Gianni Agnelli - the Avvocato - controlled Fiat, owned Juventus, and was described by Esquire as the best-dressed man in the history of the world. He wore his watch over his shirt cuff — directly over the cufflink. The most technically incorrect way to wear a watch possible. It became one of the most imitated gestures in the history of men's style. The watches were serious. Patek Philippe World Time ref. 1415HU — yellow gold, manual movement, rotating disc displaying the time in 41 cities simultaneously. Today worth around €83,000 at auction, with rare examples reaching €6.6 million. Omega Seamaster PloProf — a dive watch the size of a small building, worn on a suit. Audemars Piguet ref. 5555BA perpetual calendar. A Vacheron Constantin pocket watch inherited from his father, converted to a wristwatch and worn as casually as a Casio. Because he wore those too. The origin of the over-cuff habit is disputed. His shirts were cut so close to the wrist by Italian shirtmakers that a watch wouldn't fit underneath — that's one version. He didn't like metal against bare skin — that's another. He was too busy to waste time pulling back a sleeve — that's a third. His friend Taki Theodoracopulos said the habit was practical before it was aesthetic. The poet Jean Cocteau had done the same after World War I, in homage to soldiers returning from the trenches. None of the reasons matter as much as the result: a man with total authority over his own image chose to break the rule, consistently, publicly, for decades. And the rule stayed broken because the charisma was unquestionable. This is the lesson. Not to wear your watch over the cuff — most men who try it look like they got dressed in the dark. But to understand that rules in style exist to be understood before they are broken. Agnelli knew every rule he was breaking. That is precisely why breaking them worked. Own your choices. Know why you made them. The rest is just a watch.