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.
796 items
Filters
StoresAll stores
No results
Sale
PriceAll Prices
- (4)
- (41)
- (194)
- (188)
- (207)
- (56)
- (106)
DesignerAll Designers
- (2)
- (6)
- (13)
- (1)
- (2)
- (2)
- (52)
- (3)
CategoryAll Categories
- (42)
- (88)
- (53)
- (58)
- (95)
- (64)
- (20)
- (22)
StyleAll Styles
- (18)
- (16)
- (6)
- (4)
- (22)
- (2)
- (2)
- (48)
SizeAll Sizes
- (6)
- (79)
- (82)
- (1)
- (1)
- (75)
- (35)
- (1)
ColourAll Colours
- (30)
- (12)
- (101)
- (126)
- (80)
- (9)
- (39)
- (7)
FitAll Fits
- (8)
- (89)
- (4)
- (4)
- (138)
FabricAll Fabrics
- (2)
- (1)
- (25)
- (138)
- (1)
- (1)
- (4)
- (140)
CollarAll Collars
- (4)
- (8)
- (1)
- (2)
- (5)
- (18)
- (2)
- (28)
CuffAll Cuffs
- (28)
- (2)
LengthAll Lengths
- (4)
- (17)
PatternAll Patterns
- (3)
- (21)
- (13)
- (1)
- (2)
- (11)
- (19)
- (17)
Shoulder StyleAll Shoulder Styles
No results
Body ConstructionAll Body Constructions
No results
To Boot New York
Silverton Leather Oxfords
$500
BOSS
Bi-Stretch Overshirt
$645
To Boot New York
Silverton Leather Oxfords
$500
Brunello Cucinelli
Easy Fit Diamond Print Cotton Sport Shirt
$1195
Bontoni
Vittorio Leather Oxfords
$1525
Windsor
Emiliano Stretch-Wool Blend Vest
$695
TOM FORD
Gingham Cotton Degrade Western Shirt
$1280
Ferragamo
Reversible Single-Gancio Belt
$645
A.P.C.
Clément Cotton Sport Shirt
$325
BOSS
Square Monogram Leather Belt
$138
Canali
Wool-Polyamide Sport Jacket
$2900
Zegna
Oasi Cashmere Mélange Polo
$2450
Ferragamo
Reversible Double-Gancio Belt
$670
Kiton
Cotton-Cashmere Long-Sleeve Polo
$1495
Canali
Herringbone Silk-Cashmere Sport Jacket
$2995
Paul & Shark
Cotton-Lyocell Blend Jersey Polo
$275
Polo Ralph Lauren
Jarrett Stretch-Cotton Chinos
$258
Kiton
Classic Sport Pants
$1195
BOSS
Quilted Cotton-Silk Polo
$458
BOSS
Roan Stretch-Polyamide Shirt
$248
Paul & Shark
Cotton-Cashmere Pants
$540
Brunello Cucinelli
Corduroy Cotton-Cashmere Sport Jacket
$4795
BOSS
Hal Dress Shirt
$178
AG
Aiden Cotton Western Shirt
$298
Ferragamo
Double Gancini Reversible Leather Belt
$670
TOM FORD
Regular-Fit Cotton Polo
$610
BOSS
Hal Cotton Dress Shirt
$178
TOM FORD
Claydon Reverse Stitch Derbies
$2690
Zegna
Leather Belt
$690
BOSS
Striped Sport Shirt
$178
Emporio Armani
Stretch-Virgin Wool Textured Blouson Jacket
$1295
Herno
Virgin Wool-Cashmere Shacket
$1575
Canada Goose
Lodge Jacket
$850
Brunello Cucinelli
Melton Wool Flight Jacket
$5395
Zegna
Oasi Cashmere Crewneck
$2190
Moncler
Cashmere-Blend Overshirt
$2565
Samuelsohn
Check Stretch-Wool Blend Sport Jacket
$1595
Kiton
Check Poplin Cotton Sport Shirt
$995
Brunello Cucinelli
Grain Leather Derbies
$1450
TOM FORD
Cotton-Blend Satin Quilted Collar Blouson
$7140
TOM FORD
Gingham Cotton Degrade Western Shirt
$1280
Montblanc
Extreme 3.0 Leather Belt
$570
Officine Creative
Eventual 001 Leather Derbies
$895
Zegna
Cashmere-Silk Cashseta Crewneck
$1790
Montblanc
Extreme 3.0 Leather Belt
$535
Kiton
Cotton-Cashmere Long-Sleeve Polo
$1495
Kiton
Wool-Blend Pants
$1995
TOM FORD
Japanese Wool Overshirt
$5120
Kiton
Mélange Virgin Wool-Blend Cardigan
$1595
Etro
Basket Weave Sport Jacket
$1995
TOM FORD
Smooth Leather Monkstraps
$2550
Kiton
Cotton-Cashmere Long-Sleeve Polo
$1495
Zegna
Cashco Cotton-Cashmere Shirt
$995
Polo Ralph Lauren
Goat Suede Tracker Jacket
$1298
Zegna
Cashmere-Silk Cashseta Crewneck
$1790
BOSS
Two-Tone Monogram Mercerized Cotton Polo
$178
Kiton
Mélange Wool-Blend Pants
$1995
Emporio Armani
Flocked Chevron Dress Shirt
$650
Brunello Cucinelli
Basic Fit Striped Oxford Cotton Sport Shirt
$930
Eleventy
Pinstripe Silk-Blend Sport Jacket
$2295
BOSS
Pepe Virgin Wool Dress Pants
$368
Zegna
Reversible Leather Belt
$795
Good Man Brand
Modern Mono Suede Sneakers
$348
Good Man Brand
Modern Mono Suede Sneakers
$348
TOM FORD
Stadium Crocodile Print Leather Belt
$1340
Emporio Armani
Stretch-Wool Flannel Sport Jacket
$1175
A.P.C.
