Sort by
Relevancy

Free Stories

100%
A Cock Loving Slut
My name's Jake and this is the story of how I became a cock craving slut. It started a year ago, I was walking home in the rain, when I slipped and fell into a muddy puddle. As I bundled myself up, a car pulled up beside me and rolled down the front window. I recognised the face of Neil, a man fr... Read full Story
shemale lover 2012-02-23 4,027 Fetish cum fingering Sex Toys feminization
100%
Rene and Martine
I would like to tell you about the most exciting experience of my life. Recently, I visited a local bar. I went with the express intention of being totally and completely fucked. I was dressed to the nine's ? from the outside in: black strapless evening gown, floor length with a revealing slit on th... Read full Story
shemale lover 2012-04-28 3,013 brunette Creampie oral sex
80%
Sex Crazed
Jessica Torinowas a very beautiful, Wealthy,and successful woman.she hadburgundy red hair and a stunning body. She had a great job, Great Family, and a great sex life. She was 5'6, 34 double d, and awaist measuring 34 inches. her boyfriends'namechristian. hewas a tall, tan, and handsome bisexual mod... Read full Story
shemale lover 2012-05-15 2,749 anal sex Big Cock facial
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 6,131 Crossdresser Cumshot Fetish oral sex
100%
Big Surpise In Small Package
It was a Friday night and I was extremely horny and just my luck my girlfriend was out of town, but I wasn't horny for her I was craving cock. I knew I was bi for a long time and loved to have a nice hard cock to play with every once in awhile. So I decide to call my girlfriend to tell her I was goi... Read full Story
shemale lover 2012-06-11 4,374 anal Group Sex Cumshot Blowjob
57%
Black Cock & Birthday Presents Chapter 3
I raced upstairs but had to come back for my things. Darrell and Angela laughed about how he'd fucked me silly. "Take your time, girl," Darrell said. "I want you all dolled up in case I need some later." As I showered and touched up all the places not fully hair free from m... Read full Story
shemale lover 2012-06-26 2,729 anal Cumshot Sex Toys crossdressing riding
100%
A Tranny Virgin No More
Fantasy became reality for my gal, Tranny G. She has finally started to come into her feminine persona. She has more confidence, is buying more outfits, and when she leaves HIM at work, she comes home and dresses. She starts with wearing short skirts and cami's, then sexy lingerie at night. She bega... Read full Story
shemale lover 2012-07-10 3,298 Cumshot oral sex sissy
91%
My first big cock
So I'm deciding to post a story about an experience I had about a year ago. Ill start with a little background about me, I'm a bi crossdresser 22 years old 5'8" 140lbs, newly exploring bottom, very passable crossdresser. And extremely selective. I tried an online dating site ... Read full Story
Cbosh40s 2015-03-31 10,686 anal Crossdresser hardcore Mature sissy
85%
MISS LORI & MISS MICHELLE, SISSY SISTERS IN SIN
Super Queens Michelle & Lori MISS LORI & MISS MICHELLE, SISSY SISTERS IN SIN'; A TALE OF LESBIAN SISSY LUST AND LOVE "Let's go get some cock, Baby" said Michelle, all painted and dressed as an absolutely flaming drag queen; she flipped up her short miniskirt as she... Read full Story
MissDeeLiscios 2015-04-15 5,106 Big Cock ass fucking cock sucking cd jacking off sissy
64%
Big Cock Heaven
This story is written from the Shemale's point of view. "Jane" is based on a real Transgender woman from California & my friend. She gave me the outline of a meeting she had with "Janardhan." ***** My name is Jane and I am a natural red head blue eyed 34 year old T... Read full Story
sach 2015-11-16 7,452 Big Cock ass licking redhead rimming Shemale on Guy
82%
MISS LORI & MISS MICHELLE, SISTERS IN SIN
MISS LORI & MISS MICHELLE, SISSY SISTERS IN SIN Super Queens Michelle & Lori MISS LORI & MISS MICHELLE, SISSY SISTERS IN SIN'; A TALE OF LESBIAN SISSY LUST AND LOVE "Let's go get some cock, Baby" said Michelle, all painted and dressed as an absolutely flaming d... Read full Story
MissDee 2015-12-15 4,751 big dick ass cum cock sucking sissy deep fucking
100%
Lady In The House Ch. 04
A story by MicheleNylons ( Prisoner's transformation continues.) From Part III Steve's orgasm started to subside and he continued to rub his cock all over my face. He smeared his spend all over me, it combined with my lipstick and makeup to make a hot sticky film that covered my face. Steve ... Read full Story
✘Transensual✘ 2019-02-25 4,001 Crossdresser prison sex Prison Bitch
66%
Emily's day out - the fantasy continues
I woke up to the sound of soft moans from the next-door bedroom, two beautiful gurls asleep on the bed next to me, their arms draped over my body. It took a few seconds to remember where I was and what had happened, but the stickiness in my pussy and on my clitty quickly reminded me that I had been... Read full Story
