Sort by
Relevancy

Free Stories

89%
Fem Firm 2 -The Weathergirl
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
bennyx709 2016-11-14 18,329 big dick anal sex suck Blowjob cock sucking workplace
50%
Transvestite father异装癖的父亲和儿子被农民工虐待
'migrant worker S, good at foul language and humiliation, SP, heavy hands, is it acceptable?' On the SM dating software, a message popped up. Migrant worker S. What the hell? I casually click on his information, 39Get 186 and 76, dynamic is full of handsome muscles, muddy shoes, a glimpse of gar... Read full Story
Oldslut Sissy 2024-08-21 2,145 Amateur Big Cock Asian Sex Toys Mature sissy chinese
100%
The Terrace View Apartments Part 3
Standing alone on the street outside the Terrace View Apartment complex, I found myself shaking uncontrollably with a mixture of apprehension and excitement. Physical exhaustion probably had a lot to do with my nerves as well. After all, I’d only begun what I had hoped would be a new life a fe... Read full Story
shemale lover 2011-11-18 3,545 anal cum oral crossdressing
100%
Jamie is taken Part 3
When this process was completed the Chinese gentleman s turned to his new acquisition in the floor. He lifted him up from the floor and deposited him on a high-backed chair; his legs still folded up, and tied him to it. Then he removed the strap from around his throat and instead shoved ... Read full Story
shemale lover 2011-11-30 6,693 Fetish domination bondage facefucking
60%
Aunt Cindy's Bizarre World
My name was Jim Rogers Jr. at one time. I was born and raised in a small town in a rural county in Oklahoma. My father James had been the pastor of the local Pentecostal Assembly of Jesus. Dad was what was known an ultra conservative hell fire and brimstone preacher. My mother's name was Allison. Sh... Read full Story
shemale lover 2011-12-02 10,399 taboo Fetish crossdressing sentimental erotic
33%
Growing up CD
Peter, Max and I played together like that for the rest of the weekend. We must have sucked each other's cocks at least 10 times over the three days. Peter and I were both physically drained. Max just seemed to be insatiable for our bodies. He didn't want us to go. He kept on saying how much he ... Read full Story
shemale lover 2011-12-04 4,389 sucking Fetish
71%
Glory Hole Girlfriend
My boyfriend likes to take me to the local adult bookstore, into the back where the video arcade is. There's always a lot of men there, strangers that we don't know, and I feel funny when they look at me. They wonder why a pretty young woman would be back there. It smells too. A rich sweaty sc... Read full Story
shemale lover 2011-12-18 7,566 Creampie ass fucking mouth fuck
57%
Debbie Part 9
It soon turned out that Debbie wasn't destined to spend the rest of her life as a whore. As she returned to the apartment one night one of Mistress' men was waiting for her. She had only just opened the door, when without a word he cuffed her hands behind her back, gagged her and put a collar and le... Read full Story
shemale lover 2011-12-23 6,598 transgender toys bondage and discipline heavy
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 4,513 hardcore crossdressing erotic encounters
100%
Jon Story
When I learned we would be in Rio for a few days, I was overjoyed. Rio de Janeiro would have just what I was looking for. While on leave in Australia, I had developed a yearning for special girls, and through careful research, Rio seemed to be someplace very special indeed. It first started... Read full Story
shemale lover 2012-01-26 5,181 Creampie tits fucking big
76%
Nylon teasers
They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... Read full Story
shemale lover 2012-01-30 10,196 Stockings Big Tits fucking foot fetish
100%
The Perversion of Bev - Part 1: The Beginning
“Some fucking romantic weekend this is turning out to be” thought Bev as she sat alone in the hotel room. Phil had told her he’d booked something special to celebrate their Silver Wedding anniversary and she’d been so looking forward to a weekend away without the kids. The fi... Read full Story
shemale lover 2011-10-11 4,818 anal first time shemales
50%
The Sweetest Taboo
"Hey sis! Remember me?" Tisha Roberts stood at the door in complete shock looking at the person in front of her, the latest KaySlay CD whispering its aural presence in the background. She scanned the person in front of her, trying to figure out what was going on. The woman in front of h... Read full Story
shemale lover 2011-11-14 5,608 Cumshot cum swallowing handjob
100%
Tony to Tanya Part 2
Tony woke up on Saturday morning feeling excited without knowing exactly why. He tried to sit up, but his left arm was pinned down by Sarah's body. This was normal for a Saturday morning, since she tended to sleep at Tony's house on Fridays. The reason he was excited suddenly hit him. On Tuesday,... Read full Story
shemale lover 2011-12-19 3,323 sucking transsexual cum swallowing
100%
Trans State Private School
Tommy heard a rumor that the Trans State cheer leading squad (even though it had the prettiest, sexiest girls in the state), all had cocks hidden in their cheerleader panties. His school was playing Trans State that day, and Tommy had to find out if it was true. The squad was on the fie... Read full Story
shemale lover 2012-01-04 5,638 shemales gangbang cheerleader
63%
My Mistress, My Slave
