Some say Agnelli's style was all about trying very hard to look as if he wasn't trying at all, but here we see that it's possible Agnelli truly didn't care—at least not about the rules. Just look at him here: he's wearing what looks to be racing coveralls, a bottle-cap belt, oversized sports shades and …an ascot? Yep. An ascot. Sure, it looks a bit madcap, but it's that impulse to break the rules when and how we see fit that's made menswear to vital in the years since Agnelli's reign.