Sort by
Relevancy

Free Stories

94%
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 full Story
Gwapo67 2022-05-13 7,135 Bareback Creampie Big Cock shemale + shemale
100%
The Girl Next Door Ch. 02
derezzed Chapter 2 – Taking the Next Step Into Depravity Michael hardly got any sleep that night. When he did his dreams were filled with images of Jenny and her large penis. He tossed and turned in frustration. As he rolled over for what felt like the thousandth time he was blinded by the s... Read full Story
Gwapo67 2022-05-13 5,591 Bareback Creampie Guy Fucks Shemale cum in mouth
87%
Southern Hospitality Ch. 03
XtinaSmith2017 Ash looked himself over in his bedroom mirror critically, finding himself oddly self-conscious about his looks. He had been texting Laura all throughout the day and they had agreed that dressing pretty casual would draw the least suspicion, so he had. He wore a simple patterned ... Read full Story
Gwapo67 2022-05-16 5,085 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
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 full Story
jperrot 2022-08-09 5,320 Amateur Bareback Shemale Fucks Guy threesome Shemale and Girl domination Guy Fucks Shemale slave Ass to Mouth double anal webcams punishment
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 5,140 Amateur Creampie Shemale Fucks Guy Guy Fucks Shemale Mature Ass to Mouth cum in mouth
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 4,679 Stockings Crossdresser Amateur Group Sex threesome Big Cock domination Mature foursome Homemade cum in mouth shemale + shemale milfs
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 6,167 anal Cumshot Latina Bareback Creampie threesome Shemale and Girl Lola
100%
Bimbo Bombshell - Chapters 1-2-3
Bimbo Bombshell - Chapter One: Singled Out! Even though it was Friday, the bar wasn't particularly crowded that night. I never knew what hit me. This Gorgeous Blonde bombshell, starts flirting with me right a my table. I found myself wondering why this glamorous beauty, had chosen me. I was... Read full Story
Hardrock51Fifty 2024-06-23 6,794 Stockings Big Tits Shemale Fucks Guy Fetish Blowjob blonde domination Guy Fucks Shemale blonde shemale PDA Public Displays of Affection
100%
I was backstage giving blowjobs at a transsexual beauty pageant
I was backstage giving blowjobs at a transsexual beauty pageant I had this neighbor, who cross-dressers on weekends for a LGBT club. She invited me to an annual transsexual beauty pageant. Beautiful slutty shemales competing to be the official beauty queen for the club. She happens to be hosti... Read full Story
My Shemale Attraction 2024-08-07 4,097 Crossdresser Group Sex Big Tits Cumshot Blowjob blonde Big Cock Ebony gangbang domination pantyhose
97%
The Roommate
I’ve been rooming with Bob for two years now. He and I met about 5 years back, while we both worked at the grocery store to get through college. We were good friends from the moment we met. We had similar interests, were both outgoing, good looking, and hated working at the grocery store. ... Read full Story
shemale lover 2018-02-26 21,710 suck Creampie ass licking
100%
Birth of a New Sissy Part 3 Completion
I suppose at some level I knew it would happen. Or at least I should have. After nearly a month of servicing Jeff's cock and fucking myself silly on my dildo lover things took a turn. I came home from work a little early on a day Laura was off as well. When I got home she was out, but as soon ... Read full Story
shemale lover 2011-11-17 5,414 cum domination crossdressing
94%
My first shemale
This is the story of my first she male. I had always been curious about dicks. I had always been attracted to women and I loved to watch a woman get pounded by a big cock. But after awhile I realized that when I tried to imagine the porno, I always imagined myself in place of the girl. One day, when... Read full Story
shemale lover 2012-02-12 13,692 first time Creampie Shemale Fucks Guy
100%
Diary of a transsexual escort
