It was an exhilarating moment to be alive in the 1990s. And not just because they introduced us to Leonardo DiCaprio, one of Hollywood’s biggest heartthrobs, and brought a slew of awesome fashion trends that are still in style today. No, the 1990s gave us the best streetwear companies, Friends, Seinfeld, innumerable excellent cartoons, and so much good hip-hop that it needed to be named. Despite this, we’re still big fans of Leonardo and his look. And it’s a very wonderful thing when their worlds intersect.

In honor of this, we’ve gathered a selection of Leonardo’s best 1990s looks, including famous ‘fits from Romeo + Juliet and that time he clutched a swan for no apparent reason, and set them out for you, along with ideas on how to emulate Leonardo’s 90s look now. Leonardo’s sartorial prominence in the 1990s cannot be discussed without mentioning the different shirts he wore in Baz Luhrmann’s Romeo + Juliet. The two printed Hawaiian short sleeves, both in a vivid royal blue and boasting red, pink, and yellow floral designs, are the most iconic.

Many of you may wish to store your tartan trousers in an Avril-Lavinge-style box from the year 2000, but you’d be doing yourself a disservice. Despite the fact that few designers have recently chosen to use the Scottish-native pattern in their collections, there is one British design firm you can always count on to serve you checkered pleasures. Larger-than-life-pullovers were still linked with the developing grunge scene in the Pacific Northwest when Leonardo wore these giant chunky knits in the 1990s. That is no longer the case decades later. When it comes to knitwear, the bigger, the better these days because comfort and style are increasingly synonymous. It’s difficult for a young man to put on a slightly bigger suit without seeming like he’s raided their father’s closet.