Sort by
Relevancy

Free Stories

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 4,188 Creampie sperm anus
75%
Shemale gang-bang
I have been surgically modified by my mistress I have a small 6 inch penis (functional) I have no body hair except for my ‘pussy’ My anus had been surgically loosened for better sexual performance (can now tightly accomodate penises 2.3 inch diameter and 9 inches long) I have large... Read full Story
shemale lover 2012-03-26 4,876 Creampie gangbang domination
66%
The Blind Date Night Part 2
He grasped my hand and we walked briskly from his car to the door of his condo with my 5 inch black heels clicking madly against the concrete. We moved in such haste that I was afraid I'd come tumbling down from the height of my heels. Once inside the condo he roughly grabbed me and pulled me tightl... Read full Story
shemale lover 2012-06-01 2,496 anal Creampie oral fingering
85%
Whatever Your Heart Desires Part 2
I would love to say I had The Grand Plan: How To Transform Your Husband Into A Ravishing Fem-Toy, A To Z. The fact was, I didn't have a clue. It wasn't a topic normally covered by the Multiple Listing Service. I really didn't think the community library was going to be much help, either. I couldn't ... Read full Story
shemale lover 2012-12-09 3,932 Creampie fuck fondling kissing
100%
High Rise Heaven
I was deleting responses to an ad I posted several days earlier because my availability to host had ended. I checked each reply to see if there were gems I would want to keep. One reply stood out as unique. It was from a handsome black man with an offer to host me regularly; the name he gave was Pik... Read full Story
PetiteSlutKimberley 2023-04-04 5,025 Creampie interracial sex bareback anal sex seduction cd slut
100%
Regina's Vagina dreams
I think I wanted to be a female from birth. I once looked through a girlie magazine out of curiosity. I had impossible dreams and I longed to trade genitalia with them. I have always fantasized about my Vagina when I was younger. It was during those times that I would drift into my own private world... Read full Story
Regina10 2024-03-01 5,821 anal Big Tits Bareback Creampie Blowjob Big Cock Ebony gangbang Guy Fucks Shemale big ass cum in mouth double anal
100%
Escorted
Hello! Would it be possible to have you send an escort over? A beautiful escort. Not a plain looking woman but someone special, ok? .... Ok, got it. Thanks. I opened my door to a very very sexy woman. Dressed in a tight short dress that hugged her hips and accented her nice size titties. A very bea... Read full Story
Curious_billy 2024-03-13 6,306 anal Amateur Bareback Creampie Shemale Fucks Guy Blowjob Homemade
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 2,144 anal solo Masturbation Creampie threesome cum in mouth
66%
My Shemale Cams Extravaganza With The Boys
It was a beautiful late night and I decided to take a stroll home after work. Home was literally about 10 minutes away and I loved the feeling of the late night breeze in my hair. The day was long and daunting. All I could think about was the shemale cams videos I viewed while at work. While most... Read full Story
shemale lover 2011-08-11 3,127 anal sex Creampie shemale
100%
New Leila
I'm an ordinary guy, nothing special about me at all. Well, maybe my choice in women could set me apart from most. It all started one rainy afternoon in Northern California as I was driving home after a party I'd attended alone the day before. I'd stayed over at friends and after a nic... Read full Story
shemale lover 2011-10-05 3,002 anal sex Creampie orgasm oral sex
50%
Mommy Adriana, I Will Obey You
Finally we were on our way home. Interestingly neither Mommy Adriana nor Mistress Andrea had cuffed or gagged me. So I just sat in the back of our car. During the short drive I had some time to think about what had happened in the past two days since my wife, err Mistress Andrea, and I had picked up... Read full Story
shemale lover 2011-12-18 5,832 anal hardcore erotic encounters
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 6,157 anal sex dildo orgasm
100%
Diary of a transsexual escort
Monday: I got up late today, close to lunch, but after last night’s exertions I badly needed my beauty sleep, a look in the mirror confirms that more sleep was needed, anyway I’ve got a day with the girls getting pampered and I cannot wait. I put on my sexy black stockings and susp... Read full Story
shemale lover 2012-04-03 3,023 Stockings anal sex Creampie oral sex
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 4,233 anal Cumshot Creampie fingering oral sex crossdressing rimjob
100%
Daddy always wanted a little girl
I SAW my daddy and his friends fucking a tranny one night and the next night he had a poker party. SO I got some of the sexy clothes he had. MINI skirt black lacy crotchless bodySUIT heels, wig makeup, EVEN IN my wheelchair, I LOOK LIKE LIKE a whore. Toward the end of the night I rolled out to drive... Read full Story
shemale lover 2012-05-21 3,299 first time anal sex Creampie facial
100%
Britney Story
Yeah, for those of you that have already read it, this is just my "Oops, I Did It With Britney" story that has previously appeared in four separate parts in the "celebrities" section, but I've put it on here for a couple of reasons. For one thing, I've noticed that the stories in... Read full Story
shemale lover 2012-09-25 9,249 Cumshot sucking Creampie shemale
90%
My very first experience with my classmate
He was amused by the sight...of me in lingerie..standing on the porch,it was obvious he was in a shock (or state of extacy?) and couldn't take his sparkling blue eyes off my firm body inside the dress...he closed the door behind,like he was worrying if someone could see us ..I don't know why but i f... Read full Story
shemale lover 2012-10-01 4,092 anal first time Creampie
73%
How did i get here?
