For the past few months, fashion headlines have been obsessing over one question: Why Are Pants So Big (Again)? Worn by everyone from Lewis Hamilton to Vijay Varma, Suniel Shetty to Paul Mescal, capacious trousers have swamped our feeds. From pocket-heavy cargo pants to breezy linen trousers and slouchy jeans, there are options aplenty for the man looking to update his trouser collection. Designer Dhruv Kapoor, who recently showcased his spring/summer 2025 collection at Milan Men’s Fashion Week, said that even in the fashion capital known for its preference for sleek Italian tailoring and well-fitted trousers, he felt “a buzzy, younger energy. There’s no rule or fixed lens for what you must wear. When it comes to trouser fit and proportion, what’s exciting is what’s new and maybe strange at the same time.”
Kapoor, himself a fan of roomy bottoms, has built a steady audience for his slouchy trousers. His cargo pants have occupied the bestselling spot on his label since they launched. “Five years ago, I admit, I would never have worn them, but after a lot of trial and error, I’ve managed to make one [pair] that’s so perfect; it’s the only thing I want to wear,” he says. “Ever since Covid happened, there’s been a preference for a more relaxed silhouette, even when it comes to things like suiting trousers. [In lockdown] We got so used to more lounge-y styles that anything more fitted began to feel uncomfortable,” he explains. His latest show offered fresh iterations of the trend: there were lounge-worthy terry-cloth pants with elasticated waists, tailored and pleated trousers in khaki, and, of course, plenty of denim: in a dark wash, printed, and even embroidered with crystals. “I always find slouchy fits more interesting,” he says. “The comfort they bring, especially in summer, is unmatched. And we’ve worked hard to find a denim that’s the perfect weight—it’s 12 ounces (340g) and after washing, gets even lighter so it stays airy and won’t stick to the body.”
Like many fashion trends, the width of pants seems to expand and contract cyclically. Both the once-uncool ‘dad jeans’ and the more extreme, boxer-revealing FUBU-esque fits of the ’90s are now the preferred choice while the skinny thigh-huggers of the mid-aughts have been declared cancelled by Gen Z. Everyone, from Valentino, Gucci, and Loewe to the more affordable Uniqlo and Levi’s, has something on offer for men. A recent trashbag pant moment by Drake captured the current love affair for ludicrously large trousers, with comments declaring, ‘Looking like a real soccer dad! I love it.’ And, ‘One time for the trouser fit!’ Meanwhile, images of Robin Williams—in cargo pants or flowing black trousers with chunky sneakers—keep doing the rounds on mood boards and internet accounts dedicated to nostalgia.