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Me and a transvestite man
This isn't a 'story' at all, in the sense that it really happened. I just thought I'd share my experience with you; perhaps you'd care to comment if you enjoyed it, found it sexy, or want to know more. There isn't a 'transvestite' niche on xHamster, so this is filed rather awkwardly under 'Shemal... Read full Story
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Gay Roommate crossdress
I have been cross-dressing since I was 7, always been a bit in the closet about my homosexuality and cross-dressing but I have always loved it and kept it close. I had one roommate when I was living in Boston his name was James. he was a pretty good looking guy who seemed to always be doing well ... Read full Story
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The Convoy
Several years back I was driving down I-95 south through South Carolina. I was dressed in fishnet thigh highs; platform heels, g-string, bra, all black. Over it was a black zip up the front mini dress. I had a hand held CB radio so that I could hear truckers talk about me as I passed them, and I'd b... Read full Story
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Experimenting with Cock
I was 22 and at the time did not have a girlfriend. I had a habit of jerking off at least once a day if not more. Starting masturbation at an early age made me bored by "normal" porn star videos. Leading me to amateur porn. Soon that became boring and I was experimenting with everything. O... Read full Story
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Am I gay?
Please help me. I'm confused and unsure if I am gay. I feel so ashamed of myself. I don't want to be gay but I was molested by my neighbors at 6 years old and from then on I would wear my mom's panties or sniff my sisters while masturbating. Cumming would always make me feel guilty for what I have d... Read full Story
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M Is for Mandi
That night, that Friday, had been highlighted on the kitchen calendar for weeks, though my wife didn't know the reason why. OK, so she was off to her sister's for the night and that was why she'd underlined it to start with. But I had other reasons. Since Sarah had turned forty she'd not gone out... Read full Story
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FÉMINISÉE PAR BBC MALE ⚧️
Après avoir abandonné l'université, je n'avais évidemment plus le droit de vivre dans les dortoirs. Mes parents ne me reprendraient pas. Je n'avais qu'un seul endroit où aller : l'appartement de mon ami Jack. Nous nous sommes rencontrés au collège en première année. Il a toujours été bon avec moi. ... Read full Story
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Me and a transvestite man part 3
This is the last part of my true story. I had expected it only to need two parts, but it seems that I'm quite a wordy writer, so it now spans 3 parts. Where did I leave off last time? Oh yes; Toni, the gorgeous Brazilian TV was leaning forwards, dressed in her black lingerie, her firm arse toward... Read full Story
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Daddy's little bitch
As a young boy growing up I always had a fetish for dressing up like a girl. When I was 20yo I had my first experience with an older man, Tony a man in his 70s. I met him through a phone chat line and we seemed to hit it off right away. He told me that he would buy me some clothes and lingerie to we... Read full Story
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Porn shop slut
I walked into the booth excited to use my new toy, while dressed in garters and sexy panties under my loose fitting jeans. I had just purchased a lovely new butt plug and could not wait to try it out on my pretend pussy. Taking my jeans down I deposited a token into the slot and got out my lube and... Read full Story
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Me and a transvestite man part 2
OK this is the second part of my true story. I was going to leave it at two parts, but I think there's enough to make it three parts, now! I think I'd best point out that beyond the (I'm told) common early sexual experiences most straight men have as youngsters, with other men of their age, I'd n... Read full Story
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Caught again
So I’m finding it hard to get privacy to dress up of late. So I decide to go down the country and rent out a holiday home for a weekend. I brought all my gear including make-up,and wig. When i arrived at the holiday park I entered the reception area. Behind the counter was a pretty women named... Read full Story
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Why I miss my ex
Why I Miss My Ex I feel obligated to say that I am not a passable crossdresser, not even close. Even without my beard, I’m very masculine, large framed, and I have a very deep voice. All of these things aside, I love to dress up in sexy lingerie, panties, dresses, bras etc. While I’m dr... Read full Story
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On the street with Luci
About a week after my fantastic session with Luci and Karen, I was walking down the street in the city. I got a text. It was from Luci. It simply read 'Stay there Ill meet you very soon.' Strange! I looked around and couldn't see her anywhere, so how could she know where I was? I stood and waited... Read full Story
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Shopping
As I walked through the shop my heart raced. I was here for one reason. To buy women’s lingerie. I had always chickened out at the last second and was determined to go through with it today. I slowly made my way into the small shop browsing over nothing in particular when a older good looking ... Read full Story
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Caught in the act
After my first encounter with John’s dick, I couldn’t get it out of my mind. Two weeks later we met at a friend’s party and we talked about it. He was worried his girl friend might find out. I told him he had noting to worry about as I had as much to lose as he had. But I also said... Read full Story
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Been dreaming this for a while...
