Sort by
Relevancy

Free Stories

100%
The Girl Next Door Ch. 03 by derezzed ©
Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Alexis's arm casu... Read full Story
StevelovesTgirls 2019-06-11 18,348 Amateur Shemale Fucks Guy Fetish threesome Blowjob domination Guy Fucks Shemale Ass to Mouth shemale + shemale
42%
First time with a Shemale
I have been curious about shemale's/tranny's for a while now. I finally met one in my small hometown I live in. She was ebony and had beautiful big fake breast and she was so Hot 🔥🔥🔥 and beautiful. We went to her place and she sucked my dick so fucking good and let me beat out her right ass twi... Read full Story
TrannyWarrior 2023-08-30 6,507 first time Fetish Ebony femboy ebony shemale Sexy black trannny
82%
Fetish Club With Shemales
The smell of rubber and latex and the combination of the strobe lighting was overpowering, the techno sound of the club just added to the already intoxicated atmosphere of the place. The club was a frenzy of half naked, latexed, rubberised bodies covered in sweat dancing to the frenzied sound of tec... Read full Story
tgirlloverme 2014-02-19 9,218 Ebony orgy
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 9,698 Latina Fetish Big Cock Guy Fucks Shemale Interracial rimming Homemade Ass to Mouth Banana ass eating
50%
The Zodiac Coins: Libra
2400 YEARS AGO... He was a humble shepherd. It was night and the flocks were sleeping. As he gazed at the stars, he saw a shooting star. He knew it was a portent of some kind, but was not mystic enough to know what. A little while later he saw another shooting star and guessed that wha... Read full Story
shemale lover 2011-10-18 4,521 Group Sex Masturbation shemale oral
94%
Flight cancelled
I was on my way back from a long business trip to Chattanooga, Tennessee and deciding to hit the airport bar during my layover. As I walked up to the bar I noticed there was only one seat open. I took it. I ordered my favorite drink, an old fashioned neat with makers mark. As I sat there waiting for... Read full Story
Jsmithsub 2019-10-31 24,134 big dick Group Sex Bareback Shemale Fucks Guy Fetish Blowjob Big Cock pissing Ebony domination cum in mouth monster cock gang bang
100%
College project surprise
So this story happened while I was still in college and remains without doubt, the craziest, most exciting experience of my life. So I the story begins one day when I walking to class. I went to a big university so my walk was quite long, and the first 1/3 was just through off our campus housin... Read full Story
Jsmithsub 2020-09-16 20,691 Group Sex Bareback Shemale Fucks Guy Fetish threesome Big Cock Ebony domination Ass to Mouth cum in mouth
92%
First Time I tasted Tgirl Sperm
I met a Mexican Trans girl online from Hermosillo and we hit it off and corresponded for a a few months. The vibe was good and ended up deciding that I would help her pay the $140 bucks for her 6-month tourist visa to come up and visit..the process took forever but once she got it, I booked her a pl... Read full Story
AllenB 2022-08-09 8,473 Crossdresser Amateur Cumshot Latina Bareback Creampie Shemale Fucks Guy Fetish Blowjob Interracial Homemade cum in mouth
100%
Special Shemale Fun
Everyone in the hallway jumped slightly, turned and quickly looked at the tall girl near the sound of the slamming locker. Satisfied that there was no crisis at hand, the kids at the school mostly went about their business. Of course, there were the few admirers that glanced at the girl at the locke... Read full Story
shemale lover 2012-02-06 5,050 sucking shemale massage
87%
Girl from Uncle
Tonight, I have to tell it all. It’s no secret that my uncle and I had a very special bond he had been eyeing me with those adventurous eyes from the time that I was 14 years old. And frankly I enjoy his ogling. I could feel my nipples get so hard when he looked through me with those alert and spark... Read full Story
Regina10 2024-02-14 4,612 anal Crossdresser Big Tits Bareback Blowjob Big Cock Ebony Lingerie Guy Fucks Shemale big ass femboy Ass to Mouth cum in mouth
78%
First Time Having Sex With A Shemale
Ok let's begin so I was walking down the street going to the store one day I saw a woman and her daughter moving into a house they had some heavy boxes that they need help with. At first I thought she was white girl but when I got closer to them they we're Asian becuase i only saw the back and they ... Read full Story
bigtranslover 2011-05-21 14,792 first time shemales interracial sex
82%
My shemale weekend
I arrived at Chandra's apartment about 2pm. She greeted me at the door wearing a pair of short gym shorts and a tube top. She kissed me and let me in. My cock grew hard immediately and all I did was walked into the apartment. Chandra led me into the livingroom whenre her roommate Jizelle was sitting... Read full Story
