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I Went Out In Womans Clothes

Personal Stories, Advice, and Support 570 People

    Today I'm going out wearing women's underwear.

    I've got my diaper(nappy). Plastic panties with a pair of pink flowered cotton panties. I also have a pink flowered bra on aswell. But unfortunately I have to wear ugly men's bland clothes on top.
    babyannie57 babyannie57 56-60, M 1 Response Aug 21

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    I Wore A Skirt And Sweater Out The Other Day

    I wore a skirt and cute sweater to the bike shop. A very nice black above the knee with panties. A very nice v neck sweater with a scarf. The folks at the bike shopm handled me with respect and I made a purchase for my wife. From there I drove to Wisconsin to buy some New Glarus...
    skirt12 skirt12 51-55, M 3 Responses Dec 6, 2012

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    Beverly Hills 90210

    The other day I had an appointment with a plastic surgeon in Beverly Hills. It was to discuss options for facial feminization, so I decided to go as Genivieve. I shaved and showered did my make-up tastefully light and picked out a simple black bra and panty set. This bra...
    genivieveleduc genivieveleduc 46-50, T 6 Responses May 25, 2013

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    This Morning

    When I walked out to my patio, it was covered with leaves from the rain and wind storm we had last night. I swept it off and then thought "I bet the carport is covered too" I walked to the carport and it wS so I dressed on nightgown swept off my carport in full view of my...
    deleted deleted 26-30 4 Responses Jul 22, 2012

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    Out In Womens Clothes

    I wear womens clothing every day. 97% of my wardrobe is womens clothing, including 7 pairs of shoes. Along with my Plunge Bra, panty, cami, and hosery, a nice feminine top and jeans or womens dress pants.I don't try to pass, but be comfortable in clothing I like to wear. I like...
    serinalynn serinalynn 61-65, M 1 Response Sep 24, 2012

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    Dressed In A Skirt

    I was very excited the other day because I knew that I would be out and about in a skirt. I first laid out my outfit on the bed a nice all black above the knee skirt, my shiny gray leggings,got into my wifes closet and pulled out a very nice black zip up sweater. I slipped into...
    skirt12 skirt12 51-55, M 2 Responses Dec 16, 2012

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    A Nice Little Treat..

    .Yesterday my wife & I went shopping. I wore ladies jeans, a pretty pink striped blouse, loafers, jewelry, and light makeup with lipstick, and carried a nice shoulder bag. We left home mid-morning to avoid large crowds. Upon entering an upscale jewelry store, an attractive 40...
    janusatv janusatv 61-65, T 3 Responses Dec 4, 2013

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    Women'S Oxford Shirts

    I consider myself a casual crossdresser, so any women's clothing that looks androgynous interests me. One of those are Oxford shirts. They look like men's shirts, except with a feminine cut at the waist. I just bought myself a light blue shirt online. When it arrived, I was...
    val83 val83 26-30, T 3 Responses Mar 18, 2013

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    Been venturing out dressed more

    and more enfemme over the past couple of years. One day I shopped in a Michaels looking for a pink coat button for a feminine suit coat I have. I was wearing ladies dress slacks, feminine top, earrings, bracelet, rings, feminine watch, some makeup, no wig, my pink girly glasses...
    debbienc debbienc 61-65, T 2 Responses Sep 28

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    A New Year Festival

    This happened last April. Some friends invited me to a celebrations being held for the National New Year. While talking of going there they mentioned that there was fancy dress involved, and, because of my waist length hair, asked me to go dressed as a girl in traditional village...
    shalinigirl shalinigirl 31-35 6 Responses Aug 25, 2012

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    Womens Clothes

    I went to Sears dressed in woman's clothes, i tried on a couple of dresses, and went into the ladies room to go pee, they didn't have any urinals, HA,HA, I had to sit down to pee.
    lottsafun lottsafun 61-65, M 3 Responses Dec 6, 2012

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    It Is So Much Fun.

    I have lost count of the times I have been out in public dressed as a woman in the last few years doing lots of stuff from shopping to nightclubbing.I am almost 'owning it' and what a feeling that is.
    RobynTheBeautiful RobynTheBeautiful 41-45 Aug 30, 2013

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    Going Out With Other Crossdressers...

