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The 2022 Longines Kentucky Oaks on May 6 at Churchill Downs drew a spectacular crowd to the Louisville venue despite ominous weather forecasts for steady rain. Instead, the inclement weather held out for much of the day as fans enjoyed a fantastic day celebrating the fillies under the Twin Spires, and there were still plenty of smiles when the rain started to fall late in the afternoon.

It’s called “The fastest two minutes in Sports.” Twenty horses gather in the starting gate on the first Saturday in May for the Kentucky Derby. Time seems to freeze as jockeys, horses, and everyone else waits with bated breath for the gates to open. Each horse represents a journey. A triumph over the odds. The result of midnight dreams. The culmination of a selected breeding program. The completion of schooling and training. The consequence of careful daily care.

It’s no secret that Thoroughbreds retiring from the track often have a variety of things that need to be addressed before they are really ready, both mentally and physically, to take on a new career. The degree to which an owner and trainer has to address these things differs wildly from horse to horse, but I’ve yet to meet a newly retired Thoroughbred who didn’t need at least something addressed.

Media coverage of horse racing reaches its peak this week, leading up to the 148th Kentucky Derby Presented by Woodford Reserve Saturday, May 7. The race drew earlier than usual, on Monday, May 2, and the 20-horse field (with two also-eligibles) is set.

When you think of “Derby Fashion,” what’s the first thing that comes to mind? Hats? Tea dresses? Pinstripe suits? Maybe florals? All of those iconic concepts are deeply rooted in the culture of horse racing, and you are bound to see each of them at the track this season.

But there’s another setting that supports some pretty clear fashion ideas, and that’s spring and summer music festivals. Every year, you don’t have to do anything more than log on to TikTok to see the trends being set by festival-goers nationwide. Two iconic settings. Two distinct vibes and looks.

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