Clothing and Accessories Gifts If You’ve Been Itching to Replace His Wardrobe

If he’s someone who lives in a constant rotation of crewnecks and basic T-shirts, this polo introduces a slightly more elevated version of his favorite tee. It’s easy to throw on, comfortable for long wear, appropriate for date night — and won’t end up abandoned at the back of his closet. It won’t be a shock to his style system.

Allbirds are beloved for their walk-on-a-cloud-like sneakers, and these Couriers are no exception. With a cushioned insole and slight bounce in every step, they’re crafted with 100% cotton and can be tossed in the wash whenever they need a reset. With no flashy logo, they can work in professional settings or when he’s out and about on weekends. Think of them as a more mature sneaker, which he probably needs.

These are considered classics for a reason (and are very on-trend right now). They have a timeless silhouette that pairs with nearly everything in his closet. They come in about 100 colors (slight exaggeration) and provide that much-needed cool streetwear look you’ve been trying to help him recreate. While he won’t wear these for hikes or long walks, he will wear them out to dinner with friends.

If he claims to be allergic to peacocks or trenches, and insists on dressing on the sportier side, turn to Nike. The Club jacket is constructed from a quilted, woven fabric that has a smooth interior but textured exterior. It'll provide the warmth he's looking for, but with more subtle branding. We'd argue he could wear this to a date night, too.

Buy these for him with the full intention of stealing them for yourself later. Made with ultra-soft, micro-brushed French terry, they feel like pajamas but look presentable enough to leave the house in. Perfect for lazy Sundays and coffee runs.

If his top drawer is overflowing with older crewnecks that are hole-ridden or permanently stained, it’s time for an upgrade. Mack Weldon’s Ace crewneck is made with Supima cotton for softness and anti-odor technology for, well, life. Also available in multiple colors, get him a few if you’re tired of seeing logos or sports emblems on everything he wears. A staple that keeps him looking sharp while still feeling like his old favorite.

Date night, meet date shirt. This linen button-up is breezy, timeless, and looks as good with his favorite jeans (hopefully dark wash) as it does with his only pair of dress pants. It’s casual enough for happy hour, but polished enough to hold its own at summer weddings (remember to double-check that dress code). In short: This shirt can do it all.

We’ve all been there: tossing a sweater into the wash only for it to shrink two sizes. This rib-knit option from Uniqlo is built to survive the laundry cycle, all while looking elevated and polished. It’s a reliable base layer that can pair with jeans for work or trousers for interviews. Extra points if he styles a button-down underneath.

For the days when the weather can’t make up its mind — rain, sleet, or snow — this Uniqlo parka has him covered. Water-repellent and windproof, with a drawstring hem to tailor the fit and oversized pockets to stash everything he needs. A piece that’s as practical as it is weather-ready.

These J.Crew cotton-linen pants are tapered at the ankle with a stretchy waistband that stays put, no tugging required. They’re breezy, comfortable, and just polished enough to pass as dress pants in a pinch. In other words: the kind of pants he’ll wear on repeat.

This one is giving golf vibes, but in a good way. With its Johnny collar and linen-cotton blend, it works whether he’s hitting the course or hosting a cookout. It’s also the cooler older brother of traditional polos if you’re heading out to dinner solo or with friends.

An accessory we’d happily steal for ourselves, this Kinn Studio rope bracelet is crafted from 14k gold and is subtle enough for everyday wear. It’s understated but still a piece of jewelry that can draw the eye and elevate an outfit — the kind of piece that layers easily with a watch. If he’s been trying to mature his accessory game, this is a great place to start.

Vuori’s Sunday Performance joggers check every single box: four-way stretch, a tapered leg, a zip pocket for the essentials, and a soft knit that works on or off the trail. Comfortable enough for lounging, technical enough for workouts, these are the definition of all-day pants. PS: These have been bestsellers for a while. Skimm’rs love buying these pants for their partners and male family members.

When the invite says “no jeans,” these pants are the answer. Abercrombie’s athletic-fit suit pants are tailored but not stuffy, made with just enough stretch to keep him comfortable through the ceremony, reception, and whatever comes after. While yes, we recommend them for formal events, we’d also recommend them paired with a sweater or clean crewneck shirt for date night.

Crazy that Carhartt went from a strictly work-focused brand to something way trendier for those guys very into the streetwear look. While this beanie isn’t the most original pick, it’s a solid option for winter days when he needs an added layer but still wants his outfit to be stylish.

Not all sweatshirts are created equal. This one from Finisterre (a brand we’ve tried and adore) is built with heavy organic cotton that holds up wear after wear, softening over time instead of falling apart. No shrinking surprises, no sad sleeves, just a staple that gets better with each wear.

Crafted from wool and recycled polyamide, this sweater provides rugged warmth with a raised neck for extra insulation. Perfect for early mornings on the water or beachside lounging with the sound of waves in the background. If “off-duty sailor” were a dress code, this would be it.

If you’re trying to steer him toward accessories and clothing that don’t just rep his favorite sports team, this corduroy baseball cap from Wesley is the ticket. Comfortable, stylish, and easy to wear without having a distracting logo.

Crewnecks may be their uniform, but this one brings something new to the rotation. It adds just the right amount of style with its subtle graphic design, while staying as wearable and easy to pair as their plain staples.