Baseball players dating Hollywood actresses

Atlanta Braves

Baseball players dating Hollywood actresses

Photos of MLB baseball players who have either dated or married Hollywood actresses, including A-Rod, Madonna, Derek Jeter and Mariah Carey.

BRAD PENNY / ALYSSA MILANO - The former Dodgers pitcher, now with Boston, and the actress / noted Dodgers fan dated. Milano has also dated pitchers Barry Zito and Carl Pavano. ESPN's Buster Olney reported June 5, 2009, that the Braves have had conversations with the Boston Red Sox regarding a trade for Penny.

ALEX RODRIGUEZ / KATE HUDSON - The Bronx Bomber and film actress, long rumored to be romantically involved, are indeed dating and are "somewhat serious," people.com reports.

DEREK JETER / MARIAH CAREY - The Yankees shortstop and the singer / actress enjoyed a well-publicized, if short-lived, relationship from 1997-98. He's also reportedly dated actresses Jessica Biel and Minka Kelly.

ALEX RODRIGUEZ / MADONNA - The Yankees star told People Magazine that he and the singer / actress were 'friends - that's it' as rumors of a romance ran rampant during the summer of 2008.

DAVID JUSTICE / HALLE BERRY - Before Halle Berry's Oscar-winning turn in "Monster's Ball," she was already well-known in Atlanta as former Braves outfielder David Justice's ex-wife.

CHUCK FINLEY / TAWNY KITAEN - The marriage between the longtime Angels pitcher and the former star of Whitesnake's "Here I Go Again" video came to a screeching halt in 2002 when she was charged with beating Finley with a stiletto heel.

BRET BARBERIE / JILLIAN REYNOLDS - You know her from those "Look alive, Marino!" weight loss ads or as the weather girl on FOX NFL Sunday but did you know Jillian Reynolds was married to MLB player Bret Barberie from 1996-2002?

JOSE CANSECO / MADONNA - Former MLB slugger Canseco told Us Weekly in 2008 that the Material Girl pursued him romantically in 1991 but that they 'were not intimate.'

JOE DiMAGGIO / MARILYN MONROE - The Yankee Clipper's marriage to Hollywood's blonde bombshell was the original MLB-actress union. They divorced in October 1954.

1/9

BRAD PENNY / ALYSSA MILANO - The former Dodgers pitcher, now with Boston, and the actress / noted Dodgers fan dated. Milano has also dated pitchers Barry Zito and Carl Pavano. ESPN's Buster Olney reported June 5, 2009, that the Braves have had conversations with the Boston Red Sox regarding a trade for Penny.

Today's Gallery Headlines

Jimmy Carter ‘forever’ stamp

PHOTOS: 2025 AJC Photos of the Year

Coca-Cola first ad

PHOTOS: Coca-Cola ads over time

Alonzo Herndon

PHOTOS: Philanthropists leave mark on Atlanta

gainesville, thomas county central

PHOTOS: Thomas County Central pummels Gainesville for 5A state title

More Galleries

Game 1 of Braves vs Yankees

PHOTOS: Braves take opener against Yankees

ALLSTAR RED CARPET

PHOTOS: Atlanta rolls out the red carpet for MLB All-Star Game

MLB Home Run Derby

PHOTOS: 2025 Home Run Derby in Atlanta

The Atlanta Braves select short stop and outfielder, Tate Southisene, in the 22nd pick of the 2025 MLB Draft Sunday, July 13, 2025 at the Coca-Cola Roxy in Atlanta. (Daniel Varnado/For the Atlanta Journal-Constitution)

PHOTOS: MLB Draft held at the Coca-Cola Roxy