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I To Wear A Skirt Or Dress In Public

Personal Stories, Advice, and Support 1,037 People

    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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    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 36-40, 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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    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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    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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    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 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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    Skirts

    t wear skirts tops at home alot outside to
    azcd azcd 61-65 May 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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    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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    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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    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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    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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    Related Experiences

    I know a lot of girls prefer to wear pants, but for me, skirts are almost always nicer to wear. If you don't wear a fitted skirt, I find my legs can move more easily when I'm...
    YuEvans YuEvans 18-21, F 4 Responses a week ago

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    I'm having a debate with myself this morning. Tonight is league bowling night. That means guys, bowling and beer. It's a highly testosterone involved environment. I think it would...
    shadowplt shadowplt 46-50, M 9 Responses Jan 15

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    I'm definitely a fan of wearing skirts, particularly the shorter ones. I guess I'm known around my school for having a tight, short skirt. I end up in detention quite frequently...
    LeahUK LeahUK 13-15, F Jan 11

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    This summer, Scottie and I are going renew our vows. She will no longer be my submissive but, my equal. I know that she wants to wear her Mother's dress, which I think is fantastic...
    MsDeannaW MsDeannaW 41-45, F 11 Responses Jan 11

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    If only I had a skirt, then I could where it all day😀. But I don't, manly because Im not at home so I can not wear my sister stuff😟. I miss that, but this mean I could get my...
    qwerty12474479321 qwerty12474479321 18-21, M 1 Response 12 hrs ago

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    I'm going to be me today. Whatever that means. Just me. I'll love my wife and kids, enjoy the day as it comes and wear what I feel makes me happy. I'll praise Jesus for the gifts...
    shadowplt shadowplt 46-50, M 9 hrs ago

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    Well I'm back from my trip to the city. Left the house dressed for power shopping. Since it's suddenly really cold I had to wear black tights under my ankle length skirt. Those can...
    shadowplt shadowplt 46-50, M 2 Responses Dec 30, 2014

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    I have worn women's clothes since I was very young. About five years ago I decided I didn't want to hide it any more so I came out about it. I approached our HR department and...
    peteorpen peteorpen 61-65, M 1 Response Jan 6

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    Planning on going to the city this afternoon. I'm going to wear my frilly skirt and heels. My daughter has a swim meet for high school and I want to watch it. Won't wear it at the...
    shadowplt shadowplt 46-50, M 1 Response Jan 13

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    I drove to the city in my favorite skirt and heeled boot as I've done many a time. I usually stop at a convince store to use the restroom. It's normally not very crowded but for...
    shadowplt shadowplt 46-50, M 4 Responses Jan 18

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    Working remotely has given me an opportunity to dress for work. I don't do it often but today the mood struck me. If only those on the conference calls knew I was wearing this...
    babybearjean babybearjean 56-60, M 6 Responses Jan 15

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    what do you think if world allow us to wear dress outside????
    daya55 daya55 26-30, M 6 Responses Jan 18

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    I had to go to the storage unit and drop some things off and pick up some other things. I put on my bra under my Hawaiian shirt on the way over. When I went in the office I think I...
    Sharon03 Sharon03 56-60 7 Responses Jan 9

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    Going to the city today. Plan on going enFem all afternoon. My wife actually suggested I go today since she has to work. She knows (without saying it to me) that I'll dress and...
    shadowplt shadowplt 46-50, M 2 Responses Dec 30, 2014

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    To all my friends and future friends here on EP, wishing everyone a Happy New Year. I hope everyone has their dreams and wishes come true this 2015. I'm going to work on mine. I...
    shadowplt shadowplt 46-50, M 3 Responses Jan 1

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    Yesterday was a weird day. I had to work very early so I could take my daughter to an appointment. That meant I got off work early and had the rest of the day to myself. Got to...
    shadowplt shadowplt 46-50, M 3 Responses Jan 7

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    My daughter and wife are traveling to a swim meet today. I opted to stay home and clean the house/rake leaves. Going to do it dressed and heeled. Looking forward to just being...
    shadowplt shadowplt 46-50, M 3 Responses Jan 10

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    Well yesterday was a fun day. Cleaned the house while wearing my favorite skirt and heels. Played with eye shadow (I really suck at make-up). Watched some movies and did a whole...
    shadowplt shadowplt 46-50, M 2 Responses Jan 11

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    Well a nice day has gone south. My wife has told me she's given me time to be me. That's why she's working extra hours and doesn't want to spend time with me. She doesn't like my...
    shadowplt shadowplt 46-50, M 3 Responses 3 days ago

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    I was seen by a coworker this morning with a skirt on. I went to work early so I was the first one there. As the first one in the building I had to go and turn off the alarm system...
    mat2Robin43 mat2Robin43 51-55, M 8 Responses Jan 9

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    I'd arrived late to this week's PE lesson due to long queues at the girls' bathroom. I ended up sharing a cubicle with a lad in their bathroom, I honestly couldn't hold it any...
    LeahUK LeahUK 13-15, F 1 Response Jan 13

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    Well i really went for an end of year fling. Went to the shops then the beach with a classic triangle aqua halter top bikini and tie side pink scrunch bottom, both rhinestone...
    motokini motokini 56-60, M Dec 31, 2014

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