City Boy
Japanese outdoor & urban prep.
Live-ranked by what is moving
18 brands matching this view
The Japan-exclusive creative direction of Nautica under Akio Hasegawa, reinventing classic prep into heavily oversized 'City Boy' staples.
New York-based brand offering asymmetric, heavily detailed reinterpretations of classic Americana and utilitarian workwear.
Tetsu Nishiyama’s brand focusing on standard silhouettes to be worn comfortably for years.
Concept store and brand themed around an imaginary delivery service with utility goods.
Takayuki Minami's curatorial project offering high-quality 'city tools' and basics.
Frequently Asked Questions
The City Boy aesthetic, popularized by Japanese magazine Popeye, is a blend of American preppy, outdoor, and streetwear styles. It focuses on comfortable, oversized silhouettes, high-quality basics, and a relaxed, urban lifestyle vibe. Think baggy chinos, oversized Oxford shirts, and New Balance sneakers.
Key brands that define the City Boy look include Nautica JP (under Akio Hasegawa's direction), Nanamica, Beams Plus, WTAPS, New Balance, and classic American heritage brands worn in oversized proportions like Ralph Lauren and Brooks Brothers.
Fit is crucial for the City Boy style. Garments should be intentionally oversized and relaxed, but never sloppy. The goal is a comfortable, voluminous silhouette that drapes well, often achieved by sizing up tops and opting for wide-leg or relaxed-tapered pants.