Reality Stars, Athletes and More! Kristin Cavallari’s Complete Dating History After Mark Estes Split

Stephen Colletti

Kristin and Stephen dated on-and-off from 2001 to 2005. Years after their split, they reunited as friends to host the “Back to the Beach” podcast, which aired from July 2022 until June 2023 and featured the duo reacting to old episodes of Laguna Beach.

Talan Torriero

As Laguna Beach fans might remember, Kristin, Talan and Stephen had a bit of a love triangle going on. She would often date Talan during the periods she and Stephen were on the outs.

Matt Leinart

During season 2 of Laguna Beach, Kristin revealed she moved on from Stephen with a guy named Matt who played football at the University of Southern California. Matt was the quarterback for USC at the time and later went on to play in the NFL. He and Kristin only dated for a few months and he never appeared on the show.

Brody Jenner

Kristin and Brody dated for nearly a year from 2005 to 2006.

Nick Lachey

After Nick and Jessica Simpson called it quits in 2006, he and Kristin had a brief fling.

Nick Zano

Kristin and the actor dated from 2006 to 2007 before calling it quits. According to multiple outlets, Kristin got Nick’s initials tattooed on her wrist while they were together.

Jay Cutler

Kristin and Jay dated for eight months before getting engaged. Then, in July 2011, the couple split up for three weeks — and Kristin even gave Jay her engagement ring back!

“A few things needed to change, and I knew the only way Jay would see how serious I was, was if I ended the relationship,” she wrote in her 2016 novel, Balancing in Heels: My Journey to Health, Happiness, and Making it all Work. Kristin and Jay eventually tied the knot in 2013 but broke up for good in April 2020.

The former flames celebrated their 10-year relationship with a cryptic post that sparked reconciliation rumors in January 2021. “The world is full of users. 10 years. Can’t break that,” the pair captioned their posts. However, their divorce was finalized in 2022.

Kristin and Jay share three children and on a 2024 episode of her “Let’s Be Honest” podcast, she gave some insight into their custody situation. “I also don’t know how much time I have for dating,” Kristin said. “When I was dating last fall, I was still doing split custody with my ex and I had every other week off from my kids and that’s changed.” She did not go into specifics about their new arrangement.

Jeff Dye

According to In Touch, Kristin and Jeff “started off as friends” before their relationship “turned into something more.” They split in March 2021 after five months of dating.

Chase Rice

Kristin was linked to country music star Chase Rice in August 2021 with a source telling Us Weekly the two had been spotted “on a couple of dates.” 

Just two months later, however, she took to Instagram to set the record straight. “I’ve just been having fun. I haven’t wanted a boyfriend. But I’m currently not dating anyone,” she said via her Instagram Stories.

Tyler Cameron

Romance rumors between Kristin and Tyler first stared swirling in April 2022 when they were spotted smooching on camera for what turned out to be an Uncommon James video shoot.

“Tyler is the sweetest human being on the planet, such a great guy, I was so impressed with him,” Kristin told Entertainment Tonight at the time. “I hired him to play my love interest in a campaign video. There is nothing going on. Great guy, [but] we are not dating, I promise.”

Months later, they sparked dating speculation once again when spending New Year’s Eve together. However, it never became serious.

Mark Estes

Kristin and Mark – known as one of the Montana Boyz on TikTok – went public with their relationship with a selfie from a romantic Mexican getaway in February 2024. The handsome couple share a 13-year age gap, which fans were quick to point out in the comments section of her post.

Despite initially seeming madly in love, the pair split in September 2024 after seven months of dating.

Morgan Wallen

Kristin and Morgan were linked in September 2023. Although she did not comment on the relationship at the time, she revealed that she went on a date with someone because her kids were fans of his.

In November 2024, Kristin seemingly confirmed the Morgan fling while taking part in a social media trend where she ran away from the camera while pal Justin Anderson named things she was “suspected” of doing. “Suspect let Morgan Wallen hurt her feelings, and she kept going back,” Justin said. Kristin reacted by putting her hand to her mouth, laughing, and shouting, “F–k!”

Jason Statham

During the same social media game with Justin, it was revealed that Kristin previously hooked up with Jason Statham. “Suspect’s hottest hookup that she’s never told anyone about was with Jason Statham,” Justin said.

“Kristin and Jason dated,” a source told Us Weekly. “It was a full-on relationship.” The romance reportedly lasted for about six months when Kristin was in her 20s, according to the report.