Free Shemale Stories

Trasformazione: Diventare Una Cagna

Come mi sono trasformato o meglio, come mi hanno trasformato in una femminuccia succhiacazzi, beh, è una storia complicata. Già da ragazzo, appena superata la pubertà, sentivo dentro di me il desiderio di strofinarmi contro il cazzo duro di qualcuno, di baciare con la lingua qualche mio professore d... read more

sami novelli April 30, 2021 100%

When I was caught the first time.

I haven been dressing up for a long time, on/off as life and relationships would have it. But these last few years I really begun to take control of my desires and persuing this part of my life fully. So with the increase in frequency and openness of my dressing I was bound get noticed would co... read more

love2crossdress October 13, 2021 100%

My Sissy, his first time

My fella has always been happy to dress and be a slut for me, suck my dick and take a small dildo in his pussy. Until now I hadn't fucked him properly as he was to nervous. Recently we had been following the exploits of a CD friend through his blog and I knew they really excited my husband. When the... read more

Aplane1 November 1, 2021 100%

My shemale initiation

I was alone at home. Wife gone for a vacation. I was surfing the net. I am infatuated with shemales. I looked at redbook and saw a very sexy lady. I contacted her. I drove to her hotel and picked her up. She was gorgeous. As we drove to my house, I asked about the size of her package. She said 9". I... read more

shedawg April 4, 2022 100%

my mornings are so difficult

I really should go to work. but i am obsessed with being a sissy. i spend the morning in chastity, skimpy clothes, makeup, and dildos. what should i do?... read more

Sissy Slut Lorielle October 26, 2022 33%

My TS Journey

I'm a straight, married guy in my 30's, at least that how I appear to everyone that knows me. I have an intense obsession with Trans women that I have been indulging since I was a teenager. Over the years this fixation has grown into something that ranged from watching porn initially, to having my a... read more

iconicirish October 26, 2022 95%

je suis une poule mouillée

Je n'ai pas commencé comme une poule mouillée, mais avec le temps, j'ai trouvé ma place dans la vie. J'ai eu une enfance normale jusqu'à l'âge de 18 ans, quand mon père est mort et j'ai dû aider ma mère. Elle avait des problèmes, ADD et avait très durement pris la mort de mon... read more

Femboy 2021 December 16, 2022 50%

SISSYFIED, HABILLÉ COMME UNE FILLE ET UTILISÉ

Je discutais en ligne depuis quelques mois avec le type de papa Dom que j'avais rencontré sur la liste de Craig. Son poste était qu'il était un excellent professeur pour les nouveaux travestis curieux et qu'il ne bougeait pas trop vite. Il avait sa propre place, beaucoup de jolis vêtemen... read more

Femboy 2021 December 16, 2022 50%

Pee-Boarding

Pee-Boarding (Another True Story)  It all started with a weeks holiday in 1997 at a Holiday Camp in Somerset, a place called St Audrie's Bay which was by the coast overlooking the Bristol Channel. St Audrie's was, and still is I think, a place Transvestites, Transexuals, and Sissies, could stay ... read more

Colette_Scott September 21, 2023 33%

Mikaela Lilyskin Jizzy pissy sissy slut

Hi there. I'm Mikaela. I thought I'd tell you a little bit about my video recordings. "What the hell is she eating in her movies?" you might be thinking. Well, I think it's damn exciting to eat cum and drink pee when I masturbate during the recordings, so between them I save cum in the free... read more

Mikaela Lilyskin April 4, 2024 100%

Hello!^^

Ciao! this story was created with the help of google translator, so do not judge strictly. I'm trying. I try every day to be better and more confident, but for now I'm still afraid. it seems to me that I can disappoint or not live up to expectations that they will ridicule and mock me, I’m afraid th... read more

kateleto June 12, 2023 50%

3. ΣΥΝΕΧΕΙΑ ΝΟ 3

Πολλες φορες ειχαμε συναντηθει απο τοτε.Αφου μεχρι και τα ονοματα μας ειχαμε αλλαξει σε γυναικια.Εμενα μ' λεγε Σοφια κι εγω τον ελεγα Τζουλι.Ενα Σαββατο λοιπον ημασταν σπιτι του που ελειπαν οι δικοι του, μας ηρθε η ιδεα να κανουμε παρτουζα.Το προβλημα μας ηταν το τριτο ατομο.Ρε Τζουλι του λεω τι θα ... read more

crossofia October 1, 2023 100%

Being Barbi's Bitch

After ten wasted years of foolishly trusting in love to 'cure' me of my femininity, I had only just begun to re-embrace the sissy inside me when something made me reach out to an old friend. What made me do it, I really don't know. Although I was once again revelling in even the smallest aspects of ... read more

shemale lover October 1, 2011 33%

Quick trip to the park

Monday Morning again, I hate Mondays, why can’t the week start on Tuesday! Thought Justina ,while she stood semi naked in the kitchen drinking her coffee with a semi. I finished my coffee and made my way to my bedroom to get dressed. As I entered my bedroom i spotted my new dress i’d bought on S... read more

Samantha Jewels January 12, 2022 100%

Siisy Bride gets what she deserves

I had Ben on a contact site and we live surprisingly close together in Manchester. Ben is a 6’2” black man who has a large sex drive and likes women and girly trannys. I am a slim white guy who likes to dress like a smart woman, not a slut. I haven’t worn a wig for over 6 years ... read more

shemale lover January 5, 2012 100%

The Terrace View Apartments Part 5

I woke sometime during the night and found myself gagged, blindfolded and tied up, spread-eagle across a large outdoor bench. The night breeze brought goose bumps to my already spent flesh, and I moaned into my gag in pain as I tried to adjust my body to a more comfortable position. Comfort was n... read more

shemale lover November 18, 2011 77%

sex-slave in bondage in offer to Mistress & Trans for sadomaso

Vuoi essere il mio padrone? Sono pronta a stare NUDA E LEGATA a tua disposizione per subire lunghe e ripetute punizioni sadomaso, compresa la possibilità di essere ritratta, e costretta a esibirmi tutta eccitata fino all'esasperazione... E per avermi così a fondo sedotta venendo crudelm... read more

anelitismo May 24, 2017 50%

My first encounter

This story details my first encounter with a stranger I met over the internet. I was 25 and reall getting into being a girl, I dressed all the time, and dreamed of sucking a cock dressed as who I really wanted to be. So I took a plunge in meeting someone for a quick bj in the area. I sent him some p... read more

Robyn Peirce October 19, 2017 65%

NYC BAR 2ND VISIT

While in New York for work I decided to check out another Tgirl bar. This time the bar was in the East Village. I arrived around 12 am. There were a couple of girls there. A couple of them approached me and we went to the back room for a lap dance. The first girl was a tall boricua with legs for day... read more

horny.hiker September 14, 2018 60%

Mi comienzo como Tv

Desde muy joven me atraía la ropa femenina, tal vez a mis 14 años ya sentía esa atracción no normal que nos hacen creer a los "hombres". Para ese tiempo no existía como hoy en día estas redes o paginas sociales, les comparto un poco de mi.... Como les decía a esa edad comenzaba mi interé... read more

Carla Travesti October 12, 2018 88%