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I Want To Tell Someone About My Crossdressing Secret

Personal Stories, Advice, and Support 191 People

    The First Time

    The first time i told someone about my crossdressing was so hard. I knew that she would accept me and still remain my friend, but i still was shaking and it was so hard to get the words out. But it made me feel so much better having someone else know. I have told a couple other...
    layney layney 26-30, M 2 Responses Apr 7, 2011

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    When I'm All Alone, I Become A Petite Secretary

    i feel ashamed about it sometimes, too. And, I have a dress, a pretty dress, and a pair of high heels. Nobody knows. Sometimes I wonder about my little secret... What if somebody knew? Would I feel better? Would it be like a naughty girl, relieved to unburden herself, and...
    Orlana Orlana 46-50, T 3 Responses Nov 2, 2012

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    I Really Wish I Could.

    There is no way I can let anyone in my family or anyone they know though. And I don't know anybody else that I would like to share my secret with (except of course for those of you who know me here). What I really want is a friend, male or female who would accept and understand...
    RayanneA RayanneA 56-60, M May 4, 2012

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    Need Ur Views All

    well, I am a boy 18yp, every one is expecting me to be straight cuz that what I really pretend to look.. but the truth is shared with myself.. with my mirror.. we can say im a crossdresser but only in silent, in secret. whenever i find the chance I go and wear my mom's or sister...
    Secretlovingit Secretlovingit 18-21 Jul 2, 2012

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    Almost Told My Friend

    Didn't have to nerve to say directly to a female friend so told her one of my friends opened up to me - to gauge her reaction. She was mildly interested but because of others couldn't keep on talking. I plan on continuing the conversation then expose "my friend". Hope she'll...
    deleted deleted 26-30 2 Responses Jan 12, 2011

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    It Used To Be A Goal: Now I Don't Mind Who Knows

    There are secrets you hold because you would hurt others: there are others' secrets you would never share. There are secrets out of shame or guilt that you put into a "never to be opened" box. Then there are secrets that are yelling to be told so they don't have to be secrets any...
    Fullcircle Fullcircle 51-55, F 3 Responses Feb 6, 2011

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    So Badly

    I honestly can't think of anything I want more in the world then to be able to open up to someone, anyone, and have them understand me. I have never told anybody my secret and I'm afraid that if I do, my family or friends will just reject me.
    osubucks66 osubucks66 22-25, M 8 Responses Dec 10, 2010

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    I Have Two People Now That I've Told

    well, I was looking for an experience group for people who have already found people to tell their crossdressing secret to, but I guess until I create one this will have to do.about a month and a half ago I decided that I would tell my cousin my secret. Just straight out of the...
    STLCD STLCD 22-25, M 3 Responses Jul 23, 2012

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    Can't Tell Any Of My Friends

    Since I live in a conservative part of the country in a small town I know I could never tell anyone where I live that I am a crossdresser.My current wife knows... My mother-in-law knows.... My sister-in-law might know... I think my wife's daughter knows... And maybe even my two...
    happilymarriedguy happilymarriedguy 51-55, M 5 Responses Jul 23, 2012

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    I *** In Her Saree

    Yes…yesterday night I put all my load in her white muslin (thin cotton) petticoat and saree Yesterday I woke up at midnight. I saw the watch it was 12.40 am. My wife was in deep sleep. I had urged to go to the toilet. I got down from the cot and wore my bra and petticoat...
    lingarielover lingarielover 31-35, M Apr 12, 2012

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    My Stylist

    I would love to be able to open up to my stylist and tell her that I dress as a women and wish my hair to be femmed by her.
    ffinontario ffinontario 51-55 3 Responses Jul 1, 2010

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    The Telling Truth

    Ive been crossdressing in private for a long time now, but I've always done it in secret and haven't ever told anyone about it. To be honest idk if I want to for the fear of the reaction i would get from friends/family etc. I don't want to be shunned from my friends and my family...
    xXxHybridpoison13xXx xXxHybridpoison13xXx 18-21, M 2 Responses Apr 26, 2011

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    I've Told Friends I Crossdress.

    In the past i have told a few people that i crossdress and mostly regreted it, but i told my friend Leslie once and she was so cool about it. It was 2005 we where both about 20, she lived upstairs and we always used to smoke weed together. when i told her it went exactly how i'd...
    handburger handburger 22-25 May 3, 2012

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    Looking To Be Exposed

    I have been working to expose my feminine side to as many people as possible. I guess I want to be discovered by others that know nothing about my cross dressing activities. My pictures that I post clearly show my face so anyone that knows me would recognize me. I would think...
    Chrisissy Chrisissy 31-35, T 1 Response Mar 31, 2011

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    My Life Up To Now

    well its kinda a story and a questions on my somewhat complex life im currently 19 and male( on the outside) and living with my mother befor i get to the part i need help with i am not gay i like females alot i also like to dress as a female to its not a bad thing right? it...
    Valeeron Valeeron 18-21, M Oct 29, 2013

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    My So Called Life Dream

    many crossdressers say they are hetro i can not see how this is true.i for one dress as a women to look good for men not to attract other women or crossdressers.when the problems to look as feminine as possiable i dont feel that should be wasted on attracting women i love women...
    wpjpt wpjpt 56-60, M Sep 17, 2010

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    Sometime I Want To Confess...

    I have lot of friends. From many part of the World. Many people said me: You look good, why you haven't girlfriend??? You sport a lot, smart, you knows a languages... bla bla bla... Yes, they have right. I have a few advantage... but i have a few drawback: firs and the biggest i...
    VivienXX VivienXX 26-30, T 5 Responses Jun 21, 2010

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