Free Stories

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My First Encounter With A Shemale Escort Part 2
"Go on push it in", I managed to say through my clenched teeth. "As you wish", Crystal replied and the pressure increased as her cock began to slowly stretch my anus ring and slide inside me. She kept pushing until finally the full length of her shaft was inside me and I could fe... Read full Story
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Buffy the Shemale Vampire Slayer Part 11
Darkness had fallen upon the demon world. In the intermittent flashes of lightning that resulted from Willow's weather spell, the landscape was illuminated, and the horrible phallus-plants were revealed, writhing and thrashing. The cock-stalks within Buffy's mouth, cunt, and ass, and the hollow tubu... Read full Story
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She was male
Near my home, a red light is the hub of prostitution in the town. Personally, I have no interest in having a prostitute but some of these sluts are nasty and attractive. Among them there was a tall blond green-eyed chick whom I had a special feeling to her. She had such a sex appeal that I could not... Read full Story
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Father In Law Shemale Adventure
My wife's parents were visiting LA from back east. We live in a small one-bedroom apartment in the valley. She wanted them to stay with us but we didn't have room. They got a room in West Hollywood. My wife and her mom had gone shopping for the day. I was supposed to be at work but at the last momen... Read full Story
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A Shemale Vacation Part 1
I was eighteen, naïve and horny. After graduating from school a group of us decided to head to Europe for a last trip before having to enter our real adult lives. It was a chance to get completely drunk and have lots of wild sex. At least, that was the idea in our simple teenage minds. As for m... Read full Story
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Puzzle
Women. There's no figuring them. They're a puzzle, one of life's mysteries, and that's a fact. Who knows what goes on in their brains, or whether they even have brains? I mean, what rational creature would get excited over Valentine's Day? Could any holiday be more obtuse? Like your bitch, mine's... Read full Story
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Shemale Adventure
You: early 20's, tall boyish good looks with a lean and muscular body. Dressed in tight leather pants, from behind your tight buns are revealed by the shiny black leather, as are your cock and balls from the front. You are wearing black leather boots and a denim shirt that refuses to hide your stron... Read full Story
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Bitch Maker Part 3
"Alex bring me some juice." Sammie said, rolling over in bed and hugging her pillow. "Yes mistress!" I replied, with enthusiasm. I crawled out of bed and walked down the hall, on the way past Tim's room I looked in on him. He lay there silent, his cock trapped in it's new c... Read full Story
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Angel & Victoria
Angel was a beautiful young girl living with two of her best friends, Monica and Amanda. All were transsexual, and the three shared everything together, from clothes, their sexy intimates, lovers, and each other's bodies. Angel was the youngest, at 23, a Japanese anime lover and the most... Read full Story
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Unique Misadventure
I always felt I was one to walk in a path of two worlds. both parallel and at at times, they cross and go there seperate ways within me. it can be stronger then others, but in all cases.... I always felt feminine by nature, lacking a dominate soul I suppose. it felt more natural, and in luck or fate... Read full Story
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Giving Away Virginia Holton
Today would have to wait, thought Marla Holton as she hurriedly gathered her bag and notebook in preparation for a no-holds-barred departure from her office at Prism Design. As general manager she had the privilege of arriving and leaving at will, though no one could ever fault her for not putting i... Read full Story
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Susan's First Time Part 3: Susan's First Party
The chauffer passed through a gate in the high brick fence just as the sun started to slide behind the distant snow capped mountains. The cobblestone driveway that wandered toward the main house must have been a mile or more long. Susan admired the immaculately landscaped grounds as they drove throu... Read full Story
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Realization vs. Reality
So…here I sit. 40 years old and revisiting the confusion of my youth. I am, and always have been, a first string heterosexual male. From my earliest memories of when I began to notice girls, I have always delighted in the wonders of women. I became sexually active at age 16, and there has nev... Read full Story
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The Babysitter's Secret
The story that I am about to tell you took place on a day that started out very ordinary, but would end up as the least ordinary day of my life. Until that particular Winter day, I thought I knew who I was. I was Peter Fuller -- respected educator, devoted husband, loving father. I had never cheated... Read full Story
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The New Hire
Norman Bancroft wasn't exactly crazy about the job. For one thing, the pay sucked, and there was zero chance for promotions. In addition, fairly long periods of boredom were relieved-if one could call driving several hundred miles per day for several days in a row relief-by trips from one of the rai... Read full Story
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The New Hire Part 2
Immediately, he retreated, not to spare her any distress, but in preparation for the next assault, and he launched himself down, deep into her depths, plumbing her bowels with his rock-hard cock. His balls slapped the lower curves of her skewered bottom, and he pressed them more firmly still into he... Read full Story
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Westwood Bound Cum Slut Part 2
Again I'm on the big bird headed out west for another fling. This time is going to be way different though, the players have increased, not to mention both sexes. The tale unwinds in the same fashion as the last trip out this way, the plane flight was long and boring, and being very nervous didn'... Read full Story
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My Descent
This is the first time I've told my story publicly. I wrote this maybe 3 years ago, and have shared it with one person. I used to cross dress in my hotel room while away on business trips. I'm a fat bald 46 year-old who looks ridiculous dressed up in ladies underwear. When you're obsessed, tho... Read full Story
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My first time with a shemale
My girlfriend had been out of town for a couple of weeks and i was so horny and wanted to get upto something kinky. I called a shemale site from la costa del sol called taiakshemales and arrange to meet one of the beauties. I was very nervous as i drove to her house as i never touched a dick befor... Read full Story
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The Ultimate Cock Ball Torture
I miss my cock. Sometimes. I had one once - one of my very own, connected right to me - but now it's gone. Never thought I would miss it. I'm sure you've guessed by now that I am a full transexual. I had the boob job and started hormone treatment years ago and felt much better as a shemale th... Read full Story
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Jeremy's School Bully
Author's Note: Jeremy is an actual person that requested that I write this fantasy down for him. He was specific about the situation, but left the rest up to me. This is a story with a very strong 'dominance' scene and should only be read by person's who find those situations erotic. Nothing new to ... Read full Story
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Night With A HOT Sissy!
