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I Love Ladyboys

Personal Stories, Advice, and Support 1,291 People

    Ladyboy Here

    Hi loves, I'm half Thai/American. A real sexxy b-tch. I would love to meet more people and have lots of fun.
    Jedimindtrick39 Jedimindtrick39 36-40 1 Response Sep 25, 2013

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    ********* Surprise Part 2

    Part 2 So there i am, sharing my first **** with my wife. My mind is all over the place, what the hell am i doing? What will my wife think of me after this? Will she think any less of me? I guess when i saw my my wife furiously wanking her ***** watching me sucking that **** that...
    plezurseekers69 plezurseekers69 36-40, M Aug 19, 2013

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    Best Of Both Worlds

    My name is Emma and I'm a Uk Ladyboy, I was born intersexed (both sexes) so I have the best bits of both sexes, I have soft skin with little hair, nice natural boobs, a feminine figure and a very fuckable *** and a lovley not too big ****. I love who I am and I hope you do too
    Emmatv Emmatv 36-40, T 8 Responses Dec 19, 2009

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    L B.

    would like to give a ladyboy a BJ...... let him c** in my mouth....... then let him put his hard c**k up my a** and give me a good f*****g.
    harrzy harrzy 70+, M 1 Response Apr 25, 2012

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    Thai Ladyboys

    Thai Ladyboys look so cute and sexy when you see them in videos, I'm sorry to say that I have never had the pleasure of meeting any. I hope one day to go to Thailand and enjoy the full ladyboy experience. But is it safe?
    3PeeOh 3PeeOh 56-60, M 3 Responses Jul 3, 2012

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    I Do

    I want to suck off a lady boy and give her my virgin ***.
    powerdog powerdog 41-45, M 2 Responses Apr 27, 2012

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    Obsession

    I am in Thailand, Pattaya to be exact, and as you know by my title I am bi. I have had a bi side for a lot of years, I have also practiced it as well, but not loads. I have been on here quite a lot recently and getting horny reading stories, I also love ladyboys.....so yesterday...
    bimale4fun bimale4fun 46-50, M 5 Responses Nov 22, 2012

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    Fantasy I Want to Come True

    I really want to have sex with a ladyboy.  I think they are so sexy.  I lust over pics on the internet and Can't wait to one day finally meet one and have a night of hot sex.  I want to top and bottom, suck, and maybe even swallow thier load.
    pantiedoc pantiedoc 36-40, M 4 Responses Jul 25, 2009

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    Who Wants To Have Fun...........

    hii .... guys and girls.... i m lady boy....i like to chat with all kind of people and have a great fun... i think i m a sexiest person to talk ..... so if there is anyone to meet and talk to a lady boy msg me or come to chat....... i hope to get a awseme chat
    elena4 elena4 18-21, T 18 Responses Aug 3, 2012

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    I Fall In Love

    Hi all, I am very happy to announce that I am in love with a Ladyboy from the Philippines. I am really happy for having found him. As much as possible we are in visual and phonic contact, not really easy. When I listen at his divine voice, not female and not male, I am diving. I...
    AmandineTG AmandineTG 56-60, M 5 Responses Feb 21, 2012

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    Lady Boy

    like to expose my self to some people i known much........i have big boobs ....i grown it for me.... but as a lady boy i cant expose it.... but when ever i have a chance i expose it....i like to here comments on my boobs.....to an example..... if my neighour aunty comes means i...
    elena4 elena4 18-21, T 1 Response Aug 3, 2012

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    It Started

      I'm not sure when I discovered Ladyboys but once I did it was all over for me. I've crossdressed for most of my life how far I go well hmm depends on my wardrobe at the time I'm keen to chat and meet others Philipa
    Philipahose Philipahose 51-55, M 1 Response Aug 1, 2012

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    I Am So Happy About My Decision

