Best Designer Underwear Trunks for Men of 2025

John Zimmer Avatar
John Zimmer
Last Updated: 30 Jan 2025

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Introducing a range of designer underwear trunks, perfect for the discerning gentleman. These stylish and comfortable trunks are crafted from high-quality fabrics and feature a range of designs to suit every taste. With their superior fit and support, they provide all-day comfort, making them an essential addition to any man's wardrobe. Whether you prefer classic patterns or bold colours, these designer underwear trunks are sure to elevate your style and confidence.

At a Glance: Our Top Picks

DKNY Men's Trunks 5-Pack in Various Colours Cover #TOP 1
DKNY Men's Trunks 5-Pack in Various Colours
ftb score rating icon 9.8
Calvin Klein Men's Trunk 3-Pack C-black/Blu/Blu Cover #TOP 2
Calvin Klein Men's Trunk 3-Pack C-black/Blu/Blu
ftb score rating icon 9.7
Calvin Klein Men's Trunks Multipack - 3 Pack Cover #TOP 3
Calvin Klein Men's Trunks Multipack - 3 Pack
ftb score rating icon 9.5

Top 10 Designer Underwear Trunks for Men

#TOP 1

DKNY Men's Trunks 5-Pack in Various Colours

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DKNY Men's Trunks 5-Pack in Various Colours Cover
DKNY Mens Trunks PORTLAND - 5pk Grey/Black/Navy/Charcoal/White

The DKNY Men's Trunks offer quality everyday underwear designed for your comfort. Made from soft cotton, these trunks absorb moisture, keeping you dry and comfortable throughout the day. The elasticated waistband is ultra-stretchy, allowing for high mobility without the concern of them riding up or falling down. Additionally, buying this multipack helps you stock up on essentials while contributing to reduced packaging waste, making it a smart choice for the environmentally conscious shopper.

What We Like
Comfortable soft cotton material
Breathable and moisture-absorbing
Stretchy waistband for ease
Multipack reduces packaging waste
#TOP 2

Calvin Klein Men's Trunk 3-Pack C-black/Blu/Blu

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Calvin Klein Men's Trunk 3-Pack C-black/Blu/Blu Cover
Calvin Klein Men's Trunk 3pk Trunk, C-black/Blu/Blu, L

The Calvin Klein Men's Trunk offers classic designs and everyday style, ensuring you look good while feeling comfortable. Made from soft cotton with sufficient stretch, these trunks provide a perfect fit that moves with you throughout the day. The low-rise waist adds to the modern appeal, making them an ideal choice for those who prefer a sleek look. With the signature Calvin Klein elastic waistband, you can enjoy reliable support without compromising on comfort.

What We Like
Soft cotton material
Comfortable stretch fit
Modern low-rise design
Signature waistband support

Calvin Klein Men's Trunks Multipack - 3 Pack

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Calvin Klein Men's Trunks Multipack - 3 Pack Cover
Calvin Klein - Men's Underwear Multipack - Calvin Klein Trunks 3 Pack - Signature Waistband Elastic - Elasticated Cotton - Black - Size M

The Calvin Klein Trunks offer everyday comfort with an elasticated waistband, ensuring a perfect fit throughout your busy day. Made from 95% cotton and 5% elastane, these trunks provide a stretchy feel that adapts to your movements. With a classic design and signature Calvin Klein styling, you can feel confident in your underwear choice. Having a multipack means you can always have a clean pair ready, making getting dressed in the morning effortless and stress-free.

What We Like
Comfortable cotton material
Perfect fit with elasticated waistband
Classic and stylish design
Convenient multipack option
Suitable for everyday wear
#TOP 4

Calvin Klein Men's Low Rise Trunk Boxers

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Calvin Klein Men's Low Rise Trunk Boxers Cover
Calvin Klein Men's Low Rise Trunk 3pk 0000u2664g Boxers, Multicolour (Black/Blueshadow/Cobaltwater Dtm Wb), M

The Calvin Klein Trunk Boxers offer a low rise waist, providing a modern fit that sits comfortably below your waistline. The signature elastic waistband ensures that the boxers stay in place, giving you confidence throughout the day. Made from soft cotton, these trunks are designed with enough stretch for ultimate comfort, allowing you to move freely. The classic designs make them suitable for everyday wear, ensuring that you look and feel good no matter the occasion.

What We Like
Comfortable fit
Stylish designs
Soft cotton material
Secure waistband
Everyday wear suitable
#TOP 5

Calvin Klein Men's Black Trunk Underwear

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Black (Black)
Calvin Klein Men's Black Trunk Underwear Cover
Calvin Klein Men's Trunk, Black, S

The Calvin Klein Men's Trunk offers a stylish and masculine design, ensuring a perfect fit for both everyday wear and sports activities. You will appreciate the comfortable feel provided by the stretchy fabric, which sits nicely on your hips. With its minimalist look, the classic elastic waistband adorned with the CK logo adds a touch of sophistication. Made from 95% cotton and 5% elastane, these trunks are not only soft but also easy to care for, as they can be machine washed and tumble dried.