June 28th, 2009. End of senior year of high school. I, Angus Corleon, actualy graduated. I wasn't a model student. I've been a leather jacket wearing, rebel rousin, beer drinkin, hell raisin son of a bitch since middle school. My parents didnt care about me, after all my brother is a cop and my sist... Read full Story
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Man or Mandy? Part 2
I woke in the morning snuggled into Mandy's back, my arm around her. I moved my hand up and touched her cheek, her skin was so soft. I was letting my thought wander to the events of last night. I still couldn't believe that I had enjoyed sucking a cock. Mandy started to stir, rolling onto her bac... Read full Story
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Young Hercules: Versatile Stud by The Fan
Prometheus Academy. It sat atop a hill, dominating the vast region of Thessaly, Greece. It was the most prestigious school in the area. The most famous men and women of the world came there to get their education. The sons and daughters of kings and queens, ... Read full Story
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Gang banged the wrong way
I was tied up bent over. My wife liked to do this to me before she fcuked me with a dildo. I could not figure out why she left, but I heard voices. My wife walked in naked and said, "Iam going to fuck like you have always wanted. Meet the fuckers." I saw two guys from my wife's work. They ... Read full Story
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Stepdaughters Pleasure Daddy
As I was showering, I was thinking about Anna coming. What would I say to her? How would I act? I felt very uncomfortable and I was getting extremely nervous. I finished washing, then shaved. As I was getting dressed, Dawn came in. "I know your hungry, Daddy, but let's go out for breakfast.&... Read full Story
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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
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Audry: My Guide to a New World
For a long time, I've known I liked guys. Well, to be more accurate, I like cocks. Guys, I really don't find sexy. Women, I find sexy. A good set of breasts or a nice round ass with a little waist and big round hips will make me hard in an instant. When I look at a guy, I don't get turned on, but sh... Read full Story
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April Fools!!
I'm Jimmy James and I've been hanging out with the same six guys since we started college. We're a pretty close knit bunch and have stayed in touch since then. At 25, I'm the only one of the seven of us still not married. Even though we all still get together for parties and get togethers, for t... Read full Story
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TG-Another Night
After I had entertained the ten men in the back room Lisa decided to take me home to show me my new accommodations. But first she said we had to stop by my old house to get what few things I would need in my new life. Lisa let me put on my old clothes and we left the bar and got into her van. ... Read full Story
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She-Male Pimp Daddy
I’ve been working the streets for a long time and I know all the ends and outs of the flesh market. I have six she-males that work for me and I get 50% of everything they make plus all the sex I want, any time I want it. I make them work seven days a week rain or shine. I buy their clothes ... Read full Story
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Force Feminized up Asshole
"Yea I thought the singing was OK but I don't really go for that style too much" "And the girls?" Brian prompted me. "Oh come on Brian leave him alone we all know he's not really interested in girls." "Give him a chance, people can change! Perhaps Carl's d... Read full Story
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My Ebony Prince
I love dressing for my man, Terry. When he grips my legs through the stockings I wear I feel dirty, slutty, and oh so loved. The way he lifts my frilly negligee and peppers my stomach and thighs with wet, meaty kisses always makes me leak through my panties. He licks my moist clitty through the fabr... Read full Story
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She-Male Pimp Daddy
I’ve been working the streets for a long time and I know all the ends and outs of the flesh market. I have six she-males that work for me and I get 50% of everything they make plus all the sex I want, any time I want it. I make them work seven days a week rain or shine. I buy their clothes ... Read full Story
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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
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My Dream Cums True
Me and my girlfriend would always talk for hours about our secrets and feelings and as the night would progress we would get into more sexual subjects but this night would change our lives forever..... ''so what's a sexy secret you have that no one else knows about?'' I asked my girlfriend. ''... Read full Story
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Fulfilling A Girl's Male Fantasy Part 2
Since our first meeting had gone so well, Jennifer and I started going out together. Other than the fact that in the bedroom I was the "man" only about half the time, it was a fairly normal relationship, apart from possibly being even more open with each other about our desires. One day a ... Read full Story
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Eric...a
There was no doubt that this was going to be my last baseball game in organized ball. I knew that after high school I would not get a chance to play anywhere else, save for the drunken beer league down the line. I was an average player who played for a small school. I played second base. We were los... Read full Story
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Mom's girlfriend has a fat cock
When I was a teenager, my mother got remarried...to a woman. At first it was odd, because their roles in the relationship were so clear. My mother was the "bottom", and Jamie was the "top". They're great to each other, and I have grown to love Jamie unconditionally. I'm eigh... Read full Story
