Sort by
Relevancy

Free Stories

81%
A pervy uncle invited me to his house at 10 PM..!
It's been 8-10 years now, I had this amazing experience. I was standing at the bus stop in my area/street(my daily routine), one uncle was watching me but I ignored eye contact as I feel awkward the way he was looking at me because I act straight in public and I felt that he's seen my girly ... Read full Story
Cindy Sky 2021-07-20 7,157 Teen (18+) Small Tits Amateur Cumshot Outdoor Bareback Creampie Fetish Blowjob Asian Ladyboy Mature
50%
DE BRO À SISSY ⚧️ ⚧️
Mon ami Magnus et moi nous sommes connus presque toute notre vie. Nous nous sommes rencontrés en pré-maternelle, quand nous vivions à un pâté de maisons et demi l'un de l'autre. Nos familles étaient proches et nous avons grandi côte à côte. Nous nous connaissions depuis si longtemps; nous nous appel... Read full Story
Femboy 2021 2023-03-26 1,000 Blowjob Big Cock domination Sex Toys feminisation bbc cum in mouth bdsm scene soumission cocu poule mouillé femme chaude
69%
Addicted to Candy
Almost two long weeks had passed since my first meeting with my new slave Candy. Our first encounter was special and my sexy new sub had not left my mind since he walked out of my door. His juicy ass and hard thick cock have filled my thoughts each day since. I had found myself wildly attracted to C... Read full Story
shemale lover 2012-08-12 3,582 anal sex Fetish cum domination Sex Toys cd
100%
I Give Up
The following story is the first of four parts of a tale that explores the theme of transformation. It is thematically similar others that I have submitted but has a larger narrative arc. I hope you enjoy reading the first portion, Act One & Two. I continue to work on better editing and someone h... Read full Story
ASSEaster5678 2018-09-14 9,086 Cumshot Bareback Shemale Fucks Guy Big Cock Ladyboy
100%
Steve
So on AFF, I used to be gold but guys will just hit you up, sooo I got hit up by an 8in boy. Wasn't sure I'd want to prep up an 8 so I didn't get all ripped up, but nice profile and a fucks a fuck sometimes. What to wear to get cum in tonight? Still pretty warm, I'll go mini with tighter leotard (mo... Read full Story
smtmsbrianne 2020-09-16 3,518 Crossdresser Amateur Group Sex Cumshot Outdoor Bareback Creampie Big Cock gangbang redhead Guy Fucks Shemale Ass to Mouth cum in mouth
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 4,515 Bareback threesome Blowjob blonde Big Cock Sex Toys Ass to Mouth
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 7,658 Futanari dickgirl big cocks
100%
Angel Chapter 8
When Angel Jones woke up on Friday morning, her long blonde hair was tousled across her pretty face and her ruffled teddy was twisted around her breasts. She brushed her hair back, adjusted the nightie and smiled at her need to do so. Although the long hair and frilly garment were sometimes nuisance... Read full Story
shemale lover 2012-12-01 3,784 Cumshot sucking tit licking
84%
Lesser of Two Evils
My name is Eric. At 21, I was working as the IT guy at a prominent Caribbean cruise company. My days were usually pretty boring. Fixing computer problems were usually a no brainer for me. People are so stupid when it comes to how they use their machines that I assume there will always be a need for ... Read full Story
shemale lover 2013-03-27 22,766 hardcore Cumshot sucking ass fucking Guy Fucks Shemale
75%
The journey down the Rabbit Hole...
