Sort by
Relevancy

Free Stories

100%
Lucia_001
Cuando descubrí que me encantaba vestirme de mujer, la verdad no supe que hacer, no solo era una fantasía, era lo que quería desde muy dentro de mí, fue un shock muy grande, del porque siendo hombre me encantaba vestirme de mujer..comprendí que no era normal al promedio de los hombres, porque siendo... Read full Story
Lucía Vanesa 2023-10-27 1,266 Small Tits Amateur Latina small cock sissy travesti crossdresser lucía vanesa Lucia Vanesa Lucy Travesti
50%
Giorgia e Helena esibite alla cena in villa
(storia di fantasia) Io e la mia amica Giorgia siamo due traveste molto effemminate, curiamo molto i nostri corpi e appariamo come femminucce sotto ogni aspetto ad eccezione delle nostre cazzette che sono praticamente sempre passive. Siamo ninfomani e completamente arse dal desiderio del sesso. Ci ... Read full Story
helentrav 2023-10-03 693 Crossdresser Cumshot Creampie Shemale and Girl domination small cock sissy cum in mouth
100%
sex-agenarian's onanic lust
An onanic lust of a sex-agenarian that I am; I'M IN BIG HEAT; it's the season of bodily reunions in nature... I'm like an elephant(e) waiting to be satisfied. My cloaca is starting to titillate at the mere sight (look hah!) of a guy's swollen crotch on the street... I activated all my sensors to sa... Read full Story
hippocampus_171 2024-03-09 3,517 anal solo Amateur Masturbation Creampie Sex Toys Mature small cock
50%
Luxure onanique
Luxure onanique du sex-agénaire que je suis... JE SUIS EN GRANDES CHALEURS; c'est la saison des retrouvailles corporelles dans la nature... je suis comme une éléphante qui attend d'être satisfaite. Mon cloaque commence à titiller rien qu'à voir (regarder hah!) l'entrejambe gonflé d'un mec dans l... Read full Story
hippocampus_171 2024-03-09 276 anal solo Amateur Masturbation Creampie Sex Toys Mature small cock
50%
La bonne chair masculine…
La bonne chair masculine… La brise caressait mes mamelons gonflés me donnant des frissons agréables. Les deux verres de Riesling avaient également contribué à mon excitation. Mon entre-jambe brûlait comme si le soleil qui disparaissait avait soufflé toute son énergie thermique dans mon intérieur... Read full Story
hippocampus_171 2023-04-23 836 anal Small Tits Amateur Creampie Blowjob Mature small cock big ass feminization cum in mouth gaycd virile
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 6,056 solo Lingerie small cock Homemade sissy femboy
50%
Pa-mie sex-agénaire
Luxure frénétique d’une pa-mie sex-agénaire; entre rêve et réalité Je n’avais jamais fantasmé de mec viril, même après avoir offert ma virginité; mais à une fabuleuse sissy. Avant mon Ѐre, mes préférences de fantasmes étaient toujours avec des lui-femme glabres, idem concernant mes relations d’aprè... Read full Story
hippocampus_171 2023-07-09 753 anal Amateur Group Sex Guy Fucks Shemale Sex Toys Mature small cock big ass sissy femboy Ass to Mouth
50%
Being Shemale
Every night I wear make up and dress up in a sexy lingerie. I stand in my balcony late night trying to lure men and women driving on the road. Last night a truck driver stopped near my house to inspect his vehicle. During his inspection he suddenly saw a long legged booty women in the balcony inf... Read full Story
babydriver 2024-06-04 939 Stockings Crossdresser solo Outdoor Ebony Asian Ladyboy Lingerie big ass sissy femboy
100%
Sexual fantasies on tiptoes
Sexual Fantasy on tiptoes when I was a teenager, I began to like live female gymnastics and ballet, and I had a good feeling about the posture of women straightening their toes and leaning their heads back, my intuition tells me that this is what happens when a woman has an orgasm, and as an adult I... Read full Story
Oldslut Sissy 2024-04-03 4,158 Crossdresser solo Amateur Masturbation Asian small cock sissy self sucking
100%
delicious virile male flesh
Tasted delicious virile male flesh… The breeze caressed my swollen nipples giving me pleasant shivers. The two glasses of Riesling had also contributed to my excitement. My crotch was burning as if the disappearing sun had blown all its thermal energy into me. Under my fine lace panties, purple o... Read full Story
hippocampus_171 2023-04-23 4,877 anal Small Tits Amateur Creampie Blowjob Mature small cock big ass feminisation cum in mouth gaycd virile
50%
