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How I Became Chrissy the Caged Sissy
I am a sissy, or femboy, or tgurl, or shemale? Well either way I like wearing female clothes and being treated like a girl, especially in the bedroom, and now I also like being locked up in a chastity cage that I wear 24/7 now. This is the story of how I became a caged sissy: "Put it on and ... Read full Story
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First Time Sissy Maid
I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for... Read full Story
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Am I now a genuine Sissy Slut?
I started Crossdressing when I was about 16 years old, the usual story , mother and sisters panties from out of their drawers when I was home alone. As I got older and married I stopped Crossdressing and consentrated on being the family man. As the years rolled by and the kids grew up and left hom... Read full Story
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Sissy's Baby Ch 1-4
A CHILD FOR SISSY BY MISTRESS DIEDRE DAMON A submissive sissy whore who misses her “period” is forced to carry a baby for a full term as punishment for the transgression. CHAPTER ONE: SISSY’S BIG MISTAKE A friend of mine had a live in sissy awhile back who was required to... Read full Story
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BBC Takes sissy slut and uses her properly.
I'm a dominate alpha man who loves to humiliate sissy girls and punish them when they aren't perfect submissive sluts. I want them to worship my big black cock and beg me to let them lick it then grab them by their hair and shove my cock deep inside their throat, making them gag. I like filling siss... Read full Story
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My sissy experience
I guess you could call me a sissy, maybe even a whore but one things for sure... I love cock. So my story begins as a young teenage boy, curious like most. I would raid my sisters panty drawer for the excitement of trying on her sexy lingerie. It became an addiction, I couldn't help but want mo... Read full Story
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Urges
I've been having Urges to Get Fucked. The thought of a Dick in my mouth gets me so Hard... I masturbate to Sissy videos at least 2wice a week; I'll laydown on the bathroom floor to spread my legs to finger misf while I stroke my Cock w/ my right hand. Sometimes I wish there was a Strong... Read full Story
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Hot Slutty Sissy
Hello, It’s me, and. I am about to make a big decision and right now I am dedicated to my fantasy. I got a call today from one of my ex boyfriends. I got so horny when I heard his voice that my nipples turn to steel. My titties seem to respond to the sound of his vibrating baritone. I couldn’t refu... Read full Story
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The Slave and the Sissy Part 5
Ella took the chain from their collars when they reported to her, together for the first time, in the morning. Pepper’s eyes were exceptionally bright this morning, and slave looked full of vigour and ready to carry out any command that befell him without the slightest hesitation. Pepper gripp... Read full Story
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Discovering Mistress Sarah's World Part 2
Chapter 4 : Introducing Miss May! Miss May's arrival seemed sudden and quick to Joe. He heard the door close downstairs. Then there was the sound of somebody running up the steps. The bedroom door flung open and before Joe could look up to see anything, he heard an excited voice exclaim, "ki... Read full Story
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Wie ich zur Sissy Schlampe wurde - (1) Prolog
Schon in meiner jüngsten Kindheit trug ich die Schuhe meiner Mutter, rannte lachend in Kleidern umher und stahl Strumpfhosen aus dem Kleiderschrank. Solche Sachen machen die meisten jungen Burschen, denn sowas ist auch nur eine experimentelle Phase und niemand denkt sich was dabei. Wie auch bei mir ... Read full Story
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A Very Hard Working Girl
I jump around a lot when I tell my story. I don't always tell it in the order that it happened. But I do tell my story accurately. It's all me. I write from experience, love to share the dirty little kinky things I do. There is no moral to the story, no ending. I just like to write about the things ... 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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Black Master, white sissy Part 2
I was a romantic despite the cynicism I projected in my job. This tough black skinhead yob had abused me - he had shaved me, humiliated me and yet for the next week what I remembered most was the kiss. Sure, the abuse had touched something in me but until I had met him it was unacknowledged - someth... Read full Story
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Interstate Reas Area Whore
