Free Stories

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Sissy For My Flatmate
My heart was racing as I gazed up at my flatmate, there was an something of an evil gleam in his eyes as he looked down at me and my mind kept jumping back to the events that lead to this moment. I'm a closet crossdresser, yet now my flatmate (whom I managed to hide my “hobby” from fo... Read full Story
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Working Title
As Max's parties went, this was pretty much the usual. He calls them "Meet and Greets". I call them "Novocains". Of course, I would never tell Max that. It's just that they have this irritating tendency to deaden all my senses. My current lover has his own Los Angeles-based publi... Read full Story
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Buying Heels
I have to know what it feels like to wear heels. I have the house to myself tonight and I'm going to play. I already have panties but want to buy some new ones. My wife bought me a black, frilly thong which I wore for her when we went out one night; I also have a cheap, supermarket pair of sheer ... Read full Story
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Do I Want To Leave My Wife?
I sat there thinking, turning my glass between my hands, not listening to what was happening around me. Why did it happen? Once again I had had a quarrel with my wife. This time it was too much. I knew I shouldn't have raised my voice and yes I should have been calmer and maybe even docile to her. I... Read full Story
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My first time
My mother always said she wanted a daughter….my guy name was Adrian, so you could see where she was going with that. I was also a real sissy as a kid, terrible at sports, threw like a girl, did very few real boy things. My best friend and I discovered porn and masturbation together. My mom... Read full Story
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Birthday Present Part 1
Birthday Present or (I've Looked at Love from Both Sides Now) 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 abo... Read full Story
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First time buying cross dressing undies and more
First off I had a sister that was 3 years older than me. In my freshman year of high school I hit the point I wanted to know what ladies under wear felt like. My sister had a strict no entering her room policy. So the summer after she graduated she went on a two week trip. My parents went to wor... Read full Story
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MY New Experience with Shemale in Pune
I was browsing on Planet Romeo one day and i came across this profile of Nisha shemale in pune. I sent her offline message and second day i got reply that she is available and she charges around 2.5K. then we exchanged contact numbers and i spoke to her and negotiated with her for 2k and she agreed.... Read full Story
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My one and only wish...
I can't really explain it, but I love big, fat, juicy cock on a girl. Nothing in this world makes my dick harder than a rock hard cock bulging out of a girl's cum-filled panties. My only problem is, I've never been with a transsexual, but I've always been curious, very curious. ... Read full Story
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When the Boss found out
Id been working in a new office job for a few months, keeping my secret life just that from the others who worked there. Before going out one night to a cd and gay bar in the city I was working late, knowing I wouldn't have the time to be back home, dressed and back into the city I decided... Read full Story
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Caught Wearing A Bra By Mother-In-Law
I have been wearing women's clothes since I was 15, having acquired a bra from the girls locker room,which I loved to wrap around my cock then wanking, shooting into the cup,and since then I progressed to owning my own selections of lingerie,skirts,dresses etc. so today I have a fair few items ... Read full Story
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Ally
I was at a customers' house doing some yard work as they had paid me in advance for just minor clean up, pulling weeds, mowing, trimming the hedges. I was finishing trimming the hedges in between the neighbors and their house and as I finished up the neighbors' wife came out or so I th... Read full Story
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Alleyway Adventure
I was on my way home from school and this girl in those tight yoga pants and a shirt that showed off her huge boobs taps me on the shoulder as I walk past her. "Want to have some fun?" She asked smiling. Nodding I said "Yes I would love to." Taking my hand she lead me down the st... Read full Story
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My Fantacy
I'm sitting here watching porn thinking about how bad I want laid. So, I figured I'd post a quick story of something that's been on my mind lately. See, I'm craving a good dicking. But, not only that. I want to wear my new stockings and garter belt with a black bra, lace thong an... Read full Story
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Alex pt.2
I could not believe it, me and Alex exploring each other's mouths with our tongues. As I pulled Alex closest to me, I could feel a little nub poking what are spandex. Immediately, that made all the blood rush to my cock. Indeed, Alex felt my man meat get hard and big, even more, Alex let out ... Read full Story
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Car Broke Down
A Fantasy: Car Broke Down My car was running hot so I pulled into a driveway so that it would cool down. I got out and raised the hood and added some water. I then got back inside and smoked a cigarette and sipped on a beer that I had. I listened to the radio and glanced out the window and... Read full Story
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My Buddy the Crossdreser
I hadn't seen my buddy in a while. I called him up and he was game. We usually fuck outside his front door, I get to his new house and the flood lights come on. I'm thinking what is he planning. I stay in the car and he come by and says he's getting in. he tells me to drive up the road. we got to t... Read full Story
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TS Fiorella in Frankfurt
Recently I was visiting Germany for a conference. I was staying in the city close to the train station and checked out the red light district nearby. Walking through the red light district is an experience, on every corner and many places in between there are multi storey brothels where you can wan... Read full Story
