Free Shemale Stories

Becoming a Chrissy - Chapter 2

I had always felt like I had a hot body for a girl. I was naturally blonde and smooth; I guess I had been blessed by my parents’ Scandinavian genetics. My pubes were always just a small fuzz—easy to shave and keep a clean bikini line. Same thing with my armpit hair. And my ass? Completely smooth and... read more

mindlessrobot45 May 13, 2024 100%

The Three of Us

Imagine you are a lonely person on the inside, and just wanting all your life to be loved for who you are. Holli Artigas, was just that person. Wondering whether her obsession with Jon Silva, a football star, was from a casual encounter, or was she truly fond of him? Growing up in the Sao Paulo, ... read more

Jon Paul April 28, 2024 100%

Passion in the Rough

Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... read more

Regina10 April 27, 2024 75%

Aunt trip

In 2013, after almost three years of service in Afghanistan, George Madsen, a gay Royal Navy communications petty officer, retired. His experience in the distant deserts had left an indelible mark, the memories of friends lost and challenges faced still burned vividly in his mind. Coming home was n... read more

Rebba April 25, 2024 75%

The Big Tiddy Goth Girl

Hannah and I went to the pool in my apartment complex. This was my first time dressed as female in public and I was loving my new, feminine tan lines. To keep a long story short, while tanning we were perv'd on and approached by a guy calling himself Mark. He was desperate for our attention and fumb... read more

KaceyKlarissa February 23, 2024 100%

About Jack and Diane

Thanksgiving was over the college kids are returning to school and Las Vegas has slowed down from the busy restaurants and overcrowded casinos. It’s the best time of year to see a nice show for less. Jack’s friends had all taken off with families and he had time to think about how lonely he really w... read more

Jon Paul December 20, 2023 100%

Kate Berges the Shemale who fucked first in my ass

I was with her last week. She was in a duo. So I went there and rang the bell. Recognized me right away and gave me a deep kiss. I then asked her if she was available in the duo and her colleague a.) cums properly and if she would also fuck each other, which she confirmed. She then went out and c... read more

Bigpruegel69 December 17, 2023 100%

Lola Chapter 5

Lola chapter 5 Summer vacation was coming to an end. Most of the time we had been to ourselves, mostly at home but also a couple of shorter trips. Beer tasting in Stockholm's archipelago, a trip to the west coast, overnight stays in hotels, everywhere we were received like any other couple. A fam... read more

BellaBeau October 30, 2023 100%

CORRECTION ASSERTIVE WENCH

ASSERTIVE WENCH I caught my live-in partner in an affair and things went awfully as her and her supervisor went into overdrive trying to make every mutual acquaintance believe something perfectly fine and wholesome had led to their affair and my misery. We parted and for a time I stayed to mysel... read more

DRILLMASTER October 27, 2023 100%

From a 50's virgin to a Mature good for all

***Prologue - Confessions: Every day since I offered my virginity, I put myself in the shoes of a woman. The little town where I live forbids me to show myself socially. However I made myself an accomplice, my epilator who receives me after closing. Since my new beginning, male masturbations are not... read more

hippocampus_171 January 11, 2023 100%

How it began (2/x)

(Part 1: https://www.ashemaletube.com/story/how-it-began-1-x-6645/) ... I felt more and more anxious and nervous the longer I was alone in that bed, unable to move, unable to see what was going on and unable to do anything but wait. After maybe an hour - it might have be... read more

sissylennie October 3, 2022 75%

Couple and a Tranny

There is a saying that a single man looking for companionship and good fortune will seek someone for marriage. Lydia and I met several months ago on an online dating site. We agreed to meet at a bar restaurant for drinks and initial meeting. She was at the bar wearing a yellow sundress, white painte... read more

Jon Paul September 20, 2022 100%

My new Life with Pat. Part 2

While Jean was discussing with the lady from the next table i feel the didlo starting to vibrate and then something like a small ball move up and down into the didlo, it was a prostate massage. I saw Jean playing with a remote control, He increased and deacresed the frequency of vibration and the ... read more

jperrot August 9, 2022 100%

bi to sissy caught and turned

It was during a Wednesday nite supper this past April when Penny my wife of seven years, suddenly looked me straight in the eyes while calling me a GAY COCKSUCKER ! Instantly while I swallowed hard and quickly looked away from her, my worse dreaded fears in life had somehow just become reality! So ... read more

redthongthong August 2, 2022 100%

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%

The Girl Next Door Ch. 03

derezzed Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Ale... read more

Gwapo67 May 13, 2022 91%

The Girl Next Door Ch. 01

derezzed Michael was your average 21-year-old college student. He was on his way home from college for summer break after finishing his finals and looking forward to a few months of relaxation. Driving home Michael reflected on his past three years of college. It had been a great junior year. H... read more

Gwapo67 May 13, 2022 94%

TG Girlfriend moves in (part 2)

My wife Lydia and I have been married about 9 months, we have a very close TG friend, Joanne, that lives next door and every once in a while, we get together, and all go out and enjoy. We have had sex together, and when Lydia is away Joanne, and I are together at every opportunity. Joanne and I work... read more

Jon Paul January 21, 2022 80%

The four of us

Jan and I have been together now about 4 years but known each other since High School. We are both in our early fifties. We had met a transgendered girl (Gabby) about a year ago and we get together about once a month and enjoy each other’s company, going out playing and having intimacy together. Gab... read more

Jon Paul August 2, 2021 100%

Threesome goes clubbing

Ft. Lauderdale is probably the most LGBT friendly city on the east coast. So many nice restaurants and clubs that welcome all and have many LGBT employees as well. Lydia and I have been married several months, we had met Joanne an absolute amazing transgender girl during a weekend trip to the Baha... read more

Jon Paul July 8, 2021 100%