Remember way back in April, when days of quarantine were still filled with random activities, and the biggest story in the news was Kristin Cavallari and Jay Cutler’s shocking divorce? Well, here we are five months later, still in quarantine, and still talking about Kristin Cavallari. What a f*cking year. Back in April, we didn’t get much information about the split, other than their initial Instagram posts, and some messy legal details that were seemingly resolved pretty quickly. This was all just weeks after the fam returned from their never-ending trip to the Bahamas, so the whole timeline was very confusing. But his week, Kristin spoke to People, and while she was mostly there to promote her new cookbook (random, but sure), thankfully she also spilled some much-needed info on WTF happened between her and Jay.
Unsurprisingly, she says that the split “didn’t happen overnight,” despite whatever happy façade fans saw. She continued, saying “We tried really, really hard for years and years,” and that the split “was the hardest decision I’ve ever made.” I think most of us assumed their divorce wasn’t just a split-second decision, because that’s not how divorces tend to work, but Kristin and Jay were definitely a couple that managed to keep most of their drama private, despite the fact that they did a reality show together for three seasons.
Speaking about the public perception of her marriage, Kristin told People, “I always thought it was interesting when people would refer to us as ‘couple goals.’ I was like, if you guys only knew.” Maybe I’m in the minority here, but from watching Very Cavallari, it never actually seemed like things were that perfect in Kristin and Jay’s relationship. They weren’t having huge fights or anything, but Jay never seemed that thrilled to be there, and Kristin was almost constantly annoyed with him. Kristin admitted that things were not going well during filming for the show’s third and final season, but that “we definitely kept a lot of stuff private. Producers saw stuff, but they didn’t put it in the show—which is good, because I don’t want my kids to ever .”
When asked about the actual reasons that led to the breakdown of her marriage, Kristin kept things pretty vague. And by that, I mean that she definitely did NOT reference the cheating rumors that have persisted about Jay Cutler since before the split was even announced. Instead, she painted a broad picture, saying, “Every relationship has their stuff. I met Jay when I was 23. I was a baby. Jay and I had so much love for each other, but we grew up. When you work at something for so many years and nothing’s changing, I think you have to just make a decision. We all want to be happy.” Amen, sister… but what about the cheating rumors?
But rumors aside, it sounds like Kristin and Jay are in a pretty good place now. After those initial legal issues immediately following their split, they came to a co-parenting agreement, and Kristin was able to buy her new house in Nashville. She shared that “I still care so much about and talk to him almost every day. We have three kids together. He’s going to be in my life forever.”
She may be stuck with Jay, but she seems happy with her decision to leave reality TV in the past—for now, at least. When she began Very Cavallari three years ago, the focus was mainly on her business, but the spotlight shifted to her personal life in more recent seasons. She says that she’s “relieved” the show isn’t coming back, because “I just knew I was going to have to talk about everything, and I didn’t want to. Thinking about filming was giving me anxiety.” Kristin maintains that her current focus is on what’s best for her three kids, and that’s “Probably not doing a reality show, having to talk about divorcing their dad.” Fair enough. Honestly, Very Cavallari was not that entertaining to begin with, so I’m happy to find something else to watch.
Along with the cheating rumors, I’m also a little disappointed that Kristin didn’t address that photo she posted with Stephen Colletti this summer. Like, I know in my heart that they’re not back together, but I still need to hear it directly from her. Kristin says that she’s “really excited about the future all around,” but who’s to say that future can’t include a fling with her old flame? For now, I will continue to hold out hope, because it’s really all I have left at this point.
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We all know that relationships are hard. Whether your current relationship struggles are getting your S.O. to give you some space during quarantine, or getting that new guy from an app to text you back, we all go through it. But you know what sucks even more than your average relationship bullsh*t? Divorce. Divorce is like a sh*tty layer cake of lawyers, paperwork, and potential financial ruin, and even when it goes relatively smoothly, no one is having a good time.
