Sort by
Relevancy

Free Stories

100%
2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
AllenB 2022-04-05 3,985 Crossdresser Cumshot Latina Creampie Shemale Fucks Guy Blowjob Interracial cd Homemade sissy cum in mouth cum swallow amatuer cd
75%
Backsliding: Tim's Story
Every man has a weakness, but not everyman knows what that weakness is until it is too late. The story I'm about to tell is something I'm not entirely proud of. My name is Tim. I'm a 22-year-old college student at California State University. I'm almost at the end of my senior year studying to be... Read full Story
shemale lover 2012-02-09 4,851 sucking fingering Guy Fucks Shemale
91%
Aby my trans daughter
I am 50 and great shemale fan. I met Aby through PlanetRomio during covid lockdown. I was alone at home that time and i was searching for some good trans or shemale. So Aby so my profile and sent me message. I immediately replied. we exchanged our contacts and then shifted our chat to Whatsapp. ... Read full Story
Stud4Shemale 2022-01-03 4,185 Crossdresser Cumshot Bareback Shemale Fucks Guy Blowjob Big Cock Asian Guy Fucks Shemale cum in mouth
100%
Deflowering Latina Sissy Destiny
A real life story of my one and only time deflowering someone and being their first real encounter, I was 27 at the time and she was 21. I am absolutely convinced that Trans girls and CDs have a bit of a 6th sense when it comes to perceiving which guys are into them even in a public situation. I ... Read full Story
AllenB 2022-09-07 6,233 first time Big Cock Guy Fucks Shemale Homemade sissy travesti cum in mouth
88%
Very Impatient on a sex fanstay
Are you ready for this Mish?" "Not really but it's too late to back out now." I stood in a dark alley before a metal door shaking with both anxiety and the cold, waiting for the door slot to open and for the night to begin. I wouldn't admit it to my friend Simone but secretly I hoped we would ... Read full Story
ASSEaster5678 2018-07-10 10,678 Shemale Fucks Guy Big Cock Ladyboy Guy Fucks Shemale Mature
90%
Becoming a Drag Queen
I was thrilled when my boss told me he was sending me to San Francisco for a conference. It was a location on my "Top 10 places I wanted to go". I went online and Googled the major attractions and tourist "must sees in San Francisco. The conference was Wednesday to Friday and I figure... Read full Story
shemale lover 2012-03-01 13,840 first time sucking fuck domination
85%
My Awkward Phase
My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... Read full Story
the greatest liar 2019-06-14 11,738 Small Tits anal sex Latina Masturbation Bareback Creampie Blowjob Big Cock transformation gangbang Shemale and Girl Guy Fucks Shemale Sex Toys Ass to Mouth cosplay hormones high school real life situations
40%
Dating all whole my life
Julia and Ilya, together 10 years It was more than 10 years and 2 children ago. In December 2005, we agreed to meet at the gate of my office after a working day. I did not go out godlessly for a long time (40 minutes from the appointed time), but he still waited. I hope he does not regret it ... Read full Story
PornoDating 2019-08-15 3,883 Crossdresser Amateur Big Tits Cumshot Bareback Creampie Fetish Blowjob blonde Big Cock Asian gangbang domination Guy Fucks Shemale Interracial sex Mature Futanari Frottage Compilation Ass to Mouth Cartoon cum in mouth double anal dating life in Mars? life
91%
HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
CDDIXIE4U 2019-01-08 33,160 Teen (18+) Crossdresser Cumshot Masturbation Bareback Shemale Fucks Guy Fetish Blowjob Big Cock Ladyboy Lingerie domination Homemade Compilation cum in mouth shemale + shemale
100%
TG Neighbor
With Christmas and New Year’s over, the weather here in Florida has become cooler, 45 degrees last night and it will be in the mid-sixties for the rest of the week. We live in a sub-division right off the waterway, very private. My neighbor usually comes down around Christmas and stays until tax ti... Read full Story
Jon Paul 2022-04-22 6,438 Big Tits Cumshot Latina Bareback Creampie Shemale Fucks Guy Blowjob Asian Ladyboy Guy Fucks Shemale
87%
Chicago TG Romance (part 2)
As you must read part one of this story, one of the most interesting and attractive T-girls I have met is sleeping beside me in my motel room after a wonderful evening of being together. Beth awakened around 4am and got up to go to the bathroom. She was brushing her teeth and heard me stirring, I di... Read full Story
Jon Paul 2018-06-04 5,864 Amateur Shemale Fucks Guy Blowjob Asian Ladyboy Ass to Mouth cum in mouth
100%
The game show,
