Free Shemale Stories

delicious virile male flesh

Tasted delicious virile male flesh… The breeze caressed my swollen nipples giving me pleasant shivers. The two glasses of Riesling had also contributed to my excitement. My crotch was burning as if the disappearing sun had blown all its thermal energy into me. Under my fine lace panties, purple o... read more

hippocampus_171 April 23, 2023 100%

Tabitha at 19

Tabitha’s home from her freshman year of college. She’s gone off to California to a screamingly liberal school and I’m sure she’s been making new friends, learning new things, opening her horizons and fucking safely. After I popped her cherry and we had a very discreet summer of me teaching her a lo... read more

Giantsquid May 16, 2017 73%

My 1st Time was Not the Only Time.

One late night after hitting the slopes and partying I left my friends birthday party feeling extra horny. It was about 6 or 7 in the morning now and after having no luck finding an escort I responded to an ad on craigslist posted by a trans woman. I figured two things, this dick isn't going to suck... read more

LesFuax February 16, 2019 100%

One night Transtand ;)

One Night Transtand By BalkanMan990 Published on Lush Stories on 05 Oct 2019 I had no idea she was a trans.. I didn't stop kissing or fondling her when I found out. I went out for a drink at one of the many bars at Croatia,where my girlfriend Sabina and I were staying.Sabina and I had been drin... read more

BalkanLoco91Ri October 24, 2019 80%

Exposure, Disclosure

The Greatest Liar, Exposure, Disclosure © Alexandra Rios 2019 Author’s Note: This is a continuation of the narrative which commenced with “My Awkward Phase”, which I posted here previously. Readers may wish to read that before continuing, although I have written them to stand alone. Natives s... read more

the greatest liar June 18, 2019 100%

Alex

I'm a straight guy! a few years ago, I stubble the cross shemale p***. now I must say, it felt weird, I mean being used to watching females doing p*** on my life. but I have to admit, these shemales that I was watching were passable, and most of all looked very f*******. shemale p*** made my di... read more

Mike212 May 28, 2018 87%

La bonne chair masculine…

La bonne chair masculine… La brise caressait mes mamelons gonflés me donnant des frissons agréables. Les deux verres de Riesling avaient également contribué à mon excitation. Mon entre-jambe brûlait comme si le soleil qui disparaissait avait soufflé toute son énergie thermique dans mon intérieur... read more

hippocampus_171 April 23, 2023 50%

Unexpected Twist

I'm a reporter for a regional newspaper in Germany, in my 30's and always in search of a good story. Last summer, while visiting a local pride festival for a short report, I got in contact with the regional queer community. A few months before, a new editor-in-chief took over in our office, a very c... read more

webandy87 November 22, 2023 100%

azdim galiba

azmak ne fena Bir erkek istedim!!! Olgun kıllı erkeksi sıcak, sexy sahiplilik tavırlı bir erkek ve tabii ki büyük bir aleti olan bir adam.....! Böyle bir fantezim ,beklentilerim vardı, ve bu deneyim için can atıyordum. Tam bu noktada bu yüzden internette küçük bir tarama yaptım ve bir Transexual... read more

cdilayda3434 January 8, 2019 100%

The story of how I became what I am now...

I was on a trip to Germany with some of my friends. I was 16 when this happened. We went to a club one night and I got really drunk. They challenged me to approach a cute girl and ask her for a drink with me. I was drunk so I didn't really care so I went there and bought her a drink. We talked and I... read more

FeetQueen January 8, 2019 71%

my mornings are so difficult

I really should go to work. but i am obsessed with being a sissy. i spend the morning in chastity, skimpy clothes, makeup, and dildos. what should i do?... read more

Sissy Slut Lorielle October 26, 2022 33%

Fantastic threesome w/ Miranda Pinocchio & Danielle Albuquerque

Today taken by the craving for something really big I call Miranda who answers me immediately and despite the language barriers and her way of speaking not always understandable we agree for 70 and a quiet thing. I sling in Naples, central area, the usual low in the alleys between via Marina and the... read more

RonWisley May 4, 2020 25%

Mein erster Blowjob

Nun hat es endlich mal geklappt. Ich schrieb längere Zeit mit einer anderen Sissy und lernten uns immer besser kennen. Nach mehreren vergeblichen Versuchen sich mal live zu treffen, hat es dann endlich geklappt. Wir trafen uns auf einem Parkplatz. Ich hatte bereits einen heißen String, Strapse und e... read more

Maja July 4, 2023 100%

My first date with a "shemale"

I met a guy whom i worked with and found out he was bisexual,it didn't bother me nor did i care because i know who i was.I realized he was trying to date me without asking me if i was that way.I flat out turned him down and told him i didn't go that way! I was still young and new to this. I was coo... read more

bmogotti March 9, 2020 41%

TO BE OR NOT TO BE – PART 3

TO BE OR NOT TO BE – PART 3 by Spanky de Bautumn Part 2. At the hotel in New York City, Sunny meets the bellhop, Antonio, and they go out for a drink when he gets off of work. The call came at exactly seven. I had woke up about five minutes before and was watching Antonio sleep. All of the oth... read more

SpankydeBautumn February 23, 2021 100%

A pervy uncle invited me to his house at 10 PM..!

It's been 8-10 years now, I had this amazing experience. I was standing at the bus stop in my area/street(my daily routine), one uncle was watching me but I ignored eye contact as I feel awkward the way he was looking at me because I act straight in public and I felt that he's seen my girly ... read more

Cindy Sky July 20, 2021 81%

How I Became His Office Fucktoy

Until this job ended last year, every day at my lunch break I would service one of my many Daddies in his office in the building where I worked. He'd always slip me a few bucks, a $20 or even $50 afterwards, not as a payment for sex, but as a "tip" "for all the hard work you do here," he says. I wor... read more

Chrissy Tunnell February 18, 2022 100%

Chinese Extremes Part 3

It was time to leave Mistress Ming's house and Lien was dressed, or rather tied up, by the two little sissies. First a brutal corset was fitted around Lien's waist, followed by a broad, black leather collar. Lien's hands were then tied in an armbinder, a black leather sack that held Lien's arms behi... read more

shemale lover January 17, 2012 42%

BANGING AROUND BANGKOK

BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... read more

bkkldby June 17, 2019 85%

Chinese Extremes Part 7

Life as a slave continued for Lien and the others. Sucking, fucking and punishments in and endless cycle and only very rarely were they rewarded with an orgasm. About once a year they had the chance to be granted an orgasm, but only if they had been exceptionally good and lucky were they actually gi... read more

shemale lover January 18, 2012 20%