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Thread: Why Crossdressing

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  1. #1
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    Why Crossdressing

    What is there about buying wearing Women's clothing that makes you feel so good,
    so right ?
    I have done forever still have no clue ?

    JAS

  2. #2
    Aspiring Member Lacey New's Avatar
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    I guess I really became a cross dresser when I purchased my first pair of panties many year ago. Prior to that I would just “borrow” my mothers, sisters and girlfriends panties from time to time for my own pleasure. But while living alone as a bachelor, I eventually started to purchase my own female things. Of course I enjoyed it and still do. Why do I enjoy it and other males do not? I?ll never know. I?ve been trying to figure it out for years. It is the primary reason that I joined this forum years ago. What makes us cross dressers? When someone finds the answer, please let me in on that secret.

  3. #3
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    The feeling can range from an intense euphoria to
    a simple feeling of peace , happi
    ness , and wel being . So many different reactions to the same thing .

    JAS

  4. #4
    Platinum Member Crissy 107's Avatar
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    Interesting question, I think shopping for women’s whatever is just so much fun. I have no idea why but I look forward to it all the time.
    Crissy

  5. #5
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    I fully agree with Alice. Not only am I anamord with my self, I am the other woman.

  6. #6
    Gold Member Alice Torn's Avatar
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    I still hope I meet a GG that could be a good friend, though, and maybe more.

  7. #7
    Silver Member Bobbi46's Avatar
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    Could it be that women have always been like they are and therefore buying clothes for them is matter of fact but for us all wired differently it becomes a time of pure joy and pleasure.
    I started life a lost man now I am a found woman

  8. #8
    Senior Member Maid_Marion's Avatar
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    I look good in women's clothes as I have a petite hourglass figure. It is quite affirming to be able to buy clothes that fits really well right off the rack after decades of not being able to buy clothes that fit. I've walked into a men's store, asked if they had anything that would fit me, and left after receiving the expected answer.

    It is really fun to take advantage of the sales. I had $45 in awards cash from VS, so bought a floral satin PJ top for the coming cold weather. Not only was it discounted down to $4.50, but I got free panties and a $20 discount coupon to use next month!
    It is hard for me to use that much awards cash and take advantage of free shipping, so it makes sense to visit the store and make sure the sleeves are exactly the right length.

    Marion

  9. #9
    New Member Nicole79's Avatar
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    Great question. For me, women's clothing is so sexy and I wanted to feel what they feel when getting dressed up. I'm not sure why I started but I've never felt more alive than when I'm dressing up as Nicole.

  10. #10
    Gold Member bridget thronton's Avatar
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    I am attracted to the colors and prints (usually end up with a dress with pockets)

  11. #11
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    For years I was a crossdresser that didn't know why and didn't care to know.

    But locked away deep in my heart I knew why, I just didn't want to admit it to myself.

    I am transgender and I like to wear the clothing of the gender I identify with.
    Last edited by Robertacd; 09-20-2019 at 08:39 AM.

  12. #12
    Silver Member NancySue's Avatar
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    I agree. Why? Who knows? Since my early years, I?ve always been astounded by the senses, feelings, comfort, peace, etc. when I dress...from one or two things to the full package. Over the years, I?ve invested hours and hours searching, reading, thinking about the ?why?. I still have yet to find an answer that makes any sense, but, daily, I know that I both want and need to experience the pleasures of dressing.

  13. #13
    Senior Member Jean 103's Avatar
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    The why question, the only answer I have been able to come up with is it completes me.

    It is more than a feeling, I went at this hard about five years ago. My wife had thrown me out, after 30 years. I was in a DADT at the time, I just couldn't control myself.

    I ended up becoming just Jean. I actually prefer this than any box you want to put me into.

    About year and a half after being thrown out, I'm the lady of the house living with a man. He would prefer I just dressed for special occasions. I can't do that, I have to dress all the time. I do work as a guy, but wearing women's clothes, with one exception a company t-shirt.

    My boyfriend (a lead singer) got front row seats to a George Thorogood concert. He asked me if I would go as a guy. I was completely miserable and everyone could tell. I couldn't leave, I just sat there motionless, not me at all. Legs and arms crossed, head down, it was the only way I could keep from standing up and running out. All the women were in dresses. He later apologized, I too apologized for my behavior.

