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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. 787 People

    Telling someone is so different every time.

    My family know but never mention it after I came out to them tho for awhile none called me or invited me over and I never tried to contact them because I wasn't sure if they would want me to. My first wife left me when she found out and my second wife told me she could handle it...
    amandatrane1 amandatrane1 51-55, T Jul 16

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    So Sunday I was going to tell my GF

    that I am a cross dresser when she came home from her trip home. When we got home from the airport she sat down I fix her a glass of wine and she said I have something to tell you. She told me she did not go home to help her mother she went home to hook up with a guy she went to...
    Kamryn83 Kamryn83 31-35, M 5 Responses Jul 20

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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 with my ex grilfriend. Then A few days later I told my long time guy friend a.k.a my bor he was ok with it. then a week later i told my other bor he was shocked, but...
    mrd1977 mrd1977 36-40, M 1 Response Feb 17, 2013

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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 1 Response Jan 15, 2014

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    I Told A Female Friend

    I'm actually not even sure how I came to tell this woman, it all seems a bit vague now. This is a lady friend who I occassionally had sex with, she's a great girl and she was the first person to ***** me in my ***, I need to tell that story too some time cus god she was good...
    deleted deleted 26-30 2 Responses Aug 26, 2013

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    I told today to one of my female cousins

    that I trust everything. She is going to search for her school uniform and is going to let me wear it because I always wanted to be a schoolgirl. After some time I want her to go with me to a store to let me try clothes. I feel happy
    nicolecrossdresser nicolecrossdresser 18-21, M Jan 30

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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 simply want to find a girl who I can play dress-up with for fun. And just maybe if I get comfortable enough with it then we can...
    MysteriousLilMe MysteriousLilMe 22-25, M 2 Responses Dec 23, 2013

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    Taking A Chance

    I told my wife after three years of marriage that I was a cross-dresser. I tried to explain that after many many years since very young I had always had an urge to dress like a girl. At first she didn't take it well, I was afraid that I might lose my marriage over my secret. I...
    Rick5881 Rick5881 56-60, M Nov 2, 2013

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    Best Day Ever

    In an earlier story, I mentioned that I told a co-worker that I was a crossdresser. I was talking to her today, and she said that she would like me to come to her house and hang out with her and her girlfriend so that I can dress and feel comfortable being me. Needless to say...
    deleted deleted 26-30 16 Responses Mar 30, 2013

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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 bed in a pile.  I had forgotten to get them out of the dryer before she did laundry on Monday.  She didn't say a word...
    helpmerhondas helpmerhondas 61-65, M 21 Responses Oct 2, 2012

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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 dont know what to do, i feel im about to burst if i dont come to terms with it but no matter how hard i try i cannot...
    baz1501 baz1501 22-25, M 2 Responses Aug 23, 2013

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    I'm telling more and more people.

    The first person was my best friend, a woman whom I've known from a recovery program. We discovered that we often have the same issues but come at them from entirely different angles. For example, where I was a boy in a family that really wanted/needed a girl, she was a girl in...
    PennySterling PennySterling 56-60, T 3 Responses May 27, 2014

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    I Told My Sister

    When I was back in my home-country for holliday, I offcourse visited my family. One of those visits was to one of my three elder sisters. We were sitting there with my sister, her husband and son, talking about all things and we also had some photo's to show, which I had on a...
    laikagirl laikagirl 51-55, M 1 Response Aug 20, 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 black wedges. This particular jumper is a bit shorter than usual and ties in back . It feels so pretty. My hair and makeup came out very nice, and...
    1SarahAnn 1SarahAnn 46-50, M 3 Responses Feb 17, 2014

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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 home. So I got this new app on my iPhone called Whisper where you can tell your secrets and feelings to all other...
    STLCD STLCD 22-25, M 1 Response Feb 25, 2013

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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 year and a half I have prepped everyone. It started with getting my ears pierced. Everyone noticed and most questioned why and I told...
    0hBrandie 0hBrandie 41-45, M 4 Responses Mar 30, 2013

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    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 love to wear a skirt when I wanted. She just sat there looking at me and I carried on and explained that I think guys should be...
    0hBrandie 0hBrandie 41-45, M 3 Responses Jun 10, 2013

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    I Have Not Told Anyone Yet I Was Caught

    Is it me ? It seems to be more acceptable to come out Gay than to confess to crossdressing. I know my wife likes and supports gay individuals. But is repulsed by my crossdressing. She found out last year when she discovered some pics on my computer and it was shortly there...
    angiecan angiecan 51-55, T 7 Responses Dec 2, 2012

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    Only My Female Friends.

    i've told them mainly because i trust them but also because i want them to know the real me. i only got the 4 girls that really know me.
    robotredneck robotredneck 18-21, M 1 Response Mar 25, 2013

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    I can't live in the closet any more.

