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I To Wear A Skirt Or Dress In Public

Personal Stories, Advice, and Support 1,039 People

    Pressure!

    I was recently in a fight with a female i have never met in my life before! I can't tell you a reason for the altercation but she had been picking on me for a while! To make this story short we fought & later that night I dreamed I was approached in my moms living room with a...
    Victoria54 Victoria54 16-17, F Dec 31, 2012

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    My Wonderful Crossdressing

    So I was in school and was wearing panties and tights under my school uniform and someone noticed me. She asked me about it after class and I explained. She said it was so sexy so we went to my house after school. She admitted she had a garter fetish and she loved mini dresses...
    Tharealcsim Tharealcsim 22-25, M Sep 24, 2012

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    Men In Skirts

    I'm really thinking about wearing skirts or a dress in public. I don't mean dressed trying to pass as a woman. I mean with my full beard and all. I was thinking about the kilt thing and then I thought 'what the hell' I really want to wear a skirt or dress and I really don't want...
    mustangsally1965 mustangsally1965 61-65, M 24 Responses Oct 12, 2010

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    Wearing A Skirt In Public

    The first time  I wore a skirt was about 5 years ago.  I was involved with a theatre group.  After running our show, we run a special presentation of the show with roles reversed -- men play women and women play men.  Even the house staff goes along with it.  I finally went...
    ed8101 ed8101 56-60, M 3 Responses Feb 9, 2012

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    To Wear A Skirt In Public

    i have a boss who i went out with and she works in marks and spencers and would like to wear a skirt where she works and try on clothes . she only works there on a sunday and would love to do it . i just love wearing skirts and dresses but i have only been to my meetings enfemme...
    georgiacd georgiacd 41-45 3 Responses Dec 28, 2011

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    Mass Trouser-free Walk In Brighton Uk

    I think the LGBT people and straights should all join hands on this one... Gender and sexuality are not the main issues here. The central issue is the impoverishment experienced in a society that reinforces redundant stereotypes and unfairly discriminates against men in the...
    Btrue21self Btrue21self 51-55, M 2 Responses Oct 24, 2012

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    Uh Ya! 💃

    I'm out & I'm wearing a dress right now! AND DRINKING A BLUE DRINK WITH AN UMBRELLA IN IT. 🍹🍹🍹🍹🍹
    Elzkitty Elzkitty 26-30, F Nov 22, 2013

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    Shopping In A Skirt

    I went shopping today in very nice black skirt with my gorgeous orange tights and black combat style boots an orange jacket and cap. I spent about 45 minutes in the store going through the aisles. All the employees were helpul and they all called me sir. I felt great and can't...
    skirt12 skirt12 51-55, M 3 Responses Dec 7, 2012

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    I Go Out Dressed Up In Drag Sometimes.

    My gay groups have activities about once a month or so. i always get dressed up for these occasions. mostly this summer it has been girl short shorts, and girl shirts, but I have gone to Halloween dances dressed in dresses before. I usually take a taxi so I don't have to put up...
    sisypwimp sisypwimp 41-45, M 1 Response Nov 11, 2010

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    Would Love To

    i would love to especially on a windy day letting my dress/skirt blow up showing my panties
    addguy3455 addguy3455 18-21, M 2 Responses Oct 24, 2011

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    Wear A Skirt Night

    If I owned a bar on 'Ladies Day' which in alot of places is wed. The only way you could get in is if you are wearing a skirt or a dress and that would be for men and women. I would have the first beer free and half off for the rest of the night. Instead of calling it Ladies Day I...
    mustangsally1965 mustangsally1965 61-65, M 6 Responses Oct 15, 2010

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    In Public Dressed Up

    apart from a couple of times as a teenager when my mother or aunt took me out i have not openly gone out in public as a female any where near my home. over the years i have occasionally gone out dressed when some where i was unlikely to meet any one i knew, and usually only with...
    Cyclopes66 Cyclopes66 51-55, M 2 Responses Oct 9, 2011

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    I Only Wish I Could

    I love skirts and dresses. I would so love to be able to just relax and maybe take a nice walk in the park in a pretty sun dress, I love dresses Dennis / Denise
    deleted deleted 26-30 9 Responses Nov 9, 2010

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    My First Skirt.

