Jennifer Lopez and Alex Rodriguez’s New York romance is still young but the singer and the slugger both have lengthy résumés.
Who has the more impressive dating history?
David Cruz (1984-1994): The couple began dating when the singer was just a teenager, but split after a decade together.
Wesley Snipes (1994-1995): The “Money Train” co-stars were briefly linked after meeting on set, during which Lopez filmed her first sex scene.
Ojani Noa (1997-1998): Lopez wed the Miami waiter in 1997, but the marriage lasted less than a year. Noa tried to sell a book about their relationship but Lopez sued and the manuscript was shut down. She walked away with $545,000 in compensatory damages too. In 2011, she also had to block the release of a private, intimate video that reportedly included 15 to 20 minutes of nudity from their 1997 honeymoon.
Sean Combs (1999): Pre-Diddy, Sean Combs began dating Lopez while she was working on her first album. But the rapper turned out to be too much of a bad boy, and they split soon after he was arrested in relation to a Manhattan night club shooting in December 1999 and charged with criminal possession of a weapon. Lopez was also charged in the incident but the charges were dropped soon after.
Cris Judd (2000-2002): The former backup dancer was hired to direct Lopez’s “Love Don’t Cost a Thing” in late 2000 and the couple were married by September 2001. They split less than a year later, but didn’t finalize their divorce until 2003.
Ben Affleck (2002-2004): Bennifer began in 2002 when they filmed “Gigli” together and peaked with a $1.2 million, 6.1-carat pink diamond ring. Hollywood’s favorite couple heartbreakingly called it quits in early 2004, just before their wedding date.
Marc Anthony (2004-2011): Anthony and Lopez had twins together during their seven-year marriage — which started just days after his divorce to Dayanara Torres was finalized. The salsa artist planted a kiss on Lopez at the Latin Grammys in November, but that wasn’t enough to rekindle the romance.
Casper Smart (2011-2016): A five-year on-and-off romance with the much younger dancer ended when Lopez reportedly caught Smart cheating.
Drake (2016): The whirlwind romance that started with a cozy Instagram photo was over within two months.
Cynthia Scurtis (2002-2008): A-Rod’s six-year marriage to Scurtis resulted in two daughters — Natasha and Ella — and ended in an ugly alimony battle.
Madonna (2008): The Material Girl claimed they were just friends, but Rodriguez’s wife blamed Madonna for their divorce. The third baseman was reportedly making late-night visits to Madonna’s upper West Side home just weeks after his wife gave birth to their second child.
Bethenny Frankel (2009): The Yankees slugger spent time with the “Real Housewives of New York City” star in early 2009, but the hook-up was shortlived.
Kate Hudson (2009): Hudson was a regular guest at Yankee Stadium when the two were linked during the Bronx Bombers’ World Series season.
Cameron Diaz (2010-2011): One of A-Rod’s more public flings, he and Diaz were spotted out together frequently, most famously when she fed him popcorn at Super Bowl XLV.
Torrie Wilson (2011-2015): The WWE star stuck by Rodriguez for more than three years, including during his MLB suspension in 2014.
Demi Moore (2012): A-Rod and Moore were spotted on a dinner date in the West Village in July 2012 in what was considered a best friend faux pas; Madonna and Moore were longtime friends.
Anne Wojcicki (2016-2017): The Silicon Valley tycoon settled for the retired slugger for almost a year before the two split. They made their public debut at the Met Gala in May.
Alex Rodriguez and Jennifer Lopez’s dating history before they hooked up – New York Daily News