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I Am A Guy Who Dresses From Head To Toe In Women's Clothing

Personal Stories, Advice, and Support 1,720 People

    Times Are Changing

    I'm sorry to say that I'm losing the love for crossing and I don't know why. Sure age is a factor and the fact that my wife doesn't support me. I love to look at people who enjoy there life styles I'll go cloths shopping with a lady for Lady's cloths any time I ------still wear...
    lookiinforluv lookiinforluv 56-60, M 2 Responses Mar 26, 2012

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    60'What can I say, I am a proud MtF

    Trans-person. I freely admit that. I grew up in the rural area of upstate NY on a truck farm. My parents worked that patch for years, then illness took them both. I grew up in the 50/60's of the world - to young to be a hippie but to old to join in the next revolution. When I...
    Ana3James Ana3James 61-65, F 2 Responses Jun 22

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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 18

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    The Women Fashion Clothing Is Around By You

    In online shopping you are free to surf as much as you want without getting exhausted, whereas in real time shopping you get exhausted on physical energy. Hence in online shopping you get to select from wide range of Skull Pattern Loose T-shirtwithout getting tired. Your...
    lucinda456 lucinda456 22-25, F 3 Responses Mar 25, 2013

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    A Perfect Example, How To Treat A Customer

    A half year ago, I shared one of my experience: EP Link Two days ago, I went to buy a new watch, which I wanted for a while... I didn't brought, because, I thought it would be big, and maybe my bigger wrist is to big for that, but anyway I wanted to give it a shot, since its an...
    VivienXX VivienXX 26-30, T 2 Responses Sep 21, 2012

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    Yes I also dress every day

    as a casual woman. 99% of my wardrobe is women's clothing. It is more fun shopping for women's clothing because there is so much of it out there. Being a guy wearing a "D" cup bra I like to try things on in the store. At home, if I am sure I don't have to go out, I'll just...
    serinalynn serinalynn 61-65, M 3 Responses Dec 28, 2013

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    Every Chance I Get

    i try to spend most evenings in a skirt and top with heels and all the under garments on i have not got as far as makeup yet though.
    spaz2692 spaz2692 46-50 2 Responses Jan 3, 2012

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    After A While

    After the amount of time I've been crossdressing the ritualism and fetishism of it has left and it's simply a way of facing and dealing with the world. I work from home usually and occasionally help out at a bookstore, and dress as a woman everyday. Putting on women's lingerie...
    josilv josilv 36-40 1 Response Sep 21, 2011

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    Camilla2014 Camilla2014 46-50, T 2 Responses Mar 23

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    Fully Dressed Is Best

    I love being a woman as completely as I can. For me this means not only in my head where I am a girl often but in appearance from the outside in, top to bottom. Love the entire experience of getting dressed...shaving, putting on the panties, bra (hooking a bra and adjusting the...
    SarahVA SarahVA 51-55, T 6 Responses Oct 31, 2013

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    I dress everyday from painted nails

    and toe rings to a fully shaved body I only wear thongs I love short shorts low rise jeans. I have a navel piercing I always wear bras with a cute shirt with a nice necklace and make up my girlfriend loves it!
    Girlieman Girlieman 22-25, M 4 Responses Dec 27, 2013

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    A New Life...

    I was married for a very long time and although my wife knew about my feminine side from very early in our relationship, she could never accept this part of me. It took many years, but the “elephant in the room” eventually became impossible to ignore any longer and the...
    pansythemaid pansythemaid 56-60, M 7 Responses Mar 22, 2011

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    I Wear All My Wife's Attire.

