Sort by
Relevancy

Free Stories

90%
Collette's Property
I've been Collette's lover for four years now and this gorgeous, incredibly kinky woman still continues to amaze me. Our sex life would be unimaginable to most people, even those who live lives embracing BDSM and other fetishes, and it's Collette who makes it happen. Of course everything is a trade ... Read full Story
shemale lover 2012-12-19 8,037 anal Crossdresser Blowjob domination ass fingering
100%
A Secret Fetish Chapter 1
When teaching a section of my favorite class, "Modern Erotic Literature", I noticed a guy in the back of the room acting strangely. He was in obvious discomfort, and I wondered why. It was during the lecture where I discuss fetish stories. Students find it a revelation. The first thi... Read full Story
shemale lover 2012-06-11 4,744 Crossdresser Fetish Blowjob
100%
Discovering Mistress Sarah's World Part 7
Chapter 18 A Life Changing Decision Sunday morning was not much different than the day before for Josie. He woke-up on the floor outside Mistress Sarah's bedroom, dressed in a silk night-gown and his cock was hard and aroused when he awoke. Just like Saturday morning, he crawled into the bedroom.... Read full Story
shemale lover 2012-10-03 5,468 cum domination oral sex feminization
100%
Wife Converts Husband Chapter 3
After about a month of being dressed up and acting as a female, trying out all the different outfits we had purchased and Shelley feeding her strap on cock to my willing mouth and ass every chance she got. My ass and mouth was now well and truly broken in. Shelley came home one arvo with a flyer ... Read full Story
shemale lover 2012-10-18 5,532 anal sex sucking cum swallowing
97%
How I Met Alyssa
I groaned as the sun was shining onto my face. I turned around so I could get some more sleep, but I saw it was 9:22 am and I decided it was time to get up. I got out of bed and went to the bathroom of my little apartment to freshen up a bit. I looked at myself in the mirror and saw a 20 year o... Read full Story
shemale lover 2013-02-12 14,218 hardcore sucking Big Cock ass fucking big boobs
33%
Kimberly Wilder: An Assessment
Pull up a chair. Oh. That's right. If you're reading this article, you're most likely at your computer monitor, which means that you've already pulled up a chair. Okay, good. In this article, I'm going to review the splendid art of a magnificent (and very beautiful, too, by the way) transgende... Read full Story
shemale lover 2011-09-19 7,714 transsexual tgirl cock sucker
90%
Becoming a Drag Queen
I was thrilled when my boss told me he was sending me to San Francisco for a conference. It was a location on my "Top 10 places I wanted to go". I went online and Googled the major attractions and tourist "must sees in San Francisco. The conference was Wednesday to Friday and I figure... Read full Story
shemale lover 2012-03-01 13,977 first time sucking fuck domination
40%
First Sexual Crossdress Experience
How my secretary found out I'm a bi TV and how me and my TV friend educate her into some of the more zany aspects of TV sex. *** As I laid back against the wall of the toilet with my nylon-clad thighs spread wide and my erect cock jutting up lewdly from between them, the wooden door in front o... Read full Story
shemale lover 2012-09-27 5,650 first time Fetish cum oral crossdressing nylon
66%
Discovering Mistress Sarah's World Part 9
Part 9 -- The Final Part Chapter 23 Leaving Work Josie's last week at work and concluding week of his normal life went quick. At work he spent time getting things in order for the next unlucky person to take over his job. Mentally he was already checked out of work. All he cared about was gett... Read full Story
shemale lover 2012-10-04 3,998 Fetish ass licking domination
89%
Tgirl BBC slut Jill ravaged by 3 BB12"Cs at BBC nightclub
I'm a white whore blonde bubble butt Tgirl BBC fuck slut living in Las Vegas. I love it here because we get many big black studs who cum here to be serviced. I dance at a private unadvertized no-name shemale club off the strip which caters to big black studs only. I love the thrill of being on ... Read full Story
TgirlSlut4BBC 2015-02-15 16,856 tranny ass Big Cock gangbang high heels bbc
60%
The Creators: Book One by
Chapter One: The Life Giver BRANDON My twin sister is dead, but she’s not gone. Death is a tragedy in the remote village of Towerhead, but it’s not a rarity. Farming accidents, disease, famine, natural disasters, you name it, it kills people in Towerhead. So, six years ago, when the oxen-pul... Read full Story
sagga 2018-09-18 30,413 Teen (18+)
100%
Lady In The House Ch. 08
A story by MicheleNylons (Crossdresser must comply with jailhouse heavy.) "You!!!" Eddie screamed through the bars, then laughed. "Well done girls, quite a show, I really enjoyed that; and so did Michele obviously," he said snickering and pointing at the tent in the front of my skirt caused by... Read full Story
