Sort by
Relevancy

Free Stories

78%
A Little Girl Forever
Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... Read full Story
Mabel Cecilia 2019-05-06 7,717 Small Tits Crossdresser Amateur Cumshot Latina Masturbation Creampie Blowjob blonde Lingerie Shemale and Girl Guy Fucks Shemale Sex Toys Mature self sucking Solo Shemale cum in mouth double anal shemale + shemale
91%
Masturbation fantasies: Amanda, queen of the peep show
A guy visits a peep show with unexpected results. As he gets to watch a girl with something special, he discovers his hidden desires. This story contains: peep show – voyeur – gloryhole - fake tits – group masturbation – male masturbation – shemale – frottage - titfucking When William finall... Read full Story
ThatEroticWriter 2019-07-24 8,260 Big Tits Cumshot Masturbation Uniform Frottage
0%
Latex succubus
The lights of the city obscured the supposedly brilliant starlight in the night sky, leaving only dim and scattered scattered stars adorning the gloomy night sky half-covered by dark clouds, and the crescent-like crescent moon guarding it in the distance makes the night seem less empty Lonely. Mayb... Read full Story
Alicexiao 2023-01-06 4,047 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale high heel boots
100%
las tanguitas de mi prima
Era una tarde como cualquier otra, estaba solo en la casa de mis tios, yo me quedaba en el mismo cuarto de mi prima. Yo habia notado que prima usa unas tanguitas muy lindas y otras sexys, eso lo vi cuando tendio su ropa una de esas veces que habia lavado su ropa. A si que aprovechando que estab... Read full Story
discreto28 2018-11-14 2,507 Amateur Masturbation Lingerie Solo Shemale
45%
Shemale Prostate Orgasmic Bliss!!!!
if she wanted breasts." "Oh no. That's the amazing part. The more I dressed him the more feminine he became. By now I'd moved him her and her clothes into the other bedroom. She wasn't happy with that but we came to an agreement; I'd milk her once a week and she... Read full Story
ProstateMilker 2015-05-01 13,561 Masturbation cum orgasm cumshots prostate
50%
Satan Shemale Bimbo Sissy Doll Chapter 1
At just 22 years of age Johnny was bored and disgusted with his life. He would spend his nights in satin and leather with his face made up in a long blonde wig. He would become Sindra, a creature of the night. Sindra would pull on her long black kid gloves and masturbate to photos and fetish cart... Read full Story
shemale lover 2011-08-28 4,455 Fetish shemale sentimental
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 3,073 Amateur Masturbation Solo Shemale
83%
My Life as a Shemale Part9
It is now almost a year later and I am a year older, my hormone treatment has been going on for some time. The short version of the past few months seems some of the most poignant in my life but not conducive to this readership. My skin was getting softer, my body hair lighter and most important to ... Read full Story
shemale lover 2015-02-27 3,401 tranny Cumshot Masturbation anus
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 7,236 Teen (18+) Crossdresser solo Amateur Latina
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 7,865 Teen (18+) Crossdresser solo Amateur Cumshot Masturbation Fetish Asian Lingerie Homemade
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 4,993 Stockings Crossdresser solo Amateur Cumshot Masturbation Fetish Lingerie Sex Toys Homemade
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 4,780 Stockings Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade cum in mouth webcams
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 4,626 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 3,162 Stockings Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking pov cum in mouth 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 3,203 Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking cum in mouth webcams
100%
The WearFemme
