Best Stretch Underwear Trunks for Men of 2026

John Zimmer Avatar
John Zimmer
Last Updated: 3 Feb 2026

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The Stretch Underwear Trunks are a comfortable and practical choice for men. These trunks are designed with a stretchy fabric that provides a snug fit without sacrificing comfort. The elastic waistband ensures a secure fit, while the breathable material keeps you cool and dry throughout the day. These trunks are available in a range of colours and sizes, making it easy to find the perfect fit for any man. Whether you're hitting the gym or simply going about your daily activities, the Stretch Underwear Trunks are a reliable choice for all-day comfort.

At a Glance: Our Top Picks

Calvin Klein Cotton Stretch Trunks - 3 Pack Cover #TOP 1
Calvin Klein Cotton Stretch Trunks - 3 Pack
ftb score rating icon 9.9
Calvin Klein Cotton Stretch Low Rise Trunks 3 Pack Cover #TOP 2
Calvin Klein Cotton Stretch Low Rise Trunks 3 Pack
ftb score rating icon 9.8
Calvin Klein Men's Trunks Multipack - Black Cover #TOP 3
Calvin Klein Men's Trunks Multipack - Black
ftb score rating icon 9.6

Top 5 Stretch Underwear Trunks for Men

#TOP 1

Calvin Klein Cotton Stretch Trunks - 3 Pack

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Calvin Klein Cotton Stretch Trunks - 3 Pack Cover
Calvin Klein Cotton Stretch 3 Pack Trunk, All Black(Size: M)

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.

What We Like
Soft cotton material
Comfortable stretch fit
Modern low rise style
Signature elastic waistband

Calvin Klein Cotton Stretch Low Rise Trunks 3 Pack

0000U2664G
Black (Black)
Calvin Klein Cotton Stretch Low Rise Trunks 3 Pack Cover
Calvin Klein Men's 3 Pack Low Rise Trunks - Cotton Stretch Black (Black)

The Calvin Klein Low Rise Trunks offer a comfortable and stylish option for everyday wear. With a low rise waist, these trunks sit comfortably below your hips, providing a modern fit that won’t feel restrictive. The signature Calvin Klein elastic waistband ensures they stay securely in place throughout the day without digging into your skin. Made from soft cotton with a touch of stretch, they adapt to your movements, giving you excellent comfort and flexibility. Their classic design adds a touch of luxe elegance, making them perfect for daily use.

What We Like
Comfortable low rise waist
Secure elastic waistband
Soft, stretchy cotton fabric
Classic, stylish design
#TOP 3

Calvin Klein Men's Trunks Multipack - Black

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Calvin Klein Men's Trunks Multipack - Black Cover
Calvin Klein Men’s 3 Pack Stretch Boxer Briefs, Black (Black W. Black Wb), L

The Calvin Klein Trunks offer classic designs and a stylish everyday fit. Made from soft cotton, these trunks provide excellent stretch, ensuring you stay comfortable throughout the day. The low rise waist adds a modern touch, while the Calvin Klein signature elastic waistband guarantees a secure fit. You can enjoy the perfect combination of style and comfort, making these trunks an essential addition to your wardrobe.

What We Like
Soft cotton for comfort
Stylish low rise design
Secure elastic waistband
Everyday classic style
#TOP 4

BOSS Mens 3-Pack Stretch Cotton Logo Waistband Trunks

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Black
BOSS Mens 3-Pack Stretch Cotton Logo Waistband Trunks Cover
BOSS Mens Trunk 3P Power Three-Pack of Logo-Waistband Trunks in Stretch Cotton

The BOSS Power Trunks offer a comfortable fit with their regular rise, ensuring they sit well on your waist without slipping. The exposed waistband not only adds a stylish touch but also provides extra support for everyday wear. Made from stretch cotton, these trunks combine softness with flexibility, allowing you to move freely throughout the day. Presented in a neat box, they make a great gift or a tidy addition to your underwear drawer. Overall, these trunks offer a blend of comfort, style, and convenience for daily use.

What We Like
Comfortable regular rise fit
Stylish exposed waistband
Flexible stretch cotton fabric
Neat boxed packaging

Hugo Boss Men's 3-Pack Stretch Cotton Trunks

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Gray/Charcoal/Black
Hugo Boss Men's 3-Pack Stretch Cotton Trunks Cover
Hugo Boss Men's 3-pack Stretch Cotton Regular Fit Trunkstrunk 3p Co/El 10146061 013? ???? ? ??? ???3 ????????????3 Trunks, Gray/Charcoal/Black, L UK

The Hugo Boss Stretch Cotton Trunks are a great choice for men seeking comfort and style. This 3-pack features a refined waistband that offers a snug fit without pinching, ensuring you feel secure throughout the day. Made from a blend of 95% cotton and 5% elastane, they provide excellent stretch, allowing for ease of movement whether at work or during leisure activities. The iconic Hugo Boss logo at the waistband adds a touch of sophistication, making these trunks not only practical but also stylish.

What We Like
Comfortable fit
Stylish design
Excellent stretch
Refined waistband
Quality cotton material
Buying Guide Image
Editor's Notes

During our stretch underwear trunk for men research, we found 173 stretch underwear trunk for men products and shortlisted 5 quality products. We collected and analyzed 555,803 customer reviews through our big data system to write the stretch underwear trunks for men list. We found that most customers choose stretch underwear trunks for men with an average price of £24.44.

The stretch underwear trunks for men are available for purchase. We have researched hundreds of brands and picked the top brands of stretch underwear trunks for men, including Calvin Klein, BOSS.

Written by
John Zimmer Avatar

John Zimmer is a truly professional writer on findthisbest.com. He has specialized in writing content a wide variety of fields for over a decade. Since 2011, he has been using his expertise and extensive experience to write content for online shopping guide websites. In addition to writing for findthisbest.com, he has appeared in publications such as The Spruce, Wirecutter and Bestbuy.