The Best Met Gala Menswear Looks Over The Years

Long live the men who treat the Met like a costume party
Harry Styles attends The 2019 Met Gala Celebrating Camp: Notes on Fashion at Metropolitan Museum of Art on May 06, 2019 in New York City.
Theo Wargo/WireImage
Updated on

Every year, the Met Gala's red carpet is a place where celebrities are encouraged to pull out all the stops. Honestly, so long as you honour the year’s theme, almost every other fashion rule can be thrown out the window.

But mind you, this wasn't always the case. For decades, the Met was a polite evening for many men – throw on a black tie, wear a tuxedo in the same colour palette.

— black tie for the men, no exceptions, no imagination. The tuxedo was the costume.

The risk-takers, when they appeared, stood out like sore thumbs. In 2001, Alan Cumming climbed the steps in a red tartan kilt — the theme that year was "Jacqueline Kennedy: The White House Years," which had nothing to do with anything he was wearing. Then, in 2006, Alexander McQueen turned up in matching tartan with his date, Sarah Jessica Parker — a Scottish wink for the "AngloMania" theme that pretty much stole the night. And in 2012, Marc Jacobs wore a sheer Comme des Garçons lace dress over a pair of boxer shorts.

His reason? "I just didn't wanna wear a tuxedo and be boring."

In the 2010s, after a surge of experimentation at men's fashion shows, male stars at the Met began to adopt a more freewheeling spirit. As Jacobs said, "boring" was no longer acceptable.

The bizarre, frankly, has been the most fun. Jaden Smith arrived in 2017 holding a fistful of his own freshly chopped dreadlocks, because of course he did. The on-theme winners have been just as memorable: Chadwick Boseman's white-and-gold Versace cape for "Heavenly Bodies" in 2018 and Jared Leto in 2019, carrying a hyper-realistic replica of his own head, designed by Gucci's Alessandro Michele, like it was a clutch.

The 2026 gala lands on Monday, May 4, opening the Costume Institute's "Costume Art" exhibition. The theme — "Fashion Is Art" — basically asks guests to treat themselves like museum pieces. Co-chairs Beyoncé, Nicole Kidman, Venus Williams and Anna Wintour are leading the charge. And if recent years are anything to go by, the men aren't going to spend the evening blending into the background.

Iconic Met Gala Menswear Looks of All Time

Ahead of the night, here's a look back at some of the best men's Met Gala looks ever.

You may also like
Will We See SRK At The Met Gala in 2026?
Harry Styles attends The 2019 Met Gala Celebrating Camp: Notes on Fashion at Metropolitan Museum of Art on May 06, 2019 in New York City.

Alan Cumming (1998)

A silver metallic suit was paired audaciously with sneakers (a wild call decades before sneakers-with-tailoring became a normalized red-carpet move).

Alan Cumming, Scottish actor, singer, writer, director, producer and author wearing a silver Tommy Hilfiger suit whilst attending the Costume Institute Gala being held at the Metopolitan Museum of Art, New York City, 1998
Rose Hartman/Getty Images

André Leon Talley (2004)

The Vogue editor was the gala's most consistent menswear icon for decades. In 2004, he showed up in one of his signature floor-length cape coats, a fitting reference to that year's "Dangerous Liaisons: Fashion and Furniture in the 18th Century" theme.

Actress Renee Zellweger wearing a Carolina Herrera beige silk taffeta strapless gown with a Judith Leiber purse and Manolo Blahnik shoes and US Vogue's Editor at Large Andre Leon Talley attend the "Dangerous Liaisons: Fashion and Furniture in the 18th Century" Costume Institute benefit gala at the Metropolitan Museum of Art April 26, 2004 in New York City.
Evan Agostini/Getty Images

Chadwick Boseman in Versace (2018)

For "Heavenly Bodies: Fashion and the Catholic Imagination," Boseman wore a custom white-and-gold Versace look — embroidered with crosses and finished it with a bejewelled cross of his own.

