Free Stories

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My shemale initiation
I was alone at home. Wife gone for a vacation. I was surfing the net. I am infatuated with shemales. I looked at redbook and saw a very sexy lady. I contacted her. I drove to her hotel and picked her up. She was gorgeous. As we drove to my house, I asked about the size of her package. She said 9". I... Read full Story
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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
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Mistress Wants My Balls
I always pretended to myself I was straight. Mistress knew better, and she had a purpose for me... When I woke, the basement was dark, lit only by a fitful lamp that gave off a dull light. The leather straps that bound me to ceiling and floor cut into my flesh. Our session last night was more ... Read full Story
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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
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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
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Verführung!!!
Verführung!!! stelle mir vor, du kommst zu mir, wir setzen und an den Tisch und trinken Kaffee, wir führen eine zweideutige Unterhaltung, dann streichle ich über deine Hose, ich spüre wie dein Schwanz in meiner Hand ganz hart wird, wir Küssen uns sanft, während ich dir die Hose auf mache und deinen... Read full Story
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SISSY AWAKENING
- Trou de gloire du sex-shop - "Hey bébé, quand est-ce que tu rentres à la maison?" le message texte bourdonnait doucement. Sortant discrètement le téléphone de ma poche, je tape "Même heure que d'habitude, juste après 5 heures, pourquoi... quoi de neuf ?" C'est mon amante Sarah, ma meilleu... Read full Story
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SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
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Sarah fucking in vienna
Sarah in Wien , sie nennt mir ein mir bekanntes Hotel in der Innenstadt, sowie eine feste Uhrzeit! Überpünktlich bin ich Vorort , komplett glatt , unter der Anzugshose einen schwarzen engen Nylon Slip , sneaker weißes Kurzarm Hemd, guter Duft , klopfe ich etwas nervös an der Zimmertür! Von innen k... Read full Story
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Pune crossdresser Night Girl
Hi friends, I hope you liked my earlier stories. This is my new story about a lady boy / crossdresser / sissy boy. Around 2 years back I came across a profile on Planet Romeo with name Nightgirl. I sent her message that i found her sexy and attracted to her and wanna meet her. I am alway... Read full Story
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Wet & Messy Sex
It was the text I'd been waiting for for ages. 'I'm back.' it said. Anish, one of the kinkiest guys I've ever met had finally decided to return to his holiday home, just a few minutes away from where I live. He's a well off Asian businessman and has a lovely place to entertain. It's been a while sin... Read full Story
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TO BE OR NOT TO BE – PART 1
TO BE OR NOT TO BE – PART 1 by Spanky de Bautumn This is a story about how taking a play to New York City changed people's lives. A transgender coming of age story. I was born Harold Stanley Dayes, not a great name for a kid growing up. I know my parents loved me, but Harold was my mom's dad a... Read full Story
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Regina's Vagina dreams
I think I wanted to be a female from birth. I once looked through a girlie magazine out of curiosity. I had impossible dreams and I longed to trade genitalia with them. I have always fantasized about my Vagina when I was younger. It was during those times that I would drift into my own private world... Read full Story
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Shemale Chrissy Fucked by a Demon
I wanted to write this the night it happened, Halloween, but I was still so traumatized. I was at my fictional fantasy Sugar Daddy's house alone and already spooked out by the noises of this old hundred-year-old wooden house in this loud thunder storm on what some call "Devil's Night." I had to turn... Read full Story
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Bruna Rocha, most liked Shemale Hooker in Frankfurt
Rang and the door opens and Wow !! There she stood in front of me as in the pictures with suspenders, high heels and a super friendly smile. Perfect guitar figure, super smooth skin. After entering, we went to her room and sat down on a sofa. She looks at me kindly, puts her hand on my thigh and ... Read full Story
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About Jack and Diane
Thanksgiving was over the college kids are returning to school and Las Vegas has slowed down from the busy restaurants and overcrowded casinos. It’s the best time of year to see a nice show for less. Jack’s friends had all taken off with families and he had time to think about how lonely he really w... Read full Story
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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 taste of shemale cum
This horny story was posted at our forum by a guy named Capablanca who seems to have finally admitted he prefers playing with shemale cocks over playing chess. ;) I have already described my first encounter with a shemale - an amazing experience. One thing I've been looking for since that first e... Read full Story
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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
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DU VILAIN PETIT CANARD À LA PRINCESSE SISSY ⚧️ ⚧️
Être un mec très petit 1 mettre 60 avec une petite carrure a été un handicap majeur dans ma quête de compagnie féminine. Avoir un micro pénis était le clou de mon cercueil. Tout au long de ma jeunesse, j'ai été ignoré ou rejeté par les filles. J'ai eu ma première petite amie à l'unive... Read full Story
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UNE RELATION À DISTANCE ⚧️ ⚧️
Les relations à distance sont difficiles, surtout dans ces premiers mois très importants où vous passez chaque instant à parler, toucher, embrasser et baiser. Lorsqu'il s'agit d'une longue distance, 20 heures sur 24 sont généralement passées ensemble nus et au lit; le seul moment où les vêtements so... Read full Story
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Shemale Prostate Orgasmic Bliss!!!!