One day i was looking through a number of competitions and trying to find a way to make some easy quick money. A number of applications were sent, mostly for junk i didn't need or for competitions I knew I had no chance of winning. For example, the types you get $30,000 for answering the easiest que... Read full Story
chris1989r 2022-01-24 4,564 Bareback Shemale Fucks Guy Ebony gangbang Guy Fucks Shemale shemale + shemale
100%
Lola Chaper 3
Lola chapter 3 When Lola was on summer break from her law studies, I took the opportunity to take some time off as well. My job as a freelance film photographer gave me good opportunities to manage my time. I was in demand as a filmmaker and had more work than I could handle. Mostly shorter stuff... Read full Story
BellaBeau 2023-10-29 5,220 anal Cumshot Latina Masturbation Bareback Lola
33%
Duel With the Devil, Chapter 20 of The Greatest Liar
Duel With The Devil This is a work of fiction. All characters (including the narrator), celebrities, places, residences, neighborhoods, restaurants, legal agreements and proceedings, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any r... Read full Story
the greatest liar 2023-07-19 4,044 anal Bareback Creampie Ebony Guy Fucks Shemale post-op celebrity post op sex
100%
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 full Story
the greatest liar 2019-06-18 7,487 Teen (18+) Small Tits Amateur Group Sex Latina Blowjob gangbang Guy Fucks Shemale cum in mouth
80%
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 full Story
BalkanLoco91Ri 2019-10-24 8,833 Small Tits Amateur Cumshot Masturbation Creampie Shemale Fucks Guy Blowjob blonde Lingerie Guy Fucks Shemale Homemade pov cum in mouth
100%
Oneness with the bodies
many years went into just fantasizing being with shemales. I was getting hornier day by day to try it out. But being in a relationship there was hardly any room or time for it. I once experienced it in bangkok and confirmed that I really can do it and actually love it. One day suddenly it was br... Read full Story
zyankhaan786 2023-05-30 6,338 Group Sex Bareback Shemale Fucks Guy Big Cock domination big ass cum in mouth double anal
100%
Step-Mom China...part one?
I was at Jon’s house that night thinking he would be home instead he was at some “party” I was not invited to and I found his “step-mom” home alone. I always found it odd he referred to China, as his step-mom since he was an orphan with no Dad to speak of she seemed onl... Read full Story
shemale lover 2012-06-11 3,868 Latina shemale porn
75%
Step-Mom China (Part One)
I was at Jon’s house that night thinking he would be home instead he was at some “party” I was not invited to and I found his “step-mom” home alone. I always found it odd he referred to China, as his step-mom since he was an orphan with no Dad to speak of she seemed only a few years older than he di... Read full Story
Quib 2017-01-23 16,430 suck small cock crossdressing amateurs latina ts porn-video
80%
My 11 Sex Bucket List and 6 Sexual Habits
My Sex Bucket List : 11 things that I want guys to do for me. Progress : 5/11, 45% 1. Upside Down Deepthroat Balls Deep - done November 2023 with a white guy 2. Blindfolded Gangbang 3. Spitroasting 4. Cum Gargle - done November 2023 with a white guy 5. Anal Creampie Eating 6. Doubl... Read full Story
cdmisato 2024-06-13 3,634 Crossdresser Amateur Asian sissy
80%
How it started
What got me started off watching shemale porn was actually meeting a very beautiful shemale at a beach party. I already knew she was a guy but she was so beautiful. So at one point I asked her if she wanted to go for a walk and after a few minutes and let her know that I was down. Her response was ... Read full Story
PNPFUCKBOY 2019-02-12 11,722 Teen (18+) Small Tits Crossdresser Amateur Big Tits Outdoor Latina Bareback blonde Big Cock Ladyboy domination Guy Fucks Shemale Interracial Sex Toys Mature Homemade Ass to Mouth
85%
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 full Story
bkkldby 2019-06-17 14,004 first time Teen (18+) Amateur Group Sex Big Tits Cumshot Outdoor Bareback Blowjob Big Cock Asian lesbian public place
100%
Shawshan part2
The summer weather has finally let up and cool evenings where you need a sweater are among my favorite times of the year. Charlene left now from prison and served her time for drug possession. We had become close friends as well as cellmates over the last few months. She no longer cuts her hair as ... Read full Story
Jon Paul 2021-05-20 3,175 Latina Masturbation Bareback Shemale Fucks Guy threesome Guy Fucks Shemale shemale + shemale
100%
Bangkok Night with Thai Ladyboy Dancer
