Kristin Cavallari certain is aware of decide ’em!
Through the years, the fact star dated fairly a couple of hunky guys, together with her Laguna Seaside co-star Stephen Colletti, singer/actor Nick Lachey, and most not too long ago, NHL hottie Nate Thompson. You sadly received’t discover Chris Evans or Justin Bobby‘s names on the listing, although! She debunked these rumors earlier this yr! LOLz! However don’t fear! There are nonetheless loads of different big-name celebrities in her relationship historical past! There are even some enormous shockers! Ch-ch-check out all her previous romances under…
Associated: Kristin Cavallari & Harry Jowsey Inform The Entire Fact Behind ‘D**ok Pic’ Story!
Stephen Colletti

Ahh, younger love! When Kristin rose to fame as a youngster in 2004 on the MTV present Laguna Seaside, she famously was in an on-and-off relationship along with her co-star Stephen Colletti! They started relationship a yr earlier than the collection began filming, however as soon as cameras have been up? Drama ensued, all because of the love triangle with Lauren Conrad! And since she cheated on him a couple of occasions, together with as soon as with their co-star Talan Torriero. Oof.
After two seasons, Kristin and Stephen broke up for good. Though their love didn’t make it out of highschool, they managed to take care of a friendship. They even had a Laguna Seaside recap podcast referred to as Again to the Seaside with Kristin and Stephen.
Talan Torriero

As talked about above, Kristin wasn’t solely romantically concerned with Stephen on Laguna Seaside! She additionally obtained with Talan! Throughout a November 2022 episode of Again to the Seaside, the podcast host admitted she was “hooking up” along with her co-star! And Kristin wasn’t the one one! Lauren was, too! These two have been so messy again then! LOLz!
Matt Leinart

Ultimately, Kristin took a break from relationship her castmates and moved on to Matt Leinart throughout Season 2 of Laguna Seaside. She was a senior in highschool, and he performed soccer on the College of Southern California. Their relationship didn’t final lengthy, although! They broke up after six months however remained shut afterward! She shared on the Again to the Seaside pod:
“I’m really nonetheless good associates with Matt. Matt is the nicest human being on the planet. He’s such a fantastic man. However yeah, I dated him after I was 18, my second half of my senior yr. He was a five-year senior at USC. He was on high of the world that yr. I used to be so enthusiastic about it, clearly, like, no chill in anyway. Nevertheless it was an enormous deal for me.”
They didn’t work out, however a minimum of she acquire a longtime good friend after the connection!
Brody Jenner

Kristin dated Brody Jenner shortly after her time on Laguna Seaside. They met by Talan and have been collectively on and off for nearly a yr till they broke up in 2006. She instructed Individuals on the time:
“It’s simply laborious proper now as a result of I’m working on a regular basis. We’re nonetheless good associates although.”
They later rekindled their romance on The Hills — although Kristin admitted it was all pretend! She spilled on Bethenny in 2012:
“I dated Brody after I was 18, proper after Laguna Seaside, really, and that’s it. After which on the present, on The Hills, they’d us ‘relationship’ for a couple of episodes.”
Hey, producers wanted the drama!
Nick Lachey

Recent off the breakup with Jessica Simpson in 2006, Nick Lachey rebounded with Kristin — however just for a brief period of time! On her Let’s Be Sincere podcast in November 2024, she was round 18 or 19 once they started relationship. Sadly, Kristin struggled to take care of all of the media consideration (and comparisons to the ex-wife) that got here with being the brand new girlfriend of the 98 Levels member! She stated:
“This was a wild time in my life, as a result of I used to be, in a single day, on the duvet of each tabloid. I had so many paparazzi following my each transfer, ready outdoors of my home. He had simply gotten a divorce from Jessica Simpson. So this was, like, the most important factor in 2006. It was a wild trip.”
Though their romance was short-lived, she doesn’t appear to harbor sick will towards him (in contrast to towards a few of her different exes)! She appeared on his Huge Morning Buzz present in 2014, the place they laughed over how they each had children named Camden now. Nice minds assume alike, huh?
Nick Zano

