In 2005, actor Jerry O'Connell's younger brother, Chris O'Connell, was chosen as the seventh Bachelor. This was a particularly wild season because, as Entertainment Tonight recapped, O'Connell didn't pick one woman during the finale — he picked two. The star asked his final two contestants, Sarah Brice and Krisily Kennedy, if he could keep dating them both after the show concluded. Um, what?

O'Connell eventually made a choice (Brice) during The Bachelor: After the Final Rose special. The couple went on to date for several years, on and off, but eventually broke up for good. After becoming O'Connell's runner-up, Kennedy went on to star in another Bachelor spinoff, Bachelor Pad. Still, that was in 2010. 

In the years since, Kennedy has embraced a bold new look, complete with pink hair, and is working as the secretary of the Los Angeles Online Film Critics Society. In 2018, the former contestant also revealed on Instagram that she was working on a book, Bitter & Beautiful — A Memoir: One Woman's Journey. Although her book has yet to come out, she might just dish about her time spent with O'Connell. We'll wait as long as it takes.