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I Went Out In Womans Clothes

Personal Stories, Advice, and Support 577 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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    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 10 Responses Mar 7, 2013

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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, 2014

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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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    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 66-70, M 1 Response Sep 24, 2012

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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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    sexyaime sexyaime 26-30, M Mar 21, 2014

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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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    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 5 Responses Jun 14, 2014

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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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    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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    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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    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 7 Responses May 25, 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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    Went Out In Everything Female

    last weekend i was home by myself doing some work around the house as usual i was dressed in my cute pink shorts with pink leggings underneath and a cute little low cut skin tight tshirt underneath i had on a sexy see through white bra. anyway it was late afternoon and i decided...
    jarviscooper jarviscooper 36-40, M 4 Responses Jul 7, 2012

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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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    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 3 Responses Jul 22, 2012

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    Related Experiences

    I really hate the time when I was wearing gym's clothes to do work-out and one guy looked at the sexiest part of my body.Say what the hell!What are u staring at?abs,hips?shi*t..but...
    jessyjay16 jessyjay16 18-21, F 7 hrs ago

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    I'm gonna live with Mr j now. I can't be around my "family," and I don't see the point of it anymore. idk why he does the things he does for me (or to me?), but I'm not gonna ask...
    MissJey MissJey 18-21, F 3 Responses 13 hrs ago

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    One of my colleagues is going to leave soon - this is what I hate to happen mainly because there will be less people to help out and I will be busier and even more stressed out...
    thousandcuts thousandcuts 22-25, F 1 Response 13 hrs ago

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    Do any girls in Rhode island that woukd dress me up in all girl clothes want to meet up?
    FallenAngel405 FallenAngel405 16-17, M 19 hrs ago

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    love this!!!! especially in like gym clothes:) buy jeans are fun sometimes XD
    girlyygirll girlyygirll 16-17, F 20 hrs ago

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    I love wearing lingerie under my normal clothes. I normally do it at school, it's so exciting. My mother has lots of sexy lingerie, stockings, thongs and more and I always wear...
    ImasexyCD ImasexyCD 13-15, M 1 day ago

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    Im female so I wear female clothes, but I understand me. dressing like us, we have more variety, and being gay is fine, Im gay
    justanotherles justanotherles 13-15, F 1 day ago

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    Women's clothes are so irresistible! So many different types of dresses, shirts, skirts SO MANY OPTIONS! I love the variety. I can't stop buying them, even though I don't always...
    00nothankyou2010 00nothankyou2010 22-25, T 4 Responses 2 days ago

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    My wife left with the kids this past Sunday. This has been the longest hardest week of my life. I miss both my kids and my wife. I want to hear that tenderness in her voice that...
    misanthropic1234 misanthropic1234 31-35, M 3 days ago

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    This is me just before I went out to do my weekly shop last Saturday. I was also wearing yellow ballet pumps.
    prudance prudance 51-55, T 3 days ago

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    Oh Hi There, Hon. Blue Jeaned Princess here . I am here to say that I love to get good and dirty with rolling in the dirt or mud and clay in some cases. Yesterday, I had to search...
    BlueJeanedPrincess BlueJeanedPrincess 56-60, F 1 Response 3 days ago

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    i have done it a few times in the past but allways when i was sure i nobody could see me, or atleast nobdu would be albe to se my face from the distance, but then a few days ago we...
    bodylower bodylower 36-40, M 1 Response 3 days ago

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    I've been doing laundry all day... I hate it sooo much! I love that I get clean clothes and sheets out of it but folding and hanging the clothes up just is time consuming. I want...
    sandycheeks08 sandycheeks08 22-25, M 3 days ago

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    I have tried wearing panties, stockings and garters under my male clothes several times. When first pulling slacks over panties, the sensation is delicious. The tug of garters...
    annalisadt annalisadt 56-60, T 6 Responses 4 days ago

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    We are talking here about all kinds of budget and all kinds of possibilities. I'm just wondering aloud if some manufacturers realise that real live women are wearing these clothes...
    stephaniebis stephaniebis 56-60, F 4 days ago

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    Before the sunrise to enjoy the quietness, my first cup of coffee and a cigarette. From a short distance away I heard " Howooolll, woooo- woooo ooowoo ! With a smile on my face I...
    knightedone1 knightedone1 41-45, M 1 Response 4 days ago

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    I went out for a walk wearing leggings, black v-neck, 36D bra, thong and wore black wig. I did my makeup b4 I left and no one could tell I was a boy. When I was walking in town...
    CaitlynJennerIsAQueen CaitlynJennerIsAQueen 18-21, M 4 days ago

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    Idk if anyone else had done this too, but me n my siblings had this weird game when we were little. Since we got a lot of bees in our yard back then, what we would do is grab a...
    Eve34 Eve34 18-21, F 8 Responses 4 days ago

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    The wind in your hair while riding a bike or being on a swing set was exhilarating. Sadly, it is becoming a rarity in our current world.
    Olivia1962 Olivia1962 51-55, F 4 Responses 4 days ago

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    Seems to happen pretty often these days. Ive outgrown most of my clothes. Buttons strained, fat hanging out.
    person12670 person12670 31-35, M 4 days ago

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    do kids have fun in the sun anymore? is Netflix to blame?
    miimii0069 miimii0069 26-30, F 43 Responses 4 days ago

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    UsedClothes.org.uk is Uk based company. we provides high quality product of Second hand, Recycle or Used Clothes, shoes, hand begs and belts for men, woman and children at low...
    harrypoters harrypoters 31-35, M 5 days ago

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    Well I didn't switch clothes. But I did switch shoes with someone. There was a girl in my class in high school. She wore the cutest shoes. One day me and her partnered up for a...
    mikerossi92 mikerossi92 22-25, M 6 days ago

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    Well Dressed Women. I enjoy it when people swim with their clothes on. You can see it on the internet of course...plenty of photos and videos out there...but there's nothing else...
    BizSuitStacy BizSuitStacy 46-50, T 1 Response 6 days ago

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    Hello I wish I could draw! I can write - or at least I think I can. I am writing some transvestite short stories - is there anyone out there who can draw who would give me some...
    brianwilliamstv brianwilliamstv 51-55, M a week ago

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    I have always had a thing for button through chunky knit cardigans and most autumns I would search department stores for men's fashion cardigans. I felt a little shy wearing them...