I Go Out Crossdressed

Personal Stories, Advice, and Support 3,030 People

    hey girls and guys I'm crossdressed right now.

    ..loving it I'm wereing a jean jacket skert and thighs w/knee high socks w/black boots I went to target and I had one lady look at me and laugh I think she know I was a cd..I did not really care I could go out like a chic all the time I feel free it's raining here the frist time...
    Shelly6395 Shelly6395
    3 Responses Nov 18, 2015

    Today I spent a couple hours dressed

    as Vanessa. It was great and I forgot just how much my femme time means to me. My head cleared and I felt normal again. Unfortunately I now must go back to my masculine self and wear things I am beginning to loathe. It seems I don't have enough time for both sides of me and...
    vanessacd5 vanessacd5
    4 Responses Apr 18, 2016

    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

    I been going out in the morning cross dressed

    in my way to work. I would then change into my work clothes in the car. I really wish I could just stay in my beautiful outfits and feel like the real me.
    AmberWoods341 AmberWoods341
    4 Responses Oct 27, 2015

    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
    16 Responses Oct 29, 2012

    I've been going public more often

    and now I realize there is something my collection is lacking: Warm clothes. I'm gonna need to get a lady's trench coat and some leggings and boots if I want to keep this up.
    Foxanne Foxanne
    22-25, T
    3 Responses Feb 12, 2016

    sometimes,at night, i put one short dress on,

    my heels. do some make up and my long black wig and get into my car for a night drive. where i live there are some roads that are not very used and i get out and smoke a cigarrete by the car. every now and then a truck will pass. is in that moments that i really enjoy beeing...
    imlimacd imlimacd
    36-40, T
    9 Responses Oct 21, 2015
    deleted deleted
    1 Response Nov 2, 2015

    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
    36-40, T
    16 Responses Sep 5, 2014

    lets have fun together.

    who's up for some cam play?
    mindcontroller mindcontroller
    26-30, M
    1 Response Dec 24, 2015

    When I go to work I wear my leggings till I get

    2 work and put my pants on in the car on top of them... last 2 morning s I've been going in earlier and not putting my pants on strut away I'd been walking 2 thr smoking hut in leggings having a tab and walking bk to the car.. yesterday a lass I work with said.. I thought u had...
    deleted deleted
    Sep 24, 2015

    These pictures are some of the latest ones of

    me out crossdressed and doing a show in front of a crowd.
    RobynTheBeautiful RobynTheBeautiful
    6 Responses Sep 26, 2015

    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
    24 Responses Dec 12, 2011

    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
    19 Responses Sep 18, 2012

    I'v been dressed up all day.

    .but did not get a chance to go out..:( sill I feel good.
    Shelly6395 Shelly6395
    1 Response Oct 25, 2015

    two nights this week I went out.

    Both times in shiny wetlook leggings and 4" heels. It was so much fun!
    bethluvshose bethluvshose
    8 Responses Oct 10, 2015

    Well today is a chilly day here in ct

    so I'm going out underdressed with nude sheer panty hose brown lace boy shorts my tampon in and my pad in my panties. With my girl low ankle sox and my waist cincher and low rise jeans I hope I get some attention when I go to the store i will be sure to look at all items on...
    Tatiannacd Tatiannacd
    41-45, T
    1 Response Nov 30, 2015

    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
    6 Responses Feb 11, 2015

    Yesterday, while driving,

    I took off all my clothes on my way to a rest stop outside of the city. I parked at the rest stop, since there was no one else, I sat at a table with my clothes in hand. I put on black high heels with peep toe, tan thigh high pantyhose, and a short black dress. As I walked...
    lascruces1971 lascruces1971
    46-50, M
    4 Responses Oct 21, 2015

    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
    13 Responses Feb 7, 2015

    The ladies at Monica’s Flowers store

    treated me so nicely! They referred to me as “she” and “her” so naturally, and I felt much better about myself again. Then I saw myself on one of their security cameras and felt some disillusionment reappear. I am just way too muscular around my upper...
    chrissymendelssohn chrissymendelssohn
    31-35, M
    4 Responses Nov 13, 2015
    MacroCaptain MacroCaptain
    22-25, M
    2 Responses Dec 31, 2015

    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, T
    9 Responses Sep 4, 2014

    So in my last experience I asked people on what

    I should wear and there was an overwhelming response for choice number 2!! So today I wore just that, but without the white skirt, just a red polka.. Weather was a little windy and I managed to get a little shopping done before retuning home for some tea hehe :) Thanks for...
    maddylim maddylim
    22-25, M
    5 Responses Jan 24, 2016

    K. Ik me dylpro712. I'm not the best at

    replying instantly, but I'll definitely talk
    Thong15male Thong15male
    26-30, T
    Apr 3, 2016

    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 :)
    deleted deleted
    9 Responses May 9, 2015

    This Friday I am so excited.