    I have given up trying to answer this question. At this point I don't see knowing the answer would make any difference.

    I'm just Jean.
    Last edited by Jean 103; 09-20-2019 at 08:30 AM.

  14. #14
    Member Victoria_Winters's Avatar
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    For me shopping for clothes make or female are the same. I don?t a huge amount of joy from shopping for female clothes. Much like when I go shopping for male clothes I buy what catches my eye.

    Now on that note, my taste of female clothes is completely different from my male clothes. Most of my male clothes tend to be fairly androgynous and pretty much only black but me female clothes tend to be more colorful and have patterns to them. Much like my male closes, they are mostly something that is comfortable to wear. No super tight clothes. Don?t have the figure for it!

    Since shopping for clothes, male or female, don?t hold a huge draw for me. I see it as just something that needs to get done every so often. It might hold a different view if it was like planned day out with someone I like but as I am not seeing anyone and just fresh from a divorce it is very likely to happen.

    Robertacd: Pockets! Exactly! This is one of the few reasons I usually don?t wear female jeans. Women have been short changed on pockets! There are a lot of pants out there with fake pockets or pockets that are flipping tiny as heck! I love pockets. When I see something real pockets I tend to scoop them up!
    Last edited by Victoria_Winters; 09-20-2019 at 09:39 AM. Reason: Add more and respond to another poster!

  15. #15
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    I find women's clothing is more expressive than male clothing. Generally speaking male clothing tends to be boring. I worked in an office environment for many decades. I worked with professionals across the table from me. The choice of slacks was limited; black, grey, brown and not much else. Shirts and ties offered me a chance to express myself. Rather than wear a mundane white dress shirt I wore shirts of various colors. Ties allowed me to express myself on any given day. Thr ability to be express myself on any given day works better with women's attire. I love dresses. Yes, I have the LBD all women seem to have hanging in their closets. However, I am drawn to prints. I especially love floral prints which is followed by patterns. Footwear in women's attire has a lot more range than my guy footwear which was only in black and brown. How much better it is to match footwear to the colors in a dress. Undergarments? On the boy side it is always white or black and it was usually white since black may show through a dress shirt. Some GG's on this site many years ago chastised me for matching my undergarments (bra, panty and slip). I love color. And, my love is not limited to the outerwear; dress and shoes. It feels sensual to wear a red bra, panty and full slip under a red dress. I have full slips over a wide range. Of course, the slips are all in the vintage category now. Clothes to me are more than something to cover bare skin against the elements (rain, cold, sun). Clothes are a way to express myself. Instead of "read my lips" it is look at my dress!

  16. #16
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    No long drawn out reasons or excuses I'm transgender and the clothes help me feel normal.

  17. #17
    Gold Member Alice Torn's Avatar
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    I cannot totally understand why. But, some clues.. My dad did not want sons, annnd got three oof them. He adored my sister, but resented the sons. Also, I was kept away from girls and women for a long time, and din not get the nerve to talk with women a lot until in my late 20's. I have been starved for female touch and beauty. At age 13, started "borrowing" my sister and moms things. Quit for years, but occasionally ordered pantyhose by mail. At age 51, bought my first thrift store dress, wig, ordered heels by mail, bought first bra, girdles, panties, jewelry. I like the sensual way it all feels and looks, and i have tried to quit many times, and purged 99% a few years ago, only, start again several months later. I think it is also an escape from my lonely unwanted bachelor world, to temporarily look and feel like a tall, attractive woman, i admire. But, i can not let it take over my whole life, for several reasons. I like doing guy things as a guy, too
    Last edited by Alice Torn; 09-20-2019 at 12:59 PM.

  18. #18
    Senior Member April Rose's Avatar
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    I have been aware of my femininity, and the need to hide it, from a very young age. The clothes help me express that. I don't seem to have the dysphoria that insists that I AM a woman, but in many ways, I am like a woman, and the more I can simply be myself in that way, the happier and more at peace I seem to be.
    I am a vessel of the goddess. Let me express my calling to a feminine life through nurturing love and relatedness.

