Jay Cutler debuts new relationship three years after Kristin Cavallari divorce

Jay Cutler debuts new relationship three years after Kristin Cavallari divorce

Jay Cutler has a new lady in his life three years after he and Kristin Cavallari called it quits.

The former NFL quarterback recently went Instagram-official with new girlfriend Samantha Robertson.

“Sunsets in Montana never disappoint 🫶🏼,” Robertson captioned a photo of the pair snuggled up on a patio.

In the snap, Robertson wrapped her arm around Cutler’s shoulder as the pair leaned against a wooden railing while taking in a sunset.

“When are we going back?” Cutler, 40, replied in the comments.

A few weeks earlier, the Australia native had posted several photos of the pair at a wedding in Paris.

Robertson hard-launched their romance on social media last month.
Instagram/samanthajrobertson

While it’s unclear exactly how long the duo has been dating, several of Robertson’s friends made it clear they were romantically involved in her comments section.

“Yes❤️ best looking couple!!” one person wrote.

Another added, “I love, love. 🔥,” to which Cutler responded, “don’t we all♥️.”

And it appears the retired athlete has already gotten the stamp of approval from Robertson’s father, who wrote, “Great photo of you and Jay. Congrats to Chanel, the wedding looks fantastic, love to all. Love Dad ❤️.”

The new couple recently traveled to Paris together.
Instagram/samanthajrobertson

Robertson was previously married to Trace Ayala, a good friend and business partner of Justin Timberlake.


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It’s unknown when Ayala and Robertson split, but the two were seemingly still together on Valentine’s Day in 2022.

The exes share daughters Sophia, 11, and River, 9.

Meanwhile, Cutler’s budding romance with the mother of two comes three years after he and Cavallari, 36, announced they were going their separate ways after seven years of marriage.

Robertson was previously married to Trace Ayala.
Instagram/samanthajrobertson

The now-exes, who began dating in 2010, share sons Camden, 11, and Jaxon, 9, as well as daughter Saylor, 7.

Cutler and the “Laguna Beach” alum share joint 50/50 custody of their three kids.

Despite breaking up in 2020, it took the former couple two years to hash out a financial agreement, which seemingly went in his favor.

Like Cutler, Cavallari has also moved on since their split.

Cutler split from ex-wife Kristin Cavallari in 2020.
Getty Images for JDRF

The former reality TV star has been very candid about her rich dating life on her podcasts, revealing earlier this year that she was done dating athletes following her divorce from Cutler.

“To be honest, I don’t want to say anything I’m going to end up regretting, but I don’t think I want to date another athlete,” she said on her “Back to the Beach” podcast.

“I’ve done that. I want to leave that in the past.”

And she has seemingly stayed true to her word. Since then, Cavallari has been linked to “Bachelorette” alum Tyler Cameron as well as country singer Morgan Wallen.

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