Sort by
Relevancy

Free Stories

100%
Danielle Works a Saturday
It had been a few months since his wife left him. Well "ex-wife" as the divorce had been recently finalized. It was her choice; she walked out on *him*. She said she got tired of "Danielle", even though she was entirely responsible for Danielle's "birth" to begin with. ... Read full Story
shemale lover 2012-06-18 6,043 anal sex Creampie oral sex cum swallowing
83%
My Lady Boy Lover
I met Joliet through a mutual friend, I was the featured receptacle for the evenings generous donations of tyranny spunk. The evening was one to remember and where I met Joliet, Joliet is about five feet eight and one hundred sixty pounds well built like a sculptures dream. Light skinned and toned... Read full Story
d4david 2012-03-29 3,575 anal sex Creampie shemale
100%
Beefy Buns
It's hard to get good help. Probably, that's true in any business, but it's especially difficult to find decent employees in the fast food racket. Believe me; I've tried. I manage the local Beefy Buns franchise--burgers, fries, and shakes is our mainstay, but the menu also features fish and chick... Read full Story
shemale lover 2012-04-22 6,547 anal sex Creampie blonde shemale
100%
Shemale snapped
Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed. She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. The... Read full Story
shemale lover 2012-06-21 6,649 anal sex Creampie shemale Big Cock
60%
Video Store
I would always go to ABS dressed as male.. this time..and all the times after this has changed me..I always loved the feel of sexy lingerie, I got myself all ready for my evening, had the new wig...took time putting the make up on, was smooth all over and feeling slutty. I put on my black jean mini ... Read full Story
Jbld 2012-08-08 3,423 anal sex Creampie oral sex crossdressing
100%
Catching Up
It was with mixed emotions that I listened to the message on my voice mail. It was the familiar sound of Mark, a long time friend whose call I had missed earlier that afternoon. Now as I heard it, for the third time, I felt my stomach slowly relax from the uneasy twist that had taken hold the minute... Read full Story
shemale lover 2012-06-04 3,962 anal sex Creampie fingering
100%
A Revenge Fuck Part 2
Frankie had been a great sport about the entire affair. She had taken me in, she'd showed me how to become and be the beautiful woman, Josie- she had completely made me who I was, even against her will. And then she was also there to shoulder support in my emotional crisis when things did not work o... Read full Story
shemale lover 2012-06-03 5,223 anal sex Creampie shemale oral sex
75%
Tales of Old China
This is a true story by the way. It doesn't matter too much, but I guess it's worth you knowing that. My name is….. Well my name isn't important. What's important is that I'm now in my late 20's, male, tall, fit, dark haired, blue eyed and have been told that I'm good looking. Got that in ... Read full Story
shemale lover 2011-09-30 3,943 anal sex asshole Creampie
100%
Black Transsexual Power Play
The name is Christopher Jean-Bertrand. I'm a young Black man of Haitian descent living in York, a town located right outside the City of Toronto, Province of Ontario. I currently attend York University, where I major in Civil Engineering. Yes, I'm a deeply intellectual kind of guy. We have those in ... Read full Story
shemale lover 2012-07-11 3,447 anal tranny Creampie Ebony
100%
Jo, Shemale Goddess! Part 1
Jo plumped the cushion and carefully positioned it until it was precisely at the right angle. Nothing less than perfection would do. Ricki, her friend of twelve years was coming to stay overnight and she would notice if the tiniest thing was out of place. An impatient knock on the door signalled ... Read full Story
shemale lover 2011-09-04 5,886 anal sex sucking shemale
75%
Flowers in the Heart
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 10,859 anal tranny Cumshot oral
100%
Flowers in the Heart Part 2
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 6,657 sucking oral sex facefucking
50%
The Greatest Lie Part 15
I think that if you could get honest answers, a lot of heterosexual guys would probably admit to having had at least a passing desire to be a girl. If they were honest, they would probably admit they thought of it "when I first noticed a girl's breasts" or "when I first felt a girl or... Read full Story
shemale lover 2012-01-20 6,693 anal hardcore erotic encounters fantastic
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 5,316 anal sex cum oral fingering
87%
Fem Firm 3: The Return Of Frankie
