You couldn’t call it a boring year for menswear, could you? Looking back, it’s arguably been one of the most diverse, colourful and expressive spells we’ve had in a long time. Clothes became fun again. Menswear trends were chaotic and contradictory. People let go. Men got confident. Slim-fit minimalism found itself edged out.

This was the year when 23-year-old Timothée Chalamet and 66-year-old Pierce Brosnan could both become style icons. The ’90s were trending, but so were the ’70s, ’50s and ’80s. Tailoring loosened up, sustainability got serious, and there were no shortage of brands cross-pollinating.

What it all means for the average guy is this: options. More of them than we’ve had in a long, long time. This might just be the most exciting time men’s fashion has known, maybe ever. And in a year when all bets were off, these 25 best dressed men were there to show us how it’s done – leading trends, breaking rules or keeping it classic, their message was the same: wear whatever the hell you want, and do it with a smile on your face.

25. Troye Sivan

You can’t go anywhere at the moment without hearing Troye Sivan’s name echoing off the wall. Not surprising really, it’s been a big year for the South African–born Aussie lad who found himself thrust further into the spotlight thanks to a role opposite Nicole Kidman and Russell Crowe and a Golden Globe nomination for Boy Erased.

The endless photocalls have given him a chance to show us all what he’s made of in the style department, and we like what we see. That being an expert blend of structured tailoring and floaty statement shirts, plenty of colour and just a dash of gender-bending make-up.

24. Tyler The Creator

While his style is pretty out-there, Tyler the Creator actually toned things down in 2019. He’s gone big on knitwear, with cardigans and sleeveless sweaters featuring heavily. There was of course his pastel-laden collaboration with Lacoste, one of the highlights being the pink mohair-style cardigan which he wore to the French Open. It was a big year on the whole though for the Cali native – his 2019 album Igor saw him tour the world, with his alter-ego character breaking out innumerable brightly coloured suits, and that blonde wig.