Free Stories

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First time with ladyboy / bottom
Hi everyone! now it is my turn to share my experience in Thailand. We were on a Christmas vacation on an island, and I didn’t even know ladyboy existed then. At a Christmas beach party I chatted and danced with a woman and we ended up in my bungalow. We kissed a lot and I knew that now I was g... Read full Story
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Fucked and sucked by a ladyboy
Our reader Maxie wants to share what it is like to be fucked up bottom by a ladyboy and getting a blowjob from her at the same time. Seems very exciting, what do you think? ;) On a recent visit to Thailand I went further than I ever thought I would. I picked up a "young lady" Bangkok wh... Read full Story
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Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
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Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... 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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Been a ladyboy slave
I have been a slave to a ladyboy in thailand. I challenged her to wrestling match to see who is dominant and she won and sat on top of me nearly naked with her cock hanging over my face, and proceded to taunt me, and made me suck her cock and submit to her. Then she strapped a leash on me and tol... Read full Story
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Ladyboy dominatrix
If you read my other stories you know I'm intersexed and I was a ladyboy prostitute when I was um, very young. I don't condone such activities. They were sick perverts who used me. True I got a lot of money and expensive gifts but that doesn't make it right. They should all be castrated. Th... Read full Story
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HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
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Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
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Fucked by indonesian ladyboys
this is a true story of what actually happened to me in bali When i was 17 i was on holiday in bali, indonesia. i'd only had sex once prior, with a genetic girl, and i barely managed to get hard and wasn't able to cum so i knew pussy wasn't for me. i had been clubbing several tim... Read full Story
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Bangkok Night with Thai Ladyboy Dancer
I was visiting Thailand back in the 90s and was blown away by the “Potpourri” of sites, sounds, and smells (not all of them good) of this city. Beautiful women were at every corner and very friendly to foreigners. I went out with a group of guys on the town after dark to check out the go-go bar scen... 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
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More Than a Lady
Doctor Carter surveyed the gathering of ladies before him. Something wasn't quite right, but he just couldn't put his finger on what it was. He had been invited to speak on Female Reproductive Health but the women before him were neither the charity-driven older matrons nor eager young housewives th... Read full Story
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Me and 2 black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider my self a crossdresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine ladyboy. I have been taking also hormones for 4 years, on and off and I already saw many changes&he... Read full Story
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Santa & Mrs. Claus
In my story called "Santa Likes Fembois" here I explained that I discovered that last Christmas when Santa Claus visited my house then made me suck on his cock before fucking my boypussy. He also gave me an actual present: a winning lottery ticket. Well, with that multi-million dollar winning ticket... Read full Story
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Santa Likes Shemales Femboys
Did you know Santa Clause is real....and he likes shemales femboys??!I It happened last Christmas Eve. I fell asleep watching the snow fall just outside my window. I was comfy under my layers of warm blankets I clutched tightly, in the black lace panties and red lingerie night dress or nighty I wear... Read full Story
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Purple Kiss, part 1
It happened during a week long trip for work. By the third night in a strange city I had grown tired of the hotel bar and broke away from my work colleagues for change of scenery. I told my coworkers that I was going to bed then quickly made my escape. The night was warm so I decided to take my o... Read full Story
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My story, more or less pt.3
Earlier on, when I was scouring through various drawers and closets for feminine clothes in my home I have stumbled upon two old skipping ropes. "A fun time" I thought to myself, not giving them another look and continuing with my search. Little did I know they would become the backbone of my "sessi... Read full Story
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All Night Forced Sex Part 3
When I woke up there was a woman standing in front of me. She looked gorgeous. She stood approximately 5'2'' tall and slender build. She had on a tight fitting thin red dress that clung snugly to her, accentuating all her curves in all the right places. The hem of the dress came to about half thigh ... Read full Story
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T-Girl Meets T-Girl
It was a silent car ride home. He looked at her, she looked out the window. She looked at him, his eyes were on the road. Neither of them broke the silence. It stayed that way until he parked in her mom's driveway. The soft-spoken young man told his girlfriend, "Goodnight Ashley. I'll call y... 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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An Odd Encounter
