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I Like To Dress Like A Woman

Personal Stories, Advice, and Support 1,169 People

    Source Of Happiness

    Dress like a woman, than go outside, is one of the greatest thing. Few days ago, I needed to look like a normal, man, so I forced myself into some of my remaining mens clothes. Ouch, it was terrible. Next day: only womens clothes, such a blessing, more comfortable, and I feel...
    VivienXX VivienXX 26-30, T 2 Responses Sep 13, 2010

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    Why Tranquilise When One Can Accessorise..............

    It's true....I am nearly the third gender. The battle is lodt and the gender is ambiguous. I'm male and I live as a male and I have no hang ups about my maleness nut I diverge from total mascukinity and always have. I just accept it now. I do find comfort in wearing female...
    MorphAble MorphAble 41-45, M Oct 18, 2011

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    I Like To Dress Like A Woman

    I like to dress like a woman.. because it's fun and the clothes are comfortable   no other reasons
    aquarius3 aquarius3 61-65 1 Response Jan 10, 2012

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    I'm wearing a dress, heels,

    wig, and jewelry, and I enjoy it. The next step is to explore some makeup to transform my face.
    mistypink mistypink 41-45, T 6 Responses Jun 20, 2014

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    I saw a post where they were talking about how

    they hide the bump from showing while wearing female clothes and I want to know how you keep it tucked or hidden and anyone have any tips to help hide 5 o'clock shadow my facial grows fast and dark and when I shave you can see a 5 o'clock shadow I would appreciate any advice...
    raider4421 raider4421 26-30, M 3 Responses Mar 30, 2014

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    Advice For A Son (6) Confession

    Ok, time to update my loyal friends on the past couple weeks. I have been pretty busy and haven’t had much time to write so I hope to catch everyone up with this. My son has definitely become more and more comfortable in his new routines and to some degree, I guess I have too...
    Cute30sMom Cute30sMom 31-35, F 30 Responses Jan 31, 2013

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    Advice For A Son, (3) Next Chapter

    For those of you who are following my son and I on this journey, I have a small update. Yesterday I went shopping while he was in school and I purchased some new clothes with the intention of just a little trickery but all in the effort of helping my son come to terms with his...
    Cute30sMom Cute30sMom 31-35, F 10 Responses Jan 11, 2013

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    I Share My Feelings

    I share my feelings with you here. I am not working currently, and that makes paying the bills a little difficult (to say the least) A couple years ago I started a blog, using word press, thinking I was going to make money with it. Then I saw the websites of other...
    mslade mslade 61-65, M 2 Responses Sep 12, 2013

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    Wedding Dress

    I was recently by a Bridal shop and was in there just looking at the dresses. They have aisles up near the front and you had to go through aisles of dresses just to get to the washroom. They get you to take off your shoes, so I was in socks, no jacket, walking through this aisle...
    deleted deleted 26-30 1 Response Mar 28, 2013

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    I Love Dresses

    I have been obsessed with dresses since I was a little boy I was about six years old. My first dress was a short little yellow sundress with matching panties that I found in the attic. It was one of my sisters old toddler dresses. The dress itself was quite short and the panties...
    tammynicolesmith tammynicolesmith 56-60, T 7 Responses Feb 5, 2013

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    Like A Real Woman

    I don't just like to dress like a woman, I love it. But I mean dress like a real woman rather than a disco bunny or drag queen and I think there is a difference. There are men who like to dress in the clothes as a woman and there is nothing wrong with that, then there are those...
    wetrev wetrev 46-50, M 2 Responses Apr 3, 2013

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    After All, It Is Really Me!