    This was happened when after many days i had back to my house. my wife knows about my habit of crossdressing. but this time she looked not so interested to wear me. she was looking upset.she was staring at me angrily. -dont you know how to wear any fashion?? i was confused about...
    ExUser007 ExUser007 18-21, F 3 Responses Oct 11, 2011

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    Total Girl Personna

    Oh my Yes-------for me, to have that total FEMININE feeling, I need to be dressed head to toe. We all know about the joys of wearing panties and such, some just for Fetish value, but for me, head to toe makes me complete assuming my FEMININE Personna. I just love toying with...
    carolannP carolannP 61-65, M 3 Responses Jan 3, 2012

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    A Winter's Day In The Park

    Today was a wonderful outing with my wife. We broke away from the tedium of winter on a nice day & visited a fine state park with animals (bear, bison & a host of other rarely seen animals), historical sites and a beauty all its own. I dressed in appropriate attire, warm but...
    janusatv janusatv 61-65, T 1 Response Jan 5, 2013

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    In the late 60's I was a teen boy

    who discovered and wore for the first time MASCARA, I was hooked. My girlfriend, future wife, was delighted that I was ok with more makeup and on our honeymoon she added painted toes and panties. A year or so later I was sheepishly also wearing white cotton brassieres daily and...
    CdKimmi CdKimmi 66-70, M 3 Responses Jun 29

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    I have been secretly dressing up

    as I girl since I was very young. I'm straight but alway love how girls clothes feel. I'm girlfriend thinks it's hot that I do this. I have trusted her with my secret. Only because of my job. We talk about us going out as girls and I want to but I can't around here. I'm here...
    slutkitty slutkitty 46-50, M 2 Responses Dec 14, 2013

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    I Just Love It..

    Sometimes I give myself the full treatment. I start with a hot bath in which I put in aphrodite bath salts with a mixture lemon, myrtle, lavender and rose meroc oils to name a few, a few spurts of herbal moisturiser and the bathroom has a nice feminine smell. So relaxing as I...
    RobynTheBeautiful RobynTheBeautiful 41-45 6 Responses Jan 15, 2011

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    It's Wonderful

    I've only been up for a short while,made& served coffee to my wife! We are both still dresses in our nities! I probably am dressed somewhat fem 98% of the time at home! On my (very limited)time off work, I do so love to dress completly! On my 1 day off(allmost) every week, I can...
    jettys jettys 56-60 2 Responses Feb 5, 2012

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    How To Treat A Customer...

    I'm sure, this story would not be read by to many sales man and women, but I share it anyway. Few weeks ago I decided its time to change my sunglasses, because its a bit outdated. So I went into an optic shop, and immediately rush to the female section to check up the offer. I...
    VivienXX VivienXX 26-30, T 4 Responses Mar 9, 2012

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    i have always kept my dressing up to myself

    until my wife thought it would be funny to put a bra on me. I still kept it a secret from her but was slowly bringing more and more of it out into the open and then i told here that i wanted to be a woman for Halloween. after that it was all out in the open, she started buying...
    latexglover latexglover 26-30, M 1 Response Apr 20

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    Out Today

    I have just got in from a shopping trip to Manchester - nothing surprising about that. Well, I went fully dressed as a woman with my wife on the train. I don't usually go out dressed when at home for a number of reasons which I won't go into here. However, last night, after a few...
    wetrev wetrev 46-50, M 2 Responses Dec 8, 2012

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    Seduced Into A Gurl

    Back when I was somewhere around 7 years old I was at home with my parents and they had some friends and their daughters come for a visit. All was going great,everyone getting along ,so as the grown ups had a drink and discussion us 'children' went and played. We ended up in the...
    deleted deleted 26-30 1 Response Nov 9, 2011

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    Gradually over the past few months I have been

    dressing more fully in female clothes and feeling so feminine. as i write this i have my girlie lace underwear on with a lacy black skirt and blouse, heels and a wig (badly need a better one ! ) I have jewelry and ear rings on and have painted my fingers and toes. I really feel...
    cperry3105 cperry3105 51-55 6 Responses Jan 27

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    I Love To Dress

    I am a guy who adores dressing as a girl with panties a bra and all kinds of girly clothes an can't forget about makeup and nail polish And can you guys plz comment on my pictures and questions
    Bmac7 Bmac7 18-21, T 6 Responses Sep 25, 2013

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    I am a female and I have some questions!

