Crossdressing can be a very pleasurable activity for those who practice it but is still taboo in society. An example: it’s probably very difficult – or impossible – for you to go to work wearing feminine attire.

This article will show a balanced alternative between monotonous men’s clothing and controversial women’s clothing. You might practice crossdressing in a different way, perhaps not quite in the way you wish, but in a way that is possible.

Starting with underwear: you can wear a bra and panties under men’s clothing, as long as the pieces are neutral colors and seamless. As a last resort, wearing a sports bra can help. But if you’re still not comfortable wearing panties and a bra, you can choose men’s underwear with prints, lace, or even feminine colors – like pink. In any store, you can find pink men’s underwear. You can also wear pantyhose under men’s clothing.

Regarding outerwear: you can opt for tighter-fitting men’s clothing, such as slim fit with prints, colors, and fabrics closer to mimicking the women’s style. A satin dress shirt matched with tighter printed or plain dress pants. A different suit is also possible.

En Femme Style

You can use accessories such as watches, rings, brooches, etc. You can choose unisex models, even opt for feminine pieces, which are often not much different from men’s.

You can let your hair grow a little longer or wear men’s wigs that are a little longer.

Makeup? There are several types and styles of men’s makeup. Maybe it’s not as fun as putting on lipstick, but what matters is the gesture. The same goes for your nails: apply a base polish – there are some aimed at men. What matters is the gesture. I repeat this phrase to show that crossdressing is not necessarily the result, but a process. And the process can also be very satisfying.

Shoes can also help. Choose masculine-made but in a more feminine style.

Society is a little strange: it tolerates women wearing pants instead of skirts, but it doesn’t tolerate men wearing skirts instead of pants. Women should wear a bra, even if they have very small breasts. Men with gynecomastia or chest fat freely parade around shirtless with their nipples showing through their clothes without any type of judgment from others.

We need to circumvent the judgments of society. “She’ll freak out if she sees you in a dress, feminine makeup, panties, and a bra.” Don’t be fooled by the tips given above: despite everything, it may look strange if you’re wearing tighter, patterned men’s trousers. Some will find wearing a satin dress shirt as not normal. A SO may be horrified by your pink or lace brief, even though it is men’s clothing.

I hope that over time people will become more open and tolerant and that the idea of gender-neutral clothing will become more popular. Ideas like unisex dresses, for example, would be interesting.

– Do you have the courage to go out on the street dressed as a woman?

– Have you ever worn men’s clothing with a fit, fabric or color considered “feminine”?

– Do you like the result or the process more when you dress as a woman?

I’m curious about your answers!

Sincerely
Marie Claire

En Femme Style

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Marianne
Ambassador
Active Member
2 months ago

Dear Marie Claire, Already at the age of five or six I realised I had the mind and soul of a girl and that it had suited me much better if I had been born with a body to match that. However I had no idea of either the concept of being transsexual, as it was called back in the early 1970s, the possibility to transition between genders, or the social stigma attached. At eleven I started secretly wearing my mother’s old skirts and dresses to visualise the girl within, and one way or another I continued crossdressing in the… Read more »

Last edited 2 months ago by Marianne
Ellie Davis
Ambassador
Active Member
2 months ago
Reply to  Marianne

@marianne65 
Marianne – thank you so much for sharing this.
Du kommer alltid att ha dessa nio år att värdesätta.
I hope I’ve said that right!
Hugs
Ellie x

Marianne
Ambassador
Active Member
2 months ago
Reply to  Ellie Davis

You said that as good as anyone Ellie. Thank you.

Alison Anderson
Duchess
Active Member
2 months ago

Hi Marie Claire, I take a different approach. I am more often than not “stealth dressed," dressed in women’s clothing that looks close enough to men’s clothing, although if you looked closely you could see the difference. I’m almost always in panties (except for wax days when I have to wear boxer briefs, which you could consider as a microfiber tight fitting boxer panties with an extra pouch in front). I don’t wear a bra unless I’m wearing breast forms (or planning on it later). I’m wearing women’s skinny jeans, and a woman’s almost-androgynous tee shirt. There might be a… Read more »

Harriette
Lady
Active Member
2 months ago

@Alison Anderson Thanks for the summary, Alison. You gave me a couple of ideas.

Catharine Connall
Lady
Active Member
2 months ago

No to the first two questions but a definite yes to the third. Thank you for asking and for your advice.

