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The Wishlist: Dapper Man’s Holiday Gift Guide

Gifting clothing during the holiday season is without a doubt among the more risky moves you can take. Not only do you have to deal with opaque sizing, but there is the question of style. Will the guy in your life actually want to wear what you get them?

To help you navigate this treacherous gifting territory, we assembled a list of what we think are some of the best gifts for the dapper man. Whether you’re trying to encourage the schlubby guy in your life to dress a little sharper, or you’re hoping to give a great item of clothing to someone you know will enjoy it – we’re positive our rundown will help. Not only have we included a great number of sharp items of clothing like button up shirts, chinos, and jackets – but we grabbed carry items like great briefcases, shoes, and grooming supplies. Take a scroll though and see for yourself what you can get for the dapper man in your family this holiday season.

Wahl Lithium Ion Stainless Steel Trimmer

Great clothes only go so far. Keeping a groomed appearance – whether that means a well-maintained beard, goatee, or clean shaven face – is an essential part of feeling and looking great. The best tool out there for helping you do exactly that? Wahl’s Lithium Ion Stainless Steel Trimmer. This sleek grooming machine comes with four interchangeable heads and a bevy of guide combs for doing everything from maintaining a fade to detailed-trimming. The American-made trimmer boasts 2-times the torque of standard trimmers and a 4-hour runtime for ease of use. And to top it all off? It comes with a 5-year warranty.

Purchase: $70

Grooming Supplies

If you’re going to take the time and money to dress well, why not go the extra mile and take care of your grooming needs? Whether you’re looking for a good pomade, solid cologne, shaving cream, or hydrating body wash – we have four of our favorite picks right here. Take a look and see yourself.

Shave Cream: $16 Byrd Hydrating Bodywash: $20
Purchase: $22 Solid State Solid Cologne: $40

Jason Markk Essential Kit

In much the same way you need to take care of your hair and face – essential items like shoes also have to be tended to. Our favorite tool for doing just that? Jason Markk’s essential kit. The brush, cleaner, and pack of quick whipes make for quick work of keeping your favorite sneakers fresh and new.

Purchase: $18

Life After Denim Long Sleeve Shirt

A sharp long sleeve shirt made right here in the USA from a 100-percent cotton slub jersey fabric. The shirt has a classic look to it thanks to the olive dye, simple construction, and left breast pocket. A solid grab for those hunting for American made men’s basics.

Purchase: $47

Saturdays NYC 1×1 Rib Beanie

A simple, rib-knit beanie made from a cotton and cashmere blend. An ideal pick for the skier, outdoorsman, or cold-weather commuter.

Purchase: $65

Heimplanet Monolith Dopp Kit

This dopp kit from Heimplanet may very well be the best on the market today. Made from a tough TPU coated 840D ballistic nylon it features a water resistant build and a sleek look. The kit expands to three sections for easy access while being used at a hotel or Airbnb, but still manages to fold down to an easy to pack size.

Purchase: $75

Best Made Company Scarf

A simple, red scarf that adds a whole lot of character and warmth to any outfit. Made from a weather resistant merino wool it is ideal for throwing on during snowstorms or during simply cold, dry days.

Purchase: $80

Bonobos Washed Chinos

When it comes to great chinos, few are as good as those made by Bonobos. The brand got their start making better fitting, more stylish pants a decade ago, and now they’ve grown to be a giant in the industry. This particular pair are made from a 100-percent pre-washed cotton twill fabric, features an Italian slide snap closure, and either a tailored, slim, athletic, or straight fit depending on your preference.

Purchase: $88

Bellroy Hide & Seek Wallet

Whether you’re trying to get the guy in your life to give up his velcro wallet, or you are simply in the midst of encouraging him to get ride of the Constanza wallet – Bellroy’s Hide & Seek is a great pick. Made from a high quality vegetable tanned leather it manages to hold just as much as a traditional billfold, but without all the bulk.

