Sort by
Relevancy

Free Stories

50%
Towel Boi: You're Hired
Kasey Stevens woke up in his new studio apartment. The five-foot-nine, blue-eyed sissy with ash brown hair yawned and stretched before heading into the bathroom. He showered, taking good care to lather his rosy skin with strawberry scented body wash. He shaved his legs and rinsed off. Then, he appli... Read full Story
Faggyboi and Puzziboi 2023-11-14 5,808 anal Small Tits Crossdresser Amateur Bareback Blowjob Guy Fucks Shemale Interracial small cock big ass femboy
50%
A Revenge Fuck
It had been a long day. I had fought the traffic after a miserable week to get home early and surprise my wife for what was to be a romantic weekend. But as I pulled up to the house my heart sank. I saw a bright red motorcycle in the drive way and something inside told me, "This isn't right!&qu... Read full Story
shemale lover 2012-06-03 11,043 shemale oral sex Interracial
100%
Towel Boi: Agreement Signed
Ralph moved the mouse to wake up the computer. He navigated to his legal docs account and downloaded a generic pre-existing relationship agreement. He asked for the spelling of the new hire’s first and last name. “First name K-A-S-E-Y. Last name S-T-E-V-E-N-S.” “Got it,” acknowledged the owner. ... Read full Story
Faggyboi and Puzziboi 2023-11-14 5,758 Crossdresser Bareback Creampie Blowjob Guy Fucks Shemale Interracial small cock big ass sissy femboy
100%
HELPLESS TO MY CRAVING FOR BLACK COCK
This is a totally true account of my addiction to meth and its hand in turning me into the he[pless sissy I've become to my weakness for BBC. My name as a regular male is Richie Budd. But by reading this you'll soon realize that nothing is normal. Not only was I Richard Budd. I spent an equal, if ... Read full Story
Tvtrinity 2021-04-07 9,673 Crossdresser Amateur Group Sex gangbang Interracial transgender sissy bbc Black Owned owned white boy pimped force feminised BNWO
100%
Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
darrell 2022-01-03 4,203 Group Sex Big Tits Cumshot Bareback Fetish Blowjob Big Cock Asian Ladyboy Sex Toys Mature cum in mouth shemale + shemale
100%
One Night of Lust
Hi, my name is Kelly and I've been a tranny for 3 years now. I'm 22 and just got a stunning boob job, 34C. After three and a half years of taking female hormones, I can turn the heads of any and all straight men on the street. I am also a cage dancer at an erotic club in Atlanta for people of all wa... Read full Story
shemale lover 2012-09-02 3,269 Stockings Big Cock ass licking Interracial heels
100%
Seduced At The Gloryhole
I love to write Erotica. For story requests please send me a private message or email noirenoire10@gmail.com Enjoy! Golden blonde hair that rested just past her shoulder, piercing blue eyes, full luscious red lips with colorful sleeves of tatoo’d arms. Wow, she was immaculate. She locked ey... Read full Story
therefill05 2020-12-10 9,196 Big Tits Cumshot Bareback Creampie Blowjob blonde Big Cock Guy Fucks Shemale Interracial cum in mouth
85%
Interracial Encounter With Black Shemale
Me and a buddy decided to go see a rock concert at the Great Western Forum (that's what the Staples Center was called back then). I was 21 at the time, horny all the time and could never get enough pussy. So we go to the concert in our own cars since his brother lived nearby and he was going ther... Read full Story
tgirlloverme 2015-01-15 11,067 Interracial
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 11,239 Teen (18+) Small Tits Crossdresser Fetish Blowjob Lingerie Guy Fucks Shemale cum in mouth
91%
My first BBC fuck
I went clubbing last week with my girlfriends that I work with and they recommended a hip hop club in a seedy part of town. I was alittle scared but we went anyway and well, and we were really having some fun there!!! I decided to dress like a real lil slut this night, a black minidress, lacey thigh... Read full Story
shemale lover 2013-06-06 9,590 hardcore Creampie Big Cock Guy Fucks Shemale Interracial
100%
My Greek Goddess
I'm Caroline. I'm 27 years old and I work as a solicitor in the West End of Edinburgh. I'm generally considered quite attractive, five-feet-five tall with dark blonde shoulder length hair and a pretty face, featuring big green eyes and pouty lips, and a nice figure with C-cup boobs. I've been blissf... Read full Story
shemale lover 2013-07-17 4,223 tranny brunette shemale Big Cock big boobs
66%
New Black Friends