✘Transensual✘ 2019-02-25 5,796 Crossdresser domination PRISON PUNK prison sex Prison Bitch
90%
The Conference
It had been a long day at the conference. During my evening meal in the hotel restaurant with some colleagues I noticed a stunning looking woman across the room. We met eyes on several occasions and acknowledged each other with a warm smile. She stood up to leave the restaurant and I was able ... Read full Story
shemale lover 2011-12-24 5,640 Fetish crossdressing erotic encounters
100%
Been Caught Cheating Chapter 3
I awoke in pain. I had slept bound all night. And it also seemed that I had been hit with something to wake me up. Angela was standing over me with one hand on her hip and the other holding my bounds that I slept in. She was already dressed and ready to go. I looked around to make sure we were alone... Read full Story
shemale lover 2012-04-23 4,154 Fetish domination crossdressing
100%
Discovering Mistress Sarah's World
Chapter 1: Meeting Mistress Sarah Joe's heart pounded fiercely as he stood at the door to his Mistress's house. He did not expect to be so nervous at his first meeting with her. After all he had known her for over a year. Mistress Sarah had been gracious enough to allow him into her world. He was... Read full Story
shemale lover 2012-10-01 5,917 Fetish domination cum swallowing feminization
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 7,383 Creampie ass fucking mouth fuck
100%
Slaves Wanted
Right, if you're reading this, then you are probably already interested in being a good little slave slut. Now I'm going to take you one step further. I'm recruiting slaves now; I don't care if you're a man, woman, cd, tv or shemale, I need you to submit yourself to me. . .now. Here is what yo... Read full Story
shemale lover 2012-01-30 4,684 sucking cum Sex Toys bondage
60%
A Sissy Boy is Made
By any measuring stick Greg Martin was a wimp, and a very submissive wimp at that. His wife of 14 years, Jaclyn, had discovered this even before the two of them were married. Actually, Jaclyn wouldn't have taken a second look at Greg, as most women didn't, had it not been for his submissive nature. ... Read full Story
shemale lover 2012-06-15 8,503 Cumshot oral sex sissy
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 3,566 Cumshot sucking Fetish
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 7,188 sucking Big Cock cum domination
100%
Secrets
Jon had invited me to spend another weekend at his place with another of his friends. I always find his friends to be interesting so I accepted. Jon had given me a garage door opener and a key to his home after my first visit. He met me as I parked my car in the garage. He was wearing his usual skim... Read full Story
shemale lover 2011-11-01 6,128 anal Blowjob transvestite
100%
Young Hercules: Versatile Stud by The Fan
Prometheus Academy. It sat atop a hill, dominating the vast region of Thessaly, Greece. It was the most prestigious school in the area. The most famous men and women of the world came there to get their education. The sons and daughters of kings and queens, ... Read full Story
shemale lover 2011-12-01 3,392 anal Creampie jacking off
50%
Hotel Humiliation
My world begins to fade back to from blackness. I'm very groggy and my vision is returning. I'm in a hotel room and my Mistress is standing in front of me. My head is still spinning as I try to understand my surroundings. I would say we have a lesbian relationship, except Mistress is a shemale, with... Read full Story
shemale lover 2011-09-18 5,029 licking pussy dildo
0%
Procreative Fiction
I like penises. More specifically, I like circumcised penises. And I like balls, big or small. I prefer scrotums that, when they rise, high and tight, are smooth, although they may be wrinkled when relaxed. I like asses, too, especially feminine asses. Men's asses, to be attractive to me, must be sl... Read full Story
shemale lover 2011-10-13 3,108 transwomen erotica lesbians
100%
The Invitation
"You see, we have to come up with something that would be so embarrassing for you that there is no way that you would ever show those pictures of me to anyone, regardless of how d***k you got, or how horny you got or how pissed off at me you were,” Sally went on. “Something that wou... Read full Story
shemale lover 2012-03-20 6,170 Group Sex crossdressing feminization
50%
Discovering Mistress Sarah's World Part 5
Chapter 13 Sinking Deeper Into The Feminine World *** Prologue - Joe has made a trip down south to visit for the first time, his online Mistress. Over the past few years she has slowly feminized him with the help of Miss May. Upon his arrival at Mistress Sarah's house, she puts his feminization i... Read full Story
shemale lover 2012-10-03 3,740 Group Sex oral fingering domination
65%
Marcia Goes Back to School
Marcia was painfully nervous. She hadn't been able to eat very much in days. The upside was she was even skinnier which would make Mistress and her husband very happy. She'd always been thin and on the diet Mistress Carol had her on she was already thinner than she dreamed possible. Her anxious stom... Read full Story
