Undoubtedly, Harry Styles is one of the most fashionable men in music. Yes, the Hollywood actor and former member of One Direction has been dominating the music charts for more than ten years as a solo artist, but this is only the beginning. Or maybe we are living in a particularly productive period of development right now. In any case, using the term “iconic” to describe some of Harry Styles’ most memorable ensembles wouldn’t be out of place when discussing them; many of them were created by his long-time buddy and stylist, Harry Lambert.
Irrespective of your stance on his music, Styles is an inherently creative person. This is evident in his style both in and out of the spotlight, as well as in his unforgettable stage presence and memorable songs. Every sequin and pearl, graphic tee, and gender-fluid outfit he has worn, from his early days as a fresh-faced, floppy-haired boy in narrow jeans to his more recent collaborations with former Gucci Creative Director Alessandro Michele, adds a layer of complexity to his artistic style.
We’ve selected 31 of our favourite looks from Harry Styles’ debut, even though nearly every ensemble he’s ever worn may likely be regarded as classic in its own right. The vocalist of “Watermelon Sugar” See a variety of looks below, along with some expert advice on how to pull the look off if you’re feeling particularly motivated.
1. Harry Styles in Gucci at the 2017 iHeartRadio Music Festival
Following One Direction’s breakup in 2016, Styles ventured out on his own, dropping new tracks and showcasing more daring appearances. The artist would later don the brand on several red carpet appearances all across the world, thus this harlequin Gucci suit was a reflection of the times.
2. Harry Styles at the 2018 Casamigos Halloween Party
Styles is a huge fan of Halloween costume design (see: Harryween, his Madison Square Garden shows), and in 2018 he drew inspiration from Elton John. The ideal homage to another extravagant superstar was his sequined 1975 Dodgers uniform, which came complete with a bejewelled baseball cap and John’s trademark dazzling sunglasses.
3. Harry Styles at the 2019 Rock & Roll Hall Of Fame Induction Ceremony
Styles’s blue velvet suit ensemble and the fact that he wore it to induct friend and fellow superstar Stevie Nicks into the Rock and Roll Hall of Fame are also things we adore. A simple white tank top, a few chain necklaces, rings, and a vibrantly coloured velvet suit are all you need to easily reproduce this look at home.
4. Harry Styles in Gucci at the 2019 Met Gala
Styles is always in the running for MVP if the Met Gala is the Super Bowl of fashion. He arrived to the event with the subject “Camp: Notes on Fashion” wearing an all-Gucci ensemble that included a sheer black pussybow blouse, airy black slacks and patent leather heels. A simple pearl earring and his all-white manicure added an unanticipated touch of elegance.
5. Harry Styles in N.Y.C. in November 2019
It’s safe to assume that British celebrities who dress like sheep or feature sheep motifs are honouring Diana, the People’s Princess, who just sold her famous red jumper for more than $1 million at auction.
6. Harry Styles in L.A. in November 2019
Styles embraced nostalgic and vintage vibes when his song “Watermelon Sugar” was released. The artist wore a glittery short-sleeved shirt and extremely high-waisted suspender pants to an event in Los Angeles. The star’s bright pink wayfarer sunglasses, which were on-theme but not quite on-brand, provided the only splash of colour to this otherwise monochromatic performance outfit.
7. Harry Styles Visiting BBC Radio in December 2019
We can’t decide which we like better: the fact he’s sporting his own concert merchandise, or the way he accessorised a plaid blazer with a pearl necklace. This outfit is a great way to wear Harry in a casual, stylish way for fall. It’s a blend of masculine and feminine.
8. Harry Styles in Archie Alled-Martínez at Jingle Bell Ball in 2019
One famous Harry Styles ensemble that caught us off guard was the glittering Canadian tuxedo he wore on stage at the London 2019 Jingle Bell Ball. Archie Alled-Martínez, a Spanish designer, created a unique denim two-piece that gave Styles and all of us a great way to conclude the year.
9. Harry Styles Visiting BBC Radio 2 in February 2020
It’s no secret that Harry often accessorises his outfits with a pearl necklace. Once more, the celebrity attracted attention while sporting a basic T-shirt, a vibrant jacket and corduroy trousers. His black Vans sneakers, huge sunglasses and crossbody purse were so obvious that we nearly overlooked them. Call him the king of understatedly stylish accessories.