What We Like
Stylish and masculine design
Comfortable stretchy fabric
Classic elastic waistband
Easy to care for
#TOP 6

Tommy Hilfiger Men's Trunks Multipack

1U87903842
Black (Black)
Tommy Hilfiger Men's Trunks Multipack Cover
Tommy Hilfiger - Men's Boxer Shorts - Multipack Trunks For Men - 3 Pack Underwear Man - Signature Waistband Elastic - Black - Size M

Tommy Hilfiger Trunks are the perfect way to start your day in comfort and style. With an elasticated waistband and soft cotton fabric, these trunks ensure a great fit and all-day comfort. The multipack design means you’ll always have fresh underwear ready to wear, elevating your daily outfits effortlessly. Additionally, the signature Tommy Hilfiger styling along the waistband adds a touch of sophistication to your essentials, making you feel confident and stylish from the inside out.

What We Like
Comfortable cotton material
Signature waistband design
Multipack for convenience
Perfect fit with elastane
#TOP 7

Tommy Hilfiger Men's 3p Trunk Beige

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Tommy Hilfiger Men's 3p Trunk Beige Cover
Tommy Hilfiger Men's 3p Trunk Um0um03400 Trunk, Beige (Grey Htr/Grey Htr/Grey Htr), M

The Tommy Hilfiger Trunk offers a classic design that fits the body perfectly, ensuring you look and feel great. With a seamless back and stylish branding on the waistband, these trunks are ideal for both sports and everyday wear. The iconic elasticated waistband provides a comfortable fit that won’t feel restrictive, allowing you to move freely throughout your day. Made from 95% regenerative cotton and 5% elastane, these trunks are both soft and durable, making them a practical choice for your wardrobe.

What We Like
Stylish classic design
Comfortable elasticated waistband
Perfect for sports or daily wear
Made from regenerative cotton
Machine washable convenience
#TOP 8

Calvin Klein Men's Surge Low Rise Trunks 3 Pack

000NP2475A
Calvin Klein Men's Surge Low Rise Trunks 3 Pack Cover
Calvin Klein Men's Surge Low Rise Trunk 3pk 000np2475a Low Rise Trunk, Black (Black W/ White Wb), L

The Calvin Klein Surge Trunks offer a stylish and masculine design, perfect for both everyday wear and sports activities. Made from stretchy fabric, they fit comfortably on your hips, allowing for ease of movement throughout the day. The classic elastic waistband, adorned with the CK logo, not only adds a touch of sophistication but also ensures a secure fit. With a blend of 95% cotton and 5% elastane, these trunks provide a soft feel against your skin while being easy to care for, as they can be machine washed and tumble dried.

What We Like
Stylish and masculine design
Comfortable fit on hips
Soft cotton stretch material
Easy to care for
#TOP 9

Calvin Klein Men's Trunk 3 Pack

000NB2970A
Calvin Klein Men's Trunk 3 Pack Cover
Calvin Klein Men's Trunk 3pk Trunks, Multicolour (White/ Black/ Grey Heather), M

The Calvin Klein Men's Trunks offer comfortable, everyday wear with their classic, understated design. Featuring an elasticated waistband, these trunks ensure a perfect fit that moves with you throughout the day. Made from 95% cotton and 5% elastane, they provide a stretchy feel that enhances comfort. This multipack includes three pairs, making it easy for you to have a fresh pair ready for any occasion, ensuring you feel confident and cool all day long.

What We Like
Comfortable cotton fabric
Elasticated waistband for fit
Multipack convenience
Timeless, minimal design
#TOP 10

DKNY Scottsdale Men's Trunks - 5 Pack

U5_61867_DKY_5PKA_M
Black
DKNY Scottsdale Men's Trunks - 5 Pack Cover
Mens DKNY Trunks SCOTTSDALE - 5pk Black

The DKNY Men's Trunks offer excellent everyday comfort with their soft cotton material, which effectively absorbs moisture, keeping you dry throughout the day. Their breathable and stretchable design ensures that you can move freely without any discomfort. With an ultra stretchy elasticated waistband, you won’t have to worry about them riding up or falling down, allowing for high mobility. Plus, by purchasing this multipack, you can stock up on your essentials while also helping to reduce packaging waste.

What We Like
Soft and breathable fabric
Comfortable elasticated waistband
Moisture-absorbing material
Convenient multipack option
Buying Guide Image
Editor's Notes

During our designer underwear trunk for men research, we found 240 designer underwear trunk for men products and shortlisted 10 quality products. We collected and analyzed 471,453 customer reviews through our big data system to write the designer underwear trunks for men list. We found that most customers choose designer underwear trunks for men with an average price of £23.38.

The designer underwear trunks for men are available for purchase. We have researched hundreds of brands and picked the top brands of designer underwear trunks for men, including DKNY, Calvin Klein, Tommy Hilfiger.

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.