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I Like Wearing Womans Clothing

Personal Stories, Advice, and Support 2,038 People

    It Feels Good And Relaxing

    This is a continuation but I am not going to have a week by week diary... It is the 2nd week of dressing as a woman 24/7. I find that it has been very satisfying. Sleeping in one of my satin nightgowns. Waking up to the soft and slippery feeling is so sensual to be covered in...
    jilliank jilliank
    51-55, M
    1 Response Jun 11, 2013

    New Jeans

    So I told my wife I wanted a new pair of jeans. Something made for women, but could pass for men's. Of course, being the supportive woman that she is, she was all for it. We went to four different places before we found a very comfortable and nice pair of ladies Levi's. They are...
    JazzMuzee JazzMuzee
    31-35, T
    3 Responses Dec 16, 2012

    Favorite Outfit

    One of my favorite outfits is a white satin blouse with puffy long sleeves and a long feminine ***** bow that I tie. Then a mid calf length satin black skirt that forces me to mince especially with 4" pumps on. Underneath I have on a very feminine and lacy cami and half slip set...
    Lori234 Lori234
    51-55, M
    1 Response Aug 7, 2013

    The Weight Was Lifted........

    I have been crossdressing since i was a boy. But always in private, as i grew older the more i loved it. No one ever new and i had some close calls. Finally about 3 years ago i finally told a dear friend who was an ex lover. She loved the thought and said she never had a clue. It...
    shellyvan shellyvan
    36-40
    3 Responses Aug 28, 2011

    It Makes Me Feel Right

    when i started crossdessing, it was a joke between me and my friends, but then my friends took it to the next level and buy me clothes when they go shopping, shoes, makeup etc. (all my friends are girls so its alot easier for them) When they started me crossdressing seriously, i...
    Mitch12 Mitch12
    18-21
    7 Responses Sep 19, 2008

    You Caught Me

    Yes I like wearing women's clothing. Wearing women's clothes makes me feel ... whole and complete. Soft against my skin, form fitting, flowing and yet sensual are exactly what feels right and comfortable. It is fashion the way it was meant to be, not dull, drab and routinely the...
    Josie06 Josie06
    56-60, F
    2 Responses Jul 25, 2008

    Be Carfull Shopping This Storie Is 100% True

           I am a crossdresser first to start with I was in my 20 when i got an opertunity to house sit for a cople who where my nabors, i needed to feed there dogs it was well into fall so i decided to go shoping for a new blaser or possibly a jacket or coat for my fem self...
    dawn40108 dawn40108
    41-45
    3 Responses Dec 6, 2011

    It Just Feels Right

    The feeling of legs encased in nylon, the soft swish of a skirt around your legs, lacy tops and the joy of heels. Why is it that women who were born as such spend their lives in jeans, baggy t's and trainers? Once they have their man the makeup and sexy clothes go out the window...
    girdlemania girdlemania
    56-60, M
    2 Responses Nov 17, 2009

    Why Shouldnt Men Like Womens Clothing

    Womens clothing is so soft and frilly,it feels get on my shaved body. I would love to share this with like minded males and females in north central Florida. I have been wearing panties for over 20 years.. I wear them 24/7 and 90 % time wear hose or panty hose, I wear a bra...
    nikkibuck1948 nikkibuck1948
    61-65, T
    Apr 22, 2012

    A Life Long Love Of Wearing Womens Clothing

    There is something very special I find about wearing women’s clothing. I have never been able to find the right words to express this feeling but it began in preteen years and continues to this day! When dressed in lovely, soft feminine attire there is a relaxed calmness, and...
    BrigitteB BrigitteB
    66-70, T
    2 Responses Aug 22, 2012

    I Love Wearing Lingerie

    I love to wear ladies nylon lingerie. I have been wearing it since I was young when I used to wear my mothers panties and slips. My most daring and exciting time was going to work wearing my lingerie outfit under my male clothes. I wore suspenders and stockings, panties, bra, a...
    jamiesissycd jamiesissycd
    61-65, M
    Apr 1, 2012

    Like It?

