The Truth About Justin Timberlake And Jessica Biel's Insanely Glamorous Life

As one of Hollywood's most talked-about couples, Justin Timberlake and Jessica Biel turn heads with their lavish lifestyle. The powerful pair enjoy tickets to the world's best sporting events, custom designer clothing, homes in expensive cities, and personal assistants to protect their reported millions.

Although she enjoys the wealth that comes with being Mrs. Timberlake, Biel admitted on The Tonight Show that she was never a fan of *NSYNC, the boy band that made her husband a household name. A triple threat, JT now earns his fortune performing on the biggest stages in the world, like the Super Bowl Halftime Show. The accomplished movie star also contributes to the couple's growing bank account. Biel has made a lucrative career for herself, getting her start on the television series, 7th Heaven, and going on to star in multiple high-grossing films.

Before meeting in 2007, they were both dating the biggest names in entertainment. However, the talented duo ultimately chose each other, marrying in 2012 and later welcoming two children. In 2020, Timberlake posted a throwback photo with Biel on Instagram, with the sentiment, "When you know, you know." Here's a look into what the ultra-glam lifestyle of the Biel-Timberlake partnership looks like.

Justin Timberlake met Jessica Biel in a very glamorous way: at a party in a private Hollywood club. "I was invited to a birthday party that Justin was throwing for a friend of his," Jessica Biel told GQ.

It was at that fateful 2007 soiree that JT first became smitten with his future wife. "I made some sort of sarcastic comment, really dry. Nobody got it except her," he recounted in his memoir Hindsight: & All the Things I Can't See in Front of Me (via People). Fortunately, she came to cheer him on at one his shows during his FutureSex/LoveSounds tour, which grossed $127.8 million. He offered her a ride on his tour bus, which is when he finally mustered up the courage to ask for her digits.

At the beginning of their courtship, the famed singer actually flew his new love interest to England for dinner while he was on tour there. They stayed in a five-star hotel, attended a soccer game, and had the paparazzi catch them kissing, which broke the news that they were a hot item.

When Justin Timberlake got down on one knee, he did it with one massive sparkler! No wonder Jessica Biel said "Yes" after seeing the six-carat vintage-inspired diamond ring that the musician custom-designed, which, as Us Weekly reported, cost somewhere around $130,000. 

At the time, InStyle reported that the bride-to-be was initially shy about displaying her new bauble, but finally debuted it at the swanky Metropolitan Museum of Art's annual Costume Institute Gala. Biel has gotten quite comfortable wearing the pricey accessory, and even showed it off while posting an Instagram video of her hands post-manicure. When asked about it's stunning design, she told InStyle that she didn't help him pick out the ring. "And I'll be honest: He has better taste than I do," she said. After a few years of dating the actress, it's safe to say he knew her taste in expensive jewelry!

As Timberlake recounted to Amazon News (via The Knot News), the backdrop to the romantic proposal was a winter vacation in Montana. The moment became the inspiration behind Timberlake's song "Montana" on his album Man of the Woods, which debuted at number one on the US Billboard 200, his fourth album to take home that honor.

The lovebirds chose a destination wedding in one of most romantic locations in the world — a private villa in the hills of Italy. Their big day, which took place in October of 2012, reportedly set the couple back over a staggering $6 million. "It was a total fantasy experience," Jessica Biel told People.

It should come as no surprise that the crooner penned a heartwarming serenade for the ceremony. "It was an original piece I wrote specifically for the evening and for her," Justin Timberlake gushed to People. As the magazine reported, the star-studded guest list included Jimmy Fallon, who famously interrupted Timberlake's speech, Timbaland, and Biel's 7th Heaven costar Beverley Mitchell.

The groom and his groomsmen wore Tom Ford tuxes and his blushing bride stunned in a custom pink Giambattista Valli Haute Couture gown, which she exclusively debuted on the cover of People. "It was a bit of a leap of faith at the time, but it turned out better than I could have ever imagined," she told Elle. As Vogue noted, the high-end designer also outfitted her entire bridal party as well as the mothers of the bride and groom.

Justin Timberlake and Jessica Biel are parents to two boys. Their first is Silas Randall, who was born in 2015. Five years later, the Daily Mail reported they welcomed a second son whose name hasn't yet been released. The heirs to the Biel-Timberlake throne are spoiled with the best gifts money can buy, like their own personal bouncy house, and also the best caretaking. As Today noted, the children's nanny, Connie Simpson, has 30 years of experience working for A-Listers like John Krasinski and Emily Blunt, Jessica Alba, and George and Amal Clooney. "We would have been able to do this and be alive and somewhat normal without you and your guidance every step of the way," Jessica Biel told her on Good Morning America. 

The esteemed caretaker to the stars has her own Instagram handle and even wrote a book on parenting. To promote their babysitter's project, Biel and Jessica Alba hosted an event and participated in an interview with Extra TV, where they detailed their nanny's helpful advice. One tip included getting the fathers involved in childcare. "He's from Memphis, I'm from Alabama and we just started right in on the conversation," Simpson told Extra TV about her bond with then-new-dad Justin Timberlake.