shemale lover 2012-12-19 10,655 Masturbation Blowjob blonde ass fucking big boobs
93%
Interracial Sissy Story
(Some prior notes about me, this story and my writings: If MALE bisexuality, crossdressing or interracial sex bother you, don't even bother reading this further, much less commenting. Many have had secret fantasies about what it would be like to be the opposite sex, during sex. Some of my influences... Read full Story
shemale lover 2015-05-01 15,312 first time ass Cumshot suck cd sissy make up
85%
THE WEATHERGIRL BY B-MAN
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 2015-07-29 7,595 Crossdresser hardcore ass fucking cd
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 18,094 big dick anal sex suck Blowjob cock sucking workplace
85%
Unforgettable First Time
I am in my late thirties and have known for a while that I have a sexy body. I'm 5'11", slim and athletic with little cherry butt and shapely legs. A lot of women have told me my body is sexy. A few men have mentioned it too. Sometimes I get photo-snapped at the pool or the beach. I've been luc... Read full Story
shemale lover 2016-05-06 10,208 cum oral deepthroating
44%
Gargantua
Women do not have penises or testicles. These sex organs are specific to men. As the boy in Kindergarten Cop demonstrates, even young children are aware of this most fundamental fact of life. However, in the genre of erotic fantasy art known as futanari, hermaphroditic "dickgirls" defy nat... Read full Story
shemale lover 2011-09-12 7,719 Futanari dickgirl big cocks
100%
Sight Unseen
"People do not see that at which they look." Professor Emile had just projected a series of ten young female nudes upon the screen. Asking us to study them carefully, he'd left each enlarged photograph on display for three minutes, treating us, for half an hour, to these magnificent ima... Read full Story
shemale lover 2011-10-08 2,756 shemales
50%
Eden
"Hey Frank, where ya been? I need ta ask ya somethin' man." "I'm on vacation. Talk to Abbey. She's the boss until I get back. Ya better get used to it, because when I retire in a few months, she'll be taking over on a more permanent basis." "Retirement? You're only 29 years ... Read full Story
shemale lover 2011-11-25 3,698 cum oral cum swallowing
0%
Sexing It Up
What catches your eye when you're viewing sample pornographic video clips on the Internet? When it comes to sex, my own tastes are eclectic, although I find myself watching videos involving anal sex, bisexual threesomes, cum shots, gay males, lesbians, oral sex, public nudity, shemales, and spank... Read full Story
shemale lover 2011-11-26 4,424 interracial sex spanking
100%
Witch Chronicles
I have been asked to write down my perception of the events of the war. After what's just happened, I thought it best to wait and rest before writing things out, but the big wigs want me to get it all down while it's still fresh, so don't expect this to be an extremely military report. I... Read full Story
shemale lover 2012-01-01 5,892 Masturbation orgasm fantasy tg
80%
Mandy Awakens Dave's Desires
We had been flirting across the bar for several weeks at this point. She was just so easy to talk to. Although she wasn't stunningly beautiful, she was quite attractive. Mandy is about 5'2" or so, 110 pounds. She has a light complexion to go with her strawberry blond hair, which she wear... Read full Story
shemale lover 2012-01-10 5,010 anal sex cum oral fingering
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 4,598 hardcore erotic encounters fantastic
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 4,848 hardcore femdom erotic encounters
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 6,428 domination oral sex transvestite
100%
Bend That Gender
Shannon's Shocking Discovery Shannon leaned against Marilyn. She was definitely light-headed from her last drink. Marilyn's hand resting on her left hip pulled her closer, a move at once comforting and unsettling. She slid her arm around her new friend's waist, resting her head on the silk covere... Read full Story
shemale lover 2012-04-27 6,986 orgasm oral sex cum swallowing
100%
Womanhood for Jenny
The muted alarm-clock brought jenny awake instantly. She reached over to shut it off. Being ever so careful not to disturb Master, she slipped out of bed and gazed lovingly at the sleeping man. From their earliest intimacy, He had accepted her completely as a woman, His woman, not a trans-gendered m... Read full Story
shemale lover 2012-10-07 5,901 hardcore Sex Toys tg
100%
Reshooting the Scene, Chapter 1
I have been a porn aficionado since I was a teenager. My first dabblings were with Hustler magazine and a *very* hardcore mini-novel called “Her Busted Asshole,” which told the raunchy story of Ginny Cummings’ sexual coming of age. In addition to the very graphic story, it had full color glossy p... Read full Story
