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I I'm Lucky to Be a Crossdresser

Personal Stories, Advice, and Support 656 People

    I Am A Cross Dresser.

    From the age of 6 when I first cross dressed 'till the age of 19 when my wife caught me, I actually thought that there was something wrong. I didn't feel lucky to be a cross dresser. I had 2 g/f's in high school that loved to dress me up, I still thought that there was...
    sherrynpantyhose2k4 sherrynpantyhose2k4
    51-55, T
    Oct 8, 2011

    Lucky To Cross Dress, Lucky To Learn

    There is a certain tittelation for us when dressing as a female and when spending time perfecting our dressing skills. Such tittelation will only carry a person so far and we need to recognize the further satisfactions of dressing. I have been lucky enough to realize that...
    DonnaSt DonnaSt
    66-70, M
    2 Responses Aug 30, 2011

    Glad I Crossdress

    Hi everyone, I've read many of the comments and I can relate to what many of you have said. There was a time that I felt that I was a sick human being for liking to wear feminine clothes but now I have come to accept myself as I am. I love my life as a crossdresser and am so...
    Karentg Karentg
    46-50, M
    Sep 3, 2012

    We Should Do It Again

    One of my greatest day, since Vivien took the control. One of my friend, came to my place, and we had some really good fun time. She's accept my crossdressing, since she understood, this is not that things that can be cure... I can't take a pill and get well, its not like a flue...
    VivienXX VivienXX
    26-30, T
    4 Responses Dec 4, 2010

    Lucky

    When I dress up I feel great I love the feeling very mutch ...I consider my self very lucky to be a crossdresser and enjoy the best of both worlds
    Marcychick Marcychick
    41-45, T
    2 Responses Aug 6, 2009

    Lucky Me...

    as i sit here, with my full tilt poker free roll going in the back ground, I wonder to myself... what is so lucky about being a crossdresser? Well I can totally relate to most women and find myself being able to see things from many different perspectives... but is that from my...
    valdostavixen valdostavixen
    31-35, T
    Nov 17, 2009

    Lucky to Be a Crossdresser

    THis feeling of being lucky is a meaning of satisfaction that we have discovered our true nature .......The other woman in us ....I feel happy and complete when I am fully wearing my lingeries , walking on high heels .....walking like a beautiful woman ....and feeling like one...
    lilianne lilianne
    46-50, M
    7 Responses Sep 10, 2009

    Arossdresser

    Im lucky to be a crossdress i love to wear panties and all lingerie it is a good feeling
    tammy2 tammy2
    56-60, M
    Feb 17, 2010

    I Am Lucky to Be a Cross Dresser

    I find it very lucky to be a cross dresser. First of all if your bisexual like me then you will most likely want to be more feminine, or express your femininity by wearing girls clothes. Next is the easy part. Girls clothes can be pretty cheap, but nice; or if you like expensive...
    sisypwimp sisypwimp
    41-45, M
    2 Responses Sep 30, 2009

    Being A Crossdresser

    I have been a cross dresser all my life. It started when I was 9 years old as I would take my grandmothers sweaters to bed to cuddle with. Then I started watching women on television in the 50's and 60's in various commercials who were wearing sweaters and I started to copy them...
    Samanthalynn101365 Samanthalynn101365
    66-70, T
    10 Responses Feb 7, 2010

    I'm Thankful

    I'm thankful that God made me a Crossdresser, otherwhise I'd be a regular guy with a regular life.
    Jenisa Jenisa
    51-55, T
    3 Responses Sep 3, 2009

    Years of Doubt

    I have spent years thinking that i am some sort of freak because i like to dress as a woman. Only with the advent of the internet did i dicover that i am not alone. There must be millions of us out there from all corners of the world. I now feel so much more at ease with my...
    girdlemania girdlemania
    56-60, M
    2 Responses Sep 18, 2009

    Very Lucky

    So many reasons... I get to enjoy the great possibilities, variety, and beauty of women's dresses, shoes, and lingerie, so infinitely superior to men's clothes, boring and predictable; I get to admire all that women do, including their daily creativity with cosmetics; I...
    Cigysub Cigysub
    56-60, M
    Apr 25, 2010

    Am Privileged.

    Being me has brought confusion, disgust and much torment over the years. But I do feel lucky & privileged to have been able to enjoy and feel the sensual part of me and the strength to ignore the ignorance of others around me. I have felt so beautiful inside when dressed, and...
    MaleLesbian MaleLesbian
    56-60, T
    1 Response Dec 7, 2010

    "i I'm Lucky To Be A Crossdresser"

    "I I'm Lucky to Be a Crossdresser"since i love being dressed as a gurl and having make up on walking in heels ad hose on my smooth shaved legs!!!Glad my next door girl started me off being a cross dresser when i was 13 and she 16 and she got me dressed up the first time...
    mandiejune mandiejune
    51-55, M
    Dec 22, 2009

    Expectations...

