Sort by
Relevancy

Free Stories

100%
Watching too much porn
It’s another night at home alone. You get that aching again so you go to put on your favorite video. You just love big asses and big titties. The video starts and you see the gorgeous blond strutting in wearing her 5 inch heels, incredibly short skirt that is flashing her skinny red thong, ... Read full Story
shemale lover 2012-12-17 3,679 Masturbation interracial sex oral
100%
Crossdresser gets dick for first time
I was so tired of just watching porn. So tired of the sissy hypno threads that made me crave men, crave cock, crave being weak, crave being the bitch...only to cum and do nothing about it. But the desire to transition from fantasy to reality was growing stronger and stronger. I decided it was ti... Read full Story
Sissy Ava 2022-10-11 7,691 Stockings Crossdresser Amateur Bareback Big Cock Guy Fucks Shemale Ass to Mouth cum in mouth
100%
The reason why I show me on porn sites
The reason why I show me on porn sites is I am an exhibitionist. I feel like I've become a porn star when people watch my videos. Also, I sometimes masturbate in front of hundreds of viewers on live webcam sites. Maybe, I'm waiting someone who knows me find me on porn sites. The someone ... Read full Story
cdmisato 2024-04-02 2,951 Crossdresser Amateur sissy
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 4,003 anal sex Creampie Big Cock oral sex Interracial
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 3,750 Teen (18+) Ladyboy redhead Guy Fucks Shemale Interracial Ass to Mouth cum in 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
100%
PantyBoy Gets A Reaming
I love to get really in touch with my feminine side. I get so turned on when I watch a man look my body up and down while I'm wearing some really sexy lingerie. I feel so naughty and slutty, knowing that I am going to let him do anything and everything he wants to me!! I was chatting in a room on on... Read full Story
shemale lover 2012-03-14 2,863 gay male interracial sex Fetish
100%
A Love of My Very Own
In the eyes of the world, I am many things. She-male. Tranny. Chick with dick. Those are the names they've got for me. What do I call myself? I call myself Angela Shay. Anyone looking at me would see a five-foot-nine, curvy Black woman in her mid-thirties with a nice rack, wide hips and a big round ... Read full Story
shemale lover 2013-03-13 4,563 tranny ass shemale Interracial softcore
87%
The Neighbour
I made my way up the driveway, after having a few with the guys to end off the week. I was in no hurry to get home because I knew there wasn't anything going on tonight. The wife was out of town for the weekend and the other guys had stuff of their own going on. So I made my way up the rest of the d... Read full Story
shemale lover 2012-12-21 9,724 Teen (18+) Crossdresser sucking Sex Toys handjob
85%
THE WEATHERGIRL BY B-MAN
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
bennyx709 2015-07-29 7,377 Crossdresser hardcore ass fucking cd
100%
Becoming a Chrissy - Chapter 2
I had always felt like I had a hot body for a girl. I was naturally blonde and smooth; I guess I had been blessed by my parents’ Scandinavian genetics. My pubes were always just a small fuzz—easy to shave and keep a clean bikini line. Same thing with my armpit hair. And my ass? Completely smooth and... Read full Story
mindlessrobot45 2024-05-13 2,018 Crossdresser gangbang Shemale and Girl cum in mouth shemale fucks female teen (18+)
88%
Sucking Off Straight Guy
I got sent a message on twitter and it was a guy and his profile picture was him and his girlfriend and he message said I really think you are hot can I have a blowjob I said thanks but don't you have a girlfriend to suck you off he said I do but I have been watching a lot of Crossdressers suck... Read full Story
sexyoliviacd 2022-12-15 5,260 Crossdresser sucking Blowjob crossdressing hotel Straight Guy
100%
When Finally We Meet
Dear John: This is the last e-mail you will receive from me before we meet. You had read my previous story, "Visit to an adult store," in which I had my first gay experience with a much older and stronger man and was forced to wear a sexy, off-the-shoulder, bare-midriff harem outfit wh... Read full Story
shemale lover 2012-12-07 3,366 anal Crossdresser Cumshot Fetish
100%
How I have become a girl
I just want share my story of becoming a girl, which I really enjoy at the moment. I am now sitting in my heels, fishnet bodystocking and my alpha male just went home. Yes I was fucked hard and i now love men. My ass is burning, but that is what I wanted the whole of my life - wearing women's clothe... Read full Story
SlutMonica99 2019-06-11 5,233 Crossdresser Amateur Bareback Big Cock
85%
Cheating Sissy Wife
