What’s their secret? While it’s not a one-size-fits-all thing, the pair believes it is important to evolve together, inspire each other, and date each other even though they are married. Word to the wise! From their early days to becoming parents, here are some of the highlights of their relationship over the years.
Justin Timberlake and Jessica Biel Meet
It's unclear when Justin Timberlake and Jessica Biel first met. Reports say the two possibly crossed paths in early 2007 at a mutual friend's party. The singer had just ended his relationship with Cameron Diaz and was seemingly ready to mingle again.
After the two hit it off at the party, Justin followed up – asking their mutual friend to check whether it would be alright with Jessica to call her.
An Instant Connection
The singer recalled telling a dry joke, and Jessica was the only one who laughed at it. Later in the night, they danced to Madonna’s "Lucky Star," after which Jessica left the party. Justin believed it "wasn’t the right time" to ask for her phone number.
In January 2007, Jessica and her friends attended the first show of Justin's tour in San Diego, California, after which they hung out together backstage. He asked her and her friends if they wanted a ride back to LA. They accepted, and by the end of the night, Justin and Jessica exchanged phone numbers.
Justin Did It the Old-Fashioned Way
In a press conference, Justin explained his "old-fashioned" approach to asking Jessica out, saying he preferred doing things over the phone or in person. It was something he had learned from his stepfather and grandfather.
The star said chivalry shouldn't have to be obsolete, despite the age of technology and the internet. Justin believed if he was asking a girl out on a date, she should be able to hear his voice. What also helped him were persistence and tenacity!
They Begin Casually Dating
They ran into each other again a week later at the 2007 Golden Globes. Jessica’s "7th Heaven" co-star, Beverley Mitchell was on hand and witnessed the love connection deepen. She told Access Hollywood that she saw them flirting and knew it was a done deal. The actor said they were extremely sweet and adorable.
Sure enough, Justin and Jessica started dating shortly after. The pair kept things casual, however, and focused on getting to know each other.
Why They Kept Things Casual
Justin revealed that it took them some time to admit to themselves that they were in love. Both celebrities were still seeing other people and had not labeled their relationship. After returning from one of his tours and spending a month together, Justin realized he wanted to be exclusive, and Jessica felt the same way.
The singer would later reveal in his memoir "Hindsight & All the Things I Can't See in Front of Me" (2018) that they had probably refrained from putting themselves out there during the initial days to avoid getting hurt.
They Kept It Hush-Hush
Nobody knew the details of their first date—what they did or how it went. Jessica later revealed that Justin went on tour shortly after. The early days were mostly comprised of stolen moments.
The couple tried to keep their relationship private from the get-go. But rumors about their budding romance began growing in the press regardless. After spotting Jessica backstage at one of Justin’s concerts, a magazine called them "special friends."
Photographed in Public
The couple may have inadvertently made their relationship public in May 2007 while on tour in the United Kingdom. News outlets spotted the pair around town, cozying up to each other while they were out for dinner. Jessica and Justin had tried to keep their relationship under wraps to avoid media attention, but it proved difficult beyond a point.
The couple was smitten, and there was only so much they could do to hide it. Photos of the two kissing began circulating online. Jessica later revealed that being hounded by paparazzi at the time was tough to deal with.
Justin Tells Oprah About His Not-So-Secret Lady Love
Normally careful with his words, Justin shared some details about his dating life with Oprah Winfrey in September 2007. Without naming names, the singer told Oprah he was dating someone who "smells lovely." He said that was all he could reveal.
Timberlake said he would get pretty romantic when she was around, sheepishly admitting to singing to her over iChat webcam while he was touring. Oprah didn’t press for more information, even though she and the world were in the know about his mystery girlfriend by then.
The One With the Kiss Cam
Justin is famous for goofing around, and the singer was in his element at a 2009 Lakers game. He jokingly straddled his girlfriend in front of the crowd. On "Jimmy Kimmel Live," he explained that moments before, the Kiss Cam had captured an "award-winning" kiss between Dustin Hoffman and his wife, after which the camera cut to him and Jessica.
"I was not to be outdone, OK? So, I mounted my girlfriend in front of 18,000 people," he said. Well, as long as it's consensual, go ahead!