Following her fling with Lachey, Kristin started relationship one other Nick that very same yr — What I Like About You star Nick Zano! And issues have been severe between the duo, regardless that they have been solely collectively for a short while! She ended up getting his initials tattooed on her wrist! Kristin might have thought it was a good suggestion on the time, however as soon as they broke up in December 2007? Not a lot! She reportedly obtained the ink eliminated. Lesson realized! Don’t get a tattoo tribute to your boyfriend of lower than a yr!
Miguel Medina
Whereas Kristin was pretend relationship Brody on The Hills, she was really concerned with another person on the present — a cameraman named Miguel Medina! Throughout an episode of the fact present Very Cavallari, she revealed they secretly have been concerned throughout her time on the MTV collection. The crew had no clue about Kristin and Miguel’s romance till the paparazzi obtained footage of them at an airport in Canada. She stated:
“We dated for a couple of months and no person knew. And I used to be relationship Brody on the present and like, in the meantime, Miguel was, like, filming it.”
Awkward! Kristin continued:
“No one knew as a result of I’m an expert and we saved it below wraps. However, it was enjoyable.”
The podcaster was aggravated their romance was uncovered “per week earlier than we wrapped the present,” however she in the end has no regrets about something:
“I dated a cameraman, yeah. Certain did.”
No disgrace!!
Jay Cutler

Kristin was solely married as soon as, and it was to Jay Cutler! After her relationship with Medina ended, she started relationship the previous Chicago Bears quarterback in 2010. That they had a whirlwind romance, getting engaged after solely eight months collectively. However in response to her 2016 e book Balancing in Heels, she broke up with him in July 2011 as a result of “a couple of issues wanted to alter.”
They didn’t steer clear of one another, although. Kristin and Jay reconciled that very same yr and introduced they have been anticipating their first little one, Camden Jack Cutler, in January 2012. They went on to get married in June 2013 and have two extra children: Jaxon Wyatt and Saylor James.
Though Kristin and Jay appeared like a stable couple, we realized they have been something however! She introduced they have been divorcing after 10 years collectively in April 2020, citing each “irreconcilable variations” and “inappropriate marital conduct” within the divorce paperwork. A supply claimed to Us Weekly they typically would “accuse one another of dishonest” throughout their “antagonistic” marriage. Yikes. And their post-divorce, co-parenting relationship hasn’t gotten any higher, both! She actually hates elevating children with Jay, calling him a “pathological liar” with “zero f**king consistency.” Rattling.
It’s secure to say nobody ought to ever, ever count on these two to get again collectively! Kristin and Jay are over for good!
Jeff Dye

Her first post-marriage rebound! Kristin sparked romance rumors with comic Jeff Dye after they have been noticed making out in Chicago in October 2020. The 2 obtained severe quick, with the 2 exchanging “I like yous” throughout an Instagram Reside session in January of the next yr. A month later, they posted matching love notes on their Instagram Tales for Valentine’s Day. Nevertheless, their spark fizzled! They broke up in March 2021 after solely 5 months collectively. A supply for Leisure Tonight stated on the time:
“Kristin wasn’t ever searching for something severe. She loved Jeff’s firm and he made her giggle, which she beloved, however she by no means actually noticed something long-term occurring between them, particularly with co-parenting being such a brand new factor for her proper now. She’s specializing in the expansion of her enterprise and her children. A severe relationship was by no means high of thoughts, a minimum of for proper now.”
In October 2023, Jeff needed to get again along with Kristin. The 42-year-old actor even met up along with her for a espresso date to broach the potential for a second shot… however he obtained arrested for driving below the affect after fleeing the scene of a site visitors collision proper in entrance of her! So, any likelihood of a reconciliation went out the window! Granted, Jeff isn’t curious about her anymore! Not after Kristin then publicly blasted his DUI story to the entire world!
TBH, Jeff ought to’ve know Kristin is brutally trustworthy about the whole lot and something! This was going to get out! Talking of honesty…
Craig Conover