Been imagining an encounter with a hairy tall man, Been masturbating while I crossdress. Still a virgin analy but it might not last for long, an encounter will soon be coming. My perfect night would be this... Tall man ebters my hotel room, we talk, I am fully dressed in lingerie, black! High ... Read full Story
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My First threesome Part 2
After Ray's step-mother put make-up on me and fixed my already long hair she had me looking like a young sissy boy, that's saying a lot because I was 23 at the time. She then had me slip out of the outfit Ray had given and put me in a red throng and matching garter belt and bra. She had me wear blac... Read full Story
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My life so far
Just woke in bed wearing nothing but a pair of very sheer stockings. its about noon and last night was fun but a little rough on my clothes I can see. The stockings have a run and more then a few stains. I get up from my bed and the stockings slip gently to my ankles. I kind of like the feeling .... Read full Story
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Transvestite in trouble Part 1
i pulled up on the pub's carpark. I was nervous, i'd been speaking with Andrew for about 2 months online and for 2 weeks on the phone, we'd always end up jerking off when we spoke. it was during these chats that i'd told him of my fantasy. The one where i'm overpowered and forced. I was dressed a... Read full Story
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PantyBoy Gets A Reaming
I love to get really in touch with my feminine side. I get so turned on when I watch a man look my body up and down while I'm wearing some really sexy lingerie. I feel so naughty and slutty, knowing that I am going to let him do anything and everything he wants to me!! I was chatting in a room on on... Read full Story
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Manual Sissificar a tu Novio
MANUAL DE LA ESPOSA Y NOVIA PARA SISSIFICAR A SU HOMBRE, DESCUBRIRLE SU LADO SUMISO Y CONVERTIRLO EN CORNUDO Y MARICÓN por MARINATVFEM Todo el proceso es una batalla psicológica que tienes que ganar siempre. Mantén la calma y no levantes sospechas. Entrénalo día a día con humillaciones continua... Read full Story
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SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
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SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... 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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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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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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Sissy Amante de la Lencería
HOMBRE AMANTE DE LA LENCERÍA marinatvfem@yahoo.es Tengo 60 años y estoy casado. Llevo muchos años usando ropa interior femenina. Me encanta la sensación del nylon sedoso en mi cuerpo. También duermo con un largo camisón de satén todas las noches. Me siento muy cómodo llevando mi lencería femenin... Read full Story
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Camming down the rabbit hole Ch1
Back in January 2020 I guess I was lucky, I did have a regular job although the pay was miserable and I did have my own place. On my wage all I could afford was a miserable bedsit in a neglected part of town, but on the upside I didn’t have to flat share and it worked well enough for me. The west... Read full Story
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DÉBUTS INNOCENTS
"Avez-vous pris votre vitamine, ma chère ?" Ellen a appelé de la salle de bain. Je me frottai le sommeil des yeux et ramassai le flacon de pilule, roulant un gros comprimé dans ma paume. "Ma pilule de cheval ? Je le fais maintenant." "Avez-vous déjà remarqué une différence ?" "Non. Les vitamines ... Read full Story
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REGARDE-MOI MAINTENANT ⚧️ ⚧️
Il y a quelques années, à mi-parcours du premier mandat du président Pelosi, j'ai surmonté mon inclination habituelle à éviter les risques et j'ai accepté une invitation à visiter l'appartement de deux femmes - de parfaites inconnues - qui venaient de découvrir que j'aime porter des culottes. Becky ... Read full Story
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Transsexual Actresses Part 1
The adult entertainment market includes thousands of videos and DVD's featuring transsexual actresses. Some of the more popular of these celebrities have their own web pages. Brief profiles of some of these actresses, including a list of their films, appears after the initial list. Adriana Ventur... Read full Story
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Transsexual Actresses Part 2
On the way to Florida, in 1992, Meghan stopped in New Orleans, Louisiana. Her visit to this city lasted an unexpected five years, during which time she began her transformation into a transwoman. A popular nightclub, Papa Joe's, was looking for a replacement for a transsexual who had played Madonna,... Read full Story
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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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Lady and the Cop
A cab pulled up to the front door of the Orbit Lounge bar and three curvaceous figures, Regina, Alice and Rita stepped out, paid the cabbie, and moved gracefully towards the main entrance. They were all so jubilant and any observer would suspect correctly that they were already under the influence. ... 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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Camming Down the Rabbit Hole Ch. 12
We woke up many hours later, still intertwined, my morning wood throbbing as Ellie slid inside my panties and wrapped her hand around it. This was a much better way to wake up than usual, and we proceeded to have a really relaxed slow fuck. She reached a much more low key orgasm but I knew I wouldn’... Read full Story
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Un éclair de dentelle
La sonnerie insistante du téléphone a interrompu ma concentration et avec une grande agacement, je suis descendu du lit et j'ai pris le combiné. "Hé petit frère!" La voix pétillante de ma sœur a rempli mon oreille. «Di, c'est toi? Je me suis exclamé joyeusement "J'ai d'autres sœurs que je n... Read full Story
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delicious virile male flesh
