As the beloved Chandler Bing on Friends, Perry’s life off-screen became intertwined with the enchanting Julia Roberts. After dating for 2 months, Perry decided to put an end to things with her, but as it turned out, he had his reasons.

Perry was so happy when Roberts decided to have a scene in Friends.

ABC News/Ferrari Press/East News

Friends star Matthew Perry, 53, opened up about their romance, which blossomed in 1995 when the talented Pretty Woman actress was approached to make a guest appearance on the beloved sitcom. Producers encouraged Perry to reach out to Ms. Roberts since she expressed her interest in joining the show only if she could be part of Chandler Bing’s storyline.
Recalling those charming moments, Perry said, “I sent her three dozen red roses and the card read, ’The only thing more exciting than the prospect of you doing the show is that I finally have an excuse to send you flowers.’”

“Not only did Julia agree to do the show, but she also sent me a gift — bagels, lots and lots of bagels,” Perry said.

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Perry shard the story of his relationship with Julia Roberts in his autobiography. Roberts agreed to appear in a special episode of Friends, leading to a three-month courtship through daily faxes while she was in France filming a movie. They became a couple when the episode started filming.

Perry described eagerly waiting for Roberts’ faxes and even cutting short conversations with other women to check if a new fax had arrived.

Perry was struggling with low self-esteem, which led him to stop the lovely chemistry between them.

CARLTON TV / Mary Evans Picture Library/ EAST NEWS

After a while, he and Ms. Roberts entered into a relationship, but Perry ended things with her two months after her appearance on the show.He admitted, “Dating Julia Roberts had been too much for me. I had been constantly certain that she was going to break up with me. Why would she not? I was not enough; I could never be enough; I was broken, bent, unlovable.”

© mattyperry4 / Instagram, © juliaroberts / Instagram

Reflecting on his time on the hit show Perry shared, “Being on Friends was one of those unicorn situations where the news just kept getting better and better. But off-screen, things weren’t going so well.” Perry admitted that dating Julia Roberts had become overwhelming for him.
To avoid the pain of an inevitable breakup, Perry made the difficult decision to end his relationship with the beautiful and brilliant Julia Roberts.

© Friends / Bright/Kauffman/Crane Productions and co-producer

Matthew Perry was an incredibly talented and versatile actor who has captured the hearts of audiences worldwide. His talent extended far beyond comedy, as he had also showcased his remarkable dramatic skills in various projects. With his captivating performances and ability to bring depth to his characters, Perry had undoubtedly established himself as a truly remarkable and beloved actor in the entertainment industry.