Kimberly Guilfoyle has reportedly expressed skepticism about whether Donald Trump Jr's new relationship with socialite Bettina Anderson is built to last.

14 hours ago · Kimberly Guilfoyle is processing the news of ex-fiancé Donald Trump Jr. 's engagement to socialite Bettina Anderson.

1 day ago · Donald Trump Jr. announced Bettina Anderson as his new fiancée, and people were quick to speculate about his recently failed engagement to Kimberly Guilfoyle.

13 hours ago · Kimberly Guilfoyle isn’t shedding tears over Don Jr.’s new fiancée, but insiders say she has lingering doubts about the relationship and what’s driving it.

2 days ago · Donald Trump Jr. is engaged to Bettina Anderson following a White House proposal, just one year after his split from Kimberly Guilfoyle.

1 day ago · The holidays mean it’s engagement season, even and especially at the White House, where Donald Trump Jr. announced Monday that he popped the question to his socialite girlfriend, Bettina …

Sep 16, 2024 · Kimberly Guilfoyle appears to have an excellent command of optics in her relationship with Donald Trump Jr. and has successfully maintained a visually united front with him for years. …

Jan 23, 2025 · Kimberly Guilfoyle “kept a watchful eye” on ex-fiancé Donald Trump Jr. and his new girlfriend, Bettina Anderson, while the trio brushed shoulders at events around the inauguration, an …

Aug 24, 2025 · Because just hours before President-elect Trump declared Kimberly Guilfoyle the next U.S. Ambassador to Greece, DailyMail.com had already dropped a very different headline: “Don Jr. …

May 8, 2025 · This came to light during Donald Trump’s presidential inauguration events, where Guilfoyle crossed paths with Trump Jr and his new girlfriend, model Bettina Anderson. According to …