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Guilfoyle, who is dating President Donald Trump's oldest son, Donald Trump Jr., is a lead fund-raiser for the Trump reelection campaign. The two were reportedly part of each other’s social circles since 2007. The duo first sparked romance rumors in May 2018, three months after Trump Jr.’s divorce from Vanessa. The rumors ... While they have kids who are nearly the same age, the couple has a large age gap -- Donald Jr. is nine years younger than his fiancee, who celebrated her 55th birthday in March 2024. A former Fox News host and prosecutor-turned-Republican aide, Guilfoyle has been dating Don Jr., 44, since around the time his ex-wife, Vanessa, filed for divorce in March 2018. Guilfoyle was... Donald Trump Jr. and his girlfriend Kimberly Guilfoyle with their blended family including kids, Spencer Trump, Tristan Trump, Donald Trump III, Chloe Trump, Kai Trump and Ronan Villency. Donald Trump Jr. and Kimberly Guilfoyle began dating in 2018 and became a GOP power couple. Guilfoyle, a former Fox News host, was a senior Trump campaign advisor and fundraiser. Guilfoyle ... That's not a picture of the first lady you're looking at, but Donald Trump Jr.'s girlfriend, Kimberly Guilfoyle, formerly of Fox News. You may think that's an odd choice, given the family's... Kimberly Guilfoyle and Donald Trump Jr. have been together for a while and engaged for even longer, so it might shock you to learn they have a sizeable age gap. Donald Trump Jr. and Kimberly Guilfoyle have been engaged for nearly a year, a source confirmed to Page Six on Monday.

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