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First time with ladyboy / bottom
Hi everyone! now it is my turn to share my experience in Thailand. We were on a Christmas vacation on an island, and I didn’t even know ladyboy existed then. At a Christmas beach party I chatted and danced with a woman and we ended up in my bungalow. We kissed a lot and I knew that now I was g... Read full Story
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My wife found out I also love cock
Even though I've been a tranny lover since I was 18 I ended up marrying Barb she had a set of tits and an ass built for speed. I never told her about my past nor did I pump her for her past. We had been married for a couple of months when I got that need for big black cock again so while Barb slept ... Read full Story
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mushrooms in all shapes and forms
Mushroom season is open! Yummy! I love mushrooms, in all shapes and forms. We were about fifteen mushroom lovers who only get together to pick mushrooms, without any other friendly gatherings! For this last outing of the season, our splendid instructor was accompanied by her cousin, who was sup... Read full Story
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Philippines Vacation with a Dominant Big Cock Ladyboy
I am still in a state of unbelievable joy that I was lucky enough to experience this but I 100% did and I can’t stop thinking about it as I thought things like this only happen in porn or fantasies. Buckle up because this is a wild one and happened in Manila May 2024. I had the opportunity to vi... Read full Story
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Sex with security guard in the apartment..!
I always fantasize about exploring the unlimited possibilities of cross-dressing and exposing myself in public such as dressing up and clicking hot pics in public places, seducing men and get picked up from pubs, having sex in car and on the roadside, etc., and some of my fantasies have already come... Read full Story
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Big cock shemale from Pune, India
I just saw her profile on Planet Romeo, her name is ID is Kaynat / Muskan. I saw her photos and got attracted to her. I am always a big fan and lover of Shemales or TS. I called her and fixed appointment by negotiating with her for 2500 INR. I went to meet her, she stays in a condominium in ... Read full Story
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How Sia Shemale Pune fucked me ...
I met Sia through ts-dating . Called her n went to meet her. When I saw her I could not believe that she is shemale n has got cock between her legs. My god so beautiful feminine. Her implants are very sexy n make her more beautiful... Then I paid her n we went to comfortable small bedroom. I d... Read full Story
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Big cock heaven.
I live in Vancouver and saw a beautiful trans escort online and couldn’t resist setting up a meeting. I met her at a hotel and she was just as beautiful in person as online. She was Asian and had the most wonderful big tits and ass. Her cock was a solid 8 inches, uncut with a big mushroom head, whic... Read full Story
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2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
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mi primer scort shemale
Hola me llamo Antonio, por mucho tiempo tuve la curiosidad de experimentar el sexo con una shemale, asi que me di la tarea de cumplirme y quitarme esa curiosidad. Busque una pagina de scorts muy conocida aqui en mexico, una shemale que me gustara; y que creen la encontre. El siguiente fin de sema... Read full Story
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Sissy Femboy Chrissy in Drag at the Club
"Can you wear a dress tonight?" "I can't crossdress in public, I'm not 'out' and don't want to be seen that way." "That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in." "Cool, but I'll have to change when we get there." "Awesome! See you tonight!... Read full Story
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Une femme attrape la grippe Futa ⚧️⚧️
Jessica étudia attentivement la recherche, la bouche grande ouverte d'incrédulité. La science derrière cela était pour le moins sommaire. Elle avait étudié la biologie à l'université et savait donc qu'une partie de cela était un fait scientifique bien connu, mais vers la fin, cela a dérivé vers l'ab... Read full Story
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A Little Girl Forever
Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... Read full Story
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My first Shemale
“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual. For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator). The community I live in has lots of shemale beauts; maybe that started my intere... Read full Story
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Lady In The House Ch. 09
A story by MicheleNylons ( Continued adventures of a cross-dressed prison prostitute. ) I lay there stunned, how had I miscalculated my effect on the Warden? The one man who could guarantee a transfer from this shit-hole; fuck!!!! The cravings of male sexual hunger within the confines of the ... 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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KING OF TRANNY CHASERS ENTRY 2
LAST YEAR TO CELEBRATE MY BIRTHDAY I DECIDED TO FULFILL ONE OF MY SEXUAL FANTASITES. I HAD BEEN WITH 2 CIS WOMEN SEVERAL TIMES BUT NEVER HAD I BEEN WITH 2 TRANNIES. MY BIRTHDAY WAS ON A FRIDAY SO I SPENT THAT DAY AND THE NEXT CELEBRATING WITH MY FAMILY AND GINA..THAT SUNDAY I SET UP AND PLANNE... Read full Story
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Cat hat einen riesen shemale Schwanz
In meinem zweiten Studienjahr fing ich an, mich mit einem der heißesten Mädchen auf dem Campus zu verabreden. Wir hatten uns in meinem Kurs Geschichte des Römischen Reiches kennengelernt und verstanden uns von Anfang an Ich brauchte fast ein ganzes Semester, bis ich den Mut aufbrachte, sie um ein Da... Read full Story
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My shemale initiation
I was alone at home. Wife gone for a vacation. I was surfing the net. I am infatuated with shemales. I looked at redbook and saw a very sexy lady. I contacted her. I drove to her hotel and picked her up. She was gorgeous. As we drove to my house, I asked about the size of her package. She said 9". I... Read full Story
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Girl from Uncle
Tonight, I have to tell it all. It’s no secret that my uncle and I had a very special bond he had been eyeing me with those adventurous eyes from the time that I was 14 years old. And frankly I enjoy his ogling. I could feel my nipples get so hard when he looked through me with those alert and spark... Read full Story
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Sissy Slut and Stepdads part 2
My mother kicked Frankie out and swore that he was the last loser she would ever date. She believed that we were still having sex, and she was right. Pure raw animal lust drove us, and It was even better when we sneaked and got. That nervous adrenaline mixed with my passion and made me super horny a... Read full Story
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The BIG COCK that I will eat.