Nearly 30 years, living a double life. Sneaking around on two Xwives, several girlfriends, all to play with men.Play,and play and play. Responding to personal adds in the paper at first, then I found the Bath House. Wow, to a closeted homophobic acting oilfield lifestyle kind of guy, who could hide ... Read full Story
badbadboi667 2020-11-24 3,248 Crossdresser Amateur Group Sex Cumshot Outdoor Bareback Blowjob Big Cock gangbang domination Homemade Ass to Mouth
100%
Darling Nikki Part 2
Chapter 1 - The Morning After The next day, Nick awoke thinking it was just a really messed up dream. When he got out of bed and found that Samantha had unlocked and removed the dress, panties and shoes, but everything else was still on, he was pulled right back to reality. He looked in the mirro... Read full Story
shemale lover 2012-07-15 4,396 Cumshot oral sex 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 12,506 Cumshot Masturbation oral sex
100%
Angel Chapter 5
On Monday morning, Angel Jones woke up smiling and with a feeling of well-being. She was still feeling the effects of the great sex that she enjoyed Friday night and Saturday morning, and the plaudits of the people at the Friday dance at the Gay, Lesbian, Bisexual and Transgendered Association. She ... Read full Story
shemale lover 2012-12-01 4,454 Cumshot sucking fingering
92%
Loaning me out to strangers
My wife and her friend Tina were going shopping in Kansas City for the week end. I knew this meant that I would be with Phillip. Tina's husband and the man I can't stay away from his cock. This meant I would be dressing up like a slut and servicing Phillips cock the whole time our wives were in KC. ... Read full Story
shemale lover 2013-12-03 4,672 Cumshot suck Outdoor oral domination cd
75%
Passion in the Rough
Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... Read full Story
Regina10 2024-04-27 3,319 anal Crossdresser Big Tits Outdoor Bareback Creampie Blowjob blonde Big Cock Ladyboy gangbang Guy Fucks Shemale
80%
Me and 2 black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider my self a crossdresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine ladyboy. I have been taking also hormones for 4 years, on and off and I already saw many changes&he... Read full Story
shemale lover 2013-06-22 5,586 Cumshot suck Ladyboy Guy Fucks Shemale Interracial swallowing
100%
Natacha's dungeon,
Natacha's dungeon, For a long time, I have loved wearing lingerie because it always gives me so much excitement to contemplate myself as a woman in front of my mirror. I learned a long time ago to memorize feminine gestures and attitudes while perched on my pumps. I also know how to put on ma... Read full Story
sandratvtg 2024-06-24 1,133 anal Stockings Shemale Fucks Guy Fetish Lingerie domination Sex Toys femboy chastity cage plug urétral
100%
Angel & Two More Men
The sex on Friday night and Saturday with Bob Marley Cliff was the best Angel had experienced up until that date, but it was only one of many fabulous carnal adventures in her life. Because of her beauty, her sexual prowess and her reputation as a woman who was free and open with her charms, she had... Read full Story
shemale lover 2012-11-29 4,503 Cumshot sucking condom sex
100%
Angel Chapter 10
The sex on Friday night and Saturday with Bob Marley Cliff was the best Angel had experienced up until that date, but it was only one of many fabulous carnal adventures in her life. Because of her beauty, her sexual prowess and her reputation as a woman who was free and open with her charms, she had... Read full Story
shemale lover 2012-12-02 3,834 Cumshot sucking fingering handjob
100%
Transsexual Mistress
I had heard some intersting comments about this S and M club and so I decided to go by and check it out. I walked in about 9pm and things were just starting to get warmed up. I sat down with a beer and looked up at the main stage where a gorgeous raven haired dominatrix with an enormous set of ti... Read full Story
shemale lover 2012-09-08 4,620 Cumshot Blowjob domination ass fuck
95%
Late night park visit
It was 11pm on a Friday night, I was driving my car back from a failed meetup with a guy I met online a couple of days prior. I thought it was going to be an amazing night, so I spent close to two hours getting my makeup and hair sorted to look pretty for him when we met. I was wearing a short black... Read full Story
Natalie Bishop 2018-10-08 7,174 Amateur Cumshot Bareback Creampie Big Cock Ladyboy domination Guy Fucks Shemale public Park
100%
Catching up with the biggest cock
I have recently written with an account from my diary about the biggest cock that I’ve ever seen and someone saw the experience and wanted to know more as I had said that I met him a few times. So, I can bring that right up to date now because I have recently been to see him again. But let me go bac... Read full Story
lkusex 2021-06-03 10,776 Masturbation Big Cock Ladyboy domination self sucking Ass to Mouth Vintage
100%
Shaffy and Me
I was on my way home and was just going by the park when I heard a lady scream and shout ‘help’ and being the knight in shining armour that I am, I went to investigate. When I entered the park I spotted a rather attractive blonde being forced over a bench by a long haired yob, so I yanke... Read full Story
shemale lover 2011-07-25 7,608 Cumshot ass licking deep penetration
62%
All Night Forced Sex Part 1
