Sort by
Relevancy

Free Stories

72%
ACROSS THE STREET AND TWO DOORS DOWN by Spanky de Bautumn
Jamie knew he was different. He didn’t fit in with the other boys, but he didn’t feel like he fit in with the girls either, he just knew he was different. He wasn’t into dolls or balls. He was the smallest boy in his class and more than half the girls outweighed him. But the one thing he had going f... Read full Story
SpankydeBautumn 2021-01-29 11,240 Teen (18+) Small Tits Crossdresser Fetish Blowjob Lingerie Guy Fucks Shemale cum in mouth
75%
Quick Fuck
I was working the counter at the burger joint, as i asked the next customer for their order I was startled to her a distant but familiar voice. 'I don't think what I want is on the menu.' I looked up with a jolt and standing dare as sex as she/he wants to be is, blonde hair blues eyes, Bambi,' I ... Read full Story
shemale lover 2011-11-08 2,819 shemales sucking Creampie
85%
BANGING AROUND BANGKOK
BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... Read full Story
bkkldby 2019-06-17 13,984 first time Teen (18+) Amateur Group Sex Big Tits Cumshot Outdoor Bareback Blowjob Big Cock Asian lesbian public place
87%
Southern Hospitality Ch. 03
XtinaSmith2017 Ash looked himself over in his bedroom mirror critically, finding himself oddly self-conscious about his looks. He had been texting Laura all throughout the day and they had agreed that dressing pretty casual would draw the least suspicion, so he had. He wore a simple patterned ... Read full Story
Gwapo67 2022-05-16 4,679 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
100%
A Perfect Pandemic: A Transsexual Transition in a Troubled Time
A Perfect Pandemic A Transsexual Transition in a Troubled Time A Novelette by Alexandra Rios Text Copyright Reserved © August, 2021 Dedication Transgender Day of Remembrance is a solemn occasion. I am offering “A Perfect Pandemic” for free as an antidote to the fear, phobia, discrimination, d... Read full Story
the greatest liar 2021-11-16 4,997 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
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 5,984 anal sex Creampie blonde shemale
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 5,550 anal sex Creampie oral sex cum swallowing
95%
Proud To Be A Sissy Chapter 8
I woke up to hear daddy lightly snoring and in my sleep I had draped a leg over him so that my body was almost covering him. I giggled to myself realizing that even in my sleep the sissy slut in me reached to grasp his flaccid penis. Then I curled closer up against daddy and contemplated about how m... Read full Story
shemale lover 2012-12-24 9,155 Teen (18+) Crossdresser Uniform Lingerie domination
100%
ROBERTO’S SECRET by Spanky De Bautumn
Cody Daniels was only trying to help her country; she never dreamed things would come to this. She was patriotic and felt compelled to do whatever asked of her to aid in the capture of the terrorist known only as "Roberto". But lying in his bed, bound and gagged, Cody wondered why she let herself go... Read full Story
SpankydeBautumn 2021-01-22 4,776 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale
25%
A Strange Romance
Although I was over qualified after I graduated and accepted a one as an Internet operations officer for one of the high street retailers. I was offered better jobs but I took the one with the retailers because it paid reasonably well and more importantly meant that I would have to relocate down to ... Read full Story
shemale lover 2012-07-05 6,797 Creampie Fetish crossdressing virginity
91%
HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
CDDIXIE4U 2019-01-08 33,046 Teen (18+) Crossdresser Cumshot Masturbation Bareback Shemale Fucks Guy Fetish Blowjob Big Cock Ladyboy Lingerie domination Homemade Compilation cum in mouth shemale + shemale
48%
Black Cherry
The first time I ever cross dressed was when I was seventeen years-old, so not to long ago. I was in my freshman year college and my roommate I was invited to a party thrown by a fraternity on campus. However my roommate was kind a of skeptical about a fraternity inviting a bunch of freshmen to thei... Read full Story
Black Cherry 2017-07-27 9,700 Crossdresser Creampie Ebony gangbang college short story
100%
First fuck in public ;)
You’re only wearing a coat, I find a place where, I can kiss you then slide my hand between the flaps of your coat. I expose your breasts and slide my hand down across your tummy down to your pussy. My fingers start to explore your soft bush, working there way to your soft pink lips surrounding your... Read full Story
BalkanLoco91Ri 2019-08-26 3,739 Stockings Teen (18+) Amateur Big Tits Cumshot Outdoor Masturbation Bareback Creampie Blowjob Big Cock Uniform domination Homemade pov cum in mouth
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 11,718 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%
Exposure, Disclosure
The Greatest Liar, Exposure, Disclosure © Alexandra Rios 2019 Author’s Note: This is a continuation of the narrative which commenced with “My Awkward Phase”, which I posted here previously. Readers may wish to read that before continuing, although I have written them to stand alone. Natives s... Read full Story
