Free Shemale Stories

Goth Trans Girl Confession pt1

This is true confession. A journal entry of sorts. Sep. 2009 Anyway, I would say that my family is pretty open, at least compared to most of the families of trans people that I personally know. That doesn't mean that I didn't have a difficult time as far as there understanding when I my... read more

Gothtransgirl41 November 10, 2017 86%

Mi primera vez con una trans.

Sali a darme una vuelta con un amigo. Siempre ibamos a mirar mujeres a sitios y tomarnos algo. Reir y hablar. Me comento que le pagaba a una mujer (45años o un poco mas) con un gran culo. Y fuimos a conocerla. El trabajo de ella estaba muy malo y habia decidido devolverce para su casa. Mi amigo le d... read more

Angusbett June 11, 2018 66%

Prima volta con Trans

Una sera ero con amici in una discoteca sulla spiaggia e c'erano un gruppo di Trans a divertirsi.... Durante la serata vado in bagno, una di loro (molto carina) apre la porta mi vede e la richiude subito... non le ho dato modo di volerla fare entrare, ma comunque si capiva che mi aveva seguito... ... read more

lupsinfabula January 8, 2019 50%

Trans Daughter F*cks Daddy

This is true story. I am 50 age n avid shemale , Transgender, ladyboy lover. Two years back i was member of LGBTQIA community in Pune where i met this ladyboy trans girl . We spoke, chat sone time and immediately clicked. She said she lost her father and wanna me to be her daddy. I agreed and i ac... read more

Stud4Shemale September 28, 2023 83%

Sweet Encore

I was alone tonight and feeling just a bit paranoid as I listened to the soft music. The soothing sounds put me in a seductive mood, but It seemed that all my lovers were too busy for me, or they had other plans. Uncle Barney and my detective were probably home being dutiful husbands. Bo was under h... read more

Regina10 May 9, 2024 100%

She also conquered my soul...

Initiation in a new era... Almost three months since I offered my virginity to a wonderfull he-woman, Selmi... unfortunately I had to cancel the second day we planned to spend together with my LORDESS because I quitted the town where we met the day before. Since, only few summer fling messages...... read more

hippocampus_171 November 22, 2022 50%

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 more

hippocampus_171 March 9, 2024 100%

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 more

hippocampus_171 March 9, 2024 50%

EXPÉRIENCE TRANS ⚧️ ⚧️

Ma famille a déménagé en Jamaïque avant ma puberté. Nous n'étions pas la seule famille blanche là-bas, mais ce n'était pas bon pour moi d'être un garçon blanc à l'école. J'étais une cible facile à intimider comme les autres enfants blancs. Après la puberté, ça s'est aggravé p... read more

Femboy 2021 March 24, 2023 50%

La Mujer Trans más feliz del mundo.

- Porfavor, no pares Gaby! - Le gritaba yo, completamente llena de placer, mientras a 4 patas aguantaba sus grandes embestidas, a la par que mis grandes tetas chocaban entre sí. - Ya casi me voy a venir Juanita! - Dijo ella, mientras trás de mi daba todo de si para hacerme sentir en el paraiso, s... read more

DaphneYuki October 28, 2023 100%

Duel With the Devil, Chapter 20 of The Greatest Liar

Duel With The Devil This is a work of fiction. All characters (including the narrator), celebrities, places, residences, neighborhoods, restaurants, legal agreements and proceedings, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any r... read more

the greatest liar July 19, 2023 33%

The Biology of Music - I fucked my trans substitute teacher

I was never strong in school. I wasn't very interested in what we were being taught, and the teachers liked me enough to not give me too hard a time about it. I attended an all boys school. It was actually quite a religious school which makes this story all the more surprising. I was in the middle c... read more

terrifictim January 3, 2022 100%

Mongoose Hunting and the Dark Car

After my first sexual experience with a trans girl in school (Check out Biology of Music), it was a long time before anything else got me that horny again. Which is obviously understandable given how ridiculous that whole event was. This time instead of a trans girl cumming hot jizz into my mouth af... read more

terrifictim March 30, 2023 100%

PRIMEIRA VEZ NO SWING

Olá, Neste conto eu vou falar da minha primeira vez em uma casa de swing,tudo começou quando eu vi um anuncio no site de relacionamento que teria uma noite trans em uma casa de swing, e como eu estava de boa nesta semana e com muita vontade de transar não pensei duas vezes e decidir ir nesta casa, m... read more

Brenda Pavanelli cdzinha October 24, 2019 60%

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 more

the greatest liar November 16, 2021 100%

HE DIDN'T KNOW I WAS TRANS...

I'd worn an absolutely killer dress just to make sure I got what I was looking for that night. Dancing under the lights I could feel eyes all over me, and as the evening progressed men became bolder and bolder about approaching. This one was athletic, sexy and had all the right dance moves, at least... read more

mika96 May 11, 2023 100%

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 more

the greatest liar June 14, 2019 85%

From accidental trans porn addiction to a cum filled booty

One night when I was around 30 or so I was watching some porn, nothing unusual for a guy like me, aka a sex addict. Sex addiction is great if you’re Tiger Woods and swimming in poon, but for guys like me - regular, awkward, slightly handsome in a very boyish way, weirdos — it’s not that fun. We... read more

CDJaneBooty April 1, 2022 100%

A Fairy Tale Part 2

=-=-Chapter Six-=-= I woke up sometime later and I was feeling better, even a little hungry actually, and I wanted a shower and I needed to pee and...I cocked my head as I heard the unmistakable sounds of Mistress Stacy's bed moving. She had a large one, king sized, with old springs or somethi... read more

shemale lover December 6, 2011 100%

Explore the Inner Woman In You

I fancied the arse off a girl at school called Sharon. The problem was most of my year did. She was beautiful with long blonde hair, willowy legs, a butt to die for and stunning pert tits. She was way out of my league but quite amazingly we did get on and began to make slow but steady headway. My di... read more

shemale lover May 6, 2012 100%