Sort by
Relevancy

Free Stories

100%
An Unexpected Surprise
When I walked into the bar, I didn't notice her at first; I sat in a booth in a dark corner and ordered a drink from the waitress. The waitress returned with my drink, and when I went to pay her for it, she said it had already been taken care of by the blonde at the end of the bar. I looked, and ... Read full Story
shemale lover 2012-11-21 9,663 Fetish orgasm
71%
My Asian fetish
I have a ongoing fetish and desire to dominate and have as my wife a petite asian sub t girl. I meet her online and fly her here and in the car she reaches over and pulls out my stiff cock. She coooes as she strokes my shaft and tells me how it is just the right size and thickness. She sucks me slow... Read full Story
shemale lover 2012-08-25 3,550 anal sex Cumshot Fetish Asian oral sex
100%
Just a Dream
Ok – now here is the deal – in no way is what you are about to read a real story. It was only just a dream – going to put this down as fast and best I can remember it all before I forget. I walked into the packed sports bar wearing my U of State T-shirt. Not a seat to be found &... Read full Story
shemale lover 2012-10-07 2,363 first time Cumshot oral
90%
What Just Happened? Chapter 4
Chapter 04 -- I am no longer in control I looked at Beth and so did the pizza guy. The delivery guy started a discussion by saying, I do not want to offend you girls, but you are both very attractive and I see one of you has panties on because I can see them. So the other panties on the floor mus... Read full Story
shemale lover 2012-12-16 3,584 Cumshot sucking Fetish deepthroating kissing cd
80%
intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
Regina10 2022-05-13 5,759 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
0%
Latex succubus
The lights of the city obscured the supposedly brilliant starlight in the night sky, leaving only dim and scattered scattered stars adorning the gloomy night sky half-covered by dark clouds, and the crescent-like crescent moon guarding it in the distance makes the night seem less empty Lonely. Mayb... Read full Story
Alicexiao 2023-01-06 4,046 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale high heel boots
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 4,491 Cumshot Outdoor Creampie Fetish Blowjob Big Cock Ebony Guy Fucks Shemale public bbc massive
85%
50 Shades of A Bookseller
So, I finally got a "proper" job and managed to move out of my parent's house. It was a damn good job too, as my crossdressing was becoming increasingly difficult to keep secret. Numerous times my Mum would try to talk to me through my bedroom door, whilst also slowly creeping it open to ... Read full Story
shemale lover 2012-08-14 3,793 Cumshot Fetish oral sex crossdressing
100%
Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
darrell 2022-01-03 4,075 Group Sex Big Tits Cumshot Bareback Fetish Blowjob Big Cock Asian Ladyboy Sex Toys Mature cum in mouth shemale + shemale
100%
Shemale Fantasy - Suck Fest
This story is completely fictional - in fact it is a fantasy of mine that I will describe in great detail, contact details are at the bottom if you want to make this a reality! I arrive at your house on the evening. You let me in and show me to the spare bedroom. I walk in and close the door behi... Read full Story
shemale lover 2011-09-13 5,080 Cumshot jerking off pantyhose
100%
Fantasy to Reality
I faded in and out of consciousness. My body was numb and I waded through a sea of words and images that filled my mind, struggling to focus on anything specific. Slowly I began to wake but my eyes did not open and my body remained numb. I searched for my memory, I knew it was there but I couldn'... Read full Story
shemale lover 2012-07-02 3,991 Cumshot Fetish deepthroating crossdressing
97%
Shemale fucks guy - My gf fucks my slutty ass.
