If we look back at photos from the first two decades of the 21st century, it may be more difficult than ever to pick the era out of your clothes. These were decades of constant change; as trends came and went faster and men discovered a new appreciation for what they were wearing and why they were wearing it.

These shifts were thanks to the ten men who inspired men around the world to try new things with their closets. It was not all good and it will certainly not look good on the pictures. But damn it was exciting.

8. Jay-Z
The archetypal bad boy, who was doing well, Jay Z’s transition from New York cola retailer to the world’s wealthiest rapper brought about a corresponding change in his wardrobe (not that we say the two are connected).

At the beginning of the century, his Rocawear label helped define the casual, sportswear-inspired aesthetic of the mid-rap 00 – the aesthetic that we all adopted a decade later. He switched to chief costumes of many well-known designers: Dries van Noten, Alexander McQueen and Gucci by Alessandro Michele. Again it’s time to steal his trains.

You may have 99 problems, but your wardrobe doesn’t have to be.

Kacamata Rayban

Read More : 10 Men Who Create Their Own 21st Century Style Part 2

9. Alex Turner
When the Arctic Monkeys emerged as an exciting but underground band, the band’s front man, Alex Turner, looked just like he was: an indie guy from Sheffield.

A few years later, Turner exchanged the skinny jeans, feather cuts and sports t-shirts for modern rockabilly shirts, shirts with a Cuban collar, suits with a wide lapel and even two brogues. He set the tone for a decade in which the style felt more fluid. Now a man could switch between aesthetics as if he had changed his hairstyles.

10. A$AP Rocky
In the 2000s, the relationship between high Timberland fashion and hip-hop shifted from outright hostility to reluctant acceptance. At the end of the following decade, the two were closely related, and the brightest names were contrasted by campaigns for the largest houses. This shift was largely thanks to A$AP Rocky, whose mix of runway fashion and authentic streetwear exceeded both and which was probably the defining trend of the last half of the 2010s. Even if you’ve never worn a patchwork denim Dior suit, you’re almost certain to have broken the rule.