Former NFL quarterback Jay Cutler and his girlfriend Samantha Robertson are reportedly engaged after more than a year of dating. The couple made their relationship public in September 2023 with a cozy Instagram post showing them together in front of a sunset in Montana. Cutler, who was previously married to Kristin Cavallari, and Robertson, who was previously married to actor Trace Ayala, share children from their respective previous relationships. The engagement news comes after Robertson was spotted wearing a diamond ring on her finger at the premiere of Yellowstone season 5B in New York City. The couple has not confirmed the news publicly, and no official statements have been released.
Cutler and Robertson’s engagement coincides with Cavallari’s recent comments on her podcast about the end of her marriage to Cutler, expressing that her heart was broken for years during their relationship. Despite the challenges they faced, Cavallari and Cutler are said to be in a good place as they co-parent their three children. The news of Cutler and Robertson’s engagement has sparked interest among fans, who have been following the couple’s relationship since they made it Instagram official in September. While representatives for Cutler and Robertson have not responded to requests for comment, it seems that wedding bells may be in the near future for the happy couple.
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