The times between his fantasies have begun to shorten and he knew it wouldn't be long now. One chance glance at an outline in gym shorts as a guys walking in the wind, or seeing a girl with similar features wearing revealing clothing. The thought of it is almost overwhelming now and he has to focus ... Read full Story
Jayde Love 2022-12-01 3,165 Small Tits Crossdresser solo Amateur Outdoor Masturbation Fetish Homemade pov
100%
Amanda and Me Chapter 2
I rolled over after reading Amanda's note with a big smile on my face. I couldn't believe that after all the time I had spent masterbating to shemales and fantasizing about meeting one it had actually happened. Not only had it happened but it had been the most amazing sexual experience of my life. ... Read full Story
shemale lover 2012-10-21 8,437 anal Cumshot shemale oral
33%
My shemale GF Part 3
Christy and I are on the couch, we had just woke up, I have a butt plug in and slept with it in cause she was going to fuck me today. She has a Pink G-string on and a Pink bra with her G-string pushed to the side for her cock. Me I'm wearing Metal Mulisha boxers and a Tyler, the creator T-shirt on, ... Read full Story
shemale lover 2012-07-09 3,357 anal shemale cum jerking oral
100%
Masturbation fantasies 2: Looking for Amanda
Previously: William, a young lawyer who has no luck with women, decide he needs some relief from a live girl. Scared of going with a prostitute, he decides to try out a peep show first. Without knowing that the stripper he chose is kind of special, he ends up in a show with a shemale called Amanda w... Read full Story
ThatEroticWriter 2019-07-24 8,704 Big Tits Cumshot Masturbation threesome Frottage
100%
How I sucked my first shemale cock
It was the beginning of the year 2023, in January, three days after New Year's Eve. I was driving home in the morning from a party 100 miles away from my hometown. On the highway, after going half the distance, I received a notification from my dating app, and I was like, "Oh, a new match", I'll che... Read full Story
cock&heels69 2023-05-25 8,314 Stockings cock Masturbation sucking Blowjob shemale orgasm oral sex porn high heels cum shot first experience
100%
Cow Girl`s got something hard in her jeans
Last Friday night me and the guys from work stopped to have a couple of beers. which of course turned out to be a whole lot more. boy was i going to be in trouble when i got home. but when i got home it was all quite, too quite. then i saw the note. "You son of a bitch you knew we had that dinn... Read full Story
shemale lover 2012-07-21 3,482 shemale oral sex facefucking
66%
A Girl's Best Friend
The party was in full swing when Ryanna and her friends arrived. Of course, they were an hour late, since Glenys had gotten lost on the way. The house was out in the back woods; the owners didn't exactly go out of their way to make it easy to find. Their fellow townspeople probably would have frowne... Read full Story
shemale lover 2012-03-06 5,308 Crossdresser Shemale and Girl oral sex condom sex
94%
In Love with a Shemale
I was out one night in a busy club and I couldn't help to notice this one girl staring at me constantly. She was incredible wearing a tight little skirt showing off her long legs with an amazing smile and a very cute face. I planned my move and went to the bar when she did and she started talki... Read full Story
curiousshemalelover 2014-11-29 10,068 tranny suck Shemale Fucks Guy ass fucking domination oral sex
62%
MY EXPERIENCE WITH SHEMALES (A my eleven years)
MY EXPERIENCE WITH SHEMALES A my eleven years There was a fair in my town. There were many funs to play. I was dazzled, because my mother left me to explore only that magical place and I found magic in it. I approached a table where there was a set of cards. The rule of the game was to bet mo... Read full Story
emilio1213 2020-05-11 3,811 Amateur Big Tits Ladyboy Solo Shemale
72%
Making Shemale Vanity Tube Your Homepage Is A Great Idea!
