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. 939 People

    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

    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

    I told my last girlfriend.

    I commented on the fact that her bra and panties didn't match. She said she needed to buy new. I told her that I had some that would fit her. We spent a couple of hours discussing it and her modeling some. She chose to keep seven outfits. I still have a lot.
    Thejannettearmet Thejannettearmet
    51-55, T
    Apr 14

    I have told my best friend (became boyfriend

    later and also husband to my sis) he gave me shock by pinching my cheek and breast saying that he saw my bra straps and always protected me. Now he is my brother in law as I married his sister and he married mine.
    deleted deleted
    26-30
    1 Response Dec 12, 2015

    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...
    deleted deleted
    26-30
    4 Responses Jul 20, 2015

    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, 2015

    I have done that only once.

    unless you are referring to this site and other's like it. There are a lot of people who know because they have seen me in femme. But only one I told in person. It did not go well.
    rlt171720 rlt171720
    61-65, T
    Nov 3, 2015

    I overheard a woman in an adult store asking

    the manager about transvestites. Being one I found it interesting enough to follow the two of them across to the magazine rack where he opened several to show her and listen to her questions and his answers. Finally after he left to take care of something else before blushing a...
    amandatrane1 amandatrane1
    51-55, T
    2 Responses Dec 29, 2015

    I'm back with another.

    I told you that my secret is revealed to my best friend. My neighbor girl sirisha. She's a bomb for a guy who wants shory girls. You can imagine Alia bhat in southIndian fairness to her. Shebused to be my girlfriend and sometimes we used to play character changing. Yesterday...
    deleted deleted
    26-30
    2 Responses Dec 13, 2015

    WELL TO START WITH THIS HAS BEEN A WONDERFUL

    DAY.I CONTACTED A DEAR FRIEND OF MINE TO SEE WHAT SHE WAS DOING TODAY.THIS WAS THE BEST THING I HAVE DONE IN AGES.SHE TOLD ME SHE WAS GOING TO RUN TO THE HOSPITAL TO SEE THE LADY THAT SHE IS TAKING CARE OF,THEN SHE WAS GOING TO SEE A FRIEND IN TOWN.WELL WHEN SHE FIGURED OUT SHE...
    Marigail2015 Marigail2015
    51-55, T
    7 Responses Oct 7, 2015

    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
    22-25, M
    1 Response Jan 22, 2015

    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 Aug 1, 2015

    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
    51-55, M
    Feb 17, 2014

    Recently, I had to tell my wife,

    because of her finding a piece of lingerie. I won't go into it deeper. A long time ago, I opened up to another guy, who I believed was gay. I think he believed I was gay too. I'd been drinking, and he came to my apartment after he got off work. He showed up, I was wearing...
    1della 1della
    46-50, T
    Nov 13, 2015

    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

    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

    I have told people I love wearing keds

    and leggings and crossdressing
    sheelawhitekeds sheelawhitekeds
    31-35, T
    2 Responses Oct 7, 2015

    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
    4 Responses Dec 29, 2013

    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, 2015

    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
    51-55, T
    9 Responses Sep 14, 2012

    A couple of weeks ago,

    I wore my black dress to a dinner event with about 100 people. I wore very sheer black pantyhose and 4.5 inch heels with it, visibly as a man. This was the first time that these people who all know me have seen me in a skirt or a dress. This was a VERY public debut where I...
    skirtsnhose skirtsnhose
    41-45, M
    3 Responses Aug 7, 2015

    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

    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
    61-65, M
    5 Responses Nov 20, 2012

    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

    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
    4 Responses Jul 23, 2012

    Well I told my step mom this weekend

    that I'm a cross dresser and all she had to say was "well so is your dad"
    Camocrossing Camocrossing
    22-25, M
    1 Response Aug 23, 2015

    I just told my old friend from high school

    that I used to dress in women's clothes. I told her that I haven't dressed in a long time even though I live in my own apartment and no longer stay with my parents. I've just been too busy with my job in order to have any time to crossdress or do anything I reallly want to do...
    CDMichelle16 CDMichelle16
    18-21
    Aug 6, 2015

    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
    1 Response Dec 23, 2013

    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

    Yes, I have told lots of people about my secret.

    In fact, by now, it's hardly a secret any more. The key is to tell those who have a need to know. And, when you do tell them don't be embarrassed or the listener will be embarrassed for you. Be as truthful and honest as possible. Some won't be able to deal with it and could...
    lindatv1266 lindatv1266
    61-65, F
    Oct 6, 2015

    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
    51-55, M
    3 Responses Feb 8, 2014

    THIS IS JUST AN UPDATE TO MY STORY I WAS CAUGHT

    WEARING GIRLS CLOTHES I'M A GUYWELL TONIGHT I SAT WITH MY AUNT AND TALKED TO HER ABOUT MY CROSS DRESSING.SHE WANTED TO KNOW WHY AND WHAT MAKES ME WANT TO DRESS AS A WOMAN.I ANSWERED HER HONESTLY AND TOLD HER THE BEST I COULD .SHE SEEMED PLEASED TO KNOW THE TRUTH.I THINK SHE HAS...
    Marigail2015 Marigail2015
    51-55, T
    5 Responses Oct 1, 2015

    yesterday i invited a frend frum dance class to

    come with for my lil sisters housewarming today . i showed my lil sis my spoty dress pic and she said its legit ! like i could make money doing that ! ^_^ <3 . lol :D .. and i showed the pic to my frend n she was okay with it too :) ^_^
    cdwishimatgurlCalandraBelle cdwishimatgurlCalandraBelle
    36-40, T
    2 Responses Feb 27

    I've Told Someone About My Crossdressing Secret,

    My Ex Who Just Happened To Be Bisexual and Very Aggressive In The Bedroom.Hun,Let Me Tell You That When I Confessed To Her.She Was Absolutely Excited About It and Said To Me,"I've Always Wanted A Bf Who Was "Gay".."I Said Hold Up Hunni Bi Yes,Gay No". After That Moment,It Seemed...
    deleted deleted
    26-30
    1 Response Jan 26

    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

    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
    12 Responses Jun 22, 2015

    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, 2015

    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, 2015

    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
    13 Responses Mar 30, 2013

    I am trying ...... to express my feelings

    and who I am inside but worrying if they misunderstood me and if they start avoiding me ...,??? I don't want to loss my friends , family member, etc who are around me who is close to me ....... give me suggestions ep members plz
    deleted deleted
    26-30
    1 Response Aug 6, 2015

    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

    I have been crossdressing

    for a number of years now so people in my hometown know I don't mind donning a frock when the opportunity arises. I also have been writing about my experiences developing my femme personality which is a kind of personnal blog that I keep for my own sake. I came out to my cousin...
    Cherridarling Cherridarling
    56-60, M
    1 Response Oct 15, 2015

    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, 2015

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