But the most fun thing about divorce is that, like snowflakes, no two are exactly alike. Each divorce is a new and different sh*t storm, and when celebrities get involved, things tend to get especially complicated. From cheating scandals to money issues to nasty custody battles, these are some of the messiest celebrity divorces ever.
Kristin Cavallari & Jay Cutler
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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.
Maybe in a year or two, this one won’t have turned out so bad, but right now, it’s hard to keep up with all the sources that are coming out of the woodwork about these two. It’s been less than two weeks since Kristin and Jay announced their split, and they’ve already filed competing legal documents, disagreed on finances and custody arrangements, and now seemingly come to an agreement on those things. This week, sources said that Kristin got sick of Jay being “unmotivated” and “lazy” around the house after retiring from his pro football career. Things are happening fast here, and I have a feeling the mess is far from over.
Johnny Depp & Amber Heard
When Amber Heard filed for divorce from Johnny Depp in 2016 after just over a year of marriage, she alleged that he had been physically and verbally abusive, and obtained a restraining order against him. Depp said that her claims were false, and accused her of “attempting to secure a premature financial resolution by alleging abuse.” Ultimately, the divorce was finalized in 2017, and Heard donated her full $7 million settlement to charity.
Things got ugly once again last year, after Amber Heard wrote an op-ed in the Washington Post, in which she talked about being a victim of domestic abuse. Johnny Depp sued her for $50 million for defamation, claiming that Heard was actually the abusive one in the marriage. This lawsuit still hasn’t been settled, and we probably won’t ever know the full truth of what happened in their troubled marriage.
Kim Kardashian & Kris Humphries
I’m bad at remembering how long most celebs have been married to each other, but I will never, ever forget Kim K’s 72-day marriage to Kris Humphries. How could I forget a mess like this? After releasing a wedding fragrance and getting paid millions of dollars for a two-part TV wedding special, people were quick to accuse Kim of orchestrating the whole thing for publicity. This included one of her former publicists, whom Kim ultimately sued. She won, btw, and he was forced to apologize to her. Kim and Kris’s divorce wasn’t finalized until nearly two years later, just two weeks before Kim gave birth to her first child with Kanye.
Denise Richards & Charlie Sheen
After four years of marriage, Denise Richards filed for divorce from Charlie Sheen in 2006. At the time, she claimed he was paranoid and abusive, and that he tried to convince her not to vaccinate their two daughters. She ultimately obtained a restraining order against Charlie, and in 2010, she was granted full custody of their children, due to Charlie’s “marital turmoil, sobriety issues and criminal problems.” In more recent years, Charlie and Denise’s relationship has improved, but even this season on Real Housewives of Beverly Hills, we’ve heard Denise talk about her ongoing child support case with Charlie. This really is never-ending.
Prince Charles & Princess Diana
I feel like we don’t give enough credit to the messy celeb drama of the ’90s, but Charles and Diana’s divorce was one for the ages. After getting married in 1981, both of them became unhappy pretty quickly, and they each had long-term affairs with other people. This became public in 1992, when tapes of phone calls between Prince Charles and his now-wife Camilla Parker-Bowles leaked to the press. After a couple years of general mess, the Queen intervened, writing Charles and Diana a letter ordering them to get divorced ASAP. Lol, you know things are bad when your mom has to get involved.
To add insult to injury, Diana was stripped of her HRH title after the divorce, which she was reportedly extremely upset about. Honestly, all of this makes the drama with Harry and Meghan look tame. I mean, they just want to live in LA!
