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.
795 items
Filters
StoresAll stores
No results
Sale
PriceAll Prices
- (4)
- (41)
- (194)
- (187)
- (207)
- (56)
- (106)
DesignerAll Designers
- (2)
- (6)
- (13)
- (1)
- (2)
- (2)
- (51)
- (3)
CategoryAll Categories
- (42)
- (87)
- (53)
- (58)
- (95)
- (64)
- (20)
- (22)
StyleAll Styles
- (18)
- (16)
- (6)
- (4)
- (22)
- (2)
- (2)
- (48)
SizeAll Sizes
- (7)
- (79)
- (82)
- (1)
- (1)
- (75)
- (34)
- (1)
ColourAll Colours
- (30)
- (12)
- (100)
- (126)
- (80)
- (9)
- (39)
- (7)
FitAll Fits
- (8)
- (89)
- (4)
- (4)
- (137)
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)
- (18)
- (17)
Shoulder StyleAll Shoulder Styles
No results
Body ConstructionAll Body Constructions
No results
Patrick Assaraf
Cashmere Bomber Jacket
$1295
Canali
Merino Wool Knitted Polo
$425
Canali
Kei Impeccable Wool Flannel Dress Pants
$495
Montblanc
Reversible Leather Belt
$490
Prada
Brushed Spazzolato Leather Loafers
$1450
Creed
Aventus Eau de Parfum 100ml
$629
Brunello Cucinelli
Italian Fit Cotton Corduroy Pants
$1075
Brunello Cucinelli
Padded Stretch-Polyamide Jacket
$3950
BOSS
Lisbon Leather Derbies
$348
Eleventy
Herringbone Wool-Cashmere Sport Jacket
$1595
Canali
Cotton Jersey Shirt
$425
Emporio Armani
Textured Stretch-Virgin Wool Sport Jacket
$1375
Brunello Cucinelli
Stretch-Polyamide Quilted Vest
$2930
Samuelsohn
Cosmo Gingham Wool-Blend Sport Jacket
$1595
Canali
Merino Wool Knitted Sweater
$375
Brax
Cooper Fancy Marathon Pants
$258
Canali
Slim Fit Long-Sleeve Polo
$425
Harold
Burnished Leather Lace-ups
$550
Canali
Cotton Jersey Shirt
$425
Brunello Cucinelli
Nubuck Calfskin Sneakers
$1150
Patrick Assaraf
Mélange Extrafine Merino Wool Polo
$245
BOSS
Roan Stretch-Polyamide Shirt
$198
BOSS
Jared Waterproof Jacket
$995
Canali
Merino Wool Mock Neck Sweater
$425
Santoni
Carter Leather Double Monk-Strap Shoes
$1220
Tod's
Suede Wingtip Laceup Derbies
$780
Zegna
Trofeo Cashmere Sport Jacket
$6450
Eleventy
Mélange Cotton-Lyocell Shirt
$495
BOSS
Elloy Leather Belt
$98
Canali
Impeccable Wool Pants
$650
Ferragamo
Reversible Leather Belt
$550
Brunello Cucinelli
Stretch-Polyamide Padded Vest
$2695
Moncler
Virgin Wool Quarter-Zip Sweater
$1125
Canali
Mélange Cotton Sport Shirt
$425
Canali
Merino Wool Knitted Sweater
$375
Ferragamo
Reversible Leather Belt
$550
BOSS
Roan Cotton-Blend Sport Shirt
$188
BOSS
Roan-Kent Sport Shirt
$188
Canali
Floral Denim Effect Sport Shirt
$450
Brax
Chuck Hi-Flex Jersey Stretch-Polyester Blend Pants
$258
BOSS
Cary Matte Leather Belt
$148
BOSS
Elloy Leather Belt
$98
Canali
Calfskin Derbies
$675
Patrick Assaraf
Extra-Fine Merino Wool Sport Jacket
$795
Prada
Saffiano Leather Oxfords
$1250
Brax
Chuck Hi-Flex Jersey Stretch-Polyester Pants
$258
Brunello Cucinelli
Corduroy Padded Jacket
$5250
BOSS
Roan Pattered Sport Shirt
$268
Brunello Cucinelli
Grained Calfskin Sneakers
$1150
Mason's
Torino Nailhead Stretch-Cotton Pants
$325
Ferragamo
Double Gancini Reversible Leather Belt
$670
Briglia
Stretch-Cotton Jersey Chino Pants
$275
Zegna
Cashseta Cardigan
$3090
Brunello Cucinelli
Cashmere Jacket
$5595
Ferragamo
Stamped Logo Pattern Double Gancini Leather Belt
$725
Magnanni
Línea Flex Collection Delrey Drop Tassel Loafers
