Look Back at Kristin Cavallari and Kelly Henderson’s Former Friendship


The way they were. Kristin Cavallari had a major falling out with former BFF Kelly Henderson before her messy divorce from Jay Cutler, but the gal pals were once inseparable.

Cavallari, 33, started feuding with the celebrity stylist, 37, after rumors surfaced that she was having an affair with the retired athlete, 37. Henderson played a valuable role on Very Cavallari until its third season, which documented her unhappy ending with the Uncommon James founder.

“Season 3 is definitely very emotional and for different reasons throughout the whole season. The season starts off and you see, obviously, this downfall that I have with a girlfriend,” Cavallari admitted during the “Comments by Celebs” podcast in January. “It was heartbreaking at the time and it’s heartbreaking for me to go back now and almost relive it, you know? So that’s been tough.”

As the reality series continued, fans saw the Laguna Beach alum work through her split from her best friend, even going so far as to claim that Henderson used their friendship for fame.

“The whole time, her whole thing has been like, ‘I don’t care about the show. I only care about your friendship,’” Cavallari recalled in a recent episode of the show. “She drank the Kool-Aid, big time. I thought Kelly was the last person on the planet that this would ever happen with.”

The Hills alum was no stranger to the spotlight, but she admitted to having a hard time letting people into her life because of her prominent position as a celebrity. “I’ve had people in the past take advantage of me for their own personal gain,” she explained during the same episode. “So when I started to feel like Kelly was really using me, it just — I don’t know — it triggered something within me.”

Earlier this year, Cavallari confirmed that she and Cutler were calling it quits after seven years of marriage and a decade together. The pair share three children — Camden, 7, Jaxon, 5, and Saylor, 4. When fans began to wonder if Henderson was involved in the former couple’s split, the Nashville native set the record straight.

“I’m just gonna go ahead and put this out there, there was never an affair. I have nothing to do with their divorce and I am not dating Jay Cutler,” she said during iHeartRadio’s “All’s Fair With Laura Wasser” podcast in May. “I’ve been in a relationship for quite some time now. … I’ve kind of gotten some space from both of them.”

Scroll down to see more of Cavallari and Henderson’s former friendship.

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Way Back When

“Rang in the new year with all of my favorite people,” the reality TV star wrote alongside a photo of herself with Henderson and their friends Stephanie Biegel and Brittany Field on New Year’s Day in 2018. “Very thankful for such great friends.”

Courtesy of Kristin Cavallari/Instagram

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Road Trip!

Henderson shared a sun kissed selfie of her sitting in her ex-best friend’s passenger seat in Los Angeles in November 2018.

Courtesy of Kelly Henderson/Instagram

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Girls Night

“Pretending to be sophisticated,” the “Velvet’s Edge” podcast host joked as she and the jewelry designer dressed to the nines for a night out in Nashville.

Courtesy of Kelly Henderson/Instagram

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Not Your Basic BFF

The dynamic duo posed next to an old-school pickup truck after raising awareness for The Brett Boyer Foundation at a local fundraiser.

Courtesy of Kelly Henderson/Instagram

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Fill Her Up

The fashionistas held their red Solo cups to the sky before visiting a local Nashville hotspot.

Courtesy of Kelly Henderson/Instagram

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Unbreakable Bond

Before their dramatic falling out, the two reality personalities were inseparable. “No one else I’d rather be on this ride with. 🙌🏻 ,” Henderson captioned a candid shot of herself with her BFF by her side.

Courtesy of Kelly Henderson/Instagram

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Whiskey Row

“When someone asks what I did over the weekend, I squint and ask ‘Why, what did you hear?'” Henderson teased alongside a black-and-white selfie.

Courtesy of Kelly Henderson/Instagram

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Adventure Time

Cavallari brought Henderson and a group of their mutual friends on a fun-filled trip to Mexico in early 2019 that was later documented on Very Cavallari.

Courtesy of Kelly Henderson/Instagram

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Sipping in the Sun

The MTV alum sat poolside with Henderson and Biegel for a glamorous photo shoot on their Mexican getaway.

Courtesy of Kristin Cavallari/Instagram

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Too Cool

The former BFFs donned matching snakeskin boots in an edgy side-by-side photo in February 2019.

Courtesy of Kelly Henderson/Instagram

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Three’s a Crowd

The stylist appeared chummy with Cavallari and Cutler during a March 2019 celebration. Henderson grew close with the former quarterback after previously dating one of his friends from Vanderbilt University.

Courtesy of Kelly Henderson/Instagram



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