shemale lover 2015-09-05 9,308 shemales Group Sex interracial sex
100%
A Fetish Doll For Mommy
There is a very old saying," Be careful what you wish for because you might just get it." My fathers name had been James Bradley. He had been a CEO of a top Wall Street investment firm. My father didn't climb to the top by being a good guy. He was a total prick who would stab anyone he had... Read full Story
shemale lover 2011-11-13 11,493 Fetish crossdressing erotic encounters
100%
I was Teen Shemale for the US Army
Chapter 1 Reform School Romance! I couldn't believe that all I got from my uncle Bill when he died after all he said to me about my being his favorite grand nephew was an old diary from World War II. I mean I thought we got along pretty darn good, and its not like he had any money or anyth... Read full Story
shemale lover 2012-10-22 4,135 shemales gay male Interracial
82%
1 st time
I was a student, I had a nice girl. I went out for a night on my own in Amsterdam. In a bar at de Nieuwmarkt I noticed a black woman on the bar and sat next to her. During the conversation I noticed there was something about her, and I knew what. Which set me on fire. I had sucked a friend's cock t... Read full Story
thunderbomber 2013-07-22 6,634 oral sex Interracial shemale sex
54%
Shemale transformed in to a living sex doll and kept captive
I had connected with Master X on a BDSM Fetish contact site. He was the owner of a fetish store and he said that he had been on the BDSM for several years. He had carefully studied my own profile and had seen that I had an immense interest in being used like a slut, being covered head to toe in ... Read full Story
__tiffanylondontv__ 2014-09-30 8,006 ass Fetish bdsm domination bondage
100%
How I sucked my first shemale cock
It was the beginning of the year 2023, in January, three days after New Year's Eve. I was driving home in the morning from a party 100 miles away from my hometown. On the highway, after going half the distance, I received a notification from my dating app, and I was like, "Oh, a new match", I'll che... Read full Story
cock&heels69 2023-05-25 8,383 Stockings cock Masturbation sucking Blowjob shemale orgasm oral sex porn high heels cum shot first experience
75%
Heather in Leather
Dan walked into his video rental store and headed to the back section. As he moved past the curtain, he saw a good looking woman was also looking for some porn. It wasn't very often that he saw females in here, and he felt slightly uncomfortable. Starting on the opposite end of the XXX video shel... Read full Story
shemale lover 2011-11-03 4,119 Big Tits Fetish shemale
100%
Foot fetish with a twist
I immigrated to the Green Bay area after I graduated College with a BA in Finance. A discipline that keeps you to yourself and you spend your day crunching numbers and write reports. I’m a very feminine woman, I love wearing lingerie and nylons, any type of nylons (pantyhose, thigh high, etc.) Aft... Read full Story
Stephanie_logan 2019-06-28 4,872 Stockings Lingerie Guy Fucks Shemale
38%
From Gloryhole Peegasm to Shemale
I was in a porn video booth. I young guy stepped into the next one. I was already jerking my small dick, but he didn't even pull his pants down. He asked me if I wanted my dick sucked. Actually I think he said something like, "hey, let me suck your dick." Recently I had let some weird, ... Read full Story
shemale lover 2011-08-18 16,296 asshole shemale jerking off
100%
Blossoming Shemale
My name was James. It was, before everything that happened, anyway. I'd come from pretty good stock, as the snooty, upper class would likely say. I guess I still did, although it would take a DNA test to prove it now, and to be honest, I didn't really have the desire. That was all before. I have to ... Read full Story
shemale lover 2012-08-01 4,834 Cumshot shemale Big Cock oral sex
50%
A Fantasy - Part 3
Sharon put her cell phone back into her purse, turned to Paula and I and said "I'll be right back, with the Chinese food!", gave us a wink and took out her wallet, grabbed some money and then went off to get our dinner. Paula was sitting on the floor, she leaned back on her left elbow and started... Read full Story
swollenrooster 2023-09-20 5,027 Group Sex Cumshot Shemale Fucks Guy Fetish gangbang Shemale and Girl Guy Fucks Shemale shemale fucks shemale cum in mouth shemale fucks female
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 32,781 Teen (18+) Crossdresser Cumshot Masturbation Bareback Shemale Fucks Guy Fetish Blowjob Big Cock Ladyboy Lingerie domination Homemade Compilation cum in mouth shemale + shemale
100%
Sissy Femboy Chrissy in Drag at the Club
