Donnie Trump showed his support for Kimberly Guilfoyle's Senate confirmation hearing. She was once engaged to his father, ...

Months after Trump Jr. breakup shake-up and "ambassador school," is Kimberly Guilfoyle headed to Greece? Senate Confirmation ...

Cozied up to one another in matching white button-ups, they performed a variety of hugs, kisses, handholdings, and other ...

Kimberly Guilfoyle was engaged to Donald Trump Jr. before her senate hearing on a potential Greek ambassadorship. Who is his new girlfriend?

Donald Trump Jr. and girlfriend Bettina Anderson made headlines over the weekend for their very public displays of affection ...

Donald Trump Jr. and Bettina Anderson were seen sharing affectionate moments, prompting marriage speculations.

Kimberly Guilfoyle's latest photo dump was a surprisingly Trump-free celebration of life... and a greatest hits of recent fashion fails, too.

Donald Jr.'s August 17 liplock with the 37-year-old socialite at The Honor Bar allegedly blindsided his fiancée of two years, Kimberly Guilfoyle.

Kimberly Guilfoyle and Donald Trump Jr. did a magazine photoshoot early on in their relationship, and it may have been telling about their power dynamic.

All the rumored plastic surgery Kimberly Guilfoyle has undergone has made it so that her face bears no resemblance to her son Ronan's, unfortunately.