Purchase: $90

Inventery Mechanical Pen

Looking for a writing utensil as handsome as your best outfit? Consider this mechanical pen from Inventery. It features a unibody brass construction and a Schmidt P8126 cap-free rollerball for jotting down ideas, plans, and numbers.

Purchase: $90

Taylor Stitch California Shirt in Indigo Pyramid

Button ups don’t have to be boring. This one from Taylor Stitch stands out from the pack with its indigo dyed club cotton fabric and unique printed pattern. It has a slim fit and attractive look that’s great for any office worker’s wardrobe.

Purchase: $125

Todd Snyder + Champion Reverse Weave Sweatshirt

A classic sweatshirt from Todd Snyder and Champion that uses the tried and true pre-WWII reverse weave technique. As a result the sweatshirt features a comfortable brushed fleece feel and tough, long lasting build.

Purchase: $148


No outfit is complete without a great pair of shoes. We included three of our favorites here; PF Flyers’ Suede Rambler, a classic silhouette with a more refined upper, Shoes Like Pottery’s high top in white, a Japanese take on an American classic, and Danner’s Jack II, an office-ready boot made from premium leather.

PF Flyers Suede Rambler: $150 Shoes Like Pottery: $165
Danner Boots Jack II: $200

L’Estrange 24 Trouser

For those looking for a pair of pants with a contemporary look and fit paired with an organic feel, L’estrange London’s 24 Trousers are a worth a second look. Cut from a premium cotton fabric and featuring an elastic waist, they’re ideal for the man who values comfort as much as style.

Purchase: $185

Buck Mason Oil Cloth Bomber

An American classic with a slight twist. This bomber jacket boasts a waxed cotton blend shell, a polyester lining, and a clever pleated back for comfort and maximum range of movement. An attractive, fun grab for guys looking for a lightweight layer for early spring and fall.

Purchase: $225

Miansai NYX Sterling Silver Bracelet

A watch isn’t the only thing guys are allowed to wear around their wrist. This sterling silver bracelet from Miami-based label Miansai boasts a stern, simple look that is ideal for guys who usually turn up their nose at jewelry.

Purchase: $225

Taylor Stitch Telegraph Jacket

For those who are feeling like a new sport coat is in order, this Telegraph Jacket from San Francisco-based Taylor Stitch is well worth consideration. Made from a 10.5-ounce wool, polyamide, silk, and stretch blend – it has a heritage look and a contemporary fit and feel.

Purchase: $278

Moscot Drimmel Square Frame Sunglasses

Made from a lightweight silver toned metal and featuring an acetate trim, these summery sunglasses from the New York City-based brand Moscot are an ideal grab for the guy looking to spend a bit more time in the sun this coming year.

Purchase: $310

Filson Original Briefcase

This handsome American-made briefcase from Filson is constructed from a rugged 22-ounce cotton twill, adorned with saddle-quality bridle leather, and set with custom YKK zippers. For extra security the briefcase has a storm flap, 2 internal dividers, 2 interior utility pockets, and 4 stow pockets. An altogether great pick for the weekday warrior.

Purchase: $325

Mission Workshop Bridgeman Pea Coat

Tired of technical wear but don’t want to give up the benefits they provide? Consider this peacoat from San Francisco-based brand Mission Workshop. Made from a special Swiss-made 4-way stretch and water resistant fabric it has modern capabilities that don’t cut into it’s classic look.

Purchase: $650

Weiss American Issue Field Watch

Handmade is a bit of an overused term at this point, but it is hard to write about this watch without emphasizing the fact that it is assembled in a process that takes over 35 hours. Every detail on this watch, from the Horween leather strap, to the dark-green dial, and 1003 mechanical movement, is obsessed over and refined to a T. A memorable gift for the watch lover.

Purchase: $1,995

50 Best Men's Wardrobe Essentials

Looking for more great style picks? We rounded up a comprehensive list here in our rundown of the best men’s wardrobe essentials.