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I Love Wearing Skirts And Dresses

Personal Stories, Advice, and Support 128 People

    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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    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 1 Response Mar 5, 2013

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    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 28 Responses Aug 27, 2012

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    Related Experiences

    Yes I love wearing dresses. They are so liberating. My feminine side can be herself. Not shoved into pants. Rather being the classy lady that she is.
    Adam59 Adam59 56-60, M 1 Response 3 hrs ago

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    I love girly clothes they are so much better than guys glitches. I love how skirts flow with your body and allow so much freedom. I love how panties conform to the body and curve...
    LexyCD LexyCD 18-21, M 2 Responses 6 days ago

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    I too love shopping for dresses. I feel like I need to get something every time I go. I'm disappointed if I don't find something for me to wear. I have bought several dresses and...
    Adam59 Adam59 56-60, M 1 Response Nov 12

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    Now wearing my blue full body spandex suit! It feels amazing! I love wearing spandex!
    RedBlueandBlack RedBlueandBlack 18-21, M Nov 13

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    Yeah I'm a guy,straight and love wearing hollister jeans,love how they look and fit on me,I bought a pair by accendent at a thrift store,and fell in love with them,I wear all the...
    denimman2014 denimman2014 31-35, M 1 Response 5 days ago

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    Morphing into my blue Morphsuit! I love wearing my blue full body spandex suit!
    RedBlueandBlack RedBlueandBlack 18-21, M Nov 13

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    they are so comfy and thin and i love wearing short shorts and a bunny hug
    Morganater97 Morganater97 16-17, F 2 Responses Nov 13

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    Love wearing my wrangler jeans
    denimman2014 denimman2014 31-35, M Nov 17

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    I sure do love wearing lingerie and I am male. I don't want to be a woman and certainly don't want to hide/tuck my tackle either. I like being a male and very content playing with...
    manslip manslip 56-60, M 7 Responses 6 days ago

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    I know I'm not alone, but my favorite pastime is dressing up in skirts and dresses. I remember at age 4 putting on my mother's black full slip and then later putting on my sister...
    sharonwoods sharonwoods 51-55, M 10 Responses Oct 28

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    I have all manner of things in my feminine wardrobe; skirts, panties, tights, some pantyhose, leotards, slips both half and full, Spandex shorts both half thigh to almost no leg...
    wcurnow wcurnow 46-50 Nov 5

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    I wear mini skirts without panties and why not, I love it, looks hot, and once I was walking with a black mini skirt down a busy shopping street, the men and women couldn't believe...
    Yasmeenaofficial Yasmeenaofficial 18-21, F 4 Responses 2 days ago

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    For years I've enjoyed wearing women's sweat shirts and pants. The pants are cut so much differently than men's...tapering leg and, of course, tighter in the crotch where my...
    janusatv janusatv 61-65, T 2 hrs ago

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    With the cold weather setting in, it's been great to see so many skirts and black tights coming out. I love black tights and love seeing people wearing them. In my workplace there...
    LisaTG LisaTG 26-30, T 4 Responses Nov 6

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    I've always looked really feminine. Lots of people thought I was a girl, though I was a boy, even as a kid. When I started taking hormones it softened me alot more. I've worn...
    kymmberlee kymmberlee 18-21, T 10 Responses Nov 14

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    Some people find it weird but I go all the time bare legged even in winter. I wear shorts that are really short just covering my bottom or mini skirts. My entire legs stay naked...
    lornagalma lornagalma 31-35, F 1 Response Nov 13

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    Some people find it weird but I go all the time bare legged even in winter. I wear shorts that are really short just covering my bottom or mini skirts. My entire legs stay naked...
    lornagalma lornagalma 31-35, F 2 Responses Nov 13

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    (dresses and lingerie); and Desires a Like Minded Male. I LOVE the 'FEEL' of it Against My Skin. DO You ??
    desireindisguise desireindisguise 56-60 Nov 11

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    I'm young, only twenty two years old, so I wear short skirts.Always above my knees, sometimes quite a long way above my knees!I love to show off my legs.
    Skjeggstad Skjeggstad 22-25, F 9 Responses Nov 4

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    i have three different little black dresses i love to wear for restaurant, party or just go clubbing. One is sleeveless, another with spaghetti straps and the third with short...
    HeelsKitten HeelsKitten 31-35, F 12 Responses Nov 7

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    A roller-coaster of emotions, and certainly one that has changed me I believe forever. Since my first adventure out, I have had a few smaller experiences, But the other day, again...
    blindfoldstacy blindfoldstacy 41-45, T 7 Responses Nov 17

