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I Have Told Someone About My Crossdressing Secret

this is a group for people who have found a way to tell people they know about their crossdressing secret. 558 People

    Telling The Rest with pic - Well the desire to dress it just too much to hold back it seems. So I told my best friends wife about 2 weeks ago that I am a cross dresser and would...
    Brandie1960 Brandie1960 41-45, M 3 Responses Jun 10, 2013

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    The Shrink - I have an appointment in ten days with the psychiatrist who has been treating my for depression. I intend to reveal my feminine personna at that time. First, because...
    PinksWoman PinksWoman 61-65, T 2 Responses Sep 30, 2012

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    Revealed The Tip Of The Iceberg - I have started down the road of revealing myself. So far it's been hard work but well worth it. I would recomend it to anyone.
    Heellover Heellover 36-40, M Nov 25, 2012

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    I Took The Chance - I finally told my wife that I liked wearing skirts and dresses. When I her I was wearing a cream colored top and a tan and brown print skirt with a bra and...
    Adam59 Adam59 56-60, M 2 Responses Mar 5, 2013

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    i put four pairs of panties on my cristmas list
    diaperedsammy diaperedsammy 16-17, M 1 Response Dec 9, 2013

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    I Told Someone At Work That I Crossdress - Before being laid off from woek I became fast friends with Marie, She was married, had three children and was a terrific lady.  I...
    jml2000 jml2000 56-60, M 4 Responses Nov 20, 2012

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    If you haven't figured it out by now from looking at my "experiences", I'm a young male who is into crossdressing. To clarify that, I don't want to live my life as a transvestite...
    MysteriousLilMe MysteriousLilMe 18-21, M 1 Response Dec 23, 2013

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    I Have Shared My Crossdressing With A Few Women - There are a few women that know about my crossdressing. My wife knows, of course, but there are a few others. Mostly ex...
    BizSuitStacy BizSuitStacy 46-50, T 6 Responses Sep 14, 2012

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    Trying To Come Out To Everyone - I decided a while back that I want to come out to everyone I know. I have a loose game plan with an open time line to achieve this. Over the past...
    Brandie1960 Brandie1960 41-45, M 5 Responses Mar 30, 2013

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    Coming Out. - I told my brother about my crossdressing back in the mid-70's because I found some other woman's clothes around the house that weren't mine. I figured he enjoyed it...
    PinksWoman PinksWoman 61-65, T 1 Response Sep 20, 2012

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    Yesterday I cried yesterday, not a hard satisfying cry, but small sobs, the kind that struggle to come out against your will. I didn’t think that I would cry, it caught me by...
    1SarahAnn 1SarahAnn 46-50, M Feb 10

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    What To Do Next - Since i was about 5 i started crossdressing, at the time it was just curiosity but as the years continued i became alot more passionate towards it. Im 20 now and...
    baz1501 baz1501 18-21, M 1 Response Aug 23, 2013

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    2013 Crossdressing Review I first told my wife that I loved to crossdress about a week after Halloween in 2006. That was our first Halloween together and I went as a dominatrix...
    1SarahAnn 1SarahAnn 46-50, M 4 Responses Feb 8

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    My Wife Now Knows - Saturday while the wife was gone, I decided to wash a few skirts and blouses. When they finished, I put them in the dryer.  Monday, I found them lying on the...
    helpmerhondas helpmerhondas 61-65, M 16 Responses Oct 2, 2012

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    I Told Someone, Finally - I told my best friend about my crossdressing, after weeks of thinking about telling someone. I never thought that he would've been the one I told, but I'm...
    MLPL224 MLPL224 16-17, M 2 Responses Apr 18, 2013

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    Not Struggling... - you may have read my previous story called "struggling..." and probably weren't expecting an update so soon but I worked up the courage to tell my sister and...
    STLCD STLCD 22-25, M 6 Responses Feb 25, 2013

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    When i got with my 2nd wife i had told her all about my dressing and all fetish i have. At first she played along then as yrs went by she changed and then she told my best friends...
    sissyjamiegurl123 sissyjamiegurl123 46-50, M 3 Responses Jan 2

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    I Told My Second Person Today - about a month and a half ago I decided that I would tell my cousin my secret. Just straight out of the blue decision but it made perfect sense...
    STLCD STLCD 22-25, M 7 Responses Jul 23, 2012

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    Volunteer Day This past Saturday was probably the most feminine day of my life. I was wearing my favorite brown plaid jumper with a black turtle neck, black patterned tights and...
    1SarahAnn 1SarahAnn 46-50, M 3 Responses Feb 17

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    I told my girlfriend and she supports me all the way sum times when we haves sex we swap roles and she strap on does me whilst i crossdress and god it is soo fun
    sissyslave18 sissyslave18 18-21, M Jan 15

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    Told My Girlfriend & Two Of My Bros A.K.A My Guy Friends - It Was about 3 to 4 weeks ago. When I told her about it. I never dressed as a girl full time. Just at times when...
    mrd1977 mrd1977 36-40, M 1 Response Feb 17, 2013

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    If you haven't figured it out by now from looking at my experiences, I'm a young male who is into crossdressing. To clarify that, I don't want to live my life as a transvestite, I...
    SissyBoy9292 SissyBoy9292 18-21, M Dec 22, 2013

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    I'm married and my wife does not like my crossdressing, so I must sneak out and do it. So one day last year shortly after my sister lost her husband I called her and asked if she...
    Lara659 Lara659 51-55, M 2 Responses Dec 29, 2013

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    Struggling... - I'm internally struggling with wanting to come out to more people, particularly my family that I live with so that I can perhaps be more free to dress while I'm at...
    STLCD STLCD 22-25, M 1 Response Feb 25, 2013

