Justin Timberlake's DWI night out with 'female friend' sparks tension in marriage to Jessica Biel: Source

At the time of his DWI arrest, Justin Timberlake was allegedly on a night out with his longtime friend and former business partner Estee Stanley
PUBLISHED OCT 11, 2024
Justin Timberlake and Jessica Biel reportedly got married in Italy on October 19, 2012 (Getty Images)
Justin Timberlake and Jessica Biel reportedly got married in Italy on October 19, 2012 (Getty Images)

SAG HARBOR, NEW YORK: It looks like Justin Timberlake’s night out took a wrong turn—literally and figuratively.

The pop star’s recent DWI arrest in Sag Harbor, New York, has not only made headlines for his reckless behavior but is also rumored to be shaking up his marriage to Jessica Biel. And it’s not just the arrest that’s raising eyebrows. Sources claim it’s whom he was spending time with that’s causing the real friction.

Justin Timberlake's DWI night out with Estee Stanley fuels marital tensions

Justin Timberlake was allegedly on a night out with his longtime friend and former business partner, his wife Jessica Biel's ex-stylist Estee Stanley, sparking a new wave of marital strain.

Justin Timberlake and Estee Stanley (Getty Images and Stefanie Keenan/Getty Images for goop)
Justin Timberlake and Estee Stanley were together when he was arrested (Getty Images and Stefanie Keenan/Getty Images for goop)

“His wife is really clean-living and after he was caught holding hands on a night out with another woman, things were already strained. This arrest and the fact he was with a female friend the night it happened has really brought things to a head. There’s no other way to say it that his marriage is now in crisis,” a source said, per Perez Hilton.

Justin Timberlake rumored to have cheated on wife with Alisha Wainwright 

Given Justin Timberlake’s past rumors of cheating, particularly with 'Palmer' co-star Alisha Wainwright in 2019, this new incident seems to have only deepened the divide. Adding fuel to the fire, the 'Mirrors' singer recently canceled a tour stop, citing an "injury" but the timing left many questioning if the real issue was closer to home.

LOS ANGELES, CALIFORNIA - SEPTEMBER 28: Alisha Wainwright attends the Netflix “Raising Dion” Special
 Justin Timberlake was caught holding hands with his co-star Alisha Wainwright at a bar in New Orleans (Getty Images)

Timberlake and Biel got hitched in Italy on October 19, 2012, and have two sons -- Silas, 9, and Phineas, 4. 

Justin Timberlake's and Estee Stanley's dinner

Further, Page Six dropped the bombshell on Justin Timberlake’s night out with Estee Stanley, fueling speculation of trouble. Sources say the pair, along with Estee’s husband Bryan Furst, were spotted having dinner at 'The American Hotel' before the singer's DWI arrest.

He reportedly had just one martini, but things escalated when friends allegedly tried to talk officers out of arresting him. One woman even offered to take him to her home instead.

LOS ANGELES, CALIFORNIA - MAY 09: (L-R) Jessica Biel and Justin Timberlake attend the Los Angeles Pr
Jessica Biel and Justin Timberlake recently celebrated their 12th anniversary together in Montreal (Getty Images)

Timberlake and Estee’s history runs deep—she hosted his engagement party with Biel in 2012, launched a home goods line with him, and opened a restaurant with his wife. They were once so close that she called them “practically my family,” but with this latest scandal, cracks might be forming in their friendship, especially considering Timberlake's past cheating rumors.

While Estee’s husband was there, it’s hard not to question the optics. Given 'What Goes Around... Comes Around' icon's history, it’s no surprise this has raised eyebrows. As for Biel, she’s staying silent, and Timberlake has already rescheduled his New Jersey concert. The big question -- is their marriage hitting a new low?

MORE STORIES

The post Khloe Kardashian liked featured Charlie Kirk speaking with a fan at an event about his devout Christian faith
Sep 13, 2025
Whitney Cummings sparked widespread outrage after posting a controversial tweet about the killing of conservative activist Charlie Kirk
Sep 13, 2025
Prince Harry was spotted entering King Charles’s London residence, months after saying his father had ignored his calls
Sep 11, 2025
Rosie O'Donnell said Ellen DeGeneres’ friendship denial hurt so much she printed T-shirts for her staff reading, 'I don’t know Rosie, we’re not friends'
Sep 10, 2025
A post alleged that Karoline Leavitt called Patti LaBelle 'just a singer,' leading LaBelle to deliver a seven-word response that froze the studio
Sep 10, 2025
Jennifer Lopez feels free channeling emotions into music, but Ben Affleck is embarrassed and sees it as crossing a line, according to the source
Sep 9, 2025
Howard Stern added that he missed last week’s show due to illness, not contract talks, and addressed rumors of being fired from his own show
Sep 9, 2025
Taylor Swift and Travis Kelce’s engagement in August 2025 triggered a wave of pregnancy chatter after an ultrasound photo went viral
Sep 9, 2025
Ed Sheeran, 34, revealed that he was leaving Suffolk with his wife Cherry Seaborn and their two daughters, Lyra and Jupiter
Sep 9, 2025
From Ice Spice’s chaotic corset to Paris Hilton’s flame dress, see the celebs who landed on the worst-dressed list at the 2025 VMAs
Sep 8, 2025