    This story is dedicated to two very special people here at EP, one who is living life to the fullest and enjoying with others and one at the early part of life who have touch me and taught me to love beening myself .thank you Billie and Sue.This happened many years ago and had...
    bernadine52 bernadine52 56-60, M 4 Responses Jun 25, 2011

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    Reactions From People

    Wife & I got together at a bar with some friends this weekend. Decided to wear a solid-colored sweater with a wool plaid skirt & loafers. Can't afford to buy a new Utilitkilt, so I bought the skirt on Ebay for $2. Wife said my legs looked pasty, and said that I ought to wear dark...
    deleted deleted 26-30 Jan 28, 2013

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    Skirts

    t wear skirts tops at home alot outside to
    azcd azcd 61-65 May 28, 2011

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    Swishing Skirt In Public

    Once Again, I just have to comment on just how Lovely the Pretty Yellow half slip is. Oh my Yes I just became overwhelmed at the Pretty Picture of your cute Yellow half slip, with pretty white lace about the hem. Yes, I too had a pretty half slip like that, along with a matching...
    carolannP carolannP 61-65, M 1 Response Feb 17, 2011

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    I Like To Wear Dresses

    I enjoy wearing dresses when out in public. I will put on a dress with all the undergarments and step into a dress and shoes with two inch heels.  I take my purse with me and put on some jewerly.  Into the car to run about my errands to the bank, post office, grocery store and...
    jml2000 jml2000 56-60, M Jun 26, 2012

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    Oops.. (:

    Looks like I forgot to wear panties today.. Oops (: just my smooth bare *** and my perfectly shaven ***** under my skirt. Maybe I'll see someone sexy enough at the office that makes me "accidentally" spread my legs open a little too far just so they can get a perfect view of my...
    foreveryoung1991 foreveryoung1991 22-25, F 7 Responses Sep 27, 2013

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    Running In Skirts.

    I often go to the forest and run in a skirt, I love running and the feeling of freedom.I bought a few polyester mini skirts at Goodwill for $4.00 a piece they breath and are comftorable no chaffing or bunching. My favorite is a pastel bubble skirt with flowers on it.
    skirt12 skirt12 51-55, M 1 Response Dec 4, 2012

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    Brother Wearing Skirt

    i am male cd  when i was in the age of 13, 14 i use to share my room with sister. one day night time my sister told me to wear her skirt  just  for fun i immidiately tried her skirt and i was looking very nice girl . she immidately were her...
    radhaparag radhaparag 22-25, F 3 Responses Dec 4, 2010

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    Skirts As A Man

    I love wearing skirts and kilts as a man. I find them comfortable and a great alternative to shorts. When the weather is nice 9 months out of the year I wear nothing but skirts, kilts and shorts. When the days are cooler I wear breeks with knee socks for warmth. In the winter...
    billbb billbb 51-55, M 4 Responses Mar 7, 2011

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    My First Time Wearing A Skirt In Public!

    In May of 2004, I went to San Francisco to participate in the "Bay to Breakers Marathon". I went to walk in the marathon with a group that called themselves "Bare 2 Breakers". Yes, this group walks the 7 1/2 mile course nude, but that is another story. I stayed at a hotel in the...
    Aguynamedsue Aguynamedsue 66-70, M 2 Responses Aug 15, 2011

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    Most Of A Week

    I am studying for a degree - distance learning, but recently Ihad a week long residential course.Of course, during the week I wore a skirt to the labs, to lunch, to the pub in the evening (when I wasn't writing up the experiements) . A WHOLE WEEK! No hassle!I nearly went into...
    purecotton purecotton 51-55, M 2 Responses Aug 21, 2012

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    Do any other women here enjoy giving people a

    little "peak" of yourself when in public?
    blondegirl36 blondegirl36 26-30, F 10 Responses Dec 1, 2013

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    Well, I Do ... As Much As I Can

    I started with this group as a "plan to", but hey, you know how it goes, one thing leads to another, and suddenly you're out there en femme in a favourite skirt buying the groceries.I just love it! I have had one or two smiles from younger people, every shop assistant so far has...
    Fullcircle Fullcircle 51-55, F 2 Responses Mar 7, 2011

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    Related Experiences

    Wow. I just experienced a realization. I need to just exude some confidence in myself to feel feminine and comfortable with myself. I've worn skirts, boots and heels in public and...
    shadowplt shadowplt 51-55, M 3 Responses Feb 5

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    One of the special things I like about skirts and some women's attire, is the diversity of colors, styles and the mix and match possible. I'll NEVER pass as a woman and never want...
    shadowplt shadowplt 51-55, M 2 Responses Feb 11