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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
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My new Experience with Amy Cute Shemale in Pune
Hi friends i am back with new story. I am mad shemale lover. and keep on finding new shemales for me. This time i got new website to search for shemale www.massagerepublic.com I saw an advertisement of Amy and i liked her. called her and fixed appointment. went to her hotel, which was ok ok ... Read full Story
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My first blowjob from a hot transexual next door
In my neighborhood there's a transexual friend of my mom, she owns a salon, and it was frequent for me to wait for my mom to get her hair done, while i just looked at her discretly, she was around mid thirties, with a very hot body and beautiful blonde hair, it was a common sight to watch her walk o... Read full Story
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One Night In Heaven
As I arrived at Ginny’s place she met me at the door dressed In a see thought black dress stocking clad legs and high heeled shoes We kissed and cuddled a t the door and then she turned round to lead me into the front room. As she turned I saw her sexy ass and my cock started to get hard. ... Read full Story
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Sleazy shemale fantasies
Sifting through the comments that readers leave at Trans Ladyboy, i have found two really hot shemale fantasies that I would like to devote separate space to. They are both written by two horny guys, wyocock and Eddie, who dream about being with shemales all days long (the only difference is that E... Read full Story
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Black Shemale Tube
It was truly a unique experience. One day I was very bored, and I was browsing through the Black Shemale Tube, and that's where I have found her. Sheila was a stunning Black girl, very tall and skinny! She had a killer body, the cutest little butt and small, firm titties. Since the moment we met thr... Read full Story
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Kayla and Tracy
Awoken by the sunlight, Kayla rubbed the sleep out of her eyes, then vaguely gazed at the city scene outside of her panoramic windows. Realizing that if was a bit cold to her left, she glanced over in that direction to confirm what she thought. “Damn, I must have slept a bit late,” sh... Read full Story
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Stairway To Heaven
Shruti sat next to her husband Manav in the dim light of their car as the driver drove past the park which was commonly known as the "Garden of Earthly delights". At night the roads were lined with hundreds of glistening bodies for hire to satisfy sexual pleasures and unspoken desires &nda... Read full Story
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An Appreciation Part 1
Andrea Dworkin has long opposed pornography. She has also rejected erotica. This essay is a refutation of Dworkin's position. Allow me to begin with a quote from a SilkyOne Literotica story, "Silky 09.' Someone tells Silky (the eponymous heroine of the Silky Series) that she is Gorgeous. ... Read full Story
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Catching up, last evening, a date at last
After I moved to France I was too busy to do anything about finding somebody to have fun with – just life getting in the way. I had a date with a post-op ts woman when I went back to the UK in 2008 but since then, no dates. Last year I decided to do something about it so went online and found ... Read full Story
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Just a Sex Story
I just love to write stories about various types of sex. I love to write and masturbate as I write! The fact is, in fiction I have fucked everybody around and many who are not around. In truth I have even fucked you! And I am going to do it again. First unbutton my shirt and jeans then slip them off... Read full Story
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Interview with a Fluffer
. "Clarissa", I want to thank you for agreeing to do this interview with me. I think a lot of my readers will be very curious to hear about your experiences in the industry. First of all, can you describe what is involved in your job for me? A. Hi Leah, first of all, no problem, I... Read full Story
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A Dream Comes True
I was sitting in my home... if you could call it that. It was an apartment in a complex that looked so run-down it wasn't funny... and it drove away most of those who wanted to rent there. The only reason I stayed there was because it was the perfect cover for what I did. Anyways, I was readin... Read full Story
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A Job in the Theatre Chapter 2
Paul nearly jumped out of his skin when they heard the doorbell ring. "Who is that" he asked panicked. "Just calm down. I'm not expecting any guests. Oh, this is a prefect opportunity. I want you to answer the door. It will give you a chance to show off all that you have learned to... Read full Story
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Turning my neighbour on in pantyhose Part 2
So.....there I was. Lucy...dressed up to the nines, crossed legged on the window sill. The guy next door, rock hard, almost licking his lips! I was sooooo turned on. I knew I looked fab today! Big headed? Sometimes you just know dont you? You are about to get to know me better.... Was it wrong to... Read full Story
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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
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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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Deer Hunting with Daddy
Every year, a group of my family members, mostly uncles and male cousins, all pack up our gear and head into the mountains every fall for the yearly deer hunt. I had been going since I was 5. All the younger cousins slept inside an uncle's trailer, while the adult's and older cousins slept outside i... Read full Story
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With an 'E'
This story could come under a range of headings, Mature, Couplings, or Transgender. But, I guess, Transgender is best, as I have enjoyed the luxury of satin against my body for some time now. Having Lived alone for the last few years, soft, swirly clothing and satin panties keep me constantly ... Read full Story
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First Time Is A Great Time!!
