Jay Cutler is putting a ring on it — again. The former NFL quarterback is getting engaged to girlfriend Samantha Robertson, People reported on Tuesday night. Cutler and Robertson went public ...

Jay Cutler and Samantha Robertson are reportedly engaged after more than one year of dating. Sources told People on Tuesday, November 19, that the pair, who have been linked since September 2023 ...

Samantha Robertson/Instagram Congratulations are in order for Jay Cutler and Samantha Robertson! The former Chicago Bears quarterback and mother-of-two are engaged, multiple sources close to the ...

Former NFL quarterback Jay Cutler has always been in the spotlight, but he was never really comfortable with having his personal life in the media. Unlike his ex-wife, Cutler likes to go through ...

Former NFL quarterback Jay Cutler and girlfriend Samantha Robertson are engaged, according to People's Marina Watts and Lawrence Yee. Watts and Yee noted Robertson appeared to be wearing an ...

Kristin Cavallari is opening up about calling it quits with someone other than Jay Cutler. On Tuesday's episode of her "Let's Be Honest" podcast, the Uncommon James founder opened up about losing ...

Jay Cutler is engaged to Samantha Robertson, People reports. Multiple sources close to the couple told the outlet that the former Chicago Bears quarterback took the next step in his relationship ...

Former Chicago Bears star Jay Cutler's ex-wife Kristin Cavallari recently opened up about allegations that the quarterback cheated on her during their marriage. Cutler was accused of having an ...

Jay Cutler is engaged to his partner Samantha Robertson, sources have confirmed to People after Robertson was spotted wearing a very impressing ring on *that* finger at a premiere on Nov. 7.

The Very Cavallari star reflected on the demise of her relationship with former pal Kelly Henderson in 2020, revealing how Kelly’s interactions with her then-husband Jay Cutler created friction ...

Jay Cutler and Samantha Robertson are engaged. The Former Chicago Bears quarterback and Samantha Robertson are engaged, multiple sources confirmed to People. The pair made their debut as a couple ...