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I Want to Someday Be a Passable Crossdresser

Personal Stories, Advice, and Support 233 People

    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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    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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    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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    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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    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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    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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    Related Experiences

    I'm bored but I feel like I can't do anything productive lately, so I guess I'll just write down some random things about me here. I pick 50 because 100 things about me is just too...
    Laluna29 Laluna29 70+ 1 Response 7 hrs ago

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    Yeah i want to date one and screw one prefferably with a female ... It's hot to me i'm really into crossdressers
    Kono1870 Kono1870 22-25, M 2 Responses 17 hrs ago

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    i am a crossdresser. i like wearing female clothes,makeup,jewellery... i wear my moms saree, petticoat, nighty as i dont have a sister ..am really feminine and i like doing...
    Anjanacd Anjanacd 22-25, M 3 days ago

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    I've always loved crossdressers! I've learned half my makeup tricks from them. They're gorgeous, and definitely my "crowd". I've noticed half my friends are drag queens...
    muckwitch muckwitch 18-21, F 2 Responses May 5

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    I am finding it very hard to figure out where I fit in the grand scheme of the gender spectrum. I would say that I more fluid and don't hide myself that much no matter how I am...
    JessicaMarie35 JessicaMarie35 36-40, T 7 Responses Apr 27

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    I would love to be in a group of women & pretty passable mtf pre-op TS's and be "sensually fem dom'd".
    chaztrisexualnow chaztrisexualnow 46-50, M May 4

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    any crossdressers want to chat?
    jallen93 jallen93 18-21, M 4 Responses May 6

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    Hi 14 year old crossdresser here anyone want to chat?
    Michael2000K Michael2000K 13-15, T May 10

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    I'm a writer and I love it! I have a lot of stories I've written and some I want to publish someday. There's this one love story that is almost complete, I have the characters and...
    DiamondInTheSkye DiamondInTheSkye 18-21, F May 11

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    When I heard the word 'Someday' used to think it represented the exciting things to come that grew more within my reach with each passing day. I guess I always knew it would be...
    AnnieRowe AnnieRowe 16-17, F 1 day ago

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    Looking for crossdressers in the fort Myers Florida area
    booboo74 booboo74 36-40, M 1 Response May 3

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    I think there's something sexy about a crossdresser in a short skirt
    jryall500 jryall500 41-45, M 2 Responses May 7

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    I had this beautiful girlfriend who had no idea about how much I love to dress up. It killed me a little inside to keep that part of myself from her. It almost felt like not...
    kins101 kins101 26-30, M 4 Responses May 11

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    i am a straight male crossdresser. i have always been attracted to women and and am very comfortable with my cross dressing desires. Oddly though, i've always had this "desire" to...
    quirkysquirt9 quirkysquirt9 18-21, M 9 Responses May 11

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    Here’s my 50. Don’t take me too seriously. I sure don’t. 1. I am nobody you know, which means I’m not really pretending to be a really hot lesbian. 2. Don’t get me wrong...
    azenithapproaches azenithapproaches 70+, M May 15

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    I would love to dress up and play with another crossdresser we can be *****
    twistedfrek twistedfrek 36-40, T May 17

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    So I just discovered that I have high estrogen levels. To my crossdresser me(15%) that means yay more enhanced boobs! But to the other side of me(85%) that means oh yay all my...
    fizzy711 fizzy711 13-15, M 1 Response a week ago

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    I love crossdresser a they make me so hot
    hannah357 hannah357 18-21, M 5 days ago

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    somewhere in a deep forest..or a beach...where there is only silence..birds chirping..wild sounds of cricket..and some food.like meat..which i will grill and have with schezwan...
    postNIRVANA postNIRVANA 18-21, M 1 Response May 1

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    No children deserves to be abandoned. I want to adopt a child someday, while still will have my own children. I believe that orphanage will never be a good home for them.. They...
    FreakingLlamas FreakingLlamas 22-25, M 2 Responses May 2

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    After being stuck in the same, seemingly endless broken cycle. I feel as if the only way for hope is to break free of the ordinary; I don't have roots, maybe someday I could. I...
    LivingToLearnLearningToLove LivingToLearnLearningToLove 22-25, M 1 Response 6 days ago

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    Basically this is going to be a short story of when i tried to come out to my mum last year... i wrote her a note/ letter and sat beside her as she read it, because i knew i...
    Tyrone147 Tyrone147 18-21 9 Responses May 14

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    Someday everything will make sense. So for now, laugh at the confusion, smile through the tears, and keep reminding yourself that everything happens for a reason, even though we...
    Mcinacann Mcinacann 41-45, F 1 Response Apr 29

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    I have found dressing in what society calls women's clothes just feels good. And I enjoy it. There is no need for excuses other than that. The clothes are more colorful and tactile...
    freddyshirley freddyshirley 51-55, F 9 Responses May 1

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    I've always secretly liked crossdressing and always wanted to meet a crossdreser, maybe even get together with one? But I'd deffo love to chat!
    Propsta84 Propsta84 26-30, M May 8

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    When I was 17 year old, my family sent me to summer camp for boys. It was suppose to be a “man up” kind of thing. The nights were cold and the days were hot as hell. By the...
    PinkISpunk PinkISpunk 18-21, T 5 Responses May 10

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    Hello all, this is just a short little story about me over the past few months and today. Over a long time there, i hated myself for dressing. then at a stage i was under dressing...
    Tyrone147 Tyrone147 18-21 7 Responses May 11

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    Anybody know where to buy wide crotch gstrings? besides victorias secret? I love my panties but when I don't want panty lines and I want a gstring, where should I go for cheap?
    DanielleSweetcheeks DanielleSweetcheeks 18-21 2 days ago

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    Even though there is that initial fear of being seen by someone whom I do not want to see me in femme. There is that satisfaction of the feel of the nylons, heels and so on and so...
    rlt171720 rlt171720 61-65, T 1 Response Apr 28

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    If you like in Houston Tx, Humble Tx, or Atascocita Tx, message me if you wanna have fun with a crossdresser;) Be ready to get your fantasies become reality;)
    secrettCD secrettCD 18-21, M 2 Responses Apr 28

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    I need more cross dressing friends, sitting here in my cute skirt n tank top if n e one wants to chat :)
    littlejoey4190 littlejoey4190 22-25, T 6 Responses Apr 30

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    any cross dressers want a chat
    crossdresser1065 crossdresser1065 13-15, M 1 Response May 9

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    Yes I do so much love it!When I'm feeling feminine and wearing lingerie I feel like I just want to stand on the street corner and say "Look at me!"I love the feeling of being...
    silkydrawers silkydrawers 46-50 5 Responses May 12

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    Just had the second dream about cross dressing 2 days ago, so I thought I had better get it written before I forget it. This one was shorter but again, I didn't want it to end...
    jamie50 jamie50 51-55 2 Responses May 16

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    yes i love masters and daddy's but i would still like others crossdresser sissy friends to share advice and things with too
    candysissyfag candysissyfag 26-30, T 1 day ago

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