Jay Cutler and Samantha Robertson Are Engaged After More Than 1 Year of Dating: Report

Jay Cutler and Samantha Robertson are reportedly engaged after more than one year of dating.

Sources told People on Tuesday, November 19, that the pair, who have been linked since September 2023, are getting ready to walk down the aisle. The news comes after they attended the season 5B premiere of Yellowstone in New York City earlier this week, where eyewitnesses exclusively told Us Weekly that the mother-of-two was spotted rocking a diamond on her ring finger.

Us has reached out to representatives for Cutler and Robertson for further comment.

The pair’s September 2023 Instagram debut came when Robertson, 33, posted a snap of her and Cutler, 41, looking loved up in front of a blazing sunset. “Sunsets in Montana never disappoint,” Robertson captioned the photo.

The PDA moment came on the back of another cozy post from Robertson in the days prior, which included snaps of her and Cutler holidaying in France.

Traveling to the Europe for a friend’s wedding at the time, Robertson captioned the previous post, “Vive la France 🇫🇷 Congratulations @chanelhandel @amackenzietemplar. The most beautiful wedding ❤️.”

Prior to meeting Robertson, Cutler was married to Kristin Cavallari from 2013 to 2022. The exes share three children: Camden, 12, Jaxon, 10 and Saylor, 8.

Robertson, meanwhile, was previously married to actor and fashion designer Trace Ayala. Robertson and Ayala share daughters Sophia and River.

Robertson and Cutler’s engagement follows news that the NFL star and Cavallari, 37, and Cutler are in a great place as they coparent their children together.

“My heart broke in my marriage. And even though I’m the one that walked away, it was not what I wanted,” Cavallari revealed on the October 22 episode of her “Let’s Be Honest” podcast. “It was not what I had envisioned and I really tried everything I could.”

“You just can’t get there. And I would say my heart was broken for years in my marriage,” she added. “Again, I’m not talking s—- about Jay at all. I’m really not. I’ve publicly said some things at first. And now I don’t really talk about him at all.”