I’m a thin, pretty good looking 30 years old guy, living with the girl of his dreams. But a girl without a cock is no longer enough now. All my life I considered myself as a straight guy, even if sometimes duchbags at school called me a fag. I only dated girls, prefered long love stories over on... Read full Story
slavetocock 2015-09-25 6,497 sex toy Crossdresser feminization slave sissy
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 12,175 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
92%
MY TS FOXXY & VENUS LUX FANTASY
Alyssa Gomez and Venus Lux were visiting Newark, NJ and decided to have lunch in the restaurant that I work in. It was a rainy day. The seductive pair were returning back to their suite in the Courtyard Marriott, but not before grabbing a bite to eat. Alyssa and Venus sat the bar and ordered a coupl... Read full Story
I_GO_3WAYZ 2021-03-02 11,554 Latina Creampie Shemale Fucks Guy threesome Blowjob Ass to Mouth cum in mouth double anal
90%
My first time
It was in june, I was having a few beers with some friends and everything was going ok, then when it was 2 o'clock in the morning we went away from the pub, while i was getting in my car I had the rush of buying some sex toys... i was horny, so I went to a sex vending machine, bought some "geisha ba... Read full Story
Str8ManCD 2020-10-20 6,925 anal first time Outdoor Bareback Creampie outdoor sex stranger virgin ass
100%
TG girlfriend is my new neighbor
With Christmas and New Year’s over, the weather here in Florida has become cooler, 45 degrees last night and it will be in the mid-sixties for the rest of the week. We live in a sub-division right off the waterway, very private. My neighbor usually comes down around Christmas and stays until tax ti... Read full Story
Jon Paul 2022-01-17 4,365 Big Tits Bareback Creampie Shemale Fucks Guy Big Cock Asian Guy Fucks Shemale
100%
TG Neighbor
With Christmas and New Year’s over, the weather here in Florida has become cooler, 45 degrees last night and it will be in the mid-sixties for the rest of the week. We live in a sub-division right off the waterway, very private. My neighbor usually comes down around Christmas and stays until tax ti... Read full Story
Jon Paul 2022-04-22 6,867 Big Tits Cumshot Latina Bareback Creampie Shemale Fucks Guy Blowjob Asian Ladyboy Guy Fucks Shemale
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 3,719 anal Creampie Shemale Fucks Guy threesome Shemale and Girl cum in mouth double anal shemale fucks female
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 21,570 suck Creampie ass licking
75%
Rebound
My story is nothing new, like most girls who used to be boys I knew from an early age that I was different to all my school friends. My dad was a thug of a man, who enjoyed the physical battle of the rugby pitch as much as the post match booze up, but I took after the mother who died giving birth to... Read full Story
shemale lover 2011-11-25 6,390 anal Creampie oral
100%
In only a fur and very little else…
Well... I drove about 50 kilometers that night all dressed up as you can see me in the picture... quite late in the evening in early November... A cold and damp winters night in other words. The pictures by the way can be seen on my profil... I had never met the man before... So I was, I must add... Read full Story
CarolGeorges 2012-02-28 3,252 oral transvestite handjob high heels
71%
Becoming A Girl
This is a story how I became my step moms little girl. You see I had a very tragic childhood as a boy and grew up to become the girl I am today. But then again it is not so bad because for some strange reason it does feel very normal to me because it is the way I was raised and at times I have felt ... Read full Story
shemale lover 2012-03-03 8,431 anal sex Fetish fingering Sex Toys
100%
A Mate's Trans Date
I had been seeing Nikki for about 6months and taking her out as you would any girlfriend, sharing our groups of friends socially of course. One evening we went to a friends place and when Nikki has snoozed off to sleep on the sofa me and my mate called Al got talking, we had been drinking most of th... Read full Story
shemale lover 2012-03-19 4,842 first time Stockings anal sex oral sex
62%
Floor Crossdressing Whore
Hey i'm 6'0" 160 and it was my first year in college and I turned 19 over the summer.I am living in an all guy dorm, and I was very nervous to be in a new place, but i knew how i could relax. I set up my computer and went to my favorite website. The site had crossdressing men who got fucked by ... Read full Story
shemale lover 2012-04-08 3,136 Crossdresser Creampie blonde cum swallowing
40%
Dianne The Trans
It all started a few weeks ago, I watched as she layed on the beach tanning her sweet body. She looked so hot wearing that pink bikini. Damn i wish i knew her name, or where she lived, maybe shes here on vaction. I don't think i've seen her before, but she does look familiar. Finally getting the cou... Read full Story
shemale lover 2012-05-02 2,926 anal sex Creampie oral sex
100%
Black Transsexual Power Games
I give dick and my Black male bitches have to take it. No such thing as trying. You either take my dick up your ass or you don't. I smiled to myself as I thrust my ten inches of hard Black dick into the tight asshole of Richard Lucien. The big and tall young Haitian groaned as I fucked him. Well, th... Read full Story
