Sort by
Relevancy

Free Stories

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 11,707 Teen (18+) Small Tits Crossdresser Fetish Blowjob Lingerie Guy Fucks Shemale cum in mouth
100%
CD/TS Shemale Chrissy Fucked On the Ranch
I met John on the swinger site AdultFriendFinder. He was everything I was looking for: old, in his late 60s, and not rich, but financially stable and independent, owning a ranch that has been in his family for generations. Maybe he could become the Sugar Daddy I am looking for? I am a shaved-smooth ... Read full Story
Chrissy Tunnell 2022-03-04 3,939 Crossdresser Amateur Bareback Fetish Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Mature
100%
Taking Ricky's Cherry
My work has me traveling all over the US and if you have read any of my previous stuff then you might have figured out that I have a major cougar streak. I just love being the first T gurl to a sexually inexperienced young guy. I was bored and horny in the hotel room, so I logged into a gay dating s... Read full Story
pennypenny 2019-06-11 8,718 Stockings Teen (18+) Crossdresser Cumshot Bareback Creampie Fetish Blowjob redhead Guy Fucks Shemale Mature Ass to Mouth cum in mouth
60%
Shemale Chrissy Fucked by a Demon
I wanted to write this the night it happened, Halloween, but I was still so traumatized. I was at my fictional fantasy Sugar Daddy's house alone and already spooked out by the noises of this old hundred-year-old wooden house in this loud thunder storm on what some call "Devil's Night." I had to turn... Read full Story
Chrissy Tunnell 2022-12-01 4,398 Small Tits Crossdresser Amateur Bareback Fetish Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale cum in mouth
100%
Regina's scary, and sexy Blind Date
I had just finished doing my makeup, finally deciding which blush to use, and I thought I had some time for my meditation. However, Mr. Cobb was early. The gold minidress I wore showed enough legs, ass and tits to make any man horny, and the strappy tanned five-inch sandals, made me feel majestic ... Read full Story
Regina10 2024-03-18 5,045 anal Crossdresser Bareback Creampie Fetish Blowjob Ebony Guy Fucks Shemale big ass sissy Ass to Mouth cum in mouth
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 3,801 Crossdresser Amateur Outdoor Bareback Fetish Ladyboy domination Guy Fucks Shemale Homemade
100%
Shopping plus extras!!!
Hi, so as you can probably imagine I buy a lot of underwear and have a few favourite places to shop. My favourite by far is Ann Summers. The range is great and the staff are so helpful . Anyway back to the story. So I decided to go get some new underwear to see in the new year, I got myself up and d... Read full Story
Samantha Jewels 2023-01-06 4,645 Crossdresser Amateur Cumshot Fetish threesome Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Ass to Mouth cum in mouth
33%
My new Experience with Amy Cute Shemale in Pune
Hi friends i am back with new story. I am mad shemale lover. and keep on finding new shemales for me. This time i got new website to search for shemale www.massagerepublic.com I saw an advertisement of Amy and i liked her. called her and fixed appointment. went to her hotel, which was ok ok ... Read full Story
Stud4Shemale 2021-02-20 6,538 Cumshot Bareback Creampie Shemale Fucks Guy Blowjob Asian Guy Fucks Shemale shemale fucks man man-fucking-shemale Indian Shemale Pune
100%
KING OF TRANNY CHASERS ENTRY 2
LAST YEAR TO CELEBRATE MY BIRTHDAY I DECIDED TO FULFILL ONE OF MY SEXUAL FANTASITES. I HAD BEEN WITH 2 CIS WOMEN SEVERAL TIMES BUT NEVER HAD I BEEN WITH 2 TRANNIES. MY BIRTHDAY WAS ON A FRIDAY SO I SPENT THAT DAY AND THE NEXT CELEBRATING WITH MY FAMILY AND GINA..THAT SUNDAY I SET UP AND PLANNE... Read full Story
Ghostface drillah 2024-07-04 3,339 anal Amateur Group Sex Big Tits Cumshot Shemale Fucks Guy Fetish Big Cock Guy Fucks Shemale big ass Homemade Ass to Mouth shemale fucks shemale
88%
MY FIRST SEX WITH SHEMALE
This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous durin... Read full Story
shemale lover 2013-12-01 40,721 first time anal sex suck Shemale Fucks Guy Guy Fucks Shemale
100%
Shemale sex on a beach
Had to tell you what happened to me recently. I wrote to one of my favourite shemales last week and was telling her I missed sucking and fucking with her due to the current virus situ. Wished I could travel to see her and have some fun and she told me she was away from home too. I asked her where an... Read full Story