    (Am not religious or anything. Wont judge.) Is cross dressing a turn on for you? Some say women's clothes are more comfortable? (Thongs are not comfortable, at least not more than boxers/briefs) How do you feel when you are wearing womens clothes? (Happy, horny, fullfilled...
    lemoncarrotcake lemoncarrotcake 22-25, F 32 Responses May 5

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    My Lady Experience

    when I was near 18 i wear my sister's bra in my T-shirt. Due to early morning and office time no body knows that I wore bra.I ********** in wearing bra and get extra ordinary pleasure.since that day I wear all the items of my wife except dress as she was thin than me,no body...
    aprathod2007 aprathod2007 36-40 2 Responses Jan 5, 2012

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    I do not just wear one item of cothing at a

    time. Like just womens underware or nylons, even though I love them. I go for the total experience of wearing a full set of womens clothes shoes and all.
    Jessica1967 Jessica1967 41-45, T 2 Responses Jul 11

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    I Dress This Way Everyday

    I dress from head to toe in women's clothing before and after work everyday. But I like Saturday's the best as I dress from head to toe in women's clothing all day and even when I am out shopping. I feel this is the way I should have been dressed my entire life. It feels so...
    Adam59 Adam59 56-60, M 4 Responses Dec 18, 2012

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    I Am A Guy Who Dresses From Head To Toe In Women's Clothing"

    I am a guy who dresses from head to toe in female attire .Now I have done this from an early age like most of us who enjoy our feminine side . I live in Australia.In the last 12 months I have come to a decision to take my femininity to another level and have started on the road...
    Abigail43 Abigail43 41-45 4 Responses Dec 4, 2010

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    I try to spend as much time

    as possible dressed, and feeling feminine. I love the way I feel, as it just feels normal to me. I would absolutely love to find a nice man who would appreciate me the way I am.
    teachme383 teachme383 41-45, T 2 Responses Feb 2

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    How I Was Seduced Into Dresses And Sensual Clothing ... And I Like It!

    Somewhere on Earth not that many years ago, a beautiful smart woman set me up for a life changing experience. You know the story, Halloween, a dare, the I can't back down male thing and am I so glad I didn't! She did it all for the right reasons, with nothing but good intentions...
    brandygirl4u brandygirl4u 46-50 7 Responses Oct 25, 2011

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    9 Hours In Women's Clothes.

    When I got up yesterday I got fully dresses in women's clothing. Panties, pantyhose, bra and a new dress I had bought the day before. My wife had not seen this dress yes but I was hoping she would like it. It is purple her, and my, favorite color. I want to the kitchen and...
    mat2Robin43 mat2Robin43 51-55, M 7 Responses Oct 17, 2013

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    I Dress From Head To Toe Too!

    I got up this morning and picked out a dress and then I shaved and showered, I glued my breast forms on and slipped into my padded panties. I slipped on my black work dress and belt. I put on my make up earrings and a medium length brown wig. My illusion is almost complete I add...
    JoanneF JoanneF 36-40, F 5 Responses Nov 30, 2010

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    Well .....

    Yes a guy. By some people's standards.It is exciting. Sometimes even erotic. But always amazing just being myself.I enjoy wearing make up and all the accessories and accoutrements of being myself.I enjoy wearing pretty dresses, skirts and blouses.I enjoy wearing high heels.I like...
    Josie06 Josie06 56-60, F 5 Responses Oct 25, 2011

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    Androgyny & How To Look Androgynous

    Many of us like having people to turn their heads when we walk past them wondering if we are a woman or a male? I had become dissatisfied with the range of women's attire being offered to older women. This past year I started shopping around and purchasing clothes that were...
    Trisha60ts Trisha60ts 61-65, T 3 Responses Nov 16, 2013

