One source said the pair are 'seeing each other' and 'having a great time'. They are pictured here with Fox News host Harris Faulkner. Trump Jr and Guilfoyle have known each other for years. They reportedly left together to grab dinner at the upscale Harry Cipriani restaurant in Manhattan pictured above. Don Jr and Guilfoyle, a co-host on The Five, were recently seen arriving together at a party in honor of Richard Grenell, Trump's new ambassador to Germany.