I was visiting Thailand back in the 90s and was blown away by the “Potpourri” of sites, sounds, and smells (not all of them good) of this city. Beautiful women were at every corner and very friendly to foreigners. I went out with a group of guys on the town after dark to check out the go-go bar scen... Read full Story
AllenB 2022-04-20 5,695 Shemale Fucks Guy Asian Guy Fucks Shemale rimming bottom ladyboys cum in mouth top Versatile
92%
Thank you for Paradise
This hot shemale story was sent to me by our forum member Leeya and i'm anxious to share it here with everybody. It's a classy story about a guy who went to an Asian country on a business trip and met a very beautiful womain in a very romantic atmosphere... Little did he know that this young voluptu... Read full Story
shemale lover 2015-03-13 6,325 anal Asian Ladyboy
87%
Why you should never cam
* Sorry for the poor writing but since it is the summer and I am taking sometime off to reflect before starting school next year I thought I would write up about what had happened to me the summer before. It is currently a work in progress and if spot any spelling mistakes or errors feel free to cor... Read full Story
jennychen 2014-09-02 5,138 cock shemale Big Cock Asian
100%
My Afternoon With Venus - Part II
My mind was still spinning from the out of this world cock sucking I'd just experienced at the expert lips of my exotic little doll as she led me by the hand into her bedroom. Her pink summer dress was draped down onto her waist so now it was only just covering her cute little derriere. As I wa... Read full Story
funpics 2018-03-23 13,323 Amateur Shemale Fucks Guy Asian Ladyboy Guy Fucks Shemale Homemade
81%
Ladyboy Switch Story
I am messed up with how I feel about this. I still love looking at women. I love tits and arse. I like the soft feel of women – kissing them and feeling their bodies. I don’t look at men in public and get turned on – men with clothes on do nothing for me. Put me somewhere that I can see those same m... Read full Story
shemale lover 2015-02-27 6,928 Cumshot suck Shemale Fucks Guy Ladyboy ass fucking swallowing
100%
My Afternoon With Venus - Part I
It was a stunningly bright and clear Saturday morning when I left my house to head out and run some errands. Nothing big, just little odds-and-ends that had been building up that I needed to deal with someday and it seemed like this was as good a day as any ... little did I know how good the day wou... Read full Story
funpics 2018-03-23 13,028 Amateur Shemale Fucks Guy Asian Guy Fucks Shemale Homemade
69%
One of my real life stories with a post-op
This wonderful story was published at our forum, and, honestly, it was the first sex story involving post-op tgirls that I read, and I can't hide the fact that, although the girl had no hard one, it was still very exciting! Thanks for publishing it man! I was on vacation in Japan, and I went out ... Read full Story
shemale lover 2015-06-05 9,877 pussy Asian Ladyboy
86%
Meet up of a life time with a tranny
So one day a couple of months ago, I needed some BC powder, Chapstick and something to drink. I walked in and headed to the headache isle. As I walked back I noticed there was a really hot looking Latina girl in the same isle. As I walked by she looked up and smiled at me. I said hello and walke... Read full Story
Play1802 2014-03-07 5,406 tranny Cumshot Shemale Fucks Guy ass fucking condom sex
78%
3 day I became a satisfy of men's desires
My name is Lely Bella Calistia, I'm an asian shemale and I'm an entrepreneur and I have a side job as a singer at some cafes. At that time my friend asked me to be a singer in the wedding, and the place is very far 4 hours journey, and when morning I immediately headed to the airport, t... Read full Story
Bella Calis 2018-06-26 8,512 Amateur Big Cock Asian gangbang Guy Fucks Shemale cum in mouth
69%
February 2nd
February 2nd. My first time being fucked in my ass. It was unbelievably satisfying but I want more. I was on a dating app for guys looking for guys. I was just curious never thought that I'll be longing for a dick in me. My first was so-so.. the 2nd time just a few hours after my first was fantasti... Read full Story
Princess Raven 2020-02-06 4,322 Crossdresser Amateur Blowjob Big Cock Asian domination Homemade
100%
The Game 2
That next morning again Ada and I went down for breakfast and the table was smaller, It wasn't as grand as it had once been and to every guy at the table was now at least two girls. We had our normal breakfast and for once there seemed to be a little more chat between everyone, I think after bei... Read full Story
