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Kristin Cavallari and Jay Cutler’s Split Gets Messy Quick: What We Know

More to the story? Kristin Cavallari and Jay Cutler’s divorce may not be as amicable as fans originally thought.

Cavallari and Cutler met in 2010 after Giuliana Rancic, who lived in Chicago at the time, introduced the pair.

“We balanced each other out nicely, me being very outgoing and Jay more reserved,” Cavallari recalled in her 2016 book, Balancing in Heels. “Jay told me he loved me weeks into our relationship and told me he wanted to marry me after only 2 months. It all happened quickly, but it made sense: He was exactly what I was looking for. I wanted a man, a real man. … Eight months after our meeting came the ring.”

The former Hills star and the ex Chicago Bears quarterback tied the knot in June 2013, but their wedding didn’t go off without a hitch. Cavallari briefly called off their engagement in 2011.

“At that moment, something wasn’t right,” she admitted in her book, noting that she didn’t want to be a stay-at-home mother. “A few things needed to change, and I knew the only way Jay would see how serious I was, was if I ended the relationship. … If I stayed at home, I wouldn’t be happy. And would probably end up resenting Jay for it.”

Cavallari and Cutler welcomed their first child, a son named Camden in 2012. Not long after she gave birth to their second boy, Jaxon, in 2014, the twosome welcomed daughter Saylor in 2015.

Cutler retired from the NFL in 2017 after 12 seasons. Not long after his last season, Cavallari made the return to reality TV on E!’s Very Cavallari, which documented her fashion line, Uncommon James. The Laguna Beach alum has been very vocal about the roles in their marriage changing after Cutler was done with football.

“It’s been interesting. We’ve really completely shifted roles, so it’s just been trying to navigate this new normal,” she told Entertainment Tonight in 2019. “He’s been great. I mean, obviously he’s here with my three kids today and you know, this is not the first thing he wants to be doing so he’s been great and I couldn’t do it without him, truly.”

Cavallari and Cutler called it quits in April 2020 after seven years of marriage and a decade together. Scroll through for everything we know about their split:


The Signs on ‘Very Cavallari’

While their marriage wasn’t the focus of Cavallari’s E! series, there were certainly signs that they weren’t on the same page on the show.

"Jay has been great, yes. From the outside, things are so perfect and things are so great,” Cavallari said on an April 2019 episode. "But actually, they're not. And that sucks. It sucks. That's the thing, though, with marriage … It's ups and downs.”

She added that their “whole relationship” has had highs and lows.

"Jay and I have problems … I've always been very vocal about that,” Cavallari explained. “We have to work at our relationship, so hearing him say that we're perfect is kind of silly to me. We definitely have issues."

Jake Giles Netter/E! Entertainment
Drama With Kelly

Cutler was front and center during season 3 of Very Cavallari after the Uncommon James designer revealed during the premiere that there were rumors that he was unfaithful with her former best friend Kelly Henderson. On the show, however, Cavallari made it clear she didn’t believe the rumors and was more upset with how Henderson handled the situation.  

“When season 2 was airing, there was a lot of talk on social media about Jay and Kelly having an affair,” Cavallari explained on the January 2020 premiere. “Not for one second have I ever thought that it was true. It wasn’t the actual accusations of them having an affair that made me upset, it was how Kelly went about it.”

Cavallari added that she thinks the celebrity stylist was using her for fame.

“The whole time, her whole thing has been like, ‘I don’t care about the show. I only care about your friendship,’” Cavallari told the cameras. “She drank the Kool-Aid, big time. I thought Kelly was the last person on the planet that this would ever happen with.”

Courtesy Kelly Henderson/Instagram
Quarantine in the Bahamas

Cavallari and Cutler spent three weeks in the Bahamas with her best friend Justin Anderson and fiancé Aaron “Scoot” Rhodes in March 2020. While the vacation wasn’t supposed to last that long, the coronavirus pandemic kept the two couples and Cavallari and Cutler’s kids on the island. While Cavallari and Anderson shared several snaps from the trip, the Hills alum didn’t share any solo pics with Cutler.

“Being stuck on an empty island and forced to quarantine could be worse. thankful for my wolf pack during these scary times,” Anderson captioned a group photo on March 27. “This is where we are, this is us staying positive. we couldn’t be social here if we tried ✌🏼 i am afraid of what we will go home to when they let us back into the states 😢 hope you’re all staying safe where ever you happen to be ♥️.”

Cavallari confirmed on April 7 that they made it back to Nashville.

Courtesy of Justin Anderson/Instagram
The Date of Separation

According to the court docs obtained by Us, Cutler listed their date of separation as April 21. Cavallari, however, declared they were done on April 7 — right after they returned to Nashville from the Bahamas — on her counter-complaint.

Shutterstock (2)
The Announcement

The pair shared the same statement via Instagram on April 26: “With great sadness, after 10 years together we have come to a loving conclusion to get a divorce. We have nothing but love and respect for one another and are deeply grateful for the years shared, memories made, and the children we are so proud of. This is just the situation of two people growing apart. We ask everyone to respect our privacy as we navigate this difficult time within our family.”

Mark Humphrey/AP/Shutterstock
Growing Apart

According to an insider, the twosome “fell out of love and grew apart.” The source added that both parties plan to stay in Nashville to coparent their kids.

Jim Smeal/BEI/Shutterstock
The Accusations

While the twosome’s split seemed amicable, Cavallari accused Cutler of “inappropriate marital conduct” in her divorce filing in April 2020. She also cited “irreconcilable differences” as the reason for the split.

“[Cutler] is guilty of such inappropriate marital conduct as renders further cohabitation unsafe and improper,” Cavallari claimed in the paperwork.

Shutterstock; Inset: MEGA
The Custody

While the former NFL star asked for joint custody of their three children, Cavallari is seeking  primary physical custody. In her filing, she also denied that Cutler “has always been the available at-home parent and primary caretaker” of their kids.

Additionally, the reality TV personality is asking for the athlete to pay for their kids’ health insurance and other related expenses, including dental, orthodontic and eye care.

Jen Lowery / MEGA
The Animosity

“The word around Nashville is they really just don’t like each other anymore,” a source told Us in April 2020. “They would accuse each other of cheating, but nothing really solid. They are both very stubborn and bump heads a lot and neither backs down.”

The insider added that their relationship became “antagonistic” by the end. "Kristin and Jay always seemed annoyed with each other and they were only on the same side when it came to their kids,” the source said. “It was better for their whole family to divorce.”

Paul Beaty/AP/Shutterstock; Jen Lowery/MEGA
House Hiccups

According to court papers obtained by Us on April 29, the reality TV star started searching for a new place to live five months before her split from the former quarterback. As of November 2019, “things were so bad in the marriage” that Cavallari signed a contract for a new property, which according to the docs, Cutler “never objected to.”

Despite finding a house to move into for her and the three kids, the Laguna Beach alum decided not to buy it and instead “attempted to salvage the marriage.” Shortly after the decision, the couple “realized that attempt to reconcile was not working and knew a divorce was inevitable.”

Days after announcing their split, Cavallari claimed in court papers that Cutler was refusing to release funds for her to buy a new home and was “punishing” her for refusing to agree to his plans for custody of their kids.

Broadimage/Shutterstock; Elise Amendola/AP/Shutterstock


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