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Remember Britney and Justin’s unforgettable denim moment at the 2001 AMAs? That bold, head-to-toe jean look is back—and bigger than ever. From fashion runways to TikTok feeds, denim-on-denim is having a serious revival, blending nostalgia with modern flair. Let’s dive into how this iconic trend came full circle—and how to wear it now.
Do you remember Britney and Justin? That vibe is back!
Denim-on-denim was one of the major fashion trends of the early 2000s, heavily influenced by the iconic couple Britney Spears and Justin Timberlake. Who can forget their memorable appearance at the American Music Awards in 2001?
In recent seasons, denim-on-denim has made a notable comeback. We saw it featured prominently in the Spring-Summer 2023 and Autumn-Winter 2023-2024 collections, and celebrities have adopted total denim looks for both official events and casual outings.
In 2025, all-denim outfits are still stylish. Searches for “denim-on-denim fashion” surged on TikTok at the beginning of the year, indicating a rising interest. Matching shades are emerging as the primary trend for denim-on-denim outfits, creating a cohesive look that suits everyone. However, denim is a versatile fabric that invites experimentation, allowing you to mix different colors, washes, weights, and styles to have fun with your outfit.
How Bing Crosby invented the Canadian Tuxedo
Many people may not know that the denim-on-denim outfit, commonly referred to as the Canadian Tuxedo, has an interesting origin story dating back to 1951. The ensemble was first popularized by US singer Bing Crosby, one of the biggest stars of his time, during a trip to Vancouver. After a hunting excursion, Crosby attempted to check into a luxury hotel but was denied entry because he wore a denim-on-denim outfit from Levi’s®, which was not deemed appropriate for an upscale establishment. Fortunately, a bellhop recognized Crosby and resolved the situation immediately.
While the Canadian hotel felt embarrassed about the incident, Levi’s® was thrilled. They seized the opportunity to create a custom-made tuxedo for Crosby, crafted from the same iconic denim used for their 501® jeans, and named it the Canadian Tuxedo. Inside the jacket, a label patch was included that reads: “Notice to hotel men everywhere: this label entitles the wearer to be duly received and registered with cordial hospitality at any time and under any condition.” The leather patch also indicates where and when Crosby first wore his new tuxedo: Silver State Stampede, Elko, Nevada, June 30, 1951.
Originally, the jacket was intended as a humorous reaction to Crosby’s incident. Still, it fitted perfectly into the post-war era, when denim was evolving from its utilitarian roots as workwear to become a significant fashion statement.
How to create a perfect denim outfit
Denim is incredibly versatile, making it suitable for any occasion, style, and age. You can opt for a classic look, like those from Stella McCartney, or express your creativity by mixing various washes, volumes, and fits, as seen with Diesel. You can even combine different colors.
The secret to the timeless success of denim-on-denim outfits is their effortless creation. You can pair shirts, jackets, blazers, and tops with any style of jeans or skirts, be it long, mini, or maxi. Most people likely already have suitable garments in their closets to embrace this trend. You can enhance your look with accessories that match your style, from old sneakers to high heels, and colorful bags to simple white tank tops—almost everything can be worn with denim!
Photo by Maarten van der Kamp
The versatility of all-denim outfits, along with their evolution over time, is finally evident in the diverse inspirations behind their designs. Denim originated from traditional workwear, exemplified by the suits created by Benzak Denim Developers and Bonne Suits Amsterdam using our eco-friendly selvedge denim fabrics. However, today, denim can also encompass utterly feminine styles, as seen in the looks sported by Bella Hadid. It is now universally applicable and poised to redefine fashion standards once again.
What can we expect in autumn and winter 2025?
While we hope you’re enjoying your summer vacation, winter is approaching faster than you might think (but no need to panic), and we want to ensure you’re prepared. There’s no need to worry, as denim remains a key element in the most important collections, available in various styles to suit a wide range of tastes.
We are proud of our Milanese roots, which is why we pay special attention to the fashion shows in Milan. Many brands featured denim-on-denim outfits in their Autumn-Winter 2025-2026 collections, catering to both men and women. Notable names include Bally, Blumarine, Etro, Philipp Plein, Versace, Diesel, Sportmax, Fiorucci, and Vivetta, among others.
Designers mainly continue to propose matching shades of denim, ranging from minimalist dark washes to vibrant, colorful embellishments. It seems there’s not much room for anything in between! Which style will you choose?
The other Autumn-Winter 2025-2026 denim trends you have to know
The world is changing rapidly, yet Milan, Paris, London, and New York continue to set the most significant fashion trends, with denim remaining a staple of the style in these cities. Designers are constantly reimagining fits, shapes, and silhouettes, offering everything from exaggerated, oversized styles to super-skinny jeans. Meanwhile, medium-light and distressed washes are gradually taking over from the darker, polished indigo shades that the luxury sector favored in recent seasons.
The pandemic in 2020 reminded us of the comfort of wearing clothes that don’t constrict our bodies, leading to a significant rise in the popularity of baggy jeans. This style continues to dominate many fashion shows, even as skinnier fits make a subtle comeback. Designers are now enhancing this fit with various details, including pleats, prints, embroidery, overdye treatments, and tie-dye.
A bohemian aesthetic has influenced numerous collections, featuring floral details, vibrant colors, and flared fits, often presented in less dramatic bootcut jeans. This latter style blends timeless Western aesthetics with the nostalgic vibes of the 1990s, a trend that gained further attention after Kendrick Lamar’s halftime show performance at Super Bowl LIX. Additionally, the enthusiasm for vintage fashion is amplified by the definitive return of Y2K low-rise jeans, a trend that has been hinted at over the past few seasons.