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Season 3 couple Andrew Firestone and Jen Schefft got engaged but ultimately found happiness with others.
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Charlie O'Connell and Sarah Brice from season 7 dated for two years, broke up and then got back together before breaking up again in 2010.
But things took a strange twist: Mesnick confessed on air that he really wanted to be with runner-up Molly Malaney.
The second time was not the charm, and the couple soon split.
Delgado found work as a real estate agent and in 2010 made headlines after being arrested on suspicion of DUI.