the greatest liar 2019-06-18 7,472 Teen (18+) Small Tits Amateur Group Sex Latina Blowjob gangbang Guy Fucks Shemale cum in mouth
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 7,058 Teen (18+) Small Tits Amateur Cumshot Outdoor Bareback Creampie Fetish Blowjob Asian Ladyboy Mature
87%
Anklets
This is my story. I'm a genetic woman in my .. *late* 40's . I was introduced to the TG world when I was a teenager... back then I was, and in some ways still am, a "tomboy trapped in a woman's body". I thought *girl clothes* were so ridiculous for ME to wear, that I put them on boys just ... Read full Story
shemale lover 2012-12-11 5,241 Creampie shemale oral
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 30,211 Teen (18+)
91%
For a while I worked as a transsexual street prost
When I first moved to Sydney in my mid 20’s I had trouble meeting the bills. This was desperate times so after a lot of soul searching I decided that the only thing I could do was to become a prostitute. I knew Sydney that the transsexual prostitutes picked up clients on William Street near... Read full Story
shemale lover 2015-01-05 7,380 anal shemales hardcore
20%
The Greatest Liar, Deal With The Devil
The Greatest Liar, Trans Erotica With a Purpose By Alexandra Rios, © 2019 The Lost Chapter, Deal With The Devil This is a work of fiction. All characters (including the narrator), products, places, events and incidents are either the products of the author’s imagination or used in a fictit... Read full Story
the greatest liar 2019-08-07 3,155 Bareback Creampie gangbang Guy Fucks Shemale double anal
100%
The Terrace View Apartments Part 7
My new life had settled into a wonderful routine. I would wake very early in the morning, usually still wrapped securely in Mistress Kendra’s arms. I would spend an hour or so working on my figure maintenance exercises, enjoy a cleansing enema, a refreshing bath and body shave, then I would la... Read full Story
shemale lover 2011-11-19 3,856 Creampie Blowjob domination
93%
Southern Hospitality Ch. 01
XtinaSmith2017 Ash gawped at his mother, incredulous as to what she had just said. He understood the basic premise of what had happened, but the reasoning she must have had absolutely baffled him. "Why?! Why would you do that?!" He pleaded, voice light and desperate. She shrugged, looking acr... Read full Story
Gwapo67 2022-05-16 6,959 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature
92%
Crossdressers first time with a guy
Hi, im new to this. this happened about 3 years ago now. I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from th... Read full Story
shemale lover 2013-06-06 10,162 first time Teen (18+) hardcore anal sex fingering Interracial cd
66%
The Coma Girl Brain Transplant
[This frivolous story is something I put together as an entry for a comedy competition earlier this year, not to be taken at all seriously, a bit more sci-fi than erotica, more of a mind-fuck than anything else so it’s not jerk-off material but hopefully some of you might still enjoy it] Thankful... Read full Story
cara_elaine 2017-12-19 6,419 Crossdresser Uniform domination
91%
Southern Hospitality Ch. 02
XtinaSmith2017 Laura felt herself lifted lazily from the arms of sleep, her body relaxed and floating on a small cloud of pleasure, her mind filled with images, sensations, not pulled from whatever dream she had just been having but instead, memories, memories from the night before. Memories of... Read full Story
Gwapo67 2022-05-16 4,526 Bareback Creampie Shemale Fucks Guy Big Cock Mature
100%
Cab Driver
I already have a raging hard on, and it is only 9pm. I have my clothes for the evening laid out on the bed before me, and my cock, balls and ass are newly shaved. I have decided to wear all black tonight: black lacy panties, bra and suspender belt, sheer black stockings, and a tight black dress that... Read full Story
shemale lover 2012-03-01 4,613 Stockings Creampie Fetish oral sex heels
100%
Working for a Living Chapter 6
I slid out of the old Ford truck driver's side door. Surprisingly, my legs felt a bit shaky as my feet hit the concrete driveway of the Malibu mansion. I nervously straightened my cut-off shorts as I walked around the truck. She was waiting by the tailgate with a big smile on her face. "Wow Jai... Read full Story
shemale lover 2012-10-05 3,517 Group Sex Creampie threesome
100%
The Next Level
Nitromethane It's been a couple of weeks now since I sucked my last shemale cock and swallowed her load, and with enough distractions, it hasn't been too difficult keeping myself preoccupied and my mind off of satiating my new fixation. Still though, I do have my moments when I sit back and imagi... Read full Story
Gwapo67 2022-02-01 5,576 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock gangbang domination cum in mouth
100%
Mongoose Hunting and the Dark Car
After my first sexual experience with a trans girl in school (Check out Biology of Music), it was a long time before anything else got me that horny again. Which is obviously understandable given how ridiculous that whole event was. This time instead of a trans girl cumming hot jizz into my mouth af... Read full Story
