Sort by
Relevancy

Free Stories

50%
My Clipped Cock
Technically, right now I am an "It." A few weeks ago I was a "He." In another few weeks I will be a "She." The adventure is a celebration for me. I am doing everything right, and sensually documenting and sharing the adventure with my very-supportive and very-erotic fri... Read full Story
shemale lover 2012-04-27 4,653 transformation crossdressing
71%
Filthy Little Beast
I had very few memories of my early childhood. The ones I did have were anything but pleasant. I did remember my mother and her blind hatred of my father and myself. She was very tall blonde woman with cold blue eyes named Monica. My mother always dressed in the most expensive leathers and satins in... Read full Story
shemale lover 2011-12-02 12,474 taboo Fetish crossdressing erotic encounters
100%
Carrie Ann's Delight
Chapter One It was a Friday afternoon that seemed of little consequence. I got up, shaved, cleaned and pampered my body. After my underwear was in place I wore my usual boots, boot socks, jeans and a plaid shirt. The bar at Fulton Street was busy that afternoon when I arrived about 2:00 and every... Read full Story
shemale lover 2012-03-19 6,397 cum domination transvestite rimjob
66%
Diamond
She was a vision from behind. Her long curly hair fell down her back in golden-brown and raven ringlets to brush the tops of her black leather chaps. Her bottom was bare, thrust out of the tight leather leggings, round and full and firm. The bare skin was a deep, latte brown. High-heeled platform bo... Read full Story
shemale lover 2012-05-11 4,390 facial oral sex cum swallowing
85%
Duchess of Lamore Part 2
First Morning in the Palace The next morning he awoke in a strange bedroom. Portions of the night before slowly seeped into his brain. There were girls, he remembered that. There was that drink. That drink had messed him up. He shifted around on the huge bed and felt his head screaming at him. He... Read full Story
shemale lover 2012-12-02 3,333 jerking oral swallowing
100%
But it's just two guys right?
CD's and TV's are not really chicks they are guys and they have guy sex drives! Unlike many online Cyber Queens as I call them. Years ago I did do some cross dressing. Unlike those AOL and Yahoo frauds I really did dress up and unlike them despite digital cameras being new things and ve... Read full Story
Jennifer4u727 2016-11-03 16,433 first time cd tv hotel Straight Guy
66%
Mistress Jasmine Made Me a Slave
Since long I haven't written a story so maybe I am a little rusty but I hope you enjoy it anyway. There are some autobiographic parts in it but most is fantasy, which part is real and which is fantasy I leave to you. Like any other author I do love comments too, whether they are good or bad. So plea... Read full Story
shemale lover 2011-09-23 9,303 asshole bdsm fingering dominant
100%
Becoming A She-Males Bitch Part 2
After last nights ordeal I was given something to drink and taken to a bedroom upstairs. What I drank must have had some kind of drug in it because I was knocked out. I bet I was asleep in just a couple of minutes. I barely even remember lying down. When I woke up I was naked, sore as hell and fe... Read full Story
shemale lover 2012-01-04 8,832 cum oral domination
50%
The Greatest Lie Part 6
In my rare moments of leisure in the weeks following my close encounter with death, I had had little opportunity to talk about it. Of course, the police had asked perfunctory questions, and I had testified at the coroner’s inquest, but until my next appointment with Dr. Erika Wright, I had not... Read full Story
shemale lover 2012-01-19 4,555 hardcore erotic encounters fantastic
100%
Eve Quest
Chapter 1 My name is, or maybe we better make that was, Andy Moore. Until recently my personal identification was in the name of Jamie Jo Moore and everyone I knew called me Sissy. My parents died in an automobile accident when I was twenty-four years old leaving me an estate of around $3,000,... Read full Story
shemale lover 2012-04-21 6,369 domination oral sex transvestite
100%
Amethyst: The Girl with a Penis
I stand and look at myself in the mirror. To my eyes I appear to be just an average every day female university student. I have on a pair of blue lacy panties with a matching bra and my mahogany hair is pulled back in a blue ribbon. Hazel eyes stare back at me from a fair complexion as smooth as a b... Read full Story
shemale lover 2012-10-28 5,175 Cumshot Blowjob kissing
80%
Physical exam that embarrassed the fuck out of me.
