Post

I Have Tried On Womens Clothing

Personal Stories, Advice, and Support 2,435 People

    They Are Great

    The first time I tried on women's clothes was when I was in middle school. I got home from school and promptly went up to my mom's room and decided to try on one of her blouses, a bra, her panties, a pair of pantyhose, a gorgeous skirt and a pair of her heels. From that moment...
    mc1645 mc1645 18-21, M 10 Responses Jul 4, 2011

    Your Response

    Cancel

    Influensed

    I before never liked he thought of guys on girl clothes or anything but slowly my friend and boyfriend who both have it as a small habit to tease me about and with it, suddenly I tried on a skirt for my boyfriend and sense I've putted it on at rare times when I want to feel bit...
    NoatoNoaki NoatoNoaki 18-21, M 7 Responses Jun 28, 2011

    Your Response

    Cancel

    I Don't Think Im Tv But

    I don't consider myself TV, I am happy being male and masculine. I have tried on womens clothing, and for a while i did have a secret dressing up box, but i just stick to high heels at the moment. Or maybe i'm in denial?
    Heellover Heellover 36-40, M 15 Responses Dec 5, 2008

    Your Response

    Cancel

    They Are Great

    The first time I tried on women's clothes was when I was in middle school. I got home from school and promptly went up to my mom's room and decided to try on one of her blouses, a bra, her panties, a pair of pantyhose, a gorgeous skirt and a pair of her heels. From that moment on...
    pantyhosegod pantyhosegod 18-21, M 3 Responses Feb 22, 2012

    Your Response

    Cancel

    Love Womens Clothing & Be Proud

    Hi there this is just a little message to all potential crossdressers out there. just want to say that theres alot of people out there with these same experiences. I myself love womens clothing which is partly why I have trained myself as a drag artist. If this should tell all we...
    rupal69 rupal69 31-35, M 5 Responses Dec 26, 2010

    Your Response

    Cancel

    Everyday, Several Times A Day

    I do wear women's clothing. I wear them in my home, at work, at school, EVERYWHERE..... but then again, I am a female. (^_^)
    EffectsHer EffectsHer 26-30, F 3 Responses Jun 14, 2010

    Your Response

    Cancel

    All It Takes Is Once

    I had always admired feminine apparel, as well as viewing magazines on Female Impersonators, cross dressers / transvestites, etc.. I just kept all of this in my thoughts and never waivered on it..One day whilst out with my wife, we saw a group of very badly dressed g.g s and I...
    deleted deleted 26-30 2 Responses Nov 3, 2011

    Your Response

    Cancel

    Dressing Up Box

    I have a suit case in the loft of my house. It comes out when my wife goes away for a few days. I love all the garments that I have stashed in there, each has something special. I have a green long flowy hippy skirt, a short brown leather skirt, white flared trousers...
    Heellover Heellover 36-40, M 10 Responses Feb 18, 2010

    Your Response

    Cancel

    I Still Do From Time To Time.

    I can't explain how it all started (well, I could try, but it would take awhile), but I it's true, I have. Mostly formal dresses. I like big, pretty, formal, ball gowns, prom dresses, bridesmaid's dresses and the like. I know, I'm weird, but it is what it is.
    HappilyMarriedDad HappilyMarriedDad 36-40, M 3 Responses Feb 7, 2012

    Your Response

    Cancel

    Should I Tell Him?

    I have some very good friends. One of my oldest male friends has been particularly understanding recently. I haven't told him about my tendancy to cross dress. I almost got there the other day. We were talking about the rocky horror picture show coming to a nearby town...
    Heellover Heellover 36-40, M 9 Responses Jun 25, 2010

    Your Response

    Cancel

    Men Who Look Cool Dressed Up As Women, Part 1 - Eddie Izzard

    From 'Glorious'   'Dress to Kill'  
    DancingFox DancingFox 31-35, F May 11, 2011

    Your Response

    Cancel

    I Crossdress When I Can

    i like them toand outher things to
    daniel7697 daniel7697 66-70, M 1 Response Apr 21, 2012

    Your Response

    Cancel

    I Have Tried On Womens Clothing

    I've tried on womens clothing.  A bra girdle petticoat, dress   also tried on ladies swimwear and tights too.    All are comfy.
    aquarius3 aquarius3 61-65 1 Response Jan 23, 2012

    Your Response

    Cancel

    Sorry, This Was Too Funny To Pass Up...

