Kristin Cavallari sure knows how to pick 'em! Over the years, the reality star dated quite a few hunky guys, including her Laguna Beach co-star Stephen Colletti, singer/actor Nick Lachey, and most recently, NHL hottie Nate Thompson. You sadly won't find Chris Evans or Justin Bobby's names on the list, though! She debunked those rumors earlier this year! LOLz! But don't worry! There are still plenty of other big-name celebrities in her dating history! There are even some huge shockers! Ch-ch-check out all her past romances below... Related: Kristin Cavallari & Harry Jowsey Tell The Whole Truth Behind 'D**k Pic' Story! Contents [hide] 1 Stephen Colletti 2 Talan Torriero 3 Matt Leinart 4 Brody Jenner 5 Nick Lachey 6 Nick Zano 7 Miguel Medina 8 Jay Cutler 9 Jeff Dye 10 Craig Conover 11 Chase Rice 12 Morgan Wallen 13 Mark Estes 14 Nate Thompson 15 Bonus: Glen Powell Stephen Colletti (c) Dimitri Halkidis/WENN Ahh, young love! When Kristin rose to fame as a teenager in 2004 on the MTV show Laguna Beach, she famously was in an on-and-off relationship with her co-star Stephen Colletti! They began dating a year before the series started filming, but once cameras were up? Drama ensued, all thanks to the love triangle with Lauren Conrad! And because she cheated on him a few times, including once with their co-star Talan Torriero. Oof. After two seasons, Kristin and Stephen broke up for good. Although their love didn't make it out of high school, they managed to maintain a friendship. They even had a Laguna Beach recap podcast called Back to the Beach with Kristin and Stephen. Talan Torriero (c) Dimitri Halkidis/WENN As mentioned above, Kristin wasn't only romantically involved with Stephen on Laguna Beach! She also got with Talan! During a November 2022 episode of Back to the Beach, the podcast host admitted she was "hooking up" with her co-star! And Kristin wasn't the only one! Lauren was, too! Those two were so messy back then! LOLz! Matt Leinart (c) Jody Cortes/WENN Eventually, Kristin took a break from dating her castmates and moved on to Matt Leinart during Season 2 of Laguna Beach. She was a senior in high school, and he played football at the University of Southern California. Their relationship didn't last long, though! They broke up after six months but remained close afterward! She shared on the Back to the Beach pod: "I'm actually still good friends with Matt. Matt is the nicest human being on the planet. He's such a great guy. But yeah, I dated him when I was 18, my second half of my senior year. He was a five-year senior at USC. He was on top of the world that year. I was so excited about it, clearly, like, no chill whatsoever. But it was a big deal for me." They didn't work out, but at least she gain a longtime friend after the relationship! Brody Jenner (c) Dimitri Halkidis/WENN Kristin dated Brody Jenner shortly after her time on Laguna Beach. They met through Talan and were together on and off for almost a year until they broke up in 2006. She told People at the time: "It's just hard right now because I am working all the time. We're still good friends though." They later rekindled their romance on The Hills - though Kristin admitted it was all fake! She spilled on Bethenny in 2012: "I dated Brody when I was 18, right after Laguna Beach, actually, and that's it. And then on the show, on The Hills, they had us 'dating' for a few episodes." Hey, producers needed the drama! Nick Lachey (c) WENN Fresh off the breakup with Jessica Simpson in 2006, Nick Lachey rebounded with Kristin - but only for a short amount of time! On her Let's Be Honest podcast in November 2024, she was around 18 or 19 when they began dating. Unfortunately, Kristin struggled to deal with all the media attention (and comparisons to the ex-wife) that came with being the new girlfriend of the 98 Degrees member! She said: "This was a wild time in my life, because I was, overnight, on the cover of every tabloid. I had so many paparazzi following my every move, waiting outside of my house. He had just gotten a divorce from Jessica Simpson. So this was, like, the biggest thing in 2006. It was a wild ride." Although their romance was short-lived, she doesn't seem to harbor ill will toward him (unlike toward some of her other exes)! She appeared on his Big Morning Buzz show in 2014, where they laughed over how they both had kids named Camden now. Great minds think alike, huh? Nick Zano (c) WENN Following her fling with Lachey, Kristin began dating another Nick that same year - What I Like About You star Nick Zano! And things were serious between the duo, even though they were only together for a short time! She ended up getting his initials tattooed on her wrist! Kristin may have thought it was a good idea at the time, but once they broke up in December 2007? Not so much! She reportedly got the ink removed. Lesson learned! Don't get a tattoo tribute to your boyfriend of less than a year! Miguel Medina While Kristin was fake dating Brody on The H