Meriwether Clark Jr. 1875. Inspired by British races, Clark Jr. and his wife helped kick off the now annual tradition of wearing hats for the occasion. Over the 150 years since then, hats have ...

And this is all a little reminiscent of when the Oakland Athletics accidentally released a hat that had the word “Ass” ...

After all, how many opportunities do you get to don a truly over-the-top hat or indulge in your most preppy-perfect patterns and prints? Since it would be a shame to waste this sartorial ...