Spears started dating her former manager in early 2009, and the two got engaged in December 2011, per Today. The singer confirmed the news with a tweet, writing, "OMG. Last night Jason surprised me with the one gift I've been waiting for. Can't wait to show you! SO SO SO excited!"
However, they never made it down the aisle and instead broke up in January 2013. Spears issued a statement to E! News, saying, "Jason and I have decided to call off our engagement. I'll always adore him and we will remain great friends."