Brandi Glanville & Eddie Cibrian
This has got to be one of the most dramatic cheating scandals of all time. In 2009, it was revealed that Eddie Cibrian and Leann Rimes were cheating on their respective spouses with each other. After the scandal broke, Rimes divorced her husband Dean Sheremet, and Cibrian divorced Brandi Glanville. To this day, Brandi and Eddie don’t really get along, and there’s been plenty of drama between them over the years. In 2017, Brandi accused LeAnn of stalking her after she showed up at a restaurant where she was eating. This prompted Eddie to write an open letter to Brandi, saying that “every couple of months there is another accusation coming from Brandi in an attempt to drum up drama to stay relevant.” I have a feeling once their sons turn 18, Brandi and Eddie are going to try their best to never see each other again.
Christie Brinkley & Peter Cook
Lots of high-profile marriages have fallen apart due to cheating, but this one is especially bad. In 2006, Brinkley discovered that her husband Peter Cook was having an affair with a 17-year-old, which is downright disgusting. He also gave the teen hundreds of thousands of dollars and helped her buy a car, all to get her to stay quiet. Needless to say, their marriage didn’t survive this, and their divorce was finalized in 2008. Christie Brinkley won big in their divorce case, getting full custody of their daughter, most of their property, and the satisfaction of the whole world knowing Peter Cook was an asshole.
Tiger Woods & Elin Nordegren
If Tiger Woods’ cheating scandal wasn’t so awful, I might actually be impressed. In November 2009, it was first reported that Tiger had cheated on his wife Elin, who is a model. Why do guys always cheat on models? I don’t get it. While he initially denied those rumors, it wasn’t long before sh*t hit the fan. Eventually, over a dozen women publicly claimed to have had affairs with Tiger while he was married, and he eventually confessed to cheating with over 120 women, including the 21-year-old daughter of a neighbor. I mean, ew. As a result of the scandal, Tiger lost many of his brand partnerships, and his performance on the golf course also took a nosedive. Unsurprisingly, Elin divorced Tiger in 2010, and she reportedly got around $100 million in the divorce settlement. It’s what she deserves.
Jon & Kate Gosselin
Can you believe that Jon and Kate’s sextuplets just turned 16 years old?? I guess time flies when you’re being messy. In 2009, Jon and Kate Gosselin announced on their show that they were separating, and things have basically been sloppy ever since. While they both claimed the show would go on, TLC placed it on hiatus, because I guess it was supposed to be about the kids, not a train wreck divorce. At first, they took turns staying at the family home with the kids, but the police had to be called a couple months later, when Kate showed up during Jon’s scheduled time and the couple got into a fight.
Though the divorce was finalized over a decade ago at this point, the custody disagreements have continued. In 2017, the police were called to an orthodontist’s office over a custody dispute. Lol, what? Now, after years of disagreements in court, Jon has full custody of two of the sextuplets, while the other four still live with Kate. Sounds normal.
Paul McCartney & Heather Mills
Paul McCartney married model and media personality Heather Mills in 2002 at an Irish castle, but the fairytale didn’t last long. They separated in 2006, and Mills blamed McCartney’s daughter (Stella McCartney, you may have heard of her), whom she called “jealous and evil.” Yikes. In leaked documents, Mills also accused McCartney of pushing her into a bathtub while she was pregnant and stabbing her with a broken wine glass. Not good. When McCartney and Mills got married, they famously had no prenup, so Heather Mills got a pretty nice pay day in divorce court. Her lump sum was close to $50 million, in addition to $70,000 a year in child support and lots of other perks.
Every divorce is messy in its own unique way, but these are definitely some of the sloppiest from top to bottom. LMK your favorite celeb divorce disasters in the comments, because the possibilities are endless.
Images: Timothy Hiatt/Getty Images; kristincavallari / Instagram; Giphy (3)
UPDATE: As this week has gone on, there have been about a million anonymous sources popping up, claiming to have some insider info about Kristin Cavallari and Jay Cutler’s divorce. It’s hard to know which of these stories are true, but now we finally have a concrete look at some of the alleged “misconduct” that Kristin included in her filings. According to new documents obtained by Us Weekly, Kristin is accusing Jay of withholding money from her, and the situation sounds pretty rough.
