Best Stretch Underwear Trunks for Men of 2025

The Calvin Klein Trunks offer classic designs with a comfortable fit thanks to their soft cotton and stretch material. The low rise waist provides a modern look that sits comfortably on your hips, allowing for easy movement throughout the day. With a signature Calvin Klein elastic waistband, you can enjoy additional support without sacrificing style. This combination of features ensures you feel confident and at ease, making these trunks an excellent choice for everyday wear.

The wirarpa Men's Hipster Boxers offer exceptional comfort with their blend of 95% cotton and 5% spandex, making them feel like a second skin. The wide elastic waistband features the signature wirarpa logo, ensuring a stylish look without any pinching or itching. With a 3D contour shape pouch and no front fly, you can enjoy comfort and protection throughout the day. The short leg design minimises fabric gathering and helps prevent awkward adjustments, allowing you to go about your day with ease.

The Calvin Klein Trunks offer a comfortable start to your day with their classic design and elasticated waistband. Made from 88% cotton and 12% elastane, these trunks provide the ideal stretchy feel, ensuring you stay comfortable throughout the day. With a multipack of three, you’ll always have fresh options ready to wear, making getting dressed hassle-free. The signature CK waistband adds a touch of style, so you can feel confident in your underwear choice every day.

The BOSS Trunk Five-Pack offers a stylish and comfortable option for your underwear collection. Packaged in a neat box, these trunks feature an exposed waistband that provides a modern look while ensuring a secure fit. The regular rise design enhances comfort throughout the day, making them ideal for everyday wear. With the quality stretch-cotton material, you can enjoy both flexibility and breathability, ensuring you feel great no matter the occasion.

The Calvin Klein Low Rise Trunks offer a comfortable low rise waist, perfect for those who prefer a modern fit. With a signature elastic waistband, you can enjoy all-day support without compromising on style. Made from soft cotton with added stretch, these trunks ensure a snug yet flexible fit, making them ideal for everyday wear. The classic design means you can pair them effortlessly with any outfit, providing both comfort and style in one convenient package.

The Calvin Klein Boxer Briefs offer a blend of classic designs and everyday comfort. Made from soft cotton, these briefs provide the perfect amount of stretch, ensuring you enjoy a comfortable fit throughout the day. The low rise waist gives you a modern silhouette, allowing you to wear them discreetly under various outfits. Additionally, the signature elastic waistband not only adds a touch of style but also ensures that the briefs stay securely in place, giving you confidence in your movement.

The QINCAO Boxer Shorts offer a stylish and comfortable option for men's underwear. Made from high-quality 60s combed cotton, these boxers provide a light and soft feel against your skin, which eliminates pinching or scratching. The excellent fit is achieved through a latex stretch waistband and a perfect cut, ensuring you can move freely without discomfort. Additionally, the boxers feature no annoying labels, making them incredibly comfortable to wear for extended periods.

The BOSS Stretch Cotton Trunks come in a convenient three-pack, ensuring you always have a fresh pair at hand. The trunks feature an exposed waistband, which not only adds a modern touch but also provides comfort and flexibility as you move throughout the day. With a regular rise design, they offer a classic fit that suits various body types, making them ideal for everyday wear. The box packaging makes it a great option for gifting or keeping organised in your drawer.

The Calvin Klein Surge Trunk offers a classic design and everyday style, making it an essential addition to your wardrobe. Crafted from soft cotton with added stretch, these trunks ensure a comfortable fit that moves with you throughout the day. The low rise waist provides a modern silhouette, while the signature elastic waistband guarantees a secure and stylish hold. You’ll appreciate the blend of comfort and style that these trunks bring to your daily attire.

The Emporio Armani Trunk offers a regular rise design, ensuring a comfortable fit for daily wear. The exposed waistband adds a stylish touch, making it easy to pair with various outfits. With a prominent logo print, it showcases the brand's signature flair, appealing to those who appreciate designer fashion. This trunk is made from stretch cotton, providing flexibility and comfort, allowing you to move freely throughout the day.