One of the most stylish men in music is arguably Harry Styles. Yes, the former One Direction boy bander turned solo artist and Hollywood actor has been burning up the music charts for over a decade, but this is just the beginning. Or, perhaps, we’re in the middle of a very prolific era of evolution. Either way, it wouldn’t be a stretch to throw around the word “iconic” when dissecting Harry Styles’ most memorable outfits, many of which have been dreamed up by longtime stylist and friend, Harry Lambert.
Whether or not you're a fan of his music, it’s impossible to deny that Styles is creative to his core. This comes out not only in his catchy lyrics and unparalleled stage presence but also through his style, both in and out of the spotlight. From his earliest days as a fresh-faced floppy-haired boy in skinny jeans to his more recent collaborations with former Gucci Creative Director Alessandro Michele, each sequin and pearl, graphic tee, and gender-fluid garment adds dimension to his artistry.
Although literally every outfit Harry Styles has ever worn could probably be considered iconic in its own way, we’ve narrowed it down to 31 of our favorite looks since the “Watermelon Sugar” singer struck out on his own. Ahead, check out an array of outfits, plus a few pro tips on how to recreate the look for yourself, if you’re so inspired.
Harry Styles in Gucci at the 2017 iHeartRadio Music Festival
After One Direction disbanded in 2016, Styles stepped out on his own, releasing new music and debuting edgier looks as an independent artist. This harlequin Gucci suit was a sign of the times, as the singer would go on to wear the label repeatedly on red carpets around the world.
Harry Styles at the 2018 Casamigos Halloween Party
Styles loves dressing up for Halloween (see: Harryween, his concerts at Madison Square Garden), and took inspiration from Elton John in 2018. His sequined 1975 Dodgers uniform, complete with a bedazzled baseball cap and John’s signature sparkly sunglasses, was the perfect homage to another over-the-top icon.
Harry Styles at the 2019 Rock & Roll Hall Of Fame Induction Ceremony
We’re not sure what we love more: Styles's blue velvet suit outfit, or the fact that he wore this getup to induct friend and fellow superstar Stevie Nicks into the Rock and Roll Hall of Fame. This look is easy to recreate at home by pairing a brightly colored velvet suit with a few chain necklaces, rings, and a simple white tank top.
Harry Styles in Gucci at the 2019 Met Gala
If the Met Gala is the superbowl of fashion, Styles is always in the running for MVP. He showed up to the “Camp: Notes on Fashion”-themed event, in a head-to-toe Gucci outfit, complete with a sheer black pussy-bow blouse, breezy black trousers, and patent leather heels. A single pearl earring made an unexpectedly elegant statement, as did his black and white manicure.
Harry Styles in N.Y.C. in November 2019
Anytime we spot a British celeb in sheep's clothing (or a sheep motif, at least), we can be fairly certain they’re paying a subtle homage to the People’s Princess, Diana (whose iconic red sweater recently sold at auction for over $1 million, by the way).
Harry Styles in L.A. in November 2019
Styles embraced retro, vintage vibes for the release of his single, “Watermelon Sugar.” At a L.A. event, the singer sported super high-waisted trousers with suspenders and a sparkly short-sleeved shirt. Bright pink wayfarer sunglasses added the only pop of color to this look — unusual for his performance attire — and were on-theme if not necessarily on-brand for the star.
Harry Styles Visiting BBC Radio in December 2019
We’re not sure what we love more: The fact that he’s wearing his own concert merch, or how he paired a pearl necklace with a plaid jacket. A mix of feminine and frontiersman, this look is casual Harry at his coolest, and a fun outfit idea for fall.
Harry Styles in Archie Alled-Martínez at Jingle Bell Ball in 2019
One iconic Harry Styles outfit that we didn’t see coming was the sparkly Canadian tuxedo he wore on stage at the 2019 Jingle Bell Ball in London. The custom denim two piece, designed by Spanish designer Archie Alled-Martínez, ended the year on a high note for Styles — and all of us, really.
Harry Styles Visiting BBC Radio 2 in February 2020
It’s no secret: Harry’s best styling trick is adding a pearl necklace to any outfit. Again, the star sported a simple T-shirt, colorful jacket, and corduroy trousers and still turned heads. We almost forgot to point out his crossbody bag, oversized sunglasses, and black Vans sneakers. Just call him the king of subtly chic accessories.
