Jay Cutler And Samantha Robertson Reportedly Engaged

Jay Cutler, the former Chicago Bears quarterback, and Samantha Robertson, mother of two, are engaged, sources confirm exclusively to PEOPLE. The couple publicized their relationship on Instagram in September 2023, and recently they have taken a significant step forward. Although Cutler, 41, and Robertson haven't officially announced their engagement, Robertson flaunted a dazzling engagement ring at the "Yellowstone" Season 5B premiere on November 7. This is prepared by SSP.

Prior to this unveiling, Robertson shared romantic photos from a trip to France, where the couple attended a wedding. Not long after, she posted a picture capturing their cozy moment during a Montana sunset, reflecting on how sunsets in the region never fail to inspire.

Both have familial ties from previous relationships. Robertson was previously married to actor Trace Ayala, and they co-parent two daughters, Sophia and River. Similarly, Cutler's engagement follows his 2020 separation and subsequent divorce from Kristin Cavallari, completed in 2022. Together, they have adjusted to co-parenting arrangements for their three children: Camden, 12, Jaxon, 10, and Saylor, 8. Despite their split, Cavallari expressed well-wishes for Cutler, emphasizing her hope that he remarries for the benefit of their shared family. As both Cutler and Robertson embrace the future, they bring their past experiences into a blended family dynamic.

Earlier, SSP reported that Florence Pugh recalled the shock of freezing her eggs at 27.