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I Am a Cross Dresser

Personal Stories, Advice, and Support 923 People

    Hey I am a cross dresser

    and you can call me Paige. Ive been doing it for the last few years. It has been getting serious during this time. I am new to this group and wanted to say hi!
    deleted deleted
    4 Responses Apr 5, 2015

    I am on vacation this week

    and came to our condo at the beach Saturday. I will be alone until Wednesday when the rest of the family gets here. My wife thought it would be a good chance for me to be myself openly for a few days. My two most recent stories describe my first day. Today was my second full...
    deleted deleted
    2 Responses Nov 24, 2014

    hey guys ruby here i jut want to let you all

    know im on omegle right now all you need to do is type crossdressing in the interest ive a white bra on
    Ruby1997 Ruby1997
    18-21, T
    2 Responses Jun 20, 2015

    I have been messaged by another 70 year old CD

    in my area and we are meeting for lunch, underdressed, next week! I've rarely been able to discuss my feminine feelings and urges with anybody, since I'm in the closet, so this will be a new and exciting experience for me. I am not interested in anything sexual, but look...
    DonnaSue10 DonnaSue10
    66-70, M
    3 Responses Jul 25, 2014

    This is part two.... I decided to step out

    into the public arena as Madison for the first time ever. It was going to be around 55 (Fahrenheit) with a breeze so I picked a charcoal turtle neck, knee length multicolored burgundy velvet and lace skirt with its own built in slip and black just below the knee boots. I had to...
    deleted deleted
    1 Response Nov 23, 2014

    I have been cross dressing

    for about..5 years now? At first, I started in my room. I was so afraid that my parents would hate me for it ( which they disapprove, they don't hate and yes, there is a difference. ) so I kept it a secret for a long time. I eventually told my mom that I wanted to be a boy. She...
    BellsproutDigsIt BellsproutDigsIt
    26-30, M
    2 Responses Apr 10, 2014
    RicRaver RicRaver
    41-45, M
    2 Responses Mar 8, 2015
    deleted deleted
    Aug 14, 2015

    I am a crossdresser and I have accepted myself.

    I do not see the big issue that I enjoy wearing women's clothing. To me women's clothing is so much softer and nicer to wear. Also there is so much lingerie to choose from. With all the different colors and fabrics that women's clothing has to offer, why wouldn't I wear them...
    happilymarriedguy happilymarriedguy
    51-55, M
    3 Responses Jan 12, 2014

    I love cross dressing

    so much!! I have always been interested in wearing women's clothes, i first dressed when I was 9 and I have never looked back, I stole a pair of black pantyhose. They felt so good, I think it was also the first time that I cummed! I'm looking for other crossdressers to talk to...
    Tights121 Tights121
    18-21, M
    2 Responses Nov 3, 2015

    Started only as lingerie ect at first.

    Ex wife at the time got me into it. I enjoyed I was always and still just lingerie to this day. There were 4 occasions in which She helped me transform completely. Its something im considering again but more on a regular basis more then just lingerie go complete. I don't know...
    deleted deleted
    Aug 12, 2015

    This is part one of this story.

    .. I have said before that I have been wearing skirts and women's underwear for over 30 years in the privacy of my own home. I had never gone further than that with the cross dressing until about 2 months ago. Because I had always considered my secret desires as being a "bad...
    deleted deleted
    2 Responses Nov 23, 2014

    All My Life...

    every since I was a little boy I was turned on by the idea of wearing womens clothing.  It all started when I was five years old and my kindergarden teacher forced me to wear her sweater.  From there I have been obsessed with wearing womens clothing.  I ...
    missy811 missy811
    22-25, M
    1 Response Nov 7, 2009

    *smile* Just "had" to ask.

