I The First Time Going Out As A Girl, It Was Fantastic

Personal Stories, Advice, and Support 679 People

    I had been out many times in partial dress

    but never in the whole nine yards. I had decided that over the labor day weekend i was going to take my time dressing and was going to do make up clothes heels wig and see if i was passable. I got up and shaved my entire body from the neck down moisterized and began my...
    joanne969 joanne969
    61-65, M
    Jan 21, 2016

    It was a fantastic experience.

    I had a short skirt on and wearing pantyhose etc. I had my best wig on and nice blouse and jacket on. I put on makeup the best as I could because this was my first time doing it. I was 16 and I decided I was going to go out for a drive around town as Carrie. I cruised for...
    deleted deleted
    3 Responses Nov 20, 2015

    Mom, I Am Ready.

    The first time I went out as a girl was when I was 16. That was 4 years since I crossdress at home and practicing all feminine manners and traits, 2 years since I started my female hormone intake. My mom planned everything for this special event of my life. That day, after I...
    sharinep sharinep
    26-30, T
    4 Responses Jul 12, 2013

    I remember and cherish the first time my mother

    and father petticoated me. I had been acting badly and after a couple of threats of making me wear a dress I finally crossed the line. They both took me to their bedroom and ******** me and put me into some of my mother's clothes. She was a small woman and had caught me wearing...
    Bellringer2c Bellringer2c
    56-60, T
    Nov 28, 2015

    Am I Understood

    I was only thirteen years old at the time. I had a need to dress up as a girl, of course no one knew this and they still don't now. That year for Halloween I went as Dorothy from the Wizard of Oz. I was amazed at how comfortable the dress was. When my family saw me they...
    monkman97 monkman97
    2 Responses Nov 12, 2011

    My First Time.

    my first time going out as a real girl was when i joined femme fever and i had a makeover and we all went out to a restaurant in long island and it was a great feeling being all dressed up and it was my beginning to the world of women.
    phylisanne phylisanne
    70+, F
    2 Responses Aug 3, 2010

    " Taking Donna Shopping "

    I have been out before in various stages of dress, but never in fully dressed up. After moving in with my G/F and her kids in another town where no one knows me I thought I might get the chance to find out what it is like to be out and about dressed fully as a woman. The day came...
    davis36a davis36a
    1 Response Dec 15, 2011

    Going Out Into The Real World For The First Time

    You spent most of you life dressing up, putting on make-up, learning how to present yourself like a real woman now it’s time to venture out into the real world as a lady. Most of us are fine with staying behind closed doors but some of us are curious as how it feels to actual...
    tammynicolesmith tammynicolesmith
    56-60, T
    6 Responses Feb 9, 2013

    I Remember Like It Was Yesterday.

    My first time outside the home fully dressed up in my mothers short sexy dress and her 4in heel boots. I was about 14 and dressed up as an older woman. I was not game to leave the house fully dressed in case of the neighbours spotting me so I had pants over the bottom of the...
    RobynTheBeautiful RobynTheBeautiful
    2 Responses Jan 1, 2012

    My First Time Out Of My House

    It was a late Saturday night and this was before I was cought. My mom and sister when out to watch a 2 hour movie and some other things. So I went to my mom room and got a pair of blue panties, bra, and a thong, then I went to my sister room for a red mini dress and red heels and...
    deadman3 deadman3
    13-15, M
    3 Responses Feb 24, 2013

    FIRST TIME add me on SKYYPE my I.

    D. is EMMA.LIBBY84 for my FIRST EXPERIENCE on CAM to CAM on SKYYPE add me EMMA.LIBBY84 im waiting
    emmazzy2015 emmazzy2015
    70+, F
    Mar 16, 2015

    My First Time Going Out

    The first time I ever went out dressed was in 1997. The internet was in it's infancy and I had AOL :(. I found a group for cross dressers and they met once a week for socializing. The only problem was that they met some 60 miles away from where I lived. I was active duty Army...
    workforit45 workforit45
    46-50, M
    Aug 15, 2012

    I was so excited about doing it I did it at

    night and I love it to be honest it turned me on
    janetjanet janetjanet
    51-55, T
    2 Responses Mar 17, 2016

    An invitation to a male friends 50th birthday

    party gave me the opportunity to introduce "Cherri" to a wider cross section of my local community. I started to put together an outfit that I thought would be appropriate for this party, black off the shoulder top, silver sequinned miniskirt,4 inch heels topped with a shoulder...
    Cherridarling Cherridarling
    56-60, M
    2 Responses Mar 12, 2014

    The Halloween That Changed It All.

    I had been dressing in private for a long time, and finally decided to do the whole Halloween "thing". I went to a costume party, dressed in one of those asian dresses. Oh how I love the way it felt. I can still remember my heels clicking as I walked into the room. It was a...
    isvr0330 isvr0330
    Aug 15, 2011

    My First Time Out As A Girl

    I`ll never forget my first time going out dressed as a girl. It was wonderful. At first, I was kind of scared, but my girlfriend, who was with me, was very encouraging. I was wearing my long blonde wig, a light pink long sleeved top with frills down the front and on the cuffs, a...
    debbieheart debbieheart
    51-55, T
    2 Responses Apr 29, 2011

    Little Sissy Sister

                                                 LITTLE SISSY SISTER                                                             By...
    stylishned stylishned
    61-65, M
    4 Responses Jan 20, 2011

    Shopping As A Girl For The First Time

         I was only 12 at the time.  I had been wearing dresses for little over a year, but only at home.  My mother had believed that boys should also wear dresses and had started me in the summer of 1961.      It was close to July...
    bobbie13 bobbie13
    56-60, T
    7 Responses Aug 3, 2010

    Mom, I Am Ready.

    The first time I went out as a girl was when I was 16. That was 4 years since I crossdress at home and practicing all feminine manners and traits, 2 years since I started my female hormone intake. My mom planned everything for this special event of my life. That day, after I...
    sharinep sharinep
    26-30, T
    9 Responses Jul 12, 2013

    The first time my wife dressed me

    for Halloween and some guy treys to pick me up. She thought it was funny. I had a great time.
    Snowycd Snowycd
    66-70, M
    7 Responses Oct 25, 2014

    The Best Day Ever

    I had been dressing in private for almost 40 yrs before I got out the door the first time. It took 20 of those yrs before I told someone the first time. I don't recommend you wait as long as I did for either of those. I would like to tell you that I just got over my...
    deleted deleted
    5 Responses Nov 4, 2013

    Yes It Was! :)

    I'm happy to say that not only did I dress up on halloween but, I actually went out in public while still dressed up!!! I'll start from the beginning, I work nights as package handler (please keep the minds out of the gutter people) at a near by FedEx so I already knew I probably...
    deleted deleted
    1 Response Nov 1, 2012

    It Was Fantastic........

    I was 14, and had been dressing with my sisters help since i could remember. My parents went away for the weekend leaving my sister, who is 3 years older than me, and I home alone for the weekend. So we had planned for weeks ahead of time that I would spend the entire weekend...
    terr01 terr01
    31-35, M
    2 Responses Mar 30, 2011
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