"Can you wear a dress tonight?" "I can't crossdress in public, I'm not 'out' and don't want to be seen that way." "That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in." "Cool, but I'll have to change when we get there." "Awesome! See you tonight!... Read full Story
Chrissy Tunnell 2022-02-03 4,773 Crossdresser Amateur Bareback Shemale Fucks Guy Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature Homemade cum in mouth
100%
My Sugar Daddy Fucked My Girlfriend...And I Joined In
I am a shaved-smooth, boyish bisexual male slut. At 43, I still look and feel young, and I enjoy the feel of and attention from older men, the older the better, 55 and up, with gray hair, wrinkles, and very hairy chests and bods. My Daddy, a 70-year-old White man that fits this description, "owns" m... Read full Story
Chrissy Tunnell 2022-04-12 2,523 Crossdresser Amateur Shemale Fucks Guy Fetish Blowjob Ladyboy Shemale and Girl Guy Fucks Shemale Mature cum in mouth double anal
100%
My Sugar Daddy Spanked Me & My Girlfriend (I screwed up again)
In my last fantasy article I explained how my Sugar Daddy allows me to date girls since I am bisexual and attracted to them too, but they, and in fact anyone, are not allowed to touch me intimately without explicit permission from my Daddy. Anytime a girl wants to touch me: kiss, hold hands, put her... Read full Story
Chrissy Tunnell 2022-04-12 2,082 Crossdresser Amateur Big Tits Shemale Fucks Guy Fetish threesome Blowjob Big Cock Ladyboy Shemale and Girl Guy Fucks Shemale cum in mouth
100%
Tight Spot
XtinaSmith2017 Cody bit his lip as he looked over towards the shop, a little anxious about their planned endeavor but not wanting to come off as uncool to his friends, "Are you sure this is a good idea?" he asked. His friends grinned and laughed, playfully nudging him as they made their way ... Read full Story
Gwapo67 2022-07-22 5,634 Big Tits Bareback Creampie Shemale Fucks Guy Fetish Blowjob Big Cock Lingerie domination cum in mouth
100%
ENFERMÉ HORS DE L'APPARTEM ⚧️ ⚧️
Je m'appelle Layton McGuire. Quand j'avais 22 ans, je vivais à New York et je partageais un très petit appartement à loyer contrôlé à Greenwich Village avec deux autres colocataires pendant que nous fréquentions le City College (qui est un vrai collège, pas seulement un nom générique, cherch... Read full Story
Femboy 2021 2023-03-20 646 Shemale Fucks Guy Fetish Blowjob domination Futanari cum in mouth
100%
Bimbo Bombshell
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 2024-04-07 2,710 Stockings Big Tits Shemale Fucks Guy Fetish Blowjob blonde domination Guy Fucks Shemale blonde shemale PDA Public Displays of Affection
88%
Purple Kiss, part 1
It happened during a week long trip for work. By the third night in a strange city I had grown tired of the hotel bar and broke away from my work colleagues for change of scenery. I told my coworkers that I was going to bed then quickly made my escape. The night was warm so I decided to take my o... Read full Story
Transadmirer 2016-01-02 9,914 Creampie Shemale Fucks Guy Fetish cum domination gangbang sex
97%
Purple Kiss, part 3
Continued... As I reached out for Tiffany's hand, she snagged the towel I had wrapped around my waist and threw it to the floor, “no need for that, cumslut.” The group of women surrounding the doorway applauded once again then dispersed. Most of the women headed downstairs, but Janet, Kimb... Read full Story
Transadmirer 2016-01-15 7,022 Shemale Fucks Guy Fetish Blowjob cum gangbang domination
83%
Imagination 1
I imagine a going on a date with a hot girl and not knowing she has a dick. However, the minute we're in the hotel room that I rented, she places her right heel on the bed and I see her long slimy cock dangling. Man I get super rock hard while I get naked and on my knees and start sucking it. Non-st... Read full Story
Chickzdigmeyup 2019-05-27 3,606 Shemale Fucks Guy Fetish domination
100%
Decisions, decisions.
So if you have read my stuff I’ve posted before I was with a tranny named Nicole for awhile but she left for work last year so after she left I actually started dating normal again went back to girls but never forgot her. I’ve hid the dildo and all my secrets from my current girlfriend for almost a ... Read full Story
Duke04 2019-07-25 7,668 Shemale Fucks Guy Fetish Blowjob Big Cock cum in mouth
92%
The trip
I was at work and they decided that some of us had to go to Florida to work on some problems so I was picked. I went home and packed and made sure to pack some of my sissy outfits also because I would be in a hotel for 7 days and have the room to myself it was perfect. The next morning me and the ot... Read full Story
crossdresser55 2019-09-18 12,066 Stockings Crossdresser Shemale Fucks Guy Fetish Sex Toys
54%
My lifes story, which I want to share it with world!
