In Matthew Perry’s memoir Friends, Lovers and the Big Terrible Thing, published on November 1, 2022, Perry revealed that he had asked Jennifer Aniston out before they starred together on Friends.
The two had met three years prior through mutual friends, and Perry was immediately taken with Aniston. However, after getting the news of his casting on Friends, his attempt to ask her out did not go as planned.
Matthew Perry had a Huge Crush on Jennifer Aniston while Filming Friends
The Chandler Bing actor confessed to Aniston that she was the first person he wanted to tell about his role on the sitcom, but he immediately regretted his decision to call her. He could sense her discomfort through the phone and, in panic, asked her out. Aniston declined but expressed interest in remaining friends, which Perry initially rejected before later accepting.
Despite this rocky start, Perry and Aniston went on to star in Friends from 1994 to 2004. Perry admitted in his memoir that he still had feelings for Aniston early on in the show’s production, which made their hellos and goodbyes awkward. However, he eventually moved on and focused on the show.
Although Perry’s crush on Aniston is unrequited, the two remain friends. Fans of the show may wonder if this chapter of their story deserves a place in Friends, Lovers and the Big Terrible Thing.
Perry claimed that after everyone’s popularity levels soared, he stopped thinking about Aniston in that sense. Still, he also admitted that he had had crushes on Lisa Kudrow and Courteney Cox throughout the years.