Kentucky Derby live outfits tracker: Best and worst dressed from sports world, including Simone Biles and Livvy Dunne

David Suggs

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Kentucky Derby live outfits tracker: Best and worst dressed from sports world, including Simone Biles and Livvy Dunne image

(Maggie Huber)

Between blooming roses, glint mint juleps, and billowy hats, the Kentucky Derby offers hardcore horse racing enthusiasts and casual observers alike plenty to hold onto.

Eyes will be fixed to the track as star thoroughbreds masquerade as celestial bodies, if only for a fleeting moment. Journalism, Sandman, American Promise, and the Bob Baffert-trained Citizen Bull rank as some of the most intriguing talents to trawl onto the Churchill Downs surface on Saturday afternoon.

But they aren't the only stars set to make waves at the spectacle. The Run for the Roses draws an eclectic bunch of viewers, to say the least, with actors, musicians, athletes, and more filling up the concourses at the famous race.

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Countless sportsmen and sportswomen have cherished the spotlight in Louisville come race day, from Aaron Rodgers and Patrick Mahomes to Michael Phelps and Bianca Belair. The race has already enlisted at least one sports supernova to take part in its pageantry: seven-time Olympic champion Simone Biles will give the "Riders Up" command at this year's competition.

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For a solitary day, sports culture and old-timey fashion come together like Secretariat and seemingly unbreakable records. Which athletes will mark their Kentucky Derby appearance with dazzling attire? And who will end the affair in infamy? The Sporting News is tracking the best and worst outfits from the sports world during the 151st Kentucky Derby.

Best and worst 2025 Kentucky Derby outfits from the sports world

Tyrese Maxey

76ers star Tyrese Maxey also wore white to the Kentucky Derby, finishing off the suit with a black tie. 

Tyrese Maxey

Livvy Dunne

Livvy Dunne went with a black-and-white look at the Kentucky Derby, including a polka-dotted white dress and a huge, partially transparent white hat. Her boyfriend, Pirates ace Paul Skenes, is in Pittsburgh with the team.

Carmelo Anthony

Carmelo Anthony, recently elected to the Basketball Hall of Fame, showed up to Churchill Downs in a clean olive green suit and hat. 

Carmelo Anthony

Cooper DeJean

Eagles CB Cooper DeJean, less than three months removed from a pick-six in the Super Bowl, went with an all-white look for the Kentucky Derby. 

Cooper DeJean

Simone Biles

Legendary gymnast Simone Biles went with a studded violet-colored dress and hat. Her husband, NFL safety Jonathan Owens, matched the look with a similar-colored suit. 

Will Levis

Levis, recently displaced as the Titans' starting quarterback, probably could have done better here. A plain black shirt (not a dress shirt) with a bland jacket? At least the hair looks good. 

Jayson Werth

Former MLB outfielder-turned-horse owner Jayson Werth showed out with his outfit on Saturday, wearing a black suit jacket with neon green accents and a neon green tie, plus a matching top hat. 

Werth owns Kentucky Derby contender Flying Mohawk, and this marks his second consecutive year with a horse in the race. 

Oscar Tshiebwe

Tshiebwe, a former consensus men's college basketball player of the year at Kentucky, strode into this year's Run for the Roses dressed to the nines, sporting a Carolina blue suit and, perhaps most notably, a hulking cowboy hat. When in Rome, I suppose... 

Xavier Legette

The Panthers wideout was made a pivotal part of Saturday's procession, serving as the NFL's social media correspondent for the event. He made sure to make his mark during the event, donning a Canadian tuxedo (with washed denim at that!) and another Cowboy hat. Legette knows he looks good. You know it, too.

David Suggs

David Suggs is a content producer at The Sporting News. A long-suffering Everton, Wizards and Commanders fan, he has learned to get used to losing over the years. In his free time, he enjoys skateboarding (poorly), listening to the likes of Stevie Wonder, Marvin Gaye and D’Angelo, and penning short journal entries.