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    Update : 500 Thousand Transgender Souls Granted Rights To Run For Office

    Watch video Trans run for Office - Part I  http://youtu.be/-8zjVfEmw9A Part II http://youtu.be/MkKlRkBem8g Transgender people rallying for the inclusion of a separate gender column on identity cards before the Supreme Court ordered the government to have the community...
    cross2play cross2play 31-35 Feb 27, 2013

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    Why

    Why is it so wrong some men were women's cloths. There was a time that when everyone wore skirts and make up I'm not saying I would like to live in those times. but why the change. I'm not gay I love women one of my best jobs was working in a office supply store and all day long...
    lookiinforluv lookiinforluv 56-60, M 2 Responses Jun 28, 2012

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    One Thing Leads To Another

    It all started when I was very young. Playing dress-up with my sister was a lot of fun. I fell in love with the silkiness of her nighgown and had to wear it every chance I could, which was not often enough. I then started wearing my mothers panties because I could get away with...
    silkydrawers silkydrawers 46-50 1 Response Sep 13, 2013

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    Sensual....

    I adore dressing as a female. I’ll begin by pampering myself to add to my allure and beauty. Baby lotion to make sure my skin is soft and silky, next is Heavenly by Victoria’s Secret which engulfs me in a aroma of femininity. Next, I’ll paint my nails red, the color of...
    reflectionsof reflectionsof 31-35 3 Responses Dec 16, 2011

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    Related Experiences

    Yes I am and Yes I do. Women's clothing is always fresh and fun to shop for and wear. The stores always have new things to check out and buy. There is nothing like buying new...
    serinalynn serinalynn 61-65, M 2 Responses Oct 17

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    So here I am sitting in the locker room at the gym getting dressed. My toenails are painted a dusky rose. I have to put on my pale blue panties and my stripe patterned trouser...
    Sharon03 Sharon03 56-60 3 Responses 1 day ago

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    Hi friends do you want to see men in women in women's cloths.... visit this link http://www.pinterest.com/aloysiuscray/guys-in-women-s-clothes/
    lingarielover lingarielover 31-35, M 1 Response Oct 3

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    As I headed out to go home tonight, I stopped to shed my guy clothes and put on girl clothes. I already had panties, nylons and girl shoes on which I wear all day. Put my bra on...
    Sharon03 Sharon03 56-60 10 Responses Oct 7

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    it really gets to me when I hear about it :( girls are so unappreciated I think it's about time girls get treated like the princess they deserve to be
    Rossthayer Rossthayer 22-25, M 1 Response 4 days ago

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    Unless she hits first, it's never acceptable to hit a woman
    Oscar89 Oscar89 16-17, M 4 Responses 3 days ago

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    I always fantasize about sleeping with older women(milfs). This thought forces me to ********** the whole day ( and I can't help it). This doesn't means that I'm a pervert, these...
    teenboyAddy teenboyAddy 18-21, M Oct 5

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    My first true tickling experience: Well, I put out an ad on craigslist too see if there was anyone who wanted to get tickled or tickle me. I actually got a response today and met...
    boyzrback boyzrback 18-21, M Oct 17

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    Yeah so there's this guy at my school he and I have a lot in common with him. Our favorite bands some movies andeven the fact we both play music. Unfortunately he likes my friend...
    KateTheStraightedge KateTheStraightedge 16-17, F Oct 6

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    Okay, it's a bit of cheeky me to join this group, considering I'm very much a lady, but I love pics of boys in leotars. ;) I was in gymnastics for several years and while I enjoyed...
    nothingnobodynowhere nothingnobodynowhere 26-30, F 2 Responses Oct 15

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    Okay, it's a bit of cheeky me to join this group, considering I'm very much a lady, but I love pics of boys in leotars. ;) I was in gymnastics for several years and while I enjoyed...
    nothingnobodynowhere nothingnobodynowhere 26-30, F 6 Responses Oct 15

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