I go to a small discount store near my house once a week to buy candy. One sales clerk is obviously gay. He is nice to me and we have short conversations when I pay. He is a tall skinny black guy 22 years old and his roommate is short and pudgy. Over the past few months I have often thought to just... Read full Story
FunFemMan 2014-07-08 4,256 Cumshot Big Cock ass fucking Interracial cd
62%
White Sissies on Black Dicks
Sunni inhaled the marijuana, held it in for a few moments, and then released a puff of smoke in the air. The effeminate white man with a platinum blonde Mohawk pressed the number two button on his phone to listen to the message. He heard a deep-voiced Black man say he needed his dick sucked and woul... Read full Story
shemale lover 2014-09-11 12,399 ass suck Big Cock oral sex Interracial cd
73%
Black Girls Have Big Dicks
She was like no woman I had ever seen before. She walked into a room and everyone's eyes were on her. She just had that incredible presence that just lit up the room and everyone just wanted to be around her. I was working behind the bar of a trendy club when I first saw her saunter in on her long l... Read full Story
shemale lover 2012-06-27 21,191 anal sex oral sex black cock
100%
Finishing School for Shemales Chapter 2
Davina hurried down the hallway, her books clasped in front of her heavy breasts to stop them jiggling as she ran. It had been almost two weeks since she had truly given herself to Mistress K in the beautiful, imposing headmistresses study, drinking the transgendered woman's seed from another T-g... Read full Story
shemale lover 2012-08-09 6,261 cum fingering little cock
100%
The Society
I met her during the summer. I was only nineteen and working to save some money for college. I had been raised by my grandparents who had both passed away over the past year. After the burial costs I was far from wealthy. My parents weren't around so I was on my own at a young age. I had moved a cou... Read full Story
shemale lover 2013-01-10 17,168 Crossdresser sucking Big Cock ass licking big boobs
100%
The Big Mature Shemale Next Door
The Big Mature Shemale Next Door SugarandSalt "Please can I just wear my old swimming trunks?" Warren begged. "No!" his mom yelled back from the other room. "Barbara purchased that for you. It was expensive so you better remember to thank her." Warren looked at himself in the full length mir... Read full Story
Gwapo67 2022-05-03 7,760 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
50%
Me & Jo Shemale
Yesterday Jo Shemale and I went for on a pussy hunting fall walk. Well, I did, I'm pretty sure Jo Shemale wasn't hunting pussy. It was getting colder, so we had to put on our woolly panties and sweaters. Halfway down the block, we saw the Old Fuck's out in their yard. The Old Fuck's were raking b... Read full Story
shemale lover 2011-08-16 4,477 cock suck shemale
92%
My First Girly Cock
It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. ... Read full Story
shemale lover 2014-03-29 18,630 anal first time shemales
100%
Brazilian Heat
At twenty-six I did something I had been trying to do since I was eighteen. I finally took the vacation I wanted. Ever since my freshman year of college I had been trying to get to Brazil for spring break. Spring Breaks came and went and never once did I make it to Brazil. All I knew was that I was ... Read full Story
shemale lover 2012-08-26 6,785 anal sex Big Tits Blowjob ass licking
100%
Girly
It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. ... Read full Story
shemale lover 2012-09-11 4,302 Small Tits Cumshot fingering oral sex rimming foot fetish
97%
My First Girly Cock
It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. ... Read full Story
shemale lover 2013-07-22 10,294 transsexual oral sex ass fingering kissing
93%
My First Girly Cock
It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. ... Read full Story
shemale lover 2015-02-27 5,559 tranny Cumshot Shemale Fucks Guy ass fucking Guy Fucks Shemale
100%
Angel Chapter 9
Angel Jones had been working as a teller at the big London bank for over a year, and her duties had become almost routine to her. It didn't seem like a rut, because she enjoyed her work, and it paid well enough to meet her needs. She enjoyed a good relationship with her fellow tellers, mostly attrac... Read full Story
shemale lover 2012-12-02 4,182 cum fuck oral
90%
DISCOVERING BLACK COCK