I first met Robert as I was moving into my new apartment building. He was just one of the several men who appeared out of the thin air and offered to carry my furniture and boxes up to my new second story apartment. Most of these manly he-men only appeared because they wanted to get to "know&qu... Read full Story
shemale lover 2012-01-18 8,199 suck crossdressing erotic encounters
50%
Dead Ends
* * * My job is simple: I'm a masseuse (code word for prostitute). It used to be fun, too, but, after a while--well, let's just say the thrill is gone. I mean, how many cocks can a girl suck or fuck until the novelty's worn off? (In my case, I reckon the number at about 3,000.) So, I don... Read full Story
shemale lover 2012-01-27 3,537 Masturbation cum massage
0%
The Escape
Narcissian lay naked with his legs spread. His face was buried in a puffy pillow, and his fists clenched the satin sheet of the soft bed upon which he was sprawled. He arched his back, raising his round backside to Nefertiti. Nefertiti was a black Saharian princess who's country had been... Read full Story
shemale lover 2012-01-28 3,278 Masturbation sucking Ebony fucking
72%
From Tomboy To Boy
Mike Flannigan is a wealthy man who, at the age of forty, could certainly afford to retire from his law firm with a lot of money to spend. He had always been the most driven person in his family. He was born in 1951 in Dallas and lived there for most of his life. His parents were a working-class cou... Read full Story
shemale lover 2012-12-03 4,443 anal sex sucking Creampie
95%
FEM FIRM: Character Intro & Part 1
Coxson & Dicster is a law firm made up of nothing but she males They are: Debra Coxson- 37 Debra has been a lawyer for 12 years and started the firm with her college roommate Angela Dicster 5 years ago. She's a leggy ash blond with 38D tits a great ass and a 9 inch cock. She loves to ... Read full Story
bennyx709 2016-11-14 7,258 Cumshot suck oral cumming cock sucking transsexuals
86%
Miko and Mali; Thailand's finest teen sisters
Last August my friends and I went on a “lads holiday” to the beautiful country of Thailand. We had booked a fortnight, which was to consist of five nights in a city hotel in Bangkok, and the remainder in a stunning 5* resort in Phuket. It was my first time in the country, my friends hav... Read full Story
shemale lover 2014-06-25 8,405 shemales taboo lesbian sex
100%
A Fetish Doll For Mommy
There is a very old saying," Be careful what you wish for because you might just get it." My fathers name had been James Bradley. He had been a CEO of a top Wall Street investment firm. My father didn't climb to the top by being a good guy. He was a total prick who would stab anyone he had... Read full Story
shemale lover 2011-11-13 11,917 Fetish crossdressing erotic encounters
60%
A Ski Bunny is Born Chapter 3
Kim and I are thrilled that so many people are enjoying reading about our adventures. We have received so many really nice e-mails from lots of lovely people, its good to know you girls and guys out there are enjoying them! We had promised each other a trip to Europe but hadn't really made any fi... Read full Story
shemale lover 2012-06-22 8,640 Cumshot Sex Toys 69 position handjob
62%
Man Is Humiliated By Escort
I am a very adventurous, open minded married guy. I am 6'2", 150lbs and I have a 5" cock. My wife (Mary) is great but she is very straight laced and doesn't like to have sex but twice a year so I decided to look elsewhere to fulfill a few fantasies. I am sure my size and stamina have a lot... Read full Story
shemale lover 2011-09-30 7,400 sucking Big Cock cum domination
50%
and Daisies and Lollypops
One of the most intriguing television phenomenons of the past 10 years has been The Jerry Springer Show. From trash talking prostitutes to mother-daughter love affairs, the most shocking underbelly of American culture has been exposed to those who would never suspect. One of the recurring themes tha... Read full Story
shemale lover 2011-10-24 3,186 Fetish transsexuals lesbians
50%
Film At Eleven
I'm a shemale. I'm also an exhibitionist. And a news hound. These interests, as I've learned, don't always go together--or maybe they do. Let me explain. Since becoming a woman in every detail but my genitals (which remain, as they always shall, defiantly masculine), I've delighted in "accid... Read full Story
shemale lover 2011-10-29 3,481 Cumshot Masturbation exhibitionist
80%
Alpha Gamma's Secret Part 3
-7- "This has been an important and exciting year for our sorority," said Jessie, House President, to the assembled sisters of the Northeastern University chapter of Alpha Gamma Tran. Today was a very special day. It was the annual Commencement Ceremony which marked a successful en... Read full Story
shemale lover 2011-11-03 3,948 transsexual orgasm ass licking
91%
Lake Surprise
After finals of my first year in college in a northern university, I was ready for some real relaxation back home in the warm south. During finals I had started thinking how nice it would be to borrow my brothers boat and hit the lake for a week. I talked my roommate into making the trip home ... Read full Story
shemale lover 2011-12-08 10,927 anal Group Sex Creampie
83%
Story for adults Part 1
This story is strictly for adults. If you are minor or if you are offended by stories with a sexual content, don't read any further. Chapter 1 Pete thought he was a very lucky guy. In his early twenties he was quite rich, having inherited a fortune from his late parents. Because of his relative w... Read full Story
shemale lover 2011-12-20 6,265 bondage and discipline heavy feet reluctant
100%
What The Wife Doesn't Know...
