The shades. The eyebrows. The cat-ate-the-canary grin. Sure, you might picture current Jack Nicholson and think “style icon, my ass!” But listen—Jack didn’t always appear the way he did in About Schmidt. Back in the ’60s and ’70s, he was just as good-looking as he was a good actor. You can co-opt Jack’s classic style upon the anniversary of one of his most iconic films—Easy Rider—released this week in 1969. Just remember: Jack’s appeal is 30 percent clothing and 70 percent attitude (and facial expressions).
Haskell Sunglasses ($95, Warby Parker), Classic Jeans ($135, Buck Mason), Classic Twill Striped Tie ($19, The Tie Bar), Linen Long-Sleeved Button-Down ($35, Uniqlo), Italian Cashmere Cable Sweater ($298, J. Crew)
Ray-Ban Original Wayfarers ($155, Ray Ban), Loro Piana White Chinos ($485, Mr. Porter), Supima Oxford Dress Shirt ($30, Land’s End), Ludlow Glen Plaid Sportcoat ($178, J. Crew), Montoro Derby Shoes ($248, WANT Les Essentiels de la Vie), Miller Stripe Pocket Square ($55, Hook & Albert)