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Working Late with my boss
Hello, I want to tell a story...my story, about my first love with a shemale who just happened to be my boss. I worked at a bed, bath, and beyond store. I had worked there for about 1 year and a half, and my boss really liked me. I always went and picked up her lunch with mine, never messed up. Her ... Read full Story
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My Favorite Trans Model Turned Me in to Her Slut
A couple months ago I was on a trip out in Las Vegas for work. We had some down time after dinner and I was pretty tired of socializing, so I went back to my hotel room to relax. I found myself pretty bored and horny, so I started watching porn and jerking off. I’m married to a beautiful woman, and ... Read full Story
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Redux
Today, Stormy Danielson was re-creating the late Renaissance's Antonio Allegri da Correggio's Jupiter and Io. Danielson's re-creation was to remain true to the original in every way but one--the same detail, if one could call such a feature a mere "detail"--that his anonymous billionaire p... Read full Story
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Memory Master
“I can remember whatever I want, whenever I want?” Amanda asked. The salesman nodded, patting the dome of the Memory Master. “Whatever you program.” He’d already explained the procedure twice, but he’d explain it a hundred more times if need be, to make a sale.... Read full Story
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A Lover Wet Dream
I fantasized about my tranny girlfriend fucking me the other night. I dreamt that she told me to be wearing my blue teddy, earring I got me for for birthday, thigh-high white stockings, and black heels. I came home all sweaty and dirty from a long day’s work, and told her to get me a beer from t... Read full Story
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Trans Daughter F*cks Daddy
This is true story. I am 50 age n avid shemale , Transgender, ladyboy lover. Two years back i was member of LGBTQIA community in Pune where i met this ladyboy trans girl . We spoke, chat sone time and immediately clicked. She said she lost her father and wanna me to be her daddy. I agreed and i ac... Read full Story
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Buffy the Shemale Vampire Slayer Part 9
Buffy had emerged, at last, from the cavernous planet-pussy awash in semen, only to find herself in a landscape filled with phallic plants. The strange stalks could elongate instantly, swelling and stiffening to whatever dimensions were needed to reach and penetrate their prey-and, Buffy realized, &... Read full Story
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Poolside Fun
It was a perfect day for lounging by the pool, the temperature was just right and the sun was shining brightly with billowy clouds of white decorating the sky. With manicured hedges, the neighbors couldn't see a thing, which made nude sunbathing a perfect option. Chancellor had invited a friend over... Read full Story
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The Adventurous Couple
"Whose ass is this?" Nancy screamed at me as she had me bent over the edge of the bed and fucking me in the ass with her 8" strap-on dildo. "It's your ass Mistress; it has always been your ass!" I replied through gritted teeth. Earlier that evening, my loving wife, cam... Read full Story
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A Night of Lust
I was out at a night club with a few friends, and we were there for for a while before I noticed this sexy, rather short girl across from me at the bar looking over. I could tell, even from this distance that there was something special about her, I wasn’t sure what that was quite yet though. The mo... 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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the orgiastic fever of a trans-milf
Simulating a woman, or the orgiastic fever of a trans-milf It's been two months since I moved to the megapolis, where I've discovered several places where the third gender goes. One of my first explorations was a huge lingerie shop in a MALL; I wanted to buy some sexy stuff without being noticed ... Read full Story
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Sissy Boy’s Secret Desire || Part 6
The room was heavy with the scent of sweat and submission, his body still trembling in the aftermath of what felt like total surrender. She lay beside him now, her presence looming, both comforting and intimidating. He had given her everything—his control, his dignity—and yet, there was an odd sense... Read full Story
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My First Time Out Part 4
It was Sunday morning at eight o’clock when the phone rang. Shayna’s eyes felt like they were glued shut but managed to answer the phone on the third ring. “Morning,” said Shayna as she was still half-asleep. “Good morning Shayna. This is the Bell Captain calling.... 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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Trans State Private School
Tommy heard a rumor that the Trans State cheer leading squad (even though it had the prettiest, sexiest girls in the state), all had cocks hidden in their cheerleader panties. His school was playing Trans State that day, and Tommy had to find out if it was true. The squad was on the fie... Read full Story
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The Biology of Music - I fucked my trans substitute teacher
I was never strong in school. I wasn't very interested in what we were being taught, and the teachers liked me enough to not give me too hard a time about it. I attended an all boys school. It was actually quite a religious school which makes this story all the more surprising. I was in the middle c... Read full Story
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Goth Trans Girl Confession pt1
This is true confession. A journal entry of sorts. Sep. 2009 Anyway, I would say that my family is pretty open, at least compared to most of the families of trans people that I personally know. That doesn't mean that I didn't have a difficult time as far as there understanding when I my... Read full Story
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When Fantasy Comes True
I have always had this fantasy to be the object of lust for two trannies. But never till date did I think I had it in me to fulfill the fantasy or be ever so lucky. I had one night been invited over by a trans friend for a few drinks. I went over with a bottle of vodka and a few beers. When I re... Read full Story
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trans=demic
Trans-demic Chinese Flu Sam Wong read the email from Josh Epstein, the partner in charge of the fiendishly complicated real estate deal that had consumed the last three months of their lives. “You’re going to have to close this deal without me. I’m sick as a dog, and my wife just called an ambu... Read full Story
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A Trans-Lesbian Montreal Love Affair!
