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I Love Dressing As A Woman

Personal Stories, Advice, and Support 1,573 People

    Dressing

    i so love dressing as a woman it is the most amizing thing in the world to me the way i feel when i go out is like i am the person i was ment to be i love clothes and shoes and makeup and all the things that woman do dressing as a woman makes me so happy and i feel so free like i...
    stacyhopes stacyhopes 31-35, M 2 Responses Mar 22, 2013

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    My Wearing Of Women's Clothes

    I started wearing women's/girls clothes at the age of13/14 after nicking a pair of tights/pantyhose from a school mate's sister & I found out that I liked wearing them as I had a paper round at that time I decided to start buying my own, I got fed up a few years later of just...
    xdpaul xdpaul 56-60, M Jun 9, 2012

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    Thinking About Coming Out To My Girlfriend

    She has caught me dressing before. Not in person but on my phone. I had pics on my phone of me fully dressed with her make up and all. Her underwear, bra, stockings , mini skirt, heels and top. We kinda talked about it for a little but i was so embarrassed that i got the topic...
    lonleycdresser lonleycdresser 22-25, M 12 Responses Oct 28, 2012

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    It's such a great feeling to have those tight

    clothes upon my skin. If I could dress in public and not be scared I'm going to get judged then I'd love it.
    deleted deleted 26-30 4 Responses Jan 12

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    I Wear Girl Cloths

    i appreciate womans clothing their soft to wear they make you feel good an in the right way gorgeous...lol
    deleted deleted 26-30 1 Response Jul 24, 2012

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    The Show So Far...

    Tonight i've already been outside, done a sneaky stealth mission through the house and all of this in the space of an hour. I've been talking to people like me ALL OVER THE WORLD for the past 3 hours and it is one of the coolest things that can be done in our world.
    BayareaCD BayareaCD 18-21, T 2 Responses Jun 5, 2012

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    Today I Felt Like ...

    Today I felt like getting a corset and bra and stocking suspenders but I backed out at the last minute at the moment I just tend to wear bra's and pink panties (knickers) from time to time but would like to make myself feel like a girl does what do u guys think ? Do u think Iade...
    Haz56 Haz56 22-25, M 4 Responses Jun 13, 2012

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    All The Time

    can't think of anything else I want to do now. I dont have to transform completely with wig and make up but totally dress in womens clothes with lipstick on. was in the gents in a pub yesterday and a guy apologised thinking he was in the ladies so I must be doing a good job of...
    christinemelody christinemelody 56-60, T 1 Response Jun 23, 2012

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    Changing Times

    I feel that i no longer can indulge in my crossdressing ways. It was so much more enjoyable when I could share it with women. I did so like having sex when dressed. Now that I kike being alone, it's not as much fun. I have started purging again. As I get older, don't want anyone...
    Julie4728 Julie4728 51-55, M 6 Responses Jan 20, 2013

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    My First Crossdressing In A Girl Slumber Party!(:

    ok lets start,hello im shay and im 16 years old. my story srart 4 yers ago , my parents were on a vacation for 2 weeks,some night my old sister (16, today shes 19) had a pajamas party with 2 friends.2 days before the party i got an F in a test in school and i didnt tell my...
    SHAY8877 SHAY8877 16-17, M 1 Response Sep 21, 2012

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    The Karla Collection.

    I now have a drawer full and a chest full of woman's clothes to make me happy. I have a total of 9 maxi dresses, 4 push up bras, 6 pairs of panties, 2 skirts, 4 shorter dresses, one pair of slacks, one blouse, 2 tops, one white silk negligee and bathrobe, one short flannel...
    FrauleinKarla FrauleinKarla 61-65, F 1 Response Dec 4, 2013

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    I Too Love Dressing As A Woman.

    I was surprised to see this title because I often think about how dressing and smelling like a female heightens my spirits. I am now 63 and have a grand daughter who is 23 and lesbian. I have no problem with her life-style except I often wonder why she won't be more feminine as...
    deleted deleted 26-30 2 Responses Apr 26, 2013

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    I would love to dress

    as a woman all the time. Going out in public so that everyone can see me. A few times at night I've got dressed up and drove around for a couple of hours. I've drove along the motorway with the interior light on, knowing that trucks passing can see into my car. Men wore dresses...
    albro1000 albro1000 41-45, M 3 Responses Jan 5

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    Yep !

    If I didn't then I wouldn't be a full-time T-Girl, or have had breast implants.... Or wear dresses, makeup and look cute!! ;-) xx
    TVCassandraSlut TVCassandraSlut 26-30, T May 27, 2013

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    I Love This !

    hey everyone i have so much to say ! i'm new to this website !!! i wanna meet as many people like myself! so lets talk ??? so excited to talk to you ladies ! and men ! xoxo Marissa <3 message me add me ! i'm friendly
    Marissautahrobert Marissautahrobert 18-21, M 6 Responses Nov 3, 2013

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    So tomorrow me and my girlfriend are going on a

    belated valentines day date and I might wear some leggings and maybe a shirt. I'm not sure. I'm so glad she accepts me.
    deleted deleted 26-30 Feb 14

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    Sadly though it has to be in secret,

    but I really do enjoy it. That feeling of somehow being free is great.
    Johnina Johnina 66-70, M 5 Responses Jun 29

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    Way Of Life !

    I've been dressing - and thinking - like a woman for, well, it seems forever....but properly for the last 8 or so years...living as a women for the last 5 or so of those.... that I don't really think of my 'past' self.... Only when I get up in the morning.....or need to use the...
    TVCassandraSlut TVCassandraSlut 26-30, T May 25, 2013

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    Sisters Petticoat

    My first experience of female clothing was at the very young age of 6. I don't know why this happened but I woke up in the middle of the night & quite out of the blue with no previous thought, felt a sudden desire to try on my sisters petticoats & slips. I didn't question my urge...
    susanpod susanpod 41-45 Aug 26, 2013

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    My Wearing Of Women's Clothes

    I started wearing women's/girls clothes at the age of13/14 after nicking a pair of tights/pantyhose from a school mate's sister & I found out that I liked wearing them as I had a paper round at that time I decided to start buying my own, I got fed up a few years later of just...
    xdpaul xdpaul 56-60, M Jun 9, 2012

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    Sunday Dressing

    I find that on sundays I have mor time to myself and have gotten the urge to dress again. I stopped for awhile hoping that I could get back out in the dating game and have a nice relationship. But after many long drives ( which is where I do most of my thinking) I realize that...
    Julie4728 Julie4728 51-55, M 6 Responses Aug 5, 2012

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    Everyday

    There is nothing as comfortable as wearing a dress or skirt. Nor is there anything as sensual as wearing nylon or silk panties. Panty hose are wonderful too. Now put on a bra for breasts support and feeling the straps and band around your chest and straps on your shoulders is...
    Adam59 Adam59 56-60, M 5 Responses Jul 24, 2012

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    I guess that this could be posted in any number

    of experience areas, but I'll start here. Last year, I had to be out of town for a number of days on business and I hadn't had many opportunities to dress up leading up. I decided to pack a few things for my trip (ended up being a whole suitcase and overnight case)!! I was in...
    redbagluvr redbagluvr 56-60, T 2 Responses Mar 13

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    Me

    Today I sat in the bath and shaved every bit of hair on my body that said male and rid of it until it said female. after that i dried my self off and smothered cream all over me with a nice feminine scent.... of I trot to the bed room putting on my purple red bra and matching...
    shaeeee shaeeee 46-50 31 Responses Jul 30, 2012

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    True Siblings Will Love You No Matter How Far They May Seem

    O.K...First I'm a Cartoonist,and a truck loader Who can lift up to 400 lbs and I'm 165 lbs,5'10'Red hair,Irish...and I'm 32 years old.......beres my Statement.....I work/live As a guy....and At pm hours I'm a "Girl" in Deresses...and whatever the whole nine...people so I work as...
    keligo keligo 31-35, M 1 Response Aug 3, 2012

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    I love to be with other women

    while dressed as a woman, going shopping, going to the beauty salon, ect, just being one of the girls,
    DawnR59 DawnR59 51-55, T 3 Responses May 4

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    I Am Obsessed With Living As A Woman

    I have an obsession with being a woman. Like most I started dress when I was young, about 13. I started with a pair of panties, and panty hose. I was satisfied with this for a long time but when I was a senior in high school I had the chance to dress completely. I wore stockings...
    sissysuzy sissysuzy 31-35, T 7 Responses Aug 27, 2012

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    I Love Dressing As A Girl

    Ever since i can remember I have been interested in female clothing and female things. I was never able to show it much because I was afraid my family would disown me. I use to hang out with my cousins and they were both female, and my age we are all just weeks apart, and they...
    cbprescott cbprescott 18-21, T 1 Response Aug 16, 2012

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    Related Experiences

    Here it is 6 years later from meeting her online. We were best friends and the minute she invited me to be more with her I jumped at the invitation. Loved her kids like they were...
    smurfette2012 smurfette2012 31-35, F Aug 29

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    There's nothing quite as sexy as a woman with a nice, big, round belly.
    Chubbychaser87 Chubbychaser87 26-30, M Sep 4

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    Mature woman message me, I have a thing for the older generation of females that's in there 30s to mid 40s
    perkofawallflower perkofawallflower 18-21, M 1 Response Sep 14

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    I love girls with a nice pudgy belly! So soft and more natural! Curves are great! And seeing a small belly get bloated and big is so sexy! If any girls want to talk about or have...
    EricMay117 EricMay117 18-21, M 1 day ago

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    Yes, like a man. Not an oversized boy.
    SLdale SLdale 51-55, M a week ago

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    Moan her name when she goes down on you.
    TheCunylinguist TheCunylinguist 41-45, F Sep 9

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    I love dressing up like a girl and using butt plugs x
    SluttyCP SluttyCP 18-21, M 5 Responses Aug 30

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    According to someone much younger than myself it's someone with a head on their shoulders... A woman that can pay for herself. A woman that doesn't always need a man by her side. A...
    ValR ValR 41-45, F 2 Responses Aug 24

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    My Favorite Of Holidays - Because honestly...who doesn't love dressing up and scaring people?
    Monstermaster13 Monstermaster13 22-25, M 3 Responses Sep 1

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    So do I I love woman with big a.. Big everything woman r so sexy and beautiful that woman lov them too most woman I met loves other woman
    jack24681012 jack24681012 61-65, M 1 Response Sep 4

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    I love a woman who can enjoy watching me have sex with a man and then joins in. I love a woman who can enjoy a good DP. I want a woman who can get eaten by a guy who is also...
    YourMostWanted YourMostWanted 18-21, M Sep 10

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    Teardrop - Massive Attack This song was played at a wake of an 18 year old boy who died last week. I wish I could say I knew him, but I never met him. I met his mother this summer...
    norlights3 norlights3 36-40, F 3 Responses 1 day ago

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    I'm going to list favorite movies and a serious and very real issue in life that the movie deals with: Wild Hearts Can't Be Broken - blindness handicap Stolen Miracle - kidnapping...
    blossomingbeauti blossomingbeauti 36-40, F Sep 11

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    When a man loves a woman....   
    livingfortoday livingfortoday 26-30, M 3 Responses Aug 29

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    I love Asian woman with a nice butt😍😍
    longnblack longnblack 26-30, M 1 Response Aug 31

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    I do love a woman with big belly, it's such a huge turn on.
    Chubbychaser87 Chubbychaser87 26-30, M 1 Response Sep 4

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    I do love a woman with a big, round, sexy belly. It's such a tu
    Chubbychaser87 Chubbychaser87 26-30, M 1 Response Sep 4

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    A Summer Skirt Situation... As the bus stopped and it was her turn to get on, a lovely looking woman became aware that her skirt was too tight to allow her leg to come up to the...
    DailyDawn DailyDawn 56-60 9 Responses Sep 8

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    I love a woman who is in great shape and has big boobs and a big toned and muscular butt! Fit women rule!
    Hooper7812 Hooper7812 31-35, M Sep 14

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    Who doesn't love a woman in leather, It's a beautiful thing especially tight leather that hugs her skin. Or matched with some gold jewelry. And some nice tall boots or heels..and...
    leatherx leatherx 26-30, M 10 hrs ago

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    I went shopping the other day, I was looking for a new shirt to go with a skirt I had. I was in my regular male clothing but I did have my bra on with my inserts but not to...
    mat2Robin43 mat2Robin43 51-55, M 3 hrs ago

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    10 Unforgettable Life Lessons Tom And Jerry Taught Us! As kids, what joy it was to watch the cute little antics of Tom and Jerry! This cartoon series was a routine. More than...
    rajblr1970 rajblr1970 41-45, M 1 Response 5 hrs ago

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