  19. #19
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    Interesting question;
    It could be a feeling with-in to be a woman,
    It could be that it is taboo, and you are getting away with it.
    It could be you like the different fabrics that women wear.
    Or it could be you just like to dress up.
    To me, well it is part and all of the above.
    Rade

  20. #20
    Aspiring Member fun4metoo2004's Avatar
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    For me it started as a sexual rush. I was not one of the cool kids in high school. No dates, no dances, very few parties. I was really not accepted. So, being home a lot and my mother working two jobs, I started trying her stuff, and the occasional makeup while taking care of business.

    Now, I do it simply because I enjoy it. There is still a sexual aspect to it for me, however that is not all it is anymore. I have found it very interesting the acceptance of the GG's I know and have seen me dressed either in photo or IRL. That helps my confidence obviously. being able to express myself in the forum has also helped.

    I have decided I don't want to continue paying a makeup artist except for special occasions maybe. So, getting all the tools of the trade and various makeup stuff and going to work on doing it myself. Wish me luck!

  21. #21
    Silver Member Micki_Finn's Avatar
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    Because I like to walk my fabulous glamazon butt into a room and watch the jaws drop.

  22. #22
    Super Moderator char GG's Avatar
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    This is an interesting thread. One of the things that the newly informed SO's ask is "why?" From the responses here, many don't KNOW why. So the question remains unanswered and a mystery. Not saying it's right or wrong. If "I don't know why" is the answer, than so be it.

    Quote from JenniferR771: Women are dressing more and more masculine. Sigh--driving cars, not having babies, working jobs, wearing pants. Where will it end?
    Interesting observation, Jennifer. Women are more comfortable in knowing what THEY want from life and not what society thinks what they should want. (Kind of similar what CDers want from life, independence from old rules). To me, that is a good thing.
    Last edited by char GG; 09-21-2019 at 11:15 AM.

  23. #23
    Silver Member LilSissyStevie's Avatar
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    I've entertained several theories over the years. At one time I thought I was expressing my feminine side. Then I thought maybe I had a woman's mind in a male body. I even considered that I had some genetic or developmental (i.e., the hormonal wash theory) "defect" that caused me to have a female sexuality and that my strange sexual predilections were just an attempt to satisfy my female sexuality with the wrong equipment. But I eventually realized I don't really have a feminine side and I haven't a clue what a woman's mind is supposed to be. Other times I thought I was trying to emulate the kind of woman to which I was attracted - to be my own girlfriend, so to speak. Except that the women I'm attracted to in real life are the exact opposite of what I emulate. So I took the attitude of just enjoying it and not worrying about the "why" of it all since it all seemed unknowable. But I can only suppress the questions for so long before they come back to nag at me.

    Currently, the explanation that makes the most sense to me is emasculation trauma + sexual imprinting. To make a long story short, when I was little I suffered a lot of emotional abuse which included the constant questioning of my masculinity. I countered that with attempts at hyper masculinity but the anxiety of trying to maintain that facade would wear me down and I would lapse into fantasy about being a girl and I would actualize that by CDing. Being "feminine" (IOW, whatever was the opposite of masculinity) gave me a great sense of relief and serenity. When I reached puberty, a major window of sexual imprinting, I had tremendous anxiety about being able to relate to and perform with girls. I thought how much easier it would be to be one. I began to fantasize about being a girl sexually. The thought of being a male sexually was so anxiety producing that it became somewhat of a turn off. I could feel sexy imagining myself as a girl but not as a boy. When I learned about homosexuality, I thought that must be my problem. I must in denial about being gay. Trying to maintain the facade of straightness led me to fantasize about being an effeminate gay bottom for relief from that anxiety.

    The only thing that knowing this changes is that I don't feel that anxiety any more but the imprinted sexuality remains and I don't think it will ever go away as long as I have any libido left.

  24. #24
    A Woman Inside KarenSusan's Avatar
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    I have no answer for why I do it. I feel it is simply a cross I have to bear.


    Karen Sue

  25. #25
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    LOL There you go thinking ...again ! expectation on the ceiling never good enough , rose colored glasses 1950's expectations on 1970's budget > tv show in "living color" skits lowered expectations you tube. insight to parents drunk truncated communications over heard by those they speak of ,trying interpret and meet expectations. when it was really a reference to a joke from before you were born . some times the dog kicking grass on that shit is the best thing to do .

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