I Went Out In Womans Clothes

Personal Stories, Advice, and Support 651 People

    In my early days... One of the biggest

    adventures & thrills as a cross dresser occurred just after I moved into my very first, all mine with no room mates, apartment. The complex was fairly large with several buildings, each 2 stories & 12 apartments. I enjoyed a small but nice 2nd story balcony and could spend...
    janusatv janusatv
    61-65, T
    3 Responses Sep 16, 2015

    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

    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
    6 Responses Jun 14, 2014

    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
    3 Responses Nov 24, 2013

    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

    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
    Aug 30, 2013

    4.50 am, Monday morning,

    we had our eighth of an inch of snow on Sunday, not enough to bring the country to a halt. I wanted to make sure my car was clear of snow before I showered, as I had just fallen out of bed in Burgundy babydoll, matching knickers and hold ups and could'nt be botherd to change I...
    littlenis littlenis
    61-65, M
    2 Responses Jan 19, 2016

    I previously wrote that I have a trip coming up

    that requires a 4 hour drive and I was thinking of dressing up for it. The drive is still a couple of weeks away. I have thought a lot about this recently. I was originally planning to wear a very short skirt, pink camisole, 5” wedge sandals, with a bra and panties. One...
    submike1234 submike1234
    41-45, M
    Oct 19, 2015

    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
    3 Responses Jul 22, 2012

    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
    2 Responses Dec 6, 2012

    so about a year ago my family went out of town

    but i decided to stay here "to watch the house" (i just wanted to dress up) so im home alone for 3 days after they leave i hope in the shower and use my sisters soap and shampoo and i shave my legs and everything else i get out dry off brush out my shoulder length hair and put...
    Pantyhoseboy1 Pantyhoseboy1
    22-25, T
    Apr 19, 2016
    sexyaime sexyaime
    31-35, M
    Mar 21, 2014

    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

    I just ticked another thing off my cross

    dressing bucket list. Last night no one was home so after reading how amazing it felt be outside cross dressed I had to try it. So I snook into my mums room (I know it says I'm 50 on my profile but I'm 18) and threw on a pair of her black opaque tight. Then I looked round and...
    balletboyslover balletboyslover
    51-55, M
    1 Response Oct 4, 2015

    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

    Today I went out in women's clothing.

    And I feel Wonderful! In the WORLD as a WOMEN!!! It was Gay Pride in the little city where I live near in Oregon. And it was a celebration of diversity With Parade, music, and PEOPLE. REAL EVERYDAY PEOPLE!!! Oh I loved it so much you gurls out there. I tell you all, i AM...
    sissysurfer sissysurfer
    66-70, T
    2 Responses Oct 11, 2015

    I have a trip coming up

    where I will be driving about 4 hours. I am thinking of dressing up for the drive. I have a really short mini skirt, pink camisole, and 5" wedge sandals. Of course I will wear panties (probably a thong) and a stuffed bra. My bra staps will be showing. It will not look...
    submike1234 submike1234
    41-45, M
    3 Responses Sep 29, 2015

    Today is my first day to go out in dress.

    Of course my ezima made my face all blochy. But not going to mess up my day. Feels like ive waited for ever. Halloween is the perfect reason. Im even going to be around my family. Emily is dressed as a guy. That should make things less nerving. Im dressed pretty modestly under...
    SolayTranswife SolayTranswife
    26-30, T
    3 Responses Oct 31, 2015

    My wife told me today

    that a woman who she introduced me to a couple weeks ago while I was out and about en femme, thought I looked hot. That's a nice compliment coming from a woman. Maybe I'll go out more often! :)
    FrillyEnFemme FrillyEnFemme
    51-55, T
    3 Responses Feb 27, 2016

    The first time I went out in women's cloth's

    was in my teenage years long before the net and reading about articles about crossdressing, I just knew it was me. I had been putting on dress's and skirts at home when my parents were away, but this time they were away for awhile. So I decided I would get fully dressed and go...
    deleted deleted
    1 Response Sep 28, 2015

    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, T
    1 Response Aug 21, 2014
    BlackSarcasticSoul BlackSarcasticSoul
    22-25, F
    Feb 28, 2016

    i have tried to do this story a few times

    as its long and press the wrong key so hear goes again. its a true story and happened around 15 years ago. i was in the forces at the time and had to work up until christmas. My wife and kids had gone to the mother in laws and i was to join then when i had finished work. it...
    louisetv louisetv
    4 Responses Sep 29, 2015

    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

    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
    3 Responses Dec 16, 2012

    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

    Of course it's not odd

    for me since I am a human female, but still. Me too.
    TheGreanBean TheGreanBean
    41-45, F
    2 Responses Sep 29, 2015

    The second time I went out totally in

    women's/girls clothes as I was a little older. I was sixteen and again my parents were away again for a longer time and I knew I would be safe to dress. However this time I was going out and driving around the area I lived. I knew it would be safe because I wasn't going out...
    deleted deleted
    4 Responses Sep 28, 2015

    I went today wear a nice blue bra

    and panties on and shorts a a light blue shirt it felt great.
    hotlicker68 hotlicker68
    61-65, M
    2 Responses Mar 15, 2016

    Some people on here such butt heads like Ram476,

    ask to see a picture then quickly block you. It was a clean fully dressed pic, must of wanted a nude pic?
    wearinggirlsclothes wearinggirlsclothes
    46-50, M
    7 Responses Oct 22, 2015
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