$550
Harold
Burnished Leather Lace-ups
$550
BOSS
Hutson Micro Pattern Sport Jacket
$895
Prada
Saffiano Leather Derbies
$1250
Canali
Herringbone Cotton Sport Shirt
$425
Canali
Regular-Fit Houndstooth Dress Shirt
$350
TOM FORD
T Buckle Smooth Leather Belt
$1200
Canali
Merino Wool Knitted Sweater
$375
Canali
Merino Wool Mock Neck Sweater
$425
Canali
Merino Wool Mock Neck Sweater
$425
Canali
Merino Wool Knitted Sweater
$375
To Boot New York
Pescara Burnished Leather Sneakers
$560
Briglia
Stretch-Cotton Jersey Chinos
$275
Mason's
Slim-Fit Torino Jersey Stretch-Cotton Pants
$325
Prada
Logo Embossed Leather Penny Loafers
$1150
To Boot New York
Pescara Burnished Leather Sneakers
$560
Santoni
Grained Leather Sneakers
$850
Briglia
Stretch-Cotton Jersey Chinos
$275
Balmain
Jacquard Cotton Piqué Polo
$1050
Canali
Merino Wool Mock Neck Sweater
$425
Samuelsohn
Plaid Wool-Blend Sport Jacket
$1595
Canali
Regular Fit Wool Long-Sleeve Polo
$425
Harold
Polished Leather Penny Loafers
$595
BOSS
Hal Dress Shirt
$248
Samuelsohn
Stretch-Wool Dress Pants
$425
Ferragamo
Double Gancini Reversible Leather Belt
$670
Ferragamo
Allover Gancio Reversible Leather Belt
$705
Canali
Merino Wool Half-Zip Sweater
$625
Canali
Slim-Fit Miniature Checkered Dress Shirt
$375
BOSS
Leather Pin-Buckle Belt
$98
Canali
Wool Half-Zip Sweater
$625
Samuelsohn
Stretch-Wool Dress Pants
$425
Samuelsohn
Stretch-Wool Dress Pants
$425
Brunello Cucinelli
Denim Padded Trucker Jacket
$4795
Brunello Cucinelli
Traditional Fit Overdyed Stretch Denim
$895
Mason's
Viscose-Stretch Dress Pants
$335
Eleventy
Wool Bomber
$2995
NEUW
Iggy Stretch-Cotton Demin Pants
$239
Herno
Removable Bib Down Coat
$1295
A.P.C.
Elvis Organic Cotton Denim Jacket
$625
Herno
Virgin Wool Carcoat
$1925
Emporio Armani
Diagonal Jersey Weave Sport Jacket
$1075
TOM FORD
Gingham Cotton Degrade Western Shirt
$1280
TOM FORD
Reversible Grain Leather Textured Belt
$1070
Brunello Cucinelli
Fine Gauge Wool-Cashmere Knitted Polo
$1295
Patrick Assaraf
Cashmere Bomber Jacket
$1295
Canali
Merino Wool Knitted Polo
$425
Canali
Kei Impeccable Wool Flannel Dress Pants
$495
Montblanc
Reversible Leather Belt
$490
Prada
Brushed Spazzolato Leather Loafers
$1450
Creed
Aventus Eau de Parfum 100ml
$629
Brunello Cucinelli
Italian Fit Cotton Corduroy Pants
$1075
Brunello Cucinelli
Padded Stretch-Polyamide Jacket
$3950
BOSS
Lisbon Leather Derbies
$348
Eleventy
Herringbone Wool-Cashmere Sport Jacket
$1595
Canali
Cotton Jersey Shirt
$425
Emporio Armani
Textured Stretch-Virgin Wool Sport Jacket
$1375
Brunello Cucinelli
Stretch-Polyamide Quilted Vest
$2930
Samuelsohn
Cosmo Gingham Wool-Blend Sport Jacket
$1595
Canali
Merino Wool Knitted Sweater
$375
Brax
Cooper Fancy Marathon Pants
$258
Canali
Slim Fit Long-Sleeve Polo
$425
Harold
Burnished Leather Lace-ups
$550
Canali
Cotton Jersey Shirt
$425
Brunello Cucinelli
Nubuck Calfskin Sneakers
$1150
Patrick Assaraf
Mélange Extrafine Merino Wool Polo
$245
BOSS
Roan Stretch-Polyamide Shirt
$198
BOSS
Jared Waterproof Jacket
$995
Canali
Merino Wool Mock Neck Sweater
$425
Santoni
Carter Leather Double Monk-Strap Shoes
$1220
Tod's
Suede Wingtip Laceup Derbies
$780
Zegna
Trofeo Cashmere Sport Jacket
$6450
Eleventy
