38. Bradley Cooper & Irina Shayk
After four years of dating, the Oscar-nominated actor and the supermodel split in June, PEOPLE confirmed.
Cooper and Shayk officially decided to end their relationship and are amicably working out how to share custody of their daughter Lea De Seine, whom they welcomed in March 2017, an insider told PEOPLE.
The A Star Is Born director and actor began dating Shayk in the spring of 2015, and the pair kept their relationship private over the years.