Former NFL star Jay Cutler and Samantha Robertson are reportedly engaged after dating for over a year. Sources confirmed the news, stating that the couple, who have been together since September 2023, are preparing to tie the knot. The engagement news emerged after they attended the season 5B premiere of Yellowstone in New York City, where Robertson was seen wearing a diamond ring on her finger. The couple made their Instagram debut in September 2023 when Robertson shared a photo of them looking happy in front of a sunset in Montana.
Prior to their engagement, Robertson had posted photos of herself and Cutler enjoying a holiday in France for a friend’s wedding. Cutler was previously married to Kristin Cavallari, with whom he shares three children. Robertson, on the other hand, was previously married to actor and fashion designer Trace Ayala, with whom she shares two daughters. Cutler and Robertson’s engagement comes after the NFL star and Cavallari revealed that they are in a good place co-parenting their children despite their divorce.
Cavallari opened up about her marriage to Cutler on a podcast, admitting that her heart was broken during that time. She mentioned that even though she was the one who walked away, it was not what she wanted, and she tried everything she could to make the marriage work. Cavallari explained that her heart was broken for years in the marriage, and she has moved on from talking negatively about Cutler in public. Despite their past, Cavallari and Cutler are focused on co-parenting their children and maintaining a healthy relationship for their sake.
Details about Cutler and Robertson’s engagement have been kept private, as the couple has not made an official announcement. They have been spotted together at various events and occasions, including the premiere of Yellowstone, where Robertson was seen wearing a diamond ring. With their relationship evolving, fans are eagerly awaiting more information about their engagement and upcoming wedding plans. The couple’s journey from dating to engagement has been closely followed by the media and fans alike, with many expressing their excitement for the couple’s future together.
The news of Cutler and Robertson’s engagement has been met with positive reactions from those close to them, who have expressed their happiness for the couple. Despite their past relationships and experiences, it seems that Cutler and Robertson have found love and happiness with each other. As they move forward in their relationship and prepare for their future together, the couple’s engagement marks a new chapter in both of their lives. With support from their friends and family, Cutler and Robertson are focused on building a strong and loving relationship that will last a lifetime.