if she wanted breasts." "Oh no. That's the amazing part. The more I dressed him the more feminine he became. By now I'd moved him her and her clothes into the other bedroom. She wasn't happy with that but we came to an agreement; I'd milk her once a week and she... Read full Story
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Lady In The House Ch. 09
A story by MicheleNylons ( Continued adventures of a cross-dressed prison prostitute. ) I lay there stunned, how had I miscalculated my effect on the Warden? The one man who could guarantee a transfer from this shit-hole; fuck!!!! The cravings of male sexual hunger within the confines of the ... Read full Story
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Mein Traum 2
Hallo mein Gebieter, ich hatte einen Traum. Darin gehe ich mal wieder ins Duplexx in der Schönhauser Allee. Nach einigem Cruisen bleibe ich in einer Kabine stehen, lasse die Tür offen und stelle mich mit dem Rücken zum Eingang vor den Monitor. Ich gucke einen Shemale-Streifen und spiele etwas an ... Read full Story
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FILLE DE RÊVE ⚧️ ⚧️
« Alors, à quoi ressemblerait ta petite amie parfaite ? » « Toi », pensa Steph, regardant dans les yeux noisette avec des reflets dorés à l'intérieur. Il lui fallut quelques secondes pour se rendre compte qu'il devait répondre avec sa bouche. « Oh, euh… quelqu'un d'attentionné je suppose ? ... Read full Story
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FILLE DE RÊVE ⚧️ ⚧️
« Alors, à quoi ressemblerait ta petite amie parfaite ? » « Toi », pensa Steph, regardant dans les yeux noisette avec des reflets dorés à l'intérieur. Il lui fallut quelques secondes pour se rendre compte qu'il devait répondre avec sa bouche. « Oh, euh… quelqu'un d'attention... Read full Story
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Closet Sissy Son fait en fille
Pourquoi étais-je à quatre pattes avec la bite de mon père dans le cul et la chatte de ma sœur dans mon visage? Je ne savais pas que ma mère était au courant de mon secret. Elle savait que je portais sa lingerie et celle de ma sœur. Cela a commencé lorsqu'un jour j'étais seul à la maison et que j... Read full Story
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DATES NUITS
My wife, Denise, and I have been happily married for over 10 years. Over the years, we have enjoyed a vibrant and adventurous sex life. As we've grown in our marriage, we have become very open and honest about our sexual fantasies and desires. Through the years, we have come to realize that my w... Read full Story
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A Little Girl Forever
Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... 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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TO BE OR NOT TO BE – PART 2
TO BE OR NOT TO BE – PART 2 by Spanky de Bautumn Part 1. Sunny, Mel, and Shari learn they are going to New York to perform a play off Broadway and are really excited about it. Being a small troupe, we unseen members had to wear many hats. Unfortunately, there was just the two of us, Joe Donn... Read full Story
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RÉVEIL SEXUEL SISSY ⚧️ ⚧️
Si ses histoires étaient vraies, non seulement beaucoup d'hommes ont eu des réveils sexuels entre la fin de la trentaine et le début de la cinquantaine, mais beaucoup d'hommes de mon âge étaient curieux de se féminiser, de sucer des bites et peut-être même d'avoir des fesses. Mais je ne peux pas ... Read full Story
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Mums shemale friend visits
This story is from the perspective of a 18 year old male. My mums friend Sophie was visiting from the US and was staying with us for 2 weeks.1 week into her trip something amazing happened I was smoking weed with Sophie when she started asking me these weird questions. She asked me if I had ever su... Read full Story
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Rebeca, mi primita transexual
Dice un dicho popular: "al final todo queda en familia..." La historia que les voy a contar es muy interesante, excitante y movilizadora, ya que los protagonistas somos parientes. Se trata de una noche loca, desenfrenada, apasionada, y de muchísimo sexo entre Rebeca y yo. Rebeca es una prima segund... Read full Story
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Liberty in Lisbon Part 2
So here I was walking down the Av da Liberdade feeling very pleased with myself. I had just thoroughly enjoyed an experience I thought would only ever be in my dreams and, the best part, there was more to come [cum]. In fact I found myself humming the 59th Street Bridge Song. Life I love you feeling... 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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Ich und der Kommissar
Ich und der Kommissar, nach einer Vergewaltigung wollte ich mein Erlebnis einem Polizei Kommissar schildern. Wir saßen im Wohnzimmer auf meiner Couch, er sagte zu mir ich solle ihm meiner Erlebnis schildern, er merkte das ich etwas gehemmt und schüchtern war, er bot sich auch als Statist an, er sag... Read full Story
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SOUMISSION BBC DE SISSY
« Tyler ! Arrêtez-vous – vous regardez à nouveau, et il l'a remarqué ! » La voix de Jack chuchota d'une voix rauque à l'oreille de Tyler alors que l'eau chaude de la douche tambourinait dans son dos. Il ne restait plus que les trois sous la douche maintenant. L'entraînement de basket-ball était t... Read full Story
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What Lies Beneath (Part 2)