I woke up in the morning at half six had a shower then got dressed. Then I was off to uni I drove to uni as I do every morning. I then had a pretty normal day at uni during our 2 hour break between one of our lectures we all went for a drink and got pretty drunk before going it was a good laugh as e... Read full Story
shemale lover 2011-10-09 9,575 cum dildo domination
100%
Birthday Present Chapter 2
Her Side I ran my fingers into Victoria's beautiful blonde hair and pulled her glossy lips against my labia, pushing up to meet her soft tongue as she probed my wet slit. She knelt beside the sofa, her face buried in my nest, her blonde hair spilling across my stomach, her silky blouse tight agai... Read full Story
shemale lover 2012-06-16 3,279 Cumshot oral sex Sex Toys
87%
TO BE OR NOT TO BE – PART 1
TO BE OR NOT TO BE – PART 1 by Spanky de Bautumn This is a story about how taking a play to New York City changed people's lives. A transgender coming of age story. I was born Harold Stanley Dayes, not a great name for a kid growing up. I know my parents loved me, but Harold was my mom's dad a... Read full Story
SpankydeBautumn 2021-02-22 3,843 Crossdresser Amateur Group Sex Cumshot Fetish threesome Blowjob Ladyboy Lingerie Shemale and Girl cum in mouth
100%
Karen, My School Teacher Part 5
The Bus Station By FoxyHosed I looked around, but no one was there. It was dark and pretty cold night outside. I felt the air blowing around and up my pantyhose encased legs and ass. Mmmm nice. I started walking to the bus stop a few blocks further down from the school. I felt very attractive g... Read full Story
FoxyHosed 2021-03-15 7,055 Crossdresser Cumshot Outdoor Masturbation Fetish Blowjob pantyhose legs pantyhose cd
95%
My TS Journey
I'm a straight, married guy in my 30's, at least that how I appear to everyone that knows me. I have an intense obsession with Trans women that I have been indulging since I was a teenager. Over the years this fixation has grown into something that ranged from watching porn initially, to having my a... Read full Story
iconicirish 2022-10-26 8,219 Amateur Shemale Fucks Guy Big Cock domination cum in mouth escort ts
100%
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
shemale lover 2012-10-31 3,833 anal Cumshot Masturbation Sex Toys
100%
How I Became Vanessa Chapter 3
Hello dear readers, I strongly encourage you to read the previous two chapters of this story to fully grasp the sudden changes which affected my life. * At home, Elena was waiting for me but she wasn't alone, her boyfriend was there too. He was a tall black guy named Jeff. I told them all t... Read full Story
shemale lover 2012-11-01 3,505 anal sex Cumshot sucking dp
100%
Cum is a Cross-Dresser New Drink
Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she... Read full Story
ASSEaster5678 2018-09-14 6,536 Crossdresser Cumshot Ladyboy cum in mouth
66%
A different couple
I am Hans, as I already mentioned in my previous story, I am a mature guy (47 years old) who came to the Island of Tenerife more than two decades ago. I am a drinker, a womanizer and a gambler. In these more than 20 years I have seen them in all colors. I have made a lot of money and lost as much, I... Read full Story
lkusex 2021-03-08 5,675 Amateur Big Tits domination
87%
A girl called Eddie
Carrie had always treated me like her little sister, even though we were only third cousins. Though she was only two years older than I was and not of exceptional physical stature, I had allowed her to dominate me for as long as I could remember. Not that she was exceptionally cruel or abusive in an... Read full Story
shemale lover 2013-07-19 4,682 Crossdresser Cumshot sucking domination spanking
91%
Hot Slutty Sissy
Hello, It’s me, and. I am about to make a big decision and right now I am dedicated to my fantasy. I got a call today from one of my ex boyfriends. I got so horny when I heard his voice that my nipples turn to steel. My titties seem to respond to the sound of his vibrating baritone. I couldn’t refu... Read full Story
Regina10 2020-08-14 6,774 Crossdresser Cumshot Bareback Fetish Blowjob blonde Big Cock Ebony Ladyboy Lingerie Guy Fucks Shemale Ass to Mouth
93%
MILF Alessia Travestita finds a bottom boy
I was several days into a cruise to New Zealand and Australia with my wife. This morning my wife went on an excursion that I had no interest in, so I had the cabin to myself. I hadn't had any sex with my wife in the last 3 days due to the activities such as the various jaunts to Auckland and the sur... Read full Story
darrell 2023-08-13 6,147 anal Cumshot Shemale Fucks Guy Fetish blonde Big Cock domination Mature deep throat cum in mouth sandals
100%
Screwed
Randi's excitement grew as she walked outside to her car. She'd been preparing for this all day and dreaming it up for weeks. She began the day by showering and shaving her legs, followed by putting on a nice red nail polish on her fingers and toes. She went to her dresser and picked out a black ... Read full Story
shemale lover 2012-09-24 3,216 Cumshot suck domination cum swallowing
100%
A Night of Makeup, Cock and Cum
It was all I could do not to accept. After all, it's been a fantasy of mine for years. When given the opportunity, I had to go for it. I had been surfing the internet for crossdressers, shemales, transvestites and transsexuals. The idea of a hot woman with a cock had always turned me on. Further,... Read full Story
shemale lover 2012-04-18 4,729 Cumshot jerking off domination Sex Toys cum swallowing
92%
The first sex! A dream for a little sissy slut!
