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I Love Dressing Up As a Woman

Personal Stories, Advice, and Support 383 People

    My New Hobby

    Yesterday I bought myself a realistic you-know-what, just under 7 inches long and 2 1/2 inches thick. And is it ever gorgeous! So I got dressed up in my baby dolls, G-string, black bra and high heel shoes and started practicing my sucking technique, and I must say I was ok for...
    FrauleinKarla FrauleinKarla
    61-65, F
    Aug 7, 2013

    I Admit It , I Wanna Be A Woman

    its been long time i'm thinking if i'm right before i know that i wanna be a woman my story began when i was 16 years , when i spent my holiday at my cousin, we were spending all day playing crazy game untill that day, when he told me 'why we don't play Husband & wife game...
    KnockBill KnockBill
    22-25, M
    Aug 14, 2013

    Shopping For Clothes

    Today I found my maxi dress, a strapless model. They call the colour "Apple", though I find it has more than green or red. It was on special down from $49 to $15. Did I hear right, $15 for a gorgeous long dress? I'm in paradise over that great price! See, that's what you have to...
    FrauleinKarla FrauleinKarla
    61-65, F
    2 Responses Aug 23, 2013

    Housecleaning Day

    I am having company over for the weekend. This means I've lots of housework to do. So, I will wear my ankle length pattern dress, black 38C push up bra, G-string and panties, plus my high heel shoes. I will wear my hair long and loose, and I will also wear lipstick and perfume...
    FrauleinKarla FrauleinKarla
    61-65, F
    Aug 8, 2013

    How I Became Fraulein Karla Liebrandt

    Hello, my name is Karla Liebrandt and here is how I transformed into this alter ego. I am actually a man who loves dressing up as a woman and wearing long hair. This all started innocently enough when I went out on Hallowe'en night of 2011 with my niece. She went as a wizard and...
    FrauleinKarla FrauleinKarla
    61-65, F
    Aug 6, 2013

    I Love To Dress Up As A Woman ... As Myself.

    I feel comfortable in my own skin. No matter what I wear. I love dressing in woman's clothes, my clothes.  For me, it's just natural. To be myself.  I feel good as a woman, I enjoy wearing a little make up, it boosts my confidence and I like it on my face, I like...
    Josie06 Josie06
    56-60, F
    1 Response Mar 10, 2010

    Anybody Want To "play House"?

    It's not just the feeling of the sexy things that women wear upon my body....Although there is certainly something to be said about that. Nylon, silk and other sexy things sure are great.But even better is the fact that I am getting away from my normal male life and who I am most...
    RayanneA RayanneA
    56-60, M
    1 Response Aug 31, 2012

    The Person Within

    I love dressing as a woman. I love dressing as I was meant to dress and to be the way I was meant to be. My feelings, when I’m dressed, are nothing less than pure ecstasy. A chill runs down my spine, my mind enhances the moment; my feelings are no longer mine, they are the...
    deleted deleted
    Aug 27, 2012

    Fantastic feeling first slipping into silky

    knickers and camisole, stockings and suspenders then the petticoat and finally the silk dress.
    timothy1994 timothy1994
    22-25, M
    Mar 3, 2016

    ...for Me, I Feel Natural, And "pretty!"

    I just got dressed and I am now wearing my silky 36C open tipped bra. It fits my breasts and I feel so natural when I fill out the satin lining. I feel so pretty and I am "happily comfortable" in my open tipped bra, I slipped into a white satin laced garterbelt and silky white...
    CandyKowal CandyKowal
    46-50, T
    1 Response Sep 17, 2011

    Things I Love About Being A Woman

    Here are a few favourite things I love about being a woman. One is wearing my hair LONG. My hair just touches my bum and it feels so wonderful against my back! To look at myself in the mirror as I brush my lengthy mane is so arousing. It is so thick and silky and looong! I love...
    FrauleinKarla FrauleinKarla
    61-65, F
    Aug 16, 2013

    it is a fantastic feeling I love it

    when I get new clothes to wear I would love to share this with someone that enjoy doing the same as me and may be more
    deleted deleted
    1 Response Jun 26, 2015

    I Want To Look Like A Woman

    It seems I have always loved how beautiful and sexy the ladies look. Four years ago I started wearing women's clothes. It started with me wearing women's thongs daily. Two years ago I added strappy high heel sandals, mini skirts, short shorts (like the teenage girls wear), bras...
    kfsteve kfsteve
    61-65, M
    1 Response Aug 24, 2011

    I Love Fantasizing

    I love wearing a bra and stroking my breasts and nipples, pretending I am a woman and imagining a man is desiring me. Even as I am writing this I am getting all funny and hard between the legs. I love putting on make up and watching myself wearing female lingerie in the mirror. I...
    CalvinG CalvinG
    46-50, M
    Dec 11, 2012

    Love Dressing As A Woman

    I have been crossdressing for years and love the feel of stockings, suspenders, and panties on my skin. When I was in college, I used to often wear lingerie under my outer clothes. Before getting married I met up with a few other crossdressers from college and had lots of fun. A...
    pantiescouple pantiescouple
    1 Response Jul 19, 2010
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