EmilyTG 2019-07-10 5,843 Crossdresser Cumshot Bareback cum in mouth
91%
From gamer to b*tch
Chapter 1 So me and my buddy have been gamer friends since high school. When we graduated we started going to different schools and working so we didn't have time to game like we used to, but we made time to get together have some drinks and game once or twice a week. When we we would game we wou... Read full Story
Mightyb1g 2020-02-21 16,168 Crossdresser Amateur Blowjob cum in mouth
77%
Amber part 2
After the night with Hollywood the next day seemed to drag by. As soon as I got back to my room, I quickly stripped. Falling back onto my bed, I slowly masturbated, my mind still reeling from last night. I'd actually sucked cock, not only that, but I liked it, I liked it a lot, and wanted to do ... Read full Story
ambersissy 2021-04-23 3,652 Crossdresser Amateur Blowjob Big Cock Guy Fucks Shemale Interracial
100%
The Big Mature Shemale Next Door
The Big Mature Shemale Next Door SugarandSalt "Please can I just wear my old swimming trunks?" Warren begged. "No!" his mom yelled back from the other room. "Barbara purchased that for you. It was expensive so you better remember to thank her." Warren looked at himself in the full length mir... Read full Story
Gwapo67 2022-05-03 8,144 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
100%
First Cross-dressings Loosing Anal Virginity
It happened after a month of me blowing that guy twice...I mean I was so damn excited and was craving for his cock....I was blowing him every weekend in his car after the school...his cock was almost 7 inches and was so thick and that I like so so much the gagging he was giving everytime, that chock... Read full Story
Trapbomb1 2022-07-29 6,937 Teen (18+) Crossdresser Bareback Creampie Blowjob Big Cock virgin virginity sissy cum in mouth double anal sissy slut virgin ass
100%
Alessia and I shock our guest!
Alessia was sat on the couch and I was sitting on the soft fur rug between her legs. We were relaxing and recovering watching an old movie. My ass was still feeling hot and wet after Alessia had earlier fucked me hard and long and I had returned the favour to her. But that is another dream! So back... Read full Story
Alessia Travestita 2023-01-12 4,620 Crossdresser Blowjob blonde Big Cock Guy Fucks Shemale Mature cum in mouth
100%
Why I desire transsexual cock
I've thought about what it must feel like to have jus for a bit, a transsexual cock inside you. How ones nervousness is turned into extreme horniness upon seeing her cock for the first time. The thoughts that must race thru your head. How big is her she-cock?. Do I touch it? Do i lick the length of... Read full Story
Curious_billy 2023-01-19 7,149 Amateur Cumshot Bareback Creampie Shemale Fucks Guy Blowjob blonde Big Cock domination Homemade cum in mouth
100%
The Big Tiddy Goth Girl
Hannah and I went to the pool in my apartment complex. This was my first time dressed as female in public and I was loving my new, feminine tan lines. To keep a long story short, while tanning we were perv'd on and approached by a guy calling himself Mark. He was desperate for our attention and fumb... Read full Story
KaceyKlarissa 2024-02-23 5,004 Crossdresser Big Tits Cumshot Masturbation threesome Big Cock Shemale and Girl small cock big ass sissy femboy cum on tits goth
100%
SEX When I Measured A Dining Room
I have had some strange but fabulous encounters. Like when I went to measure someone’s dining room at North Hykeham. I actually served them in the shop where I worked and they had picked a quality carpet and I suggested that I would go out to measure the area as I wanted to make sure the order went... Read full Story
Linda Tiffany Vista 2024-05-07 2,705 Stockings Crossdresser Amateur Blowjob blonde
100%
Fantisy 1
THE GANG BANG: I am dressed in a black dress, black bra, black crotchless, black garter stocking, black babydoll, and 5” high heel shoes. Here is how I would like it to go down; I am in a hotel room dressed as described above and waiting on the men to show up. The first set show up and I take off... Read full Story
Carrie Bangs 2024-07-23 1,964 Crossdresser Bareback Creampie gangbang Interracial
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 2,160 Amateur Asian Ladyboy
100%
In the bus
Everything can happen in a bus, you are going to read something that happened in real life and it’s for you to choose whether you believe it or not. I was looking forward to meeting her in the bus. I’d changed my working schedule since the first time I saw her. I did everything just t... Read full Story
shemale lover 2014-06-03 7,576 shemale cum
67%
Librarian with a Cock
