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I Crossdressed

Personal Stories, Advice, and Support 373 People

    Best Sister

    My sister caught me one time i was14 i was wearing one of her thongs. She told me to follow her to her room and told me i can try anything on as long as i put it in the hamper. She was so supportive of me.
    burpsy burpsy
    31-35, M
    Sep 18, 2013

    First Night Out

    My girl friend and I went out last night both dressed as girls and picked up a guy and I tasted my first ****.
    nickme69 nickme69
    18-21, M
    3 Responses Feb 27, 2010

    How I Started

    My crossdressing started with just pantyhose when I was about14/15 bt it was not until I was 23 that I found the joy of fully crossdressing after buying by first matching bra & pantie set, a black skirt & a white top & as it was summer a very nice floral print summer dress as I...
    xdpaul xdpaul
    56-60, M
    Jul 4, 2011

    For Many Years Now

    I hve been crossdressing since i was about six, wearing my moms clothes. Then did the wash line shuffle until i got caught. Eventually when i started work i bought my own stuff.
    girdlemania girdlemania
    56-60, M
    Oct 31, 2009

    Often Misunderstood...

    EP has given me the opportnity the last few months to find out more about myself. In particular why I am how I am, why I like what I like, and if I am truly happy. There are many misconceptions associated with some terms/labels used for people like me. I have done a lot of...
    garterbeltgirl19 garterbeltgirl19
    36-40, M
    2 Responses Sep 22, 2011

    Forced To Crossdressfor The First Time

    I can't remember when it all started but when I was about 10. My parents started to leave me and my older sister which she was about 15. The first time she took me into her room and looked the door behind me I sat down on her bed. She started to look through her panties and...
    pdiddy13 pdiddy13
    18-21, M
    Jul 28, 2013

    I Crossdressed

    when ever my parents leave for more than an hr i go put on a bra and panties and adress and pantyhose and go sit out front or out back crossdressed
    addguy3455 addguy3455
    18-21, M
    Oct 8, 2011


    I've been crossdressing in some form ever since I tried on panties and pantyhose. I was immediately fascinated by the look and feel of them on my legs. After that, I would wear my moms or sister’s panties and pantyhose whenever I could. The first time I came, I was wearing my...
    pantiescouple pantiescouple
    Jul 19, 2010

    Loving ****

    I have never been sexually exited my men, at least in my everyday life I have never been compelled or have I ever felt any desire to be with a male . but at an early (7) my older brother (11) used to put his **** in my mouth but I didnt understand the purpose then later he...
    jokers9inches jokers9inches
    26-30, M
    Feb 1, 2013

    How It All Started

    It all started from my first experience wearing pantyhose. Then over the years I started to try on other womens clothes until i ended up fully dressed up. I started with just my mom's clothes but now I dress in my sister's clothes when I get the chance since I feel a lot sexier...
    mc1645 mc1645
    18-21, M
    8 Responses Jul 4, 2011

    Another One !

    What is with all these people who join a group and don't post a story ? I crossdressed ---YES ! But, I still do. For me it is a turn on to dress up and I also get more into the sex with females and males. Only, hey I'll be honest that the sex has been more with horny married men...
    allyg allyg
    Nov 23, 2010

    Panties First

    It all started when I tried on a pair of my step sisters panties I was over whelmed at the way they felt as the silky material carressed my skin. I know have a great collection of clothes which I wear all the time.
    pntytish pntytish
    3 Responses Aug 1, 2008

    Don't Take The Bait

    I'm adopted and I live with 4 sisters and my dad wanted another a girl so he is a bit annoyed but my mom wanted a boy and she did get her way I felt lucky because I'm 11 and not many older orphans get adopted so when I got there it was a giant house my 4 sister are all older one...
    Theanonamus Theanonamus
    26-30, M
    Aug 7, 2013

    Crossdressing On Li, Ny

    I started to crossdress at the age of 12 or 13 when I found a box of my Mom's old clothes in the attic. In it amoung other things was a white satin slip. The feel was so captivating I just had to try it on. Needless to say I loved it and it was he start of my crosdressing. Now at...
    PamelaAnne PamelaAnne
    Sep 3, 2009

    Yes I Have!

    I started with my sister's bras and panties until I outgrew them. After I got out of college and started working, I was able to buy my own. For a long time it was by mail. Eventually, I got up the courage to buy them in person. Now, at 71 years of age and divorced, I wear...
    monica8484 monica8484
    70+, M
    Nov 7, 2011
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