Jeans, Trucker Jackets, Denim Shirts

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While fast fashion can be attractive for budget-friendly prices or on-trend style offerings (especially in the era of micro-micro-trends)…it won’t be attractive when it starts falling apart after two washes. If you’ve ever found yourself wishing you had just invested in something that actually lasts, we think Levi’s is one of those rare brands that’s built its name on exactly that: durability and quality craftsmanship that still has an effortlessly timeless “cool” factor to it.

Since 1873, when Levi Strauss and Jacob Davis patented the very first pair of riveted denim jeans, Levi’s has been synonymous with hard-wearing clothing. Originally designed for miners and railroad workers, their denim had to survive actual pickaxes — so you know that your modern-day grocery run or music festival weekend will be a piece of cake in comparison. That legacy of toughness is still stitched into every piece today, and their denim might as well be an investment in your closet’s future.

Trends may come and go, but high-quality denim is forever. Levi’s has earned its reputation for having “spend once, wear forever”-type pieces thanks to their decades of know-how, so here are our top six long-wearing Levi’s Premium staples that in our opinion, are 100% worth the extra spend.

There’s a reason the 501s have achieved near-icon status over the years, but when you upgrade to the Selvedge version, you’ve got yourself a wardrobe-defining piece that wear like they’ll never go out of style. Made with heavyweight Japanese or Cone Mills denim, these jeans have a tighter weave and richer texture that softens just enough over time. They mold to your body, age beautifully, and hold up for years — easily one of the most cost-per-wear-friendly items in any wardrobe.

Think of this as the grown-up older sibling of your well-loved denim jacket. Levi’s jackets focus on premium fabrics and elevated construction, and this Trucker doesn’t disappoint. With details like natural indigo dye, 100% cotton, and tapered “V” stitches, it’s one of those pieces that only gets better (and better looking) with age. It’s a true cool style that endures beyond seasons and trends, and you can layer it over a classic white tee, live in it for a night out, and then pass it down after years gone by.

The Western shirt is a Levi’s classic, but when you snag this classic with a twist, you’ll be in it for the long haul. The Barstow Western Denim Shirt features a snap placket, pointed yoke, and curved hem — basically everything you need to instantly rock that rugged-in-the-right-way look. Style it denim-on-denim for a classic Canadian tuxedo look, stack it over some of our favorite tees, or treat it like a lightweight jacket, because this shirt truly has no rules. Whether you dress it up or down, just know it’ll be with you for a long time.

If you like a tailored fit, but still want to move like a normal human, the 512’s Slim Taper is where it’s at. The High Stretch version gives you that “broken-in” comfort without sacrificing structure. Plus, the high-quality fabrication means no bagging, sagging, or fading after a few wears. The end result is a seemingly tailor-made pair of jeans you can style any which way.

A modern throwback done right, the 578 Baggy Men’s Jeans bring serious Nineties energy with a relaxed fit that’s roomy through the seat and leg, but still structured enough to feel intentional (aka not sloppy). Made from durable heavyweight denim, they’re designed to take on daily wear while breaking in beautifully over time. Whether you’re going for laid-back streetwear vibes or just want a change from slim fits, these jeans offer comfort and longevity in one classic package.

This pair is a bonafide denim hero designed to celebrate curves. These jeans offer more room in the seat and thigh, a touch of stretch, and a smart hip‑to‑waist ratio to minimize gapping without forgoing the iconic high‑rise 501 silhouette. It’s more than just a flattering silhouette, it’s a durable staple that’s styled to fit beautifully.