    . share this thought with you men that love to wear women clothes. No!!! I am not here to judge... but a thought came to mind.... How does.. would a woman become a cross dresser? I have been a tee shirt, jean female all my life. I think a business suit for a woman is just down...
    MorningBreeze MorningBreeze
    56-60, F
    7 Responses Jun 1, 2014

    I have been wearing girls underwear/panties

    since I was around 12 or so. I found them less bulky and much more comfortable than the usual thick white briefs most commonly worn by boys those days. The first time I wore nylon panties, I knew I was hooked. Of course this was in secret and only when I was not concerned I...
    deleted deleted
    1 Response Nov 16, 2014

    Im not full blown Per say I have 4 times

    before sig other helped. But Im a lingerie only CD
    deleted deleted
    Aug 14, 2015

    It's been a while, but posted some new photos

    for my friends to view - go to my profile and enjoy! Would love to hear your thoughts and comments
    michelletrans michelletrans
    51-55, T
    Jan 10

    I started at a very young age of 5,

    and new I was different from most little boys. By the age of 9, I was stealing bras and panties from the local store so I could wear them at night in bed. At age 11 our neighbors were moving away and they had a daughter 1 year younger than me and we were close to the same size...
    HollyWest HollyWest
    51-55, M
    May 9, 2015

    I Am Not Transgendered

    Yes, although I am a crossdresser, I get very annoyed when people say that crossdressers are transgendered, or transvestites, etc. It especially annoys me when other crossdressers use this term to refer to themselves. It also annoys me when crossdressers refer to each other as...
    indyguy55 indyguy55
    18-21, M
    1 Response Sep 26, 2009

    I love dressing and love how feminine u feel

    when I slip on a pair of panties or my fav thong
    jasminecd5 jasminecd5
    36-40, M
    3 Responses Nov 1, 2014

    I don't always crossdress,

    but when i do, i drink. stay thirsty my friends.
    xkmb xkmb
    2 Responses Oct 8, 2014

    I am looking for some advice on makeup.

    I have no experience in this area. I have been cross dressing most of my life, but never used makeup. I need to know what would be a good way to cover the areas of my face where the stubble is still darker than the rest of my face even after shaving. I am trying to achieve a...
    deleted deleted
    Nov 21, 2014

    Why Do I Crossdress?

    I used to ask my self this question often but have realized that it really doesn't matter. I am a kind, caring and very compassionate person. I love my wife and son very much and I am normal in all respects aside from the matter of my crossdressing. When I was 5 years old I had...
    emmicd emmicd
    51-55, T
    1 Response Jul 5, 2008

    At one point I lived in a duplex

    and there was a woman about my age who lived in the downstairs apartment. We shared a basement with laundry facilities. I occasionally looked at her clothing, but her styles never interested me much. I used to go down there in women's clothing to do my chores when I was...
    deleted deleted
    1 Response Jul 27, 2015

    Most crossdressers get

    so excited about putting on lingerie, dresses, heels, etc. that when the dress up fully en femme, they try to be as glamorous as can be! I did this myself for many years. Recently, I began to pay more attention to the women my age that I see out shopping, at the theater, in...
    DonnaSue10 DonnaSue10
    66-70, M
    3 Responses Jun 21, 2014

    I'm looking for more people to talk to,

    message me, I like to get naughty xx
    Tights121 Tights121
    18-21, M
    Nov 14, 2015

    Started only as lingerie ect at first.

    Ex wife at the time got me into it. I enjoyed I was always and still just lingerie to this day. There were 4 occasions in which She helped me transform completely. Its something im considering again but more on a regular basis more then just lingerie go complete. I don't know...
    deleted deleted
    1 Response Aug 12, 2015

    I Love To Crossdress

    Crossdressing pulls you in. I started wearing mom's clothes when I was 11 or 12.  Curiousity, innocense of a it what you want I love wearing bras and panties, girdles, nylon stockings, slips, lingerie, dresses, skirts, heels  and blouses.  One can stop for a...
    jml2000 jml2000
    61-65, M
    5 Responses Sep 19, 2012

    Have you been dreaming of getting out of your

    wrong male body and been feminized into a sexy lady ? are you currently dressing as a lady and doing your best to be feminized ? Here is a chance to make your feminization dream come to reality. Am a very experienced goddess who has been training and feminizing males and...
    bestmistress bestmistress
    41-45, F
    2 Responses Aug 18, 2014
    Deny123 Deny123
    22-25, T
    7 Responses Dec 7, 2015