I have a shemale girlfriend & we both are in a relationship. One day, I decide to give her a visit. I'm 5'7 guy & she's 6 feet. That makes her tall & intimidating & whenever we meet, it's me who become her gf. I visit her, she takes me in. SHe pulls me towards her while giving me a deep kiss. I ... Read full Story
glodobox 2020-12-04 21,734 Amateur Creampie Shemale Fucks Guy Fetish Blowjob Big Cock Ladyboy Homemade cum in mouth
76%
Porn Princess
They say if you are going on a journey of revenge, to dig 2 graves, one for your enemy and one for yourself. I thought I understood the meaning of that saying, but never so much as right now. My name is Dan, and at the age of 21, I had been working for nearly 2 years as a production manager for ... Read full Story
shemale lover 2012-09-02 23,732 Cumshot Blowjob fuck fingering big boobs
50%
A Trilogy of Trannie Tales
Terri and I had been having phone sex with each other on a telephone chat system for several days. We agreed to meet and go to my favorite park one day at around sundown, when most others would be leaving the park. Our intent was to flirt with and fondle each other around the other people, and then ... Read full Story
shemale lover 2012-07-11 3,403 Cumshot Fetish shemale oral sex
100%
The Making of A Sissy Part 3
Before the audience at Aunt Jane’s house, Bella cowered before the man, who gently put his hand behind her head and pressed against her soft hair as he coaxed the sweet pale complexion of her pretty face and pink lips toward his stiff and excited member. The man so wanted to slap Bella’s... Read full Story
shemale lover 2012-05-16 4,285 anal Cumshot Fetish domination sissy
100%
First time
I was the only boy in my family. Tall, slender, and somewhat effeminate. Many said I looked like my mother, who I adored. As a youngster, I longed to dress like my sisters, who wore such pretty things. One day, when I was alone, I snuck into my sister's room and admired all of her pretty things. On ... Read full Story
shemale lover 2012-05-31 3,725 first time Cumshot Fetish doggy style crossdressing
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 4,808 Cumshot shemale Big Cock oral sex
100%
One Special Night
Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties unti... Read full Story
shemale lover 2012-09-02 4,230 Stockings Cumshot Masturbation Fetish Blowjob
100%
Birthday Present
Chapter 1 "What would you like for your birthday?" my wife asked. "An unforgettable sex session" I answered, jesting. "Is that right? Well, we'll see" came the reply. I forgot all about the exchange and nothing else was said about my birthday. The day arrive... Read full Story
shemale lover 2012-06-16 13,929 Cumshot Fetish orgasm oral sex
73%
Nightclub Cum Slut
After splitting with my first boyfriend I went through a period of time I call my slut phase. I explored my sexuality in a massive way and did as much cock ass and pussy as I could. I thought that after I had been in a few relationships that my slut phase was over. I still had the odd one night stan... Read full Story
shemale lover 2013-01-10 7,007 Cumshot sucking ass fucking Guy Fucks Shemale ass fingering
100%
I fucked the hotel handy man and he had a monster cock
I was on vacation in a new town and decided to stay at this new hotel. I heard it was the best and the location was close to some sites I wanted to explore. I enjoyed my stay there, especially one evening when my air conditioner stopped working, and the hotel guy came to fix it. He looked so hot tha... Read full Story
Madison Heights 2023-09-05 6,415 anal ass Big Tits Cumshot Bareback Creampie Fetish Uniform piss Ass to Mouth cum in mouth monster cock watersports
100%
Sunrise Motel
There's a Motel we know of, my group of friends, kind of secluded, off the main roads; very quiet and somewhere a guy or a girl could appear and disappear with the least of fuss. That's why we chose it. Here's how it works. Our group is an Internet-made friendship, like minded souls who chat abou... Read full Story
shemale lover 2012-09-18 3,933 Cumshot fingering oral sex massage
100%
Fringe Benefits
Shawn showed his employee badge to the TSA agent and was waved through to the metal detector. He quickly slid off the lanyard placing it into small bin to take a ride down the conveyor belt. Once he was fully cleared, he collected his belongings and headed away from the security checkpoint to the Of... Read full Story
shemale lover 2012-10-20 3,451 anal Cumshot Fetish oral sex sissy
100%
Karen, My School Teacher Part 4
