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I Am A Boy Why Cant I Wear Dresses Like My Sister

Personal Stories, Advice, and Support 717 People

    I Was Caught Wearing Girls Dresses

    My name is Brandon and i love to wear girls clothes but i don't  want to get caught again i was wearing a dress and panties in my back yard and my dad came out to have a segaret and he locked the door so i climbed over the fince and i rang the door bell my dad awnserd and he...
    stacy7 stacy7 13-15 6 Responses Jun 29, 2011

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    I've Never Had A Sister!

    but i wish i did because i like to wera dresses skirts slips panties and to be the girl i should have ben born as i still even now wish i were a little girl in cute pretty dresses just to finally be feminine instead of the boy i never wanted to be i wish i were a girl and a...
    eleventhdr eleventhdr 51-55, M 1 Response Sep 29, 2012

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    How I Dress Now

    I go everywhere!  I wear womens jeans, Womens 2" Sandles, Blouses, Pretty tops, Jewelery, fingernail polish, lipstick, earrings, and I have my hair styled in a fem up-do!  And I shop everywhere, I go with my friend to the V.A., We go dto the Senior Center every day for our $2...
    mlisa7464 mlisa7464 70+, M 2 Responses Nov 11, 2011

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    Please, Can I

    I have always wanted to dress like my sisters. I wanted to wear those pretty little dresses and sunsuits that they got to wear. The one with the ruffled sleeves and hems as they brushed your arms and legs. I could not wear them as my sisters were younger than me. Believe me I...
    Adam59 Adam59 56-60, M 3 Responses Mar 1, 2013

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    Growing Up

    Growing up I was the oldest and I had 3 little sisters. They were 4, 5 and 7 years younger than me. I always felt that they got better treatment than I did. I remember thinking maybe if I could wear dresses I'd be treated as well. Well I would wear my older sister's dress add my...
    Pegg Pegg 51-55, M 1 Response Jan 10, 2013

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    I like to wear cute frilley dresses

    but its hard i dont want to be hated for it
    drifterx212 drifterx212 18-21, T 5 Responses Mar 10

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    Dares #1

    The other day a friend of mine son stop over to see me his friend dared hime to go to a salon and get his hair done if he did $1000.00 would be his .i asked him do you need my help? yes i do .ok ill help first go use the nair i dontwont to see no hairon his body !while he...
    maryyork50 maryyork50 18-21, T 4 Responses Dec 2, 2011

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    How I Dress Now

    I go everywhere!  I wear womens jeans, Womens 2" Sandles, Blouses, Pretty tops, Jewelery, fingernail polish, lipstick, earrings, and I have my hair styled in a fem up-do!  And I shop everywhere, I go with my friend to the V.A., We go dto the Senior Center every day for our $2...
    mlisa7464 mlisa7464 70+, M 2 Responses Nov 11, 2011

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    My Sisters' Dresses

    When I was around 9 years old (1961) every Sunday myself & my two older sisters (11 & 14) would go to Sunday School and afterwards we would have our bath. My sisters would bathe first then i would. They would drop their pretty frilly dresses, petticoats and panties on the...
    MsLettle MsLettle 56-60 7 Responses May 20, 2011

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    I Was Always Jealous....

    This isn't really a story but...maybe a confession. I was always very jealous of my little sister while growing up in the early 70's.She is 4 years younger, so her clothes would have never fit. Our Mother would dress her in the frilliest holiday dresses with her little mary janes...
    cdsusanri cdsusanri 46-50, T 2 Responses Oct 19, 2011

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    I Am Straight, But I Like To Wear Dresses~!

    What gives here girls and women both can wear what ever they feel like wearing in the male wardrobe area, and no one blinks an eye!  BUT! If your a male wearing a dress you get stoned to death! Why?
    wjk1849 wjk1849 46-50, M 3 Responses Jan 9, 2013

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    I Didn't Have A Sister ...