It all started as a joke. My roommates at the time pulled a prank on me and made Shemale Vanity Tube my homepage. You see, I was about to hook up with this chick one night so they sneaked inside my room before we got there and made that change. Once I turned on my screen in search for some sexy musi... Read full Story
shemale lover 2015-12-17 5,281 suck Masturbation shemale
63%
Sexy Masturbation In Free Shemale Chat Rooms
Having had a long day at work and driving home enjoying the wonderful early fall sunset, I was starting to be kind of romantic… Maybe not that romantic, but I felt like having a nice girl next to me to cuddle and scoop with. The more I was thinking about cuddling and scooping, the needier I w... Read full Story
shemale lover 2015-12-13 7,236 shemale Big Cock jerking off
90%
My Shemale Webcam Tube Date With A Sexy Shemale
I was rushing back home from work because I was suppose to have a date via shemale webcam tube with the sexiest shemale I had ever seen. We met few nights ago and I could just feel the chemistry between us getting stronger. I entered my place, dropped my things on the sofa and turned on the lap-top.... Read full Story
shemale lover 2015-12-29 3,876 anal suck Masturbation
90%
Shemale Charlotte caught wanking in the bath
Charlotte is a very small 18 year old, very skinny, only just 5 foot but has an amazing pair of breasts which stretching the skin makes them show veins all over. Her pale skin showing the veins even more. Charlotte is also a shemale, her small size and large breasts she also has a very large 8inch (... Read full Story
shemale lover 2013-06-18 6,827 Amateur Cumshot Masturbation jerking Shemale and Girl
80%
Buffy the Shemale Vampire Slayer Part 13
Buffy's cock slipped out of Baubo's mouth, and she licked the smooth skin of the stiff, elongated shaft with her tongue. Baubo had no hands, but, even so, she was a superb cock sucker. More than once, she brought the Slayer to the brink of orgasm, then backed off, letting Buffy's sexual passion abat... Read full Story
shemale lover 2011-08-23 3,592 Masturbation pussy shemale
66%
Adventures of Shemale Sandra Part 2
Sandra thought about Jeff all through the next day. He had been her first, and she could still recall their experience as if it had happened only moments ago. She could feel his rough hands on her tender flesh; his sweat falling in beady drops on her soft belly; his stiffled grunts echoing in her ea... Read full Story
shemale lover 2011-09-03 4,203 sucking shemale nipples
100%
My Lesbian Shemale Adventure
I had worked a day shift - I got off at about 5 and wanted to go do something. My two buddies, Niles and Will, were there and they asked me if I had ever been to this little bar in the same strip mall as the club I worked in. I hadn't. It looked dingy and dark from the outside, and since I didn't dr... Read full Story
shemale lover 2012-05-01 2,659 big dick Cumshot Masturbation small breasts
100%
T-Girl Rodeo
Howdy folks, we would like to welcome y'all to the finals for the 10th Annual T-girl Rodeo! Now this here being the tenth anniversary and all we're gonna put on one hellva show for ya! Commentating up here in the announcers box with me is the first ever T-girl Grand Champion, Lorna "Tail Buster... Read full Story
shemale lover 2012-09-05 4,995 Masturbation shemale and shemale Big Cock condom sex ass fuck
100%
HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
CDDIXIE4U 2019-01-08 13,295 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
100%
Castro - shemale goddes
Nobody would have believed the scene was true, her slender, smooth and tanned legs crossed in such a deliberately provocative way as to reveal a glimpse of crisp white panties. Her tightly fitting, classically styled little black dress cut to ensure firm large breasts were displayed to maximum effec... Read full Story
Law12 2018-03-04 4,870 Masturbation Bareback Creampie Ass to Mouth cum in mouth Supernatural
100%
The Big Tiddy Goth Girl
Hannah and I went to the pool in my apartment complex. This was my first time dressed as female in public and I was loving my new, feminine tan lines. To keep a long story short, while tanning we were perv'd on and approached by a guy calling himself Mark. He was desperate for our attention and fumb... Read full Story
