Sort by
Relevancy

Free Stories

100%
Quick trip to the park
Monday Morning again, I hate Mondays, why can’t the week start on Tuesday! Thought Justina ,while she stood semi naked in the kitchen drinking her coffee with a semi. I finished my coffee and made my way to my bedroom to get dressed. As I entered my bedroom i spotted my new dress i’d bought on S... Read full Story
Samantha Jewels 2022-01-12 2,585 Crossdresser Amateur Cumshot Outdoor Blowjob Mature crossdressing Ass to Mouth cum in mouth crossdresser amateur
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 4,232 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
66%
Sex in the kitchen with my hubby's friend - a cop
Ever since my wedding last year, I enjoy a great time with my hubby who loves me so much and takes care of me so much. Since he is married and having another family, he doesn’t stay with me all the time, but comes and stays at least 2 or 3 days in a month and we literally celebrate those nights wit... Read full Story
Manusha Tranny 2021-10-14 5,600 Small Tits Crossdresser Amateur Cumshot Outdoor Blowjob Big Cock Asian Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
80%
Fucked by Priscilla Gaucha
This black woman always drove me crazy, I always liked her photos and videos on the internet. Unfortunately, when I had the courage to face it, she moved out of state and ended up being left in the lurch. However, one night driving by, I came across her. She was beautiful, strong thighs, well made-... Read full Story
mauricioportoalegre 2024-05-09 3,662 anal Amateur Shemale Fucks Guy Big Cock Ebony
50%
REGARDE-MOI MAINTENANT ⚧️ ⚧️
Il y a quelques années, à mi-parcours du premier mandat du président Pelosi, j'ai surmonté mon inclination habituelle à éviter les risques et j'ai accepté une invitation à visiter l'appartement de deux femmes - de parfaites inconnues - qui venaient de découvrir que j'aime porter des culottes. Becky ... Read full Story
Femboy 2021 2023-03-30 1,212 Stockings bdsm Lingerie Sex Toys humiliation feminisation anal play poule mouillé cage de chateté femme lesbienne dominatrices esclavage
100%
Feriengruss 20.07.24
Erneut ging es Outdoor, dieses Mal aber an die Thur zum FKK Baden. Nicht am bekannten Platz in Bischofszell, sondern an meinen geheimen Platz, zwischen Kradolf und Bischofszell, unterhalb von Halden. Ich habe erneut mit 5 verschiedenen Herren abgemacht, die mir in gut geplantem, zeitlichem Abstand... Read full Story
Cheryl_F 2024-09-03 200 anal Small Tits Amateur Cumshot Outdoor Bareback Creampie Blowjob blonde Big Cock Ladyboy pov Ass to Mouth
100%
Boys to girls transformation with a surprise part I
Boys to Girls with surprise For the first time I scheduled an appointment at a studio that will transfer me into a sexy women. I packed my sexiest outfits and high heels and drove to the next city where the studio is. I told everybody I had to go to a business meeting over the weekend. I arrive... Read full Story
TRTRAIN 2024-09-01 2,185 anal Crossdresser Amateur Group Sex Sex Toys Mature Homemade sissy shemale fucks shemale
14%
Young CD wants to be used
My biggest desire is to have my make up done by a professional. And then be tied up in a room where all of a sudden at least 10 Big Badass guys enter the room. They use and abuse me and put cum all over and all inside me and they leave me there tied...... Read full Story
ASlaveToYourCocks 2018-03-02 3,122 Stockings Lingerie domination Interracial Sex Toys cum in mouth double anal
50%
Sex with security guard in the apartment..!
