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The Classic Gentlemen

While some men cycle through the latest trends, others remain committed to the hallmarks of traditional sophistication. For the Classic Guy, we suggest gifts with long-term investment value.

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Gifts Under $100
Gifts Under $250
Gifts Under $500

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Dress Shirts
Ties, Pocket Squares & Formal
Belts
Stationery
Watches
+1 More
690 items

Maurizio Baldassari

Checkered Cotton-Linen Sport Shirt

$196.99$395Save 50%

Zegna

Triple Stitch Suede Pin-Buckle Belt

$401.99$670Save 40%

Tateossian

Giza Beaded Snowflake Obsidian Bracelet

$250

Montblanc

John F. Kennedy Special Edition Ballpoint

$1250

Zimmerli

700 Pureness Modal Blend T-Shirt

$180

Montblanc

Meisterstück Gold-Coated 149 Fountain Pen

$1310

Montblanc

Meisterstück Platinum-Coated Classique Rollerball Pen

$675

Creed

Himalaya Eau De Parfum 100ml

$597

TOM FORD

Private Blend F*cking Fabulous Eau De Parfum Set

$515

TOM FORD

Lost Cherry Eau De Parfum Set

$480

Pure Badger Collection

Shaving Brush Stand

$14

Wolf 1834

Cub Single Watch Winder

$520

TOM FORD

Ombre Leather Eau De Parfum Matte Set

$290

Montblanc

Meisterstück Platinum-Coated Classique Fountain Pen

$890

L'Objet

Gold Dominoes Set

$219.99$725Save 70%

Eton

Martini Signature Poplin Dress Shirt

$220.99$295Save 25%

Canali

Jersey Cotton Sport Shirt

$295.99$395Save 25%

Zegna

Signature Triple Stitch Leather Belt

$468.99$670Save 30%

Eton

Elevated Collection Pique Dress Shirt

$295.99$395Save 25%

L'Objet

Large Swan Bowl Black

$916.99$1310Save 30%

Berluti

Classic Scritto Leather 35 mm Belt

$1050

Emanuel Berg

Checkered Modern 4-Flex Stretch Knit Shirt

$222.99$298Save 25%

Eton

Contemporary Fit Paisley Shirt

$261.99$350Save 25%

Buck Naked Soap

Bergamot + Black Pepper Beard Balm

$23

Giorgio Armani

Lyocell-Silk Sport Shirt

$1695

Tom Dixon

Large Fire Scented Candle

$365

Canali

Neat Pattern Dress Shirt

$242.99$325Save 25%

Maurizio Baldassari

Garment Dyed Stretch Cotton-Silk Chinos

$411.99$550Save 25%

Tom Dixon

Puck Decanter

$167.99$225Save 25%

Emanuel Berg

Byron Etched Circle Stretch-Cotton Shirt

$98.99$248Save 60%

Montblanc

The Origin Collection Meisterstück Cufflinks

$380

Montblanc

Meisterstück Resin Classique Around the World in 80 Days Rollerball Pen

$905

Wolf 1834

Roadster Pebbled Vegan Leather Triple Watch Roll

$370

Ralph Lauren Purple Label

Slim-Fit Plaid Cashmere Overshirt

$2495

Floris London

Honey Oud Eau De Parfum 100ml

$374

Kilian

Rolling In Love Eau De Parfum 50ml

$385

Montblanc

Meisterstück Resin Around the World in 80 Days LeGrand Rollerball Pen

$985

Emanuel Berg

Check Twill Luxury Sport Shirt

$207.99$278Save 25%

100 Hands

Gold Line Dress Shirt

$416.99$695Save 40%

Giorgio Armani

Textured Belt

$875

L'Objet

Chess Set

$1985.99$3310Save 40%

Giorgio Armani

Reed-print Calfskin Logo Card Holder

$350

Montblanc

Reversible Horseshoe Buckle Leather Belt

$680

Berluti

Un Jour Leather Scritto Briefcase

$5050

Montblanc

Reversible Extreme 3.0 M Buckle Leather Belt

$580

Emanuel Berg

Modern-Fit Circle Stretch-Cotton Poplin Dress Shirt

$207.99$278Save 25%

Berluti

Scritto Leather 3 Watch Case

$2570

TOM FORD

Bitter Peach Candle

$180

Tateossian

'T' Engraved Personal Letter Cufflink

