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Thread: Do you ever feel like you look stupid or anything,,struggling with this.

  1. #1
    Member XemmaX's Avatar
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    Do you ever feel like you look stupid or anything,,struggling with this.

    Hey,
    for a while now i feel like no matter what current trends i try and the sort nothing looks good and im just looking like a dumb burley bloke in a wig with a newish gut popping out, sure i have always been tall. but lately its been very unsatisfying and sad, i even ask myself how i even used to leaved the house dressed like this.. does anyone else struggle and who has in the past and managed to get over it and get their mojo back,

  2. #2
    its important mykell's Avatar
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    i sometimes do....we have a mirror of truth in the thrift where i work and sometimes it will get a bad angle of me....just plow ahead....many times one of the customers will bring me back up with a compliment
    ....Mykell
    i dressed like a girl and i liked it! crossdressing...theirs an app for that

  3. #3
    Aspiring Shopaholic BTWimRobin's Avatar
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    OMG! Yes it happens to me and it really deflates my confidence. Last spring I was out and about feeling really good about myself. I pulled into a shopping center, got out of my car and headed to a store. Well I'm walking along, feeling great. Then all of a sudden I saw my reflection in the window of the store. I could believe how stupid I looked and I became extremely self conscience. I did go in the store and bought a small handbag. I did continue my shopping with a couple of more stops. All the time I was feeling less and less confident about myself.
    - Robin


    Because life is too short not to.

    It's ironic ... I finally found a group of guys I fit in with. Funny how they all enjoy being one of the girls.

    Wife: Why do you fold your panties? Me: I don't like my panties in a wad!

  4. #4
    Member EmilyShy's Avatar
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    Yes, all the time!! But the thrill and excitement and how good i feel whilst dressed is far more than the stupid feeling.

    However it does come in waves and sometimes i dont dress at all because of this stupid feeling. Other times i push past it and reset my thoughts, you are not alone!

    Emily xx

  5. #5
    Stephanie Lake StephanieLake's Avatar
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    All the time! But how I feel while dressed far outweighs stupid I feel sometimes, so I will continue to dress.
    Dressing up. There's never a wrong time for it, just enjoy being you.

  6. #6
    Senior Member JocelynJames's Avatar
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    💯 % I?ll stop and look in the mirror and say something like ?WTF are you doing? What are you wearing? Are t you a man? You don?t even look slightly feminine! ? if I get too much in my head I?ll go months without dressing.
    If you only knew the power of the pink fog! ~Joss

  7. #7
    Female Illusionist! docrobbysherry's Avatar
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    Yes, I struggle with this constantly, Emma!

    I can present a realistic, sexy, youthful fem figure and I go out often. But, my homely old man face is completely incongruous and incompatible with my figure!

    I wear a mask to look good in my photos. But, that's usually only for minutes. The rest of the many hours we're out I'm totally embarrassed by my looks!
    Last edited by docrobbysherry; 12-23-2023 at 12:24 PM.
    U can't keep doing the same things over and over and expect to enjoy life to the max. When u try new things, even if they r out of your comfort zone, u may experience new excitement and growth that u never expected.

    Challenge yourself and pursue your passions! When your life clock runs out, you'll have few or NO REGRETS!

  8. #8
    Member Jessica G.'s Avatar
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    Yes! I will look at myself sometimes and see the masculine features of my face and wish I looked more feminine. Then there are times when look back at my pictures and say to myself dam I looked good in that dress. There seems to be ups and downs. But in the end I try to tell myself, its ok and not to let something like those thoughts ruin the days where I do feel confident and am satisfied with my looks.
    In my case I need to accept myself and it does take time, but it is hard when everyone is so judgmental.
    My advice would be to make sure you take photos so that when you get in those down times you can look back at them and remember how good you felt at that time and that these sad feelings will pass. It has worked for me. I hope you can get your mojo back soon

  9. #9
    Senior Member Heather76's Avatar
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    I know I don't pass. However, I don't feel stupid, embarrassed, or ugly. I know I am nothing more than an old man who enjoys wearing all things feminine. When I go out, I try to wear something that looks reasonably nice and will blend. I don't care to stand out or draw attention to myself. I try to keep within my age group by using a minimum amount of makeup. I go light with the makeup I do use so as not to look like a clown. I wear a wig that closely matches my natural hair. If there are times I feel stupid, they would be those times when I haven't shaved for several days and I still apply lipstick in the late evenings. I dislike shaving my face and do so only 2 - 3 times/week. Fortunately, nobody else will see me like that and I still get to enjoy the lipstick.
    It's never too late to enjoy a happy childhood.
    Live each day as though it's your last 'cause one day you'll be right.
    I'm finding the more feminine side of me...and I ❤️ this adventure.

  10. #10
    Resident Polymath MarinaTwelve200's Avatar
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    Yes, sometimes. Less than HALF of my photographs look good enough to share. Photos have to be taken from the right angle, a flattering pose, wearing the right clothing, wig and makeup, and even my facial expression has to be just right. otherwise, I might look ugly, silly or foolish or look like an obvious MIAD. Then again, it is part of the CHALLENGE of photographing myself and producing an image of what I would actually look like if I was a real woman. I am sure I would not pass in the real world, but sometimes I can make Convincing STILL images.

  11. #11
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    Of course I have felt foolish at times. I have felt ugly, masculine and old. Then I think of other women who may have the same feelings about themselves from time to time. It?s then I remember that I am not the tallest, most masculine or least attractive person. And even if I am, I have a right to be happy and engage with the world.
    Remember always that you not only have the right to be an individual, you have an obligation to be one.