I always fantasize about exploring the unlimited possibilities of cross-dressing and exposing myself in public such as dressing up and clicking hot pics in public places, seducing men and get picked up from pubs, having sex in car and on the roadside, etc., and some of my fantasies have already come... Read full Story
Manusha Tranny 2021-10-18 8,756 Crossdresser Cumshot Outdoor Blowjob Big Cock Asian Ladyboy cum in mouth
60%
A real cd explains what cd on cd sex is like
A lot of "strait" guys love shemale porn.I was one of them.Pre-internet I discovered shemale porn but it was hard to find.I had girlfriends but the sex was never great.like many i was more concerned with cumming to soon than actually enjoying myself.Plus,as a porn watcher my fav was anal.M... Read full Story
shemale lover 2012-09-11 4,209 Sex Toys cd shemale porn
80%
fuck by my best friend's family
= Part 1. Alice's father = My name is Onikky 28-year-old Shemale from ASIAN, this story only shares the first experience of making love. The story begins when I first moved to a big city, looking for a new atmosphere, I don't have a place to live that I know is only my friend's name Alice who ... Read full Story
Onikky 2019-06-25 9,708 Amateur Masturbation Big Cock Asian Ladyboy gangbang Lingerie domination Guy Fucks Shemale Sex Toys Homemade Ass to Mouth cum in mouth
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 4,733 Amateur Cumshot Bareback Shemale Fucks Guy Blowjob blonde Big Cock Asian domination Guy Fucks Shemale Ass to Mouth cum in mouth shemale + shemale
100%
I wanna fuck almost everyday
I can't stop thinking to be Double penetrated for two men at the same time.... It makes me feel I'm insatiable gurl... Two Big cocks mmmmmmm after been fucked for so long ... I will never go back... And certainly I will totally satisfied and addicted to it...... Read full Story
Bellasohot 2022-07-13 4,107 Crossdresser Amateur Latina Bareback threesome Big Cock Ladyboy Lingerie Guy Fucks Shemale Mature Ass to Mouth double anal
50%
Pa-mie sex-agénaire
Luxure frénétique d’une pa-mie sex-agénaire; entre rêve et réalité Je n’avais jamais fantasmé de mec viril, même après avoir offert ma virginité; mais à une fabuleuse sissy. Avant mon Ѐre, mes préférences de fantasmes étaient toujours avec des lui-femme glabres, idem concernant mes relations d’aprè... Read full Story
hippocampus_171 2023-07-09 1,053 anal Amateur Group Sex Guy Fucks Shemale Sex Toys Mature small cock big ass sissy femboy Ass to Mouth
100%
Double Take Chapter 2
For those who missed Part I, the players are: Sandy Lane, pro surfer with an uncanny resemblance to... Ashley Vaughn, gorgeous Hollywood starlet in a TV series produced by... Darla Palmer, who convinces Sandy to bob his nose after he is punched out by rival surfer... Buster Cruz, whose m... Read full Story
shemale lover 2012-11-03 4,080 Fetish Lingerie Sex Toys
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 5,580 Cumshot Outdoor Latina Bareback threesome Ladyboy Shemale and Girl Guy Fucks Shemale Ass to Mouth double anal
100%
How I became addicted to my toys
How I became addicted to my toys I tell in this story my experiences by showing how I developed my share of femininity and the toys that I use in bed to amplify my pleasures alone or as a couple. For several years now I have discreetly rented a second garage near my home to store my wigs, dresse... Read full Story
sandratvtg 2024-06-19 2,770 anal Lingerie Sex Toys femboy
100%
How I became addicted to my toys,
How I became addicted to my toys I tell in this story my experiences by showing how I developed my share of femininity and the toys that I use in bed to amplify my pleasures alone or as a couple. For several years now I have discreetly rented a second garage near my home to store my wigs, dres... Read full Story
sandratvtg 2022-09-20 5,205 Stockings solo Lingerie Sex Toys
50%
How I became addicted to my role-playing games.
In this story, I recount my experiences showing how I developed my part of femininity and what I use in bed to give pleasure and amplify mine alone or as a couple. For several years now I have discreetly rented a second garage near my home to store my wigs, dresses, skirts, furs, silicone breasts... Read full Story
sandratvtg 2024-06-19 2,540 anal Fetish Lingerie domination Sex Toys femboy
50%
Open letter to transvestites
Open letter to transvestites I carry out a commercial activity which requires me to spend many nights in hotels in the capital. These stays allow me to fully explore my part of femininity alone or accompanied. My wife doesn't want to see me wear lingerie, so I also invent weekend seminars to ... Read full Story
sandratvtg 2024-07-04 2,792 anal transsexual Lingerie Sex Toys travesti stocking ballstretcher electro stimulation
100%
My Asian Boy dresses for me