When Justin and Jessica confirmed their relationship, it was clear that the couple was on the same page. They were in it for the long haul. But in early 2009, the couple went through trying times when rumors of a split surfaced in the media.
The gossip proved unfounded, however, and the two stars appeared to be more than alright. In August 2009, the couple moved into a fantastic New York City loft together.
Rumors About Who Wanted to Get Married and Who Didn’t
In 2009, gossip about Justin’s reluctance to get married began making the rounds. The information allegedly came from his grandmother, Sadie Bomar, an infamous source of Timberlake-related tabloid gossip.
Grandma Bomar revealed that although Jessica was eager to marry, Justin wanted to focus on his music career. After the couple split up in 2011, another source confirmed that Justin wanted to stay single and have fun. However, sources close to Jessica later denied these claims.
Jessica Was in No Rush Herself
When relationships fail, the default assumption is that the woman wanted to marry while the man couldn't or didn't feel the same way. The implications were unsurprisingly similar when Justin and Jessica first broke up.
But the actress didn't appear to be in any hurry to tie the knot. She even told Marie Claire in December 2008 that she goes back and forth on marriage and kids. She was all for it being an organic decision at the right time in her life. The idea felt "totally foreign" to her at the moment.
Jessica Speaks Candidly
In the midst of plenty of unwanted tabloid attention about their allegedly on-again, off-again relationship, Jessica gave an interview to Vogue where she spoke candidly about it.
The actor stated she didn't "feel the need" to clarify the breakup rumors. She cared too much about the relationship to bother about what others were saying or thinking. Jessica had never addressed their relationship with the press, and she wasn’t going to start now.
Justin's Mom Sings Jessica's Praises
Jessica rarely discussed the details of her relationship with the media. She would only refer to how it made her feel, calling it the most precious thing in her life without going into specifics. Justin’s mother, Lynn Harless, was more vocal about her son’s relationship.
She sang Jessica’s praises while talking to reporters at a William Rast fashion show. She called Jessica an "incredible," and "down-to-earth" girl with a great sense of humor.
The Lovebirds Spotted Around NYC
The couple began unabashedly appearing in public together. In May 2010, photographers captured images of the lovebirds strolling through the West Village in NYC before watching "In the Heights" on Broadway. A few months later, the couple was all smiles at the Met Costume Institute Gala. Jessica dazzled in a Ralph Lauren outfit, while Justin looked dapper in a William Rast suit that evening.
Inside sources said that outside of his good looks, Jessica loved her beau’s sense of humor the most.
The Things You Do for Love
According to a source close to Justin, the couple was supportive and encouraging of each other. Justin consciously made changes to his lifestyle so that he and Jessica could spend quality time together. For instance, he prioritized low-key evenings out with his girlfriend instead of hitting the clubs all the time.
Things appeared to be going well until rumors began circulating that he had been unfaithful to Jessica. Nonetheless, the couple presented a united front at the Glamour Reel Moments event that October.
Justin Meets Olivia Munn
Despite persistent rumors that Justin had numerous indiscretions before and after he married Jessica, he has consistently denied the allegations. However, his wife may have believed some of the rumors, particularly those claiming he has been intimately involved with "The Newsroom" actor Olivia Munn.
In 2010, several news reports published information about the alleged fling. Justin and Olivia reportedly met at an event while she was still a cast member on NBC's "Perfect Couples."
Rumors About Justin and Olivia Blow Up Online
Sources close to Justin said he pursued Olivia aggressively, but she turned him down, saying she couldn't date him because he was still dating Jessica at the time. He allegedly lied about his relationship status, saying he and Jessica had broken up, and Munn appeared to believe him.
The pair allegedly spent three days together at the Gansevoort Park Avenue Hotel in New York City. The truth is still unknown. Fans have since speculated whether the rumors about Olivia Munn played a role in their temporary breakup in 2011.
Justin and Jessica Split Up
The couple split up in March 2011 after four years of dating, which came as a shock to everyone. They were close, and their relationship seemed rock-solid just a few months before.
A rep for the couple responded to the media speculation, saying the decision was mutual and amicable. Justin and Jessica continued to have love and respect for each other and were still friends. However, fans speculated that several rumors about Justin during this time may have strained the relationship.
