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I Like To Dress Like A Woman

Personal Stories, Advice, and Support 1,132 People

    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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    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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    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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    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 21 Responses Jan 10, 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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    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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    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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    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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    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 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

    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'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 5 Responses Jun 20

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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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    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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    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 40 Responses Jan 31, 2013

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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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    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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    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 13 Responses Jan 11, 2013

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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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    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 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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    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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    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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    Related Experiences

    'm proud to say that I'm a closeted crossdress who love to act like a woman It's not just a phase, how do i know that ? When try my first dress and heels It was such a thrill I...
    rafaelhitchens rafaelhitchens 22-25, M 1 Response Aug 15

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    Bobby and the girl at a friends birthday party Britney and Kathleen took me to a friends birthday party Saturday. I wore a printed knee length dress with a short net petticoat...
    bobbylee111 bobbylee111 36-40, T 5 days ago

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    as my whole family is Baptist church goers they would not be able to handle my dressing well as for friends I don't have a lot as I am on the road a lot so yes it terrifies me to...
    jamie172 jamie172 46-50, T 4 Responses Aug 11

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    I just love the feel of feminine things against my skin and am now getting deeper and deeper into cross-dressing. I wear panties all day and have now bought dresses bras nighties...
    sissyboysue sissyboysue 56-60, M 1 Response Aug 15

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    My ex used love dressing me up, then one day she said that she wanted me to know what's it's live to be a women so she wanted my permission to dress me up but not just in latex...
    Sportsman007 Sportsman007 51-55, M 1 Response Aug 4

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    So I decided to get dressed today..... doing my hair, wearing my favorite dress and light makeup
    hzel1323 hzel1323 26-30, F 3 Responses Aug 3

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    I'm 16, and I still like to dress up as a kid :p my favourite thing to dress as is Cinderella (yes I know...... very funny.....), batman or have a dog collar on and pretend to be...
    Joeeee16 Joeeee16 16-17, M Aug 10

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    Bobby and the girl at a friends birthday party We watched music videos of Selena Gomez and Justin Timberlake and danced. Played truth or dare which was a lot of fun. We talked...
    bobbylee111 bobbylee111 36-40, T 5 days ago

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    I'm damn jealous coz he is more ******* prettier and sexier than me. lol thank u for making my day.
    sexymommy2014 sexymommy2014 31-35, F 1 Response Aug 4

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    witweew.. my little *** baby boy!!
    sexymommy2014 sexymommy2014 31-35, F Aug 7

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    I think this can be sexy as hell. So hot and interesting and amazing
    c0wboi c0wboi 31-35 Aug 5

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    Planning on going as sleeping beauty for holloween and hoping everything goes good and I will keep you updated
    Tigerbentz Tigerbentz 16-17, M 1 Response 3 days ago

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    Just call me your modern day Audrey Hepburn. I love perfume, putting on lipstick, and eyeliner. From the little black dress to floral flowing dresses. I love to loose for the...
    MissingBoston MissingBoston 26-30, F 5 Responses Jul 28

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    It seems that the more I get dressed up as a girl, the more I feel like I am a real girl. Putting on my bra, panties, wig, and make up makes me feel like a woman. Then slipping...
    RandiHill RandiHill 51-55, M 4 Responses Aug 11

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    The sporting club that I am a member of held a goods and services auction a couple of weeks ago with donations from various people around the club. Two enterprising young chaps...
    Cherridarling Cherridarling 51-55, M 3 Responses Aug 14

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    It all started when my husband of 20 years plus said one day, I have no feelings for you, only as a friend or sister. He had medical problems from the military and was on some...
    windchimemusic windchimemusic 46-50, F 3 Responses Aug 6

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    I've always felt like a woman in a mans body. But I don't want to give up the chance to father children. If there was a way to become a true woman I think I would give it up. I...
    joshdake81 joshdake81 26-30 Aug 3

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    I just wear them because I like to... I don't feel the pressure to be or act like a woman to feel sexy wearing a bikini. I hope more men can agree and we can just move on, because...
    WedgeHeelsRock WedgeHeelsRock 36-40, M 5 Responses Jul 29

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    The MGM Grand Casino and Hotel - Las Vegas, Nevada Addicting. Smells like a woman I wouldn't want to let go of.
    Gr8nsaw8S Gr8nsaw8S 22-25, M Aug 2

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    man knows no hell like a woman scorned
    piercethemack piercethemack 13-15, M 5 Responses Aug 16

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    For some reason it always makes me feel like a woman....a grown up.... Sarah x
    SarahTheHooker SarahTheHooker 18-21, F 2 Responses 6 days ago

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    The New Equal Rights Law (A Dream I Have) Part 11 After I got home I changed into a skirt and blouse, put on my makeup and fixed my hair. I needed a little girl time...
    slipgirl274 slipgirl274 61-65, T 8 hrs ago

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    Ever since I was 7i always tried on girls clothes. When I was 8 I was at the store to get Halloween costume and the store was huge. When I got there we went right in to go look at...
    Sarahismygirlname Sarahismygirlname 13-15, T 2 Responses 5 hrs ago

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    I've been wanting to cross dress in public but I don't know much about make up or looks. I just started getting into dresses and want to know more. I'd like to meet a few female...
    Eriborn Eriborn 18-21, M 6 Responses 6 hrs ago

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    The New Equal Rights Law (A Dream I Have) Part 8 Steve picked me up from my office and took me to a nice steak house for lunch. He said that Janice had been in a meeting and...
    slipgirl274 slipgirl274 61-65, T 2 days ago

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