Men’s underwear has undergone a quiet revolution. From its utilitarian origins—think ancient loincloths and industrial-era basics—to today’s engineered fabrics and fashion-forward silhouettes, it has evolved into a category where performance, personal style, and wellness intersect. No longer an afterthought, underwear is now a reflection of how men live, move, and express themselves.
And during the holidays, it becomes more than just a practical gift—it’s a ritual of renewal. Gifting underwear is symbolic: a fresh start, a reset, a gesture that says comfort and confidence begin at the foundation. It’s about discarding the worn-out and stepping into the new year with elevated essentials that feel as good as they look.
With the global men’s underwear market projected to surpass $36 billion, it’s clear that men are investing in themselves. They’re seeking garments that do more—pieces that support their lifestyle, align with their values, and deliver on both form and function. From temperature-regulating boxer briefs to seamless modal trunks and luxury bamboo boxers, today’s options are as diverse as the men who wear them.
Mintel’s 2025 consumer trends affirm this shift: men are gravitating toward products that balance technology, wellbeing, and individuality. Underwear, once purely functional, is now a canvas for innovation—featuring smart fabrics, ergonomic pouch designs, and sustainable materials that speak to a more conscious consumer.
“Today’s American man demands more from his underwear than ever before—fit, function, and a quiet confidence that reflects his personal style. With innovations in fabric technology, sustainability, and anatomical design, underwear has evolved into a refined essential that’s both subtly sexy and uncompromising in quality.” —Joseph DeAcetis, Editor at StyleLujo.com and Professor at the Fashion Institute of Technology
To help you navigate this stylish surge, StyleLujo.com curated the Top 10 Men’s Underwear Gifts Under $100—a handpicked selection that celebrates fit, function, and feel-good design. Whether you’re shopping for a minimalist, an athlete, or a man who appreciates the finer things, these picks deliver comfort, confidence, and a touch of everyday luxury.
The Top 10 Holiday Underwear Gifts for Men Under $100
- Temperature-Regulating Boxer Briefs Made with phase-change fabrics that adapt to body heat—perfect for guys who run hot or cold.
- Seamless Modal Trunks Ultra-soft, breathable, and invisible under clothes. Ideal for minimalists who love a second-skin feel.
- Compression-Enhanced Performance Briefs Designed for movement and support—great for athletes or anyone who lives in activewear.
- Luxury Bamboo Boxer Shorts Naturally antimicrobial and silky to the touch. A sustainable upgrade for everyday comfort.
- Bold Print Statement Briefs From retro graphics to modern art, these are for men who treat underwear like a canvas.
- Ergonomic Pouch Designs Engineered for anatomical support and all-day comfort. A favorite among wellness-conscious shoppers.
- Subscription-Based Underwear Sets Curated monthly drops with seasonal colors and styles—perfect for gifting and ongoing refresh.
- Silk-Blend Lounge Boxers For the man who wants to feel like royalty while binge-watching or working from home.
- Designer Collab Packs (Under $100) Limited-edition sets from cult brands like CDLP or Ron Dorff—luxury meets streetwear.
- Matching Father-Son Underwear Sets A playful, bonding gift that’s both practical and Instagram-worthy.
Why Underwear Is the Ultimate Holiday Gift in 2025
“Underwear is intimate, intentional, and instantly transformative,” says DeAcetis. “It’s the one item men wear every day, yet rarely upgrade until someone gifts it. That’s why it’s the perfect holiday reset.”
With more brands leaning into sustainability, smart fabrics, and inclusive sizing, underwear is no longer just a basic—it’s a lifestyle choice. Whether it’s a performance brief or a silk lounge short, the right pair can boost confidence, comfort, and even mood.
On behalf of the Editors at StyleLujo.com, we wish you a season of softness, support, and stylish essentials. May your holidays be as fresh as your top drawer.