When it comes time to date night, the dashing couple strut down the best red carpets in the world. The always dapper Justin Timberlake is known to sport Tom Ford tuxes and even referred to the famed designer as "my other wife" to E!. Therefore, it was only fitting that in the video for his hit "Suit and Tie," he was decked out from head to toe in Ford couture. As The Hollywood Reporter noted, the pop star is "seen wearing Ford's designs, shoes to suits, glasses to cufflinks, tie tacks to pocket squares." 

The singer's better half also only steps out in the finest designer fashion. At the 2017 Oscars, the fashionista wore a glittery KaufmanFranco gown and Tiffany necklace. Her doting husband told E!, "I call it perfection," when asked about his wife's stunning dress. At the Emmy Awards in 2018, where Jessica Biel was nominated for her role in The Sinner, she turned heads in a strapless Ralph & Russo creation and Harry Winston diamonds. And even when the actress-turned style icon throws on a pair of jeans and a t-shirt, she still makes best-dressed lists!

Dating other celebrities was never a problem for the A-Listers, and they courted the biggest names in Hollywood before settling down with each other. The most high profiled of these pairings was Justin Timberlake and his Mickey Mouse Club costar Britney Spears. The pair, who ABC News called "the golden couple of teen pop," became an item after they began touring together in the late '90s. They were one of the most envied celebrity couples until Timberlake reportedly discovered his girlfriend cheated on him with choreographer Wade Robson. His heartbreak led to him write the chart-topping breakup anthems "Cry Me a River" and "What Goes Around Comes Around," and film a steamy music video with Scarlet Johansson.

After their 2002 split, the pop darling told W (via Entertainment Weekly) that she lost her virginity to JT. "I thought he was the one. But I was wrong!" she said. Before meeting Biel, Timberlake dated Cameron Diaz, was spotted with Fergie and Olivia Wilde, and there was even a rumor that he shared a kiss with Beyoncé! 

During her single days, Biel also had her fun — with a dating roster that reportedly included Chris Evans, Derek Jeter, and Gerard Butler.

The couple takes time off from their busy schedules to travel around the world. After Justin Timberlake finished up the European leg of his Man of the Woods tour in 2018, he took Jessica Biel and their son Silas on a lavish European vacation with stops in Italy, London, and Paris. Their over-the-top trip included a romantic snap at the Eiffel Tower, a drive through the Italian countryside in a classic car, a musical boat ride on the River Thames, and a tennis match at Wimbledon. Now that's what we call très chic!

They returned to Paris in 2019 to attend Louis Vuitton's show during Fashion Week, dressed to the nines in an Instagram photo. On The Ellen Show, Biel recounted partying with her hubby in the City of Lights. "It's so glamorous and fun when you never, ever do that kind of thing," she said. "We stayed out dancing until literally 3 a.m."

The fun-loving pair is also known to ring in the new year in style. As E! reported, they spent that New Year's at a private ski club in 2011; at the end of 2014, the Daily Mail noted they headed to Las Vegas for the holiday.

The lovebirds are avid sports fans and only get the best seats in the greatest stadiums in the world. From watching tennis in Wimbledon to cheering in the stands at the World Series to box seats at the Super Bowl, life is good for the Biel-Timberlake duo. There is also much evidence of their courtside advantage: As the Daily Mail pointed out, they have been photographed many times smooching in the front row at games.

To show their dedication to professional sports, Justin Timberlake used his extra chunk of change to purchase part of a basketball team. In 2012, the Tennessee native bought the Memphis Grizzlies, an NBA team in his home state. The minority owner is known to show his love for his team on Twitter.

As for football games, JT and his leading lady had the best seats in the house as they kneeled on the field for the 2018 Super Bowl when Timberlake performed in the Halftime Show. "It is a really cool thing. He was definitely, in my opinion, put on the earth to do that," Jessica Biel told Access.

It's pretty glamorous to get a chart-topping song written about you by your significant other — especially one where he expresses his undying devotion. Justin Timberlake wrote the ballad "Mirrors" for Jessica Biel in 2009, while they were living together before they got engaged. "She changed me. She changed my life. All of that is in "Mirrors," he said of the song in his book, Hindsight: & All the Things I Can't See in Front of Me (via EW). The single wasn't released until 2013, and spent 42 weeks on the Billboard Hot 100 chart when it hit the airwaves. 

The ballad is about a man "coming back" to save his relationship with "the other half" of him. This reflects the couple's brief split in 2011 after four years of dating, when, as Us Weekly reported, JT was rumored to be cheating with Olivia Munn.

The crooner might've penned another song for his bride after possibly tearin' up her heart in 2019. As In Touch Weekly noted, he released "Believe" with rapper Meek Mill after he was caught holding hands with actress Alisha Wainwright. In it, he sings, "You know I still believe, still believe in you and me."

