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Crossdressers first time with a guy
Hi, im new to this. this happened about 3 years ago now. I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from th... Read full Story
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Allison the pool slut part 1
Allison had now had her fair share of whore experience. The teen boyslut had fallen in love with big cocks, anal creampies, facials, swallowing, and the rest of the nasty fun she had while becoming a sissy whore for her black neighbor and his dark dicked friends. Little did she know she was going to... Read full Story
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TGirl Initiation by 3 BIG BLACK 12
In my teen years I was often told that I was quite feminine.The high school punks always told me that I filled out the back of my jeans in a girly way. After taking a shower one day I did notice that they were right, I had a nice white bubble butt. Not to mention that my lips were also quite girly. ... Read full Story
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Minha segunda experiência como CD [PORTUGUESE]
Olá, antes de mais nada quero avisar que minhas histórias são verdadeiras e que eu me descrevi na minha primeira história, por isso não o farei novamente. Minha segunda experiência aconteceu 6 meses depois da primeira, não disse qual idade eu tinha na época, então vou dizer agora, nessa história ... Read full Story
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Southern Hospitality Ch. 02
XtinaSmith2017 Laura felt herself lifted lazily from the arms of sleep, her body relaxed and floating on a small cloud of pleasure, her mind filled with images, sensations, not pulled from whatever dream she had just been having but instead, memories, memories from the night before. Memories of... Read full Story
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Wife got suspicious...
Wife got suspicious... I ended up having a relationship with a married man I'll call Tom. I didn't know he was married until he told me we had to stop kind of like dating because his wife was getting suspicious. We met online, he was a guy who liked crossdressers like me. He was pretty cute... Read full Story
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Exotic Escapades Chapter 3
The smell of wood and coffee filled the quiet house as Tammy slowly picked herself up from a plush couch. Daggers of sunlight blinded her eyes as she eventually got on her two feet. Her body ached, and she noticed a small pink bandage on her left leg. The terror and pain of last night shook her as s... Read full Story
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Sissy Femboy Chrissy in Drag 2: At the Apartment
This is Part 2 to the article I wrote called "Sissy Femboy Chrissy in Drag at the Club." In that story I explained how I am 41 but look, feel and sound younger, that I shave myself smooth and like dressing in gurly panties and other female clothes to be a sissy femboy for older guys. A guy I met on ... Read full Story
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Cross dressing Aunt
CD Aunt Well, my uncle was a crossdresser, but the group is Aunt CD, so it is all kind of confusing. Back in the mid 80's I was fresh out of high school and was offered to spend the Summer with my uncle in TX, he was only 10 years older than I and was offering to let me stay with him so I could work... Read full Story
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Whores and Pimps - Part I
Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm h... Read full Story
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Samantha sissy TGTF
Theme and genre of the story: The genre is about gender bender, futanari, gay, physical transformations of the body, magic and biology, the kink in particular that must excite in the story is the perversion of the transformation of the body and mind through a magical element that manipulates biol... Read full Story
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Southern Hospitality Ch. 01
XtinaSmith2017 Ash gawped at his mother, incredulous as to what she had just said. He understood the basic premise of what had happened, but the reasoning she must have had absolutely baffled him. "Why?! Why would you do that?!" He pleaded, voice light and desperate. She shrugged, looking acr... Read full Story
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Epiphany
My girlfriend Tonya was out of town for the weekend. She was meeting some college friends and going shopping and carousing in the city. A typical girls' weekend. I kissed her good bye at about 4:30 pm on Friday. We had become pretty close in the year that we had been dating. She was a cute blonde wi... Read full Story
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The Neighbour
I made my way up the driveway, after having a few with the guys to end off the week. I was in no hurry to get home because I knew there wasn't anything going on tonight. The wife was out of town for the weekend and the other guys had stuff of their own going on. So I made my way up the rest of the d... 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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My Start
In the beginning, when I was younger and trying out my sexuality and starting to understand what I wanted and liked and craved and needed, I played with boys and girls. But in short order, I decided I wanted something in between. Which is how I would find myself sneaking into clubs in Manhattan in t... Read full Story
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The Chronicles of Drodge Mallea
Drodge awoke feeling fuzzy headed and stiff. Actually, "awoke" wasn't quite right -- "came to was more like it. She sat up in the lavishly furnished boudoir, stretching her athletic 6-foot frame as she did. Running a hand though her short, thick copper locks, she slipped out of the... Read full Story
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An Empty Hole
"its not working out im breaking up w/ u" The last text he got from his girlfriend that Friday was heavy. It sank, like the hull of a battered battleship, drifting towards the bottomless, cold abyss of his heart. The teen took it hard, harder than most. His emotions flared, rapidly resp... Read full Story
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LE CONTRAT DE MARGOT
Madame Margot Elizabeth Stott était l'objet de mes désirs, des désirs très secrets ; désire que je n'aie jamais eu l'intention de la laisser - ou qui que ce soit d'autre - le découvrir. Mme Margot Elizabeth Stott avait, au moment où je l'ai connue pour la première fois, environ 45 ans, peut-être ... Read full Story