PART 1 THE VISITOR Over the next couple of months, it was pretty much business as usual at the Firm. You know, depositions, court filings, motions, hot sloppy blow jobs and ass destroying anal sex (Thanks Angela!).Not to mention Friday Fuckfests. But since I started working here everyone se... Read full Story
bennyx709 2016-11-14 12,707 anal sex ass fucking oral sex cock sucking thick cock
0%
Black Transsexual Nation
Big black transsexual women are truly beautiful. And the big and sexy bisexual and heterosexual men who love us are truly wonderful. I ought to know, I'm one of these magnificent black transsexual ladies. My name is Amanda Joan Baxter, friends call me A.J. I'm a big and tall, big-breasted, wide-hipp... Read full Story
shemale lover 2012-07-06 4,828 tranny Group Sex cum Ebony oral sex
73%
First Hotel Encounter
we met online and agreed to meet at a hotel. I was so nervous but excited to explore this very wrong side of sexuality. At the front desk, you had your arms around me kissing me deeply as you pushed up my skirt so the clerk could see my pink panty covered rear as he flashed you the "way to go p... Read full Story
CD Lilee 2014-06-06 7,488 Crossdresser anal sex Creampie ass fucking spanking cd
100%
Additional Thoughts on Sodomy
Although, in the world (or worlds?) of pornography and erotica, it is politically incorrect, perhaps, to suggest that the body, whether male or female, is not built for anal intercourse, the fact is that anyone who has participated in this act (especially on the receiving end) or who has enjoyed wat... Read full Story
shemale lover 2011-10-05 4,397 Creampie sperm anus
80%
Perfect First Date
i would make dinner for us at my house and we would relax get to know each other better and wed eventually end up sucking each other till ever ounce of fluid in ur bodies was drained, intertwined your cock deep in my throut,as i slowly work my tongue around your cock, you begin to breath harder and ... Read full Story
Tsunami777 2013-04-09 4,294 anal sex Cumshot Creampie Shemale Fucks Guy facial
97%
My cute, crossdressing flat mate
Boarding school fucking sucks. I'm 16 and the Captain of the Rugby team, build like a real man. Short cropped Blonde Hair and Blue eyes. Could get any woman I wanted.Locked away at an all boys school constantly. My parents live a long way out of the city so its not really practical to even go home o... Read full Story
john aChiche 2013-07-06 7,991 anal Stockings Crossdresser anal sex Creampie college
100%
Liberty in Lisbon Part 2
So here I was walking down the Av da Liberdade feeling very pleased with myself. I had just thoroughly enjoyed an experience I thought would only ever be in my dreams and, the best part, there was more to come [cum]. In fact I found myself humming the 59th Street Bridge Song. Life I love you feeling... Read full Story
Rusty12 2019-07-31 5,299 Amateur Masturbation Bareback Creampie Shemale Fucks Guy cumming
100%
My first TG lover
I first met Holli at the gymnasium of our apartment complex. Since it was around 6:00 am on a Sunday morning, I didn’t expect to see anyone that early. At first just like we all do, the customary good morning, small talk, and it usually stops there, but there was just something that drew my attentio... Read full Story
Jon Paul 2022-07-01 8,247 Amateur Bareback Creampie Shemale Fucks Guy Blowjob Asian Guy Fucks Shemale
100%
First Cross-dressings Loosing Anal Virginity
It happened after a month of me blowing that guy twice...I mean I was so damn excited and was craving for his cock....I was blowing him every weekend in his car after the school...his cock was almost 7 inches and was so thick and that I like so so much the gagging he was giving everytime, that chock... Read full Story
Trapbomb1 2022-07-29 7,336 Teen (18+) Crossdresser Bareback Creampie Blowjob Big Cock virgin virginity sissy cum in mouth double anal sissy slut virgin ass
33%
Duel With the Devil, Chapter 20 of The Greatest Liar
Duel With The Devil This is a work of fiction. All characters (including the narrator), celebrities, places, residences, neighborhoods, restaurants, legal agreements and proceedings, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any r... Read full Story
the greatest liar 2023-07-19 4,499 anal Bareback Creampie Ebony Guy Fucks Shemale post-op celebrity post op sex
100%
Lola Chapter 2
Lola Chapter 2: A couple? It wasn't as if we were together. We had jerked off together once, and of course we slept in separate rooms, but I slept restlessly that night. Dreamed something scary that I couldn't remember in the morning. I didn't have work scheduled that day so I took it easy. When ... Read full Story