    When I first discovered the internet, I was happy to discover that there were many guys like me -- guys that liked to dress in women's clothes. I met a cd'er on line who told me that he and a bunch of friends rented an apartment that they used for dressing in private and for...
    driver88 driver88 46-50, M 2 Responses Nov 1, 2012

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    Walking In A Public Park

    I've dressed in a wig, makeup, bra, girdle, tight-short gym shorts and nylons and walked in a public park for hours. I stuffed my bra with water filled balloons and bounced up and down for walkers to see. It was so exciting! Satisfying
    satisfying satisfying 70+, M 4 Responses Nov 24, 2013

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    The New Me

    I am transgender and for the past six months I have been living happily as a woman named Teri. I put all his things in storage and would consider it crossdressing if I ever have to wear them again. I just love my new life and plan to live the rest of my life as Teri. I have...
    PinksWoman PinksWoman 61-65, T 11 Responses Mar 7, 2013

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    let me start by saying,

    I am NOT passable!!! well this morning, I had to go to the clinic, nothing bad!!! just blood for my cholesterol check, nothing wrong! lol! so I got up, shaved my face and legs, put on some Suave cherry blossom anti-perspirant (I just LUV the soft girly scent) a tight bra...
    JessicaMann JessicaMann 41-45, T 3 Responses Jun 14

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    I have become quite bold about going out in

    public either fully crossdressed with wig & makeup or wearing 100 % fairly obvious female clothes w / o wig & makeup. Apparently most retailers have been trained to use personal pronouns appropriate for how a person presents in public. I have been mam'd numerous times and the...
    debbienc debbienc 61-65, T 1 Response Feb 28

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    Camden Lock

    I had not long acknowledged to myself that I was CD and I wanted to see what it was like wearing a skirt out. For my trip I chose a black shirt and jacket, long charcoal grey socks and back brogue shoes. In my black rucksack I had my knee-length dark grey merino wool skirt to...
    meganb1 meganb1 36-40, T 4 Responses Jul 29, 2013

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    Out In A Skirt

    I finally wore a very colorful mid thigh skirt out the day, until now I have only worn mid thigh all black conservative looking skirts well this one has beautiful paisely shaped flowers 7 bright it colors in all including pink, coral , yellow and magenta. I did get a nice comment...
    skirt12 skirt12 51-55, M 3 Responses Dec 18, 2012

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    sexyaime sexyaime 26-30, M Mar 21

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    Related Experiences

    I love wearing womans clothes
    mickjag mickjag 66-70, T 1 Response Oct 16

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    I bought these work clothes a few weeks ago and with my increased caloric intake, my tummy is really growing and making noticeable ball belly. Looks like I'll have to buy the next...
    enplumpen enplumpen 31-35, M Sep 30

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    I bought those work clothes a few weeks back in my size. Turns out I'm rapidly outgrowing them. All today at work my pants were cutting into my tummy and my belly was straining the...
    enplumpen enplumpen 31-35, M Oct 7

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    I spent my childhood outside, literally only coming in for food and sleepz. Now I live in a smelly city and I stay indoors all day instead! :(
    papercastles papercastles 22-25, F 3 Responses Oct 9

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    I have 5 sisters, we would be outside from daylight to dark, playing with the neighborhood kids, we had a blast, our parents would have to drag us in at night, I miss those...
    Dixiechic66 Dixiechic66 46-50, F 3 Responses Oct 12

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    I needed very little to entertain myeslf as a kid. I had videogames, but I rarely played them actually when I was a kid; I did play them later, but compared to the great outdoors...
    cbones2010 cbones2010 22-25, M Oct 21

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    It wasn't a choice most of the time. Grandma woke us up, fed us, made us clean while waving her cane at our heads then kicked us out until lunch. After lunch we had to go right...
    Saphic33 Saphic33 26-30, F 3 Responses 3 days ago

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    We rented a house in the Mid West for a few weeks a few Winters ago. All 10 of our family were there, parents, and 8 siblings. It snowed, a lot, about 1 foot, which for me is a ton...
    LittleStain LittleStain 18-21, F 1 Response Sep 30

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    I love thinking back to these times especially at this time of year. As a kid, I would go to my cousins house. It was an old farm house with huge rooms. It had a front porch across...
    sml4 sml4 46-50, F 2 Responses 3 days ago

