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

Personal Stories, Advice, and Support 3,109 People

    Acidmix Has Been Launched For Halloween : Shoutout Party Lovers

    AcidMix has been launched for Halloween : Shoutout Party Lovers Hi all, just thought to let everyone know, for Halloween occasion I have created a new conceptual way of looking at cross dressing as regular activity every weekend for either gender being bi sexual, please also...
    cross2play cross2play 31-35 Oct 17, 2013

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    Just Simply

    I love to dress as a woman because it is me, the higher the heels and the more feminine the dress the better :) also a lovely foofy petticoat and bullet bra to match :)
    dressprincess dressprincess 41-45, M 2 Responses Jul 25, 2013

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    Currently wearing a sheer white blouse over a

    black bra, matching panties, fishnets, black skirt and red high heels. Makeup done, just wish I had someone to share it with :)
    sissypippa sissypippa 36-40, M 3 Responses 12 hrs ago

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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 16 Responses Jan 14, 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 46 Responses Jan 8, 2012

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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 18 Responses Apr 26, 2011

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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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    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 1 Response Jan 6

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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 13 Responses Sep 29, 2013

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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 3 Responses Apr 1

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    Her And I

    My experience starts with a confession to the one I love. My apprehension to approach the subject burned at my consciousness for weeks until I finally could take it no more. Sometime around 3 am my restlessness had awoken her, softly she asked" what's going on baby?" I hesitated...
    free2bFreya free2bFreya 26-30, M 2 Responses Jul 9, 2013

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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 2 Responses Feb 19

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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 11 Responses Jan 15, 2012

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    I Have Been Dressing ,

    i have been dressing like a woman and i am a crossdresser and being dressed always makes me feel so feminine and i just love being in lingerie.
    phylisanne phylisanne 66-70, F 3 Responses Oct 13, 2010

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    Makeup!

    I can't get over how much I love wearing makeup. Especially, having my makeup done for me. Not a single day goes by that I wonder what it would be like to wear makeup whenever you want! Women are so lucky to be able to get up in the morning and decide how much makeup they want to...
    Allisonvamp Allisonvamp 36-40, M 4 Responses Jan 25, 2013

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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 10 Responses Jun 23, 2012

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    Copyrighted Material And Youtube Monetization Content

    Copyrighted material and YouTube monetization content By Anonymous January 7 2013 Part 9 Video Plagerism http://www.youtube.com/watch?v=aqszt0qjl-A Welcome to go through the article first let me begin where I am coming from, I graduated from an American university in Florida...
    Jan 10, 2013

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    I Did It For My Birthday

    As I get older, I find it easier to go out en femme. For my 67th birthday, I took the day off and dressed nicely as a woman of my age might. I wore a purple print top that looked like it was two pieces with a black cami under a jacket. My trousers were black with a side zip and...
    PatriciaAllen PatriciaAllen 61-65, T 3 Responses Apr 1, 2012

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    Dresses And Heels

    My favorite outfit to wear, a pretty dress and heels. I love to wear dresses, I feel more femme in one and myself think dresses are sexy. I wear dresses most of the time, I find them comfortable and fashionable. Add a nice pair of heels, a little makeup, and a girl is dressed...
    Raeka Raeka 36-40, T 14 Responses Oct 15, 2010

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    My New Conceptual Information Of Cross Dressers OUT OF BOX

    My new Conceptual Information of Cross Dressers OUT OF BOX Conceptual Videos Playlist Sequence http://www.youtube.com/playlist?list=PL2Hm9UCVzJC-kKPtB5pJQZClwBVAlrGu9 I thought I produce a innovative school of thought besides from changing clothes to dress up as women basics...
    cross2play cross2play 31-35 1 Response Aug 27, 2013

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    Just got my first dress

    and high heels! Instantly falling in love with them!
    idk137 idk137 22-25, M 5 Responses Jan 3

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    High Heels In The Neighborhood