terrifictim 2023-03-30 5,463 Teen (18+) Cumshot Bareback Creampie Guy Fucks Shemale rimming rimjob Ass to Mouth cum in mouth Surprise secret bathroom sex Daddy daughter risky public
92%
Sissy schoolgirl and her black daddy
I can't believe this is happening right now. Here I am, a 16 year old white boy dressed in the sluttiest schoolgirl costume and makeup I have ever seen, being barebacked by an older, married black man. How'd I get so lucky?! Let me start at the beginning... It was summer time. As always I spent m... Read full Story
shemale lover 2013-06-22 39,450 Teen (18+) Bareback Creampie Lingerie ass fucking Interracial cd
80%
The Farm
“See you Sunday, baby,” said Marcus Jenkins to his wife, Tasha. “Alright! Have a good day at work,” the wireless phone company retail store manager smiled. “Love you, Kobe! Love you, Tiara,” the wastewater plant operator said to his offspring. “Love you, too, daddy,” the youngsters rang out in un... Read full Story
Faggyboi and Puzziboi 2021-12-08 5,351 Teen (18+) gangbang Guy Fucks Shemale sissy femboy Ass to Mouth
100%
A Turkish Delight Part 2
As I sat in my hotel room I pondered my future and what may lie ahead. My passport had been seized and I was not able to leave Turkey nor could I tell anyone about my plight. It was late afternoon when a courier arrived at my hotel with a large white box. He rang the bell and upon answering I was gr... Read full Story
shemale lover 2012-07-16 2,647 anal Creampie Fetish domination crossdressing
77%
How I Became the Sissy Slut
It all started when I was about 11. I was a very petite and short and had long straight brown hair with whispy bangs as a child. I was often mistaken for a girl. I have a sister who was 6 years older than me about my size she used to dress pretty sexy with the tight jeans and the skin tight sailor b... Read full Story
Tvtrinity 2016-08-29 71,492 Teen (18+) Crossdresser transgender sissy slut.trinity
100%
Camming Down the Rabbit Hole Ch. 11
I sat there for some time, my phone still in hand. I couldn’t fully comprehend the situation and where I was. All this started when I was put on furlough and thought I would be losing my job, an idea born out of boredom, hornieness and desperation. What started as a regular cam show with a guy hopin... Read full Story
Dani_does_Dallas 2022-04-25 4,099 Crossdresser Amateur Cumshot Masturbation Blowjob Uniform Lingerie Shemale and Girl Sex Toys Homemade self sucking pov cum in mouth
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 6,123 anal Creampie oral
100%
Alexis Chapter 2
When I open the front door to my house, I'm already hard. I'm going to be home alone for an entire night, and I have a lot of things planned. I toss my backpack and jacket onto the couch, and by the time I reach my room I already have my shirt off. I let my pants drop to the floor and pull off th... Read full Story
shemale lover 2012-10-06 4,474 Creampie transformation dildo Sex Toys crossdressing
100%
When Rene Calls
Chapter One I first met Rene at an Art Museum Benefit. I aware of it at the time but Rene was the guest of honor as a result of his impending large donation to the museum's endowment fund. The reception and cocktail party was to be the event at which he was expected to announce his considerable... Read full Story
shemale lover 2012-09-14 2,758 tranny fuck oral
86%
Miko and Mali; Thailand's finest teen sisters
Last August my friends and I went on a “lads holiday” to the beautiful country of Thailand. We had booked a fortnight, which was to consist of five nights in a city hotel in Bangkok, and the remainder in a stunning 5* resort in Phuket. It was my first time in the country, my friends hav... Read full Story
shemale lover 2014-06-25 8,126 shemales taboo lesbian sex
85%
My Orgasm at work
I finally found my sexual fantasy come true at work. I always fantasize about one of my female co-workers (and sometimes all of them) dominating me, pegging me, brutalizing me. That every time they walk by my office, they would pour their coffee on my floor next to my feet and i'll get on my knee... Read full Story
Chickzdigmeyup 2019-06-21 6,854 Teen (18+) Crossdresser Cumshot Latina Bareback Fetish Uniform Lingerie domination Sex Toys
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 3,436 anal sex asshole Creampie
100%
Jon Story
When I learned we would be in Rio for a few days, I was overjoyed. Rio de Janeiro would have just what I was looking for. While on leave in Australia, I had developed a yearning for special girls, and through careful research, Rio seemed to be someplace very special indeed. It first started... Read full Story
shemale lover 2012-01-26 4,853 Creampie tits fucking big
100%
The Sin of Lust
"Forgive me, Father, for I have sinned." Father Jeremiah looked up from his paperwork to see Sarah standing in the doorway of his office. He cocked a brow at her, then returned to writing his next sermon. "I'm sorry, I can't help you," he said, without looking back up, "i... Read full Story
shemale lover 2012-04-08 2,628 anal sex Creampie oral sex rimjob
22%
Just me...
