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Cassandra Chapter 1
Cassandra is a tease, a flirt, a slut, a girl who lives very much for the moment. Unconcerned with propriety or fashion trends, she dresses in clothes that go right for the jugular of a fetishist's libido. Spandex, leather, latex, spike heels, corsets, overdone hair, make-up and fingernails - these ... Read full Story
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My wife and I switch roles
One night my wife Stacey and I were laying in bed. She told me that she had a dream that she used a strap-on dildo on me. She told me that she would like to try it and started to rub my cock. I started to get hard as she started to talk dirty. She went down on me and started to suck my cock. When I ... Read full Story
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A New Life Part 3
I have now lived with Mistress Sara and Master Tom for over two years. They are great Masters to serve. We have interacted with other "families" and I have found them less then satisfactory compared to my own. Mistress Sara is a lovely woman, beyond words lovely. She is extremely strict an... Read full Story
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Guess I'll let you suck my dick!
I pulled into a rest area with a full bladder, and drove into the picnic area. I did not want to go into the rest rooms dressed as slutty as I was, and not really passable, at close range anyway. I'd been driving dressed for hours and loving the attention of onlooking truckers checking out my legs.... Read full Story
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Click, click, click....
Click, click, click…the sound of high heels contacting a hard surface has always attracted and aroused me. Whether it’s on tile floors in a hallway, the concrete of a parking ramp or the asphalt of a mall lot, I turn in anticipation to drink in some pleasing eye candy. How short will th... Read full Story
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A Slut is Born Chapter 2
The week went by slowly as I digested what Jim had done to me last Saturday. As I walked around school, I found myself looking at people differently, wondering if any of them had ever been treated the way I had. This would always bring the details of what Jim had done to my mind and my cock would im... Read full Story
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Feminized By My Mother
Hello. My name is Dan. I'm doing okay, you? I see. Well if you are going to be listening to my thoughts please keep the volume down, I am trying to think. Some things are going on that have got me very mixed up and I have to concentrate. Like most overly complicated things in life, a woman is inv... Read full Story
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Fender Bender Chapter 9
My name is Robert, I have been cross dressing since I was 14. I turned 18 last summer and this story takes place during my senior year in High School. I am 5'9" 160 pounds, blonde hair and blue eyes. When I am dressed I call myself Vicki. __________ I had met Julie at a recent party. Well... Read full Story
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Alex to Alice Chapter 1
Everything had started off simple enough for Alex. He had met Elena at a bookstore while he was researching for a college paper. She was quite the vision at 29. She stood a respectable 5' 8" with a voluptuous body. While slightly plump, she maintained her hourglass figure and filled out quite n... Read full Story
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Discovering Amber
I have always enjoyed women's lingerie. From looking at catalogs to seeing girlfriends wearing it I have loved the look and feel of sexy, silky lingerie but for me it has always gone deeper. At 18 I tried on my first set of panties, oh my God that was wonderful! It was all downhill from there. Event... Read full Story
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Dormant Desires
As I drifted off to sleep, I recounted the events from the last several hours. I'd flown in to see Allegra earlier that day, desperately needing a vacation from work. She'd been gracious enough to let me stay with her while I unwound and relaxed a little. When the plane landed, I found myself at the... Read full Story
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My black lover
After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from... Read full Story
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How I Became Vanessa Chapter 1
PART I: I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husba... Read full Story
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My black lover
After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from... Read full Story
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Daddys Bride-to-be
Daddy rings my doorbell. I was waiting impatiently for him, dressed appropriately...today is a special day...today I promise daddy to marry his cock. I am dressed in a silky white wedding dress. Very short and tight, with shiny beads and pearls, along with a veil covering my face, and long white ... Read full Story
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My BBC Friend
I was back in Indianapolis this past week. I had not had a good fucking for some time and was hoping to hook up with my friend Terry.I had hooked up with Terry several times when I was in town. He has an amazing cock. he can fuck for hours and loves to make love to his sissy slut. I got to the hote... Read full Story
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yes, Mother give it to me
"Do your fucking job right, Henry! Jesus Christ, what are you, five years old? If I ever have to call you in here again, you're done! You hear me? You'll never work in this business again! Now get the hell out of my office." Mona could feel every set of eyes on the floor anxiously awaiting the pi... Read full Story
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My Neighbor
When I got divorced and was finally living alone I had many fun times getting fucked all I could by both men and women. I was always dressed when home and loved to stay that way all weekend long and would just put on some pants over my outfit to go shopping sometimes with a coat or shirt over my ope... Read full Story
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Feeling Womanhood Deeply
It seems somehow that my desire for womanhood is the one thing that everyone says I can’t have, but who are they to say why I should feel a certain way or want certain things? I want the very thing that their closed minds crusade against. It seems that the thing that brings me the most joy is the th... Read full Story
