In the summer of 1997, she began dating Italian aristocrat Count Roffredo Gaetani dell’Aquila d’Aragona Lovatelli. The relationship continued until his death in 2005.Trump dated Italian actor and model Rossano Rubicondi for six years before they married on April 12, 2008. The marriage to Rubicondi, 36, was the fourth for Ivana, who was 23 years his senior at the age of 59. The couple’s $3 million wedding for 400 guests was hosted by ex-husband Donald at Mar-a-Lago with daughter Ivanka as her maid of honor.