Nobody Knows Why They Broke Up
The couple broke up shortly after returning from a ski trip to Colorado to celebrate Jessica's 29th birthday. It isn't clear what happened during the trip that eventually led to them splitting up. According to some sources, Jessica decided to end the relationship since she couldn’t see a future together.
Others insisted she was willing to continue the relationship despite the many rumors about him getting extra-curricular with other women. The final straw was supposedly when Justin dismissed her romantic gestures in front of their guests at the birthday party.
A Dignified Split
Despite the fact that their relationship was over, Justin had only nice things to say about his ex-girlfriend. During an interview with Vanity Fair in June 2011, he described Jessica as the most significant person in his life.
The singer said he considered her the most special person in all of his 30 years. He would not comment or say more. He valued her and what they shared, and the best way to protect that was by keeping it close.
The Duo Hang Out Again
By June 2011, the couple was quietly seeing each other again and giving the relationship a second chance. A source said they had continued talking all this while. The pair was spotted dining at Toronto's Black Hoof restaurant, where they shared tacos.
Complete reconciliation was reportedly a long time away, however. They were taking things slow and spending time together for the time being. Nonetheless, fans assumed the two were back on, and this time for good.
Jessica and Justin Get Engaged
Not only did the two reconcile, but months later they also got engaged. The artist who brought "Sexy Back" to the world proposed to his girlfriend during a visit to Montana. The magical moment would later inspire him to write "Montana," a single from his "Man in the Woods" album in 2018.
Justin reportedly wore the ring on his pinkie while asking Jessica to look at the beautiful shadows near the mountains. "Do you see it?" the singer asked his girlfriend. And the rest is history. Jessica would later call the proposal "wonderful." The actor never saw it coming.
Events leading up to the engagement weren’t smooth sailing. The couple reportedly had a heated argument over their prenup, which nearly derailed their engagement plans. A source revealed that trouble erupted before the engagement when Jessica demanded a fidelity clause in the pre-nuptial agreement, awarding her $500,000 if she caught Justin breaking it.
The alleged disagreement confirmed a host of trust issues following multiple allegations about Justin's dalliances.
Jessica Biel and Gerard Butler Dating Rumours
Jessica Biel became the subject of similar rumors only once in 2012 when some tabloids claimed she was dating Scottish actor Gerard Butler. The rumors first surfaced in March, while the two were in Louisiana filming “Playing for Keeps” (2012). The two stars acted quickly to quell the rumors, with close sources reiterating they were simply friends.
Later in June, paparazzi captured photos of the two being “romantically close,” intensifying the gossip.
Marriages and How to Make Them Last
Justin was interviewed with Vanity Fair in 2012, where he talked a little about his views on marriage. He believed people were making a mistake when getting into it thinking their partners will stay the same.
People are committed to who their partners were in the past instead of acknowledging the inevitable—change, evolution, and who they will become. The key to a lasting marriage was in "changing together," the singer said.
Heavy PDA Leading Up to the Wedding
The couple gave the world something to talk about during a Lakers-Denver Nuggets game in May 2012. Justin took advantage of the Kiss Cam once again, with a kiss that left his fiancee blushing and reeling a bit.
Fans at the Staples Center wanted more, especially since the couple's wedding was just a few weeks away. When he wasn't indulging in some PDA, Justin was spotted cheering on the Lakers and Kobe Bryant.
They Say "I Do"
The couple married on October 19, 2012, less than a year after getting engaged. Besides family and friends, the wedding guest list included the who’s who of entertainment. Jimmy Fallon and Andy Samberg were in attendance, as was Timbaland, Justin’s long-time music collaborator.
The wedding took place at the Borgo Egnazia resort in Italy, where Justin sang a song as his bride walked down the aisle. The singer said he specifically wrote it for the occasion and for his wife-to-be.
The Couple Become More Open About Their Lives
Despite the couple’s efforts to keep their relationship private, the past allegations surrounding Justin drew unwanted attention to them. After their marriage in October 2012, they appeared to abandon their policy of privacy and began sharing details about their personal lives on social media.