I would go to the library on Tuesday's mainly because I was attracted to the librarian. I never really slept with women but for some reason she really turned me on. I guess it was her age, but I love older men and women (sometimes.) A few weeks ago I struck up a conversation and found out her name w... Read full Story
shemale lover 2015-01-21 8,155 ass suck Big Cock
62%
All Night Forced Sex Part 1
I woke up in the morning at half six had a shower then got dressed. Then I was off to uni I drove to uni as I do every morning. I then had a pretty normal day at uni during our 2 hour break between one of our lectures we all went for a drink and got pretty drunk before going it was a good laugh as e... Read full Story
shemale lover 2011-10-09 9,704 cum dildo domination
100%
Deal or No Deal
Tina and Gary have a marriage that worked wonderfully because they always checked with each other before doing anything important, and because each got what they wanted by making deals with the other. Deals about vacation - she chose the beach this year because he chose the mountains last year. Deal... Read full Story
shemale lover 2011-11-06 4,026 Big Tits shemale fantasy
100%
A Job in the Theatre Chapter 16
"Ted has invited me to his poker game" Paula let slip. "Oh really? Now that sounds interesting" Sarah said. "It will be if we come up with the right uniform. It's all boys so I am going to dress in some sort of domestic help type uniform. But of course it has to be the... Read full Story
shemale lover 2012-03-15 3,287 shemales anal sex Big Cock
100%
Shy girl with a big secret Part 2
After Maria unloaded her seed in my mouth, I was amazed at the flavor, for it was sweet like sugar but had a bit if a salty tang. I kept most of her seed in my mouth, turned around, and kissed her full on the lips, letting the delicious cum flow from my mouth to hers. As this was going on, I started... Read full Story
shemale lover 2012-03-25 3,149 anal sex Cumshot huge cock large breasts
100%
The Best of Both Worlds
Michael had left to go shoot some hoops with his brother for a few hours. When he got back, he found his wife in front of the computer. He kissed her and looked at the screen to see what interesting things she had been surfing for. He was more than a little shocked when he noticed she was looking at... Read full Story
shemale lover 2012-04-25 4,269 anal sex shemale Big Cock deepthroating
100%
A Night to Remember
I have always had a strong fetish for stockings, garters, sheer panties, heels and other sexy lingerie. I've always required my women to dress this way for me. Even when I walk through the lingerie section in a department store or Fredrick's and I can't help but want to look at the panties and stock... Read full Story
shemale lover 2012-04-26 4,212 anal Fetish oral fingering domination Sex Toys
100%
Hose and Heels in School - I'm a bad girl
A knock on the door? Who could that be? After all it was mid-evening on a Friday night and I certainly wasn't expecting anyone. I was looking forward to a night of relaxing on the sofa and nothing more. I opened the door and there stood Liza, staring at me with a smile on her face. "U... Read full Story
shemale lover 2012-05-11 3,180 anal sex fingering spanking crossdressing
40%
Becoming wife of competitor feminized by secretary
I am Siddharth Mittal, running my own Company with USD 100 Million of Business. Everything is going on well and I am excelling in my business. I have a secretary named Sonia. She is a smart and beautiful girl with 36-32-36 size. She knows how to get her work done. She wears simple clothes and is dec... Read full Story
shemale lover 2012-05-17 5,807 anal sex Cumshot Big Cock feminization
100%
My Sweet Little Crossdresser
Monday morning I woke up, still somewhat tired from the night before, asking myself if it was all real or just a dream. I then remembered that I had taken that cute guy's panties and put them on my neighbor's door, so I walked out into the hall and looked down to her door and, sure enough, there the... Read full Story
shemale lover 2012-09-09 5,646 Crossdresser Cumshot Masturbation Blowjob
100%
Bi male and anal sex
Thru out my adult sex life I have always enjoyed having my ass teased and played with. Then I started dating a woman whom loved to tease a mans ass with her fingers, yes fingers where she quickly got me use to taking 2 of her fingers. Then one night things changed. After a hot night of wild sex,... Read full Story
shemale lover 2012-10-10 5,458 anal sex cum jerking fingering
64%
Caught in Panties & Dominated
I love to wear sissy clothes, and I fantasize about being controlled by a dominating mistress, who forces me to wear her clothes, to take her boyfriend's cock into my virgin mouth, make love to his big stiff cock, deep throating it until he comes into my mouth, filling up my mouth until his hot cum ... Read full Story
shemale lover 2012-10-15 6,409 Fetish oral domination Sex Toys sissy