Driving down the interstate the sign said Rest Area one mile. My heart skipped a beat and there was slight stiffing of my male meat in anticipation of events to unfold. This interstate rest area was always packed full of eighteen wheelers as many as forty. Surely one or two of these truck drivers wo... Read full Story
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Sissy Slut Reunion
Rob had moved back to town and called me. He had just moved into his new place and he wanted me to come by and talk. I knew what he really wanted from the tone of his voice, because I wanted it too. He said he had been thinking and dreamed about me the whole time he was away. My spirits lifted and ... Read full Story
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Interracial Sissy Story
(Some prior notes about me, this story and my writings: If MALE bisexuality, crossdressing or interracial sex bother you, don't even bother reading this further, much less commenting. Many have had secret fantasies about what it would be like to be the opposite sex, during sex. Some of my influences... Read full Story
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Caucasian Sissy
When I go to the adult bookstore I always try to go to the ones in the worst neighborhoods. Most of the places I go are in the ghettos. The nastier the place is the better I like it, cause I know most of the men I'll have sex with will be either black or latino. Being white, I know how much rea... Read full Story
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SISSY (сисси-мотивация)
Sissy феминизация – это продолжительная БДСМ игра возведенная в образ жизни, способная бесконечно усиливать наслаждение . СИССИ-ДЕВОЧКА – это вещь. Не просто вещь, а красивая вещь, предназначение которой: быть использованной. Первое , самое явное предназначение сиси-девочки : быть обьектом любовани... Read full Story
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Sissy Ghetto bitch part 1
-The Guys 4 ghetto guys was inside a porn site looking at random sissy babe pictures when they accidently found a picture of someone they know. Like every album they clicked it that specific one with a tranny dressed so girly with mouth open. The guys had such a stone hard erection by watching al... Read full Story
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Sissy School
I arrived at the school at 8AM for the start of my new life. The school had promised a lot when I saw their website but I wasn’t quite sure what I was in for. I had arrived dressed in male clothes with none of my belongings as I had been instructed to on the website. I walked through the gates into ... Read full Story
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Sissy Experience - Episode 1: The Beginning
Hello All, Hope you’re all doing well!! This story narrates the beginning of my crossdressing and sissy adventures. Before I begin I’ll tell you somethings about my family. We are a family of four consisting of me, mom, dad and an elder sister. I am currently 20 years old and in college. My da... Read full Story
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My shemale GF Part 5
If you read my last story, you know that Ashley said she was going to dominate me, well that's exactly what she did. So today after work I went back to Christy's place not actually thinking she was going to fuck me. Christy was home before me and asked me to clean up, which is the universal sign ... Read full Story
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Ass Whore Laurie, Double Penetrated
Ok, its Friday evening. My C List ad is finally published, "Ass Whore 4 MMM Tops" and waiting....waiting for some horney guys eager to pump up a hot sissy cock whore and willing to be in a group! Lot's of responses (my pics never fail!) but only singles looking for a one on one. So, I... Read full Story
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Black Man's White Sissy
I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my ... Read full Story
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A Picture Perfect Sissy
"Holly, hold your breasts up. That's it honey. Squeeze the nipples between your fingers. Make them hard for me, sweetie." Jason lifted and pushed his soft breasts together, squeezed the small dark nipples, and hurriedly looked up to see if what he was doing was okay. He really wanted wh... Read full Story
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A Sissy Boy is Made
By any measuring stick Greg Martin was a wimp, and a very submissive wimp at that. His wife of 14 years, Jaclyn, had discovered this even before the two of them were married. Actually, Jaclyn wouldn't have taken a second look at Greg, as most women didn't, had it not been for his submissive nature. ... Read full Story
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A Sissy's New Daddy Chapter 2
I hope you enjoy this second installment of 'A Sissy's New Daddy'. I worked hard on it and hope that it brings all of you the same pleasure reading it that it has brought me writing it. There are some extreme moments in this chapter but also some very tender ones. There was a line in the first piece... Read full Story
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Fifi La Femme: A Pansy at Last Chapter 2
