Sort by
Relevancy

Free Stories

100%
CONOCIENDO A ENRIQUE EL FOTÓGRAFO CHILENO (parte 1)
Era verano, y acababa de terminar el colegio y salí a dar una vuelta por la plaza, era una mañana calurosa, me senté bajo la campiña un buen tiempo haciendo hora, y entonces oigo una voz poco común que se dirige hacia mí, era un caballero de nacionalidad chilena, lo note por la voz, de 30 años aprox... Read full Story
katiMelendez 2020-12-14 1,972 Teen (18+) Amateur Latina Bareback Fetish Ladyboy domination Homemade
100%
How A straight tatted white guy turned me out to a femboy
So I met this straight white guy on an app (wont say) hes tatted a bit thuggish and likes black femboys I noticed. At that time in my life I really didnt embrace being femme I was kinda in the middle doing the cute gay twink boy thing. He didnt mind me presenting male he did like black guys or femme... Read full Story
Ezra_Kyle25 2024-07-18 1,327 Crossdresser Amateur Ebony domination Guy Fucks Shemale Interracial big ass Homemade sissy femboy interracial fuck
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 4,087 Crossdresser Cumshot Latina Creampie Shemale Fucks Guy Blowjob Interracial cd Homemade sissy cum in mouth cum swallow amatuer cd
100%
Sissy Femboy Chrissy in Drag at the Club
"Can you wear a dress tonight?" "I can't crossdress in public, I'm not 'out' and don't want to be seen that way." "That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in." "Cool, but I'll have to change when we get there." "Awesome! See you tonight!... Read full Story
Chrissy Tunnell 2022-02-03 5,063 Crossdresser Amateur Bareback Shemale Fucks Guy Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature Homemade cum in mouth
81%
A LadyBoy For My Wife
I have been happily married to my sexy Thai wife Lisa for three years now. My wife is Thai is petite (5'1") with a stunning figure, a tight ass and long waist length black hair. We had met in a bar in Thailand and subsequently we were married back here in the UK. She was very loving with m... Read full Story
shemale lover 2012-06-23 10,834 Group Sex Masturbation shemale Ebony facial
57%
Many People Still Don't GET IT about Transexual Ladyboy Types. .
The most common argument that Anti-Ladyboy people often say, (and they are usually from the Extreme Religious Right such as Orthodox Christianity, Roman Catholic, Islam . . . ) is that Ladyboys are ' trying to fool ' everyone that ' they are a woman ' . . . - Here is a FACT : Ladyboys I hav... Read full Story
Katrina_Electrika 2018-11-28 4,264 Ladyboy
81%
First time with ladyboy / bottom
Hi everyone! now it is my turn to share my experience in Thailand. We were on a Christmas vacation on an island, and I didn’t even know ladyboy existed then. At a Christmas beach party I chatted and danced with a woman and we ended up in my bungalow. We kissed a lot and I knew that now I was g... Read full Story
FoxyLover'ts 2020-10-06 16,159 Cumshot Blowjob Big Cock domination Interracial Homemade cum in mouth ladyboy ts thailand ladyboy shemale fuck guys virgin ass bottom boy bottom virgin
100%
Sissy Femboy Chrissy in Drag 2: At the Apartment
This is Part 2 to the article I wrote called "Sissy Femboy Chrissy in Drag at the Club." In that story I explained how I am 41 but look, feel and sound younger, that I shave myself smooth and like dressing in gurly panties and other female clothes to be a sissy femboy for older guys. A guy I met on ... Read full Story
Chrissy Tunnell 2022-02-03 3,612 Crossdresser Amateur Bareback Creampie Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature
0%
Looking-Glass Ladyboy
I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding ... Read full Story
shemale lover 2011-10-29 7,652 asshole Fetish Ladyboy
94%
SISSY RULES!!!