    I decided two years ago to become a ladyboy/shemale so I started wearing girls clothes all the time and after some time I started taking hormones too to develop breasts. I have always felt more like a girl than a boy and during my childhood I used every opportunity to wear girls...
    LLadyboy LLadyboy 18-21, T 3 Responses Jan 3, 2010

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    I Love Shemales

    Any of you interested in being a shemale ? If you are come write on my whiteboard . Also do breast enlargment pills do anything to a man ? ( they shouldn't make you impatent )
    tmbutler tmbutler 26-30, F 1 Response Jan 1, 2010

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    Virginia Beach

    I'm new t this and have nevr been with a ladyboy but some of them are so pretty and turn me on. If any ladyboys are in or near Virginia Bach or if any knows any ladyboys in my area please send me a message. :)
    todietotruth todietotruth 26-30, M Dec 21, 2011

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    I Love Thai Ladyboys

    My wife, her sister and a couple of their cousins wanted to get away for a ten day "girls only" vacation. Suzi wanted to go to St. Lucia so that is where they went. I am sure that she and her sister and cousins got plenty of ****, including plenty of big black ****. I thought if...
    mythaiwife mythaiwife 41-45, M Mar 4, 2012

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    I Want To Be A Girl For A While And Have Sex With Girls

    I like women and I really enjoy having sex with them,but I sometimes lucid dream of being a girl of the kind that excite me a lot(short hair, big breasts, nice hands, tattos. pornstar-like) and act like a girl. That girl won't be me, but I will be in somebody's else body for a...
    Ceattle Ceattle 22-25, M 1 Response Aug 30, 2012

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    Xdies

     i am a ladyboy really, love ****, got real hot bod, love girls sexy undies, come **** me xx  
    hpw789 hpw789 26-30, M 7 Responses Oct 12, 2009

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    Shemale ****

    I love ladyboys. Does anybody know a wabsite where I san view sexy ladyboy pics for free?
    4bilove69 4bilove69 31-35, M 15 Responses Nov 12, 2010

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    My Ladyboys

    I've been with many sweet ladyboys in Thailand, mostly in their teens or in their early twenties. I think they're amazing! And many of them let you do anything with them for a few bucks. I have a particular ladyboy that always let me in...
    zackswe zackswe 41-45, M Oct 18, 2011

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    Asian Ladyboys

    I do have a fetish and fantasy about making love to an asian ladyboy. For me they are the best because they meld femininity and characteristics of maleness perfectly. I'm attracted to the petite, small breasted small cocked asian ladyboys with slim arms and legs, small pert...
    crisean crisean 46-50, M 3 Responses Jan 13, 2011

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    She Was Cute

    My very first "gay" experience was with an incredibly cute Ladyboy back in the early 70's.  The details are in one of my other stories.She was cute and fem, tiny, only about 5'2"/95 lbs or so and a wonderful lover.  She was also the first time I *** ****** anyone. I still...
    JoanSoloman JoanSoloman 56-60, M 1 Response Dec 17, 2011

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    Ladyboy S#x Is Out of This World

      Took me a couple of trips to Thailand before I had s#x with a ladyboy and I have to say it was out of this world. Was very nervous to start with but she took it very slowly and showed me the time of my life, never knew I could feel such pleasure as I did when she...
    dinky1970 dinky1970 36-40, M 10 Responses Aug 23, 2009

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    Beautiful, Sexy, Slutty Thai Ladyboys - I Love Them!

    My wife, her sister and a couple of their cousins wanted to get away for a ten day "girls only" vacation. Suzi wanted to go to St. Lucia so that is where they went. I am sure that she and her sister and cousins got plenty of ****, including plenty of big black ****. I thought it...
    mythaiwife mythaiwife 41-45, M 5 Responses Mar 4, 2012

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    Seeking Beautiful Boy

    Well I am a female who wants to meet a ladyboy. I love the beauty of a woman with the package of a man. This is my first time sharing this so I don't know what to expect from this site. Looking for like minded to chat with.
    opu1 opu1 36-40 2 Responses Jun 21, 2010

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    Loving A Ladyboy Is Truly A Life Changing Experience..