X Tame Impala Quilted Jacket
$625
TOM FORD
Houndstooth Cotton Dress Shirt
$1340
Windsor
Serpo Wool-Blend Pleated Pants
$595
Henderson
Suede Leather Sneakers
$550
Kiton
Cashmere English Ribbed Knitted Polo
$4245
BOSS
Gem Dual Buckle Reversible Leather Belt
$188
Canada Goose
Lodge Jacket
$850
TOM FORD
Cashmere-Suede Button Collar Blouson
$12810
Brioni
Sartorial Flannel Sport Shirt
$1295
To Boot New York
Retro-Inspired Sneakers
$530
Thom Browne
Classic Calf Leather Derbies
$1650
Montblanc
Leather Belt
$600
Brioni
Sartorial Flannel Sport Shirt
$1295
TOM FORD
Shelton Damier Wool-Cashmere Sport Jacket
$7090
TOM FORD
Grain Leather Ridge T Belt
$1340
Brioni
Brushed Leather Tassel Loafers
$2150
Eleventy
Wool Bomber
$2995
Zegna
Cashmere-Silk Cashseta Crewneck
$1790
Ferragamo
Reversible Single-Gancio Belt
$605
TOM FORD
Cotton-Silk Sport Shirt
$1740
Brioni
Cotton-Cashmere Shirt
$995
Polo Ralph Lauren
Goat Suede Field Jacket
$1298
Good Man Brand
Legend London Pebbled Leather Sneakers
$328
Agnona
Cotton-Cashmere Twill Sport Shirt
$950
Kiton
Cashmere Trucker Bomber Jacket
$8495
BOSS
Hyde Virgin Wool-Cashmere Overcoat
$995
Canali
Wool-Silk Knitted Polo
$950
Brunello Cucinelli
Regular-Fit Cotton Shirt
$1730
TOM FORD
Leather T-Buckle Belt
$1070
Eleventy
Platinum Denim Western Shirt
$595
Thom Browne
4-Bar Virgin Wool Car Coat
$4120
Isaia
Pure Silk Jersey Shirt
$1350
Isaia
Pure Silk Jersey Shirt
$1350
Isaia
Pure Silk Jersey Polo
$1450
To Boot New York
Silverton Leather Oxfords
$500
BOSS
Bi-Stretch Overshirt
$645
To Boot New York
Silverton Leather Oxfords
$500
Brunello Cucinelli
Easy Fit Diamond Print Cotton Sport Shirt
$1195
Bontoni
Vittorio Leather Oxfords
$1525
Windsor
Emiliano Stretch-Wool Blend Vest
$695
TOM FORD
Gingham Cotton Degrade Western Shirt
$1280
Ferragamo
Reversible Single-Gancio Belt
$645
A.P.C.
