Why is Marcy is a crossdresser? Here is Why I am a Crossdresser | crossdressing

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Marcy likes to crossdress because…

I know I am not alone in the secretive world of crossdressing so here are some of the reasons when I partake in crossdressing.

Can you relate to some of my reasons for crossdressing? I would love to hear your comments below.

Ok here we go, some of my reasons why I am a crossdresser.

  • I started out of curiosity with pantyhose. Then tried on some heels and bras, then it progressed from there. Since that time I now fully dress and get so much satisfaction from it. It has been over 20 years and counting.
  • When I was around 5 years old my crossdressing began to take shape in my mind. I often had dreams and inclinations towards feminine fashions and feminine traits.
  • I basically think men are a pretty unattractive looking being for the most part and I enjoy the beauty of women and looking like one.
  • It gives me a feeling that I can really be myself as a woman not a man. I enjoy the difference the clothing makes and also the makeup no matter how badly I apply it.
  • I love women’s clothes, I love the way I suddenly feel sexy when I’m wearing them especially stockings and heels and anything that enhances my ultra-realistic breasts forms.
  • I’m not sure why but crossdressing make me feel good, relaxes me, an escape, a turn on, different reasons. It almost feels like I’m a fantasy of being a real woman, and experiencing the world from a woman’s perspective.
  • I love the feeling of being a different person especially a member of the opposite sex.
  • I enjoy crossdressing as I feel feminine and sensual, and the feel of the clothes on my skin is extremely erotic, I have a femme side I would like to explore.
  • I enjoy feeling feminine.
  • Sometimes I feel like a girl on the inside and crossdressing lets me be the real me.
  • I Love the feel and the way it makes me feel sexually in a feminine way.
  • I just love the feel of women’s clothing for they are much sexier not to mention there so many colors, styles and categories that make man’s fashion look so boring and bland.
  • I just want to be pretty like all the girls and it is very stimulating. I just love feeling femme.

OK that’s all of them for now! I am sure there a few more but that’ll be for another post in the near future.
Feel free to comment below about your own reasons for crossdressing and don’t forget to share this post.


About the Author:

Hi, I’m Marcy Simpson, the founder and creator of Crossdresser Society. I have been a crossdresser for over 25 years and I am also an author, photographer, entrepreneur, and admirer of the feminine realm. I currently work and live in Los Angeles, California.


  1. Carol
    Carol  November 4, 2013

    Loved the article. I started at age 4 and never stoped. Its the only way I find to relax completly.

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    Stefanie  November 21, 2013

    I remember as a young boy that I was always interested in womens underwear. And this has never stopped. I am completely comfortable wearing very nice matching lingerie, nice stockings and 5in or more heels. Usually with a short dress or skirt. I am particularly proud of my bra collection and breast forms. Al tho I’m not passable I try and keep my makeup sensible but sensual.

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    Susanne  January 11, 2014

    It’s if you described my life in a way. I grew up in the sixties in Germany when our society was not at all ready for that. Homosexuality was still forbidden and crossdressing??? No way. Of course I didn’t tell anybody about my feelings. I thought for a lo time that I am the only strange being who has this “illness”. How often I stared at the girls wishing to be allowed to wear a skirt and a panty?
    When I got internet suddenly I discovered that I am not the only one but that there are a lots of others. My first experience I made outside is only 8 years ago. But since then I had a lots of fun with being Susanne. Whenever I am in the mood and when there is the occasion I make up and dress myself and I go out, to the opera or to concerts or other cultural events. Normally I had no trouble until now. I also went out in other countries like in France, Holland, Belgium, England. It is such a fantastic feeling to live your “alter ego”. And the best is for example in France in a restaurant when they call you “madame”. Just great.

    • admin
      admin  January 14, 2014

      hi Susan thank you so much for your comment. I am so glad the site could help you relate to your past experiences and feelings. Feel free to share more.

