Olivia Wilde Reunites With Ex Jason Sudeikis in New Photos

by

Olivia Wilde and Jason Sudeikis aren’t worried about their co-parenting relationship.

Olivia Wilde, the director of Don’t Worry Darling, and Jason Sudeikis, known for Ted Lasso, seemed happy to be together again in Los Angeles on April 27th. The former couple share two children: a 12-year-old son named Otis and a 9-year-old daughter named Daisy.

Wearing a white T-shirt, pants, and black Onitsuka Tiger sneakers, Olivia hugged her ex-fiancé when she saw him.

Jason, wearing a *Peanutsthemed New York Liberty sweatshirt with gray cargo shorts and Nike shoes, smiled and hugged her when they met.

It took a while for the former couple – who split in 2020 after almost a decade together – to develop a positive relationship. They initially struggled with disagreements over their children, and the actress was even publicly served with custody papers while giving a presentation at CinemaCon in 2022.

Olivia, 42, and Jason, 50, eventually resolved their disagreements. When their children’s ex-nanny claimed they fired her without pay after hearing them argue, they both publicly refuted her accusations, presenting a united front.

We were deeply disturbed to learn that our former nanny is making false and damaging claims about us publicly,” the parents said in a statement to TopMob News in October 2022. “Our priority remains raising and protecting our children, and we hope she will respect our family’s privacy going forward.

Olivia also denied claims that she ended her relationship with the former Saturday Night Live cast member because of her nearly two-year romance with Don’t Worry Darling co-star Harry Styles, which ended in 2022.

Looking back, my relationship with Jason was over well before I met Harry. These things rarely happen suddenly,” she explained to Vanity Fair in 2022. “We had a lot of difficulties, and we officially broke up around the start of the pandemic.

Olivia explained that she and her partner co-parented their two children throughout the lockdown period. When they realized living together was actually harming the kids, they decided to separate and maintain a friendly relationship, believing they could be better parents living in different homes.

Okay, let’s talk about Harry Styles! It looks like he’s definitely moved on and is happily dating Zoë Kravitz. In fact, people are buzzing about a possible engagement – Zoë was recently seen with a pretty stunning diamond ring on that finger, so things seem to be getting serious!

And for more friendly celebrity exes, read on…

They are definitely not getting back together. However, with all the recent interactions – birthday celebrations, affectionate hugs, and even playfully acting out a romantic scene in a virtual reading of Fast Times at Ridgemont High – it feels like they’re just teasing everyone who hoped they’d reconcile.

Okay, seriously, can you even imagine being that cool? I’m talking about Sarah showing up on Jimmy’s show – her ex’s show! – and just totally roasting him. She was there to promote her new show, I Love You, America, but let’s be real, it was all about subtly shading him and, oh my god, his wife Molly Kimmel. She was joking about how Molly gets the ‘new and improved’ Jimmy, while she only got ‘Man Show’ Jimmy! It was amazing. She even said, ‘It’s not fair!’ I mean, the sass! I’m obsessed. It was the most iconic moment ever, honestly.

 

Honestly, some people seemed more upset about this relationship ending than the people involved! When Anna—who is now married to Michael Barrett—found out Chris Pratt was marrying Katherine Schwarzenegger in 2019, she actually offered to perform the wedding ceremony. She even sent a gift when their daughter, Lyla, was born in August 2020. A source told TopMob News that Anna was “very supportive” and happy for her son, Jack, to have a little sister.

Their breakup could have easily led to disaster, but four years later, these HGTV stars are thriving. They’re successfully co-parenting their children, Taylor and Brayden, and continuing to renovate dilapidated houses into beautiful homes for others.

Lenny Kravitz and Lisa Bonet, who have a daughter, actress Zoe Kravitz, still feel incredibly close – they’ve described themselves as “best friends.” In a 2013 interview with Oprah Winfrey, Lenny explained that despite their divorce, they remain a happy family. He said this positive relationship is a great example of how things can work out even after separation, and he even mentioned Lisa’s subsequent marriage to Jason Momoa and their eventual 2020 split with grace.

Okay, so when Derek Hough announced he was leaving Dancing With the Stars back in 2020, I was devastated! But honestly, it’s been SO reassuring seeing him and Julianne Hough still being totally cool with each other. They’ve really shown everyone they’re still great friends, and it makes me so happy to see!

