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Betrayed Chapter 10
I would have loved to be waiting at the gate at O'Hare when Dianna de-planed from L.A. that Sunday night. I had to settle for the Baggage Claim Area. Those people working for the Transportation Security Administration have no sense of humor. I guess at eight dollars an hour, they can't afford one. T... Read full Story
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A Secret Fetish Chapter 1
When teaching a section of my favorite class, "Modern Erotic Literature", I noticed a guy in the back of the room acting strangely. He was in obvious discomfort, and I wondered why. It was during the lecture where I discuss fetish stories. Students find it a revelation. The first thi... Read full Story
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Shemale Whore and Arab Pimp
Hermaphrodite Whore It had been over a year since Johnny threw that tantrum that ruined me and got him excommunicated from mom. Holding me down when mom walked through the door with her friends, colleagues, whatever and they all gasped and screamed as my big brother finished doing me. We had... Read full Story
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Tutoring Darla
"Professor ..." I glance up from my computer to see Darla, a sweet girl who unfortunately talks a mile a minute for far too many minutes at a time. I immediately wish her away—I'm too busy to pretend to listen to her prattle on today. Still, she means well enough and, anyway, I'm ... Read full Story
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Caught
This is how I got caught masturbating and lost my virginity to my stepmom. I was still in High School but had just turned eighteen, and was still living with my dad and stepmom, Beverly. I was ashy kind in school and did not get many dates, this lead to lots of jacking off. I did not realize it at ... Read full Story
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1st time with Thai shemale
So after months of crosssdressing , camming and phone sex i finally decided to have a meet. I found a lovely Thai shemale on birchplace and went to see her in London. She was gorgeous and put me at ease straight away. After a few minutes of massage she started licking and sucking my nipples, then as... Read full Story
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Once wasn't enough!- my 2nd shemale exp
So after my first experience I got really into the porn I bought movies magezines got on websites just couldn't get enough. But watching it wasn't enough I had the real thing once and wanted it again. It had been almost a year now and only one person knew about what I had done that one fat... Read full Story
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Alex
I'm a straight guy! a few years ago, I stubble the cross shemale p***. now I must say, it felt weird, I mean being used to watching females doing p*** on my life. but I have to admit, these shemales that I was watching were passable, and most of all looked very f*******. shemale p*** made my di... Read full Story
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Exposure, Disclosure
The Greatest Liar, Exposure, Disclosure © Alexandra Rios 2019 Author’s Note: This is a continuation of the narrative which commenced with “My Awkward Phase”, which I posted here previously. Readers may wish to read that before continuing, although I have written them to stand alone. Natives s... Read full Story
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From gamer to b*tch
Chapter 1 So me and my buddy have been gamer friends since high school. When we graduated we started going to different schools and working so we didn't have time to game like we used to, but we made time to get together have some drinks and game once or twice a week. When we we would game we wou... Read full Story
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It was my first time
So I met this trans girl thru backpage & her pics were above average so I decided to go for it. I set up meeting, drove out to hotel, knocked on door, she let me in & we stood there looking at each other. She was a mixture of Asian & Hispanic. Pretty nice tits, long legs & didn't look like much fat ... Read full Story
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Vanessa gets more than she bargained for!
Vanessa had it all planned out meticulously. She had taken the day off and planned on doing a bit of last minute shopping before checking into the hotel in the early afternoon. She eventually decided on buying a massive dildo to get her ready for the party. This would give her plenty of time to take... Read full Story
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Sissy Maddie's New Apartment Gangbang
I’d just moved into the big city. Me on my own in a cheap apartment block. The flat was nothing special by any means, and the room next to mine seemed to be noisy with parties. But I was glad to be on my own. I had almost finished unpacking my belongings when I came across my stash of female clothi... Read full Story
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HELPLESS TO MY CRAVING FOR BLACK COCK
This is a totally true account of my addiction to meth and its hand in turning me into the he[pless sissy I've become to my weakness for BBC. My name as a regular male is Richie Budd. But by reading this you'll soon realize that nothing is normal. Not only was I Richard Budd. I spent an equal, if ... Read full Story
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Camming Down the Rabbit Hole Ch. 09
As per my previous mornings recently, I stirred and rubbed the sleep from my eyes, that delicious feeling of my silk night ware stretching over my taught nipples and my morning wood throbbing in its lace enclosure. The urge to touch myself was palpable, it seemed no matter how hard I came the night ... Read full Story
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First Time I Experienced Eating a Tgirl Out
So this is likely going to seem tabboo for some and if this is not your thing, I respect that but everyone is different. Eating pussy came natural to me like it does for most guys once they start having sex with girls. Other than one time 69ing with a female and having what I would call "incidental ... Read full Story
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Always Wanted A Shemale
