Sort by
Relevancy

Free Stories

88%
Making love on the beach
= First = My name is Lely Bella Calistia, I'm an Asian shemale, I'm 27 years old, and I now live on a very beautiful island in Southeast Asia, I have only been here for 2 years and have a nice new life. I have a friend when I was a child, and we are good friends until now, but unfortunately wh... Read full Story
Bella Calis 2018-10-22 6,617 Blowjob Asian gangbang Guy Fucks Shemale
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 12,467 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
100%
Nunca se Olvida
He tenido la oportunidad de tener sexo con varios hombres, algunos mayores que yo y otros muy chicos, no me fijo en estereotipos o personalidad, solo me gusta disfrutar del sexo..... Pero siempre hay uno que te deja enamorado, Daniel su nombre una persona que conocí por medio de un chat. No pas... Read full Story
Carla Travesti 2020-10-05 3,631 Small Tits Crossdresser Amateur Latina Bareback Fetish Ebony Lingerie Interracial
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 10,409 Latina Fetish Big Cock Guy Fucks Shemale Interracial rimming Homemade Ass to Mouth Banana ass eating
50%
Transvestite father异装癖的父亲和儿子被农民工虐待
'migrant worker S, good at foul language and humiliation, SP, heavy hands, is it acceptable?' On the SM dating software, a message popped up. Migrant worker S. What the hell? I casually click on his information, 39Get 186 and 76, dynamic is full of handsome muscles, muddy shoes, a glimpse of gar... Read full Story
Oldslut Sissy 2024-08-21 2,358 Amateur Big Cock Asian Sex Toys Mature sissy chinese
72%
Got dominated by 2 shemales on the last day in Thailand
I took a trip to Thailand when i was 25. I told my friends I wanted to go alone so I could clear my head. The real reason was that I wanted so see some shemales. When I first arrived I spent a day looking at every club I could find in search of a good Shemale. It was nearly a week and I couldn't ... Read full Story
shemale lover 2015-08-05 12,600 Asian ass licking domination
100%
We’ve First Met Her At Shemale Chat Room
I know it’s lame. Being a regular visitor at a shemale chat room is not something that I was proud of. However, I live in a small town and I can’t just go out and find a shemale. And I craved one so badly! It’s kind of embarrassing for me to talk about it now, but at the time I ... Read full Story
shemale lover 2011-08-11 4,304 asshole Big Cock jerking off
50%
A Revenge Fuck
It had been a long day. I had fought the traffic after a miserable week to get home early and surprise my wife for what was to be a romantic weekend. But as I pulled up to the house my heart sank. I saw a bright red motorcycle in the drive way and something inside told me, "This isn't right!&qu... Read full Story
shemale lover 2012-06-03 11,645 shemale oral sex Interracial
78%
A night out with Tamanna
We had been chatting online for a few weeks , when Tamanna said she would love to come it with me. The doorbell rang at my flat and I wobbled on my stripper shoes to the door. The butt plug Imwas wearing made me squeeze my ass cheeks together and gave me a wiggle in my black latex dress to die for... Read full Story
shemale lover 2014-07-21 5,442 tranny Stockings Cumshot Lingerie Latex
45%
Shemale Prostate Orgasmic Bliss!!!!