lust of a sex-agenarian nana-pops
Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... Read full Story
hippocampus_171 2023-07-09 4,543 anal Small Tits Amateur Group Sex Masturbation Guy Fucks Shemale Sex Toys Mature small cock big ass sissy femboy
100%
Camming down the rabbit hole Ch4
It was the morning after the night before, and as I stretched under the bedsheets, a smile spread across my face. Remembering last night’s events, I felt myself stir a little and pressure from the panties I had on adding to the arousal. It has been a while since I had morning wood after a big show, ... Read full Story
Dani_does_Dallas 2021-09-06 3,617 Crossdresser solo Amateur Cumshot Lingerie Sex Toys Homemade pov webcams
100%
Camming down the rabbit hole Ch5
I was jolted out of my sleep by the phone on my bedside table vibrating, bleary eyed I picked it up and saw a message from the couriers that a package would be delivered today around 4pm. The realisation that this was the package I had been waiting for and I could finally wear something else in my s... Read full Story
Dani_does_Dallas 2021-09-29 4,892 Stockings Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade cum in mouth webcams
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 17,148 Crossdresser sucking Big Cock ass licking big boobs
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 3,072 Small Tits Crossdresser Amateur Latina Bareback Fetish Ebony Lingerie Interracial
100%
Shemale Solo Tube And Practical Jokes
"Dude, you know I mean you good", my friend John was saying while he was dragging me out of bed, "You're spending way too much time inside and I have a treat for you!" I hated John's surprised - he had all sorts of crazy, stupid ideas, like painting my dorm room in black while... Read full Story
shemale lover 2016-02-22 3,642 tranny tit fucking
86%
La primera vez que me hicieron mujer
Desde mis mas lejanos recuerdos, siempre sentí la necesidad de lucir femenina...recuerdo que de niña me encerraba en el cuarto de mi mama y me probaba las medias panty y los tacones, sobre todo unas sandalias doradas que me encantaban...podía pasar horas en esa habitación imaginándome siendo toda un... Read full Story
maritza_tv 2023-04-28 10,316 anal Small Tits Crossdresser Amateur Bareback Creampie Big Cock Guy Fucks Shemale Interracial Mature cd sissy femboy
66%
Mi Primera Vez
Como les había contado en mis post anteriores, desde joven este instinto femenino me consume cada día mas, esta sensación de ser chico con una hembra por dentro es una de las mejores sensaciones del mundo. Usar ropa femenina es el éxtasis al universo, como les dije soy travestí de closet al 1000... Read full Story
Carla Travesti 2019-02-11 3,637 Small Tits solo Amateur Cumshot Latina Masturbation Big Cock Lingerie travesti morena guevo
79%
My Shemale Stepmother Part 1
My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was re... Read full Story
shemale lover 2011-09-01 18,729 tranny Big Cock jerking off
92%
My Brother's Panties
My brother and I are twins, fraternal not identical. Throughout our lives, no one ever confused us, and furthermore, no one ever thought we were siblings. Growing up I would often get the question, "Kevin, why do you hang out with Jamie so much?" People were always surprised when they lear... Read full Story
shemale lover 2013-01-12 13,584 solo sucking jerking Sex Toys swallowing
100%
Lady and the Cop
A cab pulled up to the front door of the Orbit Lounge bar and three curvaceous figures, Regina, Alice and Rita stepped out, paid the cabbie, and moved gracefully towards the main entrance. They were all so jubilant and any observer would suspect correctly that they were already under the influence. ... Read full Story
Regina10 2018-03-02 2,706 Stockings Group Sex Big Tits Lingerie Guy Fucks Shemale Solo Shemale
69%
How i started feeling like a girl
It was early in my puberty, I was the youngest in my group of friends and many of my them were already dating and having sex with the neighborhood girls. By this time I was beginning to learn more about my body and I noticed more about girls, especially my neighbor's girlfriend, I'll call her Camila... Read full Story
Leah Peaches 2020-01-06 7,326 Teen (18+) Crossdresser solo Amateur Latina
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 2,075 Small Tits Crossdresser Amateur Latina Blowjob Big Cock Mature Homemade mexican Babydolltv