ENGLISH: Hello friends. In the link below, you can see the tranny cock that will fuck me in the days to come. I saw her advertised on the internet, I picked up the phone and called, I will see her when her clinical tests are negative for sexually transmitted diseases, because I will surely swallow... 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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Regina's Vagina dreams
I think I wanted to be a female from birth. I once looked through a girlie magazine out of curiosity. I had impossible dreams and I longed to trade genitalia with them. I have always fantasized about my Vagina when I was younger. It was during those times that I would drift into my own private world... Read full Story
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First Cross-dressings Loosing Anal Virginity
It happened after a month of me blowing that guy twice...I mean I was so damn excited and was craving for his cock....I was blowing him every weekend in his car after the school...his cock was almost 7 inches and was so thick and that I like so so much the gagging he was giving everytime, that chock... Read full Story
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Larissa blond blown in Frankfurt
Very friendly already on the phone. She was very chatty. Asked when I wanted to come and I said at 12:00. I meant if she squirts and she answered yes, but costs 50 € extra. She then said that at 12:00 maybe her landlord will come, the bed would be broken. If he hadn't been there by then, we would ha... Read full Story
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Swallowing My First Shemale
Nitromethane It's been a couple of years now that I've been intrigued by shemales, and though I've met up with a few I've met online, I've still not gone any further than some stroking or letting them blow me. I'm not sure what my hangup is, since I can't seem to stop watching these gorgeous gir... Read full Story
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Shemale Gangbang
I am not your average female. But I guess I am not your average male either. You see, I am a tranny. I make a really hot woman. I am 5'10", am slim and have dark, wavy hair that comes down to tight between my shoulder blades. The only thing I was missing was beautiful tits. So I got those as we... Read full Story
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Beryl's birthday suit
I tried on my sister's panties when I was 12. They looked so cute, so sexy.. I couldn't help myself. I tucked my dick between my legs and pulled them over my hips, delicately positioning them just like a girl. They felt yummy! When I saw the shiny, lacy pink briefs in the mirror - snug, flat pu... 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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How I became a ladyboy convert
Our friend Brian went to Thailand 3 years ago and had his first experience with a ladyboy details of which he would like to bring to Your attention now. He proudly tells he became a ladyboy convert after his first time and we have no doubt he did! On a trip to Thailand about 3 years ago I had my ... Read full Story
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Bangkok Night with Thai Ladyboy Dancer
I was visiting Thailand back in the 90s and was blown away by the “Potpourri” of sites, sounds, and smells (not all of them good) of this city. Beautiful women were at every corner and very friendly to foreigners. I went out with a group of guys on the town after dark to check out the go-go bar scen... Read full Story
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Visiting Ella
Ella is a beautiful, slim Asian TS. She has long legs, pert breasts a cute face and a cock a bit smaller than mine. For me, her knockout feature is her knee length, coal black, sleek & silky hair. I am very turned on by girls with long hair. I have no idea why, I just am. When I got off the t... Read full Story
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BBC DOMINATION SISSY BLANC
Mon nom est Tim. Je suis un homme blanc de 23 ans. Il y a environ 6 mois, j'ai déménagé à Los Angeles pour essayer de devenir acteur, mais comme vous vous en doutez, je n'ai pas eu beaucoup de chance dans ce département. C'était début novembre, quand je suis allé dans le bureau de mon... Read full Story
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Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
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Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
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meijiao dream
My father and I live on farms, mountains, forests, beaches. In the sunshine, I twisted my naked carcass to provoke Dad's animal desire, and the anus cave was large. Never close because Dad's meat stick sprays semen Wear neck collar, nose hook, hand shackles, foot shackles, bells, breast rings, st... Read full Story
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My Afternoon With Venus - Part II
