A Complete Timeline of Jennifer Lopez and Alex Rodriguez's Relationship

Unlike the trajectory of traditional Hollywood romances, Jennifer Lopez and Alex Rodriguez's relationship was written in the stars from the very start. Their love story began more than two decades ago when J.Lo signed an autograph for the young baseball pro, and, in 2005, they crossed paths again at a Yankees Game, but both were married at the time. Cut to twelve years later, and J-Rod officially became a thing. 

Despite their non-traditional beginnings, J.Lo and A-Rod's love endured. Here, we take a look back at the couple's relationship highlights, from their red carpet debut at the Met Gala to that fairytale engagement.   

October 1999 

In October 2018, Rodriguez reveals he first met Lopez when he asked for her autograph way back in 1999. "#TBT to almost 20 years ago when a big time global pop superstar signed a pic for a young ball player," he captioned a shot of the keepsake on Instagram, adding the hashtags #lifecanbeafunnythingsometimes #pictureperfect.  

May 2005

Six years after their initial meeting, J.Lo attends a Yankees baseball game at Shea Stadium in Queens, New York with her then-husband, Marc Anthony. Before the first pitch, Lopez and Rodriguez shook hands — a moment the singer described as "this weird electricity, for, like, three seconds…Three to five seconds of looking at somebody right in their eyes and getting stuck."

Marc Anthony, Jennifer Lopez, and Alex Rodriguez - Lead 

February 2017

The pair reconnect again after bumping into each other at a restaurant in Los Angeles, with J.Lo making the first move. "I was having lunch somewhere and I saw him as he passed by," Lopez said, according to Entertainment Tonight. "Afterwards I went outside and for some reason I felt like tapping him on the shoulder."

Later, A-Rod asked her on a dinner date, and sparks flew. "He texted me, said, 'Let's go out to dinner,' and I said, 'OK,'" Jennifer recalled. "We had a nice dinner."

April 2017

J-Rod take their romance to Instagram and post their first couple's photo. 

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A post shared by Jennifer Lopez (@jlo) on

May 2017

Jennifer and Alex make their red carpet debut at the Met Gala 2017. Inside the venue, J.Lo proved she was absolutely smitten with her new beau by blowing him a kiss across the dinner table. 

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At the Met…💙

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June 2017

Coining the term "baecation," J.Lo and A-Rod take their first couple's trip together to none other than Paris, France — aka the City of Love. 

August 2017 

J-Rod crossed off another romantic milestone when they attended their first wedding as a couple. 

October 2017

Jennifer and Alex reached power couple status after gracing the cover of Vanity Fair together. In their first-ever joint interview, they revealed why they're an ideal match. "We are very much twins," Rodriguez told the magazine. "We’re both Leos, we’re both from New York, we’re both Latino…and about 20 other things."

December 2017

The couple spends their first holiday season together as a blended family. 

February 2018 

The two celebrate their first anniversary, and J.Lo publicly declares her love for A-Rod during one of her concerts. "We’ve been together for one year today," she said before performing "Us." "I don’t want to get all mushy or anything, but baby, this song’s for you. I love you."

August 2018

A-Rod proves he's the ultimate Instagram boyfriend at the 2018 MTV VMA Awards, as he snaps pics of J.Lo posing on the red carpet. 

Jennifer Lopez and Alex Rodriguez

February 2019

On their two-year anniversary, J.Lo and A-Rod post the sweetest social media tributes to each other. 

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Macha 13, I can’t believe it’s been two years. Only 730 days, which have flown by, but it feels like we have been together forever. We are meant to be, and how much you mean to me cannot be put into words. . From baseball games, to traveling across the world to shows in Vegas. We have done it all together and every moment with you is cherished. Where this road will take us next is unknown but there is no one else I would rather have by my side. The journey is just beginning and I am excited for what’s ahead. . Macha, your hard work is unmatched. Your relentless drive and determination push me to be a better man each and every day. . Like you there is none other. Words will never do justice to what the last two years have meant to me. Thank you for always being you, for your unwavering support and unconditional love.❤️ . Te amo mucho, Lola. . – Macho 13 @jlo

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March 2019

They're engaged! Rodriguez finally pops the question to Lopez with an enormous diamond ring while the couple was vacationing in the Bahamas — and he went to extreme measures to make sure the moment was picture-perfect. During an appearance on the Tonight Show, A-Rod revealed that he prepared the proposal months in advance. 

"I planned it for about six months," Rodriguez told host Jimmy Fallon. "[And] the three days prior to me going down on one knee and getting engaged, I rehearsed for three days in a row. Because I wanted the sunset to be perfect." 

He even calculated the timing of when the sun went down over the ocean. "One day, the sunset was at 6:27, the next day it was at 6:29, and then the third day it was raining!" he recalled. "So I kind of [decided on] 6:29, and I said, 'This is the time that I'm gonna do it.' And it worked out well."

September 2019

Six months after getting engaged, Jennifer and Alex celebrated their upcoming wedding with a lavish party at singer Carole Bayer Sager's home in Bel Air. After the bash, the couple shared photos of themselves looking head over heels in love on social media. 

February 2020

Lopez shut down the Super Bowl LIV with her halftime show performance — and a dancing Rodriguez was right there to cheer her on.

March 2020

Nearly a year post-engagement, J.Lo candidly revealed that she's not in a rush to get married. "It's so funny because when we first got engaged I was like, 'Oooo, we're gonna get married in a couple months?!'" she told Oprah during the TV host's 2020 Vision: Your Life in Focus tour. "Your old thinking comes right back, all that hopeless romantic [stuff] that made me get married three times."

And A-Rod is on-board with taking things slow, according to Lopez. "He's like, 'Whatever you want to do, we can talk about it.' I said, 'But if we're going to be together for the rest of our lives, what is the rush,'" the mom of two explained. "If that's what we're really going to do, if we're really going to be partners."

True love can wait! 

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