    The wife and I will be going out for a full day of shopping and dining this Friday. Of course, I’ll be SarahAnn for the day. What makes it so exciting will be the outfit that I’ll be wearing. It’s probably my most feminine and most humiliating to wear. I have worn it...
    1SarahAnn 1SarahAnn
    51-55, M
    Nov 4, 2015

    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
    13 Responses Mar 8, 2012

    can't whate for Holloween I'm going to dress up

    for the day:) In my costume like the one in my pic..but one step ferther I'll put on fake nails I'v always wanted to were those and fake eye lashes all the make up too..I love Holloween :)
    Shelly6395 Shelly6395
    6 Responses Oct 24, 2015

    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

    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
    19 Responses Jun 8, 2013

    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
    51-55, M
    Jan 6, 2015

    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...
    deleted deleted
    9 Responses Jan 1, 2015

    let's have fun together!

    add me and write me you are a crossdresser
    mindcontroller mindcontroller
    26-30, M
    1 Response Dec 20, 2015

    I have longed to go out dressed again

    as not had any change of late. I decided that I would go away when I am off. Having a few days off work I found a small apartment in Brighton where no one knew me and decided that to get dressed and go out. It is winter therefore I got my skinny jeans on, my manhood well and...
    newtothis64 newtothis64
    3 Responses Jan 10, 2016

    Wife out & child free.

    Going go 4 a walk legging and a top. Witch leggings tartan or just plan black
    deleted deleted
    4 Responses Oct 23, 2015

    I long for the day when i can post in this group

    that i have gone out dressed. But im still in the closet, i have even tried to come out.. but just nothing has worked. Im far too afraid to tell any of my friends, as i dont really have any friends who are girls, all mostly boys and they wouldnt understand. I have even tried...
    Sarah147 Sarah147
    6 Responses Oct 26, 2015

    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
    19 Responses Oct 6, 2009

    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...
    22-25, M
    25 Responses Jul 17, 2012

    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...
    deleted deleted
    11 Responses May 10, 2015

    last weekend I got pounded 4 times

    and sucked 9. I love the sex clubs in LA & LV.
    JackieCoxx JackieCoxx
    56-60, M
    Dec 20, 2015

    I will tell you my first time I went out cross

    dressed. It all started when I was 16. I was wearing my sisters bra and shorts when I was home alone. All of a sudden, my older sister, who was 18 at the time, burst through the front door and I was caught red handed. I thought I was going to be in a world of trouble, but she...
    Jamesstoown Jamesstoown
    18-21, M
    2 Responses Mar 17, 2016

    I've been out dressed a few times

    but the best was one night I was feeling very confident. So I went out to an 24 hour shop and went clothes shopping. I was wearing a nice top, matching bra and panties, short denim skirt, stockings, high heel boots, my wig and makeup and jewellery I looked fantastic ( well I...
    xdsophie xdsophie
    36-40, T
    14 Responses Sep 23, 2015

    Walking from my mam and dads it's about a mile

    and I walking it in leggings and I live in the town center.. its going be the longest I've walked in leggings b4... way out of my comfort zone
    deleted deleted
    5 Responses Oct 3, 2015

    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...
    deleted deleted
    8 Responses Jul 17, 2015

    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...
    deleted deleted
    10 Responses Jun 16, 2015

    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...
    deleted deleted
    10 Responses Jun 26, 2014

    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...
    7 Responses Aug 23, 2015

    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
    11 Responses Sep 19, 2014

    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...
    deleted deleted
    8 Responses Dec 25, 2014

    I'm a Cross Dresser and I'd admitted to myself.

    ... I love to shop, like feeling pretty, or just enjoying a girly moment it hasn't been easy cuz i have been told a lot of rude comments as well as uncalled for remarks. I'd like to meet other CDs just nothing sexual all I really like to is talk about your experience and just...
    Curiouseone Curiouseone
    26-30, M
    5 Responses Jan 7, 2016

    Rode the train dressed up

    for the first time! Only got like 1 weird look...lol but other than that, it feels like I passed!
    deleted deleted
    6 Responses Oct 20, 2015

    In the beginning I guess I could have called it

    crossdressing but with the life lessons my wife has drilled into me my actions, movements, gestures, and appearance is now routine, nothing comes second nature I just do it without having to think how would a female act. It is no longer crossdressing it is my life.
    CdKimmi CdKimmi
    66-70, M
    5 Responses Nov 2, 2015
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