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I Was Blackmailed Into Crossdressing

Personal Stories, Advice, and Support 12 People

    Im in college now, but back in high school i used to crossdress. Im 18 now so still a teen lol. I don't know why, but i always enjoyed dressing as a girl. Sometimes i wanted to go...
    Coliohotburn Coliohotburn 18-21, T 1 Response 8 hrs ago

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    Mistress sent me home early today, and I was so glad to get home and get into my lace corset, red back seam fishnet stockings, and my favorite leather skater dress, topped off by...
    Plugslave Plugslave 31-35 1 Response 13 hrs ago

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    Hi friends my name is samiha(sameer) i am from vizag this is my real life story My crossdressing fantasy started when I was 16 I was studying my 9th standard.I didn't get any...
    samiharao samiharao 26-30 3 Responses 18 hrs ago

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    When I was younger I would sneak into my sisters room and put on her clothes. I loved being a woman. The feeling of the soft tight clothes around my body. Every time I made a new...
    clevername11 clevername11 18-21, M 3 Responses 1 day ago

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    The First and LAST Time I Sneaked Out-"Can I go somewhere?" I said to my mother's back as I stood in the door of her bedroom (actually it was the master bedroom and by default also...
    SoullessEyes SoullessEyes 18-21, F 4 Responses 3 days ago

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    My heart is still pumping. I was so scared and still am to be honest. I was also very lucky. My Mum and Dad go to work and my bro goes to my dads office. I get to stay at home and...
    valldos valldos 16-17, M 1 Response 3 days ago

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    I was raised by women my entire life. Throughout my childhood, women's clothing was not scarce by any means. I was the only boy in the house in fact (5 sisters, 3 aunts, mom...
    BoyNbraNpanties BoyNbraNpanties 26-30, M 7 Responses Aug 21

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    My first crossdressing experience startet with 23. Compared to others, i was late ;-) just found white stay ups from my gf and wondered how they would feel. It was love on first...
    Phoeni Phoeni 31-35, M 1 Response Aug 20

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    I was pretty much potty trained at 3 yrs old. At 4 yrs old I started having accidents during the day, and at night. My mom put me back in training pants again during the day, but...
    Lookingfornewthings Lookingfornewthings 46-50, M Aug 20

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    Was put back into diapers at 8 years old as had too many accidents in my pants sat in class, just kinda got used to it and saved parents from washing my clothes all the time...
    wizzboy121 wizzboy121 22-25, M Aug 20

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    A pretty pink fog has descended upon me. Lately, I have become obsessed with the feminine wonders of the world. Everything is setting off the triggers in my head. The way a...
    crosskimmy crosskimmy 26-30 2 Responses Aug 19

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    The last time I was caught was actually by a cop lol. I was walking around late at night with a rainbow dress on. I was just about home when I saw him pull up. He saw me in my...
    pantyboy94 pantyboy94 18-21, M Aug 19

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    I believe that Samsung was hacked too, it easily picks up viruses and can damage an MP3 player or phone. Damn!
    ONESTARRYSTARRYNIGHT ONESTARRYSTARRYNIGHT 26-30, F Aug 18

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    I believe that Apple's software was hacked. There are too many bugs and if hackers can alter hospital test results and put me out of a job, they could be hacking Apple as well...
    ONESTARRYSTARRYNIGHT ONESTARRYSTARRYNIGHT 26-30, F Aug 18

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    Not only was my identity stolen by someone in a hospital other than the one I go to, but my Paypal account was logged into by an unauthorized user somewhere in Manasses, Virginia...
    ONESTARRYSTARRYNIGHT ONESTARRYSTARRYNIGHT 26-30, F Aug 18

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    I didn't really know it at the time but my Mom hated men and for her I was a bad reminder of my farther who left us when I was 10 months old. I had 2 older sisters and we weren't...
    deleted deleted 26-30 Aug 17

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    My experience of abuse is most likely not as bad as most people's but I'd still like to share.. The first time I was abused by my dad was when I came home late from a friends...
    deleted deleted 26-30 2 Responses Aug 16

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    So there was this girl (I'm just going to call her Jade) and this guy (I'm going to call him Ron). And there is me. Jade and I were really close friends all through middle school...
    lillyforever4 lillyforever4 16-17, F Aug 15

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    My wife hates my crossdressing but I just cant stop, nor do I want to. The other day I got up around 6:00am, I put on my pantys & pantyhose, my legs are kept shaven & my toes are...
    lovebeingJoann lovebeingJoann 56-60, F 2 Responses Aug 13

