The most obvious first, of course. Long time on and off again lovers Justin and Jessica met in 2007 at the Golden Globe Awards after party and did not have the easiest of relationships. With constant break ups, rumors of cheating, and talk of an open relationship, these two could not seem to keep it together until their marriage in 2012.
After a three-month relationship break in 2010 initiated several short flings for the singer, songwriter and a final breakup that seemed to be their goodbye in 2011, Timberlake’s grandmother accidentally leaked their engagement news in 2012. They also had a son named Silas together. However, lately reports have been hinting toward a pending divorce for the couple, however, time will tell if these are just rumors.