Since my childhood very beginning every time when I see female to which I am attracted to, I imagine how I would go down on her, I just love to do enjoying it for hours. I am obsessed with cunnilingus and I do it with passion!... and then this happened... I'm still writing my full movie scene abo... Read full Story
Sanitaladyboy 2020-09-02 3,578 Stockings Crossdresser Amateur Group Sex Shemale Fucks Guy Fetish threesome Big Cock Ladyboy Lingerie domination Sex Toys
50%
NOUER UN AVENTURIER ⚧️
"Des rochers. Je savais que ce serait des rochers, ils se faufilent toujours sur vous." Vance siffla en levant les yeux vers la masse de débris qui tombaient maintenant vers lui alors qu'il se tenait debout et regardait avec défi l'énorme quantité de terre qui s'effondrait comme un véritable héros !... Read full Story
Femboy 2021 2023-02-17 648 Cumshot Shemale Fucks Guy Fetish Blowjob Big Cock Futanari cum in mouth
50%
REVENDIQUÉ PAR UN FUTA GENIE ⚧️ ⚧️
Tim est entré dans la pièce de devant de la maison de son ami et a appuyé plusieurs fois sur l'interrupteur. "Hey Harley, ta lumière est éteinte", a-t-il crié dans les escaliers. "Ouais, c'est capricieux, je pense que tout cet endroit a besoin d'être recâblé. Il y a une de ces lampes sur la table... Read full Story
Femboy 2021 2023-02-17 701 Shemale Fucks Guy Fetish Blowjob Big Cock domination Futanari cum in mouth
50%
SÉDUIT PAR UNE FUTAMILF ⚧️ ⚧️
Le premier jour du reste de la vie de Christopher Matthey, la matinée de Chris a commencé comme d'habitude. Le nettoyage de la vaisselle du repas de la veille était laissé à son père Alec qui ronflait, non pas dans sa chambre, mais sur le canapé où il s'était endormi en regardant la télé. Ch... Read full Story
Femboy 2021 2023-03-21 582 Shemale Fucks Guy Fetish Blowjob Big Cock Futanari cum in mouth
93%
MILF Alessia Travestita finds a bottom boy
I was several days into a cruise to New Zealand and Australia with my wife. This morning my wife went on an excursion that I had no interest in, so I had the cabin to myself. I hadn't had any sex with my wife in the last 3 days due to the activities such as the various jaunts to Auckland and the sur... Read full Story
darrell 2023-08-13 5,929 anal Cumshot Shemale Fucks Guy Fetish blonde Big Cock domination Mature deep throat cum in mouth sandals
100%
MILF Alessia Travestita finds a bottom boy pt 2
Several days ago, Alessia a beautiful Transsexual with a huge cock seduced Stan on their cruise ship. He willingly and enthusiastically sucked her cock and gave her his ass. She brutally throat fucked his mouth before pounding his ass. They spent over two hours together until they were interrupted b... Read full Story
darrell 2023-08-13 5,766 anal Shemale Fucks Guy Fetish Blowjob blonde Big Cock domination Mature deep throat cum in mouth sandals toe sucking
100%
Lorijo on Becoming a Girl
Some years ago, and not that many, I stood naked before a mirror and imagined myself as a girl. Of course seeing a large sack of testicles with penis protruding jolted my dream back to reality. Nevertheless, I felt a strong urge to dress the part and play girl. Every day I returned home to the priva... Read full Story
shemale lover 2012-01-28 3,290 Crossdresser Fetish blonde
100%
Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
shemale lover 2013-07-18 8,295 anal sex Ebony oral sex Interracial kissing
100%
Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
shemale lover 2012-05-07 4,759 shemale Big Cock oral sex cum licking
66%
Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
shemale lover 2011-11-14 6,616 Big Cock Ebony transsexual
100%
Black Transsexual Submission
My name is Theodore Morrison Guillot and I'm a six-foot-three, broad-shouldered and strongly built, good-looking black man living in the west side of the town of Brockton, Massachusetts. I am happily married to a lovely black woman named Hera Jackson Guillot. She's fine as hell. Standing exactly six... Read full Story
shemale lover 2012-07-14 4,960 anal shemale Ebony oral domination
94%
Penitentiary Pussy-Butt Boy
Hi: My name is Bobbie. Would you like me to tell you how I became a Penitentiary Pussy-Butt-Boy? Well, it all started with a robbery gone wrong. I wasn’t even in the bank when the guard got shot and I still got almost as much time as the others. So, not long after the trial I was sent to the sta... Read full Story
NaughtyBobbie 2014-04-11 14,862 hardcore suck Big Cock Interracial crossdressing
100%
New Orleans TS dream come true..