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    Part1 What a great day! I needed a new pair of shoes and so I had decided to go to the mall and see what I could find. I put on my bra, panties and pantyhose. I added a body...
    mat2Robin43 mat2Robin43 51-55, M 4 Responses Aug 13

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    Part 2 I walked out of the store and was feeling great about the encounter I had purchasing the shoes so I decided to walk the mall before I left. I had walked almost half of the...
    mat2Robin43 mat2Robin43 51-55, M 7 Responses Aug 13

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    Part 3 I was so high from this encounter I decided to stop at one more store. Victoria’s Secret. Last week I had stopped at one store and I was looking at this pink lase bra...
    mat2Robin43 mat2Robin43 51-55, M 6 Responses Aug 13

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    Today! Me and my girlfriend have been dating for 3 years and she usually paints my toes (either red or pink). But today, she caught me in her high heels with red toes putting...
    FootFetiBoy FootFetiBoy 22-25, M 5 Responses Aug 13

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    Looking for a mommy I have accident both one and two Message me for in.fo Pictures included
    babyBoyBubba babyBoyBubba 16-17, M 1 Response Aug 13

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    The Day I was Born! My mom was certain I was going to be a girl and insisted all her baby shower gifts, etc, had to be for a baby girl. As I outgrew those, they were replaced with...
    AlbertSAT AlbertSAT 66-70, M 3 Responses Aug 13

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    when I was fourteen (I'm 17) my mom kicked me out of the house. I at the time had no friendsa or FAM that could take me in so I had to go live at a youth homeless shelter. (it was...
    Brittanythain Brittanythain 16-17, M Aug 12

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    Im not into cross dressers per say. But I support. I joined in hopes of meeting woman who embrace crossdressing men. Granted right now I only lingerie Cross dress I have done full...
    Averageguy41011 Averageguy41011 41-45, M Aug 12

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    So my coworker and I got a chance to sit down over a cup of coffee. We discussed what I liked to wear, how often, and how far would I be willing to go fully dressed up. It was...
    sissymichelle26 sissymichelle26 46-50, T 5 Responses Aug 12

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    hi i'v never posted before so here goas. I am 17 and I am a cross dresser. it all started when I was 11. my parents had just got a divorce and my mom was moving out. while she was...
    Brittanythain Brittanythain 16-17, M 2 Responses Aug 11

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    Read my past stories before this one. The alarm went off and we all woke up. We had to change into our uniforms them leave. When I changed I went to the bathroom, I told them I...
    CaitlynJennerIsAQueen CaitlynJennerIsAQueen 18-21, M 2 Responses Aug 11

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    I was caught by my ex-wife late one night. She was pregnant and I was doing most of the housework. One night while washing clothes I felt how nice her nylon nightgown felt. So...
    happilymarriedguy happilymarriedguy 51-55, M 4 Responses Aug 9

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    i was put back into diapers because I had a bed wetting problem. I was staying at my aunts and one night i wet the bed. in the morning she had me take a shower and then she came...
    jeffrey83 jeffrey83 18-21, M 1 Response Aug 9

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    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...
    skirtsnhose skirtsnhose 36-40, M 3 Responses Aug 7

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    Read my past two stories before this so you understand So last week we had our first cheer tournament. I told my sister I was scared someone eventually find out I'm a boy. My...
    CaitlynJennerIsAQueen CaitlynJennerIsAQueen 18-21, M 2 Responses Aug 6

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    So there's very few ways to scare me, right, but there are a few things that I'm terrified of. And wasps, are one of those fǔckin' things. Don't get me wrong, they're really cool...
    BlueMetalChick BlueMetalChick 18-21, F 5 Responses Aug 6

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    In need of crossdressing friend Anaheim ca!! 26 male here crossdress a little also!
    DesiredMonsi DesiredMonsi 26-30, M 3 Responses Aug 6

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    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...
    CDMichelle16 CDMichelle16 18-21 1 Response Aug 6

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    I've always loved crossdressing. I started doing it when I was very you maybe 7 years old. My neighbours would invite us over to go swimming and one day I was using the bathroom...
    SweetStephanie26 SweetStephanie26 26-30 4 Responses Aug 6

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    I was going to the grocery store with my best friend and his wife who of course know. i had on my Charlotte Russe zebra 4 1/2"high heels on with my guy jeans my zebra and pink bra...
    whitwhit86 whitwhit86 26-30, M 2 Responses Aug 6

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    when I was 16 I went into my ex girlfriend's room when she was gone and I stole her panties. when I turned around to leave she was there and saw a pink thong in my pocket. she told...
    AlexisRuiz AlexisRuiz 18-21, T 3 Responses Aug 5

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