The sudden shift appeared to be part of a public relations campaign to dispel whispers that their marriage was in trouble. They began discussing their relationship with the media and revealing the secrets of their happy marriage.
They Attend the 2013 Grammys
The newly married couple attended the 2013 Grammy Awards together at the Staples Center in Los Angeles. Justin performed his single "Suit & Tie" from his new album "The 20/20 Experience" in collaboration with Jay-Z.
The couple appeared radiant and relaxed while sitting in the front row, as they shared a few laughs with Beyonce and Jay-Z seated next to them. During Justin’s performance, a visibly-beaming Jessica couldn’t stop applauding her husband.
The Couple at the 2013 Time 100 Gala
On April 23, 2013, the couple matched in black while attending the 2013 Time 100 Gala at Lincoln Center's Frederick P. Rose Hall in New York City. Justin arrived suited up for the event, looking sharp and dapper with his wife on his arm.
Jessica looked stunning in an elegant Tom Ford black gown. Later, the couple was seen shaking hands with the then-Vice President of the United States, Joe Biden.
Jessica and Justin at Cannes 2013
The couple stole the show as they posed together at the 66th Annual Cannes Film Festival in May 2013, during the premiere of Timberlake's film "Inside Llewyn Davis." Biel looked stunning in a Marchesa gown with feather detailing, while Justin looked dashing in a smart tuxedo.
The duo was accompanied on the red carpet by Justin's co-star, Carey Mulligan. Justin and Carey had gone to a photo call for the film earlier in the day.
They Attend the U.S. Open Finals but Were More Interested in Each Other
It was undeniable that Justin Timberlake and Jessica Biel were in love. The couple couldn't stop cuddling while watching Rafael Nadal defeat Novak Djokovic in the men's singles finals of the US Open in September 2013. Jessica snuggled up to her husband as the pair watched the match.
It’s safe to assume they probably missed most of it. Reports around this time also stated that the actress had legally changed her name to Jessica Timberlake, though her professional name would remain the same.
The Timberlakes in Tuxedos
Justin and Jessica wore matching tuxedos to the world premiere of "Runner Runner" in September 2013. The pair made quite a splash as they arrived at the Planet Hollywood Resort & Casino in Las Vegas. Jessica looked incredible in a perfectly-fitting black tuxedo by Dolce & Gabbana.
While promoting the film on Ellen DeGeneres that month, Justin said he had the most supportive and wonderful wife on the planet.
They Attend the 2013 GQ Men of the Year Dinner
One month after their first wedding anniversary, the couple attended the 2013 GQ Men of the Year dinner in New York City.
At the event, Jessica took the opportunity to quell gossip about why she didn’t show up to support her husband at the American Music Awards that month. She wrote on Twitter that she would be watching the show from home. It wasn’t that deep. Biel signed off with a tongue-in-cheek, "Relax, Internet."
Jessica Turns 32
The duo celebrated Jessica's 32nd birthday in March 2014 with a sailing holiday in Barbados. Outside of the birthday celebration, the couple appeared to be enjoying some downtime after Justin’s months-long tour across the United States to promote his third studio album, "The 20/20 Experience."
Paparazzi captured photos of Justin doing some shirtless yoga while Jessica lounged under the Caribbean sun. They were also spotted enjoying a round of wakeboarding in the ocean.
The Lindsay Lohan List Scandal
One of the more embarrassing scandals the couple endured was the infamous Lindsay Lohan list. In 2014, the internet came across a handwritten list, seemingly compiled by Lindsay. Her list of conquests included Justin's name, as well as the names of other male celebrities such as Zac Efron and Adam Levine.
The revelation came after Lindsay posted cryptic messages on Twitter in June 2009, accusing Justin of being unfaithful to Jessica. Her tweet contained a blurry photo of Justin kissing and hugging a mystery brunette.
Justin Shares a Wistful Social Media Post
In October 2014, Justin shared a rare photo of them together while spending time in New Zealand. He captioned the post with a reference to the 1986 classic film "Ferris Bueller’s Day Off."
The singer was seemingly in a whimsical mood, and his caption read, "Life moves pretty fast. If you don't stop and look around once in a while, you could miss it." The next month, an online publication broke the news that Jessica and Justin were expecting their first child.
