Why do men want to wear high heels?

It's a good question and not as stereotypical an answer as you might expect...

There may be a number of reasons why men would want to wear high heels. To many women who regularly wear high heels and endure pain and discomfort from wearing heels, the idea may seem absurd, until you also consider the many women who still endure that pain and discomfort for the obvious attractions that heels bring. Many men have similar reasons for wanting to wear heels as women do.

A growing number of people believe that clothes and shoes should not dictate a persons sexual orientation or gender and for that reason alone they will wear whatever they want, regardless of which (usually binary) gender label has been attached to the clothing or shoes. It's a refreshing idea if you've always stuck to social norms around gender stereotypes. It ultimately means, if you like it, wear it and for many men, dressing like this is liberating and provides an outlet for self expression. More recently this idea has been expressed by high profile stars such as Harry Styles and Justin Bieber, though it has been the case for many years with stars such as Prince and David Bowie wearing clothes labelled for different genders.

For some men an extra height boost is one reason. This can bring additional confidence and especially when your partner is also wearing heels it can restore the height differential which male and female partners often desire.

For more fashion conscious men, the reason may be to be just be different from the crowd, more fashion forward, and they will often be more adventurous with the rest of their clothing choices, seeking more distinctive fabrics, colours, textures and patterns. Many men are simply bored with the same old re-cycled options on offer in the mens section and want something different. With this dissatisfaction often comes a desire to change the aesthetic of their outfits by mixing and matching from all the options on offer and higher heels can instantly change the look of an outfit.

Some men want to express outwardly how they feel about their gender. More recent publicity of gender and how it's expressed in almost limitless terms when you consider gender as non-binary, can help some men feel like they have way of explaining why they want to wear heels.

Sometimes men are simply just curious about what it's like to walk in heels and may capitalise on any suitable opportunity to try it out. We've often heard the expression "to walk a mile in someone else's shoes" as a metaphor for understanding someone's experience, however in literal terms, men can also fully experience a flavour of what it's like for a woman to wear heels.

Diversion is another reason why men wear heels. Some men enjoy playing with that taboo that comes with gender boundaries and the experience can either be a form of mockery or great reverence for women or social constructs around gender standards.

A more stereotypical view of a man in heels is the practice of cross-dressing. Where a man, typically heterosexual, will dress entirely in women's clothing. The same term also applies to women who dress in men's clothes, though the term is seldom used when women cross-dress. Cross-dressers may derive a sense of peace or euphoria from dressing entirely in women's clothing, some may also derive sexual pleasure from it. Synonymous with "cross-dresser" is the term "Transvestite" although this is outdated and often viewed as offensive, as is the "Tranny" slang version.

Transgender people may wear high heels for any of the reasons above, though more usually to help affirm their gender identity. Most transgender people seek to bring their bodies into alignment with their gender identity. This is called transition. Some men realise that their biological sex and gender are fundamentally misaligned and for them, this is a way for them to express their true gender. Like all people, many transgender women will want to wear high heels, though this is not always the case. Their gender is every bit as valid as everyone else's and is often reflected in how they express themselves.

In conclusion, there are many reasons why a man would want to wear high heels, or anything else for that matter. All are valid reasons and are perfectly fine. As awareness of this trend increases, you're likely to see more men expressing themselves in this way. For men's fashion, breaking these long-standing gender stereotypes is perhaps long over-due!

Comments from our readers

We had some great comments on this question posted on our Instagram page for previous posts of this Q&A issue, from both men and women...

"Totally agree with this! I think shoes and heels should be for anyone and everyone! Same with all types of clothing. On a basic level, it's just material that covers your body, on a complex level it's how you want to feel and for me wearing heels feels amazing!! And it's not necessarily about attraction... But I have to say a liberated confident man in heels is very sexy to me 😉 xox"

"Because they look so sexy"

"I like to wear high heels just because I love how they look, and I love how I look in them, so why not wear them. Besides fighting with toxic masculinity, I might say that I also find somehow challenging to find everything I like in my size (women's size 13). Things are much better than ten years ago, there are many brands that offer these sizes, but most common and commercial brands still have to realize that there is a growing demand they could serve. Hopefully soon."

"About 40 years ago Marks & Spencer actually sold riding boots for men, I bought a pair, the main part were ox-blood in colour with a black ridge at the top and a small wedge heel, sadly I sold them a few years later, I'm also at an age when platform boots were on trend, mine were red and yellow with a beautiful chunky heel, and also of course I had the multi coloured flowered shirt with same matching tie, and thin brown leather pants, oh to have that 28 inch waist again"

"In the animal world , especially birds, it is the male that has the brightest plumage, so why do guys have to be in dark and boring clothing, I always love to wear ladies coloured gloves, at first I was not confident, I always imagined that everyone would be staring at me, In most cases people just don't care what you wear"

"Why are we doing this? Because we do not only like to see high-heeled shoes on women, but also like to wear them ourselves. We feel good in high heels! They give us and our gait quite grace, but also strength. There is also a sense of self-confidence when we walk in high heels. As a man, in particular, you need more courage and skill, but also the strength and charisma to express this in a positive way."

"Hi, I just came across your page and I absolutely love that there are guys who enjoy wearing heels, flats, boots, etc... Me personally for some time have a strong belief that clothes/shoes have no gender and that it's for everyone! I am a 21 year old gay male who enjoys wearing heels and flats as well as makeup and accessories because I want to express my personality and be my own person that is different from everyone else."

"I have legs, feet and thighs that I would truly find hot in any woman but I am a man. Therefore I look better with nylons, skirts and heels. That’s just body and I accept it. Why can’t I show myself at my best without being labelled with a gender or sexual orientation that is really not correct?"

"I wear women’s boots because they make me feel complete"

"Because we can 🤷🏻‍♂️"

"When I go into a department store for men's gloves, the gloves are functional but lack any style or fit, so always head for the ladies gloves, so many colours and really a nice tight fit"

"I wear high heels 👠 and women’s clothes despite being 6’2” for a few reasons. One is because men’s clothes are (for the most part) boring and pedestrian. I’m a little different from a lot of Xdressers in that I don’t desire to be or impersonate a woman. I have no desire to appear female. I’m a straight man who is into fashion, and I look hot as hell in a miniskirt and heels. And lastly, there’s some internal drive, be it a past life remnant or a genetic punctuation, or anything, that gifts me the super power to live life outside the box. I exercise this super power to help other men learn that they too can grow this super power. As I say on my page, the first time a “Dude Bro” sees a man in heels and a skirt, he sees a gay alien 👽 who has come to abduct and convert him. By the third time he sees this, he sees a human being. That’s why I do it. It only takes three times to normalize it."

"You're absolutely right!! Men's everyday wear is so pedestrian and dull. I always bitch about how women's clothing has more color, style and design. I hate when I see a great shirt and its a women's small and they don't have it in men's sizes. And the shoes... I'm crazy about stiletto's and boots."

"It's very simple, have you seen them? They are just beautiful! 😁 My only reason haha."

"I would love to wear heels all the time I just feel more comfortable wearing them. Men’s shoes suck and I don’t own any"

"Never judge a book by it's cover, the same could equally be said when it comes to meeting other people, whatever their gender is"

"Wear what you want!"

"Because a pair of heels changes an average outfit to a much nicer one. So as not so many women still wear heels, then I do it myself."

Posted: 4 May 2022