All the Vintage ’90s Menswear Trends You Should Hop On Immediately

Everywhere you turn these days, there are signs that the ’90s are back. Oasis is the once again the biggest band in the world. Brands like Stüssy and Gap are hotter than ever. And, of course, there was GQ’s 30th-anniversary Men of the Year party earlier this month, at which the starry likes of Stephen Colbert, Clipse, SZA, and more pulled up to LA’s legendary Chateau Marmont wearing their finest 1995-inspired ensembles.

If you’re looking to bring some of that same ’90s Hollywood energy to your own wardrobe, we’d encourage you to do so as authentically as possible by shopping real-deal vintage. To help you get in the throwback mood, here are nine major 1990s trends worth shopping right now.

Anything Armani

After redefining men’s suiting in the ’80s, Giorgio Armani turned his gaze to Hollywood. Such was the maestro’s predominance on the red carpet that the 1990 Oscars was dubbed “the Armani awards” by the fashion press. Then as now, you’ll have a hard time doing better.

Freaky Shades

Sunglasses have been a red-carpet staple since the advent of paparazzi, but the ’90s boasted a particularly choice array of freaky frames. Catch the vibe with a set of color-tinted lenses or oval Oakleys.

Funky Headwear

From crocheted bucket hats to Jamiroquai’s iconic velvet stovepipe, the ’90s were a golden era for statement headwear of all kinds. A black Kangol beret is always a good choice for a formal event, but there are plenty of funkier options for the more adventurous.

Flashy Tailoring

Outside of Armani’s lock on red-carpet black tie, the ’90s were an era of extreme suiting plurality. From single-breasted and shiny to double-breasted and pinstriped, provided it was sufficiently boxy and broad in the shoulders, it was in play. Two-button jackets were definitely around, but the vibiest red carpet looks usually involved three buttons or more.

Leather Blazers

Combining the edginess of a biker jacket with the propriety of a sport coat, the leather blazer was a ’90s staple on par with grunge and Seinfeld. While you could swing big with a Tyler Durden-esque rust red number, classic black is a much safer bet.

Band Collar Shirts

In the debate between point, spread, and button-down, it’s easy to forget that sometimes the most powerful collar choice is no collar at all. Better still, a band collar will save you the hour you’d otherwise spend trying to tie your bowtie.

Silk Shirts

Silk sheets aren’t for everyone. Silk shirts, on the other hand, remain as universally sexy today as they were in 1995.

Sick Tees

In the days before social media, the T-shirt was the medium of choice to broadcast your taste, or in the case of George Clooney, shill for Planet Hollywood Beverly Hills. Just don’t forget to tuck it into your pants.

Horsebit Loafers

Maybe it’s their slip-on ease, maybe it’s their refined nonchalance, but horsebit loafers were as much a style staple in 1995 as they are in 2025 (and will no doubt be in 2035, too).