I Want to Tell Friends I Crossdress

Personal Stories, Advice, and Support 369 People

    I Did Tell Someone: How Did That Happen?

    Sometimes you gain a friend and you just know it's different. Sometimes it's romantic and you plunge into each others' depths, though perhaps with a bit of reservation, finding your way. Sometimes it's just friendship and you just sense the mutual trust straight away. I found a...
    Fullcircle Fullcircle
    51-55, F
    7 Responses Dec 21, 2010

    First One

    I came out to someone close to me. It was hard, but I was pretty sure before I told her that she would be accepting. We didn't get a chance to have an in depth conversation; but she wants to talk more, so I haven't scared her away. In fact, she said she was honoured that I chose...
    tpoh tpoh
    51-55, T
    2 Responses Jul 30, 2013


    im 14 and i crossdress. noone in my family or friends know i do. i want to tell my older sister but im very scared of the consequences. i am even more afraid of what would happen if the whole world found out. i want someone personal to know but im afraid they will think im a...
    deleted deleted
    Apr 5, 2011

    Hi. I'm New to the site

    and would enjoy chatting with you to about crossdressing and pantyhose in particular. Hugs. Annie
    annieinhose annieinhose
    46-50, T
    Jul 15, 2014

    Coming Out To My Best Friend

    I started Crossdressing when i about 11. I couldn't stop, the thrill if the bras and panties, dresses and everything overwhelmed me. I came out to my best friend today and she said she would help menwith my makeup! Haha Victory for this crossdresser! Amazing to finally have a...
    deleted deleted
    1 Response Jun 22, 2012

    Same Here

    I want to tell my family or just my sister I am not ready for friends but my sister can be a real ***** sometimes and i don't know how she would react. And my family I would tell them but I don't want my whole life style to change just the way I dress from now and again.
    sissylaura09 sissylaura09
    18-21, M
    3 Responses Nov 13, 2011

    Another Confessions...

    In the past few month, the things got some speed... I started wearing my female jacket openly, it means I wear it everywhere. Also started to wear womens clothes more openly.. But its not the main topic of this story. The main topic is, how I told to my friends I'm a crossdresser...
    VivienXX VivienXX
    26-30, T
    6 Responses Jan 27, 2011

    Not Necessarily Want To

    I have told my cousin and we're closer than we'd ever been before (not like THAT though... for those of you with naughty minds...) and I've told a good close family friend but I don't think I want to tell anyone else necessarily, at least not out of my current friends. I've also...
    22-25, M
    2 Responses Dec 4, 2012

    I Want To Tell

    I would love to have the courage to tell some friends that i Crossdress and wear panties all the time but i don't have the courage to tell them
    tammy2 tammy2
    56-60, M
    8 Responses Aug 3, 2010

    Would Love To

    i would very much like to tell friends and family but most are of the baptist faith and i know they would not take it well. i will dress always but keep it to girls jeans when around them. so wish i had the guts ti just tell them but as i love them i do not want to hurt them
    spaz1177 spaz1177
    46-50, T
    Jul 7, 2013

    Going Forward Out Of The Closet

    I've told my wife and a couple family members about my dressing. I am slowly getting out and about as Michelle and making friends. I would like to tell some of my old friends, but there are very few that I actually worry about whether or not they'll still be friends after they...
    MichelleKM MichelleKM
    31-35, T
    5 Responses Jan 24, 2012

    They Know !

    Hi, Yep tired of hiding ,told just about every friend and family member. Some now want to go out to places with me, can you believe it. Well it's all true . Love, Connie
    deleted deleted
    3 Responses Nov 21, 2011

    Internal Conflicts

    The notion of change can be a very frightening one. Especially when we are happy with what we have. The notion that someone that we love is going to change into someone else can cause extreme distress. Human beings are and always have been social animals and in that sense...
    Josie06 Josie06
    56-60, F
    5 Responses Jun 26, 2010

    Everything Ok

    well this is my sister finding out. she found out only hours before i was going to tell her. i think at first she was pissed that i used her clothes but later she said she loved and accepted me no matter what. i cant use any more of her clothes but said she would take me to the...
    deleted deleted
    Apr 8, 2011

    Confession Series Part One...

    Today I told one of my friend I'm a crossdresser. We know each other around a 9 month, but somehow I felt I can trust him. Okay, its wasn't my big plan for this day... So he asked me a few weeks ago, be him guide in my city. Okay we are good friends. I guide him through a few...
    VivienXX VivienXX
    26-30, T
    Aug 25, 2010

    Would Like to Tell All My Friends"i Crossdress"

    Really, I wish I had the courage to let everyone know that I Crossdress and have my whole life. The only thing that I would really like to change about my crossdressing would have to be having the ability to not have to hide it from others.  The first time I ever told...
    maidkimmy4u maidkimmy4u
    41-45, T
    2 Responses Sep 29, 2009

    But I've Gotten Realistic Over Time

    At a very early age I started with makeup, followed by clothes, followed by going out regularly, and it was a very lonely thing. I thought I was the only one in the world who did it but I had to. As time went on the loneliness got to me and there were many times when I wanted to...
    deleted deleted
    Jul 13, 2012

    I have been a crossdresser most of my life.

    But have just come out of the closet to my best & closest female friend. I was very scared cause it would have just crush me if I lost her! I wrote her a long email with questions that I think she would have asked about it. I even attached a picture with me in my pink/flowery...
    Lisalingerie100 Lisalingerie100
    Mar 22, 2015

    Want To Come Out And Crossdress In Public

    I dont know how to tell every one that i crossdress that i care for. I have been doing it for a long time behind closed doors and i dont know how they will take to it. I have had many experences buying womans clothing ialways tell the sales person that its for myself sometimes...
    roamer648 roamer648
    66-70, M
    2 Responses Jul 28, 2012
More Stories