Free Stories

83%
Did I Do Right By Taking Money For Sex?
I first properly dressed when 14. (I did do the knickers and stockings and pantyhose thing previously from when I was 11). I first had sexual contact with a friend when we were both 14, i.e. wanked each other then I sucked him off and drank all his cum. I then waited until I was 16 for sex with... Read full Story
100%
Sub to a Tranny story
One night as I was leaving a bar, I was approached by a beautiful woman who asked for my help. Not having plan I agreed. I followed her to her car and helped her take some stuff inside her apartment. After a couple minutes, I was about to leave when she offered me a cooked dinner. Well I am not ... Read full Story
100%
Boys to girls transformation with a surprise part I
Boys to Girls with surprise For the first time I scheduled an appointment at a studio that will transfer me into a sexy women. I packed my sexiest outfits and high heels and drove to the next city where the studio is. I told everybody I had to go to a business meeting over the weekend. I arrive... Read full Story
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Wie sich schlagartig mein Sex Leben änderte... Teil 1
ich war nun schon einige Zeit heimlicher Crossdresser. Nie wurde ich von meiner Freundin erwischt, auch wenn es manchmal wirklich knapp war! Ich hatte ein sicheres Versteck für meine schönen Sachen und meine Sextoys und konnte hin und wieder meine geheime Neigung ausleben wenn sie nicht da war.Trotz... Read full Story
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Shemale fantasy with female squirting
I just finished my mornig coffee at the breakfast bar in the kitchen when the door beel rung. My wife opened the doo and it was one of her hot friends. She invited her to sit at the bar beside me and serve her a coffee. Right before she gives her the coffe she slips something into the brew. Her ... Read full Story
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Current Fantasy
I really wanna get fucked for the first time and my dream way of doing it, always wanted to do a porn. The dream is that I go there and get done up in such a way, I am unrecognizable, just looking the best. Have a tranny come in and do my make up, the way she likes it and gives me a preview of what ... Read full Story
66%
I love Shemales
Ever since I was 13 I have had a thing for shemales. I had always wanted yo experience sex with a shemale. So when I was 20 I decided to get on an escort site and find a sexy Tranny. I ran across the perfect one so I immediately booked a date with her. So the dreamday finally came and I was so excit... Read full Story
75%
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
94%
SheMale Encounter
“Promise not to fall in love while you’re away?” Lana asked as she wrapped her arms around me. “I’ve told you several times already,” I snapped at her. I had begun to get more than frustrated with her. “This is just a business trip and nothing more, besid... Read full Story
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My first time with a shemale
This first time I saw a she-male in my live was in Germany Hamburg at the Reeperbahn. I was in a tranny show where I realised I got horney seeing those women do there acts. After there show I went to talk to the ladies. Nothing went feather then some kisses and that there dicks are full operational.... Read full Story
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Pa-mie sex-agénaire
Luxure frénétique d’une pa-mie sex-agénaire; entre rêve et réalité Je n’avais jamais fantasmé de mec viril, même après avoir offert ma virginité; mais à une fabuleuse sissy. Avant mon Ѐre, mes préférences de fantasmes étaient toujours avec des lui-femme glabres, idem concernant mes relations d’aprè... Read full Story
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My wife turned me into her tranny
It all started after our marriage. We have been together for 12 months when she asked me if I would be willing to have her dress me up like a female as this was one of her fantasies. Little did I know where this would lead us to. She was very secretive about her job and I did not bother to ask, I fi... Read full Story
50%
Mood Hair
Today, I want to talk, as it were, about hair and how it enhances facial expressions and, therefore, personality. Too often, writers of erotic fiction overlook this means of helping to characterize their shemale (and female) characters. However, when hair, whether blonde, brown, black, red, or some ... Read full Story
100%
A Stitch in Time Saves Nine
I'm lucky to have met Frankie. She's not one in a million, not with (at last count) one in ten males transitioning to shemales, but she's still a relatively rare find. We females who are transitioning to hemales, on the other hand, currently number thirty-three percent of the world's population! Fem... 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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MA MAÎTRESSE MIRACLE
Sam tapota nerveusement ses doigts contre le verre à moitié plein. En règle générale, vous êtes censé boire un coup avec une gorgée, mais sa tolérance à l'alcool n'était pas exactement la meilleure et le bourbon dans la tasse servait vraiment plus de courage liquide à ce stade. Cela faisait ... Read full Story
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my new life with my sister-in-law
Yesterday, I went to visit my brother's newly-divorced ex-sister-in-law in her brand-new apartment. It was meant to be a friendly visit and an opportunity to discuss her new start in life. To describe her to you, she's a slightly chubby woman in her forties, blonde hair, blue eyes, very charming wit... Read full Story
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So good fuck with me and my klients.
