After three years of on-and-off dating, Spears and Watson get engaged, and the star posts a happy photo of the couple on Instagram to show off her ring. "He did good," Spears writes in a hashtag, with big sis Britney also chiming in on Twitter. "So excited and happy for my sister," she writes.
After a long break from the spotlight, Spears comes back with her debut country single "How Could I Want More." In May 2014, the singer drops her first EP, The Journey, which rises to the top of iTunes's top Country albums. "#2 omg!!!! So blessed – thanks to everyone who has supported me – I truly appreciate all the love," Spears Tweets after learning of the big news.
BIOGRAPHY (top to bottom): Courtesy Jamie-Lynn Spears; C Flanigan/FilmMagic; AKM-GSI