Chadwick Boseman attends the Heavenly Bodies: Fashion & The Catholic Imagination Costume Institute Gala at The Metropolitan Museum of Art on May 7, 2018 in New York City
Dia Dipasupil/WireImage

Harry Styles in Gucci (2019)

In 2019, Styles wore a sheer black blouse, sky-high black trousers, and a single pearl earring for the "Camp" theme.

Harry Styles attends The 2019 Met Gala Celebrating Camp: Notes on Fashion at Metropolitan Museum of Art on May 06, 2019 in New York City.
The Met Museum/Vogue

Billy Porter as a gold sun god (2019)

Carried in by six shirtless attendants in a gold-encrusted catsuit by The Blonds and a 24-karat headpiece, he then unfurled a pair of giant golden wings. Vogue called it the most fabulous entrance in Met Gala history.

Billy Porter attends The 2019 Met Gala Celebrating Camp: Notes on Fashion at Metropolitan Museum of Art on May 06, 2019 in New York City.
The Met Museum/Vogue

Jared Leto carrying his own head (2019)

Leto showed up to the "Camp" gala in a custom red Gucci gown, cradling a hyper-realistic replica of his own head. The image remains one of the most-memed Met moments of all time.

Jared Leto attends The 2019 Met Gala Celebrating Camp: Notes on Fashion at Metropolitan Museum of Art on May 06, 2019 in New York City.
The Met Museum/Vogue

Ezra Miller in Burberry (2019)

A trompe-l'oeil mask of seven painted eyes across the face, a hand-held beaded face-mask accessory, and a black sequined gown. Ezra Miller definitely knew how to make an entrance that day.

Ezra Miller attends The 2019 Met Gala Celebrating Camp: Notes on Fashion at Metropolitan Museum of Art on May 06, 2019 in New York City
Dia Dipasupil/FilmMagic

Frank Ocean with a neon green baby robot (2021)

For "In America: A Lexicon of Fashion," Ocean wore a simple Prada outfit, and then carried a lime-green animatronic infant on the carpet. Subtle.

Frank Ocean attends The 2021 Met Gala Celebrating In America: A Lexicon Of Fashion at Metropolitan Museum of Art on September 13, 2021 in New York City.

A$AP Rocky in a quilted comforter (2021)

Rocky showed up wrapped in a vintage patchwork quilt-as-cape (designed by ERL using a blanket sourced from a California thrift store), and turned this into one of the gala's most-talked-about looks of the decade.

A$AP Rocky attends The 2021 Met Gala Celebrating In America: A Lexicon Of Fashion at Metropolitan Museum of Art on September 13, 2021 in New York City.
Theo Wargo/Getty Images

Lil Nas X's three-look Versace transformation (2021)

The rapper made his Met Gala debut by stripping out of a regal gold Atelier Versace cape into a full set of gold body armour and then finally a sequined gold bodysuit.

Lil Nas X attends The 2021 Met Gala Celebrating In America: A Lexicon Of Fashion at Metropolitan Museum of Art on September 13, 2021 in New York City.
Dimitrios Kambouris/Getty Images for The Met Museum/Vogue

Timothée Chalamet in white Haider Ackermann + Chucks (2021)

Co-chairing the "In America" gala, Chalamet wore a satin white Haider Ackermann tracksuit-tuxedo with white Converse Chuck Taylors.

Co-chair Timothée Chalamet attends The 2021 Met Gala Celebrating In America: A Lexicon Of Fashion at Metropolitan Museum of Art on September 13, 2021 in New York City.
Theo Wargo/Getty Images

Marc Jacobs in sheer Comme des Garçons (2012)

A sheer black lace Comme des Garçons frock worn over white boxer shorts, paired with bedazzled Mary Janes. A boundary-pushing move on a red carpet that, in 2012, was almost entirely tuxedos for men.