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        Susanne  January 31, 2014

        Hi Marcy
        Thank you for your nice invitation. It’s a very nice website by the way.
        In three weeks we are traveling to Korea and China with the orchestra where I play violin. Of course I will bring also my crossdress utilities. Since my colleagues know Susanne there is no risk to get discovered by anyone of them. I even performed in an evening gown in a production of the operette “The Csárdás Princess” by Emrich Kalman where the stage director gave the title role to a guy and the girls of the chorus wear men’s clothes and the men female clothes. And as we didn’t perform in the orchestra pit but on the stage with just a handful of musicians we made part of the whole scenery. So I went to the stage director and the former director of our opera house and proposed to play as a women. Both of them found that a wonderful idea. So I surprised my colleagues playing in a long evening gown. I also played before the performance while the people entered the auditorium just violin and piano some music in the style of whats coming up in the performance. That was great fun. It was a fantastic production and very typical for Cologne where I live. Cologne is quite liberal and the Mekka in Germany for any kind of queer people. May be a little bit like San Francisco.
        When I am back I will tell about Susanne in China. In Korea I will probably not go out as Susanne because I will meet my former girlfriend. I think she would kill me if I did that.
        All my best wishes to everybody who visits this site
        greetings from Cologne

        • admin
          admin  February 1, 2014

          hi Susanne thank you so much for the great comment and all the insights you told about crossdressing in Europe. I always thought Europe was a little to conservative for us gurls. Please feel free to let us know more about your experiences there and maybe even post a photo or 2. Thank you and have fun.

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            Susanne  February 1, 2014

            Hi Marcy
            I’d like to post a photo but I have no idea how to do that. Can you tell me how to add a pic?
            Here a link to Czardasprincess production in Cologne just to get an short impression:

          • Marcy
            Marcy  February 3, 2014

            Hi Susanne I loved the video. It was very nice! You can just email the photo to me and I will add to your story. Take care.

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    Airy  March 5, 2014

    Hi Marcy,

    I’m so glad I’ve found you! I’m only just starting to explore the site, but so far it looks like what I’ve been looking for! 🙂

    Like you, my crossdressing too started young (trying on my mum’s bras, tights, slips etc.), but was put on hold for many years. Now at the age of 40 I’m experimenting more and more and enjoying every moment of it! 🙂

    For my sins (many bad financial decisions and life choices) I’m living back with my parents, so the only opportunities to dress up tend to be late at night. And my financial state (i.e poor!) means I can’t afford all the things my cd-self would like so my makeup and clothes are scrounged from my ex-wife, girlfriends and mum!

    I’m also cursed with being a hairy chap(ess) so I’m hoping to find tips on how to tackle that…

    I’m so so happy I’ve found this fabulous resource 🙂

    Airy Alexia

    <3 xxx

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    Mandy  June 20, 2014

    Wow, all the same reasons as me 🙂 Honestly, I think you covered most of them. I started crossdressing when I was really young, probably 6 or 7. I would “borrow” my mom’s underwear from either the hamper, or when she wasn’t at home and I was feeling really daring, clean ones from her dresser drawers.

    I would secure myself (somewhat) in my room by putting something big and heavy against my bedroom door, and then basically worship her pretty, lacy and oh-so-sexy bras and panties and stockings, putting them on even though they were way too big. Until I got older, around jr high age and they actually fit really well, which excited me tremendously.

    But around the time I was 10 or 11 I also started absconding with my older sister’s stuff too (she was my only sibling, 2 years older than me). Keep in mind this was all taking place from the early 60’s to the early 70’s, so women’s underwear was still in that 50’s/60’s mode of being sexy, retro pinup style by today’s standards. Of course today I still love that old style fashion of “bullet” bras, girdles etc.

    I’m pretty sure my mom had some inkling not of me “using” her underwear, but of my inclinations in general. Because I’ve always been very effeminate by male standards – in the way I act, move, my personality and how I relate to other people in general, and the fact that all my closest friends, from kid to adult, have always been female. I have always absolutely hated machismo and macho guys, and I am the total opposite. The one thing that I remember my mom actually watching me doing when I was really little (during elementary school years) was that she would allow me to put nail polish on my nails and wear it around the house, and then help me get it off with nail polish remover. Ya gotta think she would have thought sumpn’ sumpn’ was up.

