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Donald Faison, who played, Murray Duvall in the 1995 film, posted a photo of the cast who attended the convention, including Silverstone, Breckin Meyer and Paul Rudd.
Rudd and Silverstone even met up for dinner the night before the event, CBS News reported.
One fan noticed that Rudd hadn't changed much over the two and a half decades. He responded by saying, "I'm 80 years old on the inside. It's a mess underneath all this."
Rudd will be seen in the upcoming "Avengers: End Game" released in April.
Faison has appeared in "Ray Donovan" and has lent his voice to "Star Wars Resistance," but may be best known for his role on "Scrubs."
Meyer recently had a recurring role on "Designated Survivor." He remembered a few tidbits that happened before filming started on the movie. He told fans at the panel that he skateboarded to the "Clueless" audition, and he and Silverstone attended the same high school but didn't know each other, Buzzfeed reported.
Silverstone has appeared in "American Woman."
Missing from the reunion was Brittany Murphy, who starred as Tai Fraiser. She died in 2009 at the age of 32.
Silverstone spoke of Murphy, saying "She was so good." But Silverstone wasn't the only one who remembered her castmate. She also said that she told writer/director Amy Heckerling, that Murphy was destined to play Tai, the "Today" show reported. Meyer, who played Murphy's love interest in the film, called her "ridiculously talented."
Stacy Dash, who is now working as Republican commentator, also missed the reunion, the Chicago Tribune reported.
"Clueless" was a modern, at the time, retelling of the Jane Austin novel "Emma," CBS News reported. It is been rebooted with a script by Marquita Robinson, a writer for Netflix's "Glow," according to the Hollywood Reporter. The reboot was announced last year by Tracy Oliver, the film's producer.
The cast were not the only ones reminiscing this weekend. Fans of the film paid tribute to the film cosplaying as their favorite characters, the Chicago Tribune reported.