Most stylish Sport Movies
The Endless Summer(1966)
The movie that defined 1960s surf culture proved once and for all that the best accessories are the ones you can’t buy: a good tan and sun-bleached hair.
Dogtown and Z-Boys (2001)
Capturing the birth of skateboarding as a lifestyle and sport, this documentary, based on 1970s footage, is a prescient reminder that your Vans and flannels look better with a little wear and tear.
Cool Runnings (1993)
Let’s just say color-blocking isn’t all that new.
Chariots of Fire (1981)
Where to start? The summer scarves? The V-neck tennis sweaters? The fitted blazers? The tweed overcoats? If only all athletes dressed like Britain’s 1924 Olympic track team.
The Harder They Fall(1956)
In his last film before his death, Humphrey Bogart played a broken-spirited former sportswriter, keeping the remnants of his dignity intact with a sharp bow tie, crisp white shirt, and minimalist pocket square.
The Hustler (1961)
The wandering pool shark Eddie Felson (played unforgettably by Paul Newman) shows you don’t need more wardrobe than can fit in a locker to be the most stylish guy in the room. All you need is a blazer, a white T-shirt, and, naturally, a cigarette.
Leatherheads (2008)
This pitch-perfect portrait of Gatsby-era Ivy League style contrasts warm browns and grays with bright ties and accessories throughout.
Le Mans (1971)
In one of his best but lesser-known roles, Steve McQueen as a professional race-car driver demonstrates that turtlenecks are for tough guys, too.
The Natural (1984)
Robert Redford makes it look easy to pull off a wife-beater. Turns out toned arms and a baseball bat don’t hurt.
Brian’s Song (1971)
James Caan stands strong in the face of adversity while wearing a polo like a man should: slim-fit and hugging the biceps.
Victory (1981)
Sure, there are some faux pas here (see: white suspenders), but if you ever had any questions about pulling off a henley, Sylvester Stallone shows you how.
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