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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
Belts
Stationery
Watches
+2 More
752 items

Creed

Green Irish Tweed Eau de Parfum 50ml

$438

Creed

Aventus Cologne 50ml

$464

Emanuel Berg

Modern-Fit Patterned Stretch-Poplin Luxury Sport Shirt

$207.99$278Save 25%

Montblanc

Sartorial 6CC Bifold Wallet

$545

Zegna

Grain Leather Reversible Triple Stitch Pin-Buckle Belt

$359.99$670Save 46%

Emanuel Berg

Modern-Fit Floral Patterned Stretch Poplin Luxury Sport Shirt

$207.99$278Save 25%

Canali

Short-Sleeve Bengal Stripe Shirt

$242.99$325Save 25%

Eton

Elevated Collection Organic Supima Cotton Dress Shirt

$295.99$395Save 25%

Brunello Cucinelli

Stretch-Cotton Chinos

$695

Zegna

Chino Cotton-Linen Shorts

$362.99$605Save 40%

Maurizio Baldassari

Plaid Cotton-Linen Sport Shirt

$166.99$335Save 50%

Creed

Silver Mountain Water Eau de Parfum 100ml

$597

Montblanc

Extreme 3.0 Thin Document Case

$1960

Ralph Lauren Purple Label

Slim-Fit Striped Dress Shirt

$197.99$620Save 68%

Emanuel Berg

Floral Printed Cotton Dress Shirt

$222.99$298Save 25%

Emanuel Berg

Checkered Modern 4-Flex Stretch Knit Shirt

$222.99$298Save 25%

Canali

Short-Sleeve Bengal Stripe Shirt

$280.99$375Save 25%

Zegna

Cotton-Linen Chino Shorts

$362.99$605Save 40%

Eton

Martini Signature Poplin Dress Shirt

$220.99$295Save 25%

Emanuel Berg

Modern Fit 4-Flex Stretch-Cotton Dress Shirt

$222.99$298Save 25%

Eton

Slim Fit Striped Dress Shirt

$205.99$275Save 25%

Eton

Elevated Collection Organic Supima Cotton Dress Shirt

$295.99$395Save 25%

Zegna

Mélange Pure Linen Shorts

$890

Eton

Elevated Collection Organic Supima Cotton Dress Shirt

$295.99$395Save 25%

Eton

Contemporary Fit Solid Shirt with Floral Contrast Detail

$209.99$280Save 25%

Canali

Pinstripe Dress Shirt

$194.99$325Save 40%

Zegna

Chino Cotton-Linen Shorts

$362.99$605Save 40%

Canali

Slim-Fit Geometric Pattern Dress Shirt

$209.99$350Save 40%

Mido

Ocean Star Tribute Watch

$1450

Zegna

Reversible Leather Enamel Pin-Buckle Belt

$335.99$600Save 44%

Brunello Cucinelli

Cotton Denim Shirt

$895

Eton

Elevated Collection Bengal Stripe Poplin Dress Shirt

$295.99$395Save 25%

Taschen

Greatest of All Time. A Tribute to Muhammad Ali Coffee Table Book

$200

Canali

Floral Cotton Sport Shirt

$261.99$350Save 25%

Wolf 1834

Cub Single Watch Winder

$520

Maurizio Baldassari

Checkered Cotton-Linen Sport Shirt

$196.99$395Save 50%

Eton

Slim Fit Micro Neat Dress Shirt

$220.99$295Save 25%

Mido

Ocean Star GMT Watch

$1700

Montblanc

Meisterstück Pen Sleeve

$240

Canali

Jersey Cotton Sport Shirt

$295.99$395Save 25%

Canali

Slim-Fit Diagonal Pattern Dress Shirt

$280.99$375Save 25%

Zegna

Suede Triple Stitch Pin-Buckle Belt

$359.99$670Save 46%

Canali

Slim-Fit Striped Dress Shirt

$295.99$395Save 25%

Emanuel Berg

Micro Neat Modern 4-Flex Stretch Knit Shirt

$222.99$298Save 25%

TOM FORD

Noir Extreme Eau de Parfum Holiday Gift Set

$290

Canali

Multi-Check Dress Shirt

$295.99$395Save 25%

Canali

Slim-Fit Gingham Dress Shirt

$236.99$395Save 40%

Kent

Limited Edition Beard and Moustache Comb

