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I Mom And My Sisters Kept Me A Boy In Dresses Or Skirts

Personal Stories, Advice, and Support 66 People

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    From age 11 to 17 My closets were filled with dresses, however I knew from age 7 that I should have been raised as a girl. From that first dress I wore in the basement of the apartment house I knew I was different. My mom knew but didn't do anything til I was 11. Maybe she...
    Melodie13 Melodie13 61-65, M 2 Responses Aug 9, 2012

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    When I grew up I did at least in private and sometimes not so private wear short pleated skirts and the occasional pinafore style dress. This was not a punishment and indeed I am...
    littlegreyshorts littlegreyshorts 51-55, M 4 Responses Aug 1

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    A little conversation with my 3 year old daughter the other day. She was wearing a pretty little dress, spinning round so the skirts puffed out. She looked so cute. She turned to...
    Heellover Heellover 36-40, M 8 Responses Aug 8

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    Hi I'm Kyle and im 14 with blonde hair. well, to cut the story short, my sister who is 28 doesn't live at home anymore. She still has a bedroom at my house though and stays very...
    Kyle2000 Kyle2000 13-15, M 3 Responses Aug 7

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    OK... Google the phrase "shopping tunic", then click the "shopping" tab. You'll see that pretty much all the results are for "women's tunic dresses". Then search "gladiator sandals...
    steve66oh steve66oh 41-45, M 6 Responses Aug 11

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    Skirts are so comfortable - especially when your most sensitive parts hang outside your body! And, really, skirts are as "feminine" as the Roman Army - badass lion fighting...
    steve66oh steve66oh 41-45, M 2 Responses Jul 28

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    I have worn dresses or skirts since i was 6 but i would love to live in a world where a boy can wear them openly instead of having to be called a cross dresser. i hope that day...
    jamie172 jamie172 46-50, T 9 Responses Aug 4

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    Dressed my best friend in a dress today and he did not look gay he looked quite nice to be honest I hope he wears it more and more and I don't know why guys can't wear skirts or...
    honeypettle honeypettle 36-40, F 3 Responses Aug 3

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    Freedom. There's just something about wearing a skirt that makes me feel more open and free. I love the movement of the skirt as I walk and the ease of adjusting the skirt and...
    slipgirl274 slipgirl274 61-65, T 5 Responses 4 days ago

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    Likes to dress me beautiful. Already as a little girl I liked it, to wear lovely dresses and skirts and that's still the same. Of course I have pants, leggings and sweater but I'd...
    prettysybill prettysybill 22-25, F 5 Responses Jul 24

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    I love to dress up and wear short dresses and skirts with a nice looking blouse or top. Also, I love to wear shorts and swimwear with hose and four inch high heels on.
    tammylynne tammylynne 41-45, F 8 Responses Aug 10

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    I'm Pentecostal so I have my reasons. Besides my religion, I enjoy wearing dresses and skirts instead of pants. Pants are so uncomfortable.
    PeaceBatman PeaceBatman 22-25, F 5 Responses 6 days ago

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    I like to wear dresses or skirts - and preferably short ones - as often as I can. Partly because I like to feel - and look - feminine - and because my husbands loves to see me that...
    Susanna3 Susanna3 31-35, F 3 Responses 2 days ago

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    Apart from shorts, I have only been wearing dresses or skirts since I was 8 or something. And apart from the fact that my husband does not want to see me in trousers, I like...
    Susanna3 Susanna3 31-35, F 2 Responses 1 day ago

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    So I dated him for 3 months I only dated him cause I had just gotten out of a long relationship and the guy I broke up with didn't want anything to do with me didn't even talk to...
    kaylaDem kaylaDem 16-17, F 11 hrs ago

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 1 Response Jul 23

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    What If I wish that when I was young and dressing in my mothers panties, bras, slips, girdles, hose and dresses that she would have caught me and understood my needs as a little...
    slipgirl274 slipgirl274 61-65, T 4 Responses 3 days ago

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    I loved wearing miniskirts as a teenager and a young woman. I wore them in preference to jeans or trousers where possible. However, they did have their own hazard! One day, when we...
    Jilly53 Jilly53 56-60, F 5 Responses 6 days ago

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    So, to day was my last picture day, and I decided to wear a pretty white dress it's so cute, and perfect for summer! I never wear dresses but, I love them I really want more.
    Vannarose Vannarose 16-17, F 1 Response 2 days ago

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    Hi guys in need of some advice about my boyfriend and the relationship he has with his sister. Myself and my boyfriend have been together for just under 3 months, although have...
    angrykid123 angrykid123 22-25, F 2 Responses Aug 9

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    When I was young I would wear my moms and my sisters underwear. I had a stash that I kept hidden and one day it was found. I never was punished but to this day I just assume...
    mamapapa221 mamapapa221 36-40, M 2 Responses 4 days ago

