Diljit Dosanjh
Diljit DosanjhLevi's
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Diljit Dosanjh Is Bringing Back the Baggy Era With Levi’s

Levi's is making a case for baggy jeans once again

By Team Esquire India | LAST UPDATED: NOV 19, 2025

Fashion is cyclical, and few pieces prove this more than denim. Once the uniform of ‘80s and ‘90s subcultures—skaters, hip-hop artists, and rockstars—baggy jeans all but disappeared in the early 2000s, exiled by the tyranny of ultra-slim, low-rise denim. But fashion has a way of reviving itself, and today, baggy jeans are back with a vengeance – worn with effortless ease by celebrities, musicians, and fashion-forward men worldwide.

 Levi’s global ambassador, Diljit Dosanjh
Diljit DosanjhLevi's

Loose fits are back—really back. Not in a “your dad’s weekend jeans” kind of way, but in a “this is what cool looks like now” kind of way. Take note from global superstar and Levi’s global ambassador, Diljit Dosanjh. Levi’s latest campaign ‘Easy in Levi’s’ ft. their latest loose fits with Diljit Dosanjh isn’t just about denim—it’s a reflection of where men’s style is headed in 2025.

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The pendulum has swung back to something with a little more breathing room—something that lets you move, exhale, and, dare we say, live. As tailored looks give way to ease and self-expression, relaxed silhouettes reflect how we want to feel in our clothes. Comfort is no longer an afterthought but a defining element of style.

 Levi’s global ambassador, Diljit Dosanjh
Diljit DosanjhLevi's

The priorities of modern consumers are shifting. The resurgence of loose denim coincides with a broader movement towards comfort and ease in everyday dressing. As work-from-home lifestyles dominate and the office dress codes are changing, rigid, restrictive silhouettes have lost their appeal. As an obvious move, oversized fits and relaxed tailoring have taken centre stage – especially in denim. Call it 90s Y2K nostalgia or a new standard of self-expression, loose fits now reign. And who better to usher in the return of roomy denim than Levi’s, the undisputed godfather of jeans?

The influence of social media has been pivotal here, along with celebrities and pop stars effortlessly donning ‘90s grunge, hip-hop, and skate influences into modern streetwear. Levi’s, as always, remains ahead of the curve. With a legacy of defining denim trends for over 150 years, the brand continues to shape cultural movements through its timeless designs. The ‘Easy in Levi’s’ ft. their newest loose fits collection taps into this moment perfectly, bringing back the relaxed, roomy jeans that once ruled the streets—and ensuring they remain a staple for years to come.

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This latest collection brings three distinct styles, each inspired by a subculture that originally defined the baggy denim movement while catering to today’s evolved fashion sensibilities.

 Levi’s global ambassador, Diljit Dosanjh
Diljit DosanjhLevi's

The 578 Baggy: A Nod to Streetwear Icons

The 578 Baggy is the ultimate tribute to ’90s street culture—big, slouchy, and bold. Skaters, hip-hop artists, and rebellious youth of the era championed this fit, pairing it with oversized hoodies and sneakers. Fast forward to today, and it’s just as relevant. For a contemporary take, wear them stacked over high tops for an effortless streetwear vibe, or contrast the volume with a fitted tank and an open flannel for that “borrowed-from-the-boys” aesthetic.

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The 568 Stay Loose: The Perfect Balance

For those who want a relaxed fit without going full oversized, the 568 Stay Loose strikes that ideal middle ground. Think of it as the evolution of workwear-meets-casual-cool—a style that was embraced by both skaters and underground creatives. Today, it’s a go-to for those who want ease without excess. Style it with a crisp white tee and an unbuttoned denim shirt for a clean, monochrome moment, or elevate it with a structured blazer and loafers for a high-low mix that works day or night.

 Levi’s global ambassador, Diljit Dosanjh
Diljit DosanjhLevi's

The 555 Relaxed Straight: The Everyday Essential 

Roomy but never overwhelming, the 555 Relaxed Straight is a refined take on casual comfort. This fit taps into the effortless cool of ’90s rockstars and indie musicians, who made relaxed straight-leg jeans a staple of their uniform. Now, they’ve been reimagined for modern wardrobes. Pair them with a fitted knit sweater for a polished off-duty look or go full throwback with a bomber jacket and chunky sneakers.

What makes Levi’s Loose Fits the denim of the moment isn’t just their nostalgia factor—it’s their versatility. Whether dressed up, dressed down, or thrown on without a second thought, they represent a new standard in fashion: one where comfort and cool aren’t mutually exclusive. With baggy jeans making a definitive comeback, Levi’s isn’t just following the trend—it’s setting it, once again.