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My Friend From School "Elevated"
One night, I got on all fours and spread my ass for my best friend (we were "elevated" at the time lol). He got up, I got on my knees. I rubbed his dick over his boxers "You like my hot ass huh?" "Fuck yeah I do." I pulled his boxers off and let his dick tap my face. "Omg **** I've wanted your coc... Read full Story
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First Date With Daddy
My Dream Date. It hasn't happened yet, but a girl can hope, this story is very short story based on my fantasy's. It was Sunday night and I had my first date lined up with daddy. We hadn't met, but we had spoken online at depth and exchanged numbers. I had sent him a couple of pic... Read full Story
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Herbert BBC
Because I adore the way Herbert fucks I think of him often, and tonight would be no exception. He used to come for six hours every Friday and Saturday night. For over a year, something always seemed to keep him too busy to return for a visit. I decided to send him an E-Mail; it was only one word “to... Read full Story
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How to Convince Your Wife to Try Black Cock
I didn't write this - but it's great info for all my sissy cuckold sisters out there desperate for their wives or girlfriends to go Black. I hope all your cuckold dreams come true! There are so many stories out there from white guys who admit that they want to see their wives and girlfriends,... Read full Story
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Reaching Paradise on Game Night
Reaching Paradise on Game Night by Sabrina G. Langton * Author's note: Here is one of my most popular stories. I get so many messages and emails about it and it makes me thrilled. I am so glad it has taken on a life of it's own. 'A wife learns a little too much about her crossdressing hus... Read full Story
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Transsexual Actresses Part 2
On the way to Florida, in 1992, Meghan stopped in New Orleans, Louisiana. Her visit to this city lasted an unexpected five years, during which time she began her transformation into a transwoman. A popular nightclub, Papa Joe's, was looking for a replacement for a transsexual who had played Madonna,... Read full Story
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Debbie Part 4
As morning came round Mistress found her newest sissy-slave completely incoherent with pleasure and pain. Debbie was thrashing and screaming, her eyes wild and unseeing, a thick mixture of lubricating gel and blood running out of her ass, down her legs. The computer connected to the box controlling ... Read full Story
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The Hotel Part 1
I knew when this started it would be like nothing I had ever done before. I drove up to the hotel early friday morning. I was checking in for seven days. Seven Days of non stop pounding of my asshole, Strapons, Crossdressing, fucked fem, huge dildos, and giant buttplugs are just a few of my fetishe... Read full Story
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Becoming a Cock Worshipper Chapter 2
After sucking Ray he let me use his shower to clean up. He led me upstairs to a rather luxurious master bath, with an enormous marble tub, with expensive looking twin shower heads. Before showering I paused to admire myself in the mirror: I was stunned by my appearance, my lipstick and eyeshadow wer... Read full Story
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Becoming Paula
I work in an office with 15 coworkers about 11 of them are women. I get along well with my coworkers and go out of my way to be helpful. I find it is more fun to work with friends than to work with strangers. My name is Paul and I work in an insurance claims office processing claims and making recom... Read full Story
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Crazy dreams
I met Dave about 2 years ago at a swingers party. I had just turned 18 and he was 43. I remember thinking that it was hot that he was exactly 25 years older than me. I was dressed in drag and he was into t-gurls and he was married and hung like a horse and I happened to be into partying naked with b... Read full Story
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Body Image
"Sit down Mona. We have to talk." He had heard those two tiny sentences more than a few times in the last several weeks. Every time he did he felt a strange queasiness in the pit of his stomach. Yet no matter how hard he tried, he could not refuse. He walked over to the couch across fro... Read full Story
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David to Dee
"Dave," she purred, "you know you can tell me anything. Surely you know you can trust me not to judge you by your fantasies." He was squirming under her touch, his eyes tightly shut, trying to avoid telling her his deepest secrets on the one hand, and on the other, hoping beyo... Read full Story
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Just a Dream
Ok – now here is the deal – in no way is what you are about to read a real story. It was only just a dream – going to put this down as fast and best I can remember it all before I forget. I walked into the packed sports bar wearing my U of State T-shirt. Not a seat to be found &... Read full Story
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First Time Out
I'm so excited and want to relate this 100% true story quickly while it's still fresh. Please forgive any typos. [My background: Age 48. Closet dressing in earnest for 15 years. Began with slips stockings and nighties but have collected extensive full wardrobe and accessories over time. Boobs, wi... Read full Story
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Me being a pet
As you all know i am a bitch of my mistress "sissychick". This incident happen recently during my training of being a little slut. So i was sitting right next to my mistress bed, like a loyal dog, still having anal plug inside my ass and my dog collar. It was the mark of me being my mistr... Read full Story
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My shemale initiation
I was alone at home. Wife gone for a vacation. I was surfing the net. I am infatuated with shemales. I looked at redbook and saw a very sexy lady. I contacted her. I drove to her hotel and picked her up. She was gorgeous. As we drove to my house, I asked about the size of her package. She said 9". I... Read full Story
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