LisaNicole
Lady
Member
2 months ago

Dear Marie, I have crossed that bridge, going to work enfemme. I did it slowly by gradually adding more and more feminine articles through many years. Pierced ears, eyeliner, mascara, painted nails, neutral tunics with Jeggings, etc. It was often very obvious that I was wearing women’s clothes. Men, of course, were standoffish, but women gave me lots of compliments. I finally came in to work one day fully dressed wearing a white top and orange skirt, white heels. By that time, nobody was surprised at all. Men laughed when I walked up to them and it took them a… Read more »

Melody Musick
Lady
Member
2 months ago

Hi Marie Claire. Thank you for the wonderful article on “Neutral Crossdressing”. I typically underdress in a bra and panties as well as wear makeup everyday. I dress androgynously in women’s skinny jeans and/or a top or perhaps a blazer whenever possible. I’ve received a few comments and compliments, mostly from women, who remark about my outfit or how nice of a completion I have. I do have question for you and/or your readers. I would like to occasionally begin wearing a ring that symbolizes my crossdressing. I know there is a blue and pink ring that symbolizes someone being… Read more »

Melody Musick
Lady
Member
2 months ago
Reply to  Marie Claire

Hi Marie Claire,
Thank you for the information. I appreciate you taking the time to rely.

Harriette
Lady
Active Member
2 months ago
Reply to  Melody Musick


I know there is a blue and pink ring that symbolizes someone being trans. Is there a specific ring that symbolizes crossdressing?

I just searched for a crossdressing symbol ring. No images.
An old forum thread somewhere else mentioned a pink/blue yin-yang symbol ring. It was hinted that it represented transgender people, though.
 

Melody Musick
Lady
Member
2 months ago

Hi Harriette,
Thank you for your reply to my inquiry.  I appreciate the information.  

Dani Kalifornia
Lady
1 month ago

50 years old and have been CDing since I was about 10 years old. As I get older, I find that natural desire to be perfect has gotten much stronger. I have grown very dissatisfied with my look and am actually regressing further away from venturing out. I have several self-imposed limitations on exposing myself. 1. Very public and masculine job- being “caught" could destroy my career and possibly have adverse effects on my financial well-being. 2. Size – 6’1″ tall and 250lb dad bod. I cannot even come close to “passing", so I have never really considered trying it.… Read more »

Anna Redhead
Baroness
Trusted Member
1 month ago

Interesting article. To try to answer this, I typically wear bright clothing, I have a lot of Nepalese-style shirts, trousers, jackets, shorts. I buy them in what would be considered more alternative places, including Glastonbury, Totnes, Brighton etc For more formal (ie jacket and trousers) I tend to go for coloured jackets, paisley shirts etc with smart trousers. Shoes – anything but black. I have some pretty brightly coloured shoes. Work attire – typically jeans (winter) or shorts (summer), hoodie / t-shirt and boots. My drab mode is anything but drab. I’ve dressed like this for many, many years and… Read more »

Jane Millane
Lady
Active Member
1 month ago

@Marie Claire interesting when you look at the Hippocratic way society looks at clothes, a man cannot wear a dress and yet he can wear a kilt as l do. However men in ancient times all wore some form of skirt, ancient Roman warriors etc. Skirts were man’s attire for centuries in many cultures. As humans we can be very confusing beings. I dress occasionally in wig skirt panties make-up etc and l love it. Most of the time l wear panties, l have recently started shaving all my body except my chest as my wife said l have to… Read more »

Harriette
Lady
Active Member
1 month ago
Reply to  Jane Millane


@marieclaire2  As humans we can be very confusing beings.

Especially when in nature it is usually the male that is the peacock. Females are the dull ones.
 

Jane Millane
Lady
Active Member
1 month ago
Reply to  Harriette

Harriete you are so right, l never thought about how males are in nature, l used to breed tropical fish and the male guppy has a long pretty tail and yet the female is bland in comparison…. x Jane

Jane Millane
Lady
Active Member
1 month ago
Reply to  Marie Claire

@Marie Claire yes society is hard and sometimes full of hypocrisy,  skirts were originally worn by males, the ancient Greeks, ancient Rome etc. Also interesting in the early 1900’s a woman could be arrested for wearing pants as that was men’s attire and yet look today it’s considered normal foe women to wear pants.

Carla Jonson
Lady
Member
1 month ago

When I look in my closet I see no guy jeans, very few guy shirts and 1 suit for funerals and those things that require me to dress guy. But underneath that suit is a nice pair of panties and probably a bralette and cami. I do have my ear pierced and get my nails done quite often. I also like to use mascara and lip gloss even when in guy mode. There are lots of ways to blend both of my worlds together.    Do you have the courage to go out on the street dressed as a woman?… Read more »

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