It wasn’t that long ago that lists attempting to rank men by how they dressed were weary, predictable things. Menswear was about rules – the spoils went to whomever adhered to them best. They’d be half Hollywooders whose stylists knew how a dinner suit should fit, a couple of musicians in leather jackets and a rapper or two.

Then everything blew up. The Rules, rehashed in new ways every decade, collapsed in on themselves. The result, over the past couple of years, was a fashion supernova. Up was down, casual became smart, and hip-hop rose both in the charts and on red carpets.

The men on this list don’t share a single look. But they embody the same approach, one that is thoroughly modern: “I wear what I think looks good, whether you agree or not.” These are the guys who, in 2017, reminded us why we love style. Who showed us new ways to dress and who defined the most exciting era in menswear for more than a century. Quick Jump: 50-41 | 40-31 | 30-21 | 20-11 | 10-1

50. Roger Moore

There’s been plenty of bad news in 2017, but for fans of well-dressed men of a certain age there was more – Roger Moore sadly left the building. We’ll remember him through slightly teary eyes as the man who made the white dinner jacket look the best it (probably) ever has while bringing achingly cool outfits to the wardrobe of the world’s most famous spy. This Bond’s style is still one tough act to follow: Sir Rog, you’ve undoubtedly left the world a little bit less stylish.

“It’s easy to confuse the style of the late Roger Moore with his spell as James Bond – the flares and fat knots, the safari suits… Off-screen Moore was both more classical and more elegant in his dress. He was more Bond than Bond, as self-deprecating and good-humored in person as his on-screen personae.” – Josh Sims, author, Icons of Men’s Style