Justin Timberlake and Jessica Biel
In March 2011, the pair amicably split — four years after first being linked together. However, the break was short-lived; the couple got back together in August and were engaged December 2011. “She is the single-handedly most significant person in my life,” Timberlake told Vanity Fair of Biel at the time, whom he asked to marry him during the couple’s annual vacation to Montana. In April 2015, the duo welcomed their first child, Silas.