if she wanted breasts." "Oh no. That's the amazing part. The more I dressed him the more feminine he became. By now I'd moved him her and her clothes into the other bedroom. She wasn't happy with that but we came to an agreement; I'd milk her once a week and she... Read full Story
ProstateMilker 2015-05-01 14,416 Masturbation cum orgasm cumshots prostate
75%
Bell boy
I like to travel a lot, once i was visiting south asia i found a great hotel with a very nice view of the coast. I arrived the hotel at midnight due to delay of my airline. When i reached the hotel no body was at the desk, after looking around about 20 minutes i realized a bellboy sitting at the ent... Read full Story
bale99 2016-05-04 5,097 Amateur suck Asian ass fucking dominant
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 14,882 Cumshot latina Tgirl
91%
Chicago TG Romance
Most transgendered girls I have met want to be treated and romanced just as a normal girl would. Only in the height of passion should your animal instincts take over. I was in a Las Vegas club earlier this year and had great conversation with some tranny women. I was instructed if I wanted to meet s... Read full Story
Jon Paul 2018-06-04 8,388 Cumshot Bareback Blowjob Asian Ladyboy
71%
Mi Primera Vez
Como les había contado en mis post anteriores, desde joven este instinto femenino me consume cada día mas, esta sensación de ser chico con una hembra por dentro es una de las mejores sensaciones del mundo. Usar ropa femenina es el éxtasis al universo, como les dije soy travestí de closet al 1000... Read full Story
Carla Travesti 2019-02-11 4,235 Small Tits solo Amateur Cumshot Latina Masturbation Big Cock Lingerie travesti morena guevo
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 4,475 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
100%
Sports Bar Pre-drink
Sitting on the chair leaning against the bar, Steven sat quietly sipping on his rum and coke. It was a fairly quiet night at the local sports bar he often ventured to after work to wind down from his work shift. Steven looked up at the door as a small group of women walked through laughing and ta... Read full Story
Master VeeJay 2019-09-27 9,876 Big Tits Blowjob Asian Guy Fucks Shemale
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 full Story
BellaBeau 2023-10-30 6,347 anal Cumshot Latina Bareback Creampie threesome Shemale and Girl Lola
100%
Vegas Encounter- part Deux
Tuesday morning, it’s early and dark. Jack is in an Air BnB home in Summerlin, a suburb of Las Vegas. He met an online friend Diane and her friend/roommate last evening and we all slept in the King-size bed. I look around, Diane is sleeping curled in a ball on her side, but Holli is not here. M... Read full Story
Jon Paul 2023-12-22 5,887 anal Stockings Cumshot Bareback Asian Guy Fucks Shemale
100%
Finally A dream came true!
Hello Everyone, today I’m writing my story which is composed by real events and situations that happened to me, Since when I was 11-12 years old I’ve started to take from my sisters drawers their lingerie and nylons, the feeling of seeing them was a nice sensation but I was not waring them just yet.... Read full Story
ilapiddu 2024-10-09 2,204 anal Stockings Crossdresser Amateur Cumshot Asian Ladyboy sissy
76%
Sissy Mailee's first black cock
As long as I could remember I have always had a craving for black cocks. My first time was a few years ago after partying with a friend of a friend. I had called up one of my CD friends, Suzy, to attend a Halloween party at a local warehouse. We had agreed that we’re both going to the party... Read full Story
shemale lover 2011-11-06 7,572 anal first time shemales
87%
They Were Right
They were my friends, but I'd had sex with both of them. Not at the same time, but I had dated the one for a month and just started dating the other. So, although the thought had never crossed my mind before, I found myself dressed up as a girl for Halloween. After we had partied at a few clubs and ... Read full Story
shemale lover 2011-12-29 6,287 shemale Big Cock porn
100%
Angel Chapter 9
Angel Jones had been working as a teller at the big London bank for over a year, and her duties had become almost routine to her. It didn't seem like a rut, because she enjoyed her work, and it paid well enough to meet her needs. She enjoyed a good relationship with her fellow tellers, mostly attrac... Read full Story
shemale lover 2012-12-02 4,665 cum fuck oral
73%
My first experience with a tranny
ENGLISH: I want to tell you about my first sexual experience with a transsexual in 2018. I was a bit drunk and got horny, I searched the internet and found a brunette tranny with 7 inches of cock, wavy hair, young and attractive. She had an HIV negative health card. We went to the motel and I was... Read full Story
cuchillo 2020-08-28 7,862 Amateur Cumshot Latina Shemale Fucks Guy Blowjob Big Cock Lingerie cum in mouth brunette ts fingers cocksuck
100%
Daddys Little Slut
I have been living with my dad for the last year after my mum who is Indian, found out that I was doing lots of drugs, and that I was bi and also a cross dresser. We never talked about it as for me, the cross dressing was on and off and usually when i was high. When i turned 25, I tried meth, and fo... Read full Story
aishacox 2023-01-31 5,950 Crossdresser Cumshot Fetish Blowjob Latex
44%
First time with a shemale
I must have been 16 back in the day, but I always looked older so it didn't really affect anyone's judgement in the sex world that I had loved since I can remember jerking off for the first time. I was walking the streets of Amsterdam that day, the Red light Disctrict looked like paradise on earth,... Read full Story
shemale lover 2012-02-14 7,646 first time Stockings Small Tits
70%
I Can't Control It
Woke up, laying on my left side, to the sound of Marissa making quiet whimpering noises. I knew it was her because she had an unmistakable “little girl” voice that she moaned with while we had sex. Or while she masturbated. Just whenever she had pleasure.. down there... My back was to ... Read full Story
shemale lover 2012-09-18 7,280 anal sex Big Cock cum oral sex
81%
That night....
