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I Want to Someday Be a Passable Crossdresser

Personal Stories, Advice, and Support 296 People

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted 26-30 Dec 30, 2015

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    Passable

    Yes this is a goal for me. I am uncomfortable with my girly side going out. I can make myself passable at home and I have went out at night. But I would love to pass as a female in broad daylight. I would love to go shopping as a woman. I sometimes think I could pass but I just...
    LisaMichaels LisaMichaels 41-45, M 6 Responses Apr 1, 2009

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    Enough Is Enough

    For my entire life I have been crossdressing in secret. Each time I get an opertunity to dress I do it quickly  and change back to boy clothes very quickly to avoid getting caught. after dresing I am always filled with shame discust and remorse. But now I realize that the...
    BrianaStix BrianaStix 22-25 2 Responses Oct 20, 2010

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    I Am Not Sure If The Title Is Appropriate.

    Like, this title of the group suggests to me that one wants to be passable as a guy in a dress.One must forget the male inside completely.The aim is to pass as a WOMAN, not as a crossdresser.Having in your mind that you are a crossdresser (ie,a guy in a dress) while outside in...
    RobynTheBeautiful RobynTheBeautiful 41-45 1 Response May 22, 2011

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    On My Own

    Life and job changes have afforded Penni to be the woman she always knew was there lurking beneath the surface. Not much to report now but it's only going to get better and as they say practice makes Purrrrfect!!! Stay tuned....
    pennitkr pennitkr 46-50 2 Responses Sep 1, 2012

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    Not Me

    i want to pass as a woman someday not a crossdresser
    spaz2692 spaz2692 46-50 1 Response Oct 3, 2011

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    I'm working on building my wardrobe

    and learning makeup. Been doing online research and talking to my gf about it. Hopefully soon to at least take a trip out.
    sandrasweetie sandrasweetie 31-35, T Jan 3, 2014

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    Related Experiences

    You know someday for all of you out there,when you do make it and I do mean become big.Always praise yourself and not owe **** to anybody on earth,because there will be people in...
    mrphresh25 mrphresh25 22-25, M 2 hrs ago

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    Hm, I'm just thinking how by the age 40 I probably won't have kids let alone a husband. At the very least, I want a family of some sort, or support. Friendships mean nothing when...
    surfaceme surfaceme 70+ 4 hrs ago

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    It'll happen someday so i'll just patiently wait till it does.
    Theguy0298 Theguy0298 18-21, M 4 hrs ago

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    So would you like to be seeing a psychiatrist? Or become depressed? Because that's the path that you will take if this is a box that you have ticked. So no, this is the one thing...
    Trainedheart Trainedheart 31-35, F 9 hrs ago

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    I am bisexual but strongly prefer women as well as can see my future with a woman. My current partner wants nothing to do with children at all- no even in the future. It pains me...
    goingnowhere5 goingnowhere5 16-17, F 1 Response 14 hrs ago

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    I am glad to hear that there are women out there accepting their husbands as crossdressers . They are part of a small amount of women. Once they find out, they run away, think we...
    lvrofhose lvrofhose 56-60, M 1 Response 1 day ago

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    Any tgirls or crossdressers hit me up.
    luvtgcds luvtgcds 41-45, M 1 Response 2 days ago

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    I wanna meet a girl that'd like a crossdresser life partner on any terms
    sissyslaveofladies sissyslaveofladies 22-25, M 2 days ago

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    somedays even getting out of bed feels too much effort...just one disappointment after the other. Honestly if i were to disappear tomorrow ...i dont think anyone would care...
    OurUltimateHope OurUltimateHope 18-21, F 1 Response 2 days ago

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    I love to think about all the different countries I'm going to travel to someday. I would love to travel to the Asian countries mostly, and some European ones too c:
    lilykitten1998 lilykitten1998 16-17, F 3 Responses 5 days ago

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    I'm very assuming that my life here isn't easy I just think the way I am and I think someday I'll be out here and never return. so I was like a hard rock in the past I can't feel...
    aereuz2 aereuz2 16-17, M 5 days ago

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    ask me questions about islam and i will answer you and maybe i can help you convert someday
    loveislamforlife loveislamforlife 13-15, F 6 days ago

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    I read an article recently over 'unhealthy soul ties'. It's a warning I've heard before for young ladies cautioning them against giving themselves away sexually. The article stated...
    ijustneed2talk ijustneed2talk 46-50, F 4 Responses 6 days ago