According to the court papers, things weren’t good in their marriage for a while, and Kristin started looking for her own house way back in November 2019. She even had a house under contract at one point, until Jay “informed her that his attorney was going to stop her from purchasing the house she wanted” and that the attorney “was going to tell their business manager to not release the funds” for her to buy the house. Yikes.
For a normal couple, buying a second house would be a huge financial strain, but considering that Kristin and Jay have an estimated net worth of over $60 million, this feels a little petty. In addition, an Us Weekly source says that Kristin “always knew that Jay was trying to keep some of his money from her,” and the house situation was just the proof that she needed. If their marriage was already on the rocks, this kind of situation definitely wouldn’t have helped things.
Fast forward to April, after they got back from their extended Bahamas trip, and the money disagreements continued between the couple. As they decided to separate, the documents show that Jay offered Kristin an initial settlement amount. Kristin’s filing says that she “refused to accept the settlement,” finding it “unfavorable,” because she has made “significant financial contributions to the marital estate.” We don’t know any specifics about the amounts here, but obviously Kristin has her own money on top of whatever Jay made playing football. No one is broke here, and any settlement should reflect that.
Kristin also alleges that Jay filed divorce papers as quickly as possible “as a way of punishing her” for turning down the settlement offer. Of course, Kristin’s filing is only one side of the story, but if she’s telling the truth, there was definitely some financial manipulation happening here. I’m sure we’ll get more details and context in the weeks and months to come, but there was clearly more going on in this marriage than we ever knew about.
ORIGINAL ARTICLE: Let’s face it: most divorces are messy. While not every marriage ends with a dramatic scandal or betrayal, most people don’t wake up and decide to get divorced just because they’re bored. When Kristin Cavallari announced on Sunday that she and Jay Cutler were splitting after 1o years together, the tone was positive—a little too positive. She wrote that their relationship had reached a “loving conclusion”, and that she and Jay have “nothing but love and respect for one another.” That’s all well and good, but of course, we wanted to know what really happened here. If things were really so loving, would they be filing divorce papers?
Well, that “loving conclusion” didn’t last long. On Monday morning, less than a day after Kristin Cavallari’s divorce announcement, Kristin filed legal papers that suggest there’s a lot more to this story than her initial claim of “two people growing apart.” Color me shocked. Kristin’s filing, obtained by TMZ, is in response to Jay’s original divorce filing, and it’s clear that they are not on the same page when it comes to any of the details surrounding their split.
In her legal filing, Kristin Cavallari accuses Jay Cutler of misconduct, stating that he “is guilty of such inappropriate marital conduct as renders further cohabitation unsafe and improper.” There have been some cheating rumors surrounding Jay Cutler in the past, but “unsafe and improper”? That sounds serious. Her filing also claims that “any misconduct alleged or implied against in the complaint for divorce” was only a result of Jay’s original misconduct… but Jay didn’t make any misconduct allegations in the divorce filing. I’m not a lawyer, but something’s not adding up here, and I want answers.
Unfortunately, the consequences of divorce are often harshest on young children, and it looks like Cavallari and Cutler are gearing up for a custody battle. While Cutler is seeking joint custody of their three children, Cavallari wants primary custody, with Cutler only having visitation rights. Both Kristin Cavallari and Jay Cutler are claiming that they have been the “available at-home parent and primary caretaker” during their marriage, and since two people can’t be the primary caretaker, I have a feeling this is going to get messy.
While the new filings bring up a lot of questions, and not too many answers, we are getting a clearer picture of the timeline here. In Jay Cutler’s divorce filing, he listed a separation date of April 21st. That was just last week, but this is another spot where Kristin disagrees. In her filing, the separation date is listed as April 7th—the day after the family returned from their month-long Bahamas vacation-turned-quarantine. I really need to know what the hell went down on that trip, because it sounds like it was far from paradise.
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