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.
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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
Zegna
Trofeo Cashmere Sport Jacket
$6450
Brunello Cucinelli
Stretch-Polyamide Quilted Vest
$2930
BOSS
Roan-Kent Sport Shirt
$188
Patrick Assaraf
Mélange Extrafine Merino Wool Polo
$245
Canali
Floral Denim Effect Sport Shirt
$450
Brax
Cooper Fancy Marathon Pants
$258
BOSS
Roan Stretch-Polyamide Shirt
$198
Zegna
Cashseta Cardigan
$3090
Brax
Chuck Hi-Flex Jersey Stretch-Polyester Pants
$258
Brunello Cucinelli
Cashmere Jacket
$5595
BOSS
Roan Cotton-Blend Sport Shirt
$188
Harold
Burnished Leather Lace-ups
$550
Ferragamo
Reversible Leather Belt
$550
Patrick Assaraf
Extra-Fine Merino Wool Sport Jacket
$795
Santoni
Carter Leather Double Monk-Strap Shoes
$1220
Emporio Armani
Textured Stretch-Virgin Wool Sport Jacket
$1375
Briglia
Stretch-Cotton Jersey Chino Pants
$275
Brunello Cucinelli
Grained Calfskin Sneakers
$1150
BOSS
Hutson Micro Pattern Sport Jacket
$895
Canali
Merino Wool Knitted Sweater
$375
Ferragamo
Stamped Logo Pattern Double Gancini Leather Belt
$725
Ferragamo
Reversible Leather Belt
$550
BOSS
Lisbon Leather Derbies
$348
Canali
Mélange Cotton Sport Shirt
$425
Mason's
Slim-Fit Torino Jersey Stretch-Cotton Pants
$325
Brunello Cucinelli
Nubuck Calfskin Sneakers
$1150
BOSS
Cary Matte Leather Belt
$148
Eleventy
Herringbone Wool-Cashmere Sport Jacket
$1595
Prada
Saffiano Leather Oxfords
$1250
Canali
Calfskin Derbies
$675
Canali
Slim Fit Long-Sleeve Polo
$425
Prada
Saffiano Leather Derbies
$1250
TOM FORD
T Buckle Smooth Leather Belt
$1200
Brax
Chuck Hi-Flex Jersey Stretch-Polyester Blend Pants
$258
To Boot New York
Pescara Burnished Leather Sneakers
$560
Briglia
Stretch-Cotton Jersey Chinos
$275
Canali
Merino Wool Mock Neck Sweater
$425
Brunello Cucinelli
Stretch-Polyamide Padded Vest
$2695
Brunello Cucinelli
Padded Stretch-Polyamide Jacket
$3950
Prada
Logo Embossed Leather Penny Loafers
$1150
Canali
Regular-Fit Houndstooth Dress Shirt
$350
Tod's
Suede Wingtip Laceup Derbies
$780
Brunello Cucinelli
Italian Fit Cotton Corduroy Pants
$1075
Brunello Cucinelli
Corduroy Padded Jacket
$5250
Mason's
Torino Nailhead Stretch-Cotton Pants
$325
Ferragamo
Double Gancini Reversible Leather Belt
$670
Canali
Herringbone Cotton Sport Shirt
$425
Canali
Merino Wool Knitted Sweater
$375
Canali
Cotton Jersey Shirt
$425
Eleventy
Mélange Cotton-Lyocell Shirt
$495
Samuelsohn
Cosmo Gingham Wool-Blend Sport Jacket
$1595
BOSS
Roan Pattered Sport Shirt
$268
Harold
Burnished Leather Lace-ups
$550
Canali
Merino Wool Mock Neck Sweater
$425
Canali
Merino Wool Mock Neck Sweater
$425
BOSS
Jared Waterproof Jacket
$995
Moncler
Virgin Wool Quarter-Zip Sweater
$1125
BOSS
Elloy Leather Belt
$98
Canali
