Season 8 Bachelorette Emily Maynard has been engaged three times in her 26 years on this planet: first to NASCAR driver Ricky Hendrick, who died just one week before Emily found out she was pregnant with their daughter Ricki; then to Season 15 repeat Bachelor Brad Womack in early 2011; and most recently to her Season 8 final pick, Jef Holm.
However, Em and Jef’s relationship didn’t last, and the couple announced their split in October 2012. “I am sorry to tell you that Jef and I have, indeed, parted ways. It was a very difficult and heartbreaking decision,” Em revealed in a statement to People. “As you know, at first I wasn't sure that I should even be The Bachelorette, but I am a hopeless romantic and I do believe in the show. I have no regrets because I did find love and shared an incredible journey with a really special person – and you know what, we tried our best because the love between us was so real.”