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Cycling Icon: Jacques Anquetil

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This year’s Tour de France already had us waxing nostalgic on the golden age of cycling—and the wealth of achingly cool vintage photos of cycling great Jacques Anquetil have only served to strengthen our lament for that bygone era.

The guy was larger than life: his latest biography was entitled Sex, Lies and Handlebar Tape, he was the first cyclist to win the Tour de France five times, and his exploits espoused the era of jetset ’60s playboy. And, most impressively, he actually managed to make wearing one of those funny little ball caps look cool.

We celebrate one of cycling’s most stylish and flamboyant riders in five iconic photos.»