Jason Sudeikis Dating History: Olivia Wilde, January Jones and More

Late night talking? Harry Styles is staying out of Jason Sudeikis and Olivia Wilde’s divorce, a source exclusively reveals in the newest issue of Us Weekly.

Candid confessions. Olivia Wilde hasn’t shied away from sharing her experiences as a mother while raising her kids in the public eye.

Olivia Wilde has taken another swipe at her former fiancé Jason Sudeikis after she was served with custody papers while delivering a speech onstage at CinemaCon in Las Vegas.

An unexpected battle. Olivia Wilde is breaking her silence on her and Jason Sudeikis‘ messy fight for custody of their two children after she was publicly served with legal documents earlier this year.

Coming to terms with the territory. Harry Styles opened up about his personal life like never before in his new Rolling Stone cover story — and shared intimate details about his romance with Olivia Wilde.

While it's nothing new, and we're certainly not complaining, Harry Styles' name is inescapable right now. Not content with scoring ten weeks atop the Official Singles Chart with As It Was, claiming the year's first Official Charts Double as Harry's House simultaneously nabbed Number 1, making moves in the beauty business with Pleasing and starring in upcoming movie Don't Worry Darling with girlfriend Olivia Wilde (that TRAILER, though), the One Direction star's now preparing to treat fans across Canada and the USA to Love On Tour.

Harry Styles is enjoying a day out with friends.

Harry Styles and Olivia Wilde seem to be making the most of being in New York City together.

Harry Styles is back in the U.S. for the next leg of his Love on Tour world tour and we have the setlist for you to see right here!

Harry Styles and Olivia Wilde stepped out on Thursday for a date night in New York City. The couple was snapped leaving Rubirosa Ristorante in Soho hand-in-hand in a rare show of PDA.Styles covered his face with a black mask, leading Wilde out of the Italian eatery as they appeared to be swarmed by fans and photographers. The singer wore a crocheted top with slacks and sneakers, with a cross necklace adorning his chest and his hair pulled back with a clip. Wilde tucked a navy blue tee into a printed maxi skirt, completing the look with sneakers, a gold necklace and free-flowing brunette locks. Styles, 28, and Wilde, 38, are in the city ahead of Styles' planned 15-date residency at Madison Square Garden, which runs from Aug.

Harry Styles and Olivia Wilde are stepping out for a very rare dinner date!

Olivia Wilde is not letting her custody battle with Jason Sudeikis make her sweat!

Olivia Wilde and Jason Sudeikis don’t “speak directly to one another”. The pair - who were together from 2011 until 2020 when they called off their engagement - need to have “help communicating” about the custody arrangements of their two children, Otis, eight, and Daisy, five.

Olivia Wilde and Jason Sudeikis are reportedly trying to limit contact with each other while navigating the escalating custody battle over their two children, a source told ET on Wednesday. «Jason and Olivia have a very awkward relationship,” the source says. “They try to limit any direct contact with each other, but they both want what's best for their kids.

when it comes to celebrity breakups. Olivia Wilde and Jason Sudeikis have made a number of headlines since their split, and now we know how the former couple is allegedly handling co-parenting amid their custody drama. Following their split, Olivia Wilde and Jason Sudeikis have been involved in some legal battles regarding their children, and where specifically they were going to raise them.

Olivia Wilde and Jason Sudeikis reportedly “don’t speak” directly but are still trying to put their children first.

between Jason Sudeikis and Olivia Wilde continues, now that a judge has dismissed the actor’s petition to travel with his kids to New York City, moving with them from Los Angeles, where they currently reside with their mom.Legal documents obtained by Page Six reveal that a judge denied the petition and sided with Wilde, as it was previously reported that Sudeikis had agreed to send 8-year-old Otis and 5-year-old Daisy to school in Los Angeles, after calling off their engagement in 2020.“For better or worse, I am a New Yorker,” Jason stated in the legal documents from October 2021, declaring that he wants to bring his kids to his home in New York City. “Recently, however, Jason decided that he wanted to go to New York for the next year while he is not working, and wanted the children to be with him there during this time off,” Olivia previously wrote.