    ... I wish I was one, or that I;d had one, but sadly not ... I always had the urge to dress as a girl as a child, but never had the chance - one reason I take the opportunity now! I wish I was with my 'sister' in a beautiful house, without a single item of male clothing anywhere...
    PrettyPennyM PrettyPennyM 41-45 2 Responses Jul 22, 2011

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    My First Dress.

    My very first dress that I wore was my sisters sparkly tan one. It was long and had straps. And when ever I wear it I feel like I'm a beautiful woman going out to a party. I feel so free in it. It's my favorite dress out of the 4 my sister has. I would wear it outside if my sis...
    Destroyer456 Destroyer456 18-21 3 Responses Apr 6, 2013

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    I Wear Dresses

    There is nothing stopping you from wearing dresses like your sister, I am a 54yr old male & I wear skirts/dresses all the time when I am in doors
    xdpaul xdpaul 56-60, M 1 Response Jun 6, 2011

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    Wearing Dresses

    I found out about myself only a few years ago. now I'm wearing dresses or skirts every day. Always had the feeling that I would love and like wearing them. But I only do it at home and around the house, 'cause I still notice that people have problems with this. But I do like it...
    laikagirl laikagirl 51-55, M 2 Responses May 31, 2012

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    Related Experiences

    I love wearing dresses and skirts.
    Cdallaslover99 Cdallaslover99 13-15, M 5 Responses Sep 3

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    I love wearing dresses and having gone out to experience
    luvpanties60 luvpanties60 31-35, M 14 Responses 1 day 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 Aug 20

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    I wish constantly I was female so I could wear dresses and skirts all the time. I wear them as a C D every chance I get and just love how I look and they feel.
    Janae60 Janae60 51-55, M 5 Responses Sep 6

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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 4 Responses Aug 20

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    I wish at least once that one girl in the world would give me a bit of attention. It would be nice to speak to a girl and she talk back rather than walk away. Why do girls not...
    memph31 memph31 31-35, M 2 Responses Aug 22

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    My parents buy me dresses skirts tights pantyhose makeup bows for my long hair and heels
    tomgirl7499 tomgirl7499 18-21, T 2 Responses Sep 3

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    This has to be one of the worst and unchallenged stereotypes ever. Just because a boy is feminine, it has nothing to do with his sexuality. It's been my privilege to know many...
    MrsJoanieBNH MrsJoanieBNH 56-60, T 5 Responses Aug 25

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    I wear a dress as often as possible. It's such a free feeling. You don't have to wear underwear if it's not see thru. I love the way they look, especially the long ones that are...
    jaylow13 jaylow13 36-40, F 2 Responses Aug 18

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    My time, I add panties ,. nylons or hose wearing a dress is totally for comfort. Not to pass as female (as I never could) the FEELING of women clothes don't hurt skin as I have...
    squeekers2 squeekers2 56-60, M 2 Responses 13 hrs ago

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    Love to dress up in tights and skirt with nice top almost anything girly love been girly wish was more feminine I am in away I guess but don't like the idear of getting older :(
    boytightslover boytightslover 22-25, M 5 Responses Sep 9

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    My 12 year old daughter a few hours ago came to me and said she had a bad tummy ache. I asked when she had a BM last. She said nervously today. I asked her why she was nervous. She...
    HerLover115 HerLover115 41-45, F 4 Responses 4 days ago

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    Just the other day I saw a lovely little lady in Walmart. It was a hot day and she was wearing a floaty mini dress with a low back, down to her waist and very thin straps over her...
    MarieJosephe MarieJosephe 66-70, M 10 Responses Aug 27

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    My dad says I can wear whatever I want at home. He bought me a skirt. A pink one. When I wear it, I wear only my skirt. I'm kind of growing out of it, you can sort of see my junk...
    gayandproud13 gayandproud13 13-15, M 4 Responses Aug 21

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    I am an office worker and wear either a nice dress or a skirt and blouse there. I love to show off my legs so I add high heel shoes to my wardrobe.
    momandher2girls momandher2girls 36-40, F 10 Responses 3 days ago