    All my life I have know I was a girl. A woman! Despite my birth defect. When I was young I experienced much, most of my younger life as a girl. Had a boyfriend and all. I had a supportive Mom and friends who gathered around me and protected me cause the times were not the best...
    Josie06 Josie06 56-60, F 2 Responses Jan 16, 2012

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    How Much

    The question is: How much do I like dressing as a woman? Well, how does one measure such a thing? By the amount of time dressed, by the number of days dressed, by the number of years as a CD, by the "passibility" of one's dressing? None of these quite works because anything...
    DonnaSt DonnaSt 66-70, M 3 Responses Dec 26, 2011

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    My Life

    i would say i love to dress as a female. lets face it they have a much bigger chose of clothing. feel like flirting a nice top and short skirt will work want to be elegant long satiny dress off to play jeans or shorts and t shirt. as a man you get pants only
    spaz1177 spaz1177 46-50, T Jul 7, 2013

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    You Can Say That But

    I'm not a woman but I really enjoy wearing dresses and skirts I love the look and the comforted of them to me it's a simple and easy way of dressing there are the clothes I like to wear not that I feel or try to look like a woman but it makes feel like myself to me and I'm very...
    notech64 notech64 41-45, M 2 Responses Apr 4, 2011

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    Advice For A Son

    I hope you don't mind if I ask for a little advice here. But this seems like a great place to learn. I am a mid 30's mom, living in the south, married to a southern rugged red-neck, deer hunting type of guy who travels for his profession. Our son, a 12 year old who is quite...
    Cute30sMom Cute30sMom 31-35, F 55 Responses Jan 7, 2013

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    I Like To Wear Womans Clothes

    now that my wife left me because of me wearing womans clothes i an wear what I want when i want. i have not yet had the courage to venture out in public yet. maybe some day?
    billylee60 billylee60 61-65, M 3 Responses Jun 22, 2010

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    A Good Find

    I found this wonderful poem today, I thought I would share the final part which I felt was the most poignant for my son and many of you. The poem was written by Kimberly Hilliker. If nurture naturally embraced you, have gratitude. Be joyful in the acceptance of you and those...
    Cute30sMom Cute30sMom 31-35, F 5 Responses Jan 21, 2013

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    DonnaSt DonnaSt 66-70, M 5 Responses Jun 1, 2013

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    Advice For A Son, (2) Continued.

    First of all I want to thank each of my new friends who were so generous as to provide your ideas and your heart felt assistance with the issues related to my son. Each of you had something important to say and I deeply appreciate your efforts. I thought I would catch you gals up...
    Cute30sMom Cute30sMom 31-35, F 16 Responses Jan 10, 2013

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    I Like To Dress Like A Woman

    Im 16 and i love to put on panties and a bra and then have the bra wrap around my chest and the feeling of starps on my shoulders, then i love to wear pantyhose over my panties because it feels good, i then love to put on a dress and high heels and go walk around the backyard or...
    addguy3455 addguy3455 18-21, M Oct 9, 2011

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    Advice For A Son (4) New Beginnings

    For those of you who are keeping up with the events and struggles of my son and this incredibly complex journey we are on, I thought I would provide for you a narrative of how he is doing and the directions I am taking to mother him. When I last reported to you, he had accepted...
    Cute30sMom Cute30sMom 31-35, F 19 Responses Jan 15, 2013

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    Advice For A Son (5) Update

    For those of you who have invested in my son through your unselfish contributions of love and advice, I thought I would give you an update on how he is doing.   I think I last left you with he and I having a discussion about keeping his interests between him and I for now and...
    Cute30sMom Cute30sMom 31-35, F 16 Responses Jan 22, 2013

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    Related Experiences

    I love dressing up in women's clothes and going out en femme. One day I jumped in my car drove into town and straight into the shops. Love to buy lingerie and just walk about like...
    jiggy1970 jiggy1970 41-45 2 Responses Feb 4

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    I like dressing up whether its wearing casual clothing to a full Tail-Coat Tuxedo, dressing up can be pretty fun (not an everyday thing). But its ok to dress up once in a while...
    PatrykM PatrykM 18-21, M 3 Responses 5 days ago

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    This probably sounds weird, but I like dressing jot only fancy, but just in a fantasy way. in a way you'd see in a movie such as Lord of the Rings. I know, I'm weird.
    SarmiraKitti SarmiraKitti 18-21, F 1 Response Feb 2