In was on New Orleans running water for the victims of Katrina in 2005. I went down to Bourbon St several times an one night I walked into adult fetish store and as I was looking around there was what appeared to be a very beautiful black woman bending over with a very short skirt on. I was admirin... Read full Story
jim3801 2018-09-11 10,428 Group Sex Bareback Shemale Fucks Guy threesome Big Cock Ebony Guy Fucks Shemale Interracial Ass to Mouth cum in mouth
100%
My Fantasy Story
My first time, Sissy Cuckold for BBC After ten years of marriage, my wife and I wanted more. First we went to some strip clubs together. One night one of the girls my wife liked told us about a swingers club. So we gave it a try. Best decision we'd ever made. We went, at first just wallflowers, ... Read full Story
Mikky666 2020-10-09 9,556 blonde Big Cock Interracial Ass to Mouth
100%
My desire continues after Greg's departure
After Greg,my first black lover,moved away,I THOUGHT that my "experiment" was a passing one. Was I ever wrong. I'd be in bed holding the recent centerfold up with one hand and my other stroking away,yet,when orgasm neared,my thoughts invariably turned to Greg and specifically,his big bl... Read full Story
shemale lover 2014-07-13 3,943 shemales interracial sex Fetish
81%
Made me a slut
I spent my time online since I was 18 watching tranny porn and crossdresser porn I really enjoy a mix of both especially with a big black cock in between I found a movie with a ebony tranny with a big cock and a white sissy gurl with a nice sized cock also... They got dolled up together and all of a... Read full Story
shemale lover 2012-01-05 6,742 shemales Group Sex interracial sex
100%
Property To Be Pimped
It had been weeks since I'd brought to light my idea of my wife, Suzie, strapping on a big dildo and taking me dressed as Desiree, the Hot to Trot Transvestite. While at first she teased me with possible participation, it never came to be, despite me bringing it up on several occasions. She really d... Read full Story
shemale lover 2013-01-17 7,017 Stockings Crossdresser sucking dildo Interracial
0%
Lady Denisa's Gang Banged
The young black youth aged eighteen was lying on the bed while I mounted him for the third time that day. I used his cock and muscular body shamefully to bring myself off with no thought for his pleasure. Kenny was my toy boy, an aircraftsman from the base my husband commanded when he wasn't away on... Read full Story
shemale lover 2011-11-22 4,255 shemale oral orgasm
57%
Amsterdam shemales
This was a few years ago I decided to go to Amsterdam and see if I was gay . Booked A weekend and went drinking,went around the the red light district see what girls and others were around. Went to this beautiful brunnett girl from Bulgaria with big tits, she started sucking me off but I could not ... Read full Story
Saoirse1973 2017-06-28 16,585 Shemale Fucks Guy Blowjob Ebony Interracial
94%
Crossing lines
It had always been a fantasy of mine. I have very feminine features and long natural straight brown hair. Which recently I had shortened to chin length. I have been dressing in womens clothing now for many months and had decided that this was the night in which I get made up totally and head ou... Read full Story
Zöe from Kingston 2019-02-04 10,908 Stockings Crossdresser Cumshot Outdoor Bareback Shemale Fucks Guy Blowjob Big Cock Ebony Guy Fucks Shemale Interracial
86%
Alex’s Bottom Slut
So when I was younger, I worked at a pizza place as a delivery guy. It was a pretty boring job for the most part but that all changed one night. I got a delivery to just outside of our range but decided to take it anyways because we were slow. When I got there a very tall and muscular black woman in... Read full Story
Jsmithsub 2019-11-18 56,141 Group Sex Cumshot Shemale Fucks Guy Blowjob Big Cock Ebony gangbang domination Interracial Ass to Mouth cum in mouth
84%
My Black Transsexual Goddess
Another day in the City of Ottawa, Ontario. Gosh I am bored. I walk through the corridors of the Carleton University library, yawning and stretching at the prospect of an all-nighter because my take-home midterm is due in the morning. As I make my way to my usual spot on the second floor, a wide-eye... Read full Story
shemale lover 2013-02-21 8,117 hardcore sucking Guy Fucks Shemale Interracial bbw