chris1989r 2022-01-24 4,289 Amateur Cumshot Bareback Shemale Fucks Guy Blowjob blonde Big Cock Asian domination Guy Fucks Shemale Ass to Mouth cum in mouth shemale + shemale
90%
Ladyboy Fuck Show
Thai Kathoey Ladyboy Fuck Show in Patpong So last night my TG girlfriend and I went to Bangkok's Patpong prostitutions zone to see a fuck show. Instead of the "normal" sex show with old women shooting darts out of their twats, we asked the touts to take us to a ladyboy fucking show. ... Read full Story
shemale lover 2015-05-21 7,475 anal Asian dick
71%
Thai Ladyboy Interview
An Afternoon With Some Thai Ladyboys I spent this afternoon with 6 Thai ladyboys. No, don't go thinking that I tried them out. I didn't. I spent a few hours chatting with them, finding about them, trying to understand what makes them tick and learning about their experiences and the guys who util... Read full Story
shemale lover 2012-08-11 12,310 Fetish Asian Ladyboy
84%
Becoming a Shemale's Bitch
I just got into town and spent the whole day moving in and cleaning my new apartment. I didn't have much furniture but the place needed a lot of cleaning. I saw their was a bar a few blocks away from my apartment and decided to go out for something to eat. It was around five o'clock when I walk... Read full Story
metamafia 2012-12-21 118,527 hardcore Cumshot sucking bdsm domination
85%
My First Time
When I was 18, my mom and I moved to a little town on LI. Right next to our house was a largely used road even at night. Right on the corner of my street and that large street was a gas station I always bought cigarettes from. Right next to the gas station was a bank with a parking lot that ... Read full Story
Rayla Perez 2018-05-22 14,292 Cumshot latina Tgirl
100%
Florida TG Experience
I had known Jan from High School, we always had an attraction for each other but were dating someone else or married at the time. Jan had actually married a friend of mine and I was envious of course. She at that time had sandy blonde hair, and a body to die for. One evening we had them over for dr... Read full Story
Jon Paul 2018-08-13 10,815 Group Sex Big Tits Bareback Creampie Blowjob blonde Asian Ladyboy Shemale and Girl Guy Fucks Shemale Ass to Mouth cum in mouth double anal
85%
My Orgasm at work
I finally found my sexual fantasy come true at work. I always fantasize about one of my female co-workers (and sometimes all of them) dominating me, pegging me, brutalizing me. That every time they walk by my office, they would pour their coffee on my floor next to my feet and i'll get on my knee... Read full Story
Chickzdigmeyup 2019-06-21 6,866 Teen (18+) Crossdresser Cumshot Latina Bareback Fetish Uniform Lingerie domination Sex Toys
100%
A Perfect Pandemic: A Transsexual Transition in a Troubled Time
A Perfect Pandemic A Transsexual Transition in a Troubled Time A Novelette by Alexandra Rios Text Copyright Reserved © August, 2021 Dedication Transgender Day of Remembrance is a solemn occasion. I am offering “A Perfect Pandemic” for free as an antidote to the fear, phobia, discrimination, d... Read full Story
the greatest liar 2021-11-16 5,020 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
100%
Brazilian Discovery Chapter 3
Chapter 03: Partying in Copacabana On the Ipanema beach, Barbara and Joan were joined by Tereza and Consuela. The beach was less crowded than the Copacabana one. Tereza pulled down her shorts and her T-shirt to appear in a quite hot red bikini, an uplift bra that was supported only by a band arou... Read full Story
shemale lover 2012-08-25 3,525 Group Sex Cumshot oral sex Sex Toys
84%
Lesser of Two Evils
My name is Eric. At 21, I was working as the IT guy at a prominent Caribbean cruise company. My days were usually pretty boring. Fixing computer problems were usually a no brainer for me. People are so stupid when it comes to how they use their machines that I assume there will always be a need for ... Read full Story
shemale lover 2013-03-27 22,676 hardcore Cumshot sucking ass fucking Guy Fucks Shemale
100%
TG Girlfriend moves in
Monday morning 6:00 am and I am just awakening, and I realize a naked body beside me has her arm around me, we are both naked. My wife Lydia is out of town to a seminar, and this adorable brunette perky tits and lovely eyebrows, beautiful lips slightly pink, sleeping beside me. Joanne and I had spen... Read full Story
Jon Paul 2022-01-18 5,067 Amateur Cumshot Latina Masturbation Bareback Creampie Shemale Fucks Guy Blowjob Ladyboy Guy Fucks Shemale cum in mouth
100%
The Next Level
