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

Personal Stories, Advice, and Support 830 People

    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, 2015

    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

    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

    I like to wear cute frilley dresses

    but its hard i dont want to be hated for it
    drifterx212 drifterx212
    22-25, T
    4 Responses Mar 10, 2014

    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...
    TaylorStuart TaylorStuart
    18-21, T
    5 Responses Jan 11, 2015

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I'm secretly attracted to masculine tough hairy men
    deleted deleted
    26-30
    1 Response Feb 3

    You can, you just have to be prepared

    for the reactions u'll get. U will have to take some negativity. But u can and if u want to u should. But it shouldn't have to be like this, getting negative comments just cuz u r dressin how u want to
    darkspiritwolf darkspiritwolf
    18-21, F
    Feb 3

    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

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Dec 11, 2015

    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

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Dec 5, 2015

    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
    EvaMarie1406 EvaMarie1406
    22-25, F
    3 Responses Feb 8

    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

    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

    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

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Dec 30, 2015

    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

    Im a 15 year old sissyboy

    who secretly wears his 17 year old sisters cloths bikini bra panties lingerie dresses gowns skirt tank tops leggings tights yoga pants and definitely make up and I secretly like hairy tough masculine men both genders feel free to message me
    deleted deleted
    26-30
    Jan 21

    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
    22-25
    3 Responses Apr 6, 2013

    If I wear a dress and wear my hair girly

    and it hurts no one ... So what, happiness is all that matters
    Dryermaniac Dryermaniac
    46-50, M
    3 Responses Feb 3

    Hi I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Oct 14, 2015

    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

    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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    This is why I love to her for awhile she wears some of the nicest outfits
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