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    Isn't it amazing that a single moment in time can flip a switch inside of us and nothing is ever the same? I can think of a hundred things that might have affected me in a...
    kayleew2000 kayleew2000 18-21 12 Responses 6 days ago

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    Technically, I guess they were mine. My sister had been given a package of multicolored, nylon panties, each with a different day of the week on them. She hated nylon and wanted my...
    AmberFountaine AmberFountaine 66-70, M 5 Responses Jul 29

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    I am 19 years old. Two years ago, when I was 17, I met someone who would end up completely altering who I thought I was. I was a happy girl. I enjoyed being single and flirting...
    sheonlysighs sheonlysighs 18-21, F 3 Responses Jul 30

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    I love wearing them! They are really comfortable, and hug your body so well, especially with their interesting fabrics. And of course the lower body freedom. I would not want to...
    Roccondil Roccondil 22-25, M 11 Responses Aug 1

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    Got to wear a dress an entire afternoon and evening after work on two days this past weekend... It was so nice. Since my family was out for the weekend I didn't have to worry about...
    Roccondil Roccondil 22-25, M 9 Responses Aug 7

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    My plea to the people of Israel: Liberate yourselves by liberating PalestineArchbishop Emeritus Desmond Tutu, in an exclusive article for Haaretz, calls for a global boycott of...
    peza peza 46-50, M 1 Response 2 days ago

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    The short fuse! When I was about 11/12 I went for a sleepover at one of my friends houses. We had a lovely evening playing games that her mother had organised. She was a very nice...
    Jilly53 Jilly53 56-60, F 1 Response Aug 6

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    I am the only boy with five sisters. Four of them are older and one is younger. You'd think that growing up in a household full of females that I would know all about women... Haha...
    yossarian1944 yossarian1944 26-30, M Jul 27

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    The things he didn't want me to mention or say, He also never wanted me to mention his name... I met his friends, even went to a block party which was fun. Also hang out at his...
    Activelife Activelife 22-25, F Aug 8

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    Okay, so this pretty much is a 3 part story so ill post it 3 seperate times, but it all intertwines and stuff so yeah. And noone really knows all this except my mom and bf so im...
    Jessiesgirl98 Jessiesgirl98 16-17, F Aug 11

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    My dad had an affair while married to my mom. And I found out I have 2 half sisters. One of them is 9 years old, and the other is younger than her. I have never seen them. I don't...
    T410 T410 18-21, M 9 hrs ago

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    You can never have too many Little Black Dresses in your closet. I am always searching for new ones because the truth of the matter is, you can wear them anywhere! With the holiday...
    kitty002 kitty002 31-35, F 1 Response Aug 4

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    I just got off of school and went to Kay in the bed. Thirty minutes later my mom walks in. "What cha doing honey?" She asked. "Meditating!" I replied. My mom has...
    giggidy95 giggidy95 18-21, M 1 Response Aug 10

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 6 Responses Jul 23

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 1 Response Jul 23

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 Jul 23

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    I hate how money can change a person. It's crazy but some how it happens. My ex boyfriend was one of a kind. Our freshman year, he was quirky, a band geek, down to earth...
    uhtobehonest uhtobehonest 16-17, F Jul 28

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    When I wake up in the morning I hope for change. I hope I'll see something That feels alright. But every morning in the same Boy. Male. Always disconnected from my body. No joy. I...
    cloudyskyler cloudyskyler 22-25, T 1 Response Aug 3

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    My ex-boyfriend keeps apologizing to me about our past. After dating for a year, he was upset that we would never have xxx and he left me for a girl that had xxx with him after a...
    SubmissiveSecrets SubmissiveSecrets 18-21, F 3 Responses Aug 6

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    I have two older sisters. Sometimes it's hard how everyone I know keeps on asking about them. Parents: Where are your sisters? Teachers: oh, I know your sisters/How are your...
    alilight23 alilight23 13-15, F 5 Responses Aug 7

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    Back in June I had written my first story in this group about how my skirt experiences got started. I mentioned how my wife reacted when I told her about this. I had not expected...
    Myotheridentity Myotheridentity 46-50 2 Responses Aug 7

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    So I'm sitting here rocking my two month old and figured I'd write everything out. My boyfriend is in jail. He's been there since May 8, an exact month before my baby was due. It...
    catatonically catatonically 18-21, F 3 Responses Aug 13

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    My mom, she never really be supportive towards me. It's always be my other sisters. they always been my mother's favorites. I remember when I was in primary school I got 2A's 3B's...
    khalidabakri khalidabakri 22-25, F 1 Response 2 days ago

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 1 Response Jul 23

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 2 Responses Jul 23

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    I met my boyfriend on here. And he has helped me through a lot of my problems and even my sisters. He is very strong. I'm glad he is mine ❤️😘
    EvaJL EvaJL 13-15, F 1 Response Jul 23