My mind was still spinning from the out of this world cock sucking I'd just experienced at the expert lips of my exotic little doll as she led me by the hand into her bedroom. Her pink summer dress was draped down onto her waist so now it was only just covering her cute little derriere. As I wa... Read full Story
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FONDANT À LA VANILLE ⚧️ ⚧️
Je vois ma cible assise au bar, en quelque sorte à la limite d'un des groupes de commerciaux. Il prend une bière mais il ne boit pas aussi vite que les autres et il regarde nerveusement autour de lui de temps en temps. J'ai une préférence pour l'homme plus légèrement construit. Il doit être plus ... Read full Story
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My second time with ladyboy Nan
If you like the idea of a girl going at it with a ladyboy and follow the ladyboy stories section of our blog for some time, you should remember the story about Thai ladyboy Nan that our reader Julia wrote. Well, this is her second report and I hope you enjoy it as much as the first one. This time... Read full Story
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C'EST LA PATRONNE
Le rêve est mort. L'écriture était ma passion, mais cela n'a jamais servi à rien. La réalité a une mauvaise façon de vous rattraper, déchiquetant vos désirs dans son sillage. Ce cycle d'épargne et de vie de ces économies s'est progressivement révélé intenable et maintenant, à ving... 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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My First Ladyboy
I was working in Bangkok a couple of years ago. As was the normal practice all the guys would finish work on a Friday afternoon and head to the local bar for a couple of beers. This particular Friday we were in the usual place chatting and having a nice relaxing time. When she walked in. Taller t... 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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Holiday romance
I had a special holiday with a malay ladyboy this summer, I've known her since 2012 I guess but we never met before as soon after I began a relationship with a ts from Jakarta that lasted for 5 years. I never lost touch with the malay girl, but we never managed to meet until this summer, when I invi... Read full Story
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Casino Girl
I had been working as a casino dealer for several years and would occasionally meet some very attractive women and chat. Asian women have always been attractive to me, whether the exotic appearance or maybe because my Mom was Pacific Islander, and a lot of people thought I was Asian. Mia was a bit... Read full Story
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ENFERMÉ HORS DE L'APPARTEM ⚧️ ⚧️
Je m'appelle Layton McGuire. Quand j'avais 22 ans, je vivais à New York et je partageais un très petit appartement à loyer contrôlé à Greenwich Village avec deux autres colocataires pendant que nous fréquentions le City College (qui est un vrai collège, pas seulement un nom générique, cherch... 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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FOUTAREICH
Le Parti de l'apothéose féminine, ou FAP, a reconnu les différences physiques entre les hommes et les femmes. Cependant, la FAP a affirmé que même si les femmes pouvaient être physiquement inférieures aux hommes, elles étaient moralement supérieures. Tant que les hommes seraient plus forts que l... Read full Story
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LE GARÇON DE LA BOUTIQUE DE LINGERIE
"Asseyez-vous Robert", m'a demandé Mme Conley. C'était une femme plutôt grossière et autoritaire qui s'en sortait pour 50 ans, je dirais. J'ai fait ce qu'on m'avait dit et j'ai attendu qu'elle - une responsable principale des réclamations à la bourse du chômage où j'ai "signé" pour réclamer mes allo... Read full Story
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MONDE DE MAMAN FUTA ⚧️ ⚧️
Vance n'était pas ce que vous appelleriez un homme typique de l'empire. Non pas qu'il n'en ait pas l'air, des années de génie génétique, un bon élevage, un bon régime alimentaire et un programme d'exercices l'avaient placé dans la fourchette parfaite pour qu'un futa veuille s'accrocher et s'assommer... Read full Story
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MON SECRET RÉVÉLÉ ⚧️ ⚧️
C'etait ma propre faute. Comment ai-je pu être si stupide ? Je m'appelle Karl. J'ai démarré une entreprise Internet il y a douze ans. J'avais travaillé comme représentant d'un fabricant pour une maison de courtage spécialisée dans les marchandises importées. Je pensais que mon entreprise ne faisa... 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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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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JOLI GARÇON À SISSY GIRL ⚧️ ⚧️
J'ai rencontré ma femme Tara pour la première fois lors d'une soirée de réveillon. Je portais de l'eye-liner et mes cheveux étaient relativement longs. Elle m'appelait "joli garçon" pendant que nous dansions. Elle était très sexy avec un petit corps, de longs cheveux noirs et... 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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