shemale lover 2012-07-10 3,303 anal tranny Creampie Ebony oral
83%
Wet dream last week
I know i'm a bit old to be having wet dreams first off, but i don't think anyone would be able to resist creaming their pants if they had a dream this erotic and sexual at any age in their life. So i don't like to jerk off unless i'm being watched, thats all there is too it, and i had been a good we... Read full Story
shemale lover 2012-07-12 2,104 anal Creampie shemale
100%
The surrender
I cannot remember what drove me to it. Cruising bars for sex had become a habit. Success can do that to you, but even steady success make you yearn for something different. I looked at her from across the bar and acknowledged her stare. She definitely looked hot and hungry, with eyes that seemed to ... Read full Story
shemale lover 2012-07-16 4,140 anal Creampie shemale oral
100%
Totally dominated
I was out walking one night, a walk i used to make with my girlfriend. We had just broken up a few days ago. I don't know why I was walking here again, the memories weren't good ones. She had cheated on me with my best friend. Anyways, I was walking this familiar path through the city streets when I... Read full Story
shemale lover 2012-10-27 5,916 anal Group Sex Cumshot Creampie Big Cock oral
100%
Why Nagasaki?
I put quarters in the candy machine searching the nougat landscape for an Original Scorched Earth bar. The chocolate love melts on sunny days and in the napalm of your touch my fingers get sweetly sticky. I taste each one before I wipe them off on my pants. Hiroshima was enough, I always wonder w... Read full Story
shemale lover 2012-11-04 2,651 anal sex Creampie Sex Toys
93%
Dominated
I was out walking one night, a walk i used to make with my girlfriend. We had just broken up a few days ago. I don't know why I was walking here again, the memories weren't good ones. She had cheated on me with my best friend. Anyways, I was walking this familiar path through the city streets when I... Read full Story
shemale lover 2012-11-12 7,001 anal tranny Creampie oral
80%
Owned sissy girl
I met the mature dominant couple that I now call Mummy & Daddy on the internet. Their ad said they were looking for a full-time live-in mature sissy plaything. After we made contact they invited me to their house. I was instructed to bring any sissy clothes with me and to refrain from orgasm for... Read full Story
Andrellina 2015-09-23 29,407 anal ass rimming cd sissy
80%
First time
Ever since I was a teen I wanted to get fucked by a tranny. At 19 I finally got the opportunity when I moved to Leicester for university. I did a quick google search to find any in my local area. I stumbled across sexy TS from Colombia with 44DD and a 9 inch cock. My cock got extremely hard after se... Read full Story
tshirt1017 2015-10-08 8,535 first time tranny ass fucking mouth fuck anal virginity
76%
Louise's Bedroom
The dark and humid night consumed the street surroundings, the rain pattered softly against the car window as Scott pulled outside Louise’s house. Louise had never agreed to let Scott visit before and he knew that this would be the only opportunity to make a good impression and be with her in the fu... Read full Story
Master VeeJay 2017-12-12 9,604 Amateur Bareback Creampie Blowjob Guy Fucks Shemale Mature
96%
My first BBC experience
I stand 5 foot 8 and weigh 138 lbs. With a perky butt, long natural eye lashes, and clear smooth white skin I would always receive comments from women how jealous they were of my features but never did they want to pursue an intimate relationship with me. But I also didnt have much interest in them ... Read full Story
Jenny Hurle 2020-04-29 14,322 Crossdresser Amateur Bareback Creampie Big Cock Ebony self sucking
93%
Sissy Maddie's New Apartment Gangbang
I’d just moved into the big city. Me on my own in a cheap apartment block. The flat was nothing special by any means, and the room next to mine seemed to be noisy with parties. But I was glad to be on my own. I had almost finished unpacking my belongings when I came across my stash of female clothi... Read full Story
sissymaddiex 2020-09-25 10,325 Crossdresser Amateur Group Sex Cumshot Bareback Creampie Blowjob gangbang Lingerie Homemade sissy cum in mouth double anal
100%
The Experience of a Lifetime
My divorce was hitting me really hard. My wife outgrew our relationship and started living her own life and I had a front row seat to everything. My heart and life was upside down. I didn’t go out anymore. Friends and family both told me it was time to get my life back on track and start living ... Read full Story
therefill05 2020-11-30 20,526 Big Tits Cumshot Bareback Creampie Shemale Fucks Guy threesome Blowjob blonde Big Cock Ebony Uniform domination cum in mouth
100%
Tasting the good FLESH
I am no longer Virgin, en bon et du forme Thing never dared since I taste the enjoyment by all the senses and in all its senses... I discovered her when she smiled at me as a thank-you for giving her the way to the small-town supermarket where I was on business. Sandals at her feet of Cinderell... Read full Story
hippocampus_171 2022-11-10 5,043 Amateur Creampie Shemale Fucks Guy Guy Fucks Shemale Mature Ass to Mouth cum in mouth
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 7,315 Amateur Cumshot Bareback Creampie Shemale Fucks Guy Blowjob blonde Big Cock domination Homemade cum in mouth
66%
Can it get better than this?