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    I am so tired. These past few months it has gotten worse. I don't know how to behave around new people or people I barely know, especially those I feel inferior around. That counts...
    haroni haroni 22-25, F Oct 14

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    When I was younger my home environment wasn't the best, and I thought I knew everything that I wouldn't end up in the same scenario. In fact I did start of differently I had a "I...
    lilygeorge12 lilygeorge12 22-25, F 1 Response Oct 5

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    I wear socks outside because it's fun. I'm just making up for fun I didn't have when I was a kid. When I was a kid my parents had a rule that I couldn't go outside in socks...
    Calcetines Calcetines 36-40, M 1 Response Oct 5

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    First of, I love to be nude and I've read alot of stories on outdoor nudity, so I thought to myself, why not try it myself? So, I've done it a couple of times earlier, but I'm...
    snowviking snowviking 18-21, M 1 Response Oct 3

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    So now that I am free to go out dressed up I thought I would take advantage of this sunny fall day. Came home from work and decided to put on a pair of tight jeans and my black...
    jilliank jilliank 51-55, M 1 Response 1 day ago

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    They went out yesterday and sleeping without a fan is hard...
    YuriXWolfram86 YuriXWolfram86 18-21, F Oct 3

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    I went out on my first date since my boyfriend of 9 months and I broke up. Well, the person I was going to go on the date with stood me up. I wait for about an hour in the cold and...
    EowynElf EowynElf 16-17, F 8 Responses Oct 4

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    I am not a man but I think it's important for you to be free. Dudes, you want to wear women's clothes then I'll be right behind you cheering and making damn sure you feel sexy!!!
    RavensRose RavensRose 22-25, F 5 Responses 8 hrs ago

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    my aunt was out at the doctors so i thought what a great time for me to dress for a while.i showered and shaved my whole body,then put on my black panties,black bra,my black cami...
    SISSYGUYMARIGAIL SISSYGUYMARIGAIL 46-50, M 2 Responses Oct 21

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    I was 13 years old and my sister was a year older, I was home alone one day and went into my sister room and put on her black dancing leotard, our bedrooms were upstairs and I...
    Bailsbails Bailsbails 36-40, T 1 Response 1 day ago

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    My best friend and I just went to the Grand Canyon via train it was a blast! Now we are making plans to ride mules to the bottom.
    dprmn dprmn 41-45 41 mins ago

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    Sorry if I misspell something, this is new for me. Okay... So a few weeks ago I was going to get dressed in the morning but I had no shorts to wear that day. I went to the dryer...
    ErickHernandez ErickHernandez 13-15, M 6 Responses Oct 7

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    There was a story on the news just today about two guys at a school in Washington who went to school dressed like girls. This apparently occurred on Monday or Tuesday and the...
    tghubby tghubby 51-55, T 3 Responses Oct 17

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    I have to go shopping with my mom today to get my brother's birthday stuff 4 his party. and i need winters clothes and sports clothes I in town for a 4 hours I know one thing that...
    jackmud jackmud 13-15, M Oct 5

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    i went to the goodwill "superstore" by my house and got a 2 piece Victoria's secret silk nighty thing, a skirt and a pair of ankle hi fishnet socks with frilly lace band on top...
    MaxSinner MaxSinner 31-35, M 2 Responses 5 days ago

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    My mom had bought them for me when we went school clothes shopping. I remember when I first put one on it was a little uncomfortable but looking in the mirror I like how they...
    Michelle1976 Michelle1976 36-40, T 1 Response 5 days ago

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    If you caught me sniffing your panties would you be mad and grossed out or would you think it was a compliment to your womanhood? Would you watch me as I enjoyed your scent?
    PSTony PSTony 56-60, M 5 Responses Oct 8

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    Someone besides myself. Can't find my girl. Wore out my batteries. Whats a poor girl to do?
    redheadjenn redheadjenn 41-45, F 2 Responses Oct 12

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    Such a perfect experience and just before Halloween :) Maybe I should go as a vampire and get lucky with all the necks out there ;)
    Tomorrowsday Tomorrowsday 26-30, M 1 Response 20 hrs ago

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    I had this happen just this year. I live in a small Southern town and play baseball every Saturday from June to Sept. with the fire dept. We were playing the local police Dept...
    sportigus sportigus 31-35 Oct 20

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