I always wondered what it would be like to be with a girl with a dick. After spending years on the internet having internet sex, I finally found a black shemale. After hours of talking about how big her cock was and size double D tits, she finally agreed to meet with me for some fun. We met at th... 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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Fun time with russian shemales in Moscow
The first day, I was with my Russian friend, who introduced to me the Russian shemale escort. Since I know he is a big fan of shemales, so I wasn't shy of asking him about shemale escorts in Russia. He called in a shemale escort for me rightaway. I was staying in a hotel in downtown Moscow. Since my... Read full Story
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Leona
I think of myself as resolutely straight. I look at a lot of porn although I have plenty of girls to fuck. Steven, an old college buddy, dropped by and proposed that we go to a shemale bar that night. I was shocked and refused. But Steven retorted that if I was sure about my sexuality, I should have... Read full Story
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I recently visited a shemale
I recently visited a shemale. She had the most fantastic body and a very thick cock of about 7". But most impressive was her lovely brown asshole. Once I sucked her cock to hardness I just had to rim her for all I was worth. She could contract and dialate her anus as my tounge licked and prodde... Read full Story
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Enchanted Evening
Got talked into a night of light opera by Val – remember him? The fussy, stuffy guy who helped me with my gardening, and turned out not to be so stuffy after all? Yeah. Well, I’ve seen him several times since then, nothing heavy, but now I think he’s making a serious bid for me. W... Read full Story
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Got dominated by 2 shemales on the last day in Thailand
I took a trip to Thailand when i was 25. I told my friends I wanted to go alone so I could clear my head. The real reason was that I wanted so see some shemales. When I first arrived I spent a day looking at every club I could find in search of a good Shemale. It was nearly a week and I couldn't ... Read full Story
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Choosing From Shemale Pics Gallery
"You into shemales?", asked the man in Amsterdam's Red Light district, "We have everything in De Wallen, just ask", he continued to promote his girls, "Maybe the gentleman would like to watch some shemale pics gallery before making a decision?" And I thought - why not. ... Read full Story
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Exotic Erotic Janaina
As the music played in the background, Janaína, the lovely Brazilian babe and her partner slow danced together. Their bodies moved almost as one and from across the room a tall handsome older man looked on. Behind his glass of wine he admired them, the way they moved together, the way his coc... Read full Story
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Buffy the Shemale Vampire Slayer Part 12
The demons found exits in the walls or floor, vanishing between chinks of stone or through hidden grates or into holes they'd dug for themselves over the long centuries of their residence-or imprisonment-in Baphomet's palace. Only one remained. "My former consort, Baubo," Baphomet intro... Read full Story
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First Time With Shemale
For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. S... Read full Story
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Seduced Willingly Part 1
Finally, I moved to a city that was exciting, Miami. I moved to Miami looking for something new and adventurous. I grew up in very conservative town where nothing exciting went on. In Miami I found different languages, gay people, different ethnic persons, art, and culture. However, my job keeps me ... Read full Story
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The Installment Plan
“I never heard of anyone buying a Versace gown on layaway,” Karen, the fresh-faced young blonde said, admiring the designer dress on which her customer had just made another payment. Shaped to flatter, the gown was a gorgeous peau de soie satin. Its boned bustier created an incredible... Read full Story
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Rebecca's Secret Part 3
Kate stood before me, dressed in only a burgundy bathrobe, with her back to the door. She looked up at me as if waiting for me to say something, as if I was the one who needed to provide an explanation. Rebecca, meanwhile, stood behind me, using my body to shield her from Kate's eyes, not that it ma... Read full Story
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Heather in Leather
Dan walked into his video rental store and headed to the back section. As he moved past the curtain, he saw a good looking woman was also looking for some porn. It wasn't very often that he saw females in here, and he felt slightly uncomfortable. Starting on the opposite end of the XXX video shel... Read full Story
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Mike and Chris Together
Mike's sex life had taken a definite series of turns for the worse. When he called one of his favorite partners, Stella, she apologized for not returning his earlier calls, and told him she had been very busy lately. "I'm really sorry, Mike. I've had some great times with you, and I will alw... Read full Story
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The Ultimate Cock Ball Torture
I miss my cock. Sometimes. I had one once - one of my very own, connected right to me - but now it's gone. Never thought I would miss it. I'm sure you've guessed by now that I am a full transexual. I had the boob job and started hormone treatment years ago and felt much better as a shemale th... Read full Story
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Daniel, Dani, Dana Part 2
Looking in the mirror as I drove the highway, the new me felt and I thought looked great. A new hair color with the old one the trim, my face looked smaller and even more feminine. I never had this freedom at home and hated the idea of going back there. Final exams were all that was left to shed the... Read full Story
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Big Surpise In Small Package
