Pitt is one of the leading actors of his generation with a career spanning three decades. And not once has the man been seen underdressing.

Unsurprisingly, many of Brad’s ’90s outfits still resonate with the menswear looks seen on the runways and streets of today. We rounded up a few of our all-time favorite fits and found similar pieces for you to replicate the look.

Although The Matrix was two years away from release, Pitt and then-girlfriend Gwyneth Paltrow’s 1997 Paris flex emulates the exact cyberpunk vibes that the film became known for. The style that is also alarmingly similar to Balenciaga’s SS19 campaign featuring Parisian couples.

This fit almost looks like something from an Our Legacy campaign, only taken eight years before the Swedish label was even founded. Ahead of his time, as per usual.

Pitt’s look at Bally’s Las Vegas Hotel in 1993 highlights how men’s suiting was beginning to break free from its conservative Wall Street associations. The silhouette isn’t unlike some of the looser tailoring we saw at Paris Fashion Week last year from the likes of Sies Marjan and Dior.

Pitt found a perfectly aged vintage Perfecto leather jacket, a classic item worthy of any serious menswear collection. If this fit from 1990 sparks your interest, we’ve covered everything you need to know about leather jackets here.