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Matthew Perry – Age 51

Matthew Perry portrayed the iconic role of Chandler Bing in the hit series called Friends. That opened a lot of doors for him in Hollywood, and he embarked on a successful film career after. Among his most notable films are 17 Again and The Whole Nine Yards.

The last couple of years have been an exciting one for him, too. In 2020, he announced his engagement to longtime girlfriend, Molly Hurwitz. After that, he portrayed the character that made him famous in the much-anticipated Friends reunion, The One Where They Get Back Together, in 2021.