St. Catherine’s Street in downtown Montreal is one of the world’s most vibrant streets and entertainment corridors. Known for its energetic, exciting and often crowded venues, it is lined with quality restaurants, theatres and many popular nightclub establishments. St. Catherine’s ... Read full Story
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Lady Regina
I know that many say that I I’m a coward because I am comfortable living in the closet as a part time female and not expressing my special female side completely. My friends all tell me to go out and have fun and not worry about what people say or think. In spite of that, and because of the prudish... Read full Story
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I've got to make this happen
I've got a sexual fantasy that gets me aroused and makes my dick hard just thinking about it and telling it, here goes, I'm a straight male never been with a man never wanted to be with a man, I don't find myself attracted to men. I love busty curvy women,the scent of a woman the softness of a woman... Read full Story
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I met a guy in the nightclub and I didn't tell him I was Trans
I’d worn an absolutely killer dress just to make sure I got what I was looking for that night. Dancing under the lights I could feel eyes all over me, and as the evening progressed men became bolder and bolder about approaching. This one was athletic, sexy and had all the right dance moves, at least... Read full Story
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HE DIDN'T KNOW I WAS TRANS...
I'd worn an absolutely killer dress just to make sure I got what I was looking for that night. Dancing under the lights I could feel eyes all over me, and as the evening progressed men became bolder and bolder about approaching. This one was athletic, sexy and had all the right dance moves, at least... Read full Story
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Straight Boy Cock
This is my fantasy. I want it to go like this. I meet a straight guy while I’m putting gas in my car. He offers to pump my gas for me because he’s a kind gentleman. So I let him. I can tell he wants to fuck me and I want to “repay him” so I take him home with me. He has no idea that i’m trans. I und... Read full Story
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Wild after-hours for a working... effeminate crossdresser
Left work after-hours, cross-dressed underneath w light lingerie & lots of colored little tattoos I draw myself over my hairless body. After drinking lots of spirits on my way home, arrived at my neighborhood park late at night & felt like wishing to be ..... badly abused! I got rid of the... Read full Story
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TG - shemale at the airport
Layovers are a pain at the best of times but the prospect of five hours at the airport was not a good one. My inbound flight had been delayed and I had missed my connection, so there was nothing for it but to wait out the afternoon and catch the next 'plane home to the wife and kids. The only ... Read full Story
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Trans Sexual Clinic 04
It was some six weeks since Johnny had attended the clinic with Wendy and now he found himself wanting to go there more and more. He could not get DR. Francine out of his mind, he desperately wanted to have her hard cock in him again as he fantasized about leaning forward and sucking on her delectab... Read full Story
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Tranny sex
I dressed in her bathroom. Comfortable nylon stockings and my black body with suspenders, black thong, my beautiful silicone breasts in C-cup and between blond wig with ponytail up on my left shoulder. High heels had to wait this time. Then I pulled on my red short dress in jersey. He who runs away ... Read full Story
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The wonderful feeling of a sissy penetration
Nothing like that initial penetration is soo wonderful however there is so much more for me. just knowing that i intend to give myself to him submitting to his Big Hard Man Cock is a turn on. He wants me ready for him so he can show me his love and make me his girl. The act of preparation, the do... Read full Story
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From accidental trans porn addiction to a cum filled booty
One night when I was around 30 or so I was watching some porn, nothing unusual for a guy like me, aka a sex addict. Sex addiction is great if you’re Tiger Woods and swimming in poon, but for guys like me - regular, awkward, slightly handsome in a very boyish way, weirdos — it’s not that fun. We... Read full Story
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My best friend turned trans.....so I fucked him - Part 1
Theres a bit of history to this one so strap in! I started hanging out with this group of kids in my area when I was 12 years old, we did all the typical stuff you can imagine young kids getting up to (played football, chased girls etc...) over the years I became really good friends with one of the ... Read full Story
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Aby my trans daughter
I am 50 and great shemale fan. I met Aby through PlanetRomio during covid lockdown. I was alone at home that time and i was searching for some good trans or shemale. So Aby so my profile and sent me message. I immediately replied. we exchanged our contacts and then shifted our chat to Whatsapp. ... Read full Story
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Shaffy and Me
I was on my way home and was just going by the park when I heard a lady scream and shout ‘help’ and being the knight in shining armour that I am, I went to investigate. When I entered the park I spotted a rather attractive blonde being forced over a bench by a long haired yob, so I yanke... Read full Story
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Shemale Dating
We arrived late in our hotel room. The date was going well... but I didn't know what to expect, being new in shemale dating - I was excited and a little scared at the same time. She was a beautiful Latina: busty, dark exotic skin, fantastic lips; we couldn't stop kissing each other in the elevator. ... Read full Story
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A viera ritual
“In honor of you becoming an adult. I thought I would let you go through a viera ritual that we do when one of us becomes an adult,” Fran says standing in front of Penelo. “Really, I’ve always wondered about the viera after we stay in your village those couple of nights&rd... Read full Story