Impeccable Wool Pants
$650
Canali
Merino Wool Knitted Sweater
$375
Briglia
Stretch-Cotton Jersey Chinos
$275
Santoni
Grained Leather Sneakers
$850
Canali
Cotton Jersey Shirt
$425
To Boot New York
Pescara Burnished Leather Sneakers
$560
Canali
Merino Wool Knitted Sweater
$375
Harold
Polished Leather Penny Loafers
$595
BOSS
Leather Pin-Buckle Belt
$98
Samuelsohn
Plaid Wool-Blend Sport Jacket
$1595
Canali
Merino Wool Mock Neck Sweater
$425
BOSS
Hal Dress Shirt
$248
Ferragamo
Allover Gancio Reversible Leather Belt
$705
Ferragamo
Double Gancini Reversible Leather Belt
$670
Canali
Merino Wool Half-Zip Sweater
$625
Samuelsohn
Stretch-Wool Dress Pants
$425
Samuelsohn
Stretch-Wool Dress Pants
$425
Canali
Slim-Fit Miniature Checkered Dress Shirt
$375
Canali
Wool Half-Zip Sweater
$625
Canali
Regular Fit Wool Long-Sleeve Polo
$425
Samuelsohn
Stretch-Wool Dress Pants
$425
Balmain
Jacquard Cotton Piqué Polo
$1050
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
Herno
Removable Bib Down Coat
$1295
A.P.C.
Elvis Organic Cotton Denim Jacket
$625
NEUW
Iggy Stretch-Cotton Demin Pants
$239
Herno
Virgin Wool Carcoat
$1925
Emporio Armani
Diagonal Jersey Weave Sport Jacket
$1075
Zegna
Oasi Cashmere Mélange Polo
$2450
Paul & Shark
Cotton-Lyocell Blend Jersey Polo
$275
Brunello Cucinelli
Cotton-Blend Herringbone Flannel Shirt
$780
Brunello Cucinelli
Pebbled Shearling-Lined Field Jacket
$12995
To Boot New York
Silverton Leather Oxfords
$500
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
Zegna
Trofeo Cashmere Sport Jacket
$6450
Brunello Cucinelli
Stretch-Polyamide Quilted Vest
$2930
BOSS
Roan-Kent Sport Shirt
$188
Patrick Assaraf
Mélange Extrafine Merino Wool Polo
$245
Canali
Floral Denim Effect Sport Shirt
$450
Brax
Cooper Fancy Marathon Pants
$258
BOSS
Roan Stretch-Polyamide Shirt
$198
Zegna
Cashseta Cardigan
$3090
Brax
Chuck Hi-Flex Jersey Stretch-Polyester Pants
$258
Brunello Cucinelli
Cashmere Jacket
$5595
BOSS
Roan Cotton-Blend Sport Shirt
$188
Harold
Burnished Leather Lace-ups
$550
Ferragamo
Reversible Leather Belt
$550
Patrick Assaraf
Extra-Fine Merino Wool Sport Jacket
$795
Santoni
Carter Leather Double Monk-Strap Shoes
$1220
Emporio Armani
Textured Stretch-Virgin Wool Sport Jacket
$1375
Briglia
Stretch-Cotton Jersey Chino Pants
$275
Brunello Cucinelli
Grained Calfskin Sneakers
$1150
BOSS
Hutson Micro Pattern Sport Jacket
$895
Canali
Merino Wool Knitted Sweater
$375
Ferragamo
Stamped Logo Pattern Double Gancini Leather Belt
$725
Ferragamo
Reversible Leather Belt
$550
BOSS
Lisbon Leather Derbies
$348
Canali
Mélange Cotton Sport Shirt
$425
Mason's
Slim-Fit Torino Jersey Stretch-Cotton Pants
$325
Brunello Cucinelli
Nubuck Calfskin Sneakers
$1150
BOSS
Cary Matte Leather Belt
$148
Eleventy
Herringbone Wool-Cashmere Sport Jacket
$1595
