Jay Cutler engaged again with NFL quarterback ready to tie the knot two years after Kristin Cavallari divorce

Following speculations that the NFL star is engaged, two years after a high-profile divorce from Kristin Cavallari, JAY CUTLER has generated wedding rumors.

According to reports, Cutler’s girlfriend Samantha Robertson, who was formerly married to Justin Timberlake’s close buddy Trace Ayala, was seen sporting a sizable diamond ring.

In September 2023, the NFL legend and the budding actress made their relationship public on Instagram.

People now claim that they have increased engagement.

The 41-year-old former quarterback for the Chicago Bears and Cavallari parted ways four years ago, with their marriage formally ending in 2022.

After seven years of marriage, the couple had three kids together.

Cutler has previously been romantically associated with well-known figures, including country singer Jana Kramer and Southern Charm star Madison LeCroy.

But since his Cavallari divorce, Robertson is his first recognized partner.

In their divorce filings, Cutler and Cavallari both mentioned “irreconcilable differences,” and she also mentioned “inappropriate marital conduct.”

Influencer Robertson and her ex-husband Ayala had two daughters.

However, she has already joyfully posted pictures of her developing romance with Cutler on social media.

Fourteen months ago, she shared romantic photos of the couple under a red sky, writing, “Sunsets in Montana never disappoint.”

“When are we going back?” Cutler asked in the comment section, adding even more sweetness to the perfect online conversation.

In response, Robertson won over the internet by saying, “I was ready the second we left.”

It seems that one of them has now asked a more significant question and gotten an even more touching response!