We have to talk about the bombshell Kristin dropped concerning the Southern Allure star in 2025! Chances are you’ll recall rumors that she was in a love triangle with Craig Conover and Austen Kroll circulated after her divorce from Jay in 2020. Kristin insisted she was solely “associates” with the 2 guys on the time. Nevertheless, she partially lied! She didn’t have a factor with Austen. They have been really buddies! She did date Craig, although!
Throughout an episode of Watch What Occurs Reside in June, Kristin confirmed she was with the Bravolebrity initially of his relationship with Paige DeSorbo! He dated each of them on the identical time! When Kristin “caught wind” Craig was additionally concerned with the Summer season Home star, she “politely excused” herself:
“There was an image of Craig and Paige in New York — I’ll always remember it — and it regarded like they have been form of collectively. That was the primary time anybody had seen them. That was the primary time I had heard about it. I noticed that image, and I texted him and I stated, ‘Hey, let’s simply be associates.’”
And Kristin plans to stay simply that, buddies! Regardless that they’re each single this yr, she isn’t happening that path once more!
Chase Rice

In September 2021, Kristin was seen packing on the PDA with nation singer Chase Rice throughout a date at Losers Bar and Grill in Nashville — simply days after her Jay stepped out with Jana Kramer. Bear in mind these two collectively? Wild! However again to Kristin and Chase, an insider instructed Individuals they have been launched by a mutual pal. They hit it off. The supply shared that Kristin and Chase have been collectively for “a bit over a month” by the point their romance turned public, they usually have been “having enjoyable.”
Properly, the enjoyable ended shortly! By mid-October, Kristin revealed to her Instagram followers that there was “nobody severe” in her life, and he or she was “not relationship anybody.” So, that marked the tip of the Chase romance!
Morgan Wallen

So bear in mind when Kristin spilled that she had a romance with Morgan Wallen? Again in 2024, she opened as much as Bunnie Xo that she and the nation music star have been f**ok buddies in Nashville. The mother of three referred to as him a “good man” with a “massive coronary heart,” although she acknowledged he’s “a participant.” Nevertheless, she didn’t care! She simply needed to have time between the sheets! And she or he did have a actually good time with him! LOLz!
Kristin admitted he was “a fantastic f**ok buddy” and “good in mattress.” Get it, lady! However past his bed room talents, she additionally thought Morgan was a “true gentleman” who went all out for the primary date. He even took the time to fulfill her three youngsters! Aww! They went to dinner in a “personal room” at a restaurant and kissed within the rain when he took her house. It sounds so romantic!
Sadly, Kristin’s f**ok buddy didn’t stick round. They didn’t discuss for greater than a yr afterward — and he or she’s tremendous bummed by how issues ended! She defined on Bunnie’s Dumb Blonde podcast:
“He didn’t harm my emotions. I’ll be trustworthy with you. Morgan was the primary man in my total f**king life that wasn’t, like, simply fully enamored with me, and I used to be like, ‘What within the f**ok is happening?’ It actually threw me. … I like having the higher hand and I really feel like with him I didn’t have the higher hand.”
LMFAO! Not less than she had enjoyable!
Mark Estes

