Joshua Goldman
Joshua Goldman
min read · June 19, 2025 · Entertainment

Kristin Cavallari's Surprising Confession: Which Ex Was the Best?

Kristin Cavallari confessed which of her exes she'd rather spend the rest of her life with, because of 'great sex' on E!'s Honestly Cavallari: The Headline Tour

Kristin Cavallari Spills All About Her Sex Life and Love Life!

Get ready for some serious tea, folks! Reality star Kristin Cavallari is dishing out all the juicy details about her sex life and love life on E!'s Honestly Cavallari: The Headline Tour. And trust us, it's about to get real!

The 38-year-old mom of three has had her fair share of high-profile hookups over the years, including action star Jason Statham (her "hottest hookup," no less!), NFL quarterback Jay Cutler (ex-husband), and even actor Glen Powell (those details are still under wraps, though). But which ex would she rather spend the rest of her life with? Well, it's not who you'd expect!

Towards the end of the Boston show, Cavallari opened it up to fan questions, where she revealed a rather shocking sex confession, and debunked rumors her ex Jay Cutler funded her Uncommon James brand

During a recent episode in Boston, Cavallari opened up to fans at The Wilbur about her sex life, revealing that if she had to choose one of her exes to settle down with forever, it would be her latest beau, 24-year-old Mark Estes. And why's that? Because "I can have really good sex for the rest of my life and be happy," she confessed! Who knew being 38 could mean better sex?

But that's not all, folks! Cavallari also dished about her previous relationships, including her marriage to Jay Cutler, which reportedly ended in a divorce without any spousal support. She clarified rumors that Cutler funded her Uncommon James retail brand, assuring fans she's always been the 100% owner and never taken outside funding. Phew!

And what about those persistent dating rumors? Cavallari hinted at potentially being involved with not one, but two athletes - a hockey player (Nate Thompson, confirmed!) and a baseball player (30 years young, to be exact). The suspense is killing us! Could this mystery man be the reason she's planning a visit to Scottsdale, Arizona during MLB spring training?

She was asked by a fan, 'If you had to spend the rest of your life with one of your exes, who would it be?

The Dirt:

  • Cavallari believes sex for women gets better with age, as they become more present and confident in their bodies.
  • She credits her confidence boost to letting go of insecurities from her early 20s.
  • Estes has previously confessed that Cavallari gave him the "best sex" he's ever had on an episode of Let's Be Honest.
  • Uncommon James has reportedly reached close to $50 million in annual revenue, with Cavallari owning 100% and never taking outside funding.

Stay tuned for more updates from Kristin Cavallari's Honestly Cavallari: The Headline Tour, and get ready for some serious drama and romance!

'I would settle with Mark, because I can have really good sex for the rest of my life and be happy,' she said

While Estes (above right) didn't appear on the tour, he did appear on a November 2024 episode of her Let's Be Honest podcast, where he admitted she gave him the 'best sex' he's ever had.

'Our revenue is close to $50 million a year, but because I was obviously a WAG, athletes' wives and girlfriends, if you're not familiar, people love to say that everything I have in my life is because of my ex-husband and that my ex-husband funded Uncommon James,' she began

'But I am, to this day, 100% owner, and I've never taken any outside funding,' she clarified, adding, 'I have never gotten a penny from my ex-husband. I didn't get any money from our divorce. So, let's just clear that up'