High Risk/High Reward: Jackets & Shorts

2. Classic Americana, Updated

A tailored jacket can quickly transform a simple casual look. Wes is wearing a pair of classic khaki shorts and a white henley t-shirt – but he throws a navy blazer over it and rolls the sleeves for a much more rakish appeal.

Bonus Tip: This is “classic with a twist”. All the pieces in this look are considered “classics”, but styled with a twist.

Bonus Tip II: The pocket square here is one of those oldschool, paper thin, unlined silk ties.

Featured Items:
  • Navy cotton jacket by JCrew
  • White henley by Save Khaki
  • Khaki cotton shorts by Uniqlo
  • Blue striped espadrilles by Urban Outfitters
  • Wayfarer sunglasses by Ray-Ban
  • Paisley silk tie as pocket square Vintage

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