50%
La pistola NEGRA del Tío, entre Las Bragas de Mi Tía LA PUTONA
Aaayyy.. Yo sabía que la Tía había sido Flor de PUTONA.. pero, jamás me imaginé que me iba a tocar a mí 'hacerme cargo de sus cosas'.. su 'herencia'.. la casa ya vieja, por reordenar destinar y.. LAS COSAS que una descubre ya con los años! Todo estaba igual, pero HORRIBLEMENTE ARRUINADO.. más, e... Read full Story
Ari Riè 2021-06-03 1,953 Teen (18+) Small Tits Crossdresser Latina Bareback Shemale Fucks Guy Fetish blonde Big Cock Uniform Lingerie domination Premium HD
50%
jouir anale/vaginale mon ‘sine quoi non’
Quelque chose est sûre, mon désir est d’être baisée et baiser… Et dans c’est dans cet ordre des choses que je veux réaliser mes fantasmes depuis deux ans. Bien que je ne sois pas trop pointilleux pour choisir mes partenaires, la chance m’a toujours souri pour trouver le bon. Toutefois depuis quelqu... Read full Story
hippocampus_171 2024-04-05 220 anal solo Amateur Mature small cock big ass sissy femboy Vintage
40%
Lost bet
It all began as a bit of a joke really. We'd all been out clubbing in some raunchy nightspots and were still high on the atmosphere. As the night wore on and morning was quickly rearing its bright and beautiful head, the group began to dwindle until only three of us were left. My husband Phil, my be... Read full Story
shemale lover 2012-04-04 23,987 Stockings Fetish domination crossdressing
100%
A Toy Party Story
Toy Party Story Recently I met with a person whose sole desire was to be fully dressed and transformed for me. We spent quite a bit of time on the phone discussing why feminization was such a powerful fantasy for him. He explained that he felt so vulnerable and powerless as a woman and that it... Read full Story
shemale lover 2012-07-09 4,323 Big Cock oral sex feminization
100%
Brian and Bree, and Mitch Chapter 2
"What ever I want?" Mitch looked deep into Bree's eyes, she sheepishly nods up at him, "I've always wanted to please a man, I'm just glad it could also be my best friend." She replied, her voice trembling with nervous excitement, "Just give me ten minutes, and meet me in ... Read full Story
shemale lover 2012-09-20 3,293 anal cum fingering oral sex
33%
Kimberly Wilder: An Assessment
Pull up a chair. Oh. That's right. If you're reading this article, you're most likely at your computer monitor, which means that you've already pulled up a chair. Okay, good. In this article, I'm going to review the splendid art of a magnificent (and very beautiful, too, by the way) transgende... Read full Story
shemale lover 2011-09-19 7,471 transsexual tgirl cock sucker
67%
Asian Crossdresser - How My Crossdressing Journey Began
My name is Patrick (Pat) Young and I was in Hong Kong. It all started when I was 5 years old. I was an innocent and naive boy, who had no idea the difference between boys and girls. I thought the differences were that girls had long hair and they wore skirts. When girls grew up, women were sh... Read full Story
pat1young 2015-12-08 11,784 solo masturbating crossdressing high heels Asian TS
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 2,472 Crossdresser Cumshot Bareback Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
85%
First Time With A Dominant
I had long been interested in BDSM, specifically female domination. After downloading a shemale dominatrix video by mistake, I became interested in a dominant shemale. I consulted the internet looking for something, and when my wife was away for the week for business, I finally decided to go ahead a... Read full Story
shemale lover 2011-09-23 22,846 asshole Big Cock domination
81%
Ladyboy Switch Story
I am messed up with how I feel about this. I still love looking at women. I love tits and arse. I like the soft feel of women – kissing them and feeling their bodies. I don’t look at men in public and get turned on – men with clothes on do nothing for me. Put me somewhere that I can see those same m... Read full Story
shemale lover 2015-02-27 6,884 Cumshot suck Shemale Fucks Guy Ladyboy ass fucking swallowing
83%
Tipping Point -- Chapter 2: Bathroom Abuse
Chapter 2: Bathroom Abuse Nick crawls down the hall. An office of pricy furniture opens into a relaxed hallway. He expects to to see is several bedrooms. But to his surprise each of the doorways open to something different. A nearly empty room with a telescope set and a few chairs, a computer roo... Read full Story