I asked my 18 year old Asian Boy James if he would consider dressing up for me? He seemed reluctant at first but the next day he told me he would only wear a little makeup and panties , that was good enough for me cause within 20 minutes I had him bent over and I was licking his tight hole getting i... Read full Story
shemale lover 2012-07-13 2,854 anal Cumshot Fetish oral crossdressing
100%
badbadboi's walk in the park
...My boi hole was freshly washed, shaved and lubed with a lovely hot shower, my wand is perfect for cleaning my pussy, flushing it clean very time, I luv to let the water spray my hole driving deep enough to tickle the bottom of my prostate. My cock cage locked in place, my white crotchless panties... Read full Story
badbadboi667 2021-04-06 3,905 Crossdresser Amateur Group Sex Outdoor Bareback Creampie Blowjob Interracial Homemade Ass to Mouth cum in mouth
100%
Surprise Ending (Part One)
My wife is the picture of professionalism from 8 to 5, but after hours she is a sexual dynamo who loves men and women. Throughout our relationship she has introduced several of her gal pals into our bedroom, hot tub, shower, etc...you get the idea. Anyway, two weeks ago she let me know that one o... Read full Story
Chantel13 2022-08-23 5,711 Crossdresser Amateur Group Sex Outdoor Bareback Shemale Fucks Guy threesome Big Cock Shemale and Girl Guy Fucks Shemale Ass to Mouth cum in mouth
100%
Philippines vacation with a Dominant Big Cock Ladyboy (Part II)
Please read the initial story to get proper context. I spent a 9-day vacation in the Philippines with a sexy and super sweet 34-year old Filipina Ladyboy I met online and developed a relationship with before traveling to meet her. It was the first and only time to visit the Philippines. Less t... Read full Story
AllenB 2024-08-07 3,504 Amateur Asian Ladyboy
83%
The sissy dreams
Everyday I wake up in a state , halfway between a happy sissy and a closeted white boy. My mind is constantly trapped in that state. Suffering in silence, the people in my life seem to be oblivious to it, I have it well hid. 48 years of fist fights and weed, long hair and leather coats, Oilfield job... Read full Story
badbadboi667 2021-01-04 5,614 Crossdresser Amateur Group Sex Outdoor Bareback Creampie Blowjob Big Cock gangbang domination Homemade Ass to Mouth cum in mouth
100%
Big cock heaven.
I live in Vancouver and saw a beautiful trans escort online and couldn’t resist setting up a meeting. I met her at a hotel and she was just as beautiful in person as online. She was Asian and had the most wonderful big tits and ass. Her cock was a solid 8 inches, uncut with a big mushroom head, whic... Read full Story
Eyecandy64 2024-02-06 6,687 anal Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Asian
100%
David to Dee Chapter 2
His nipples had grown considerably over the last two months. Gina had been putting those little nipple suckers on him twice a day. Dave wouldn't be going to the gym anymore. Well, it had been a long time since he'd gone to the gym, anyway. Since Gina had had him shave his entire body, last spring... Read full Story
shemale lover 2012-07-30 5,970 anal sex Cumshot oral sex rimjob
100%
Double Wedding
I was about to marry my childhood sweetheart Paula Rother. I loved her and she loved me but it hadn't been straightforward. After school she went to Manchester University while I went to work at a local accountants as a lowly paid junior clerk. She said we where inseparable but during the two years ... Read full Story
shemale lover 2012-11-08 7,464 Cumshot dildo Sex Toys
100%
What People Want Me To Be
"Are you saving this seat for someone?" he asked. The high-pitched voice that answered him was somewhat stilted, as if English weren't the speaker's native language. "Well, I was. I said we'd have to get to the movie early to get good seats." She cast her blue eyes low, gestur... Read full Story
shemale lover 2012-12-14 2,714 Sex Toys kissing
50%
Anal Pleasure
Hi, I am nick i'm 21 and I lovee trannies. I have been jerking off to shemales for quite some time now, at least a couple years and I always get really turned on thinking about fucking them. However, for some time now I've been feeling a little curious of how it would feel like to get fuck... Read full Story
nick tamer 2018-03-02 5,634 Teen (18+) Sex Toys sissyboy hypno Anal training trainining
95%
My introduction to tits & cock
I was just 18 and working maintenance at the Florida condo complex always curious and super horny. It was a Friday and I was sent to 2032 to do a minor repair, I knocked but nobody was home so I used my master key and entered. The condo was very clean but right on the coffee table where some porn ma... Read full Story
In Need Of Some Huge Black Cock 2019-04-23 10,105 Amateur gangbang Interracial
50%
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 full Story
hippocampus_171 2023-07-09 4,968 anal Small Tits Amateur Group Sex Masturbation Guy Fucks Shemale Sex Toys Mature small cock big ass sissy femboy
100%
sex-agenarian's onanic lust
