Free Shemale Stories

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%

How to Convince Your Wife to Try Black Cock

I didn't write this - but it's great info for all my sissy cuckold sisters out there desperate for their wives or girlfriends to go Black. I hope all your cuckold dreams come true! There are so many stories out there from white guys who admit that they want to see their wives and girlfriends,... read more

Sissy Annabelle October 7, 2023 50%

PF's Black Romp and JoyceLynn's Awakenin

When my wife and I first met, our sex life was fantastic! She was a very sexual lady and always made herself available. She usually wore stockings and garter belt or thigh highs, high heel sandals, and something that was sexy and suggestive. We made love and had sex in every room of the house, inclu... read more

shemale lover May 17, 2012 83%

White fuckslut Tgirl & 3 BIG BLACK COCKS Initiation

You lucky, slutty BBC Tgirl fuckslut, I envy you soooooo much. This is the most erotic and best BBC story on this web site. Pleeease keep writing about your BBC fantasies. What a bargain to get gangbanged by about 30 big black studs for only 15 Euros. I loved it when you begged them to fuck you.\r\n... read more

TgirlJill4BBC June 3, 2013 71%

TGirl Initiation by 3 BIG BLACK 12

In my teen years I was often told that I was quite feminine.The high school punks always told me that I filled out the back of my jeans in a girly way. After taking a shower one day I did notice that they were right, I had a nice white bubble butt. Not to mention that my lips were also quite girly. ... read more

TgirlJill4BBC June 4, 2013 71%

Not so much a story as cry for help

Here is a story that is not a story but a problem, looking for a solution and i can certainly use some help. So please read on, keep in mind, all that everything is the truth and it is all real. I have lived as a transgender person since i was very young, and truly feel i am a female in a male... read more

Wendytg976 May 27, 2019 100%

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%

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%

The crossdressing initiation of a sissy bbc cucko

My fascination with feminine lingerie starts when I find some of wife's worn panties... Initially I get horny just by look to them, but I had to sniff them soon after and find that smell crazing exciting...I lick them and got even more excited with those panties very very dirty thinking that she ha... read more

shemale lover December 21, 2011 57%

Teasing BIG BLACK COCKS at truck stops

I'm a white blonde bubble butt Tgirl living in Las Vegas and sometimes I go out and cruise the truck stops on I15 down south to I10. I do it at night and sometimes for a whole weekend in my mini van which has darkened windows. I love to get out of my mini van and walk around the back parking row at ... read more

TgirlJill4BBC June 3, 2013 60%

A Black Tranny Fantasy

It was only when she emerged from the bedroom in a purple silk nightie that not only clung to her full breasts, but also betrayed the hint of a bulge between her legs, that I realised that it was actually going to happen: my fantasy of sl**ping with a black shemale was about to come true. She paused... read more

shemale lover December 3, 2014 95%

Caucasian Sissy

When I go to the adult bookstore I always try to go to the ones in the worst neighborhoods. Most of the places I go are in the ghettos. The nastier the place is the better I like it, cause I know most of the men I'll have sex with will be either black or latino. Being white, I know how much rea... read more

Kevyn-JeanneHarris December 25, 2015 77%

First time crossdress with a friend

My lovely new Malaysian friend emerged from the bathroom, shyly in the low light. He was wearing thigh-high stockings, cute little panties and a matching top that was tied at the front. My heart leaped at this gorgeous site. He had advertised that he wanted to hook up with someone who appreciated... read more

AsianCDLover May 27, 2019 87%

TO BE OR NOT TO BE – PART 5

TO BE OR NOT TO BE – PART 5 by Spanky de Bautumn Part 4. Sunny made a life changing decision and in the process becomes better acquainted with Mark. On Monday, I met Mel and Shari at the theater at ten to run lines. I was confident that I knew my part for the first act. My concern was with m... read more

SpankydeBautumn February 24, 2021 66%

Making my CD slut fantasies become real

Having an open mind and saying yes to a TS friends' idea has lead me to discover things I never even knew about myself. I’ve always been into kink, but my adventures as a CD have shown Me that I have filthy perverse cravings to satisfy with people I’ve yet to meet. I enjoy transsexual escorts and th... read more

pinkybrown666 May 20, 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%

DATES NUITS

My wife, Denise, and I have been happily married for over 10 years. Over the years, we have enjoyed a vibrant and adventurous sex life. As we've grown in our marriage, we have become very open and honest about our sexual fantasies and desires. Through the years, we have come to realize that my w... read more

Femboy 2021 February 7, 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%

I Fooled Everyone But the Black Pimp Part 2

He hands me the glass pipe and I put it to my lips. It looked a little like a hash pipe from high school so I ask, “is this hash?” As he puts a torch under the bubble at the end, Marcus says, “Trust me, sissy. This is just what you need. Now when I tell you, inhale very slowly and I’ll tell you whe... read more

cdtampa4u May 10, 2023 85%

I Fooled Everyone But the Black Pimp Part 3

I woke up with images of last night flashing like a strobe light in my brain, with an accompanying audio the voice of Marcus and his haunting words “Your world changes tomorrow”. I’m trying to process everything I did and said last night and I’m struggling to reconcile it all. I like to wear pan... read more

cdtampa4u May 10, 2023 100%