The Complete Relationship Timeline Of Justin Timberlake & Jessica Biel

The magical story of Justin Timberlake and Jessica Biel began over a decade ago in 2007. Timberlake, the ex-*NSYNC member turned acting and singing sensation, and Biel, the actress known for her roles in The Sinner and 7^th Heaven, made an attractive Hollywood power couple and have remained so. Until late 2019.

MORE: Still Apologizing? Justin Timberlake Leaves Flirty Comment On Jessica Biel’s Instagram After PDA Scandal

An incident between Timberlake and Alisha Wainwright, his costar in a movie called Palmer, lit up headlines and threatened to shake his marriage to its core. In November of 2019, Timberlake and Wainwright were spotted holding hands, and since then, tongues have been wagging.

MORE: Apologetic Justin Timberlake Invites Jessica Biel to ‘Palmer’ Set After PDA With Costar

Take a look at the ups and downs of Timberlake and Biel’s relationship — from the way they met and their marriage to the birth of their son and beyond.

Justin Timberlake and Jessica Biel allegedly met at a birthday party Timberlake was throwing for a friend. So how do two megastars get together? As Timberlake tells it, “There was nothing starry about the way we got together. It was very un-Hollywood-esque, in fact. We met and got talking. Afterwards I asked my friend if I could call her and ask her out. My friend called Jessica and Jessica said yes, and so I called her."

Timberlake was adamant he asked her directly and refused to text. Us Weekly reported that Timberlake said, “I did it the old fashioned way — by telephone. That's something I learned from both my stepdad and my grandfather — that there is a thing called chivalry and it doesn't have to die with the birth of the Internet. The way I see it, if you're asking a girl out on a date, it's only right to do it in a way that she can hear your voice. I had to be pretty persistent in order to get her to say yes.”

The new couple were first spotted backstage at one of his concerts. A few weeks later they were seen snowboarding in January 2007, earning them the title “special friends” by People. Some people were calling their status a rebound thanks to Timberlake’s recent split from Cameron Diaz.

Timberlake used a television appearance to discuss a woman he said “smells lovely” and that he gets “pretty romantic” around. He didn't mention Biel’s name, but he revealed that when he was on the road they stayed in touch via FaceTime. Timberlake said, “Technology is a wonderful thing sometimes. I find that to be really cool, when you can actually see someone’s face."

In 2009, Timberlake and Biel appeared on the kiss cam at a Lakers game. Timberlake didn’t just kiss Biel, he straddled her. As Timberlake himself put it, “I mounted my girlfriend in front of 18,000 people.”

It wasn’t just Timberlake who was smitten with Biel, his own mom fell for her too. Lynn Harless said of Biel, "She's so down-to-earth and her family is great." Harless went on to talk about Timberlake and Biel’s relationship, saying, “They’re always trying to out ‘special’ each other. They’re pretty openly affectionate.”

They’d been dating for three years, and things were starting to look a little rocky when Biel opened up about their relationship to Vogue. “I don't want to talk about it,” she said. “I don't feel the need to clear anything up. It's the most precious thing that I have in my life, and I care about it so much that I don't care about what anyone says or thinks. I have just not addressed it in any real way, and I'm not going to. It's mine. And I really like that about it.”

But the rocky patch got rockier, and in March of 2011, they split. No real reason was given, but weeks earlier, Timberlake had been spotted hanging out with Mila Kunis. A source said, “there are no hard feelings. It was completely mutual and they both decided it was time to move on.”

It wasn’t too hard to see that Timberlake harbored special feelings for Biel. While they were broken up, he spoke to Vanity Fair saying, "In my 30 years, she is the most special person, OK? I don't want to say much more, because I have to protect things that are dear to me — for instance, her."

The split looked like it was over just a few months later. One source told Us Weekly , “They have been talking the whole time and decided to give it another shot. Jessica really wanted to get back together with him and Justin realized single life is not what it's cracked up to be." In the time they were apart, Timberlake was linked to Ashley Olsen, Olivia Wilde and more.

Reconnecting lasted and by July 2011 they were engaged. Timberlake proposed to Biel while they were in Montana. “I proposed there, so it has a really special meaning. That’s really where it started from. It’s really about this moment when you’re saying, ‘I want to make this step,'” said Timberlake.

So how did Timberlake propose? Timberlake said, “When I did propose, I was saying to her, I was like, ‘Oh look at the shadows on the mountains,’ and I had the ring on my pinkie — I guess I will just tell the story. I had the ring on my pinkie and I was like, ‘Look at the shadows over there on the mountains,’ and she was like, ‘Oh yeah, that’s beautiful,’ and I was like, ‘Do you see it?’

The pair flew to Italy to get married just over a year later. Biel wore a pink dress that became iconic, and Timberlake performed a song that he’d written specifically for the service.

In April 2015, Biel and Timberlake gave birth to their baby boy, Silas Randall Timberlake. Baby Timberlake’s names were provided by Timberlake’s maternal grandfather (whose middle name was Silas) and Timberlake’s own father (whose name is Randall). The birth was a rough one and required an emergency C-section. Biel also made the headlines fighting against child vaccinations.

In 2017, Biel spoke to the sparks that kept their romance alive. She said, “I think having a partner who is doing something that you're excited about — like for me, his music and everything that he does — it's just amazing to see somebody doing what they love, and I think it can be as simple as that."

2018 dawned and Biel wrote a post on Instagram affirming everything she loved about her man. She wrote, “Here's to a spectacular year ahead. I'm so proud of all you've accomplished and all that is ahead for you. plus you're a super hot dad. A ninja dad. A kiddie teeth brushing, Jedi sleep mind tricking, intimidating dad voice disciplining SUPER HOT DAD. I love you, you hot dad. I'm here, right by your side, OG fan girl #1. Happy birthday, my beloved. Now go crush it this weekend at SB LII."

Timberlake addressed the issue in an Instagram post. He wrote, “A few weeks ago I displayed a strong lapse in judgment — but let me be clear — nothing happened between me and my costar. I drank way too much that night and I regret my behavior. I should have known better."