Best Hugo Boss Underwear for Men of 2025

John Zimmer Avatar
John Zimmer
Last Updated: 8 Feb 2025

* We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation.

Hugo Boss offers a range of high-quality men's underwear that combines comfort and style. Made from premium materials, these undergarments are designed to provide a perfect fit and support throughout the day. With a variety of styles and colours to choose from, Hugo Boss underwear offers a sleek and sophisticated look that is suitable for any occasion. Whether you're looking for briefs, boxers, or trunks, Hugo Boss has a range of options to suit your personal preference. Upgrade your underwear collection and experience the luxury and elegance that Hugo Boss has to offer.

At a Glance: Our Top Picks

BOSS Logo-Waistband Stretch Cotton Trunks Cover #TOP 1
BOSS Logo-Waistband Stretch Cotton Trunks
ftb score rating icon 9.8
BOSS Three-Pack Stretch-Cotton Boxer Briefs Cover #TOP 2
BOSS Three-Pack Stretch-Cotton Boxer Briefs
ftb score rating icon 9.7
BOSS Men's Power Three-Pack Cotton Briefs Cover #TOP 3
BOSS Men's Power Three-Pack Cotton Briefs
ftb score rating icon 9.5

Top 10 Hugo Boss Underwear for Men

#TOP 1

BOSS Logo-Waistband Stretch Cotton Trunks

50475274
New - Black1
BOSS Logo-Waistband Stretch Cotton Trunks Cover
BOSS Mens Trunk 3P Power Three-Pack of Logo-Waistband Trunks in Stretch Cotton

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.

What We Like
Comfortable exposed waistband
Classic regular rise fit
Convenient three-pack option
Stylish for everyday wear
Perfect gift packaging
#TOP 2

BOSS Three-Pack Stretch-Cotton Boxer Briefs

50475282
BOSS Three-Pack Stretch-Cotton Boxer Briefs Cover
BOSS Mens BoxerBr 3P Power Three-Pack of Stretch-Cotton Boxer Briefs with Logos

The BOSS Boxer Briefs offer a comfortable fit with their soft cotton blend and added stretch. You will appreciate the slightly longer leg design, which enhances coverage and support throughout the day. The elastic waistband, featuring an all-round brand logo, ensures a secure fit without digging in. Additionally, the double front section without a fly provides added comfort, making these boxer briefs ideal for daily wear. Overall, you can enjoy a blend of style and practicality with this three-pack of boxer briefs.

What We Like
Soft cotton blend
Comfortable stretch function
Secure elastic waistband
Slightly longer leg design
No fly for comfort
#TOP 3

BOSS Men's Power Three-Pack Cotton Briefs

50475273
BOSS Men's Power Three-Pack Cotton Briefs Cover
BOSS Mens Brief 3P Power Three-Pack of Logo-Waistband Briefs in Stretch Cotton

The BOSS Briefs 3-Pack offers comfort and style with its exposed waistband, which not only adds a modern touch but also ensures a snug fit around your waist. The regular rise design provides ample coverage, making these briefs suitable for everyday wear. Crafted from 95 percent cotton and 5 percent elastane, they deliver a soft and stretchy feel, allowing for unrestricted movement. This combination of materials ensures you stay comfortable throughout the day, whether at work or during leisure activities.

What We Like
Comfortable cotton blend
Stylish exposed waistband
Good coverage and fit
Stretchy and flexible
#TOP 4

BOSS Essential Stretch-Cotton Trunks Five-Pack

50475275
New - Open Blue460
BOSS Essential Stretch-Cotton Trunks Five-Pack Cover
BOSS Mens Trunk 5P Essential Five-Pack of Stretch-Cotton Trunks with Logo waistbands

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.

What We Like
Comfortable stretch-cotton material
Stylish exposed waistband
Convenient five-pack offering
Regular rise for everyday wear
#TOP 5

BOSS Men's Bold Design Trunks 3P

50517836
Open Miscellaneous
BOSS Men's Bold Design Trunks 3P Cover
BOSS Men's Trunk 3P Bold Design, Open Miscellaneous977, M

The BOSS Men's Trunks offer a comfortable fit with an elastic waistband, ensuring that you can move freely without discomfort. Featuring the brand logo, these trunks add a touch of style to your underwear collection. Their design prioritises comfort, making them ideal for everyday wear. You will appreciate the soft fabric that feels gentle against your skin, making these trunks a reliable choice for any occasion.

