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Proud To Be A Sissy Chapter 3
I woke Monday morning actually looking forward to what the day may hold and feeling good about myself. I felt like I was a different person and as I thought about it realized that in a few ways I was. I laid in bed thinking I did have a little better understanding of my sexuality now that was so con... Read full Story
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Hot for Teacher
Jack was enjoying his going away celebration, as he prepared to move from teaching high school to college. He had spoken with many of his former students, and found it endearing that so many of them cared enough to show up at the party. By the end of the evening, though, there was still one young wo... Read full Story
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MY first time with a Tranny
So one night i was feeling super horny, and was jacking off all day, i went our that night and got home super d***k and super horny. i called up my local chatline and started talking to this tranny that told me she was horny as well, one thing led to another and i gave her my address. we talked on t... Read full Story
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A New TS Slut is born
There I was, one week before the end of high school. Going to college in the fall. Nice car, good f****y, friends. I had it all. So, what was I doing on my hands and knees in a video booth on the wrong side of town, dressed as a cheerleader with a cock in each hand, one in my ass and one buried i... Read full Story
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True story, TS 3-way
This is a true story. It was a typical night in Pattaya Thailand and I'm still recovering from the 25 hour flight from Tennessee to Bangkok that I flew just days before. After a few days in BKK, I arrange for a hotel car to me to Pattaya, a seedy explosion of lights, blaring music and drunken ... Read full Story
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The party
So , we where on our way to the party that Monica had arrange for me , the party was in a motel suite on the hills , we drove for half hour , at the reception we where told to enter , some body where already there awaiting for us , we park the car and Leo indicate to go up the stairs , the place was... Read full Story
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My TS Mistress
It is night time and I am lying on my side in the bed. I am naked wearing just 3 silicon cock rings. I try not to touch myself. Earlier Mistress had told me to go up to our bed and wait for her. I did as she said. I could hear her with her submissive for the night. A married man...well, another mar... Read full Story
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The war in my mind
"I found that I wake up at night to watch sissy hypnosis. I think I'm addicted and more than I look, the more I become a real cumslut. Everywhere I look, I see guys and I secretly beg to get ass pounded". Started to deal with my sissy around 16-17. At this time I didn't know a... Read full Story
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Ladyboy Lust
I had been watching ts porn and thinking about visiting an escort for a while, when I found myself working in London and actually got the oportunity. I had been checking out the London Eros guide on the internet and had called several tgirls when I came across Seri Atika's profile. I called he... Read full Story
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My First Ladyboy Adventure
I had been watching ts porn and thinking about visiting an escort for a while, when I found myself working in London and actually got the oportunity. I had been checking out the London Eros guide on the internet and had called several tgirls when I came across Seri Atika's profile. I called he... Read full Story
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I FIND MY ROAD IN SYGKROY
My name is Anastasia, although the real name is Nick. As you can see I'm a decent boy day, a normal relationship with girl (not so normal, but that another story!), Sociableness and not effeminate at work and generally to the outside world. But when you go home and my girl is missing, I beco... Read full Story
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My TS escort
I finally cracked and I had to know what it was like to be with a tgirl. After a quick google search I found a young and sexy tgirl in my area that was willing to play for pay. A short drive later I find myself parked outside her home, and I'm nervous as hell. I get out and walk over to her hou... Read full Story
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Tit fucked by ts Sarah for cum
Julie: *Pushes your legs apart, gets down on her knees between your thighs, pins your cock against your tummy with her hand then leans in and gives your nads a lick* Sarah: =O Julie: *Nibbles* :o Sarah: *squeaks, brushing her fingers through your hair, pushing her hips against your hand and... Read full Story
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Four Inches Cock
[Fiction] I've always thought dating coworkers is weird and awkward but here I am walking upstairs to my apartment with my coworker after a nice first date at Italia Parlor - the best calzones for miles. Natalia is a gorgeous, pale American-born girl of Slavic descent. She has raven hair th... Read full Story
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Fem Firm: Character Intro
Coxson & Dicster is a law firm made up of nothing but she males They are: Debra Coxson- 37 Debra has been a lawyer for 12 years and started the firm with her college roommate Angela Dicster 5 years ago. She's a leggy ash blond with 38D tits a great ass and a 9 inch cock. She loves to ... Read full Story
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THE WEATHERGIRL BY B-MAN
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
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James's Cum Slut Part 4; Back to Boarding School
It was back to school time and I was back in the boarding house with James. We hadn’t seen each other all summer and were eager to relight the fire. But it was going to be hard. While we shared a dorm together, it would be hard maintaining the privacy. We had both packed items from my secondary ward... 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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First time
Ever since I was a teen I wanted to get fucked by a tranny. At 19 I finally got the opportunity when I moved to Leicester for university. I did a quick google search to find any in my local area. I stumbled across sexy TS from Colombia with 44DD and a 9 inch cock. My cock got extremely hard after se... Read full Story
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Asian Crossdresser - How My Crossdressing Journey Began
My name is Patrick (Pat) Young and I was in Hong Kong. It all started when I was 5 years old. I was an innocent and naive boy, who had no idea the difference between boys and girls. I thought the differences were that girls had long hair and they wore skirts. When girls grew up, women were sh... Read full Story
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First time with a shemale
Ive always been turned on by shemales,why i dont know. I always wanted to fuck one for some reason big titty shemales that look like a woman just turned me on. There is a shemale in my town i ran into a couple times, I finnally found out her name and looked her up on facebook. She is a beautiful ebo... Read full Story
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My First Time
Hello, I've read a few stories on here some good most bad. I figured I would throw my own experience into the mix and try to bring something fresh to the table. I feel like you can tell most of these are fake, so here is a TRUE story about my first time with a trans girl. Bac... Read full Story
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Learning to appreciate the small things...