10. Harry Styles Performing on ‘TODAY’ in February 2020
Could the polka-dot era of Harry Styles have begun in 2020? Several times before the Covid-19 epidemic hit, the vocalist was spotted recognising this pattern. In this instance, the blue shirt, pink blazer and plum trousers are quite basic—especially for Styles—but the black-and-white polka-dot tie walks that narrow line between edgy and stylish.
11. Harry Styles Visiting SiriusXM and Pandora in February 2020
Another great vest moment, this one on Harry Styles shows that even separates for a suit can look amusing. The true achievement, though, is how this style seamlessly blends stripes and polka dots.
12. Harry Styles at the 2020 Brit Awards
This attire is both making me feel like a high school librarian and a total hottie. An otherwise straightforward double breasted suit is given a feminine touch by the pearl necklace and extended lace collar. We also have to acknowledge that Harry’s emerald eyes definitely stand out against the purple background.
13. Harry Styles in Gucci at the BRIT Awards 2020
A lace Gucci jumpsuit would be appealing to everybody. One of Harry’s most adaptable on-stage looks to date may be this adorable ensemble. Imagine all the ways you could style just the shirt and trousers! He also wore his pearl necklace from the earlier outfit. Good.
14. Harry Styles at a 2020 BRIT Awards After-Party
Styles isn’t afraid to experiment with colour, which is one of the reasons we adore this three-piece suit in vivid yellow. The purple silk shirt, which has even more polka dots, brings the outfit firmly into the twenty-first century, but the flared legs and notched lapels give it a ’70s feel.
15.Harry Styles in Gucci at the 2021 Grammy Awards
Harry’s go-to accessory in 2021 was a boa. Given the singer’s taste, this red carpet ensemble is quite unexpected given that it resembles both Clueless and That ’70s Show. However, the feathery purple plumage is what really makes the look authentic and distinctly Harry Potter.
16. Harry Styles at “Harryween” at Madison Square Garden in October 2021
Recall that we mentioned that Harry enjoys dressing up for Halloween. With his portrayal of Dorothy from The Wizard of Oz, the ‘Cinema’ singer honoured one of the best movies ever made. This Harry Styles attire, from his rouged cheeks to the iconic ruby red shoes, demonstrates just how much he’s ready to commit to the piece, even though it’s not really his most copyable style. That is the reason he is so lovely.
17. Harry Styles in Gucci at the 2021 BRIT Awards
Mid-century modern, with a “mod” focus At the 2021 Brit Awards, Styles received praise for his song “Watermelon Sugar.” He wore a Gucci fall collection suit with a 70s vibe, a matching bamboo-handled handbag and trainers. We consider the combination of the flared pant leg and big lapels to be just perfect. It would go on to become a favourite for Styles’s ensembles throughout his Fine Line era.
18. Harry Styles in Gucci During His Weekend-One Coachella Performance in 2022
Harry Styles’ glittering song marked the formal beginning of his disco era. When the singer played at Coachella, he shone in a gold sequined costume. This ensemble, which included elements of Freddie Mercury and Diana Ross, was nearly as iconic as his unexpected performance alongside Shania Twain that night.
19. Harry Styles Performing on ‘TODAY’ in May 2022
One piece is useful, right? All of the singer’s favourite elements are combined in this striking Harry Styles jumpsuit: stripes, flares, and unusual colour schemes. Although that’s a lot, it makes for a noteworthy ensemble in a year full of incredibly memorable looks.
20. Harry Styles in Arturo Obegero at Radio 1’s Big Weekend 2022
Styles gave a concert in Coventry, England, to carry on his trend of dazzling jumpsuits on stage. Designer Arturo Obegero, who also designed the red ensemble seen in the “As It Was” video, created this sleeveless, sequined ensemble as a custom piece. It’s understandable why this Harry Styles costume, when paired with black Vans trainers, would be both enjoyable and cosy to wear while performing (or replicating as a spectator in the nosebleed area).
