Meg Ryan and Billy Crystal had a heartwarming ‘When Harry Met Sally’ reunion at the prestigious Oscars ceremony in 2025. The beloved co-stars surprised fans with their appearance at the Dolby Theater in Los Angeles on Sunday, March 2, where they teamed up to present the highly anticipated Best Picture award to the film ‘Anora’. This special reunion was a momentous occasion for fans of the iconic 1989 romantic comedy.
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As they took to the stage, the audience was treated to a nostalgic rendition of “It Had to Be You,” a classic song from their hit film. The pair engaged in a delightful comedic exchange, with Crystal joking about his extensive history as an Oscars host – having helmed the ceremony an impressive nine times in the past. Ryan playfully quipped back, creating a charming and light-hearted atmosphere on stage.
Crystal, 76, humorously reminisced about his first time hosting the Oscars 35 years ago this month, highlighting the enduring legacy of their film. He then delivered a memorable line from ‘When Harry Met Sally,’ adapting it to suit the grandeur of the Oscars: “Because when you have a chance to be an Oscar winner for the rest of your life, you want the rest of your life to start as soon as possible.” The audience was undoubtedly captivated by this heartfelt moment.
Meg Ryan, 63, made a stunning appearance at the event, wearing a striking strapless red-wine-colored velvet gown paired with matching platform heels. Her signature crimped hairstyle added a touch of nostalgia to her glamorous look, which was complemented by a berry lip and blushed cheeks. Crystal looked dapper in a classic black suit with a matching bow tie, exuding timeless elegance on the Oscars stage.
The reunion at the Oscars was not the only time the dynamic duo graced screens together this year. They also featured in a Super Bowl commercial for Hellmann’s, where they recreated the iconic fake orgasm scene from ‘When Harry Met Sally’ at Katz’s Deli in New York City. Crystal and Ryan expressed their joy at revisiting the cherished movie, paying homage to the late Nora Ephron, who penned the screenplay.
‘When Harry Met Sally’ continues to hold a special place in the hearts of fans, with its enduring charm and timeless appeal. The film, directed by Rob Reiner, also starred the late Carrie Fisher and Bruno Kirby, further enhancing its iconic status in cinematic history. Crystal and Ryan’s on-screen chemistry and comedic timing have solidified their places in Hollywood history.
The Oscars reunion between Meg Ryan and Billy Crystal served as a heartwarming tribute to their beloved film and highlighted the lasting impact of their collaboration. As fans celebrated this special moment, the duo’s presence at the prestigious event reminded everyone of the magic of cinema and the enduring power of timeless classics.