10 of Harry Styles’ best style moments from his 26th year

Harry playing guitar and singing into the mic wearing a red, green, yellow and orange patterned cardigan. Behind him is another image of himself wearing a blue jumper with a yellow collard shirt underneath

Celebrating the major fashion moments Harry had this year.

February 1st is a national holiday in my world, why? Because it’s my husband, Harry Styles’, birthday.

Okay maybe not officially my husband just yet but you can’t blame a girl for trying.

In the year he was 26 Harry achieved some crazy things; his second album Fine Line gained huge traction and reached a much wider audience, he put out five (!!!) music videos, was awarded Variety’s HitMaker of the Year, and started filming for his second acting role in Don’t Worry Darling.

Along with these milestones came some incredible fashion moments created by Harry and his stylist Harry Lambert.

At The Femme, we curated our 10 favourites but with so many to choose from we almost definitely missed out on some amazing looks so tell us which one holds a special place in your heart.

Falling performance at the Brits

Starting the year off strong, just a few weeks after his 26th birthday last February, Harry attended the Brits and showcased several different looks throughout the night.

Huda Beauty

Our personal favourite was an all white, lace ensemble constructed of a matching shirt, trouser, suspender and glove combo.

This outfit, and many others on this list, is of course custom Gucci. This is hardly surprising due to Harry’s close personal relationship with Creative Director Alessandro Michele.

Speaking with Naomi Pike for Teen Vogue, Harry Lambert, said:

“Alessandro [Michele] and Gucci are a dream to collaborate with. We have had the performance look for around six months, and during the first fitting we could all tell that it was really special. […] We decided to keep it aside for the right moment. When it was confirmed that Harry would be performing “Falling” for the first time at the Brit Awards, there was no question that this was the moment we had been waiting for.”

Beauty Papers cover shoot

Harry featured on the cover of Issue 8 of Beauty Papers and made quite a splash with a grungier, darker look that was quite a departure from the aesthetic we have to come to love him for.

For the accompanying video that was made during the shoot Harry wore a three-piece, dark blue suit with a pinstriped shirt and brown tie from Gucci’s pre-fall 2020 collection. 

The pretty heavy face of makeup was an added element we certainly didn’t expect but of course became obsessed with.

Save the drama for your mama

Harry was spotted by fans out and about in LA during October of last year and sent the internet into meltdown.

He was seen wearing an embroidered ‘Save the drama for your mama’ white tee that people quickly realised was a copy of one Jennifer Aniston wore in an episode of Friends almost 20 years ago.

We all scrambled to our screens to try and buy our own but too much stress and upset we couldn’t seem to find where Harry had purchased his shirt.

The mystery was solved when Harry’s sister Gemma commented on Grazia’s Instagram post, promoting a similar replica, that she had in fact made it herself as a gift to him.

Sibling goals or what?

Watermelon Sugar music video

Harry’s best selling single Watermelon Sugar was released as a music video in early June.

In the midsts of the pandemic the video was ‘dedicated to touching’ and inspired a lot of jealousy in all of us to see Harry rolling around in the Malibu sand surrounded by beautiful whilst we were resigned to staying inside.

Nevertheless, the looks Harry (and the girls) served were breath taking to say the least.

A Bode shirt in a custom colour way matched with Gucci Fall 2020 sunglasses and his signature pearls make for a real treat for the eyes.

NPR’s Tiny Desk

We have to be honest this one really holds a special place in our hearts.

When Harry and his band performed their Tiny Desk Concert for NPR Music’s Youtube Channel in February of last year none of us could handle his adorable choice of sweater.

During the promo for Fine Line Harry’s wardrobe featured a heavy rotation of cuddly, slogan sweaters such as the one above. And whilst many of you loved the Marc Jacobs ‘My Life is Crap’ number, our favourite has to be this Gucci ‘Mon Petite’ one from the Fall 2020 collection.

For this look he took the complete outfit from the catwalk with the matching trousers but added a Pre Fall 2020 off-white, pinstriped button-down underneath.

