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I Cant Resist Crossdressing

Personal Stories, Advice, and Support 1,567 People

    A Sissy Is Always A Sissy

    i began my journey as sissy when i was 12 the only men in my family died so i was alone i Surat reading some sissy stories without **** and after i start seeing some stories with **** then finally i had one thing to say a sissy has raised in this world
    SISSYLEILA SISSYLEILA 22-25 3 Responses Sep 27, 2013

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    Mistress has been making me shorter

    and shorter dresses, and having me tan my legs too. She likes to set out my dress, heels, and hosiery every night for me to slip into the next morning. I will have a 30 inch hem length for all my dresses soon, and I will have to start wearing high-cut pantyhose to keep my legs...
    Plugslave Plugslave 31-35 3 Responses Jul 9

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    Crossdressing Urges

    Iam another person who cant resist crossdressing. When i look at my collection of womens clothes they seem to scream at me telling me to "put me on". When i crossdress it helps me forget about the world we live in at the moment and helps me to relax. The feel of the lingerie...
    gownlover gownlover 56-60, M 18 Responses Jan 21, 2012

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    Ten years ago I would have used the word weird,

    and many other similar words to describe cross dressers. However that has now changed, I use words like delectable, mouth-watering, erotic and mmmmmmm. My true desire is lingerie, especially my wife’s, with her full approval, but occasionally I can be found with a dress or...
    kinkycoupleuk kinkycoupleuk 46-50 7 Responses Aug 6

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    I Cross Dress

    I started cross dressing when I was about 5-6, I would take my sisters clothes and try them on in the bathroom. When I turned 10 I started collecting clothes, first it started with just panties, then bras and panties and now it's filled with a few shirts bras and mostly panties...
    usarmyrangers usarmyrangers 13-15, M 3 Responses Sep 6, 2013

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    There's no better feeling

    than wearing girls underwear
    Jess967 Jess967 18-21, M 8 Responses May 11

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    I tried this once or twice

    because it feels nice to be all feminine, only problem is when I look in the mirror I'm really not happy with how I look, can anyone give me any ideas or talk to me about, I would love to be able to relate to someone :), I love feeling girly !
    reecie38 reecie38 18-21, M 7 Responses May 20

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    I now have 6 dresses

    and 10 pairs of high heels, with more dresses coming I am sure. I just love the idea of wearing only dresses and high heels every day while I am with my mistress and at the studio office. The ladies love to have me do a catwalk for them when I first show up to work. I love the...
    Plugslave Plugslave 31-35 4 Responses Jul 12

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    I went dress shopping

    and found a short little summer dress in black with a lace back, and a nice flared skirt. I love slipping into it and zipping the exposed zipper up my back. I wore sheer thigh highs in a honey brown, and black slip on open toe heels, and this little dress makes my legs look so...
    Plugslave Plugslave 31-35 2 Responses 8 hrs ago

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    Dressed Everyday

    I am 54, when I get home from work every day I get changed into tights and skirt or dress. I cook dinner for my wife and we spend the evening both in dresses and tights. At the weekend I rarely wear men's clothes. I am very happy. But would be happier if I could go to work...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 13 Responses Nov 14, 2012

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    I finally told my sister about my cross dressing

    and she let me wear her things :-)
    Zlayer99 Zlayer99 26-30, M 9 Responses Jun 22

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    I do it as second nature now,

    and I always wear lingerie of some kind underneath whatever I am wearing. I often stay dressed in a dresss and heels while I am home doing my house work and cooking.
    Plugslave Plugslave 31-35 9 Responses May 3

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    Soft And Silky

    Not feeling so good today, I've got a head/chest cold. Stuck at work and just want to be in bed wearing something soft and silky instead of my drab work clothes :(
    SissyErinn SissyErinn 36-40, M 3 Responses Nov 14, 2013

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    I have tried to just forget about dressing up,

    which might last a year or few months but I always end up coming back to putting on those sexy clothes.
    hoseguy616 hoseguy616 31-35, M 10 Responses Jan 31

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    ME

    its in me its been that way since I was 14, why, I dont know why ??????? I live my life as a man Then why do I want to dress as a woman when I can ???????? Do I want to be a woman.....No am I gay.....No
    amber8642 amber8642 51-55 7 Responses Oct 21, 2013

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    Im starting crossdressing any old dress skirt

    wigs shoes will b a big help i can pay for post if u wish
    crossdresskatie crossdresskatie 22-25, M Dec 8, 2013

