Kristin Cavallari has never been far from the spotlight when it comes to her love life. The “Laguna Beach” alum has navigated high-profile romances and a decade-long marriage, and her latest revelation about a “mystery man” has fans buzzing once again. She recently opened up about a short but intense fling with a retired NHL player on her podcast “Let’s Be Honest.”
From her reality TV days to her post-divorce dating adventures, Cavallari’s romantic journey has been a rollercoaster of heartbreak, headlines, and now, a renewed focus on finding something serious. Here’s everything we know about her dating history, including the latest chapter with her mystery athlete.
From ‘Laguna Beach’ to ‘The Hills’: Kristin Cavallari’s Early Romances
Cavallari’s dating story kicked off in the early 2000s on “Laguna Beach” when she was in high school. Her on-and-off relationship with Stephen Colletti became a teen TV staple. The pair dated for a year before MTV cameras started rolling. And even though they split after two seasons, they’ve since remained friends and launched a recap podcast in 2022.
Cavallari also had a fling with co-star Talan Torriero during her high school years, a fact she and Lauren Conrad confirmed years later. After graduation, when she was just 18, she dated NFL quarterback Matt Leinart. Now, she calls him her “first quarterback” and a lifelong friend.
In her early 20s, Cavallari had a brief romance with “The Hills” star Brody Jenner. There were also rumors of a hookup with Justin “Justin Bobby” Brescia, which she has denied. There was also a secret stint with cameraman Miguel Medina while filming.
Marriage, Divorce, and High-Profile Flings
Cavallari’s most significant chapter came with retired NFL quarterback Jay Cutler. The pair started dating in 2010 and tied the knot in 2013. During their marriage, the couple welcomed three kids—Camden, Jaxon, and Saylor. But they split in 2020, citing “irreconcilable differences.”
Post-divorce, she dipped into the dating pool with comedian Jeff Dye. This was a casual fling marked by cozy photos and Instagram Live “I love you’s.”
In 2021, Cavallari was linked to country singer Chase Rice for a brief Nashville romance. Then, rumors swirled that she was dating country music star Morgan Wallen. Cavallari confirmed the steamy rumors on Bunnie XO’s “Dumb Blonde” podcast, saying, “He was good in bed,” while noting that he was “enamored” with her.
In 2024, she had a seven-month relationship with TikToker Mark Estes. That romance reportedly ended due to their 13-year age gap.
Kristin Cavallari’s ‘Mystery Man’ Is Revealed
During a recent episode of her “Let’s Be Honest” podcast, Cavallari named the mystery man she had been dating long distance between Nashville and Los Angeles. He was revealed to be retired NHL player Nate Thompson, and she described their romance as “one of the deeper relationships” she has had, especially in “such a short amount of time.”
She refused to call it a boyfriend-girlfriend situation—it was just a fling. However, Cavallari praised Thompson’s honesty and personal growth. Thompson’s busy schedule as a mom of three and her recent podcast tour were the reasons it ended. Plus, she just wanted to avoid distractions.
Fans had already sniffed out Thompson’s identity via TikTok sleuthing before getting confirmation from Cavallari. While the romance didn’t last, it did leave an impression. She said that they “didn’t hold anything back” during their brief connection.
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Kristin Cavallari’s Complete Dating History, Including Her Recent Mystery Man