    Eleanor Roosevelt

  12. #12
    Senior Member Kris Burton's Avatar
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    It's an ongoing battle for me, and perhaps most of us. I tend to compare myself to some unattainable standard, which is not fair but I find myself doing it anyway. However, I get so much psychological benefit from all of this that is keeps me going, and am lifted by a compliment or in improvements I might make to my overall persona.
    www.flickr.com/people/194195593@N05/

  13. #13
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    I am an in-home dresser who ventures forth to the outside world on occasion for a drive and stroll. At six foot and 200 pounds my bod mass is great for a guy, but not so much for a woman. At home I forego the makeup because it takes too long to apply and take off. I stay away from mirrors. It's that simple. If I want to see my image we have a full length mirror that I can see myself from afar as I am cooking at the kitchen stove. I know "the mind's eye" sees what it wants to see and that clouds reality.

  14. #14
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    Go out in some public crowded space (you don't have to be dressed for that) and look around for women around you. Many of them do not take care of themselves, do not have any style (it applies to men as well). You can give yourself plenty of points for doing your best even if you will not be 100% happy from the result.

  15. #15
    Senior Member Christie ann's Avatar
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    Yes, I do struggle with wondering just what the heck I am doing. I know most of it comes from being groomed from a young age that I shouldn’t be wearing a dress, or a wig, or have breasts. The other part is just like every other person, I have a body image that doesn’t look like those women in the catalogs that look just so good wearing the same dress.
    When that happens, I was was just going to suggest something like what Monika said. Go out and look at the whole spectrum of people, grocery stores, Walmart, the mall. This is not a post about how I look better than woman, because I don’t. But, I do fit in somewhere in the whole spectrum of how women look in the world, just on the more masculine side of the things.
    Don’t beat yourself up. Try to be the woman that you want to be. Use the mirror to help you look better, not to tell you about how bad you look.

  16. #16
    Silver Member Geena75's Avatar
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    I usually don't come off looking the way I hope/wish I would. At the same time, I am often amazed at how different I look when made up and rather like the look. When I look for it, I can always find things I don't like about my appearance, whether fem or drab. Either way, I find a way to enjoy (or at least tolerate) how I look and go with it.
    www.flickr.com/people/196660660@N08/

  17. #17
    Senior Member Debbie Denier's Avatar
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    Yes. I sometimes think I am trying to make a silk purse from a sows ear .I keep coming back though. After nearly 50 years its not going away.

  18. #18
    Aspiring Member lmildcd's Avatar
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    I don't feel that I look stupid. Wearing women's clothes just feels natural. I'm not out and about and maybe that's why.
    lmildcd is now known as Lennette Lost.

  19. #19
    Platinum Member alwayshave's Avatar
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    Emma, I often feel that way. But I always feel like I belong in women's clothes. So I dress, because no matter how dissatisfied I am with my look, I love the feeling of wearing women's clothes.
    Please call me Jamie, I always_have crossdressed, I always will, "alwayshave".

  20. #20
    Silver Member NancySue's Avatar
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    I used to, especially on a bad makeup day. No more. It is what it is. I take the good days with the so called, bad days. I enjoy the comfort, so there are really no struggles, issues, etc.

  21. #21
    Exploring NEPA now Cheryl T's Avatar
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    Oh been there done that.
    I used to feel I was too tall (and I love heels besides). Just look around, there are lots of tall women.
    I used to struggle with outfits as I always loved what women were currently wearing but the styles did nothing for me. Then I began watching women LIKE me, those that were my age, my height. I studied what worked for them and what didn't. That helped me develop my own style, one that I feel works perfectly for me. That's not to say that I don't slip now and then and buy something "just because", but it's not all the time as it used to be.
    Be you, dress for you in what you like to wear, but, but try to be sure it WORKS for YOU.
    There are many ways to dress to hide flaws or accentuate pluses.
    I don't wear women's clothes, I wear MY clothes !

  22. #22
    Miss Conception Karren H's Avatar
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    This the season, to feel depressed. Ho Ho Ho. Sigh.
    Current Obsession - Breasts and Lingerie!

    .......My Photos

  23. #23
    Gold Member Sometimes Steffi's Avatar
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    No, I don't. I know that I don't pass, but I do the best that I can. I am within the normal height of a typical woman at the larger end of the scale, so I don't really "stick out" physically.

    GGs are held up to extraordinary standards from the moment that they are born, standards that most can never live up to. Many boys may have aspired to be a pro (American) football quarterback, but very few achieve that.

    Since I haven't been a "woman" very long, I have not been groomed to be the perfect woman. I am what I am, and I can be proud of that
    Hi, I'm Steffi and I'm a crossdresser... And I accept and celebrate both sides of me. Or, maybe I'm gender fluid.

  24. #24
    Member OrdinaryAverageGuy's Avatar
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    Usually I'm pretty comfortable wearing what I do (which is far less than what most on here do) to the point of not caring if the neighbors see me (leggings or yoga shorts quite often, sometimes a skirt, often a girly tank or cami) or even the general public (e.g. leggings last nite at a truck stop, and not solid black ones either!)

    But every once in a while I see myself in the mirror and think "You look like at idiot. Why do you do this?" Fortunately I don't get that feeling very often.

  25. #25
    Silver Member Maria 60's Avatar
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    I kind of got hit with it when I did my tradional Christmas tree pics, I thought I looked great in the red dress I choose but when I seen the pic boy was I wrong. Sometimes I take pics of myself and look ok and then more then none I look like a man in a dress. After all we have male bodies I try my best but I have come to realization years ago that I could never pass.

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