Monday: I got up late today, close to lunch, but after last night’s exertions I badly needed my beauty sleep, a look in the mirror confirms that more sleep was needed, anyway I’ve got a day with the girls getting pampered and I cannot wait. I put on my sexy black stockings and susp... Read full Story
shemale lover 2012-04-03 3,080 Stockings anal sex Creampie oral sex
100%
Smooth Sensation
God I was glad to be home, a two-hour train nightmare. Every stop from Liverpool Street London on the 6pm slow train to the dreary little Essex village that was the only place I could afford to rent a studio flat. My only consolation was the bag of goodies I brought in my lunchtime and the anticipat... Read full Story
shemale lover 2012-04-08 3,487 anal Creampie oral transvestite skinny
100%
Explore the Inner Woman In You
I fancied the arse off a girl at school called Sharon. The problem was most of my year did. She was beautiful with long blonde hair, willowy legs, a butt to die for and stunning pert tits. She was way out of my league but quite amazingly we did get on and began to make slow but steady headway. My di... Read full Story
shemale lover 2012-05-06 3,644 first time anal sex Creampie crossdressing
100%
Daddy always wanted a little girl
I SAW my daddy and his friends fucking a tranny one night and the next night he had a poker party. SO I got some of the sexy clothes he had. MINI skirt black lacy crotchless bodySUIT heels, wig makeup, EVEN IN my wheelchair, I LOOK LIKE LIKE a whore. Toward the end of the night I rolled out to drive... Read full Story
shemale lover 2012-05-21 3,364 first time anal sex Creampie facial
85%
My Dominate Spanish Mistress Part One
Chapter 1: Should I even put this in chapters? I have always been somewhat of a sub. My previous girlfriends have never really inspired me to go any further than the regular sex acts, missionary and such. None of them have been shy about telling me about my sexual performance, they all seemed to sa... Read full Story
bruceclark 2012-07-28 4,572 Blowjob Big Cock facial domination
100%
Down the Path Part 5
I force myself to walk down the corridor and to the elevators. When the door opens there is an older couple in the elevator and I get on and move to the other back corner. The man's wife is standing a little in front of him and I see him look over at me briefly. Then he looks again, giving me the on... Read full Story
shemale lover 2012-09-17 5,593 Fetish cum oral domination
50%
Discovering Mistress Sarah's World Part 5
Chapter 13 Sinking Deeper Into The Feminine World *** Prologue - Joe has made a trip down south to visit for the first time, his online Mistress. Over the past few years she has slowly feminized him with the help of Miss May. Upon his arrival at Mistress Sarah's house, she puts his feminization i... Read full Story
shemale lover 2012-10-03 3,901 Group Sex oral fingering domination
100%
Alexis Chapter 2
When I open the front door to my house, I'm already hard. I'm going to be home alone for an entire night, and I have a lot of things planned. I toss my backpack and jacket onto the couch, and by the time I reach my room I already have my shirt off. I let my pants drop to the floor and pull off th... Read full Story
shemale lover 2012-10-06 4,899 Creampie transformation dildo Sex Toys crossdressing
100%
Why I’ll Never Go Sharking Again
Have you ever heard of "Sharking?" Until recently, I never had either, not until my roommate Jason told me about it. Jason and I go to the University of Maryland together, and share an off campus apartment about 15 minutes off campus. A typical Saturday for us is sitting around drinking... Read full Story
shemale lover 2012-11-04 6,765 tranny anal sex Creampie
75%
Fourth Slave
I had been to this particular establishment before. I knew very well what they did and the women here were nearly all abducted. I knew that. What had brought me here today or rather on this night, was the loss of my slave. I had sold her when I got bored with her. I had a particular taste in women t... Read full Story
shemale lover 2012-11-19 8,356 Stockings Fetish domination
100%
An Unexpected Surprise Part 1
