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Thread: Origin of my Crossdressing Desires

  1. #1
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    Origin of my Crossdressing Desires

    Just want to share my story and see if anyone else has a similar experience. I first had the desire to crossdress when I was 13 or 14. At that age I started to realize that my penis was small and I was sexually inadequate as a man. I remember thinking that I probably couldn't please a woman in bed. I started putting on my moms stockings and wanting to be with men. I wanted to be with real men and to please them. Looking back I believe that this feeling of sexual inadequacy as a man triggered something in me that made me want to switch roles in order to be sexually adequate. I was right, I am sexually inadequate as a man. As the years have passed I have been more and more turned on by the thoughts of having sex as a woman and being with what I consider real men sexually. Just curious if anyone else has had similar experiences.

    Kayla

  2. #2
    race to the horizon chaotropic's Avatar
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    not trying to invalidate your thoughts but "inadequacy" is a myth my friend. women don't get much stimulation, if any from depth. pornographic sized endowments cause discomfort.
    Last edited by chaotropic; 06-14-2008 at 12:46 AM.

  3. #3
    Junior Member jenalex's Avatar
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    Quote Originally Posted by kayla_cd_va View Post
    Just want to share my story and see if anyone else has a similar experience. I first had the desire to crossdress when I was 13 or 14. At that age I started to realize that my penis was small and I was sexually inadequate as a man. I remember thinking that I probably couldn't please a woman in bed. I started putting on my moms stockings and wanting to be with men. I wanted to be with real men and to please them. Looking back I believe that this feeling of sexual inadequacy as a man triggered something in me that made me want to switch roles in order to be sexually adequate. I was right, I am sexually inadequate as a man. As the years have passed I have been more and more turned on by the thoughts of having sex as a woman and being with what I consider real men sexually. Just curious if anyone else has had similar experiences.
    yes, one of my friends came to crossdressing this way

    Quote Originally Posted by chaotropic View Post
    not trying to invalidate your thoughts but "inadequacy" is a myth my friend. women don't get much stimulation, if any from depth. pornographic sized endowments cause discomfort.
    that depends how small "small" is

  4. #4
    Senior Member Ruth's Avatar
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    The diversity of reasons to CD is interesting. I would say "down there" I am normal if not sometimes embarrassingly large, but I still like to get into women's clothes. Also I have no desire to 'go with a man' as you put it. But then, as I say, we come to this in many different ways.
    [SIZE="2"]Always be true to yourself because the people who matter don’t mind, and the people who mind don’t matter.[/SIZE]

  5. #5
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    Size doesn' matter

    I would be very surprised to learn that one can become a CD as a result of size (or lack thereof). For sure it could be a contributing factor, but I seriously doubt it is the source... Why? There are loads of men with the same problem (if one can call it a problem), and they're not all CD's.

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    Quote Originally Posted by kayla_cd_va View Post
    Just want to share my story and see if anyone else has a similar experience. I first had the desire to crossdress when I was 13 or 14. At that age I started to realize that my penis was small and I was sexually inadequate as a man. I remember thinking that I probably couldn't please a woman in bed. I started putting on my moms stockings and wanting to be with men. I wanted to be with real men and to please them. Looking back I believe that this feeling of sexual inadequacy as a man triggered something in me that made me want to switch roles in order to be sexually adequate. I was right, I am sexually inadequate as a man. As the years have passed I have been more and more turned on by the thoughts of having sex as a woman and being with what I consider real men sexually. Just curious if anyone else has had similar experiences.

    Kayla
    KaylaI dion't feel sexually inadequate,as a man,but I loved to sneak into my mothers closet&dress in her wardrobe,just to see how it feels.I used to take a fresh pkg of pantyhose out of Mothers drawer,put them on,after Mother went to work in the morning&
    spend several hours of the morning,trying on Mothers many dresses,slacks,mini skirts,
    evening gowns,silk blouses,tops,pantsuits&all of her short skirtsuits&heels,just for the
    fun of it&I still do it to this very day.I have no idea if she suspects,or she is in total denial.I have a secret fantasy of wanting to wear a Dallas Cowboys Cheerleaders uniform
    just for the fun of it&I'm considering having one made.As for outfits,I am wearing one of my mothers outfits now,as I type this.I just love to wait when Mother goes shopping,
    because I will try on all her new stuff,because we are about the same size,so I'm not sure she suspects
    Michelle-Michael
    "Love&Kisses"
    Michelle

  7. #7
    Member Patti Girl's Avatar
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    Quote Originally Posted by kayla_cd_va View Post
    Just want to share my story and see if anyone else has a similar experience. I first had the desire to crossdress when I was 13 or 14. At that age I started to realize that my penis was small and I was sexually inadequate as a man. Kayla
    At that age I had no idea about size or "adequacy". I will say that at this point in my life, I love it when the tight panties make it very, very small.

