An edit

Tokyo Outfits

Relaxed layers, pleated trousers, light outerwear, and walking shoes from independent boutiques for a trip to Tokyo.

Tokyo outfits balance loose tailoring with technical ease across black, grey, and deep blue palettes built for long days of walking. Wide pleated trousers sit alongside deconstructed jackets and oversized outerwear cut from wool, cotton, and down. The uniform stays sharp through precise proportions rather than bright ornamentation.

In the early nineties, the backstreets of Harajuku, known as Ura Harajuku, grew into a center for Tokyo street fashion. Jun Takahashi, who sang in a Sex Pistols cover band, opened the shop Nowhere there with Nigo, and his label Undercover first showed in Paris in the early two thousands. Issey Miyake founded his design studio in Tokyo at the start of the seventies, and Homme Plisse Issey Miyake cuts and sews each piece before pressing it into pleats.

Pants anchor the wardrobe, paired with structured blazers, boxy shirts, and low profile walking shoes. WDLT117 in Toronto brings most of this wall, led by Homme Plisse Issey Miyake pleated trousers and jackets, with Song for the Mute and Undercover. Utopia in Toronto adds Chrome Hearts and Rick Owens pants, and Due West in Toronto brings Baracuta and Canada Goose jackets.

Homme Plisse Issey Miyake Edge Pants Black at WDLT117, Toronto

Homme Plisse Issey Miyake

Homme Plisse Issey Miyake Straight-leg Pleated Trousers Black at WDLT117, Toronto

Homme Plisse Issey Miyake

Straight-leg Pleated Trousers Blk

Undercover Prints Padded Jacket Gray Beige at WDLT117, Toronto

Prints Padded Jacket Gray Beige

Undercover All-over Flower Print Blouson Black at WDLT117, Toronto

All-over Flower Print Blouson Blk

UJOH Rib Collar 4 Pockets Blouson Navy at WDLT117, Toronto

Rib Collar 4 Pockets Blouson Navy

Song for the Mute Daisy Worker Jacket Oat at WDLT117, Toronto

Song for the Mute

Daisy Worker Jacket Oat

Homme Plisse Issey Miyake Basic Pleated Straight Leg Pants Black at WDLT117, Toronto

Homme Plisse Issey Miyake

Basic Pleated Straight Leg Pants Blk

Undercover Kasuri Pants Black at WDLT117, Toronto

Kasuri Pants Black

Helmut Lang Hooded Astro Bomber Performance Black at WDLT117, Toronto

Hooded Astro Bomber Performance Blk

Song for the Mute Art Jacket Black at WDLT117, Toronto

Song for the Mute

Art Jacket Black

Thom Browne Charcoal Compact Waffle 4-Bar Sweatpants at Utopia, Toronto

Charcoal Compact Waffle 4-Bar Sweatpants

$141Lightly used

Chrome Hearts Turbo Diesel Carpenter Jeans at Utopia, Toronto

Turbo Diesel Carpenter Jeans

Baracuta Mens Wind Jacket G9 - Racing Green at Due West, Toronto

Mens Wind Jacket G9 - Racing Green

Baracuta Mens Wind Jacket G9 - Marine at Due West, Toronto

Mens Wind Jacket G9 - Marine

Homme Plisse Issey Miyake Wool-like Pleated Pants Black at WDLT117, Toronto

Homme Plisse Issey Miyake

Wool-like Pleated Pants Black

Homme Plisse Issey Miyake Wool-like Pleated Pants Grey at WDLT117, Toronto

Homme Plisse Issey Miyake

Wool-like Pleated Pants Grey

Amiri Boucle Thrash Jean Antique Indigo at Utopia, Toronto

Boucle Thrash Jean Antique Indigo

Amiri All Over Repair Jeans Clay Indigo at Utopia, Toronto

All Over Repair Jeans Clay Indigo

Baracuta Mens Wind Jacket G9 - Navy at Due West, Toronto

Mens Wind Jacket G9 - Navy

UJOH Cropped Box Blouson Beige at WDLT117, Toronto

Cropped Box Blouson Beige

Song for the Mute Daisy Oversized Coat W Brown at WDLT117, Toronto

Song for the Mute

Daisy Oversized Coat W Brown

Song for the Mute TKL Denim Padded Jacket Khaki at WDLT117, Toronto

Song for the Mute

TKL Denim Padded Jacket Khaki

$651~~$1,127~~Last one

Homme Plisse Issey Miyake Wool-like Pleated Pants Chocolate at WDLT117, Toronto

Homme Plisse Issey Miyake

Wool-like Pleated Pants Chocolate

Amiri Baggy Trouser Jeans 70s Indigo Blue at Utopia, Toronto

Baggy Trouser Jeans 70s Indigo Blue

Looks in this edit

After dark, before midnight. Flat lay of a black Masnada jacket, black trousers, a black Issey Miyake turtleneck and black Guidi derbies.

After dark, before midnight

A late supper in black. 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

A Christmas party at the hotel bar. Flat lay of a black Undercover jacket, a black Louis Vuitton sweater and black UJOH trousers.

A Christmas party at the hotel bar

Christmas dinner in London. Flat lay of a rust Song for the Mute sweater, chocolate UJOH trousers and brown Burberry slippers.

Christmas dinner in London

A Sunday at Columbia Road. Flat lay of a dark navy Undercover jacket, an ecru Helmut Lang sweatshirt and indigo Gallery Dept. jeans.

A Sunday at Columbia Road

A wedding in December. Flat lay of a grey Issey Miyake jacket, a navy turtleneck, black trousers and black Louis Vuitton derbies.

A wedding in December

Common questions

What do Tokyo outfits on this wall look like?

Pants lead this wall, many of them pleated or wide, with jackets and outerwear next, in black, blue, white, grey and green. Many of the pieces are made in Japan.

Which pieces form the base of a Tokyo outfit?

Wide leg pleated trousers paired with relaxed shirts and cropped jackets create the central silhouette. Comfortable walking shoes and technical outerwear complete the daily rotation.

How did the Ura Harajuku scene influence modern Tokyo dressing?

Hiroshi Fujiwara, drawn to London punk, brought hip hop records and DJ culture back to Tokyo from New York, and he was at the center of the scene that grew in the backstreets of Harajuku. Jun Takahashi of Undercover and Nigo opened the shop Nowhere there, which helped start a run of Tokyo street labels.