Mark's search for 'local color' ended when he entered the neighborhood bar called simply Sam's. It was going on 7 pm as he sat at one of the small tables near the back of the establishment. He was hoping to see some women in pantyhose in a place like this. The hotel bar he had come from was filled w... Read full Story
shemale lover 2012-11-22 4,634 tranny Creampie oral sex
93%
I Am My Wife's Best Girlfriend
I was standing in our bedroom, my wife was on her way out the door. I was holding her slip up against my naked body. It felt very sensual. I pictured myself, for just a moment, as a real woman, with large breasts, big blonde hair, and smooth, hairless skin. I rubbed the fabric against me, sighing. S... Read full Story
shemale lover 2013-01-18 7,445 Crossdresser Cumshot Creampie Blowjob ass fucking
83%
MY FIRST TIME WITH A SHEMALE - 2
DEAR READERS I DON’T KNOW IF YOU LIKED MY FIRST STORY AS THERE WERE NO COMMENTS ........ !!! After we finished our late dinner in the very cosy position she whispered “wanna have some wine honey?” I replied “I’d love to”. She got up leaving me sitting on her bed and poured two large glass-full of... Read full Story
Lisawantsu7 2014-09-02 6,874 hardcore Creampie Big Cock ass fucking Shemale and Girl
94%
Renting out a room
When my wife suggested that we rent out the guest rooms above the garage to a college student it sounded like a good idea. It was very much like a small apartment, with a bedroom, bathroom, and small living room. No kitchen of course, but we could share ours and it seemed like a good way to make a l... Read full Story
Alic91lovesporn 2015-07-29 21,759 suck shemale jerking orgasm domination
90%
Lost Island
Bright light hit my eyes when I opened them after a long time. My mouth was full of sand, my toung dry and the taste of salt overwhelmed me. I was stranded. My boat sank in a terrible storm and my body was washed on this lonely beach of a tropical island. The sea was calm and there were almost no w... Read full Story
xgandalf 2016-05-04 6,612 sucking gangbang domination ass fuking Shemale on Guy
86%
La primera vez que me hicieron mujer
Desde mis mas lejanos recuerdos, siempre sentí la necesidad de lucir femenina...recuerdo que de niña me encerraba en el cuarto de mi mama y me probaba las medias panty y los tacones, sobre todo unas sandalias doradas que me encantaban...podía pasar horas en esa habitación imaginándome siendo toda un... Read full Story
maritza_tv 2023-04-28 10,980 anal Small Tits Crossdresser Amateur Bareback Creampie Big Cock Guy Fucks Shemale Interracial Mature cd sissy femboy
88%
Seattle Weekend
Saturday morning and such a beautiful day nice and cool morning I went for a run. I consider myself in fairly good shape for my age but I try and make it to the top of a hill in our neighborhood. I get winded fairly quickly. Coming down the hill I ran into a nice looking athletic girl, maybe 38 year... Read full Story
Jon Paul 2018-08-09 10,363 Big Tits Cumshot Bareback Creampie Blowjob Ladyboy Guy Fucks Shemale cum in mouth
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 full Story
cdilayda3434 2019-01-08 2,756 Small Tits Amateur Creampie Blowjob
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 12,301 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
75%
The Doctor’s Appointment (a very short BBC sissy hypno story)
Nurse Pip loved nothing more than being stretched wide by her black master. Her silly little white boi brain, so full of pink cotton candy, didn’t need to think as she rode the black god on the consulting room bed. She was dreaming of all the superior black cum she would soon be enjoying, when... Read full Story
SissyPip 2019-02-11 11,101 domination sissy bbc sissification hypno master hypnosis daddy
78%
A Little Girl Forever
Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... Read full Story
Mabel Cecilia 2019-05-06 8,412 Small Tits Crossdresser Amateur Cumshot Latina Masturbation Creampie Blowjob blonde Lingerie Shemale and Girl Guy Fucks Shemale Sex Toys Mature self sucking Solo Shemale cum in mouth double anal shemale + shemale
60%
The Greatest Liar, Date With The Devil