    Someone in my circle joined this group and I thought I should join too. So yeah. I love wearing women's clothes. Especially dresses and skirts, they make me feel so feminine! What do you mean, there is no point joining this group if I AM a woman???
    DancingFox DancingFox 31-35, F 11 Responses May 9, 2011

    Your Response

    Cancel

    I Cross Dress

    I cross dress when i can infact i have quite the ward robe now, but i'm not the typical cross dresser i suppose that you see mainstream, I enjoy cute clothes, not just the sexy stuff, I enjoy overalls, bodysuits, leotards, normal pants, panties, girly shirts, anything cute. I'm...
    saphiredreamz saphiredreamz 26-30, T 3 Responses Apr 21, 2012

    Your Response

    Cancel

    Dresses, Women's Pants And Jeans, Shorts And Blouses

    I have been wearing both New and Used Women's clothing (which I buy online) for the past 3 years and I absolutely adore it.I love shopping in the Ladies department and have tried on their clothing in the Ladies fitting rooms. I get stares from the Sales staff but I don't...
    Eddielovepads Eddielovepads 36-40 3 Responses Oct 21, 2011

    Your Response

    Cancel

    Men Who Look Cool Dressed Up As Women, Part 3

    How could I possibly forget...Ladies and gentlemen, get ready to give a warm welcome to...Frank 'n Further, The Sweet Transvestite from Transsexual Transsylvania! 
    DancingFox DancingFox 31-35, F 7 Responses May 11, 2011

    Your Response

    Cancel

    I Have Tried On Women's Clothing

    Many years ago, growing up I was tasked with taking out the trash. No big deal but when It came to empty my parents trash I would collect my mothers discarded pantyhose. Once I even collected a pair of her panties and when I put the panties on I was arroused. After a while I...
    deleted deleted 26-30 7 Responses Sep 16, 2010

    Your Response

    Cancel

    In Fact....

    ... I never buy any clothes without trying them on first.  The way women's sizes are, I can't even be sure within a full size if a dress or blouse will really fit.... it's just totally crazy... I mean it... why can't they get some kind of Standards for Sizes....
    SaratogaGirl SaratogaGirl 26-30, F 13 Responses Feb 11, 2010

    Your Response

    Cancel

    Men Who Look Cool Dressed Up As Women, Part 2 - Kiefer Sutherland

    You'd never have thought you'd see Jack Bauer in a dress, right?But he is man enough to honour a lost bet, so... hats off, gentlemen, here is Kiefer Sutherland in a dress! 
    DancingFox DancingFox 31-35, F 2 Responses May 11, 2011

    Your Response

    Cancel

    I Have And Love It

    I started trying on female clothing at the age of 14. I would try on different things for 45 years. I liked to be dressed totally feminine. After the first time I was dressed as a woman at 14 and in public it was a thrill. Although that was the only time I was public in a dress...
    Adam59 Adam59 56-60, M 2 Responses Jun 9, 2012

    Your Response

    Cancel

    Women's Clothing

    Women's clothing,Tried it on,Sure have,Like most people!
    mrraincoat mrraincoat 46-50 Oct 24, 2012

    Your Response

    Cancel

    I Have Tried Womens Clothing Many Times

    When I was about 12-13, I got curious about girls in leotards that I saw on TV and other one-piece sports clothing. I was not very social and spent long afternoons at home alone, so I started to experiment with my clothes and any old clothing garbage I could find at home. I found...
    tightsvirus tightsvirus 41-45, M 1 Response Sep 8, 2013

    Your Response

    Cancel

    I Love To Wear A Women Dress

    one day in may neibar house lady dress took from the nite . and i wear it then went on the public road . i woke abut tow kilometers came to home return the dress i fell so happy .............
    saumyadammi saumyadammi 36-40, M 3 Responses Dec 15, 2012

    Your Response

    Cancel

    Female Clothing

    I love to wear female clothing,all of it,under and out.I been wearing female clothing so long I can't remember the last time I even bought mens clothing.I love it,I'm also hooked on shoes...I guess it goes along with the territory...lol
    genie01 genie01 56-60, T Jul 21, 2012

