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I Love Wearing Skirts And Dresses

Personal Stories, Advice, and Support 108 People

    Dressing So Girly While Exploring My More Feminine Side

    As of right now I own 3 dresses, a skirt, a feminine top, and 5 pairs of high heels and plus a purse.
    saraashley saraashley 31-35, F 31 Responses Aug 27, 2012

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    Men Should Wear What They Want

    I am a man and I love wearing dresses and skirts. It feels so natural to wear them. It is a crying shame that the public views men in dresses and skirts as crossdressers. When in fact that is what men wore years ago. So how can it be crossdressing if we want to go back to our...
    Adam59 Adam59 56-60, M 2 Responses Mar 5, 2013

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    Skirts And Dresses

    They make me feel more feminine and pretty. Especially with the right pair of shoes :) Long and flowing skirts and dresses are my favourite, but I really don't mind what style really.
    kes36 kes36 22-25, F 2 Responses Aug 17, 2012

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    Related Experiences

    Check out this maker of skirts for men. http://www.skirtcraft.com
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 1 Response Jul 15

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    I love wearing dresses, but changing into sweat pants and a hoodie is so much more comfortable! 😍
    TheSongPlaysWithin TheSongPlaysWithin 16-17, F 2 Responses Jun 25

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    I have loved wearing women's shoes and boots since I was a child. I wear them in public now after only wearing them indoors for years.
    hh4evry1 hh4evry1 36-40, M 6 Responses Jul 14

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    I just love wearing underwear which makes me feel desirable and sexy
    ashdavenport ashdavenport 18-21, F 11 Responses Jun 26

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    I love wearing them! They look and feel good :)
    JennyRose2 JennyRose2 13-15, F 3 Responses Jul 12

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    i love wearing pink leather ballet slippers and ballerina outfits i cant help it it turns me on lol
    deleted deleted 26-30 1 Response 6 days ago

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    i love wearing pink ballet tights with a pink silk leotard or pink silk ballet dress
    deleted deleted 26-30 1 Response 6 days ago

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    i love wearing anything related to ballet as long as its pinklooking for friends that share the same
    deleted deleted 26-30 6 days ago

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    I love wearing thongs so boys will see my thong and I wear my thong with a pair of low rise jeans and I like my but crack and thong is showing
    lauran2014 lauran2014 16-17, F 1 Response 2 days ago

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    So guys and girls I am needing some help.I am wanting to pic has my first pair of thongs.Any suggestions on brand,fabric,any bigger size,etc.I love wearing panties and I think...
    Bigboylovinpanties Bigboylovinpanties 18-21, M 1 Response 1 day ago

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    I love wearing women's clothes. I just feel so right. The problem is that my body type doesn't fit this obsession. I seriously sometimes feel like I should be a girl.
    c455muscle c455muscle 22-25, M 4 Responses 1 hr ago

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    I have just discovered this maker of skirts for men http://www.skirtcraft.com Check it out!
    Prettyjennifer2004 Prettyjennifer2004 51-55, M Jul 15

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    Almost all of my female attire is second hand! I go to Garage sales a great deal. I have purchased; second hand panties, bras, slips, pantyhose, skirts, blouses dresses, and...
    OhioSissy OhioSissy 51-55, M 1 Response 9 hrs ago

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    Cleaning Out the Closet I have been cross dressing for many many years and have acquired a collection big enough to fill a walk in closet. Some of the items I have date all the way...
    jamie50 jamie50 51-55 5 Responses Jul 3

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    I think men should wear whatever they want to wear. Skirts are cooler in hot weather. As long as the clothes are well fitting and look nice what does it matter what any one wears...
    renah64 renah64 61-65, T 1 Response 3 days ago

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    I like wearing a mini skirt whenever I can. It makes me feel young and sexy, showing off my smooth long, tanned legs. Right now I'm wearing my tan denim mini, a black cami, and...
    SandyBG SandyBG 56-60, T Jul 4

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    I like wearing a mini skirt whenever I can. It makes me feel young and sexy, showing off my smooth long, tanned legs. Right now I'm wearing my tan denim mini, a black cami, and...
    SandyBG SandyBG 56-60, T Jul 4

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    I like wearing a mini skirt whenever I can. It makes me feel young and sexy, showing off my smooth long, tanned legs. Right now I'm wearing my tan denim mini, a black cami, and...
    SandyBG SandyBG 56-60, T 1 Response Jul 4

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    I like wearing a mini skirt whenever I can. It makes me feel young and sexy, showing off my smooth long, tanned legs. Right now I'm wearing my tan denim mini, a black cami, and...
    SandyBG SandyBG 56-60, T Jul 4

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    O yes, they are an absolute pleasure to wear as they show off my slender legs and with heels, they are gorgeous. I love the way guys stare at my butt.
    annieka annieka 22-25, F 4 Responses Jul 7

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    I consider it fun attire! Not just for special occasions or going out for drinks, but quite often I do this. Love going out in the summer.
    chrissy1979 chrissy1979 31-35, F 2 Responses Jul 10