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Sissy schoolgirl and her black daddy
I can't believe this is happening right now. Here I am, a 16 year old white boy dressed in the sluttiest schoolgirl costume and makeup I have ever seen, being barebacked by an older, married black man. How'd I get so lucky?! Let me start at the beginning... It was summer time. As always I spent m... Read full Story
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I am a Shemales' Bottom Slut Part 2
I have been with Nancy and I have moved in and quit my job and I run around her house naked 24/7 so she can take me whenever she wants and I love her cock. She has taken pics of me naked with her cum inside my ass and posted them on the web. Nancy said," We are going to have a party to... Read full Story
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A Strange Romance
Although I was over qualified after I graduated and accepted a one as an Internet operations officer for one of the high street retailers. I was offered better jobs but I took the one with the retailers because it paid reasonably well and more importantly meant that I would have to relocate down to ... Read full Story
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Me dressed as a Gurl
this happened about 25 years ago when i could half way pass i went to this night club for crossdresser, transexuals and transvestites west of balboa park one thursday night it wasn't has busy has on a friday or week end but there was a nice crowd mustly crossdressers a few trannys it was not to late... 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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ROBERTO’S SECRET by Spanky De Bautumn
Cody Daniels was only trying to help her country; she never dreamed things would come to this. She was patriotic and felt compelled to do whatever asked of her to aid in the capture of the terrorist known only as "Roberto". But lying in his bed, bound and gagged, Cody wondered why she let herself go... Read full Story
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Amy and the Straight Jocks PT1
Only a couple close friends knew for sure and most others knew it as just a rumor. Amy dressed and lived life as a girl like she had since the start of high school when she moved from a new town. The jocks would laugh and whisper to each other when she walked by debating if the rumors were true. Co... Read full Story
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She also conquered my soul...
Initiation in a new era... Almost three months since I offered my virginity to a wonderfull he-woman, Selmi... unfortunately I had to cancel the second day we planned to spend together with my LORDESS because I quitted the town where we met the day before. Since, only few summer fling messages...... Read full Story
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Mongoose Hunting and the Dark Car
After my first sexual experience with a trans girl in school (Check out Biology of Music), it was a long time before anything else got me that horny again. Which is obviously understandable given how ridiculous that whole event was. This time instead of a trans girl cumming hot jizz into my mouth af... Read full Story
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BANGING AROUND BANGKOK
BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... Read full Story
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Danielle Works a Saturday
It had been a few months since his wife left him. Well "ex-wife" as the divorce had been recently finalized. It was her choice; she walked out on *him*. She said she got tired of "Danielle", even though she was entirely responsible for Danielle's "birth" to begin with. ... Read full Story
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Alexis Chapter 2
When I open the front door to my house, I'm already hard. I'm going to be home alone for an entire night, and I have a lot of things planned. I toss my backpack and jacket onto the couch, and by the time I reach my room I already have my shirt off. I let my pants drop to the floor and pull off th... Read full Story
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Southern Hospitality Ch. 03
XtinaSmith2017 Ash looked himself over in his bedroom mirror critically, finding himself oddly self-conscious about his looks. He had been texting Laura all throughout the day and they had agreed that dressing pretty casual would draw the least suspicion, so he had. He wore a simple patterned ... 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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Just Another Sunday Funday
So I just got back from one of my favorite days: Sunday. Most people hate it because it's the day people go to church. But that's exactly why I like it. You see, every Sunday, one of my oldest and dearest lovers invites me to his home while his wife is at church. He also invites several of his frien... Read full Story
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Booty and the Blue Pill
This is my account of the first time I took a Viagra. At 40 years old I have thankfully never had to go that route but you know curiosity killed the cat. Or in this case opened up my ass! After telling the guys at work how I planned on staying in while my wife was out of town visiting her sister,... Read full Story
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A Night of Makeup, Cock and Cum
It was all I could do not to accept. After all, it's been a fantasy of mine for years. When given the opportunity, I had to go for it. I had been surfing the internet for crossdressers, shemales, transvestites and transsexuals. The idea of a hot woman with a cock had always turned me on. Further,... Read full Story
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First Time Out
I am a 21 year old straight male and have had fantacies about wearing womens clothing. I have never acted on them and surpressed my desires to dress as a woman. One day I was one the internet and came across a website with crossdressres on it and my desires came back. Well as I kept looking throu... Read full Story
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Bi Pantyhose Passion
I've had a Pantyhose Fetish for over 30 years now, and love wearing them on a daily basis. But back in the summer of 1995, I suffered a heat stroke, and almost died, when I recovered, I vowed I would stop fantasizing, and live out these dreams and fantasies. I had been masturbating while dress... Read full Story
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My uncle
The other day I was dressing up in my sisters tight little black dress, I know I'm passable bit I had no idea how much... Well anyway I always heard I would look like my sister if I had a dress on and believe me I did. So on this day I had some free time, or so I thought... I spent the day procurrin... Read full Story