    Two people know that I dress, my wife and a very dear & close friend. As of today three people know. I came out to my eldest son today and he was fantastic, didn't freak out at all and was just "It's your life, do what makes you happy. Will have to tell my youngest son next...
    Monicatg Monicatg 51-55, T 2 Responses Dec 26, 2014

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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 not only did she take it well, we're now closer than we've ever been and I feel like it's only ever going to get better...
    STLCD STLCD 22-25, M 5 Responses Feb 25, 2013

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    I've told my wife about my cross dressing

    and she accepts me, but my best friend since 6th grade doesn't know. He knows everything else about my life but I want to tell him but I don't want to lose home as a friend he is like my brother I even call his mom my mom and consider her my mom anybody have any advice? Should I...
    Camocrossing Camocrossing 18-21, M 1 Response Jan 22

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    Hi everyone......i am a good looking male

    who likes to wear female clothes especially lehengas and sarees....i am completely straight and like to have female friends who would help me dressing and can donate me their used clothes......
    bhavna223 bhavna223 36-40, M Dec 8, 2013

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    I'm a 23yr old guy who till this point haven't

    dressed in a female attire except for nighties. I'm grieves with this pretty girl named Bhasi with whom I can share anything and everything. I've always felt any about sharing my CD secrets with anyone. But my urge for cross dressing increased intensively. And I wanted someone...
    RabiyaLove RabiyaLove 22-25, M 6 Responses Jun 22

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    This story is a bit long

    but I wanted to share ny experience so I hope you enjoy. :) Normally I'm a very closed person, I like to keep to myself and not let anyone know about my thoughts and I would never tell anyone what I do. Not untill recently anyways, I met a group of friends in a way (I will...
    YouCanCallMeLucy YouCanCallMeLucy 16-17, M Jan 25

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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 generally complemented her on the dresses she wore to work and we spoke a lot about many different topics.One afternoon I started a conversation...
    jml2000 jml2000 56-60, M 5 Responses Nov 20, 2012

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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 wanted some company for a drink and some chatting. She said sure so next I asked if she could keep a secret. She said sure what is it? I said...
    Lara659 Lara659 56-60, M 3 Responses Dec 29, 2013

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    i told my family three years ago i was a

    crossdresser. resently told a coworker and she wanted to see mee dress up. i gave here a fashin show over the phone. she said i looked nice.
    eddiepeasley eddiepeasley 46-50, M 3 Responses May 6

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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 because I was really lonely and I had this secret I've been keeping from literally everyone for over half my life and so not only did it...
    STLCD STLCD 22-25, M 7 Responses Jul 23, 2012

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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-girlfriends. From the time I entered college, the girls I dated with whom I had somewhat serious relationships all learned of my crossdressing. It's...
    BizSuitStacy BizSuitStacy 46-50, T 10 Responses Sep 14, 2012

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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 it could be helpful information in my treatment, I am much happier now living as a woman full time. Secondly...
    PinksWoman PinksWoman 61-65, T 3 Responses Sep 30, 2012

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    I recently told my best friend

    that I crossdress. I was very nervous as I told him. He asked me a couple of questions, but then didn't say much for the rest of the day. I later dropped him off at his house. After several days I was scared that he might never speak to me again, but I ignored the urge to...
    CDpantyman CDpantyman 31-35, M 1 Response 3 days ago

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    Had To Admit It! ;-)

    Please read our 'Featured' Story? Caught By A Really Good Friend...! Would really Love and Appreciate your comments!!! Liss (Melissa) XX
    deleted deleted 26-30 Apr 24, 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 wife about me dressing in my maids outfit and cleaning the house.
    sissyjamiegurl123 sissyjamiegurl123 46-50, M 3 Responses Jan 2, 2014

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    Find Crossdressing stories & Pictures www.

    TwistBox.inStory: NeerajaPart 1Part 2Part 3Part 4Story: Raj Turns RashmiPart 1Part2Story:Beauty ContestStory: Wife of ThomasStory: A walk in the ParkStory:My first Date Part1Story:My First Date part 2My StoryStory:Happy Being SisterStory:Birthday PartyLoved Being LathaStory...
    mounicacdcd mounicacdcd 36-40, F May 5

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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. She seemed really cool about it, so I told her the whole story. I expected the usual rejection, but she was very accepting. Since then we have spent...
    1SarahAnn 1SarahAnn 46-50, M 5 Responses Feb 8, 2014

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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 as well. I was living with him since I had loaned him the money for the down payment. One evening I put on a...
    PinksWoman PinksWoman 61-65, T 1 Response Sep 20, 2012

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    Related Experiences

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    Playwiththoughts Playwiththoughts 26-30, M 1 Response 5 hrs ago

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    I'm very happy I found this site – I'm glad for a venue where I can express myself and my so-called "secrets" without retribution or harm. I'm fully aware that most "Normal...
    wajh wajh 51-55, M 17 hrs ago

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    In the moment of getting upset and overreacting I upset people close to me even when I don't mean to. upsetting you hurts more than when you upset me.... people close to me are...
    clover01 clover01 13-15, F 1 Response 19 hrs ago

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    If you are going to be pervy or gross then I will block you?
    geegirl geegirl 16-17, F 1 Response 1 day ago

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    For continually asking me for nooode pics. And continually being told ...noooo Guess he's got the message now!
    MistyGoddess MistyGoddess 41-45, F 11 Responses 2 days ago

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    And by mistake blocked the wrong person now he deleted his account. Oh well
    cheekyhannah36 cheekyhannah36 36-40, F 5 Responses 2 days ago

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    Hi, this is my story about said topic.. thanks for reading, if you stick around to the very end .. it all started when i was about 4. . i "accepted Jesus into my heart", and it...
    tobeheld tobeheld 16-17, F 3 Responses 3 days ago

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    1. I have chicken pox (right NOW & it sucks) 2. I am pretty open 3. I am still friends with my exes 4. I'm not a great swimmer 5. I watch videos on FB and don't "like" them 6. When...
    Fuzzybear79 Fuzzybear79 36-40, F 1 Response 4 days ago