Ex-NFL star Jay Cutler gets engaged to Samantha Robertson

Ex-NFL star Jay Cutler gets engaged to Samantha Robertson


The ex-Denver Broncos, Chicago Bears and Miami Dolphins‘ quarterback, Jay Cutler, is celebrating some good news as he gets engaged to his long-time girlfriend, Samantha Robertson.

The football star had dated Kristin Cavallari from 2010-2020 when they announced they were getting a divorce, which was finalized in 2022, but it seems as though he has firmly moved on as Robertson was spotted with an engagement ring at the premiere of Yellowstone.

The couple headed to the launch of the second part of season five on Thursday, November 7, where fans spotted the ring shimmering on her finger as she held a drink and posed for a photo in a black dress with her fiance, who wore a black shirt and grey dinner jacket.

Robertson and Cutler have been dating for at least a year and only went Instagram official in September 2023 when they were snapped watching a sunset in Montana, snuggling up with each other.

That came days after she posted a photo of herself and the ex-Bear taking a trip through France as they headed to a destination wedding.

When the pair tie the knot, they will bring together their two families under the eyes of the law. Cutler has three children from his marriage to Cavallari whilst Robertson has two from her own marriage to Trace Ayala.

How does Cavallari feel about it?

Cavallari was there for the football player throughout the peak of his career as he passed for 227 touchdowns and 35,133 yards from a 62% completion rate throughout the NFL, as well as going on to rush for 1675 yards and nine touchdowns.

They share three children, the eldest being 12, but sadly divorced in 2020 on the grounds that they had simply grown apart and struggled to even finalize their divorce due to a string of financial issues.

Yet Cavallari doesn’t seem to be pushing for a reconciliation and in 2022 told Call Her Daddy that she hopes that he “finds someone” and manages to become “happy”, wanting him to remarry.





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