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    Related Experiences

    Me and my girlfriend have been home naturists for about 5 years and have started going to holiday places where we can be naked outdoors. Before I told anyone, I really thought that...
    BarefootNorthWest BarefootNorthWest 31-35, M 2 Responses Apr 3

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    Most of my friends and family know and even a select few coworkers. Most are accepting and curious.
    Widgeon287 Widgeon287 46-50, M 1 Response Mar 21

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    Recently I talked to a suicidal girl who needed help. She told me all that was wrong with her life and I told her all that was wrong with mine. She had plans, she knew what she...
    girl3255 girl3255 16-17, F 2 Responses Mar 24

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    This is hard because I never really was able to talk about it til now. In 2011 I received a phone call on the 4th of July. A mom who was outraged with me had thought her son ran...
    deleted deleted 26-30 1 Response Apr 6

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    I recently have met someone that is pretty amazing. It's like we automatically clicked from the start. I feel very lucky and fortunate to have found someone with such similar taste...
    ibtwiny619 ibtwiny619 22-25, F Mar 20

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    I saw the marks on her arms. I passed her a note saying she can talk to me and trust me. She texted me days later things I can't keep a secret. I valued her life over my trust. Her...
    Qwerkyqwerty Qwerkyqwerty 16-17, F Apr 9

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    Last night I told a good friend of mine how I truly feel. She proceeded to tell me that I was none of those horrible things and I deserve happiness. I deserve someone to treat me...
    EmptyAgain EmptyAgain 16-17, F Apr 6

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    I have not ever been told by someone as well. Even though my family says I'm pretty and a few other friend have as well I don't believe it. For a time I really did think I was but...
    sweetchase12 sweetchase12 16-17, F 1 Response Mar 22

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    I was in 6th grade at the time and me and this other girl were in lunch detention. As we sat there I saw she was covering her wrist with tape so I asked her not know what it...
    XFallinAngelX XFallinAngelX 13-15, F 1 Response Mar 24

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    I had a friend once. Her name was Denise. She was so beautiful. She got kicked out of our school last year because of an issue. She transfered to a good school, and she was happy...
    defi4nce defi4nce 16-17, F 1 Response Apr 2

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    To ache for them but knowing you can't ever mention how you feel. Suspecting they feel the same but being stuck to someone you don't love anymore. Looking for them every...
    Valtielislord Valtielislord 18-21, M Apr 3

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    I am good at keeping secrets.Thanks for sharing ;)
    4biandu 4biandu 26-30, F 1 Response Apr 9

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    It was the 25th of August, the night of my sisters birthday, when we got the call that my little cousin Jr. (2 yrs old) was rushed to the hospital and was probably not going to...
    Maiden95 Maiden95 18-21, M 3 Responses Mar 22

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    I lost my best friend who I was like in love with back in 2010 to a drunk driver. To lose someone you love is to alter your life forever. You don’t get over it because ‘it...
    krorenae krorenae 18-21, F 1 Response Mar 25

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    He told me he loved me. And I love him too.
    ithzelhernandez ithzelhernandez 16-17, F 1 Response Apr 9

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    FOR MEN WHO LIKE TROPHY WOMEN: The prettier they are the more psycho they are... only in the most rare cases will you find the one who isn't.. even then she still requires a lot...
    destinyisfate destinyisfate 22-25, F 3 Responses 1 day ago

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    I was standing in the kitchen. Someone found something I REALLY dont like today. One of dads friends. Some girl is here to make dinner and take Jake to lacrosse. She's making...
    deleted deleted 26-30 a week ago

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    I don't know why I do it to myself, but it's a vicious circle. I feel bad about myself, I have sex with someone who couldn't give a **** about me, I'm left feeling empty and sick...
    Destrxctive Destrxctive 16-17, F 2 Responses Mar 24

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    Im about to get diverse but I don't want to stay alone. I have no family here and even though there's barely any love left i hate this feeling. I told her to move out, but every...
    Andre77 Andre77 22-25, M Mar 26

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    Ya I've killed....with my good looks!!! Ooo seriously why do they have this category if someone really did kill someone wouldn't they be in jail or if it was they line of duty like...
    kendralyn kendralyn 18-21, F 1 Response Mar 30

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    First I thought I was bi,but now I'm not so shure .i find myself really attracted to girls but never to boys.Im afraid to come out,every time my friends talk about lesbians there...
    crazcat97 crazcat97 13-15, F 2 Responses 1 day ago

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    First watching someone take that last breath was on the interstate after crash. I've seen dead solders in Iraq they were dead a few minutes by the time I got there.
    Readytorun567 Readytorun567 26-30, M Mar 21

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    I can't count the people I've watched die. No, I'm not a murderer. I am a registered nurse who cared for sick people and many dying in hospitals. Most of the people were elderly or...
    SanitySister SanitySister 41-45, F 5 Responses Mar 21

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    Well i don't know about that. But i saved two little boys who were tangled in a large wild shrub (like 2X3m) of thorns. They were stuck for 2 hoers and i heard them. I went there...
    LunaOanaAris LunaOanaAris 16-17, F 1 Response Mar 23

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    You have a past but it’s just that nothing to regret you’ve made mistakes you’ve fell and risen you’ll make mistakes again but you recognize that which is one of many...
    Danielswifeisrighthere Danielswifeisrighthere 18-21, F Mar 29

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    You are a lost king though at times your approach may be rough I will never leave you even though I have you it doesn’t feel like enough I, contemplate what my short life was...
    Danielswifeisrighthere Danielswifeisrighthere 18-21, F Mar 30

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