$190

Kiton

Suede Pin-Buckle Belt

$1075

Tateossian

Sodalite Stone Cufflinks

$506.99$725Save 30%

TOM FORD

Tuscan Leather Eau De Parfum 250ml

$1085

Ferragamo

Textured Leather Briefcase

$2680

Ferragamo

Gancio Monogram Embossed Calfskin Leather Briefcase

$2680

Montblanc

Horseshoe Buckle Leather Belt

$590

Zegna

Deerskin Leather Card Case

$440

100 Hands

Gold Line Checked Dress Shirt

$486.99$650Save 25%

Wolf 1834

Cub Single Watch Winder

$520

Kilian

Vodka On The Rocks Eau De Parfum 50ml

$385

Giorgio Armani

Textured Belt

$875

100 Hands

Gold Line Bengal Stripe Dress Shirt

$486.99$650Save 25%

To Boot New York

Burnished Leather Wingtip Oxfords

$329.99$550Save 40%

Creed

Erolfa Eau De Parfum 50ml

$438

Zegna

Checkered Centoquaranta Twill Sport Shirt

$404.99$675Save 40%

Brunello Cucinelli

Fine Twill Cotton Sport Shirt

$521.99$870Save 40%

Zegna

Pure Linen Sport Shirt

$404.99$675Save 40%

Canali

Textured Linen Sport Shirt

$295.99$395Save 25%

Zegna

Checkered Centoquaranta Twill Sport Shirt

$404.99$675Save 40%

Canali

Slim-Fit Geometric Pattern Dress Shirt

$209.99$350Save 40%

Zegna

Cotton-Linen Summer Chinos

$503.99$840Save 40%

Brunello Cucinelli

Mélange Easy Fit Sport Shirt

$536.99$895Save 40%

Zegna

Micro Geometric Pure Cotton Sport Shirt

$512.99$855Save 40%

Canali

Slim-Fit Gingham Dress Shirt

$236.99$395Save 40%

Bugatchi

Cable Stitch Merino Wool-Blend Turtleneck

$298

Tiger of Sweden

Farrell Slim-Fit Stretch-Cotton Dress Shirt

$169

Brunello Cucinelli

Cashmere Crewneck Sweater

$1395

Brunello Cucinelli

Western Cotton Leisure Fit Overshirt

$827.99$1380Save 40%

Brunello Cucinelli

Western Cotton Leisure Fit Overshirt

$827.99$1380Save 40%

Brunello Cucinelli

Short-Sleeve Easy-Fit Linen Camp Shirt

$536.99$895Save 40%

Canali

Mini Check Dress Shirt

$295.99$395Save 25%

Brunello Cucinelli

Textured Linen Shorts

$775

Zegna

Premium Cotton Utility Overshirt

$746.99$1245Save 40%

Eton

Contemporary Fit Floral Print Shirt

$220.99$295Save 25%

Zegna

Premium Cotton Utility Overshirt

$746.99$1245Save 40%

Emanuel Berg

Contrast Collar Modern 4-Flex Stretch Knit Shirt

$222.99$298Save 25%

Canali

Slim-Fit Neat Dress Shirt

$317.99$425Save 25%

Canali

Micro Pattern Dress Shirt

$261.99$350Save 25%

Maurizio Baldassari

Textured Jersey Cotton Sport Shirt

$211.99$425Save 50%

Canali

Floral Pattern Cotton Sport Shirt

$261.99$350Save 25%

TOM FORD

2-pack Stretch-Cotton Boxer Briefs

$135

Prada

Plaque Logo Grained Leather Loafers

$1250

Canali

Mini Windowpane Dress Shirt

$295.99$395Save 25%

Ralph Lauren Purple Label

Keaton Chambray Linen Sport Shirt

$371.99$620Save 40%

Brunello Cucinelli

Herringbone Textured Bermuda Shorts

$1550

Brunello Cucinelli

Garment-Dyed Western Denim Shirt

$716.99$1195Save 40%

Canali

Multi-Check Dress Shirt

$295.99$395Save 25%

Canali

Regular-Fit Gingham Dress Shirt

$295.99$395Save 25%

Canali

Geometric Cotton Sport Shirt

$261.99$350Save 25%

Ralph Lauren Purple Label

Clifton Suede Trucker Jacket

$3750

Brioni

Leisure Cotton Sport Shirt

$745.99$995Save 25%
Fashions are ephemeral, however, not every man subscribes to the idea of a complete wardrobe reinvention every year. For these Timeless Gentlemen, we suggest investment pieces like a classic cableknit sweater, a handsome cigar cutter, a sleek stainless-steel watch, or a luxe leather-cased flask.