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    I'm going to the city this weekend to watch my speedy daughter swim against some of the best in the region. It's supposed to snow by Friday afternoon. I'm planning on bringing my...
    shadowplt shadowplt 51-55, M 2 Responses 1 day ago

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    I love to wear short skirts and a blouse when going out. Many times, I will wear a short dress or a sundress depending upon the activity.
    middleagedfemalemom middleagedfemalemom 41-45, F 1 Response Jan 30

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    Don't quite know how to express my enjoyment today. I went into the city dressed from the waist down. Wore my heeled boots panties and mascara. Otherwise presented as male. Not a...
    shadowplt shadowplt 51-55, M 1 Response Feb 8

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    I'm trying something new today. I recently purchased a pair of yoga pants, half stretchy leather and half lycra/cotton. Wearing them under my dress pants commando while at work...
    shadowplt shadowplt 51-55, M 2 Responses 3 days ago

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    One time while I was wearing my skirt and heels I tripped in front of a guy and he got to see right up my skirt. I was wearing pink panties to boot, so that made things more...
    AnyaGirl AnyaGirl 22-25, F 2 Responses 5 days ago

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    Spent the afternoon in my skirt and heels. Did this after taking my daughter to a dr appointment. This evening I'm home alone for a while. Wearing my boots and skirt watching the...
    shadowplt shadowplt 51-55, M 4 Responses Feb 2

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    This doesn't quite fit the skirt theme, but I found a pair of what I believe to be yoga pants the other day. Pleather in the front and Lycra in the a$$ and butt. Under a skirt they...
    shadowplt shadowplt 51-55, M 1 Response Feb 9

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    I'm begging to think that I'm weird. My wife definitely thinks my dressing is weird. So too do I. Not sure where to go. Please help
    shadowplt shadowplt 51-55, M 5 Responses Feb 11

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    Really want to get dresses for Valentine's Day. Won't but want too. If love to surprise my wife and be myself. She won't agree.
    shadowplt shadowplt 51-55, M 2 Responses Feb 13

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    The irony is she's really talking about my dressing. (I think :-)
    shadowplt shadowplt 51-55, M 2 Responses Feb 14

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    Woke up this morning (way to early) after sleeping 10-11 hours. What a great way to cleanse the body of a cold/infection. Going to drive to watch my daughter swim in the finals of...
    shadowplt shadowplt 51-55, M 5 Responses Feb 7

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    My newest purchase for wear under skirts and jeans in cold days or just around the house.
    shadowplt shadowplt 51-55, M 1 Response Feb 15

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    Today I'm going back to watch my daughter swim in the State finals for High School swimming. I'm really wanting to wear a skirt to the pool. It just gets hot in jeans or shorts. I...
    shadowplt shadowplt 51-55, M 9 Responses 6 days ago

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    I'm tempted to wear a skirt to work. But I'm not brave enough, yet. Plus, I'm a minority among my cowrokers, most of whom are from India. Anybody have any clue what their general...
    KatieTreat KatieTreat 51-55, T 4 Responses 4 days ago

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    Today I wore a skirt and went on my favorite walk. Felt nice. Skirt bellowing in the breeze. Wonderful feeling having the fabric rustle your shaved legs.
    shadowplt shadowplt 51-55, M 2 Responses Feb 10

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    I was planning a trip to the city today. I'd wanted to go shopping for a new skirt, one with pockets ( I'm tired of having to carry my wallet and truck keys). I was thinking of a...
    shadowplt shadowplt 51-55, M 5 Responses 5 days ago

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    So basically i couldnt really be bothered for halloween and i asked my sister if i should do anything or not, and she said maybe we can find out on the day. So on halloween i came...
    tomboyes99 tomboyes99 18-21, M 2 Responses Feb 6

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    Short follow up on my day yesterday. It was a dream. I wore my skirt around doing my daily chores: cleaning the house, grocery shopping, watching si-fi movies. My heeled boots...
    shadowplt shadowplt 51-55, M 2 Responses Feb 1

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    It was rather hot today and to be comfortable I wore one of short demin skirts, not that fashionable but comfy
    paula3198 paula3198 46-50, F 2 Responses Feb 7

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    This evening..... While skirted up waiting for my family to get home from work, swimming and whatever else they're doing. Prepped for cooking dinner ( fajitas ). Curled on the...
    shadowplt shadowplt 51-55, M Feb 16

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