KaceyKlarissa 2024-02-23 3,724 Crossdresser Big Tits Cumshot Masturbation threesome Big Cock Shemale and Girl small cock big ass sissy femboy cum on tits goth
50%
VICTOIRE DOMINANTE OU REDDITION DE POULE MOUILLÉE
Il y eut l'obscurité, puis une faible lumière rougeâtre et enfin, après un ou deux accrocs pénibles, je me trouvai soudain dans une pièce en pierre parée de rose tout ce qui était suffisamment sûr pour que je puisse comprendre ma situation. Après avoir trouvé un ticket en or dans ma boîte de Kro... Read full Story
Femboy 2021 2023-02-03 583 Stockings Crossdresser Fetish domination Guy Fucks Shemale Sex Toys
100%
DÉBUTS INNOCENTS
"Avez-vous pris votre vitamine, ma chère ?" Ellen a appelé de la salle de bain. Je me frottai le sommeil des yeux et ramassai le flacon de pilule, roulant un gros comprimé dans ma paume. "Ma pilule de cheval ? Je le fais maintenant." "Avez-vous déjà remarqué une différence ?" "Non. Les vitamines ... Read full Story
Femboy 2021 2023-01-26 887 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale
95%
My best friend turned trans.....so I fucked him - Part 1
Theres a bit of history to this one so strap in! I started hanging out with this group of kids in my area when I was 12 years old, we did all the typical stuff you can imagine young kids getting up to (played football, chased girls etc...) over the years I became really good friends with one of the ... Read full Story
iconicirish 2023-05-11 8,459 Stockings Amateur cock Masturbation sucking Blowjob Big Cock Lingerie Latex transgender sissy
50%
SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
Femboy 2021 2023-01-26 1,235 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
50%
A LA DÉCOUVERTE DE L'AMBRE ⚧️
J'ai toujours aimé la lingerie féminine. De regarder des catalogues à voir des copines le porter, j'ai adoré le look et la sensation de la lingerie sexy et soyeuse, mais pour moi, cela a toujours été plus profond. À 18 ans, j'ai essayé ma première paire de culottes, oh mon Dieu, c'était merveilleux ... Read full Story
Femboy 2021 2023-02-17 834 Stockings Crossdresser Cumshot Bareback Fetish Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys
100%
La heredera 4 (penúltimo)
Esta historia es continuación de las tres anteriores del mismo titulo. A modo de resumen decir que me lie con la hija del dueño de le empresa que resulto tener una sorpresa entre sus piernas. Version para imprimir Esta historia es continuación de las tres anteriores del mismo titulo. A modo de res... Read full Story
Jmtv1996 2023-09-08 701 Shemale Fucks Guy
100%
Bunnie & Moonie – ¡Mi novia descubre que soy travesti y pasiva!
Hola a tod@s, soy Luna. Y estoy muy emocionada de contarles cómo cambió mi relación con mi chica desde que le confesé mi más grande secreto: ¡Me gusta ser una nena en la intimidad! Antes que nada, me presento, soy Luna, un chico que le gusta vestir de nena desde muy peque; soy muy delgada, de pie... Read full Story
Sofia Luna 2019-07-08 2,946 Crossdresser Masturbation Shemale and Girl
50%
ÊTRE UNE SISSY POUR VIV ⚧️ ⚧️
"Même moi, j'ai dû gronder ma fille pour avoir consulté un site de sexe sur Internet hier. Dommage, ça avait l'air plutôt intéressant. Mais même si elle a presque vingt ans, je ne pourrais vraiment pas lui dire maintenant, si." « Oh, qu'y avait-il de si intéressant là-dedans ? J'ai demandé. Vi... Read full Story
Femboy 2021 2023-03-24 682 Stockings Cumshot Lingerie Shemale and Girl feminisation cum in mouth soumission poule mouillée et fille
100%
David to Dee
"Dave," she purred, "you know you can tell me anything. Surely you know you can trust me not to judge you by your fantasies." He was squirming under her touch, his eyes tightly shut, trying to avoid telling her his deepest secrets on the one hand, and on the other, hoping beyo... Read full Story
shemale lover 2012-07-29 12,283 Cumshot Masturbation oral sex
84%
Becoming a Shemale's Bitch
I just got into town and spent the whole day moving in and cleaning my new apartment. I didn't have much furniture but the place needed a lot of cleaning. I saw their was a bar a few blocks away from my apartment and decided to go out for something to eat. It was around five o'clock when I walk... Read full Story
