Best Classic Underwear Trunks for Men of 2025

* We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation.
The Classic Underwear Trunks are a must-have addition to any man's wardrobe. These trunks offer a comfortable and supportive fit, making them perfect for everyday wear. The high-quality fabric ensures durability and long-lasting comfort. With a range of stylish colours and designs to choose from, these trunks are both practical and fashionable. Whether you're heading to the office or hitting the gym, the Classic Underwear Trunks are the go-to choice for men who value both style and comfort.
At a Glance: Our Top Picks
Top 10 Classic Underwear Trunks for Men
Farah Mens Cotton Keyhole Trunks - 4 Pack
The Farah Keyhole Trunks offer a comfortable fit with their soft brushed waistband, ensuring gentle support throughout the day. Featuring a keyhole design, these trunks provide both style and practicality. The tagless care label eliminates irritation, allowing you to wear them without discomfort. Made from soft and breathable fabric, they keep you feeling fresh. With a 4cm long inseam, these trunks maintain a classic look, making them a versatile addition to your underwear collection.
Calvin Klein Men's Low Rise Trunks Multipack
The Calvin Klein Trunks offer a comfortable start to your day with their classic design and elasticated waistband. Made from 88% cotton and 12% elastane, these trunks provide the ideal stretchy feel, ensuring you stay comfortable throughout the day. With a multipack of three, you’ll always have fresh options ready to wear, making getting dressed hassle-free. The signature CK waistband adds a touch of style, so you can feel confident in your underwear choice every day.
Calvin Klein Men's Low Rise Trunk 3-Pack
The Calvin Klein Low Rise Trunks offer a comfortable low rise waist, ensuring you can enjoy a secure fit without any discomfort. The signature elastic waistband features the iconic Calvin Klein branding, adding a stylish touch to your everyday wear. Made from soft cotton, these trunks provide a luxurious feel against your skin, while the added stretch ensures you can move freely throughout your day. With classic designs, they are perfect for any occasion, making them a versatile addition to your underwear collection.
Farah Mens Cotton Fitted Trunks Pack of 2
The Farah Fitted Trunks provide exceptional comfort with a tagless care label to eliminate irritation against your skin. The soft brushed waistband gently holds in place, ensuring you feel secure without any discomfort. With a no-fly design, these trunks offer a smooth fit, perfect for everyday wear. The 5cm inseam provides adequate coverage while still allowing for freedom of movement, making them ideal for both lounging and active days.
Calvin Klein Men's Comfortable Trunks Pack
The Calvin Klein Men's Trunks provide a comfortable start to your day with their classic design and elasticated waistband. Made from 95% cotton and 5% elastane, these trunks ensure you feel cool and comfortable throughout the day. Their signature CK waistband adds a stylish touch, making you look good while enjoying everyday wear. With a focus on everyday cotton comfort, these trunks make dressing easy, allowing you to confidently tackle your day without fuss.
Emporio Armani Men's Geometric Print Trunks
The Emporio Armani Trunks are crafted from natural stretch cotton fibre, ensuring comfort and flexibility throughout the day. Featuring new geometric patterns alongside iconic logo designs, these trunks offer a stylish update to your underwear collection. The regular waist design provides a secure fit, making them suitable for everyday wear. Sold in a single pack, you can easily add this versatile piece to your wardrobe without any fuss. Enjoy both comfort and style with these classic trunks.
CLALER Men's 6 Pack Soft Cotton Boxer Shorts
CLALER Men's Boxer Shorts offer exceptional comfort and durability. Made from 95% organic cotton, the fabric is soft and breathable, helping to keep you dry and comfortable throughout the day. The thoughtful design ensures a perfect fit with adequate support, so you can feel confident no matter what you’re doing. Plus, you’ll appreciate the absence of scratchy labels, as they are replaced with printed labels for added comfort. This six-pack provides a versatile selection of colours suitable for any occasion.
INNERSY Men's Cotton Boxer Briefs 4 Pack
The INNERSY Boxer Briefs offer a classic cut made from stretch cotton, ensuring comfort for everyday wear. With a 3D open fly, these briefs provide easy access and extra space, helping to reduce friction and enhance breathability. The stay-put design features an elasticised waistband that keeps the shorts in place without rolling down or digging into the skin. Additionally, the no ride-up legs allow for high mobility, making them suitable for both casual and sports activities.
Calvin Klein Men's Surge Trunk Pack
The Calvin Klein Surge Trunk offers classic designs and everyday style, crafted from soft cotton for a comfortable fit. The fabric has enough stretch, ensuring you can move freely throughout the day without discomfort. Additionally, the low rise waist provides a modern look, perfect for wearing under any outfit. The signature elastic waistband not only enhances the trunk's fit but also adds a touch of sophistication. With these features, you can enjoy both comfort and style effortlessly.
Farah Mens Classic Keyhole Trunks Multipack
The Farah Keyhole Trunks come in a convenient pack of two, ensuring you always have a fresh pair on hand. Featuring a keyhole fly, these trunks provide easy access and comfort when needed. The soft brushed waistband gently holds without digging in, enhancing your overall comfort throughout the day. With a tagless care label, you can enjoy irritation-free wear, making these trunks perfect for everyday use. Plus, their timeless design means you can feel stylish while staying comfortable.
During our classic underwear trunk for men research, we found 306 classic underwear trunk for men products and shortlisted 10 quality products. We collected and analyzed 388,729 customer reviews through our big data system to write the classic underwear trunks for men list. We found that most customers choose classic underwear trunks for men with an average price of £19.77.
The classic underwear trunks for men are available for purchase. We have researched hundreds of brands and picked the top brands of classic underwear trunks for men, including Farah, Calvin Klein, Emporio Armani, CLALER, INNERSY. The seller of top 1 product has received honest feedback from 2,261 consumers with an average rating of 4.8.

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.