So...Here I am. 33, transgender, & living as a female for almost two years now. It's been a strange & crazy trip up until this point, but I learned countless valuable lessons through all of my mistakes. For instance, I learned that size truly doesn't matter in the end, because it i... Read full Story
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Sweet Tranny Face sitting heaven
My stories are my experiences and memories I like to look back at from time to time.I have had some real to honest God sent blind tranny dates giving me some of my best and happiest moments in my life. As I recall this one time coming across this beautiful nubian goddesses personal ad on Craigs... Read full Story
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Unexpected Festival
Era una noche tranquila y muy agradable con mis amigas. Cena, peli y unas copas rapiditas, nada loco ni fuera de lo normal. Sentadas alrededor de una mesa alta en nuestros taburetes, nos reímos y lo pasamos bien. Era inevitable el echar un vistazo a los que nos rodeaba, había un ambiente wapo y l... Read full Story
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TS Escort-true story
I wore my little bo peep dress, which is pink with lace and frills, and petticoats. I wore my pink frilly suspender panties and white thigh stocking with a wee bow. She treated me like her bitch. Standing up in fron t of me she masturbated her really thick 9"cock in my face until it was sol... Read full Story
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When the swimming pool becomes a "hot tub"!
I decided to try and get a bit more adventurous with my act, and one day plucked up the courage to go swimming as my alter ego. I went through my usual habits of cleaning up and slipped on a tight one piece red swim suit. I filled it out with a little padding in the lining and covered it over with a... Read full Story
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Una noche de domingo
Habia sido un fin de semana muy corto pues el sabado me toco trabajar.El domingo por la tarde solo en casa y aburrido llame a un par de amigos para ir a dar una vuelta a la noche a Bilbo. La verdad es que estaba bastante triste la noche, todo muy vacio. Ya pasadas las 2 de la madrugada entra... Read full Story
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My First Time
This is my first ever story written about my first ever sexual encounter with a transgender woman. I really hope you enjoy and want to leave me some feedback… I have slept with many women in my life. I have been married, had more girlfriends than I can remember, several fuck buddies and far too m... Read full Story
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Sophomore with my roommate
Sophomore year my roommate caught me dressing up in our room. I was pretty drunk and he came back from parties earlier than I thought he would. He laughed as I tried to hide, but I could see a HUGE bulge in his pants. He told me to come over to him and show off my “new look”, so I did. He sat down o... Read full Story
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FEM FIRM: Character Intro & Part 1
Coxson & Dicster is a law firm made up of nothing but she males They are: Debra Coxson- 37 Debra has been a lawyer for 12 years and started the firm with her college roommate Angela Dicster 5 years ago. She's a leggy ash blond with 38D tits a great ass and a 9 inch cock. She loves to ... Read full Story
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Fem Firm 2 -The Weathergirl
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
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Step-Mom China (Part One)
I was at Jon’s house that night thinking he would be home instead he was at some “party” I was not invited to and I found his “step-mom” home alone. I always found it odd he referred to China, as his step-mom since he was an orphan with no Dad to speak of she seemed only a few years older than he di... Read full Story
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Are my Tranny Orgasms Unique?
There have been some changes, some dramatic changes, in my sex life since before when I started out acting the heterosexual male role. Rather than being the hard cocked male entering whatever female partner it happened to be this time, now I am more commonly the trans partner being entered. Previous... Read full Story
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Third times the charm!
