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I Went Out In Womans Clothes

Personal Stories, Advice, and Support 554 People

    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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    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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    sexyaime sexyaime 26-30, M Mar 21

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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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    Such A Rush

    I have on a number of occasions now. Each time is special. Whether it's just a pair of ladies jeans, or the full lot. Each time lifts my spirit in ways that nothing else can. I love it. I just wish I could do it more often.
    Heellover Heellover 36-40, M 3 Responses Nov 12, 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 2 Responses Dec 4, 2013

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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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    Related Experiences

    I went out in public as a cheerleader for Halloween one year. An ex girlfriend of mine "convinced" me to do it (we had broken up years prior). She invited me along and I didn't...
    PHSensei PHSensei 36-40, M 1 Response Aug 20

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    Well not in the snow but whatever. Anyways I was on the phone with my boy friend. Which is weird because he wasn't my boyfriend at the time and he randomly asks me if I have ever...
    heyitsashley53 heyitsashley53 13-15, F 2 Responses Sep 7

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    As many know, I drive truck. I am currently on a dedicated account and I don't normally get closer than about 75 miles to a woman I met at church camp in 1980 who found me again on...
    tinymuel tinymuel 46-50 3 Responses Aug 20

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    I've outgrown so many clothes. I finally decided to donate what no longer fit me. Lordy it was a lot! I filled three plastic bags full and that was just stuff I could no longer fit...
    deleted deleted 26-30 1 Response Aug 20

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    We were about 8 years old and my friend Joey and I were playing at a construction sight. There had been heavy rains so the huge square holes were full of water. We took two 2x4's...
    Deedle623 Deedle623 51-55, F 1 Response a week ago

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    There was a little gang of us deviant kids on my block and the next one over also. The older kids would look after the young ones and we learn to hopscotch, jump rope, play with...
    KawaiiDemon KawaiiDemon 18-21 Aug 20

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    We would have dirt clod wars. There was a deep unpaved drainage ditch behind the houses across the street from us. After a heavy rain there would be a great deal of debris left...
    Deedle623 Deedle623 51-55, F 1 Response a week ago

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    I wish I could do college over again. My whole life I played sports. I went to a good catholic high school met a wonderful girl my junior year and received a scholarship to play...
    LifeChanges123 LifeChanges123 22-25, M Aug 21

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    I finally did it! Tonight was the first time I went out dressed. It was just a small step but I felt like my heart was going to beat right out of my chest the whole time. So I am...
    Freja14 Freja14 31-35, T 16 Responses Sep 5

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    I've been with my kids mom for 7 years and have 2 kids,a 4 year old and a 1 year old. We had an up and down relationship because when we first started she didn't have an idea what...
    jay305 jay305 31-35, M 4 Responses Aug 28

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    Bare with me please it's a long story but I do need help! Okay so I worked in a photo studio place and as I love photography I figured I'd finally found a job I could stay in for...
    monstahmash monstahmash 22-25, F 1 Response 2 days ago

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    I just had my first date with a guy I like from school. It took me all summer to work up the nerve to ask him out, but I finally did and he said yes! We went out for pizza and then...
    aaronbernardo aaronbernardo 13-15, M 2 Responses Aug 22

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    A girl I met during CCA sorta charmed me and she gave me subtle hints that she's interested in me. I fixed up a date and we went out together. It's been a week and whenever my...
    KaiWong KaiWong 18-21, M Sep 8

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    It's difficult to let go, even after all the time that's passed by. Alexandria was one of those popular girls, the kind that had many friends and went out all the time, while I was...
    carmeloo16 carmeloo16 16-17, M 1 Response Sep 1

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    I was easily playing when my ******* brother forgot to get the charger, i told him to get it, mom comes and ******* slaps, i could easily shout but i didnt care anymore, she went...
    Crossfire14 Crossfire14 13-15, M Sep 6

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    I'm English and I've lived in the same part of South East England my entire life. However my family have got a beach house on the South coast of France where we stay for a few...
    LyraJ LyraJ 18-21, F 2 Responses Aug 23

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    So after the servo I parked the car and walked 1 block through the town mall for all to see, I loved the thought of the boys checking my arse out in my tight jeans. I went into...
    Incideofme Incideofme 36-40, M 1 Response Aug 21

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    When I was younger I used to babysit for a few families in the small village I lived. One day I had been at one house a while and needed to use the bathroom. When I went I noticed...
    Horny63 Horny63 51-55, M 6 Responses Sep 5

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    So yesterday I was texting Carrie at work, to see what she wanted to do for our date last night, she really wanted to go to a club, well I picked her up around 5 last night after I...
    jennylovestosmile jennylovestosmile 18-21, F 1 Response 5 days ago

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    Beatiful white overbust satin corset with bow tie and feather element. This corset has steel busk entrance closure and plastic boning.Obtain the sultry glamorous look of the...
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