My name is Ginger and my main stud is Keith, a truck driver, who is only in town once a week. We have and ongoing role-playing fantasy that we carried out whenever he was in town. I am his dutiful ideal housewife who is perfect in every way. My talents excel in both the kitchen and the bedroom. I fi... Read full Story
Regina10 2020-07-27 7,519 Crossdresser Bareback Big Cock Ebony Ladyboy Lingerie Ass to Mouth cum in mouth double anal
100%
The New Daughter In Law
After the evening before, I awoke with some doubts on that Wednesday morning. I went ahead and went to work, just because it was something I always did. I had just come out of a strategy meeting when someone told me that the managing partner wanted to see me. In the office he was Mr. Davis, or in a ... Read full Story
Setinkhan 2021-06-02 4,042 Crossdresser Bareback Fetish Big Cock Ass to Mouth
100%
The New Daughter In Law
After the evening before, I awoke with some doubts on that Wednesday morning. I went ahead and went to work, just because it was something I always did. I had just come out of a strategy meeting when someone told me that the managing partner wanted to see me. In the office he was Mr. Davis, or in a ... Read full Story
Setinkhan 2021-06-03 9,402 Crossdresser Fetish Big Cock Ass to Mouth
50%
About Rachel Bottoms
What turns me on sexually is being with a dominant male, female or couple that is confident. The thought of submission and the offering of my body and mind for your pleasure is what I am after. Knowing you like what you see and feel or that you are turned excites me. I want intense encounters. S... Read full Story
Rachelbottoms 2022-02-14 1,673 ass Crossdresser Lingerie sissy bottom
100%
My lusty landlord
Gopal Reddy has been my landlord for about 7 years now. I rented his flat back in 2015 at Whitefield, Bangalore and have been staying there with my mom. Gopal Reddy and his wife Manjula are from Anantapur, Andhra Pradesh and they keep visiting us whenever they come down to Bangalore. Both of them... Read full Story
Manusha Tranny 2022-12-12 4,207 Crossdresser Amateur Bareback Homemade Ass to Mouth cum in mouth
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
100%
Black Transsexual Submission
My name is Theodore Morrison Guillot and I'm a six-foot-three, broad-shouldered and strongly built, good-looking black man living in the west side of the town of Brockton, Massachusetts. I am happily married to a lovely black woman named Hera Jackson Guillot. She's fine as hell. Standing exactly six... Read full Story
shemale lover 2012-07-14 5,010 anal shemale Ebony oral domination
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
80%
Bisexual Black Man's Paradise
The name is T.J. Brown. I'm an engineer working at Walpole, the toughest correctional facility in the state of Massachusetts. My days are spent reading books, exercising and occasionally tussling with other workers. The facility is undergoing some expansion and I'm the lead engineer on this gig, wor... Read full Story
shemale lover 2012-06-24 5,317 big dick tranny anal sex Cumshot orgy facial oral sex
100%
FÉMINISÉE PAR BBC MALE ⚧️
Après avoir abandonné l'université, je n'avais évidemment plus le droit de vivre dans les dortoirs. Mes parents ne me reprendraient pas. Je n'avais qu'un seul endroit où aller : l'appartement de mon ami Jack. Nous nous sommes rencontrés au collège en première année. Il a toujours été bon avec moi. ... Read full Story
Femboy 2021 2023-02-16 995 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie domination Guy Fucks Shemale Interracial cum in mouth
50%
WHITE BOI APPREND SA PLACE ⚧️ ⚧️
J'étais assis dans mon appartement à New York en train de boire quelques bières en m'apitoyant sur moi-même après avoir été largué par ma copine d'université quand j'ai reçu un appel d'un vieil ami de lycée me convainquant d'assister à notre réunion de lycée de 5 ans dans un ... Read full Story
Femboy 2021 2023-03-23 783 Crossdresser Lingerie Guy Fucks Shemale Interracial Sex Toys cum in mouth femination forcé
50%
DU VILAIN PETIT CANARD À LA PRINCESSE SISSY ⚧️ ⚧️
Être un mec très petit 1 mettre 60 avec une petite carrure a été un handicap majeur dans ma quête de compagnie féminine. Avoir un micro pénis était le clou de mon cercueil. Tout au long de ma jeunesse, j'ai été ignoré ou rejeté par les filles. J'ai eu ma première petite amie à l'unive... Read full Story
Femboy 2021 2023-03-23 789 Stockings Lingerie Shemale and Girl Guy Fucks Shemale Interracial cum in mouth shemale + shemale
100%
FILLE DE RÊVE ⚧️ ⚧️
« Alors, à quoi ressemblerait ta petite amie parfaite ? » « Toi », pensa Steph, regardant dans les yeux noisette avec des reflets dorés à l'intérieur. Il lui fallut quelques secondes pour se rendre compte qu'il devait répondre avec sa bouche. « Oh, euh… quelqu'un d'attentionné je suppose ? ... Read full Story