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Porshe's Escapade Chapter 3
Hi all it's Porsche finally back and able to tell you about another escapade. My male half has been so busy lately with work and vacation etc. that Porsche just hasn't had time to play. So for my first free day in a long time I decided to be Porsche all day long. I got out of bed and droppe... Read full Story
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The Double Sex For Sissy
Jeff Malville awoke slowly, moaning softly. He almost forgot where he was in that moment where sleep and being awake clashed. However, after that split second, it all came rushing back and he moaned in delight. He was a captive on the Double D Ranch, and even though he was considered an employee... Read full Story
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My sissy secret
I am a male, but I have a secret. In private I dress as a beautiful sissy and no one knows. I have a large selection of lingerie and outfits, that make me hard when I wear them. Recently things have got even more exciting, since I've discovered how horny performing things on web cam. I don't car... Read full Story
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My Greek Goddess
I'm Caroline. I'm 27 years old and I work as a solicitor in the West End of Edinburgh. I'm generally considered quite attractive, five-feet-five tall with dark blonde shoulder length hair and a pretty face, featuring big green eyes and pouty lips, and a nice figure with C-cup boobs. I've been blissf... 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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Daddys Bride-to-be
Daddy rings my doorbell. I was waiting impatiently for him, dressed appropriately...today is a special day...today I promise daddy to marry his cock. I am dressed in a silky white wedding dress. Very short and tight, with shiny beads and pearls, along with a veil covering my face, and long white ... Read full Story
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A night alone without hands
A night alone. The urges came fast. A quick visit to the world-wide web and inspiration flowed abundantly. My hand was fast at unbuckling my own pants and shortly after a rock-hard cock laid pumping in my hand. I slowly rubbed it up and down – moaning with each stroke. But something was missing – I ... Read full Story
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The four of us
Jan and I have been together now about 4 years but known each other since High School. We are both in our early fifties. We had met a transgendered girl (Gabby) about a year ago and we get together about once a month and enjoy each other’s company, going out playing and having intimacy together. Gab... Read full Story
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Alexis
Unexpected pleasure I was at a place in my life where I was done with the whole dating thing. All I did was work and hang out with friends. When a guy came my way to talk to me, I would brush him off quickly and rudely. I had a friend named Alexis. I would say she is one of the most beautiful wo... Read full Story
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Trans Bookstore Adventure
I was walking near the corner of Polk and Post Streets past an adult bookstore when I noticed an attractive transgender standing on the corner. I walked up and struck up a conversation. I told her she was attractive. She asked me if I wanted a date. I asked her if she was functional. Then I asked he... Read full Story
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A Mate's Trans Date
I had been seeing Nikki for about 6months and taking her out as you would any girlfriend, sharing our groups of friends socially of course. One evening we went to a friends place and when Nikki has snoozed off to sleep on the sofa me and my mate called Al got talking, we had been drinking most of th... Read full Story
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Trans secretary
"Monica Barnes smoothed her skirt before entering the office of her boss, Cord Drake, the CEO of the company his father had founded thirty eight years ago! Like every other morning for the past two years, she brought along his coffee, her memo pad, and of course his copy of the morning paper! &... Read full Story
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Dianne The Trans
It all started a few weeks ago, I watched as she layed on the beach tanning her sweet body. She looked so hot wearing that pink bikini. Damn i wish i knew her name, or where she lived, maybe shes here on vaction. I don't think i've seen her before, but she does look familiar. Finally getting the cou... Read full Story
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Dianne The Trans
It all started a few weeks ago, I watched as she layed on the beach tanning her sweet body. She looked so hot wearing that pink bikini. Damn i wish i knew her name, or where she lived, maybe shes here on vaction. I don't think i've seen her before, but she does look familiar. Finally getting the cou... Read full Story
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Horny tranny
Let me tell you a little bit about myself I'm five feet 10 inches tall around 220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer. Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort Lauderdale, when one night I heard a commotion in the parking lo... Read full Story
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Only Genetic Girl Close To A Trans Women
I rustle for something in my large purse. I pull out and hand me a set of heels. "put them on". You answer "Now?" "yes slut!" I answer back, I want you looking pretty when I fuck you. Well I will guess your heart skips a beat and your cock swells. You awkwardly slip o... Read full Story
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Online Mistress Chapter 1
My name is Kayla Andrews, I’m a closet sissy gurl who loves the color pink and everything femme! Nobody knows about my little secret except for my private online world. Recently I put out a craigslist ad for an online mistress and I got a response from a beautiful blonde woman who was looking for a... 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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My suit fantasy fulfilled
I've always had a thing for a man in a suit, a really smart suit. Maybe it's a secretary fantasy or something, but I just think every man looks sexy in a suit. So it was with great delight that upon making contact with a guy on Grindr a few weeks back, is profile pic showed him in a suit. While t... Read full Story
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