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I Go Out Crossdressed

Personal Stories, Advice, and Support 3,020 People

    The last time I was out dressed endemic was

    wonderful experience for me. I knew another girl like me who lived about forty miles from me. She called me one evening and digested I come and visit her. A few days later we got together. I was dressed in knee length black skirt a brilliant yellow short sleeve blouse off black...
    wouk1974 wouk1974 56-60, T Aug 16

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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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    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 went out Xdressed. It was super.

    I felt much better in the club than out in the street... I felt like a pervert man more than a mascular lady... The question is if I should try to talk like a lady next time?
    IsraeliCD IsraeliCD 36-40 2 Responses 2 days ago

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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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    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 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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    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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    For a few years I had a small make up,

    lingerie, and makeover business that I thought would be fairly profitable with the local tranny crowd. It never really got started but I did get two or three calls a month. Everyone seemed to want me to show up dressed femininely when offered the choice from me. I did that more...
    amandatrane1 amandatrane1 51-55, T 1 Response Jul 14

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    As you all know I love my skater dresses.

    So what could be more natural than making my next outing en femme to the skating rink.but I'm not sure what to wear. So I've decided to put it to the vote . I'd like everyone who views this to vote on what I should wear.(1) black skater dress with flower pattern(2) shorts and...
    donnaka donnaka 36-40 4 Responses 2 days ago

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    I'm really excited as I get to go out in Lisa

    Mode again tomorrow night :) It's a friends birthday, can't wait to get all dressed up and feeling so feminine. I need some help from my friends on here :) I can't decide between a Black dress, black tights and Red heels or a Red dress with black tights and black heels? The...
    GirlyLisaTG GirlyLisaTG 26-30, T 9 Responses Jun 12

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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 was having a crappie day this week.

    I just felt down. My wife left to have lunch with friends so I dressed in my favorite outfit to go afternoon shopping and just leisurely have fun in the city, about 80 miles away. Wow, I had a wonderful time. In the first store I found a new pair of heels that I just love...
    jodiww jodiww 46-50, M 2 Responses Aug 15

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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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    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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    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 14 Responses Sep 19, 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 9 Responses Jan 1

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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'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 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 19 Responses Sep 5, 2014

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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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    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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    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
    SpideyGirl6918 SpideyGirl6918 18-21, T 8 Responses Jul 28, 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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    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 20 Responses Oct 6, 2009

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    I'm 19, And I go out "dressed up"

    regularly:P Usually late at night when there aren't many people out, and I just walk around town and through the parks :)
    jessicatrap jessicatrap 18-21, M 7 Responses Jun 13

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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 14 Responses Mar 11, 2012

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    I've gone out a few times crossdressed

    as a girl, but the other day it was my 2nd time to put myself into a public place, and actually interacted with someone.First, just some background about myself. I'm Asian, and I'm currently residing in the most developed country in Asia (not hard to guess). I'm straight and...
    kilv777 kilv777 26-30, F 6 Responses Jul 22

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    Went out to a party tonight wearing a skirt

    and green tights. The girls there were mostly in leggings or jeans. I was the one in a skirt.
    jeffreyrichards2015 jeffreyrichards2015 56-60, M 2 Responses 4 days ago

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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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    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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    I'm a full time crossdresser

    and non medical trans women.
    knightlight720 knightlight720 26-30, T 3 Responses Jun 1

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    I had my second appointment at the gender

    clinic yesterday, I was finally put on hormones and will be starting my real life experience over the coming months. I went as Lisa as I wanted to portray the real me, I wore a red maxi dress and sandals :) It was a very intense appointment and a lot of emotions and tears. It...
    GirlyLisaTG GirlyLisaTG 26-30, T 8 Responses Jul 17

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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 22 Responses Sep 18, 2012

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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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    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 14 Responses May 10

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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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    deleted deleted 26-30 3 Responses Apr 7

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    I was inspired and motivated from stories

    and experiences from friends on EP to go out in public wearing my bra, complete with a light glossy lipstick and rings.Today my car was in for repair, so I took my bra etc with me, booked the car in and used their WC to put on my bra under a stretchy T Shirt.It is a B Cup, which...
    JoSometimes JoSometimes 61-65, T 2 Responses Jul 7

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    Flying pretty! It turns out in a short

    while I will be taking a UK internal flight, with no-one on it that knows me. Obviously my first thought is of dressing in my lady clothes on the flight. Obviously. but it's complicated, I realise (i) you have to go through body scanners at the airport in question, or at least...
    donnaka donnaka 36-40 3 Responses Aug 20

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    I had a great night out on Saturday in Lisa

    mode :) it felt so natural and right to be out as the person I should be full time. I was dressed in a little black dress with nude tights and black heels, I felt wonderful :) This may sound small but the biggest buzz came at the end of the night when me and a few...
    GirlyLisaTG GirlyLisaTG 26-30, T 11 Responses Jun 16

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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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    Today I took my first step to coming out

    as a cross dresser to my family. I have to cross dress for certain after school activities, which they know, but I've never before gone out in public dressed as a boy before. My older brother was visiting for the day, and he commented that with my shorter hair, I could almost...
    deleted deleted 26-30 3 Responses Jul 21

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    I decided to do sort of a crossdress dare to go

    in public without the possibility to chicken out. If you've read my previous story, I explained how I got caught and had to dress up as a girl to school. Al though I felt really embarassed, I just loved the feeling so much. I stopped crossdressing for a bit because my obviously...
    DCYDDON DCYDDON 18-21 7 Responses