I was extremely nervous when I pulled out my phone and dialed the number. Never before, in my wildest dreams, had I thought I would act on one of my strongest fantasies. I knew I would be nervous when I first met her, but after exchanging pictures and seeing that big, fat cock of hers, I knew I ha... Read full Story
bigTHICKY 2017-05-08 9,801 Big Tits Cumshot Latina Big Cock Ladyboy cum in mouth
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 11,691 Group Sex Big Tits Bareback Creampie Blowjob blonde Asian Ladyboy Shemale and Girl Guy Fucks Shemale Ass to Mouth cum in mouth double anal
100%
The Tip for A Tip
I love to write Erotica. For story requests please send me a private message or email noirenoire10@gmail.com Thank you. Now Enjoy! COVID had shook up my world pretty bad. Furloughed from my day job, I had to make ends meet. I started doing food delivery for the local ride share company... Read full Story
therefill05 2020-12-10 7,070 Cumshot Latina Bareback Shemale Fucks Guy Blowjob Big Cock domination cum in mouth
100%
Lola Chapter 4
We sat at the table. I had made the effort to cook a small three-course French-inspired dinner. I was in love, but Lola’s mind seemed elsewhere. - How nice… She was chewing absent-mindedly. - I have to ask you something. - Shoot baby. Ask away! Lola looked deep into my eyes: - Could you ima... Read full Story
BellaBeau 2023-10-30 6,134 anal Cumshot Latina Bareback Creampie Shemale Fucks Guy Frottage Homemade Lola
100%
Being Shemale Part II
After sometime the driver left. Night Two I was again ready by 10 Pm as usual wearing make up and sexy night outfit. My push up bra helped my breast look very attractive looked perfect with my slim body I was standing as usual in the balcony around 11 PM and the driver stopped by again.... Read full Story
babydriver 2024-06-04 4,057 Amateur Shemale Fucks Guy Big Cock Asian Ladyboy Lingerie domination small cock big ass Frottage sissy femboy
100%
My first Escort girl
I was in my early thirties. I had just out of a relationship that ended very brutally. I was hurt for several years as I took it difficult. It was at this time, already having had my first sexual experience with a Crossdresser/Ts when drunk and still thinking of that experience that I decide... Read full Story
likesboth 2024-11-05 2,082 anal Cumshot Blowjob Big Cock Asian Frottage femboy
100%
My Dominate Spanish Mistress Parts two and three
I wasn't going to write anymore for this story but i posted the first part of the story on 99chan's elit board which a recommend going to. Maybe with the help of some of you people writing or encouraging more writers on their stories the board might return to its former glory. After all some guy sa... Read full Story
bruceclark 2012-08-24 5,068 anal Latina domination slut feet
95%
Hot for Teacher
Jack was enjoying his going away celebration, as he prepared to move from teaching high school to college. He had spoken with many of his former students, and found it endearing that so many of them cared enough to show up at the party. By the end of the evening, though, there was still one young wo... Read full Story
shemale lover 2013-01-05 17,024 sucking Blowjob Big Cock handjob
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 5,716 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 6,519 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock gangbang domination cum in mouth