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    My first dress that I ever wore is still my absolute favorite dress! I was 12 years old and went into my parents room and into my mom's closet. There it was a beautiful white Mrs...
    allgirlallthetime allgirlallthetime 56-60, T 4 Responses Aug 29

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    They are soo uncomfortable and for them to be in anyway bearable you literally have wear them to a point where your foot is shaped differently to other human beings. They make you...
    ChloeMaay ChloeMaay 18-21, F Aug 31

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    I keep trying to talk to different people , and most of them (especially my age) are all exactly alike . The black guys treat me like a side chick, the white guys are gentlemen...
    BVNG BVNG 13-15, F 5 Responses Aug 28

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    Last week I bought sterling silver jewellery online from Linda Tahija. I do like to go through a number of design before buying any jewellery. See more here.
    krenwaron krenwaron 41-45, M Aug 29

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    I have no problem with those who are but even through I dress as a woman I can not see myself having sex with a man not that I have not thought about it
    jamie172 jamie172 46-50, T 4 Responses Aug 25

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    I have just started writing a new blog chronicling the slow feminization and sissification of my partner by myself. This blog is not a work of fiction, nor is it in any way the...
    deleted deleted 26-30 3 Responses Sep 5

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    I have just started writing a new blog chronicling the slow feminization and sissification of my partner by myself. This blog is not a work of fiction, nor is it in any way the...
    deleted deleted 26-30 1 Response Sep 5

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    All the time now, except at work. My favorite dress ATM, is floral, tight around the bust, with spaghetti straps, and flowing at the bottom. So comfortable!
    deleted deleted 26-30 7 Responses Aug 26

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    I have just started writing a new blog chronicling the slow feminization and sissification of my partner by myself. This blog is not a work of fiction, nor is it in any way the...
    deleted deleted 26-30 Sep 5

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    Irán a Daymond Vaše želanie sa splnilo v južnej Kalifornii! Nebolo suchého oka u všetci pozvaní na Irán a Daymond obradu. http://www.zhdresses.org Bolo krásne slnečn...
    orologiomegarepliche orologiomegarepliche 22-25, M 5 days ago

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    Sometime if my family not home I go in my sister home she is 14 and 13 so I tack some soft bra shirt all of it not dreess so I put it on me I feel so good and I want to be a girl...
    jacobbarry12 jacobbarry12 13-15, M 1 Response 4 days ago

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    Why I Love Fullslips Every woman's body is different. Some have the perfect shape for skirt and sweaters, others are better served by dresses. I am one of the latter. As much...
    slipgirl274 slipgirl274 61-65, F 1 Response Sep 2

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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 7 Responses Aug 21

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    believe it or not all my life i've been attracted to females. i always like the girlie girls that wear dresses & where a little make up like me. I mean what's the point of me...
    luvabl3 luvabl3 18-21, F 4 Responses Aug 18

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    I dont know how mich longer i can keep going. hes my life, my soulmate, and now i cant even see or talk to him! this is the worst feeling in the world.. ugh. why does he keep...
    madisontullis madisontullis 16-17, F 2 Responses Aug 30

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    I'm sharing this basically to get my feelings I have for my married coworker out of my head. I read somewhere that writing your feelings down can help one deal with them. I...
    confusedM33 confusedM33 31-35, M 2 Responses Aug 20

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    Girls fall in love with what they hear.Boys fall in love with what they see.That's why girls wear make up; and boys lie.
    Susana1985 Susana1985 26-30, F 2 Responses Aug 22

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    Males that don't like woman wearing make up..why? we don't do it for you! We do it to make ourself feel better it enhances our looks and makes us feel more worthy. Well it does for...
    rebecca1624 rebecca1624 22-25, F 1 Response Aug 23

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    I'm single and looking for a cyber gf I am a tomboy and only likes girly girls I like girls that wear dresses and