Why do men crossdress?

Two weeks ago I wrote an article entitled why do men cross dress? and I asked you to write and tell me – why do you cross dress?

Thank you to all who responded, both on my blog and to my question in other forums. The responses fell into a few different categories:

  1. I cross dress because it feels natural, “right”. When I crossdress I’m less cranky and feel stress relief. I feel complete, liberated, content.
  2. I cross dress because I enjoy wearing woman’s clothes, with no particular desire to look or present myself as a woman. It’s fun.
  3. Woman’s clothes are more exciting, prettier, more colorful.
  4. I cross dress because I enjoy feeling feminine – presenting myself as a woman, behaving like a woman.
  5. When I cross dress it’s sexually exciting – I get a thrill out of wearing woman’s clothes
  6. When I cross dress I’m sexually excited by what I look like wearing woman’s clothes
  7. I dress because I feel I really am a woman inside, and I’m just dressing in the clothes appropriate to my gender.

In writing this post, I felt compelled to express how different we all are – we each cross dress for different reasons, enjoy different types of clothing, and have different ‘end goals’ in mind. Imagine my surprise at a recent comment on my last crossdressing how to post, which said something to the effect of ‘Not everyone who cross dresses wants to pass as a woman’ and ‘it’s too bad your outlook on cross dressing is so narrowly focused’. Yikes!

As my regular readers know, I try hard to avoid being narrowly focused on any particular denomination of cross dressing. I apologize to my dear reader A if I came across otherwise.

I wonder if there is more behind this though. I recently received an email from a transsexual who said that there are regular flame wars on a forum she frequents between transsexuals and cross dressers. Yikes! again! Has the transgendered community become so diverse that we spend more time focusing on our differences than our similarities? I hope not. It’s only together that we will be able to change the hearts and minds of the world. Only united that we will usher in an age of tolerance and acceptance.

EnFemme

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lashay
lashay
14 years ago

im a 24 year old african american male who loves to crossdress. i’ve been crossdressing for most of my life. it all started with pantyhose the texture and the soft fabric just blew my mind as a kid then i stated to wear them.as i grew up i started to experiment more with different garments, and i was a wrap after that. i told my wife and she wants me to stop doing it cause it dosen’t fit my personallity but i feel too sexy and comfortable to stop yet. im very popular and its hard to go out in… Read more »

Larisssa
Larisssa
14 years ago

My sister dressed me up in the 8th grade in her Catholic school uniform. She said I made a cute girl and I should come to school with her. Well I wanted to dressup that way the next night too and she let me. It was so arousing I could hardly contain myself. I even thought of telling her to teach me how to make love. I just loved the soft panties, and nylon stockings hooked up to garters on a sexy satiny panty girdle. Then it felt so cool to wear a bra and fill the cups with socks,… Read more »

Susan Veronica
Susan Veronica
14 years ago
Reply to  Larisssa

What kind of input would you like? Dressing and sexuality do go hand in hand at one point. I am not a professional but I could help with whatever I can . I do have a blog and a email florgil7atgmail.com where I could be useful I guess.

Susan Veronica

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Sharon
14 years ago

I crossdress to relieve stress or that is what I keep telling myself. My sex drive as a male is low. My ex-wife had always played with my nipples and breast whenever we made love. Now that is the only thing I want another woman to do to me is to play with my nipples and to suck on my breast. The last woman I was with said it was to much like making out with another woman and she wasn’t into that. I do find it comfortable to wear a bra and I also like wearing panties,pantyhose heels and… Read more »

Susan Veronica
Susan Veronica
14 years ago
Reply to  Sharon

Staying int he closet for the reasons you pointed out might be a good idea after all, especially if you feel okay with it.

Donna
Donna
14 years ago

Oh, did I ever enjoy reading this because I found a part of me in almost every post. Sliplovin mentioned mirrors and that is a large part of my fun. I also wear a lot of babydolls and lately these “Ladies Hip Hiding Ruched tops" that are sold on Ebay. They look like a real short dress on me and I also use a small fan behind me to blow the bottom up some in the back. Wooooo-Whooooo! Meanwhile, there are at least 3 to 4 imaginary men begging me to let them have me. (I think part of the… Read more »

EmmaRose1
EmmaRose1
13 years ago

I don’t remember if I ever commented here before, but if not I’ll do so now. I’ve been reading this site for a few years and have found great empathy and comfort here. Thanks, Vanessa! I first remember when my Grandmother did the wash one day and forgot to put my underwear in. (There was only me and Grandpa in the house since my Dad was overseas in the service. Mom was a nurse and my younger sister and brother hadn’t been born yet.) Since Grandma was only doing the lingerie that day, I had to wear my older sisters… Read more »

Daywalker1966
Daywalker1966
12 years ago

I’m also a Goth.  I love candles and elaborate candle holders, I hate artificial light.  I stand in raging storms and enjoy rain and lightning, most people run from it.  I enjoy walks in old graveyards and abandoned houses, most people are scared of them.  I listen to creepy music sometimes, such as Midnight Syndicate, and I love black clothes, victorian clothes, and many things most people wont associate with.  I’m not mentally ill, just different and I was born that way.  I slide easily into victorian clothing, vampire clothing, my female side, etc, with ease.  Ever human being is… Read more »

Rockyrich119
Rockyrich119
12 years ago

Several years ago I met this wonderful woman (Dee), she was open to any kind of sex I want and when ever.  She will do anything I ask when it comes to sex, 100% of the time.  She also tells me what she wants when it comes to sex, and she also get it 100% of the time.  One night she want to do role refersal, I said ok.  She got out her strapon and had her way with me.  The next day she came home with some womens clothes and wanted me to put them on.  She said if… Read more »

andy
andy
12 years ago

i"ve worn female lingerie since my early teens, maybe before the first time i can remember was in the junior school play when in had to borrow a girls tights to plaY A CAT loved it then love it more now you cannot beat the feel of stockings and a sexy lace garter belt or bustier im now into short skirts and heels

Elizabeth
Elizabeth
12 years ago

I am a theater pit orchestra musician. I first discovered cross dressing when I played Cabaret. For those of you who don’t know the show, it is set in a Cabaret in Berlin, in 1936, just as Hitler is beginning his rise to power. The entire orchestra is part of the show, and is supposed to be dressed as “drag queens." In the production I played, they toned the orchestra down a bit, but we were stil all dressed as women. At first, it was a hoot, but as the run of the show continued, I found myself looking forward… Read more »

brian
brian
12 years ago

i wish and wish i know it will come tru but maydee in the next life i will be bleesed

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