Date night outfits

These looks are for a date night, from dinner to the drinks after. Each piece is named by its designer and sold by an independent boutique in Toronto. The newest looks come first.

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The pieces of A black flower dress and a lemon bag for date night

A black flower dress and a lemon bag for date night

The pieces of A draped black knit and a satin wrap skirt for date night

A draped black knit and a satin wrap skirt for date night

The pieces of A charcoal shirt and wide jeans for a first date

A charcoal shirt and wide jeans for a first date

The pieces of A Moose Knuckles bomber over pleats and beige jeans

A Moose Knuckles bomber over pleats and beige jeans

The pieces of A brown Diesel leather jacket on an autumn evening

A brown Diesel leather jacket on an autumn evening

The pieces of A black blazer and green loafers in Marylebone

A black blazer and green loafers in Marylebone

The pieces of A brown bomber by a Tokyo window

A brown bomber by a Tokyo window

The pieces of A lace hem skirt for a night out

A lace hem skirt for a night out

The pieces of Black bouclé in the hotel hall mirror

Black bouclé in the hotel hall mirror

The pieces of Black faux fur and a ruffle mini in the West Village

Black faux fur and a ruffle mini in the West Village

The pieces of Black satin and a white mini for New Year's Eve

Black satin and a white mini for New Year's Eve

The pieces of Pink satin with grey suede boots

Pink satin with grey suede boots

The pieces of Bronze knit and purple red boots

Bronze knit and purple red boots

The pieces of Suede patchwork on an October afternoon

Suede patchwork on an October afternoon

The pieces of Tan corduroy in the fitting room

Tan corduroy in the fitting room

The pieces of A black blazer at the restaurant

A black blazer at the restaurant

The pieces of A black jumpsuit for the last table

A black jumpsuit for the last table

The pieces of A brown dress at the hotel

A brown dress at the hotel

The pieces of An open collar at the hotel bar

An open collar at the hotel bar

The pieces of Black lace for a winter dinner

Black lace for a winter dinner

The pieces of Black leather and a grey bow mini

Black leather and a grey bow mini

The pieces of Brown knit for a late dinner

Brown knit for a late dinner

The pieces of Chocolate truffle red with brown trousers

Chocolate truffle red with brown trousers

The pieces of Pinstripes for dinner

Pinstripes for dinner

Flat lay of a caramel Coperni dress, olive boots, a silver Chrome Hearts necklace and a black Bottega Veneta bag.

A cocktail party in Mayfair

Flat lay of a black Issey Miyake jacket, a chocolate UJOH shirt, black trousers and black Louis Vuitton sneakers.

Date night in black and chocolate

Flat lay of a black Undercover blazer, a black UJOH shirt and dark brown Issey Miyake trousers.

A black blazer for date night

Flat lay of a black Helmut Lang dress, a chocolate brown Nina Ricci jacket and dark oxblood Guidi boots.

A winter evening in leather and chocolate

Flat lay of a black Coperni jumpsuit, a black Undercover jacket, black Guidi boots and a Chrome Hearts safety pin.

New Year's Eve in black and silver

Flat lay of a Mackage jacket, a black Helmut Lang dress, black Guidi boots and a black Louis Vuitton bag.

A faux fur coat with western boots

Flat lay of a black Issey Miyake jacket, a black T-shirt, black trousers and black Gucci slippers.

Black pleats and a gold cross

Flat lay of a dark chocolate brown Herno jacket, a chocolate brown UJOH top and deep chocolate brown trousers.

Chocolate brown in suede

Flat lay of a black Kody Phillips jacket, a black thom/krom shirt, black Rick Owens trousers and black sneakers.

Black wool and Rick Owens for a date night

Flat lay of a black Kody Phillips jacket, a black Chrome Hearts sweatshirt and a black KIMHEKIM skirt.

A leather jacket for a fall date night

Flat lay of a black Coperni gown, a black Undercover jacket, black Guidi boots and a silver Tom Wood bag.

Opera night

Flat lay of a chocolate UJOH shirt, beige Issey Miyake trousers, black Chrome Hearts loafers and a beige Dior bag.

Golden hour on a Downtown rooftop

Flat lay of a black Coperni dress, a black jacket, black KIMHEKIM sandals and a black Louis Vuitton bag.

Dinner in the West Village

Flat lay of a black Tiger of Sweden blazer, a blue Hermes shirt and white Chrome Hearts chinos.

Monaco, before dinner

Flat lay of a chocolate brown MM6 shirt, black Nina Ricci trousers, black ankle boots and a lemon Stalvey bag.

Date night in the Marais

Flat lay of a black Issey Miyake jacket, a black sweater, black trousers, black Guidi loafers and a Tom Wood ring.

New Year's Eve in New York

Flat lay of a black Coperni dress, black flats, a silver Chrome Hearts necklace, silver earrings and a black bag.

Chrome Hearts silver at the cocktail bar

Flat lay of a charcoal MM6 cardigan, ivory Undercover trousers, black Guidi derbies and a silver Tom Wood ring.

A first dinner

Flat lay of a beige MM6 jacket, a chocolate UJOH shirt, beige trousers, black Guidi boots and a Tom Wood ring.

A hotel bar, late

Flat lay of a white Coperni dress, cream MM6 mules, silver Tom Wood hoop earrings and a black Louis Vuitton bag.

A night at Alserkal

Flat lay of an olive MM6 Maison Margiela dress, an olive Coperni bag, yellow mules and a silver Tom Wood ring.

A gallery dinner

Flat lay of a black Undercover blazer, a black Rick Owens T-shirt, black cargo pants and black Guidi loafers.

A late supper in black

Flat lay of a camel Tiger of Sweden blazer, a black Balenciaga shirt and black Helmut Lang trousers.

A late dinner in Tribeca

Flat lay of a black Avavav dress, a black Moose Knuckles jacket and grey MM6 ankle boots.

A first date in faux fur

Flat lay of a brown COOR jacket, a black Sunspel T-shirt and black Acne Studios jeans.

A first date in shearling