Kevin Costner is setting his sights on Demi Moore following her shocking Oscar loss, insiders reveal. The Yellowstonestar has reportedly been offering Moore support after she lost the Academy Award for Best Actress to 26-year-old Mikey Madison, despite winning both the Golden Globe and SAG awards.
While Costner, 70, and Moore, 62, have been friends for decades, sources say he has always been captivated by her and is now making his move.
Costner comforts Moore after Oscar loss
According to insiders, Costner was one of the first to reach out to Moore following the Oscars, reminding her of her talent and beauty. The source shared that Costner has been telling Moore she is still one of the most gorgeous and talented women in Hollywood.
The two first connected professionally in 2007 when they co-starred in the thriller Mr. Brooks. However, sources say Costner’s admiration for Moore started long before that, dating back to when they both auditioned for 1983’s Flashdance.
“Nothing ever happened between them back then, but Kevin has always spoken highly of her,” an insider revealed. “He’s always had a soft spot for Demi, and now that they’re both single, he’s ready to take things further.”
Billy Bob Thornton playing matchmaker
Costner is reportedly enlisting the help of actor Billy Bob Thornton, a longtime friend of Moore, to make his romantic intentions clear. Thornton, who co-stars with Moore in the upcoming series Landman, is said to be pushing Costner to go after her.
“Billy Bob has been close to Demi for years and thinks Kevin should absolutely make a move,” a source said. “He’s been encouraging Kevin to go for it, and friends think Demi should definitely consider it.”
Costner, who is still reeling from his ex-wife Christine Baumgartner’s engagement to his former friend Josh Connor, may also have another motive. Insiders suggest that seeing Costner with Moore would likely make Baumgartner jealous, adding an extra layer of satisfaction for the actor.
“Kevin isn’t pursuing Demi just for revenge, but let’s be honest—he wouldn’t mind if Christine saw him on Demi’s arm,” a source noted.
Although Moore has not responded to Costner’s advances, those close to her believe she might be open to a romance. With their shared history and Hollywood connections, many think a relationship between them could be a perfect match.
As Costner continues his pursuit, the question remains—will Moore give him a chance?

Jaja has a degree in journalism and took classes in international law and business communication. Her career spans roles at prominent international media outlets, including International Business Times, Celebeat and Delightful Philippines. As a news editor, Jaja covered a wide range of beats, including legal, business, economy, cryptocurrency, personal finance, gaming, technology, and entertainment.