1. Salesman Andrew Firestone picked (future Bachelorette) Jen Schefft in the show’s third cycle in 2003, but the couple amicably broke up months later. He would go on to marry actress Ivana Bozilovic, and the couple welcomed a baby son named Brooks in March 2009. 3. Makeup entrepreneur Prince Lorenzo Borghese chose Jennifer Wilson over Sadie Murray on the show’s ninth cycle in 2006, which was set in Rome. While the comely couple took a shot a love, their relationship fizzled by the beginning of 2007. In an interesting twist, Borghese was later romantically tied to Murray following his split with Wilson.