The couple's seemingly fairytale marriage faced an obstacle in 2019, when Justin Timberlake was photographed getting cozy with Alisha Wainwright, his costar in the film Palmer. The two were out drinking at a bar in New Orleans and Timberlake was caught holding hands with the actress and placing his hand on her knee. 

After the incriminating photos emerged, JT took to Instagram condemning his "strong lapse in judgement," assuring that "nothing happened" and blaming his alcohol consumption for his behavior. An insider told Us Weekly that the repentant Timberlake went all out to make sure Biel didn't tell him "Bye Bye Bye," by showering her with flowers, massages, and weekend getaways. "He's been sending Jessica lots of sweet texts and telling her she's the hottest wife and mom in the world," another tipster added. 

A source alleged to OK! Magazine that the incident prompted the couple to make an agreement saying that Biel will get full custody of the children and all of their assets in the event that her husband is unfaithful. "He's adamant that he never cheated, but this is another good way of reaffirming his commitment toward her," the source claimed.

It should come as no surprise that the Timberlake clan spends their free time relaxing at a private club with other wealthy members. They belong to Yellowstone Club, described as the "world's only private, member's only ski and golf community," on 15,200 acres in Big Sky, Montana. This setup is perfect for Justin Timberlake who's known to swing a golf club at tournaments all over the world when he's not on stage. Its picturesque grounds include 2,200 trails for skiing and an 18-hole golf course and amenities like a spa, fitness center, and pool. From what JT posted on Instagram during the COVID-19 pandemic, it seems the family spent part of the quarantine there social distancing in the mountains.

To be one of their exclusive members, you must own one of its multimillion-dollar properties and shell out hefty annual fees. This "playground of the rich and famous," as the Daily Mail called it, affords their members privacy, with its own security staff, fire department, and medical team. There, Timberlake and Jessica Biel rub elbows with moguls like Bill Gates and Tom Brady.

When the couple plays house, they do it in style. With their hefty bank account, they have amassed multiple properties throughout the country. Naturally, the twosome owns a not-so-humble abode in the Hollywood Hills. As Variety recalled, Justin Timberlake bought the impressive $8.3 million home from actress Helen Hunt in 2002, back when he was still dating Britney Spears. The property boasts a basketball court, putting green, swimming pool, and of course, a recording studio.

The pair added to their real estate portfolio by purchasing another place in another swanky zip code. In the Big Apple, they own a $20 million penthouse in a high-end Manhattan neighborhood. Their neighbors there read like a who's who list of celebrities such as Harry Styles, Jennifer Lawrence, and Blake Lively and Ryan Reynolds. The amenities the family enjoys include a children's playroom, roof terrace, and fitness center. Jessica Biel actually posted an Instagram video from the building's indoor pool.

A Tennessee native, Timberlake made sure to buy a $4 million-dollar property near his parents in his home state. The Biel-Timberlake's neighbors there include celebrity couples Tim McGraw and Faith Hill and Keith Urban and Nicole Kidman. 

With their staggering net worth, the Timberlakes have to protect the valuable assets they worked hard to earn. That is why they hired their own friends to be their trusted personal assistants. "Yeah, well, I've been doing it long enough, haven't I? Your bulls*** meter is tuned in," Justin Timberlake told The Guardian. The singer-turned-entrepreneur could be referring to when *NSYNC sued their manager Lou Pearlman for stealing their money. The disgraced Pearlman began a 25-year prison sentence for his involvement in a Ponzi scheme in 2008 and died eight years later.

JT has always had his lifelong best friend, Trace Ayala, to assist him with his busy schedule. According to GQ, Ayala started working for Timberlake as a teenager, moving into the star's Orlando, Florida mansion and going on tour with *NSYNC.

Before she was married, Harper's Bazaar noted Jessica Biel lived in "a house with her personal assistant and friend Lindsay Ratowsky." And before that, Ratowsky actually worked for Lindsay Lohan. Besides sharing an assistant, the actresses may also a love interest in common: Lohan said she slept with Timberlake on Watch What Happens Live.

As a singer, dancer, and actor, Justin Timberlake is worth an estimated $230 million, according to Celebrity Net Worth. The triple threat rose to fame as a leading member of *NSYNC, and the world-famous boy band put out three multi-platinum albums. Their second, No Strings Attached, sold over a million copies the first day it was released, and as Entertainment Weekly noted, it was the top-selling album of 2000. In 2002, the pop star decided to go solo with the release of Justified, which sold more than seven million copies, earning him a $10 million paycheck. His second album earned him a whopping $15 million, and his third, $3 million, per Money Inc. These figures do not even include his multimillion-grossing tours!

With Timberlake's acting gigs in box-offices successes like Trolls and The Social Network, along with his side hustles as owner of a tequila brand and clothing line, the mogul also pads his bank account. 

The other half of the Biel-Timberlake household also helps pay the bills with her reported net worth of $18 million. Her acting resume includes roles on the television show 7th Heaven and The Sinner, which she also produced, and films like Total Recall. Can't stop the earning!