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I Love To Dress As A Woman In High Heels Dresses And Makeup

Personal Stories, Advice, and Support 3,461 People

    I dress as often as I can get away with it.

    Yes I can pass but everyone knows who belongs where in RV park. Have had to leave a park once where I was seen by neighbors. I was fully dressed not drawing extra atten. Just the same neighbor complained to mgr and our stay there was over. Now I dress before Wife and I check in...
    tvcandi tvcandi 46-50 4 Responses Jan 24, 2014

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    I Am Right Now!

    I love doing the whole thing: tucking away the problem, slicking on the hose, pulling up the panties, hooking up the bra, lacing up the corset (especially this!), pulling on the skirt, buttoning up the blouse, slipping on the heels (as high as I can get), and then the make-up...
    jessicatv99 jessicatv99 41-45, M 10 Responses Jun 18, 2013

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    Really do! Unfortunately we are in the middle

    of a heatwave and the makeup does not stay on for very long. Wish I had air conditioning.
    jessicavamp jessicavamp 41-45, M 2 Responses Jul 6

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    I love going out to gay bars wearing a dress.

    I like to get very drunk, because I want gay men to take advantage of me.
    stefanifaye stefanifaye 56-60, T 2 Responses Jul 15

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    I want a girl to dress me

    and do all my makeup
    duprey101 duprey101 18-21, M 2 Responses Feb 8

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    So In Love With My Baby

    My boyfriend recently shared his secret that he likes to dress up as a woman... I was shocked at first but open to the idea, after a little experimentation I have realized that this woman has opened my eyes to the fact that no matter what kinda freak I was and all the things I've...
    DevotedSlave DevotedSlave 31-35, F 10 Responses Jul 9, 2013

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    Dont know what it is,

    but I feel so at peace and so fulfilled when dressed. Right now I have on a black knee length skirt with a white and black knit top. Nails are Revlon Red, have matching lipstick. Wearing black pumps with beige stockings and garter. Hoop earings and silver bracelets with red...
    ta61 ta61 51-55, T 12 Responses Jan 28

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    I don't wear makeup every day,

    but I do wear feminine clothing everyday, and have since I was about 16 years old.
    cdbttm4top cdbttm4top 41-45, T 1 Response Feb 27, 2014

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    I'm dressed up right now.

    I have on bra,panties,pantyhose,a zip in back skirt,a string strap top,and high heels. I put on lipstick,eye liner,eye shadow,and I'm looking for the mascara. glitter nail polish.
    hankypanty6664 hankypanty6664 31-35, M 6 Responses Jul 15

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    harnnes harnnes 31-35, M Apr 16

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    As a real woman or lady,

    I love dressing up in a nice short dress or in a skirt with a nice looking blouse, appropriate and matching underwear, hose, and in my 4 inch high heels.
    businesswomanathome businesswomanathome 36-40, F 2 Responses Feb 15

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    TheTrollinator TheTrollinator 13-15, M Aug 7, 2014

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    There is nothing more exciting

    as getting all dressed up and just prancing around the house. I love being being girly in all ways.
    Jessica76 Jessica76 31-35, T 3 Responses May 17

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    I'd like to hear what you like about it

    and see some pictures. Message me for my email.
    ar29605 ar29605 22-25 1 Response Feb 9, 2014

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    Volunteer Day This past Saturday was probably

    the most feminine day of my life. I was wearing my favorite brown plaid jumper with a black turtle neck, black patterned tights and black wedges. This particular jumper is a bit shorter than usual and ties in back . It feels so pretty. My hair and makeup came out very nice, and...
    1SarahAnn 1SarahAnn 46-50, M 3 Responses Feb 19, 2014

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    In The Last 2 Years..

