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With the Kentucky Derby Becoming the Cultural Hotbed That It's Transformed Into Over the Last Decade, It's No Surprise That Musicians, Athletes, and Influencers Flocked To Louisville, Kentucky, for the 151st Iteration of the Run For the Roses (Referenceing the Blanket of 554 Red Roses Draped Over the Winning Horse that Crosse the Finish Line First Each Year).
Simone Biles Came Through for a Big Honor, Shaboozey Partied in the Paddock Club, And Alix Earle and Braton Berrios Were Churchill Downs' Ultimate It-Couple. Here's a Glimpse of What Went Down With Your Favorite Celebrities at the Kentucky Derby.

2025 Edition
Woodford Reserve 2025 Kentucky Derby 151 Bottle
Gymnasts, to the paddock
One Thing Churchill Downs Doesn'T Mess Around With? The “Riders Up” Call, A Legendary Tradition in Which Jockeys Are Instructed to Mount Their Horses in the Paddock Before Heading to the track. FIRST, former LSU Gymnast Livy Dunne Stood in the center of the paddock to do the Honors at Kentucky Oaks (A Race The Day Before The Kentucky Derby Involving Exclusive Female Horses). On Saturday, Seven-Time Olympic Gold Medalist Simone Biled a Star-Stredd List (Martha Stewart, Patrick Mahomes, Jack Harlow, to Name a Few) of Past Celebrities Who've Given the “Riders Up” Command Before The Kentucky Derby.
Shaboozey Inspects the track

Louisville, Kentucky – May 03: Shaboozey at least Kentucky Derby 151 At Churchill Downs on May 03, 2025 in Louisville, Kentucky. (Photo by Jeff Schear/Getty Images For Churchill Downs)
Jeff Schear/Getty Images For Churchill Downs
Donning a Peach Three-Piece Suit and a Cactus-Shaped Bolo Tie, Country Star Shaboozey Stepped Right Up to the Track and Took in One of the Day's Races at Couple Hours Before The Main Event. Cigar in hand, The “A Bar Song (Tipsy)” Hitmaker Greeted Fans and Horse Owners On His Way Back Inside The Woodford Reserve Paddock Club, One of Churchill Downs' Premiere Hospitality Areas. The Paddock Club Boasts in Concierge Service, Corn Paddock and Paddock Runway, and Private Wine and Bourbon Cellar. Fun fact: Woodford Reserve Bourbon Helps Fuel the Nearly 125,000 Mint Juleps Sold Every Year at the Kentucky Derby.

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Woodford Reserve
Jack Harlow Keps It Lowkey at the Turf Suites
Jack Harlow Kept It Low-Key At The Kentucky Derby This Year-Relative to That One Year When he filmed a Whole Music Video for His Hit “Churchill Downs” with Drake. This Year, Louisville's Own Posted Up with Some Friends at the Infield Turf Suite to Take in the Derby Action, tuxedo in Cigar and Taking Photos with fans. Later On, Harlow Threw an after-Party In Downtown Louisville Where He Hopped Up Behind the decks and Started Playing the Hits Including “Lifestyle” by Rich Gang and “My Humpi” by the Black Eyed Peas.
Alix Earle & Braxton Barrios Win Big On Sovereigty
Ahead of the Kentucky Derby, BRAXTON BARRIOS PICKED SOVERIOGNTY AS HIS WINN OUT OF A HAT ON THE RED CARPET. We might Need the Next Lot Numbers from The Houston Texans Wide Receiver Because Sovereriaty Did, in fact, as in the First Place After Closing AT 7-1 ODDS, Defeating ODDS-WON Favorite Journalism Who Came in Second Place. Flanked by His Girlfriend Alix Earle and Creator and BFFS Podcast Co-Host Josh Richards, Barrios Stood on a Chair and Celebrated Accordingly Once Sovereriaty Crosted The Finish Line At Churchill Downs.
“Enter Sandman” Meets Sandman
It was Only Right for Metallica Frontman James Hetfield To Head to Churchill Downs and Visit the Colt Named in part after one of the Heavy Metal Band's Most Iconic Songs. The Connection to “Enter Sandman” Continuetes with the Owners Likening The Horse's Closing Ability Towards The End of Races To That of Yankees Closer Mariano Rivera, Who Used The Metallica Song for His Entrance. While Sandman Had Pretty Good Odds At 5-1 to Win The Derby Heading Into Saturday, The HorseLy Placed in Sevenh.
Stephen Wilson Jr. Pops Out on derby Eve
Before Shaboozey performed to Slew of His Country Hits at Fanduel's Kentucky Derby Party at Old Forester's Paristown Hall, Stephen Wilson Jr. Popped Out AS A Surprise Opening Act to the Delight of the Hundreds in Autondance. He Kicked Off His Set by NOTING HE WAS FROM Seymour, Indiana, Not Too to make the I-65 from Louisville, Kentucky.
