The best underwear gift for a man is a well-fitting, comfortable pair in a style he would not buy for himself, chosen in his usual size and a colour he already wears. Whether you are shopping for a partner, a friend or yourself, this guide shows which cut suits which person, how to get the size right and how to wrap it up without any awkwardness.
Start with the person, not the product
Underwear is personal, so the safest route is to think about how he lives before you think about fabric or colour. A few quick questions narrow things down fast:
- What does he wear now? Boxer briefs, trunks or briefs? Stay in the same family for a first gift, then move one step bolder.
- How active is he? Gym regulars and runners benefit from a supportive pouch and breathable fabric.
- How adventurous is he? Someone who already owns a few colours can take a mesh or low-rise pair; someone who lives in black and grey may prefer a classic cotton brief.
- Is it a surprise? If you cannot check labels, pick a style with a forgiving stretch fabric and size by his waist, not by guesswork.
Gift ideas by personality
The everyday classic
For a man who wants reliable comfort, cotton is the easy win. Our cotton briefs use 95% cotton and 5% spandex, with a contoured pouch, a sturdy elastic waistband and a tagless design that is gentle on the skin. They come in a range of classic colours, so there is something for every wardrobe.
The gym and sports fan
If he trains regularly, a jockstrap is a gift he will actually use. The Classic Jockstrap has a wide elastic waistband that stays in place and a breathable knit pouch with a roomy, supportive fit, in 11 colours from black to rainbow. For a more relaxed training outfit, the cotton running shorts add three zip pockets and a 5-inch length. If he is unsure about the style, our guide to choosing a jockstrap helps.
The confident dresser
For the man who likes a sharper silhouette, low rise briefs with a high leg cut and a supportive pouch make a stylish gift. They come in five colours and sizes S to XXL.
The comfort seeker
Ice silk trunks use a soft modal fabric that dries fast and wicks moisture away, with a low-rise cut, flat seams and a 3D contour pouch. They are available in eight colours. Note that they run small, so choose one size up if in doubt.
Quick comparison: which gift suits whom?
| Style | Best for | Feel |
|---|---|---|
| Cotton briefs | Everyday wear, first-time gift | Soft, classic |
| Mesh boxer briefs | Warm days, travel, adventurous dressers | Airy, stretchy |
| Jockstrap | Gym, sport, confident style | Supportive, minimal |
| Low rise briefs | Fitted trousers, a bolder look | Sleek, fitted |
| Ice silk trunks | Comfort lovers | Silky, cool |
Getting the size right
Size is the biggest risk with an underwear gift. Use his waist measurement, not his trouser label, and check the size chart on the product page. Our full underwear size guide explains how to measure. If he sits between sizes, most of our styles are better one size up, and ice silk trunks in particular run small. Unworn items in their original sealed packaging can be exchanged within 14 days, which takes the pressure off a surprise.
Choosing colours and fabrics
- Safe: black, grey, navy and white work with everything and hide nothing from the wash.
- Fun: reds, greens and blues add personality without being loud.
- Bold: pink, orange, yellow, rainbow and stripes suit someone who already dresses with colour.
Not sure about fabric? Our comparison of mesh, cotton and modal breaks down how each one feels and wears. A pair or two is usually a better gift than a huge stack, so he can try the style first.
Giving it well
- Pair underwear with something he already enjoys, such as a new tank top or a pair of shorts.
- Add a short, warm note rather than a joke he might not enjoy in front of others.
- Remind him that wash care matters: our washing guide helps pairs last longer.
Shop this guide
Frequently asked questions
Is underwear a good gift for a man?
Yes, when it is the right size and style. It is practical, personal and usually something he will use daily. Stay close to his current style if you are unsure.
What size should I choose if I do not know his size?
Look at a pair he already owns or estimate his waist measurement, then use the size chart. When between sizes, go one size up and remember that he can exchange unworn items within 14 days.
What is the safest first underwear gift?
Cotton briefs or mesh boxer briefs in black, grey or navy. Both are comfortable, familiar and easy to wear.
Can I gift underwear to a friend?
For friends or family, practical styles like cotton briefs, boxer briefs or running shorts keep it comfortable for everyone. Save bolder cuts for a partner who will appreciate them.
Find the right gift
Browse our best sellers for proven favourites or the latest styles in new arrivals. You can also explore jockstraps and cotton underwear for a gift that fits his routine. Every order ships in discreet packaging.
