Best Hipster Boxer Shorts for Men of 2025

John Zimmer Avatar
John Zimmer
Last Updated: 30 Jan 2025

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These trendy boxer shorts are perfect for the modern man who wants to add a touch of style to his underwear collection. Made from high-quality materials, these hipster boxer shorts offer both comfort and durability. With their unique patterns and designs, they are sure to make a fashion statement. Whether you're lounging at home or heading out for a night on the town, these boxer shorts are a must-have addition to any man's wardrobe.

At a Glance: Our Top Picks

FM London Soft Stretch Fit Boxers Cover #TOP 1
FM London Soft Stretch Fit Boxers
ftb score rating icon 9.9
Bonjour Men's Fitted Hipsters Boxers Pack of 12 Cover #TOP 2
Bonjour Men's Fitted Hipsters Boxers Pack of 12
ftb score rating icon 9.8
ANTONIO ROSSI Men's Fitted Boxer Hipsters Multipack Cover #TOP 3
ANTONIO ROSSI Men's Fitted Boxer Hipsters Multipack
ftb score rating icon 9.6

Top 9 Hipster Boxer Shorts for Men

#TOP 1

FM London Soft Stretch Fit Boxers

FM-HIPSTER-8-DA-L
FM London Soft Stretch Fit Boxers Cover
FM London 4/8-Pack Mens Boxers with Elastic Waist - Soft Boxer Shorts Men, Stretch Fit Underwear for Everyday Wear - Fitted Hipster Underwear

The FM London Boxers provide exceptional comfort with their blend of soft cotton, ensuring a smooth feel against your skin. Thanks to the Hyfresh odour protection technology, you can stay fresh throughout the day, while the breathable fabric promotes airflow to keep you cool. You will appreciate the supportive fit offered by the 4-way stretch material, allowing for unrestricted movement. Moreover, these boxers are easy to care for, making them a hassle-free choice for both relaxing at home or working out.

What We Like
Comfortable cotton material
Odour protection technology
4-way stretch for movement
Easy to care for
#TOP 2

Bonjour Men's Fitted Hipsters Boxers Pack of 12

12 and 6 Pk Hipsters
Assorted
Bonjour Men's Fitted Hipsters Boxers Pack of 12 Cover
Bonjour Men's Fitted Hipsters Boxer, L, Assorted, Pack of 12

The Bonjour Hipsters Boxers are designed for ultimate comfort and softness, ensuring you feel great all day long. Made from a blend of soft cotton and stretchy lycra, these boxers provide exceptional support and a snug fit. The breathable fabric helps prevent chafing, making them perfect for daily wear. With a stretchy waistband that moves with you, you can enjoy a customised fit that sits seamlessly under your trousers, allowing you to start each day feeling comfortable and confident.

What We Like
Super soft cotton fabric
Breathable and anti-chafing
4-way stretch for comfort
Snug, light feel
Customised fit
#TOP 3

ANTONIO ROSSI Men's Fitted Boxer Hipsters Multipack

AR-HIPSTER-12-B-M
Black
ANTONIO ROSSI Men's Fitted Boxer Hipsters Multipack Cover
ANTONIO ROSSI (12-Pack) Men's Fitted Boxer Hipsters - Mens Boxers Shorts Multipack with Elastic Waistband - Cotton Rich, Soft and Comfortable Underwear

The ANTONIO ROSSI Boxer Hipsters provide all-day comfort, thanks to their soft, combed cotton blend that feels gentle against your skin. The elasticated waistband ensures a smooth fit around your waist, preventing any uncomfortable digging in. These boxers are also designed to keep you fresh, as their breathable material wicks away moisture, leaving you feeling cool and dry throughout the day. With a 4-way stretch, these boxers offer a custom fit that allows for flexible movement, making them ideal for various activities.

What We Like
Soft and comfortable fabric
Moisture-wicking properties
Flexible 4-way stretch
Elasticated waistband for comfort
Minimises riding up
#TOP 4

wirapra Men's Cotton Stretch Boxer Shorts Pack

1408A3-M
wirapra Men's Cotton Stretch Boxer Shorts Pack Cover
wirarpa Men's Hipster Boxer Shorts Cotton Stretch Underwear Trunks for Men Pack of 4 Multicoloured Medium

The wirapra Men's Boxer Shorts offer exceptional comfort with their premium blend of 95% cotton and 5% spandex, making them feel like a second skin. The wide elastic waistband features the wirapra logo, ensuring a modern touch while preventing pinching or itching. Designed without a front fly, these boxers provide a 3D contour pouch that enhances comfort and protection. With a short 3-inch inseam, you can enjoy reduced ride-up and avoid the hassle of constant adjustments throughout the day.

What We Like
Soft cotton for all-day comfort
Stylish logo waistband
No fly for added comfort
Short inseam reduces ride-up
Machine washable for easy care
#TOP 5

Crosshatch Men's Multi-Colour Boxer Shorts Gift Set

Multi-black
Crosshatch Men's Multi-Colour Boxer Shorts Gift Set Cover
Crosshatch Mens Multi-Color Boxer Shorts, Men's Gift set with 12 Pack Boxers, Gift for your friends, boyfriend or husband(XL/Multi-Black)

The Crosshatch Boxer Shorts are designed with your comfort in mind. Crafted from a superior fabric blend, they offer a soft, breathable feel with just the right amount of stretch. This ensures you can move freely and comfortably throughout your day. With their durable construction, these boxers are built to last, thanks to double-stitched seams that withstand everyday wear. Plus, the stylish design featuring the iconic Crosshatch logo means you can look good whether you're at home or out and about.