There are a few things a sissy must understand in order to attract, and then keep, her man. Let’s look at them, these Sissy Rules. (✿◠‿◠) 1. Men are superior to you. This is rule number one for good reason: it is a simple statement of fact. It is so important that many questions that a potent... Read full Story
KittyHot 2021-06-18 8,272 Crossdresser Amateur Fetish submissive feminization sissy submission femboy hypno beta obedient
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 5,170 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
100%
Lettera a Cristina (bocca di rosa)
Beh, e' bene che tu lo sappia. Ero io quel 40enne che hai incontrato in metro'. Avevo, per la precisione, 39 anni e 10 mesi. E, ti sbagli, non stavo scrivendo proprio a nessuno, cercavo solo l'applicazione della telecamera per riprenderti con un filmino o scattarti delle foto per averti anche dopo... Read full Story
Sexbit 2023-08-22 713 tranny Cumshot Outdoor Blowjob Ladyboy femboy Vintage cum in mouth teen (18+)
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 7,638 Teen (18+) Small Tits Amateur Group Sex Latina Blowjob gangbang Guy Fucks Shemale cum in mouth
100%
How I Became Chrissy the Caged Sissy
I am a sissy, or femboy, or tgurl, or shemale? Well either way I like wearing female clothes and being treated like a girl, especially in the bedroom, and now I also like being locked up in a chastity cage that I wear 24/7 now. This is the story of how I became a caged sissy: "Put it on and ... Read full Story
Chrissy Tunnell 2022-01-27 4,172 Crossdresser solo Amateur Masturbation Fetish Blowjob Ladyboy domination Guy Fucks Shemale Sex Toys Mature Homemade
80%
Mi primera vez
Pues me presento, mi nombre es Ayline Julieta soy de Coacalco en el Estado de México, actualmente tengo 34 años y no tengo mucha experiencia, pero ya tuve mi primera vez y deseo platicarles como fue, espero sus comentarios y críticas constructivas. Iniciare como muchas de nosotras contándoles com... Read full Story
Tv Ayline Julieta 2019-04-10 4,864 Crossdresser Amateur Latina Blowjob Guy Fucks Shemale Homemade
100%
Nunca se Olvida
He tenido la oportunidad de tener sexo con varios hombres, algunos mayores que yo y otros muy chicos, no me fijo en estereotipos o personalidad, solo me gusta disfrutar del sexo..... Pero siempre hay uno que te deja enamorado, Daniel su nombre una persona que conocí por medio de un chat. No pas... Read full Story
Carla Travesti 2020-10-05 3,204 Small Tits Crossdresser Amateur Latina Bareback Fetish Ebony Lingerie Interracial
88%
Mi primera vez de travesti con mi novia
¡Hola a tod@s! ¡De nuevo estoy aquí contándoles una nueva aventura con mi novia y como cada vez me vuelvo mas nena! Bueno, les voy a contar la primera vez que me vestí con ella y tuvimos sexo como niñas.... mmmmm.... ¡delicioso! Después de enseñarle mis fotos mas lindas, vestida de nena lin... Read full Story
Sofia Luna 2019-09-19 4,561 Crossdresser Amateur Latina Fetish Blowjob Lingerie Shemale and Girl Homemade
29%
Me
I cum here to lopk at all the beautiful shemales I can find. Damn, theres 1,000s I want to wank or enjoy to. Theres not just one kind I want to fondle and cuddle with. But too many to see all. How to choose? Gotta be a trans, transgender, ladyboy, shemale.... Have some tits baby. Large cock is al... Read full Story
Str8guy4u 2019-11-22 4,421 Big Tits Latina Shemale Fucks Guy Blowjob blonde Big Cock Ladyboy masturbating Mature Vintage shemale + shemale Date hot fun 1st timer
100%
la storia di Sara
Erano alcune settimane che ciattavo con Sara, una trans bolognese conosciuta per caso in internet. Di Sara ho visto solo il bel viso molto femminile con lunghi capelli biondi ed il suo meraviglioso seno. Una sera stavamo parlando e lei mi disse " alcuni mesi fa mi sono rifatta il seno, ho conosciut... Read full Story