    I'm currently in a loving relationship with a ladyboy, and can honestly say it's a life changing experience! Until just over two years ago I had only ever heard about them in conversation or read about them online, and now after spending most of my life having emotionally...
    romeo8 romeo8 56-60, M 8 Responses Mar 1, 2010

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    To My Surprise

    As youare aware I am a bi guy, and I am staying in Pattaya Thailand. Iwent out last night, a few beers and watch the rugby in a bar I go to, after the game ended around 11pm (local time) the football was put on, 'not a fan' so I decided to go to a bar complex I know a few soi's...
    bimale4fun bimale4fun 46-50, M 7 Responses Nov 24, 2012

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    How To: Ladyboys

    So I have a hidden fetish for ladyboys, shemales, trans-women, ect. I need to know what the best way to find a lasting relationship with "one" is. I live in a small town. No big city clubs or any places like that to go to. I just want to meet someone to talk to and explore my...
    snickers1101 snickers1101 22-25 1 Response Aug 15, 2012

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    Pictures Of My Wife

    If any one would like to see Pic's of my LadyBoy Wife my E-mail is olsem@att.net or a Cam show by her she is lito_amimita2000@yahoo.com.....She is on at 8:00am Chicago time
    Tommy48 Tommy48 56-60 1 Response Jun 18, 2011

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    They Are Hot!

    Feminine looking Ladyboy's with big juicy ***** look amazing, i would be a total **** for them. i would want to take them in my mouth while taking in their sexy body. but then i would also want to **** them ..because well they have the best of both Particularly i find thai...
    lucyxcd lucyxcd 18-21, M 8 Responses May 17, 2013

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    ********* Surprise Part 1

    All of our stories are true, except this one, which, is a fantasy........for now. So, here we are back in Thailand again. Fantastic place, the people are so friendly, they can be as friendly as you want them to be if you get my drift. My wife and i are no strangers to the go go...
    plezurseekers69 plezurseekers69 36-40, M Jul 25, 2013

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    I Do

    Ever Since I was very young, I knew about Ladyboys, or Shemales and that I wanted to be with one. These women are very beautiful and I can't wait to meet me to have a first time with.
    HelplessDream HelplessDream 18-21, M 1 Response Jul 26, 2009

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    Ladeeboiz

    Ladyboys have the best parts of both genders!
    emiliiERASE emiliiERASE 18-21, F Jul 25, 2011

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    I Want A Ladyboy

    i have a recurring fantasy that a ladyboy lets me suck her before pounding me .i am desperate to do this,i really want to be used .
    bigderek47 bigderek47 46-50, M Oct 23, 2012

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    In A Ladyboy's Point of View

    First of all I would like to say that, being a Woman is not just defined by what you can see in between her legs, A WOMAN, is not just defined by her genitalia.. I feel like the universe put me in this position not just to make a statement but to serve as an advocate. I feel...
    lovelymess143 lovelymess143 22-25 3 Responses Sep 1, 2013

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    Ladyboy ************

    ive just watched a great ladyboy video. she was lying on a bed with black silk sheets and ************. she was dressed in a black see through chemise and a black suspender belt and barely black rht stockings. when she came she spurted everywhere coming all over her chemise and...
    gina999 gina999 41-45, M 5 Responses Mar 22, 2011

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    Wants

    i would love to be with a ladyboy and take their *** and ****
    Shermanlovespee Shermanlovespee 18-21, M Jun 15, 2012

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    L B.

    would like to give a ladyboy a BJ...... let him c** in my mouth....... then let him put his hard c**k up my a** and give me a good f*****g.
    harrzy harrzy 70+, M Apr 25, 2012

