Free Shemale Stories

Shemale Public Bondage Fantasy

It was a chilly evening, I had arranged to meet him in the city centre. I was wearing a rather skimpy black dress, black lingerie and red high heels. It was my first time dressed in public like this. He was an average looking man, he shook my hand and kissed my cheek, and asked if I was ready. I aff... read more

shemale lover June 22, 2013 85%

I have been out dune by my little brother by a big difference hi

I am 32 years old and my lady who was 46 and my little brother who was just 14 years old then wanted to have some fun and get my woman who was just the right for him he was just out of his mind about her and I was like I'm all about it and I was thinking that I was going to be the big cock an h... read more

Not long but hard October 19, 2017 27%

Shemale Ride Along Part 2

Note: This is a sequel to my previous story, "Riding in Cars with Shemales." If you would like some back story into how Terra and Matt met, please read it. If not, you can probably still enjoy this one by itself. * It was a wonderful day in May. The sun was shining. The sky was clea... read more

qtball August 31, 2016 88%

Jo, Shemale Goddess! Part 1

Jo plumped the cushion and carefully positioned it until it was precisely at the right angle. Nothing less than perfection would do. Ricki, her friend of twelve years was coming to stay overnight and she would notice if the tiniest thing was out of place. An impatient knock on the door signalled ... read more

shemale lover September 4, 2011 100%

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 more

shemale lover September 3, 2011 66%

Male or Shemale, Still a Slut

Part 1 My name is Brandon. I'm 18 (still in high school), 5'5", white with black hair, and rather feminine. I'm really slim with barely any body hair. All this has combined so that I'm not so popular with the ladies, which sucks cause I am one horny son of a bitch. Luckily, I'm rather fond ... read more

shemale lover December 20, 2012 100%

My first shemale sex

I had developed a strong desire to be with a hot looking shemale for a long time. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our ... read more

shemale lover July 17, 2013 94%

My first shemale sex

I had developed a strong desire to be with a hot looking shemale for a long time. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our ... read more

shemale lover August 14, 2013 90%

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 more

shemale lover December 1, 2013 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 more

shemale lover November 23, 2014 97%

Buffy the Shemale Vampire Slayer Part 4

Damn! Wherever Willow was, she wasn't home. The witch still hadn't returned to her motel room. At least, this time, Buffy hadn't had to rely on Sunnydale's public transportation system. Xander had given her a ride across town. He'd offered to wait, to make sure that Willow was back, but Buffy, wa... read more

shemale lover August 19, 2011 66%

Cat hat einen riesen shemale Schwanz

In meinem zweiten Studienjahr fing ich an, mich mit einem der heißesten Mädchen auf dem Campus zu verabreden. Wir hatten uns in meinem Kurs Geschichte des Römischen Reiches kennengelernt und verstanden uns von Anfang an Ich brauchte fast ein ganzes Semester, bis ich den Mut aufbrachte, sie um ein Da... read more

jimyblue November 22, 2021 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 more

Chrissy Tunnell March 4, 2022 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 more

Samantha Jewels January 6, 2023 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 more

Femboy 2021 January 26, 2023 100%

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 more

Femboy 2021 January 26, 2023 50%

LA VENGEANCE D'UNE SOEUR ⚧️ ⚧️

"Maman, maman," cria Michael. "Aide-moi!" Mary tourna la tête vers les cris de son fils pour ensuite entendre Melissa crier: "Sortez d'ici, espèce de pervers!" Mary se précipita dans le couloir jusqu'à la chambre de sa fille où elle trouva Michael passant devant elle, suivi de près par une bro... read more

Femboy 2021 March 26, 2023 50%

FORMATION D'AMOUR ⚧️ 💗 ⚧️

Kyla essuya la sueur de ses yeux, puis essuya le liquide de sa main, tout en s'appuyant sur son balai. Ce putain de jour était trop chaud, bien trop chaud. Elle regarda autour d'elle : le vestiaire vide était complètement immobile, attendant patiemment d'être nettoyé, son air saturé de l'odeur de... read more

Femboy 2021 February 17, 2023 100%

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 more

Femboy 2021 January 27, 2023 50%

FORMATION D'AMOUR

Kyla essuya la sueur de ses yeux, puis essuya le liquide de sa main, tout en s'appuyant sur son balai. Ce putain de jour était trop chaud, bien trop chaud. Elle regarda autour d'elle : le vestiaire vide était complètement immobile, attendant patiemment d'être nettoyé, son air saturé d... read more

Femboy 2021 February 10, 2023 50%