Hello and welcome. My names safebet1980 aka Dug if you want a easter name to remember lol.. Right about now some of you are saying to your selfs that name sounds familiar and it might. If your looking at porn I'm on a lot of sites both as a user and a uploader of Amateur videos I both shot and sta... Read full Story
safebet1980 2022-10-11 4,649 Amateur Homemade
42%
Chinese Extremes Part 3
It was time to leave Mistress Ming's house and Lien was dressed, or rather tied up, by the two little sissies. First a brutal corset was fitted around Lien's waist, followed by a broad, black leather collar. Lien's hands were then tied in an armbinder, a black leather sack that held Lien's arms behi... Read full Story
shemale lover 2012-01-17 8,574 torture extreme bondage and discipline
50%
The Greatest Lie Part 2
Never take a long distance bus if other transportation is available. If I had just lobbied my parents a little harder, they probably would have sprung for the plane fare for my summer school session at Minnesota. They were still pissed at me about the problems I had at the end of senior year, but th... Read full Story
shemale lover 2012-01-18 3,164 taboo hardcore femdom
0%
The Greatest Lie Part 19
The booked me as Alex Rios and handed me an orange jump suit and slip-on boots. I changed in a tiny curtained alcove and relinquished my clothes, shoes and purse, and became Inmate 265743. The booking clerk ignored my pleading eyes, so I begged. "You can't put me into a male population. I... Read full Story
shemale lover 2012-01-21 4,807 hardcore femdom erotic encounters
92%
Seduced Willingly
Finally, I moved to a city that was exciting, Miami. I moved to Miami looking for something new and adventurous. I grew up in very conservative town where nothing exciting went on. In Miami I found different languages, gay people, different ethnic persons, art, and culture. However, my job keeps me ... Read full Story
shemale lover 2012-04-16 5,875 anal sex cum orgasm fingering
100%
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
shemale lover 2012-07-29 12,517 Cumshot Masturbation oral sex
100%
First Night Nerves
My name is Timothy. I live in a large city in the English Midlands with my girlfriend Debbie. We are both 22 years old and have lived very happily together for over 3 years. We both work in a call centre for a large financial organisation. I am not tall – 5' 4" on a good day – and h... Read full Story
shemale lover 2012-09-22 4,052 anal orgasm fingering
92%
First Times
A little background is in order. During my teen years, I became involved with a woman that helped me discover the pleasures of my female side. Sue helped me to dress and act in a very feminine manner. We were almost like sisters in the way we became so close. She would sometimes describe how good... Read full Story
shemale lover 2012-11-02 3,902 first time Cumshot sucking
100%
Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
shemale lover 2013-07-18 8,428 anal sex Ebony oral sex Interracial kissing
75%
Aunt Susie's Training Part 5
Aunt Susie and I woke up around 1030AM and Aunt Susie said we need to get ready for a surprise appointment in the city. We put on our make up, I pulled a ponytail again and we got dressed in jeans and heels and matching white button down shirts which we left untucked. We drove first to Aunt Susi... Read full Story
BITCHGURLvr 2024-05-16 2,935 cock sissy Cigarettes
80%
Growing up wrong
Hello my name is Krystal, but everyone calls me Krissy. I'm 25 & live in the Detroit area. I work at a local hospital as a Physicians assist & I love it! I'm pretty much a doctor but limited at meds I can proscribe & I don't have to have malpractice insurance. Last night was my third ... Read full Story
shemale lover 2014-03-31 8,230 shemales taboo gay male
63%
Domination Island Part 5
The man who belonged to Serena woke with a start. It was dark and very warm and he was covered in sweat. Another nightmare, another recurring hellhole. These dreams were all the same. Beautiful women running at him and he was unable to move. And they all had enormous penises, rock hard and drip... Read full Story
shemale lover 2011-09-24 25,995 shemales Lingerie domination
100%
A Stitch in Time Saves Nine
I'm lucky to have met Frankie. She's not one in a million, not with (at last count) one in ten males transitioning to shemales, but she's still a relatively rare find. We females who are transitioning to hemales, on the other hand, currently number thirty-three percent of the world's population! Fem... Read full Story
shemale lover 2011-09-29 4,065 Sex Toys lesbian homosexual
80%
Career Shift
Receptions are not my favourite things in the world to attend. I don't mingle and 'rub elbows' like agents and sales people do. I usually end up at the bar drinking alone, looking at all the phoney people. I am a writer, a sports column writer more specifically. The magazine that I write for is one ... Read full Story
shemale lover 2012-03-06 5,776 Group Sex Blowjob fingering orgasms
85%
Afternoon Tea on the Lawn
I waited outside the shop for it to open. It was quite chilly and my legs where frozen even though I wore an expensive pair of sheer stockings. The dress wasn't much warmer and I wished I had a full-length coat. Trish, the owner was the first to arrive. 'Hello darling, nice Christmas?' She kne... Read full Story
shemale lover 2012-08-29 4,452 Stockings Lingerie oral sex cum swallowing tiny cock
85%
I Told You
“No, please…” I barely audibly whispered. “Shut up you little cum whore!” “So... ohh god, no... Fuuuuuuuck,” the words leaked through my painted lips. “You want that hole filled too, you little cocksucking bitch?” “No, please! ... Read full Story
shemale lover 2012-09-29 6,067 anal Cumshot oral domination crossdressing
92%
Finally, My First Tranny!!!
