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I Like To Dress Like A Woman

Personal Stories, Advice, and Support 1,149 People

    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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    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

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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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    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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    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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    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 67 Responses Jan 7, 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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    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 8 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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    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 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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    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 6 Responses Jan 21, 2013

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    Yes I Do And Love It

    Yes I like to dress like a woman. What is not to like? The soft and silky nylon panties? The support and massaging effect from panty hose and the smooth feeling of your legs? The support and firmness for a good bra for your breasts? The silky feeling and coolness from a slip...
    Adam59 Adam59 56-60, M Aug 29, 2012

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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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    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 20 Responses Jan 22, 2013

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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 41 Responses Jan 31, 2013

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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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    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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    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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    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 22 Responses Jan 10, 2013

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

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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 4 Responses Mar 30

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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 24 Responses Jan 15, 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 14 Responses Jan 11, 2013

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    But Don't Want To Be One

    Even though i love to dress like a woman,i don't need to be one.I am happy being a male.I only like dressing as a woman.
    cindyloulove cindyloulove 56-60, M 1 Response Feb 7, 2012

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    Related Experiences

    Would love to find a woman, here in Las Vegas, that would like to dress me like a woman. I love to look and act slutty.
    bcvegas4u bcvegas4u 66-70, M Oct 23

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    I love being treated like a woman by both men and women . I am a non passable submissive crossdresser
    MissMsSissy MissMsSissy 56-60, M 2 Responses Oct 8

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    This morning I gave my legs a fresh shave and slipped on a pair of sheer stockings and attached them to the garters on my black lace garter belt. Then I slid the matching panties...
    dianedouglascd dianedouglascd 51-55, T 2 hrs ago

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    My first time with a man was at the age of 14 i love to CD before going to bed so i put on my lace pink thong and a sexy pink bra with a very sexy short black dress and my blonde...
    jessica525 jessica525 22-25, T 3 Responses Oct 22

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    When I was little, mother dressed me in girl cloths so I played with my sisters and other girls. When I turned 13, I was told to play with the boys but because I was small and...
    candyglow candyglow 66-70, F 1 Response Oct 17

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    Omg I love leggings but even more I love thongs and bras I love when girls dress me and put make up on me. At night when I sleep I sleep in my panties bra and hello kitty sleepwear...
    yuyu0079 yuyu0079 18-21, M 2 Responses 4 days ago

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    I decided tonight to dress in my skinny jeans, knee boots and sleeveless turtleneck...I feel great, I realized that I had to put a bill in the mail so I rounded up my purse, keys...
    TinaCDER TinaCDER 26-30 2 Responses 2 days ago

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    online that is. I'm a practicing heterosexual male who's not interested in men as a man. But online I like to be treated as a girl by men and women as well for that matter. I get...
    mickitg mickitg 41-45, T 4 Responses Oct 15

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    I crossdress with my girlfriend. We're about the same height. She buys clothes with me in mind. I love going thru her clothes. She loves to watch me dress. Shave my legs. Pull up...
    stamfordfan stamfordfan 41-45, M 1 Response 2 days ago

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    It is fun, shopping, then dressing up. Skirts, dresses, lingerie, shoes.....its all good. :p
    StockholmblondiE StockholmblondiE 22-25, F 5 Responses Oct 10

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    I am a weirdo and I don't care. I like to wear crops and expose my bellybutton.
    T3chmupp3t T3chmupp3t 18-21, M 1 Response Oct 1

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    I sort of told my wife about wearing panties and she likes to have me wear them and I love it.
    Yyntnt80 Yyntnt80 46-50, M Oct 20

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    Hello everyone. . Tampa area here.. Any1 wanna chat?
    bicdfun bicdfun 36-40, M 1 Response a week ago

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    I'll want to be fattened up who will help me.
    bigssbigssbigssbig bigssbigssbigssbig 51-55, M Oct 5

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    Would love to find a woman, here in Las Vegas, that would like to dress me like a woman. I love to look and act slutty.
    bcvegas4u bcvegas4u 66-70, M Oct 23

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    Would love to find a woman, here in Las Vegas, that would like to dress me like a woman. I love to look and act slutty.
    bcvegas4u bcvegas4u 66-70, M 2 Responses Oct 23

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    Would love to find a woman, here in Las Vegas, that would like to dress me like a woman. I love to look and act slutty.
    bcvegas4u bcvegas4u 66-70, M Oct 23

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    When I was in the fifth grade, the only playmate I ever had let me wear her dresses and lipstick; I believed I was a girl until I was 26 or 27 when someone made a comment that...
    littlepaul littlepaul 66-70, M 1 Response Oct 1

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    Would love to find a woman, here in Las Vegas, that would like to dress me like a woman. I love to look and act slutty.
    bcvegas4u bcvegas4u 66-70, M Oct 23

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    hi, upon reading some of the experiences for days here in EP i decided to share a bit of my life.. I met this man on-line, i decided to find someone on-line because there are lots...
    ShadesofWhite67 ShadesofWhite67 26-30, F 3 Responses 1 day ago

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    I would say that I kiss like a woman. I kiss slowly & very passionately & put my whole heart & soul into the kiss! I LOVE TO KISS--to have long "make out" sessions with my lovely...
    emotiondr emotiondr 51-55, M Oct 1

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    I always like older woman, I remember giving my virginity to someone 8 years older than me. I just feel more secure with mature women
    akayoungpeach akayoungpeach 46-50, M Oct 14

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    Just had my first therapy session today. Damn, was that therapeutic. I cried like a baby for the entire hour. It felt good to be recognized for how hard I work for my family and...
    kikimarie1978 kikimarie1978 36-40, F 8 Responses Oct 23

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    This is embarrassing... Man! I feel like a woman... WHY THE HELL DO I LIKE THIS SONG SO MUCH!!! I"M A HETEROSEXUAL MALE!!! eheheh......
    deleted deleted 26-30 1 Response Oct 21

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    It turns me on to be dressed up like a sexy woman. I can only do it around the house though. Pics on my page.
    ILoveLadiesPanties ILoveLadiesPanties 36-40, M 4 hrs ago