Coming Out Telling our wives wasn't easy especially for me who had seduced Shirley's gorgeous hetero husband by dressing up in my wife Doreen's lingerie and make-up and offering him full homo sex as a limp wristed effeminate lady-man. It was my first experience as a queer and when Frank asked me ... Read full Story
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My shopping trip to San fransico with nucle jim pa
That night at dinner uncle Jim told my mom that he had to go to the city to pick up some film and things for his dark room. He ask if I could go along with him. My mom said yes that I could go. We would be leaving around 8 and that was fine with her. She did not go to work till 12 because she worked... Read full Story
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L'INVESTISSEMENT SISSY ⚧️ ⚧️
La fin d'une autre longue journée. Près de 19h00 et Colin Spencer travaillait toujours dans son box, presque terminé avec le dernier des papiers que l'un des associés principaux de la société d'investissement dans laquelle il avait effectué un stage depuis près d'un an maintenant l&#... Read full Story
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A Sissies Humiliating Confession
This is a real life situation that happened this past weekend. I am sissy slave jennifer and i am owned by my beautiful Mistress Rita. Mistress Rita loves nothing more than putting this pathetic lil sissy through the most humiliating situations She can get away with. I once confessed to Mistress tha... Read full Story
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MISS LORI & MISS MICHELLE, SISSY SISTERS IN SIN
Super Queens Michelle & Lori MISS LORI & MISS MICHELLE, SISSY SISTERS IN SIN'; A TALE OF LESBIAN SISSY LUST AND LOVE "Let's go get some cock, Baby" said Michelle, all painted and dressed as an absolutely flaming drag queen; she flipped up her short miniskirt as she... Read full Story
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Extend Sissy
Extend pls! https://sissy.fun/sissy-bimbo-whre-mayatsarina-chained-up-big-butt-tranny-wth-toy-in-asshole/ , https://xxxposed.fun/prostitute-fucktoy-slave-bimbo-mayatsarina-for-rent-cheap/ , and also this https://xxxposed.fun/dumb-bimbo-whore-may... Read full Story
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A Natural Sissy Part 2
The Party Just before we reached the entrance, which was manned by a doorman, I said, "Now remember, Stacy, you just do what I tell you, and everything will be fine." "Ok... okay." His nervousness was showing, but that was to be expected. He had no idea what was going to me... Read full Story
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I take and suck cocs,i am a sissy slut
I used to be a straight guy but i ended up never the less being fucked bareback by another guy then afew of his friends,,anyway as time went on they come back and fuckedme over and over again i started thinking less abot pussy and more about bigger cocks,then i started t suck guys of while taking co... Read full Story
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Becoming a Sissy - My aunt my Mistress II
There i was on the lobby block, dressed up as a whore with my pants down and my ass plugged, next to me was my aunt, laughing of my boner, my mind went blank for a second not knowing if all this is real but i was interrupted from trance when my aunt shacked me and said that we need to go. I pulled m... Read full Story
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Deflowering Latina Sissy Destiny
A real life story of my one and only time deflowering someone and being their first real encounter, I was 27 at the time and she was 21. I am absolutely convinced that Trans girls and CDs have a bit of a 6th sense when it comes to perceiving which guys are into them even in a public situation. I ... Read full Story
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White sissy used by black Masters
I’m booked into a London hotel and, after you text me to say you’ve arrived, I text you back the room number. It seems like ages before I hear a firm knock at the door and I jump up, excited but nervous about what’s about to happen. I walk over and unlock the door, careful not to m... Read full Story
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DISCOVERING BLACK COCK
To the greater Boston general public it was simply a small little known quite private night club located in the back part of Roxbury called The Black Rooster Bar. While in local Gay Community circles, insiders called this private by membership only pub, THE BLACK COCK CASTLE! When first learning... Read full Story
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Nunca se Olvida
He tenido la oportunidad de tener sexo con varios hombres, algunos mayores que yo y otros muy chicos, no me fijo en estereotipos o personalidad, solo me gusta disfrutar del sexo..... Pero siempre hay uno que te deja enamorado, Daniel su nombre una persona que conocí por medio de un chat. No pas... Read full Story
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Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
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Dark Temptation
