Exploring Kristin Cavallari’s Dating History: From Stephen Colletti to Jay Cutler and Beyond!

Kristin Cavallari has been dating in the public eye since she was 17 years old.

The “Laguna Beach” alum shot to fame when reality TV cameras entered her high school, and her dating life quickly began making headlines.

From her teenage romance with Stephen Colletti, to her nine-year marriage to Jay Cutler, look back at everyone Cavallari has dated through the years.

Stephen Colletti

Kristin Cavallari’s first high-profile romance was with Stephen Colletti.Getty Images for IMG

Cavallari and Colletti’s high school romance was documented on the hit reality show “Laguna Beach” in 2004.

Their ups and downs have been memorialized on the MTV series, which ran for three seasons until 2006, but the relationship didn’t last.

The former couple reunited years later when they began hosting a rewatch podcast, “Back to the Beach.”

She told Page Six in May 2022 that the former flames got “really close” while working together again.

Their romance was documented on “Laguna Beach.”FilmMagic

“But no, I mean, you know, there’s nothing romantic happening with us,” Cavallari insisted.

She also apologized to her ex after cheating on him during their tumultuous on-again, off-again romance.

“I am more than willing to own up to this right now, because I have blacked it all out of my memory, which is also really f–ked up, and I’m sorry,” she said in a 2023 episode.

Talan Torriero

While filming the reality show, she was also romantically involved with Talan Torriero.WireImage for Kohl’s

Cavallari cheated on Colletti with their co-star Talan Torriero, who was also having a fling with Lauren Conrad at the time.

“I don’t remember cheating on you. I know that we had talked about maybe I did with Talan,” she told her former boyfriend on their podcast.

“Other than Talan, I don’t think I ever cheated on you with anybody else,” she added.

Torriero was also involved with their co-star Lauren Conrad.WireImage

When Conrad appeared as a guest on the pair’s podcast, the “Hills” star admitted she was also “hooking up with Talan.”

Cavallari laughed, “We all were.”

Matt Leinart

She dated future NFL player, Matt Leinart, in her late teens.J. Vespa

The Uncommon James founder dated football player Matt Leinart when she was 18.

She began romancing the USC quarterback while filming the second season of “Laguna Beach,” however she didn’t divulge his surname at the time.

“Matt is the nicest human being on the planet. He is such a great guy,” she recalled on her podcast.

“He was a five-year senior at USC. He was on top of the world that year.”

After their relationship, Leinart went on to the NFL, where he played for the Arizona Cardinals, Buffalo Bills, Houston Texans and Oakland Raiders.

Brody Jenner

Cavallari and Brody Jenner dated before starring on “The Hills” together.FilmMagic
They briefly re-connected in 2021 while filming “The Hills” reboot.John Shearer

Cavallari and Conrad share another high-profile ex: Brody Jenner.

Before “Laguna Beach” spinoff series “The Hills” began, Cavallari dated the son of Caitlyn Jenner for about a year. Their relationship eventually fizzled out.

They reconnected over a decade later when she made a brief appearance on “The Hills: New Beginnings” reboot in 2021.

“She really pulls things out of people; she’s so good at that. She’s such a pro in this industry and in reality television. I mean, she’s been doing it since she was a little kid, forever. So she just adds a lot to it,” Brody said of his ex at the time, noting it felt like “no time” had passed.

Nick Lachey

She briefly romanced Nick Lachey.Kristin Cavallari/Twitter

The TV star was briefly linked to 98 Degrees member Nick Lachey after his infamous split from Jessica Simpson in 2006.

Though their romance was short-lived, the pair seem to be on good terms.

When she was a guest on Lachey’s “Big Morning Buzz” show in 2014, they shared a laugh over the fact that they both —unknowingly — had children named Camden.

Nick Zano

Cavallari hit the red carpet with her short-lived beau, Nick Zano.WireImage

Cavallari also had a short-lived romance with “What I Like About You” star, Nick Zano, from 2006 to 2007.

At the time, Page Six reported that the California native got a tattoo of his initials on her wrist.

When asked about the ink, Cavallari “got really giggly and started blushing,” a spy told us in 2007.

After they called it quits, she got the tattoo removed.

Justin Bobby Brescia

Cavallari’s on-screen romance with Justin Bobby was mostly for show, it was later revealed.Alamy Stock Photo

One of Cavallari’s most prominent storylines on “The Hills” was her love triangle with Justin Bobby Brescia and Audrina Partridge.

However, Partridge later claimed it was all fabricated for the cameras, telling People in 2022 that Brescia “worked with the show to manufacture a relationship with Kristin to keep him in the public eye.”

“There really wasn’t much for me to say to her. I was finished with Justin and I really didn’t care if Kristin and Justin were hanging out — especially because I knew it was just for the show,” she added.

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