The Bachelor

Season 3: Andrew Firestone

Season 3's bachelor was the heir to a tire fortune, and he proposed to Jen Schefft (pictured) at the conclusion of the series. Though his bride-to-be moved to California so they could start a life together, the couple broke up in 2003. Firestone ... moreeventually married model and actress Ivana Bozilovic, while Jen went on to appear on "The Bachelorette."

(ABC)