Femboy 2021 2023-02-17 901 Stockings Crossdresser Cumshot Fetish Blowjob Big Cock gangbang Lingerie domination Guy Fucks Shemale Interracial Sex Toys cum in mouth
50%
FILLE DE RÊVE ⚧️ ⚧️
« Alors, à quoi ressemblerait ta petite amie parfaite ? » « Toi », pensa Steph, regardant dans les yeux noisette avec des reflets dorés à l'intérieur. Il lui fallut quelques secondes pour se rendre compte qu'il devait répondre avec sa bouche. « Oh, euh… quelqu'un d'attention... Read full Story
Femboy 2021 2023-03-18 710 Stockings Crossdresser Fetish Guy Fucks Shemale Interracial cum in mouth
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 9,674 Crossdresser Amateur Group Sex gangbang Interracial transgender sissy bbc Black Owned owned white boy pimped force feminised BNWO
100%
Making my CD slut fantasies become real
Having an open mind and saying yes to a TS friends' idea has lead me to discover things I never even knew about myself. I’ve always been into kink, but my adventures as a CD have shown Me that I have filthy perverse cravings to satisfy with people I’ve yet to meet. I enjoy transsexual escorts and th... Read full Story
pinkybrown666 2021-05-20 5,260 Crossdresser Amateur Group Sex Creampie Fetish threesome gangbang Interracial cum in mouth blonde cd
100%
The Interview
The Interview By Sabrina G. Langton *** 'A crossdresser goes on an interview in lots of pink, of course she gets the job' 'Author's note, just a quick little story with some really graphic sex, and a little tiny moral. I hope YOU like it.' *** "Okay, sit, sit, let's get started. S... Read full Story
Brina Giselle 2023-12-04 6,378 anal Crossdresser Blowjob heels cum in mouth pink dress
81%
Made me a slut
I spent my time online since I was 18 watching tranny porn and crossdresser porn I really enjoy a mix of both especially with a big black cock in between I found a movie with a ebony tranny with a big cock and a white sissy gurl with a nice sized cock also... They got dolled up together and all of a... Read full Story
shemale lover 2012-01-05 6,798 shemales Group Sex interracial sex
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
100%
Fuck Talk with Melanie Jackson (A talk show transcripy)
THIS IS AN ORIGINAL TRANSCRIPT OF THE PROGRAM “FUCK TALK W/ MELANIE JACKSON” DATED MARCH 10TH 20__ MUSIC CUES ANNOUNCER: Hey everybody! Welcome to “Fuck Talk” with Melanie Jackson”! The show that talks about, you guessed it! FUCKING! Any kind of fucking! Straight fucking! Gay fucking! Any kin... Read full Story
bennyx709 2018-08-28 4,522 Cumshot Blowjob Big Cock Interracial Mature
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 4,775 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale
100%
Fuck Room
I'll be honest with anyone reading this. I have been very slutty since I began putting a lot more time into my dressing up and going out. I met plenty of guys off of Grndr and Tinder, and some very hot experiences took place on some of those..."dates". I actually liked the feeling of being used. Kno... Read full Story
Sissy Ava 2022-10-24 4,352 Stockings Crossdresser Blowjob Big Cock Guy Fucks Shemale Interracial public sex
100%
Property To Be Pimped
It had been weeks since I'd brought to light my idea of my wife, Suzie, strapping on a big dildo and taking me dressed as Desiree, the Hot to Trot Transvestite. While at first she teased me with possible participation, it never came to be, despite me bringing it up on several occasions. She really d... Read full Story
shemale lover 2013-01-17 7,108 Stockings Crossdresser sucking dildo Interracial
88%
Cross Dresser Fucked Like A Whore By Black Cocks
My name is Ryan and I turned eighteen years old a week and a half ago. I live with my mom and s****r in an apartment in a pretty nice part of town. My dad left when I was little and I know that living with two girls had the effect on me that it has. A couple years ago when my mom and s****r were at ... Read full Story
shemale lover 2014-09-13 6,399 Crossdresser suck Big Cock Interracial fisting cd
87%
First time crossdress with a friend
My lovely new Malaysian friend emerged from the bathroom, shyly in the low light. He was wearing thigh-high stockings, cute little panties and a matching top that was tied at the front. My heart leaped at this gorgeous site. He had advertised that he wanted to hook up with someone who appreciated... Read full Story
AsianCDLover 2019-05-27 4,651 Crossdresser Masturbation Asian Interracial
100%
2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
AllenB 2022-04-05 3,964 Crossdresser Cumshot Latina Creampie Shemale Fucks Guy Blowjob Interracial cd Homemade sissy cum in mouth cum swallow amatuer cd
90%
Why does cock look so good on a girl ?