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    Wow, the title of this group sounds desperate and almost pathetic, yet is this not a fundamental and universal human need? No one should be made to feel embarrassed by it. Why...
    sadlyalone2 sadlyalone2 46-50, F 12 Responses a week ago

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    I thought it might be a little narcissistic to do one of these but I love reading them so I figured, why not. Here goes. 1. My name is Spencer 2. I'm a senior in high school 3...
    JerseyBoy16 JerseyBoy16 16-17, M a week ago

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    Randomly stumbled across this. Yeah, I too want to be loved. Valentine's Day is not exactly helpful, although I try not to be one of those anti-Valentine people and just try to...
    starling156 starling156 18-21, M a week ago

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    If I could I would love to start a life of a traveler, No one place to call a home. I envy people who have the courage to leave their old lives, pack and see where the road takes...
    iEmperorking iEmperorking 18-21, M Feb 4

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    I want to do a lot of things. I want to help people. I want to inspire them. Well atleast try to. There are a lot of things going on my mind right now. The one main concern is that...
    Avanya Avanya 18-21, F 2 Responses Feb 2

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    I want to get married someday to a beautiful woman
    Anthony2400 Anthony2400 22-25, M Feb 2

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    Me. I am me myself and I. I have made myself a wall. An unbreakable wall. A wall so high and so strong it can only be broken by guided hands. My wall protects me. It protects me...
    FragileButterfly565 FragileButterfly565 22-25, F 2 Responses Jan 31

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    I always knew I wanted kids. When I turned 33 the maternal urges hit me like a brick wall. I would pine after people's babies. I would feel pangs of envy passing pregnant women- an...
    mommyatheart mommyatheart 36-40, F 9 Responses Jan 31

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    i don't think i have the courage to do it on my own but i think i would enjoy and love being able to travel the world. Someday it'll totally happen.. Can't wait.
    shecanonlydream shecanonlydream 26-30, F 3 Responses Jan 30

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    I want to find a gurlfriend that wants to get together and have sex and just enjoy each other's company, I find other crossdressers irresistible
    Jamiegirl12016 Jamiegirl12016 56-60, T Jan 29

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    Leave, to never look back, doesn't matter even if i get lost, atleast i'll be far away.. coz these voices around me and in my head are getting stronger, again, clashing with what i...
    ChaoticAbyss ChaoticAbyss 26-30 Jan 29

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    Being the man in the relationship or being the play toy sissy in her life. Crossdressing in front of your girlfriend can be the end of your relationship or life time of being...
    KatrinaBoyer41 KatrinaBoyer41 41-45 6 Responses Jan 29

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    I'm In Dire Need Of A Local Crossdresser Whose Local (In/Around The Charlottesville Virginia Area.Who I Could Possibly Host and Dress and Get All Dolled Up With.It Would Be...
    BiggBeautifulBri BiggBeautifulBri 46-50, M Jan 29

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    Crossdressers have always facinated me. So I enjoyed seekng them out in chat rooms hoping to find one showing off on a webcam. One particular night the chat room was dead. No...
    chrissyk48 chrissyk48 46-50, M 6 Responses Jan 27

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    Someday. Definitely not yet. But hopefully in the next few years. I mostly know how to take care of a child due to helping take care of my niece for almost three years.
    theguywiththeredhair theguywiththeredhair 18-21, M 1 Response Jan 26

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    My experience started with an accidental meeting with a cd prior to my ever going a thought about the lifestyle. I have always adored and respected the ladies and still do. My last...
    imacd4me imacd4me 51-55, M 1 Response Jan 26

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    I want to escape from it all.. Go on my own voyage.. See where this plan actually takes me. I've always thought about this but fear pulls me back and disappointments. I should do...
    yasminesaleh00 yasminesaleh00 18-21, F 1 Response Jan 25

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    i love talking to crossdressers it's such a huge turnon when guys dress like girl hmu
    jakeypoo96 jakeypoo96 18-21, M 3 Responses Jan 25

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    I'm an Indian crossdresser, who got the habit of wearing gagras and patialas
    ASanjanaSharma ASanjanaSharma 22-25, M Jan 25

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    I want to lay on a table for a woman who loves my stomach to lift my shirt and lower my pants and have her way with every inch of my midriff using her long, skinny, cold fingers...
    TicklishBellyBoy TicklishBellyBoy 18-21, M Jan 24