Joshua Goldman
Joshua Goldman
min read · June 13, 2025 · Entertainment

Kristin Cavallari's Heartbreak: Boyfriend Jabs at Their Intimate Past on Live Show

Kristin Cavallari explained how her public reunion with her first love went sour on the latest episode of E!'s Honestly Cavallari: The Headline Tour

Kristin Cavallari's Reunion with First Love Turns Ugly: She Claims He "Hooked Up" with Her Best Friend and Then Had the Nerve to Text Her Gushing Messages After!

Get ready for a juicy scandal, folks! Kristin Cavallari's recent reunion tour, where she invited her former flames to join her on stage, has taken a dramatic turn. The 38-year-old Laguna Beach alum had been excited about reuniting with some of the men from her past, but what she got was a whole lot of drama and betrayal.

It all started when Kristin decided to bring out her high school sweetheart, Johnny, on stage. She had shared fond memories of their time together in the past, describing him as "the one" who made her feel like she was on cloud nine. However, things took a dark turn when Johnny revealed that he and Kristin's relationship wasn't all it was cracked up to be.

One of the 38-year-old former MTV star's most famous romances was with her high school sweetheart, Stephen Colletti, but she was previously involved with a middle school boyfriend named Johnny

In a shocking move, Johnny claimed that their bond was purely physical and that Kristin would often wake up next to him in provocative outfits. Ouch! To make matters worse, he even accused her of hooking up with his best friend, Tommy, right before she left town.

Kristin's reaction? Absolutely stunned and hurt. She couldn't believe what she was hearing and quickly clapped back at Johnny, saying "I don't even remember Tommy!" and "That's just not true!"

But wait, it gets even juicier! After the disastrous reunion, Johnny had the nerve to send Kristin a gushing text message, saying "You were amazing last night... thanks for such a fun escape from reality..." Um, really? It seems like he was trying to sugarcoat his harsh words with a sweet gesture.

While Kristin had fond memories of their relationship, her childhood ex had a different perspective as he reduced their bond to sex

Kristin, however, wasn't having it. She vented to her best friend Justin Anderson about the whole ordeal, calling Johnny out for being "a massive letdown" and saying that she felt betrayed by his actions.

But what's even more interesting is that this isn't the only drama-filled reunion on Kristin's tour. She also had a similar experience with Talan Torriero, another former flame from Laguna Beach days.

The two of them have been friends over the years, but when they got together for her tour, it seemed like old times weren't so golden after all. According to Kristin, Talan was "narcissistic" and made her feel uncomfortable during their time together on stage.

Other guests on Cavallari's podcast tour were her Laguna Beach classmates (L-R Talan Torriero, Jason Wahler, Alex H, Alex Johnson, and Jessica Evans

This whole experience has left Kristin feeling shook and questioning her past relationships. She's realized that there are some patterns in the men she chooses romantically – they're often entitled, narcissistic, or even emotionally abusive.

In a candid conversation with Justin, Kristin confessed, "I actually don't even care about looking like an idiot in front of the audience... This is a much bigger thing for me. It's the theme of my whole life."

And speaking of her personal life, fans might remember that Kristin was married to NFL star Jay Cutler from 2013 until their split in 2020. The two share three beautiful kids together – Camden (12), Jaxon (11), and Saylor (9).

Kristin has hosted her Let's Be Honest podcast via Dear Media since September 2023

But what's also worth noting is that Kristin has been open about her complicated relationship with her father, who she has described as "narcissistic". This whole drama-filled reunion tour might be a wake-up call for Kristin to take a closer look at the men in her life and figure out what she really wants.

One thing's for sure – this is definitely not the kind of reality TV drama that we're used to seeing on The Hills or Laguna Beach! Stay tuned, folks, as this story continues to unfold...