Meeting my other teacher By FoxyHosed Next morning as I woke up, I jumped in my clothes and got myself a coffee, and went to school. I got in 15 minutes early because I didn't want to run into Karen. As I entered the door to the school, I saw some of my classmates. I thought the coast was clea... Read full Story
FoxyHosed 2021-02-17 7,561 Crossdresser Cumshot Masturbation Fetish Blowjob Big Cock redhead pantyhose feet toes legs cock ass pantyhose legs
100%
Girly
It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. ... Read full Story
shemale lover 2012-09-11 4,232 Small Tits Cumshot fingering oral sex rimming foot fetish
100%
An Invitation
"Oh come on,Sarah. There has to be a way." An innocuous enough statement, but that's how it all started. I'd just received an invite to Cressida's annual Christmas party which, maybe not on the Hollywood A list, was within the cognoscenti an occasion not to be missed. The soirees of ... Read full Story
shemale lover 2012-11-16 4,423 Fetish oral sissy
87%
Encounter with a dominant shemale
One night I was feeling really horny. I just came back from the gym and I wanted to release and relax. I then began my search for some fun on the personal ads section. I have always been into shemales especially verse aggressive ones. I found this one particular post about Asian bottoms. I was c... Read full Story
SecretAznMan 2013-06-28 47,620 Cumshot Shemale Fucks Guy Big Cock Lingerie ass fucking ass licking big boobs
58%
The dentist assistant
She was so desireable the first time I met her, I had to come back again. It all started when I changed dentist, and first met, shannon. So steamy, hot fire red hair, and green eyes, with that tight nurse skirt and white stockings, and opened toed high heels with hot pink finger and toe nail polish.... Read full Story
shemale lover 2013-07-17 4,941 Stockings Fetish oral sex doctor
85%
A Summer Storm
The storm had caught us completely by surprise; we hadn't noticed the darkening clouds on the distant horizon as we lay in the late afternoon sun, talking about how our lives had changed since we last saw each other, nearly eight years ago. We had been best mates since primary school, doing everythi... Read full Story
shemale lover 2012-07-05 8,288 Cumshot Fetish oral sex cum swallowing
87%
Finishing School for Shemales
Mistress K looked at the school report and smiled. She wouldn't describe herself as an evil bitch, but plenty had. She was proud of her position. Headmistress of the Finishing School for TGirls. So many beautiful shemale girls had left her careful administration and gone on to happy lives, or ... Read full Story
shemale lover 2012-08-09 10,324 shemales Cumshot domination oral sex
50%
Devoted to Pleasure Chapter 2
Kelly was so bored when Janice was at work. She truly preferred to spend as much time as humanly possible with Janice. It seemed as if she enjoyed everything she did more when they were together. Because their days off and hours didn’t always align, Kelly often found herself looking for some w... Read full Story
shemale lover 2012-08-22 2,560 Cumshot oral foot fetish
100%
Estelle
Estelle sat before her dressing table, putting the finishing touches to her makeup. She had prepared herself as well as she was able, as her lover tonight was her benefactor – as the kept “whore” of Marcus Smith she owed her whole self to him and indeed, she loved him, but more than that, she loved ... Read full Story
kathysmokes1 2020-08-13 4,159 Stockings Crossdresser Bareback Fetish Big Cock Lingerie
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 3,977 Crossdresser Big Tits Cumshot Bareback Creampie Fetish Big Cock Ebony Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
81%
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 6,943 Teen (18+) Small Tits Amateur Cumshot Outdoor Bareback Creampie Fetish Blowjob Asian Ladyboy Mature
100%
Amy The Tranny Part 2
I couldn't stop checking Amy out all through dinner. She was dressed in a skin tight mini skirt, her perky little tits standing out from her tiny frame, and long hairless legs cast in nylon fishnet stockings, and 6" stilettoe heels. I wasn't the only one gawking at her! Every guy and even some ... Read full Story
shemale lover 2012-01-11 2,248 shemales Fetish ass licking
100%
The Taste of Candy
He twirled around his finger a tattered piece of cloth, It was grimy and faded, the color of the sky when the sun is hidden from view by heavy, festering clouds - pregnant with cleansing tears. As he smiled at me I caught a spark from his lower set of teeth, the upper lip he intentionally curled dow... Read full Story