The Greatest Liar, Trans Erotica With A Purpose © Alexandra Rios 2019, all rights reserved Disclaimer This is a work of fiction. All characters (including the narrator), firms, business entities, organizations, teams, products, medical providers, medicines, governments, government officials, c... Read full Story
the greatest liar 2019-08-20 4,437 Big Tits Bareback Creampie Guy Fucks Shemale
100%
Sissy Slut Reunion
Rob had moved back to town and called me. He had just moved into his new place and he wanted me to come by and talk. I knew what he really wanted from the tone of his voice, because I wanted it too. He said he had been thinking and dreamed about me the whole time he was away. My spirits lifted and ... Read full Story
Regina10 2020-09-14 4,499 Crossdresser Big Tits Cumshot Bareback Creampie Fetish Big Cock Ebony Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
90%
Sissy Slut and Stepdads
Frank was pumping me hard and his huge cock seemed to have grown and become extra hard. I am so thrilled that way he enjoys fucking my ass with such passion. I would almost think he was in love with me if this relationship wasn't so bizarrey. It’s ironic that as a male I always get total humiliation... Read full Story
Regina10 2020-11-30 9,619 Crossdresser Bareback Creampie Fetish Blowjob blonde Big Cock Ladyboy Lingerie Guy Fucks Shemale Ass to Mouth double anal
83%
Epic weekend with stepbrother
Ok so me and step brother both graduated and where ready to celebrate we decided we are going to Vegas. We where both virgins so we couldn’t think of a better place to loose it. How where supposed to loose it was supposed to be a much different story. His was supposed to be like any young handsome ... Read full Story
Wet boy kitty 2021-01-29 4,686 Small Tits Crossdresser Amateur Masturbation Bareback Creampie blonde Lingerie cum in mouth
100%
TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
SpankydeBautumn 2021-02-26 2,872 Stockings Small Tits Crossdresser Cumshot Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
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 full Story
Jon Paul 2021-07-08 5,535 Big Tits Cumshot Bareback Creampie threesome Guy Fucks Shemale cum in mouth
90%
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 full Story
Cindy Sky 2021-07-20 7,573 Teen (18+) Small Tits Amateur Cumshot Outdoor Bareback Creampie Fetish Blowjob Asian Ladyboy Mature
100%
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 full Story
Jon Paul 2021-08-02 4,535 Group Sex Big Tits Cumshot Bareback Creampie Blowjob Big Cock Guy Fucks Shemale Ass to Mouth
100%
The Biology of Music - I fucked my trans substitute teacher
I was never strong in school. I wasn't very interested in what we were being taught, and the teachers liked me enough to not give me too hard a time about it. I attended an all boys school. It was actually quite a religious school which makes this story all the more surprising. I was in the middle c... Read full Story
terrifictim 2022-01-03 4,215 Creampie Guy Fucks Shemale feet licking first time with a tranny teacher student
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 5,535 Amateur Cumshot Latina Masturbation Bareback Creampie Shemale Fucks Guy Blowjob Ladyboy Guy Fucks Shemale cum in mouth
92%
Southern Hospitality Ch. 04
XtinaSmith2017 Ash awoke feeling cold, he pursed his lips a little and shivered, curling up a little tighter, nude as he was, the action brought little relief from the cool air. He let out a soft murr of discomfort as his mind shook off the cobwebs of lingering dreams, he could see light throug... Read full Story
Gwapo67 2022-05-16 7,097 Big Tits Bareback Creampie Shemale Fucks Guy Blowjob Mature cum in mouth
100%
mein erstes mal
Nur ein paar Häuser weiter wohnte Bernhard, 56 Jahre alt, hatte einen kleinen Bauch, sonst aber sehr gepflegt. Seit 3 Jahren war er geschieden und lebte nun alleine. Schon seit einiger Zeit besuchte ich ihn regelmäßig, um in seinem Pool zu schwimmen, um ihm manchmal im Garten auszuhelfen oder einfac... Read full Story
trans_sabine 2022-10-03 3,846 first time Stockings Teen (18+) Small Tits Crossdresser Amateur Bareback Creampie Lingerie Guy Fucks Shemale schwanzmädchen