    Oh, I feel I will face with a very good day! I have a few friends who know about my crossdressing. But what is coming, OMG I can't wait, I'm so excited... For what: one of my friend come to my place, and she will bring a few from her cosmetics, she promised she will did my makeup...
    VivienXX VivienXX
    26-30, T
    2 Responses Nov 30, 2010

    Yes I Am

    I have been doing this (crossdressing) since I was 11 or 12, I love to be dressed. Other men who do not crossdress do not know the silky smooth feel of nylons on their legs. The tightness of a bra caressing you. The feel of nylon/silk/rayon panties caressing your bottom. The wind...
    tinacd51 tinacd51
    56-60, T
    2 Responses Jun 7, 2010

    It's Not That I Really Want To Be A Woman.

    I like to be a man and I really don't want to change that--at least not permanently. But by crossdressing I can experience being a woman on my own terms and when I want to. And I've also discovered that I'm a bi-sexual crossdresser. When I am dressed in women's clothes, I can...
    RayanneA RayanneA
    56-60, M
    Apr 30, 2012

    Im Feeling Lucky!

    As I sit in my Lingerie I think I am at peace with myself enough to wear what i like!  If only I could gain the courage to tell a few more people.  I wonder what they would think. 
    Orangecross Orangecross
    26-30, M
    1 Response Oct 20, 2009

    Crossdressing Couple

    I love to cross-dress and have done it for years. My wife and I do it together and she is okay with it. Now she wants me to perform oral on a man while dressed in my bra, panties, garter belt, and stockings. Then, she wants to watch the man take me as a woman! I can't wait to...
    pantiescouple pantiescouple
    26-30
    Jul 19, 2010

    I'm Thankful

    I'm thankful that God made me a Crossdresser, otherwhise I'd be a regular guy with a regular life.
    Jenisa Jenisa
    51-55, T
    2 Responses Sep 3, 2009

    Feeling Good About Being Me!

      I have been waking up with it in my head to get out dolled up and do something for some time now. Well today was my day!    I got a shower, shaved and picked out a cute dress to wear. One I have had for while now but never worn. Some white tights and mary...
    valdostavixen valdostavixen
    31-35, T
    5 Responses Dec 10, 2010

    I Think That Now, But There Was A Time When...

    I didn't think it was such a good thing. My desire to crossdress was frustrating when I first started. Here I was, an adolescent, with this unbelievable desire to wear women's clothing. I could not understand why I felt compelled to do it. It didn't help that I would get so...
    BizSuitStacy BizSuitStacy
    51-55, T
    2 Responses Jun 13, 2012

    Lucky Lucky Lucky

    I use to wonder why, I didn't understand why such a conservative person as myself has had the desire to wear women's clothes all my life. I use to think of myself as a freak but why? I'm a good person. I love life and family and Crossdressing. I have come to terms with myself...
    LisaMichaels LisaMichaels
    41-45, M
    20 Responses Mar 25, 2009

    Is Lucky The Right Word

    For me after all the years of not understanding a part of myself . Because there is so misunderstanding about cross dressing but that is nether here nor there. Yes I'm lucky for my wife that accepts and understands But the right words for me being a cross dresser is...
    notech64 notech64
    41-45, M
    2 Responses May 11, 2010

    Lucky

    Even though I don't go out in public, I consider myself lucky to be a crossdresser.I use to deny my inner self, but finally have come to terms on who I am.I think I get to enjoy being both a man and a woman. I have my rough and rugged manly side, but when I get all dressed up in...
    happilymarriedguy happilymarriedguy
    51-55, M
    1 Response Apr 13, 2012

    Happiness Is ...

    ... being a crossdresser {period} ! 
    CherrySissy CherrySissy
    46-50, T
    2 Responses Oct 29, 2009

    I'm Lucky To Be A Crossdresser

    I am so lucky being a cross dresser the opportunities that open up to me because I am neither a man nor a woman, in most peoples eyes is really good, although it closes some doors to relationships with women on a sexual level it opens up opportunities to get to know women on a...
    Abigail43 Abigail43
    41-45
    2 Responses Dec 22, 2010

    I Too Feel Very Fortuante Being A Crossdresser

    My life is much fuller and more fullfilling being able to express my feminine side. Plus I am a much better rounded person having views and experiences from both sides of the gender fence. I will always believe the female is the superior gender and it is an honor and...
    dly645 dly645
    56-60, T
    5 Responses Sep 2, 2010

    I'm Lucky To Be A Crossdresser.

    I too am very fortunate to be a cross dresser.  I would not wish this on anyone but I personally would not want to give it up.  It has not always been that way.  Before the Internet when I felt I was the only one that had this sickness (those were my thoughts early...
    shirleyconnors shirleyconnors
    56-60, T
    3 Responses Jun 2, 2010

    Loving Being a Crossdresser

    since i found out what the meaning of crossdressing i have embraced it like a silk glove.i always knew that i liked to wear lingerie but i never had a outlet to express myself.now that i have been dressing and going out for over ten years i do feel lucky that i can do all the...
    phylisanne phylisanne
    70+, F
    3 Responses Sep 9, 2009
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