When I first started to get high, I was such a good freak. I started taking pictures of myself in panties and lingerie, taking pictures of my dick and showing the world, showing off my tight little asshole, just trying to become a porn star. I still want to be a porn star because I know that I would... Read full Story
AllOfMe 2018-06-01 3,751 Teen (18+) Ladyboy redhead Guy Fucks Shemale Interracial Ass to Mouth cum in mouth
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 3,232 Teen (18+) Bareback Creampie Blowjob Guy Fucks Shemale
91%
The Girl Next Door Ch. 03
derezzed Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Ale... Read full Story
Gwapo67 2022-05-13 5,895 Bareback Creampie Shemale Fucks Guy threesome Blowjob cum in mouth
100%
Did I Do Right By Taking Money For Sex?
I first properly dressed when 14. (I did do the knickers and stockings and pantyhose thing previously from when I was 11). I first had sexual contact with a friend when we were both 14, i.e. wanked each other then I sucked him off and drank all his cum. I then waited until I was 16 for sex with... Read full Story
Linda Tiffany Vista 2024-05-07 1,895 anal Blowjob blonde Lingerie shemale fucks shemale cum in mouth teen (18+)
42%
Bambii's New World Part 2
There I was filled with cum. I had just been fucked and used like the total whore I was turned into. And even though I thought it was wrong in my mind, other parts of me were saying it was right. My cock wanted to explode, but my sheath wouldn't allow it. My pimp, James, said I'd be able to relea... Read full Story
shemale lover 2011-10-07 4,429 anal sex asshole Creampie
50%
Exotic Escapades Chapter 1
"You're an interestin' one," the guard said, leading Tammy down the corridors of the prison complex. "So what you mixed with?" "Blasian," Tammy replied, almost in a mumble. "Well I'll be," the guard smiled. "Niggasian?" He stopped Tammy and ... Read full Story
shemale lover 2012-05-05 2,608 anal sex Creampie oral sex
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 3,772 anal sex Creampie Blowjob
90%
Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
BEN437 2018-11-19 13,192 Teen (18+) Amateur Cumshot Bareback Creampie Blowjob Big Cock Asian Ladyboy domination Guy Fucks Shemale cum in mouth
100%
Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
BEN437 2018-11-19 4,954 Teen (18+) Amateur Cumshot Bareback Creampie Blowjob Big Cock Asian Ladyboy domination Guy Fucks Shemale cum in mouth
54%
The day i bought my fleshlight and it was better then i expected
We have all been there, you want something bigger and better than just jerking off, not sex but something that you can enjoy solo. We have all seen that famous American Pie scene where Jim decides the apple pie will feel amazing to fuck and proceeds to shove his dick into it and if I really think ab... Read full Story
BalkanLoco91Ri 2019-08-07 4,463 Teen (18+) solo Amateur Cumshot Masturbation Creampie Big Cock Lingerie Sex Toys Homemade
80%
Getting Fucked by Sasquatch
Bill was about to show up, I had known him from a chat room for years now. I was in his town for work and we had set up this date so we could finally meet each other. I heard a hard knock at the door and when I swung it open, I just stood there in awe. It wasn’t the big beard or really long hair tha... Read full Story
pennypenny 2020-08-21 5,869 Crossdresser Bareback Creampie Fetish Blowjob Big Cock redhead domination Guy Fucks Shemale pov Ass to Mouth cum in mouth
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 3,750 Creampie Guy Fucks Shemale feet licking first time with a tranny teacher student
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 6,614 Teen (18+) Crossdresser Bareback Creampie Blowjob Big Cock virgin virginity sissy cum in mouth double anal sissy slut virgin ass
100%
My first time as a gurl
Part one. My first time….I was 21 and had recently split up with my long term girlfriend so was feeling quite depressed and at a loose end. One Friday afternoon I was in my local pub and chatting to a few people I knew, one of these being Andy. He was in his late 20’s and was usually accompanied wi... Read full Story
Nicole-Andrea 2022-09-06 4,733 Crossdresser Amateur Bareback Creampie Uniform Lingerie