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.

Kimberly Guilfoyle is doing her best to prove she's over Don Jr., including by sharing a Valentine Day's post presumably about a mysterious new man in her life.

Donald Trump Jr.'s ex Kimberly Guilfoyle spent some time with Kevin Costner at the 2025 Super Bowl. Guilfoyle, 55, took to Instagram on Sunday, February 9, to share a photo of her with the Yellowstone star,

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

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.

Kimberly Guilfoyle created a ripple on social media after sharing a picture with the ‘Yellowstone’ star at Super Bowl LIX

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,

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

Kimberly Guilfoyle's tan got darker after her breakup from Donald Trump Jr., so is her new skin color a desperate attempt to get the Trump family's attention?