For many men, underpants are probably one of those things that would comfortably sit on top of the list of ‘least fun things to buy’. Even the most seasoned shopper occasionally stands guilty of investing little to no thought when purchasing these highly undervalued staple items. However, the right underwear can often mean the difference between a delightful or disastrous day (or date). To ensure your best bits always have the finest fit, we have compiled a list of the best men’s underwear brands.

1. Calvin Klein

When Calvin Klein first introduced its underwear range, it revolutionized the way men buy their intimates. Launched in the early eighties and famously worn by Marky Mark, the sleek lines of these undies went viral. Since then, the brand’s iconic status has not subsided. Thanks to its signature cutting-edge design, exceptional fit and quality fabrics, CK remains one of the most sought-after men’s underwear brands on the market.

2. Emporio Armani

Underwear by Emporio Armani has long been synonymous with luxury and sex-appeal. Endorsed by the likes of David Beckham and Christiano Ronaldo, Armani’s high-end designs are made of soft fabrics such as cotton, microfibre, Pima cotton or modal. While they do stock a more classic, monochromatic line of briefs, boxers, thongs and trunks, the brand is also known for its unapologetically colourful seasonal prints.

3. Hugo Boss

German luxury label Hugo Boss stocks a range of high-end briefs, boxer briefs, and trunks. Made from a quality cotton-elastane mix, the brand’s underwear will provide you with a comfortable fit and gentle lift where needed while also offering a sleek and sophisticated look.

4. Diesel

Diesel’s often colorful designs are made from a stretch-jersey fabric for a smooth finish and breathability. This brand carries fun and youthful edge throughout their line that is sure to pick up your mood on a rainy day – even if you’re the only one who knows you’re wearing them. They also have a knack for experimenting with different textures and materials, like sewn-on patches and even metal studs.

5. Polo Ralph Lauren

Over 40 years in business, the brand name Ralph Lauren has become synonymous with timeless, high-end designs. Their underwear range features a selection of classic low- and mid-rise briefs, boxer briefs, and trunks with a logo waistband. All styles come in your usual black, white in grey in addition to the Polo Ralph Lauren signature red and navy blue.

6. Derek Rose

UK-based label Derek Rose is one to be reserved for those special nights to remember. The label utilizes only the finest cashmere, wool, silks and cotton with all fabrics produced in-house. As far as luxurious men’s underwear goes, this is probably it. If you’re thinking about treating yourself or your significant other, Derek Rose is an excellent option.

7. Dolce & Gabbana

Dolce & Gabbana’s range is defined by well-made streamline bottoms in your basic black, white and grey. The Italian luxury brand offers a small line of briefs and boxer briefs made from high-quality cotton. The signature logo waistband prevents your underwear from breaking out of place while the fitted design and short leg promotes freedom of movement.

8. Ermenegildo Zegna

Established in 1910, Ermenegildo Zegna was in many ways ahead of his zeitgeist. With a mission in mind to innovate textiles and production processes, he sought to source only the best quality natural fibers from his Italian homeland. Today, the brand offers the full range of boxers, briefs, and trunks for men made from those locally produced textiles.

9. Hanro

Over a century of experience combined with a keen eye for technical innovation has made Hanro one of the world’s market leaders in the undergarment category. The Swiss natives produce a luxury product that merges premium natural fabrics with their patented knitting technique and passion for detail. The brand’s philosophy prides itself on ‘understated luxury’, which they also describe as “less but only the best”.

10. Bonds

As one of Australia’s most iconic fashion brands, Bonds produces some of the most recognizable undies in the country. Their classic yet colorful styles and fun prints remain all-time favorites amongst men of all ages. Recently, Bonds has revamped its material blends, resulting in a much softer feel and nicer fit on your skin. As far as budget lines go, this Aussie classic will get you some bang for your buck without compromising comfort.

11. Hanes

Hanes is a US-based brand specializing not only in clothing but also in your everyday staple underwear. The brand prides itself on providing comfort, value, and innovation. As a company with a focus on catering to the whole family, Hanes has made it their business to offer comfortable basics that don’t break the bank.

12. Uniqlo

By introducing their underwear line AIRism, Uniqlo has earned the endorsement of world-class athletes, such as Novak Djokovic. Their advanced fibre technology absorbs moisture and releases it quickly, which keeps its wearer comfortable and cool. The AIRism range promises unlimited comfort in any season, for anyone, anywhere.

13. American Eagle

American Eagle provides another great alternative if you’re after something fun and comfortable at a lower price point. Known for eccentric prints, their men’s underwear line offers a good amount of support without being too tight. American Eagle stocks a range of fabric blends, such as jersey, poly and cotton made to support movement while either warming or cooling your lower body region.

14. Exofficio

Exofficio has made it their task to provide men with performance underwear that supports the needs of the active adventurer. These lightweight briefs and boxers will keep you fresh and cool during your outdoor adventures. But that’s not the best part; they additionally feature a UV protection and insect repellant to boost comfort and mobility during outdoor activities.

15. Duluth Trading

The folk at Duluth have made it their mission to provide maximum comfort for the working man by developing a stretchy yet supportive set that will keep you comfy and dry. Or how they like to put it: “No sweat, no stink. No pinch!”