Despite Being The "Best Boyfriend," Kristin Cavallari Shares Shocking Reason Behind Mark Estes Breakup

How did Kristin Cavallari meet her ex-boyfriend Mark Estes?

We're truly living in a digital age because TikTok is the reason Kristin Cavallari was introduced to her ex-boyfriend Mark Estes. She told her best friend Justin Anderson that she was scrolling down her timeline when she came across what she called a "boy group" called The Montana Boyz and they both agreed one of them specifically is her type. She said, "He's gorgeous. Like, everything about him is perfect. But, he's also outdoorsy and manly."

Three weeks later, she got a DM from The Montana Boyz that said "I love you" and she immediately let them know she wanted to have them on her podcast. Although the podcast didn't happen, Kristin Cavallari appeared in one of their TikTok videos. Once Kristin Cavallari learned from her assistant that they were planning to move to Nashville, she arranged for a line dancing meet-up with The Montana Boyz and her staff. After they met, Kristin decided to call the guy who would become her ex-boyfriend "Montana." (Cavallari used Montana as a stand in for her boyfriend's real name during the podcast recording as she never names anyone explicitly on her show.)

Shortly after that, Kristin Cavallari hard launched her new relationship with ex-boyfriend Mark Estes on Instagram in February, and the rest is history!

How did she feel about their age gap?

Kristin Cavallari didn't know how young The Montana Boyz were, but she wasn't interested in pursuing a relationship with Mark Estes at first. She did admit she had a brief issue with their age gap, but decided that Mark being 24 while she's 37 didn’t really bother her. Justin pointed out that she actually used to say she wouldn't date guys who were only 30 because she thought they were too young. However, she was more interested in who Mark was as a person and notes that life experiences and how you were raised is more indicative of one's maturity level than age alone.

Did Kristin Cavallari's kids like Mark Estes?

Kristin Cavallari said her boys were so excited to meet Mark for the first time and she felt like they really wanted her to be happy. "I've been really good about separating my dating life from their [life]," she said. Her oldest son especially approved of Mark and it was shocking to Kristin because he's usually the toughest judge of whoever she's dating.

How did her career prepare her for public opinions about their relationship?

Kristin Cavallari didn’t care what anyone thought about her ex-boyfriend. She's lived life in the public eye and is comfortable enough with herself to make decisions that make her happy. Kristin said, "...when this news came out, it's the first time in my entire life I 100% haven't given a sh-t what anyone thinks... My own mother is noticing a difference in me."

Did she mention anything about her divorce from Jay Cutler?

Kristin Cavallari and Jay Cutler were married for seven years before announcing their divorce in 2020. She didn't go into detail about it during the podcast episode, but she did talk about the magnitude of her former relationship with her ex-boyfriend. "It's the first time I've gone public since my divorce," she said.

How did Mark Estes adjust to being in the public eye with Kristin Cavallari?

Mark Estes may be in the spotlight because he dated Kristin Cavallari, but that didn’t mean he was enthusiastic about it. E! News caught up with him at the CMT Awards and he said, "It comes with the territory, I guess...It is what it is." One thing his friend Kade Wilcox — another one of The Montana Boyz — mentioned is that Mark was quite the romanticist when it came to Kristin Cavallari. He told the outlet, "He's pretty good at date nights."

How did Kristin Cavallari feel about dating a younger man?

Kristin Cavallari and Mark Estes may have been in bliss for a short while, but the former knows having an age gap in a relationship isn't always applauded by others. " I understand what it looks like from the outside world of, like, yeah, I’m dating a 24-year-old, but no one in my life has been like, ‘This is weird.’ Everyone’s like, ’I get it. It makes sense,'" she said (via Bustle).

She also said, "...Emotionally, he’s able to step up to the plate, and he’s shown up for me more than anyone else I’ve ever dated," (via Bustle). And according to her, Mark's all in when it comes to her kids and they love him for it. "He loves my kids. He actually took my kids to school, and it's just—he fits in very well. And I'm really thankful for that," (via E! News).

It's not easy balancing being an attentive mom who has a full-fledged career and relationship, but Kristin seemed grateful for the way Mark stepped up to the plate. She said he made things feel "so easy" which is something all moms crave!

What's the steamy thing  Kristin revealed about her former relationship?

During the "Truth or Drink with Mark Estes" episode on Let's Be Honest with Kristin Cavallari, Kristin and Mark delved into steamy secrets about their relationship. The latter even dropped a bombshell when he admitted he enjoyed being intimate with Kristin. He said, "Yeah, you’re the best sex I've ever had for sure," which shocked her.

Though she liked his confession, she said she "didn't know that" before letting him know she felt the same. But, she attributed their hot sex to things like being "more present physically during sex" and being "wildly attracted" to Mark.

But, their relationship isn't all about their amazing romps in bed. Mark was “obviously so in love" with Kristin so that added to the spiciness factor!

Why did Kristin Cavallari And Mark Estes break up?

Sadly, all of the passion Kristin Cavallari and Mark Estes had fizzled out because they broke up after 7 months of being in a relationship (via Us Weekly). She initially told Alex Cooper, host of the Call Her Daddy podcast, the breakup was “fresh,” (via PEOPLE ).

Opening up on her Let's Be Honest podcast, Kristin talked about why she and Mark broke up. "It's hard because I broke up with Mark because I just know long-term it's not right, and it's not because of love lost or something bad happened," she said. Insisting their relationship didn't end on a sour note, she swore "he's been the best boyfriend."

But, the issue seems to boil down to their age gap. She'd prefer for him not to jump into a serious long-term relationship in his mid-twenties because she thinks they're "formative years" and "when you find yourself." She also said she doesn't "regret anything" because they had a "good, happy relationship."

We're sad to see this couple go their separate ways, but it's for the best!