Tasted delicious virile male flesh… The breeze caressed my swollen nipples giving me pleasant shivers. The two glasses of Riesling had also contributed to my excitement. My crotch was burning as if the disappearing sun had blown all its thermal energy into me. Under my fine lace panties, purple o... Read full Story
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Meghan Chavalier
Meghan Chavalier is a transsexual entertainer and has starred in 150 adult films, has directed adult films, has written adult films, has appeared as a female impersonator, has written a novel, and has been a professional model. Meghan, has been called the most beautiful transsexual star by "... Read full Story
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LA VENGEANCE D'UNE SOEUR ⚧️ ⚧️
"Maman, maman," cria Michael. "Aide-moi!" Mary tourna la tête vers les cris de son fils pour ensuite entendre Melissa crier: "Sortez d'ici, espèce de pervers!" Mary se précipita dans le couloir jusqu'à la chambre de sa fille où elle trouva Michael passant devant elle, suivi de près par une bro... 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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Camming down the rabbit hole Ch5
I was jolted out of my sleep by the phone on my bedside table vibrating, bleary eyed I picked it up and saw a message from the couriers that a package would be delivered today around 4pm. The realisation that this was the package I had been waiting for and I could finally wear something else in my s... Read full Story
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bi to sissy caught and turned
It was during a Wednesday nite supper this past April when Penny my wife of seven years, suddenly looked me straight in the eyes while calling me a GAY COCKSUCKER ! Instantly while I swallowed hard and quickly looked away from her, my worse dreaded fears in life had somehow just become reality! So ... Read full Story
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Camming down the rabbit hole Ch6
In the morning I decided to give the running a miss and do a long session with the DVD, my legs had become a little sore and tight so some extra stretches and yoga would really help. I once again surprised myself with how much more flexible I had become, the plug still in my ass giving me occasional... Read full Story
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L'EXAMEN DE LA PROSTATE
Il a finalement pris rendez-vous chez les médecins pour l'examen de la prostate. Sa femme le harcelait depuis des jours, après qu'un de leurs amis eut récemment reçu un diagnostic de cancer de la prostate. En entrant chez les médecins, il a dit qu'il était ici pour un examen réservé p... Read full Story
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Becoming a Drag Queen
I was thrilled when my boss told me he was sending me to San Francisco for a conference. It was a location on my "Top 10 places I wanted to go". I went online and Googled the major attractions and tourist "must sees in San Francisco. The conference was Wednesday to Friday and I figure... Read full Story
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ACROSS THE STREET AND TWO DOORS DOWN by Spanky de Bautumn
Jamie knew he was different. He didn’t fit in with the other boys, but he didn’t feel like he fit in with the girls either, he just knew he was different. He wasn’t into dolls or balls. He was the smallest boy in his class and more than half the girls outweighed him. But the one thing he had going f... Read full Story
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Alone at home
Living with my religious parents didn't provide many opportunities to spend time alone to enjoy myself. Only openings I found where, when showering, and occasionally when my parents travel, though that was not very often. I shared my room with my lil siblings, and since they were young and curious, ... Read full Story
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Family Frolic
FRIDAY My sister and her husband wanted to take a few weeks off in the sun and asked me to look after their kids for a while. I'd move out of my tiny apartment and into their house for the duration. As I was still living off my severance and they had a nice spread with an indoor pool and a h... Read full Story
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Discovering Amber
I have always enjoyed women's lingerie. From looking at catalogs to seeing girlfriends wearing it I have loved the look and feel of sexy, silky lingerie but for me it has always gone deeper. At 18 I tried on my first set of panties, oh my God that was wonderful! It was all downhill from there. Event... Read full Story
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Afternoon Tea on the Lawn
I waited outside the shop for it to open. It was quite chilly and my legs where frozen even though I wore an expensive pair of sheer stockings. The dress wasn't much warmer and I wished I had a full-length coat. Trish, the owner was the first to arrive. 'Hello darling, nice Christmas?' She kne... Read full Story
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Spring Morning
First morning of spring After the long winter it was just starting to get brighter and greener, white anemones were blooming and in a few weeks spring would be at it's most beautiful phase, but for now the gloom of night and mist was just retreating back to the sea and sun was rising giving me ... Read full Story
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Camming Down the Rabbit Hole Ch. 10
As the sun beamed in through a gap in the curtains my now familiar morning wood strained at the silk of my nightwear. How was it that no matter how hard I came the night before it would wake up eager and ready to go. As had become customary my mind would be filled with the events of the previous nig... Read full Story
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Procreative Fiction
I like penises. More specifically, I like circumcised penises. And I like balls, big or small. I prefer scrotums that, when they rise, high and tight, are smooth, although they may be wrinkled when relaxed. I like asses, too, especially feminine asses. Men's asses, to be attractive to me, must be sl... Read full Story
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Betrayed Chapter 7
Angie kept my arm locked in hers, preventing any attempt at escape. We caught a cab back to my place. She was even more appreciative of it than Dianna had been. "Girlfriend, you live like a queen!" she exuded. Realizing what she had just said, she giggled. "Oops! Well, you kn... Read full Story
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