By Jelena Aska
Jennifer Lopez has had juicy relationships with fellow celebs like Sean "Diddy" Combs, Ben Affleck, Drake, and many more.
Jennifer Lopez is no stranger to the limelight. The triple threat has been dominating the industry since her debut back in the 90s following the release of her debut album, On The 6. The star went on to land roles in films, including Selena, Maid In Manhattan, Gigli, and Monster In Law, to name a few.
With a career as successful as hers, it appears as if JLo hasn't had as much success when it comes to her love life. While Jennifer Lopez's boyfriend list is lengthy, she's found it hard to find "the one".
Related: Fans React To Bennifer's First Red Carpet Appearance In 18 Years
While her most recent engagement to A-Rod went awry, it seems as if JLo has already moved on. So, who else had JLo been linked to, making the boyfriend list? And is Bennifer 2.0 really going to work out? Let's dive in.
Updated on September 18 2021, by Michael Chaar: The 'Jenny From The Block' singer has had quite a successful career, and she's spent most of it with a special someone. From her very first public romance with her boyfriend turn husband, Ojani Noa, all the way to her most recent engagement with A-Rod, Jennifer Lopez' boyfriend list is one worth looking over! While her time with the former baseball player came to an end in May 2021, Jennifer is now rekindling her romance with Ben Affleck, which has since been confirmed following the two's major makeout session last week. JLo and Ben have traveled alongside one another to Capri and Venice, Italy, all while locking lips a few times while out and about. While it remains unknown whether Ben and Jen have blended their families so quick into things, it just might be that their second time at a relationship just might be the one that works.
11 Ojani Noa — 1995 - 1998
Kicking the list off is Cuban waiter Ojani Noa who was actually Jennifer Lopez's first husband. The singer and actress — who was at her breakthrough at the time — married Ojani in February 1997, however, their love didn't last. Barely a year later, in January 1998, the couple got a divorce and Jennifer Lopez moved on to become one of the biggest celebs of her generation.
10 Sean "Diddy" Combs — 1999 - 2001
Next on the list is rapper Sean "Diddy" combs whom Jennifer Lopez started dating in the summer of 1999 — right around the time her debut album On The 6 was released.
After quite a public relationship, the couple split in February 2001, however, they seemed to remain friendly and over the years their paths have crossed a multitude of times. During their relationship, Jlo sported her stunning green Versace dress alongside Diddy at the 2000 Grammy awards.
9 Cris Judd — 2001 - 2003
After the famous rapper, Jennifer started dated former backup dancer Cris Judd whom she met in Spain and their relationship quickly evolved.
The couple, who certainly bonded over their love for dancing, got married on September 29, 2001, however — just like J-Lo's previous marriage — they also only lasted barely a year. In June 2002 Jennifer Lopez and Cris Judd filed for divorce due to irreconcilable differences and their divorce was finalized in 2003.
8 Ben Affleck — 2002 - 2004
Next on the list is perhaps one of Jennifer's most memorable relationships — the one with Hollywood star Ben Affleck. The two were so popular that they got dubbed Bennifer by the media and in 2003 — after about a year of dating — the couple got engaged.
Unfortunately, they never got to exchange their vows as they postponed their wedding and they officially broke up in January 2004. During their time together, Ben and Jen worked on a number of films, including Gigli and Jersey Girl.
Related: The Reason Bennifer Fans Are Cringing About Their Romance Reunion
7 Marc Anthony — 2004 - 2014
In 2004, quickly after her split from Ben Affleck, Jennifer started dating fellow musician and longtime friend Marc Anthony. In June of that year, Jennifer and Marc tied the knot and it finally seemed as if the diva had found the one — especially when in February 2008 Jennifer gave birth to their twins Emme and Maximilian.
Unfortunately, in July 2011 the two announced their split, and their divorce was finalized in 2014. Luckily for the duo, they have remained amicable, especially for the sake of their twins, and are still friends to this day!
6 Rodrigo Santoro — 2011
In 2012 — soon after her split from Marc Anthony — Jennifer Lopez starred in the rom-com What To Expect When You're Expecting alongside actor Rodrigo Santoro.
According to the Huffington Post, the diva was unable to keep her hands off her co-star on set back in 2011 which led to her often being scolded by the movie's director. While neither Jennifer nor Rodrigo ever confirmed a relationship, it has definitely been rumored that the two were more than just friends.
5 Bradley Cooper — 2011
Another Hollywood star that was rumored to have dated Jennifer Lopez is actor Bradley Cooper. Once again neither of the stars ever confirmed anything, but in 2011 the two did seem a bit closer than usual. Above, the two stars can be seen at a Tommy Hilfiger Spring 2011 fashion show in New York City — and they certainly had a great time together.
4 Casper Smart — 2011 - 2016
Next on the list is former backup dancer Casper Smart with whom Jennifer Lopez was in an on-and-off-again relationship from October 2011 until August 2016.
After five years of dating the two — whose age gap was 18 years — called it quits but in a true J-Lo manner — the diva didn't stay single for too long, finding herself moving on to none other than Canadian rapper, Drake!
Related: Fans Troll A-Rod As He's Forced To Listen To A JLo Song While Shopping
3 Drake — 2016 - 2017
Let's move on to Canadian rapper Drake who was first linked to Jennifer in December 2016, after he was spotted at a couple of her shows. Soon afterward things seem to have gotten serious and Drake even posted a photo of the couple cuddling on his Instagram.
Unfortunately, In February 2018 — after only two and a half months of dating — it seemed as if the two musicians decided to split.
2 Alex Rodriguez — 2017 - 2021
Wrapping the list up is Jennifer's current bae — former professional baseball player Alex Rodriguez. The two stars started dating in February 2017, pretty much immediately after Jennifer and Drake called it quits, and three years later J-Lo and A-Rod seem as strong as ever.
The couple — who bonded over a similar family situation (they are both divorced with children) and their love for hard and intense working out — got engaged in March 2019, only for things to go awry. In May 2021, the couple officially announced they were parting ways after rumors weeks before began speculating their relationship was over.
1 Back To Ben Affleck — 2021
Following her split from A-Rod in the spring of this year, Jennifer Lopez moved on rather quick when she began to spark rumors regarding a new romance with former fiancé, Ben Affleck. The two were seen locking lips this summer, which first started the Bennifer 2.0 talk, and it just so happens to be true!
The two went public this summer and have been going strong ever since. Considering Ben does have a dark past, mainly when it comes to substance abuse, it might be that JLo has a positive effect on the actor.
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