Nitromethane It's been a couple of weeks now since I sucked my last shemale cock and swallowed her load, and with enough distractions, it hasn't been too difficult keeping myself preoccupied and my mind off of satiating my new fixation. Still though, I do have my moments when I sit back and imagi... Read full Story
Gwapo67 2022-02-01 5,605 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock gangbang domination cum in mouth
91%
Banana Fetish
I was 27 and single and enjoying being free sort of the ‘sworn to fun loyal to non’ stage in young adulthood. I lived alone in a 1-bedroom apartment and loved working on my motorcycle which I kept in my living room. Most Friday nights for me were jamming out to music, enjoying a few beers and tinker... Read full Story
AllenB 2023-02-16 9,794 Latina Fetish Big Cock Guy Fucks Shemale Interracial rimming Homemade Ass to Mouth Banana ass eating
100%
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 full Story
Jon Paul 2022-09-20 5,215 Cumshot Outdoor Latina Bareback threesome Ladyboy Shemale and Girl Guy Fucks Shemale Ass to Mouth double anal
100%
Lola Chapter 2
Lola Chapter 2: A couple? It wasn't as if we were together. We had jerked off together once, and of course we slept in separate rooms, but I slept restlessly that night. Dreamed something scary that I couldn't remember in the morning. I didn't have work scheduled that day so I took it easy. When ... Read full Story
BellaBeau 2023-10-05 5,288 anal Cumshot Creampie Guy Fucks Shemale Homemade latina Tgirl
86%
How I became a ladyboy convert
Our friend Brian went to Thailand 3 years ago and had his first experience with a ladyboy details of which he would like to bring to Your attention now. He proudly tells he became a ladyboy convert after his first time and we have no doubt he did! On a trip to Thailand about 3 years ago I had my ... Read full Story
shemale lover 2015-02-07 8,607 Cumshot Asian Guy Fucks Shemale
100%
Chinese Apple Turnover
I crashed harder than anytime ever in my life and my dreams were fucking vivid. I dreamt of being fucked. And of sucking huge cock and getting face fucked so hard that I was cock drunk and high from holding my breath so much. But so really horny from him doing that, so into that cock. Of Jax f... Read full Story
ASSEaster5678 2019-01-09 6,475 anal sex Shemale Fucks Guy Asian Guy Fucks Shemale
45%
Threesome with random muslim men from Dubai -
As you all know, most of the meetings with my clients happen in good 3-star or 4-star hotels. Clients normally visit my hotel room and have fun. This exciting session happened during my stay in a 3-star hotel room in Bangalore on March 1st and 2nd. I had bookings for both the days and was prepare... Read full Story
Manusha Tranny 2021-10-14 8,929 Crossdresser Cumshot Outdoor threesome Blowjob Big Cock Asian Ladyboy gangbang domination Guy Fucks Shemale Ass to Mouth cum in mouth
90%
Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
BEN437 2018-11-19 13,210 Teen (18+) Amateur Cumshot Bareback Creampie Blowjob Big Cock Asian Ladyboy domination Guy Fucks Shemale cum in mouth
100%
Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
BEN437 2018-11-19 4,969 Teen (18+) Amateur Cumshot Bareback Creampie Blowjob Big Cock Asian Ladyboy domination Guy Fucks Shemale cum in mouth
33%
My new Experience with Amy Cute Shemale in Pune
Hi friends i am back with new story. I am mad shemale lover. and keep on finding new shemales for me. This time i got new website to search for shemale www.massagerepublic.com I saw an advertisement of Amy and i liked her. called her and fixed appointment. went to her hotel, which was ok ok ... Read full Story
Stud4Shemale 2021-02-20 6,022 Cumshot Bareback Creampie Shemale Fucks Guy Blowjob Asian Guy Fucks Shemale shemale fucks man man-fucking-shemale Indian Shemale Pune
75%
Becoming A She-Males Bitch Part 3
When my alarm went off, it woke me up abruptly and scared me. My heart was pounding so I took a minuet and got myself together. I went into the bathroom and removed my collar. I took a shower, shaved and applied my make-up. I grabbed a thong from my dresser; I picked out a pair of heels from my clos... Read full Story
shemale lover 2012-01-04 3,525 Cumshot domination humiliation
75%
Old Folks Part 2
It had been eleven months since that day when I arrived at Honey and Frank's house. It was about 1am at night as I stood in a quiet street waiting for Frank to pick me up. I had just finished with my last client for the night a good blowjob with him ending up cumming on my face. I was touching up my... Read full Story
shemale lover 2012-01-10 6,787 transsexuals erotica romance crossdressers