What We Like
Comfortable fit and feel
Durable and long-lasting
Stylish modern design
Good stretch for movement
#TOP 6

Pierre Calvini Men's Hipster Boxer Shorts Pack

Pierre Calvini Men's Hipster Boxer Shorts Pack Cover
Pierre Calvini Mens Hipster Boxer Shorts (12-Pack) - Breathable, Moisture Wicking, Soft Cotton Mens Boxers - Fitted Mens Underwear - Comfortable Boxers for Men - Mens Boxers Shorts Multipack Black

Pierre Calvini Boxers offer exceptional comfort with a premium cotton blend, ensuring a soft feel against your skin. The sleek, stylish design features a modern, low-rise waistband that enhances your appearance, making them suitable for any occasion. With advanced HyFresh Technology, these boxers keep you feeling fresh all day by preventing odours and wicking away moisture. Plus, the perfect fit is guaranteed thanks to the elastane, which maintains shape even after multiple washes, so you can enjoy reliable support and comfort every time you wear them.

What We Like
Soft and breathable cotton blend
Stylish low-rise design
Odour-resistant technology
Maintains shape after washing
Durable with reinforced seams

INNERSY Quick Dry Boxer Shorts Multipack

INNERSY Quick Dry Boxer Shorts Multipack Cover
INNERSY Boxer Shorts Men Breathable Trunks Underwear Quick Dry Hipster Underpants Multipack 4 (XL, Black/Brown/Wine/Navy)

The INNERSY Boxer Shorts are designed for comfort and practicality. Made from lightweight mesh fabric, these trunks keep you feeling cool and breathable during everyday wear or exercise. The 3D pouch design provides ample support without pinching, ensuring comfort throughout the day. With a stay-put elasticised waistband, you won’t have to worry about the shorts rolling down or riding up. Plus, the soft leg openings allow for high mobility, making them suitable for sports activities as well.

What We Like
Lightweight and breathable fabric
Comfortable 3D pouch design
Stay-put waistband
No ride up legs
#TOP 8

Jeep 2 Pack Cotton Hipster Trunk Shorts

Black/Black
Jeep 2 Pack Cotton Hipster Trunk Shorts Cover
Jeep Mens 2 Pack Cotton Plain Fitted Hipster Trunk Boxer Shorts - Black/Black Medium

The Jeep Hipster Trunk Shorts come in a convenient 2 pack, offering excellent value for your money. Made from stretch jersey, these shorts provide a comfortable fit that moves with you throughout the day. You can easily toss them in the washing machine, ensuring hassle-free cleaning and maintenance. With a low waisted design and no fly, they offer a modern look that is both stylish and practical for everyday wear.

What We Like
Comfortable stretch jersey material
Convenient 2 pack option
Machine washable for easy care
Low waisted stylish design
#TOP 9

SPIRIT OF ESSEX Cotton Stretch Boxer Hipsters

SPIRIT OF ESSEX Cotton Stretch Boxer Hipsters Cover
SPIRIT OF ESSEX 4-Pack Men's Cotton Stretch Boxer Hipsters with Fly & Elastic Waistband. Comfortable, Breathable, Natural Cotton Underwear (as8, alpha, s, regular, regular)

SPIRIT OF ESSEX Boxer Hipsters offer rich cotton comfort, allowing you to enjoy maximum breathability throughout your day. Their tag-less design and anti-chafing features ensure you stay irritation-free, whether at work or during workouts. The 4-way stretch provides freedom of movement, making them ideal for any activity. Additionally, the moisture-wicking technology keeps you cool and dry, pulling sweat away from your skin, so you can feel fresh even during the warmest days.

What We Like
Soft and breathable cotton
4-way stretch for comfort
Moisture-wicking technology
Tag-less and anti-chafing
Stylish assorted colours
Buying Guide Image

Frequently Asked Questions (FAQs)

1. What are hipsters boxers?

Hipsters, as the name implies, have a waistband that sits on, or rather just below, the hips and waist.

2. Why do guys wear boxer shorts?

Boxer briefs are a go-to option for most sports, since they offer more support and moisture wicking, and the longer length prevents chafing caused by your shorts. Stylist Tip: Choose a pair that's about the same length as your shorts so there isn't any extra shorts material rubbing against your skin.

3. Why do men's boxer shorts have a hole in the front?

You guessed it! The purpose of the fly is to make it easier for you to pee while wearing boxers. Are you ready for an underwear fun fact? Only about 20% of males who wear boxers actually use the hole in their boxers and would rather pull them down and take out their member when using the restroom.

4. What are baggy boxers called?

Boxer shorts (also known as loose boxers or as simply boxers) are a type of undergarment typically worn by men. The term has been used in English since 1944 for all-around-elastic shorts, so named after the shorts worn by boxers, for whom unhindered leg movement ("footwork") is very important.

Editor's Notes

During our hipster boxer shorts for men research, we found 143 hipster boxer shorts for men products and shortlisted 9 quality products. We collected and analyzed 606,827 customer reviews through our big data system to write the hipster boxer shorts for men list. We found that most customers choose hipster boxer shorts for men with an average price of £20.84.

The hipster boxer shorts for men are available for purchase. We have researched hundreds of brands and picked the top brands of hipster boxer shorts for men, including FM London, Bonjour, ANTONIO ROSSI, wirarpa, Crosshatch.

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.