Your choice of underwear is very personal. Seeing as you wear your underwear close to your skin, covering up an area that can be very sensitive, comfort is definitely a factor that needs to be taken into consideration. In this post, we’re going to recommend five of the most comfortable underwear options for men out there. Whether you are a boxer or a briefs man, there’s sure to be a pair here that suits you.

Boxers vs. briefs: Pros and Cons

Before we talk about the most comfortable underwear for men, let’s look at the popular underwear styles: boxers and briefs. When trying to decide between boxers vs. briefs, if comfort is your major concern, common sense would say boxers.

Boxers are practically designed for comfort, being loose-fitting. Many people would indeed agree that boxers are the most comfortable underwear. However, there are sometimes when briefs might be the better choice. Briefs are designed to give you support and, if you are going to be very active within the day, you might find briefs the more comfortable underwear choice. Also, for certain styles, the tighter fit of briefs might be more comfortable as it will prevent the bunching of the fabric.

5 Most Comfortable Underwear To Try

Gap Basic Briefs

Gap is a brand known for providing good basics and their basic briefs as a good pick if you are looking for functional and comfortable underwear. They are made from a mix of cotton and spandex, which gives them the form-fitting support that many brief aficionados state as important, but are also soft, breathable, and flexible for maximum comfort.

Polo Ralph Lauren 3-Pack Cotton Boxers

The loose fit of these boxers isn’t the only reason they are on this list of most comfortable underwear, the material was also chosen to ensure maximum comfort. They are made of a jersey-knit cotton with an elastic waistband for a secure but comfortably loose fit. These boxers are a little long in the thigh, providing you with some extra coverage. There is also a fully functional button fly.

Los Angeles Apparel Men’s Baby Rib Briefs

These comfortable briefs are made from 100% combed cotton. They provide the support you want with a comfort level that not many other briefs can give. If you're looking to add some fun to your wardrobe, these are good briefs to buy as they come in a lot of attractive and bright colors, aside from your basic white or black.

Hanes Tartan Boxers

If you are looking for comfortable underwear for men, Hanes is definitely a brand you should go to. Their boxers are made of thin but sturdy material that is breathable and comfortable. They have a nice "roomy" cut for maximum comfort and a "Comfort Flex" waistband designed for easy movement. They come in a variety of colors and patterns, including some fun and fashionable tartans.

Calvin Klein Reconsidered Comfort Brief

If sustainability is something you strive for, you should consider this comfortable underwear. Not only are they comfortable and sturdy, but they are also made of soft Refibra jersey. Refibra jersey is a biodegradable cloth material made of recycled cotton and wood fibers.