    LOVE it is more like it, and I am now living fulltime 24/7 as the woman that I feel like I am
    Mizsuzy Mizsuzy
    46-50, T
    4 Responses Nov 9, 2011

    I Love Wearing Womans Slacks, Jeans,shorts And Blouses

    AS I don't have many opportuities to dress comletely anymore, I have been wearing womans outerwear a lo which gives me the same thrill of who I am. They are somewhat androgenous,but still feminine Womans bottoms (shorts, jeans, andslacks are tailered differently then mens, in...
    kayes60 kayes60
    70+, T
    May 27, 2012

    Chapter 3 - *** For Tat

    Friday night. Just my wife Bev and I at home, excitedly waiting for our visitors. I was dressed as my fem alter ego, Sammy. Bev had helped me with my make up and I think she was excited too. After my visit to Tom's place the previous week, when Tom had morphed into Cindy before...
    Strombolix Strombolix
    56-60, M
    1 Response Apr 16, 2011

    Beginnings...

    It all starts back to when I was a young boy (about 7?), and of course it started with the intrigue with your mum and sisters intimates. Then as I grew older, I found that it would turn me on until I blow my load, then I went back and would feel guilty, as I thought there was...
    asianxdresser asianxdresser
    36-40
    4 Responses May 6, 2011

    Little Ventures

    I've been dressing at home in our apartment off and on for very brief moments for the last couple of years. My wife tried passing it off as a phase. She says she doesn't mind, so long as I keep it inside our home. My wardrobe has only expanded slightly. I started out with...
    JosetteLaRoc JosetteLaRoc
    36-40
    1 Response May 13, 2012

    I Like To Wear Women's Clothes

    i love to wear womens clothes. I love wearing dresses, skirts and blouses. I love to wear bras, panties, nylons stockings, and a girdle. It's so much fun to go out shopping and theen to lunch. . On one of my shopping trips I was at a shopping mall with a IHOP. I decided...
    jml2000 jml2000
    61-65, M
    1 Response May 23, 2012

    For More Than One Reason

    Sexual pleasure and arousal are not the only reasons why I like to dress up and pretend to be a girl. A simplier good reason is that girls have very beautiful clothing and with so much variety. They have the most amazing underware that feel like heaven and on top of that they got...
    deleted deleted
    26-30
    7 Responses Nov 29, 2010

    There is a lot of truth to the fact

    that wearing women’s clothing can relax and change our moods. For those of you that have been following my evolution I was able to consult from home for almost a year, this allowed me to dress every day and all day. A few months ago I had to consult outside of my office, so...
    jilliank jilliank
    51-55, M
    3 Responses Apr 29, 2014

    Daily Wearing

    It has been many years now since I discovered the allure of feminine underwear, in fact all things feminine, and these days I only wear male underwear if I have to go to the doctor. My wife doesn't mind but we are not the same size so have two of everything except for shoes...
    panze panze
    56-60, T
    2 Responses Jul 17, 2009

    I Love It So

    For me it is the path to femininity of being submissive, vulnerable and suckable. I love the feel of silk and nylon the smellof perfume the swish of my legs together and the way my clothes are so resrictive only to permit me to move in a girlish way. They are ...
    Lyndsey2u Lyndsey2u
    61-65, T
    3 Responses Jan 13, 2009

    Dressing Up Again For The First Time....

