The ever-growing attention on the Oscar nominee’s love life started early on in his career. After he broke through in 2001 as Will Tippin in Alias, he found love with actress Jennifer Esposito. The pair got engaged in October 2006, just months after the ABC thriller came to an end, and tied the knot that December. Their union ended up being short-lived, however, as Esposito filed for divorce in May 2007. She and Cooper were legally single by the end of that year.
“It was just something that happened. The good thing is, we both realized it,” the actor said on The Howard Stern Show in March 2011. “Sometimes you just realize it. … It just wasn’t right.”
Cooper was subsequently linked to actresses including Cameron Diaz, Renée Zellweger and Olivia Wilde before embarking on a long-term romance with Zoe Saldana. The Words costars were together on and off from 2011 to 2013.
“Bradley is a very dedicated and open professional,” Saldana raved to The Hollywood Reporter in September 2012 ahead of their final breakup. “It’s really good when you can balance that with an actor as opposed to an actor that just comes prepared and just goes, ‘Don’t f–k up my light’ and ‘This line is my close-up.’ We didn’t care where was the camera was. It was just like we were both part of this extensive conversation.”
The Silver Linings Playbook star went on to date model Suki Waterhouse from 2013 to 2015 before quickly moving on with another runway star, Shayk. Their relationship turned out to be his most serious to date, with the couple welcoming daughter Lea De Seine in May 2017. However, after four years together, Cooper and Shayk went their separate ways in June 2019.
“They’ll coordinate to make sure their daughter is always with one parent,” a source exclusively told Us Weekly after the split. “When Lea has important events in her life, both Bradley and Irina will be there.”
While Cooper never publicly spoke about their breakup, the Russia native said in her British Vogue March 2020 cover story that they were “very lucky to experience what we had with each other.”
Scroll down to look back at the Hangover star’s dating history!