    In the last 2 years... I started exploring the Savannah side of me. First I met a woman as things developed between us i decided i would tell her about my feelings. and desire to show the feminine side of me. I figured if she wasn't receptive it would be she would run away...
    Savannah907 Savannah907 46-50 6 Responses Feb 8, 2012

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    Now Mum Knows

    Last night I showed my mother my female side(Joanne). First I dressed in my French maids outfit, black and white very mini skirt and petticoat, black fishnets, black patent heels, auburn wig and full make up. Very nice ,was her first comment, you have lovely legs...
    JoanneTV2 JoanneTV2 56-60, M 12 Responses Sep 29, 2013

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    Caught By My Mum

    I was 17 years old and had been dressing up a few years in my mums clothes. I'd got a job and finally had money to by some of my own clothes. I used to work the early shift and was home from work regulary by midday. My mum never slept well and would always have a sleep around...
    Suziecrouts Suziecrouts 36-40, M 17 Responses Jan 14, 2012

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    I'm not real proficient at it yet

    and I haven't ventured out in public but I sure would like to
    CDKristiK CDKristiK 51-55, M 8 Responses Nov 25, 2014

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    I got a pair of clip on 4.

    5 inch chandelier earrings in the mail today. I tried them on. Before I knew it, I was standing in the mirror, applying a dark coat of lipstick. I was already wearing panties, a bra, falsies, patterned black tights, foundation, eyeshadow, eyeliner, mascara and blush. It was like...
    jessicavamp jessicavamp 41-45, M 5 Responses Apr 17

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    sexhot31 sexhot31 18-21, M 7 Responses Apr 26, 2014

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    My biggest question is

    why would you want where High Heels, its probably most redundant designed article, and many reaserch show it can easily destory your feet http://www.medicalnewstoday.com/articles/265411.ph and just to ruin your fun further, they were not designed originally for women, but men...
    gypa gypa 26-30, M 3 Responses Aug 7, 2014

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    How It All Started

    It all started with a pair of mums stilettos, i was 9 at the time, i found them in the bottom of the wardrobe, i felt so good parading up and down the landing in them, over the following years i used to rummage in old clothes in mum n dads bedroom, dresses, swimsuits, knickers...
    jaquilinerose jaquilinerose 41-45, M 12 Responses Sep 8, 2010

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    Crossdressing

    I am a 13 year old boy. I am not gay but i like to cross-dress as much as possible. Nobody knows about me cross-dressing. I would like people to know but i am afraid people will not understand. Today my mum is at work and i am alone in the house. I have been in my mums dresses...
    joshuajoanne joshuajoanne 16-17, M 6 Responses Oct 22, 2013

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    SeanaO SeanaO 18-21, F 2 Responses Mar 14, 2014

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    Oh, What A Nite

    this is the followup of my first nite out as Michele. I met my c/d friend at a motel that was close to the bar we were going to. we had plenty of time to get ready as we did not want to get there till around 8;00pm I arrived underdressed , then proceeded to get ready with...
    michelecd michelecd 56-60, M 8 Responses Sep 2, 2012

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    My Dressup Story.

    I am a boy, i wear girls dresses at home. no one knows about it. one day my aunt come to my home and see me with a skirt and top with earring and bangels. she asked me what is this? i feel shy and say her that i wear dresses at home. then my aunt ask me to come with her. we both...
    lizaranid lizaranid 22-25, T 43 Responses Jan 8, 2012

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    I to love to dress like a female away from work

    in a short pencil skirt sexy blouse high heels with a 7 inch heel full makeup and ecrtto me this is a real thrillfor me
    wissers wissers 66-70 Apr 16

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    Not as much as I use to,

    but Iwould venture out fully dressed 2-3 times a month.
    TVTVTVTV TVTVTVTV 51-55, M 4 Responses Apr 1, 2014

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    Part Of Feeling Feminine

    I love dresses and high heels. Today I indulged myself and bought three dresses and three pair of high heels. Even though I wasnt going anywhere, I did my hair, curled it up, and feel very happy just with it :D.
    Calipri Calipri 22-25, F 7 Responses Jun 23, 2012

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    Maxxymo Maxxymo 22-25, M 2 Responses Jan 2, 2014

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    I love dressing up but I always save makeup

    for last and it seems to be my favorite part. I love makeup! Especially liquid eyeliner, eye shadows and lipstick! I even love shopping for makeup, although online only because I'm still a little too shy to buy in public.
    jessicavamp jessicavamp 41-45, M 5 Responses Apr 16