To the greater Boston general public it was simply a small little known quite private night club located in the back part of Roxbury called The Black Rooster Bar. While in local Gay Community circles, insiders called this private by membership only pub, THE BLACK COCK CASTLE! When first learning... Read full Story
CD DIXIE IN NH 2016-05-10 10,104 Big Cock cumming sperm ebony cock
90%
Becoming a Drag Queen
I was thrilled when my boss told me he was sending me to San Francisco for a conference. It was a location on my "Top 10 places I wanted to go". I went online and Googled the major attractions and tourist "must sees in San Francisco. The conference was Wednesday to Friday and I figure... Read full Story
shemale lover 2012-03-01 13,812 first time sucking fuck domination
50%
"SISSIFIED": 12 JOURS DE SISSY-MAS
JOUR 1: mardi 25 C'était le matin de Noël quand j'ai entendu frapper à ma porte, ce qui était, bien sûr, très étrange à dix heures du matin. À midi, j'allais chez ma famille pour Noël, et j'avais rarement des visiteurs inattendus. Toujours dans ma robe, je me dirigeai vers la porte et fus s... Read full Story
Femboy 2021 2023-01-20 1,232 Stockings Crossdresser Amateur Fetish Blowjob Big Cock Lingerie domination Sex Toys cum in mouth
83%
PF's Black Romp and JoyceLynn's Awakenin
When my wife and I first met, our sex life was fantastic! She was a very sexual lady and always made herself available. She usually wore stockings and garter belt or thigh highs, high heel sandals, and something that was sexy and suggestive. We made love and had sex in every room of the house, inclu... Read full Story
shemale lover 2012-05-17 4,240 Fetish Interracial Sex Toys
100%
Sweet Sherri
"The fuck you want," the girl hissed through her teeth. Well, it's hard to say. For one, this was the one night of the week at the particular club that was tranny night. Unless the lucky woman was either a straight freak or had been exposed to the scene, there weren't too many people wa... Read full Story
shemale lover 2011-10-31 5,401 Big Tits transsexual big ass
100%
TO BE OR NOT TO BE – PART 2
TO BE OR NOT TO BE – PART 2 by Spanky de Bautumn Part 1. Sunny, Mel, and Shari learn they are going to New York to perform a play off Broadway and are really excited about it. Being a small troupe, we unseen members had to wear many hats. Unfortunately, there was just the two of us, Joe Donn... Read full Story
SpankydeBautumn 2021-02-22 3,537 Small Tits Crossdresser Cumshot Bareback Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
95%
Mai
When I was twelve I met a new classmate named Dave, he and I became great friends hanging out, joining clubs and what ever else high school kids do. His family was from the Phillipines and he and his sister were the first generation born in this country. His sister Mai is the focus of this story. ... Read full Story
Zöe from Kingston 2018-08-09 11,273 Cumshot Bareback Shemale Fucks Guy Blowjob Asian Guy Fucks Shemale Interracial cum in mouth
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 10,160 first time Teen (18+) hardcore anal sex fingering Interracial cd
88%
Alaska adventure
I was stuck in my parents apartment, living with them and working at a bar downtown for the summer. I got bored hanging out alone in my room,. so I snapped a few pics and put an ad in the TV/cd section on craigslist. I waited a bit and it wasn't long before someone replied. Then a few dozen ... Read full Story
Ville Lohner 2014-02-18 4,457 anal Crossdresser hardcore Big Cock Interracial
100%
Stepping Out
All through the next week we searched through almost all the online dating sites and it was the same as before. Some wanted just me or just Deena, but not the both of us together. One good result was that I found a trans gender support group and they were going to meet on the next Tuesday which was ... Read full Story
Setinkhan 2021-06-02 2,990 Crossdresser Fetish Big Cock Interracial cum in mouth shemale + shemale
100%
One experience with two black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider myself a cross dresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine lady boy. I have been taking also hormones for 4 years, on and off and I already saw many changes&h... Read full Story
shemale lover 2013-05-16 4,370 Stockings anal sex suck threesome Interracial cum swallowing
100%
Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
shemale lover 2013-07-18 8,325 anal sex Ebony oral sex Interracial kissing
100%
New Orleans TS dream come true..
