Alex Rodriguez Dating History: J.Lo, Madonna, Kate Hudson & A-Rod’s Full Relationship Timeline
By Oliver Wiener November 20, 2025 10:04
Before he was the beloved Fox Sports analyst, the Timberwolves part-owner, or the guy who posts sunrise workouts at 5:15 a.m., Alex Rodriguez was baseball’s most polarizing superstar and its most photographed bachelor. From 1994 to 2017, A-Rod collected 696 home runs, three MVP awards, one World Series ring, and a dating résumé that read like a US Weekly cover shoot on steroids (figuratively and, for a stretch, literally).
No athlete in the 2000s blurred the line between sports page and gossip column quite like Alex Rodriguez. While Derek Jeter played defense on his personal life, A-Rod leaned all the way in private jets to St. Tropez, Kabbalah bracelets, mirrored sunglasses indoors, the works. Here’s the full timeline, complete with stats, quotes, and the moments that made tabloid editors richer than most relief pitchers.
Early Years: The Seattle Chapter (1994–2000) Long before the bright lights, A-Rod was a 19-year-old phenom with a $4 million signing bonus and zero game off the field. Rumors swirled about high-school sweethearts and minor-league flings, but nothing stuck. “I was terrified of girls,” Rodriguez admitted on The Corp podcast in 2019. “I had acne, braces, and a $400 car. Not exactly Casanova.”
Cynthia Scurtis (2002–2008) — The Marriage The one that produced his two daughters and, eventually, a $12 million divorce settlement. A-Rod met the Miami psychology teacher in 1999 at a Coral Gables gym. They married in 2002, welcomed Natasha (2004) and Ella (2008), and looked like baseball’s golden couple until 2007, when everything detonated.
Madonna (2008) — The Nuclear Headline May 2008. A-Rod and Cynthia announce separation. Two weeks later, paparazzi catch Madonna leaving his Central Park West apartment at 1 a.m. The Material Girl, then 49 and still married to Guy Ritchie, reportedly introduced A-Rod to Kabbalah and the concept of “emotional cheating.” “He was more madly in love with Madonna than anyone realized,” a source told People at the time. Madonna denied physical infidelity, but the damage was done. Cynthia filed for divorce citing “extramarital affairs and emotional abandonment.” A-Rod later called the Madonna chapter “the biggest regret of my life” on Barstool’s Pardon My Take in 2021.
Kate Hudson (2009) — The Rebound That Saved His Season Enter Goldie Hawn’s daughter, fresh off a breakup with Owen Wilson. Hudson and Rodriguez were first spotted in Miami in May 2009, then went full PDA blitz: Yankees playoff games, Cabo vacations, her cheering shirtless from his private box. A-Rod hit .365 with 15 homers in the second half of 2009 his best stretch as a Yankee and credited Hudson openly. “She’s an amazing girl,” he told reporters in September. “She brings a lot of positive energy.” They split that December, right after the World Series parade. Hudson later told InStyle: “I don’t regret it. It was a wild, fun ride.”
Cameron Diaz (2010–2011) — The Popcorn Incident The actress fed A-Rod popcorn at Super Bowl XLV, and the internet lost its mind. They dated on and off for about a year Hawaii, Miami, SNL after-parties. Diaz called him “a good guy” but never confirmed anything official. By late 2011, it fizzled quietly.
Torrie Wilson (2011–2015) — The Fitness Era The longest post-divorce relationship. A-Rod, suspended for the entire 2014 season after Biogenesis, moved to California and started dating the former WWE star and fitness model. They trained together, launched wellness brands, and seemed like the clean-living reboot. “She helped me through the darkest time of my life,” Rodriguez said on The View in 2018. They split amicably in 2015. Wilson later married someone else; A-Rod moved on.
Jennifer Lopez (2017–2021) — The Blockbuster The relationship that redefined him. J.Lo and A-Rod were first linked in March 2017 when he attended her Vegas residency. By 2019 they were engaged with a $1.8 million emerald-cut diamond, co-hosting charity galas, and blending families (his two girls, her twins Max and Emme). They bought a $40 million Miami mansion, launched a skincare line together, and dominated red carpets. Forbes estimated their combined net worth at over $700 million. “We’re really happy,” Lopez told People in 2019. “We have an appreciation for where we are in our lives today.” Then came COVID, separate quarantines, and the Madison LeCroy Southern Charm scandal in early 2021. They announced a breakup in April 2021, tried again, then officially ended it that August. “Sometimes the greatest love stories don’t have fairy-tale endings,” A-Rod posted on Instagram.
Post-J.Lo (2021–Present) Since the split, Rodriguez has been linked to fitness model Jaclyn Cordeiro (2022–present), with whom he frequently posts gym selfies and family photos. They’ve kept it relatively low-key no red carpets, no joint business ventures. In a 2024 Men’s Health interview, he said, “I’m in a great place. I’m a dad first, and I’ve learned that peace is the ultimate flex.”
The Final Stat Line
- Career home runs: 696 (5th all-time)
- MVP awards: 3
- Public relationships with global superstars: 7
- Divorce settlements: 1 ($12M)
- Engagement rings purchased: 2 (one returned, one kept as a friendship ring)
- Tell-all books written about him: 0 (a minor miracle)
In the end, A-Rod’s romantic ledger mirrors his career outrageous peaks, public valleys, and a late-stage redemption arc that’s still being written. He once told ESPN The Magazine in 2015: “I spent the first half of my life trying to be perfect. The second half is about being real.”
Real, flawed, and finally at peace. Not bad for a kid who used to be terrified of girls.
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