Meet the Parents-To-Be
Following media speculation and rumors about the pregnancy, Justin confirmed the news soon after with an announcement on social media. The singer took to Instagram to share a photo of him kissing Jessica's growing baby bump.
He captioned the photo, "Thank you EVERYONE for the Bday wishes! This year, I'm getting the GREATEST GIFT EVER. CAN'T WAIT." The couple's son, Silas Randall Timberlake, was born on April 11, 2015.
The Devil and the Deep Blue Sea
In April 2016, the duo collaborated on the film "The Book of Love" (released under the title "The Devil and the Deep Blue Sea"), which premiered at the Tribeca Film Festival. Jessica was the executive producer and brought on her husband as the composer for the film.
She joked at the time that she liked saying she was "his boss." The film was Jessica’s passion project that was nearly ten years in the making. It's a story about an architect (Jason Sudeikis) grieving the loss of his wife (played by a pregnant Jessica) by helping a teenager (Maisie Williams) find her father.
Timberlake and Biel Sought Marriage Counseling
After the birth of their first son, Silas, Justin reportedly wanted to have their second child as soon as possible, which meant Jessica would have to put her career on hold. The couple's alleged disagreement over when to have their second child and Justin's preference for a large family caused significant tension between 2016 and 2017.
They eventually sought marriage counseling. According to sources close to them, the pair was determined to work out their differences.
Documenting Sweet Moments
The famously private couple began sharing more glimpses of their life after Silas was born. Jessica and Justin documented several sweet family moments and milestones on Instagram. Among their most popular updates was a 2016 photo of all three of them in their Halloween costumes.
The family took creative inspiration from the film "Trolls," of which Justin was a part, and dressed up as Poppy, Branch, and "Little Branch" for Halloween.
They Continue Inspiring Each Other
Jessica Biel and Justin Timberlake are among the few celebrity couples seemingly unaffected by the darker aspects of fame, having weathered several storms and scandals together. In a 2017 interview, Jessica shared that one of the reasons for their solid marriage was how they continued to inspire each other.
She loved having a partner who was passionate and excited about everything he did. That kind of energy was contagious, and she explained how something so simple can make all the difference.
Justin Posts a Sweet Mother’s Day Tribute to Jessica
On Mother's Day in 2017, the singer paid tribute to his wife via a touching Instagram post. The new dad wrote about how it was difficult to express everything mothers do in words.
He marveled at how Jessica so gracefully embraced her motherhood journey despite the many challenges. The singer signed off by thanking her for giving him the greatest gift, his son, and showing him what it means to be a good person.
Jessica on Why Their Marriage Works
In a cover story for Marie Claire in 2017, Jessica explained why she thought their marriage worked so well. She attributed a successful marriage to shared values in both professional and personal spaces. Both of them were career-oriented and driven by their professional goals. At the same time, they liked having fun and shared several common interests.
She also said they believed in honest and open communication, regardless of how uncomfortable it might get.
Date Night at the US Open
In September 2017, Justin and Jessica attended the US Open in New York City for a fun date night. The couple cuddled up in the stands while watching a match between Roger Federer and Feliciano Lopez.
As usual, the pair appeared to be too preoccupied with each other to pay attention to what was happening on the tennis court. They were a month away from celebrating their fifth wedding anniversary.
A Heartfelt Birthday Note for Justin
In January 2018, Jessica penned a wonderful birthday note for her husband on Instagram. She shared a photo of the two of them together, saying how thankful she was for pictures that express a thousand words because she had no words to express her feelings.
She went on to praise him for his accomplishments and for being a very "attractive" "ninja father." Jessica signed off by saying she was his "OG fan girl #1."
Justin Celebrates His Wife’s Successful Return to TV
After a hiatus, Jessica returned to television in 2017 as the star and executive producer of "The Sinner." She received nominations for both an Emmy and a Golden Globe. Her husband was by her side, supporting her in true Timberlake fashion.
While speaking with Giuliana Rancic on the Emmys' red carpet, Justin teased that he might get "obnoxious" if she wins. Jessica concurred, saying she was hoping for "nothing less than really inappropriate."
