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I To Wear A Skirt Or Dress In Public

Personal Stories, Advice, and Support 1,066 People

    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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    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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    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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    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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    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 6 Responses Sep 27, 2013

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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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    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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    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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    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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    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 3 Responses Jun 25, 2011

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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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    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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    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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    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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    Skirts

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

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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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    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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    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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    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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    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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    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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    Its especially fun if you dont wear anything

    underneath ;) you can get a lot of guys to do... a lot more than youd expect when a teenage girls rubbing her bare *** all over you on the bus. It makes me wet thinking about when I used to do that stuff >~<
    TheKittyToii TheKittyToii 13-15, F 1 Response Mar 11

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    Do any other women here enjoy giving people a

    little "peak" of yourself when in public?
    Hotwyfe Hotwyfe 26-30, F 11 Responses Dec 1, 2013

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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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    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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    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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    Related Experiences

    When i was really young, my cousin, who was older than me, made me wear a top and a skirt. She keeps reminding me of it. She says she'll give me the photo. Once i get it , I'll...
    Robinethegirl Robinethegirl 18-21, M 25 mins ago

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    At 40? I would still love to wear a wedding dress! I had a chance before... A couple of times in fact but I always felt scared. Well I guess I have'nt met the right man for me. I...
    marinah74 marinah74 36-40, F 6 hrs ago

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    Planning a wedding can be exciting, happy, and stressful for bride. Choosing bridesmaids and then the bridesmaid dresses can be important parts in the planning. Just like wedding...
    flywishes flywishes 26-30, F 7 hrs ago

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    Are you looking for the bridesmaid cheap bridesmaid dresses? Then you might want to know about the latest trends of the silhouette and color in order to make sure everything is...
    redbduk redbduk 26-30, F 13 hrs ago

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    Is there any girl in MN by milaca
    bulldogpitbull bulldogpitbull 13-15, M 13 hrs ago

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    I feel bad for all some of you but other had fun with it I hope it doesn't effect you in the future and I will post my experience some time
    bulldogpitbull bulldogpitbull 13-15, M 13 hrs ago

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    I had place this order on my favorite skating clothes website. If I remember right, there was a pair of skin color skating tights, That long sleeves red lycra bodysuit and a little...
    Nadia1977 Nadia1977 36-40, M 15 hrs ago

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    Has anyone here ever heard of this new style of skirts? http://legstyle.blogspot.com/2015/07/skirtcraft-is-new-hotness.html In one word... Awesomeness!
    LegStyles LegStyles 26-30, M 2 Responses 1 day ago

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    I dont know if any of you have heard of this, but you're all going to absolutely love it! http://legstyle.blogspot.com/2015/07/skirtcraft-is-new-hotness.html
    LegStyles LegStyles 26-30, M 1 day ago

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    just tonight I worked up the courage to step out in a skirt and wedges and walk around the block it was a little scary and got the heart rate going but nothing bad happened was...
    jamie172 jamie172 46-50, T 6 Responses 1 day ago

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    Tomorrow, I get on a plane to fly home after visiting my mother in my home town. She's getting up there in the years and finds my transgender experience interesting, though may...
    KatieTreat KatieTreat 51-55, T 7 Responses 1 day ago

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    I used to do a lot of plays, and it was always my fear/secret hope that I'd have to play a girl. I'd been in a few things where other guys had to/got to and was always secretly...
    wesleyd wesleyd 26-30, M 1 day ago

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    I absolutely LOVE to wear dresses :) I know that most girls don't like to wear dresses and I never have figured out why. I think that dresses make girls look nice and just don't...
    allisonhashope allisonhashope 13-15, F 3 Responses 3 days ago

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    I am a crossdresser and love to go out in public dressed in short skirts and sexy tops. Most of the time I don't wear panties. One day I wore a skirt so short that from behind you...
    cdmartina cdmartina 41-45, M 2 Responses 4 days ago

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    wearing one of my nice jean skirts is always fun I feel cute and with fresh shaved legs even better. I enjoy the sensation of any skirt sliding on my skin.
    whitwhit86 whitwhit86 26-30, M 6 Responses 4 days ago

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    I love wearing short dresses and skirts with a nice looking blouse when I am dressing up and going to work, church, and out for the evening with my boyfriend and/or others. I...
    familycamping familycamping 31-35, F 6 Responses 4 days ago

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    In most of the western cultures and particularly in the Christian weddings, bridesmaids are those close friends, cousins or sisters of the bride, who wear beautiful clothes and...
    redbduk redbduk 26-30, F 4 days ago

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