    Quote Originally Posted by chaotropic View Post
    not trying to invalidate your thoughts but "inadequacy" is a myth my friend. women don't get much stimulation, if any from depth. pornographic sized endowments cause discomfort.
    I disagree, from my limited experience. You are right as far as my wife is concerned, she finds large "endowments" painful. But her sister likes 'em big. In fact her sister just recently made a comment about how nice and big the guy she is seeing is. Her comment was that he was "as big as me and her hubby together". And she likes it that way.

    Patti

  8. #8
    Miss Conception Karren H's Avatar
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    Obviously, at 7, I had no way of comparing my size to the norm.... Hell I didn't know what sex was... hahaha Even at 13... same thing... But my mother had always wanted a girl and used to tell me all the time that I was supposed to have been a girl... and strangly enough, I started crossdressing about the same time as the birth of my sister........
    Current Obsession - Breasts and Lingerie!

    .......My Photos

  9. #9
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    I don't know the origen of my CDing since I can't remember a time when I didn't want to wear the "pretty" clothes. Hugs, Kathy

  10. #10
    Member JamieOH's Avatar
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    I have to agree with most of the responses here, When I started dressing at a young age, it wasn't sexual inadequacy that got me thinking this way, I just enjoyed it... I started probably around 10-12 and found it very comfortable to sneak my sisters nightgowns and wear them to bed.. Later, as a teen, I even got a sexual kick out of wearing feminine lingerie, but that was jsut hormones gone wild.. I think many men fantasize a bit when dressed sometimes, but they have no real desire to be with men, It is just as heterosexual men, they fantasize about men and women having sex, and as a result of being the "woman" that is how the fantasy goes, given the opportunity, they would not have sex with men, and truthfully more men who have smaller penises tend to be overly masculine to compensate. You would almost NEVER catch them in a dress... Whereas those with nothing to complain about are more able to wrap themselves in satin and lace... At least from what I've seen... Homosexuality and crossdressing have little in common, other than some homosexuals do, but most do not... WHat you are describing is more of a Transsexual desire, you want to be a woman.. You feel you are more adequate as a woman than a man.. That also is WAY different from Crossdressing.. Crossdressing is more expression, Transsexualism is deeper in the psyche.. I hope you can figure out what it is you want, and need to be happy.. But I find that many people seem to think that Crossdressing,Homosexuality,and transsexualism are all linked, and that if you start crossdressing, eventually you will do one of the others, and nothing could be further from the truth.. For me anyway, I just truly enjoy wearing womens clothes, I would be happy to just wear a dress, I don't have to doll up with makeup and change my voice and name, just to be me, a man, in a cute little babydoll dress, heaven... no doubt.. I am very comfortable with my sexuality,and with being a man, But I am more feminine than my wife, I sit more feminine, I walk more feminine, and even act more feminine, but I am all man, no doubt..

  11. #11
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    I knew something was wrong with me when i was young, all my other friends had hair down and under there arms. I had none. I also have small perky lips. i have hardly anyhair on my body. The first time i stepped into a pair of high heels i walked just like a girl. it was natural to me. When i sat i always sat and crossed my legs like a lady. The first time i went out as allysa was 5 yrs ago i dressed as a woman for halloween. Me my buddy and his girlfriend. I was asked to dance several times, but was to afraid. so when i went home i learned how to dance with heels on. took me 5 minutes. So i feel it was suppose to be this way. Just wish god wouldnt had screwed up. Sometimes i wonder what it would have been like if i would have been born female. would i have kids. was i married. hmmmmmm, anyways im done hehehe

  12. #12
    YES to the dress! Lidia_tv's Avatar
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    Perhaps the main reason for my beginning was that I wanted to have close to my skin something that was embracing woman skin and her intimates. But very soon I developed fondness for the feel that gave me, for the comfort of feminine clothes, lingerie and everything. My first experiments included as full a dress as possible.

  13. #13
    Gold Member erickka's Avatar
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    For me, it was seeing women in spiky heeled pumps and stockings, and I was curious as to how it felt. Mother kept all her dressy pumps in a box in the back of my closet, and upon trying them on, well the rest is history!

  14. #14
    Platinum Member Angie G's Avatar
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    I don't know if the origin of my cross dressing came from my da who dressed boy if it did thanks dad I;m loving it.
    Angie

  15. #15
    Silver Member AmandaM's Avatar
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    I don't relate, I've CDed since 3 or 4 years old. Also, I was a player in my 20's and even now, in my 40's, no one walks away unsatisfied.

  16. #16
    Shy one brandic's Avatar
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    For me it started as a dirty little thrill. It was something taboo - steal Mom's bra from the hamper, put it on and beat off. It was the knowledge that being caught meant humiliation that turned me on the most. Even today, the potential for humiliation is a huge turn on to me. I have always felt that for some reason, people were laughing behind my back. The idea that they'd laugh to my face if they only knew is a thrill to me. It is a way to face my own fears of rejection and get a thrill at the same time.

  17. #17
    Silver Member trannie T's Avatar
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    Just as each one of expresses our dressing in a different way there is the likelyhood that each one of us dresses for a different reason. There have been many threads about why we are crossdressers and each one is resolved with the same conclusion; we do not know.
    It takes a real man to wear a dress.

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