When Brooks announced he was getting married to Katrín Tanja Davíðsdóttir in December 2024, Julianne shared her excitement online. She posted on Instagram, wishing them both a lifetime of happiness, fun, and adventures as they start this new chapter together.

Several months later, the dancer, her ex-husband, and his pregnant fiancée all spent the day together at the lake. The dancer shared a photo of the four of them with a caption calling them “three cuties” and describing it as a special day.

After separating in 2015, the parents of Violet, Seraphina, and Samuel have successfully co-parented, managing to take family vacations together, celebrate holidays as a unit, and publicly support each other. In a 2016 interview with TopMob News, Ben praised his ex-partner as “an amazing mother.”

Nina and Ian dated for three years before breaking up in 2013, but they stayed friends. The following year, Nina began dating Nikki Reed and they quickly got married. As a result, Nina became friends with Nikki, who is known for her role in the Twilight films.

The couple ended their five-year relationship in July 2016. The singer later shared on Howard Stern’s radio show in October that she remained very close to her ex, describing him as both a former lover and a long-time friend.

“We love each other,” she said. “That’s it.”

Even years after The Office ended in 2013, the chemistry between its stars remained apparent, and Mindy Kaling understands why fans still root for them as a couple. In a 2019 interview with Good Housekeeping, she admitted that if she were a viewer, she’d feel the same way. However, she explained that her co-star, B.J. Novak, is now more like family than just a friend, which is why she chose him to be a godfather to her children.

After their divorce was finalized in 2011, the former couple easily continued to raise their son, Bronx. The Fall Out Boy singer has praised his ex-wife, calling her a fantastic mother.

It sounds like she’s moved on from her past relationship with the musician from the Jonas Brothers. He’s stated they’re currently on good terms and remain friendly. He described their connection as a positive one.

Michael C. Hall and Jennifer Carpenter, who starred together on Dexter, first met while working on the show in 2006 and began dating in 2008. They later divorced in 2011, but Jennifer has said they remained friendly and respectful towards each other.

Bruce Willis and Demi Moore are famously friendly exes, and their daughters – Rumer, Tallulah, and Scout – have helped them maintain that relationship. It’s no surprise they decided to quarantine together in Idaho when the pandemic hit – maybe they even had a dance party!

Even four years after their 2014 divorce, Jennifer Lopez continued to praise her ex-husband, and the father of her twins, Max and Emme. In a 2018 interview on Sunday Today, she explained that Marc Anthony had boosted her confidence during their marriage. He consistently told her she was a talented singer and encouraged her not to let anyone diminish that, which she greatly appreciated, considering him one of the greatest singers ever.

Despite any personal challenges he might be facing, the actress will always support her ex-husband and former Scream co-star. Eight years after their 2010 divorce, she mentioned on Running Wild With Bear Grylls that it was a relatively amicable split. They’ve continued to successfully co-parent their daughter, Coco.

Although their relationship ended in 2007, they still had great chemistry on screen when they starred in the 2011 film Bad Teacher.

Although the actors had a difficult time immediately after their 2013 separation, they’ve now reached a point where they can vacation together as a group. Speaking to LaPalme Magazine, the Twilight star shared that he gets along well with his ex-wife’s husband, and highlighted a 2017 trip to Cancun that included them, along with Dave Abrams, Peter’s fiancée Lily Anne Harrison, and their daughters Luca, Lola, and Fiona. He also spoke about his ongoing relationship with his ex-wife, Jennie, saying, “People enter your life for a reason, and relationships evolve. Just because you’re not living with someone doesn’t mean you can’t still care for them.”

Even though they unexpectedly separated in September 2012, the couple worked hard to appear supportive of each other for their children’s sake. In a 2014 interview with Howard Stern, she explained that she and Will remained close friends and were successfully co-parenting. She didn’t view their ten-year marriage as a failure, believing that all relationships face challenges.

The Grammy-winning artist and her ex-husband, who officially divorced in January 2024, have maintained a friendly relationship while raising their son, Hayes. They even live just five minutes apart, making it easy to share parenting responsibilities.

“Our stops are really easy,” Maren told The Zoe Report in May 2025, “and we’ll have family dinners.”

Read More

2026-04-29 00:48