Who Has Kristin Cavallari Dated? All About the Reality Star's Past Relationships, from Her “Laguna Beach” Days to Now

After ending a 10-year marriage with ex-husband Jay Cutler in 2020, Kristin Cavallari most recently dated Mark Estes for seven months in 2024

Former reality star Kristin Cavallari is used to dating in the public eye.

The mom of three has been linked to many high-profile celebrities, including her decade-long marriage to former NFL quarterback Jay Cutler. Most recently, she dated TikTok star Mark Estes for seven months before they split up in September 2024. The Laguna Beach star also made headlines after posting a Nov. 17 TikTok video in which she alluded to a past romance with country singer Morgan Wallen.

Though she said on a November 2024 episode of her Let’s Be Honest podcast that she’s dipping her toes back into the dating pool, the Uncommon James founder says this time, she’s looking for something more serious.

"I'm not kidding, though. I'm telling you right now ... My next boyfriend is gonna be my next husband,” Cavallari said. “Okay? I'm already putting that out there. I can't keep dating. Like, I am dating, but, like, I can't keep doing it."

Here’s a look back at Kristin Cavallari’s dating history.

Stephen Colletti

When Cavallari starred as a teen on the early 2000s MTV show Laguna Beach, she was famously in an on-and-off relationship with costar Stephen Colletti. After two seasons of Laguna Beach, the couple eventually broke up.

Cavallari and Colletti have kept in touch since their split and even launched a Laguna Beach recap podcast together in 2022 called Back to the Beach with Kristin and Stephen. In a July 2022 episode, the former couple revealed that they dated for a year before MTV started filming.

Talan Torriero

Though Laguna Beach made it seem like Cavallari only had eyes for Colletti, she later admitted that she was also romantically involved with castmate Talan Torriero.

During a November 2022 episode of Back to the Beach, both Cavallari and Conrad confirmed they were “hooking up” with Torriero — who jokingly responded with a TikTok video lip-syncing Taylor Swift’s iconic “Anti-Hero” lyrics: “It’s me, hi, I’m the problem it’s me.”

Matt Leinart

Cavallari dated former NFL quarterback Matt Leinart when she was 18. Though the pair were only together for the second half of her senior year of high school, The Hills alum said on the Back to the Beach podcast in January 2023 that she’s still good friends with her “first quarterback” and that he’s “the nicest human being on the planet.”

Brody Jenner

Cavallari briefly dated Brody Jenner while they were in their early 20s. They reunited on The Hills, where they reconciled and became friends (and also teased a potential romance). When Cavallari made a guest appearance on The Hills: New Beginnings in 2021, Brody told PeopleTV’s Reality Check that she “adds so much to the show.”

“She's a pleasure to be around,” he said, “but she's a firecracker."

Justin "Justin Bobby" Brescia

Even though Justin "Justin Bobby" Brescia’s relationship with Audrina Patridge was the focus of a lot of drama on The Hills, Patridge speculated that she wasn’t the only castmate he was interested in. Patridge wrote in her memoir Choices: To the Hills and Back Again that even though his on-screen relationship with Cavallari “started out fake,” she believes he caught real feelings for her.

Both Cavallari and Brescia denied ever being in a relationship with the Los Angeles Times in 2009.

Miguel Medina

Cavallari dated a cameraman named Miguel Medina for a few months while filming The Hills. During an episode of her 2018 reality show Very Cavallari, she revealed in a confessional that they kept their relationship secret from the rest of the crew until they were eventually caught by paparazzi at an airport in Canada.

“Nobody knew because I'm a professional and we kept it under wraps,” she said on the show. “But, it was fun."

Jay Cutler

The Laguna Beach alum started dating Jay Cutler in 2010. They got engaged in 2011, but according to her 2016 book Balancing in Heels, Cavallari ended the relationship a few months later because “a few things needed to change.” Later that same year, the couple reconciled and announced they were expecting their first child, Camden Jack Cutler, in January 2012.

Cavallari and Cutler tied the knot on June 7, 2013, and had two more kids: Jaxon Wyatt Cutler and Saylor James Cutler. In April 2020, she announced they were divorcing after 10 years together. She cited both "irreconcilable differences" and "inappropriate marital conduct" in her divorce papers.

"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," Cavallari wrote in an Instagram post. "This is just the situation of two people growing apart.”

Jeff Dye

After her divorce from Cutler, Cavallari was seen snuggling up to comedian Jeff Dye in October 2020. Though the pair continued to be photographed together until February 2021 — and took a trip to Mexico — an insider told PEOPLE that their relationship wasn’t exclusive. However, they did exchange “I love you’s” on Instagram Live in January 2021.

Chase Rice

In September 2021, Cavallari was spotted on a date in Nashville with country singer Chase Rice. An insider previously told PEOPLE that they had been together for “a little over a month” after being introduced through a mutual friend. However, the reality star told her Instagram followers a few weeks later that there was “no one serious” in her love life.

Mark Estes

In February 2024, Cavallari hard-launched her relationship with TikTok star Mark Estes on Instagram. When they broke up in September 2024, she cited their 13-year-age gap as one of the reasons.

"He's been the best boyfriend I've ever had,” Cavallari said in October 2024 on Let’s Be Honest. “I just know long-term he needs to experience life, he's young... I started to feel the age a little bit with life experience."

Morgan Wallen

Rumors that Cavallari had dated Morgan Wallen started circulating in September 2023. During an appearance on Watch What Happens Live, she declined to reveal the identity of the celebrity she had gone on a date with who her kids were a fan of. Though she never publicly admitted to being involved with the country singer, Cavallari posted a TikTok video in November 2024 that addressed the rumors.

In the clip — which was a part of the viral “Suspect Challenge” trend — the reality star’s BFF Justin Anderson said: "Suspect let Morgan Wallen hurt her feelings and she kept going back.” Cavallari just laughed.

Jason Statham

In that same TikTok video, Anderson also “accused” Cavallari of hooking up with actor Jason Statham. He said: “Suspect’s hottest hookup that she’s never told anybody about was with Jason Statham.”

Cavallari just laughed in the video, and Statham, who has been with supermodel Rosie Huntington-Whiteley for over a decade, has not commented on the alleged hook-up.