Hello, I am Francesca, and I offer company to couples and women. A few days ago, a couple hired me for two hours.The woman was fucking me with her strapon while I was stroking the man's cock. She was pushing her hard cock deeper and inside me, I could feel my ass dissolving more and more. I turn my ... Read full Story
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Rassemblement d'alumni pas comme les autres;
Un rassemblement d'alumni pas comme les autres; 'Mer/Sable/Soleil' et pourquoi pas 'Sex' dans un club de vancance; nous nous sommes rassemblés pour fêter les 40 ans de notre 1ère rencontre en fac. La seule règle était de venir sans compagne pour revivre nos jours de 'frosh'. avec les ca... 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
90%
A Schoolgirl Fantasy
As I sat on the couch watching some boring show, I was thinking, "Being alone doesn't have good perks. Maybe if I wanted to dream something naughty, it might be cool." So, I closed my eyes, and I dreamed of a very naughty transexual schoolgirl who would do what I needed. All of a sudden, I heard a s... Read full Story
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How Sia Shemale Pune fucked me ...
I met Sia through ts-dating . Called her n went to meet her. When I saw her I could not believe that she is shemale n has got cock between her legs. My god so beautiful feminine. Her implants are very sexy n make her more beautiful... Then I paid her n we went to comfortable small bedroom. I d... Read full Story
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CD Fantasy: Forced to be feminized
It started that my girlfriend asked me if I would wear a female outfit for a day inside the house on a weekend. She said it turns her on if I would do that. I agreed and one Sunday she had several closing items laid out for me. Pantyhose, a minidress, very high heels and a long hair wig. She asked m... Read full Story
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First Time With a Shemale Part 2
"WOW" I thought to myself "I'm gonna fuck a hot Asian hooker for free!"...She took out my cock and started playing with it, "I love your cock babe,mmm I want it in my mouth" and she slowly started sucking on it. Now back in the days I wasn't much of an expert, but that ... Read full Story
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My first night was making love to a man
First .... My name is Lely Bella Calistia, of course it's the name when I decided to become Shemale. My age is now 28th, I became a shemale when I was 24th, when I first chose to be a shemale because I was obsessed with my ex girlfriend, after parting ,, .. maybe because I really miss her an... Read full Story
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tgirl Hana in Sydney
I love spending time with tgirls and one of my favourites is Hana in Sydney. Setting up a meeting was easy, I texted her when I was close to her place. In her apartment, we kissed and hugged at the door and then she led me into her room, we settled the finances and Hana offered me a nice clean to... Read full Story
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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
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Horny Writing A Strange Habit
I enjoy watching videos which I can Vicariously live. This is nothing more than my horny hobby, an amalgamation of various thoughts. My form of hands free edging. Spell checked only, "No I haven't proof read a first draft, not trying to publish masterful works here." Hope to hear from those w... Read full Story
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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
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Becoming addicted to her she-cock
"I'm going to make you a very happy woman tonight when I slowly but firmly slide my long, thick, hard she-cock all the way up your tight virgin ass tonight baby" Alma whispered in my ear as we left the bar I had ?mistakenly? stumbled into. I shuddered with both fear & a bit excitement. I don't why ... Read full Story
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My Sex Change
It was the day I had been waiting for. My bags all packed, two years of saving and working hard and I could finally go on my round the world trip. I said goodbye to my friends and family and checked myself onto the plane. First stop; London. With my final waves and promises to return with present... Read full Story
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Big cock shemale from Pune, India
I just saw her profile on Planet Romeo, her name is ID is Kaynat / Muskan. I saw her photos and got attracted to her. I am always a big fan and lover of Shemales or TS. I called her and fixed appointment by negotiating with her for 2500 INR. I went to meet her, she stays in a condominium in ... Read full Story
88%
Very Impatient on a sex fanstay
Are you ready for this Mish?" "Not really but it's too late to back out now." I stood in a dark alley before a metal door shaking with both anxiety and the cold, waiting for the door slot to open and for the night to begin. I wouldn't admit it to my friend Simone but secretly I hoped we would ... Read full Story
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Florida TG Experience
I had known Jan from High School, we always had an attraction for each other but were dating someone else or married at the time. Jan had actually married a friend of mine and I was envious of course. She at that time had sandy blonde hair, and a body to die for. One evening we had them over for dr... Read full Story
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Dating all whole my life
Julia and Ilya, together 10 years It was more than 10 years and 2 children ago. In December 2005, we agreed to meet at the gate of my office after a working day. I did not go out godlessly for a long time (40 minutes from the appointed time), but he still waited. I hope he does not regret it ... Read full Story
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Threesome with random muslim men from Dubai -
As you all know, most of the meetings with my clients happen in good 3-star or 4-star hotels. Clients normally visit my hotel room and have fun. This exciting session happened during my stay in a 3-star hotel room in Bangalore on March 1st and 2nd. I had bookings for both the days and was prepare... Read full Story