A special shoutout to the second look he sported that day; a GreenBay Packers Jersey and matching fist.

Packers till we die right?

Vogue Cover

In November Harry made history as being the first solo male to grace the cover of US Vogue.

The outfit he wore on the cover, a custom Gucci dress that was first seen on the catwalk worn by Bella Hadid sparked a huge debate about masculinity in the 21st century.

However, the look that was one of our personal favourites had to be the custom trousers from Bode.

The motifs that were hand-painted onto the garment symbolised important people, places and events in Harry’s life.

Learning about the singer’s personal feelings in such a stylish and subtle way was really a stand out moment in Harry’s fashion choices for us this year.

SiriusXM secret session in NYC

At the beginning of 2020 Harry performed a secret, intimate gig in New York for SiruisXM. His outfit for this performance complemented his true rockstar style.

In a rare departure from Gucci, he wore a full Lanvin ensemble. The yellow and navy polka dot sweater vest, matching navy trousers and simple white shirt were taken straight from the Fall 2020 collection.

The red snakeskin heeled boots were classic Styles and obviously from Gucci because really, what else would we expect?


In November Harry was very busying filming for Don’t Worry Darling, the thriller set to be released at the end of this year.

However, that doesn’t mean we were starved of stunning looks – instead, we got many pap photos of Harry on set.

As the US Presidential Elections ramped up in the month of November, Harry took this as an opportunity to get his message across with a VOTE t-shirt from Free and Easy.

Accompanying the political tee were a set of rainbow sweatpants from the 2017 Fall collection of The Elder Statesman and a pair of New Balance 547’s that reminded us whilst he slays a pair of heeled boots he still serves in sneakers.

This outfit for us is a favourite because with such a big platform Harry never fails to influence and inspire his fans.

Wedding guest

At the beginning of 2021 Harry attended and (according to rumours) officiated his manager, Jeff Azoff’s wedding.

This event was controversial for a number of reasons as pap photos seemed to confirm Harry’s romance with actor and director, Olivia Wilde, as Page 6 reported.

Whilst teenage girls collectively wept as their chances with the poster lessened even more so, we were too distracted by the incredible look Harry was serving.

A black Gucci Spring 2021 suit with flared trousers and a lace white shirt underneath literally blew us away.

In true COVID style, he also wore a matching black satin mask from The Vampire’s Wife which allowed him to follow health and safety guidelines and look incredible whilst doing so.

The second look Harry was papped wearing that day also deserves a special mention as he gatecrashed the happy couple’s photos in the hotel’s bathrobe, holding a glass of what we can only assume is whiskey.

Why? We don’t know. What we do know is that we’re obsessed.

Today Show soundcheck

Probably Harry’s most iconic look this last year was one nobody could’ve predicated.

During the soundcheck for his performance at the Today Show in February 2020 Harry sported a comfy and casual look. Gucci jeans, a vintage tee, his signature white vans and a patchwork cardigan from JW Anderson.

This cardigan sent the internet into meltdown as we all rushed to recreate it with just some wool, knitting needles and questionable sewing skills.

The trend grew such momentum on TikTok that JW Anderson made the pattern available to us so we could copy for own creations.

The cardigan now lives as part of the permanent collection at the Victoria & Albert Musuem in London.

‘The team at the V&A believe it is a signifier for the sign of our move towards more ecofriendly practices, as it spurred a surge in homemade clothing.’ reported GQ.

So there’s our top ten favourite looks Harry wore whilst he was 26.

Despite many of us living in a permanent rotation of hoodies and tracksuits whilst we stayed at home this year Harry still managed to feed us an incredible amount of looks so there’s no doubt we missed out a few.

Tell us your favourites on our Instagram.

Happy Birthday H, we cannot wait to see the looks you showcase next year.

If you’re in need of some more Harry content on this special day, we spoke to the Girls Making it Big on TikTok For Their Love of Harry Styles.

Tags: fashion, harry styles

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Contributor. Social Media Editor. TikTok obsessed. Harry Styles and Taylor Swift are my divorced parents.
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    • Laurie
    • February 6, 2021


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