Sissy Mari 2022-03-22 2,404 Crossdresser Amateur Cumshot cum Ladyboy Lingerie Sex Toys Homemade shemale + shemale sissy crossdresser siisy slut
100%
Camming down the rabbit hole Ch1
Back in January 2020 I guess I was lucky, I did have a regular job although the pay was miserable and I did have my own place. On my wage all I could afford was a miserable bedsit in a neglected part of town, but on the upside I didn’t have to flat share and it worked well enough for me. The west... Read full Story
Dani_does_Dallas 2021-08-11 5,406 Crossdresser solo Amateur Masturbation Lingerie Homemade webcams
100%
Camming down the rabbit hole Ch2
How had I ended up in this situation? Sure I was going to need to make ends meet, but I could find a normal job couldn’t I? was I this desperate? Perhaps desperate wasn’t the right word, just over a month ago I had started out camming as a bit of fun, to maybe make a few pounds while I masturbated, ... Read full Story
Dani_does_Dallas 2021-08-11 3,622 Crossdresser solo Amateur Masturbation Lingerie Homemade webcams
100%
Continua mi mundo Tv
Como les decía a mis 20 años ya era otro mundo, ya compraba mi propia ropa intima femenina mas que todo ropita muy chica, pues siempre he sido muy delgad@, a esta edad aun era virgen pero con hombres ya que aproximadamente a los 17 le robe un consolador a una tía, "les admito que ha sido uno de ... Read full Story
Carla Travesti 2018-12-10 2,634 Small Tits solo Amateur Latina Masturbation Fetish Ebony Sex Toys morena flaca venezolana deportista morbosa
100%
He Could Have R*ped Me!
This guy was so big, taller than me and I'm 6 feet, and bigger, not fat, just right for his big size, and I am so skinny, except for my tummy, that he could have pinned me down and forced himself onto and into me against my will, and no matter how much I'd struggle with him and fight back, he could ... Read full Story
Chrissy Tunnell 2022-02-02 2,795 Crossdresser Amateur Bareback Fetish Blowjob Ladyboy domination Guy Fucks Shemale Homemade cum in mouth
50%
Mes soirées de travestis à l'hôtel,
Mes soirées de travestis à l'hôtel, Ma femme ne voulant pas que je porte de la lingerie à la maison, j'ai finis par vivre ma féminité à son insu. Pratiquant le vélo dans ma région, j'ai pris cette excuse pour commencer à me raser régulièrement les jambes comme le font la plupart des cyclistes.... Read full Story
sandratvtg 2024-07-02 71 anal Fetish shemale Lingerie Sex Toys exhibition femboy bad dragon estim rosebud culotte fendue fémidom
50%
The BIG COCK that I will eat.
ENGLISH: Hello friends. In the link below, you can see the tranny cock that will fuck me in the days to come. I saw her advertised on the internet, I picked up the phone and called, I will see her when her clinical tests are negative for sexually transmitted diseases, because I will surely swallow... Read full Story
cuchillo 2020-09-18 7,703 Amateur Cumshot Latina Shemale Fucks Guy Blowjob Big Cock Homemade cum in mouth brunette ts swallow cum
100%
Destreza oculta
Pocas cosas me enloquecen tanto de pasión como una buena verga, me gustan de todas las formas, colores y tamaños, desde esas vergas gorditas y cortitas, hasta aquellas vergas enormes curvas y venosas, me encanta tocarlas y hacer que poco a poco se pongan duras, me gusta comenzar por acariciar y masa... Read full Story
babydolltv 2021-01-04 2,187 Small Tits Crossdresser Amateur Latina Blowjob Big Cock Mature Homemade mexican Babydolltv
100%
The game show,
One day i was looking through a number of competitions and trying to find a way to make some easy quick money. A number of applications were sent, mostly for junk i didn't need or for competitions I knew I had no chance of winning. For example, the types you get $30,000 for answering the easiest que... Read full Story
chris1989r 2022-01-24 4,714 Bareback Shemale Fucks Guy Ebony gangbang Guy Fucks Shemale shemale + shemale
100%
