Will the perfect men’s dress ever exist - and would men wear it?

Billy Porter at the 25th Critics Choice Awards. Picture: Reuters

Billy Porter at the 25th Critics Choice Awards. Picture: Reuters

Published Nov 14, 2021


By Lydia Edwards

More famous men are wearing dresses: from actor Billy Porter on the red carpet to singer-songwriter Harry Styles on the cover of Vogue.

They have prompted much commentary, both positive and negative, leading fashion commentators to ask if frocks might become a regular part of men’s sartorial landscape.

At this year’s Met Gala, racing car driver Lewis Hamilton wore a white lace dress over a black suit and singer Troye Sivan wore a simple black gown. More recently, rapper Lil Nas X wore a purple suit with a matching train to the MTV Video Music Awards and a Cinderella-style gown at an earlier award ceremony.

The trend signifies a return to ancient sartorial norms, when more androgynous clothing was accepted and, indeed, required.

Such clothes were not “dresses” as we understand them today: the dress is a garment that has become indelibly “feminine”. But could skirts and dresses become mainstream garb for 21st century men beyond these celebrity trailblazers?

Our contemporary construct of masculinity is, of course, relatively recent. Until the early 20th century, boys and girls wore dresses until boys were “breeched” (put into breeches or “short trousers”) at around seven years old.

Billy Porter attends FX Networks' Pose season 2 premiere at The Plaza Hotel. PIcture: AP

Pink was a manly colour, and it was almost impossible to tell boy and girl toddlers apart.

Before the 15th century, much clothing for men and women was fairly androgynous, particularly outside Europe – where in many cultures this continues today.

Japanese kimono are robes with only subtle hints at gender difference. In parts of North Africa, the jellabiya – a long, loose robe perfect for the warm climate – is worn daily by men and women.

Ancient Egyptian men, including pharaohs, wore the schenti, a wrap skirt similar to a kilt. This garment was so practical and versatile it remained popular for over 2,000 years.

Ancient Greece and Rome saw universal wearing of the tunica, a simple gown that was shorter and looser for men, but constructed the same way for both sexes.

The elite wore longer chiton and toga, which could be more elaborately accessorised to indicate the wearer’s gender. In these societies, the higher a man was on the social ladder, the longer his gown.

Divided garments (not then known as “trousers”) were generally worn only by soldiers and the working class. To ancient Greeks and Romans, leg coverings were more representative of the barbarian than powerful, civilised men.

From 800 AD, bifurcated (divided, two-legged) styles slowly emerged in the Christian world, propagated by the medieval emperor Charlemagne as a way of linking physicality and aggression with new European concepts of “manliness”. Such garments later came to symbolise (male) control and authority.

This was a gradual process, however. In medieval Europe, men and women wore long, layered clothing and tunics until the slow advent of tailoring in the 1400s. Even armour, the most “macho” of male attire, could still feature a metal “skirt” pleated similarly to contemporary tunics.

From the 15th century on, shorter tunics took hold for men, beneath which they could wear hose or stockings and, later, breeches.

Harry Styles. Picture: Reuters

Aside from brief outlier trends, (for example the lampooned and short-lived “petticoat breeches”) men’s hemlines continued to move north.

The advent of stockings and a codpiece and, until the 1820s, relatively tight-fitting pants for men, acted as a non-verbal reminder of their political and economic power.

This was in stark contrast to the treatment of women’s legs, which as one writer put it in 1818:

although dressed, are […] immediately connected with parts which are not, and which decency strictly conceals from view.

If dresses are to become a genuine part of menswear once again, we need first to establish what differences, if any, there will be with women’s. How will the fit be determined? How will they be worn?

This is not necessarily the same as producing androgynous or gender fluid clothes. It is about dresses that will allow men, who wish it, to still feel masculine – as trousers can make women feel feminine.

While fashion slacks were often made to conform to a woman’s body (putting aside utilitarian and wartime uniforms) there seem to be very few dresses made exclusively for the male physique.

Billy Porter’s velvet tuxedo gown worn to the 2019 Oscars was an exception. A hybrid male and female garment, it used black to create a link to contemporary womenswear, and men’s traditional evening wear. Crafted by designer Christian Siriano, it consisted of a tuxedo-style bodice with voluminous, ballgown skirt.

This dress was elite rather than mainstream fashion, created exclusively for Porter. Styles’ ethereal Gucci number on the Vogue cover is likewise hardly accessible to the everyday consumer, demanding a high level of confidence to pull off.

The same can be said of frocks and frock-spirations chosen by Carl Clemons-Hopkins at the 2021 Emmys and Queer Eye’s Jonathan Van Ness at the Creative Arts Emmys in 2018.

Examples such as Porter’s and Styles’ frocks prompt intrigued debate. Other examples of men wearing dresses are usually associated with transvestism or those undergoing gender reassignment.

Lil Nas X. Picture: Instagram

Huge progress over the past few decades has made their visibility and acceptance far more widespread, along with gender fluid and queer identity becoming a regular part of the fashion landscape, thanks to designers such as Harris Reed, Telfar Clemens and Charles Jeffrey Loverboy. Each, in their own way, are creating and championing fluid fashion, showing the world how it can be done.

However, we are not yet at the point where most men would consider a dress a viable option, or where a man wearing a dress would not provoke assumptions around sexuality or gender identity. We also seem to be at a crossroads in terms of how men in dresses are received by different communities.

A controversy arose earlier this year when cisgender man, the rapper Kid Cudi, performed on Saturday Night Live wearing a dress intended to pay tribute to Kurt Cobain.

In 1993, Cobain had boldly donned a similarly patterned, but shorter frock on the cover of The Face magazine, attracting considerable backlash.

In 2021, wearing a fuller, longer, more classically “feminine” style, Cudi was met largely with praise. However, some commentators – particularly those from the LGBTQI community – felt his choice was nothing but a “costume” worn by a performer.

Some pointed out that what was a publicity stunt for him amounted to a “life and death” decision, for which trans people have been severely bullied. The reality is that however casually a man might wear a dress, and whatever his motivations for doing so, the choice is fraught with political, emotional and social ramifications. It will be commented on and judged, positively or negatively.

Dresses are likely to remain a novelty for many men, a defiant show of bravery and individuality akin to the female pioneers of the rational and aesthetic dress movements of the 19th and 20th centuries.

Mind you, during this pandemic, there has been a surge in male skirt designs by the likes of Burberry and Stefan Cooke.

Many of these take inspiration from the traditional “man skirt”, the kilt. But longer, calf-length, pleated and A-line examples have been championed too. More men may have felt comfortable experimenting with a skirt or dress during the privacy of lockdown.

The year 2020 was a seismic shift in life as well as fashion. But given the highly gendered and ingrained nature of clothing codes, it seems unlikely we will see men’s dresses go mainstream anytime soon.

The Conversation

This article first appeared in Sunday Insider, November 14, 2021