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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!

Watch The Full Campaign Video For Hard Feelings Eau De Parfum 

Since talking about everything from her time on Laguna Beach to her relationship, Kristin Cavallari and Mark Estes appeared together in an ad campaign for her brand's new fragrance, Hard Feelings. It's described as an "alluring" scent that's meant to invigorate one's senses. With notes like pink pepper, hibiscus, and sandalwood, we don't doubt it's sensuality!

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 told Alex Cooper, host of the Call Her Daddy podcast, the breakup was “fresh,” (via PEOPLE ).

It doesn’t seem like their breakup ended on a sour note, but we’ll see if they share more about it in the coming weeks!

Jeremy's on-screen romance turned IRL.

Photos of Jeremy and co-star Molly Gordon (who plays his love interest, Claire, in The Bear) obtained by People show things heating up between the two. The duo had their arms wrapped around each other as they embraced for a kiss. This is the first time we've seen them both linked romantically, and we're honestly shocked and left wondering what happened with Rosalía, who he was going steady with in fall 2023.

Scroll on for a deeper look into all of Jeremy's recent romantic escapades!

Jeremy Allen White's Steamy Dating History

First, there were the Jeremy Allen White and Selena Gomez dating rumors.

An anonymous submission to DeuxMoi at the beginning of July 2023 set off speculation that the two A-listers were “in touch.” The tip noted that Selena and Jeremy had allegedly met at a Vanity Fair cover shoot and hit it off ever since.

The gossip was neither proved wrong *or* right, though in hindsight, it didn’t hold up too strongly. Not long after rumors began circulating, the Haim sisters posted on Instagram about "single summer," picturing Selena alongside a Taylor Swift-backed girl gang.

Then, a big PDA fest with Ashley Moore.

Things were steaming up on the streets of Los Angeles when Jeremy Allen White was spotted engaging in some serious PDA with model and actress, Ashley Moore in August 2023. How they met is a total mystery, but seeing them together via paparazzi pictures was jaw-dropping – especially considering Mr. White was seen with his estranged wife and kids the week prior. Yikes!

Next, Jeremy publicly thirsting over Alexa Demie.

He’s at it again! In August 2023, Jeremy Allen White scrolled past a video highlighting Alexa Demie’s new campaign with Calvin Klein and did what any fan would do – he left a comment (though minimal): “Wow.”

To publicly show his affection (or rather, attraction) via Instagram is a whole thing in itself. King.

In fall 2023, Jeremy Allen White and Rosalía were going steady.

“Rosalía and Jeremy Allen White have recently started dating,” a source told Us Weekly in November 2023. “They started out as just friends, but things have turned romantic recently.”

Alexa, play "That Should Be Me" by Justin Bieber!

The duo had been sighted side-by-side a few times. TMZ shared photos of them together at a late-October 2023 farmer's market and even sharing a smoke break in a parking lot. Romantic!

That budding romance came after what we call White’s hot boy summer – he was out and about on the streets of Los Angeles amidst his separation from actress Addison Timlin. Throughout their divorce, White was rumored to be involved with Selena Gomez, thirsting over Alexa Demi on Instagram, and was publicly spotted smooching Ashley Moore.

Despite all of this, Jeremy was spotted being friendly with his divorced ex.

In what TMZ was calling "the friendliest divorce ever," Jeremy Allen White and his now-ex Addison Timlin had been seen doing family activities together amid his romantic antics. The pair shares two young daughters, which is likely why they're still seeing each other from time to time. Where Jeremy's head is, we can't say for sure, but we do know he's out there acting young, wild, and free.

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A post shared by Jarah Mariano (@jarahm)

Jarah Mariano announced her pregnancy with an Instagram post featuring a surf session with Milo Ventimiglia. In the photos, Jarah is sitting on a surfboard wearing a brown bikini top, polka dot bikini bottoms, and a pink lei. "Baby on board!" she says in the caption.

After his time on Gilmore Girls, Milo played patriarch Jack Pearson on NBC's This Is Us, and told US Weekly in 2017 that "I think I’m built to want a strong family unit. “It will happen when it happens. I’m not out seeking it. It’s just kind of, I’m present in the space in my life that when it presents itself and it’s right, I’m sure it will work out.”

And it looks like it worked out at the exact right time.

Does Milo Ventimiglia have a wife?

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A post shared by Jarah Mariano (@jarahm)

Yes, Milo Ventimiglia & wife Jarah Mariano got married in the fall of 2023, and Jarah recently posted some new photos from the special day. "Last year I married my best friend," she says. "There aren’t enough words that exist to describe all the special qualities that make him who he is. AlI can say is that I am grateful for the life that we have together and the happiness that we have created🤍 Aloha wau iā 'oe my husband Milo."

"Things are good," Milo told Extra in February 2024. "We've had relationships that have come and have gone and then you get to a point where you kind of meet your match and meet someone that inspires you in a way different than anybody else...I'm grateful for her and I’m happy to have arrived in this moment, so married life is nice."