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I Go Out Crossdressed

Personal Stories, Advice, and Support 2,890 People

    I love to go out as a normal woman of my age,

    I went out Thursday night to the supermarket shopping, after many years of practice no reaction from anyone......such a frill
    amber8642 amber8642 56-60 5 Responses Dec 13, 2014

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    2014 Review 2014 was a year of firsts in my

    crossdressing adventures, as I was able to go out dressed for a new record number of hours. Some of those extra hours were those that I spent working as a female volunteer. This was probably the most exciting development for me in 2014. The acceptance and freedom that I felt is...
    1SarahAnn 1SarahAnn 46-50, M 1 Response Jan 4

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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 26 Responses Nov 30, 2010

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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 10 Responses Dec 1, 2012

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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 21 Responses Sep 18, 2012

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    I started to cross dress

    before my wife left me and when she went she left most of her clothes and my special wardrobe she had bought me. I went out dressed as a woman from that time and enjoy the response I get both good and bad.
    deleted deleted 26-30 1 Response Mar 6

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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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    I had to pop on and write this quickly.

    As you may know I came out to my parents about my dressing and desire to be a woman full time. We were opening gifts this morning and I received a beautiful back dress from my Mum, it's absolutely stunning. I actually cried and Mum said for me to try it on. It fits wonderfully...
    GirlyLisaTG GirlyLisaTG 26-30, T 11 Responses Dec 25, 2014

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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 22 Responses Jun 8, 2013

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    Great time last night.

    Seemed to take ages getting ready and a big thanks to my sister who done my hair and make up.I met a man yesterday who i went for a coffee with and he asked me out so i thought what the hell he's nice .I wore a scalloped necked blue dress that showed just a hint of cleavage which...
    girlynicole girlynicole 36-40, F 12 Responses Aug 21, 2014

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    Yes I do--Mostly with Ladies like tonight

    or direct me towards the Ladies room--I swear--when I'm dressed fem(even when not real passible) we get better service--Often in clothing stores I get better service when buying FEM clothes than when buying mens clothes- Things are changing but there are still lots of uptight...
    janedon1 janedon1 56-60, T 2 Responses Mar 3

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    I had the most wonderful day today!

    I got up this morning did my normal beauty routine, and got dressed for the mornings errands. I had to get fuel for my vehicle, stopped at Starbucks, then picked up some other supplies for Christmas and went to Target. I was dressed fully en femme and love being the girly sissy...
    Bellringer2c Bellringer2c 56-60, T 10 Responses Dec 3, 2014

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    Went out fully dressed a few weeks ago.

    Wore a white and purple striped top, black skirt and black 5 inch pumps. Looked and felt awesome. Left very early in the morning. Went shopping at two Walmarts and then to the International airport. Was great but too much walking. Went and filled up with gas and was so windy I...
    83218tb 83218tb 36-40, M 4 Responses Feb 7

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    So I wanted to go out dressed

    for Halloween this year. I ordered a pirate costume online. The outfit came and I think I looked pretty good. See my photos in my album. I was meeting some people up at Black Hawk CO, casino. It went OK. Not a lot of people were dressed up, but it really put me out there in...
    julieann3 julieann3 51-55 5 Responses Dec 1, 2014

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    i'm booked in with a dressing service ,

    for a whole day, in a few weeks. they'll take me out. anyone got any dares for me , while i'm out and trying to pass?
    donnaka donnaka 36-40 2 Responses Feb 11

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    This story will probably bore people,

    but it was a fun night for me. I went to my first movie as Julie Ann. It was great. I started the day by having a makeover from a MAC store up in Boulder. The lady that does it is very nice and helpful. I left there and it was starting to get dark, which is a good thing. I...
    julieann3 julieann3 51-55 4 Responses Dec 1, 2014

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    Lushlaura83 Lushlaura83 31-35, T 3 hrs ago

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    NEW TWITTER follow @lifeasacd

    for relatible girly crossdressing tweets. no dirty stuff just girly posts us guys can relate to.
    Lovevspink Lovevspink 18-21, T Dec 26, 2014

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    I love thigh high stockings

    that come all the way up to my crotch.
    stamfordfan stamfordfan 41-45, M 2 Responses Nov 1, 2014

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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 12 Responses Mar 8, 2012

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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 66-70, T 21 Responses Oct 6, 2009

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    Interesting Holiday Story My wife

    and I were able to get out for a couple of weekends of Holiday fun recently, and had some very interesting experiences while I was dressed as Sarah. The first one was at a Holiday comedy play that was produced by an amateur theater company in a small town about an hour north of...
    1SarahAnn 1SarahAnn 46-50, M 3 Responses Jan 4

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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, T 8 Responses Jul 28, 2014