BellaBeau 2023-10-05 5,887 anal Cumshot Creampie Guy Fucks Shemale Homemade latina Tgirl
100%
Have girly sex at home
what u need ? 1. a lot of time :-D 2. fuck machine (or 2 if u want to suck dick more passive) 3. 2 Dildos that fit the size of your asspussy and mouth 4. cum cubes 5. lots of lube So the most effective way of cumming like a girl, and restricting yourself to anal orgasms, is to jerk off as ... Read full Story
finallyRoberta 2024-08-19 2,482 anal solo Masturbation Creampie threesome cum in mouth
100%
Maddie and the unexpected visitor
Ding Dong Knock Knock Knock went the door. I hurried downstairs to open it. Standing there was an engineer dressed in blue overalls. A bearded mid forty year old. Quite handsome. Engineer: Hey, I’ve been doing some work in the area on some gas pipes. There seems to be a problem coming from the... Read full Story
sissymaddiex 2024-09-03 2,489 anal Crossdresser Creampie sissy gay sex sissy slut
88%
Carla Chapter 2
This is a grown up story for grown up people. If you're under 18 please don't read this. If you don't like to read stories about transsexual people, please don't read on. I have spent some time writing this story so please do not reproduce this in part or whole without my permission. I am happy to g... Read full Story
shemale lover 2012-03-07 4,357 anal sex Creampie oral sex 69 position
100%
My First Cock
I always knew I really was meant to be a girl. For a while I thought I was simply gay, but I loved wearing thongs and bras. I loved masturbating while pretending my asshole was a vagina. I never made it a secret. I'm very flamboyant and girly. I still managed to have lots of friends in high school. ... Read full Story
shemale lover 2012-05-19 4,387 anal Cumshot Creampie fingering oral sex crossdressing rimjob
83%
Black Love: Transsexual Edition
My name is Steve Vincent. A big and tall young Black man living in the city of Brockton, Massachusetts. Currently, I'm a graduate student at the University of Massachusetts in downtown Boston. When I'm not in class, I work for the Department of Corrections. I'm openly bisexual, and love to have fun.... Read full Story
shemale lover 2012-06-27 4,427 anal sex Creampie Big Cock oral sex Interracial
100%
Downsizing Chapter 3
Work was going quite well. The company started to grow again, and some new personnel had been hired. Even unknown to me, there had been a couple of males hired in the last few months. Ms. Stanton had informed them when she got to the dress code that the makeup was a requirement, and that the one mal... Read full Story
shemale lover 2012-11-10 3,351 anal sex Cumshot Creampie oral sex
80%
Crossdresser Lovemaking
Oh Daddy, I'm your little princess! Your wife is out taking your kids to a sleep-over at a friend's house across town and we're in your bedroom. I long for you to see me with bursting lust, and I take off my coat to reveal myself wearing a white tutu with bra, panties, stockings and h... Read full Story
CD Lilee 2014-05-20 7,154 Crossdresser anal sex sucking Creampie Lingerie cd
100%
Claudia Coming out adventure part 1
*Author's Note: This story starts off being told in First person and after awhile the story shifts to third person* Hello everyone, my name is Claudia I am a Cross dresser who one day hopes to be transgendered, although I do not want the surgery, I am looking to eventually live my life full... Read full Story
MissClaudia 2015-01-04 6,321 tranny Stockings suck Creampie ass fucking doggy style Latex
38%
A date to the sex shop
So last night I decided to meet up with a young shemale in Portland, now this is my first time ever with a trans and I was so nervous and excited all at the same time my face kept doing this weird little twitch. So we hang out for a little before we decide to go to one of those classic dirty sex sho... Read full Story
Quin Sharp 2017-05-31 5,932 anal Teen (18+) Bareback Creampie Shemale Fucks Guy prostate orgasm
85%
My Awkward Phase
My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... Read full Story
the greatest liar 2019-06-14 12,463 Small Tits anal sex Latina Masturbation Bareback Creampie Blowjob Big Cock transformation gangbang Shemale and Girl Guy Fucks Shemale Sex Toys Ass to Mouth cosplay hormones high school real life situations
100%
TG affair in Bimini
The day was rainy and weather was dreary, not much to do and have the day off. I fly a charter plane that takes people to and from the Bahamas from Ft Lauderdale. My girlfriend Jan and I only stay together a few days a week, she is in Real Estate and with my schedule we have not been together in t... Read full Story
