Jennifer Lopez, the global superstar, singer, actress, and business mogul, has long been as famous for her high-profile love life as for her show-stopping career. Over the past three decades, the actress and singer has been linked to some of Hollywood’s biggest names, from Ben Affleck to Diddy.
While her relationships often seem to capture headlines, each chapter in her romantic journey has revealed something about her evolving priorities. So here, we rank all of Jennifer Lopez’s major relationships by how long they lasted, starting from the shortest to the longest (via Cosmopolitan).
8. Drake (2016) — A Few Months
Jennifer Lopez and Drake’s relationship was one of those brief but much-hyped celebrity pairings that lit up the gossip columns and social media feeds for a short, fiery spell.
The two first sparked romance rumors in late 2016, and not long after, they began sharing cozy Instagram photos together. While their chemistry seemed undeniable, their romance merely lasted a few weeks. It may have been fleeting, but for a few weeks, they were one of the most talked-about couples in entertainment.
7. Cris Judd (2001–2002) — Less Than a Year
Jennifer Lopez met dancer and choreographer Cris Judd while filming the music video for her hit single “Love Don’t Cost a Thing.” Sparks flew quickly, and within a few months, the pair tied the knot in September 2001.
At that time, Lopez was one of the biggest stars in the world, riding the success of films like The Wedding Planner. Judd was suddenly thrust into international spotlight overnight. However, the marriage barely lasted, and by mid-2002, the two separated.
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However, both remained cordial after their divorce, revealing how it was their contrasting lifestyle and careers that made their living together impossible (via PEOPLE).
6. Ojani Noa (1997–1998) — About a Year
Before Jennifer Lopez became “J.Lo,” she was still an emerging star when she met Ojani Noa, a Cuban waiter working at a Miami restaurant. The two married in 1997, around the same time Lopez’s career was taking off, thanks to her breakout performance in Selena.
Their marriage, however, was short-lived. By early 1998, the couple had divorced. In later years, Noa would make headlines for legal disputes involving Lopez, including attempts to release a tell-all book and private footage from their relationship. These incidents prompted Lopez to take legal action, resulting in a long court battle over her privacy.
Lopez’s first marriage was the beginning of a series of relationships that would play out much more publicly as her fame skyrocketed.
5. Sean P. Diddy Combs (1999–2001) — About Two Years
Jennifer Lopez’s relationship with Sean P. Diddy Combs (then known as Puff Daddy) was one of her most talked-about romances of the early 2000s. The two met in 1999 while working on her debut album On the 6, and quickly became one of Hollywood’s hottest power couples. However, their relationship wasn’t without controversy.
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In December 1999, the pair were involved in a now-infamous nightclub shooting in New York City, which resulted in Diddy’s arrest and eventual acquittal. The high-profile case thrust Lopez into an uncomfortable media spotlight, and the strain reportedly took a toll on their relationship. By early 2001, Lopez and Diddy had called it quits.
4. Alex Rodriguez (2017–2021) — Four Years
Jennifer Lopez and Alex Rodriguez, the former MLB star, were one of Hollywood’s most glamorous couples. They began dating in early 2017, after reconnecting years after their first brief meeting in the early 2000s.
The relationship seemed something out of a fairytale, and Rodriguez proposed in March 2019 with a stunning emerald-cut engagement ring estimated at over $1 million, and fans were convinced this was the endgame (via Cosmopolitan).
However, as the pandemic unfolded, rumors of infidelity and personal differences began to surface. By April 2021, the couple announced their breakup in a joint statement.
3. Ben Affleck (2002–2004; 2021–2024) — About Five Years Total
Few Hollywood relationships have been as dissected as Jennifer Lopez and Ben Affleck’s love story: a romance that played out across two decades, two engagements, and two very different eras of their lives.
Their first run, from 2002 to 2004, was pure early-2000s pop culture. They met on the set of Gigli, got engaged in 2002 with a pink diamond ring, and quickly became “Bennifer.” However, the overwhelming media scrutiny and constant tabloid pressure became too much. The couple postponed their wedding in 2003 and ultimately broke up in early 2004.
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Nearly two decades later, in 2021, Lopez and Affleck rekindled their romance after her split from Alex Rodriguez. This time, their relationship felt more mature and grounded. They married in July 2022 in an intimate ceremony in Las Vegas, followed by a lavish celebration at Affleck’s Georgia estate. However, by 2024, reports suggested that the couple had quietly separated again (via PEOPLE).
2. Casper Smart (2011–2016) — Five Years
After her divorce from Marc Anthony, Jennifer Lopez found companionship with Casper Smart, a dancer 18 years her junior. The two met when Smart was hired as a backup dancer for one of her music videos, and their chemistry quickly blossomed into a romantic relationship.
Despite their 20-year-old age gap, Lopez and Smart seemed genuinely happy together. He often joined her on tour, and the pair were frequently photographed traveling and spending time with Lopez’s twins, Max and Emme. However, the relationship hit turbulence in 2014, when rumors surfaced that Smart had been unfaithful. Though they reconciled briefly, they officially split in 2016 (via Hola!).
1. Marc Anthony (2004–2011) — Seven Years
Jennifer Lopez’s marriage to Marc Anthony was not just one of her longest but also one of her most significant. The two had known each other for years before tying the knot in June 2004, just months after Lopez’s breakup with Ben Affleck.
In 2008, they welcomed twins Max and Emme, marking Lopez’s transition into motherhood. However, it wasn’t long before cracks began to appear, and in 2011, they announced their separation. Lopez has since described their relationship as complicated but transformative, saying that while they were meant to be for a time, they ultimately grew in different directions (via PEOPLE).
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Even after their split, the two have maintained a close friendship and a healthy co-parenting relationship, something Lopez has often said she’s proud of.
Looking back at Jennifer Lopez’s romantic history, it is clear that each relationship reflected a different phase of her life and career. From her youthful whirlwind with Ojani Noa to her deeply personal marriage with Marc Anthony, and her rekindled connection with Ben Affleck, Lopez has always embraced love wholeheartedly, even when it came with risks.
Well, what do you think about J.Lo’s romantic journey?
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