12 MLB players who dated Hollywood celebrities

The sports world is always exciting, but it turns more interesting when it combines with Hollywood. The players and celebrities are often in the media limelight, but they shake the industries because of their relationships.

Surbhi Khera
September 16, 2025
4 min read

12 MLB players who dated Hollywood celebrities — © Robert Deutsch-USA TODAY NETWORK

Fans love to see their favorite players and celebrities together. Their wishes turn true when the two worlds come together and they find their favorite celebrity or player dating. It feels like a true fairy tale with the talented characters. Various MLB players have dated or even married famous Hollywood celebrities.

12. Evan Longoria

The Rays’ third baseman, Evan Longoria, dated Jaime Edmondson in 2012. Later in 2013, they got married and now have three children together. The couple shares a strong bond and chooses to keep their family life private from media attention.

11. Ben Zobrist

The former MLB star, Ben Zobrist, married Julianna Zobrist in 2005. They have three children together. Julianna even performed at various baseball events, and their relationship seemed strong. But what seemed like a perfect match eventually broke apart when Ben Zobrist filed for divorce, citing differences and infidelity. Their divorce sparked media buzz from all angles.

10. Matt Kemp

Matt Kemp and Rihana’s relationship was one of the most surprising sports and pop-culture crossovers. They dated in 2010 and were spotted on a vacation together. Kemp’s presence at Rihana’s concerts grabbed the limelight and attention. Later, they parted ways due to busy schedules.

9. Jose Canseco

Another surprising relationship was that of Jose Canseco and Madonna. As per Jose, they dated for a brief period in the 1990s. He even stated that Madonna proposed to him for marriage, but the world never got to know Madonna’s side of the story. Later, their fling came to an end.

8. David Justice

David Justice married the Oscar-winning actress Halle Berry in 1993. They were a high-profile couple and grabbed the media’s attention. The two went their separate ways and got divorced in 1997, citing irreconcilable differences. According to the reports, the relationship was like an emotional rollercoaster for both of them.

7. Barry Zito

Barry Zito was popular due to his dating history and linkups. When Barry Zito was the star pitcher for the Oakland Athletics, he dated Alyssa Milano in 2004. The relationship lasted for a brief period, and the relationship ended without any public drama.

6. Justin Verlander

Justin Verlander met Kate Upton during a commercial shoot and began dating in 2014. The couple faced a brief rough patch in 2015, but love sparked again between the two. They got married in 2017 and now have a daughter together.

5. Derek Jeter

Derek Jeter dated the pop superstar, Mariah Carey, in the 1990s. Their relationship gained media attention and was highly publicized. Carey even stated that the relationship helped her to come out of her first marriage. Both of them were at the peak of their careers and ended their romance in 1998, citing different schedules and constant media attention.

4. Derek Jeter

One of the most admired couples, Derek Jeter and Minka Kelly, began dating in 2008. The couple tried to keep their relationship private but were spotted together at several events. Due to their busy schedules, they decided to end the relationship in 2011.

3. Alex Rodriguez

A-Rod had numerous brief link-ups with various celebrities. He dated Kate Hudson in 2009, and their relationship eventually ran its course in the same year. According to the reports, their busy schedule and Hudson’s will to remain away from the limelight were the reasons behind their split.

2. Alex Rodriguez

A-Rod was spotted with Cameron Diaz at the Super Bowl, where she was feeding him popcorn. The incident grabbed the media’s attention. The relationship seemed to be a short one, and both of them remained friendly even after their split.

1. Alex Rodriguez

The Yankees’ star, Alex Rodriguez, began dating Jennifer Lopez in 2017, and they got engaged in 2019. The couple was seen bringing up the two worlds of sports and entertainment together. They were active on social media and often shared their lives with the world. In 2021, they announced that they were better as friends and parted ways.