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Underwear for Men

54 Items

What makes Tom Tailor's underwear for men special?

Tom Tailor underwear is made for everyday life: uncomplicated, comfortable and fairly priced. We focus on fits you actually need – from classic boxer shorts to briefs. As part of our basics for men, it's the foundation of every outfit.

Which underwear works best for men day to day?

What matters most is that your underwear suits your daily routine: breathable cotton works well on warm days, while stretchy blends such as modal or polyester add extra freedom of movement. Boxer shorts allow more room to move, while briefs sit closer to the body. In the end, what counts is that you feel comfortable.

Boxer shorts or briefs – which suit you?

Boxer shorts are the most versatile choice: relaxed fit, in short or mid-thigh length, usually in understated colours like black or grey, and often with a practical pouch for extra support. Briefs sit closer to the body and work well under fitted clothing. Seamless styles are part of the range too – they sit smoothly under tight trousers.

Which underwear is the most comfortable?

The most comfortable styles have a stretchy, wide waistband and soft fabric that doesn't dig in. A relaxed fit with no seams in sensitive areas adds extra comfort too – an important detail, especially with boxer shorts. The best way to know how comfortable a style really is, is to try it on.

Why is a multipack worth it?

A multipack pays off twice over: you save compared to buying individually, and you always have enough fresh underwear on hand. This is especially useful for basics like boxer shorts or briefs, since you wear them the most. A well-stocked drawer also comes in handy alongside our loungewear for men.