    Growing up I would take out the trash as part of my daily chores.  When it came to my parents trash I would take my mom's discarded panty hose and stash them away for a late nite dress up.  I would venture into my parents room and "borrow" things from my moms collection...
    deleted deleted
    26-30
    Jul 26, 2010

    Always Such A Nice Feeling

    When wearing womans clothing I feel best. The finde febrics of the lingerie and the hoserie togethe with the lining of nice skirts or dresses makes me feel wonderful. If only I could wear these clothes each day! Yesterday I was able to go shopping en femme and I was in a nice...
    MarieChristineTV MarieChristineTV
    36-40, T
    Jan 13, 2011

    OHHHHH What a Feeling

    The look and feel of womans clothing is sooooooo wonderful so many things to chose from and so many diferent things to feel on your body from silk to satin its all sooooooooo great mmmmmmm you just have to love it ..i know i do
    deleted deleted
    26-30
    2 Responses Sep 18, 2008

    Whilst The Wife's Away

    ...I got to dress and play. I've spent most of the time in the apartment this weekend in women's clothes. I did venture out to walk the dog in the dark before dawn. This morning, I was more bold than ever. I took trash down into the garage beneath the apartment building...
    JosetteLaRoc JosetteLaRoc
    36-40
    1 Response Jun 10, 2012

    The More Feminine Attair The Better

    I love to dress in all woman’s clothing from panties and stockings to garters, slips and a bra and then a skirt and cute top and then have my Wife dominate me like I was a woman and having her wear a strap on.
    jamiesissycd jamiesissycd
    61-65, M
    1 Response Dec 18, 2011

    Beautiful Dresses

    A lovely dress epitomizes a woman's femininity and sensuality so very beautifully. I love seeing a woman in a very silky soft dress and dresses made of softer silky fabrics. I think it looks very sexy. A beautiful silky dress is meant to make a woman feel attractive, elegant and...
    FontanaSlips FontanaSlips
    41-45, M
    2 Responses May 24, 2012

    Its What I Look For...

    I can't help loving women's clothes, I have been doing it since I can remember. When I watch TV and there is a lovely woman on, I look at the clothes she is wearing and wonder what they must feel like on. Today I was watching the Eurovision song contest semi-finals and there were...
    SusanMarina SusanMarina
    26-30
    1 Response May 24, 2012

    I love winter.... for I can wear anything under

    my male heavy cloths. Like today, I wore a panty, a satin nighty and a satin blouse under my hoodie and went to a meeting. Obviously I was feeling so excited as each time I move, I could feel the silky sensation under. While returning on a cab, it was dark at the back seat and...
    sexynighty sexynighty
    31-35, M
    Dec 30, 2015

    A Breather For A While, 24/7

    Last Friday I was let go from the office that I worked at.. Not really sure why but it happened.. So the weekend was a little slow lying around trying to figure out what to do next. But as Monday rolled around I found the bright side of this... I live alone so that means its 24/7...
    jilliank jilliank
    51-55, M
    3 Responses Jun 3, 2013

    The "Perfect" Moment

    I love to get "dressed up" and go to a local club and meet old friends or make new ones. I always sit at the bar instead of a table as I seem more approachable since guys can just stop as they pass or take the seat next to me without having to ask or come up with a corny pick up...
    Flirt4ever Flirt4ever
    66-70, M
    3 Responses Jul 22, 2013

    Honeymoon

    As my wife would say, she finally got me to marry her in March 2012. It was an absolute fantastic day. Married to my babes and we had a small affair outside under a big tree with lots of colour and an awesome party. It could not have gone better. 2 days after the wedding we...
    WickedPH WickedPH
    36-40, M
    5 Responses Mar 3, 2013

    I Love Wearing Womens Clothing

    To me wearing womens clothing gives me the most wonderful exhilarating feeling of femininity and well being imaginable. It is a personification of my feminine side and the woman within me. The femininity of every garment i wear implodes this amazing feeling of feminine loveliness...
    FontanaSlips FontanaSlips
    41-45, M
    3 Responses Mar 5, 2012

    Well I Thought I Would Give This A Try.....