Prada
Saffiano Leather Oxfords
$1250
Canali
Calfskin Derbies
$675
Canali
Slim Fit Long-Sleeve Polo
$425
Prada
Saffiano Leather Derbies
$1250
TOM FORD
T Buckle Smooth Leather Belt
$1200
Brax
Chuck Hi-Flex Jersey Stretch-Polyester Blend Pants
$258
To Boot New York
Pescara Burnished Leather Sneakers
$560
Briglia
Stretch-Cotton Jersey Chinos
$275
Canali
Merino Wool Mock Neck Sweater
$425
Brunello Cucinelli
Stretch-Polyamide Padded Vest
$2695
Brunello Cucinelli
Padded Stretch-Polyamide Jacket
$3950
Prada
Logo Embossed Leather Penny Loafers
$1150
Canali
Regular-Fit Houndstooth Dress Shirt
$350
Tod's
Suede Wingtip Laceup Derbies
$780
Brunello Cucinelli
Italian Fit Cotton Corduroy Pants
$1075
Brunello Cucinelli
Corduroy Padded Jacket
$5250
Mason's
Torino Nailhead Stretch-Cotton Pants
$325
Ferragamo
Double Gancini Reversible Leather Belt
$670
Canali
Herringbone Cotton Sport Shirt
$425
Canali
Merino Wool Knitted Sweater
$375
Canali
Cotton Jersey Shirt
$425
Eleventy
Mélange Cotton-Lyocell Shirt
$495
Samuelsohn
Cosmo Gingham Wool-Blend Sport Jacket
$1595
BOSS
Roan Pattered Sport Shirt
$268
Harold
Burnished Leather Lace-ups
$550
Canali
Merino Wool Mock Neck Sweater
$425
Canali
Merino Wool Mock Neck Sweater
$425
BOSS
Jared Waterproof Jacket
$995
Moncler
Virgin Wool Quarter-Zip Sweater
$1125
BOSS
Elloy Leather Belt
$98
Canali
Impeccable Wool Pants
$650
Canali
Merino Wool Knitted Sweater
$375
Briglia
Stretch-Cotton Jersey Chinos
$275
Santoni
Grained Leather Sneakers
$850
Canali
Cotton Jersey Shirt
$425
To Boot New York
Pescara Burnished Leather Sneakers
$560
Canali
Merino Wool Knitted Sweater
$375
Harold
Polished Leather Penny Loafers
$595
BOSS
Leather Pin-Buckle Belt
$98
Samuelsohn
Plaid Wool-Blend Sport Jacket
$1595
Canali
Merino Wool Mock Neck Sweater
$425
BOSS
Hal Dress Shirt
$248
Ferragamo
Allover Gancio Reversible Leather Belt
$705
Ferragamo
Double Gancini Reversible Leather Belt
$670
Canali
Merino Wool Half-Zip Sweater
$625
Samuelsohn
Stretch-Wool Dress Pants
$425
Samuelsohn
Stretch-Wool Dress Pants
$425
Canali
Slim-Fit Miniature Checkered Dress Shirt
$375
Canali
Wool Half-Zip Sweater
$625
Canali
Regular Fit Wool Long-Sleeve Polo
$425
Samuelsohn
Stretch-Wool Dress Pants
$425
Balmain
Jacquard Cotton Piqué Polo
$1050
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
Herno
Removable Bib Down Coat
$1295
A.P.C.
Elvis Organic Cotton Denim Jacket
$625
NEUW
Iggy Stretch-Cotton Demin Pants
$239
Herno
Virgin Wool Carcoat
$1925
Emporio Armani
Diagonal Jersey Weave Sport Jacket
$1075
Zegna
Oasi Cashmere Mélange Polo
$2450
Paul & Shark
Cotton-Lyocell Blend Jersey Polo
$275
Brunello Cucinelli
Cotton-Blend Herringbone Flannel Shirt
$780
Brunello Cucinelli
Pebbled Shearling-Lined Field Jacket
$12995
To Boot New York
Silverton Leather Oxfords
$500