Ella's body glistened with perspiration as she twirled and spun her lithe body on the dance floor, loving the way the beat of the music thumped around her. The twenty-one year old loved Brighton's laid back, hippy, music generated atmosphere and long ago had fallen into dancing until the sun came up... Read full Story
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Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
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Black Master, white sissy Part 1
Every one who saw me at work used to think I was Mr. Clean, Mr. Respectable. I work in advertising and I used to model my appearance on the sort of guys you find between the pages of GQ. Very American, very preppy. I was a nice middle-class boy with a nice expensive haircut and a nice expensive suit... Read full Story
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Continua mi mundo Tv
Como les decía a mis 20 años ya era otro mundo, ya compraba mi propia ropa intima femenina mas que todo ropita muy chica, pues siempre he sido muy delgad@, a esta edad aun era virgen pero con hombres ya que aproximadamente a los 17 le robe un consolador a una tía, "les admito que ha sido uno de ... Read full Story
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Lost Girlfriend Part 2
I was in a pretty pissed off mood for a few days, having just lost my latest hot Tg girlfriend, Kelli to Alesha, a well hung black Tg, and decided to go to my favorite exotic dancers club. I recently had some interesting adventures with several of the dancers, I wrote that up in a 2 part short ... Read full Story
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De drogas, sexo y otros placeres (Primera parte)
-Tienes 30 minutos para ponerte coqueta y bonita. Te espero en el cuarto, así que no te tardes mucho preciosa porque tú y yo la vamos a pasar sabroso ¿Oíste? Tras decir esto Felipe cerró la puerta en mis narices dejándome a solas en la oscuridad de su baño. De inmediato eche seguro a la perilla en... Read full Story
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Luna parte 1 “Como me convertí en travesti”
Las aventuras de Luna. Parte 1 “Como me convertí en travesti” ¡Hola a todos! Soy Luna, una travesti de closet. Me encantan leer relatos eróticos de transexuales, mis favoritos son las transformaciones por parte de una novia/amiga/esposa, y pues como he leído tantos relatos y actualmen... Read full Story
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La festa di iniziazione
Venerdì Paola mi chiama al telefono " domani sera andiamo ad una festa, una festa un po'particolar, mettiti carina, sexy ma elegante!" Sabato sera torno da lavoro il più velocemente possibile, eh si, lavoro anche il sabato! Mi rado il viso più a fondo che riesco e proseguo anche sulla ricrescita ... Read full Story
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Una giornata in piscina con Paola e Lilly
E' domenica mattina, mi sveglio, sono nel grande letto di Paola, guardo l'orologio sul muro di fronte al letto, sono da poco passate le 11,30. Alla mia sinistra Lilly, alla mia destra Paola, completamente nuda. Anch'io e Lilly siamo praticamente nude, solo calze e reggicalze, ci siamo addormentate... Read full Story
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My Brother's Panties
My brother and I are twins, fraternal not identical. Throughout our lives, no one ever confused us, and furthermore, no one ever thought we were siblings. Growing up I would often get the question, "Kevin, why do you hang out with Jamie so much?" People were always surprised when they lear... Read full Story
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CD and BBC Gangbang 1
My name is Mike, as a "Gurl" I go by Fiona. I am a gay man, mid thrities, white, 5' 9' 165, reasonably handsome, both in and out of women's clothes. One of the ways I express my sexuality is to dress as a woman and get fucked by other men. Preferably in a humiliati... Read full Story
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The Gang
I had always thought of myself as female in spite of the fact that I was born with male genitlia. Even in my earliest memories where I had witness sex, I identified with the female in the relationship. As a small young child, I had always longed for womanhood each time I heard a woman sing or especi... Read full Story
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Paola, una nuova amica
Ho conosciuto Paola sulla chat di questo sito, dopo alcune sere passate a chattare assieme ci siamo accorte che abitavamo nella stessa città. Decidiamo di incontrarci, Paola mi aspetta a casa sua. La sera dopo mi reco da lei, mi aspetta, profumatissima, indossa una lunga vestaglia bianca, i lunghi ... Read full Story
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La trasformazione di una sissy parte 1
Ricordo ancora come se fosse oggi la prima volta che conobbi Franco, non so nemmeno io come ma quella sera in cui mia moglie si trovava di turno notturno mi sentivo particolarmente eccitato. La lettura di un libro particolarmente coinvolgente si era impossessata di me. Molte volte mi chiesi se davve... Read full Story
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