They both recently endured public break-ups, which featured their ex-partners quickly moving on with other people.

Kimberly Guilfoyle sticks to her sense of style no matter the event, and her 2025 Super Bowl look probably didn't win any favor with her ex, Donald Trump Jr.

Guilfoyle, 55, took to Instagram on Sunday, February 9, to share a photo of her with the Yellowstone star, 70, during the big game in New Orleans, which was also attended by her ex-fiancé, Trump Jr., 47, and his new girlfriend, Bettina Anderson.

Bettina Anderson is officially linked to Donald Trump, Jr., and she's already getting something from him that Kimberly Guilfoyle never really has.

Donald Trump Jr.'s ex-fiancee Kimberly Guilfoyle and his reported new girlfriend Bettina Anderson both posted photos from the Super Bowl in New Orleans on Sunday

It's a small world! While Donald Trump Jr. attended the 2025 Super Bowl with a few of his kids and new girlfriend Bettina Anderson, his ex-fiancée Kimberly Guilfoyle was also at the big game. It's unclear if the exes interacted at all,

Kimberly Guilfoyle cozied up to Kevin Costner at a Super Bowl 2025 party, but judging by her outfit, she might have been better off cozying up to a stylist.

Donald Trump Jr attended the Superbowl Sunday with his new girlfriend Bettina Anderson. While they were clicked together at the event, Anderson posted a series of Instagram stories from the Superbowl.

Bettina Anderson seemingly has some exciting plans with Donald Trump Jr. for this Valentine's Day, and she may be trying to one-up Kimberly Guilfoyle.