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Who Is Jay Cutler’s Girlfriend, Samantha Robertson? Dating History After Wife Kristin Cavallari


Interest in Jay Cutler’s girlfriend, Samantha Robertson, has risen after the former NFL quarterback was arrested for a DUI on Thursday, October 17. After announcing the end of his marriage to Kristin Cavallari in 2020, the 41-year-old NFL star has been romantically involved with Samantha Robertson for over a year. The pair has posted pictures of each other on social media, particularly on Instagram. Here’s what we know so far about the flirtatious relationship between Jay Cutler and Samantha Robertson.

What is Jay Cutler and Samantha Robertson’s relationship history?

Samantha Robertson revealed her relationship with Jay Cutler in an Instagram post in September 2023 as a pair at a friend’s wedding in Paris. Their relationship has been looking strong since then.

Later in September 2023, Robertson (who was then 33) posted another photo of the couple in Montana with the caption “Sunsets in Montana never disappoint.” At the time, their relationship status was unclear as neither of them confirmed that they were dating. But Cutler posted an Instagram story on January 19, 2024 with a picture of a simple message drawn in the sand that read “Sam ♥ Jay”, per US Weekly.

In September 2024, Robertson revealed a picture of a buck she hunted in Kentucky, with Cutler (as the user @ifjayhadinstagram) teasing her by writing “No picture cred??! No love for the cameraman.” She responded, “OOPS! So excited I forgot.” Culter has posted a picture of what looks to be the same buck on his own Instagram account.

Robertson is a mother to two daughters, Sophia and River, whom she has with ex-husband Trace Ayala, an actor who is described as a close friend of Justin Timberlake in People. Cutler also has three children of his own — Camden, Jaxon, and Saylor — with ex-wife Kristin Cavallari. A reality TV series called “Very Cavallari” chronicles the relationship between Cutler and Cavallari.

As noted on Robertson’s Facebook page, last updated in 2018, she hails from Gold Coast, Queensland in Australia and studied at Hillcrest Christian College that’s also located in Queensland.

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