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I Go Out Crossdressed

Personal Stories, Advice, and Support 2,733 People

    today I was forzed to wear corset,

    anal gag and extreme skinny corset with a tied dress and high heels sometimes I don't want to I am tired
    sashaching sashaching 16-17, T Jun 23

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    Last Night At Walmart

    Last night I went to a local Wal-Mart (not the one near my house). As I was walking in this group of young black people boys and girls were coming out of the store. The girls just smiled at me. One of the boys started laughing as loud as he could like he was trying to draw...
    steffiecd steffiecd 51-55, T 9 Responses Oct 12, 2012

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    I Finally Did It!

    Not that I lacked courage, I just had always thought it would be best if I did it with a friend who knew my secret that I crossdress. Of course I still think it would be more fun with someone but for whatever reason I not only worked up the amount of courage I lacked and just...
    STLCD STLCD 22-25, M 29 Responses Jul 17, 2012

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    Continue from part 1.

    So read the first part of the story. So I left the MAC store and I wanted to get over to Kim Wig Botik to have my wig styled a little. The store was across town so it was fun to drive all made up. It was rush hour so some of it was slow going. I arrived at the store and...
    julieann3 julieann3 51-55 2 Responses Feb 1

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    Enjoying Being Dressed

    After my separation from my wife I started to live my life as I wanted to. I wanted to be a women and so I would dress my self up and go to Toronto even if I just wanted to go window shopping it was just so much fun. The best time I ever had going out dressed was when a Friend of...
    Samanthalynn101365 Samanthalynn101365 61-65, T 24 Responses Oct 6, 2009

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    Last night I went to a gay bar

    which has a t girl night regularly. I had a fantastic night, I wore a black dress with black tights and heels. It felt wonderful being out. There was a lot of men interested in Crossdressers and I had a lovely chat with a man called James. We talked for a while and had a dance...
    LisaTG LisaTG 26-30, T 11 Responses Jun 26

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    On Monday I put on a pair of black jean jeggings

    and a fushia colored peasant top. Underneath I wore matching black panties and a bralette. I completed the look with a black sweater and pink running shoes. I then headed over to a friends for a morning coffee. She liked my outfit and after coffee I said I needed to go to town...
    Brandie1960 Brandie1960 41-45, M 7 Responses Apr 17

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    The First Time I Plucked Up Courage To Go Out.

    after many years of dressing up and perfecting my look the clothes and the makeup and the right type of wig to suit the shape of my face i finally plucked up the courage to go out dressed up the first time was quite late at night as i didnt want to many people around so i went...
    margaritacon margaritacon 51-55, M 8 Responses Nov 19, 2012

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    I go out cross dressed regularly.

    I am very comfortable as my feminine self. I have the opportunity to go out as I travel regularly. One of the special times I have had lately is going for a manicure or a pedicure or both. It is so much fun to pamper myself as all women do. I put on my makeup. Get...
    RandiHill RandiHill 51-55 2 Responses Jul 22

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    Victorias Secret

    yesterday i went to the mall and ventured into victorias secret for the first time and was overwhelmed when all 4 sales girls dropped what they were doing to assist me. even a few of the customers wanted to help me look around for something i might like. the manager explained to...
    Mizsuzy Mizsuzy 46-50, T 5 Responses Dec 2, 2011

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    To My Mom's Work Place

    After a while when my mom was more comfortable with me cding.  She didn't mind we doing it.  But she didn't want her boyfriend to find out.  And I didn't want him to as he was a good thing for her since she was a bit lonely after our dad left.  So she asked if...
    pantyhoseslut pantyhoseslut 22-25, M 42 Responses Nov 29, 2009

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    I took some photos of myself wearing skinny

    jeans and a fitted dress. But I think I look like I really need to lose some weight. Need to get going those sit-ups!
    glassesfriendcy glassesfriendcy 26-30, T 7 Responses Apr 22

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    Crossdressed In A Mainstream Restaurant

    I decided one day that I wanted to go out for dinner in a mainstream restaurant while crossdressed. I persuaded a TS friend of mine to accompany me, so on the day in question, I went over to her place and changed into low key clothing so as to not attract attention and did my...
    KimBuffySummers KimBuffySummers 46-50, T 11 Responses Jan 9, 2012