RazedGlory68 2012-02-27 2,182 Fetish fantasy gay
100%
A Morning's Service
While this is a work of fiction it is something that I am actively looking for a dominant man to do to me ......... although I doubt in reality that my wife could be persuaded to be there, in all other aspects it is something that I want to experience. Contact me if you can help, enjoy. I had bee... Read full Story
shemale lover 2012-03-20 2,361 Stockings Fetish oral sex Sex Toys crossdressing
90%
Big Daddy
BASED ON ACTUAL EVENTS As is the case with most hard drug users, you start off small and end up making your way up. Since I was 15 I had been smoking weed. One of my friends had introduced me to some other drugs like meth or coke a few years later. The weed was still a big influence but it all se... Read full Story
shemale lover 2012-06-09 5,798 Crossdresser Cumshot Fetish oral sex
100%
FoxxiRoxxi xdresser slut fucked by BBC
Well this has been a fantasy I have had for a long long time .I'm a married man with a family and love fucking my wife she has a shaved pussy and a few sex toys so our sex life is good. However I have been xdressing on and off for about 12 years now and I really love it . I really love the feeling I... Read full Story
shemale lover 2012-08-02 2,932 anal sex Cumshot threesome throatfucking
100%
Revenge is Sweet
Henry Stewart was thirty five years old, married to a very attractive woman who'd given him three kids, he owned and ran his own very successful computing company in San Diego, "Stewart Computing", meanwhile he owned a large house in the wealthy small town of River Falls. All in all, Henry... Read full Story
shemale lover 2012-09-01 7,531 Crossdresser Cumshot Masturbation Lingerie heels
100%
Dirty Angel
"Are you really gonna go through with this?" I asked skeptically. "Yes, I am," said Scott, in his end-of-discussion voice. "And what if you're recognized by someone you know?" I said. "Then I'll simply tell them that I'm doing this to get into the fraterni... Read full Story
shemale lover 2012-09-23 3,034 Cumshot jerking off facefucking
100%
Bringing Daddy's Work Home
"Whew! I can't believe this shit." Marilyn Walker, recent high school graduate, stared into the reflection in the bathroom mirror and breathed deeply, thinking to herself about her latest situation. Here, she was standing in the bathroom of the office of some city bureaucrat whose name ... Read full Story
shemale lover 2012-09-25 6,795 Cumshot transsexual oral sex
100%
First Time Being a Woman
My heels clicked on the concrete path as I made my way toward the secluded toilet block in the southern parklands. Tonight would be my first experience being with a man whilst I would be dressed as a woman. I had been dressing now for some time and had fantasised about what it would be like. I didn'... Read full Story
shemale lover 2012-10-08 4,474 first time Creampie Fetish crossdressing
100%
Am I Who I Think I Am? Chapter 2
Well,I can't lay here all day and dream! I feel so good, so loved, so ravished. My smile is touching the pillow on both sides! I'm laying here daydreaming about my deflowering this morning. Inside me lives my lover's DNA, looking for a life to create. (Nice try little spermies, but you won't find it... Read full Story
shemale lover 2012-10-19 3,376 Cumshot sucking Fetish
100%
Amanda and Me
I walked in the door of my one bedroom apartment and headed straight for the computer. Lately it seemed like I had the same boring routine everyday: get up early, work all day at my stressful IT job, go straight to the computer when I get home to look at porn and masterbate, then eat dinner and go t... Read full Story
shemale lover 2012-10-21 7,121 Cumshot sucking shemale
100%
Karen, My School Teacher Part 5
The Bus Station By FoxyHosed I looked around, but no one was there. It was dark and pretty cold night outside. I felt the air blowing around and up my pantyhose encased legs and ass. Mmmm nice. I started walking to the bus stop a few blocks further down from the school. I felt very attractive g... Read full Story
FoxyHosed 2021-03-15 6,832 Crossdresser Cumshot Outdoor Masturbation Fetish Blowjob pantyhose legs pantyhose cd
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 4,075 Group Sex Cumshot Shemale Fucks Guy Blowjob blonde Big Cock Asian Shemale and Girl Sex Toys Mature Ass to Mouth shemale + shemale
100%
I met my online crush and fucked his pretty face.
