Similar to his films, Hollywood actor Brad Pitt's love life has also fascinated his fans over the years. He has been linked with multiple notable figures in the industry, including names like Gwyneth Paltrow, Jennifer Aniston, Geena Davis, and many more. His marriages to Jennifer Aniston and Angelina Jolie have been highly publicized even after their separation. And despite his multiple romances, the Bullet Train star has managed to be one of the eligible bachelors in Hollywood.

Fans are always curious to know about his ongoing romances, and he was again in conversation after he was spotted flirting with his Once Upon a Time in Hollywood co-star Sydney Sweeney at his ex-wife Jennifer Aniston's birthday party.

Brad Pitt Caught Flirting With Co-Star Sydney Sweeney

Brad Pitt and Jennifer Aniston's relationship took a dramatic turn after the Babylon star allegedly divorced her for Angelina Jolie. The couple announced their separation in 2005. However, the FRIENDS alum has claimed that they are on good terms and there is no awkwardness between them.

Considering that they were on good terms, the Fight Club star was also on the long list of Hollywood celebrities attending Aniston's 50th birthday in 2019.

Insiders shared that the Euphoria star left quite an impression on the 59-year-old actor while working on Quentin Tarantino's 2019 film Once Upon a Time in Hollywood. Reports also claimed that there were possibilities that the two could start dating.

Although the age gap between the stars was taken as an issue, insiders claimed, "Nobody would be surprised if he asked her out on a date." There were also claims that the Troy star and director Quentin Tarantino both believe that Sweeney could be the next Marilyn Monroe of Hollywood.

Sydney Sweeney Wowed Brad Pitt With Her Work

Sydney Sweeney portrayed a character named Snake in the 2019 comedy drama. Brad Pitt had to allegedly "sign off on Sweeney's casting" due to the several scenes she had with him. The A-list star was reportedly so impressed by her work that he even referred to her as the "next Marilyn Monroe."

Sources also claimed that he was "a lot more than her talent that's gotten him hooked." The White Lotus actress allegedly wowed Pitt and Tarantino with her work in the film, and the World War Z star was even looking forward to working with her in the future and getting to know her more as well.

"[Brad Pitt] wants to do more projects with her and spend time off-set to get to know her," insiders revealed. It was also reported that the two began talking since the filming wrapped up for their movie, and although it seemed "intensely friendly" between them, many believed that they could have gotten together.

Brad Pitt is reportedly dating jewelry designer Ines de Ramon now, and Sydney Sweeney has also been engaged to Jonathan Davino since February 2022. However, the 25-year-old actress has recently been in the news for her chemistry with her co-star in Anyone But You, Glen Powell.