After my first 2 times with a ts it basically just became an urge that I had to have a need I had to satisfy! Just like regular sex the more I thought about it the more I wanted it. I finally asked Liz if she knew anymore from around where we were. Luckily for me she did and set me up with her frie... 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
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A date to the sex shop
So last night I decided to meet up with a young shemale in Portland, now this is my first time ever with a trans and I was so nervous and excited all at the same time my face kept doing this weird little twitch. So we hang out for a little before we decide to go to one of those classic dirty sex sho... Read full Story
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My sisters Tgurl friend Part Deux
Next day, after my incredible sex encounter with Christy , my sister let me know that her friend was a Tgurl. I acted like I was shocked. She told me that Christy was a friend from college and had breast implants and took some hormones to be more feminine, but she still had a dick. My sis told me th... Read full Story
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SEGUNDO ORAL QUE HIZE
Antes de empezar, quiero aclarar que soy un hombre y en el momento que viví lo que aquí cuento, yo tenía 16 años. Todo comenzó un jueves a las 7:00 pm. Yo estaba en la casa de una amiga que había conocido unos meses antes en un centro comercial, me gane la confianza de ella porque decía que hablar ... Read full Story
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Hago otro oral
Antes de empezar, quiero aclarar que soy un hombre y en el momento que viví lo que aquí cuento, yo tenía 16 años. Todo comenzó un jueves a las 7:00 pm. Yo estaba en la casa de una amiga que había conocido unos meses antes en un centro comercial, me gane la confianza de ella porque decía que hablar ... Read full Story
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wonderful day
I live with my mother. she know that I have a lot of femininity. I ignore it. I am at home. I do not wear women's clothes or men's clothes, but between this and that. I woke up in the morning and I wanted to have all this sex started by shaking my body hair and then looking for a man In th... Read full Story
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My First Time
I used to be a normal straight guy, or at least, so I thought. That was until I began exploring trans porn, I was so turned on by it, but thought it was wrong, I tried to fight it, but soon enough trans porn became the only porn I could get off to. I didn't know what to do with this obsession, ... Read full Story
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Sister fucks Cross-dresser brother
James pulled his cock out of my pussy and scooted across the bed to my face. He aimed his blowhole for my mouth. "Don't get any on the pillow," I said. He didn't seem to hear. James hunched over. His eyes narrowed. He stroked his Johnson. The jizz flew. I opened my mouth and closed my eyes.... Read full Story
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Im Porno Kino meinem ersten TS Kontakt
Das Kino Mascotte in Basel, So viel habe ich schon gehört vom Sex Kino Mascotte, Das ich es eigentlich jetzt selber mal sehen wollte und mir mein eigenes Bild davon mache. Also machte ich mich auf den weg in das Kino, und das schon am Samstag um 13:00 Uhr! ja früh weil ich erst mal sehen wollte w... Read full Story
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Mi amiga transexual
Soy Jorge, tengo 50 años; soy divorciado, heterosexual; soy profesor universitario y disfruto mucho de la compañía femenina, ahora que vivo solo en un departamento. Suelo tener diversos encuentros sexuales con distintas mujeres sin compromisos de ninguna especie. Soy muy fogoso en el arte de amar y ... Read full Story
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Best session with a T Girl
I like T-Girls. Recently had a chance to go to Costa Rica for work. While I was there I decided to see what Costa Rica had to offer in this department. There is quite a good amount of girls to select from. I started texting this Tgirl and we set a time. I got ready and headed over. It was a Hotel th... Read full Story
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MY TS FOXXY & VENUS LUX FANTASY
Alyssa Gomez and Venus Lux were visiting Newark, NJ and decided to have lunch in the restaurant that I work in. It was a rainy day. The seductive pair were returning back to their suite in the Courtyard Marriott, but not before grabbing a bite to eat. Alyssa and Venus sat the bar and ordered a coupl... 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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Laufhaus Besuch bei Wunderschöner Tranny
Hallo, heute möchte ich von meinen zweiten Besuch bei einer Tranny berichten, das erste mal war leider nicht so toll wie das zweite mal, vielleicht schreibe ich ein anderes mal darüber. Ich war in Graz bei einem Laufhaus bei TS Stefanie, über sie habe ich in einem Forum nur gutes gehört und habe ... Read full Story
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Chambermaid
Denise loved the weekend morning shifts, especially when guests had left ‘breakfast in bed’ signs outside their doors. She wore her usual indecently short lacy black uniform, with a lacy white apron, black matching undies, stockings and black high heels; and with her hair and make-up immaculate she... Read full Story
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the pool house
Hello there stranger, I am glad you have taken the time to read my story of the morning I first got my cherry busted open, it was a typical beautiful southern caalifornia morning, nothing out of the ordinary. I clean pools up in the palisades above the Santa Monica moutian range, high dollar propert... Read full Story
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A Couple of Couples
My wife and I were having a couple over who had gotten married a few months earlier. She was a tall blonde and he was a stud, weight trainer kind of guy. My wife had always had the hots for her and since she hadn't tried another woman yet and I had known her for years, I got that ball rolling. When ... 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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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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My First Time With Shemale In Pune
As I wrote in my other stories too that I am not new to shemales. But this is how my journey towards shemales started. I was all the time watching shemale porn on www.ashemaletube.com n was horny like hell. I always wanted to suck a shemale cock. I love shemale as they are best of both world. ... Read full Story
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Curious
Confused curiouse.35 black lad.what am i if i desperatly wont to fuck a ts .i dont believe ime gay or am i.from my little finger aged 13.to now self lubing swuirting own cum load in arse.but i need the real fing.scsred of how i fee l afrer.stolen my frends  mum sis filthy stained used  knics.my own ... Read full Story