I had to be in her area, so I set up another exceptional round with my TS ladyfriend on Friday. We smoked a joint (I usually don't) which made everything dreamlike, surreal. She is so feminine - hairless, tight skin (yoga) petite, but with this thick button cock I simply love sucking on. Can't get e... Read full Story
Action69 2023-04-06 5,058 Cumshot Creampie Ladyboy
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 6,039 anal Cumshot Latina Bareback Creampie threesome Shemale and Girl Lola
100%
First Time Dressed… at an Electronica Concert
I had been dressing as a girl to get off for some time now. For some reason there is nothing that turns me on more than a tight little cotton thong stretched across the bud of my asshole, holding my tiny little boy toy down where it should be. Over the years I’ve slipped into my mom and sister... Read full Story
shemale lover 2011-10-21 3,566 anal first time shemales Creampie fingering
91%
Stepdaughters Pleasure Daddy
As I was showering, I was thinking about Anna coming. What would I say to her? How would I act? I felt very uncomfortable and I was getting extremely nervous. I finished washing, then shaved. As I was getting dressed, Dawn came in. "I know your hungry, Daddy, but let's go out for breakfast.&... Read full Story
shemale lover 2011-12-05 7,874 anal licking Creampie
50%
Magician's Assistant - Friends & Lovers Part 3
Magician's Assistant - Friends & Lovers takes place in the Magatrix the Magnificent Universe, which was first introduced in my serialized seven-part story, Magician's Assistant. The premise upon which both that story and this story are based revolves around the fact that Magatrix the Magnificent... Read full Story
shemale lover 2011-12-25 3,379 anal crossdressing erotic encounters fantastic
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 4,195 anal sex Creampie oral sex 69 position
85%
Transsexual Cheerleader
Transsexual Cheerleader Marcus, the football team quarterback, was well known at the university as the "most datable on campus", and he had had his share of women. From the nice virginly freshman, to the hottest senior whores. It was no wonder that he was so popular. 6'4, 240 pounds of pur... Read full Story
shemale lover 2012-05-13 3,966 anal sex Creampie Blowjob
47%
Dr. Visit.
I turned 50 and the Dr. called and said I needed to make an appointment for my birthday physical. Well my birthday fell on a Friday and my appointment was the doctors last one of the day. I was sitting in the waiting room and saw all the employees left the office. I asked the last one exiting if I ... Read full Story
shemale lover 2012-05-22 3,998 anal sex Cumshot Creampie oral sex doctor
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 4,235 anal sex Creampie Big Cock oral sex Interracial
100%
A Turkish Delight
My export business was beginning to take off as I was now on my second over sea's trip. I was doing business with the Turkish government and I also saw it as an opportunity to explore more my fascination of cross-dressing. I would be visiting a country where I was not know and I would blend in with ... Read full Story
shemale lover 2012-07-15 3,129 Creampie oral facial domination crossdressing
100%
My biggest ever-scary, but rue!
Since I'm pretty much sub, I don’t really ever say no, but maybe sometimes I should? I got an IM from a guy on a hookup site I sometimes visit and after a little bit of chit chat about the weather and what sorts of music etc we liked, he invited me to his place for an afternoon of fun. I'm usu... Read full Story
shemale lover 2012-08-14 2,799 anal Cumshot Fetish oral