He’s Still Wearing the Ones From 2019

A short, honest guide to restocking his underwear drawer — without asking him a single question about it.

There is a specific pair in every man’s drawer. The waistband has given up. There’s a hole somewhere nobody talks about. He has had them since a former apartment, possibly a former job.

And he will not replace them. Not out of stubbornness — it simply never reaches the top of the list. Underwear is the thing you notice at 6:40 in the morning and forget by 6:45.

So it usually falls to someone else. If that someone is you, here’s what’s actually worth knowing, in about four minutes.

Jockey’s print brief — one of the styles worth knowing about before you buy.

01Buy the fit he already wears

This is the whole game. The single fastest way for a gift to end up unworn is switching him from briefs to boxer briefs, or the reverse, because you thought he’d like it better.

Go look. Whatever is in the drawer in the largest quantity is what he actually reaches for. Match it. You can experiment with color, pattern and fabric all you want — fit is the one variable to leave alone.

02Fabric matters more than he’d admit

Cotton is the default and it’s fine. But if he’s the kind of person who gets up early to run, lifts after work, or spends the day on his feet, cotton holds moisture in exactly the way you’d expect.

Performance fabrics solve that, and they’re not just for the gym. Most men who switch for workouts end up wearing them on regular days too, because the difference on a long, warm day is obvious.

Worth a look

Jockey Performance Print Brief

• Supportive U-pouch — gently holds and supports without the squeeze.
• Staycool+® technology — wicks sweat to help keep him cool and dry.
• Quick-dry mesh — enhances airflow to help keep things fresh.
• Made, in part, with recycled polyester that feels ultra smooth.
• Ideal for light-to-moderate jogging and training.

See the print briefs →

03Pattern is the safest way to make it a gift

Here’s the problem with buying someone practical things: a six-pack of plain white briefs is useful, but it doesn’t feel like a present. It feels like inventory management.

A print solves that without any risk. Nobody sees it but him. He doesn’t have to have an opinion about it in public. And it’s the one category where he’ll never buy something interesting for himself, which is exactly what makes it a good gift rather than a chore.

The best gifts in this category are things he’d use every week and would never think to buy.

04Buy more than you think

If you’re going to the trouble, don’t buy two. Men’s underwear gets replaced in waves — the drawer goes from tired to fine all at once, or not at all.

Multipacks exist for this reason, and this is the moment where the math starts to matter. Which brings us to the practical part.

05Time it to a sale, because the cart is where it pays off

Underwear is one of the few things where buying in volume is genuinely the right call, so a cart-wide discount is worth more here than a single-item markdown.

Jockey's own sale is 20% off, but with our code JOCKEYSALE you get 30% off the entire cart — not one style, everything you add — plus free shipping. On a $60 cart that’s $18 back, which is roughly the cost of the pair you were going to skip.