$12

Ferragamo

Knotted Palladio Gancio Cufflinks

$475

Tom Dixon

Puck Ice Bucket

$248

Ralph Lauren Purple Label

Asford Brushed Poplin Cotton Sport Shirt

$371.99$620Save 40%

Eton

Slim Fit Mirage Cotton Tencel Shirt

$212.99$285Save 25%

Emanuel Berg

Striped Cotton-Lyocell Blend Dress Shirt

$222.99$298Save 25%

Emanuel Berg

Solid Modern 4-Flex Stretch Cotton Knit Shirt

$222.99$298Save 25%

Tom Dixon

Tank Low Ball Glasses 2 Pack

$158

Ferragamo

Gancini Revival Leather Cardholder

$465

Brunello Cucinelli

Cashmere Crewneck Sweater

$1395

Montblanc

StarWalker Ultra Black Fineliner Pen

$585

Eton

Slim Fit Striped Shirt

$216.99$290Save 25%

Montblanc

Meisterstück Platinum-Coated Classique Rollerball Pen

$675

TOM FORD

Costa Azzurra Eau De Parfum Set

$290

Eton

Slim-Fit Cotton Twill Dress Shirt

$280

Creed

Viking Eau De Cologne 50ml

$464

TOM FORD

Oud Wood Eau De Parfum 250ml

$1160

Wolf 1834

Blake Triple Watch Roll With Capsule

$370

Creed

Green Irish Tweed Eau de Parfum 100ml

$597

TOM FORD

Private Blend Rose Prick Eau De Parfum Set

$515

Creed

Les Royales Exclusives Pure White Cologne 75ml

$775

Eton

Pasiley Cotton-Tencel Shirt

$220.99$295Save 25%

Zegna

Textured Pure Cotton Camp Shirt

$675

Eton

Elevated Collection Check Poplin Dress Shirt

$295.99$395Save 25%

Tateossian

Giza Beaded Snowflake Obsidian Bracelet

$250

Brunello Cucinelli

Western Cotton Leisure Fit Overshirt

$827.99$1380Save 40%

Canali

Micro Pattern Dress Shirt

$261.99$350Save 25%

Emanuel Berg

Micro Medallion Print Luxury Sport Shirt

$207.99$278Save 25%

100 Hands

Gold Line Solid Oxford Shirt

$389.99$650Save 40%

Eton

Slim Fit Floral Print Shirt

$220.99$295Save 25%

Captain Fawcett

Beard Balm

$36

Zegna

Tonal Reversible Leather Belt

$353.99$670Save 47%

L'Objet

Crocodile Playing Cards Box Set Black

$385

Eton

Slim Fit Striped Shirt

$216.99$290Save 25%

Canali

Micro Neat Pattern Dress Shirt

$261.99$350Save 25%

Eton

Slim Fit Micro Floral Shirt

$220.99$295Save 25%

Montblanc

Meisterstück Platinum-Coated LeGrand Ballpoint Pen

$650

Tom Dixon

Large Earth Scented Candle

$365

Canali

Slim-Fit Neat Dress Shirt

$317.99$425Save 25%

Montblanc

The Origin Collection Meisterstück Cufflinks

$380

Brioni

Checked Linen Sport Shirt

$970.99$1295Save 25%

Eton

Contemporary Fit Signature Twill Floral Trim Dress Shirt

$209.99$280Save 25%

Eton

Contemporary Fit Paisley Shirt

$261.99$350Save 25%

Tom Dixon

Tank Wine Glasses 2 Pack

$140.99$189Save 25%

Emanuel Berg

Striped Dobby Button Down Collar Shirt

$222.99$298Save 25%

Emanuel Berg

Check Twill Luxury Sport Shirt

$207.99$278Save 25%

Taschen

Peter Lindbergh. On Fashion Photography Book

$87.99$110Save 20%

Eton

Slim Fit Dotted Micro Check Shirt

$220.99$295Save 25%

Wolf 1834

Roadster Pebbled Vegan Leather Triple Watch Roll

$370

Giorgio Armani

Bermuda Canvas Shorts

$1695

Montblanc

Meisterstück Gold-Coated 149 Fountain Pen

$1310

Berluti

Classic Scritto Leather 35 mm Belt

$1050

Zegna

Triple Stitch Suede Pin-Buckle Belt

$401.99$670Save 40%
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.