
It’s no secret that men have a high standard for their style and appearance, so holiday shopping for the dapper guy this season might seem a little more daunting than usual. The truth is, most guys are very particular when it comes to the products and brands that they’re loyal to, and there are a million reasons why they chose these companies in the first place — whether it be image, industry, or mission statement. Of course, there’s always the possibility that they just fell in line with the brand. But when we’re talking about a true dapper man, that’s usually never the case.
There are a million different avenues that guys take when they’re looking for the best brands to represent, and sometimes, finding the perfect gift may not be immediately apparent. That’s where we come in — we see some of the coolest and most unique gear on a daily basis, and we fancy ourselves as a moderately stylish bunch, so we’ve compiled a badass list of the most interesting gifts, stocking stuffers, and other mention-able items for the dapper man this holiday season. So sit down, relax, and let us stoke the fire that’ll leave any stylish guy in a state of superb thankfulness.
The Very Warm Crosby Jacket
The Crosby Jacket from The Very Warm is a must-have in any guy’s repertoire, with dual insulated Italian wool and premium down fill, a classy set of colorways, and a cozy gloss nylon puffer insert. It features tasteful nickel hardware for enhanced durability, storm knit cuffs, and creative lining featuring art from pop extraordinaire Gil Goren. This jacket is perfect for any fashion-forward guy — what’s better, a portion of the proceeds go to all the artists involved.
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Kicking Horse Coffee Grizzly Claw Roast
Grizzly Claw is certified organic dark roast coffee that’s sure to supply the perfect mid-morning pick-me-up complete with cacao, brown sugar, and roasted hazelnut. Don’t be surprised if you end up brewing it for the aroma alone.
Book Of The Month Subscription
For a little under $10 per month, give the gift of knowledge with a subscription to a book club that offers five top rated reads every 30 days, and allows you to pick your poison. Being well read is an unmistakable sign of true manliness.
W&P Carry On Cocktail Kit
We’re going with the Moscow Mule here (although the Old Fashioned was a close second), because taking a cocktail kit with you wherever you go is just too good to be true. Enjoy Responsibly.
Original Man: The Tautz Compendium of Less Ordinary Gentlemen
The book that will inspire almost anyone to lead a less ordinary life, featuring showcases on 80 different iconic, influential, and extraordinary men throughout history. End each day with a little bit of inspiration from Iggy Pop, Andy Warhol, Freddie Mercury, and a slew of other authoritative gentlemen.
Buck Mason Army Vintage Thermal Tee
The super soft double knit from Buck Mason ensures continuous warmth when outdoors, in the workplace, or lounging at home. This is a perfectly innovative, stylish twist on a military classic.
Heimplanet Monolith Dopp Kit
The Monolith is a rugged, super durable Dopp that will stand the test of time, whether you use it to carry around your essential gear, toiletries, or style accessories. The Heimplanet kit is made with ballistic nylon that’s sure to protect your stuff and help you look good all day long.
Todd Snyder Sheperd Of Sweden Jon Slipper
Bathe your feet in the finest sheepskin on the market with these Swedish slippers — perfect for a relaxing afternoon after a hard day at the office. If the stylish silhouette doesn’t sell you, then the 100% wool blend construction will.
Craighill Nocturn Catch Valet Tray
The Nocturn Catch Valet Tray by Craighill is the ultimate minimalist tray for all your wares. Throw your keys, wallet, EDC, or any other item on this bad boy and keep your most important peripherals in check.
Mission Liquor Elijah Craig Bourbon
This small batch Elijah Craig Bourbon is sure to set the tone for the holidays — perfect for family get-togethers or a classic nightcap. The spirit was created by Master Distillers in Kentucky and features a 130-proof whiskey that’s sure to impress.
Rag & Bone Ace Fingerless Gloves
Rag & Bone combines the classic style of fingerless gloves with an ultra-comfortable cashmere knit. These are the perfect accessory for any stylish guy who loves to pair items with his winter outfit.
Timex Allied Stainless Steel Watch
This stainless steel military-inspired watch is the perfect accessory for everyday wear. It’s water resistant to 50 meters and sports an INDIGLO light up dial for ultimate legibility in dark conditions. The Allied is a classic silhouette that never goes out of style.
Inventery Modular Pocket Fountain Pen
Don’t be caught without a writing utensil this holiday season — the Inventery Modular Pocket Fountain is a perfect quill-tip that’s sure to tackle any writing situation with ease. Classy gentleman only.
Shinola Premium Leather Passport Holder
Shinola knows what it takes to provide great quality products, and if you’re a traveler, they have you covered with this rugged passport holder crafted from signature leather. The holder doubles as a wallet, with five separate card holders and a full-size passport sleeve that are sure to keep your valuables safe while you satiate your wanderlust.
Aesop Dapper Gentleman Grooming Kit
The kit includes cleanser, hydrating cream, shaving serum, spray-on moisturizer, and lip cream in a complete package from one of the most refined brands around. You’ll never have to worry about nourishment again — great hygiene is always in style.
Ray Ban Round Classic Glasses
John Lennon helped to define this classic look but that doesn’t mean you can’t make it your own. One of the most iconic brands, providing you with one of the most iconic looks — every fashionable guy should own a pair.
Thursday Boots The Captain
The Captain offers affordable style from one of the most aesthetically pleasing boot companies around. Made with hand-finished full-grain leather and a comfortable glove leather lining, these boots are sure to impress and pair well with any outfit. And they come in a Brandy colorway — sign us up.
Taylor Stitch Hardtack Sweater
Featuring real sheepskin elbow patches, classic ribbing, and a super soft jersey stitch construction, the Hardtack is a heritage must-have for any sweater aficionado. This cashmere sweater with Donegal flecks is sure to add amazing depth and texture to any ensemble.
Common Projects Original Achilles Sneakers
These shoes are manufactured in a legitimate Italian workshop and feature a sleek grey silhouette with leather uppers, linings, and color matched rubber outsoles. The minimal exterior design ensures that they’ll pair with a variety of outfits and they’ll never go out of style.
Pro-Ject Debut Recordmaster Turntable
Every guy has to have a favorite record, and the Pro-Ject Debut Recordmaster is a perfect addition to any music lover’s home entertainment collection. It’s got a built-in Phono preamp, USB, and three-speed playback capability — perfect for the guy who can appreciate some well-designed nostalgia.
Killspencer Briefcase 2.0
This has to be the perfect briefcase for any guy who wants to assert his dominance in the world of full grain leather. The bag features premium leather, Swiss-made Riri zipper in a silver antique finish, patented Cobra buckles, and a variety of internal sleeves to keep your peripherals safe. Pair that with a removable and adjustable bull hide leather shoulder strap and you’ve got the perfect gift for the fashion-minded gentleman.
50 Best Men's Wardrobe Essentials

Now that you’ve got a solid grasp on some of the best gifts for the dapper man, why don’t you head over to our comprehensive guide on the 50 best men’s wardrobe essentials.