46

Bad Bunny in Jacquemus (2023)

For the Karl Lagerfeld tribute gala, Bad Bunny wore a sculptural white Jacquemus suit topped with a floor-length cape made from thousands of white embroidered flowers.

Bad Bunny attends The 2023 Met Gala Celebrating "Karl Lagerfeld: A Line Of Beauty" at The Metropolitan Museum of Art on May 01, 2023 in New York City.
Jamie McCarthy/Getty Images

Pedro Pascal in red Valentino (2023)

Pascal wore a scarlet Valentino trench by Pierpaolo Piccioli, white tee, and tiny red shorts that exposed enough leg to spiral the internet into a frenzy.

 Pedro Pascal attends The 2023 Met Gala Celebrating "Karl Lagerfeld: A Line Of Beauty" at The Metropolitan Museum of Art on May 01, 2023 in New York City.
John Shearer/WireImage

Eddie Redmayne in Alexander McQueen (2023)

For the Lagerfeld tribute, Redmayne wore a sharp black McQueen suit by Sarah Burton, embellished with draped chain embroidery resembling tumbling camellia flowers and finished with a single pearl brooch.

Hannah Bagshawe and Eddie Redmayne attend The 2023 Met Gala Celebrating "Karl Lagerfeld: A Line Of Beauty" at The Metropolitan Museum of Art on May 01, 2023 in New York City.
John Shearer/WireImage

Colman Domingo in Valentino (2025)

The Met co-chair arrived in a regal blue Valentino cape reminiscent of a choir robe, paying tribute to André Leon Talley, before removing it to reveal a custom pearl-edged Valentino zoot suit beneath.

Colman Domingo, Met Gala Co-Chair, attends the 2025 Met Gala Celebrating "Superfine: Tailoring Black Style" at Metropolitan Museum of Art on May 05, 2025 in New York City.
Jamie McCarthy/Getty Images

Pharrell Williams in Louis Vuitton (2025)

As co-chair and Louis Vuitton's menswear creative director, Pharrell wore a double-breasted jacket of his own design, with pinstripes constructed entirely from over 15,000 pearls.

 Pharrell Williams, Met Gala Co-Chair, attends the 2025 Met Gala Celebrating "Superfine: Tailoring Black Style" at Metropolitan Museum of Art on May 05, 2025 in New York City.
Savion Washington/Getty Images

Shah Rukh Khan in Sabyasachi (2025)

The king of our hearts made his Met Gala debut — and became the first Indian male actor on the carpet — in a floor-length black Sabyasachi coat in Tasmanian wool, finished with a pleated kamarbandh, an oversized rhinestone "K" pendant, and an 18-karat-gold Bengal tiger-head cane studded with tourmalines, sapphires, and diamonds.

Shah Rukh Khan attends the 2025 Met Gala Celebrating "Superfine: Tailoring Black Style" at Metropolitan Museum of Art on May 05, 2025 in New York City.
Michael Loccisano/GA/The Hollywood Reporter via Getty Images

Lewis Hamilton in Wales Bonner (2025)

As co-chair, Lewis wore a cream-toned monochrome tuxedo with a matching beret by Grace Wales Bonner, accessorized with gold rings, a gemstone brooch, and a precise bow tie.

Lewis Hamilton, Met Gala Co-Chair, attends the 2025 Met Gala Celebrating "Superfine: Tailoring Black Style" at Metropolitan Museum of Art on May 05, 2025 in New York City.
Savion Washington/Getty Images

André 3000 with a piano on his back (2025)

Strapped a full grand piano to his back, in a custom Burberry-and-Benji-Bixby look, to promote his just-released album 7 Piano Sketches.

André 3000 attends the 2025 Met Gala Celebrating "Superfine: Tailoring Black Style" at Metropolitan Museum of Art on May 05, 2025 in New York City.
Dimitrios Kambouris/Getty Images for The Met Museum/Vogue
Esquire India
www.esquireindia.co.in