An onanic lust of a sex-agenarian that I am; I'M IN BIG HEAT; it's the season of bodily reunions in nature... I'm like an elephant(e) waiting to be satisfied. My cloaca is starting to titillate at the mere sight (look hah!) of a guy's swollen crotch on the street... I activated all my sensors to sa... Read full Story
hippocampus_171 2024-03-09 4,513 anal solo Amateur Masturbation Creampie Sex Toys Mature small cock
75%
My first night was making love to a man
First .... My name is Lely Bella Calistia, of course it's the name when I decided to become Shemale. My age is now 28th, I became a shemale when I was 24th, when I first chose to be a shemale because I was obsessed with my ex girlfriend, after parting ,, .. maybe because I really miss her an... Read full Story
Bella Calis 2018-03-13 9,573 Amateur Asian Guy Fucks Shemale
93%
My wonderful life with Pat
Hello, I am or better to say I was a straight guy before my life with Pat, let me tell my story with her. This new life started when I was 35, VP in an IT company and living in the south of France, close to Bordeaux. After my divorce, i used to go some bar after the business day. I felt alon... Read full Story
jperrot 2020-07-17 4,459 Amateur Big Cock cum domination slave Ass to Mouth france
100%
Big Dick Alessia Visits Dallas
Alessia Hung Mature MILF travels to visit a Big Dicked Man and his Sexy Household If you like Transexuals, big cocks, bondage, BBWs, big clits, deep throat, fisting, 69, ass fucking, sounding, piercing, cum swallowing and big loads this story is for you. If not don't bother reading. If you fav... Read full Story
darrell 2022-04-20 4,631 Group Sex Cumshot Shemale Fucks Guy Blowjob blonde Big Cock Asian Shemale and Girl Sex Toys Mature Ass to Mouth shemale + shemale
100%
Tasting the good FLESH
I am no longer Virgin, en bon et du forme Thing never dared since I taste the enjoyment by all the senses and in all its senses... I discovered her when she smiled at me as a thank-you for giving her the way to the small-town supermarket where I was on business. Sandals at her feet of Cinderell... Read full Story
hippocampus_171 2022-11-10 5,051 Amateur Creampie Shemale Fucks Guy Guy Fucks Shemale Mature Ass to Mouth cum in mouth
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 6,191 Amateur Shemale Fucks Guy Blowjob Asian Ladyboy Ass to Mouth cum in mouth
92%
MY TS FOXXY & VENUS LUX FANTASY
Alyssa Gomez and Venus Lux were visiting Newark, NJ and decided to have lunch in the restaurant that I work in. It was a rainy day. The seductive pair were returning back to their suite in the Courtyard Marriott, but not before grabbing a bite to eat. Alyssa and Venus sat the bar and ordered a coupl... Read full Story
I_GO_3WAYZ 2021-03-02 11,561 Latina Creampie Shemale Fucks Guy threesome Blowjob Ass to Mouth cum in mouth double anal
75%
So good fuck with me and my klients.
Hello, I am Francesca, and I offer company to couples and women. A few days ago, a couple hired me for two hours.The woman was fucking me with her strapon while I was stroking the man's cock. She was pushing her hard cock deeper and inside me, I could feel my ass dissolving more and more. I turn my ... Read full Story
Francheskahotass 2021-08-11 3,548 Crossdresser Amateur Group Sex Cumshot Shemale Fucks Guy threesome Ladyboy Lingerie Guy Fucks Shemale Sex Toys Homemade Ass to Mouth cum in mouth
100%
I got anal creampied at the beach!
As soon as we got onto shore, I knew it was the perfect place. The hot sun was beating down on us and my body was tense with anticipation. Finally, we were going to be alone out in the wilderness with nobody around and could enjoy each other thoroughly. My hunky date and his monster cock were going ... Read full Story
Madison Heights 2022-12-01 5,095 Cumshot Outdoor Creampie Fetish Blowjob Big Cock Ebony Guy Fucks Shemale public bbc massive
66%
Outdoor Pleasures
Every evening of our holiday we would all dress up and head to the nightclub, the glamorous entertainment was for the young and old and it was great to hear the oldies applauding alongside the young ones… One night when we headed to the nightclub there was a sign announcing the entertainme... Read full Story
shemale lover 2011-08-13 3,089 anal sex asshole cum
100%
Tony to Tanya Part 3
Sarah finished applying make-up to Tony's face. It was mostly subtle, just enough to highlight his eyes and cheeks. The only part that wasn't so subtle was the lipstick; bright red. He was already dressed up in a beautiful black dress that left his back and shoulders exposed and only went down to... Read full Story
shemale lover 2011-12-19 4,718 anal cum oral
100%
Black Cock & Birthday Presents Chapter 6
We went back to our suite. I had no idea what time it was. I'd forgotten how many cocks I'd fucked. It was comforting to see an empty bed when she put me down. When I awoke, I was being spooned, my head under the chin of the black man holding me. His skin seemed familiar but I didn't recall anyon... Read full Story