    I have had the last two weeks to really practice every aspect of acting as a women, dressing, makeup, mannerisms, hair and speech. So as a human experiment I thought well lets see If I can finally pass in the real world... Since id's and reference checks would be the final...
    jilliank jilliank
    51-55, M
    7 Responses Jun 18, 2013

    Cross Dressing Conflict

    Well here I am, conflicted and feeling incomplete. I am one of the lucky ones. Yes I told my wife that I liked to wear woman's underwear BEFORE we got married. Yes, I shave my legs (more often than her) and yes we enjoy wearing together. BUT I got comfortable wearing only a few...
    stockingdreaming stockingdreaming
    61-65, M
    7 Responses Nov 4, 2012

    Of Course

    Of course I enjoy wearing womans clothing.  Not sure why I became addicted to it but it brings me so much joy.  Womans styles and fashion are constantly changing and I love keeping up with them.  I do have to dress as a man most days but dress in womans clothes in...
    Kara66tv Kara66tv
    41-45, M
    5 Responses Aug 15, 2008

    More Than Crossdressing

    for me its a way to express my true inner self, of who i really am, a woman. you see, i am transgender and after many years of denying and supressing it i have finally come to terms and accepted myself as being a tgirl. i have grown my own breast and live fulltime as a female and...
    Mizsuzy Mizsuzy
    46-50, T
    2 Responses May 24, 2012

    The Secretary's Clothes

    The head secretary (Suzie), in our office is attractive. I had no desire to have an affair with her. Rather, I wanted to wear her clothes. I had been dieting for almost a year and had lost a substantial amount of weight. I "guesstimated" her size to be an 8 or 10. I had told her...
    gutiermr gutiermr
    51-55
    7 Responses Sep 19, 2011

    It Just Feels Right!

    I have been avidly crossdressing since I was about 6 years old. I would wear my moms clothes (both clean and dirty) when nobody was home, and it felt oh so amazing! As I got older, my opportunities to dress up became limited, so I would steal lingerie from work...the rush of...
    Beyonca Beyonca
    26-30, M
    Apr 6, 2012

    That Is Me

    when in fem mode i feel more free and happy. dresses and every thing that goes with it
    spaz2692 spaz2692
    46-50
    1 Response Dec 28, 2011

    Coming Out

    This is nirvana for crossdressers everywhere, a new airline that hires only Ladyboys as flight attendants. http://photoblog.msnbc.msn.com/_news/2011/02/09/6016617-pioneering-airline-hires-ladyboy-flight-attendants
    TBurke99 TBurke99
    51-55, M
    Feb 9, 2011

    Pantyhose And Tights Are My Obsession

    It started when I was little, still crawling. I remember some distinct moments where I would crawl around at my mother's feet and hug her legs for whatever reason, just playing like very young children do, but I remember the times when she would be wearing pantyhose and I...
    STLCD STLCD
    22-25, M
    1 Response Mar 28, 2012

    Want to Dress In Ol Style

    I lov nylon and unifrom so early in my live, may be 10. that days I just can't move my eyes away when I sow some one in suit. 1 or 2 years before I buy myself a brows and skirt, and dress up in my room. So sad to find me not the girlly on. Just thinking one day I would have the...
    Nuwkov Nuwkov
    22-25
    Jul 27, 2009

    I went out in public

    for the first time yesterday. Just to fill the car with gas, but it was totally awesome. One question what do you do about the Adam's apple?
    Charyll69 Charyll69
    46-50, T
    2 Responses Oct 24, 2014

    I Mix Up My Clothes

    I mix up both mens and womens clothes every day.to me clothes should be gender free and anyone allowed to wear what makes them happy.i feel better in whats called womens clothes than mens.at least we are slowly getting to a world where this is more acceptable.
    derek09 derek09
    36-40
    2 Responses Dec 12, 2012

    Like It....i Love It!!!

    I have always liked to wear woman's clothing. Woman's clothing is so much more colorful and prettier than male stuff. Male under comes in just a few colors, while woman's comes in a rainbow of colors. Men's does come in different styles now, but still not as pretty as woman's...
    davis36a davis36a
    61-65
    1 Response Nov 21, 2011

    Hey, ive been doing this

    for a while, but never with someone else. I really want to, if anyone else in NYC does, please message me.
    mangera mangera
    26-30, M
    Apr 9, 2014
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