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    There has always been something wonderful about

    not only crossdressing but being completely crossdressed. Hair styled perfectly, nails polished, body hair shaved off so I am smooth, make up done and of course frilly lingerie and a short dress with at least four inch heels. When I am dressed like that I feel so special and...
    amandatrane1 amandatrane1 51-55, T 3 Responses Jul 17

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    I to love to dress as a woman

    and wear high heels with a 7 inch high heel and makeup and go out in public
    wissers wissers 66-70 2 Responses Apr 16

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    I can feel sexy in other clothes too.

    :p But I do like wearing dresses, heels, skirts and other fun stuff.
    StockholmblondiE StockholmblondiE 22-25, F 3 Responses Oct 14, 2014

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    Dress At My Girlfriend's Home

    1 year ago, one day my mom tell me to bring some potato from nearest shop. in that time i was in a pink frock. My mom do my hair a ponytail. and wear me some kajal in my eyes and give me a pink ladies sandals to wear. when i was about to reach at that shop, my girl friend saw me...
    lizaranid lizaranid 22-25, T 7 Responses Jan 15, 2012

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    Dressed For The Day!

    I went on a shopping spree this morning and got new heels, stockings, garter belt, bra and a dress. Been in them all day and finding it real hard to take them off. I feel so comfortable and so sexy that I can hardly stand it.
    LuvHighHeels LuvHighHeels 56-60 7 Responses Aug 3, 2013

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    Dandia Nite Masti

    This year Dandia night i feel an amazing experience with my friends. It was Thursday, My friends planed to go for dandia night. one of my friends call me and ask me to go with them. they all are girls. On that afternoon they all reach my home. They say me i have to go with them...
    lizaranid lizaranid 22-25, T 4 Responses Oct 28, 2012

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    My year of wearing / dressing up

    as girl in 2013 review After on & off living as a girl I thought to start uploads once again. The year was very mixed with several different activites but feel I did move forward in cross dressing field yet retaining my original state of gender. At this point it is getting...
    cross2play cross2play 31-35 5 Responses Jan 6, 2014

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    Second Day Out

    I started by painting my toes a bright purple then put on panties Sandles hoses a black bra stuffing it with water balloons. I put on make up for the second time in my life. It really takes a knack to do perfect make up. I then proceeded to put on a dark blue turtle neck a beige...
    gdmidd gdmidd 41-45 25 Responses Feb 13, 2012

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    Masterlicks Masterlicks 31-35, M Oct 14, 2014

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    Working Girl

    Because of where I work, I'm required to wear a skirt suitor pant suit everyday. The menhave to wear suits and ties. This was the greatest day of my life when they offered me a job. The owner of the galleries was well aware of my being a transexual, so when he said I would have...
    rachelbgoodman rachelbgoodman 41-45, T 16 Responses Apr 26, 2011

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    What A Feminine Experience

    When I was 13, a year after I started crossdressing, my mom decided to dress me elegantly as a girl. She let me wear a black cocktail dress with all feminine underwear underneath. She applied my make up and she let me wear a garter belt for the first time. She gave me a black...
    sharinep sharinep 22-25, T 12 Responses Jul 26, 2013

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    Look Little Girly In Public

    I am a boy love to dress and makeup as a girl. Sometimes i dress fully girly at house. i enjoy the feelings of girls dress. sometimes i experiment new things on me like new dresses, new makeups. I found some dressup and makeup for boys on public without very much attention of...
    lizaranid lizaranid 22-25, T 3 Responses Apr 8, 2013

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    RealmRunner RealmRunner 22-25, F May 25

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    this is all new to me I been hidden from every

    one I no I have been dressing in womaning clothing for about 15 year and yes it fantastic feeling ever hand up i love playing with my self when I'm dress up and I do think about someone else tuch me but I have not got that fare that not saying I would go for it . I have not try...
    dresscross dresscross 51-55, M 4 Responses Jun 7

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