K*dnapped & R*ped
"You're nothing but a tease, a flirt, you just like to play around and lead guys on," someone messaged me on the swinger site I'm on called AdultFriendFinder. "No," I replied, "I have actually hooked up with guys I met here, I am just very busy." And that is the truth. I work a full-time job and ... Read full Story
Chrissy Tunnell 2022-02-02 3,507 Crossdresser Amateur Outdoor Bareback Fetish Ladyboy domination Guy Fucks Shemale Homemade
100%
My story, more or less pt.2
So there I was, a boy with a desire. (Refer to pt.1 for context) A few months went by from the "initiation" and I've progressed quite a bit I have switched from shemale porn to femboy porn, to relate to the main characters more. I have also scoured every closet in desperate search f... Read full Story
Thigh_High_Boi 2022-12-23 5,275 Stockings Blowjob Ladyboy Lingerie Homemade self sucking cum in mouth
100%
My story, more or less pt.3
Earlier on, when I was scouring through various drawers and closets for feminine clothes in my home I have stumbled upon two old skipping ropes. "A fun time" I thought to myself, not giving them another look and continuing with my search. Little did I know they would become the backbone of my "sessi... Read full Story
Thigh_High_Boi 2023-01-06 3,646 Stockings Masturbation Fetish Ladyboy Lingerie Homemade pov
100%
Lola Chapter 2
Lola Chapter 2: A couple? It wasn't as if we were together. We had jerked off together once, and of course we slept in separate rooms, but I slept restlessly that night. Dreamed something scary that I couldn't remember in the morning. I didn't have work scheduled that day so I took it easy. When ... Read full Story
BellaBeau 2023-10-05 5,424 anal Cumshot Creampie Guy Fucks Shemale Homemade latina Tgirl
100%
Alone at home
Living with my religious parents didn't provide many opportunities to spend time alone to enjoy myself. Only openings I found where, when showering, and occasionally when my parents travel, though that was not very often. I shared my room with my lil siblings, and since they were young and curious, ... Read full Story
Sara M. 2024-01-16 6,304 solo Lingerie small cock Homemade sissy femboy
57%
story of Jojo
Some find it confusing of who i am or what i am, including me. i found some kind of definition: femboy A young boy who presents extensive feminine mannerisms and actions often blurring the line between a boy and a girl. Can be confused with a cross dresser, but it usually refers to boys at v... Read full Story
jojo58654 2017-09-12 10,690 Amateur transvestite strapon cd femboy
57%
MY CONFESSION
MY CONFESSION Story of Emilio Anaya, lover of girls with penis. I have that to do a confession. I hope you keep the secret, please be my confessional today. I love T-Girls, Shemales, Tranny, Ladyboy, Femboy, Transvestite, Transsexual, girls with penis. Just by saying it, I have taken a weight ... Read full Story
emilio1213 2020-05-11 3,271 Amateur Masturbation Solo Shemale
50%
Need A New Keyholder/Daddy
I get an erotic thrill off of the thought of another man "owning" my body and having control over my sexual pleasure. I enjoy having my boyclitty, my cock, locked up in a chastity cage; it represses my erections, hides my cock so I rarely see it, and denies me any of that little sexual pleasure of t... Read full Story
Chrissy Tunnell 2022-02-14 2,319 Crossdresser solo Amateur Fetish Ladyboy Lingerie domination Guy Fucks Shemale Frottage
42%
First time with a Shemale
I have been curious about shemale's/tranny's for a while now. I finally met one in my small hometown I live in. She was ebony and had beautiful big fake breast and she was so Hot 🔥🔥🔥 and beautiful. We went to her place and she sucked my dick so fucking good and let me beat out her right ass twi... Read full Story
TrannyWarrior 2023-08-30 6,730 first time Fetish Ebony femboy ebony shemale Sexy black trannny