KENT:
SHOP NOW: KENT
KENT Men’s Organic Cotton Boxer Shorts ($36 or $103 for a set of three): A classic-cut essential made from GOTS-certified organic Supima cotton, designed for all-day breathability and softness. StyleLujo.com selected KENT for its zero-synthetics, plastic-free approach to underwear—each pair is fully compostable and can literally be planted to return to soil in 90 days. Joining the brand’s sustainable men’s line alongside its Organic Cotton Briefs and T-Shirts, these boxers are a clean, conscious gift for the eco-minded minimalist.
Calvin Klein:
Models Piyush Timalsina, Cooper Sharp and Actor/Model Conrado Duhour wear Calvin Klein Underwear. Creative Director Joseph DeAcetis, Photographed by Macrae Marran, and Grooming by Maxxi (Models represented by Jeffrey Kolsrud – Q Model Management
SHOP NOW: Calvin Klein Men’s Underwear
Calvin Klein Men’s Underwear remains the gold standard in modern essentials—an enduring symbol of American style that continues to define the intersection of fashion, function, and cultural relevance. With its signature body-conscious silhouettes, breathable cotton-stretch fabrics, and iconic logo waistbands, Calvin Klein has transformed underwear into a statement of identity and intention.
This holiday season, gifting Calvin Klein isn’t just about upgrading a drawer—it’s about offering a piece of design history that has shaped generations. From the brand’s provocative campaigns of the 1980s to its current embrace of inclusive, body-positive messaging, Calvin Klein underwear has always been more than a base layer. It’s a reflection of confidence, sensual minimalism, and the quiet power of feeling good in your own skin.
Actor/Model Conrado Duhour wear Calvin Klein Jeans, and Underwear. Creative Director Joseph DeAcetis, Photographed by Macrae Marran, and Grooming by Maxxi (Models represented by Jeffrey Kolsrud – Q Model Management
Each pair is engineered for all-day comfort with contoured pouches that support without constriction, and waistbands that stay in place without digging in. The fit is precise, the fabrics are soft yet durable, and the aesthetic is timeless—making it the perfect gift for men who appreciate quality, style, and the subtle luxury of a well-made essential.
Designed in the USA and worn worldwide, Calvin Klein Men’s Underwear is a cultural icon that continues to evolve with the modern man. Whether you’re shopping for a partner, a brother, a father, or yourself, this is a gift that delivers on every level: comfort, confidence, and undeniable cool.
Because when it comes to starting the new year in style, nothing sets the tone quite like what you wear underneath.
POTRO:
POTRO is redefining American menswear with a bold Latinx spirit—where heritage meets high-performance style in every stitch. Modeled by undefeated boxing champion Brian Ceballo, POTRO’s underwear is a celebration of strength, sensuality, and cultural pride.
SHOP NOW: POTRO
POTRO isn’t just a brand—it’s a movement. Rooted in Latin-American tradition and designed for the modern American man, POTRO channels the energy of its heritage into garments that speak to resilience, elegance, and authenticity. The underwear collection, worn by elite athletes like Brian Ceballo, reflects this ethos with precision tailoring, breathable fabrics, and a fit that moves with the body. It’s built for men who lead with confidence and live with purpose.
Brian Ceballo, a rising star in professional boxing and a proud representative of Latinx excellence, embodies the brand’s core values: discipline, charisma, and cultural pride. His partnership with POTRO brings athletic credibility to the line, proving that style and performance can coexist without compromise. Whether in the ring or on the street, POTRO’s underwear delivers the support and sophistication today’s men demand.
Crafted with premium materials and engineered for anatomical comfort, each piece offers a sculpted silhouette that enhances the male form while maintaining a clean, minimalist aesthetic. The designs are bold yet refined—featuring subtle nods to Latinx artistry and modern American tailoring. From the signature waistband to the breathable stretch fabric, POTRO’s underwear is made to feel powerful, look polished, and last through every season.
As the brand continues to gain recognition—including being named a finalist in the Fashion Group International Rising Star Awards—it’s clear that POTRO is shaping the future of men’s fashion. It’s not just about what you wear—it’s about what you represent. And for the holidays, gifting POTRO is a way to honor heritage, elevate style, and celebrate the strength of the modern man.
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