I just came out of the doctor's office in downtown Philly from my 3 month check-up. I was pretty horney since my doctor is a female and I had a complete physical so she and her nurse were in the room with me. I got to the train station to go back to Willow Grove and was standing on the platform when... Read full Story
shemale lover 2015-07-19 34,486 anal first time shemales
44%
Halloween Disguise
an original story by me. its not true more of a fantasy... this story starts october 14th. first of all i am a 23 year old boy, i just moved to a different state to go to college, i dont have many friends and have only been her a couple of months. today was like any other day, had to wake up e... Read full Story
shemale lover 2011-08-07 4,576 first time shemales gay male
83%
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
shemale lover 2012-09-28 6,179 Cumshot Fetish Lingerie oral sex
100%
Angel Chapter 9
Angel Jones had been working as a teller at the big London bank for over a year, and her duties had become almost routine to her. It didn't seem like a rut, because she enjoyed her work, and it paid well enough to meet her needs. She enjoyed a good relationship with her fellow tellers, mostly attrac... Read full Story
shemale lover 2012-12-02 4,278 cum fuck oral
66%
Plant Food
Written by: Slayzer Rewritten by: Hobgoblin ~~~ “Where the hell are you, Terry!?” Rebecca snarled, tirelessly searching for her little brother. Rebecca, a pretty sweet sixteen dressed in casual in khakis and a pink T-shirt, was pissed off. It was Saturday night and she’... Read full Story
BoyVixen 2016-03-26 6,982 asshole cum incest
100%
Am I Who I Think I Am? Chapter 2
Well,I can't lay here all day and dream! I feel so good, so loved, so ravished. My smile is touching the pillow on both sides! I'm laying here daydreaming about my deflowering this morning. Inside me lives my lover's DNA, looking for a life to create. (Nice try little spermies, but you won't find it... Read full Story
shemale lover 2012-10-19 3,524 Cumshot sucking Fetish
80%
Boy Meets Girl
"What's her sister look like?" Dave Newell asked his brother. "You've seen Steph. They're sisters." Stephanie Johnson was a hottie, no doubt about that, Dave thought. Still, that didn't necessarily mean that her sister would be a looker. If Stephanie were from Venus, her si... Read full Story
shemale lover 2011-11-05 5,250 asshole oral sex tgirl
77%
More Than A Woman
Doctor Carter surveyed the gathering of ladies before him. Something wasn't quite right, but he just couldn't put his finger on what it was. He had been invited to speak on Female Reproductive Health but the women were neither the charity driven older matrons or eager young housewives that he exp... Read full Story
shemale lover 2011-11-17 2,797 cum oral
83%
More Than a Lady
Doctor Carter surveyed the gathering of ladies before him. Something wasn't quite right, but he just couldn't put his finger on what it was. He had been invited to speak on Female Reproductive Health but the women before him were neither the charity-driven older matrons nor eager young housewives th... Read full Story
shemale lover 2011-11-24 4,371 pissing Ladyboy Mature
50%
Judi's Fantasy
When I got home I could hardly stop thinking about the wild night with Judi. I didn't even care if my wallet was empty. I was going to work plenty of overtime that next month to make up for it. Judi gave me specific orders not to call her but she would call me whenever she was not busy. About two da... Read full Story
shemale lover 2012-01-02 5,924 anal sex dildo orgasm
100%
The Greatest Lie Part 3
My weekend escapade with my first real lover, Jake, convinced me that I was destined to live as a girl, despite having been born a boy. Unfortunately, it was my male persona to whom the University of Minnesota had extended admission and a scholarship, and I wasn’t quite sure how they would rea... Read full Story
shemale lover 2012-01-19 4,321 hardcore crossdressing erotic encounters
50%
The Greatest Lie Part 18
