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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
774 items

Montblanc

Homage To Vincent Van Gogh Cufflinks

$430

Montblanc

The Origin Collection Meisterstück Cufflinks

$380

Brunello Cucinelli

Garment-Dyed Western Denim Shirt

$1195

Maurizio Baldassari

Garment Dyed Stretch Cotton-Silk Chinos

$550

Brunello Cucinelli

Textured Linen Cargo Pants

$1295

Zegna

Triple Stitch Suede Pin-Buckle Belt

$468.99$670Save 30%

Montblanc

Reversible Horseshoe Buckle Belt

$635

Canali

Regular-Fit Gingham Dress Shirt

$295.99$395Save 25%

Tateossian

Giza Beaded Snowflake Obsidian Bracelet

$250

Ralph Lauren Purple Label

Plaid Linen Sport Shirt

$870

Giorgio Armani

Bermuda Canvas Shorts

$1695

Brunello Cucinelli

Western Cotton Leisure Fit Overshirt

$1380

Wolf 1834

Cub Single Watch Winder

$520

Wolf 1834

Roadster Pebbled Vegan Leather Triple Watch Roll

$370

Brioni

Leisure Cotton Sport Shirt

$995

Brioni

Striped Cotton Sport Shirt

$995

L'Objet

Large Swan Bowl Black

$1310

Emanuel Berg

Modern-Fit Circle Stretch-Cotton Poplin Dress Shirt

$207.99$278Save 25%

Zegna

Signature Triple Stitch Leather Belt

$468.99$670Save 30%

Kiton

Mélange Washed Cotton Pleated Dress Pants

$1395

Kiton

Drawstring Linen Shorts

$1195

Tateossian

'R' Engraved Personal Letter Cufflink

$190

Brioni

Checked Linen Sport Shirt

$1295

Tateossian

'P' Engraved Personal Letter Cufflink

$190

Maurizio Baldassari

Garment Dyed Stretch Cotton-Silk Chinos

$550

Eton

Slim Fit Floral Print Four-Way Stretch Shirt

$315

Tateossian

'L' Engraved Personal Letter Cufflink

$190

Tateossian

'M' Engraved Personal Letter Cufflink

$190

Giorgio Armani

Lyocell-Silk Sport Shirt

$1695

Kiton

Stretch Linen-Cotton Shorts

$1395

Kiton

Drawstring Linen Shorts

$1195

Brunello Cucinelli

Herringbone Textured Bermuda Shorts

$1550

100 Hands

Gold Line Solid Oxford Shirt

$650

100 Hands

Gold Line Checked Dress Shirt

$650

Zegna

Reversible Leather Buckle Belt

$419.99$600Save 30%

100 Hands

Gold Line Mini Gingham Dress Shirt

$695

Brioni

Checkered Cotton Sport Shirt

$995

Brunello Cucinelli

Horizontal Striped Linen-Cotton Polo

$1070

L'Objet

Chess Set

$3310

Ralph Lauren Purple Label

Wellington Collection Leather Belt

$345.99$495Save 30%

100 Hands

Gold Line Checkered Dress Shirt

$650

Tateossian

'J' Engraved Personal Letter Cufflink

$190

Tateossian

'O' Engraved Personal Letter Cufflink

$190

Giorgio Armani

Textured Belt

$875

100 Hands

Gold Line Gingham Check Dress Shirt

$650

Montblanc

Reversible Horseshoe Buckle Leather Belt

$680

Tateossian

'Z' Engraved Personal Letter Cufflink

$190

Tateossian

'E' Engraved Personal Letter Cufflink

$190

Tateossian

'D' Engraved Personal Letter Cufflink

$190

Tateossian

'V' Engraved Personal Letter Cufflink

$190

Tateossian

'U' Engraved Personal Letter Cufflink

$190

Tateossian

'I' Engraved Personal Letter Cufflink

$190

Tateossian

'Y' Engraved Personal Letter Cufflink

$190

Tateossian

'H' Engraved Personal Letter Cufflink

$190

Tateossian

'A' Engraved Personal Letter Cufflink

$190

Tateossian

'W' Engraved Personal Letter Cufflink

$190

Tateossian

'N' Engraved Personal Letter Cufflink

$190

Tateossian

'Q' Engraved Personal Letter Cufflink

$190

Tateossian

'G' Engraved Personal Letter Cufflink

$190

Tateossian

'X' Engraved Personal Letter Cufflink

$190

100 Hands

Gold Line Dress Shirt

$695

Giorgio Armani

Textured Belt

$875

100 Hands

Gold Line Washed Dress Shirt

$650

100 Hands

Gold Line Mini Gingham Dress Shirt

$695

100 Hands

Gold Line Bengal Stripe Dress Shirt

$650

100 Hands

Gold Line Gingham Check Dress Shirt

$650

100 Hands

Gold Line Textured Dress Shirt

$650

Kiton

Suede Pin-Buckle Belt

$1075

Zegna

Terry Cotton-Silk Overshirt

$1420

To Boot New York

Burnished Leather Wingtip Oxfords

$411.99$550Save 25%

Wolf 1834

Cub Single Watch Winder

$520

Tateossian

'T' Engraved Personal Letter Cufflink

$190

Brunello Cucinelli

Slim Italian-Fit Cotton Chinos

$795

Brunello Cucinelli

Cotton-Linen Blend Cargo Pants

$1295

Brunello Cucinelli

Short-Sleeve Easy-Fit Linen Camp Shirt

$895

Brunello Cucinelli

Textured Linen Shorts

$775

Brunello Cucinelli

Cotton-Linen Cargo Pants

$1295

Montblanc

Reversible Extreme 3.0 M Buckle Leather Belt

$580

Brunello Cucinelli

Paisley Linen Sport Shirt

$950

Zegna

Premium Cotton Utility Overshirt

$1245

Canali

Mini Check Dress Shirt

$395

Canali

Mini Windowpane Dress Shirt

$295.99$395Save 25%

Kiton

Mélange Washed Cotton Pleated Dress Pants

$1395

Brunello Cucinelli

Paisley Cotton Camp Shirt

$995

Brunello Cucinelli

Garment-Dyed Western Denim Shirt

$1195

Eton

Contemporary Fit Striped Twill Shirt

$285

Eton

Micro Check Signature Twill Shirt

$295

Canali

Solid Technical Fabric Sport Shirt

$325

Canali

Textured Linen Sport Shirt

$395

Brunello Cucinelli

Paisley Linen Camp Shirt

$1295

Canali

Spa Collection Towelling Shirt

$325

Brunello Cucinelli

Textured Linen Shorts

$775

Canali

Spa Collection Towelling Shirt

$325

Emanuel Berg

Micro Check Modern 4-Flex Stretch Knit Shirt

$298

Canali

Regular-Fit Dress Shirt

$325

Brunello Cucinelli

Paisley Linen Sport Shirt

$1130

Zegna

Terry Cotton-Silk Overshirt

$1420

Brunello Cucinelli

Textured Linen Shorts

$775

Ralph Lauren Purple Label

Aston Silk-Linen Sport Shirt

$620

Emanuel Berg

Modern-Fit Micro Neat Pattern Twill Luxury Dress Shirt

$207.99$278Save 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.