    Your Response

    Cancel

    Because I Can

    I have tried on women's clothing.How cool am I?Pretty damn cool :D
    CrazyHippieChick CrazyHippieChick 18-21, F 2 Responses Mar 23, 2011

    Your Response

    Cancel

    My Metamorphosis -- The first time I tried on

    women’s clothing in a public setting was in 2012 when I went to Kohl’s for some women’s mid rise jeans.  After selecting several pair I walked to the men’s jeans a put ne on top before going into a fitting room.   After getting my first women’s jeans I then wore...
    motseln2 motseln2 51-55, M 1 Response Dec 24, 2013

    Your Response

    Cancel

    Looking Like A Lady

    In my early years of crossdressing i went shoping for womans clothing at different stores and found some that i felt comfortable in , i went to a lingrie shop the sales person was very helpfull in picking things that was my size . After making my purchase the saleslady asked she...
    roamer648 roamer648 66-70, M 2 Responses Jul 30, 2012

    Your Response

    Cancel

    I Like Wearing Womens Clothing

    Ever since I confessed to my girlfriend that I like women's clothes, she has encouraged me to fulfill my fantasy. Last weeked we spent the weekend shopping and dressing up. She picked out clothes for me to wear from her closet and panty collection. It was so exciting that...
    deleted deleted 26-30 8 Responses Aug 3, 2010

    Your Response

    Cancel

    By mistake I have worn some button front shirts

    that I just "assume" were mens as the buttons were on the right side, holes on the left side. That is after all they way a man's shirt buttons - right? Well, these had removable pads in the shoulders, folded collar and some had none, one or two pockets. They all had wonderfully...
    wxmann2 wxmann2 36-40, M 1 Response Jan 20

    Your Response

    Cancel

    My Wife Made Me Do It

    Iv tried them on because my wife narrowed down my wardrobe options. black stockings, garter belt, bra, thong, wig, skirt, top and heels. i dont even understand how women even can stand without losing balence in them. She was so good at girling me up, you would have to take a long...
    Dragonlovr Dragonlovr 22-25, M 14 Responses Apr 2, 2012

    Your Response

    Cancel

    I Like Wearing Womans Cloths

    I wear womans panties 24/7, and a bra about 75 % of the time under my mail clothes.
    RADER RADER 61-65 3 Responses Jan 19, 2012

    Your Response

    Cancel

    Any Time I Get To Dress Up Like Girl I Take It.

    it all started was when i was about 5 or 6 old. i sake an to my mom room my breathes ware gone my praise ware buzz down steers it was like i was a lone. i seen some of my moms underwater it feet diffract form my it was safer i pit then on thin seen a bra i pat that on then seen...
    soonagirl soonagirl 22-25, F 1 Response Feb 23, 2011

    Your Response

    Cancel

    Getting Addicted

    Many years ago my GF (now wife) convinced me to paint my nails, I already liked pink an a bit girly clothes. Over the years this has been natural and today I fully wear women dresses and skirts in off time. For work/office I normally wear business suit as a seniot manager but now...
    Cissieall Cissieall 41-45, T 3 Responses Sep 27, 2011

    Your Response

    Cancel

    I Remember When I Did It

    It was waaay back when I was five and I tried on my mum's panties and got addicted right away. now, years later, I finally got enough courage to buy my own women's clothing, so far I only have is am all in one girdle, four panty briefs with lace at the legs, and a pair of...
    ChrisM7 ChrisM7 22-25, M 2 Responses Dec 12, 2011

    Your Response

    Cancel

    Yep

    And I really like it, so i did it again and again and again...
    ib14fun ib14fun 41-45 Oct 1, 2012

    Your Response

    Cancel

    Dressing With Another Tv

    I was invited to meet another TV and crossdress about ten years ago. The trip was about 3 hours. Stephanie loved all in ones and corsets so I packed several to show her. I dressed in bra, girdle panties and stockings shorts and a loose top. It was warm and humid ......good...
    jml2000 jml2000 56-60, M 2 Responses May 19, 2012

    Your Response

    Cancel

    Related Experiences

    I.... I can't take it anymore. I have fan fiction to keep me sane barely from the constant bullying! I've had it! The 'popular kids' don't even thank me for tutoring them, or...
    BloodyShatteredStyx BloodyShatteredStyx 13-15 Mar 29

