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I Go Out Crossdressed

Personal Stories, Advice, and Support 2,914 People

    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'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 5 Responses Feb 11

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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 9 Responses Jan 9, 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 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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    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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    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...
    GirlyLisaTG GirlyLisaTG 26-30, T 13 Responses Jun 26, 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 9 Responses Jan 6

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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 31 Responses Dec 12, 2011

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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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    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 17 Responses Sep 19, 2014

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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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    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 11 Responses Jan 1

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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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    Find Crossdressing stories & Pictures www.

    TwistBox.in Story: Neeraja Part 1 Part 2 Part 3 Part 4 Story: Raj Turns Rashmi Part 1 Part2 Story:Beauty Contest Story: Wife of Thomas Story: A walk in the Park Story:My first Date Part1 Story:My First Date part 2 My Story Story:Happy Being Sister Story:Birthday Party...
    mounicacdcd mounicacdcd 36-40, F 1 Response May 5

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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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    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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    so today I picked up a razor

    and started shaving, everything! from chest down I am hair free and I feel so good , I have started cross dressing a lot more frequently recently and I gotta look good :D any body have any tips for cross dressing? I am 16 if you want any pics just message me :D Callum
    nappylover14 nappylover14 18-21, M 3 Responses Apr 4

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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 wear a one piece swimsuit like a sports one

    like slazenger speedo, ones made out of Lycra or spandex. I don't wear any make up or wigs just the swimsuit does this mean am a crossdresser?
    Conzo101 Conzo101 22-25, M 2 Responses Mar 16

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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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    Hey, I just want to find someone

    that also enjoys crossdressing that is willing to go out together and have some fun at the mall and go clothes shopping while dressed as cute girls, I'm 17 and I live in Los Angeles, (hollywood specifically), so if there is anyone nearby pllzzzz hmu
    username00ism username00ism 18-21, M 2 Responses Jan 5

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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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    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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    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 10 Responses Jan 1, 2014

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    My first time ever going out in public

    crossdresser. I was with my sister's friend, Tori who knew about my dressing before my sister and mom did. I had asked Tori for her phone number and told her it was because I had some questions about applying where she worked. She told me that she would come pick me up and we...
    CDcarly CDcarly 22-25, T 4 Responses May 17

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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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    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 15 Responses Feb 7

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    Going away for the weekend,

    looking forward to putting on my new simply yours black dress I got this week.....
    amber8642 amber8642 56-60 6 Responses May 9

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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 4 Responses Jan 4

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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 3 Responses Mar 3

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    I'm going out tonight

    as Lisa with some girlfriends, I'm so excited. I will be wearing a royal blue dress with nude tights and nude heels. It's going to be a great night :) It is so much more fun getting dressed to go out as a woman than just throwing on a t shirt and jeans. I love being Lisa :)
    GirlyLisaTG GirlyLisaTG 26-30, T 11 Responses May 9

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    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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    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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    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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    I had such a brilliant night out

    as Lisa last night, had a lot of fun with my girlfriends. We did a lot dancing and quite a bit of drinking :) It was fantastic being out as Lisa and having such great friends who accept me as I am. A few girls came along who I have never met before and they were very curious and...
    GirlyLisaTG GirlyLisaTG 26-30, T 16 Responses May 10

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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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    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 4 Responses Sep 21, 2014

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    deleted deleted 26-30 2 Responses Apr 7

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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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    My most memorable time going out cross-dressed

    was the time I had to drive 200 miles for an appointment. I decided I would do it as a women and get changed for my appointment just before my meeting and get dressed backup up and drive home. We it was easy going there as no one was home and I could put on everything at...
    bmg1kel bmg1kel 61-65, T 2 Responses May 7

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    I've been to the local garage.

    . shop.. drove around.. cash point even walk around the streets all early morning so it's quite
    24chris24 24chris24 22-25 5 Responses May 12

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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 11 Responses Sep 4, 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 8 Responses Feb 11

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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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    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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