What We Like
Comfortable elastic waistband
Stylish brand logo
Soft fabric for daily wear
Great fit for movement
#TOP 6

BOSS Stretch-Cotton Boxer Briefs Three-Pack

50475282
New - Open Blue487
BOSS Stretch-Cotton Boxer Briefs Three-Pack Cover
BOSS Mens BoxerBr 3P Power Three-Pack of Stretch-Cotton Boxer Briefs with Logos

The BOSS Boxer Briefs Pack offers a soft cotton blend with a comfortable stretch function, ensuring you feel at ease throughout the day. With an elastic waistband featuring an all-round brand logo, these boxer briefs provide a secure fit that stays in place. The double front section without a fly adds to the comfort by reducing any potential irritation. Overall, these boxer briefs are designed for very comfortable wear, making them a great choice for everyday use.

What We Like
Soft cotton blend
Comfortable stretch function
Secure fit waistband
Double front section
Very comfortable to wear
#TOP 7

BOSS Men's Boxer Shorts Dark Blue 405

50480056
New - Dark Blue405
BOSS Men's Boxer Shorts Dark Blue 405 Cover
BOSS Men Boxer EW 2P Dark Blue 405 Medium

The BOSS Boxer Shorts are designed for comfort and style. Made from high-quality materials, they provide a soft feel against your skin, ensuring all-day comfort. The dark blue colour adds a touch of sophistication, making them suitable for various occasions. With an excellent fit, these boxers allow for ease of movement, whether you're at work or relaxing at home. You will appreciate the durability of these shorts, ensuring they last through many washes while maintaining their shape and comfort.

What We Like
Comfortable fit
Stylish dark blue colour
Durable material
Easy to move in
#TOP 8

Hugo Boss Men's 3-Pack Cotton Trunks

50475685061
Hugo Boss Men's 3-Pack Cotton Trunks Cover
Hugo Boss Men's 3-pack Cotton Trunk3 ?????3? ? ???paquete De 3 Baúles De Algodón.3 ???????????? ?? ?????? ?????3er Trunks, New Grey/Charcoal/Black, S UK

The Hugo Boss Cotton Trunks offer a refined waistband that provides comfort and support throughout the day. You may receive an alternate Hugo Boss logo option, adding a touch of uniqueness to your wardrobe. These trunks are machine washable, making maintenance a breeze. With easy care instructions, you can spend less time worrying about laundry and more time enjoying your day. These features ensure that you have stylish and practical underwear that fits your lifestyle.

What We Like
Comfortable waistband
Unique logo options
Machine washable
Easy care instructions
#TOP 9

BOSS Passerby Long Sleeve Polo Shirt

50507704
Dark Blue404
BOSS Passerby Long Sleeve Polo Shirt Cover
BOSS Mens Passerby Polo Shirt Navy 3XL

The BOSS Passerby Polo is an ideal addition to your wardrobe, perfect for both business meetings and casual outings. Its sophisticated design ensures you look sharp, while the soft cotton and stretch pique fabric provide long-lasting comfort throughout the day. The long sleeves and flat knit cuffs not only keep you warm but also add a polished touch to your look. With a versatile solid colourway, you can effortlessly pair this shirt with your smart-casual outfits.

What We Like
Stylish and sophisticated design
Soft, comfortable fabric
Warm long sleeves
Versatile for various occasions
#TOP 10

BOSS Men's Charcoal Briefs with Refined Waistband

50475663061
BOSS Men's Charcoal Briefs with Refined Waistband Cover
BOSS Men's 3p Us Cobrief Us Co 10145963 01brief Us Cobrief Us Cobreve Us Cobreve Us Cobrie Briefs, Charcoal/Black/Dark Grey, L UK

The BOSS Charcoal Briefs offer a refined waistband, ensuring comfort and a secure fit throughout the day. This thoughtful design helps you avoid any irritation, making them perfect for everyday wear. The stylish charcoal, black, and dark grey colours provide versatility, allowing you to pair them with various outfits. As part of BOSS's underwear collection for men, these briefs combine style and functionality, giving you confidence and comfort in your daily activities.

What We Like
Refined waistband for comfort
Stylish colour options
Secure fit throughout the day
Versatile for everyday wear
Buying Guide Image
Editor's Notes

During our Hugo Boss underwear for men research, we found 306 Hugo Boss underwear for men products and shortlisted 10 quality products. We collected and analyzed 28,452 customer reviews through our big data system to write the Hugo Boss underwear for men list. We found that most customers choose Hugo Boss underwear for men with an average price of £23.56.

The Hugo Boss underwear for men are available for purchase. The top 10 picks range in price from a low of £16.00 to a high of £53.00, find the one that fits your budget.

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.