    Your Response

    Cancel
    I want to share the wonderful experience I had shopping for shoes today. It was at a Payless shoe store near Toronto. I went there because I was told they have women's sizes up to...
    KimberleeRoseBee KimberleeRoseBee 41-45, T 10 Responses Apr 9

    Your Response

    Cancel
    I tried today and I was researching how to hang myself. I can across this post and I thought it would teach me. She actually saved my life it was called I tried to hang myself...
    ronarenae ronarenae 31-35, F Mar 20

    Your Response

    Cancel
    So 2 days ago I tried to kill myself and that's the reason I didn't text back anyone and I be been in the hospital…I cut up my whole arm and my thighs I hit a major vein on the...
    11001s 11001s 13-15, F 1 Response 3 days ago

    Your Response

    Cancel
    one night me and my friend went in the woods (that was in his backyard) we went to the top of a hill so we could see the whole city, but we knew for sure that no one could see us...
    boynudist13 boynudist13 70+, M Mar 28

    Your Response

    Cancel
    I still haven't told anybody. A few weeks ago I was fed up with existence and feeling really numb. I used an old belt to try and hang myself. It broke. It did leave a mark, and I...
    puppy85899 puppy85899 13-15, F 2 Responses Apr 6

    Your Response

    Cancel
    I really just don't see why I should go through anymore of this life, I don't believe in god so to me I would just be dead. I know it would hurt my family but it's hurting me the...
    CollinTrevino CollinTrevino 16-17, M 1 Response 6 days ago

    Your Response

    Cancel
    #2 on my list of "Things I am proud of about me": 2. I’m not lazy/selfish/spoiled. I guess I’m not exactly sure what I would call this, but basically when I see people doing...
    shannonymous shannonymous 18-21, F 6 hrs ago

    Your Response

    Cancel
    Well, if you want to get technical, I still am. I'm still in and out of a few of the shelters in my area. However, I know this is a temporary situation that was meant to teach me...
    Mariposa85 Mariposa85 26-30, F Apr 8

    Your Response

    Cancel
    I am DONE with running away all the time!! I have tried everything - I've tried being nice, I've tried confronting you, I've tried avoiding you, but nothing has worked! You...
    GeekyLittleThing GeekyLittleThing 13-15, F 3 Responses 4 days ago

    Your Response

    Cancel
    I just wanted to share something with you guys, I have had these three friends since I was 3(sisters). And they have had the worst childhood you can wish someone. Perhaps not...
    SJNak SJNak 22-25, F 1 Response Mar 29

    Your Response

    Cancel
    I can't even watch commercials with proposals or wedding type shows or see pictures of people getting married or engagement photos without wanting to burst into tears. I have never...
    AshCatSilver AshCatSilver 31-35, F Apr 1

    Your Response

    Cancel
    I am in two online dating sites and have (tried) chatting with so many guys... and man, they are so boring! They don't know how to keep a nice, interesting conversation going! They...
    girlon3rdfloorsuite9 girlon3rdfloorsuite9 26-30, F 1 Response 6 days ago

    Your Response

    Cancel
    I have 13 and 18 year old daughter and a 19 year old son. I gave up my career to raise them. I feel like I have wasted my life! My oldest dropped out of college after only a few...
    lnrdale lnrdale 41-45, F 1 Response Mar 21

    Your Response

    Cancel
    Above is a photo of Flexural psoriasis which I found after spending a long time researching,it's not me but it looks exactly how my armpits look nearish their worst flareups except...
    SparklyRain SparklyRain 18-21, F 2 Responses Mar 25

    Your Response

    Cancel
    I go through a lot... I'm not happy I just feel like I'm just here. I don't have a purpose here on earth. Yes I have tried to commit suicide. And life would be better for everyone...
    Sammie099 Sammie099 13-15, F 2 Responses Mar 25

    Your Response

    Cancel
    I found Vitacost.com a long time ago and really like it,it has a lot of gluten free foods and other products.Here is my referral link for $10 off an order of $30 or more.If you are...
    SparklyRain SparklyRain 18-21, F 1 Response Mar 26

    Your Response

    Cancel
    Please someone take their time to read this, I feel like a lot of people can relate to this. I put a lot of thought into this. It sucks when you're ignored by the person whose...
    elugo123456789 elugo123456789 18-21, M Apr 1