After 5 years of marriage I was getting bored. Don't get me wrong, my wife was great in the sack, always ready to go, and keen to experiment, but I needed something she couldn't give me: cock. After thinking about it long and hard (no pun intended), I decided that not just any cock would do. I d... Read full Story
shemale lover 2011-12-25 11,843 cum ass fucking
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 9,086 cum oral domination
75%
Old Folks Part 2
It had been eleven months since that day when I arrived at Honey and Frank's house. It was about 1am at night as I stood in a quiet street waiting for Frank to pick me up. I had just finished with my last client for the night a good blowjob with him ending up cumming on my face. I was touching up my... Read full Story
shemale lover 2012-01-10 7,086 transsexuals erotica romance crossdressers
100%
Alex Two: The Next Time
Part Two of ??? (there is another series I'll start too, Hopefully its not too repetitive and my fetishes aren't showing too strongly. heh. That is sort of a prequel to this, I guess. I had forgotten about it till just now when I found it in a misnamed folder.) Alex Two: The Next Time.... Read full Story
AlexShouse 2012-07-12 3,381 tranny Crossdresser Masturbation
92%
Thank you for Paradise
This hot shemale story was sent to me by our forum member Leeya and i'm anxious to share it here with everybody. It's a classy story about a guy who went to an Asian country on a business trip and met a very beautiful womain in a very romantic atmosphere... Little did he know that this young voluptu... Read full Story
shemale lover 2015-03-13 6,634 anal Asian Ladyboy
96%
A slave for three beautiful shemales
Here's another great story that was submitted by one of our readers. Enjoy reading. I used to be a bouncer at a night club and one day after my shift a very foxy black busty babe approached me just outside the club. She was wearing hot pink track pants and itty bitty tube top that was some how ho... Read full Story
shemale lover 2015-05-25 7,866 anal cum dildo
50%
A Cyber-Awakening
This story is based partially on an online chat I had once with a real person, who will remain nameless for the sake of privacy, when I was back in college. The woman in the story showed me a new side to myself and my sexuality that I had never known existed until I met her online. I will be forever... Read full Story
shemale lover 2011-10-28 3,889 asshole transsexual oral
85%
Alpha Gamma's Secret
Molly woke up to the sound of her alarm clock beeping. She opened her eyes slowly and looked at the time. It was 7:00 AM. She groggily reached over to shut it off, pulled away her blankets, and stepped out of bed. She walked from the bed room which she shared with her sorority sister Gina to the ... Read full Story
shemale lover 2011-11-02 4,725 Small Tits asshole transsexual
88%
Stepdaughter's Transexual Surprise Part 2
As I ended the first chapter of my love story, my Stepdaughter Dawn and I were returning from loading a Ryder truck with her possessions. We were to spend the night at home, then continue on to her new place in the morning. We had stopped on the way and enjoyed committing acts of sin by Dawn seducin... Read full Story
shemale lover 2011-12-04 7,217 anal cum facefucking jacking off
31%
Headmistress' Favorite Sport
When Susanna lost her second job only two days after losing her first; she had no choice but to accept her sister's kind invitation. Susanna had been loath to do so because of two things. Firstly there was pride. Although she had accepted Rachel's offer of help with paying for the children's school,... Read full Story
shemale lover 2011-12-12 7,155 torture toys bondage and discipline
50%
I am Baaack! Part 10
She turned back to Dainie, and spoke to her like a proud parent. "Dainie, honey, I am so proud of you! I'm so sorry I had to speak harshly to you earlier, but you do know that you deserved that, don't you?" Dainie nodded yes. "And don't you feel so much better, now?" Dainie shyly... Read full Story
shemale lover 2011-12-17 2,013 crossdressing erotic encounters fantastic
90%
Bethany's Secret Part 2
-3- Before beginning my story about what happened to me the week before Christmas, I should explain what had happened during the past few months. Early in my senior year of high school, I had met a gorgeous girl named Bethany who became my girlfriend. On the day of our four month anniversary, we ... Read full Story
