A Thorough Investigation of All the Ups and Downs in Justin Timberlake and Jessica Biel’s Relationship

In a world where celeb couples break up faster than you can say “maybe just don’t get married,” Justin Timberlake and Jessica Biel have always been pretty damn solid. These two met in 2007 and—aside from one brief split and an awkward scandal involving hand-holding—they have been together for over a decade. Or in layman’s terms, 9 years more than the average celebrity relationship. A lot’s happened during that time (including a secret baby and a secret vow renewal), so let’s catch up with a brief timeline, yes?

Circa 2007

Justin and Jessica meet at a random birthday party in 2007 and just connect. “We met and got talking,” Justin reveals during a press conference back in 2012. “Afterward, 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.”

Here’s Jessica talking about the fated day, saying, “We really technically met and had a conversation when I was invited to a birthday party that Justin was throwing for a friend of his.”

Psst: At the time, a source tells People, “She’s the coolest chick ever. He wants to be with her all the time. He’s ready to be serious.”

March 2011

Jessica and Justin briefly split up, and their rep confirms the news to People, saying, “Addressing the media speculation regarding Jessica Biel and Justin Timberlake’s relationship, we are confirming that they mutually have decided to part ways. The two remain friends and continue to hold the highest level of love and respect for each other.”

December 2011

Justin and Jessica get engaged! It goes down in Jackson, Wyoming, and a source tells Us Weekly that “Justin knows how much she loves snowboarding and the mountains, so it was the perfect place.” Apparently, fans think the proposal inspired this song:

Here are some lyricsssss:

Jessica eventually talks about the proposal on The Late Late Show, so here’s the full story in her words:

“We were in Montana on a piece of property that we owned at the time. We had snowboarded all day. It was in the middle of the winter. Waist-high snow. We were [in] head-to-toe snowboarding outfits — hats, gloves, everything. And we go up to the property to just check out how the foundation is looking. And all of a sudden, he gets down onto his knees and just sinks into the snow. And then he looks up at me and holds up this ring and it was the most lovely, surprising, hilarious … “

October 19, 2012

Jessica and Justin exchange vows in Italy and Jessica wears a gorgeous pink dress. She describes the wedding as a “total fantasy experience,” and apparently, Justin serenades her as she walked down the aisle.

January 31, 2015

Jessica and Justin announce they’re expecting a baby!!!!


A post shared by Justin Timberlake (@justintimberlake)

April 8, 2015

The couple’s son, Silas Randall Timberlake, is born. Here’s his grand debut.


A post shared by Justin Timberlake (@justintimberlake)

June 18, 2017

Justin shares a bunch of cute (and pretty rare) photos of his family life in celebration of Father’s Day.


A post shared by Justin Timberlake (@justintimberlake)

October 20, 2017

Jessica shares this sweet message to Justin and melts everyone’s heart in the process. Even mine, which has been frozen since 2016.


A post shared by Jessica Biel (@jessicabiel)

January 7, 2018

Justin causes a lot of side eyes by using the #TIMESUP hashtag while talking about Jessica being hot. A true yikes moment.


A post shared by Justin Timberlake (@justintimberlake)

October 1, 2018

Jessica leaves a super-flirty comment about Justin’s, uh, size on Instagram:


A post shared by Comments By Celebs (@commentsbycelebs)

January 31, 2019

Jessica calls Justin the “man of my blue ocean dreams” in a truly lovely Instagram post for his birthday:


A post shared by Jessica Biel (@jessicabiel)

March 3, 2019

A couple of months later, Justin calls Jessica his “partner in this thing called life” and shares some cute throwbacks:


A post shared by Justin Timberlake (@justintimberlake)

October 26, 2019

I think we can all agree that Jessica and Justin completely nail couples Halloween costumes:


A post shared by Jessica Biel (@jessicabiel)

November 23, 2019

The Sun publishes photos of Justin holding hands with his costar Alisha Wainwright in New Orleans. In a video from the incident, Alisha can be seen resting her hands on Justin’s knee—and an eyewitness says, “They were smiling and laughing. At one stage, he grabbed her hand and rested it on his knee. She then gently started stroking his leg. Then he clutched her hand with both of his and was playing with her hands.”

Naturally, Twitter goes in:

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