Meg Ryan — Age 59

The generation who grew up watching her on the 1989 flick When Harry Met Sally would agree that Meg Ryan was a cutie. She stole the heart of Hollywood with her personality and beauty, but it all began in 1981. That’s when she started bagging minor roles before eventually getting cast on CBS’s As the World Turns in 1982.

At 59, Ryan still has her good looks and is no longer just an actress. She also dabbled into working behind the scenes, which she did when she directed the 2015 film Ithaca, where she also had a role to play. She last starred in the TV show titled Picture Paris.