Donald Trump Jr. reportedly dating Fox News's Kimberly Guilfoyle 2 months after split with Vanessa

Raechal Shewfelt
Editor, Yahoo Entertainment

Donald Trump Jr. is not one to be alone.

Less than two months after Vanessa Trump filed for divorce from President Trump’s eldest child and namesake, the New York Post Page Six reports that multiple sources say 40-year-old Junior is dating attorney and Fox News host Kimberly Guilfoyle. The name is probably familiar even to people who don’t watch the network, because Guilfoyle is a former Victoria’s Secret model and the ex-wife of Gavin Newsom, who was once mayor of San Francisco and is currently lieutenant governor of California.

“Don Jr. and Kimberly are seeing each other and are having a great time,” one source tells Page Six, which happens to be owned by Trump family friend and Fox News boss Rupert Murdoch. “While he wants to respect the privacy of his family, he is getting divorced, and he enjoys Kimberly’s company.”

Guilfoyle, 49, co-hosts the Fox News show The Five.

Page Six reports that on Sunday she and her reported new love were spotted at a New York City party — for Trump Sr.’s new ambassador to Germany, Richard Grenell — and also left together.

Donald Trump Jr., fourth from left, and Kimberly Guilfoyle, right, attend a May 6 party in New York City. (Photo: Sylvain Gaboury/Patrick McMullan via Getty Images)

Just six weeks ago, Don Jr. and Vanessa appeared to be on friendly terms, when they took a post-split vacation with their five kids at Mar-a-Lago. They’re forging ahead with the divorce, though, and he reportedly filed a request to find out Vanessa’s net worth, in preparation for settling the financial aspects of their divorce on April 27.

The coupling of Trump Jr. and Guilfoyle comes at the same time as Valentin Rivera, described as Vanessa’s “high school sweetheart,” has decided to talk about their relationship back in the day. In an exclusive interview, also with Page Six, Rivera revealed that he was a member of the Latin Kings, described as a “violent street gang,” while he dated her. He said she drove him around in her stepfather’s convertible with an illegal gun in the trunk so that he could deliver marijuana to people. She drove him to gang meetings too, he said.

“She was fascinated. We were kids. She liked the street life at the time,” Rivera said. “She liked that type of environment — being around gang members and stuff.”

Rivera said they dated for five years, until 1988, when he read in the newspaper that the model had been spotted cuddling with a post-Titanic Leonardo DiCaprio at, yes, a party.

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