I met her on one of those dating sites. Well, when I say dating site I mean one of the many that caters to people looking for random hookups. I don't know exactly what I was looking for at the time. I guess it was just that it had been a while and I was looking for some fun, but she was hot, so it d... Read full Story
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Renting out a room
When my wife suggested that we rent out the guest rooms above the garage to a college student it sounded like a good idea. It was very much like a small apartment, with a bedroom, bathroom, and small living room. No kitchen of course, but we could share ours and it seemed like a good way to make a l... Read full Story
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Tipping Point -- Chapter 1: Blow by Blow
Chapter 1: Blow by Blow October 12th Thursday evening. Tick, tick tick... the minutes pass by while Nick lies on his back, staring at the white ceiling fan that hovers above. He raises his head, bats his eye lashes, and yawns. His long, wavy, auburn hair falls down his back with small curls. ... Read full Story
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Fooled Into Love by a Beautiful Transexual
A fictional, steamy love story about a Man’s first experience with a Shemale... a real take charge kinda girl! Maria Lopez was an absolutely stunning 23 yr old Puerto Rican Goddess. I remember the first time I laid eyes on her, bent over inside her hatchback Toyota, pulling out a hanging fern pla... Read full Story
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Purple Kiss, part 3
Continued... As I reached out for Tiffany's hand, she snagged the towel I had wrapped around my waist and threw it to the floor, “no need for that, cumslut.” The group of women surrounding the doorway applauded once again then dispersed. Most of the women headed downstairs, but Janet, Kimb... Read full Story
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2 Traileros
Una noche buscaba divertime con alguien y publique un anuncio donde buscaba a un hombre mayor que me hiciera su putita y le gustara verme vestida. A los 20 minutos un hombre me envio un mensaje diciendome que es camionero y estaria esa noche en la ciudad. Eso me exito mucho y le pregunte donde podri... Read full Story
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The Girl Next Door Ch. 03 by derezzed ©
Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Alexis's arm casu... Read full Story
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Nicole
This story is about my first time with a transgender. I had no previous experience with a transgender until 35. This happened on a Saturday morning when I was walking in the streets of Tokyo and I saw this foreigner woman and she seemed to be lost. As an English speaker and not knowing that she was ... Read full Story
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PREMIÈRE ÉTAPE FÉMINISANTE
Aujourd'hui, ma mère et moi sommes allés acheter des maillots de bain dans un grand magasin local. C'était en début d'après-midi et nous avions pratiquement l'endroit pour nous tous seuls. En entrant dans le magasin, nous sommes passés devant une grande colonne couverte de miroirs, et je me suis ... Read full Story
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MON SECRET RÉVÉLÉ ⚧️ ⚧️
C'etait ma propre faute. Comment ai-je pu être si stupide ? Je m'appelle Karl. J'ai démarré une entreprise Internet il y a douze ans. J'avais travaillé comme représentant d'un fabricant pour une maison de courtage spécialisée dans les marchandises importées. Je pensais que mon entreprise ne faisa... Read full Story
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Got more than he bargained for
This story was written for Trans Ladyboy by Brandi, a hot dominatrix and a phone sex operator. She says guys often call her to share their tranny fantasies with her, one of which would be getting dominated by a tranny, and, you know, she's really good at that! Call her for this phone fantasy (1.99 a... Read full Story
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Chicago TG Romance
Most transgendered girls I have met want to be treated and romanced just as a normal girl would. Only in the height of passion should your animal instincts take over. I was in a Las Vegas club earlier this year and had great conversation with some tranny women. I was instructed if I wanted to meet s... Read full Story
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Chicago TG Romance (part 2)
As you must read part one of this story, one of the most interesting and attractive T-girls I have met is sleeping beside me in my motel room after a wonderful evening of being together. Beth awakened around 4am and got up to go to the bathroom. She was brushing her teeth and heard me stirring, I di... Read full Story
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Seattle Weekend
Saturday morning and such a beautiful day nice and cool morning I went for a run. I consider myself in fairly good shape for my age but I try and make it to the top of a hill in our neighborhood. I get winded fairly quickly. Coming down the hill I ran into a nice looking athletic girl, maybe 38 year... Read full Story
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I Give Up
The following story is the first of four parts of a tale that explores the theme of transformation. It is thematically similar others that I have submitted but has a larger narrative arc. I hope you enjoy reading the first portion, Act One & Two. I continue to work on better editing and someone h... 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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My fantasy
I fantasize of being in a biker bar alone, dressed in full tight fitting leather and spiky healed thigh boots. Tonight I'm wearing just that, all black sexy leather and tight fitting black thigh high boots with stiletto heals. I look so sexy, enough to drive any man, straight or otherwise, crazy. ... Read full Story
