Jude Law and Sienna Miller
Credit: TatiRocks Jewelry
Jude Law proposed to his Alfie co-star Sienna Miller on Christmas Day in 2004 but Miller broke it off nearly a year later after his affair with his children’s nanny came to light. The handsome couple reunited in 2009, but broke up for good in 2011. Since then, Law has had two more children from separate relationships (in addition to his first three with actress Sadie Frost). Miller has a daughter with her ex-boyfriend, actor Tom Sturridge, they broke up in 2015.