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    I sitting along a NH lakeside,

    idyllic really. And all femme top to bottom (girls jeans, tee top, wedge sandals, bra, satin and lace camisole and panties). Thinking about how nice it would be to share this with another similarly attired straight male my age. Maybe some day...
    BixB BixB 61-65, T 8 Responses May 19

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    So Jan 29th I went up to MAC cosmetic store

    for a makeover. This is my second one at this store and I also had a make up lesson a while back also. The women that does my makeover is an angel. She is so sweet and helpful. I dress up but I but some male clothes over when I go in. The shop is located in an outside mall...
    julieann3 julieann3 51-55 3 Responses Feb 1

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    Need Some New Shoes!

    I've just been out for another lunchtime en femme. This time I went to a local town which has a small mall, so I wore my killer heels. I strolled around the mall very slowly, trying to look natural and feminine. Those heels are 5½ inches high, so after a while I was working...
    jessicatv99 jessicatv99 41-45, M 10 Responses Dec 18, 2012

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    Abilohman Abilohman 26-30 3 Responses Apr 19

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    Nice Interaction!

    Last night my wife and two other couples went out to dinner together. We had to wait for a table and while we were waiting a woman that was also waiting, came over to me to tell me how very nice i was dressed and that she has noticed that whenever she is out and notices a cross...
    lindabo99 lindabo99 56-60, T 5 Responses Dec 31, 2012

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    Finally did it! Went to my friends house

    and try did my makeup and then we went to the mall were I bought some cute panties at Victoria's Secret. :3
    Kimmandra6918 Kimmandra6918 18-21, M 3 Responses 3 days ago

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    I Like To Pose When Dressed

    Finally I got a chance to shoot a few photos for my new high heels and stocking. I'd like to share them with my EP friends. They are in the new folder "photography getting better". I will add more when I have time. Thanks for viewing and commenting.
    FannyCD FannyCD 46-50, M 15 Responses Mar 11, 2012

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    Gett'n There This is

    rather tame stuff compared to others on EP but tonight I made a couple of break throughs in my quest to really go out in public as a woman. You have to first know that I am a closeted cross dresser who is able to dress 2-3 times a year when the wife is out of town. This week...
    DonnaSt DonnaSt 66-70, M 6 Responses Dec 18, 2013

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    Laundry Mat

    So it was Saturday morning and I needed to do my laundry. The washer was out of order in my building so I decided to gather up all my dirty clothes and take them to the laundry mat. Since I'm crossdressed daily a lot of my laundry is fem:panties, leggings, bras, etc. I decided...
    StevieTV StevieTV 46-50, T 3 Responses Oct 29, 2011

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    I Love Shopping As A Girl!

    Yesterday was a cloudy, dreary day so I decided to brighten things up by going shopping. After putting on my bra, panties, pantihose and slip, I did my makeup (mascara, eyeshadow, foundation and lipstick. I painted my fingernails with bright pink nailpolish. I then put on a...
    PattiAllison PattiAllison 56-60, F 6 Responses Jun 5, 2012

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    My First Time Crossdressing In Public

    Note: I already wrote about this experience in a different story, BUT I didn't go into detail about being outside in public. So I wanted to write this to cover that part of my amazing night. I'm copying the first paragraph so you can understand the context but then I'll go into...
    iheartdressing iheartdressing 26-30, M 24 Responses Jun 8, 2013

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    I love to go out dressed

    as a woman. I wish I could do it every single day! Every year, my wife asks me what I want for my birthday. As my birthday is just a couple of weeks away, I can't help but think of what I would absolutely LOVE for my birthday - a recurring request to go out as Rhonda. My...
    SweetRhonda SweetRhonda 51-55, T 7 Responses Apr 18

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    I went out for lunch in guy mode,

    but wearing my baby blue women's shirt. I had an unpadded bra underneath, so it wasn't obvious I was wearing a bra. I saw a lingerie sale, and went to take a look. A sales assistant asked if I needed any help, and I said I was fine. I took my time to browse, picked out three...
    val83 val83 26-30, T 3 Responses Mar 14

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    One Of My Last Times Out Dressed Up.