The day was going just as any other day. A long day at work followed by the short drive home from the office. Jeff walked in the door at the usual time and took the usual shower. A hot 15-minute shower spent washing off the feeling of a full day's work. He stepped out of the shower and wrapped up wi... Read full Story
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Proud To Be A Sissy Chapter 8
I woke up to hear daddy lightly snoring and in my sleep I had draped a leg over him so that my body was almost covering him. I giggled to myself realizing that even in my sleep the sissy slut in me reached to grasp his flaccid penis. Then I curled closer up against daddy and contemplated about how m... Read full Story
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Steve to Stephanie Chapter 1
Steve was mild mannered guy with a big secret. Steve was an avid cross dresser, very bi actually leaning towards being gay. Steve did not consider himself gay because he really wanted to be female. While having sex, Steve fantasized about being the woman. Since he normally bottomed it was fairly eas... 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
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Submissive sissy Jennifers first cock
There is a shy knock on your door. You open it, wondering who it can be. A stranger hands you the end of a dog chain, you can see that it leads to a red strap round his neck. "I'm Jennifer, Sir" he whispers, softly & huskily. It becomes clear now - you remember the conversation on the... Read full Story
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Waking up daddy...
I walk in your bedroom...wearing a white teddy and white stockings...and gently climb on your bed. You are sound asleep, lying on your back. I slowly pull the covers, hoping it won't wake you. When I reach your crotch area, I notice you are naked in bed...that is perfect, considering what I hav... Read full Story
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Tgirl BBC slut Jill teases BBCs at truck stops
I'm a white blonde bubble butt Tgirl living in Las Vegas and sometimes I go out and cruise the truck stops on I15 down south to I10. I do it at night and sometimes for a whole weekend in my mini van which has darkened windows. I love to get out of my mini van and walk around the back parkin... Read full Story
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Forbidden Thoughts
My penis is pocket size when soft approximately 3”. On occasion it’s an inch shorter. I very much enjoy my cock when it is soft. Im 5-5.5 inches hard, which is considered average. In my mind Im small when hard but that’s how I want it. If I had the chance I would use a penis pump to lenghten my... Read full Story
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Car Park toilets meet
It was early Sunday Morning , when I had decided to go for a drive into the Lakes , typically soon after setting off I needed the toilets , as luck would have it there was a small village with a car park and toilets not too far off , so quickly stopping I went in , surprisingly as it was quite early... Read full Story
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Kayla is back and horny AF!!! Needs boipussy filled!!
This goes out to all my friends and subscribers...Sry to u all I Haven't posted in a while. Life got busy. But I'm back and horny and craving cock pounding my pussy and in my mouth! I wanna taste ur delicious cum!! Feed me daddy! I want ur big hard cock inside my sexy little sissy pussy wh... Read full Story
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Jordan's First
My name is Jason, I am a 33 year old road worker. The pay is okay but I never had much more than what I needed to live comfortably. I was hoping to save up for a nice vacation and decided the best way to do that was to take on a roommate. I live in a decent sized two bedroom apartment and the seco... Read full Story
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Lady In The House Ch. 06
A story by MicheleNylons (Michele continues to be used by prison inmates.) From Part V Harry leant over me and kissed me full on the lips. "That was worth every penny; you are one hot nurse," he laughed. Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silver... Read full Story
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Lady In The House Ch. 07
A story by MicheleNylons (Carmel and Charlotte want theirs.) From Part VI "You look gorgeous Michele," Carmel whispers through the bars. I wondered if she had read my mind when I was standing in front of the mirror admiring myself. "Well, I have to say you girls are looking something spe... Read full Story
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My introduction to tits & cock
I was just 18 and working maintenance at the Florida condo complex always curious and super horny. It was a Friday and I was sent to 2032 to do a minor repair, I knocked but nobody was home so I used my master key and entered. The condo was very clean but right on the coffee table where some porn ma... Read full Story
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Who's She?
School had been a bore for Tony. He was a bright lad and didn't have to work too hard to get through classes unnoticed by the teachers and class mates. He had plenty of friends but no one close. He didn't excel in sports or academically. He had picked up a few good exam results but had decided that ... Read full Story
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Finally
FINALLY I’m so excited! These Covid travel restrictions suck but tonight I am finally going to meet you in real life. After many video chats, the time is now. I’m in the lobby of my Hotel, fidgeting, toe tapping awaiting your arrival. And then, there you are! Every head in the lobby snaps arou... Read full Story
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My first experience with a tranny
ENGLISH: I want to tell you about my first sexual experience with a transsexual in 2018. I was a bit drunk and got horny, I searched the internet and found a brunette tranny with 7 inches of cock, wavy hair, young and attractive. She had an HIV negative health card. We went to the motel and I was... Read full Story
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My wonderful life with Pat : The tattoo
Few hours later Marie and Pat arrived, Marie ordered me to stand-up and kiss me hardly with her tongue rolling in my mouth. She say me goodbye and thank you so much for dinner and the marvelous night, Pat is really lucky with you. I was so surprised i reply by a shy thank you. After Marie has le... Read full Story
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confessions from the closet
I have been sneaking around for so long now I forget sometimes what I have done. When things come back to me I feel like such a shitty human being. The marriages I have corrupted, the relationships , shattered, my own included. I wonder if being a slave to lust will be my ruin, I wonder if |I even ... Read full Story