shemale lover 2012-06-26 2,904 anal sex Cumshot domination
83%
An Arse To Die For
I'd arrived in Honolulu in the early evening from Sydney and got a cab straight to my brother-in-law's apartment on Kuhio, which he'd lent me for a fortnight while he was up in Europe on business. It's in an ideal situation, a couple of blocks back from all the hotels and Waikiki Beach. I slept l... Read full Story
shemale lover 2012-11-10 4,600 anal tranny oral
96%
Fucking A Cute Asian CD
I've always wanted to fuck a cute young tranny. I love their femininity - those gorgeous gurl bodies and the way they are into the lifestyle. Such a turn-on. I pulled my cock out of my boy Kevin the other night and the two of us collapsed in a heap, satisfied with what we'd just done. As we lay in... Read full Story
shemale lover 2014-01-29 9,246 Cumshot suck Asian jerking oral fingering
90%
DISCOVERING BLACK COCK
To the greater Boston general public it was simply a small little known quite private night club located in the back part of Roxbury called The Black Rooster Bar. While in local Gay Community circles, insiders called this private by membership only pub, THE BLACK COCK CASTLE! When first learning... Read full Story
CD DIXIE IN NH 2016-05-10 10,448 Big Cock cumming sperm ebony cock
50%
Domination of Bjarne
Dear Diary. At the behalf of my lover Bjarne alias Cigar54, I will ease the curtain of my bodouir and invite the curious reader inside to a little piquant seance that we had together during his recent visit over here. Bjarnes visites always begins with kissing deeply, while my hands find the way to... Read full Story
Louice 2018-03-02 3,581 Amateur Shemale Fucks Guy domination Ass to Mouth
85%
Cheating Sissy Wife
My name is Ginger and my main stud is Keith, a truck driver, who is only in town once a week. We have and ongoing role-playing fantasy that we carried out whenever he was in town. I am his dutiful ideal housewife who is perfect in every way. My talents excel in both the kitchen and the bedroom. I fi... Read full Story
Regina10 2020-07-27 7,861 Crossdresser Bareback Big Cock Ebony Ladyboy Lingerie Ass to Mouth cum in mouth double anal
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 full Story
hippocampus_171 2023-01-11 4,583 Stockings Crossdresser Amateur Group Sex threesome Big Cock domination Mature foursome Homemade cum in mouth shemale + shemale milfs
85%
Lilly's Cock
Arriving at Wayne's house just after midday, I could hear voices and music coming from the back of the house, so walked down the side passage and through a gate into the back yard. There were about twenty people there, some in the swimming pool, some standing around the barbecue, others sitting on d... Read full Story
shemale lover 2011-10-08 4,356 shemale oral sex cocksucker
87%
TO BE OR NOT TO BE – PART 1
TO BE OR NOT TO BE – PART 1 by Spanky de Bautumn This is a story about how taking a play to New York City changed people's lives. A transgender coming of age story. I was born Harold Stanley Dayes, not a great name for a kid growing up. I know my parents loved me, but Harold was my mom's dad a... Read full Story
SpankydeBautumn 2021-02-22 4,141 Crossdresser Amateur Group Sex Cumshot Fetish threesome Blowjob Ladyboy Lingerie Shemale and Girl cum in mouth
100%
Reshooting the Scene, Chapter 1
I have been a porn aficionado since I was a teenager. My first dabblings were with Hustler magazine and a *very* hardcore mini-novel called “Her Busted Asshole,” which told the raunchy story of Ginny Cummings’ sexual coming of age. In addition to the very graphic story, it had full color glossy p... Read full Story
Lovelace 2021-06-07 4,812 Bareback threesome Blowjob blonde Big Cock Sex Toys Ass to Mouth
92%
All The Transexual Stories Came To Life
I’ve spent my adolescent years reading the transexual stories whenever I could. I had a long process of self analysis trying to figure out if I were gay or not, so I wanted to find a shemale who could be my first and see if I even like being fucked or sucking a dick. Thanks to the sex personal... Read full Story
shemale lover 2016-02-12 6,178 suck shemale ass licking
100%
First Real Cock I Got
I must have been around 15 and it was during a carnival festival. Most of the boys were dressed as cowboys, super heroes, firemen etc. For me it was the chance i was looking for to dress up on woman's clothes. I had picked up a mini dress, fishnet and a small top that was letting my belly free. I g... Read full Story
shemale lover 2011-09-20 3,206 anal first time shemales
100%
Best trip to the mountains
I was driving out to the hills for some solo camping. I was alone since all of my friends had quit on me at the last minute, but i figured i'd just enjoy nature while i had the chance. I was almost through with the four hour drive, and noticed fewer and fewer cars as i got closer to the site. Onc... Read full Story
shemale lover 2012-03-04 4,046 anal shemales Group Sex oral