Giuliani has been married twice before Judith - to Regina Peruggi (1968-1983) and to Donna Hanover (1984-2002). He has two children from the marriage with Hanover – 32-year-old Andrew and 28-year-old Caroline.
Judith Nathan has been married twice, too. She adopted her daughter, Whitney, with her second husband, Bruce Nathan. She became a part of Giuliani’s life in 1999. The couple met at Club Macanudo, a cigar bar on East 63rd Street. Judith aggressively pursued Rudy at a time when he was still living with Ms. Hanover and their children.