Free Shemale Stories

Becoming a Chrissy - Chapter 2

I had always felt like I had a hot body for a girl. I was naturally blonde and smooth; I guess I had been blessed by my parents’ Scandinavian genetics. My pubes were always just a small fuzz—easy to shave and keep a clean bikini line. Same thing with my armpit hair. And my ass? Completely smooth and... read more

mindlessrobot45 May 13, 2024 100%

Pune crossdresser Night Girl

Hi friends, I hope you liked my earlier stories. This is my new story about a lady boy / crossdresser / sissy boy. Around 2 years back I came across a profile on Planet Romeo with name Nightgirl. I sent her message that i found her sexy and attracted to her and wanna meet her. I am alway... read more

Stud4Shemale May 22, 2017 69%

Oggi in ufficio è arrivata la moglie del capo

In ufficio sono abitualmente usata da mio capo, ogni volta che ha voglia viene da me o mi chiama nel suo ufficio e mi usa per svuotare le sue palle, oggi arriva accompagnato da un biondona CIAO HELENA buongiorno LEI E’ MIA MOGLIE senza che io possa rispondere mi alza la gonna e le mostra la ... read more

helentrav October 7, 2023 50%

A Virgin Crossdresser

I was newly turned 18 never even kissed a girl let alone had sex. I had been crossdressing for about a year and had stumbled upon a site called tvchix which where I spent my nights in chat looking and getting an insight into what this world could offer. Bit of background I had named my alter eg... read more

Jessicaxx91 February 6, 2020 87%

Sex in the kitchen with my hubby's friend - a cop

Ever since my wedding last year, I enjoy a great time with my hubby who loves me so much and takes care of me so much. Since he is married and having another family, he doesn’t stay with me all the time, but comes and stays at least 2 or 3 days in a month and we literally celebrate those nights wit... read more

Manusha Tranny October 14, 2021 66%

Sarah fucking in vienna

Sarah in Wien , sie nennt mir ein mir bekanntes Hotel in der Innenstadt, sowie eine feste Uhrzeit! Überpünktlich bin ich Vorort , komplett glatt , unter der Anzugshose einen schwarzen engen Nylon Slip , sneaker weißes Kurzarm Hemd, guter Duft , klopfe ich etwas nervös an der Zimmertür! Von innen k... read more

Sarah Diener August 30, 2023 100%

Lady In The House Ch. 09

A story by MicheleNylons ( Continued adventures of a cross-dressed prison prostitute. ) I lay there stunned, how had I miscalculated my effect on the Warden? The one man who could guarantee a transfer from this shit-hole; fuck!!!! The cravings of male sexual hunger within the confines of the ... read more

✘Transensual✘ February 27, 2019 100%

Sissy Femboy Chrissy in Drag at the Club

"Can you wear a dress tonight?" "I can't crossdress in public, I'm not 'out' and don't want to be seen that way." "That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in." "Cool, but I'll have to change when we get there." "Awesome! See you tonight!... read more

Chrissy Tunnell February 3, 2022 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 more

Chrissy Tunnell February 3, 2022 100%

My Sugar Daddy Fucked My Girlfriend...And I Joined In

I am a shaved-smooth, boyish bisexual male slut. At 43, I still look and feel young, and I enjoy the feel of and attention from older men, the older the better, 55 and up, with gray hair, wrinkles, and very hairy chests and bods. My Daddy, a 70-year-old White man that fits this description, "owns" m... read more

Chrissy Tunnell April 12, 2022 100%

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 more

Chrissy Tunnell December 1, 2022 60%

Crossdresser gets dick for first time

I was so tired of just watching porn. So tired of the sissy hypno threads that made me crave men, crave cock, crave being weak, crave being the bitch...only to cum and do nothing about it. But the desire to transition from fantasy to reality was growing stronger and stronger. I decided it was ti... read more

Sissy Ava October 11, 2022 100%

Passion in the Rough

Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... read more

Regina10 April 27, 2024 75%

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%

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 more

CDDIXIE4U January 8, 2019 100%

DU VILAIN PETIT CANARD À LA PRINCESSE SISSY ⚧️ ⚧️

Être un mec très petit 1 mettre 60 avec une petite carrure a été un handicap majeur dans ma quête de compagnie féminine. Avoir un micro pénis était le clou de mon cercueil. Tout au long de ma jeunesse, j'ai été ignoré ou rejeté par les filles. J'ai eu ma première petite amie à l'unive... read more

Femboy 2021 March 23, 2023 50%

FOUTAREICH

Le Parti de l'apothéose féminine, ou FAP, a reconnu les différences physiques entre les hommes et les femmes. Cependant, la FAP a affirmé que même si les femmes pouvaient être physiquement inférieures aux hommes, elles étaient moralement supérieures. Tant que les hommes seraient plus forts que l... read more

Femboy 2021 February 11, 2023 100%

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 more

Femboy 2021 February 17, 2023 50%

EXPLORER LA JUNGLE FUTA

Alors que Mandy se déplaçait dans la jungle, elle réalisa qu'elle était désespérément perdue. Repoussant les branches et les feuilles, elle poussa un soupir d'agacement face à la même clairière qu'elle avait rencontrée auparavant. "Bon sang." Étirant ses bras et écartant ses c... read more

Femboy 2021 February 10, 2023 50%

SISSY AWAKENING

- Trou de gloire du sex-shop - "Hey bébé, quand est-ce que tu rentres à la maison?" le message texte bourdonnait doucement. Sortant discrètement le téléphone de ma poche, je tape "Même heure que d'habitude, juste après 5 heures, pourquoi... quoi de neuf ?" C'est mon amante Sarah, ma meilleu... read more

Femboy 2021 February 17, 2023 50%