Kimberly Guilfoyle is facing fresh scrutiny after a new report alleged that she entered an 'unholy alliance' with a billionaire heir in a bid to sabotage Donald Trump Jr.'s relationship with his now‑wife, Bettina Anderson, before the couple's wedding in Florida and the Bahamas in May 2026.
The claims surfaced just weeks after Trump Jr. and Anderson married in West Palm Beach on 21 May, followed by a private island ceremony in the Bahamas attended by close family, including Ivanka, Eric and Tiffany Trump. The timing has inevitably revived interest in Trump Jr.'s long and sometimes messy romantic history, and in how his high‑profile split from Guilfoyle may still be casting a shadow over his new marriage.