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    I was bisexual as a young man

    but what I learned I found to be my biggest turn on happend while with a bi friend. I went into my bedroom a looked into my bathroom and I was shocked to see my friend putting on make-up a dressed in a skirt. I was so turned on he asked if I wanted to try on a outfit? Boy did I...
    LexiMX81 LexiMX81 31-35, F 12 Responses Jul 16

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    Im to the point now inmy life you are either

    for me or against me. everyone knows i crossdress and i dont care if you like it or not :) im me
    glenrich9908 glenrich9908 26-30, T 1 Response Jan 18

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    Every week or so I change my mind about

    crossdressing. I think its weird and stop, and then later the urge to crossdress returns. I believe it will never go
    kylexdress kylexdress 13-15, M 9 Responses Aug 4

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    I started at 7 years old .

    I am now 53 and have now become obsessed with dressing even in front if my partner
    dab2230 dab2230 46-50, M 4 Responses Jul 8

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    Since my breakup with my pantyhose loving

    girlfriend, I have had more time to indulge in love of crossdressing. Tonight, I drove home from work in my black dress and black STW pantyhose with no panties. I also wore my 5" high heels. I cannot how women drive in heels. It was quite a challenge, but I got home safely. It...
    wolfordlover wolfordlover 41-45, M 9 Responses Jan 9

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    How It All Started

    this is exactley what happened to mehttp://sissysadie.tumblr.com/post/42209034099/the-sissy-transformation-process-how-straight-men
    ltltlt ltltlt 18-21 1 Response Sep 29, 2013

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    Addicted To Crossdressing

    Hello I am Madame Eva Evil & I am positive you are excited meeting Me. I am a homosexual crossdresser,dominatrix,fetishistic,sadist,egomaniacal,arrogant,haughty,aloof,cruel,unrepentant,selfcentered,vicious,perverse,evil,cold,unconcerned,diabolical,demanding,superior,seductive,man...
    evaevil evaevil 41-45 7 Responses Nov 20, 2012

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    I Love It I Love It I Love It

    Yes I love to wear dresses and skirts along with other clothes designed for females. You noticed I said clothes not dressing as a woman. Years ago everyone wore dresses and skirts. As a man I'm claiming my desire to go back to when clothes felt comfortable. I tried of strapping...
    Adam59 Adam59 56-60, M 5 Responses May 5, 2012

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    notalways notalways 18-21, F 1 Response Feb 3

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    Modeling For My Wife

    It happened last night. I came home from work and changed my clothes. I put on a wrap around towel that looks like a skirt when it is fastened. She saw my a let a little laugh. I aske her what was funny and she said your skirt. I grinned s little. Little did she know that I...
    Adam59 Adam59 56-60, M 4 Responses Mar 10, 2012

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    Once You Have Tryed It There's No Turning Back!!!

    I normally manage to hold off for a couple weeks some times a month if I'm lucky at a time but when I come to see ungaurded clothes it is hard to resist it takes a great amount of effort to advoid it. Its like smokers have urges to smoke and it is very hard to stop or quit and...
    sissylaura09 sissylaura09 16-17, M 13 Responses Jan 25, 2012

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    over the years I have thrown out many clothes

    only to go get more this is costly. I have now come to love my fem half and wear my clothes when it is safe t do so
    jamie172 jamie172 46-50, T 8 Responses Jul 20

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    Yesterday started out like most days.

    I get up in the morning and take a number of my nightgowns, negligee sets out of my closet and put each one on until I find the one I want to lounge in that morning. I was just getting into it when my daughter called and asked me to babysit my 23 month old grandson. I...
    silkydrawers silkydrawers 46-50 2 Responses 2 days ago

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    susspender susspender 41-45, M 13 Responses Jul 4

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    I Love It And Hate It

    Hello all, I am about to turn 57. I never thought i would continue this long. I am hopelessly adicted. My current wife does not know, or at least if she does she dosrnt let on. My story begins a age 6. My mom was a seamstress. One time she was making little girl dresses. She...
    jenifer6 jenifer6 56-60, M 6 Responses Sep 22, 2012

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    I Started Slowly

    I started at a very early age but started slowly. I started with the sears and JC Penny catalogs looking at the women in their lingerie and girdles.  I loved the look and so I started exploring my mother's lingerie drawers and started wearing her pantyhose and girdles.  I just...
    KimmiCD KimmiCD 41-45, T 17 Responses Jan 27, 2013

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    Why would I want to try

    and resist doing something that is so me, and I love doing so much?
    teachme383 teachme383 41-45, T 3 Responses Feb 27