The Couple at the 2018 Emmys
Justin and Jessica appeared together on the red carpet in February 2018, looking like their ever-fabulous selves. Red carpet appearances weren’t something new for the couple, but this one was special. They were at the Emmys to celebrate Jessica's Emmy nomination for her role as Cora Tannetti in "The Sinner."
They even managed to send their son, Silas, a secret hand signal from the red carpet that only he would understand. Being signaled to was the only thing the kid asked for when his parents left for the award show.
Jessica Stars in Her Husband’s Music Video
The Grammy winner made his wife the star of his music video for "Man of the Woods" (2018.) The video shows Justin navigating a boat across rugged landscapes while dressed in a red-and-black flannel and boot-cut jeans.
Eventually, he arrives at a barn, where waiting for him is Jessica Biel, a vision in a ruffled dress and brown boots. The highlight is the couple dancing in the barn and enjoying a quiet walk together.
Jessica Shares a Fun Post on Her Husband’s 38th Birthday
In January 2019, Jessica celebrated her husband’s 38th birthday by sharing a fun underwater throwback photo. The couple looked carefree and happy while trying to pose and smile he inside a pool. Jessica wrote how she blamed Justin for her prominent smile lines.
She went on to say how lucky she was to be privy to his jokes and thoughts every day of her life. The couple is known to make each other’s birthday celebrations memorable and never disappoint.
Jessica Dresses up as Justin for Halloween
During a 2019 appearance on "The Tonight Show," Jessica admitted that she had never been a huge fan of her husband's former group *NSYNC. What happens when a wife admits that on national TV? She makes up for it, and she does it in style!
A few days after the show aired, Jessica dressed up as Justin Timberlake for a Halloween party in one of his iconic but now-questionable ‘90s looks. Justin dressed up as a microphone so that he and his wife would have matching costumes!
Jessica Explains Why Their First Kiss Was a Long Time Coming
While appearing on "The Late Late Show With James Corden" in 2019, Jessica said she and Justin didn’t have their first kiss for a very long time. They were talking on the phone since Justin was on tour. Regardless, she had a genuine connection with him and even told her producing partner Michelle Purple that she intended to marry him.
The couple settled into a comfortable routine, traveling long distances on occasion and spending time together at their respective homes.
The Couple Address More Rumors
The couple’s relationship was mostly smooth sailing until Justin Timberlake was photographed cozying up to a co-star. Justin was filming "Palmer" in October 2019, during which time he and actor Alisha Wainwright got super close.
Paparazzi and fans went into a tizzy when incriminating photos of Justin holding hands with Alisha in New Orleans surfaced online. Reps for both actors swiftly put an end to the rumors, saying the two were collaborating and filming together — nothing more.
Rumors Intensify and the Internet Loses It
Despite the damning photos of Justin and Alisha together, inside sources revealed the two were "just friends." The confirmation did little to stop the press and fans from speculating. Fans assumed Justin’s marriage to Jessica was on the rocks.
Plus, the singer did not appear to be wearing a wedding ring in the photos, fuelling more rumors and controversy online. As for Jessica, news outlets later revealed that the actress trusted her husband and believed he has been faithful.
Justin Timberlake Posts a Public Apology
Justin later apologized for his actions. He published a post on Instagram. Justin claimed that he had a serious lapse in judgment. He said that nothing happened between him and his co-star.
He admitted to having a little too much to drink that night and added that "I sincerely apologize to my wonderful wife and family for subjecting them to such an embarrassing situation, and I am committed to being the best husband and father I can be."
All’s Well That Ends Well
Two months after Justin’s embarrassing PDA scandal, the couple was spotted having dinner at the Hotel Bel-Air in Los Angeles, California. Reports said they had checked into the hotel for a much-needed staycation with their son.
The duo kept to themselves and seemed preoccupied with each other, noting that other diners gave them privacy. The relationship seemed to be on the mend, and they left the restaurant together after dinner.
Stronger Through Adversity
Once the internet storm around Justin had died down, observers noted that the couple’s relationship appeared to be on firmer ground. The pair frequently shared sweet moments together on their social media handles.
In January 2020, on Justin’s 39th birthday, Jessica shared a heart-warming tweet, calling him "the most timeless man" she had ever known. She commended how her husband had grown older over the years while somehow skipping the getting “old” part.
