Two of Hollywood's most beloved comedic actors, Adam Sandler and Drew Barrymore, have shared the screen in three unforgettable romantic comedies. Their on-screen chemistry has captivated audiences for over two decades. Recently, Barrymore hinted at a potential fourth collaboration during an appearance on The Drew Barrymore Show. Fans eagerly anticipate this reunion, recalling the duo’s memorable performances in The Wedding Singer, 50 First Dates, and Blended. The pair’s friendship extends beyond the screen, as evidenced by their playful yet heartfelt duet on The Tonight Show in 2014. This song celebrated their creative partnership and showcased the genuine affection they hold for each other.
In early March 2025, Kate Hudson visited The Drew Barrymore Show, where she posed a question to Barrymore about another film with Sandler. Barrymore confirmed that they frequently discuss the idea and are committed to making it happen. “Yes, 100% yes!” she enthusiastically replied. This news has reignited fan excitement and prompted a look back at their past collaborations. In 2014, Sandler and Barrymore appeared on The Tonight Show, celebrating their long-standing friendship with a charming musical tribute titled “Every 10 Years.”
The song highlighted their enduring bond, with Barrymore singing about promising love every decade and Sandler responding with heartfelt lyrics. Despite the playful banter, it was clear that both actors deeply appreciate their professional relationship. During the performance, Sandler even sang a snippet from “Grow Old With You,” a track from their first film together, The Wedding Singer. The moment was touching, ending with a kiss and hug between the two.
Despite their on-screen chemistry, Sandler and Barrymore have never dated. In a February 2025 episode of Watch What Happens Live with Andy Cohen, Barrymore clarified that their relationship is purely platonic. She expressed admiration for Sandler, noting that they represent something greater than mere sexual attraction—they embody mutual respect and true appreciation for each other’s talent. This dynamic has contributed significantly to the success of their films and continues to endear them to fans worldwide.
Barrymore and Sandler’s commitment to working together again underscores their enduring partnership. Fans can look forward to more laughter, romance, and heartwarming moments when these two icons reunite on screen. The anticipation builds as the possibility of a fourth film becomes increasingly likely, promising another chapter in their remarkable cinematic journey.