xanykeyx 2020-05-07 6,557 suck Outdoor Shemale Fucks Guy shemale cum fuck orgasm Guy Fucks Shemale sex climax deep beach sex
92%
Shemale sex on a beach
Had to tell you what happened to me recently. I wrote to one of my favourite shemales last week and was telling her I missed sucking and fucking with her due to the current virus situ. Wished I could travel to see her and have some fun and she told me she was away from home too. I asked her where an... Read full Story
xanykeyx 2020-05-07 9,111 suck Outdoor Shemale Fucks Guy shemale cum fuck orgasm Guy Fucks Shemale sex climax deep beach sex
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 6,406 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
50%
⚧️ ESSAIS CLINIQUES ⚧️
J'ai passé beaucoup d'heures au travail pendant des mois, et bien que je sois l'une des personnes chanceuses qui peuvent travailler à domicile, mon travail peut être stressant. L'équipe avait reçu des délais, et tout le monde s'est réuni, a fait le travail et a terminé et testé nos projets. Le probl... Read full Story
Femboy 2021 2023-02-16 1,192 Crossdresser Fetish Guy Fucks Shemale
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 1,357 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie domination Guy Fucks Shemale Interracial cum in mouth
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 1,242 Stockings Crossdresser Cumshot Fetish Blowjob Big Cock gangbang Lingerie domination Guy Fucks Shemale Interracial Sex Toys cum in mouth
50%
RÉVEIL SEXUEL SISSY ⚧️ ⚧️
Si ses histoires étaient vraies, non seulement beaucoup d'hommes ont eu des réveils sexuels entre la fin de la trentaine et le début de la cinquantaine, mais beaucoup d'hommes de mon âge étaient curieux de se féminiser, de sucer des bites et peut-être même d'avoir des fesses. Mais je ne peux pas ... Read full Story
Femboy 2021 2023-02-17 1,438 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie 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 1,032 Stockings Crossdresser Fetish Guy Fucks Shemale Interracial cum in mouth
50%
LA SOIRÉE DE JEU TOURNE MAL ⚧️ ⚧️
Je m'appelle Jesse, je suis un homme senior de 21 ans à la Florida State University. Je sors avec bonheur avec Becky, qui est aussi une personne âgée de 21 ans. Nous sommes ensemble depuis que nous avons rencontré des étudiants de première année lors d'une fête. Becky est un 10 absolu. Vi... Read full Story
Femboy 2021 2023-03-19 881 Stockings Crossdresser Fetish Guy Fucks Shemale Interracial cum in mouth
100%
Slut /W Bad Boy
I was excited as always because I was about to go out in public and hopefully I will meet some horny man with some money and get laid. Now, to make sure that I am a picture of femininity, I double checked my makeup in several mirrors from many angles. My lips were perfect and I made sure my cheeks b... Read full Story
Regina10 2020-12-04 7,353 Stockings Crossdresser Big Tits Cumshot Bareback Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale pov Ass to Mouth
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 12,260 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%
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 8,027 Teen (18+) Small Tits Amateur Group Sex Latina Blowjob gangbang Guy Fucks Shemale cum in mouth
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 3,959 Crossdresser Amateur Bareback Creampie Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature
66%
intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
Regina10 2022-05-13 6,376 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
50%
LA CUPIDITÉ DE LA MÈRE
Nicholas a sorti son téléphone et a pris une dernière photo de sa maison. Nicolas emménageait dans une nouvelle maison aujourd'hui. Nicholas était un garçon de 18 ans, il était le plus petit et le plus maigre de l'école, il gardait ses longs cheveux blonds. Il n'était pas bon en sport et... Read full Story
Femboy 2021 2023-02-03 1,058 Stockings Crossdresser Fetish Guy Fucks Shemale Interracial Sex Toys
50%
SISSY SURPRISE
Mon mari n'était plus le même depuis son retour d'une tournée militaire de six mois. Il y avait divers symptômes qu'il avait changés, mais je ne pouvais pas comprendre et quelle pouvait en être la cause sous-jacente, car l'un des symptômes était qu'il était devenu obsessionnellem... Read full Story
Femboy 2021 2023-02-09 1,339 Crossdresser Fetish Blowjob Guy Fucks Shemale Interracial cum in mouth
50%
UNE NUIT AU CLUB ⚧️ ⚧️