Justin Gushes About His Wife on Valentine’s Day
The singer paid an equally loving tribute to his wife on Valentine's Day the same year. He shared an old photograph of them on Instagram and explained in the caption that the photo was from their first year together.
The singer knew she was the one, going by the priceless expression on his face in the picture. Justin called her his "witty Valentine" and expressed how much he adored her.
A Pajama Birthday Party for Jessica
In March 2020, Jessica shared in an Instagram post that her husband had organized the most epic 38th birthday celebration for her – a pajama party! Justin planned a lovely, low-key celebration at home the evening before, which Jessica wrote was exactly what she wanted.
On the morning of her birthday, her husband and son prepared a special birthday breakfast of bacon, eggs, donuts, and avocado. Justin followed up with an Instagram post of his own to celebrate the love of his life.
Locked Down in Montana
The family was quarantined together in Montana during the 2020 global health crisis. Reports said the couple had begun to consider it a blessing in disguise, though the first few months had been rough.
Jessica was grateful for the downtime. Outside the stress surrounding what was going on in the world, she believed the proximity would be great for the family and also for her and Justin’s relationship. Despite getting on each other’s nerves occasionally, their focus still remained on Silas and each other.
Silas Turns 5
Silas's fifth birthday came around in April 2020. The family celebrated in style at home, covered in Legos and stuffing their faces with birthday cake. Jessica posted an old photo of her son hanging over her shoulder on Instagram, calling him their "little man."
When Justin appeared for an interview with Kelly Clarkson, he revealed that he bought Silas a bounce house to make his birthday extra special during the lockdown.
Their Second Son, Phineas Is Born
In July 2020, a few months into lockdown, Justin and Jessica welcomed their second child, Phineas. Although it was never meant to be a secret, they refrained from sharing the good news for at least six months. The family had already moved to Montana which was why the press was none the wiser too.
Justin raved about his second son and how adorable he was. He said they were locked in together and sleep-deprived, but overjoyed.
Justin Speaks About Parenting Two Kids
During a 2021 appearance on "The Ellen DeGeneres Show," Justin spoke about life after the arrival of their second son, Phineas. The singer joked that the couple has started seeing less of each other at home since growing their family.
He said it was fun, but there was no telling when chaos would ensue. Both parents were continually fighting fires somewhere in the house with one of the kids.
Jessica Supports Justin
Following the release of the documentary "Framing Britney Spears," many people criticized Justin for how he treated Britney Spears in the 1990s and early 2000s. This was on top of the long-standing criticism of his reaction to the Janet Jackson Super Bowl scandal.
The singer issued a formal public apology on social media for his past actions and Jessica showed support for her husband by commenting "I love you" on the post.
They Celebrate Jessica’s 39th Birthday
On his wife’s 39th birthday in March 2021, Justin posted multiple photos of the couple over the years. In a sweet post on Twitter, he called Jessica his favorite person and the "most beautiful mom/partner/BOSS there is."
The photos captured how much the couple had grown and evolved over the years — from self-indulgent slow-motion shots in the wind and perfectly-timed jump photos to super parents. Justin wrote how fortunate he was to learn from and celebrate his wife.
Jessica Talks Motherhood
Jessica Biel echoed her husband’s sentiments about raising two children. She joked about the challenges of raising two kids instead of one during an April 2021 appearance on "The Ellen DeGeneres Show."
A wise friend had once told her that one child is a lot, "and two is a thousand." The actress added that nobody in the house was sleeping while her second son’s teeth grew in.
Mother’s Day Celebrations May 2021
On Mother's Day in 2021, Justin paid a sweet Instagram tribute to Silas and Phineas' mother. The singer wrote how he was continually awestruck by the mothers in his life, calling Jessica the "beating heart" of the family and a role model for him and the boys.
He also thanked his mother, Lynn Harless, in the same post for teaching him everything he needed to know about being a good parent.
Jessica Writes a Loving Note and Mild Roast to Justin on Father’s Day
For Father's Day the same year, the actress wrote a mushy Instagram post to celebrate the love of her life. She called him the "sour cream pound cake" of her life, among other things.