It was a Friday night and I was extremely horny and just my luck my girlfriend was out of town, but I wasn't horny for her I was craving cock. I knew I was bi for a long time and loved to have a nice hard cock to play with every once in awhile. So I decide to call my girlfriend to tell her I was goi... Read full Story
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A Wonderful Awakening
I woke up feeling groggy, God what a night! I really had to stop drinking so much - it wasn't good forgetting what had happened the night before – particularly when you let your friends take you to the seedier bars in town. Anyway, what on earth did had I drunk? I felt weird as shit and, thoug... Read full Story
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David to Dee Chapter 3
Dee slept for nearly twelve hours following her adventure at the adult book store. While she slept, Gina contacted the nurse that she'd spoken to in the chatrooms by phone, speaking quietly so as not to rouse her exhausted lover. Dee, however, was awake, listening in on Gina's surreptitious plans... Read full Story
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Retail Therapy
It began, as many of these stories do, with a pair of panties. I love lingerie as much as the next girl, but never overly indulge, as money was a little tight. My new husband Alexander and I had finally settled into our post-college lives and were reasonably well off, but had a plan to pay off colle... Read full Story
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Busted and Hoodwinked
INTRODUCTION Mack and Barry were cell mates in prison which is where they first met. They had both been convicted of burglary and breaking and entering. The befriended each other while in prison and became lovers. Barry was gay and Mack became a bisexual during their time in the same cell. Mack a... Read full Story
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Five Years Gone
"Five Years Gone" "Hi, this is Maribel." Her voice was a little more throaty and lower than I had envisioned, but that along with her Spanish accent made her even more alluring. I kept running her photos through my mind while I answered: "Hey Maribel, I was hoping t... Read full Story
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Dream Lovers Part 2
Chapter 2 Christine Moves In, Brings Her Roommate Matt could not wait to give Christine long awaited good news. He entered her room and did not immediately see her. He noticed the open bathroom door and saw the woman of his dreams stark naked at the sink bushing her teeth. Her ass wiggled as ... Read full Story
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Gangbang: Daddy's Girl
"Oh yeah...that's daddy's girl," my dad moaned as he massaged my enormous round sticky ass. I'm 18 and my sister was about 5 years older than me, so who knew how long this had been going on for, I thought to myself. At least I tried to think as I slowly closed my eyes and bit my bottom ... 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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Becoming a Shemale's Bitch
I just got into town and spent the whole day moving in and cleaning my new apartment. I didn't have much furniture but the place needed a lot of cleaning. I saw their was a bar a few blocks away from my apartment and decided to go out for something to eat. It was around five o'clock when I walk... Read full Story
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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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Both Sides Of The Coin
Jessica and I were back at the scene of the crime, so to speak. Her work friend, Mike, hosted a costume party every year on the Saturday night 8 days before the Super Bowl, "Because there's never anything else going on that weekend." Last year, that tagline on the invite offered suffic... 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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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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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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Lucky to be insatiable...
I reached down to you with both hands and you grabbed them with your slightly trembling, soft hands. I pulled you to your feet and draped your long coat over your shoulders. I put my arm around your shoulders and walked you out of there. As we passed the clerk on the way out, I tossed him a few bil... Read full Story
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My way to shemale sex
It all started with porn. 10 years ago, i was watching porn on my bed, jerking off watching a girl sucking a big cock. I looked at my cock and started wondering what that beautiful peace of meat tasted like. After a few moments of hesitation, my curiosity took over and i put my back against the wall... Read full Story
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Flying High
Flying High Janice loved working as an airline hostess. Traveling all around the world enabled her to meet many people which she enjoyed doing, however she always felt alone, until one day while they were flying at 30,000 feet the plane suddenly encountered a lot of turbulence which caugh... 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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Crossing lines
It had always been a fantasy of mine. I have very feminine features and long natural straight brown hair. Which recently I had shortened to chin length. I have been dressing in womens clothing now for many months and had decided that this was the night in which I get made up totally and head ou... Read full Story
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My Seductive Secret (True Story)
During my childhood, me and my brother used to play with two other boys who were our neighbors every weekend. One day we decided to wrestle, and I took on the youngest one, (he was about 2 years younger than me, like my brother) and we wrestled in the shed while my bro and his bro (who was my age) w... Read full Story
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Cheating Sissy Wife
My name is Ginger and my main stud is Keith, a truck driver, who is only in town once a week. We have and ongoing role-playing fantasy that we carried out whenever he was in town. I am his dutiful ideal housewife who is perfect in every way. My talents excel in both the kitchen and the bedroom. I fi... Read full Story
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