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Fantasy Cum to Life
Ryan and Alyssa were in the midst of wild make – out session on his living room couch. She was leaning over him, one hand on his chest, the other behind his head; both of his hands we placed firmly on her ass. Ryan actually had the conscious thought that he had probably not kissed anyone this ... Read full Story
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Wifes friend
Johanna had invited a friend to stay over the weekend. Her friends name was Lorenzia. She was from Chile and had a natural tan skin. She was a fitness geek and was extremely fit. She had thick black hair that she keept in a thick ponytail down her back. She had a wonderful ass and a c-cup sized brea... Read full Story
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Shemale snapped
Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed. She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. The... Read full Story
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Ellen's Candy
Sometimes I get in the mood to suck a dick but I’ve never considered myself gay. I’m @ the very least bisexual but I don’t like to limit myself to that either because I think it restricts my sexuality. I get turned on watching all types of sexual situations that you could think of;... Read full Story
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Bitch Maker Chapter 3
"Alex bring me some juice." Sammie said, rolling over in bed and hugging her pillow. "Yes mistress!" I replied, with enthusiasm. I crawled out of bed and walked down the hall, on the way past Tim's room I looked in on him. He lay there silent, his cock trapped in it's new c... Read full Story
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Britney Story
Yeah, for those of you that have already read it, this is just my "Oops, I Did It With Britney" story that has previously appeared in four separate parts in the "celebrities" section, but I've put it on here for a couple of reasons. For one thing, I've noticed that the stories in... Read full Story
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First Time With My Best Friend
My friend John is really sexy. He is tall and blond with a lean strong body. I have often imagined what it would be like to have his sweet cock between my lips, or between my virgin buns. He’s too good a friend though, and I’ve never had him give me any hint that he might like to be with... Read full Story
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The strange day that left me beging for more
I was at work it a friday so I get to have a break from work after i go home anyways i was on my pc at in my offices and i called my secatary in for my papes it was late so there wasnt meny people there when she cam in i notesed that shewasnt my usal secatary she was beautayfull she had big tits dou... Read full Story
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Five Years Gone
"Five Years Gone" "Hi, this is Maribel." Her voice was a little more throaty and lower than I had envisioned, but that along with her Spanish accent made her even more alluring. I kept running her photos through my mind while I answered: "Hey Maribel, I was hoping t... Read full Story
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An Unexpected Surprise Part 2
Mark was still trying to make sense of what has happened since he met Kelly. The beautiful tall red head with long sexy hosed legs had picked him up at a local bar and brought him back to her apartment. Then he was introduced to her room mate Pam as she was masturbating on their couch while watching... Read full Story
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Anal Queen
Amanda fell to her knees in the darkened theater and slowly unzipped my pants. My cock throbbed. As she pulled down my underwear, I felt my manhood spring forth. Amanda took the whole sausage into her warm, soft mouth. I could barely see her face in the darkness, but I could feel her between my l... Read full Story
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When Curiosity Fills
I sat in alone in my office at 11:00 p.m. on a Thursday night in April, preparing an important motion in a multi-million dollar malpractice suit. After editing the final draft I sat back and took a deep breath. I was exhausted, and, oddly enough, pretty horny. The wife was out of town and somehow I ... Read full Story
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G Is for Gemma
Stories with transgender themes which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** It all really started on a Monday. One bright sunny Monday, early summer, an unusually warm day for June in England. And it really was stupid thing to do... Read full Story
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Caught
This is how I got caught masturbating and lost my virginity to my stepmom. I was still in High School but had just turned eighteen, and was still living with my dad and stepmom, Beverly. I was ashy kind in school and did not get many dates, this lead to lots of jacking off. I did not realize it at ... Read full Story
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B.D.K. Chapter 1
In retrospect, it was nothing short of a miracle that I'd known Kelly for four years without any suspicion towards her secret. We met freshman year of college on a co-ed soccer team, quickly developing an open rapport and becoming close. We didn't spend every waking moment together, but we did meet ... Read full Story
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The Society
I met her during the summer. I was only nineteen and working to save some money for college. I had been raised by my grandparents who had both passed away over the past year. After the burial costs I was far from wealthy. My parents weren't around so I was on my own at a young age. I had moved a cou... Read full Story
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Steve to Stephanie Chapter 1
This is my first attempt at a longer story with deeper characters and a more evolved story line. Stay tuned for the next chapter. As always comments are welcome. * Steve was mild mannered guy with a big secret. Steve was an avid cross dresser, very bi actually leaning towards being gay. Steve... Read full Story