We decided to meet at your place, I enter quickly and immediately go into the bathroom to get ready for our spicy evening. I'm already shaved and wearing stockings, leopard print panties matching bra. In the rush I'm doing makeup, I get dressed in little black dress, barely covering my bum! I put a ... Read full Story
shemale lover 2013-08-09 5,588 Stockings hardcore Cumshot Lingerie domination spanking
100%
Why I desire transsexual cock
I've thought about what it must feel like to have jus for a bit, a transsexual cock inside you. How ones nervousness is turned into extreme horniness upon seeing her cock for the first time. The thoughts that must race thru your head. How big is her she-cock?. Do I touch it? Do i lick the length of... Read full Story
Curious_billy 2023-01-19 6,955 Amateur Cumshot Bareback Creampie Shemale Fucks Guy Blowjob blonde Big Cock domination Homemade cum in mouth
92%
T-Girl Meets T-Girl
It was a silent car ride home. He looked at her, she looked out the window. She looked at him, his eyes were on the road. Neither of them broke the silence. It stayed that way until he parked in her mom's driveway. The soft-spoken young man told his girlfriend, "Goodnight Ashley. I'll call y... Read full Story
shemale lover 2012-08-29 6,163 anal sex Cumshot shemale and shemale domination blondie
92%
MY Party Favor Fantasy
My Party Favor Fantasy A fictional story built around an old fantasy of mine I ran a notice on one of those sex sites that said” Help me fulfill my fantasy and I bet we take care of some of yours also. Hi there, I am Penny and I am a total bottom trans w... Read full Story
pennypenny 2019-01-08 7,250 Stockings Crossdresser Group Sex Cumshot Masturbation Bareback Creampie Fetish threesome Blowjob Big Cock gangbang Lingerie redhead domination Guy Fucks Shemale Sex Toys Ass to Mouth cum in mouth double anal
100%
Dear Diary
It's now been one year since mother passed away. I still miss her terribly and think of her each day. I also feel ashamed at times when I just wish she were still here to protect me from father and to intervene. His hate for me seems to grow each day and he told me the day I turn eighteen I will be ... Read full Story
shemale lover 2011-11-09 5,195 taboo sentimental erotic
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 12,463 taboo Fetish crossdressing erotic encounters
80%
How it started
What got me started off watching shemale porn was actually meeting a very beautiful shemale at a beach party. I already knew she was a guy but she was so beautiful. So at one point I asked her if she wanted to go for a walk and after a few minutes and let her know that I was down. Her response was ... Read full Story
PNPFUCKBOY 2019-02-12 11,860 Teen (18+) Small Tits Crossdresser Amateur Big Tits Outdoor Latina Bareback blonde Big Cock Ladyboy domination Guy Fucks Shemale Interracial Sex Toys Mature Homemade Ass to Mouth
45%
Threesome with random muslim men from Dubai -
As you all know, most of the meetings with my clients happen in good 3-star or 4-star hotels. Clients normally visit my hotel room and have fun. This exciting session happened during my stay in a 3-star hotel room in Bangalore on March 1st and 2nd. I had bookings for both the days and was prepare... Read full Story
Manusha Tranny 2021-10-14 8,995 Crossdresser Cumshot Outdoor threesome Blowjob Big Cock Asian Ladyboy gangbang domination Guy Fucks Shemale Ass to Mouth cum in mouth
84%
She never saw it coming
When I was 19/20 I used to frequent LGBT bars roughly twice every month. Most nights not much would happen but I found myself going to the trans nights more often. Until I eventually had some experience with trans girls. It was mostly fairly soft fun. Me getting oral and occasionally topping th... Read full Story
chris1989r 2022-02-01 5,120 shemale gangbang facial
60%
Filthy Little Beast Part 2
Chapter 8 The first thing that struck me was pink! More pink satin than I thought existed in the entire world. The walls were covered in baby pink satin curtains, the plush carpet was also baby pink. Like all the other rooms in this house of the bizarre the ceiling as a full mirror. There was a h... Read full Story
shemale lover 2011-12-02 7,322 taboo Fetish crossdressing erotic encounters
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 10,141 taboo Fetish crossdressing sentimental erotic
66%
Sex in the kitchen with my hubby's friend - a cop
Ever since my wedding last year, I enjoy a great time with my hubby who loves me so much and takes care of me so much. Since he is married and having another family, he doesn’t stay with me all the time, but comes and stays at least 2 or 3 days in a month and we literally celebrate those nights wit... Read full Story
Manusha Tranny 2021-10-14 5,214 Small Tits Crossdresser Amateur Cumshot Outdoor Blowjob Big Cock Asian Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth