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I Love To Wear Womens Clothes

Personal Stories, Advice, and Support 1,551 People

    First Time Out

    Today was a really great day, I went out shopping wearing one of my favorite denim skirt and navy blue t-shirt. It was a lot of fun and as I walked around Wal-Mart I walked passed a lot of people and no one paid much attention and was really great. I can't wait to do it again.
    highkin highkin 31-35, M 1 Response Sep 8, 2013

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    Something Awesome And Fun

    So I had really wanted to drive with my women clothes, So I came up with an idea and did it. So I had to drop off my sister back at her apartment and I stayed with her until it was night time and then I left and I was looking for a place to change and I found a carlie c's and...
    pantyhoseguy888 pantyhoseguy888 22-25, M 2 Responses Jun 3, 2013

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    House Guest

    When I was about 12 years old a friend of ours came to live with us for a while. She was in her early 20's and worked at a bank , so she lots of great clothes. One day she went to work and I was home alone. I raided her suitcase! First I put on pantyhose then a slip, she had a...
    ammilnet ammilnet 36-40 3 Responses Nov 8, 2012

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    Out First Time As A Girl

    HI my E.P. friends.I like to be cross dresser from my childhood,now i m telling 1st time outing as cd----This incident happened before many years,that was winter in Bengal, i alone went to my cousins house due to some personal work. my cousins daughter (my didi) was my best...
    bristibheja bristibheja 26-30 3 Responses Mar 13, 2013

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    Yes I Also Ware Womans Clothings

    Yes I love womans clothing,I have been wearing for some time when I can. I find the panties are more comfertable then mans underwere. I have a compleat line of clothing and I am to the point where I don't care what anybody think when I dress up.
    barcardi barcardi 51-55 3 Responses Oct 7, 2012

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    Love Wearing Girl Clothes

    Ok I love wearing my three older sisters clothes and I'm not gay or bi but my sisters dress me up mostly so there's 5 girls and so they can wedgie me but they dress me up in like everything like thongs, panties, skirts, short shorts, dresses,bras, bikinis, tanktops, ect. And they...
    Coolguy24 Coolguy24 13-15, M 2 Responses Jun 17, 2013

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    New Vanity Fair Thongs!!

    Hey Everyone!!!! :) <3 Danielle here posting once again about another one of my sissy-boy panty-wearing/shopping moments!!! Well what can I say other than that the other day i got back into my panty fetish. It started with me one late night going to bed SUPER HORNY!!!! I was...
    Sissyboy117 Sissyboy117 18-21, M 1 Response Jan 28, 2013

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    Something Soft

    It seems exciting to slip on something with lace. Makes you feel so feminine. Over the years, and have grown and appreciate this side of me. Nothing feels better than to have a skirt, blouse and lipstick on. Perhaps a slip and garter belt too.......and of course heels.
    Kathy2U Kathy2U 46-50 1 Response Oct 4, 2012

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    Where Does It Stop

    It all started out just as fun. When i was younger i would put on my mom,s panties. Then I started wearing her slips around the house while she was at work. When I got married I found myself wearing my wife's pantyhose and bras. Now i live by myself and I sleep everynight in...
    wantabgirl wantabgirl 56-60, M 4 Responses Sep 25, 2012

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    Yes I Do

    since 5 years old i have had a fascination with skirts and dresses and all that goes with them
    spaz1177 spaz1177 46-50, T 1 Response Feb 9, 2013

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    Yes I Do.

    I love being comfortable in my clothes evenn if my clothing of choise is womens clothing. It just so much fun shopping for womens clothing fr yourself. Trrying things on in the store and looking in the mirror in the fiiting room seeing yourself looking all feminine.
    serinalynn serinalynn 61-65, M Sep 28, 2012

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    Tomorrow I am going to be left alone at home

    for about 4 hours. I'm going to be very gurly. I'll post some picture hopefully of me. Dressed or undressed.xxx👧👧👧👗👗👗😃😃😃
    babyannie57 babyannie57 56-60, M 8 Responses Jun 1

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    I love wearing thongs

    and panties. Just the feeling of the underwear sliding up and sown my *** is great. i have a sister who gets victorias secret and aeropostale sexy underwear like every week and i get to use them without them noticing. if u havent tried girls underwear, try it right away. i wear...
    Wedgiesinthongs Wedgiesinthongs 13-15, M 1 Response Apr 26

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    Bobby'S Clothes For Summer

    Below is some great clothes for the more conservative cross dressers. Jenny got this swim suit for me to wear to the beach for spring break and summer. It has shorts for the bottom and I wear a white Tunic cover-up over the top. I walked down the beach the other day with Jenny...
    bobbylee111 bobbylee111 36-40, T Mar 14, 2013

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    Mommys Panties

    I love to be in women's cloths love panties bras and maxi pads love how they feel rubbing on my nice hard penis
    babyboy8 babyboy8 31-35, M 2 Responses Feb 28, 2013

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    I didn't know it until later in life.

    When I was younger I used to borrow my mom and grandmothers pantyhose. From there it escalated to pantygirdles and panties. That was it until I found the joy of putting a bra on with all that. It ruined a lot of relationships when my girlfriends found out. Only one let me...
    vanessacd5 vanessacd5 41-45 5 Responses Aug 22

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    I am 14 now and a male (strait)

    but I love the feel of yoga pants and bras stuffed to the brim with tissues. Right now I only "dress" at night in my room with my door locked but I wish I had the courage and will to go into the world the way I wish I could. I haven't worn any womens clothing out of my house...
    burn2bewild burn2bewild 13-15, M 4 Responses Jan 5

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    I was only 12 when I started dressing up

    as a girl the first time was when I had to do a play for a summer program and there were no other parts so to get credit I had to play the role as a princess and I had to wear a bra,tights,and a pink dress and first I was ok with it and no one made fun of me so after that I kept...
    evangarcia evangarcia 13-15, M 4 Responses Dec 26, 2013

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    They're Mine

    I too love wearing women's clothes, but they are not women's clothes, they are my clothes, and they help me look like the woman i wish to be.
    manda1 manda1 56-60, M Sep 25, 2012

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    It Is A Pleasure

    I love to wear women's clothing. The are so comfortable and free. They are so much softer the male clothing and less restrictive. I am a man and I have sensitive skin. The rough male clothing just irritates my skin and sometimes I can develop sores. So wearing women's clothing...
    Adam59 Adam59 56-60, M 1 Response Feb 28, 2013

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    The New Me

    I have been a crossdresser since I was a child and wore one of my sisters dresses. It was always in private though. I gave it up for a few years while I was in the army but I continued to think about it. When I got married, I told my wife of my crossdressing and she was...
    PinksWoman PinksWoman 61-65, T 6 Responses Sep 16, 2012

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    I went to a shop that has lots of cheap clothes

    to look at the dresses. I selected one the I liked and took it to the counter and asked the girl 'can I try this on please?' she said 'yes, go to the changing cubicle.' There were three cubicles and they only had a pull curtain across the door. I took all my outer clothes off...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 4 Responses Jun 2

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    Woman's Clothing

    I have started to ware my mother & sister clothes since a child, I had a favorate dress of my sisters and a long red gown of my mothers. I had never went outside wearing, only with a bra & panti or a girddle. I had been wearing womans clothing right up into my teens and early...
    barcardi barcardi 51-55 3 Responses Oct 6, 2012

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    I Love The Feel Of The Clothes!!

    I'm going to begin living as a woman again full time next week. I love the feel of the clothes. Pantyhose and a slip, then the skirt or dress. When you step out of a car or into public and you feel the slip slide across your hose, it's such a nice feeling. Even when I wear...
    marybethme marybethme 51-55, T 3 Responses Feb 3, 2013

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    Now a days am wearing women's used nighties

    during nights and day time also I am wearing them under my pant and shirt
    lingarielover lingarielover 31-35, M 1 Response Jul 8

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    Wearing Of Women's Clothes

    I want to be able wear women's clothes in public and have no one say a thing about it
    xdpaul xdpaul 56-60, M Jan 20, 2013

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    Fabulous date last night I felt

    so feminine.I decided to wear my new dress after thinking about wearing a pvc pencil skirt so I rang my sister up and she offered to do my hair. Showing her my two outfits i had in mind she said go for the dress as it looks great and the skirt and blouse which I was thinking...
    girlynicole girlynicole 36-40, F 3 Responses Aug 21

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    My first memories and feelings of being curious

    about girls clothes started when I was about 12 years old. One day my parents had to go to work early and they had instructed my older sister who was 14 at the time to keep an eye on me. Both my sister and I were still in bed when they had gone but around 8 o'clock I decided...
    germma1968 germma1968 41-45, M 5 Responses Jun 8

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    Inner "Clothes-Horse"

    I'm ashamed to say my childhood was shaped by the attitudes around me, rather than developing a sense of self. My best (& only, for a while--transition from Manheim to a small, rural town in the States was rocky for me) friend was fiercely Tom-boyish and sneered at anything...
    ratsicle ratsicle 26-30, F 2 Responses Jun 7, 2013

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    My Grandmother Made Me A Grandmother

    I remember back when I was a little kid. I would visit my grandmother every Summer. My parents would go on thier vacations and drop me off over at grandma's house. When one evening grandma I think she had a little to much brandy. She looked over at me, sitting on the couch with...
    wantabgirl wantabgirl 56-60, M 5 Responses Sep 29, 2012

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    Being Seen

    What I enjoy most about dressing as a classy lady, is having other men notice me with interest. I'll go to a bar with a girlfriend and the challenge will be who gets noticed most. Always show my lovely legs and wear blouses with my proud nipples showing. Ellen
    Ellenforu Ellenforu 56-60, T 6 Responses Oct 18, 2012

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    I work out of town Lot usually a couple hours

    away so I drive back and forth. And this week I decided I would fully crossdress and drive there and then change. i wore a cute pair of miss me jeans knee high boots with my jeans tucked inside my boots . Myself tucked a cute pink vs lace thong vs bra a cute top and a roxy...
    Cheeksters Cheeksters 26-30, M 1 Response Jan 29

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    I love to wear these!

    I always wanted a thong, a bra, a wig, and some nice racy clothes! I'm also bi curious so I've always wanted to please a boy/girl in my clothes but it's hard to find people that will!
    sabrinacat sabrinacat 13-15, T 4 Responses Apr 12

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    Womans Clothes

    I love to wear womans clothes I wear panties faithfully every day and cant wait to get home so I can put on my house dress...diapers only finish it all off for me how lucky woman are they have so many more clothes that we can wear pretty clothes too.
    Feb 1, 2013

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    Crossdressing

    I love getting all dressed up sliding on my panties and bra, thigh high black stockings, cami and tiny half slip. All my lingerie is sheer, sexy,lacy and so girly. I put on my black w/ tiny poka dots (it is so sexy) and sheer sweater type top. After applying my makeup and nail...
    Debbie53 Debbie53 56-60, M 13 Responses Sep 9, 2012

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    A Day Doesn't Go By

    Yes, every day I wear womens clothes at home. I started wearing my mom's clothes back in high school, as she and dad both worked the 2nd shift. As soon as I go home I would scurry up to mom's bedroom and don her clothes. I would stay in them up to the time she came home...
    msfever msfever 61-65, M 1 Response Nov 6, 2012

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    First Time Out!

    I describe myself as a casual crossdresser. Simply put, I crossdress for fun simply because I enjoy it. I don't consider myself transgender, and crossdressing isn't a fetish for me. I just like to wear women's clothes, but I don't try to look female. I've never gone out in public...
    val83 val83 26-30, T 6 Responses Dec 5, 2012

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    Related Experiences

    I love myself wearing men clothes! For example borrowing (or stealing lmao) a t-shirt or a hoodie and wearing it <3
    dropdeadwilma dropdeadwilma 16-17, F 10 Responses Aug 29

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    I remember the first time I experienced the feel of a girls 2 piece swimsuit. A girlfriend of mine left hers behind in our car when I was about 15. I just could not resist. The...
    wet2wet wet2wet 51-55 6 Responses Sep 9

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    I love to shop on TV hsn , qvc for women's clothes
    Heather59 Heather59 51-55, M 3 Responses 2 days ago

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    I'm almost exclusively living in women's clothes, now. I have a job where I can work from home a lot, so I only have to put on menswear when I have to go to the office. And...
    KatieTreat KatieTreat 51-55, T 4 Responses 1 day ago

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    Went to work yesterday dressed Felt great walking into the office in a skirt and tights.Most people accept me as a woman apart from old bag who made nasty comments. (I put it down...
    girlynicole girlynicole 36-40, F 9 Responses a week ago

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    Well! Friday night, I made my first night out fully dressed up and it was great, I took a walk down on the baywalk and walked out on the pier, then took a ride down to the jetty...
    estacie estacie 51-55, M 3 Responses Sep 1

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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 1 Response 13 hrs ago

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    So I got out my stash and was about to begin dressing but I fell asleep. I woke up this morning and realised I forgot to lock the door with all my clothes layed put in the floor.
    sissylaura09 sissylaura09 16-17, M 1 Response 6 days ago

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    I bought a pair of black women's clogs earlier this year hoping they'd both look nice and not make me roll my ankles like my men's dress shoes do. I've been happy with them from...
    ia16 ia16 36-40, M 2 Responses Aug 29

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    i went downstairs to go outside to smoke,i thought my aunt was asleep in her room.im out smoking when i see the front room light come on.i start to get real nervous,then the front...
    SISSYGUYMARIGAIL SISSYGUYMARIGAIL 46-50, M 6 Responses Sep 9

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    Partner at work leggings are on till 6 ish b4 I pick her up
    24chris24 24chris24 22-25, M Sep 4

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    I love wearing women's underwear. I love the feel of a nice silky thong against me. I also love the way a bra feels and love to wear sexy matching sets. I like to wear these...
    Nikki1988x Nikki1988x 22-25, T 6 Responses Sep 14

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    hehehe you wouldn't believe this...but look down at the story I wrote on August 14th. I'm still wearing those clothes!!!! Still! That is 23 days without changing clothes! It is...
    TotTotTotTot TotTotTotTot 18-21, F 2 Responses Sep 6

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    I get turned on by watching women wearing shoes, all types, sandals, heels, ballet flats. My favs are wedge heels, thongs, (flip flops/ jandals) sandals. I love wearing women's...
    Wedgeslave Wedgeslave 41-45, M 1 Response 2 days ago

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