shemale lover 2011-12-18 4,098 licking cum fingering
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 4,531 toys bondage and discipline heavy reluctant
100%
The Greatest Lie Part 9
Two hours after saying goodbye to Rick and Randy, Tran and I left Minneapolis and boarded a plane to LA. I fell asleep at take off, and woke as the plane began its descent. Tran was staring out the window at the city’s lights spread in an endless shimmering galaxy below. "Wow, I love LA a... Read full Story
shemale lover 2012-01-19 4,055 hardcore erotic encounters fantastic
50%
Farria
It was hard times for Dre. His business had failed and he had fallen into bankruptcy. His wife left him after he was caught cheating with another male... a male dressed up as a woman. He was financially in the dumps and had to go move in with his little brother Ray. Ray had recently moved o... Read full Story
shemale lover 2012-01-28 2,728 Big Tits sucking cum fucking
50%
Interview with a Fluffer
. "Clarissa", I want to thank you for agreeing to do this interview with me. I think a lot of my readers will be very curious to hear about your experiences in the industry. First of all, can you describe what is involved in your job for me? A. Hi Leah, first of all, no problem, I... Read full Story
shemale lover 2012-01-30 5,640 sucking cum fucking
50%
A Married Marilyn
"Class is dismissed. Don't forget the project due…" "Huh, what?" Marilyn woke up disoriented from her nap. When she finally came to, she vaguely remembered some project for Intro to Computer Science, gathered her legs from the chairs in front of her, dusted off her b... Read full Story
shemale lover 2012-03-18 7,432 Group Sex Masturbation sucking Sex Toys
87%
Feminized By My Mother Chapter 2
My mom was staying in as were Jen's parents so we parked on a dark road and made out while I fingered her. Her panties were absolutely drenched when I was finished, and she rubbed her hand inside them and used her pussy juice to jerk me off, I spurted all over my pants and she laughed. "I ho... Read full Story
shemale lover 2012-07-24 13,445 sucking Fetish fucking sissy
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 12,898 Cumshot Masturbation oral sex
100%
Finishing School for Shemales Chapter 2
Davina hurried down the hallway, her books clasped in front of her heavy breasts to stop them jiggling as she ran. It had been almost two weeks since she had truly given herself to Mistress K in the beautiful, imposing headmistresses study, drinking the transgendered woman's seed from another T-g... Read full Story
shemale lover 2012-08-09 6,558 cum fingering little cock
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 6,837 sucking cum massage
100%
Stranger at a hotel
This is very true,few years back my mother passed away,left me a bunch of money,afterward,i now had money,but no family,so i was wild,parting,having alot of,hot man sex,by the way,im a chubby,very fem. tan, smooth,i look, act,an love to be treated,like a girl,an love it when a well hung horny man is... Read full Story
shemale lover 2012-10-11 3,276 anal hardcore doggy style
95%
Dana becomes a woman
All her life, Dana had felt different. Born a boy, she always preferred dressing in girl clothes and playing girl games. She was mistaken for a girl from the time she was toddling - her feminine face and manner always convinced people. By the time she graduated high school, Dana discovered her ma... Read full Story
shemale lover 2013-07-20 4,940 Crossdresser Cumshot Masturbation oral sex ass fingering
100%
Daddys Little Slut
I have been living with my dad for the last year after my mum who is Indian, found out that I was doing lots of drugs, and that I was bi and also a cross dresser. We never talked about it as for me, the cross dressing was on and off and usually when i was high. When i turned 25, I tried meth, and fo... Read full Story
aishacox 2023-01-31 5,697 Crossdresser Cumshot Fetish Blowjob Latex
100%
My first cock sucking experience Black CD/Transsex
My first drunk TS/CD experience. True story It was the early 90's. I lived in LA and had not much going on in my life in terms of a sex life. I had ventured into straight porn and when I dared to, at the video store I would sneek in a shemale video here and there. I would find the scenes ... Read full Story
likesboth 2024-10-11 1,544 Crossdresser Amateur Blowjob Big Cock Ebony