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    This probably sounds weird, but I like dressing jot only fancy, but just in a fantasy way. in a way you'd see in a movie such as Lord of the Rings. I know, I'm weird.
    SarmiraKitti SarmiraKitti 18-21, F 2 Responses Feb 2

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    I am a long time crossdresser. I have been wearing female clothes whenever I can from about the age of 10. No I do not concider myself a freak or bad. I just have a strong female...
    taracd55 taracd55 56-60, M 1 Response 3 hrs ago

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    Today is a day I got no where to go and all day to get there. So as a result, I bought a new dress and smooth plunge bra from Torrid and I am just lounging in my new dress and...
    serinalynn serinalynn 61-65, M 9 Responses Feb 19

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    She has the same routine every morning, She wakes up, sits on the edge of her bed and looks out the window to see what the weather is like. She believes she can always judge how a...
    majesticalbree majesticalbree 16-17, F 1 Response Feb 18

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    I love the girly feeling of a tight dress with cute heels
    princesskami2 princesskami2 22-25, M 5 Responses Feb 20

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    Today I dressed up in a really weird way . I wore a skirt, sweatshirt and weird socks... Then I made a bunny hair and just danced like a crazy person!!
    justtheoldme justtheoldme 16-17, T Jan 29

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    I love to dress up as a girl and meet with random strangers
    jamiexd jamiexd 18-21, M Feb 1

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    I love to dress up when going to work, running errands, and when I am out with family and/or friends for fun activities. I seldom wear pants because I only have two pair of them.
    middleagedfemalemom middleagedfemalemom 41-45, F 2 Responses Jan 30

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    I am seriously addicted to lingerie!!(; I love to dress up(; I've thought about trying out to be part of a maxim magazine!!(;
    ashley35189 ashley35189 18-21, F 6 Responses Feb 2

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    A friend once told me "Always dress as if you have some place better to go afterwards". I love creating new looks and seeing how many different looks I can match with different...
    LegStyles LegStyles 26-30, M 3 Responses Feb 17

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    When I'm bad, I'd love a woman to grab my shaved sack, take a long drag on a cigarette, exhale in my face, and squeeze good and hard. Then laugh.
    BlueSkiesNoVa BlueSkiesNoVa 51-55, M Feb 2

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    It's weird. I hate pervy men but I like being looked at. I love short skirts with edgy shoes like docs and getting disapproving stares from older women and men looking at my long...
    Cleanandclear Cleanandclear 18-21, F Jan 29

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    Ever since my sister moved back in to my moms house when I was 13 I would go down there and take thongs and panties bras and other clothing. Then when i moved out I roomed with a...
    Chrisbured Chrisbured 18-21, M Feb 9

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    I did lose a really exceptional girl while struggling with my desire. I'm pretty certain it had nothing to do with who I really was inside but more with the secrecy and being...
    Brianhi26 Brianhi26 46-50, M 3 Responses 2 days ago

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    I'm scared of being made fun of
    Loveislove12 Loveislove12 16-17, M 2 Responses 1 day ago

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    I'm sure crossdressing counts rightp
    hunters25 hunters25 13-15, M Feb 2

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    I believe I am the queen of impractical shoes.
    littlefox2 littlefox2 26-30, F 3 Responses Feb 2

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    Yep I also want to be a girl so I mean that's why haha
    AshleyNicolee AshleyNicolee 18-21, T 4 Responses Feb 3

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    I'm bored what you guys think??
    AshleyNicolee AshleyNicolee 18-21, T 9 Responses Feb 4

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    i am a scenester always will be die hard try hard scene kid
    lovelyxalice lovelyxalice 18-21, F Feb 12

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    I try to stand quite still while my 2 best mates work to design something new and pretty around me. If it is a hot summers evening I wear very little underneath the emerging...
    Lin79 Lin79 31-35, T Feb 13

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    I wish it was summer I wanna go swimming! How do I even look in this anyway?
    AshleyNicolee AshleyNicolee 18-21, T 4 Responses Feb 17

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