Jennifer Lopez’s 7 husbands and boyfriends before Bennifer 2.0

On the heels of Jennifer Lopez and Ben Affleck saying “I do” in front of their friends and family, we are taking a look back at the “Love Don’t Cost a Thing” singer’s most high-profile relationships and marriages.

Here is everything to know about everyone who once had J.Lo’s love.

Alex Rodriguez

Alex Rodriguez and Jennifer Lopez are pictured at the 2019 Vanity Fair Oscar Party.
Alex Rodriguez and Jennifer Lopez are pictured at the 2019 Vanity Fair Oscar Party.
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Lopez and Rodriguez began dating in March of 2017, with a source telling Page Six at the time: “They are really into each other because they have so much in common — from their Latin roots to their love of New York and their kids.”

The former Yankee confirmed the romance during an appearance on “The View” that same month and made their first appearance together courtside at a Lakers game.

Rodriguez popped the question during a lavish vacation in March 2019, but sadly they will not be making it down the aisle after all following rumors he was messaging “Southern Charm” star Madison LeCroy.

A former Playboy Playmate claimed that Rodriguez begged her for a threesome shortly before he proposed to Lopez and baseball player Jose Canseco alleged that Rodriguez had an affair with his ex-wife, Jessica.

The couple called off their engagement in March 2021, Page Six exclusively reported.

Drake

Jennifer Lopez and Drake had a short-lived fling.
Jennifer Lopez and Drake had a short-lived fling.
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Lopez and Drake were linked a few months in 2016, but industry insiders were skeptical of the union between the two PR-savvy pros.

“This relationship is fake, it is just a publicity stunt to publicize their record together,” a source told Page Six in January 2017. “If Jennifer and Drake were really dating, they’d be way more private about it.”

“Doesn’t Drake realize that it looks weird to declare his love for RiRi at the MTV awards, then start flaunting his chemistry with J.Lo a few months later?” the source added of Drake’s emotional tribute to Rihanna at the 2016 MTV Video Music Awards.


Casper Smart

Casper Smart and Jennifer Lopez had an on-again-off-again relationship.
Casper Smart and Jennifer Lopez had an on-again-off-again relationship.
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Lopez dated Casper Smart, who was 17 years her junior, for two and a half years.

“It was really professional for a very long time before anything even happened,” Smart said in 2012. “It just really spontaneously happened I guess. The chemistry was there. You can’t fight it.”

They split in 2014 amid reports that Smart had been allegedly sexting with two transsexual models. They would reunite in 2015 before breaking things off for good in 2016.


Marc Anthony

Jennifer Lopez and Marc Anthony were married for 10 years.
Jennifer Lopez and Marc Anthony were married for 10 years.
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Lopez’s whirlwind romance with fellow Latin music superstar Marc Anthony began in September 2003, with the couple saying their “I dos” in June 2004, just a week after his divorce from former Miss Universe Dayanara Torres was finalized.

They welcomed twins, Max and Emme, in 2008, before splitting in 2011.

Lopez would go on to say that collaborating on their 2017 Spanish-language album “Por Primera Vez” “actually kind of repaired certain parts of our relationship that had been fractured from our marriage and our divorce.”


Ben Affleck

Jennifer Lopez and Ben Affleck were dubbed "Bennifer."
Jennifer Lopez and Ben Affleck were dubbed “Bennifer.”
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“Bennifer” became one of the most overexposed celebrity couples of the Aughts, with Affleck memorably cradling Lopez’s famed rear in her video for “Jenny From the Block.”

The two met while making “Gigli” in 2001 while Lopez was still married to Cris Judd. Affleck and Lopez got engaged in November 2002 — with Lopez reportedly ordering a $15K gown from Vera Wang — but broke things off a reported two days before the ceremony.

Lopez would go on to say Affleck was “her first big heartbreak,” however the pair later rekindled their romance.

Page Six reported the couple were fully back together again after photos of them getting cozy on a date surfaced in June 2021.

They continued to date seriously for months, before he popped the question for the second time, confirming that they were engaged in April 2022.

Lopez and Affleck officially revealed they said “I do” in the July 17 edition of her “On The JLo” newsletter.

“We did it. Love is beautiful. Love is kind. And it turns out love is patient. Twenty years patient,” she wrote of the Las Vegas ceremony, noting it was “exactly what we wanted.”

The “Marry Me” actress also said she wore “a dress from an old movie” as they exchanged vows in the “little chapel” and “gave one another the rings we’ll wear for the rest of our lives.”


Cris Judd

Cris Judd and Jennifer Lopez were married for two years.
Cris Judd and Jennifer Lopez were married for two years.
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Lopez’s second marriage was to dancer and choreographer Cris Judd. The pair met in Spain in late 2000 when he was hired to direct her music video for “Love Don’t Cost a Thing” and wed in September 2001, splitting in June 2002.

“Your privacy is breached,” Judd later said of the relationship. “You’re no longer a normal person. [Our wedding] was a circus. I think several people got arrested trying to climb up a mountain … trying to sneak in. We actually rented the airspace.”


Diddy

J.Lo and Diddy were a power couple from 1999 until 2001.
J.Lo and Diddy were a power couple from 1999 until 2001.
WireImage

Arguably the music power-couple for the extremely limited window of 1999-2001. But the relationship between Lopez and Sean “Diddy” Combs — then still going by Puff Daddy — was both marred by allegations of infidelity by Combs and dragged into the courts with a weapons-and-bribery trial in connection with a December 1999 shooting at Club New York. (A jury eventually acquitted him.)

None of that stopped Combs from comparing their relationship to two other famous couples: Ava Gardner and Frank Sinatra and Joe DiMaggio and Marilyn Monroe.

“I’m Frank, you know what I’m saying?” he added, helpfully.

Ojani Noa

Jennifer Lopez was married to Ojani Noa from 1997 until 1998.
Jennifer Lopez was married to Ojani Noa from 1997 until 1998.
Ron Galella Collection via Getty

Lopez tied the knot with first husband Cuban waiter Ojani Noa in February 1997 after meeting in Miami while she was filming “Blood and Wine.”

Their marriage was over just 11 months later in January 1998, but that didn’t stop Noa from shopping an alleged honeymoon sex tape around.

The tape was never released, but Noa finally got his screen time when he was featured on a 2016 episode of “Million Dollar Matchmaker.”