Skip to content

Date Night Outfits

Putting together the perfect date night outfit can be challenging, especially if it's your first date. Here, we've curated a selection of styles sure to impress your special someone on any occasion.
794 items

Moncler

Cathala Technical Bomber Jacket

$1475

TOM FORD

Martin Braided Band Burnished Leather Loafers

$2490

Emporio Armani

Satin Stretch Cotton-Blend Sport Shirt

$450

Giorgio Armani

Geometric Twill Cotton Dress Shirt

$650

Brunello Cucinelli

Leather Moto Jacket

$12895

Isaia

Domenico Plaid Cashmere Sport Jacket

$4225

Gran Sasso

Mélange Linen Polo

$325

TOM FORD

Grain Calfskin Icon Biker Jacket

$10490

Eton

Slim-Fit Textured Dress Shirt

$280

Brioni

New Plume Prince of Wales Cashmere Sport Jacket

$9995

Zegna

Triple Stitch Leather & Alligator Embossed Sneakers

$3730

Brioni

Virgin Wool Sport Jacket

$8995

Frame

Terry Overshirt

$348

HiSO

Victor Reversible Shearling Mid Length Aviator Jacket

$2195

Brunello Cucinelli

Ribbed Knit Linen-Cotton Polo

$1625

Giorgio Armani

Upton Collection Jacquard Checkered Double-Breasted Wool-Blend Sport Jacket

$3775

Kiton

Reversible Cashmere Raincoat

$12995

Zegna

Triple Stitch Leather & Alligator Embossed Sneakers

$4605

Bontoni

De Bustis Vintage Grain Leather Barone Dress Shoes

$1375

TOM FORD

Icon Calfskin Leather Biker Jacket

$7610

Brioni

Plaid Cotton Cashmere Military Shirt

$1495

Brioni

Wool-Silk Overshirt

$1995

Berluti

Scritto Cotton Polo

$940

Berluti

Cotes Perlees Virgin Wool Vest

$3100

Berluti

Double Face Cotton-Blend Overshirt

$3100

Berluti

Suede Sport Jacket

$11600

Brioni

Miniature Grid Cotton Cashmere Sport Shirt

$1395

TOM FORD

Cotton-Silk Poplin Trousers

$1450

Patrick Assaraf

Mélange Blended Fabric Sport Jacket

$995

Zegna

L'Asola Penny Loafers

$2185

Brunello Cucinelli

Suede Tassel Loafers

$1300

Ferragamo

Desio Gancio Ornament Pebbled Leather Loafers

$1090

Gran Sasso

Chainstitch Organic Cotton Polo

$335

Gran Sasso

Wide Ribbed Fresh Cotton Polo

$425

Brioni

Solid Dress Shirt

$975

Magnanni

Naxos Burnished Leather Derbies

$598

Berluti

Deerskin Leather Jacket

$10600

Ferragamo

Desio Gancio Ornament Pebbled Leather Loafers

$1090

Ralph Lauren Purple Label

Wool-Cashmere Overshirt

$2495

TOM FORD

Fluid Viscose Cady Bomber

$5610

TOM FORD

Washed Oxford Sport Shirt

$940

TOM FORD

Slim-Fit O-Connor Organza Dress Pants

$2380

TOM FORD

Textured Piqué Cotton Tennis Polo

$450

TOM FORD

Slim-Fit Dress Shirt

$790

Brunello Cucinelli

Leather Loafers

$1295

Giorgio Armani

Micro Square Dress Shirt

$975

Fedeli

Sean Panamino Stretch-Cotton Shirt

$295

Brunello Cucinelli

Ribbed Cotton Polo

$950

Zegna

Triple Stitch Secondskin Leather Sneakers

$1485

Zegna

Triple Stitch Secondskin Leather Sneakers

$1820

Gran Sasso

Silk-Cotton Johnny Collar Polo

$525

Brunello Cucinelli

Herringbone Linen-Blend Overshirt

$5395

Eton

Slim-Fit Textured Cotton Shirt

$280

TOM FORD

Bailey Chain Crocodile Print Leather Loafers

$2490

Brunello Cucinelli

Burnished Woven Leather Penny Loafers

$1795

Brioni

Lambskin Overshirt

$11995

Zegna

Triple Stitch Cashmere Leather Sneakers

$1820

Gran Sasso

Ribbed Linen-Cotton Polo

$365

Giorgio Armani

Crinkle Virgin Wool Flannel Sport Jacket

$5195

Zegna

L'Asola Penny Loafers

$2185

Emporio Armani

Cotton-Linen Twill Chinos

$450

Canali

Impeccabile Cotton Dress Shirt

$285

Canali

Contemporary-Fit Impeccabile Dress Shirt

$285

Marco Pescarolo

Technical Fabric Jacket

$795

Barrett

Venetian Woven Leather Loafers

$795

Berluti

Herringbone Weave Cashmere-Blend Overshirt

$2700

Giorgio Armani

Chevron Motif Jersey Blouson Jacket

$3495

Harold

Mélange Pleated Wool Pants

$325

Eton

Slim-Fit Check Twill Shirt

$295

Eton

Slim Fit Luxe Knit Shirt

$350

Eton

Geometric Four-Way Stretch Dress Shirt

$325

TOM FORD

Oud Wood Eau De Parfum 50ml

$390

TOM FORD

Tobacco Vanille Eau De Parfum 100ml

$580

Eton

Slim Fit Geometric Cotton Linen Elevated Shirt

$395

BOSS

Slim-Fit Serge Virgin Wool Trousers

$448

Eton

Micro Check King Knit Cotton Shirt

$350

AG

Everett Slim Straight Stretch-Cotton Jeans

$285

Eton

Check Cotton-Tencel Dress Shirt

$295

Zegna

Wool Mélange Flat Front Dress Pants

$970

Emporio Armani

Wool Dress Pants

$795

Zegna

Sartorial Wool Dress Pants

$970

Zegna

Oasi Cashmere Overshirt

$3950

Canali

Kei Wool-Cashmere Overcoat

$2295

TOM FORD

Tuscan Leather Eau De Parfum 100ml

$580

Harold

Twill Wool Dress Pants

$325

BOSS

Hyde Slim Fit Virgin Wool-Cashmere Overcoat

$895

Emporio Armani

Wool-Blend Dress Pants

$475

TOM FORD

Grey Vetiver Eau De Parfum 50ml

$265

Eton

Contemporary-Fit Twill Dress Shirt with French Cuff

$280

Bugatchi

James Solid OoohCotton® Sports Shirt

$195

BOSS

Serge Virgin Wool Dress Pants

$398

Benson

Denver Shirt

$145

Benson

Denver Shirt

$145

Isaia

Flannel Wool-Blend Pants

$1250