Sean Penn & Dylan Penn At Age 31

Sean Penn has been in the acting industry for almost five decades now, appearing in some great movies such as the classic “Fast Times at Ridgemont High” and the film that won him an Oscar, “Milk.” His daughter, Dylan, whom he had with his ex-wife Robin Wright also follows in his footstep in the media industry.

Dylan started working as a model when she was 22 and posed for names such as Gap, GQ, and Elle. About two years later, she made her film acting debut with the horror movie “Condemned,” and has since appeared in a handful of other titles.