Wearing your play clothes to your buddy's summer cookout: OK. Looking sharp but not like you obsessed over it: better.
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LEFT: Printed Linen Long-sleeved Shirt ($155) by Victorinox; White Deck Shirt ($45) by Nautica (nautica.com); Classic Fit Bleecker Wash Jeans ($165) and Ralph Lauren Sunglasses ($190) from Polo by Ralph Lauren (ralphlauren.com); Colrain Loafers ($90) by Rockport (rockport.com); Veneto Stackable Chaise Lounge ($1,400) by Design Within Reach (dwr.com)
RIGHT: Crew Neck Sweater ($145) by Victorinox (swissarmy.com); Geo-Print Dress Shirt ($98) by Banana Republic (bananarepublic.com); Toro fedora ($38) by Goorin Brothers (goorin.com); Plaidminton Shorts ($110) by Tommy Bahama (tommybahama.com); Nawlins Oxford Loafers ($130) by Timberland (timberland.com); Wayfarers ($139) by Ray-Ban (rayban.com)