Best Hipster Underwear Trunks for Men of 2025

John Zimmer Avatar
John Zimmer
Last Updated: 30 Jan 2025

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Introducing a range of stylish and comfortable hipster underwear trunks designed for men. These trendy trunks offer a modern and fashionable alternative to traditional underwear styles. Made from high-quality materials, they provide a snug fit and ultimate comfort throughout the day. With a variety of colours and patterns to choose from, these hipster trunks are perfect for the fashion-conscious man looking to update his underwear collection. Whether you're heading to the office or hitting the gym, these trunks are a must-have addition to any modern man's wardrobe.

At a Glance: Our Top Picks

ANTONIO ROSSI 12-pack Hipsters Fitted Boxers Cover #TOP 1
ANTONIO ROSSI 12-pack Hipsters Fitted Boxers
ftb score rating icon 9.9
INNERSY Classic Cut Men's Boxer Briefs 4 Pack Cover #TOP 2
INNERSY Classic Cut Men's Boxer Briefs 4 Pack
ftb score rating icon 9.8
wirarpa Men's Cotton Stretch Hipster Boxers Pack Cover #TOP 3
wirarpa Men's Cotton Stretch Hipster Boxers Pack
ftb score rating icon 9.6

Top 4 Hipster Underwear Trunks for Men

#TOP 1

ANTONIO ROSSI 12-pack Hipsters Fitted Boxers

AR-HIPSTER-12-DA-M
Dark Assorted
ANTONIO ROSSI 12-pack Hipsters Fitted Boxers Cover
ANTONIO ROSSI Mens (12-pack) Hipsters Fitted Boxer, Dark Assorted, M UK

The ANTONIO ROSSI Boxers offer all-day comfort with a soft touch against your skin, thanks to their rich blend of combed cotton. The elasticated waistband sits smoothly around your waist, preventing any digging in. With moisture-wicking properties, these boxers keep you feeling fresh by pulling sweat away from your skin. The 4-way stretch ensures a custom fit that moves with you, while the contoured front pouch provides supportive comfort for your needs throughout the day.

What We Like
All-day comfort
Moisture-wicking properties
4-way stretch design
Minimises riding up
#TOP 2

INNERSY Classic Cut Men's Boxer Briefs 4 Pack

INNERSY Classic Cut Men's Boxer Briefs 4 Pack Cover
INNERSY Boxer Briefs Mens Underwear Trunks with Fly Cotton Underpants Fitted Hipster 4 Pack (XL, Navy Blue/Grey/Dark Red/Green)

The INNERSY Men's Boxer Briefs offer a comfortable fit for everyday wear with their classic cut and stretchy cotton fabric. The 3D open fly design allows for easy access while enhancing breathability, ensuring you stay fresh and dry throughout the day. Additionally, the elasticised waistband keeps the briefs in place without rolling down or digging into your skin. With soft leg openings that prevent pinching, these boxer briefs provide the support needed for active lifestyles, making them ideal for running or jogging.

What We Like
Comfortable everyday wear
Easy access with open fly
Stay-put waistband design
No ride-up leg openings
Machine washable for convenience
#TOP 3

wirarpa Men's Cotton Stretch Hipster Boxers Pack

1408W-4P-S
White-4 Pack
wirarpa Men's Cotton Stretch Hipster Boxers Pack Cover
wirarpa Men's Hipster Boxer Shorts Cotton Stretch Underwear Trunks for Men Pack of 4 White Small

The wirarpa Hipster Boxers are designed for comfort and style. Made from a premium blend of 95% cotton and 5% spandex, they provide a stretchy fit that feels like a second skin. The wide elastic waistband features a modern design, ensuring no pinching or itching throughout the day. With a 3D contour shape pouch and no front fly, these boxers offer excellent comfort and protection. Additionally, the short leg design helps to prevent ride-up, allowing you to stay comfortable and confident all day long.

What We Like
Comfortable cotton blend
Stylish waistband design
No front fly for comfort
Short leg prevents ride-up
Tag-free for all-day wear
#TOP 4

Antonio Rossi Men's Fitted Boxer Hipsters

AR-HIPSTER-6-B-XL
Black (6 Pack)
Antonio Rossi Men's Fitted Boxer Hipsters Cover
ANTONIO ROSSI (3/6 Pack) Men's Fitted Boxer Hipsters - Mens Boxers Shorts Multipack with Elastic Waistband - Cotton Rich, Comfortable Mens Underwear, Black (6 Pack), XL

The Antonio Rossi Boxer Shorts offer exceptional comfort and support. The 4-way stretch design ensures a custom fit that moves with you, allowing for unrestricted movement. You will appreciate the breathable fabric that keeps you cool and quickly wicks away sweat, ensuring you feel fresh throughout the day. Crafted from soft combed cotton, these boxers minimise digging in at the waist, providing a gentle touch against your skin for lasting comfort.

What We Like
Custom fit with 4-way stretch
Breathable and quick-drying fabric
Soft cotton for comfort
Minimises riding up
Buying Guide Image
Editor's Notes

During our hipster underwear trunk for men research, we found 239 hipster underwear trunk for men products and shortlisted 4 quality products. We collected and analyzed 998,806 customer reviews through our big data system to write the hipster underwear trunks for men list. We found that most customers choose hipster underwear trunks for men with an average price of £21.37.

The hipster underwear trunks for men are available for purchase. We have researched hundreds of brands and picked the top brands of hipster underwear trunks for men, including ANTONIO ROSSI, INNERSY, wirarpa.

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.