Horny and looking for something to jerk off on, of started surfing porn sites looking for just the right hottie. Pornstar Christie Lee really gets my juices going so I clicked on her. I started watching the video I was familiar with and knew would get me off when I decided to check out all her video... Read full Story
Verdura08 2022-10-17 6,060 Crossdresser Amateur Cumshot Big Cock ts posing huge dildo
87%
Dani & Paulie - 1
It was two years since Carl had taken me in the cellar of that bar. Paulie and I had moved to a large apartment courtesy of an unexpected inheritance from his father. I should really say "her" father, we had started using feminine pro-nouns for each other somewhere along the line, no one could reme... Read full Story
SissyDani31 2018-10-08 3,926 Crossdresser Amateur
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
100%
Becoming a Chrissy - Chapter 1
I always knew I was a little sissy slut. When I was ten, I took a pair of my mommy’s panties to try on. It was a hot pink G-string that my petite mother must have worn when she was ready to get fucked by my daddy. It was just the right size to cover my prepubescent clitty and also stretch through my... Read full Story
mindlessrobot45 2024-05-13 2,158 Crossdresser Blowjob blonde femboy cum in mouth
60%
Booty and the Blue Pill
This is my account of the first time I took a Viagra. At 40 years old I have thankfully never had to go that route but you know curiosity killed the cat. Or in this case opened up my ass! After telling the guys at work how I planned on staying in while my wife was out of town visiting her sister,... Read full Story
shemale lover 2012-04-15 4,194 Cumshot sucking jerking gangbang Interracial
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
93%
First Time I tasted Tgirl Sperm
I met a Mexican Trans girl online from Hermosillo and we hit it off and corresponded for a a few months. The vibe was good and ended up deciding that I would help her pay the $140 bucks for her 6-month tourist visa to come up and visit..the process took forever but once she got it, I booked her a pl... Read full Story
AllenB 2022-08-09 8,576 Crossdresser Amateur Cumshot Latina Bareback Creampie Shemale Fucks Guy Fetish Blowjob Interracial Homemade cum in mouth
100%
Chapter 1 - My Cuckold Life
I have a small penis. In fact, I have a very small penis. I’ve been in permanent chastity for over 7 years. My wife and her lovers call it my “caged clitty” and that’s about right as far as it being a useful penis. I suppose I should start at the beginning. I’ve never been much of a man. I’m ... Read full Story
Sissy Annabelle 2022-08-23 5,985 Crossdresser Interracial sissy chastity Cuckold Husband
100%
I Fooled Everyone But the Black Pimp Part 1
So I’m sitting at the pub drinking with the guys and talking sports and pussy. I’m wearing work boots, jeans and a white T shirt. I’m also wearing purple panties and a butt plug wishing I was getting spit roasted by big cocks. I'm very restless on my bar stool as I grind my hungry hole down ... Read full Story
cdtampa4u 2023-05-04 5,259 Crossdresser Interracial black cock sissy Pnp Closet Sissy
85%
I Fooled Everyone But the Black Pimp Part 2
He hands me the glass pipe and I put it to my lips. It looked a little like a hash pipe from high school so I ask, “is this hash?” As he puts a torch under the bubble at the end, Marcus says, “Trust me, sissy. This is just what you need. Now when I tell you, inhale very slowly and I’ll tell you whe... Read full Story
cdtampa4u 2023-05-10 5,187 Crossdresser Interracial sissy bbc cum in mouth
50%
Towel Boi: Heading to Work
“Goddamn, white boi! You got the best fuckin’ ass,” declared the father of two. His steel manly form perspired as he moved hard into the bottom. “Look at all that butt shake! Twerk it for me, baby boi!” “Yes, sir,” cooed Kasey, gyrating rhythmically. “Hell yeah! It’s like fucking two big ol’ ma... Read full Story
Faggyboi and Puzziboi 2023-11-17 5,895 anal Crossdresser Bareback Creampie Blowjob gangbang Lingerie Guy Fucks Shemale Interracial sissy femboy bbc
50%
The Zodiac Coins: Libra
2400 YEARS AGO... He was a humble shepherd. It was night and the flocks were sleeping. As he gazed at the stars, he saw a shooting star. He knew it was a portent of some kind, but was not mystic enough to know what. A little while later he saw another shooting star and guessed that wha... Read full Story
shemale lover 2011-10-18 4,567 Group Sex Masturbation shemale oral
50%
Freak House Superstar Come Fest
Kiki and Ty Blaze were doing their thing. They were living on their love and passion, literally. The couple had taken their love, passion and desire to please one another and turned it into their livelihood. They had become stars in the world of underground porn. Their production studio, Nasty Nigga... Read full Story
shemale lover 2012-02-01 6,208 anal shemales Group Sex