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Big Daddy
BASED ON ACTUAL EVENTS As is the case with most hard drug users, you start off small and end up making your way up. Since I was 15 I had been smoking weed. One of my friends had introduced me to some other drugs like meth or coke a few years later. The weed was still a big influence but it all se... Read full Story
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Danielle's First Meeting
Daniel stood on the front porch and waited for his date to arrive. Well, Daniel at this particular time was actually Danielle. You see, Daniel was a crossdresser. Danielle was his female alter ego. He was 37 years old, medium build, average you might say and stood 5-feet-10-inches tall, weighing in ... Read full Story
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A Wife Comes Around Chapter 2
I caught my breath after my wonderful experience, as we were all around the table now commenting on my orgasm. I sipped my drink and exclaimed that was the best orgasm I've ever had. It was getting late now and I had to get going. I put the sopping panty in my bag and thanked everyone. About a mo... Read full Story
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Brotherly Love, Sisterly Love Chapter 2
"RACHEL" My twin sister, and sometime brother, and I had been experimenting sexually with each other and crossdressing together for around a month, growing to love and to perfect our new feminine personas until they became the ones we thought of as our true selves. Whenever our parents ... Read full Story
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An Evening with Delia
THE WAY SHE IS NOW It had been ages since I last saw Delia and I was trembling with excitement to see her again after all this time. I climbed the stairs to her small flat and by the time I reached the top landing, I was breathless both from the physical exertion of climbing the stairs and the an... Read full Story
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A Surprise Relationship
This is a fictional story, although it is based on people I did know. "Tony" and his twin sister "Kim" are based on a set of twins I knew, who were almost identical. I did have a relationship with "Kim" for almost two years, however, the relationship with "Tony&quo... Read full Story
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Las Vegas Lounge
I frequent the Las Vegas lounge quite often when possible. I have meant and dated several trannies and crossdressers. One of the girls I was dating was a tiny very feminine black trannie with a cock so big that when she tucked it between her ass it almost came over the waistband of the back of her p... Read full Story
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Slut indiscretion
At 17, I had reputation among the people in my world. I had sucked more dicks than the average hooker. I had slept with men of every race creed and color. You can even throw in a mentally challenged lad or and autistic child as well. All because I loved getting sex. I think that a penis is the sexi... Read full Story
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Fucking A Cute Asian CD
I've always wanted to fuck a cute young tranny. I love their femininity - those gorgeous gurl bodies and the way they are into the lifestyle. Such a turn-on. I pulled my cock out of my boy Kevin the other night and the two of us collapsed in a heap, satisfied with what we'd just done. As we lay in... Read full Story
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Working for a Living Chapter 6
I slid out of the old Ford truck driver's side door. Surprisingly, my legs felt a bit shaky as my feet hit the concrete driveway of the Malibu mansion. I nervously straightened my cut-off shorts as I walked around the truck. She was waiting by the tailgate with a big smile on her face. "Wow Jai... Read full Story
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Anklets
This is my story. I'm a genetic woman in my .. *late* 40's . I was introduced to the TG world when I was a teenager... back then I was, and in some ways still am, a "tomboy trapped in a woman's body". I thought *girl clothes* were so ridiculous for ME to wear, that I put them on boys just ... Read full Story
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Black Cherry
The first time I ever cross dressed was when I was seventeen years-old, so not to long ago. I was in my freshman year college and my roommate I was invited to a party thrown by a fraternity on campus. However my roommate was kind a of skeptical about a fraternity inviting a bunch of freshmen to thei... Read full Story
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Just me...
When I first started to get high, I was such a good freak. I started taking pictures of myself in panties and lingerie, taking pictures of my dick and showing the world, showing off my tight little asshole, just trying to become a porn star. I still want to be a porn star because I know that I would... Read full Story
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The Greatest Liar, Deal With The Devil
The Greatest Liar, Trans Erotica With a Purpose By Alexandra Rios, © 2019 The Lost Chapter, Deal With The Devil This is a work of fiction. All characters (including the narrator), products, places, events and incidents are either the products of the author’s imagination or used in a fictit... Read full Story
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Getting Fucked by Sasquatch
Bill was about to show up, I had known him from a chat room for years now. I was in his town for work and we had set up this date so we could finally meet each other. I heard a hard knock at the door and when I swung it open, I just stood there in awe. It wasn’t the big beard or really long hair tha... Read full Story
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Tasting the good FLESH
I am no longer Virgin, en bon et du forme Thing never dared since I taste the enjoyment by all the senses and in all its senses... I discovered her when she smiled at me as a thank-you for giving her the way to the small-town supermarket where I was on business. Sandals at her feet of Cinderell... Read full Story
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RANCUNE MATERNELLE ⚧️ ⚧️
"... Dois-je être ici?" Cole a demandé anxieusement. Sa mère s'était détournée de lui, occupée à sortir plusieurs plateaux de lasagnes du four. "Je peux rester chez un ami ou quelque chose comme ça..." Christina, comme sa mère s'appelait, soupira profondément. "C'e... Read full Story
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