Two years after his star turn in The Bachelor season 3 (and it’s resulting short-lived engagement) ended, Andrew Firestone's friends figured they'd try their own hands at playing Cupid. They orchestrated a “chance” meeting over drinks between the restaurateur and general manager of the Firestone Vineyard, and actress-model Ivana Bozilovic. When Bozilovic arrived, her pants sported a giant wet spot—she’d accidentally sat in a puddle—and she was laughing hysterically. ”I couldn’t believe a woman that beautiful was able to find humor in the situation,” he recalls. “I was instantly attracted.” The pair dated for two years before Firestone popped the question in September of 2007, on Bozilovic's 30th birthday.