Hef tells the girls that they are all invited to attend the Kentucky Derby and the Barnstable Brown Gala before the race. Bridget and Kendra go to a boutique to buy appropriate hats, while Holly decorates her own hat. They all fly to Louisville and check into the hotel, after which they go to the gala, where they are greeted by numerous autograph-seeking fans. The party itself is attended by numerous celebrities ranging from Travis Tritt to Lennox Lewis. The next day, the girls get ready to attend the Derby. They play a prank on Hef's secretary, Mary, in which they attempt to get her to wear an ostentatious hat, but they eventually relent and give Mary her modestly decorated visor. At the race, the girls drink mint juleps and then go to place their bets. Holly bets on Pyro, Bridget spreads her bets among four different horses, and Kendra plans to bet on Big Brown but gets a tip on Court Vision and changes her mind at the last minute. After visiting the paddock, the girls rush back to ...