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UPDATED: The New Details About Kristin Cavallari & Jay Cutler's Divorce Are Messy AF

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 WeeklyKristin 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 [Kristin Cavallari] 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.

Images: Dfree / Shutterstock.com

Dylan Hafer
Dylan Hafer
Dylan Hafer has watched over 1000 episodes of Real Housewives because he has his priorities in order. Follow him on Instagram @dylanhafer and Twitter @thedylanhafer for all the memes you could ever want.