Mélange Cotton-Lyocell Shirt
$495
BOSS
Elloy Leather Belt
$98
Canali
Impeccable Wool Pants
$650
Ferragamo
Reversible Leather Belt
$550
Brunello Cucinelli
Stretch-Polyamide Padded Vest
$2695
Moncler
Virgin Wool Quarter-Zip Sweater
$1125
Canali
Mélange Cotton Sport Shirt
$425
Canali
Merino Wool Knitted Sweater
$375
Ferragamo
Reversible Leather Belt
$550
BOSS
Roan Cotton-Blend Sport Shirt
$188
BOSS
Roan-Kent Sport Shirt
$188
Canali
Floral Denim Effect Sport Shirt
$450
Brax
Chuck Hi-Flex Jersey Stretch-Polyester Blend Pants
$258
BOSS
Cary Matte Leather Belt
$148
BOSS
Elloy Leather Belt
$98
Canali
Calfskin Derbies
$675
Patrick Assaraf
Extra-Fine Merino Wool Sport Jacket
$795
Prada
Saffiano Leather Oxfords
$1250
Brax
Chuck Hi-Flex Jersey Stretch-Polyester Pants
$258
Brunello Cucinelli
Corduroy Padded Jacket
$5250
BOSS
Roan Pattered Sport Shirt
$268
Brunello Cucinelli
Grained Calfskin Sneakers
$1150
Mason's
Torino Nailhead Stretch-Cotton Pants
$325
Ferragamo
Double Gancini Reversible Leather Belt
$670
Briglia
Stretch-Cotton Jersey Chino Pants
$275
Zegna
Cashseta Cardigan
$3090
Brunello Cucinelli
Cashmere Jacket
$5595
Ferragamo
Stamped Logo Pattern Double Gancini Leather Belt
$725
Magnanni
Línea Flex Collection Delrey Drop Tassel Loafers
$550
Harold
Burnished Leather Lace-ups
$550
BOSS
Hutson Micro Pattern Sport Jacket
$895
Prada
Saffiano Leather Derbies
$1250
Canali
Herringbone Cotton Sport Shirt
$425
Canali
Regular-Fit Houndstooth Dress Shirt
$350
TOM FORD
T Buckle Smooth Leather Belt
$1200
Canali
Merino Wool Knitted Sweater
$375
Canali
Merino Wool Mock Neck Sweater
$425
Canali
Merino Wool Mock Neck Sweater
$425
Canali
Merino Wool Knitted Sweater
$375
To Boot New York
Pescara Burnished Leather Sneakers
$560
Briglia
Stretch-Cotton Jersey Chinos
$275
Mason's
Slim-Fit Torino Jersey Stretch-Cotton Pants
$325
Prada
Logo Embossed Leather Penny Loafers
$1150
To Boot New York
Pescara Burnished Leather Sneakers
$560
Santoni
Grained Leather Sneakers
$850
Briglia
Stretch-Cotton Jersey Chinos
$275
Balmain
Jacquard Cotton Piqué Polo
$1050
Canali
Merino Wool Mock Neck Sweater
$425
Samuelsohn
Plaid Wool-Blend Sport Jacket
$1595
Canali
Regular Fit Wool Long-Sleeve Polo
$425
Harold
Polished Leather Penny Loafers
$595
BOSS
Hal Dress Shirt
$248
Samuelsohn
Stretch-Wool Dress Pants
$425
Ferragamo
Double Gancini Reversible Leather Belt
$670
Ferragamo
Allover Gancio Reversible Leather Belt
$705
Canali
Merino Wool Half-Zip Sweater
$625
Canali
Slim-Fit Miniature Checkered Dress Shirt
$375
BOSS
Leather Pin-Buckle Belt
$98
Canali
Wool Half-Zip Sweater
$625
Samuelsohn
Stretch-Wool Dress Pants
$425
Samuelsohn
Stretch-Wool Dress Pants
$425
Brunello Cucinelli
Denim Padded Trucker Jacket
$4795
Brunello Cucinelli
Traditional Fit Overdyed Stretch Denim
$895
Mason's
Viscose-Stretch Dress Pants
$335
Eleventy
Wool Bomber
$2995
NEUW
Iggy Stretch-Cotton Demin Pants
$239
Herno
Removable Bib Down Coat
$1295
A.P.C.
Elvis Organic Cotton Denim Jacket
$625
Herno
Virgin Wool Carcoat
$1925
Emporio Armani
Diagonal Jersey Weave Sport Jacket
$1075
TOM FORD
Gingham Cotton Degrade Western Shirt
$1280
TOM FORD
Reversible Grain Leather Textured Belt
$1070
Brunello Cucinelli
Fine Gauge Wool-Cashmere Knitted Polo
$1295