    My Halloween

    I'm not new to dressing, but recently went out dressed for the first time. I went to a TG club in the Chicago area on Halloween. I got to dress as a cheerleader. I went all out too. I wore panties, bra w/breast forms, midriff, tights and cheerleading briefs. Of course I had...
    mender12 mender12
    26-30, M
    Nov 19, 2013

    When I was about twelve we were doing sex ed at

    school. This started to make me a little curious about everything. After a few weeks of hard thought I snuck into my mothers room and grabbed some of her underwear and tried it on. I felt bad/dirty doing it but at the same time I felt great. Over the years this has developed and...
    deleted deleted
    Aug 19, 2015

    Hello All, I'm 31 years old

    and have loved to crossdress since I was a teenager. Sometimes I wish I was a woman, sometimes I don't. I started by going through my mother's underwear and closet. When I was 20, she caught me dressed in her bra and panties, but she could not have been more accepting and happy...
    deleted deleted
    1 Response Jul 3, 2015

    Not Fully, Just In Lingerie

    Even though I never cross dressed as a child I am sure that is where everything started. As a kid I would look through catalogs to see what new toys there were. When no one was around I would look through the lingerie section. As a teenager I would look at the same type of...
    happilymarriedguy happilymarriedguy
    51-55, M
    3 Responses Nov 19, 2011

    I Am a Cross Dresser

    I started to wear my sisters panties when I was about 10. Then within a year after that I stole a bra from her pantie drawer and wore that along with panties.It sent me through the roof I never felt more excited in my life.Through a couple years after I started wearing stockings...
    Marcychick Marcychick
    41-45, T
    7 Responses Jul 28, 2009

    Lingerie cross dresser only,

    Ive been full blown 4 times only with support of sig other well hell she dressed me. Only time will tell where I go
    deleted deleted
    1 Response Aug 14, 2015

    I have just started writing a new blog

    chronicling the slow feminization and sissification of my partner by myself. This blog is not a work of fiction, nor is it in any way the writing down of any kind of fantasy scenario. The contents are a true and accurate representation of the day-to-day life of an adult couple...
    deleted deleted
    Sep 5, 2014

    My first date as a girl / women was amazing.

    I had never thought about a date with a guy until one day while I was dressed on the net I got an request for a date. I accepted. I had a wonderful time, doors opened for me, a kiss, it was sweet. I still do not think of men as potential dates unless I am fully dressed as women...
    Krkk Krkk
    61-65, T
    1 Response Jul 30, 2015

    I'm a 16 year old gay boy

    that likes to cross dress. I like to go into my sister's room when I am home alone and wear her clothes and makeup. I do this everyday that I get home from school because I am home alone when I arrive home for around 3 hours. Right now I am wearing a pink party dress, panties...
    ThatSissyBoy ThatSissyBoy
    22-25, M
    2 Responses Sep 2, 2014

    Being On A Transgendered Mtf Path

    Being someone who once thought they were just cross dressing and just that was I now know that I was on the denial path of who I am. Cross dressing in my case was a denial path of who I am in the inside which of course is a female. With the knowledge I am armed with being a t...
    saraashley saraashley
    31-35, F
    Feb 19, 2013

    Friend Shared Her Panties With Me...

    ..One evening I was in a pub with one of my friends who was also female and we got very drunk. I used to have the real urge to confess to my cross dressing when I was drinking and this was no exception. When I blurted my love of dressing out to her she was really interested and...
    SusanMarina SusanMarina
    1 Response May 3, 2013
    deathholy deathholy
    22-25, M
    1 Response Apr 3

    i love wearing suspender-belt

    and stockings, a fantasy below
    cee174 cee174
    56-60, M
    5 Responses Jun 5, 2015

    And have been for more years

    than I would like to admit. (Not because I am ashamed to be a cross dresser but because I hate to think how old I am). I'm almost always underdressed wearing panties and often stockings or pantyhose under my male clothing. And when I get the chance, I totally dress as a woman...
    RayanneA RayanneA
    56-60, M
    Nov 4, 2014
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