    I have written a few adventures here before and its been a while now since I have. It would be about 25 times I have gone in public dressed up since the beginning of last October. I have lost count because I have been having so much fun. This time was a few times ago out dressed...
    RobynTheBeautiful RobynTheBeautiful 41-45 11 Responses Mar 8, 2012

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    It's not a 24/7 thing

    but for special ocasions or when I'm in the mood I make myself pretty x33 I enjoy making myself look all lollita <3
    Lexiikun Lexiikun 18-21, M 3 Responses Jun 23

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    I liked going out in Vegas dressed,

    so my 2013 goal was to become better with makeup. I have watched a lot of YouTube videos, but my problem was what makeup do I need to my skin tone. I stopped into a MAC cosmetic store in male mode one Saturday in late May 2013. I talked with one of the artist and she was...
    julieann3 julieann3 51-55 1 Response Jan 20

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    My First Time Out As Annie

    I found a crossdresser group that meets once a month thats not too far from me. Its run by a woman who has a web site for CD's & i went to a makeup class she does. I was with 8 other CD's we changed at her house & spent 2hrs learning makeup, I learned alot. I ageed to go to the...
    meflash meflash 51-55, M 28 Responses Nov 30, 2010

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    I sent this to my wife this morning As I'm

    sure you noticed I left you the key to the chastity device today. Well last night I had a dream that I went out and started my truck wearing my new white cammi and thong with my red heels under my robe.to my surprise you was watching from the bedroom window witch I didn't know...
    RwithR RwithR 36-40, M Jan 21

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    I Shaved My Legs Today For The First Time!!! <3

    I am really happy and excited to tell you guys that for the first time in my life, i have shaved my legs :). I am wearing nude tights, with a denim skirt and heels and my legs have never felt so good in my life! I really do not know why i waited so long to try this but i regret...
    TorquedStudios TorquedStudios 18-21, M 34 Responses Dec 12, 2011

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    Out For Lunch

    OMG I'm so excited! I just went out fully cross-dressed!I wanted to go out without my car for an extra thrill: it was too easy to just jump in the driving seat and dash off somewhere "safe", so this time I walked out the door.Now let's get this straight - I was trying to look...
    jessicatv99 jessicatv99 41-45, M 25 Responses Sep 18, 2012

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    New years Eve 2014 I have always been a little

    envious of the ability of women to go out during the holidays wearing such pretty clothes, makeup and shoes, especially on New Years Eve. So my wife and I have been going out for the last two years for our New Years Eve celebration to a city about two hours away. This year we...
    1SarahAnn 1SarahAnn 46-50, M 12 Responses Jan 1

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    Im starting a Ki.K group chat ANY full time

    cross dressers under the age of 30 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like their outfit of the days or stories of getting caught or telling people or going out in public in clothes. if you want to join. Ki.kme fhnvs86...
    lovevspink16 lovevspink16 16-17, T 2 Responses Apr 5

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    This is my second Las Vegas story

    where I went out dressed. It was about 6 months after my last trip (see my 50th birthday story). I was there on a business trip so I decided to have another good dress up time. I called Just You and Amy did another great makeover on me. I purchased a cute dress on-line from...
    julieann3 julieann3 51-55 2 Responses Jan 20

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    Dressed For 4 Days Straight

    I just came back from Calgary after spending 4 days there. I decided to make the whole trip a constant cross dressing event. I only brought with me my female clothes including the outfit I chose to wear for the long drive. Because of the weather I wore knee high chunky heel black...
    Brandie1960 Brandie1960 41-45, M 8 Responses Mar 25, 2013

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    Trapped In Womens Clothes

    A few years ago I had the pleasure of having a female friend that helped me with my crossdressing. She would help me with makeup and getting dressed. The best thing is, she would also house my wardrobe in a closet in her house. Thus limiting my chances of being discovered. One...
    ka851 ka851 51-55, T 11 Responses Dec 1, 2012

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    I used to be able to get out

    and about more often, but lately it's just not possible. Thanks to the rest of you who can, for reminding me how much fun it was.
    SandyBG SandyBG 56-60, T 3 Responses Apr 20

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    Running Errands

    While I'm a regular out and about crossdresser. i don't always crossdress. But when I have to run certain errands I get dressed and out she comes. I go to the drive-up window at the bank, Do the self service gas and as we all know you have to pay first. I go to my insurance...
    femboy4u femboy4u 22-25 6 Responses Apr 28, 2011

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    I haven't gone out fully dressed in years.

