Free Shemale Stories

Current Fantasy

I really wanna get fucked for the first time and my dream way of doing it, always wanted to do a porn. The dream is that I go there and get done up in such a way, I am unrecognizable, just looking the best. Have a tranny come in and do my make up, the way she likes it and gives me a preview of what ... read more

martley June 30, 2023 16%

A Harmless Fantasy?

I lie in bed at night, trying to get to sleep, but my mind wanders. I think of all sorts of things, and eventually my mind heads off into a land of fantasy. In fact, it is one fantasy in particular, and it's one that I have been having ever more frequently over the last couple of years. Each time it... read more

shemale lover March 9, 2012 50%

My Fantasy Came True

Hello all I'm a trap or a CD or a Sissy anything you can call me.I can be your trap or Sissy. Here is my first BBC Gangbang. When I got my fantasy fuck.I'm a Sissy Bitch of my friend.He make my fantasy came true.So here's the story. Last week I got my First BBC Gangbang.It's... read more

TrapBomb September 26, 2016 60%

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%

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%

A Flying Fuck

"Mmmmhummm yes baby yes!" Stacy called out to no one in particular, not even the chilled and peeled cucumber she was using for lack of a proper dildo. The only response she got was from her computer screen, which promptly flickered and crashed. She lost her perfect fantasy jpeg, yet aga... read more

shemale lover March 3, 2012 0%

Meeting Amanda

I’m a happily married man. My wife Tess and I have been together since we were teenagers. We were each other’s first real lovers and being in our mid-thirties by now, we still madly in love with each other. Tess and I always are very honest and open to each other. Both in normal life and sexual... read more

rforasht July 20, 2022 100%

Exhibition Fantasy

We are away at the exhibition we are attenting for work and we have had a few drinks throughout the evening with the others. The excited tension between us has got progressively stronger as the nights gone on, we both hardly wait for what we know is coming. We all start to head off for bed and we... read more

shemale lover April 23, 2012 75%

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%

A Sissy (S)exercise Fantasy

I stopped going to the gym about six months ago, when money got tight and I had to find ways to reduce my expenses. I usually don't get to the gym much in the spring or summer months anyway, so it was an easy expense to cut. I hate going into the office all sweaty, so I avoid working out in the morn... read more

shemale lover June 14, 2012 90%

When Fantasy Comes True 2

After my first threesome encounter with Jenni and her friend, getting a golden shower from three trans women was a bonus. Being drunk and now four of us snuggled in bed, i thought the night had ended but i did hope for more. I was not disappointed as Jenni's friend (Sasha) who had been sleeping d... read more

Sara Banks October 22, 2018 98%

A friends fantasy for me....heehee

Hello MY Sweet Gorgeous Lover, I have been dreaming about you again last night, after looking at your pics and watching your vids... And OHHH...when in close-up I could almost TASTE your lovely salt-sweet milky white cum....MMMMMMMMMM...DELICIOUS!!!... To see your GORGEOUS "Love Tool" ... read more

Nylondlegs July 23, 2013 37%

Fantasy: Sarina and I

Fantasy: Sarina Valentina and I by GR Early one Saturday morning, I was lying in bed, next to my wife of thirty years, reading. I still had my morning wood, in addition to the book's being only vaguely interesting, and my wife was sound asleep, snoring softly. Of course, I was not making ... read more

gregbac2 May 18, 2016 100%

my new life with my sister-in-law

Yesterday, I went to visit my brother's newly-divorced ex-sister-in-law in her brand-new apartment. It was meant to be a friendly visit and an opportunity to discuss her new start in life. To describe her to you, she's a slightly chubby woman in her forties, blonde hair, blue eyes, very charming wit... read more

DicksFly February 6, 2024 80%

Fitting Room Fantasy

Being a 'girl of a certain kind', I always use the women's fitting rooms in stores when I am out trying and buying clothes. I tend to avoid the 'communal' type, where we are all stripping off together, as I'm quite shy and you also never know if someone may pick up on the fact that not everything ab... read more

shemale lover June 4, 2013 100%

Fantasy

"Cum to my place, I need you ;) xxx" Was the message I recieved from her. Needless to say you do not pass up on an invitation like that so I had a quick shave and a shower, got dressed and headed out to find my 'girl'. When I arrived in her apartment it was pitch black except from the c... read more

shemale lover January 21, 2012 100%

First Encounter (Mexican Travesti)

I grew up near the U.S.-Mexico border and am ½ Mexican Hispanic and ½ Anglo (white). I visited Nogales Senora on the Mexican side on and off during my teen years. As a young adult, I was fearless and sometimes went across alone to visit the strip clubs, get a cheap lunch, or look for Mexican sweetie... read more

AllenB September 7, 2022 100%

A Pinch of Pain

The first lash of the cane upon Gail's bare ass was astonishingly painful, as was the second and the third, which followed fast upon it. The slender, petite, young woman gasped, gritting her teeth, as tears sprang to her tightly closed eyes. Her cock and balls, which lay between her creamy thighs, w... read more

shemale lover October 29, 2011 50%

My Fantasy Story

My first time, Sissy Cuckold for BBC After ten years of marriage, my wife and I wanted more. First we went to some strip clubs together. One night one of the girls my wife liked told us about a swingers club. So we gave it a try. Best decision we'd ever made. We went, at first just wallflowers, ... read more

Mikky666 October 9, 2020 100%

lust of a sex-agenarian nana-pops

Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... read more

hippocampus_171 July 9, 2023 50%