Stocking Stuffers for Men He Will Actually Use

The classic stocking stuffer is a gadget or a novelty that is fun on the 25th and forgotten by the 2nd. The ones that last are boring in the best way: things he wears every day and would never buy a good version of himself. Socks and underwear are the obvious answer, as long as they are a real upgrade and not a multipack from the checkout aisle.

Under $25: socks that are not an afterthought

Socks are the cheapest upgrade in a man's wardrobe, and the easiest to get right because sizing is forgiving.

• No-show socks — $17. The OG Silence pair is designed for sneakers and loafers. Most men own no-shows that slip off the heel; a pair that stays put is a genuine improvement.
• Crew socks — $19. The OG Routine is the everyday sock. Pick black or navy and he will wear it with everything.
• High socks — $22. The OG Uniform for men who wear suits or boots and hate a sock that slides down the calf.

One rule: buy the same model in one colour rather than three different ones. Identical pairs never end up orphaned.

Under $50: underwear and basics

• Brief — $35. The OG Control, 95% cotton and 5% elastane, for men who like support.
• Boxer brief — $39. The OG Foundation, the safest choice if you are not sure what he wears.
• Boxer short — $45. The OG Legacy, a looser cut.
• Tank — $45. The OG Discipline, to wear under a shirt or on its own.
• Tee — $49. The OG Standard, an undershirt that does not show through.

Not sure of his size? Check the label on what he already owns before you order. Our guide to buying underwear as a gift walks through it in two minutes.

Combine two and shipping is free

Shipping in the US is free from $79, and import duties are already included in our prices, so there is nothing to pay on delivery. In practice, two stuffers get you there: a boxer brief and a tee, or a brief, a tank and a pair of socks.

If you are filling more than one stocking, or you want the whole set in one go, an underwear box is cheaper per piece than buying singles: the Essentials box puts a top, two bottoms and three pairs of socks together for $129. For a present, our men's underwear gift box arrives in a matte black box, ready to give.

Timing

US orders arrive in about 5 business days from dispatch. For a stocking that needs filling by Christmas Eve, order by December 14.

What to skip

• Novelty prints. Funny on the day, never worn after.
• Mixed colours in one gift. They do not go together, and neither will the socks.
• One single sock pair in a big stocking. Three identical pairs feel deliberate; one feels like filler.