    Went through a big purge and haven't had the money to buy new clothes. The last time I did went to the mall and no one ever suspected. I even got complemented on the blouse I was wearing.
    AmandaM02 AmandaM02 36-40 5 Responses 1 day ago

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    I am at an age where I don't feel comfortable

    going out crossdressed. But years ago I went out as often as I could. And I will share as many of my experiences as you want. First a little background. I started dressing at an extremely young age. If you must know I put on my sister's sundress and white underwear when I was...
    Sharonk9 Sharonk9 56-60 3 Responses Feb 23

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    I Have A Boyfriend that goest Out Crossdressed

    Ok! Iam Female by birth, and i have a boyfriend that loved to go out in public crossdressed, I found out by accident and admit at the time I didnt take it to well, I felt betrayed and threatened, not to mention angry as i felt he didn't trust me enough to express his feelings...
    pashon8 pashon8 41-45, F 18 Responses Oct 29, 2012

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    Bout to go walk dressed up kinda scared

    but hope I get seen and get a man
    tanyaw420 tanyaw420 26-30, M 2 Responses Jan 26

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    My Best Time Out

    I've enjoyed crossdressing since I was 12.  There's always been something very special about slipping into a pair of high heels and a cute dress.My best time out was several years ago.  I knew that a crossdressers' group met at a local bar on Wednesday nights.  I really had...
    lindamariedaniels lindamariedaniels 56-60, M 8 Responses Apr 15, 2012

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    Yesterday I cried yesterday,

    not a hard satisfying cry, but small sobs, the kind that struggle to come out against your will. I didn’t think that I would cry, it caught me by surprise, but not as much as the violent shaking that shook my body as I talked. I even wrapped my feet around the chair legs, and...
    1SarahAnn 1SarahAnn 46-50, M Feb 10

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    2013 Crossdressing Review 2013 was an

    interesting year in crossdressing for me. My wife and I spent many hours as two women in public, but I wanted to feel a little more feminine, to experience being a woman while dealing with people in public. I wanted to face a wider variety of people, yet, I wanted to somewhat...
    1SarahAnn 1SarahAnn 46-50, M 1 Response Feb 7

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    i have been cross dressing a lot recently

    and would like to become a tranny/ sissy. I would like to crosdress 24/7 although I need to tel my mum. how can I tell her? shall I dress up and chat to her or chat to her and dress up when im at home? im not sure how to get it across to her but I want to become a girl and even...
    stranger123456 stranger123456 18-21 2 Responses Jun 8

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    Volunteer Day This past Saturday was probably

    the most feminine day of my life. I was wearing my favorite brown plaid jumper with a black turtle neck, black patterned tights and black wedges. This particular jumper is a bit shorter than usual and ties in back . It feels so pretty. My hair and makeup came out very nice, and...
    1SarahAnn 1SarahAnn 46-50, M 3 Responses Feb 17

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    I hadn't been crossdressing lately

    since I have been out of the city and I haven't had much time in the past few weeks. However since yesterday I started feeling that tingle that I usually get when I want to crossdress. So finally today when I got home I just had to do it. I put on a light pink thong a black top...
    ximenita ximenita 31-35, M 2 Responses Feb 18

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    It's Martha's weekend with the family dog.

    She dressed from Friday evening until this sunday. And of course the dog needs walk, so Martha is walking the dog three time a day.So far we have not run into anyone, but I wonder if they will ask were I am or recognize me as Martha?
    marthaF marthaF 41-45 2 Responses Mar 22

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    Everyone if you haven't you should read my

    first story as this follows on. Well Karen and I talked to late and we decided we needed sleep so she gave me a nightie and gave me a kiss good night. That night I slept soundly and really comfortable, It was 12 by the time I woke up, I got out of bed forgetting I had my...
    CDresser2 CDresser2 18-21, M 7 Responses Apr 15

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    When I was younger, I was easily able to pass,

    and often went out fully dressed and made up. My fav spots were on the college campus. I would seek out the women's bathroom and walk in, totally confident that it was the place for me to go. My hair was long, I had very clear skin, and I had a feminine allure that I was able to...
    jennirhome jennirhome 26-30, T 8 Responses Apr 25

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