Lovelace 2021-06-07 4,602 Bareback threesome Blowjob blonde Big Cock Sex Toys Ass to Mouth
100%
I Love To Love You
I Love To Love You Baby By Sabrina G. Langton Author's note: I have published this story on two other sites. I always said it was slightly aurobiographical, but reading it back it is a pretty accurate account of my summer of '88. There are only 3 things that I changed. 2 are itsy bitsy tiny deta... Read full Story
Brina Giselle 2023-09-24 5,089 anal Crossdresser Blowjob kissing transgender virgin romantic earrings
97%
The Roommate
I’ve been rooming with Bob for two years now. He and I met about 5 years back, while we both worked at the grocery store to get through college. We were good friends from the moment we met. We had similar interests, were both outgoing, good looking, and hated working at the grocery store. ... Read full Story
shemale lover 2018-02-26 21,374 suck Creampie ass licking
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 9,367 asshole bdsm fingering dominant
50%
My Descent
This is the first time I've told my story publicly. I wrote this maybe 3 years ago, and have shared it with one person. I used to cross dress in my hotel room while away on business trips. I'm a fat bald 46 year-old who looks ridiculous dressed up in ladies underwear. When you're obsessed, tho... Read full Story
shemale lover 2011-11-05 3,287 anal first time cum oral
100%
Mistress Jasmine made me a slave forever
I should have been honest. I mean I should have known that lies have short legs and now they had caught up with me. The worst was I had not only lost my place in my bed but had also lost my place with my wife. Somebody else occupied these places now. Let me tell you how everything went. More ... Read full Story
shemale lover 2011-11-26 11,478 Big Cock orgasm domination
100%
Seven Lessons Part 2
That night he had many erotic images flood into his dreams, lingerie, fetishwear and sex, lots of sex. Hardcore action of all persuasions had filled his sleeping thoughts with him in both the receiving and giving roles. And then there were the bells, the bells were tolling for him. Actually, as t... Read full Story
shemale lover 2011-12-01 3,992 orgasm domination oral sex
100%
The Wonderful Adventures of Miss K
Miss K sat near her bedroom window in her pink silk robe, staring off into the late morning skyline in the distance while she held a cup of hot chocolate in one hand and ran the other through her waist length bleached blonde permed hair. The indirect sunlight lent the dark chocolate skin on her sili... Read full Story
shemale lover 2011-12-03 5,961 anal oral fingering long dick
100%
Changling
‘My goodness!’ she exclaimed, ‘It appears that you've had an accident, youngster. You'd better come home with me so that we can make you presentable. It's quite safe, 'cos I live in the big house in the woods on the other side of the hill behind the toilets. Come along, now,’... Read full Story
shemale lover 2012-02-02 8,759 shemales Masturbation Big Cock
100%
A Downtown Moment
I had reason to head downtown for a meeting with some industry colleagues and after my meeting I dropped in to see a friend of mine who I used to work with. Loretta and I worked together for about a year on similar project as contract workers, I moved on to other things and she stayed with the compa... Read full Story
shemale lover 2012-02-28 4,923 pantyhose mistress
50%
The change
Hello my name was Joe until I got caught in my girl friends cloths one day. Then my life changed ,some say for the better others say its for the worse. Here is how it all began. MY girg friend was out of town for a few days and I was house sitting for her . She had a cat I had to take care of. I ... Read full Story
shemale lover 2012-04-18 3,763 Sex Toys crossdressing sissy
83%
An Arse To Die For
I'd arrived in Honolulu in the early evening from Sydney and got a cab straight to my brother-in-law's apartment on Kuhio, which he'd lent me for a fortnight while he was up in Europe on business. It's in an ideal situation, a couple of blocks back from all the hotels and Waikiki Beach. I slept l... Read full Story
shemale lover 2012-11-10 4,457 anal tranny oral
100%
When Curiosity Fills
I sat in alone in my office at 11:00 p.m. on a Thursday night in April, preparing an important motion in a multi-million dollar malpractice suit. After editing the final draft I sat back and took a deep breath. I was exhausted, and, oddly enough, pretty horny. The wife was out of town and somehow I ... Read full Story
shemale lover 2012-12-08 8,694 anal shemales cum
81%
That night....
I was extremely nervous when I pulled out my phone and dialed the number. Never before, in my wildest dreams, had I thought I would act on one of my strongest fantasies. I knew I would be nervous when I first met her, but after exchanging pictures and seeing that big, fat cock of hers, I knew I ha... Read full Story
bigTHICKY 2017-05-08 9,397 Big Tits Cumshot Latina Big Cock Ladyboy cum in mouth