Post
Experience Project iOS Android Apps | Download EP for your Mobile Device

I Go Out Crossdressed

Personal Stories, Advice, and Support 2,983 People

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    I'm a full time crossdresser

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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    i now go out regularly in girls clothes.

    I wear nice short shorts and little tops when I go to the tanning beds and will wear short dresses and go through the drive thru. sometimes will wear dress or skirt and top to the tanning bed and usually get nice compliments on my outfits by the other customers.
    tammycd7 tammycd7 56-60 3 Responses Jun 16

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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 4 Responses Apr 4

    Your Response

    Cancel

    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 13 Responses Mar 8, 2012

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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...
    RedHeadedNinja RedHeadedNinja 13-15, F 4 Responses Jul 21

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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 27 Responses Nov 30, 2010

    Your Response

    Cancel

    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

    Your Response

    Cancel
    deleted deleted 26-30 3 Responses Apr 7

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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, T 5 Responses May 12

    Your Response

    Cancel

    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 15 Responses Sep 19, 2014

    Your Response

    Cancel

    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 12 Responses Jun 16

    Your Response

    Cancel