The award for Kristin’s hottest boyfriend, fingers down, goes to 24-year-old Mark Estes! Sorry Chase and the others! In February 2024, she hard-launched her relationship with the a lot, a lot youthful TikTok Star, greatest identified for being a member of Montana Boyz, after they have been caught on a trip collectively in Mexico. They obtained severe FAST. Mark met her youngsters, and the 2 even talked about having children collectively.
Nevertheless, their relationship fizzled after seven months. Why? Whereas Kristin didn’t have an issue with their 13-year-age hole at first, it later turned an enormous situation. She defined on her podcast:
“I broke up with Mark as a result of I simply know long run it’s not proper. It’s not due to love misplaced or one thing unhealthy occurred, nobody cheated, nobody was imply. Nobody did something. These breakups are at all times the toughest, I feel. I simply know long run he must expertise life. He’s younger, I imply, he’s. I began to really feel the age a bit bit simply with life expertise. I look again on after I was 24 and the way a lot life has occurred for me between then. These are essential years; these are childhood. That is when you end up, and he wants to have the ability to try this.”
Let’s be actual. All of us noticed the breakup coming…
Nate Thompson

Nate was her final boyfriend… for now! In April 2025, Kristin revealed she began relationship the retired skilled hockey participant late final yr on the Let’s Be Sincere podcast — however did so AFTER they already broke up! She defined they have been “principally lengthy distance,” although Nate “got here and stayed with [her] for New 12 months’s.” Based on Kristin, this was “one of many deeper relationships” she ever had. And though they weren’t a pair for lengthy, they “instructed one another f**king the whole lot.” Nevertheless, one thing was lacking from the connection! Whereas Nate and Kristin had an emotional connection, they lacked bodily chemistry:
“I would like to start with to wish to rip your f**king garments off. I would like compatibility and chemistry. I perceive that what I’m trying to find is uncommon. … I’m not gonna accept something lower than precisely what I need.”
Due to that, their romance fizzled! They broke up, however she solely had great issues to say about Nate! The identical goes for him whereas he instructed his facet of the story that very same month! On his Vitality Line podcast, the previous athlete recalled they met “by Instagram” after the platform confirmed they “had a mutual good friend.” He “reached out,” they usually exchanged numbers. The following factor he knew, they have been speaking, and he was visiting Nashville to see her “a few occasions.” He continued:
“Clearly, we don’t dwell in the identical metropolis, in order that dynamic modified issues. I went there a pair occasions and noticed her. I used to be along with her for New 12 months’s. We instructed one another loads of issues in a brief period of time, and we have been fairly open and trustworthy about loads of stuff.”
From his perspective, Nate felt they “had a connection within the quick time that we talked or frolicked” however he “wouldn’t have referred to as her my girlfriend.” So, it seems like this was extra of a fling! In the long run, he identified they “had fun,” however “issues didn’t work out.” Calling Kristin a “actually good individual” and “very real,” he added:
“She hustles. She does her factor, so I obtained loads of respect for her and the way she handles herself with the whole lot she has to take care of being within the limelight.”
It’s a disgrace they didn’t final… However a minimum of they ended amicably!
Bonus: Glen Powell

Whereas they weren’t formally collectively, this feels essential to incorporate! Kristin’s greatest good friend Justin Anderson revealed on the premiere episode of her new actuality present Truthfully Cavallari: The Headline Tour in June that she “went on a date with” Glen Powell! The hairstylist stated:
“She not too long ago went on a date with—she’s gonna be so mad at me really – with Glen Powell! And I needed it to occur so badly! High Gun, bitch!”
Justin defined he and Kristin “have been partying in Greece, after which Glen simply got here up.” Based on her, the Scream Queens alum actually “bumped into” her, and the sparks flew! Justin continued:
“And then you definately guys had a extremely enjoyable night time collectively.”
Get your heads out of the gutter! Ha! Kristin identified she “by no means f**ked him.” Nevertheless, Justin revealed they “dry humped.” Oh! What a steamy night time!
Truthfully, we’re additionally manifesting for a Glen and Kristin relationship! They might be a HOT couple! But when it’s not Mr. High Gun, then who will she date subsequent? Her superstar crush, Kevin Costner? Who is aware of?! One factor we are able to belief Kristin to do, nevertheless, is preserve us all on our toes with regards to her love life!
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[Image via Access Hollywood/YouTube, MEGA/IPA/WENN, Mark Estes/Instagram]