Jay Cutler is reportedly getting married again — two years after his divorce from Kristin Cavallari. The 41-year-old former ...

Jay Cutler is off the market! After over a year of dating, the famous ex-quarterback is now engaged to Samantha Robertson.

Former NFL quarterback Jay Cutler and girlfriend Samantha Robertson are engaged, according to People's Marina Watts and ...

Kristin Cavallari, the Uncommon James and "The Hills" alum, is opening up about a close friendship ending after Jay Cutler ...

Jay Cutler is engaged to Samantha Robertson. The former NFL star's love story takes the next step after years of private ...

Jay Cutler and Samantha Robertson are engaged, multiple sources close to the couple tells PEOPLE exclusively. The former NFL ...

Two years after finalizing his divorce from Kristin Cavallari, Jay Cutler has found new love. The former Chicago Bears ...

LOS ANGELES, CALIFORNIA: Former Chicago Bears quarterback Jay Cutler recently got engaged to his girlfriend Samantha ...

The former NFL quarterback is getting engaged to girlfriend Samantha Robertson, People reported on Tuesday night. Cutler and ...

Kristin Cavallari holds many titles. She’s a former reality TV star, a podcaster, and the ex-WAG to Chicago Bears alum Jay ...