Free Shemale Stories

Fuck Talk with Melanie Jackson (A talk show transcripy)

THIS IS AN ORIGINAL TRANSCRIPT OF THE PROGRAM “FUCK TALK W/ MELANIE JACKSON” DATED MARCH 10TH 20__ MUSIC CUES ANNOUNCER: Hey everybody! Welcome to “Fuck Talk” with Melanie Jackson”! The show that talks about, you guessed it! FUCKING! Any kind of fucking! Straight fucking! Gay fucking! Any kin... read more

bennyx709 August 28, 2018 100%

A Revenge Fuck

It had been a long day. I had fought the traffic after a miserable week to get home early and surprise my wife for what was to be a romantic weekend. But as I pulled up to the house my heart sank. I saw a bright red motorcycle in the drive way and something inside told me, "This isn't right!&qu... read more

shemale lover June 3, 2012 50%

A Trannie takes her first big black cock

Sitting on the lounge at my local sex club I was watching the guys go by. You get to notice certain guys going past trying not to look like they are checking you out on the sly (and vice versa) thinking how they can approach me. Normally it’s just the usual crowd of guys but several weeks a... read more

shemale lover December 27, 2014 96%

I posted a craigslist ad

8 years ago I began crossdressing again and playing with toys. After playing one day while watching videos online I decided I wanted to take the next step and be with a man again. My holes craved it but the butterflies in my stomach had stopped me before. Afraid they would do it again this time I go... read more

shemale lover April 26, 2016 84%

Husband and wife used by Mr. Big Black Cock

We had decided to take a trip to Vegas and spend some alone time together.. We started off with dinner, then went to hit the tables.. My husband was on a winning streak. He was up at least $1500. I whispered into his ear have fun I'll be in that cute little shop. ok? Then his luck ran out.. and befo... read more

shemale lover December 18, 2011 81%

PantyBoy Gets A Reaming

I love to get really in touch with my feminine side. I get so turned on when I watch a man look my body up and down while I'm wearing some really sexy lingerie. I feel so naughty and slutty, knowing that I am going to let him do anything and everything he wants to me!! I was chatting in a room on on... read more

shemale lover March 14, 2012 100%

Gay friend of my brothers

As I mentioned in previous stories, my brothers met Adrian at university, he was studying nursing, he was in the same year as my brother and they were studying one or another subject together, Adrian has brown skin, green eyes, his short Chinese hair He has a slim body, he was 1.69 tall, his nose is... read more

lkusex March 8, 2021 100%

Fuck Room

I'll be honest with anyone reading this. I have been very slutty since I began putting a lot more time into my dressing up and going out. I met plenty of guys off of Grndr and Tinder, and some very hot experiences took place on some of those..."dates". I actually liked the feeling of being used. Kno... read more

Sissy Ava October 24, 2022 100%

Am I gay?

Please help me. I'm confused and unsure if I am gay. I feel so ashamed of myself. I don't want to be gay but I was molested by my neighbors at 6 years old and from then on I would wear my mom's panties or sniff my sisters while masturbating. Cumming would always make me feel guilty for what I have d... read more

Chinaysissyslut February 24, 2020 38%

Physical exam that embarrassed the fuck out of me.

Hello and welcome. My names safebet1980 aka Dug if you want a easter name to remember lol.. Right about now some of you are saying to your selfs that name sounds familiar and it might. If your looking at porn I'm on a lot of sites both as a user and a uploader of Amateur videos I both shot and sta... read more

safebet1980 October 11, 2022 80%

My first gay experience

Unlike most stories mine is from experience. There is no subtlety or seduction just an account of my first time. I had weekend fishing trips with a mate called Simon, we jointly owned a caravan which we used as out base. We were both in our forties. We are both married and our wives know each other... read more

lkusex May 27, 2021 100%

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%

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%

"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%

QUELQUE CHOSE DE NOUVEAU ⚧️ ⚧️

e me suis transformé en un fétiche de travestissement de poule mouillée de Tumblr à l'époque. J'avais l'habitude de m'habiller avec la lingerie de ma femme, de regarder sissy hypno, de discuter avec des hommes. Mais j'avais besoin de plus. Donc, comme "cadeau gag" parce que je n'étais pas du tout sé... read more

Femboy 2021 March 25, 2023 50%

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 6, 2023 50%

HELPLESS TO MY CRAVING FOR BLACK COCK

This is a totally true account of my addiction to meth and its hand in turning me into the he[pless sissy I've become to my weakness for BBC. My name as a regular male is Richie Budd. But by reading this you'll soon realize that nothing is normal. Not only was I Richard Budd. I spent an equal, if ... read more

Tvtrinity April 7, 2021 100%

Sexing It Up

What catches your eye when you're viewing sample pornographic video clips on the Internet? When it comes to sex, my own tastes are eclectic, although I find myself watching videos involving anal sex, bisexual threesomes, cum shots, gay males, lesbians, oral sex, public nudity, shemales, and spank... read more

shemale lover November 26, 2011 0%

Towel Boi: You're Hired

Kasey Stevens woke up in his new studio apartment. The five-foot-nine, blue-eyed sissy with ash brown hair yawned and stretched before heading into the bathroom. He showered, taking good care to lather his rosy skin with strawberry scented body wash. He shaved his legs and rinsed off. Then, he appli... read more

Faggyboi and Puzziboi November 14, 2023 50%

Interracial Sissy Story

(Some prior notes about me, this story and my writings: If MALE bisexuality, crossdressing or interracial sex bother you, don't even bother reading this further, much less commenting. Many have had secret fantasies about what it would be like to be the opposite sex, during sex. Some of my influences... read more

shemale lover May 1, 2015 93%