    As I got older and was out on my own I progressed with my crossdressing activity until I was dressing completely, along with applying makeup and wearing wigs. It completely consumes and excites me to this day. Along with always having felt like I am a girl trapped in a guy’s body, I happened to be blessed with a short, slim frame that actually looks pretty good while crossdressing – but I have never had the gumption to go out in public and try to pass. I’m not sure if I ever will, but even if not I derive so much joy and sexual excitement by doing it in private, and corresponding with other crossdressers, that it is my most enjoyable pastime 🙂

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      Phyliss  December 8, 2014

      Hi Mandy:

      You are so lucky to be endowed with feminine features. I, unfortunately, am not so lucky. I especially agree with your last paragraph. I too want to communicate with other cross dressers more than trying to go public. Dressing in ladies clothes totally consumes me as well. I live alone (my wife passed away) and I so enjoy dressing that I will spend days wearing dresses, skirts and whatever else. I frequently use acrylic nails and polish and, since I do not have to go out, I can keep my nails on for several days. Like you, I love retro fashion. I frequently shop on ebay which I have become pretty good at sizing my clothes and selecting coordinated outfits.

      Love, Phyliss

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      Erica  January 28, 2015

      I can identify with much of what you said last summer about how you got started crossdressing. I’m new to the site and Marcy just posted my “Confessions of a Crossdresser” diary. It is part of my writing to help me understand why I love to dress, and temporarily become my alter ego, Erica. Like you, and so many others, I started young, not even knowing what or why I was doing what I was doing. I was fixated on my mom’s and older sisters panties and bras. I’m married with kids so I don’t get to dress often at home (except when I have the house to myself!). I dress in my hotel room when I travel. I used to wear frilly things under my business suit when I traveled by air, but now I’m not too keen on having a TSA officer view the outline of my sting bikinis as I walk thru the security scanner.


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    danni  June 21, 2014

    I so love how clothes make me feel so femme. I started as a teen like most but have purged my wardrobe many times. Not anymore for many of the reasons you listed. Thanks for sharing.

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      Erica  January 28, 2015

      Argh! If I had all of the sexy clothes I have purged over the years I would have a wonderful wardrobe!

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    Sasha Ineda Friend  August 13, 2014

    #1 – I was a only child, father-less surrounded by women with no role model so I grow up acting girly.
    #2 – My Aunt lived with us pre-teen years and she gets loud vibrant color clothes where I’d go “Dancing with Myself”
    #3 – I was always a awesome listener during school to girl matters and didn’t like those “stupid boys or their ego.”
    #4 – 10-15yr old stealing Leggs pantyhose from Walmart and sleeping soundly only in poorly crafted bodystocking
    #5 – Natural man me has became pathetic and now I’m thinking the transition was way over-do becoming neccesity to escape the insanity of daily life.

    I need someone special in my life who loves me throughout and accepts me for me because my family’s “principals” isn’t the way now.

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    jaque  August 15, 2014

    i am so looking forward to this i have been cross dressing privately since 12 yts old

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    Fran Banks  October 24, 2014

    I just loved your explanation of being a crossdresser. I have the same feelings of feeling sexy and alive when dressed as a woman. I very often wish I was a woman. to be able to put on sexy panties a matching bra, a garterbelt and stockings and then to top it off with a satin babydoll and full make up and a wig is fantastic. Five inch heels complete my transformation.
    I love this site and will be frequent visitor and participant.
    Thank you so much….

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      Erica  December 29, 2014

      Wow! You sent a tingle up my spin (in a good way) with your description of your favorite outfit. Sounds wonderful.

      I’m a married male. Over the years…okay, decades, of my crossdressing, I have moved from admiring and wearing dainty outfits to fully dressing and then even to exploring the long time fantasy of feeling what it must be like sexually to be a woman. No hormones, or body shaving (wife suspects my passion but won’t discuss it), but I have tried the hotel room hook-up thing. I love it but have backed-off due to the possibility of being caught or catching something, if you know what I mean.

      So, I’m back to crossdressing in secret whenever I can.

      Thanks for your posting.


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    dave  November 18, 2014

    I’m female and heterosexual. My boyfriend has just let me know he likes to cross dress. He is initiating a fantasy of me being an older more experienced woman, and him dressing and role playing as an innocent teen. I’m okay with whatever he likes, but what does it all mean? He is a professional and does not cross dress anywhere else. Is this unusual? Thanks for any insight.

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      Erica  December 29, 2014

      I’m new to this site, but not to crossdressing. I don’t pretend to be a therapist, but I will offer some comments for you on your situation.

      Like so many of the posts and stories, I have been a crossdresser since youth. I have stopped and started for decades. It is who I am, or perhaps you could even consider it an addiction. Either way, if your boy friend has admitted to you that he crossdresses, that is a BIG step. My wife suspects my interest, but won’t discuss it. It really has nothing to do with her anyway. I don’t think that most women would want to be sexual with their crossdressed partner, but instead, would want to be intimate with their man as a man. Unless he says differently, his crossdressing will likely stay private and all he needs from you is support and love.

