Justin Timberlake, Jessica Biel Have Date Night at Academy Museum Gala

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Jessica Biel, Justin Timberlake’s Son Silas Timberlake Makes Acting Debut

Seeing Justin Timberlake and Jessica Biel never felt so good.

The Grammy winner and Candy actress made a rare red carpet appearance at the sixth annual Academy Museum Gala at the Academy Museum of Motion Pictures in Los Angeles Oct. 17, proving they’re the ultimate style duo until the end of time.

After all, Timberlake, 45, pulled out his suit and tie for the occasion, donning an all-black ensemble with a bedazzled brooch on his lapel. To top off his look, he opted for a pair of black dress shoes and statement sunglasses.

But his dapper get-up wouldn’t be complete without his señorita by his side. In fact, Biel, 44, stole the show in a dramatic floor-length black gown that featured an ultra-high slit and feathers blooming from around her arms and halter neckline. She paired the look with black heels.

The couple’s stylish date night comes two weeks after they celebrated their 14th wedding anniversary by sharing a slew of never-before-scene photos.

“HAPPY ANNIVERSARY @JESSICABIEL,” Timberlake wrote on Instagram Stories Oct. 4 alongside a photo of him and Biel holding hands, adding over a separate photo of the Next actress wearing a mask, “MY FAVORITE PERSON IN EVERY LIFETIME.”

The “Love Never Felt So Good” singer also called his wife, “the greatest mom” over a pic of the couple with their sons Silas, 11, and Phineas, 6.

And Timberlake emphasized there ain't another woman that can take Biel’s spot, adding over a photo of his wife wrapping her arms around him, “14 DOWN, FOREVER TO GO.”

Biel, for her part, also proved that she’s lovin’ it after all these years with her husband, writing over photos of her and Timberlake on Instagram Stories, “Happy anniversary my love @justintimberlake,” before calling him “the best dad.”

hoto by Emma McIntyre/Oscars/Getty Images for Academy Museum Foundation

She added over a photo of herself kissing the “SexyBack” hitmaker’s cheek, “I love you.”

With more than a decade of marriage under their belt, Biel and Timberlake are no strangers to holding a mirror up to their relationship. In fact, the Total Recall actress previously shared one of the reasons their summer love has lasted through the seasons is because Timberlake is “always ALL in.”

“The one who turns ordinary moments into adventures and bedtime into comedy hour,” she wrote on Instagram June 21. “The dad who is not afraid of the tears, the tender, quiet times, or the hard conversations.”

“Watching you be a father is one of my favorite things,” she added. “Our boys are so lucky to call you Dad.”

Keep reading for a closer look into Timberlake and Biel’s life with their little ones...

Instagram / Jessica Biel

Loving Hugs

See, all Jessical Biel wants Justin Timberlake to do is be her love.

"Happy Father’s Day to my spectacular husband who is one incredible dad," she wrote in a June 2025 Instagram of the father to sons Silas and Phineas. "And to all the other dads out there doing their thing. Leading with humility and vulnerability. Showin up with understanding and compassion, and always using humor to get through the hard stuff. Major respect and love to all y’all."

Instagram/Jessica Biel

Sk8er Bois

It appeared Silas and Phineas had that sunshine in their pockets, got that good soul in their feet. Jessica gave her Instagram followers a peek at their "family summer vibes" in an August 2025 post.

Instagram/ Jessica Biel

Birthday Dad

"You’re so many things to so many people," the 7th Heaven star wrote in a message for the singer's 43rd birthday in June 2024. "But to us you are THE ROCK. The rock we climb on, we lean against. The rock that shades us from the sun. And when we recline on you, as we always do, hopefully our butts will keep you eternally grounded and warm. We LOVE YOU."

Instagram/Jessica Biel

Backstage Pass

Justin and Jessica's sons rocked the singer's Forget Tomorrow World Tour merch when he kicked off the concert series in April 2024.

Instagram / Justin Timberlake

Mother & Son

Justin marked the his bride's 42nd birthday in March 2024 by sharing this peek at the actress hugging son Phineas.

Instagram / Justin Timberlake

Selfie at Sunset

Ain't another woman that could take her spot in Justin's life—or this March 2024 selfie.

Instagram / Justin Timberlake

Couple's Selfie

The Grammy winner also shared this snap of The Better Sister celeb in his birthday post.

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Group Hug

Jessica posted a sweet family snapshot as part of her Instagram tribute to Justin on Father's Day 2022.

justintimberlake / Instagram

Family Band

Justin celebrated Father's Day 2022 by sharing a photo of his "two favorite melodies," sons Silas and Phineas, playing piano together.

Instagram / Jessica Biel

Seventh Heaven

Jessica marked her 40th birthday in 2022 with this blissed out pic.

Instagram / Jessica Biel

Just Desserts

Justin and Jessica said hi, hi, hi to a new decade, celebrating her 40th birthday with cake in 2022.

Instagram / Jessica Biel

Mama's Boys

Silas and Phin marked their mom's birthday with a special banner.

Instagram / @jessicabiel

A Walk to Remember

"Thankful for my guys," Jessica captioned heartwarming 2021 holiday snap. "Merry Christmas everybody!!"

Jessica Biel / Instagram

High Five

Jessica celebrated her "little man" on his fifth birthday in April 2020. "We’re at home, covered in legos and birthday cake right now..." she wrote in the Instagram tribute, "but I just found this pic on my phone from last summer and it made me so happy."

Jessica Biel / Instagram

Birthday Wishes

The Sinner actress marked her birthday on March 3, 2020 with a special cake and her one and only. "Celebrating my birthday in style... and by that I mean, in pajamas," she wrote on Instagram. "I made Justin PROMISE not to sing Happy Birthday to me, so he improvised. Sorry you can't hear it, but I'm still laughing. Thank you, you wonderful human, for really listening to me, and for throwing my kinda party. And thank YOU ALL for the birthday wishes. Feeling the love."

Jessica Biel / Instagram

Sweet Moments

On Valentine's Day 2020, Jessica shared a sweet picture of Justin and their son Silas on Instagram. She captioned it, "My valentines. Love you guys to the moon."

Instagram / Jessica Biel

Baby, You're a Firework

Justin, Jessica and son Silas celebrated Fourth of July in 2019 with balloons and patriotic garb.

Instagram / Justin Timberlake

Beach Babes

The trio spent Mother's Day in 2019 getting in touch with Mother Nature.

Jessica Biel / Instagram

Couple Goals

Jessica and Justin looked madly in love at her birthday party in March 2019.

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Block Party

The famous trio dressed up as Batman, Robin and Harley Quinn for Halloween 2018. "This Halloween was one hell of a block party!" she shared on Instagram. "Happy Halloween from our LEGO family to yours."

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Costume Winners

"They got candy? LEGO!" Justin joked of their 2018 Halloween looks.

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Look of Love

"To my husband who I watch with awe everyday as he guides and teaches, encourages and supports, and above all, LOVES the sh$t, out of his own young man," Jessica wrote on Instagram in 2018. "Happy Father's Day to all the dads out there. We can't do this parenting thing without you."

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