Danielle Pillory 2015-11-24 4,364 anal shemale transsexual submission shower dominatrix
100%
Aunt Susie's Training Part 6
It was now 5 weeks since my cock enlargement surgery and Aunt Susie had been a dear helping me recuperate. We didn't engage in any sexual activity for fear that I would get hard and slow down recuperation. We would still sleep together and spoon at night while we slept as my new 40DD tits were n... Read full Story
BITCHGURLvr 2024-05-22 1,586 cock sissy Cigarettes
100%
Tony to Tanya Part 3
Sarah finished applying make-up to Tony's face. It was mostly subtle, just enough to highlight his eyes and cheeks. The only part that wasn't so subtle was the lipstick; bright red. He was already dressed up in a beautiful black dress that left his back and shoulders exposed and only went down to... Read full Story
shemale lover 2011-12-19 4,450 anal cum oral
100%
Roberta, Molly and Ed
Friday "Commander Cromartie?" Lt. Commander Edward Cromartie, USN, turned toward the voice that had spoken his name. He saw two female naval officers, a tall willowy light-skin Black woman, and a short Asian one. The Black one was wearing the uniform of a full commander, the Asian of... Read full Story
shemale lover 2012-09-04 5,228 Cumshot threesome Blowjob Big Cock condom sex
100%
The Dating Game
This happened a few years ago when i had just been accepted into Edinburgh University to undertake my Masters. As all students do, I went to the tourist spots with an eye on the other tourists and potential bars to frequent. Having come prepared with an arsenal of dating apps downloaded I was all s... Read full Story
chris1989r 2021-08-11 6,503 Amateur Bareback Big Cock domination Ass to Mouth cum in mouth
100%
From a 50's virgin to a Mature good for all
***Prologue - Confessions: Every day since I offered my virginity, I put myself in the shoes of a woman. The little town where I live forbids me to show myself socially. However I made myself an accomplice, my epilator who receives me after closing. Since my new beginning, male masturbations are not... Read full Story
hippocampus_171 2023-01-11 4,195 Stockings Crossdresser Amateur Group Sex threesome Big Cock domination Mature foursome Homemade cum in mouth shemale + shemale milfs
66%
My girlish desires
My girlish desires, I am happy to spend my weekend at home to live my life as a woman. I apply a depilatory cream to my body, which I leave to act for a few minutes before going in the shower. I take this opportunity to do an enema to avoid unpleasant surprises during my girl games. Then, using ... Read full Story
sandratvtg 2023-01-19 3,837 Stockings solo Cumshot Creampie Fetish Big Cock Lingerie Sex Toys
93%
Sissy Experience - Episode 1: The Beginning
Hello All, Hope you’re all doing well!! This story narrates the beginning of my crossdressing and sissy adventures. Before I begin I’ll tell you somethings about my family. We are a family of four consisting of me, mom, dad and an elder sister. I am currently 20 years old and in college. My da... Read full Story
brownsissyboi 2020-05-15 7,973 Teen (18+) Crossdresser solo Amateur Cumshot Masturbation Fetish Asian Lingerie Homemade
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 5,260 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 3,511 Crossdresser solo Amateur Masturbation Lingerie Homemade webcams
100%
Camming down the rabbit hole Ch3
Slowly stirring from my sleep, I stretched under the covers and a pleasant sensation spread across my torso, remembering what I was wearing when I went to bed I smiled at the caress of the fabric on my skin. It was a strangely comforting feeling, the pressure from the bra, panties and nightie felt l... Read full Story
Dani_does_Dallas 2021-08-18 5,078 Stockings Crossdresser solo Amateur Cumshot Masturbation Fetish Lingerie Sex Toys Homemade
100%
Surprise while exploring dressed
I had been dressing at home for a while, taking pictures and enjoying myself. Usually whenever I had any sexual encounters I was not dressed and had a mixture of experiences as top and bottom. This is the day it all changed though. For the first time I decided to get myself dressed and head out.... Read full Story
slvr2291 2023-06-21 6,858 anal Amateur Big Cock cd first time dressed
