Free Shemale Stories

All Right I'll Do It Chapter 3

The door closed and the four of them were gone. I stood there overwhelmed with the dried and drying cum on my face and in my hair. Dave's pee and cum was still deep inside me and my throat ached from Robert's cock. But Dave had me really scared so I decided to clean up the house as he said despit... read more

shemale lover October 11, 2012 100%

How I Became Vanessa Chapter 1

PART I: I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husba... read more

shemale lover October 31, 2012 100%

Double Take Chapter 2

For those who missed Part I, the players are: Sandy Lane, pro surfer with an uncanny resemblance to... Ashley Vaughn, gorgeous Hollywood starlet in a TV series produced by... Darla Palmer, who convinces Sandy to bob his nose after he is punched out by rival surfer... Buster Cruz, whose m... read more

shemale lover November 3, 2012 100%

Double Wedding

I was about to marry my childhood sweetheart Paula Rother. I loved her and she loved me but it hadn't been straightforward. After school she went to Manchester University while I went to work at a local accountants as a lowly paid junior clerk. She said we where inseparable but during the two years ... read more

shemale lover November 8, 2012 100%

The story of how i began crossdressing

Entry #1: I guess i was 17 years old and broke up with my first gf back then. barely had any sex, so was horny all the time :P I decided to look online for couples and women who would be interested in camming with me, and a mistress responded to one of my advertisements on some swinger site ... read more

shemale lover November 12, 2012 71%

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%

Wie ich zur Sissy Schlampe wurde - (1) Prolog

Schon in meiner jüngsten Kindheit trug ich die Schuhe meiner Mutter, rannte lachend in Kleidern umher und stahl Strumpfhosen aus dem Kleiderschrank. Solche Sachen machen die meisten jungen Burschen, denn sowas ist auch nur eine experimentelle Phase und niemand denkt sich was dabei. Wie auch bei mir ... read more

Michelle.W March 19, 2018 71%

My First Time

I used to be a normal straight guy, or at least, so I thought. That was until I began exploring trans porn, I was so turned on by it, but thought it was wrong, I tried to fight it, but soon enough trans porn became the only porn I could get off to. I didn't know what to do with this obsession, ... read more

handsome man June 7, 2018 95%

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 more

PNPFUCKBOY February 12, 2019 80%

Booty call :)

Your cock pounds my ass harder, my cheeks rippling with every deep thrust you give. The sounds of our moans and your balls slapping as you fuck me hard is suddenly broken by the ringing of your phone........... And you wake up. It's 2:30am and I've just finished work. As arranged, I'm giving... read more

BalkanLoco91Ri August 26, 2019 100%

La trasformazione di una sissy parte 1

Ricordo ancora come se fosse oggi la prima volta che conobbi Franco, non so nemmeno io come ma quella sera in cui mia moglie si trovava di turno notturno mi sentivo particolarmente eccitato. La lettura di un libro particolarmente coinvolgente si era impossessata di me. Molte volte mi chiesi se davve... read more

pinkslip January 6, 2022 50%

My story; don’t know which one... English version (1)

I notice that the're not many french language readers so have I decided to publish an English version End of the 80s; a tough time for a young reporter travelling thousands of km's for a crumb of titbit. A new event and more pressure every day for me. Seeing me in this floundering state during a ... read more

hippocampus_171 July 21, 2022 100%

"SISSIFIED": 12 JOURS DE SISSY-MAS

JOUR 1: mardi 25 C'était le matin de Noël quand j'ai entendu frapper à ma porte, ce qui était, bien sûr, très étrange à dix heures du matin. À midi, j'allais chez ma famille pour Noël, et j'avais rarement des visiteurs inattendus. Toujours dans ma robe, je me dirigeai vers la porte et fus s... read more

Femboy 2021 January 20, 2023 50%

Maman se met en colère contre son fils Pussyboy

Histoire d'un fils de pussyboy qui est transformé en putain de bite par sa mère. À 31 ans, je ne devrais pas envisager de retourner vivre avec ma mère, mais j'ai récemment divorcé, mon ex-femme m'a viré et j'ai dû me mettre à genoux pliés vers ma mère pour un toit sur ma tête. C'est avec un sentim... read more

Femboy 2021 January 24, 2023 50%

PREMIÈRE ÉTAPE FÉMINISANTE

Aujourd'hui, ma mère et moi sommes allés acheter des maillots de bain dans un grand magasin local. C'était en début d'après-midi et nous avions pratiquement l'endroit pour nous tous seuls. En entrant dans le magasin, nous sommes passés devant une grande colonne couverte de miroirs, et je me suis ... read more

Femboy 2021 January 27, 2023 50%

LA FEMME DE MA FEMME ⚧️ ⚧️

Mon téléphone a vibré pour la troisième fois en 3 minutes. Je ne pouvais plus ignorer cela. De plus, si je le faisais, je serais foutu. Elle n'arrêtait pas de me crier dessus, de me réprimander ou pire de me punir. J'ai ouvert la conversation textuelle entre ma femme Janice et moi. "Alors James v... read more

Femboy 2021 February 17, 2023 50%

SECONDE VIE ⚧️ ⚧️

Seconde vie. Nous sommes à la fin des années 2030 et quelque part dans une petite ville délabrée du sud du Pays de Galles, il y a une zone industrielle plutôt minable qui a depuis longtemps dépassé sa date limite de vente. D'un côté de la collection de bâtiments enchaînés à un bélier se trouv... read more

Femboy 2021 March 20, 2023 50%

DIVA LAS VEGAS ⚧️ ⚧️

Ma femme Rona était assise sur le canapé avec son pop-corn pendant que je terminais les plats du souper. « Hal ! Dépêche toi Hal, ça va commencer », m'a fait signe ma femme excitée. "Une seconde chérie. J'ai presque fini," répondis je en rangeant la dernière assiette. Mon épouse de vingt-six ans ... read more

Femboy 2021 March 25, 2023 50%

LE PROGRAMME D'ÉCHANGE SISSY ⚧️ ⚧️

Kristy a travaillé pour Le Matriarcat. Cela semblait plus officiel que ça ne l'était vraiment. Comme si c'était un "Nouvel Ordre Mondial". C'était en fait un club dirigé par des femmes spécialisées dans certains services que les hommes paient grassement. Cela pourrait être appelé prostitution selon ... read more

Femboy 2021 March 25, 2023 50%

LA FEMME HUMILIE, LE MARI EST ALLUMÉ ⚧️ ⚧️

CAROL « Vous n'êtes pas vraiment un homme, n'est-ce pas ? dis-je à Bernard. J'étais en colère et j'ai injustement blâmé mon mari après avoir appris que son nombre de spermatozoïdes était faible, ce qui expliquait notre incapacité à avoir des enfants. Je voulais un bébé et le temps tournait. Dans ... read more

Femboy 2021 March 25, 2023 50%