A RENDEZVOUS WITH SUZY – What Lies Beneath (Part 2) We woke in the morning, showered and dressed before going down to make breakfast. Mia must have planned this all with the girls in advance because she had packed a small suitcase with some day clothes for us both. The sun was streaming throu... Read full Story
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My first Shemale
“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual. For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator). The community I live in has lots of shemale beauts; maybe that started my intere... Read full Story
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Getting Fucked By Jeff
Getting Fucked By Jeff I was sitting at the bar one night having a drink and wanting some dick when a man sat next to me and said “Hi, I am Jeff.” Smiling at him, I said” Hi, I am Penny.” Jeff and I chatted and he bought me another drink. After a while, Jeff said” In all honesty, I only boug... Read full Story
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Bareback fuck by Lysa Shemale
Well I am devoted shemale lover and have met many shemales in my life. This incident is of probably December. I called my shemale escort Amy to meet and some how she was not picking call. Then around 4.30 pm she picked n told me that she is having hangover due to party so was sleeping, so I sh... Read full Story
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Sissie Slut's Windows of Womanhood
I flash back to my first time with a grownup adult at the tender age of16 . I was so nervous now that we were here in the motel room. I was nervous for so many reasons. I lied to my family and told them I was staying at a friend’s house. Instead, I'm here with Mr. Joey in a motel room and he was my... 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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A new start in life
“In life, finding a voice is speaking and living the truth. Each of you is an original. Each of you has a distinctive voice. When you find it, your story will be told. You will be heard.” John, living outside Boston, being your average accountant working with Gillette, had gone through a messy di... Read full Story
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mi primer scort shemale
Hola me llamo Antonio, por mucho tiempo tuve la curiosidad de experimentar el sexo con una shemale, asi que me di la tarea de cumplirme y quitarme esa curiosidad. Busque una pagina de scorts muy conocida aqui en mexico, una shemale que me gustara; y que creen la encontre. El siguiente fin de sema... 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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TG affair in Bimini
The day was rainy and weather was dreary, not much to do and have the day off. I fly a charter plane that takes people to and from the Bahamas from Ft Lauderdale. My girlfriend Jan and I only stay together a few days a week, she is in Real Estate and with my schedule we have not been together in t... Read full Story
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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
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Crossdresser gets dick for first time
I was so tired of just watching porn. So tired of the sissy hypno threads that made me crave men, crave cock, crave being weak, crave being the bitch...only to cum and do nothing about it. But the desire to transition from fantasy to reality was growing stronger and stronger. I decided it was ti... Read full Story
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A Series of Perverse Dreams, Part 2
Three or four days had passed since my torrid alley way dream. Hannah had recently come over to share a few glasses of wine and a steamy fuck session in the shower. She had definitely embraced the ways of edging I had shown her because when she came in my mouth I could barely contain the massive amo... Read full Story
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A Job in the Theatre Chapter 14
Sarah and Paula shared at drink as they tried to decide what to wear for their date. "Every good outfit starts with lingerie. What do you think of these?" Paula asked holding up a pair of baby blue panties. "Nice. But I really think these will be better" Sarah said holding up ... Read full Story
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In Love with a Shemale
I was out one night in a busy club and I couldn't help to notice this one girl staring at me constantly. She was incredible wearing a tight little skirt showing off her long legs with an amazing smile and a very cute face. I planned my move and went to the bar when she did and she started talki... Read full Story
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The Girl Next Door Ch. 02
derezzed Chapter 2 – Taking the Next Step Into Depravity Michael hardly got any sleep that night. When he did his dreams were filled with images of Jenny and her large penis. He tossed and turned in frustration. As he rolled over for what felt like the thousandth time he was blinded by the s... Read full Story
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My Shemale Fantasy
Allow me to introduce myself, i’m a young European man, in my early twenties, writing my first erotic story. This has been a fantasy all my life, it probably will remain a fantasy, but that doesnt mean i cant write about it. Ever since i was old enough to realize my raising sexual interest and... Read full Story
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HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story