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    I never used to like wearing shorts until a few years ago when I started wearing them on very hot summer days. I'm now finding that my shorts wearing season is taking up more and...
    ben1815 ben1815 41-45, M 3 Responses Nov 12

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    I wore a cotton plaid skirt to work today. Went to lunch and bought this amazing leather skirt, I had to wear it back to work and goy so much attention, hehe. Everyone loves it. It...
    Cindy212 Cindy212 31-35, F 14 Responses Nov 5

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    I like and dislike wearing shorts. I like wearing shorts because my butt looks nice in it. I dislike wearing shorts because I have to shave my legs. I hate shaving because it grows...
    lorrena19 lorrena19 18-21, F 1 Response Nov 13

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    I am a guy who likes to wear tights. I also find that wearing shorts over tights is not a bad look. I liked this look ever since I was in high school. It was quite common for...
    tightsman88 tightsman88 22-25, M 4 Responses Nov 15

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    Some advice for people who are worried about wearing the kilt. At first you may feel self conscious and wonder what people are thinking of you. Don't worry, that will soon pass if...
    weirworn weirworn 66-70, M 2 Responses Nov 3

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    Confidence is getting stronger and stronger. I recall not being the most confident, in fact scared of what people say or think. But since my first outing out, I'm getting more...
    blindfoldstacy blindfoldstacy 41-45, T 6 Responses Oct 27

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    I have recently started wearing panties around my wife. She knows and i couldn't be happier. She is slowly warming to it. I had stopped for 5 years thought i moved on from it. Now...
    janienylon janienylon 31-35, M 3 Responses Nov 12

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    Wearing one of my kilts at work today because it's a charity dress down day. I think I look quite good, but I know that it will result in loads of teasing and asking of the 'Are...
    ben1815 ben1815 41-45, M 3 Responses Nov 14

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    There is so many girls who are wearing black leggings today! It is cold here that is the reason why! I'm wearing my black Under Armour compression leggings underneath my pants!
    RedBlueandBlack RedBlueandBlack 18-21, M 2 Responses 5 days ago

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    Since I am professionally employed I must wear either a dress or a skirt and blouse with heels. I have no problem in wearing a dress or skirt and blouse with heels when I am out...
    singleandpregnantmom singleandpregnantmom 31-35, F 3 Responses Nov 14

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    hey! my name is karan i am from hyderabad i got a seat in punjub for my graduation so i left for punjab it was the 1st tym i was away from my family everything was new there and i...
    realysweetguy realysweetguy 22-25, M 2 days ago

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    It was at the tender young age of 43 (58 now) that I was having some urological pain issues that I recived the suggest from my urologist that I switch to boxer shorts. The change...
    Dave44130 Dave44130 56-60, M 2 Responses Oct 28

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    Me wearing heels after the acceptance in my family. Posing for photo for my sister.
    RachanaN RachanaN 22-25, F 8 Responses Nov 4

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    yes that's me. wearing hijab :)
    HikoukiGumo HikoukiGumo 18-21, F 5 Responses Nov 6

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    Black tights and above the knee skinny shorts - usually blue or grey denim - is pretty much my standard wear when I'm out & about now it's colder and although I see plenty of heads...
    briefencounter briefencounter 46-50, M Nov 7

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    Well...I don't like wearing un-sexy under wear. Who would? I mean really!
    Studdleywizbi Studdleywizbi 18-21, M Nov 7

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    I'm very new to kilt wearing and I have to admit that I really enjoy the experience. I feel a different kind of confidence when being kilted and although have only been out in...
    ben1815 ben1815 41-45, M 4 Responses Nov 10

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    For decades I thought I was the only person in the world and sick. I think I should be able to express this on EP. I think it's healthy to see the vast divergent "different" ideas...
    S5447 S5447 41-45, M 2 Responses Nov 11

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    Found two pairs. Ones on the left have 2" heels, one on the right 1". Been wearing the 1" with no comments. Haven't tried the 2".
    shadowplt shadowplt 46-50, M 4 Responses Nov 11

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    Love my Andrew Christian jockstrap. This is always my go to pair of underwear!
    andyj1987 andyj1987 26-30, M Nov 2

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    My favorite androgynous shopping outfit for fall includes my glossy black sleeveless leotard. I slip it on over sheer black pantyhose, then pull on my girly stretch-denim leggings...
    Tightsgirl Tightsgirl 46-50, T 2 Responses Nov 7

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    Just like many men on here, I love to wear lingerie and panties. Especially anything that's satin. Any questions or comments, feel free to ask!