Kristin Cavallari Shares Glimpse at Spring Break With Kids After Romance Debut

Kristin Cavallari will always be a mom first. 

After sharing insight into her budding romance with Mark Estes, 24, The Hills alum, 37, detailed her Los Angeles Spring Break trip with her and ex Jay Cutler's three children Camden, 11, Jaxon, 9, and Saylor, 8. 

In an Instagram Stories post shared on March 14, Kristin posed for a mirror with Camden, and a peek of Jaxon's shoulder, writing, "Spring Break fit check." 

Kristin, who now primarily lives in Nashville, donned an all-white outfit, complete with a long silk skirt, tank top and a touch of blue with her Adidas sneakers. Meanwhile, Camden was the yin to her yang—wearing an all black ensemble, including a Nike basketball T-shirt, paired with beige cloud slides and Nike socks.

The Laguna Beach alum added a few subsequent Story snaps, including a sunny strip of stores on a palm tree-lined street, a photo of her daughter Saylor showing love for pal Char Riley's daughter Elle, and a selfie showing off a new purchase, which she captioned, "New glasses who dis."

Kristin's glimpse into the quality time with her kids comes not long after she revealed the trio met Mark—whom she revealed she was seeing late last month and ahead of their Valentine's Day date. 

"I said, ‘I would love to be your Valentine but I can't go to dinner with you on Valentine's Day because I'm taking my kids to dinner—just setting boundaries from the get-go—so he's like ‘All right, we can go the day before,'" she told cohost Stephen Colletti on the March 12 episode of Let's Be Honest. "I've had my kids full time, so, Montana came and picked me up and he met my kids."

And while Kristin shared that her kids have been skeptical of her dating life in the past, they were immediately drawn to the Montana Boyz member. 

"My boys were so excited about him," she added. "I think more than anything, my kids are really excited for me. My kids really want to see me happy and I've been very good about separating my dating life."

But just because she's been good at keeping her dating life and mom life separate, it doesn't mean Kristin hasn't had her fair share of dating since her 2020 divorce from Jay. 

Read on for a dive on her, and the rest of the Hills cast's dating life. 

After her misadventures with Jason Wahler and Brody Jenner were on display for all to see, as well as a fairly private relationship with actor Kyle Howard that didn't pan out, the fashion mogul found her forever-mate in William Tell.

She was set up with the law student/musician on a blind date—on Valentine's Day in 2012—and her pals, at least, knew he was "the One" for her right away. Lauren and William married on Sept. 13, 2014, and are now parents to sons Liam and Charlie.

The star who started it all on Laguna Beach before swooping into The Hills' fifth season shared on April 2020, that she and retired Chicago Bears player Jay Cutler were getting divorced after almost seven years of marriage. They share three children together: sons Camden and Jaxon and daughter Saylor.

Following the divorce, Kristin dated comedian Jeff Dye for five months before splitting in March 2021. 

In February 2024, she debuted her romance with former college football star Mark Estes.

The love of Audrina's life remains daughter Kirra, her child with ex-husband Corey Bohan.

Audrina filed for divorce from Bohan in September 2017 after less than a year of marriage, before their split was ultimately finalized in December 2018.

Audrina dated Ryan Cabrera for awhile (again) in 2018 and was linked to L.A. bar owner Matt Chase, whom she met through Jason Wahler, the following year.

In December 2022, a source confirmed to E! News that she started dating her Was It Real? podcast producer Jarod Einsohn.

In what had to be The Hills' most unexpected (or most obvious?) legacy, Heidi and her pot-stirring boyfriend Spencer Pratt went the distance, doggedly making it work through everything from broken friendships and frayed family ties, to sex tape rumors and I'm a Celebrity...Get Me Out of Here, to plastic surgery and copious amounts of money spent on crystals. Their Speidi sense saw them through it all.

They eloped and swapped vows in Mexico on Nov. 20, 2008, then re-sealed the deal in front of family and friends (and cameras) on April 25, 2009, in Pasadena, Calif. Their son Gunner was born in 2017 and his little brother Ryker arrived in 2022.

See previous.

The lifestyle entrepreneur went the no-drama route in love, meeting Tim Rosenman—a producer on her Hills spin-off The City—and marrying him on Nov. 7, 2015.

They welcomed son Sonny in 2017 and have been open about their fertility journey to expand their family, with Whitney sharing that both she and a surrogate suffered pregnancy losses. 

In 2019, the Love Wellness founder was dating Kitu Life CEO Jimmy DeCicco, a Shark Tank alum. They were Yankee-game-and-St.-Barths-vacation-level serious at least, but appearances on each other's 'grams dwindled in 2020 as Lo focused on self-care and expanding her business.

That mission proved a raging success, as Love Wellness products can now be found at Target and Ulta.

After not being able to do right by Lauren on the show and racking up multiple drinking-related arrests, Wahler eventually got clean and found long-term love with Ashley Stack. They married in 2013.

They two are parents to daughter Delilah (born 2017) and son Wyatt (born 2021).

Spencer's little sis refrained from dating much in the spotlight, but when she was on the British reality show Made in Chelsea, tabloids on that side of the Atlantic started keeping a close watch. In 2016, she was rumored to be dating fellow reality TV star Joey Essex after they appeared together on another show called Celebs Go Dating.

In a joint appearance on This Morning, Joey revealed that he and Stephanie had been on a date in real life—and that he bought her a puppy.

Since then, she's been linked to Bachelor in Paradise alum Derek Peth and Jonny Mitchell.

Heidi's big sis got her master's degree in clinical mental health counseling and founded Women's Recovery in Colorado. These days she leads a private life with Richie Wilson, her husband since September 2014. They welcomed son Isaiah in May 2015.

In real life, he's known as Justin Brescia, and Audrina's ex had slid into the DMs of model and restaurant investor Lindsey Pelas years ago but they didn't go on a date until around October 2018, when he was about to shoot season one of The Hills: New Beginnings. However, by the time the season wrapped, the two had called it quits.

The former Prince of Malibu seemingly married Kaitlynn Carter, in 2018 ceremony in Bali. However, during an episode of The Hills: New Beginnings in 2019, they confirmed it was never a legal union.

The couple broke up that summer, with Carter briefly dating Miley Cyrus, and Brody striking up a short romance with Josie Canseco in the wake of the split.

Brody was later linked to TikToker Daisy Keech and stylist Briana Jungworth—who shares son Freddie with Louis Tomlinson—before finding love with surfer Tia Blanco in 2022. The two got engaged in June 2023 and welcomed daughter Honey the following August.

"Brody's friend" turned "Lauren's friend"—and then "Brody's friend" again—became "Jennifer Acosta's husband" in 2013 and they are now "Isabella, Francis and River's parents."