Dani regarda nerveusement son reflet dans son fidèle miroir compact. Il était assis sur le siège passager de l'Escalade noire de Keyshawn, sur le point d'entrer dans l'un des clubs les plus exclusifs de la ville. Son mascara faisait battre ses cils naturellement épais de manière attrayante, son eye-... Read full Story
Femboy 2021 2023-02-17 902 Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
50%
DIVERTIR EST UN TRAVAIL DIFFICILE ! ⚧️ ⚧️
Dani avait placé le grand bol de chips tortilla au milieu de la table et recula pour admirer l'effet. Les bols de bretzels, de frites et de sauces diverses étaient astucieusement disposés à ses yeux, mais Dani savait qu'il perdait son temps. Entre le match NBA sur l'énorme téléviseur de Keyshawn et ... Read full Story
Femboy 2021 2023-02-17 1,049 Crossdresser Cumshot Fetish Blowjob Big Cock gangbang Lingerie Guy Fucks Shemale Interracial cum in mouth
50%
MARIAGE CLASSÉ ADULTE ⚧️ ⚧️
1. 'Alan à Alisha...' La salle de bain était embuée et le miroir s'embuait alors que je me dirigeais vers la baignoire. Là, dans toute sa gloire, était assise ma magnifique épouse Liz qui occupait déjà un coin de la baignoire, seul le haut de son torse était visible avec toute la mousse qui l'ent... Read full Story
Femboy 2021 2023-02-21 990 Crossdresser Cumshot Fetish Blowjob Big Cock gangbang Lingerie Guy Fucks Shemale Interracial
50%
SISSY POUR UN JOUR ⚧️ ⚧️
Certains appelleraient cela une crise de la quarantaine... même si je n'ai que trente-cinq ans et j'espère que je n'ai pas encore atteint le milieu de ma vie. Certains me traiteraient de pédé... bien que j'adore bouffer la chatte et baiser ma femme. Certains appelleraient cela de la curiosité.... Read full Story
Femboy 2021 2023-02-21 1,306 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial Sex Toys cum in mouth
50%
IPUTAIN ⚧️ ⚧️
La pièce faiblement éclairée s'éclaire d'éclairs de rouge et de bleu depuis l'extérieur de la fenêtre alors que la transsexuelle vêtue de manière salope s'agenouille sur le corps de sa victime, pleurant, après qu'elle vient de lui trancher la gorge d'une oreille à l'autre... Read full Story
Femboy 2021 2023-03-20 849 Stockings Crossdresser Fetish Guy Fucks Shemale Interracial cum in mouth
50%
COVID A CHANGÉ MA VIE suite ⚧️ ⚧️
Comme vous vous en doutez, mes rêves cette nuit-là étaient remplis d'images de grosse bite noire. Plusieurs fois, je me suis réveillé en frottant mon petit pénis blanc alors que mon cerveau revoyait ce qui s'était passé plus tôt dans la nuit. Je ne pouvais tout simplement pas m'en emp... Read full Story
Femboy 2021 2023-03-23 677 Crossdresser Fetish Blowjob Guy Fucks Shemale Interracial cum in mouth
100%
Santa & Mrs. Claus
In my story called "Santa Likes Fembois" here I explained that I discovered that last Christmas when Santa Claus visited my house then made me suck on his cock before fucking my boypussy. He also gave me an actual present: a winning lottery ticket. Well, with that multi-million dollar winning ticket... Read full Story
Chrissy Tunnell 2022-12-01 3,903 Crossdresser Amateur Bareback Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature cum in mouth
50%
Bikini garçon
J'étais le garçon que mon père avait espéré après 3 filles avant moi. La vie dans notre maison à deux étages de la classe moyenne de banlieue était aussi normale que celle de n'importe qui d'autre. Mon père était un père aimant qui m'élevait et faisait les choses qu'un père aime faire avec son fils ... Read full Story
Femboy 2021 2023-01-24 1,304 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale
50%
PRIS
"Merci d'avoir fait ça, Alex," dit Mr Stevens en me serrant la main. "Au revoir Mr et Mme Stevens !" J'ai crié depuis la porte d'entrée alors que mes voisins me faisaient signe avant de monter dans leur voiture. Ils fêtaient leur anniversaire avec une soirée et je m'étais porté volontaire pour ga... Read full Story
Femboy 2021 2023-01-27 1,122 Stockings Teen (18+) Crossdresser Fetish Big Cock Lingerie domination Guy Fucks Shemale cum in mouth
50%
💞 ESCLAVE FILLE ⚧️
Il y a un claquement, puis "Réveillez-vous !" J'ouvre lentement les yeux. Je me sens étourdi, confus. Je suis assis sur un lit, et dans un fauteuil gris devant moi, une jeune femme est assise. Elle porte une longue robe verte et ses cheveux noirs sont coiffés d'un côté. Elle me regarde avec un gr... Read full Story
Femboy 2021 2023-02-17 913 Stockings Teen (18+) Crossdresser Fetish Blowjob Big Cock Lingerie domination Guy Fucks Shemale Sex Toys