7 Shocking Secrets Behind Justin Bieber’s Most Viral Underwear Moments And His Multi-Million Dollar Empire

Justin Bieber's relationship with his underwear is arguably one of the most powerful—and profitable—marketing tools in modern pop culture, a phenomenon that continues to generate headlines and massive social media engagement even in late 2025. From his iconic, career-defining campaigns with Calvin Klein to his current, more laid-back viral photo dumps, the pop superstar has masterfully leveraged his undergarments to shape his public image and build a fashion empire.

This deep dive explores the freshest updates, the financial impact of his famous campaigns, and the intimate details of his own fashion brand, revealing how a simple pair of briefs became a multi-million dollar business and a constant source of trending news for the global icon.

Justin Drew Bieber: The Pop Icon's Complete Profile

Justin Drew Bieber is a Canadian singer, songwriter, and multi-instrumentalist whose career trajectory from YouTube sensation to global superstar is legendary. His influence spans music, fashion, and entrepreneurship, making his personal style, including his choice of undergarments, a constant subject of public fascination.

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• Full Name: Justin Drew Bieber
• Born: March 1, 1994
• Birthplace: London, Ontario, Canada
• Discovery: Discovered by American talent manager Scooter Braun via YouTube videos in 2008.
• Key Albums: My World 2.0, Believe, Purpose, Changes, Justice.
• Wife: Hailey Bieber (née Baldwin)
• Estimated Net Worth (2024/2025): Between $285 million and $300 million, boosted by music sales, global tours, merchandise, and strategic ventures, including the sale of his music catalog.
• Notable Awards: Grammy Award winner, multiple American Music Awards, and MTV Video Music Awards.

1. The Viral 'Wet Underwear' and Combat Boots Trend (Latest Update)

The latest updates regarding Justin Bieber's personal style confirm that his habit of stripping down to his basics remains a potent source of viral content. In August of a recent year, Bieber broke the internet by sharing a photo dump on Instagram featuring himself in nothing but white briefs and combat boots, a look that instantly became a talking point.

More recently, fans defended the singer after a clip of his "wet-underwear backyard stroll" went viral, showing the star in his briefs while focusing on his family life. These unscripted moments, often featuring classic white or grey briefs, contrast sharply with his polished campaign work, offering a glimpse into his relaxed 'scumbro' aesthetic that has evolved into a more mature, casual style. His casual Segway ride while wearing only his briefs also created a major social media buzz, proving that even a simple photo of him in his undergarments can dominate the entertainment news cycle.

2. The $100 Million Impact of the Calvin Klein Campaign

Justin Bieber’s association with Calvin Klein (CK) is arguably the most significant endorsement deal of his career, permanently cementing his status as a global sex symbol and fashion icon. His first major campaign, launched when he was just 20, was a black-and-white masterpiece shot by the legendary Mert Alas and Marcus Piggott.

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The campaign, which featured Bieber in various poses in CK boxer briefs alongside model Lara Stone, instantly went viral. The suggestive #mycalvins social media movement that followed generated massive online engagement, leading to millions of new followers for the brand. Industry analysts widely credit the partnership with revitalizing the brand's image and generating hundreds of millions of dollars in media value. The campaign is often compared to the iconic Mark Wahlberg (Marky Mark) CK ads of the 1990s, showcasing Bieber's ability to carry the mantle of a global fashion powerhouse.

3. Drew House Basics: The Underwear Line He Actually Wears

Beyond his work with global brands, Bieber is a successful entrepreneur with his own fashion label, Drew House, founded in 2018. The brand is instantly recognizable by its signature smiley face logo, and its "drew basics" line includes a dedicated range of premium underwear. This is the line Bieber is most often seen wearing in his personal life, providing a strong, organic endorsement for his own venture.

The Details of Drew Basics Underwear

The Drew House underwear collection focuses on comfort and a minimalist aesthetic, often featuring the brand's name or the iconic smiley. The line includes several key styles:

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• Boxer Brief: The most popular style, often sold in multi-packs (e.g., $84 USD). The material is described as "silky smooth."
• Trunk: A shorter-leg version of the boxer brief.
• Boxer Brief Long: Offering more coverage and a different fit.
• Foundation Tank: A matching undershirt option.

The color palette is typically simple, featuring "pure" (white/cream), "cloud," and "eternity" (black/dark grey) options, reflecting Bieber's current preference for neutral tones and comfortable, oversized silhouettes.

4. The Evolution from Baggy Boxers to Fitted Briefs

Justin Bieber’s style evolution is directly reflected in his choice of undergarments. In his early career, during the Baby and My World 2.0 eras, his fashion was characterized by a youthful, skater-inspired look, often featuring baggy jeans and basketball shorts that frequently exposed the waistband of loose-fitting boxers. This was a common trend in the late 2000s.

The shift to the fitted boxer brief and trunk styles coincided directly with his transition into a more mature, edgier image, fully realized during the Calvin Klein campaigns. The fitted brief is a more revealing, confident, and masculine choice, aligning with his musical and personal growth. Today, his personal Drew House line offers both the fitted boxer brief and the more relaxed "waffle" thermal boxer, catering to his current, laid-back comfort-focused style.

5. Why 'White Underwear' is His Go-To Power Move

While his Drew House line offers various colors, Bieber is consistently photographed or posts himself in plain white or cream underwear. This choice is a deliberate fashion power move. White is inherently clean, minimalist, and draws the eye, making the underwear the focal point of the image. The white briefs and combat boots combination is a perfect example of his high-low fashion sensibility, pairing a simple basic with a rugged, expensive statement piece. This intentional simplicity ensures the focus is entirely on his physique and the intimate, personal nature of the photograph, generating maximum curiosity and engagement from his global fanbase.

6. The Role of Hailey Bieber in His Current Aesthetic

Bieber’s current look, which often incorporates his Drew House basics, is heavily influenced by his wife, Hailey Bieber. Hailey is a major figure in the fashion world, known for her chic, minimalist, and often oversized streetwear aesthetic. This influence has led Justin to adopt a more cohesive, high-quality, and comfort-focused wardrobe. The "drew basics" line, including the silky smooth underwear, fits perfectly within this shared, elevated casual style, demonstrating a unified brand and personal image for the celebrity couple.

7. The Secret to Sustained Topical Authority

Justin Bieber maintains topical authority in the fashion and celebrity space by consistently linking his personal life to his business ventures. His underwear is not just clothing; it is a brand entity. By posting viral, personal photos in his own Drew House or classic white briefs, he ensures that the topic of "Justin Bieber underwear" remains an evergreen, high-search-volume keyword. This constant, organic promotion for Drew House, coupled with the nostalgic power of his Calvin Klein legacy, keeps him relevant to both fashion enthusiasts and his core music fanbase, effectively monetizing his personal image for years to come.