metamafia 2012-12-21 118,205 hardcore Cumshot sucking bdsm domination
100%
Changling
‘My goodness!’ she exclaimed, ‘It appears that you've had an accident, youngster. You'd better come home with me so that we can make you presentable. It's quite safe, 'cos I live in the big house in the woods on the other side of the hill behind the toilets. Come along, now,’... Read full Story
shemale lover 2012-02-02 8,464 shemales Masturbation Big Cock
50%
Devastating and dominating
Tracy drove the black SUV with her friend Miss K in the passenger side, both of them struggling not to be bored to sleep with the monotonous countryside I-64, the scenery broken up only by the occasional road sign or truck stop. The Madonna CD thumping in the stereo helped matters though, the t... Read full Story
shemale lover 2012-01-29 4,853 Masturbation sucking Creampie Latex fucking
0%
P.A. for a Day
The gates swung closed behind Charles as he slowly drove his car up the sweeping driveway. Even though he was looking forward to the erotic delights which were in store for him that day, the cares of the world seemed to weigh heavily on his shoulders. As he drove up to the garage he mused about t... Read full Story
shemale lover 2012-09-05 5,709 Crossdresser Masturbation Latex Sex Toys heels
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 3,551 Small Tits solo Amateur Cumshot Latina Masturbation Big Cock Lingerie travesti morena guevo
71%
Joanna Tranny Prostitute
Joanna stood on the street corner and casually shifted her posture from one leg to the other. So far it had been a quiet evening for her with few punters around. Not many girls were plying the streets either. She’d had one customer earlier. He had been an Asian guy in a Toyota who’d stop... Read full Story
shemale lover 2014-06-19 6,877 shemales Masturbation voyeur
100%
Weekend Fantasy
have so many fantasies....the one that gets me lately, is having access to a house out in the middle of nowhere, for a week or weekend, where i can dress up, all day. No one knows of my lustful secret....so the idea of being able to stay this way without thought, gets me so hard and such in the moo... Read full Story
martley 2020-07-20 4,797 solo Amateur Group Sex Masturbation Big Cock Lingerie domination Sex Toys Homemade self sucking cum in mouth double anal shemale + shemale
50%
Raquel
domingo, 5 de febrero de 2017 RAQUEL Hoy quiero hablar de un día muy importante mi vida. El día que conocí a Raquel. Estaba en casa leyendo el periódico y, como siempre, miré la sección de anuncios por palabras para ver si había algún trabajo interesante, de pronto me encontré que, en la secció... Read full Story
Carlatx 2018-11-26 3,425 Small Tits Masturbation Fetish Shemale and Girl domination
75%
More Dirty Sex with Tania. Part One Hotel Sex
It took quite some planning, after our last meet in the lay-by, but at long last we had both been able to get away at the same time. We, well actually Tania, had arranged our meet to be at the Premier Inn at Witcombe, just south of Cheltenham and just of the A46. Tania was arriving just after lunch ... Read full Story
shemale lover 2014-03-27 4,452 anal shemales Masturbation
77%
My Dream Cums True
Me and my girlfriend would always talk for hours about our secrets and feelings and as the night would progress we would get into more sexual subjects but this night would change our lives forever..... ''so what's a sexy secret you have that no one else knows about?'' I asked my girlfriend. ''... Read full Story
Fistagon8 2012-03-28 6,658 first time shemale Latex pornstar
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 11,556 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
50%
Histoire d'une fille qui n'en est pas un
Les années d'enfance Je suis née le 25 décembre 1993, à 11h45 du soir. Je commençais donc par gâcher le réveillon de mes parents. Non ils étaient heureux disent ils. Ma sœur était née depuis 2 ans. Je ne me rappelle plus mais j'ai du être choquée quand j'ai vu tout ce bleu pour m'habiller, dans... Read full Story
Femboy 2021 2023-01-27 791 Stockings Teen (18+) Crossdresser Cumshot Blowjob Big Cock Lingerie domination Guy Fucks Shemale cum in mouth