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    I wish I knew why it is

    so hard but I have tried giving up crossdressing several times. The problem is, you can't live under a rock and not see women walking around in cute outfits all the time. For me, it is even harder since my wife dresses nice all the time. So the thoughts always come: that's cute...
    cddude75 cddude75 51-55 9 Responses Dec 9, 2013

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    I was buying a pink shortish skirt in the local

    Oxfam shop two weeks ago, and the (very attractive) lady behind the counter said jokingly "It's not your colour." She couldn't have been more wrong, of course, as I was buying it for myself 'cause I knew it would go nicely with the pink top I had bought a few days before. Such...
    ChloeCarlisle ChloeCarlisle 51-55 7 Responses 3 days ago

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    First outing as female with a bunch of people

    around, yeah i had that down.
    glenrich9908 glenrich9908 26-30, T 3 Responses Jan 18

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    Hey ladies; I wasn't quite sure

    which group to put this in but here it goes. I need laundry help; I never usually do my own laundry, so I'm not sure how to do my feminine wardrobe, I have a fairly large wardrobe, but how do u wash the different fabrics , all the different colours, or do you throw all the...
    JessicaCD20 JessicaCD20 18-21, M 2 Responses Aug 3

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    fercrox fercrox 46-50, M Apr 6

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    I do love to wear lingerie,

    but it seems I only get turned on by wearing my wife’s lingerie. She supports and encourages me 100%, and she generally always buys herself two sets, both of which she will wear herself. This means we can wear matching lingerie together. I generally have a shower when I get...
    kinkycoupleuk kinkycoupleuk 46-50 5 Responses Aug 12

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    hi as i have put in my blogs many times about

    crossdressing and sexual strangle i can now say my life took a turn for the better as i have had the good fortune to meet a new partner who loves me dressing up in erotic outfits she does the same she loves to put her hands round my neck and strangle me and allows me to do the...
    raysst raysst 61-65, M 2 Responses Apr 27

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    Got into my sisters bikini

    and loving it!! Pink frilly bottoms with white and baby pink stripes and a frill top with stripes and polka dots!! Lovin this
    Jess967 Jess967 18-21, M 3 Responses Apr 8

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    I wish a women would talk to me about women's

    clothes since I love wearing and talking about them.
    thestifmeister thestifmeister 22-25, M 4 Responses Aug 11

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    Related Experiences

    Hello everyone I am a 19 Year old Male who previously got addicted to crossdressing. I am strait but for some reason love to wear females clothing, I have tried on several of my...
    MsLexi MsLexi 18-21, F 1 Response 3 days ago

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    Cuffed and detained during the holiday season. I wasn't really caught in the act of crossdressing but I was caught with the clothes for crossdressing. I actually had told this...
    banannasplitz09 banannasplitz09 22-25, M 3 Responses Jul 31

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    Hi my name is ben I, live in swansea in wales, and im 17. I have long had fantasies about crossdressing, I would love to meet people on here to explore this aspect of my...
    swansea21 swansea21 18-21, M Jul 28

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    I have been crossdressing since I was in my teens .over the years the compulsion to dress as a woman has intensified dramatically .i now dress completely with full make up and am...
    francescalewis1956 francescalewis1956 56-60, M 1 Response Jul 22

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    I have been crossdressing for a while now but the first time I was caught was when i was 10. I have a older sister that washed cloths with mine one morning, and she had her pink...
    Fogle3 Fogle3 16-17, M 4 Responses Jul 31

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    I have been married for 15 years. The crossdressing came out about 8 years ago. I was really supportive and loving about it. Felt sorry for Husband that he had had to hide it all...
    LadyLana39 LadyLana39 51-55, F 5 Responses Aug 1

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    So this is a big step for me. I've never been incredibly public about my crossdressing. This is the first thing i've ever done online relative to it with any kind of public...
    EmilyRose15 EmilyRose15 16-17, T 3 Responses Aug 7

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    So, I am fairly new to crossdressing (been at it for about half a year). I keep it a secret and I'm perfectly content with it staying that way. But it has always been a desire of...
    SuperCornstock SuperCornstock 16-17, M 2 Responses Aug 10

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    It's Varied over the Years. In my teens, it was a big part of my sex life, both solo and with my buddy, and to a small part, with a few girls. Then I thought I'd outgrow it. Ha! I...
    AmberFountaine AmberFountaine 66-70, M 2 Responses Aug 10

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    I was Caught Crossdressing by my next door nebor Guy and Im still doing it to day. I was in my Wifes We are the same size too. Well I was in her 34-C push up Bra, and Bikini...
    Kellyboy541 Kellyboy541 56-60, F 6 Responses 1 day ago

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