Kristin Cavallari and Jay Cutler had a wild ride of a relationship that might’ve been doomed from the start, but you can’t say they didn’t try. You probably remember Jay Cutler as the quarterback from the Chicago Bears, and Kristin Cavallari from those classic Laguna Beach episodes—remember her drama with Stephen Colletti?
Their rollercoaster story continued as Kristin and Jay got together, broke up, got back together, got married, had kids, and eventually got divorced—all in about ten years. They were married for nearly a decade, giving off some serious relationship goals for a while. But after a long separation, they finalized their divorce in June 2022.
We provide the lowdown on this infamous pair, who they are, how they met, and why they just couldn’t keep their love out of the news.
Who Is Kristin Cavallari?
Kristin Cavallari is a fashion designer, TV personality, and author who’s been in the spotlight since she starred in MTV’s Laguna Beach: The Real Orange County back in 2004. Since then, she’s popped up on shows like The Hills, National Lampoon’s Van Wilder: Freshman Year, and her own E! reality series Very Cavallari.
On top of all that, Kristin’s a boss in the business world. She started her own company, Uncommon James, which sells home goods, skincare, jewelry, and beauty products.
She wrote her first book, Balancing in Heels, in 2016. Then she teamed up with Chef Mike Kubiesa to drop two cookbooks, True Comfort and True Roots. All three books hit the New York Times bestseller list.
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Why Is Kristin Cavallari Famous?
Kristin Elizabeth Cavallari rose to fame as a reality TV star, fashion entrepreneur, and author. She first hit the scene on MTV’s Laguna Beach: The Real Orange County from 2004 to 2006 and then made waves on its spinoff, The Hills.
She became a household name in 2004 as part of the Laguna Beach cast, stuck around for The Hills from 2009 to 2010, and later starred in her own reality show, Very Cavallari, from 2018 to 2020. Kristin’s also dabbled in acting, with roles in TV shows and movies like National Lampoon’s Van Wilder: Freshman Year.
Kristin Cavallari’s Net Worth
Kristin Cavallari is worth an estimated $30 million in 2024, according to Celebrity Net Worth. Her net worth comes from her gigs as an actor, author, and entrepreneur. She’s best known for her time on The Hills and Laguna Beach, but she’s also killing it with her business ventures and books.
How Did These Two Lovebirds Meet?
Kristin Cavallari and Jay Cutler have a long history, having met in 2009.
According to Kristin, Jay made the first move, and not in a way that appeased her. Jay went through her publicist, asking if Kristin would come to Chicago for a date. Kristin was doing The Hills at the time and apparently had no idea who Jay even was, so she declined.
A year later, Kristin went to a Chicago Bears game with her mother where she saw Jay Cutler—in person this time. Kristin remembers thinking he was really cute, and days later the two had their first date, really hitting it off and marking the beginning of a whirlwind relationship.
Kristin Cavallari And Jay Cutler Have Their Ups and Downs
Of course, the honeymoon phase can’t last forever. Over the course of the next ten years, the celebrity pair rode quite the relationship rollercoaster, always keeping curious fans on their toes.
Their timeline, starting in 2009 and ending in 2020, had several blips on its radar, both good and not-so-good. These are some of the notable ones:
- 2009: The two meet; Kristin denies Jay’s first attempt to date her
- 2010: The pair begin dating
- April 2011: The two get engaged for the first time
- July 2011: The engagement gets called off
- November 2011: The two reunite and begin dating again
- August 2012: Kristin and Jay have their first child, a boy, Camden
- June 2013: The couple get married
- May 2014: The couple have a child, their second boy, Jaxon
- November 2015: The couple have their third child, a girl, Saylor
- 2017: Jay retires from the NFL
- April 2020: Even a Bahamas vacation can’t keep this family together; the two announce their split
After ten years together and three kids within three years, the pair called it quits, citing irreconcilable differences.
According to Kristin, it was one of the hardest things she’s ever done, and it’s easy to see why. With a history like that, it’s safe to say their lives were very tangled.
In a post on Instagram, Kristin released the following statement about their split:
“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, the 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.”
Also read: PHOTOS: Jay Cutler’s Ex-Wife Kristin Cavallari Is Dropping Jaws In Her Revealing Workout Clothes As She Poses With Much Younger Boyfriend
How Many Children Jay Cutler And Kristin Cavallari Have Together?
Jay Cutler and Kristin Cavallari have two boys, Camden (11) and Jaxon (9), and a girl, Saylor (8). Since finalizing their lengthy divorce, they’ve been co-parenting the kids.
Who Did Jay Cutler Date After Kristen?
Jay Cutler has a new girlfriend three years after splitting with Kristin Cavallari. The former NFL quarterback just went Instagram-official with Samantha Robertson. On the other hand, Kristin Cavallari is dating model Mark Estes and has shared some cute pics of them together on Instagram.
