Jay Cutler and Samantha Robertson have officially taken their relationship to the next level.
On November 19, 2024, multiple anonymous sources close to the couple exclusively confirmed the news of their engagement to PEOPLE magazine. However, neither Jay nor Samatha has made a public announcement yet.
The couple previously sparked engagement rumors during a recent red-carpet appearance. On November 7, 2024, the former Chicago Bears quarterback and his lady love attended the season 5B premiere of Yellowstone, in New York City.
Cutler opted for a black button-up paired with dark-wash jeans and a striped gray suit jacket. Meanwhile, Robertson stunned in a chic, body-hugging black dress with long sleeves and a daring thigh-high slit, perfectly complementing her beau’s ensemble.
This appearance was made even more special with a huge sparkling diamond stone on the ring on Samantha’s left hand. With confirmation from insiders, the dazzling piece was indeed her engagement ring.
Jay Cutler And Samantha Robertson First Made Their Romance Public On Instagram
Jay and Samantha have been publicly dating for the past year. Their romance first became Instagram official on September 20, 2023 when Robertson shared a heartfelt post featuring the couple.
The post included several photos from a close friend’s wedding in France, where Samantha and her now-fiancé celebrated together. In one notable snap, the duo posed side by side, with Samantha giving Cutler an affectionate one-armed hug. She captioned the post,
“Vive la France 🇫🇷Congratulations @chanelhandel @amackenzietemplar. The most beautiful wedding ❤️”
Jay Cutler and Samantha Robertson have been together ever since, preferring to keep their relationship largely private and away from the spotlight. The couple has maintained a low profile on social media, offering only rare glimpses of their romance.
Before his engagement to Samantha, Jay was married to social media personality Kristin Cavallari from 2013 until their separation in 2020. The divorce was finalized in 2022.
Similarly, Samantha was previously married to actor Trace Ayala, but their relationship also ended in divorce.
Fans Shower Jay And Samantha With Love Following Their Engagement
The online community flooded social media with warm wishes and congratulations for the couple. Several supportive and positive comments read,
“Good for them they are a beautiful couple ❤️”
Good for you Jay. Way better pick. Just saying 😌 🤷”
“Wow awesome !! Congratulations 🥂”
As Jay Cutler and Samantha Robertson embark on this new chapter together, fans continue to celebrate their love and engagement. With heartfelt messages pouring in, it’s clear that the couple has a strong and supportive community behind them.