100%
First Time I Experienced Eating a Tgirl Out
So this is likely going to seem tabboo for some and if this is not your thing, I respect that but everyone is different. Eating pussy came natural to me like it does for most guys once they start having sex with girls. Other than one time 69ing with a female and having what I would call "incidental ... Read full Story
AllenB 2022-10-21 5,498 Amateur Big Tits Cumshot Latina Creampie Fetish Blowjob rimming Homemade cum in mouth latina ts
100%
She lied ........ Part 1
I had walked into this bar on Castro St. in San Francisco, not realizing that it was a place for transsexuals. I chatted up with this super sexy bartender dressed in all lime green. We made small talk & she invited me up to her place after work. Being that she lived only 4 blocks away & it was a... Read full Story
Curious_billy 2023-04-14 6,978 Amateur Big Tits Cumshot Blowjob Big Cock domination Homemade
50%
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 full Story
hippocampus_171 2023-04-23 1,282 anal Small Tits Amateur Creampie Blowjob Mature small cock big ass feminization cum in mouth gaycd virile
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 4,395 anal Bareback Creampie Ebony Guy Fucks Shemale post-op celebrity post op sex
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 2024-09-03 306 anal Small Tits Amateur Cumshot Outdoor Bareback Creampie Blowjob blonde Big Cock Ladyboy pov Ass to Mouth
50%
Feriengruss 18.07.24
Um ähnliches, wie im folgenden Bericht, mit mir zu erleben, ist es notwendig, dass man sich sehr gut kennt. Alle Handlungen sind miteinander abgesprochen und es ist beidseitig ein tiefes Vertrauen vorhanden. Nicht nur, dass mir nichts passiert, auch dass ich meine Grenzen während des Spiels klar kom... Read full Story
Cheryl_F 2024-09-03 327 anal Small Tits Amateur Cumshot Bareback Creampie Fetish blonde Big Cock Ladyboy Shemale and Girl Sex Toys small cock
50%
eromène contre vieille pétasse
Une eromène baise une vieille pétasse Lorsque je levai la tête pour découvrir à qui appartenaient ces mains de mannequin qui me servaient, j'ai été surpris de tomber sur un girly-boy. "Autre chose" sourit-t-il/elle en traînant ses longs doigts vernis incolores sur la nappe. Je n'ai pas pu m'... Read full Story
hippocampus_171 2024-11-09 58 anal Small Tits Amateur Creampie Sex Toys Mature small cock big ass sissy femboy Ass to Mouth cum in mouth teen (18+)
66%
Charisma & Tiffany Part 4
While bathing her in the shower stall, before pissing on her and making her drink the warm, golden beverage she’d poured from her bladder, Charisma had planned to fuck Tiffany in the ass with the aluminum Little League baseball bat she’d brought into the shower stall with her for that ve... Read full Story
shemale lover 2011-09-02 3,338 shemale domination
62%
Man Is Humiliated By Escort
I am a very adventurous, open minded married guy. I am 6'2", 150lbs and I have a 5" cock. My wife (Mary) is great but she is very straight laced and doesn't like to have sex but twice a year so I decided to look elsewhere to fulfill a few fantasies. I am sure my size and stamina have a lot... Read full Story
shemale lover 2011-09-30 7,456 sucking Big Cock cum domination
100%
An unexpected kiss under the rain
Army Bear left that morning leaving me horny as hell. I couldn't go back to bed without playing with myself for a while. I opened my Pandora box and I took out my 9 inches, big dildo. I played with it for a few long minutes, burying it all deep in me thinking of him. Doing a few hits of poppers, I f... Read full Story
HotVersatileTs 2011-10-05 4,963 sucking domination foreplay cd
66%
The House of Lesslie
I. The mansion hadn't changed, not all that much, from how I remembered it. If at all, it had aged gracefully, as only English mansions can ¬ a massive Edwardian building that had served Lords and Ladies, had housed masters and servants for centuries. Around it, at a respectful distance, w... Read full Story
shemale lover 2011-10-14 5,871 pissing domination Latex