Jon Paul 2021-04-19 3,653 Teen (18+) Bareback Creampie Blowjob Guy Fucks Shemale
100%
The Biology of Music - I fucked my trans substitute teacher
I was never strong in school. I wasn't very interested in what we were being taught, and the teachers liked me enough to not give me too hard a time about it. I attended an all boys school. It was actually quite a religious school which makes this story all the more surprising. I was in the middle c... Read full Story
terrifictim 2022-01-03 4,321 Creampie Guy Fucks Shemale feet licking first time with a tranny teacher student
100%
Lola Chapter 5
Lola chapter 5 Summer vacation was coming to an end. Most of the time we had been to ourselves, mostly at home but also a couple of shorter trips. Beer tasting in Stockholm's archipelago, a trip to the west coast, overnight stays in hotels, everywhere we were received like any other couple. A fam... Read full Story
BellaBeau 2023-10-30 6,301 anal Cumshot Latina Bareback Creampie threesome Shemale and Girl Lola
100%
The Three of Us
Imagine you are a lonely person on the inside, and just wanting all your life to be loved for who you are. Holli Artigas, was just that person. Wondering whether her obsession with Jon Silva, a football star, was from a casual encounter, or was she truly fond of him? Growing up in the Sao Paulo, ... Read full Story
Jon Paul 2024-04-28 4,024 anal Creampie Shemale Fucks Guy threesome Shemale and Girl cum in mouth double anal shemale fucks female
100%
Fantasies Fulfilled
I enjoy crossdressing and do so when ever I can. About the only time I dress as a man is to go to work. I have been doing this since I was eleven years old. I love to have sex with a man as if I was a woman and really think I should have been born a girl. I think like a girl and naturally act like a... Read full Story
shemale lover 2012-05-26 4,740 anal sex Creampie Blowjob crossdressing
100%
An Uncommon Summer Romance
It was my second-to-last week of summer vacation. I was lying on my back, legs wrapped around my hot new girlfriend’s slim hips. She was thrusting frantically in and out of me, her nipples thick pencil erasers grazing erotically against my chest. My breath was coming in spasms. My own cock was... Read full Story
shemale lover 2012-11-17 7,584 anal sex Creampie oral sex tit licking
90%
Sissy Slut and Stepdads
Frank was pumping me hard and his huge cock seemed to have grown and become extra hard. I am so thrilled that way he enjoys fucking my ass with such passion. I would almost think he was in love with me if this relationship wasn't so bizarrey. It’s ironic that as a male I always get total humiliation... Read full Story
Regina10 2020-11-30 9,734 Crossdresser Bareback Creampie Fetish Blowjob blonde Big Cock Ladyboy Lingerie Guy Fucks Shemale Ass to Mouth double anal
50%
QUELQUE CHOSE DE NOUVEAU ⚧️ ⚧️
e me suis transformé en un fétiche de travestissement de poule mouillée de Tumblr à l'époque. J'avais l'habitude de m'habiller avec la lingerie de ma femme, de regarder sissy hypno, de discuter avec des hommes. Mais j'avais besoin de plus. Donc, comme "cadeau gag" parce que je n'étais pas du tout sé... Read full Story
Femboy 2021 2023-03-25 1,504 Stockings Blowjob Lingerie Interracial feminisation gloryhole strapon fuck plug anal cage de chateté domination fémi poule mouillé salope forcé a me protitué
50%
trans=demic
Trans-demic Chinese Flu Sam Wong read the email from Josh Epstein, the partner in charge of the fiendishly complicated real estate deal that had consumed the last three months of their lives. “You’re going to have to close this deal without me. I’m sick as a dog, and my wife just called an ambu... Read full Story
the greatest liar 2024-09-09 1,695 anal Small Tits Bareback Creampie Asian Guy Fucks Shemale small cock Ass to Mouth cum in mouth
100%
SISSY MARI DE MAÎTRESSE
Morgan Ashley était une très jolie dame, pas une star de cinéma glamour, mais bien plus jolie que tout ce que son mari mauviette Robin attirerait normalement. À peine sortie de la douche, elle portait un peignoir en velours côtelé rouge et ses longs cheveux roux étaient enveloppés dans une serviette... Read full Story
Femboy 2021 2023-01-20 1,491 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie domination Sex Toys
50%
SISSY MARI CHANTAGE ⚧️ ⚧️
La journée a commencé comme n'importe quel autre jour. Vikki se lève à l'aube, prend sa douche le matin et se sèche les cheveux. Ses longs cheveux ondulés brun foncé Lucius tombant en place aussi élégamment, magnifiquement et naturellement que jamais. Avoir l'air époustouflant était une demande si f... Read full Story
