In the summer of 2017, Kimberly Guilfoyle was rumored to be dating Anthony Scaramucci. What made this reported romance so messy was that Scaramucci’s divorce from his wife, Deidre Ball — who was nine months pregnant, was announced in July 2017. According to the Huffington Post, Scaramucci took exception with New York Magazine reporter Olivia Nuzzi, who reported in August 2017 that he was out for dinner with Donald Trump and Melania Trump, and that Guilfoyle joined them. Amid his divorce, Scaramucci did not want people gossiping about him and Guilfoyle. Gossip is exactly what followed, as it was reported by Showbiz411 that the then-Fox News host was apartment hunting with Scaramucci. That turned out to be a half-truth, as Scaramucci was looking at a unit in Guilfoyle’s building and had asked for her input. “Just to get her thoughts,” a source explained to People in August 2017.
Later that year, the two were spending time together, but there was nothing official about their relationship status. “It is too early to call them a couple,” a source told Page Six in October 2017. “Kimberly thinks the world of Anthony … He is still going through a divorce,” the insider added.
The following month, Scaramucci returned to his wife and the couple called off their pending divorce in November 2017. Meanwhile, Guilfoyle was romantically linked to a younger bartender at the time, per the New York Daily News. Guilfoyle became the subject of more gossip as people believed she went to extreme lengths to look younger herself.