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    My First Ladyboy

    I was at Mulligan's on Khao San Road. I was with a friend watching a football game, when I noticed a beautiful Thai girl looking at me. She kept smiling at me through out the evening, but I didn't talk to her. The bars were closing and I was walking home and I saw her standing...
    Satyr234669 Satyr234669 31-35, M 1 Response Aug 17, 2013

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    Ladyboi

    Not all of them are cute or pretty, but I have a dvd or two of Thai ladyboys that are hotter than some of the **** actresses. I would like to find one that is that cute and take her to a room for a day, and even out on a date to find out more about "her". I have fantasies about...
    trukr07 trukr07 36-40, M 2 Responses Jun 17, 2012

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    Almost There

    Tonight I decided to explore first gay muscle ****. Seeing those nice healthy studs with their lovely shaved ***** was a great hard on If it hadn't already been 1:20 in the morning, there's a bathhouse far enough away to be discrete, but not too far for a moderate drive.Those...
    JoanSoloman JoanSoloman 56-60, M 6 Responses Sep 8, 2012

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    Eventually

    I have been Bi for a long time now, I have been with numerous guys, and also many ladies and girls. I love the female form, but also ****. Therefore the perfect form is a beautiful (Asian) ladyboy. I was in Thailand a while back and met a georgeous one named Monique, so whats a...
    bimale4fun bimale4fun 46-50, M 2 Responses Dec 13, 2009

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    Shemale **** Gets Me So Excited

    i love seeing pretty ladyboy ***** with throbbing hard ***** poking out of their silky little knickers, i love watching them stroke off their hard ***** while stare seductively into the camera lense , i love watching them suck hard ***** and get ****** in their pretty little...
    tenderkiss tenderkiss 41-45, M 1 Response Feb 3, 2013

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    Ladyboy's Are Beautiful

    I have been fantasizing about having sex with a beautiful Ladyboy for a couple of years. My Wife has nurtured my cravings with her beautiful ******* ****. I have become her panty *****. She allows me to suck her ****, and makes me beg for anal sex. After I whimper and whine...
    Ronnie4 Ronnie4 36-40 6 Responses Jul 25, 2009

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    Related Experiences

    If you live shemales, ladyboys and t girls follow my on tumblr and you will see some really sexy naked ones 18+ only
    hornyharry123 hornyharry123 22-25, M Jul 11

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    I want to love a girl unconditionally. I want to be able to make her feel special, loved, cared for and beautiful. I want to make her feel precious and like a queen. I want to be...
    Winbu Winbu 16-17, M 3 Responses 4 hrs ago

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    This is a fact. My ex said I Love You for the first time and I said thank you. Also, I Love You and I'm In Love With You are two very different statements
    Alylovespuppies Alylovespuppies 16-17, F 2 Responses 3 hrs ago

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    I absolutely positively HATE love "Why?" You ask? Let's go down the list Love is the most useless emotion, you can survive life without it. It can lead to heart break which can...
    LuckyGuy001 LuckyGuy001 13-15, M 3 hrs ago

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    Until we near the ********* border. Then age better be a factor that bans love.
    converted converted 46-50, M 1 Response 5 hrs ago

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    "If everyone married someone of a different race then in one single generation there would be no prejudice" I don't care who you love. I know what I like. If youre a 54 year old...
    Alylovespuppies Alylovespuppies 16-17, F 4 Responses 5 hrs ago

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    THEY ARE MY FAVORITE BAND LOVE THEM SO MUCH
    wolfy14 wolfy14 16-17, F 5 hrs ago

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    Simply in loveeeeeee with this song from Ek Villan : Awari Teri Baahon Mein Jo Sakoon Tha Mila Main Dhoonda Bahut Tha Phir Na Mila Duniya Chhuna Chahe Mujhko Yun Jaise Unki Saari...
    dopeforworldpeace dopeforworldpeace 31-35, M 5 hrs ago

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