Harry Styles Performing on ‘TODAY’ in February 2020
Could 2020 have been the beginning of Harry Styles’ polka-dot era? Prior to the onset of the Covid-19 pandemic, the singer was seen spotting this motif on several occasions. Here, the plum pants, pink blazer, and blue shirt are pretty plain, particularly for Styles, but the black-and-white polka-dot tie bridges that fine line between funky and fabulous.
Harry Styles Visiting SiriusXM and Pandora in February 2020
Another fun vest moment, this Harry Styles outfit demonstrates how even suiting separates can have a playful appearance. But, the real feat is how this look combines polka dots and stripes at once.
Harry Styles at the 2020 Brit Awards
Somehow, this outfit is giving high school librarian and total heartthrob all at once. The pearl necklace and elongated lace collar adds a feminine touch to an otherwise simple double breasted suit. And, we’ve got to admit: The purple hues really make Harry’s green eyes pop.
Harry Styles in Gucci at the BRIT Awards 2020
Who wouldn’t want to wear a lace Gucci jumpsuit? This delightful getup might just be one of the most versatile on-stage outfits Harry has worn to date. Think of all the styling combinations with the shirt and pants alone! Plus, he kept his pearl necklace on from the previous look. Nice.
Harry Styles at a 2020 BRIT Awards After-Party
Styles isn’t afraid to play with color, which is just one reason we love this bright yellow three-piece suit. The flared legs and notched lapels give off a ‘70s vibe, while the purple silk shirt (featuring more polka dots!) cements this outfit securely in the 21st century.
Harry Styles in Gucci at the 2021 Grammy Awards
Boas were the accessory of choice for Harry in 2021. This red carpet look falls somewhere between That ‘70s Show and Clueless — honestly, not that out of left field considering the singer’s aesthetic — but it’s the feathery purple plumage that completes the completely original — and so very Harry — look.
Harry Styles at "Harryween" at Madison Square Garden in October 2021
Remember how we said Harry loves dressing up for Halloween? The “Cinema” singer paid tribute to one of the greatest films of all time with his interpretation of Dorothy from The Wizard of Oz. Although it’s not necessarily his most copyable look, this Harry Styles outfit shows just how much he’s willing to commit to the bit — from his rouged cheeks to the iconic ruby red slippers. That’s what makes him beautiful.
Harry Styles in Gucci at the 2021 BRIT Awards
Mid-century modern, with an emphasis on the “mod.” Styles was fêted for his single, “Watermelon Sugar,” at the 2021 Brit awards wearing a ‘70s-inspired suit from Gucci’s fall collection, coordinating handbag with bamboo handle, and sneakers. The oversized lapels and flared pant leg would go on to become a favorite combo for Styles’s outfits for the duration of his Fine Line era, which we think is absolutely golden.
Harry Styles in Gucci During His Weekend-One Coachella Performance in 2022
Harry Styles officially entered his disco era with this sparkly number. The performer sparkled in a gold sequined jumpsuit when he performed at Coachella. Channeling equal parts Freddie Mercury and Diana Ross, this outfit was almost as memorable as his surprise performance that evening with Shania Twain.
Harry Styles Performing on ‘TODAY’ in May 2022
One pieces are practical, right? This eye-catching Harry Styles jumpsuit combines all of the singers favorite motifs: stripes, flares, and unexpected color combinations. It’s a lot, but then again, it makes for a standout look in a year of majorly memorable outfits.
Harry Styles in Arturo Obegero at Radio 1's Big Weekend 2022
Styles continued his streak of sparkly on-stage jumpsuits with a performance back across the pond in Coventry, England. This sleeveless, sequined outfit was another custom look by designer Arturo Obegero, who also created the red outfit worn in the “As It Was” video. Worn with black Vans sneakers, it’s easy to see why this Harry Styles outfit would not only be fun, but also comfortable to wear when taking the stage (or copy as a fan in the nosebleed section).
