- Kimberly Guilfoyle has become a prominent figure within the Republican Party.
- She began dating Donald Trump Jr. in 2018, but they split in 2024.
- Her outfits at public events have included bold, business-casual looks and peplum-style dresses.
One of the most public-facing female members of the Republican Party is Kimberly Guilfoyle, the ex-girlfriend of Donald Trump Jr., former Fox News host, and President Donald Trump’s pick for ambassador to Greece.
Guilfoyle, who dated the president’s eldest child from 2018 to 2024, has had some ups and downs in her style journey. In fact, People even reported in December 2024 that her style was an issue between father and son.
Around the same time as their breakup became public news, Guilfoyle was nominated to be the next ambassador to Greece, with the president calling her “a close friend and ally” in a Truth Social post.
Here’s a look back at Guilfoyle’s best and worst style moments since she became involved with the Trump family.
Guilfoyle did not respond to a request for comment from BI.
