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

Personal Stories, Advice, and Support 800 People

    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 66-70, M 2 Responses Nov 11, 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 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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    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 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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    I love crossdressing in private

    and feeling pretty/feminine, but in public I'm an average guy. I'm starting to consider expressing my feminine side in public by wearing more feminine things like skirts/painting my nails etc. but am unsure if I would enjoy this in the long run. I wish there was a way to test it...
    WalterStuart22 WalterStuart22 18-21, M 5 Responses Jan 11

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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 3 Responses Dec 2, 2011

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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 4 Responses Mar 10, 2014

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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 66-70, M 2 Responses Nov 11, 2011

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    Because humans a mentally imprisoned life form

    that needs to be accepted by the norm and any sight of difference is considered a undesirable.
    ValhallaAwaits ValhallaAwaits 22-25, M Jan 11

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    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 3 Responses Jun 29, 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 6 Responses May 20, 2011

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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...
    57Peggy 57Peggy 56-60, M 2 Responses Jan 10, 2013

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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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    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

    So my friend Emma has been planning her birthday party for a loooong time. I'm usually prepared and this instance was no different. I always wear dresses (black to be exact) but...
    MilkJune MilkJune 16-17, F 3 hrs ago

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    I was hoping with all these changes i could atleast be able to post pictures with my stories but still can't. This is bull poopie
    badgirlbee badgirlbee 22-25, F 5 Responses 6 hrs ago

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    testing...
    lilreddress lilreddress 36-40, F 2 Responses 10 hrs ago

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    Cant get them to load  
    firetrap93 firetrap93 41-45 10 hrs ago

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    http://r.ebay.com/YjrCKJ here is a updated version of what i am looking at on ebay
    vjss vjss 22-25, M 5 Responses 16 hrs ago

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    At 23 i learned the advantage of the old and strong narra tree that stood there rain or shine. At 23, i learned to let go of the most beautiful butterfly i have ever seen from my...
    xazygreece xazygreece 22-25, F 1 Response 1 day ago

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    I've been wearing black a lot since I was 13. I still wear a lot of black but from time to time when I go to a family function with my boyfriend I might wear colors. it just...
    Perseph0ne Perseph0ne 26-30, F 1 Response 2 days ago

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    so i have been talking to this guy online he wants to be friends and wants me to dress in front of him so he can **** off to me. he wants to meet but i dont know because it would...
    vjss vjss 22-25, M 9 Responses 2 days ago

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    This is something I know you'll all appreciate! http://legstyle.blogspot.com/2015/07/skirtcraft-is-new-hotness.html
    LegStyles LegStyles 26-30, M 2 days ago

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    There seem to be a lot of people out there who think that just because a girl plays sports that she isn't feminine and she doesn't want to be a girl and would rather be a boy. But...
    fastrunninggirl fastrunninggirl 13-15, F 3 days ago

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    Hello to all the mommies out there I am a 24 yr. old guy who lives in Alabama. I am new to being a baby boy but have been into wearing diapers since I was a teen. I would love a...
    TheBMASTER90 TheBMASTER90 22-25, M 1 Response 4 days ago

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    And skirts, bras and panties! Just in private, but I look forward to my mornings when I get some alone time. (With pics) I feel so relaxed... My wife knows but doesn't want to see...
    SamandLynda SamandLynda 46-50, M 10 Responses 4 days ago

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    I absolutely LOVE to wear dresses :) I know that most girls don't like to wear dresses and I never have figured out why. I think that dresses make girls look nice and just don't...
    allisonhashope allisonhashope 13-15, F 3 Responses 4 days ago

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    I am off work today and feeling pretty good. I am meeting my older sister for lunch and then we are going shopping. I came out to my sisters last week about my life style and that...
    Kamryn83 Kamryn83 31-35, M 2 Responses 5 days ago

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    I love wearing short dresses and skirts with a nice looking blouse when I am dressing up and going to work, church, and out for the evening with my boyfriend and/or others. I...
    familycamping familycamping 31-35, F 6 Responses 5 days ago

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    Some believe a dress is impractical for the modern woman. I am of the other view, a dress is a statement of empowered femininity.
    Astrucbmt Astrucbmt 22-25, F 31 Responses 6 days ago

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    Well.... **** happens. I don't know, i will probably bore you with this story, but it is my story. So here it goes. (I want to apologize in advance for any spelling errors or...
    Eli235 Eli235 18-21, F 4 Responses a week ago

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    Im a 20 year old muslim girl. Part of our culture is we have arranged marragies where the mother or father of the guy comes to the girls family and ask for her hand in marriage...
    Zozolove Zozolove 18-21, F 4 Responses Jul 21

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    I've been wearing black a lot since I was 13. I still wear a lot of black but from time to time when I go to a family function with my boyfriend I might wear colors. it just...
    deleted deleted 26-30 1 Response Jul 21

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    I am one of those girls that usually wears dresses and I hardly ever wear jeans or long pants. I know that most girls my age are OK with wearing t shirts and jeans all the time but...
    danielle1357 danielle1357 13-15, F 1 Response Jul 21

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    I just got this new pocket knife I really liked it. When my sister kept bugging I always said "I have a knife". Then she went into this box in my room and said "She'll never find...
    OtsanaWolf3344 OtsanaWolf3344 13-15, F Jul 20

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    Feels good to let the air get to it, especially since I have to wear pants/shorts most of the day, and I have no interest or desire to wear dresses or skirts.
    cjm3rcl1n3 cjm3rcl1n3 31-35, M Jul 20

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    The shorter the better ;-)
    michaellaxcd michaellaxcd 56-60, M 3 Responses Jul 20

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    I'm pure introvert, and yes sort of anti-social lol. Bleh, I don't know, its pretty hard finding somehow with close similarities to mine. Then again all the quiet ones are probably...
    AlexC23 AlexC23 22-25, M 1 Response Jul 19

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    Why do people think males can't wear dresses without being a crossdresser? Female and male clothes - no such thing. It's just fabric stitched together. And how can you have a...
    equinoxxx equinoxxx 13-15 6 Responses Jul 19

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    im selling tons of adult baby girl dresses message me if your interested
    feedeeforyou feedeeforyou 18-21, F 1 Response Jul 17

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    im selling tons of adult baby girl dresses message me if your interested
    feedeeforyou feedeeforyou 18-21, F Jul 17

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