Clément Cotton Sport Shirt
$325
BOSS
Square Monogram Leather Belt
$138
Canali
Wool-Polyamide Sport Jacket
$2900
Zegna
Oasi Cashmere Mélange Polo
$2450
Ferragamo
Reversible Double-Gancio Belt
$670
Kiton
Cotton-Cashmere Long-Sleeve Polo
$1495
Canali
Herringbone Silk-Cashmere Sport Jacket
$2995
Paul & Shark
Cotton-Lyocell Blend Jersey Polo
$275
Polo Ralph Lauren
Jarrett Stretch-Cotton Chinos
$258
Kiton
Classic Sport Pants
$1195
BOSS
Quilted Cotton-Silk Polo
$458
BOSS
Roan Stretch-Polyamide Shirt
$248
Paul & Shark
Cotton-Cashmere Pants
$540
Brunello Cucinelli
Corduroy Cotton-Cashmere Sport Jacket
$4795
BOSS
Hal Dress Shirt
$178
AG
Aiden Cotton Western Shirt
$298
Ferragamo
Double Gancini Reversible Leather Belt
$670
TOM FORD
Regular-Fit Cotton Polo
$610
BOSS
Hal Cotton Dress Shirt
$178
TOM FORD
Claydon Reverse Stitch Derbies
$2690
Zegna
Leather Belt
$690
BOSS
Striped Sport Shirt
$178
Emporio Armani
Stretch-Virgin Wool Textured Blouson Jacket
$1295
Herno
Virgin Wool-Cashmere Shacket
$1575
Canada Goose
Lodge Jacket
$850
Brunello Cucinelli
Melton Wool Flight Jacket
$5395
Zegna
Oasi Cashmere Crewneck
$2190
Moncler
Cashmere-Blend Overshirt
$2565
Samuelsohn
Check Stretch-Wool Blend Sport Jacket
$1595
Kiton
Check Poplin Cotton Sport Shirt
$995
Brunello Cucinelli
Grain Leather Derbies
$1450
TOM FORD
Cotton-Blend Satin Quilted Collar Blouson
$7140
TOM FORD
Gingham Cotton Degrade Western Shirt
$1280
Montblanc
Extreme 3.0 Leather Belt
$570
Officine Creative
Eventual 001 Leather Derbies
$895
Zegna
Cashmere-Silk Cashseta Crewneck
$1790
Montblanc
Extreme 3.0 Leather Belt
$535
Kiton
Cotton-Cashmere Long-Sleeve Polo
$1495
Kiton
Wool-Blend Pants
$1995
TOM FORD
Japanese Wool Overshirt
$5120
Kiton
Mélange Virgin Wool-Blend Cardigan
$1595
Etro
Basket Weave Sport Jacket
$1995
TOM FORD
Smooth Leather Monkstraps
$2550
Kiton
Cotton-Cashmere Long-Sleeve Polo
$1495
Zegna
Cashco Cotton-Cashmere Shirt
$995
Polo Ralph Lauren
Goat Suede Tracker Jacket
$1298
Zegna
Cashmere-Silk Cashseta Crewneck
$1790
BOSS
Two-Tone Monogram Mercerized Cotton Polo
$178
Kiton
Mélange Wool-Blend Pants
$1995
Emporio Armani
Flocked Chevron Dress Shirt
$650
Brunello Cucinelli
Basic Fit Striped Oxford Cotton Sport Shirt
$930
Eleventy
Pinstripe Silk-Blend Sport Jacket
$2295
BOSS
Pepe Virgin Wool Dress Pants
$368
Zegna
Reversible Leather Belt
$795
Good Man Brand
Modern Mono Suede Sneakers
$348
Good Man Brand
Modern Mono Suede Sneakers
$348
TOM FORD
Stadium Crocodile Print Leather Belt
$1340
Emporio Armani
Stretch-Wool Flannel Sport Jacket
$1175
A.P.C.
X Tame Impala Quilted Jacket
$625
TOM FORD
Houndstooth Cotton Dress Shirt
$1340
Windsor
Serpo Wool-Blend Pleated Pants
$595
Henderson
Suede Leather Sneakers
$550
Kiton
Cashmere English Ribbed Knitted Polo
$4245
BOSS
Gem Dual Buckle Reversible Leather Belt
$188
Canada Goose
Lodge Jacket
$850
TOM FORD
Cashmere-Suede Button Collar Blouson
$12810
Brioni
Sartorial Flannel Sport Shirt
$1295
To Boot New York
Retro-Inspired Sneakers
$530
Thom Browne
Classic Calf Leather Derbies
$1650
Montblanc
Leather Belt
$600
Brioni
Sartorial Flannel Sport Shirt
$1295
TOM FORD
Shelton Damier Wool-Cashmere Sport Jacket
$7090
TOM FORD
Grain Leather Ridge T Belt
$1340
Brioni
Brushed Leather Tassel Loafers
$2150
Eleventy
Wool Bomber
$2995
Zegna
Cashmere-Silk Cashseta Crewneck
$1790
Ferragamo
Reversible Single-Gancio Belt
$605
TOM FORD
Cotton-Silk Sport Shirt
$1740
Brioni
Cotton-Cashmere Shirt
$995
Polo Ralph Lauren
Goat Suede Field Jacket
$1298
Good Man Brand
Legend London Pebbled Leather Sneakers
$328
Agnona
Cotton-Cashmere Twill Sport Shirt
$950
Kiton
Cashmere Trucker Bomber Jacket
$8495
BOSS
Hyde Virgin Wool-Cashmere Overcoat
$995
Canali
Wool-Silk Knitted Polo
$950
Brunello Cucinelli
Regular-Fit Cotton Shirt
$1730
TOM FORD
Leather T-Buckle Belt
$1070
Eleventy
Platinum Denim Western Shirt
$595
Thom Browne
4-Bar Virgin Wool Car Coat
$4120
Isaia
Pure Silk Jersey Shirt
$1350
Isaia
Pure Silk Jersey Shirt
$1350
Isaia
Pure Silk Jersey Polo
$1450