    This story is strictly about my not begin ashamed to wear high heels among my neighborhood friends. It has also provided me a "gentle" way to let them know that I like to get "pretty". This has happened on two occasions. Halloween two yeas ago...my friend's girlfriend had...
    1amMarcy 1amMarcy 51-55, M 28 Responses Dec 29, 2012

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    Dresses, Skirts, Heels, And Lipstick

    I wear dresses or skirts, 3 inch heels, and lipstick everyday. My wife knows and is okay with me dressing as a woman. Sometimes she picks out something to wear. She is aware that my breasts are growing and sometimes plays with them. I love the fact I can dress the way that I want...
    Adam59 Adam59 56-60, M 3 Responses Dec 9, 2012

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    I Don't Care

    I don't care that I look like a man when I wear women's clothes I enjoy going to the closet picking out something to wear searching out the right pair of shoes look though all the eyeshadow quads for the right one and after all that the walk to the full length mirror for the...
    notech64 notech64 41-45, M Dec 27, 2010

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    Want To Exchange?

    I have loved wearing my feminine girly panties, bras, shirts, skinny jeans, and of course makeup <3. I also really enjoy panting my toenails and straightening my hair. Most of all I really like to see boys who love to dress like a girl, like me. If you want a girl to talk to...
    cmiranne cmiranne 18-21, F 2 Responses Nov 30, 2012

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    The Way I Am I Guess

    i love to dress like a woman, and i try to go all out when i do. i usually start getting dressed with pantys, then pantyhose, topped with an all in one brief girdle. with this foundation on and smooth, i will slip into a nice dress or skirt with top, and i pull on some matching...
    feraldawn feraldawn 31-35, M 6 Responses Sep 28, 2012

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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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    SeanaO SeanaO 18-21, F 1 Response Mar 14

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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 5 Responses Oct 28, 2012

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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 13-15, M 6 Responses Oct 22, 2013

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    Who's The Wife? I Think It Might Be Me.....

    Today my wife left again. It was only a matter of time. I am certain she went to meet her new boyfriend. She didn't have to say it I saw it in her eyes, she wanted a man not gurl wanna be. A part of me didn't want her to go but there is nothing I can do. She knows as soon as she...
    marcycd12 marcycd12 41-45 11 Responses Sep 1, 2013

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    Since Then. Part 1

    The first time in my life that I've ever let anybody see me dressed as a woman in person, was just a couple of weeks ago. I've tried to play it out in my mind before, and never thought I would be able to go through with it. When my girlfriend asked me if I wanted her to do my...
    free2bFreya free2bFreya 26-30, M 1 Response Jul 18, 2013

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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 11 Responses Jul 26, 2013

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    I Luv Being Dressed In Girl Clothes

    Self as Individuals Living in Cosmopolitian city away from home  Link http://youtu.be/xYEO0Z0IL3I This topic is interesting but another angle for cross dressing or being a trans gender person is living and surviving if "all else fails" for individuals or from point of "no return...
    cross2play cross2play 31-35 Mar 14, 2013

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    I Like It To!

    I am 15 years old at the moment. From time to time (when my parents are gone) im putting on my moms lingerie and dresses, it makes me feel verry comfy. one day my mom caught ne wearing one of her tights under my pants, she didnt mind but the doesnt want me to tell dad about that...
    GirlyBoyy GirlyBoyy 18-21, F 1 Response Mar 11, 2013

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    While Out Walking...

    I was visiting out of state. i took some of my girl things. At the motel i shaved put on my makeup, wig and got all pretty. i really didnt have any plans to go out or think i had the courage to do so. after a bit just had to push the boundaries. See if i could walk down the hall...
    Savannah907 Savannah907 46-50 4 Responses Feb 29, 2012

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    The First Time I Dressed Up, Recalled

    My First Time Was 6 Years Old, In England, Back In 1963Posted August 24th, 2011 at 3:57PM It started not long after I was circumcised, aged 6. That was 1963. The circumcision definitely triggered it. Once the soreness wore off I was, for the first time, pleasantly sensitive and...
    caroline425 caroline425 51-55, M 3 Responses Aug 25, 2011