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    I love so much dressing up wig makeup and Sexy underwear and high heals, Most the time that they way I spend my time at home, I love dresses but only to go out......
    amber8642 amber8642 51-55 1 Response Jun 29

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    It was great when I was 12, 13 & 14 and I could get away with wearing a girls two- pice skimpy bikini, since my lack of full boobs wasn't such a giveaway at that age. I loved...
    LuvToWear LuvToWear 22-25 1 Response 14 hrs ago

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    I wear chokers a lot (I'm actually wearing one in my profile picture). My neck is quite long and slender, and I wear them tight around the middle of my throat. Two nights ago I...
    fragilethroat fragilethroat 22-25, F 2 Responses 4 days ago

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    Cleaning out the closet IIAfter the wife left for work, I went and pulled out my oldest trash bag full of clothes and heels and then went and took a shower. I figured I better run...
    jamie50 jamie50 51-55 7 Responses Jul 4

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    I wear sexy lingerie everyday. I love how it feels against my skin. I work for a lingerie company and I started because to understand lingerie you have to wear it. Not many people...
    lonelycaleb lonelycaleb 26-30, M 5 Responses Jul 7

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    Today I am wearing a dress to work... Well OK it is a mini dress under my "man" clothing. But how I wish I didn't need to wear the slacks... Also question for you all. I love lace...
    str8CD str8CD 36-40, M 6 Responses Jul 15

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    I can't stop myself from wanting to be a girl sometimes. I do believe I should have been born a girl, I truly feel that because this part of me gets so excited when wearing women's...
    Shadowhunter23 Shadowhunter23 18-21, M 6 Responses 6 days ago

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    Reciently I came out of the closet after 30 years of hiding my love for wearing womens clothing. I had told my wife and she is taking it real good, what a trooper she is. This past...
    estacie estacie 51-55, M 10 Responses 2 days ago

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    I enjoy wearing formal attire, and prefer to dress up at all times. For me, this is a suit, starched high collar shirt, cuff links, collar bar under the knot of my tightly tied...
    tightnecktied tightnecktied 36-40, M 4 Responses Jun 27

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    I just bought five pairs of sexy panties for myself. Seriously, I'm not sure what compelled me to do it. While there have been times in my past when I was in my 20s that I did...
    frogchop frogchop 46-50, M 6 Responses Jul 2

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    Lace is the best. When a guy notices that you're wearing sexy panties. 👍
    orangecrayons orangecrayons 18-21, F 10 Responses Jul 7

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    My wife would put small hoop sleeper earrings on me after I had fallen asleep, for several weeks I awoke and found them, One morning I noticed red dots on my ears and assumed I...
    CdKimmi CdKimmi 61-65, M 2 Responses Jul 8

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    I have been wearing exclusively panties now for 2 weeks. It feels so amazing. So liberating. I am going shopping tomorrow with my girlfriend to VS to pick out a few more items to...
    Winesissy Winesissy 46-50, M 9 Responses Jul 10

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    There's just something that gives you such a confidence boost wearing sexy underwear!! Just need to work on my body so that I look good :) I hate my body so much :(
    Sinead432 Sinead432 18-21, F 6 Responses 5 days ago

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    It's been four days now, and I haven't changed clothes at all! I've not seen anything that is underneath my clothes for all that time, I haven't even pulled them down to go to the...
    TotTotTotTot TotTotTotTot 18-21, F 1 Response 5 days ago

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    I don't know why. It's probably cause I'm just used to buying that brand. Plus it's convenient when you want to dance, in my opinion. Damn if there was a possibility That I would...
    FunnyandNerdy FunnyandNerdy 16-17, F 1 Response 4 days ago

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     Look at this picture. I'm not afraid to show skin. I'm the one wearing the crop top if that wasn't obvious.
    teenally teenally 13-15, F 1 Response 17 hrs ago

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    I recently spent a day completely dressed en femme and did lots of 'girly' things like shopping, getting a makeover, etc and then, after spending > $200 on cute ladies fashions, I...
    DonnaSue10 DonnaSue10 66-70, M 6 Responses Jun 26

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    I would love to own this, it is not offered at store pick up and I can not have it shipped to my home!!! I LOVE THIS SOOOOOOOOOOO MUCH!!!
    wtbwoman wtbwoman 41-45 6 Responses Jun 30

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    This is the back of what I posted a few days ago, I think the back is even more sexier than the front and so want this so bad, I LOVE IT soooooooooooooooooo much and want it really...
    wtbwoman wtbwoman 41-45 4 Responses Jul 2

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    Who doesn't love panties up on your junk!
    understateproject understateproject 36-40, M 1 Response Jul 3

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    This is what I bought because they did have store pick up!!! LOVE IT almost as much as my previous post!!!
    wtbwoman wtbwoman 41-45 2 Responses Jul 8

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    Bigger and better picture of what I just picked up and I LOVE IT!!!!
    wtbwoman wtbwoman 41-45 5 Responses Jul 8

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