Free Shemale Stories

Coco love -first group sex-

I had my first group sex with 3 black guys in a hotel. it was a wild first experiences for me, it was 1 of my fantasy to get gangbang by a group of guys, my ass is still in pain getting fuck hard by them, they stretch my ass really good.... all 3 of them had huge fucking dicks couldn't fit my mouth ... read more

shemale lover September 23, 2012 100%

CD and BBC Gangbang 1

My name is Mike, as a "Gurl" I go by Fiona. I am a gay man, mid thrities, white, 5' 9' 165, reasonably handsome, both in and out of women's clothes. One of the ways I express my sexuality is to dress as a woman and get fucked by other men. Preferably in a humiliati... read more

FionaFucked October 27, 2014 94%

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%

Wie sich schlagartig mein Sex Leben änderte... Teil 1

ich war nun schon einige Zeit heimlicher Crossdresser. Nie wurde ich von meiner Freundin erwischt, auch wenn es manchmal wirklich knapp war! Ich hatte ein sicheres Versteck für meine schönen Sachen und meine Sextoys und konnte hin und wieder meine geheime Neigung ausleben wenn sie nicht da war.Trotz... read more

Holly Swallow March 20, 2019 72%

Vanessa and the workmen gangbang

The three workmen were slaving away in the back garden, in the hot sun. Vanessa watched them from the upstairs bedroom window, getting more excited by the second. Under her robe she was wearing a beautiful red basque with a red g-string, black stockings and five inch heels. This was topped off with ... read more

Vanessa Luv May 12, 2020 100%

The Opening of Villa Olivia

All Stories are 100% true. Names and Locations might be altered to protect the privacy of myself and others. In my last blog post I have given you an overview of what happend in the past months. In the beginning of January we have finished the works on my new "working environment". We call it "Vi... read more

TV_Whore_Olivia February 21, 2022 100%

The Gang

I had always thought of myself as female in spite of the fact that I was born with male genitlia. Even in my earliest memories where I had witness sex, I identified with the female in the relationship. As a small young child, I had always longed for womanhood each time I heard a woman sing or especi... read more

Regina10 June 29, 2020 84%

My Gangbang

It was junior year of highschool. There was this one girl who I liked but was too afraid to do anything about it. Her name was Jessica. I thought she was too "cool" for me. She always hung out in a group of 3 other girls. She was short, about 5'2, her body was alittle plump, not too fat, b... read more

shemale lover May 9, 2012 100%

The Weekend

The weekend A story inspired by the very sweet and sexy samantha satine and my beautiful wife Part 1 - The preparation samantha packed her suitcase with her usual attention to detail, makeup, lingerie, wigs, but no dresses. Her head was confused by this, Master D had given her instructions... read more

MasterofSissies1 December 4, 2018 72%

Tranny Gang Bang

Gang Banged I stood there looking in the full length mirror very pleased with the image I saw. I was ready for the evening and the first time I would be with more than two men at once. Freddy, had talk me into doing him and two of his friends in a sleaze motel. Freddy had found me on my internet... read more

shemale lover November 12, 2011 100%

Gilding the Lilly

It was a dark and stormy night. Oh, wait, I was taught NEVER to begin a story like that. (Snoopy can get away with it, but he does all his writing with a typewriter balanced on his doghouse). OK, getting back to important things. It was actually early Autumn out in the Desert, cool weather was s... read more

CharlotteSlut March 2, 2018 85%

Gangbanged at the beach

My BBC friend took me to the beach, where people make sex. We arrived in his van. I was in the back of the van, chained blind folded, with my mouth wide open and a huge horse dildo in my sissy pussy. Suddenly I hear the van door opening. I hear many voices of other men. My BBC friend was telling oth... read more

brunasissyslavedolrj May 9, 2022 100%

Gemini Sluts and Gang

My good friend Renee and I had set up a double date gang bang for tonight now that she was finally out of the closet and ready. She has decided that life is too short to remain in the closet and miss out on all the fun. Renee and I have so much in common. Besides loving sex, we both have a fetish f... read more

Regina10 April 9, 2021 100%

Brazilian Discovery Chapter 2

Chapter 02: First days in Brazil The tub was so large that it could have been a small swimming pool. Joan plunged into the water and started to lick Barbara's pussy underwater. When he rubbed the tip of his nose against Barbara's clit, she mightily climaxed several times in a row! Sometimes, inst... read more

shemale lover August 25, 2012 100%

My First Gangbang

For as long as I can remember, I have always enjoyed wearing women's clothing. When I was in fifth grade, I started wearing pantyhose under my pants during the winter. By the time I was going into the seventh grade, I had learned that, not only did I enjoy wearing pantyhose, I also liked playing wit... read more

shemale lover July 18, 2012 100%

Slutty Sissy's 2 Loves

Tonight was young and I was already hot and bothered, my ass-pussy was on fire, and I could hardly wait for Bob and John to come over. I had invited them over to fulfill those erotic dreams I am constantly having about the two of them using me like a tool, and I wanted that so bad. I fantasized abou... read more

Regina10 November 23, 2020 100%

PRIMEIRA VEZ NO SWING

Olá, Neste conto eu vou falar da minha primeira vez em uma casa de swing,tudo começou quando eu vi um anuncio no site de relacionamento que teria uma noite trans em uma casa de swing, e como eu estava de boa nesta semana e com muita vontade de transar não pensei duas vezes e decidir ir nesta casa, m... read more

Brenda Pavanelli cdzinha October 24, 2019 60%

MY Party Favor Fantasy

My Party Favor Fantasy A fictional story built around an old fantasy of mine I ran a notice on one of those sex sites that said” Help me fulfill my fantasy and I bet we take care of some of yours also. Hi there, I am Penny and I am a total bottom trans w... read more

pennypenny January 8, 2019 92%

Crossdressed Lana - Hannover, Germany

Crossdressed Lana - Hannover, Germany Very Sexy & Compliant Sub-Slut Is Searching For Kinky BDSM Live-Dates At Hannover, Germany!!! I Am Bisexual And Want Men, Woman, Couples And Trans For Outdoor, Swingerclub, Porncinema And Public Sex. I Love To Wear Very Hot & Sexy Clothes Like Lingerie, Stoc... read more

Crossdressed Lana February 6, 2020 62%

Fat Indian Crossdresser Slut Gangbang

I am your typical sissy bottom guy who loves mature men. My proportions being large, club me into the BBW category so only the daring types can enslave me. Mature men in the age group 35-60 attract me. Only young guys with very huge dicks are an exception. This is about a naughty adventure of min... read more

shemale lover March 19, 2013 60%