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Inside the Love Lives of The Hills Stars: All the Marriages, Babies, Divorces and Dating Drama

Some of the MTV show's stars nested with their chosen S.O. and never looked back while others have had rockier roads—and for some, it's been a little of both.

By Natalie Finn Feb 01, 2021 5:40 PMTags
The Hills Couples, Kristin Cavallari, Jay Cutler, Lauren Conrad, William Tell, Heidi Montag, Spencer PrattShutterstock; Getty Images/E! Illustration

For a show in which relationship drama lurked around every corner, most of the stars of The Hills have had relatively undramatic personal lives since venturing out into the real world—the one with no studio backdrop, that is.

Of course, just a few months of Heidi and Spencer Pratt's antics back in the day more than made up for the lack of any shocking scandals coming from, say, Whitney Port's corner, but truly, compared to some shows' casts, these folks have proved to be pretty chill in their later years (i.e. their early 30s). 

And yet a love story doesn't have to be explosively dramatic for it to take a wrong turn, as Kristin Cavallari proved last year with the news that she and Jay Cutler were divorcing after almost seven years of marriage and 10 years together. (Not that things didn't get a little dramatic before settling down.)

"From the outside, things are so perfect and things are so great," the mother of three mused on Very Cavallari. "But actually, they're not. And that sucks. It sucks. That's the thing, though, with marriage... it's ups and downs."

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Lauren Conrad and William Tell: Romance Rewind

And then there's Lauren Conrad, who's celebrating her 35th birthday Feb. 1—and whose marriage to William Tell continues to hum along after six years at a very even, no-news-is-good-news frequency.

Meanwhile, Jason Wahler and his wife just revealed today that they're expecting their second child, happy news all around and yet still a reminder that Lauren had her own hill to climb on the way to finding lasting happiness.

But when you take a group of people, such as the cast of an iconic MTV show that helped define the '00s, and examine how life has unfolded for them since, you're bound to get a variety of outcomes when it comes to their romantic relationships. 

Watch: Kristin Cavallari Feels Like Her "Old Self" After Turning 34

While surely there will be a lot more to be written down the road, here's the story so far:

Lauren Conrad

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.

Kristin Cavallari

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.

Audrina Patridge

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.

Heidi Montag

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.

Spencer Pratt

See previous.

Whitney Port

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

Lauren Bosworth

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.

Jason Wahler

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).

Stephanie Pratt

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.

Holly Montag

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.

Justin Bobby

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.

Brody Jenner

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.

Frankie Delgado

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

As for LC, she'll surely be spending her birthday doing something picturesque but private, the entrepreneur doing a masterful job of keeping the glimpses of her family life carefully curated while she makes sure her various businesses get lots of time in the spotlight.

Talking to E! News' Carisa Culiner last summer, she explained with a smile why there had been a slight uptick in photos of her boys on Instagram mid-pandemic: "They're the only people I hang out with these days. They're the only people I have to post."

 

(Originally published April 28, 2020, at 9 a.m. PT)