close
close

All About the Star’s Past Relationships

All About the Star’s Past Relationships

former reality star Kristin Cavallari she is used to dating in public.

The mother of three has been linked to many high-profile celebrities, including her decade-long marriage to the former NFL quarterback. Jay Cutler. She last dated a TikTok star Mark Estes for seven months until their departure in September 2024. Laguna Beach The star also made headlines after sharing a post November 17 TikTok video Here he talked about a past love affair country singer Morgan Wallen.

Although he said the following in an episode in November 2024: Let’s Be Honest podcast with him dipping your toes back into the dating poolThe Uncommon James founder says he’s looking for something more serious this time around.

“I’m not kidding, though. I’m telling you now… My next boyfriend will be my next husband,” Cavallari said. “Okay? I’m already putting this out there. I can’t keep going.” I’m leaving. For example, I’m dating, but I can’t keep doing this.”

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

Stephen Colletti

Stephen Colletti and Kristin Cavallari attend Mercedes-Benz Fashion Week held at Smashbox Studios on March 11, 2008 in Culver City, California.

Jesse Grant/Getty


When Cavallari starred as a teenager on the early 2000s MTV show Laguna BeachIt was known that he had an on-and-off relationship with Costar Stephen Colletti. After two seasons Laguna Beachthe couple eventually broke up.

Cavallari and Colletti have kept in touch since their split and even one started Laguna Beach synopsis of the podcast We searched together in 2022 Back to the Beach with Kristin and Stephen. In a July 2022 episode, the former couple revealed: they dated for a year Before MTV started filming.

Talan Torriero

Talan Torriero and Kristin Cavallari from “Laguna Beach.”

J. Shearer/WireImage


Again Laguna Beach Cavallari appeared to have eyes only for Colletti, later admitting that she also had a romantic relationship with her co-star. Talan Torriero.

During an episode in November 2022 Back to the BeachBoth Cavallari and Conrad confirmed that they had “connected” with Torriero; He replied jokingly: a TikTok video lip sync Taylor Swift‘s iconic “Anti-Hero” lyrics: “It’s me, hello, I’m the problem.”

Matt Leinart

USC quarterback Matt Leinart during practice at Howard Jones Field in Los Angeles, California, on Wednesday, August 18, 2004.

Kirby Lee/Getty


Cavallari dated former NFL quarterback Matt Leinart At age 18, the two dated, although they were only together during the second half of their senior year of high school. hills He said this about the alum: Back to the Beach He said on the podcast in January 2023 that he was still good friends with his “starting quarterback” and that he was “the nicest person on the planet.”

brody jenner

Brody Jenner and Kristin Cavallari at the PETA and Humanitarian Awards 25th Anniversary Gala in Hollywood, California.

Jeff Kravitz/FilmMagic


Cavallari briefly dated brody jenner When he was in his early 20s. They met again on hillsThey reconciled and became friends (and also teased a potential romance). When Cavallari made a guest appearance Open The Hills: New Beginnings Brody said in 2021: PeopleTVs Reality Check that he “brings so much to the show”.

“He’s a pleasure to be around,” he said, “but he’s a firecracker.”

Justin “Justin Bobby” Brescia

Justin Bobby attended Star Magazine Celebrating Young Hollywood Issue at Apple Restaurant & Lounge on March 11, 2009 in West Hollywood, California.

Andreas Branch/Patrick McMullan via Getty


Despite Justin “Justin Bobby” Bresciarelationship with Audrina Patridge was the focus of many dramas hillsPatridge guessed that she wasn’t the only castmate he was attracted to. Patridge wrote in her memoirs: Options: Back to the Hills and Again Although his on-screen relationship with Cavallari “started off fake,” he believes she developed real feelings for him.

Both Cavallari and Brescia denied being in any relationship. Los Angeles Times In 2009.

Miguel Medina

He dated a cameraman named Cavallari Miguel Medina for several months during filming. hills. In an episode of the 2018 reality show Very Cavallari, In a confessional, she revealed that they kept their relationship secret from the rest of the crew until they eventually broke up. Caught by paparazzi At an airport in Canada.

“Nobody knew because I’m a professional and we kept it secret,” he said on the show. “But it was fun.”

Jay Cutler

Kristin Cavallari and Jay Cutler attended the JDRF LA 2015 Imagine Gala held at Hyatt Regency Century Plaza on May 9, 2015 in Century City, California.

Todd Williamson/Getty


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

Cavallari and Cutler got married on June 7, 2013. He had two more children: Jaxon Wyatt Cutler and Saylor James Cutler. Announced in April 2020 they were getting divorced We are together after 10 years. He cited both “irreconcilable differences” and “inappropriate marital behavior” in the divorce papers.

“We have nothing but love and respect for each other, and we are deeply grateful for the years we shared, the memories made, and the children we are proud of,” Cavallari said. In her Instagram post she wrote:. “It’s just a case of two people drifting apart.”

Jeff Paint

Jeff Boya in 2023.

Monica Schipper/Getty


After her divorce from Cutler Cavallari seen hugging to the comedian Jeff Paint In October 2020. Although it remains binary photographed together Until February 2021 – and it took A trip to Mexico — their relationship isn’t exclusive, an insider tells PEOPLE. But, They exchanged “I love you” on Instagram Live in January 2021.

chasing rice

Chase Rice’s performance in 2019.
Rich Anger/Getty Images

Cavallari in September 2021 seen on a date With a country singer in Nashville chasing rice. insider I told PEOPLE before He said they had been together for “a little over a month” after being introduced through a mutual friend. But reality star He told his Instagram followers After a few weeks, she learned that there was “no one serious” left in her love life.

Mark Estes

Mark Estes attends the Los Angeles premiere of Paramount Pictures “Gladiator II” held at TCL Chinese Theater on November 18, 2024 in Hollywood, California.

Axelle/Bauer-Griffin/FilmMagic


Cavallari in February 2024 he started his relationship hard with TikTok star Mark Estes on Instagram. When they broke up In September 2024, he cited the 13-year age difference between them as one of the reasons.

“He was the best boyfriend I’ve ever had,” Cavallari said in October 2024. Let’s Be Honest. “I just know that he needs to experience life in the long run, he’s young… With his life experience, I’m starting to feel the age a little bit.”

Morgan Wallen

Morgan Wallen attended the 2023 CMA Awards held at Bridgestone Arena on November 08, 2023 in Nashville, Tennessee.

Taylor Hill/WireImage


Rumors that Cavallari is dating Morgan Wallen It entered circulation in September 2023. Watch What’s Happening LiveShe refused to reveal the identity of the celebrity she went on a date with and whose children admired.. Although she never publicly disclosed that she was in a relationship with the country singer, Cavallari posted a TikTok video addressing the rumors in November 2024.

In the clip, which is part of the viral “Suspect Challenge” trend, the reality star’s BFF Justin Anderson said: “The Suspect let Morgan Wallen hurt her feelings and she kept coming back.” Cavallari just laughed.

Jason Statham

Jason Statham attended the “Fast and Furious: Hobbs and Shaw” Special Screening held at The Curzon Mayfair on July 23, 2019 in London, England.

Samir Hussein/WireImage


In the same TikTok video, Anderson also “accused” Cavallari of hooking up with actor Jason Statham. He said: “The suspect’s hottest relationship he didn’t tell anyone about Jason Statham.”

Cavallari laughed in the video and so did Statham, who was with the supermodel. Rosie Huntington-Whiteley He did not comment on the alleged connection for more than a decade.