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    Been thinking this one through

    for a few weeks, maybe months actually and have shared the thoughts with other CDs on EP...last night my wife had a meeting that would going late into the evening and would not be home until well after 9 pm....after rush hour passed, I put on one of her short skirts, white long...
    Nikkihughes46 Nikkihughes46 56-60, M 16 Responses Sep 19, 2014

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    As of Tuesday I have finally admitted

    that I want to wear womens clothes whenever possible. My mom is very excited, actually it was a bit too much, and starting Monday she has decided that I will wearing entire outfits to school, this includes shapewear. I'm not as excited as you may think because I'm going to be...
    ErickHernandez ErickHernandez 13-15, M 1 Response Nov 30, 2014

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    Last weekend I had to travel from one city to

    another. Before I ventured onto the train for a 2 hour journey, I plucked up the courage to change en-femme in the station toilets. I was really nervous, especially when I boarded the train & found there was no spare seats. I went to the buffet car for some dutch courage & was...
    chloesiobhan chloesiobhan 56-60, M 10 Responses Sep 4, 2014

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    I have a fab night on Monday.

    ...The Theatre, is one of the best places that I feel total cool being Amber I wore a black bodycon dress (Midi with sleaves) a denim jacket and small black boots and black opaque stockings, in the theatre or in the bar I feel total ok, with the average theatre crowd being 70...
    amber8642 amber8642 56-60 3 Responses Sep 21, 2014

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    Happy New Year everyone :) I had a fantastic

    New Years Eve, I went to a party as Lisa which was just fabulous. The women were so accepting and asked so many questions which I enjoyed answering and it was nice to have some girly chats. Some of the men gave me some funny looks but nothing I couldn't handle, was expecting a...
    GirlyLisaTG GirlyLisaTG 26-30, T 12 Responses Jan 1

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    New years Eve 2013 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 11 Responses Jan 1, 2014

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    I'm going to the Keystone Conference

    for transgendered in Harrisburg, PA on March 18-19. is anyone lese going? Has anyone else attended before?
    dressupgina dressupgina 41-45, M 3 Responses Feb 28

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    stamfordfan stamfordfan 41-45, M Nov 1, 2014

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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 19 Responses Oct 29, 2012

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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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    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 driving home from a business trip and happened to be passing through Atlanta right during the SCC. I got a room at the same hotel and immediately...
    Freja14 Freja14 31-35, T 18 Responses Sep 5, 2014

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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 27 Responses Jul 17, 2012

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    Advice to those that do.

    There was a time when I was dressed enfemme 24/7 for weeks at a time and more people knew me as Amber than as Albert. That was a long time ago and I'm about as far from passable today as it's possible for a man to be. However, I haven't forgotten all those things I had to work...
    AlbertSAT AlbertSAT 66-70, M 16 Responses Feb 7

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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 8 Responses Dec 18, 2012

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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, T 4 Responses Jul 31, 2014

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    New Years Eve 2014 My wife

    and I have spent the three previous New Year’s Eve nights out of town at small hotels. Each of these hotels had a small lounge and a party to bring in the New Year. All of these were small affairs, and each one helped me gain confidence to go out in public dressed as a woman...
    1SarahAnn 1SarahAnn 46-50, M 6 Responses Jan 6

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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...
    0hBrandie 0hBrandie 41-45, M 7 Responses Apr 17, 2014

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    My first time out dressed was a number of years

    ago. Prior to this my dressing was at home, both in the closet. and when I finally came out to my wife. After a period of dressing at home in my wifes presence the desire to go out dressed increased, and after discussion I decided to make my first visit to a local trans...
    MandytgAndy MandytgAndy 70+, T 7 Responses Feb 11

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    a week from now i'm using a dressing service to

    go out for a day en femme. i've asked for challenges, had some daft replies, but so far one good one, to try on a dress in a department store. i've never done that before. what other challenges , that don't involve using my voice or giving myself away, can anyone think of?
    donnaka donnaka 36-40 3 Responses Feb 16

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    I am going away for the weekend in March

    so I am on a diet to get into the new white dress I have brought.....
    amber8642 amber8642 56-60 4 Responses Feb 12

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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 4 Responses Dec 2, 2011

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    I'm in a bad position to become a crossdresser

    or any kind of trans/sissy/ect. I'm 17 and live at home with family and I don't go our much. I do not currently attend school so I have all day to "have fun" online but that's not good enough. I'm worried about Craigslist because if I were to get an STD it'd be unexplainable...
    ConfusedSecrets ConfusedSecrets 18-21, T 2 Responses Feb 17

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    You don't have to like me.

    You just have to want me.
    stamfordfan stamfordfan 41-45, M Nov 1, 2014

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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...