Her post captured several fun memories and Justin’s many personality quirks. The actor wrote how she and her sons were "grateful" for everything—for all the big and little unseen things he did for the family.
Date Nights, Both Glam and Casual
The couple’s social media handles usually feature work stuff, fun anecdotes about the family, or pictures of romantic date nights. In September 2021, Justin posted a photo of them enjoying what appeared to be a romantic dinner at a restaurant.
The couple also loved spending relaxed evenings at home. The pair posted Instagram photos of each other on a Scrabble date night with matching captions that said "GAME ON."
They’re Fun Parents
Jessica Biel and Justin Timberlake ensured the kids had a magical Halloween! For Halloween 2021, the couple and their two sons went trick-or-treating dressed up as various Harry Potter characters.
Jessica was dressed as Professor McGonagall, while Justin was Dumbledore. But it was clear who the true stars of the ensemble were. Silas (6 years old) made an adorable Harry Potter, while baby Phineas, all of 15 months, stole hearts as Harry Potter’s pet owl, Hedwig.
Keeping It Real About Parenthood
Jessica and Justin have always been open about the ups and downs of parenthood, which is refreshing in a world of curated Instagram feeds.
In an interview with the Daily Telegraph, Jessica shared how being a mother had made her feel more intense emotions than ever before in her life. She said she felt angry often. Even though it might be a terrible thing to say, the actor admitted her toddler could drive her mad sometimes.
They Celebrate Justin’s 41st Birthday
Justin Timberlake turned 41 on January 31, 2022. Jessica shared a photo of them at an undisclosed beach location, donning funky neon outfits.
The outfits were a tribute to her "80s baby." It seemed as if they were celebrating a themed party, and the Instagram post was meant to make him feel even more loved. Fans and friends left comments for the star, some even referring to him as "old G.O.A.T."
Jessica Turns 40
In an Instagram post commemorating her 40th birthday, Jessica gushed about her husband and their children. She reminisced about birthdays past when it was just her and Justin.
The actress expressed how she was so thankful for turning 40 and celebrating with her "two favorite guys on the planet," along with balloons and cake. Justin praised his wife in his own Instagram post, saying how much he adored her every day.
Jessica Biel Discusses Her 10-Year Wedding Anniversary
Jessica Biel and Justin Timberlake have been married for about a decade. In an interview in April 2022, Jessica discussed marriage, love, and milestones such as the couple’s anniversary.
She shared how special the occasion was for her and Justin. She said it felt like the years had flown past. Ten years was a monumental achievement, and Jessica shared how she was very proud of the life they had built together.
The Vow Renewal
In the summer of 2022, Jessica and Justin returned to Puglia, Italy, to renew their vows and celebrate their tenth wedding anniversary. Jessica spoke about the special trip and how it almost didn't happen.
She revealed they were almost going to cancel it since it felt "silly." Would they regret traveling all the way only to feel goofy about it? All that changed when they arrived in Italy and Jessica stated it was very moving.
The Couple at the Premiere of “Candy”
In May 2022, Justin accompanied his wife to the premiere of her series, "Candy," in Los Angeles. While talking to reporters on the red carpet, Jessica said it felt wonderful to have her loving husband by her side. She also said she had to give Justin credit where it was due.
He had always told her that even though they were married, they needed to keep dating and making time for each other.
More Red-Carpet Appearances in 2022
2022 was a year of several red carpet and event appearances for the stunning couple. In June, they wore matching outfits and stole the show at the Dior Menswear Spring-Summer show.
They were also spotted at the Children's Hospital Los Angeles Gala in October 2022, where Justin was photographed lovingly wrapping his arms around his wife. That same year, paparazzi captured the duo indulging in some heavy PDA at a beach in Italy.
The Timberlake-Biels Win Halloween!
For Halloween 2022, the couple got super creative and dressed up as the iconic robbers from "Home Alone." An Instagram post revealed their hilarious costumes, which paid tribute to the classic holiday film from the '90s starring Macaulay Culkin.
"We’re the wet bandits," the caption read. The stars' resemblance to the characters was uncanny! The caption went on to elaborate that "all the great ones leave their marks," which is just what we think about Justin and Jessica.