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I Love Ladyboys

Personal Stories, Advice, and Support 1,272 People

    I Do - I want to suck off a lady boy and give her my virgin ***.
    powerdog powerdog 41-45, M 1 Response 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...
    bimale4fun bimale4fun 46-50, M 5 Responses Nov 22, 2012

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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...
    mythaiwife mythaiwife 41-45, M Mar 4, 2012

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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...
    JoanSoloman JoanSoloman 56-60, M 1 Response Dec 17, 2011

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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...
    gina999 gina999 41-45, M 5 Responses Mar 22, 2011

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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...
    mythaiwife mythaiwife 41-45, M 5 Responses Mar 4, 2012

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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...
    zackswe zackswe 41-45, M Oct 18, 2011

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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...
    lovelymess143 lovelymess143 22-25 4 Responses Sep 1, 2013

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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...
    Ceattle Ceattle 22-25, M 1 Response Aug 30, 2012

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    They Are Awesome..! - I really love ladyboys,love to make pleasureful session with them..!!
    burningdesire burningdesire 26-30, M Dec 3, 2010

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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...
    plezurseekers69 plezurseekers69 36-40, M Jul 25, 2013

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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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    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...
    romeo8 romeo8 56-60, M 8 Responses Mar 1, 2010

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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...
    AmandineTG AmandineTG 56-60, M 5 Responses Feb 21, 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...
    bimale4fun bimale4fun 46-50, M 2 Responses Dec 13, 2009

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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...
    HelplessDream HelplessDream 18-21, M 1 Response Jul 26, 2009

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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...
    Satyr234669 Satyr234669 31-35, M 1 Response Aug 17, 2013

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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...
    opu1 opu1 36-40 2 Responses Jun 21, 2010

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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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    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...
    pantiedoc pantiedoc 36-40, M 4 Responses Jul 25, 2009

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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...
    snickers1101 snickers1101 22-25 1 Response Aug 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 1 Response Apr 25, 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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    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...
    JoanSoloman JoanSoloman 56-60, M 6 Responses Sep 8, 2012

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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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    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...
    bimale4fun bimale4fun 46-50, M 7 Responses Nov 24, 2012

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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...
    lucyxcd lucyxcd 18-21, M 7 Responses May 17, 2013

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    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, M 1 Response Sep 25, 2013

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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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    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...
    Emmatv Emmatv 36-40, T 8 Responses Dec 19, 2009

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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...
    crisean crisean 46-50, M 3 Responses Jan 13, 2011

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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 13 Responses Nov 12, 2010

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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...
    3PeeOh 3PeeOh 56-60, M 3 Responses Jul 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...
    Philipahose Philipahose 51-55, M 1 Response Aug 1, 2012

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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...
    todietotruth todietotruth 26-30, M Dec 21, 2011

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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...
    LLadyboy LLadyboy 18-21, T 3 Responses Jan 3, 2010

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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...
    dinky1970 dinky1970 36-40, M 10 Responses Aug 23, 2009

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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...
    elena4 elena4 18-21, T 1 Response Aug 3, 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...
    Tommy48 Tommy48 56-60 Jun 18, 2011

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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...
    plezurseekers69 plezurseekers69 36-40, M Aug 19, 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...
    trukr07 trukr07 36-40, M 2 Responses Jun 17, 2012

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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...
    tenderkiss tenderkiss 41-45, M 1 Response Feb 3, 2013

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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...
    elena4 elena4 18-21, T 18 Responses Aug 3, 2012

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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...
    Ronnie4 Ronnie4 36-40 6 Responses Jul 25, 2009

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    [Verse 1:] What would I do without your smart mouth? Drawing me in, and you kicking me out You've got my head spinning, no kidding, I can't pin you down What's going on in that...
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    Propensity for Monogamy: Your propensity for monogamy is medium. In general, you prefer to have only one love interest. But it's hard for you to stay devoted for too long! There's...
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    I love you for how confident you are and how you treat me. I love how you wrap me around your arms before we go to bed. I love how you always text me to say good morning. I...
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    I absolutely love being passionately loved by my husband. On the other hand, I passionately love my husband as well. We both believe in lots of foreplay in our lives so both of...
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