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Making Love Vs. Fucking
We all know the difference between making love and fucking, but for those that may not here is my take on the subject. When my partner makes love to me it is slow, gentle, sensual....he does it not only to make himself feel good, but to satisfy me as well. Making love is selfless and sacrificia... Read full Story
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My TS Journey
I'm a straight, married guy in my 30's, at least that how I appear to everyone that knows me. I have an intense obsession with Trans women that I have been indulging since I was a teenager. Over the years this fixation has grown into something that ranged from watching porn initially, to having my a... Read full Story
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My story, more or less pt.2
So there I was, a boy with a desire. (Refer to pt.1 for context) A few months went by from the "initiation" and I've progressed quite a bit I have switched from shemale porn to femboy porn, to relate to the main characters more. I have also scoured every closet in desperate search f... Read full Story
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FONDANT À LA VANILLE ⚧️ ⚧️
Je vois ma cible assise au bar, en quelque sorte à la limite d'un des groupes de commerciaux. Il prend une bière mais il ne boit pas aussi vite que les autres et il regarde nerveusement autour de lui de temps en temps. J'ai une préférence pour l'homme plus légèrement construit. Il doit être plus ... Read full Story
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What I like
I like cum from cocks, a copious creampie dripping from a pussy, or licked off a warm body. I'm an older guy but I'm still fit, active and horny all the time. I like to masturbate while looking at porn with a prostate stimulator up my ass, wearing nipple clamps and a cock ring after smoking some pot... Read full Story
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My first Gloryhole Experience
I recently found out online that the restrooms of an old bar in my neighborhood were being used as glory holes. I was able to easily find the other person via messenger, and at the appointed time, I entered one of the stalls and was waiting for him. After about 30 minutes, he walked into the s... Read full Story
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Worthy
I knelt down in front of her, nude, my hard cock head bouncing up and down with my breathing. I was so excited, I could barely control myself. Her panties were black rubber and kept her well in place but, I knew the secret treasure they held and wanted it so badly. I clasped my hands behind me and w... Read full Story
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Becoming a Cock Worshipper Chapter 2
After sucking Ray he let me use his shower to clean up. He led me upstairs to a rather luxurious master bath, with an enormous marble tub, with expensive looking twin shower heads. Before showering I paused to admire myself in the mirror: I was stunned by my appearance, my lipstick and eyeshadow wer... Read full Story
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Caitlin and Mistress Vicky Chapter 2
I hummed softly as I put the finishing touches on the salmon. Teriyaki salmon was my wife's favorite dish and it filled me with pride to know that I was making her happy. My mouth watered slightly as I arranged the tray. (I would only be having a salad myself, as I had to maintain my figure.) Tak... Read full Story
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A Turkish Delight Part 2
As I sat in my hotel room I pondered my future and what may lie ahead. My passport had been seized and I was not able to leave Turkey nor could I tell anyone about my plight. It was late afternoon when a courier arrived at my hotel with a large white box. He rang the bell and upon answering I was gr... Read full Story
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Discovering Amber Chapter 3
There have been very few times in my life I have been terrified and today was definitely the tops on that list. Ms drove us to the mall and as I watched she walked around the front of the car and opened the door for me. I looked up to see her hand extended toward me. "Practice getting out li... Read full Story
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Discovering Mistress Sarah's World Part 7
Chapter 18 A Life Changing Decision Sunday morning was not much different than the day before for Josie. He woke-up on the floor outside Mistress Sarah's bedroom, dressed in a silk night-gown and his cock was hard and aroused when he awoke. Just like Saturday morning, he crawled into the bedroom.... Read full Story
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Discovering Mistress Sarah's World Part 9
Part 9 -- The Final Part Chapter 23 Leaving Work Josie's last week at work and concluding week of his normal life went quick. At work he spent time getting things in order for the next unlucky person to take over his job. Mentally he was already checked out of work. All he cared about was gett... 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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Down On Your Luck
What can I say, I'm an ordinary guy down on my luck a little when it comes to the fairer sex, in fact its been about four months since I was last with a woman. There's no obvious reason for it, I'm 6 foot plus, well built and fairly good looking in a rugged way, just since my fiancée left me ... Read full Story
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Westward bound cum slut Chapter 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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Proud To Be A Sissy Chapter 2
As I reached down to retrieve my clothes that Mr. Clark had thrown at me there was a bright flash of light. Without thinking I turned my head towards him only to be blinded by another flash from his Polaroid camera. "What are you doing?" I asked. "Just wanted to capture the m... Read full Story