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The Timeless Gentlemen

While some men cycle through the latest trends, others remain committed to the hallmarks of traditional sophistication. For the Timeless 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
Sweaters & Knits
Belts
Fragrance
Watches
+2 More
661 items

BOSS

Leather Plaque Buckle Belt

$118

Harold

Technical Stretch Woven Belt

$125

Zegna

Paisley Woven Silk Tie

$410

Zegna

Diamond Silk Tie

$270

Zegna

Micro Geometric Pure Cotton Sport Shirt

$855

Zegna

Jacquard Silk Tie

$270

Zegna

Polka Dot Silk Tie

$270

Zegna

Microminiature Geometric Silk Tie

$270

Brunello Cucinelli

Fine Twill Cotton Sport Shirt

$870

Brioni

Paisley Silk Tie

$395

Zegna

Checkered Centoquaranta Twill Sport Shirt

$675

Zegna

Checkered Centoquaranta Twill Sport Shirt

$675

Zegna

Reversible Leather Enamel Pin-Buckle Belt

$600

Canali

Polka Dot Silk Tie

$195

Canali

Solid Linen Sport Shirt

$395

Zegna

Checkered Centoquaranta Twill Sport Shirt

$675

Zegna

Geometric Woven Silk Tie

$270

Canali

Neat Pattern Stretch-Cotton Chevron Sport Shirt

$350

Canali

Floral Lyocell Sport Shirt

$375

Zegna

5 Pieghe Floral Medallion Silk Tie

$410

Canali

Solid Linen Sport Shirt

$395

Anderson's

Weave Stretch Woven Belt

$215

Zegna

Geometric Jacquard Silk Tie

$270

Zegna

Diamond Silk Tie

$270

Zegna

Geometric Woven Silk Tie

$270

Ferragamo

Reversible Leather Belt

$550

Maurizio Baldassari

Textured Jersey Cotton Sport Shirt

$425

Zegna

Microminiature Geometric Silk Tie

$270

Zegna

Microminiature Geometric Silk Tie

$270

Zegna

Polka Dot Silk Tie

$270

Canali

Neat Pattern Cotton Sport Shirt

$350

Brunello Cucinelli

Mélange Linen Sport Shirt

$830

Canali

Micro Floral Silk Tie

$195

Zegna

Geometric Floral Silk Tie

$410

Zegna

Mélange Pure Linen Sport Shirt

$675

Canali

Paisley Silk Tie

$185

Zegna

Floral Medallion Silk Tie

$270

Canali

Micro Dot Lyocell Sport Shirt

$375

Brunello Cucinelli

Stretch-Cotton Chinos

$695

Canali

Polka Dot Silk Tie

$195

Zegna

Geometric Jacquard Silk Tie

$270

Zegna

Geometric Jacquard Silk Tie

$270

Canali

Floral Lyocell Sport Shirt

$375

Canali

Wide Striped Silk Tie

$185

Canali

Miniature Floral Silk Tie

$185

Zegna

5 Pieghe Floral Medallion Silk Tie

$410

Zegna

Floral Medallion Silk Tie

$270

Zegna

5 Pieghe Herringbone Paisley Silk Tie

$410

Wolf 1834

Cub Single Watch Winder

$520

Brunello Cucinelli

Mélange Easy Fit Sport Shirt

$895

Zegna

Floral Geometric Silk Tie

$270

Zegna

Jacquard Silk Tie

$410

Canali

Faded Check Silk Pocket Square

$125

Wolf 1834

Axis Single Static Travel Watch Stand

$205

Ralph Lauren Purple Label

Purple Label Striped Silk Tie

$295

Ralph Lauren Purple Label

Purple Label Neat Pattern Silk Tie

$295

Canali

Speckled Lyocell Sport Shirt

$375

Canali

Neat Pattern Cotton Sport Shirt

$350

Zegna

Mélange Pure Linen Shorts

$890

Ralph Lauren Purple Label

Pindot Satin Silk Tie

$295

Zegna

Paisley Houndstooth Silk Tie

$270

Harold

Knot Cufflinks & Stud Set

$150

Canali

Micro Neat Cotton Sport Shirt

$325

Brioni

Silk Bow Tie

$350

Zegna

5 Pieghe Herringbone Jacquard Silk Tie

$410

Prada

Saffiano Leather Emblem Bifold Wallet

$975

Zegna

Geometric Jacquard Silk Tie

$270

Brunello Cucinelli

Tonal Stripe Cotton Sport Shirt

$995

Brunello Cucinelli

Fine Twill Cotton Sport Shirt

$870

Brunello Cucinelli

Textured Linen Shorts

$775

Brioni

Jacquard Silk Tie

$395

Zegna

5 Pieghe Herringbone Striped Silk Tie

$410

Zegna

5 Pieghe Herringbone Jacquard Silk Tie

$410

Canali

Check Silk Pocket Square

$125

Zegna

5 Pieghe Floral Medallion Silk Tie

$410

Canali

Geometric Jacquard Silk Tie

$250

Eton

The Beatles Collection "All Tout Nichts Necesitas" Silk Pocket Square

$120

Zegna

5 Pieghe Herringbone Striped Silk Tie

$410

Zegna

Geometric Floral Silk Tie

$410

Zegna

Paisley Woven Silk Tie

$410

Wolf 1834

British Racing Pebbled Leather Triple Watch Roll

$405

Wolf 1834

Blake Triple Watch Roll With Capsule

$370

Prada

Reversible Saffiano Leather Dress Belt

$975

Harold

Classic Knotted Cufflinks

$95

Canali

Floral Cotton Sport Shirt

$350

Harold

Classic Knot Cufflinks

$95

Canali

Floral Silk Tie

$195

Canali

Floral Silk Tie

$195

Canali

Polka Dot Silk Tie

$195

Brunello Cucinelli

Mélange Linen Sport Shirt

$830

Canali

Polka Dot Silk Tie

$195

Canali

Miniature Floral Silk Tie

$185

Zegna

Premium Cotton Utility Overshirt

$1245

Canali

Paisley Silk Tie

$185

Zegna

Premium Cotton Utility Overshirt

$1245

Canali

Geometric Cotton Sport Shirt

$350

Montblanc

Homage To Vincent Van Gogh Cufflinks

$430

Canali

Floral Lyocell Sport Shirt

$375

Canali

Pasiley Silk Tie

$185

Zegna

Linear Jacquard Silk Tie

$270
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.