21. Harry Styles in Gucci at the 2022 Venice Film Festival
The singer and true actor Harry Styles appeared at the Venice Film Festival to support the short film Don’t Worry, Darling, just when we thought his ensembles could gain much more attention. For the entirety of the occasion, Harry looked dapper in items from the Gucci HA HA HA line. We especially love Harry’s accessories for this look since they give his outfit a touch of vintage trip sophistication.
22. Harry Styles in Gucci at the 2022 Venice Film Festival
We’re not sure who had the last laugh on the Venice Film Festival red carpets: Harry or Gucci, as each striking ensemble (mainly suits) was comparable to the several opulent gowns don by his co-stars in Don’t Worry, Darling. We adore how Harry coordinated his manicure with his baby blue shirt with the extra-pointy lapels on top—another head-to-toe Gucci look.
23. Harry Styles at a ‘Don’t Worry Darling’ Photocall in N.Y.C. in 2022
Harry Styles wore something a little more sombre for the Don’t Worry, Darling, NYC photocall after all the flash at Venice. Nonetheless, the essential components remain: a fitted double-breasted jacket matched with pinstripe trousers and a collared shirt. Despite its simplicity, this ensemble proves that well-chosen staples serve as the cornerstone of any fashionable closet.
24. Harry Styles in Gucci at the TIFF Premiere of ‘My Policeman’ in 2022
Harry Styles’ green Gucci attire for the Toronto premiere of My Policemen was a smart choice, given jealousy is a recurring topic in the movie. Once more, the bag and mani match, but what really makes us envious of this red carpet ensemble is the surprise silk flower brooch.
25. Harry Styles at a TIFF Press Conference for ‘My Policeman’ in 2022
Styles, who never fails to surprise us, changed for a news conference into a more conventional pinstripe suit. Even if his green attire is more eye-catching than this one, the huge orange beaded necklace is too much to ignore. Adding vibrant vintage jewellery can provide a pop of colour to an otherwise simple look, drawing inspiration from the singer.
26. Harry Styles in Gucci at the L.A. Premiere of ‘My Policeman’
In order to promote the post-war film My Policeman on the west coast, Styles changed switched his appearance. The matched patent leather shoes and belt elevate this otherwise monotonous ensemble—a more streamlined Gucci suit reminiscent of 1950s Bobbies—to the level of red carpet cool.
27. Harry Styles at the 2023 Grammy Awards
This rainbow jumpsuit by French fashion house EgonLab encrusted in Swarovski crystals seems strange on the red carpet at first. But thanks to his outrageous attire and a slew of prizes, Styles’ compelling one-piece was just the start of what would end up being a memorable evening.
28. Harry Styles in Gucci Performing at the 2023 Grammy Awards
You might reconsider your assumption that Harry Styles’ crystal jumpsuit will be his best ensemble of the night. The singer dazzled audiences worldwide as she performed “As It Was” on stage while wearing a shimmering Gucci onesie with sequin fringe. Styles looks amazing, so if we had to pick just one thing for her to wear forever, this would be it.
29. Harry Styles in at the 2023 Grammy Awards
After taking home the Grammy for Best Pop Vocal Album for Harry’s House, the singer capped off an incredibly memorable evening by dressing in a suit and sequins, two of Harry Styles’ signature looks. With a glittery tank, the cropped Gucci tuxedo jacket and pants looked even more glamorous, but the iconic Adidas Sambas are what really make this ensemble stand out.
30 Harry Styles in Nina Ricci at the 2023 BRIT Awards
Following off his successful Grammy Awards performance, Styles walked the red carpet once more, this time for the Brit Awards in his native country. This ensemble—a gorgeous flared suit with a peplum jacket and a personalised flower choker necklace by Nina Ricci—seems a little too modest for trends. However, it appears from the triangle of chest hair that is poking out that he went shirtless, which is extremely rock and roll.
31. Harry Styles in Gucci at the 2023 BRIT Awards
Styles’ Brit Awards performance costume is definitely the easiest to replicate—all it takes is a jacket and trousers. Numerous results while searching for “Harry Styles red sequin jacket” highlight “affordable” copies of the custom-made sequin top. For the most authentic portrayal, be sure to incorporate one of Harry Styles’ most well-known tattoos, the swallow sand butterfly, into your Halloween costume.
