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Drew Barrymore Discovers Her Daughter and Adam Sandler’s Daughter Bonding Over ’50 First Dates’

Drew Barrymore shares a sweet moment of her children watching 50 First Dates

Drew Barrymore’s children have already developed an admiration for her collaborations with frequent costar Adam Sandler, as shared by the actress herself.

During a segment on The Drew Barrymore Show on November 4, the Charlie’s Angels star recalled a touching moment involving the romantic comedy 50 First Dates.

She explained (via Entertainment Weekly), “The other night, my daughter and Adam’s daughter were watching the movie at my house, and I asked, ‘Why are you watching this? Don’t you get enough of me and your dad?’” Barrymore added, “They were just so happy, and I thought, ‘This is so sweet and wonderful.’”

Barrymore’s daughters, Olive and Frankie, bond over her films with Adam Sandler

Both Barrymore and Sandler are raising daughters—Barrymore has two daughters, Olive and Frankie, with ex-husband Will Kopelman, while Sandler shares daughters Sunny and Sadie with his wife, Jackie Sandler.

Barrymore expressed how comforting it was to see her kids engaging with her work, saying, “It’s a special feeling because your children often reject many things about you, so when they embrace something, it’s just fantastic.”

Barrymore and Sandler’s successful onscreen partnership has spanned three romantic comedies. They first appeared together in 1998’s The Wedding Singer, a film that celebrated the 1980s.

Their next collaboration came in 2004 with 50 First Dates, a rom-com about amnesia. Ten years later, they reunited for Blended, which told the story of two single parents who form an unexpected bond during a safari trip.

In 2023, Barrymore reflected on her strong friendship with Sandler in an interview with People, sharing, “I’ve always believed in him so much. Not that my opinion matters, but I just knew he was the one.”

She continued, “We all loved him on SNL, and I’ve always enjoyed Happy Gilmore and Billy Madison. Comedians like him create their own unique style and presence, and that’s not easy to do.”

Barrymore was drawn to working with Sandler not only because of their strong friendship but also because of the undeniable onscreen chemistry they created. “I wanted a place to express my admiration, and I thought making a film together would be the most safe and cathartic way to do it,” she explained.

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