12. U.S. Naval Officer Andrew Baldwin proposed to his choice, Tessa Horst, on the show’s tenth cycle in 2007, but their engagement was short-lived, lasting just a month past the show’s finale. Trying to continue the relationship proved impossible as well, as the duo would split in the fall of 2007. 14. Bar owner Brad Womack was the prize of The Bachelor’s 11th season, and made history as the show’s first bachelor not to pick a significant other. (Prior to the double rejection, he declared he was “about to be the biggest jerk in America.”) He sent home both finalists, Jenni Croft and Deanna Pappas, without a rose, though Pappas later resumed her search for love on The Bachelorette.
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