Femboy 2021 2023-03-25 1,277 Stockings Big Cock Lingerie Sex Toys cum in mouth maitresse épouse femme dominante force poule mouillé
50%
The Greatest Lie Part 11
"En Francais", they say "plus ca change, plus c'est la meme chose:" the more things change, the more they stay the same. When Tran and I got back to Minneapolis from our trip to Thailand for our sex change operations, it was every bit as dark, frigid and depressing as it had been... Read full Story
shemale lover 2012-01-20 5,545 cum transformation erotic encounters
100%
Hung Shemale has Motorcycle Trouble near Vegas
I drive down a deserted two- lane highway outside of Las Vegas, Nevada. It is August and the temperature is well over 100 degrees. In the distance, I see a tall beautiful mature creature that walks alongside the road. As I pull over, I am stunned by her powerful physique. She sports an incredibly ti... Read full Story
darrell 2024-02-02 6,044 Shemale Fucks Guy Blowjob blonde Big Cock Mature deepthroat cum in mouth toe sucking Fisting Anal
0%
FACTEURS INFLUENTS ! ⚧️ 💞 ⚧️
Ma femme, Jill, était à Denver pendant douze jours pour assister à un séminaire médical pour les chirurgiens plasticiens et ne devait pas revenir avant quelques jours. En raison de son travail, elle assiste à plusieurs séminaires, à l'intérieur et à l'extérieur de l'État, parfois un jour ou plusieur... Read full Story
Femboy 2021 2023-04-02 1,718 Stockings Blowjob Big Cock Lingerie Sex Toys cum in mouth sextape sissified femination forcé maitresse épouse pris en vetements de femme sexanal
0%
The Greatest Lie Part 13
Does Life Imitate Art? I love technology, in spite of the stereotype about girls. Although I was a guy, at least outwardly, until a year ago, I think I was always inwardly a girl. According to the stereotype, we girls are supposed to be indifferent to anything more technical than the designer cov... Read full Story
shemale lover 2012-01-20 5,208 femdom erotic encounters consensual
80%
Office Policy
“Ok ladies and gentleman, please put your hands together for the beautiful and talented Erika!” the DJ’s voice rang out over the thumping alternative beat as the object of my lust strutted to the stage. Erika’s saucy red curls bounced on her head and on her soft porcelain whi... Read full Story
shemale lover 2012-08-30 9,087 anal ass sucking threesome tits fingering sex blondie
50%
Why, She's A "He"!
Tina had mentioned to Dave a bar she’d heard about that catered to certain sorts of sexual adventurers and suggested she and Dave visit one night to check out the scene. A friend had described it to her and said she occasionally liked to go there with her husband. These two were old fashioned ... Read full Story
shemale lover 2012-10-26 5,018 anal tranny oral rimming handjob
50%
C'EST LA PATRONNE ⚧️ ⚧️
Le rêve est mort. L'écriture était ma passion, mais cela n'a jamais servi à rien. La réalité a une mauvaise façon de vous rattraper, déchiquetant vos désirs dans son sillage. Ce cycle d'épargne et de vie de ces économies s'est progressivement révélé intenable et maintenant, à vingt-cinq ans, j'ai... Read full Story
Femboy 2021 2023-03-30 1,770 Big Tits Cumshot Creampie Blowjob Big Cock domination cum in mouth analsex femme plus âgée Futanari futa sur femme
91%
My wife found out I also love cock
Even though I've been a tranny lover since I was 18 I ended up marrying Barb she had a set of tits and an ass built for speed. I never told her about my past nor did I pump her for her past. We had been married for a couple of months when I got that need for big black cock again so while Barb slept ... Read full Story
In Need Of Some Huge Black Cock 2019-04-30 9,778 Stockings Big Tits Creampie Big Cock cum in mouth double anal
100%
First Time Being a Woman
My heels clicked on the concrete path as I made my way toward the secluded toilet block in the southern parklands. Tonight would be my first experience being with a man whilst I would be dressed as a woman. I had been dressing now for some time and had fantasised about what it would be like. I didn'... Read full Story
shemale lover 2012-10-08 5,035 first time Creampie Fetish crossdressing
50%
la fièvre orgiaque d'une trans-mature
Simuler un femme, ou la fièvre orgiaque d'une transmature Voici deux mois que j'ai bougé vers la mégapole où j'ai découvert plusieurs lieux fréquentés par le troisième genre. Ma première exploration était un immense magazin de lingerie dans un centre commercial; je voulais m'offrir quelques trucs... Read full Story
hippocampus_171 2024-09-05 435 anal Amateur Cumshot Creampie Shemale Fucks Guy Lingerie Latex Sex Toys Mature sissy