Kristin Cavallari's Ex Jay Cutler Engaged to Samantha Robertson
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Former Chicago Bears quarterback Jay Cutler is engaged to mother-of-two Samantha Robertson after one year of dating and following his divorce from Kristin Cavallari in 2020.

AceShowbiz - Congratulations are in order for Jay Cutler and Samantha Robertson as they recently got engaged. According to PEOPLE, sources close to the couple confirmed that the former Chicago Bears quarterback, 41, and the mother-of-two are officially hearing wedding bells. The couple made their relationship public on Instagram in September 2023, sharing a romantic sunset photo from Montana.

The engagement news broke after Robertson was seen flaunting a dazzling diamond ring at the "Yellowstone" Season 5B premiere on November 7. While representatives for Cutler have yet to comment on the engagement, the sparkling ring on Robertson's finger captured everyone's attention at the event.

In the months leading up to their engagement, Robertson had shared several heartwarming photos of the couple on social media, including picturesque moments from a friend's wedding in France. One notable post featured the duo cozying up with the caption, "Sunsets in Montana never disappoint."

Before starting anew with Robertson, Cutler was married to reality TV star Kristin Cavallari. The couple, who share three children, sons Camden, 12, and Jaxon, 10, and daughter Saylor, 8, divorced in 2020 after seven years of marriage. Despite the split, Cavallari expressed her hope for Cutler's future happiness during a 2022 appearance on the "Call Her Daddy" podcast. "I hope that he finds someone, I really do," she said. "I want him happy. My kids benefit from that, you know. So I hope that he gets remarried."

Robertson also brings her own family into the mix, as she shares two daughters, Sophia and River, with her ex-husband, actor Trace Ayala. Though the timeline of their relationship is unclear, Robertson often features her daughters on her Instagram account, painting a picture of a loving and close-knit family.

With the engagement now public, fans are eagerly anticipating more updates from the couple. As they prepare to merge their families and embark on a new chapter, it's evident that both Jay Cutler and Samantha Robertson are excited about their future together. Stay tuned for more on this heartwarming love story!

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