“Come here,” I said to him as I slid across the bed. I was eager with anticipation for what was about to happen. After all, we’d been flirting for weeks and only had one torrid makeout session to show for it so far. When he’d reached down and squeezed my hard cock and moaned I knew everything we had... Read full Story
Madison Heights 2022-11-08 4,364 Cumshot Bareback Blowjob Big Cock Lingerie
50%
Sadopsychorama
He liked Clyrissa. She was a cock-hungry female if there ever was one. At 5'5", she had platinum blonde dyed hair, big tits, and a tight waist. She was a hot lay. But the best thing about her - the thing that stiffened his cock whenever he saw her was the fact that she was 53 years old. Somethi... Read full Story
shemale lover 2011-12-24 3,589 Fetish shemale anus
50%
Going Up Part 2
Charlie's cock was as perfect as if it had been sculpted by a consummate artist. The rigid column of flesh rose from the dense thicket of his pubic hair and, lined with blue veins and topped by a once-pink gumdrop-glans that had ripened to a deep purple, looked as inviting as an exotic fruit. The eg... Read full Story
shemale lover 2012-01-01 2,769 Cumshot shemale ass fucking
94%
She was a he
I was recently divorced, 39 years of age and living in an apartment in Sydney's inner eastern suburbs not far from the famous red light district of Kings Cross. After two failed marriages, I was footloose and fiance free and as lusty as a rampant bull on speed. I chased after anything wearin... Read full Story
shemale lover 2012-01-24 6,724 Cumshot Guy Fucks Shemale Frottage
76%
Nylon teasers
They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... Read full Story
shemale lover 2012-01-30 9,704 Stockings Big Tits fucking foot fetish
100%
Cab Driver
I already have a raging hard on, and it is only 9pm. I have my clothes for the evening laid out on the bed before me, and my cock, balls and ass are newly shaved. I have decided to wear all black tonight: black lacy panties, bra and suspender belt, sheer black stockings, and a tight black dress that... Read full Story
shemale lover 2012-03-01 4,529 Stockings Creampie Fetish oral sex heels
100%
The Bet
I've always been quite the ladies man. Eversince high school I've always had all the pussy I could ever want. Given a little time I could fuck any girl I wanted. Until I met Irene. Irene was a tall brunette, long legs, full figure, and the most gorgeous eyes you ever saw. I met her at a social di... Read full Story
shemale lover 2012-05-09 3,220 anal sex Cumshot oral sex cum swallowing
100%
Birthday Surprise
My girlfriend and I have the same fetishes and interests for the most part. We both find latex irresistible. We love the site of a tranny with a big cock. Robbie knew everything about me. For my birthday she went well out of her way to make me happy. The date rolled around. I figured it was jus... Read full Story
shemale lover 2012-06-19 3,893 tranny anal sex Cumshot Big Cock
100%
A Ski Bunny is Born Chapter 2
My first real man. Hugs and kisses to everyone who contacted Kim and I expressing how much you enjoyed our first episode. This is the second part of our life story so far, and is the first follow up to 'A New Ski Bunny is born'. It recalls the first time that Kim and I included guys in our ... Read full Story
shemale lover 2012-06-21 4,697 anal sex Cumshot oral sex rimjob