      With the exception of this one dominate and private trait, us crossdressers are good, regular people.


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    Erica  December 29, 2014

    What a wonderful website (and I love your sexy name, as well). I so needed to learn more about my crossdressing, and it helps to read your articles and to hear from experiences of others. Thank you!

    Like most of your other contributors, I started crossdressing before I even knew what sex was all about being drawn to my mother’s stockings and panties drawer. Then, when puberty started, I discovered the thrill of wearing my older teen sister’s pink bikini panties and watching myself masturbate in the bathroom mirror. I was hooked without even knowing why.

    My college years had me being “educated” on sex via the porn magazines in my fraternity’s bathrooms. The women were always smiling in their sexy panties, garter belts, stockings, heels and bras. Just seeing this made me feel good, as well as stimulated. I began buying women’s clothing, secretly wearing it, and masturbating. I was hooked! I enjoyed the secret thrill, the feeling of the clothing, and the escape fantasy.

    Then, I was married. I bought sexy outfits for my wife (okay, really for me whether she was wearing them or I was). I was divorced and remarried. (I realized afterwards that all of the significant women in my life were emotionally cold – starting with my mother). I continued buying lingerie and dressing in private (this was 25-years of this behavior at this point). I loved the shopping experience, particularly when I was wearing sexy things under my man clothes. Yes, every year or two, I would go through my purge mode vowing to stop my habit. The problem was that I was addicted to crossdressing at this point, and I always returned to it.

    As time passed, and the passion of my second marriage naturally waned, I developed another addiction to pornography. I was entranced by women, in stockings and heels, smiling as they serviced men (okay, I know that porn is not a reflection of “real” life, but I was escaping). After some time, using Craigslist, I started posting for male visitors. Traveling on business, I had many private opportunities to dress in my hotel rooms, and I finally took the plunge to see what the porn women were all smiling about. It looks so natural and fun.

    Always dressed as “Erica”, I discovered a passion for pleasing men. To this day, I would deny being gay as my only interest in such is when I am in-character as Erica. I went overboard and became obsessed with dressing and performing sex acts in private.

    Then, my wife found my “hidden” stash of clothing. She may have even opening my flash drive of pics of me dressed. She refused to talk about it, and insisted I go see a Therapist. I did so, and it was very, very helpful. But…it didn’t “cure” my need to crossdress. I am now in my late 50’s, and still secretly dressing. My wife still pretends that it isn’t so, and won’t talk about it, but I can’t change (no matter how hard I have tried).

    So, Marcy, thank you – thank you – thank you for your site. I was spend hours reading it “cover to cover” in the few private moments I have to do so. I can’t wait to explore and to learn more about myself.


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    Samantha Jane  May 29, 2015

    I agree with a lot of the reason posted here for crossdressing, especially men are just unattractive, and it is an amazing feeling feminine. When I first began, and for a very long time, it was mostly about the sexual aspect, and needing a release, but I’ve re-trained my thinking over the last few years to be able to control the sexual feelings, as much as possible, and just appreciate the feeling of being a women, because it is the most amazing feeling in the world!

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    MsMarcy  June 30, 2015

    Hi Marcy
    I started early as many of us did. For me it was my mothers girdle. I saw it one day when i was 7 or 8, and something in me just had to try it on. I stripped off, slunk into it and snapped the crotch closed. Instantly I was surrounded by this sexy, satiny, firmly gripping feeling. It made me very excited. I realized that the taboo nature and such were arousing me.. but after a while that subsided and i was left wondering how i would look with long hair, breasts, all the questions that fill your mind.
    From then on i would sneak stuff from my sister and try it out when she was not home. Always feeling soo much better when i was dressed for some reason.
    40 years later, I have a wonderful family life, and a wife that accepts that I do indeed dress as a woman from time to time. Practicality, and need seem to dictate when and how often. I do know it offers me an escape from the in charge, ultra masc alpha male side of my life. But also offers a healthy way to use and express emotions that that side doesent get to express very often.

    My 2 cents

    • Marcy
      Marcy  July 2, 2015

      thank you Merlynn fort your lovely comments. much appreciated!!!


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