Harry Styles in Gucci at the 2022 Venice Film Festival
Just when we didn’t think Harry Styles’ outfits could get any buzzier, the singer — and bona fide actor — showed up at the Venice Film Festival to promote a little film called Don’t Worry, Darling. In true Harry fashion, he was bedecked in pieces from the Gucci HA HA HA collection for the duration of the event. For this look, we’re particularly fond of Harry’s accessories which add a hint of old school travel elegance to his ensemble.
Harry Styles in Gucci at the 2022 Venice Film Festival
We’re not sure if Harry or Gucci had the last laugh on the Venice Film Festival red carpets, as each outfit — suits, mostly — were eye-catching enough to rival the many glamorous gowns worn by his Don’t Worry, Darling co-stars. Another head-to-toe Gucci ensemble, we love how Harry matched his manicure to his baby blue shirt with extra pointy lapels.
Harry Styles at a ‘Don’t Worry Darling’ Photocall in N.Y.C. in 2022
Following all the flare at Venice, Harry Styles’ outfit for the Don’t Worry, Darling, NYC photocall was a bit more subdued. Still, the key elements are there: a tailored double breasted blazer paired with pinstripe trousers and a collared shirt. Although it’s super simple, this look demonstrates that smart basics are the building blocks of any stylish wardrobe.
Harry Styles in Gucci at the TIFF Premiere of ‘My Policeman’ in 2022
Given that envy is a prominent theme in My Policemen, Harry Styles’ green Gucci outfit was a clever choice for the film’s premiere in Toronto. Once again, the mani and the bag match, but it’s the unexpected silk floral brooch that really makes us jealous of this red carpet look.
Harry Styles at a TIFF Press Conference for ‘My Policeman’ in 2022
Always keeping us on our toes, Styles changed into a more traditional pinstripe suit for a press conference. While this outfit is less eye-catching than his green getup, it’s impossible to overlook the chunky orange beaded necklace. To take a page out of the singer’s book, try adding some colorful vintage jewelry to give an otherwise everyday outfit some pizazz.
Harry Styles in Gucci at the L.A. Premiere of ‘My Policeman’
Styles changed up his look to promote the post-war era film, My Policeman, on the west coast. Wearing a more streamlined Gucci ensemble reminiscent of 1950s Bobbies, the coordinated patent leather shoes and belt bring this otherwise uniform look into the realm of red carpet chic.
Harry Styles at the 2023 Grammy Awards
At first glance, this Swarovski crystal-covered rainbow jumpsuit by French fashion brand EgonLab seems like an odd choice for the red carpet. But, this captivating one-piece was just the beginning of what would wind up being a banner night for Styles, both thanks to his over-the-top outfits and an array of awards.
Harry Styles in Gucci Performing at the 2023 Grammy Awards
If you thought the crystal jumpsuit was going to be Harry Styles’ best outfit of the evening, think again. The singer took to the stage in a shimmery sequin fringe Gucci onesie to perform “As It Was,” dazzling audiences around the world. If we had to choose just one outfit for Styles to wear for eternity, this would be it — simply sensational.
Harry Styles in at the 2023 Grammy Awards
Upon winning the Grammy for Best Pop Vocal Album for Harry’s House, the singer concluded the seriously epic evening in a quintessential combination of Harry Styles outfit staples: sequins and a suit. The cropped Gucci tuxedo jacket and trousers looked even more glam with a sparkly tank, but it’s the classic Adidas Sambas that make this look another winner.
Harry Styles in Nina Ricci at the 2023 BRIT Awards
On the heels of his big night at the Grammys, Styles graced the red carpet again, this time on his home turf for the Brit Awards. This look, a fantastic flared suit featuring a peplum jacket, and custom flower choker necklace by Nina Ricci, seems rather demure for styles. Then again, the triangle of chest hair peeking out seems to indicate that he went shirtless — very rock and roll.
Harry Styles in Gucci at the 2023 BRIT Awards
With just a jacket and trousers, Styles’ Brit Awards performance outfit is undoubtedly the easiest to copy. A search for “Harry Styles red sequin jacket” yields dozens of hits touting replicas of the custom-made sequin top available for an “affordable” price. If you want to recreate this Harry Styles outfit for Halloween, be sure to include his most recognizable tattoos — the swallow sand butterfly — for the most accurate representation.