In was on New Orleans running water for the victims of Katrina in 2005. I went down to Bourbon St several times an one night I walked into adult fetish store and as I was looking around there was what appeared to be a very beautiful black woman bending over with a very short skirt on. I was admirin... Read full Story
jim3801 2018-09-11 10,529 Group Sex Bareback Shemale Fucks Guy threesome Big Cock Ebony Guy Fucks Shemale Interracial Ass to Mouth cum in mouth
50%
His sexy flies catches my eye
Another routine day was passing as I carried my shopping bags back home. Turning up a side street the late afternoon sun shining I suddenly encountered the most sexy guy I had ever seen. He was so cool that I hadn't even seen guys on TV as cool and good looking as that. He was an Asian guy in his... Read full Story
shemale lover 2011-09-16 2,881 anal shemales interracial sex
50%
Clinton
"How many inches?" she asked. "Twelve," he said. "Really?" "Really." "If you're lying, you're just wasting your time." And mine, she thought. "I'm not." "Okay, then. It's a date." Tiffany hoped the jerk was te... Read full Story
shemale lover 2011-09-19 10,562 Big Cock cunt anus
0%
Sexing It Up
What catches your eye when you're viewing sample pornographic video clips on the Internet? When it comes to sex, my own tastes are eclectic, although I find myself watching videos involving anal sex, bisexual threesomes, cum shots, gay males, lesbians, oral sex, public nudity, shemales, and spank... Read full Story
shemale lover 2011-11-26 4,227 interracial sex spanking
96%
The Backdoor
It was only my first time in the club and my hands were shaking beyond control. I almost didn't make it through the front door I was so nervous. I felt so out of place. Everywhere I looked, it felt like people were staring at me, judging me. It was like they knew I had no clue what I was doing. ... Read full Story
shemale lover 2013-01-03 16,461 sucking Shemale Fucks Guy Blowjob Big Cock Interracial
100%
TO BE OR NOT TO BE - PART 7
TO BE OR NOT TO BE - PART 7 by Spanky de Bautumn Part 6. Sunny, Mel, and Shari had a heart to heart and Mark took Sunny for a night on the town. I woke up next to Mark, he looked so peaceful sleeping. Was I dreaming? Did I fall asleep and dream that Mark said he was going to take me shopping... Read full Story
SpankydeBautumn 2021-03-01 2,499 Crossdresser Cumshot Bareback Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
80%
Bang in the Backseat
I am all bottom when I am with a guy and. when I get horny, I need cock and I don’t take no for an answer. I had been chatting with a guy and sent him an IM asking if he was horny and wanted to have a little fun. He replied saying that he was horny as hell and wanted a nice tight ass to fuck. We cha... Read full Story
LRock4Fun 2021-05-14 4,853 Bareback Big Cock Interracial
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 4,995 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
88%
Tgirl trained to be the town whore to serve ALL Black men
A few years back I spent time on and off with several shall we say more dominating types of gentlemen One of them, who for this I shall call Leroy, just loved when we got together to make me totally helpless. It was our 6th or 7th meeting. Leroy and i had been chatting on Yahoo and when he f... Read full Story
__tiffanylondontv__ 2014-09-30 5,977 suck shemale ass fucking Interracial big cocks
100%
My Fantasy Story
My first time, Sissy Cuckold for BBC After ten years of marriage, my wife and I wanted more. First we went to some strip clubs together. One night one of the girls my wife liked told us about a swingers club. So we gave it a try. Best decision we'd ever made. We went, at first just wallflowers, ... Read full Story
Mikky666 2020-10-09 9,669 blonde Big Cock Interracial Ass to Mouth
95%
A Black Tranny Fantasy
It was only when she emerged from the bedroom in a purple silk nightie that not only clung to her full breasts, but also betrayed the hint of a bulge between her legs, that I realised that it was actually going to happen: my fantasy of sl**ping with a black shemale was about to come true. She paused... Read full Story
shemale lover 2014-12-03 5,676 tranny Cumshot suck ass fucking Interracial
66%
Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
shemale lover 2011-11-14 6,658 Big Cock Ebony transsexual
100%
Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
shemale lover 2012-05-07 4,806 shemale Big Cock oral sex cum licking
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 7,377 anal shemales hardcore
50%
The Invitation Part 5
This is the latest installment of a story about cross dressing and the changes in a relationship between a young man and woman at college. Bits are autobiographical, but not as much of it as I would like! If this is illegal where you live, don't read it. If this sort of thing offends you, don't ... Read full Story
shemale lover 2011-11-20 3,179 Fetish crossdressing feminisation
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 11,676 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
100%
my journey down the rabbit hole
The bathhouse was busy tonite, there were at least 20 or more men there when I got in , I paid for my room and walked in past the heavy buzzer controlled black steel door, it slammed tight behind me. casting a cool draft of air that trailed down the small of my back and fluttered over my enama clean... Read full Story
badbadboi667 2020-12-23 5,859 Crossdresser Amateur Group Sex gangbang Interracial Ass to Mouth
85%
Came to play
I spent my childhood at my grandmas house while I was growing up, there was several kids in the neighborhood... I basically grew up in the ghetto side of town. I knew more black people than white. I went to a school where there was always atleast a fight a day, so I kept to myself for the most part.... Read full Story
shemale lover 2011-11-29 3,114 first time shemales interracial sex
100%
I Fooled Everyone But the Black Pimp Part 3
I woke up with images of last night flashing like a strobe light in my brain, with an accompanying audio the voice of Marcus and his haunting words “Your world changes tomorrow”. I’m trying to process everything I did and said last night and I’m struggling to reconcile it all. I like to wear pan... Read full Story
cdtampa4u 2023-05-10 4,522 Crossdresser Interracial sissy bbc
84%
I posted a craigslist ad
8 years ago I began crossdressing again and playing with toys. After playing one day while watching videos online I decided I wanted to take the next step and be with a man again. My holes craved it but the butterflies in my stomach had stopped me before. Afraid they would do it again this time I go... Read full Story
shemale lover 2016-04-26 10,249 shemales gay male interracial sex