Style Stories: How to Wear the Levi’s® 501® Original and 501® ’90s Jeans

How do you wear your 501^® jeans? Cut them, crop them, cuff them, oversize them. Launched 149 years ago, this legend has gone from the utilitarian uniform to true icon status. The reason? This blueprint for all blue jeans was created to be just as unique as you are. Crafted to fit a wide range of sizes comfortably—and stylishly—there’s a reason why this pair never goes out of style. This season, we added a new addition to the family: The 501^® ’90s are a modern take on the jeans that defined a decade. Inspired by the slouchy silhouette of yesteryear, this nineties-inspired pair boasts a universally flattering fit that just won’t quit. To capture the true versatility and personalization potential woven into the seams of this iconic cut, here’s a style guide for wearing these 501^® Jeans styles.

Look 1 / Preppy goes 2.0 with a true-to-fit pair teamed with an oversized rugby and penny loafers. Look 2 / Classic with a twist. A slightly stacked hem adds casual appeal to an abstract floral button-up paired with a cotton tee and bright-white sneaks.

Look 1 / Modern layering offers collegiate-cool to a slouchy stacked hem and classic high tops. Look 2 / Monochromatic mood. A polished button-up is topped with a Trucker to emphasize the cuffed hem and tasseled loafers.

Look 1 / A blunt inseam imbues a flattering silhouette while a feminine cropped top and slouchy Trucker add instant edge. Look 2 / A cropped inseam stylishly contrasts with a chunky statement shoe, while a prairie-inspired top adds modern romance.

Look 1 / Everyday elevated. A paper bag waist and exaggerated cuffs uplevel this slightly oversized pair. Look 2 / A true-to-size jean is paired with an oversized rugby for a stylish proportion play.