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!

Unleash Your Inner Woman

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.

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glyn
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glyn

I crossdress because I love to feel feminine,My wife tells me I am less cranky and get very sexy when dressed.I now have more bras,pantie and girdles than my wife and my wardrobe if getting almost as large as hers.We often buy matching clothes.Unfortunately I am in the closet just my wife knows.

Lynn Jones
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Lynn Jones

> regular flame wars on a forum she frequents An old phrase springs to mind: “never the twain shall meet”. CDs and TS folk are – if I can generalise – on different paths. Outwardly to the public the two may seem similar – to put it brutally – men dressed as women. However, that’s vastly over simplified and (IMO) just plain incorrect. I’m not the first to say this and it’s something that does the rounds on most TG forums and/or blogs. Transgenderism is a sliding scale – indeed I think it was Helen Boyd who suggested it may… Read more »

allen
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allen

hello crossdressing well i am 51 now been crossdressing since i was 9 or so remember finding my first garterbelt and nylons at a friends house it was his mothers of course i took them went into my basement tried them on and never looked back the only bad thing about it i am alone you see most women i meet even my x wife never got into me dressing in womens cloths so since then i was 21 at the time after she left i have been alone i have grown more fond of dressing now i usually only… Read more »

Jay
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Jay

It can still be confising at times. But for me it is kind of clear i should be female and why i am not is still puzzling i just kind of have alwasy felt that i should be a girl when i was very young i always felt gilrs were magic and i wnated to be one of them and dress like them in pretty cloths dresses skirts there clothing was so much better then male clothing this continured until i was in grade schooll when somehow i began to lose that somewhat but it never did go away and… Read more »

Fashion Avenger
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Fashion Avenger

Cross-dressing is normal , why ? Females ,which are more than fifty percent of the population of the world, cross-dress so often in Western society the last 45 years, that this term never applies to them anymore for the the last 40 years; how absurd ! An analogy would be that ” murder ” can never be applied to males since they commit more homicides than females by far. Males are ,therefore, excempt from criminal prosecution but females aren’t.What is good for the goose is good for the gander.

Brianne
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Brianne

I have a feeling there could be hormones involved, my feeling started as far back as a 5year old wishing to have a pair of those pretty patent leather shoes with a strap and bobby sox with lace at the top to start school in. Now I am 63 and have constantly be a crossdresser whenever the chance arose. I have felt the changes getting stronger as I have aged. It is like a swing going from male to female with every swing getting stronger. There have been years at times when I have been a contented male, then slowly… Read more »

AngelaMarie
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AngelaMarie

Crossdressing for me came naturally ! For me,it was more of a way to eliminate depression. Dressed as a female, changed me in ways that are too hard to explain !I never had any sexual pleasure from doing it . My sex drive as a male was very low,almost non-existing !While I was completely dressed ,I would feel like a totally different person,with a different set of likes and dislikes.

gail
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gail

Crossdressing for me remains a mystery.
It’s erotic, exotic, sexy, somewhat taboo, with an element of risk, dare I say danger thrown in and all tossed together in such a fashion as to make it irresistible.
Yet that doesn’t explain why I was drawn to it before I had any idea of the above.
The elements so mixed in me so all the world could say this was a Woman. In the end it’s all poetry.

Stevie
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Stevie

“It’s erotic, exotic, sexy, somewhat taboo, with an element of risk, dare I say danger thrown in and all tossed together in such a fashion as to make it irresistible.” Boy, does that sum it up for me. Even now, in my 50s, it’s still irresistible to me. I have been cross dressing off and on since my early 20s. I might go years without and then something prompts me to start up again. I’m never quite sure what exactly it is, although it does correspond somewhat to periods in my life when I’m not in a relationship (except when… Read more »

gail
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gail

Stevie,

I know just what you mean!!!
I have often thought one of the reasons I cross dress, among many, is to make up for the lack of regular female companionship.

And yes it is weird and sometimes downright confusing.
I’m never sure whether to cry or snicker during chick flics.

Hugs,
gail

Alana
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Alana

My first crossdressing memories started when I was 2 or 3 years old. I had a desire to wear my playmates party dresses. As a boy I was always attracted to female clothing – especially silks and satins. During middle school I was small and had a bad stutter – I was bullied a lot. I didn’t have many friends, but had compiled a stash of my sister’s and mother’s discarded clothing. I had old fashion satin slip that I wore every night under my pajamas for about three years. I masturbated some while dressed, but most of all enjoyed… Read more »

sliplovin
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sliplovin

I cross dress for two reasons. It’s taken me about 35 years to figure it out. But I love women who wear slips and I love to see the slip either peeking out from under a slit in a skirt or dress, or seeing the nylon and lace through a sheer blouse. I love how they feel and I’ve masterbated with them all my life. I’ve been buying them from thrift stores, retail stores, online for my entire adult life. When I where one. I set up mirrors, a long skinny mirror on the left side of me and a… Read more »

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