They say that prostitution is the oldest profession. I disagree. Some guy must have been a professional hunter to have gotten together the spare change to pay for that first commercial fuck. It's like that chicken and egg conundrum. Eggs definitely came first. Just as mutation precedes evolution, th... Read full Story
shemale lover 2012-01-20 4,199 taboo hardcore femdom
33%
A Certain Perception
Kyra was not the girl of my dreams. I never DARED dream a woman that good would just walk into my life. She was smart, sassy, vivacious, intuitive, resourceful, and a real 'people person'. We met in an Internet chat room called "Working Girls". We're not talking about the kind you find in ... Read full Story
shemale lover 2012-02-23 8,231 Fetish transformation dildo
87%
Finishing School for Shemales
Mistress K looked at the school report and smiled. She wouldn't describe herself as an evil bitch, but plenty had. She was proud of her position. Headmistress of the Finishing School for TGirls. So many beautiful shemale girls had left her careful administration and gone on to happy lives, or ... Read full Story
shemale lover 2012-08-09 10,507 shemales Cumshot domination oral sex
84%
First Time Crossdressing with a mate part 1
It was the height of summer, and my girlfriend was out of town for 2 weeks. I'd had a handful of experiences with guys before, but ever since I dressed up like a slut for the first time, I couldn't stop thinking about meeting another crossdresser for some horny mutual fun. I had been faithful to my ... Read full Story
shemale lover 2014-07-21 6,119 Cumshot suck wanking swallowing 69 cd
50%
Out of Town Meeting
Dinner was seamless, the food, the music, the wine, the company. Tony’s out of town business meetings were usually painful, in that he hated living out of a suitcase and eating alone in overpriced restaurants. This trip, he was enjoying every second of it. He’d met up with Chantal, a wom... Read full Story
shemale lover 2011-08-14 3,557 shemales hardcore bdsm
66%
Candy Pink Part 2
Chapter 4 My parents had a letter shortly after from the headmaster Mr. James Allen. I was to head out to CA before the start of winter term to get settled into the dorms and go through orientation. The letter said I should be there no later than December 1st and that they would arrange for me to... Read full Story
shemale lover 2011-12-08 4,432 taboo Fetish crossdressing
100%
Permanent Stay in Mastersville Part 2
I had some time to think about this as she dragged me out the front door and threw me into the backseat of her car, shut the door and left me there as she went back into the house. I sat there in the car thinking about what would happen to me, if Mistress had really meant what she had said about tur... Read full Story
shemale lover 2012-01-08 4,366 toys bondage and discipline heavy reluctant
100%
Carla Chapter 3
So, I reflected, I had quite a day ahead of me. Initially excitement coursed through me as I contemplated the evening to come, and the scope to explore the new extensions to my sexuality. I vividly recalled some moments of the time I had already spent with Carla, particularly it seemed, when I felt ... Read full Story
shemale lover 2012-03-07 3,837 Creampie deepthroating stroking
50%
Chinese Extremes Part 6
If Lien had expected that life as one of Master's special slaves would be easier she was sadly mistaken. As one his chosen few she was expected to perform much, much better to all other slaves. This meant a much harder schedule than all the others had. When Lien had been a house-slave she had never ... Read full Story
shemale lover 2012-01-17 4,385 torture extreme bondage and discipline
66%
Would You
'Would you...?' 'Look the part to play the part....' 1 5' 4...dreaded, and to be dreaded....bookish, be-spectacled—damn near owlish....so much so that you might miss the way her tits spoke to you no matter how much she attempted to 'silence' them ....that you might miss the way her sk... Read full Story
shemale lover 2012-09-23 6,566 sucking cum massage