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    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 41-45 1 Response Jan 24

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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 6 Responses Aug 3, 2013

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    My Older Sister Cautgh Me In Her Dress

    This happened years ago,  I was 13 at the time my older sis was 17, i had stayed home from school sick I had the house all to my self Mom and Dad had gone to work my younger and older sister went to school. I would sometimes sneak a pair of my sisters panties out of the hamper...
    eyesofblue77 eyesofblue77 61-65 1 Response Jan 11, 2012

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    Friday

    Home from work, can't wait to shed my boring clothes and go through the process of becoming someone sexy and exciting! Looking forward to getting smooth, padding around in my stockings, putting on some boots, zipping up into a tight dress, pulling out my makeup and brushes and...
    Allisonvamp Allisonvamp 36-40, M 6 Responses Nov 2, 2012

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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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    Gender Change In Asia Faster Than Speed Of Changing A Bulb

    Gender issues changing in Asia or the the whole world for more & more happening Video link on Gender change http://www.youtube.com/watch?v=5LOXaKROPWo News article as reference : http://www.nytimes.com/2012/11/26/world/asia/changing-the-notion-of-masculinity.html?pagewanted=1...
    1 Response Jan 11, 2013

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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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    How I Planned To Be In Someone Elses Shoes

    How I planned to be a cross dresser Video on utube The year of 2012 overview http://www.youtube.com/watch?v=5LOXaKROPWo Let’s take a look at the horizon one lives in or begins their journey in native country to go abroad & make a new life elsewhere yet start from zero. I...
    Jan 29, 2013

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    Maxxymo Maxxymo 22-25, M 1 Response Jan 2

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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

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    Dressing Is What I Do ,i Am A Normal Straight Male

    I love dressing as a woman. I have dressed since i was 9 or 10 yrs old in secret. I came out when i was 18 to my girlfriend who is now my wife. We have been together for 38yrs , married for 36yrs. I am 56yrs old. I told others acouple years later. I started going in puplic...
    cindyloulove cindyloulove 56-60, M 7 Responses Jan 4, 2011

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    Related Experiences

    I'm a female who loves guys in high heels. It's a huge turn on, as all crossdressing is to me, and I would love to hear from you guys of all ages! Don't be shy and message me.
    ShainaNichole ShainaNichole 18-21, F 7 Responses Mar 29

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    I have shoe shopping problems .. I buy all the shoes I want and obsessed with heels , when I was a teenager I used to wear them all the time and after my daughter was born I didn't...
    daisy92 daisy92 18-21, F 3 Responses Apr 2

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    I am 5'9" tall and I love to wear high heels. I normally wear 4" heels. When I am in heels, I stand 6'1". This is great because my husband is 6'5" and great for dancing with him...
    ebonynbill ebonynbill 26-30, F 4 Responses 4 days ago

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    I love wearing extremely high heels, but sadly I'm 5'6 and wearing heels makes me tower over a lot of men so I feel really awkward when I'm wearing them.
    darkanddesolate darkanddesolate 16-17, F 13 Responses 6 days ago

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    So I've been reading about some experiences here that relate to wearing high heels. I have been wearing heels on and off for many years, buying a pair and then throwing them away...
    GiselleB GiselleB 51-55, M 2 Responses Mar 21

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    Yes I do this a lot. Most of the time I don't realise I am doing it, such as when I'm watching TV or on the phone at my desk. I just slip my heels out and dangle my heels by my...
    karenhobbs karenhobbs 26-30, T Mar 30

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    since i was 12 i liked wearing high heels because they make me feel as a girl but once i was in my bathroom and my mom was doing something in my room but i didnt notice and she...
    Girlyprincess1401 Girlyprincess1401 18-21, M 1 Response Mar 30

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    I'm a boy who LOVES wearing higheels and other women stuff, I have one special outfit that I love : white bra, pink panties from victoria's secret, black leggins, beige blousse and...
    Girlyprincess1401 Girlyprincess1401 18-21, M 1 Response 1 day ago