100%
I Give Up
The following story is the first of four parts of a tale that explores the theme of transformation. It is thematically similar others that I have submitted but has a larger narrative arc. I hope you enjoy reading the first portion, Act One & Two. I continue to work on better editing and someone h... Read full Story
ASSEaster5678 2018-09-14 8,930 Cumshot Bareback Shemale Fucks Guy Big Cock Ladyboy
100%
Camming down the rabbit hole Ch6
In the morning I decided to give the running a miss and do a long session with the DVD, my legs had become a little sore and tight so some extra stretches and yoga would really help. I once again surprised myself with how much more flexible I had become, the plug still in my ass giving me occasional... Read full Story
Dani_does_Dallas 2021-10-11 4,734 Stockings Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade pov cum in mouth webcams
100%
Camming Down the Rabbit Hole Ch. 09
As per my previous mornings recently, I stirred and rubbed the sleep from my eyes, that delicious feeling of my silk night ware stretching over my taught nipples and my morning wood throbbing in its lace enclosure. The urge to touch myself was palpable, it seemed no matter how hard I came the night ... Read full Story
Dani_does_Dallas 2022-03-22 3,289 Stockings Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking pov cum in mouth webcams
100%
How I became addicted to my toys,
How I became addicted to my toys I tell in this story my experiences by showing how I developed my share of femininity and the toys that I use in bed to amplify my pleasures alone or as a couple. For several years now I have discreetly rented a second garage near my home to store my wigs, dres... Read full Story
sandratvtg 2022-09-20 4,692 Stockings solo Lingerie Sex Toys
75%
Experimenting with Cock
I was 22 and at the time did not have a girlfriend. I had a habit of jerking off at least once a day if not more. Starting masturbation at an early age made me bored by "normal" porn star videos. Leading me to amateur porn. Soon that became boring and I was experimenting with everything. O... Read full Story
shemale lover 2011-12-01 4,710 gay male oral
66%
Spring Morning
First morning of spring After the long winter it was just starting to get brighter and greener, white anemones were blooming and in a few weeks spring would be at it's most beautiful phase, but for now the gloom of night and mist was just retreating back to the sea and sun was rising giving me ... Read full Story
Femboy Emmi 2020-05-11 3,448 Small Tits Crossdresser solo Lingerie
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 4,952 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
100%
Camming Down the Rabbit Hole Ch. 10
As the sun beamed in through a gap in the curtains my now familiar morning wood strained at the silk of my nightwear. How was it that no matter how hard I came the night before it would wake up eager and ready to go. As had become customary my mind would be filled with the events of the previous nig... Read full Story
Dani_does_Dallas 2022-04-12 3,330 Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking cum in mouth webcams
100%
Camming Down the Rabbit Hole Ch. 12
We woke up many hours later, still intertwined, my morning wood throbbing as Ellie slid inside my panties and wrapped her hand around it. This was a much better way to wake up than usual, and we proceeded to have a really relaxed slow fuck. She reached a much more low key orgasm but I knew I wouldn’... Read full Story
Dani_does_Dallas 2022-05-09 5,130 Crossdresser solo Amateur Cumshot Outdoor Masturbation Blowjob Shemale and Girl Sex Toys self sucking pov cum in mouth webcams
100%
Anastasia's Life
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember, not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barb... Read full Story
shemale lover 2012-11-26 7,074 Fetish cock sucking crossdressing
57%
Transsexual Actresses Part 1
The adult entertainment market includes thousands of videos and DVD's featuring transsexual actresses. Some of the more popular of these celebrities have their own web pages. Brief profiles of some of these actresses, including a list of their films, appears after the initial list. Adriana Ventur... Read full Story
shemale lover 2011-09-08 9,119 shemale transsexual porn star